Photosensitizer, visible light curable resin composition using the same, and use of the composition

A visible light curable resin composition containing a photocurable resin, a photoreaction initiator and a photosensitizer having the formula (1). The composition has a very high sensitivity to a general-purpose visible light laser, so that a high-speed scanning exposure is possible by the laser, and an extremely fine high resolution can be obtained. In addition, the composition can be used for coating or printing under safelight irradiating conditions and under bright circumstantial conditions without any thickening of the composition, and hence the composition can exert excellent noticeable effects in points of safe operativity, operational efficiency and the stability of products. Formula (1) is as follows: ##STR1## wherein rings X.sub.1 and X.sub.2 are each an optionally substituted pyrrole ring; Y is H, CN, optionally substituted alkyl, aralkyl, aryl, heteroaryl or alkenyl group; and Z.sub.1 and Z.sub.2 are halogen, optionally substituted alkyl, alkoxy, alkylthio, aralkyl, aralkyloxy, aryl, aryloxy, arylthio, heteroaryl, heteroaryloxy or heteroarylthio group, provided that at least one of substituents on the pyrrole rings X.sub.1 and X.sub.2, groups Z.sub.1 and Z.sub.2 is the alkoxy, aralkyloxy or aryloxy group.

BACKGROUND OF THE INVENTION 
1. Field of the Invention 
The present invention relates to a photosensitizer in which a 
dipyrromethene boron complex compound having a specific structure is used, 
and a visible light curable resin composition which contains the 
above-mentioned photosensitizer and hence shows a high sensitivity to a 
light in a visible light range. 
Furthermore, the present invention relates to a visible light curable resin 
composition in which the prevention effect of curing by oxygen is improved 
and which can exhibit a high sensitivity to a light in a visible light 
range and is excellent in curing properties. 
In addition, the present invention relates to a visible light curable resin 
composition which can be used under the irradiation environment of a 
specific safelight. 
2. Description of the Related Art 
In recent years, in the field of information or image recording which 
utilizes a photopolymerization reaction, there has been investigated a 
technique where a manuscript electronically edited by a computer can be 
directly output and recorded by the use of a high power laser, in place of 
the conventional recording technique of a film manuscript or the like by 
an ultraviolet light. The above-mentioned recent technique has an 
advantage that direct writing is done by the laser, so that recording and 
image-formation steps can be remarkably simplified. 
Nowadays, much of high-power and stable laser light sources which have 
usually been used possess output wavelengths in a visible light range. 
Concretely, an argon laser having stable oscillation lines at wavelengths 
of 488 nm and 514.5 nm and a YAG laser having a bright line at 532 nm as a 
second harmonic are often used. Therefore, a compound having a high 
sensitivity to these wavelengths has been desired, but a conventional 
photosensitizer for the ultraviolet light cannot be used because of a low 
sensitivity in the visible light range. Moreover, by the addition of a 
pyrylium salt or a thiopyrylium salt, the sensitivity in the visible light 
range can be improved, but a photosensitive layer containing such a 
compound is poor in storage stability, which makes its use difficult. 
As compounds having photosensitivity in the visible light range, there are 
known, for example, 7-diethylamino-3-benzothiazoylcoumarin (trivial name: 
coumarin-6) and bis[3-(7-diethylaminocoumaryl)] ketone (trivial name: 
ketocoumarin), but these compounds have maximum absorption wavelengths in 
the vicinity of 450 nm, which is shorter than 488 nm of the argon laser, 
and hence the photosensitivity is insufficient. In addition, a 
4-substituted-3-benzothiazoylcoumarin compound described in Japanese 
Patent Application Laid-Open No. 18088/1992 has the high photosensitivity 
at 488 nm of the argon laser, but it scarcely has absorptions at 514.5 nm 
and 532 nm that is the second harmonic of the YAG laser. Thus, this kind 
of compound is poor to sufficiently improve the photosensitivity. 
European Patent No. 0619520, U.S. Pat. No. 5,498,641, Japanese Patent 
Application Laid-Open Nos. 258444/1997, 179504/1996, 95244/1996, 
76377/1996, 6245/1996, 225474/1995, 219223/1995, 5685/1995 and 241338/1993 
disclose bispyrromethene boron compounds, but these compounds are poor to 
sufficiently improve the sensitivity to the above-mentioned laser light 
and the storage stability of the photosensitive layer. 
On the other hand, a conductor circuit such as a printed-wiring board has 
been heretofore formed by exposing and developing the board coated with a 
photosensitive resist to prepare a resist pattern, and then removing 
unnecessary portions therefrom by etching. 
With regard to an exposure technique, there are a method of exposing the 
board through a photo mask, and another method of directly drawing a 
resist by a laser. In the method of exposing the board through the photo 
mask, there are a problem that extensive time is taken for the positioning 
of the photo mask, and another problem that when the surface of the resist 
is tacky, the positioning of the photo mask is more difficult. 
In the method of directly drawing the resist by the laser, this resist is 
required to be highly sensitive, because an exposure time is very short. 
Accordingly, it has usually been conducted to cover a resist surface with 
an oxygen-blocking layer such as a cover coat or a cover film so that 
active radicals generated by the irradiation of the laser may not be 
deactivated by oxygen in air, whereby oxygen can be blocked and hence the 
high sensitivity can be maintained. However, this operation is 
inconveniently troublesome. 
Moreover, in the case that the above-mentioned visible light curable resin 
composition which can be cured by the visible light is handled, an 
electric lamp such as a fluorescent lamp colored by coating an outer tube 
of the lamp with a dark red colorant or by winding a dark red film around 
the outer tube is used as a safelight (a working lamp). Under the 
environment of such a dark red safelight, however, some problems are 
present. For example, it is difficult to inspect the state of a coated 
film after the coating, and it is not easy to inspect a coating device, an 
irradiation device, a conveying device and the like. In consequence, safe 
working properties, working efficiency, the quality stability of products 
and the like are poor. In addition, in the case that an uncolored 
fluorescent lamp is used as the safelight, the working environment is 
lightened and there are not the above-mentioned problems any more, but 
even portions where the exposure is not required might be exposed 
inconveniently, depending on the kind of photosensitive resin. 
SUMMARY OF THE INVENTION 
An object of the present invention is to provide a visible light curable 
resin composition containing a photosensitizer which is excellent in 
storage stability and which is highly sensitive to a laser light having 
long wavelength in a visible light range such as an oscillation line at 
514.5 nm of an argon laser which is a high-power and stable laser light 
source, or a second harmonic of a YAG laser at 532 nm. 
Another object of the present invention is to provide a resist in which 
active radicals generated on the resist by the irradiation of the laser 
are scarcely deactivated by oxygen in air in a method of directly drawing 
images on the resist by a visible light laser without using any photo mask 
and which can maintain a high sensitivity. 
Still another object of the present invention is to provide a visible light 
curable resin composition which can be handled under an irradiation 
environment of a specific bright safelight and which is excellent in 
sensitivity. 
The present inventors have intensively investigated to solve the 
above-mentioned problems, and as a result, a photosensitizer including a 
compound having a specific structure has been found. In addition, it has 
also been found that developing a visible light curable resin composition 
in which this photosensitizer is used can solve the problems of the 
conventional techniques. In consequence, the present invention has been 
completed. 
That is to say, the first aspect of the present invention is directed to a 
photosensitizer using at least one of dipyrromethene boron complex 
compounds represented by formula (1): 
##STR2## 
wherein rings X.sub.1 and X.sub.2 are each a pyrrole ring which may have a 
substituent or substituents; Y is a hydrogen atom, a cyano group, or an 
alkyl, an aralkyl, an aryl, a heteroaryl or an alkenyl group which may 
have a substituent or substituents; and Z.sub.1 and Z.sub.2 are each 
independently a halogen atom, or an alkoxy, an alkyl, an aralkyl, an 
aralkyloxy, an aryl, a heteroaryl, an alkylthio, an aryloxy, an arylthio, 
a heteroaryloxy or a heteroarylthio group which may have a substituent or 
substituents, provided that at least one of substituents on the pyrrole 
rings X.sub.1 and X.sub.2 as well as the groups Z.sub.1 and Z.sub.2 is an 
alkoxy, an aralkyloxy or an aryloxy group which may have a substituent or 
substituents. 
The second aspect of the present invention is directed to a visible light 
curable resin composition, which comprises (A) a photocurable resin, (B) a 
photoreaction initiator and (C) the above-mentioned photosensitizer. 
The third aspect of the present invention is directed to a composition for 
a visible light curable material, which comprises the visible light 
curable resin composition of the present invention and a solvent. 
The fourth aspect of the present invention is directed to a visible light 
curable material, which comprises a substrate and the visible light 
curable resin composition thereon. 
In the present invention, the visible light curable resin composition 
containing a specific compound as the photosensitizer is an extremely 
useful composition in practice. Heretofore, in the field of information 
storage in which a photocuring reaction is used, a conventional system 
where a manuscript electronically edited by a computer is directly output 
and stored by the use of a laser has some disadvantages. For example, the 
stability of a photosensitive layer is poor with time, its sensitivity is 
low, and its solubility and storage stability are insufficient. 
However, the visible light curable resin composition of the present 
invention is extremely compatible with the photocurable resin and the 
photosensitizer, and in addition, it is soluble in a general-purpose 
coating solution. In consequence, this composition permits obtaining a 
uniform coating surface having an excellent storage stability with time on 
a substrate. 
In addition, the photosensitizer of a dipyrromethene boron complex compound 
having a specific structure which can be used in the present invention has 
a very high sensitivity to a general-purpose visible light laser such as 
an argon laser having stable oscillation lines at 488 nm and 514.5 nm, and 
a YAG laser having a bright line at 532 nm as a second harmonic. 
Therefore, for a photosensitive material obtained by using the visible 
light curable resin composition of the present invention, a high-speed 
scanning exposure is possible by such a laser. Furthermore, when an image 
is formed by the high-speed scanning exposure, the image having an 
extremely fine high resolution can be obtained. 
The visible light curable resin composition of the present invention can be 
used for coating or printing under safelight irradiating conditions and 
under bright circumstantial conditions without any thickening of the 
composition, and hence the above-mentioned resin composition can exert 
noticeably excellent effects in points of safe operativity, operational 
efficiency, the quality stability of products, and the like.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS 
The present invention is characterized by using, as a photosensitizer, a 
dipyrromethene boron complex compound represented by the above-mentioned 
formula (1). 
The photosensitizer in which the dipyrromethene boron complex compound 
represented by formula (1) is used can absorb light within a visual light 
range of 400 to 700 nm, particularly a light of 400 to 600 nm, whereby it 
is excited, and when the photosensitizer is used in a visible light 
curable resin composition, this photosensitizer carries out interaction 
with a photocurable resin (A) and a photoreaction initiator (B) 
constituting the composition. The term "interaction" referred herein 
includes an energy transfer or an electron transfer from the excited 
photosensitizer (C) for use in the present invention to the photocurable 
resin (A) or the photoreaction initiator (B). 
The present inventors have found that a photosensitizer in which the 
dipyrromethene boron complex compound represented by the above-mentioned 
formula (1) is used is extremely useful, and when at least one of 
substituents present on a dipyrromethene boron complex structure of the 
compound represented by formula (1) is an alkoxy group, an aralkyloxy 
group or an aryloxy group, an excellent photosensitivity can be expressed. 
In addition, it has also been found that when the boron atom has the 
alkoxy group, the aralkyloxy group or the aryloxy group as a substituent, 
the photosensitivity can be surprisingly improved. The dipyrromethene 
boron complex compound represented by formula (1) is an extremely useful 
compound as the photosensitizer which has an extremely large absorbency to 
wavelengths of the light from an argon laser and the second harmonic light 
from a YAG laser and which is very sensitive to these lights and is 
applicable to a negative photosensitive resin composition using the 
photocurable resin and the photoreaction initiator. 
Incidentally, "a composition for a visible light curable material" referred 
to in the present invention means, for example, a photosensitive coating 
composition, a photosensitive ink, a photosensitive adhesive, a 
photosensitive printing plate material, a photosensitive resist material 
or an unexposed coating material formed therefrom in which the visible 
light curable resin composition of the present invention is contained. 
Next, the present invention will be described in more detail. 
A compound of the present invention represented by formula (1) having 
pyrrole rings which are represented by rings X.sub.1 and X.sub.2 and which 
may have substituents can be concretely represented by formula (2): 
##STR3## 
wherein R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 are each 
independently a hydrogen atom, a halogen atom, a cyano group, a hydroxyl 
group, an amino group, an alkyl, an alkoxy or an alkylthio group having 1 
to 20 carbon atoms which may have a substituent or substituents, an aryl, 
an aryloxy or an arylthio group having 6 to 20 carbon atoms which may have 
a substituent or substituents, an aralkyl or an aralkyloxy group having 7 
to 20 carbon atoms which may have a substituent or substituents, a 
heteroaryl group having 2 to 20 carbon atoms which may have a substituent 
or substituents, an alkenyl group having 2 to 10 carbon atoms which may 
have a substituent or substituents, or a group represented by formula (3) 
or (4): 
##STR4## 
wherein Q is a hydrogen atom, an amino group, an alkyl or an alkoxy group 
having 1 to 20 carbon atoms which may have a substituent or substituents, 
an aralkyl or an aralkyloxy group having 7 to 20 carbon atoms which may 
have a substituent or substituents, an aryl, an aryloxy or an arylamino 
group having 6 to 20 carbon atoms which may have a substituent or 
substituents, an alkenyloxy group having 2 to 10 carbon atoms which may 
have a substituent or substituents, a monoalkylamino group having 1 to 10 
carbon atoms which may have a substituent or substituents, a dialkylamino 
group having 2 to 20 carbon atoms which may have a substituent or 
substituents, or an alkylcarbonylalkoxy group or an alkoxycarbonylalkoxy 
group having 3 to 20 carbon atoms which may have a substituent or 
substituents, 
EQU --NH--L (4) 
wherein L is an alkylcarbonyl group having 2 to 10 carbon atoms which may 
have a substituent or substituents or an arylcarbonyl group having 7 to 15 
carbon atoms which may have a substituent or substituents; 
R.sub.4 is a hydrogen atom, a cyano group, an alkyl group having 1 to 20 
carbon atoms which may have a substituent or substituents, an aralkyl 
group having 7 to 20 carbon atoms which may have a substituent or 
substituents, an aryl group having 6 to 20 carbon atoms which may have a 
substituent or substituents, a heteroaryl group having 2 to 20 carbon 
atoms which may have a substituent or substituents, or an alkenyl group 
having 2 to 10 carbon atoms which may have a substituent or substituents; 
Z.sub.1 and Z.sub.2 are each independently a halogen atom, an alkyl group, 
an alkoxy or an alkylthio group having 1 to 20 carbon atoms which may have 
a substituent or substituents, an aralkyl or an aralkyloxy group having 7 
to 20 carbon atoms which may have a substituent or substituents, an aryl, 
an aryloxy or an arylthio group having 6 to 20 carbon atoms which may have 
a substituent or substituents, a heteroaryl, a heteroaryloxy or a 
heteroarylthio group having 2 to 20 carbon atoms which may have a 
substituent or substituents; provided that at least one of R.sub.1, 
R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 is the alkoxy, aralkyloxy 
or aryloxy group. 
The compound represented by formula (1) can also be represented by formula 
(5): 
##STR5## 
wherein R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 are each 
independently a hydrogen atom, a halogen atom, a cyano group, a hydroxyl 
group, an amino group, an alkyl or an alkylthio group having 1 to 20 
carbon atoms which may have a substituent or substituents, an aryl or an 
arylthio group having 6 to 20 carbon atoms which may have a substituent or 
substituents, an aralkyl group having 7 to 20 carbon atoms which may have 
a substituent or substituents, a heteroaryl group having 2 to 20 carbon 
atoms which may have a substituent or substituents, an alkenyl group 
having 2 to 10 carbon atoms which may have a substituent or substituents, 
or a group represented by formula (3) or (4): 
##STR6## 
wherein Q is a hydrogen atom, an amino group, an alkyl or an alkoxy group 
having 1 to 20 carbon atoms which may have a substituent or substituents, 
an aralkyl or an aralkyloxy group having 7 to 20 carbon atoms which may 
have a substituent or substituents, an aryl, an aryloxy or an arylamino 
group having 6 to 20 carbon atoms which may have a substituent or 
substituents, an alkenyloxy group having 2 to 10 carbon atoms which may 
have a substituent or substituents, a monoalkylamino group having 1 to 10 
carbon atoms which may have a substituent or substituents, a dialkylamino 
group having 2 to 20 carbon atoms which may have a substituent or 
substituents, or an alkylcarbonylalkoxy group or an alkoxycarbonylalkoxy 
group having 3 to 20 carbon atoms which may have a substituent or 
substituents, 
EQU --NH--L (4) 
wherein L is an alkylcarbonyl group having 2 to 10 carbon atoms which may 
have a substituent or substituents or an arylcarbonyl group having 7 to 15 
carbon atoms which may have a substituent or substituents; 
R.sub.4 is a hydrogen atom, a cyano group, an alkyl group having 1 to 20 
carbon atoms which may have a substituent or substituents, an aralkyl 
group having 7 to 20 carbon atoms which may have a substituent or 
substituents, an aryl group having 6 to 20 carbon atoms which may have a 
substituent or substituents, a heteroaryl group having 2 to 20 carbon 
atoms which may have a substituent or substituents, or an alkenyl group 
having 2 to 10 carbon atoms which may have a substituent or substituents; 
Z.sub.1 and Z.sub.2 are each independently a halogen atom, an alkyl, an 
alkoxy or an alkylthio group having 1 to 20 carbon atoms which may have a 
substituent or substituents, an aralkyl or an aralkyloxy group having 7 to 
20 carbon atoms which may have a substituent or substituents, an aryl, an 
aryloxy or an arylthio group having 6 to 20 carbon atoms which may have a 
substituent or substituents, a heteroaryl, a heteroaryloxy or a 
heteroarylthio group having 2 to 20 carbon atoms which may have a 
substituent or substituents; 
provided that at least one of Z.sub.1 and Z.sub.2 is the alkoxy, aralkyloxy 
or aryloxy group. 
In formula (1), examples of the preferable substituents on the pyrrole 
rings include an alkoxy group having 1 to 20 carbon atoms which may have a 
substituent or substituents, an aryloxy group having 6 to 20 carbon atoms 
which may have a substituent or substituents, and an aralkyloxy group 
having 7 to 20 carbon atoms which may have a substituent or substituents. 
Furthermore, typical examples of a substituent Y at the metho-position of a 
dipyrromethene skeleton include a hydrogen atom, a cyano group, an alkyl, 
an aryl, a heteroaryl and an alkenyl group which may have a substituent or 
substituents. 
In addition, typical examples of the substituents Z, Z.sub.2 bearing on 
boron atom in the compound of formula (1) include a halogen atom, and an 
alkoxy, an alkyl, an aralkyl, an aralkyloxy, an aryl, a heteroaryl, an 
alkylthio, an aryloxy, an arylthio, a heteroaryloxy and a heteroarylthio 
group which may have a substituent or substituents. Examples of the 
preferable substituents include an alkoxy group having 1 to 20 carbon 
atoms which may have a substituent or substituents, an aralkyloxy group 
having 7 to 20 carbon atoms, and straight chain, branched and cyclic 
alkoxy groups having 1 to 7 carbon atoms and benzyloxy groups which may 
have a substituent or substituents. 
In the compound represented by formula (2) or (5) regarding the present 
invention, typical examples of R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 
and R.sub.7 include a hydrogen atom, a cyano group, a hydroxyl group, and 
halogen atoms such as a fluorine atom, a chlorine atom and a bromine atom. 
Examples of the alkyl groups having 20 or less carbon atoms represented by 
R.sub.1, R.sub.2, R.sub.3, R.sub.5. R.sub.6 and R.sub.7 which may have a 
substituent or substituents include straight chain, branched and cyclic 
alkyl groups having 1 to 20 carbon atoms such as a methyl group, ethyl 
group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, 
tert-butyl group, sec-butyl group, n-pentyl group, isopentyl group, 
tert-pentyl group, sec-pentyl group, cyclopentyl group, n-hexyl group, 
1-methylpentyl group, 2-methylpentyl group, 3-methylpentyl group, 
4-methylpentyl group 1,1-dimethylbutyl group, 1,2-dimethylbutyl group, 
1,3-dimethylbutyl group, 2,3-dimethylbutyl group, 1,1,2-trimethylpropyl 
group, 1,2,2-trimethylpropyl group, 1-ethylbutyl group, 2-ethylbutyl 
group, 1-ethyl-2-methylpropyl group, cyclohexyl group, methylcyclopentyl 
group, n-heptyl group, 1-methylhexyl group, 2-methylhexyl group, 
3-methylhexyl group, 4-methylhexyl group, 5-methylhexyl group, 
1,1-dimethylpentyl group, 1,2-dimethylpentyl group, 1,3-dimethylpentyl 
group, 1,4-dimethylpentyl group, 2,2-dimethylpentyl group, 
2,3-dimethylpentyl group, 2,4-dimethylpentyl group, 3,3-dimethylpentyl 
group, 3,4-dimethylpentyl group, 1-ethylpentyl group, 2-ethylpentyl group, 
3-ethylpentyl group, 1,1,2-trimethyl butyl group, 1,1,3-trimethyl butyl 
group, 1,2,3-trimethyl butyl group, 1,2,2-trimethylbutyl group, 
1,3,3-trimethylbutyl group, 2,3,3-trimethylbutyl group, 
1-ethyl-1-methylbutyl group, 1-ethyl-2-methylbutyl group, 
1-ethyl-3-methylbutyl group, 2-ethyl-1-methylbutyl group, 
2-ethyl-3-methylbutyl group, 1-n-propylbutyl group, 1-isopropylbutyl 
group, 1-isopropyl-2-methylpropyl group, methylcyclohexyl groups, n-octyl 
group, 1-methylheptyl group, 2-methylheptyl group, 3-methylheptyl group, 
4-methylheptyl group, 5-methylheptyl group, 6-methylheptyl group, 
1,1-dimethylhexyl group, 1,2-dimethylhexyl group, 1,3-dimethylhexyl group, 
1,4-dimethylhexyl group, 1,5-dimethylhexyl group, 2,2-dimethylhexyl group, 
2,3-dimethylhexyl group, 2,4-dimethylhexyl group, 2,5-dimethylhexyl group, 
3,3-dimethylhexyl group, 3,4-dimethylhexyl group, 3,5-dimethylhexyl group, 
4,4-dimethylhexyl group, 4,5-dimethylhexyl group, 1-ethylhexyl group, 
2-ethylhexyl group, 3-ethylhexyl group, 4-ethylhexyl group, 
1-n-propylpentyl group, 2-n-propylpentyl group, 1-isopropylpentyl group, 
2-isopropylpentyl group, 1-ethyl-1-methylpentyl group, 
1-ethyl-2-methylpentyl group, 1-ethyl-3-methylpentyl group, 
1-ethyl-4-methylpentyl group, 2-ethyl-1-methylpentyl group, 
2-ethyl-2-methylpentyl group, 2-ethyl-3-methylpentyl group, 
2-ethyl-4-methylpentyl group, 3-ethyl-1-methylpentyl group, 
3-ethyl-2-methylpentyl group, 3-ethyl-3-methylpentyl group, 
3-ethyl-4-methylpentyl group, 1,1,2-trimethylpentyl group, 
1,1,3-trimethylpentyl group, 1,1,4-trimethylpentyl group, 
1,2,2-trimethylpentyl group, 1,2,3-trimethylpentyl group, 
1,2,4-trimethylpentyl group, 1,3,4-trimethylpentyl group, 
2,2,3-trimethylpentyl group, 2,2,4-trimethylpentyl group, 
2,3,4-trimethylpentyl group, 1,3,3-trimethylpentyl group, 
2,3,3-trimethylpentyl group, 3,3,4-trimethylpentyl group, 
1,4,4-trimethylpentyl group, 2,4,4-trimethylpentyl group, 
3,4,4-trimethylpentyl group, 1-n-butylbutyl group, 1-isobutylbutyl group, 
1-sec-butylbutyl group, 1-tert-butylbutyl group, 2-tert-butylbutyl group, 
1-n-propyl-1-methylbutyl group, 1-n-propyl-2-methylbutyl group, 
1-n-propyl-3-methylbutyl group, 1-isopropyl-1-methylbutyl group, 
1-isopropyl-2-methylbutyl group, 1-isopropyl-3-methylbutyl group, 
1,1-diethylbutyl group, 1,2-diethylbutyl group, 1-ethyl-1,2-dimethylbutyl 
group, 1-ethyl-1,3-dimethylbutyl group, 1-ethyl-2,3-dimethylbutyl group, 
2-ethyl-1,1-dimethylbutyl group, 2-ethyl-1,2-dimethylbutyl group, 
2-ethyl-1,3-dimethylbutyl group, 2-ethyl-2,3-dimethylbutyl group, 
1,2-dimethylcyclohexyl group, 1,3-dimethylcyclohexyl group, 
1,4-dimethylcyclohexyl group, ethylcyclohexyl groups, n-nonyl group, 
3,5,5-trimethylhexyl group, n-decyl group, n-undecyl group, n-dodecyl 
group, n-pentadecanyl group, decalyl group, adamantyl group, icosanyl 
group and 4-t-butylcyclohexyldecyl group; 
Alkyl groups substituted by a hydroxy group and having 1 to 10 carbon atoms 
such as hydroxymethyl group, hydroxyethyl groups, hydroxypropyl groups and 
hydroxydecyl groups; 
alkyl groups substituted by one or more halogen atoms and having 1 to 20 
carbon atoms such as a chloromethyl group, dichloromethyl group, 
fluoromethyl group, trifluoromethyl group, pentafluoroethyl group, 
1,1,1,3,3,3-hexafluoro-2-propyl group, nonafluorobutyl group, 
perfluorodecyl group and perfluoroicosanyl group; 
alkyl groups substituted by an alkoxy group and having 2 to 20 carbon atoms 
such as a methoxymethyl group, methoxyethyl group, ethoxyethyl group, 
n-propoxyethyl group, isopropoxyethyl group, n-butoxyethyl group, 
isobutoxyethyl group, tert-butoxyethyl group, sec-butoxyethyl group, 
n-pentyloxyethyl group, isopentyloxyethyl group, tert-pentyloxyethyl 
group, sec-pentyloxyethyl group, cyclopentyloxyethyl group, 
n-hexyloxyethyl group, ethylcyclohexyloxyethyl group, n-nonyloxyethyl 
group, 3,5,5-trimethylhexyloxyethyl group, n-decyloxyethyl group, 
n-undecyloxyethyl group, n-dodecyloxyethyl group, n-heptadecanyloxyethyl 
group, octadecanoxyethyl group, 3-methoxypropyl group, 3-ethoxypropyl 
group, 3-(n-propoxy)propyl group, 2-isopropoxypropyl group, 2-methoxybutyl 
group, 2-ethoxybutyl group, 2-(n-propoxy)butyl group, 4-isopropoxybutyl 
group, decalyloxyethyl group and adamantyloxyethyl group; 
alkyl groups substituted by an alkoxyalkoxy group and having 3 to 20 carbon 
atoms such as a methoxymethoxymethyl group, methoxyethoxyethyl group, 
ethoxyethoxyethyl group, propoxyethoxyethyl group, isobutoxypropoxyethyl 
group and 4-(4-decanoxycyclohexyloxy)butyl group; 
alkyl groups substituted by an aryloxy group and having 7 to 20 carbon 
atoms such as a phenoxymethyl group, phenoxyethyl group, 
(3-methylphenyloxy)ethyl group and 4-(1-pyrenyloxy)butyl group; 
alkyl groups substituted by an aralkyloxy group and having 8 to 20 carbon 
atoms such as a benzyloxymethyl group, benzyloxyethyl group, 
phenetyloxyethyl group and 9-fluorenylmethoxyhexyl group; 
alkyl groups substituted by an alkylthio group and having 2 to 20 carbon 
atoms such as a 2-methylthioethyl group, 2-ethylthioethyl group, 
2-n-propylthioethyl group, 2-iso-propylthioethyl group, 2-n-butylthioethyl 
group, 2-iso-butylthioethyl group and octadecylthioethyl group; and 
alkyl groups substituted by a dialkylamino group and having 3 to 20 carbon 
atoms such as a 2-dimethylaminomethyl group, 2-dimethylaminoethyl group, 
4-dimethylaminobutyl group, 1-dimethylaminopropan-2-yl group, 
3-dimethylaminopropyl group, 2-diisopropylaminoethyl group, 
2-di-n-butylaminoethyl group, piperidinoethyl group and 
4-(di-n-octylamino)butyl group. 
Examples of the alkoxy groups having 1 to 20 carbon atoms which are 
represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 and 
which may have a substituent or substituents include straight chain, 
branched and cyclic alkoxy groups having 1 to 20 carbon atoms such as a 
methoxy group, ethoxy group, n-propoxy group, isopropoxy group, n-butoxy 
group, isobutoxy group, tert-butoxy group, sec-butoxy group, n-pentyloxy 
group, isopentyloxy group, tert-pentyloxy group, sec-pentyloxy group, 
cyclopentyloxy group, n-hexyloxy group, 1-methylpentyloxy group, 
2-methylpentyloxy group, 3-methylpentyloxy group, 4-methylpentyloxy group, 
1,1-dimethylbutoxy group, 1,2-dimethylbutoxy group, 1,3-dimethylbutoxy 
group, 2,3-dimethylbutoxy group, 1,1,2-trimethylpropoxy group, 
1,2,2-trimethylpropoxy group, 1-ethylbutoxy group, 2-ethylbutoxy group, 
1-ethyl-2-methylpropoxy group, cyclohexyloxy group, methylcyclopentyloxy 
groups, n-heptyloxy group, 1-methylhexyloxy group, 2-methylhexyloxy group, 
3-methylhexyloxy group, 4-methylhexyloxy group, 5-methylhexyloxy group, 
1,1-dimethylpentyloxy group, 1,2-dimethylpentyloxy group, 
1,3-dimethylpentyloxy group, 1,4-dimethylpentyloxy group, 
2,2-dimethylpentyloxy group, 2,3-dimethylpentyloxy group, 
2,4-dimethylpentyloxy group, 3,3-dimethylpentyloxy group, 
3,4-dimethylpentyloxy group, 1-ethylpentyloxy group, 2-ethylpentyloxy 
group, 3-ethylpentyloxy group, 1,1,2-trimethylbutoxy group, 
1,1,3-trimethylbutoxy group, 1,2,3-trimethylbutoxy group, 
1,2,2-trimethylbutoxy group, 1,3,3-trimethylbutoxy group, 
2,3,3-trimethylbutoxy group, 1-ethyl-1-methylbutoxy group, 
1-ethyl-2-methylbutoxy group, 1-ethyl-3-methylbutoxy group, 
2-ethyl-1-methylbutoxy group, 2-ethyl-3-methylbutoxy group, 
1-n-propylbutoxy group, 1-isopropylbutoxy group, 
1-isopropyl-2-methylpropoxy group, methylcyclohexyloxy groups, n-octyloxy 
group, 1-methylheptyloxy group, 2-methylheptyloxy group, 3-methylheptyloxy 
group, 4-methylheptyloxy group, 5-methylheptyloxy group, 6-methylheptyloxy 
group, 1,1-dimethylhexyloxy group, 1,2-dimethylhexyloxy group, 
1,3-dimethylhexyloxy group, 1,4-dimethylhexyloxy group, 
1,5-dimethylhexyloxy group, 2,2-dimethylhexyloxy group, 
2,3-dimethylhexyloxy group, 2,4-dimethylhexyloxy group, 
2,5-dimethylhexyloxy group, 3,3-dimethylhexyloxy group, 
3,4-dimethylhexyloxy group, 3,5-dimethylhexyloxy group, 
4,4-dimethylhexyloxy group, 4,5-dimethylhexyloxy group, 1-ethylhexyloxy 
group, 2-ethylhexyloxy group, 3-ethylhexyloxy group, 4-ethylhexyloxy 
group, 1-n-propylpentyloxy group, 2-n-propylpentyloxy group, 
1-isopropylpentyloxy group, 2-isopropylpentyloxy group, 
1-ethyl-1-methylpentyloxy group, 1-ethyl-2-methylpentyloxy group, 
1-ethyl-3-methylpentyloxy group, 1-ethyl-4-methylpentyloxy group, 
2-ethyl-3-methylpentyloxy group, 2-ethyl-2-methylpentyloxy group, 
2-ethyl-3-methylpentyloxy group, 2-ethyl-4-methylpentyloxy group, 
3-ethyl-1-ethylpentyloxy group, 3-ethyl-2-methylpentyloxy group, 
3-ethyl-3-methylpentyloxy group, 3-ethyl-4-methylpentyloxy group, 
1,1,2-trimethylpentyloxy group, 1,1,3-trimethylpentyloxy group, 
1,1,4-trimethylpentyloxy group, 1,2,2-trimethylpentyloxy group, 
1,2,3-trimethylpentyloxy group, 1,2,4-trimethylpentyloxy group, 
1,3,4-trimethylpentyloxy group, 2,2,3-trimethylpentyloxy group, 
2,2,4-trimethylpentyloxy group, 2,3,4-trimethylpentyloxy group, 
1,3,3-trimethylpentyloxy group, 2,3,3-trimethylpentyloxy group, 
3,3,4-trimethylpentyloxy group, 1,4,4-trimethylpentyloxy group, 
2,4,4-trimethylpentyloxy group, 3,4,4-trimethylpentyloxy group, 
1-n-butylbutoxy group, 1-isobutylbutoxy group, 1-sec-butylbutoxy group, 
1-tert-butylbutoxy group, 2-tert-butylbutoxy group, 
1-n-propyl-1-methylbutoxy group, 1-n-propyl-2-methylbutoxy group, 
1-n-propyl-3-methylbutoxy group, 1-isopropyl-1-methylbutoxy group, 
1-isopropyl-2-methylbutoxy group, 1-isopropyl-3-methylbutoxy group, 
1,1-diethylbutoxy group, 1,2-diethylbutoxy group, 
1-ethyl-1,2-dimethylbutoxy group, 1-ethyl-1,3-dimethylbutoxy group, 
1-ethyl-2,3-dimethylbutoxy group, 2-ethyl-1,1-dimethylbutoxy group, 
2-ethyl-1,2-dimethylbutoxy group, 2-ethyl-1,3-dimethylbutoxy group, 
2-ethyl-2,3-dimethylbutoxy group, 1,2-dimethylcyclohexyloxy group, 
1,3-dimethylcyclohexyloxy group, 1,4-dimethylcyclohexyloxy group, 
ethylcyclohexyloxy groups, n-nonyloxy group, 3,5,5-trimethylhexyloxy 
group, n-decyloxy group, n-undecyloxy group, n-dodecyloxy group, 
1-adamantyloxy group, n-pentadecanyloxy group, icosanyloxy group and 
10-(4-t-butylcyclohexyl)decyloxy group; 
alkoxy groups substituted by an alkoxy group and having 2 to 20 carbon 
atoms such as a methoxymethoxy group, methoxyethoxy group, ethoxyethoxy 
group, n-propoxyethoxy group, isopropoxyethoxy group, n-butoxyethoxy 
group, isobutoxyethoxy group, tert-butoxyethoxy group, sec-butoxyethoxy 
group, n-pentyloxyethoxy group, isopentyloxyethoxy group, 
tert-pentyloxyethoxy group, sec-pentyloxyethoxy group, 
cyclopentyloxyethoxy group, n-hexyloxyethoxy group, 
ethylcyclohexyloxyethoxy group, n-nonyloxyethoxy group, 
3,5,5-trimethylhexyloxyethoxy group, n-decyloxyethoxy group, 
n-undecyloxyethoxy group, n-dodecyloxyethoxy group, 
n-pentadecanyloxyethoxy group, octadecanoxyethoxy group, 3-methoxypropoxy 
group, 3-ethoxypropoxy group, 3-(n-propoxy)propoxy group, 
2-isopropoxypropoxy group, 2-methoxybutoxy group, 2-ethoxybutoxy group, 
2-(n-propoxy)butoxy group, 4-isopropoxybutoxy group, decalyloxyethoxy 
group and adamantyloxyethoxy group; 
straight chain, branched and cyclic alkoxy groups substituted by an 
alkoxyalkoxy group and having 3 to 20 carbon atoms such as a 
methoxymethoxymethoxy group, ethoxymethoxymethoxy group, 
propoxymethoxymethoxy group, butoxymethoxymethoxy group, 
methoxyethoxymethoxy group, ethoxyethoxymethoxy group, 
propoxyethoxymethoxy group, butoxyethoxymethoxy group, 
methoxypropoxymethoxy group, ethoxypropoxymethoxy group, 
propoxypropoxymethoxy group, butoxypropoxymethoxy group, 
methoxybutoxymethoxy group, ethoxybutoxymethoxy group, 
propoxybutoxymethoxy group, butoxybutoxymethoxy group, 
methoxymethoxyethoxy group, ethoxymethoxyethoxy group, 
propoxymethoxyethoxy group, butoxymethoxyethoxy group, methoxyethoxyethoxy 
group, ethoxyethoxyethoxy group, propoxyethoxyethoxy group, 
butoxyethoxyethoxy group, methoxypropoxyethoxy group, ethoxypropoxyethoxy 
group, propoxypropoxyethoxy group, butoxypropoxyethoxy group, 
methoxybutoxyethoxy group, ethoxybutoxyethoxy group, propoxybutoxyethoxy 
group, butoxybutoxyethoxy group, methoxymethoxypropoxy group, 
ethoxymethoxypropoxy group, propoxymethoxypropoxy group, 
butoxymethoxypropoxy group, methoxyethoxypropoxy group, 
ethoxyethoxypropoxy group, propoxyethoxypropoxy group, butoxyethoxypropoxy 
group, methoxypropoxypropoxy group, ethoxypropoxypropoxy group, 
propoxypropoxypropoxy group, butoxypropoxypropoxy group, 
methoxybutoxypropoxy group, ethoxybutoxypropoxy group, 
propoxybutoxypropoxy group, butoxybutoxypropoxy group, 
methoxymethoxybutoxy group, ethoxymethoxybutoxy group, 
propoxymethoxybutoxy group, butoxymethoxybutoxy group, methoxyethoxybutoxy 
group, ethoxyethoxybutoxy group, propoxyethoxybutoxy group, 
butoxyethoxybutoxy group, methoxypropoxybutoxy group, ethoxypropoxybutoxy 
group, propoxypropoxybutoxy group, butoxypropoxybutoxy group, 
methoxybutoxybutoxy group, ethoxybutoxybutoxy group, propoxybutoxybutoxy 
group, butoxybutoxybutoxy group, 4-ethylcyclohexyloxyethoxyethoxy group, 
(2-ethyl-1-hexyloxy)ethoxypropoxy group, 
4-(3,5,5-trimethylhexyloxy)butoxyethoxy group and 
6-{2-(2-decalyloxy)butoxy}n-hexyloxy group; 
alkoxy groups substituted by an alkylthio group and having 2 to 20 carbon 
atoms such as a methylthiomethoxy group, 2-methylthioethoxy group, 
2-ethylthioethoxy group, 2-n-propylthioethoxy group, 2-isopropylthioethoxy 
group, 2-n-butylthioethoxy group, 2-isobutylthioethoxy group and 
decylthiodecyloxy group; 
alkoxy groups substituted by a dialkylamino group and having 3 to 20 carbon 
atoms such as a dimethylaminomethoxy group, 2-dimethylaminoethoxy group, 
4-dimethylaminobutoxy group, 1-dimethylaminopropan-2-yloxy group, 
3-dimethylaminopropoxy group, 2-dimethylamino-2-methylpropoxy group, 
2-diethylaminoethoxy group, 3-diethylaminopropoxy group, 
1-diethylaminopropoxy group, 2-diisopropylaminoethoxy group, 
2-(di-n-butylamino)ethoxy group, 2-piperidylethoxy group and 
4-(di-n-octylamino)butoxy group; and 
alkoxy groups substituted by a dialkylaminoalkoxy group and having 4 to 20 
carbon atoms such as a dimethylaminomethoxymethoxy group, 
dimethylaminoethoxyethoxy group, dimethylaminoethoxypropoxy group, 
diethylaminoethoxypropoxy group, 2-(2-dimethylaminoethoxy)ethoxy group, 
2-(2-diethylaminoethoxy)ethoxy group and 
4-(4'-diisobutylaminocyclohexyloxy)cyclohexyloxy group. 
Examples of the aralkyl groups having 7 to 20 carbon atoms which are 
represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 and 
which may have a substituent include a benzyl group, phenethyl group, 
3-phenylpropyl group, 1-naphthylmethyl group, 2-naphthylmethyl group, 
2-naphthylethyl group, biphenylmethyl group, 2-anthraquinoylmethyl group, 
4-ethylphenylmethyl group, 4-isopropylphenylmethyl group, 
4-t-butylphenylmethyl group, 4-isopropylphenylethyl group, 
t-butylphenylethyl group, 4-t-butylphenylethyl group, tolylmethyl group, 
tolylethyl group, 2,3-dimethylphenylmethyl group, 2,4-dimethylphenylmethyl 
group, 2,5-dimethylphenylmethyl group, 2,6-dimethylphenylmethyl group, 
2,4,6-trimethylphenylmethyl group, 2-chlorophenylmethyl group, 
3-chlorophenylmethyl group, 4-chlorophenylmethyl group, 
2-bromophenylmethyl group, 3-bromophenylmethyl group, 4-bromophenylmethyl 
group, 2-fluorophenylmethyl group, 3-fluorophenylmethyl group, 
4-fluorophenylmethyl group, 2-methoxyphenylmethyl group, 
3-methoxyphenylmethyl group, 4-methoxyphenylmethyl group, 
2-ethoxyphenylmethyl group, 3-ethoxyphenylmethyl group, 
4-ethoxyphenylmethyl group, 2-n-propoxyphenylmethyl group, 
3-n-propoxyphenylmethyl group, 4-n-propoxyphenylmethyl group, 
2-isopropoxyphenylmethyl group, 3-isopropoxyphenylmethyl group, 
4-isopropoxyphenylmethyl group, 2-n-butoxyphenylmethyl group, 
3-n-butoxyphenylmethyl group, 4-n-butoxyphenylmethyl group, 
2-isobutoxyphenylmethyl group, 3-isobutoxyphenylmethyl group, 
4-isobutoxyphenylmethyl group, 2-t-butoxyphenylmethyl group, 
3-t-butoxyphenylmethyl group, 4-t-butoxyphenylmethyl group, 
2,3-dimethylphenylethyl group, 2,4-dimethylphenylethyl group, 
2,5-dimethylphenylethyl group, 2,6-dimethylphenylethyl group, 
2,4,6-trimethylphenylethyl group, 2-chlorophenylethyl group, 
3-chlorophenylethyl group, 4-chlorophenylethyl group, 2-bromophenylethyl 
group, 3-bromophenylethyl group, 4-bromophenylethyl group, 
2-fluorophenylethyl group, 3-fluorophenylethyl group, 4-fluorophenylethyl 
group, 2-methoxyphenylethyl group, 3-methoxyphenylethyl group, 
4-methoxyphenylethyl group, 2-ethoxyphenylethyl group, 3-ethoxyphenylethyl 
group, 4-ethoxyphenylethyl group, 2-n-propoxyphenylethyl group, 
3-n-propoxyphenylethyl group, 4-n-propoxyphenylethyl group, 
2-isopropoxyphenylethyl group, 3-isopropoxyphenylethyl group, 
4-isopropoxyphenylethyl group, 2-n-butoxyphenylethyl group, 
3-n-butoxyphenylethyl group, 4-n-butoxyphenylethyl group, 
2-isobutoxyphenylethyl group, 3-isobutoxyphenylethyl group, 
4-isobutoxyphenylethyl group, 2-t-butoxyphenylethyl group, 
3-t-butoxyphenylethyl group, 4-t-butoxyphenylethyl group, fluoren-9-yl 
group, 9-methylfluoren-9-yl group, 9-ethylfluoren-9-yl group, 
9-propylfluoren-9-yl group and 9-butylfluoren-9-yl group. 
Examples of the aralkyloxy groups having 7 to 20 carbon atoms which are 
represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 and 
which may have a substituent include a benzyloxy group, phenethyloxy 
group, 3-phenylpropoxy group, 1-naphthylmethoxy group, 2-naphthylmethoxy 
group, 1-naphthylethoxy group, 2-naphthylethoxy group, biphenylmethoxy 
group, 2-anthraquinoylmethoxy group, 4-ethylphenylmethoxy group, 
4-isopropylphenylmethoxy group, 4-t-butylphenylmethoxy group, 
4-isopropylphenylethoxy group, t-butylphenylethoxy group, 
4-t-butylphenylethoxy group, tolylmethoxy group, tolylethoxy group, 
2,3-dimethylphenylmethoxy group, 2,4-dimethylphenylmethoxy group, 
2,5-dimethylphenylmethoxy group, 2,6-dimethylphenylmethoxy group, 
2,4,6-trimethylphenylmethoxy group, 2-chlorophenylmethoxy group, 
3-chlorophenylmethoxy group, 4-chlorophenylmethoxy group, 
2-bromophenylmethoxy group, 3-bromophenylmethoxy group, 
4-bromophenylmethoxy group, 2-fluorophenylmethoxy group, 
3-fluorophenylmethoxy group, 4-fluorophenylmethoxy group, 
2-methoxyphenylmethoxy group, 3-methoxyphenylmethoxy group, 
4-methoxyphenylmethoxy group, 2-ethoxyphenylmethoxy group, 
3-ethoxyphenylmethoxy group, 4-ethoxyphenylmethoxy group, 
2-n-propoxyphenylmethoxy group, 3-n-propoxyphenylmethoxy group, 
4-n-propoxyphenylmethoxy group, 2-isopropoxyphenylmethoxy group, 
3-isopropoxyphenylmethoxy group, 4-isopropoxyphenylmethoxy group, 
2-n-butoxyphenylmethoxy group, 3-n-butoxyphenylmethoxy group, 
4-n-butoxyphenylmethoxy group, 2-isobutoxyphenylmethoxy group, 
3-isobutoxyphenylmethoxy group, 4-isobutoxyphenylmethoxy group, 
2-t-butoxyphenylmethoxy group, 3-t-butoxyphenylmethoxy group, 
4-t-butoxyphenylmethoxy group, 2,3-dimethylphenylethoxy group, 
2,4-dimethylphenylethoxy group, 2,5-dimethylphenylethoxy group, 
2,6-dimethylphenylethoxy group, 2,4,6-trimethylphenylethoxy group, 
2-chlorophenylethoxy group, 3-chlorophenylethoxy group, 
4-chlorophenylethoxy group, 2-bromophenylethoxy group, 3-bromophenylethoxy 
group, 4-bromophenylethoxy group, 2-fluorophenylethoxy group, 
3-fluorophenylethoxy group, 4-fluorophenylethoxy group, 
2-methoxyphenylethoxy group, 3-methoxyphenylethoxy group, 
4-methoxyphenylethoxy group, 2-ethoxyphenylethoxy group, 
3-ethoxyphenylethoxy group, 4-ethoxyphenylethoxy group, 
2-n-propoxyphenylethoxy group, 3-n-propoxyphenylethoxy group, 
4-n-propoxyphenylethoxy group, 2-isopropoxyphenylethoxy group, 
3-isopropoxyphenylethoxy group, 4-isopropoxyphenylethoxy group, 
2-n-butoxyphenylethoxy group, 3-n-butoxyphenylethoxy group, 
4-n-butoxyphenylethoxy group, 2-isobutoxyphenylethoxy group, 
3-isobutoxyphenylethoxy group, 4-isobutoxyphenylethoxy group, 
2-t-butoxyphenylethoxy group, 3-t-butoxyphenylethoxy group, 
4-t-butoxyphenylethoxy group, fluoren-9-yloxy group, 
9-methylfluoren-9-yloxy group, 9-ethylfluoren-9-yloxy group, 
9-propylfluoren-9-yloxy group, 9-butylfluoren-9-yloxy group, 
4-nitrobenzyloxy group, 4-cyanobenzyloxy group, 4-acetylbenzyloxy group, 
2,4-dimethylbenzyloxy group, 2,3-dimethylbenzyloxy group, 
2,5-dimethylbenzyloxy group, 2,6-dimethylbenzyloxy group, 
3,5-dimethylbenzyloxy group and 2,4,6-trimethylbenzyloxy group. 
Examples of the alkylthio groups which are represented by R.sub.1, R.sub.2, 
R.sub.3, R.sub.5, R.sub.6 and R.sub.7 and which may have a substituent or 
substituents include straight chain, branched and cyclic unsubstituted 
alkylthio groups having 1 to 20 carbon atoms such as a methylthio group, 
ethylthio group, n-propylthio group, isopropylthio group, n-butylthio 
group, isobutylthio group, sec-butylthio group, t-butylthio group, 
n-pentylthio group, isopentylthio group, 1,2-dimethylpropylthio group, 
1,1-dimethylpropylthio group, cyclohexylthio group, icosanylthio group and 
4-(t-butylcyclohexyl)decylthio group; 
alkylthio groups substituted by an alkoxy group and having 2 to 20 carbon 
atoms such as a methoxymethylthio group, methoxyethylthio group, 
ethoxyethylthio group and 10-(2-decalinoxy)decylthio group; 
alkylthio groups substituted by an alkylthio group and having 2 to 20 
carbon atoms such as a methylthiomethylthio group, methylthioethylthio 
group, ethylthioethylthio group and 10-(2-decalinethio)decylthio group; 
and 
alkylthio groups substituted by a dialkylamino group and having 3 to 20 
carbon atoms such as a 2-dimethylaminoethylthio group, 
4-dimethylaminobutylthio group, 2-(di-n-butylamino)ethylthio group, 
2-piperidylethylthio group and 4-(di-n-octylamino)butylthio group. 
Examples of the aryl groups having 6 to 20 carbon atoms which are 
represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 and 
which may have a substituent or substituents include unsubstituted aryl 
groups such as a phenyl group, naphthyl groups, anthranyl groups, 
fluoranthenyl groups, pyrenyl groups, perillenyl groups, triphenylenyl 
groups and phenanthrenyl groups; 
aryl groups substituted by one or more alkyl groups and having 7 to 20 
carbon atoms such as a 2-methylphenyl group, 3-methylphenyl group, 
4-methylphenyl group, 2,3-dimethylphenyl group, 2,4-dimethylphenyl group, 
2,5-dimethylphenyl group, 2,6-dimethylphenyl group, 3,4-dimethylphenyl 
group, 3,5-dimethylphenyl group, 3,6-dimethylphenyl group, 
2,3,4-trimethylphenyl group, 2,3,5-trimethylphenyl group, 
2,3,6-trimethylphenyl group, 2,4,5-trimethylphenyl group, 
2,4,6-trimethylphenyl group, 3,4,5-trimethylphenyl group, 2-ethylphenyl 
group, propylphenyl groups, butylphenyl groups, hexylphenyl groups, 
cyclohexylphenyl groups, octylphenyl groups, 2-methyl-1-naphthyl group, 
3-methyl-1-naphthyl group, 4-methyl-1-naphthyl group, 5-methyl-1-naphthyl 
group, 6-methyl-1-naphthyl group, 7-methyl-1-naphthyl group, 
8-methyl-1-naphthyl group, 1-methyl-2-naphthyl group, 3-methyl-2-naphthyl 
group, 4-methyl-2-naphthyl group, 5-methyl-2-naphthyl group, 
6-methyl-2-naphthyl group, 7-methyl-2-naphthyl group, 8-methyl-2-naphthyl 
group, 2-ethyl-2-naphthyl group and n-decylnaphthyl groups; 
aryl groups substituted by one or more alkoxy groups and having 7 to 20 
carbon atoms such as a 3-methoxyphenyl group, 4-methoxyphenyl group, 
2,3-dimethoxyphenyl group, 2,4-dimethoxyphenyl group, 2,5-dimethoxyphenyl 
group, 2,6-dimethoxyphenyl group, 3,4-dimethoxyphenyl group, 
3,5-dimethoxyphenyl group, 3,6-dimethoxyphenyl group, 
2,3,4-trimethoxyphenyl group, 2,3,5-trimethoxyphenyl group, 
2,3,6-trimethoxyphenyl group, 2,4,5-trimethoxyphenyl group, 
2,4,6-trimethoxyphenyl group, 3,4,5-trimethoxyphenyl group, 2-ethoxyphenyl 
group, propoxyphenyl groups, butoxyphenyl groups, hexyloxyphenyl groups, 
cyclohexyloxyphenyl groups, octyloxyphenyl groups, 2-methoxy-1-naphthyl 
group, 3-methoxy-1-naphthyl group, 4-methoxy-1-naphthyl group, 
5-methoxy-1-naphthyl group, 6-methoxy-1-naphthyl group, 
7-methoxy-1-naphthyl group, 8-methoxy-1-naphthyl group, 
1-methoxy-2-naphthyl group, 3-methoxy-2-naphthyl group, 
4-methoxy-2-naphthyl group, 5-methoxy-2-naphthyl group, 
6-methoxy-2-naphthyl group, 7-methoxy-2-naphthyl group, 
8-methoxy-2-naphthyl group, 2-ethoxy-1-naphthyl group and 
decalinoxynaphthyl groups; 
aryl groups substituted by one or more halogen atoms and having 6 to 20 
carbon atoms such as chlorophenyl groups, dichlorophenyl groups, 
trichlorophenyl groups, bromophenyl groups, dibromophenyl groups, 
iodophenyl groups, fluorophenyl groups, difluorophenyl groups, 
trifluorophenyl groups, tetrafluorophenyl group, pentafluorophenyl group, 
trifuoromethylphenyl groups and 6-(perfluorodecyloxy)naphthyl group; 
aryl groups substituted by an N-monoalkyl- or N-monoarylamino group and 
having 7 to 20 carbon atoms such as an N-methylaminophenyl group, 
N-ethylaminophenyl group, N-decylnaphthyl group, N-phenylaminophenyl group 
and N-tolylaminophenyl group; 
aryl groups substituted by an N,N-dialkylamino group, an N,N-diarylamino 
group or an N-aryl-N-alkylamino group and having 8 to 20 carbon atoms such 
as an N,N-dimethylaminophenyl group, N,N-diethylaminophenyl group, 
N-phenyl-N-methylaminophenyl group, N-tolyl-N-ethylaminophenyl group, 
N-chlorophenyl-N-cyclohexylaminophenyl group and N,N-ditolylaminophenyl 
group; 
aryl groups substituted by an alkylthio group and having 7 to 20 carbon 
atoms such as methylthiophenyl groups, ethylthiophenyl groups, 
methylthionaphthyl groups and decylthionaphthyl groups; and 
aryl groups substituted by an arylthio group and having 12 to 20 carbon 
atoms such as phenylthiophenyl groups and naphthylthionaphthyl groups. 
Examples of the aryloxy groups having 6 to 20 carbon atoms which are 
represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 and 
which may have a substituent or substituents include unsubstituted aryloxy 
groups having 6 to 20 carbon atoms such as a phenoxy group, naphthyloxy 
groups, anthranyloxy groups, fluoranthenyloxy groups, pyrenyloxy groups, 
perillenyloxy groups, triphenylenyloxy groups and phenanthrenyloxy groups; 
aryloxy groups substituted by one or more alkyl groups and having 7 to 20 
carbon atoms such as a 2-methylphenyloxy group, 3-methylphenyloxy group, 
4-methylphenyloxy group, 2,3-dimethylphenyloxy group, 
2,4-dimethylphenyloxy group, 2,5-dimethylphenyloxy group, 
2,6-dimethylphenyloxy group, 3,4-dimethylphenyloxy group, 
3,5-dimethylphenyloxy group, 3,6-dimethylphenyloxy group, 
2,3,4-trimethylphenyloxy group, 2,3,5-trimethylphenyloxy group, 
2,3,6-trimethylphenyloxy group, 2,4,5-trimethylphenyloxy group, 
2,4,6-trimethylphenyloxy group, 3,4,5-trimethylphenyloxy group, 
2-ethylphenyloxy group, propylphenyloxy groups, butylphenyloxy groups, 
hexylphenyloxy groups, cyclohexylphenyloxy groups, octylphenyloxy groups, 
2-methyl-1-naphthyloxy group, 3-methyl-1-naphthyloxy group, 
4-methyl-1-naphthyloxy group, 5-methyl-1-naphthyloxy group, 
6-methyl-1-naphthyloxy group, 7-methyl-1-naphthyloxy group, 
8-methyl-1-naphthyloxy group, 1-methyl-2-naphthyloxy group, 
3-methyl-2-naphthyloxy group, 4-methyl-2-naphthyloxy group, 
5-methyl-2-naphthyloxy group, 6-methyl-2-naphthyloxy group, 
7-methyl-2-naphthyloxy group, 8-methyl-2-naphthyloxy group and 
2-ethyl-1-naphthyloxy group; 
aryloxy groups substituted by one or more alkoxy groups and having 7 to 20 
carbon atoms such as a 3-methoxyphenyloxy group, 4-methoxyphenyloxy group, 
2,3-dimethoxyphenyloxy group, 2,4-dimethoxyphenyloxy group, 
2,5-dimethoxyphenyloxy group, 2,6-dimethoxyphenyloxy group, 
3,4-dimethoxyphenyloxy group, 3,5-dimethoxyphenyloxy group, 
3,6-dimethoxyphenyloxy group, 2,3,4-trimethoxyphenyloxy group, 
2,3,5-trimethoxyphenyloxy group, 2,3,6-trimethoxyphenyloxy group, 
2,4,5-trimethoxyphenyloxy group, 2,4,6-trimethoxyphenyloxy group, 
3,4,5-trimethoxyphenyloxy group, 2-ethoxyphenyloxy group, propoxyphenyloxy 
groups, butoxyphenyloxy groups, hexyloxyphenyloxy groups, 
cyclohexyloxyphenyloxy groups, octyloxyphenyloxy groups, 
2-methoxy-1-naphthyloxy group, 3-methoxy-1-naphthyloxy group, 
4-methoxy-1-naphthyloxy group, 5-methoxy-1-naphthyloxy group, 
6-methoxy-1-naphthyloxy group, 7-methoxy-1-naphthyloxy group, 
8-methoxy-1-naphthyloxy group, 1-methoxy-2-naphthyloxy group, 
3-methoxy-2-naphthyloxy group, 4-methoxy-2-naphthyloxy group, 
5-methoxy-2-naphthyloxy group, 6-methoxy-2-naphthyloxy group, 
7-methoxy-2-naphthyloxy group, 8-methoxy-2-naphthyloxy group and 
2-ethoxy-1-naphthyloxy group; 
aryloxy groups substituted by one or more halogen atoms and having 6 to 20 
carbon atoms such as chlorophenyloxy groups, dichlorophenyloxy groups, 
trichlorophenyloxy groups, bromophenyloxy groups, dibromophenyloxy groups, 
iodophenyloxy groups, fluorophenyloxy groups, difluorophenyloxy groups, 
trifluorophenyloxy groups, tetrafluorophenyloxy group, 
pentafluorophenyloxy group, trifluoromethylphenyloxy groups and 
6-(perfluorodecyloxy)naphthyloxy group; 
aryloxy groups substituted by an N-monoalkyl- or N-monoarylamino group and 
having 7 to 20 carbon atoms such as N-methylaminophenoxy groups, 
N-ethylaminophenoxy groups, N-decylnaphthoxy groups, N-phenylaminophenoxy 
groups and N-tolylaminophenoxy groups; 
aryloxy groups substituted by an N,N-dialkylamino group, an N,N-diarylamino 
group or an N-aryl-N-alkylamino group and having 8 to 20 carbon atoms such 
as N,N-dimethylaminophenoxy groups, N,N-diethylaminophenoxy groups, 
N-phenyl-N-methylaminophenoxy groups, N-tolyl-N-ethylaminophenoxy groups, 
N-chlorophenyl-N-cyclohexylaminophenoxy groups and N,N-ditolylaminophenoxy 
groups; 
aryloxy groups substituted by an alkylthio group and having 7 to 20 carbon 
atoms such as methylthiophenoxy groups, ethylthiophenoxy groups, 
methylthionaphthoxy groups and decylthionaphthoxy groups; and 
aryloxy groups substituted by an arylthio group and having 12 to 20 carbon 
atoms such as phenylthiophenoxy groups and naphthylthionaphthoxy groups. 
Examples of the arylthio groups having 6 to 20 carbon atoms which are 
represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 and 
which may have a substituent or substituents include a phenylthio group, 
2-methylphenylthio group, 4-methylphenylthio group, 4-t-butylphenylthio 
group, 2-methoxyphenylthio group, 4-t-butylphenylthio group and 
pyrenylthio group. 
Examples of the heteroaryl groups having 2 to 20 carbon atoms which are 
represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 and 
which may have a substituent or substituents include pyrrolyl groups, 
N-methylpyrrolyl groups, N-ethylpyrrolyl groups, N-propylpyrrolyl groups, 
N-butylpyrrolyl groups, N-isobutylpyrrolyl groups, N-isopentylpyrrolyl 
groups, N-octrylpyrrolyl groups, N-methoxymethylpyrrolyl groups, 
N-methoxyethylpyrrolyl groups, N-ethoxymethylpyrrolyl groups, 
N-ethoxyethylpyrrolyl groups, N-methoxycarbonylmethylpyrrolyl groups, 
N-methoxycarbonylethylpyrrolyl groups, N-ethoxycarbonylmethylpyrrolyl 
groups, N-ethoxycarbonylethylpyrrolyl groups, N-benzylpyrrolyl groups, 
N-phenylpyrrolyl groups, N-tolylpyrrolyl groups, N-allylpyrrolyl groups, 
N-butenylpyrrolyl groups, N-pentenylpyrrolyl groups, N-hexadecylpyrrolyl 
groups, thienyl groups, furyl groups, pyridyl groups, quinolyl groups, 
isoquinolyl groups, oxazoyl groups, isooxazoyl groups, oxadiazoyl groups, 
thiadiazoyl groups, imidazoyl groups, benzothiazoyl groups, benzoxazoyl 
groups, benzoimidazoyl groups, benzofuryl groups and indol-3-yl group. 
Examples of the alkenyl groups having 2 to 10 carbon atoms which are 
represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 and 
which may have a substituent or substituents include a vinyl group, 
1-propenyl group, 2-propenyl group, 1-butenyl group, 1-pentenyl group, 
2-pentenyl group, 3-methyl-1-butenyl group, 2,2-dicyanovinyl group and 
1,2,2-tricyanovinyl group. 
Typical examples of a substituent Q in formula (3) 
##STR7## 
which is represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and 
R.sub.7 include a hydrogen atom; 
the above-mentioned alkyl groups; 
the above-mentioned alkoxy groups; 
the above-mentioned aralkyl groups; 
the above-mentioned aralkyloxy groups; 
the above-mentioned aryl groups; 
the above-mentioned aryloxy groups; 
alkenyloxy groups having 2 to 10 carbon atoms such as an allyloxy group and 
a 2-butenoxy group; 
amino groups; 
unsubstituted monoalkylamino groups having 1 to 10 carbon atoms such as a 
methylamino group, n-butylamino group, n-hexylamino group, cyclohexylamino 
group, 4-methylcyclohexylamino group, 2-ethylhexylamino group and 
3,5,5-trimethylhexylamino group; 
monoalkylamino groups substituted by a hydroxyl group and having 1 to 10 
carbon atoms such as a hydroxyethylamino group, 2-hydroxypropylamino group 
and 3-hydroxypropylamino group; 
monoalkylamino groups substituted by an alkoxy group and having 2 to 10 
carbon atoms such as a methoxymethylamino group, methoxyethylamino group, 
ethoxymethylamino group, ethoxyethylamino group, propoxyethylamino group 
and 2-(2'-ethylhexyloxy)ethylamino group; 
unsubstituted dialkylamino groups having 2 to 20 carbon atoms such as a 
dimethylamino group, diethylamino group, di-n-butylamino group, 
di-n-hexylamino group, di-n-octylamino group, di-n-decylamino group, 
N-isoamyl-N-methylamino group and piperidino group; 
hydroxyl-substituted dialkylamino groups having 2 to 20 carbon atoms such 
as a di(hydroxyethyl)amino group, di(2-hydroxypropyl)amino group, 
di(3-hydroxypropyl)amino group and di(10-hydroxydecyl)amino group; 
alkoxy-substituted dialkylamino groups having 4 to 20 carbon atoms such as 
a di(methoxymethyl)amino group, di(methoxyethyl)amino group, 
di(ethoxymethyl)amino group, di(ethoxyethyl)amino group, 
di(propoxyethyl)amino group, di(butoxyethyl)amino group and 
bis[2-(2'-ethylhexyloxy)ethyl]amino group; 
arylamino groups having 6 to 10 carbon atoms such as a phenylamino group, 
4-methylphenylamino group, 2-methoxyphenylamino group, 
4-n-propylphenylamino group and 4-t-butoxyphenylamino group; 
alkoxycarbonylalkoxy groups having 3 to 10 carbon atoms such as a 
methoxycarbonylmethoxy group, ethoxycarbonylmethoxy group, 
n-propoxycarbonylmethoxy group, isopropoxycarbonylmethoxy group and 
41-ethylcyclohexyloxycarbonylmethoxy group; and 
alkylcarbonylalkoxy groups having 3 to 10 carbon atoms such as a 
methylcarbonylmethoxy group, ethylcarbonylmethoxy group and 
octylcarbonylmethoxy group. 
Typical examples of a substituent L in formula (4) 
EQU --NH--L (4) 
which is represented by R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and 
R.sub.7 include a hydrogen atom; 
unsubstituted alkylcarbonyl groups having 2 to 10 carbon atoms such as an 
acetyl group, ethylcarbonyl group, isobutylcarbonyl group, 
cyclohexylcarbonyl group and 3,5,5-trimethylhexylcarbonyl group; 
alkylcarbonyl groups substituted by one or more halogen atoms and having 2 
to 10 carbon atoms such as a chloroacetyl group, 2,2,2-trifluoroacetyl 
group and perfluorodecanoyl group; 
alkylcarbonyl groups substituted by an alkoxy group and having 3 to 10 
carbon atoms such as a methoxyacetyl group, methoxypropionyl group and 
4-t-butoxycyclohexylcarbonyl group; and 
arylcarbonyl groups having 7 to 15 carbon atoms such as a phenylcarbonyl 
group, 4-phenylphenylcarbonyl group, 2-naphthylcarbonyl group, 
4-ethylphenylcarbonyl group, 3-isopropylphenylcarbonyl group, 
2-methoxyphenylcarbonyl group, N,N-dimethylaminophenylcarbonyl group, 
3-phenoxyphenylcarbonyl group and 3-butoxynaphthylcarbonyl group. 
Typical examples of a substituent R.sub.4 of a compound represented by 
formula (2) or (5) regarding the present invention include a hydrogen 
atom; cyano group; 
the above-mentioned alkyl groups; 
the above-mentioned aralkyl groups; 
the above-mentioned aryl groups; 
the above-mentioned heteroaryl groups; and 
the above-mentioned alkenyl groups. 
Typical examples of substituents Z.sub.1 and Z.sub.2 of a compound 
represented by formula (2) or (5) regarding the present invention include 
a hydrogen atom; cyano group; 
the above-mentioned halogen atoms; 
the above-mentioned alkyl groups; 
the above-mentioned aralkyl groups; 
the above-mentioned alkoxy groups; 
the above-mentioned aralkyloxy groups; 
the above-mentioned alkylthio groups; 
the above-mentioned aryl groups; 
the above-mentioned aryloxy groups; 
the above-mentioned arylthio groups; 
the above-mentioned heteroaryl groups; 
heteroaryloxy groups having 2 to 20 carbon atoms such as pyrrolyloxy 
groups, N-methyl-2,3-dimethylpyrrolyl-4-oxy group, 
N-butyl-2,3-dimethylpyrrolyl-4-oxy group, thienyloxy groups, furanyloxy 
groups, oxazoyloxy groups and 1,2,3-thiadiazolyl-4-oxy group; and 
heteroarylthio groups having 2 to 20 carbon atoms such as pyrrolylthio 
groups, 1-methylimidazolyl-2-thio group, 1-benzyimidazolyl-2-thio group, 
thienylthio groups, furanylthio groups, oxazoylthio groups and 
tirazolylthio groups. 
Table 1 shows typical examples of the dipyrromethene boron complex 
compounds represented by formula (1), but the scope of the present 
invention should not be limited to these compounds alone. 
3 TABLE 1 
- Compound R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 
1-1 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 H --CH.sub.3 1-2 --CH.sub.3 H 
--CH.sub.3 --CH.sub.3 --CH.sub.3 
1-3 --C.sub.2 
H.sub.5 i-C.sub.4 
H.sub.9 --C.sub.2 
H.sub.5 
##STR8## 
--C.sub.2 
H.sub.5 
1-4 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 
##STR9## 
--CH.sub.3 
1-5 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 --CN --CH.sub.3 1-6 H --CF.sub.3 
--CH.sub.3 H --CH.sub.3 
1-7 --CH.sub.3 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 
OCH.sub.3 
##STR10## 
--C.sub.2 H.sub.4 
OH 
1-8 --CH.sub.3 Br --CH.sub.3 
##STR11## 
--CH.sub.3 
1-9 --CH.sub.3 --C.sub.2 H.sub.5 --CH.sub.3 --C.sub.2 
H.sub.5 H 1-10 --CH.sub.3 H 
n-C.sub.6 
H.sub.13 H n-C.sub.6 
H.sub.13 
Compound R.sub.6 R.sub.7 Z.sub.1 Z.sub.2 
1-1 --C.sub.2 
H.sub.5 --CH.sub.3 --OCH.sub.3 --OCH.sub.3 1-2 H 
--CH.sub.3 --OC.sub.2 H.sub.5 --OC.sub.2 
H.sub.5 1-3 
i-C.sub.4 H.sub.9 --C.sub.2 H.sub.5 --O-i-C.sub.4 H.sub.9 --O-i-C.sub.4 
H.sub.9 
1-4 
n-C.sub.4 H.sub.9 --CH.sub.3 --O-i-C.sub.3 H.sub.7 --O-i-C.sub.3 
H.sub.7 
1-5 H 
##STR12## 
##STR13## 
##STR14## 
1-6 --CF.sub.3 H 
##STR15## 
##STR16## 
1-7 --C.sub.2 H.sub.5 --CH.sub.3 --OCH(C.sub.2 
H.sub.5).sub.2 --OCH(C.sub.2 
H.sub.5).sub.2 1-8 Br --CH.sub.3 --O-n-C.su 
b.10 
H.sub.21 --OCH.sub.3 
1-9 H 
##STR17## 
##STR18## 
--OCH.sub.3 
1-10 H --CH.sub.3 
##STR19## 
--OCH.sub.3 
Compound R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 
1-11 H --C.sub.2 
H.sub.5 
##STR20## 
--C.sub.2 
H.sub.5 
1-12 --CH.sub.3 H --CH.sub.3 --CH.dbd.CH.sub.2 --CH.sub.3 
1-13 
##STR21## 
H --CH.sub.3 --CH.sub.3 --CH.sub.3 
1-14 --CH.sub.3 --CH.sub.3 --CH.sub.3 --CN --CH.sub.3 
1-15 --CH.sub.3 --CH.sub.3 --SCH.sub.3 --CH.sub.3 --SCH.sub.3 
1-16 --OH --C.sub.2 
H.sub.5 --CH.sub.3 H 
##STR22## 
1-17 
##STR23## 
--C.sub.2 H.sub.5 --C.sub.2 
H.sub.5 H --CH.sub.3 
1-18 
##STR24## 
--CH.sub.3 --CH.sub.3 --CH.sub.3 --CONH.sub.2 
1-19 
##STR25## 
##STR26## 
##STR27## 
##STR28## 
##STR29## 
Compound R.sub.6 R.sub.7 Z.sub.1 Z.sub.2 
1-11 --C.sub.2 H.sub.5 H --O-n-C.sub.5 
H.sub.11 
##STR30## 
1-12 H --CH.sub.3 --OC.sub.2 
H.sub.5 
##STR31## 
1-13 H 
##STR32## 
##STR33## 
##STR34## 
1-14 --CH.sub.3 --CH.sub.3 
##STR35## 
--OC.sub.2 
H.sub.5 
1-15 --CH.sub.3 --CH.sub.3 
##STR36## 
--OCH.sub.3 
1-16 H 
##STR37## 
--O-n-C.sub.3 
H.sub.7 
##STR38## 
1-17 --NH.sub.2 --CH.sub.3 
##STR39## 
--OCH.sub.3 
1-18 --C.sub.2 H.sub.5 --C.sub.2 
H.sub.5 
##STR40## 
--OCH.sub.3 
1-19 
##STR41## 
--CH.sub.2 
N(CH.sub.3).sub.2 
##STR42## 
##STR43## 
Compound R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 
1-20 
##STR44## 
--CH.sub.3 --CH.sub.3 
##STR45## 
--CH.sub.3 
1-21 --C.sub.2 
H.sub.5 
##STR46## 
H 
##STR47## 
--CH.sub.2 
Cl 
1-22 --CH.sub.2 
OCH.sub.3 --CH.sub.3 --CH.sub.3 --CH.dbd.CHCH.sub.3 --CH.sub.3 
1-23 
##STR48## 
--CH.sub.3 --CH.sub.3 
n-C.sub.5 
H.sub.11 --CH.dbd.CH.sub.2 
1-24 
##STR49## 
--CH.sub.3 --CH.sub.3 H --CH.sub.3 
1-25 --CONHCH.sub.3 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 H --CH.sub.3 
1-26 
##STR50## 
--CH.sub.3 --C.sub.2 H.sub.4 OC.sub.2 
H.sub.5 H H 
1-27 H --CH.sub.3 --CON(CH.sub.2 
OH).sub.2 H 
##STR51## 
Compound R.sub.6 R.sub.7 Z.sub.1 Z.sub.2 
1-20 --CH.sub.3 --CHO 
##STR52## 
##STR53## 
1-21 H --CH.sub.3 
##STR54## 
--OCH.sub.3 
1-22 --CH.sub.3 
##STR55## 
##STR56## 
--OCH.sub.3 
1-23 --CH.sub.3 --CH.dbd.CH.sub.2 
##STR57## 
##STR58## 
1-24 --CH.sub.3 --CONHCH.sub.2 OH --OCH.sub.3 --O-n-C.sub.20 H.sub.41 
1-25 --CH.sub.3 --CH.sub.3 
##STR59## 
--OCH.sub.3 
1-26 H 
##STR60## 
##STR61## 
##STR62## 
1-27 Br 
##STR63## 
##STR64## 
--OCH.sub.3 
Compound R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 
1-28 --CON(CH.sub.3).sub.2 H --CH.sub.3 
##STR65## 
--CH.sub.3 
1-29 CON(CH.sub.2 
OCH.sub.3).sub.2 --CH.sub.3 --CH.sub.3 --CH.dbd.C(CN).sub.2 --CH.sub.3 
1-30 
##STR66## 
--CH.sub.3 --CH(CH.sub.3).sub.2 H --CH.sub.3 
1-31 
##STR67## 
--C.sub.2 H.sub.5 H --CH.dbd.CHC.sub.2 
H.sub.5 --CH.sub.3 
1-32 --CH.dbd.CH.sub.2 H H 
##STR68## 
--CH.sub.3 
1-33 --NHCOCF.sub.3 
##STR69## 
##STR70## 
##STR71## 
##STR72## 
1-34 --CH.dbd.CHCH(CH.sub.3).sub.2 F H 
##STR73## 
H 
1-35 Cl 
##STR74## 
H 
##STR75## 
1-36 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 H --CH.sub.3 
Compound R.sub.6 R.sub.7 Z.sub.1 Z.sub.2 
1-28 H --CONHC.sub.2 H.sub.4 
OCH.sub.3 
##STR76## 
##STR77## 
1-29 --CH.sub.3 --CH.sub.3 --O-n-C.sub.3 H.sub.7 --O-n-C.sub.3 H.sub.7 
1-30 --CH.sub.3 --CH.sub.3 
##STR78## 
--OCH.sub.3 
1-31 --CH.sub.3 --CH.sub.3 
##STR79## 
--OCH.sub.3 
1-32 --CH.sub.3 
##STR80## 
##STR81## 
--OCH.sub.3 
1-33 
##STR82## 
##STR83## 
##STR84## 
##STR85## 
1-34 F --CH.dbd.CHCH(CH.sub.3).sub.2 
##STR86## 
##STR87## 
1-35 --CH.sub.3 --CH.sub.3 
##STR88## 
##STR89## 
1-36 --CH.sub.3 --CN 
##STR90## 
--OCH.sub.2 CH(C.sub.2 
H.sub.5).sub.2 
Compound R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 
1-37 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 H --CH.sub.3 
1-38 --CH.sub.3 H 
##STR91## 
##STR92## 
--C.sub.2 
H.sub.5 
1-39 --CH.sub.3 H H 
##STR93## 
H 
1-40 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 
##STR94## 
--CH.sub.3 
1-41 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 H --CH.sub.3 
1-42 --CH.sub.3 --C.sub.2 H.sub.5 --CH.sub.3 
##STR95## 
--CH.sub.3 
1-43 --CH.sub.3 H --CH.sub.3 --CH.sub.3 --CH.sub.3 
1-44 --CH.sub.3 H --CH.sub.3 --CH.dbd.CH.sub.2 --CH.sub.3 
1-45 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 H --CH.sub.3 
Compound R.sub.6 R.sub.7 Z.sub.1 Z.sub.2 
1-37 --C.sub.2 
H.sub.5 --CN 
##STR96## 
##STR97## 
1-38 --C.sub.2 
H.sub.5 Br 
##STR98## 
--OCH.sub.3 
1-39 H --CH.sub.3 
##STR99## 
--OCH.sub.2 CH(C.sub.2 
H.sub.5).sub.2 
1-40 --C.sub.2 H.sub.5 --CH.sub.3 --OC.sub.2 
H.sub.5 --O-n-C.sub.3 
H.sub.7 1-41 --C.sub.2 
H.sub.5 --CH.sub.3 --OCH.sub.3 F 
1-42 --C.sub.2 H.sub.5 --CH.sub.3 --OC.sub.2 
H.sub.5 Cl 
1-43 H --CH.sub.3 
##STR100## 
Br 
1-44 H --CH.sub.3 
##STR101## 
##STR102## 
1-45 H --CH.sub.3 
##STR103## 
F 
Compound R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 
1-46 --CH.sub.3 --C.sub.2 
H.sub.5 --OCH.sub.3 H --OCH.sub.3 
1-47 --CH.sub.3 --C.sub.2 H.sub.5 --CH.sub.3 
H 
##STR104## 
1-48 --CH.sub.3 --C.sub.2 H.sub.5 --CH.sub.3 H --OC.sub.2 H.sub.5 
1-49 --CH.sub.3 --C.sub.2 H.sub.5 --CH.sub.3 H --OCH.sub.3 
1-50 --CH.sub.3 --C.sub.2 H.sub.5 --CH.sub.3 --CN --OCH.sub.3 
1-51 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 H --OCH.sub.3 
1-52 --CH.sub.3 --C.sub.2 
H.sub.5 
##STR105## 
--CN 
##STR106## 
1-53 --CH.sub.3 Br --CH.sub.3 
##STR107## 
##STR108## 
1-54 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 H 
##STR109## 
1-55 --OCH.sub.3 H --C.sub.2 H.sub.5 H --C.sub.2 
H.sub.5 1-56 H --OC.sub.2 H.sub.5 --OC.sub.2 H.sub.5 H 
--OC.sub.2 
H.sub.5 1-57 
--CH.sub.3 Br --CH.sub.3 --CN --OCH.sub.3 
1-58 
##STR110## 
##STR111## 
##STR112## 
##STR113## 
##STR114## 
Compound R.sub.6 R.sub.7 Z.sub.1 Z.sub.2 
1-46 H H F F 
1-47 --CH.sub.3 --CH.sub.3 F --OCH.sub.3 
1-48 --OC.sub.2 
H.sub.5 H F F 1-49 
n-C.sub.4 
H.sub.9 --CH.sub.3 --OCH.sub.3 --OCH.sub.3 
1-50 H 
##STR115## 
F F 
1-51 --CH.sub.3 --CH.sub.3 F F 
1-52 H H 
n-C.sub.5 
H.sub.11 n-C.sub.5 
H.sub.11 
1-53 --CH.sub.3 --CH.sub.3 
n-C.sub.5 
H.sub.11 n-C.sub.5 
H.sub.11 
1-54 Br --CH.sub.3 
##STR116## 
##STR117## 
1-55 H --OCH.sub.3 
##STR118## 
##STR119## 
1-56 --OC.sub.2 
H.sub.5 H n-C.sub.5 
H.sub.11 
n-C.sub.5 
H.sub.11 1-57 Br 
--CH.sub.3 --OC.sub.2 H.sub.5 --OC.sub.2 
H.sub.5 
1-58 
##STR120## 
--CH.sub.2 
SCH.sub.3 
##STR121## 
##STR122## 
Compound R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 
1-59 --CH.sub.3 --OCH.sub.3 H --CN H 
1-60 --OCH.sub.3 --OCH.sub.3 --CN H --SCH.sub.3 
1-61 --OH --C.sub.2 
H.sub.5 --CH.sub.3 --CH.dbd.CH.sub.2 
##STR123## 
1-62 --COCH.sub.3 --OC.sub.2 H.sub.5 --OC.sub.2 H.sub.5 H --CH.sub.3 
1-63 --CO.sub.2 CH.dbd.CH.sub.2 --OCH.sub.3 --CH.sub.3 --CH.sub.3 
--CONH.sub.2 
1-64 
##STR124## 
H --CH.sub.3 H --CH.sub.3 
1-65 
##STR125## 
##STR126## 
--CH.sub.3 
##STR127## 
--CH.sub.3 
1-66 --OC.sub.2 
H.sub.5 
##STR128## 
H 
##STR129## 
--CH.sub.2 
Cl 
1-67 
##STR130## 
--OCH.sub.3 --OCH.sub.3 --CN --CH.sub.3 
1-68 --CO.sub.2 
CH.sub.3 --OCH.sub.3 --CH.sub.3 n-C.sub.5 
H.sub.11 --CH.dbd.CH.sub.2 
Compound R.sub.6 R.sub.7 Z.sub.1 Z.sub.2 
1-59 --OCH.sub.3 --CH.sub.3 
##STR131## 
F 
1-60 --CH.sub.3 --CH.sub.3 F --OCH.sub.3 
1-61 --OCH.sub.3 
##STR132## 
##STR133## 
##STR134## 
1-62 --NH.sub.2 --CH.sub.3 --CH.sub.2 
Cl F 
1-63 --OC.sub.2 H.sub.3 --OC.sub.2 
H.sub.5 
##STR135## 
--OCH.sub.3 
1-64 H 
##STR136## 
--SCH.sub.3 --SCH.sub.3 
1-65 Cl --CH.sub.3 
##STR137## 
##STR138## 
1-66 H --CH.sub.3 
##STR139## 
##STR140## 
1-67 --CH.sub.3 
##STR141## 
##STR142## 
##STR143## 
1-68 --CH.sub.3 --CH.dbd.CH.sub.2 --OCH.sub.3 --OCH.sub.3 
Compound R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 
1-69 
##STR144## 
--CH.sub.3 --CH.sub.3 H --OCH.sub.3 
1-70 --CONHCH.sub.3 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 H --CH.sub.3 
1-71 
##STR145## 
--CH.sub.3 
##STR146## 
H H 
1-72 H --OCH.sub.3 --CON(CH.sub.2 
OH).sub.2 H 
##STR147## 
1-73 --CON(CH.sub.3).sub.2 H --OCH.sub.3 
##STR148## 
--OCH.sub.3 
1-74 --CON(CH.sub.2 
OCH.sub.3).sub.2 --CH.sub.3 --CH.sub.3 --CH.dbd.CH.sub.2 --OCH.sub.3 
1-75 --NHCOCH.sub.3 --CH.sub.3 --C.sub.2 H.sub.5 H --OCH.sub.3 
1-76 
##STR149## 
--C.sub.2 
H.sub.5 H --CN --OCH.sub.3 
1-77 --CH.dbd.CH.sub.2 H H 
##STR150## 
--OCH.sub.3 
Compound R.sub.6 R.sub.7 Z.sub.1 Z.sub.2 
1-69 --OCH.sub.3 --CONHCH.sub.2 
OH F F 
1-70 --OCH.sub.3 --CH.sub.3 
##STR151## 
##STR152## 
1-71 H 
##STR153## 
n-C.sub.5 
H.sub.11 n-C.sub.5 
H.sub.11 
1-72 Br 
##STR154## 
##STR155## 
F 
1-73 H 
##STR156## 
##STR157## 
##STR158## 
1-74 --OCH.sub.3 --CH.sub.3 
##STR159## 
##STR160## 
1-75 --CH.sub.3 --CH.sub.3 
##STR161## 
F 
1-76 --CH.sub.3 --CH.sub.3 
##STR162## 
--OCH.sub.3 
1-77 --CH.sub.3 
##STR163## 
##STR164## 
##STR165## 
Compound R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 
1-78 H 
##STR166## 
--OCH.sub.3 H --OCH.sub.3 
1-79 --CH.dbd.CH.sub.2 Br H H --OC.sub.2 
H.sub.5 
1-80 --CH.sub.3 Cl 
##STR167## 
--CN 
##STR168## 
1-81 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 H --OCH.sub.3 1-82 --CH.sub.3 
--C.sub.2 
H.sub.5 --CH.sub.3 H --OCH.sub.3 
1-83 --CH.sub.3 H 
##STR169## 
##STR170## 
--OC.sub.2 
H.sub.5 
1-84 --CH.sub.3 --OCH.sub.3 --C.sub.2 
H.sub.5 H Br 1-85 --CH.sub.3 Br --CH.sub.3 H --OCH.sub.3 
1-86 --CH.sub.3 --OCH.sub.3 --CH.sub.3 H --CH.sub.3 
1-87 --CH.sub.3 --OC.sub.2 
H.sub.5 --CH.sub.3 
##STR171## 
--CH.sub.3 
1-88 --CH.sub.3 --CH.sub.3 --OCH.sub.3 H --OCH.sub.3 
1-89 --CH.sub.3 --C.sub.2 
H.sub.5 --CH.sub.3 H --CH.sub.3 1-90 --CH.sub.3 --C.sub.4 
H.sub.9 --CH.sub.3 H --CH.sub.3 
Compound R.sub.6 R.sub.7 Z.sub.1 Z.sub.2 
1-78 --CH.sub.3 --CH.sub.3 
##STR172## 
F 
1-79 --OC.sub.2 
H.sub.5 H 
##STR173## 
##STR174## 
1-80 --CH.sub.3 --CH.sub.3 
##STR175## 
##STR176## 
1-81 --CH.sub.3 --CH.sub.3 
##STR177## 
##STR178## 
1-82 --CH.sub.3 --CH.sub.3 
##STR179## 
F 
1-83 --OC.sub.2 
H.sub.5 Br 
##STR180## 
##STR181## 
1-84 --OC.sub.2 
H.sub.5 H 
##STR182## 
##STR183## 
1-85 --OCH.sub.3 --CH.sub.3 
##STR184## 
##STR185## 
1-86 --OCH.sub.3 --CH.sub.3 
##STR186## 
##STR187## 
1-87 --OC.sub.2 
H.sub.5 --CH.sub.3 
##STR188## 
##STR189## 
1-88 --CH.sub.3 --CH.sub.3 F F 
1-89 --C.sub.2 
H.sub.5 --CH.sub.3 --OCH.sub.3 
##STR190## 
1-90 --C.sub.2 
H.sub.5 --CH.sub.3 
##STR191## 
##STR192## 
The dipyrromethene boron complex compound represented by formula (1) of the 
present invention, concretely the dipyrromethene boron complex compound 
represented by formula (2) or (5) can be prepared by the following 
procedure. That is to say, typically, for example, the dipyrromethene 
boron complex compound represented by formula (2) or (5) can easily be 
prepared by reacting a compound represented by formula (6): 
EQU R.sub.4 --CHO (6) 
wherein R.sub.4 is as defined above, 
with a compound represented by formula (7) and/or formula (8): 
##STR193## 
wherein R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 are as 
defined above, in the presence of an acid such as hydrobromic acid or 
trifluoroacetic acid, oxidizing the reaction product with air or an 
oxidizing agent such as chloranil, successively reacting the oxidized 
product with a boron trihalide to obtain a compound represented by formula 
(9): 
##STR194## 
wherein R.sub.1 to R.sub.7 are as defined above; and A is a halogen atom 
such as a fluorine atom, a chlorine atom or a bromine atom, 
and finally substituting the halogen atom bonded to the boron atom as 
needed. 
Furthermore, the dipyrromethene boron complex compound represented by 
formula (2) or (5) regarding the present invention in which R.sub.4 is a 
hydrogen atom can easily be prepared in accordance with another method 
which comprises reacting a compound represented by the above-mentioned 
formula (7) with a compound represented by formula (10): 
##STR195## 
wherein R.sub.1, R.sub.2 and R.sub.3 are as defined above, or reacting a 
compound represented by formula (11) and/or formula (12): 
##STR196## 
wherein R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 are as 
defined above, in the presence of an acid such as hydrobromic acid, 
successively reacting the reaction product with a boron trihalide to 
obtain a compound represented by formula (13): 
##STR197## 
wherein R.sub.1, R.sub.2, R.sub.3, R.sub.5, R.sub.6 and R.sub.7 are as 
defined above; and 
A is a halogen atom such as a fluorine atom, a chlorine atom or a bromine 
atom, 
and then substituting the halogen atom bonded to the boron atom as needed. 
The above-mentioned halogen substitution can easily be carried out by 
using, in a solvent such as an alcoholic solvent, an ester solvent, an 
aromatic hydrocarbon solvent, an aliphatic hydrocarbon solvent or an amide 
solvent, a compound represented by formula (14): 
EQU M--Z.sub.1 (14) 
wherein Z.sub.1 is as defined above; and M is an alkali metal atom such as 
a sodium atom, a potassium atom or a lithium atom, or an atom group such 
as magnesium monobromide or magnesium monochloride, 
and/or a compound represented by formula (15): 
EQU M'--Z.sub.2 (15) 
wherein Z.sub.2 is as defined above; and M' is an alkali metal atom such as 
a sodium atom, a potassium atom or a lithium atom, or an atom group such 
as magnesium monobromide or magnesium monochloride. 
The visible light curable resin composition of the present invention 
comprises a photocurable resin (A), a photoreaction initiator (B) (e.g., a 
light radical polymerization initiator, a light acid generator or a light 
base generator or the like) and a photosensitizer (C) using the 
dipyrromethene boron complex compound having a specific structure. 
No particular restriction is put on the photocurable resin (A) which can be 
used in the present invention, so long as it is a usually usable and 
photocurable resin having a photosensitive group which can crosslink by 
light irradiation. Examples of this kind of resin include monomers and 
prepolymers of compounds having at least one ethylenic unsaturated double 
bond, oligomers such as dimers and trimers thereof, mixtures thereof, and 
copolymers thereof. In addition to these compounds, other examples of the 
photocurable conventional known resin include a polyurethane resin, an 
epoxy resin, a polyester resin, a polyether resin, an alkyd resin, a 
polyvinyl chloride resin, a fluorinated resin, a silicone resin, a vinyl 
acetate resin, a novolak resin or a resin composition comprising two or 
more of these resins bonded to at least one photopolymerizable unsaturated 
group, and compounds in which a photopolymerizable unsaturated group is 
bonded to a modified resin comprising two or more of these resins. 
Examples of the photopolymerizable unsaturated group include an acryloyl 
group, a methacryloyl group, a vinyl group, a styryl group, an allyl 
group, a cinnamoyl group, a cinnamylidene group and an azide group. 
As the above-mentioned photocurable resin (A), monofunctional and 
multifunctional (meth)acrylates are usually used, and examples of the 
photocurable resin include anionic photocurable resins having a 
(meth)acryloyl group as the photosensitive group, photocurable resins 
having a cinnamoyl group as the photosensitive group, and photocurable 
resins having an allyl group as the photosensitive group, which are 
mentioned in the passage of page 2, right lower column, line 6 to page 6, 
left lower column, line 16 of Japanese Patent Application Laid-Open No. 
223759/1991. The photocurable resin (A) is preferably used in combination 
with any of the light radical polymerization initiators mentioned 
hereinafter. These photocurable resins (A) can be used singly or in the 
form of a mixture thereof. 
It is also possible to use polyethylene glycol di(meth)acrylate having a 
molecular weight of 300 to 1000 as a typical example of ester compounds of 
aliphatic polyhydroxy compounds and unsaturated carboxylic acids which are 
mentioned as ethylenic unsaturated compounds of a photocurable resin 
component (a2) in the above-mentioned publication. 
As the above-mentioned photocurable resin (A), in addition to the 
above-mentioned compounds, there can be used compounds which can be cured 
(insolubilized) by a reaction such as polymerization, etherification, 
pinacol rearrangement, silanol dehydrogenation, intramolecular dehydration 
condensation or hydrolytic condensation in the presence of an acid, as a 
catalyst, generated from the light acid generator. Examples of these 
compounds include glycidylether type epoxy compounds such as bisphenol A 
type diglycidyl ether, (poly)ethylene glycol diglycidyl ether and 
trimethylolpropane diglycidyl ether; alicyclic epoxy compounds such as 
3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexane carboxylate, 
dicyclopentadiene dioxide, epoxycyclohexenecarboxylic acid ethylene glycol 
diester and 
1,3-bis[2-{3(7-oxabicyclo[4.1.0]heptyl)}ethyl]-tetramethyldisiloxane 
[refer to J. Polym. Sci., Part A, Polym. Chem., Vol. 28, p. 479, (1990)]; 
vinyl ether compounds such as butylene glycol divinyl ether, 
trimethylolpropane di(1-propenyl)methyl ether, trimethylolpropane 
di(1-propenyl)butyl ether, trimethylolpropane di(1-propenyl)octyl ether, 
trimethylolpropane di(1-propenyl)phenyl ether, trimethylolpropane 
di(1-propenyl) ether acetate, trimethylolpropane di(1-propenyl) ether 
acrylate and trimethylolpropane di(1-propenyl)N-butyl carbonate [refer to 
J. Polym. Sci., Part A, Polym. Chem., Vol. 34, p. 2051, (1996)]; alkoxy 
allene compounds such as dodecyl allene (DA), diethylene glycol diallene 
(DEGA), triethylene glycol diallene (TEGA), 1-tetrahydrofurfuryl allene 
ether (THFA), N-hexyloxy-1,2-propadiene (HA), 
1,4-di-N-butoxy-1,2-butadiene (DBB), 1,4-diethoxy-1,2-butadiene and 
N-hexylpropazyl ether (HPE) [refer to J. Polym. Sci., Part A, Polym. 
Chem., Vol. 33, p. 2493, (1995)]; oxetane compounds such as 
3-ethyl-3-phenoxymethyl-oxetane, phenoxymethyloxetane, 
methoxymethyloxetane and 3-methyl-3-methoxymethyloxetane [refer to J. 
Polym. Sci., Part A, Polym. Chem., Vol. 33, p. 1807 (1995)]; ketene acetal 
compounds such as 2-propylidene-4,5-dimethyl-1,3-dioxolane, 
2-propylidene-4-methyl-1,3-dioxolane and 
3,9-dithilidene-2,4,8,10-tetraoxaspiro-[5.5]undecane, [refer to J. Polym. 
Sci., Part A, Polym. Chem., Vol. 34, p. 3091 (1996)]; bicycloortho ester 
compounds such as 1-phenyl-4-ethyl-2,6,7-trioxabicyclo[2.2.2]-octane 
[refer to J. Polym. Sci., Polym. Lett. Ed., Vol. 23, p. 359, (1985)]; 
lactone compounds such as propiolactone, butylolactone, 
.gamma.-valerolactone, .gamma.-caprolactone, .gamma.-caprylolactone, 
.gamma.-lauryrolactone and coumarin; aromatic vinyl compounds such as 
methoxy-.alpha.-methylstyrene; heterocyclic vinyl compounds such as 
vinylcarbazole; melamine compounds such as hexamethylol melamine and 
hexamethoxy melamine; a copolymer of p-vinylphenol and p-vinylbenzyl 
acetate; and other aromatic compounds such as trimethylolbenzene and 
tri(acetoxycarbonylmethyl)benzene. These compounds may have a polymeric 
structure, so long as they can be cured by a proton of an acid. 
It is also possible to use compounds which can be cured (insolubilized) by 
polymerization or polycondensation under the catalytic function of a base 
generated from the light base generator, for example, compounds having at 
least one functional group such as an epoxy group or a silanol group. 
In addition to the above-mentioned compounds which can be cured under the 
catalytic function of the acid or the base generated from the light acid 
generator or the light base generator, conventional known resins having no 
unsaturated group can be blended as needed, and examples of these resins 
include an acrylic resin, a vinyl resin, a polyester resin, an alkyd 
resin, an epoxy resin, a phenol resin, a rubber and an urethane resin. 
As the photoreaction initiator (B) which can be used in the present 
invention, there can be used a light radical polymerization initiator, a 
light acid generator and a light base generator. 
As the light radical polymerization initiator, conventional known compounds 
can be used. Examples of these compounds include aromatic carbonyl 
compounds such as benzophenone, benzoin methyl ether, benzoin isopropyl 
ether, benzyl, xanthone, thioxanthone and anthraquinone; acetophenones 
such as acetophenone, propiophenone, .alpha.-hydroxyisobutylphenone, 
.alpha.,.alpha.'-dichloro-4-phenoxyacetophenone, 
1-hydroxy-1-cyclohexylacetophenone and diacetylacetophenone; organic 
peroxides such as benzoyl peroxide, t-butylperoxy-2-ethylhexanoate, 
t-butylhydroperoxide, di-t-butyldiperoxybutyldiperoxyisophthalate and 
3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone; diphenylhalonium salts 
such as diphenyl iodobromide and diphenyl iodochloride; organic halides 
such as carbon tetrabromide, chloroform and iodoform; heterocyclic and 
polycyclic compounds such as 3-phenyl-5-isooxazorone and 
2,4,6-tris(trichloromethyl)-1,3,5-triazinebenzanthrone; azo compounds such 
as 2,2'-azo(2,4-dimethylvaleronitrile), 2,2-azobisisobutyronitrile, 
1,1'-azobis(cyclohexane-1-carbonitrile) and 
2,2'-azobis(2-methylbutyronitrile); iron-arene complexes (refer to 
European Patent No. 152377); titanocene compounds (refer to Japanese 
Patent Application Laid-Open No. 221110/1988); bisimidazole compounds; 
N-arylglycidyl compounds; acridine compounds; combinations of aromatic 
ketones and aromatic amines; and peroxyketals (refer to Japanese Patent 
Application Laid-Open No. 321895/1994). Of the above-mentioned light 
radical polymerization initiators, di-t-butyl diperoxyisophthalate, 
3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone, the iron-arene 
complexes and the titanocene compounds are preferable, because they have a 
high activity to crosslinking or polymerization. 
Furthermore, the light acid generator is a compound which can generate an 
acid by exposure, and this generated acid is used as a catalyst to cure 
the above-mentioned compound. As the light acid generator, a conventional 
known compound can be used. Examples of the light acid generator include 
onium salts such as sulfonium salts, ammonium salts, phosphonium salts, 
iodonium salts and selenium salts, iron-arene complexes, silanol-metal 
chelate complexes, triazine compounds, diazidonaphthoquinone compounds, 
sulfonic acid esters and sulfonic acid imide esters. In addition to the 
above-mentioned compounds, it is also possible to use the light acid 
generators mentioned in Japanese Patent Application Laid-Open No. 
146552/1995 and Japanese Patent Application No. 289218/1997. 
Moreover, the light base generator is a compound which can generate a base 
by exposure, and this generated base is used as a catalyst to cure the 
above-mentioned compound. As the light base generator, a conventional 
known compound can be used. Examples of the light base generator include 
nitrobenzylcarbamate compounds such as 
[(o-nitrobenzyl)oxy]carbonylcyclohexylamine [refer to J. Am. Chem. Soc., 
Vol. 113, No. 11, p. 4305 (1991)] and photo-functional urethane compounds 
such as 
N-[{1-(3,5-dimethoxyphenyl)-1-methyl-ethoxy}carbonyl]cyclohexylamine and 
N-[{1-(3,5-dimethoxyphenyl)-1-methyl-etoxy}carbonyl]pyridine [refer to J. 
Org. Chem., Vol. 55, No. 23, p. 5919, (1990)]. 
A blend ratio of the photoreaction initiator is not critical, and it can be 
varied in a wide range in compliance with the kind of photoreaction 
initiator. In general, the amount of the photoreaction initiator is in the 
range of 0.1 to 25 parts by weight, preferably 0.2 to 10 parts by weight 
with respect to 100 parts by weight (solid content) of the photocurable 
resin. If the amount of the photoreaction initiator is more than 25 parts 
by weight, the stability of the obtained composition tends to deteriorate. 
The visible light curable resin composition of the present invention 
contains at least one of the dipyrromethene boron complex compounds 
represented by formula (1) as the photosensitizer (C), and it may contain 
another conventional known photosensitizer. 
No particular restriction is put on the known photosensitizer, so long as 
it is usually used, but examples of the photosensitizer include 
ketocoumarin, coumarin-6 and coumarin compounds mentioned in Japanese 
Patent Application Laid-Open No. 18088/1992. 
In this case, no particular restriction is put on the amount of the 
dipyrromethene boron complex compound represented by formula (1) in the 
photosensitizer (C), but in order to obtain a desired effect in the 
present invention, the content of the dipyrromethene boron complex 
compound represented by formula (1) in the photosensitizer (C) is 
preferably 10% by weight or more, more preferably 20% by weight or more, 
much more preferably 30% by weight or more. Particularly preferable is the 
photosensitizer containing 50% by weight or more of the dipyrromethene 
boron complex compound. 
The amount of the photosensitizer (C) to be used depends on the kind and 
the amount of photosensitizer (C) as well as the kind of photocurable 
resin (A) component which can interact with the photosensitizer (C), but 
in general, the amount of the photosensitizer (C) is suitably in the range 
of 0.1 to 10 parts by weight, preferably 0.3 to 5 parts by weight with 
respect to 100 parts by weight of the photocurable resin (A) component. If 
the amount of the photosensitizer (C) is less than 0.1 part by weight, the 
photosensitivity of the formed coating film tends to deteriorate, and if 
it is more than 10 parts by weight, there is a tendency that it is 
difficult to keep the composition in a uniform state from the viewpoint of 
solubility. 
If necessary, the visible light curable resin composition which can be used 
in the present invention can contain a photopolymerizable unsaturated 
compound (resin) other than mentioned above, in addition to the 
above-mentioned components. Examples of the photopolymerizable unsaturated 
compound include methyl (meth)acrylate, ethyl (meth)acrylate, butyl 
(meth)acrylate, 2-ethylhexyl (meth)acrylate, (poly)ethylene glycol 
di(meth)acrylate, (poly)propylene glycol tri(meth)acrylate, 
trimethylolpropane tri(meth)acrylate, glycerine tri(meth)acrylate, 
pentaerythritol tetra(meth)acrylate and pentaerythritol tri(meth)acrylate. 
The amount of the other photopolymerizable unsaturated compound to be used 
is preferably in the range of about 0 to 50% by weight, more preferably 
about 0.1 to 40% by weight with respect to the total weight of the 
composition (solid content). 
In the present invention, if necessary, a radical protecting compound (D) 
can be blended with the visible light curable composition. The radical 
protecting compound (D) functions to prevent the deactivation, by oxygen, 
of radicals generated when a resist film formed from the visible light 
curable composition is cured by the irradiation of a visible light laser, 
whereby a good sensitivity can be imparted to the resist even in the 
presence of oxygen. In the present invention, as the radical protecting 
compound (D), there can be suitably used at least one compound selected 
from phosphorous acid ester compounds and aromatic compounds having an 
N,N-dimethyl amino group bonded to a carbon atom which forms an aromatic 
ring. 
In the visible light curable resin composition, the radicals generated by 
the light irradiation react with oxygen to become peroxy radicals, if 
oxygen is present, and the peroxy radicals usually react with each other 
to become oxygen molecules, whereby the radicals are inconveniently 
deactivated. However, when the radical protecting compound (D) is allowed 
to exist in the composition in accordance with the present invention, it 
can be presumed that most of the above-mentioned peroxy radicals react 
with the radical protecting compound (D) to produce other radicals, and 
these other radicals contribute to the curing reaction of the resist film. 
As a result, the visible light curable resin composition of the present 
invention can maintain the high sensitivity, even if oxygen is not 
blocked. 
Typical examples of the above-mentioned phosphorous acid ester compounds 
include dialkyl, diaryl and diaralkyl esters of phosphorous acids such as 
dimethylphosphite, diethylphosphite, dipropylphosphite, dibutylphosphite, 
bis(2-ethylhexyl) phosphite, diphenylphosphite and dibenzylphosphite; 
trialkyl and triaryl esters of phophorous acids such as 
trimethylphosphite, triethylphosphite, triisopropylphosphite, 
tributylphosphite, trilaurylphosphite, triphenylphosphite, 
triisodecylphosphite and tris(tridecyl)-phosphite; aralkyldialkyl esters 
of a phophorous acid such as benzyldiethylphosphite; and tri(haloalkyl) 
esters of phophorous acids such as tris(2,2,2-trifluoroethyl)-phosphite 
and tris(2-chloroethyl)-phosphite. 
Typical examples of the above-mentioned aromatic compounds having the 
N,N-dimethylamino group bonded to the carbon atom which forms the aromatic 
ring include N,N-dimethylaniline derivatives such as N,N-dimethylaniline, 
4-bromo-N,N-dimethylaniline, 4-t-butyl-N,N-dimethylaniline, 
2,6-diisopropyl-N,N-dimethylaniline, 
4,4'-vinylidenebis(N,N-dimethylaniline), 
4,4'-methylenebis(N,N-dimethylaniline), 
4,4'-methylenebis(2,6-diisopropyl-N,N-dimethylaniline), 
N,N,2,4,6-pentamethylaniline, N,N-dimethyl-m-toluidine, 
4-(2-pyridylazo)-N,N-dimethylaniline and N,N-dimethyl-4-nitrosoaniline. 
Above all, the aromatic compounds having the N,N-dimethyl amino group 
bonded to the carbon atom which forms the aromatic ring and having a 
molecular weight of 120 to 400 are particularly preferable from the 
viewpoints of compatibility with the resin of the resist and the 
sensitivity of the obtained resist film to the visible light. 
The amount of the above-mentioned specific radical protecting compound (D) 
to be blended is not strictly limited, and it can be varied in compliance 
with the kind and the amount of photoreaction initiator (B) to be used. In 
general, the amount of the radical protecting compound (D) is preferably 
in the range of 0 to 30 parts by weight, more preferably 1 to 10 parts by 
weight with respect to 100 parts by weight of the solid content of the 
visible light curable resin composition, in points of the photosensitivity 
of the resist film and the strength of the coating film. 
To the visible light curable resin composition of the present invention, 
some additives can be added, as needed. Examples of the additives include 
an adhesion improver, a polymerization inhibitor such as hydroquinone, 
2,6-di-t-butyl-p-cresol or N,N-diphenyl-p-phenylenediamine, a rubber, fine 
particles of an organic resin such as a vinyl polymer or a vinyl polymer 
having an unsaturated group, a pigment such as a coloring pigment or an 
extender pigment, a metal oxide such as cobalt oxide, a plasticizer such 
as dibutyl phthalate, dioctyl phthalate, tricresyl phosphate, polyethylene 
glycol or polyprpylene glycol, a cissing inhibitor and a fluidity 
adjustor. 
The above-mentioned adhesion improver is mixed to improve the adhesion of 
the coating film to a substrate, and examples of the adhesion improver 
include tetrazoles such as tetrazole, 1-phenyltetrazole, 5-aminotetrazole, 
5-amino-1-methyltetrazole, 5-amino-2-phenyltetrazole, 
5-mercapto-1-phenyltetrazole, 5-mercapto-1-methyltetrazole, 
5-methylthiotetrazole and 5-chloro-1-phenyl-1H-tetrazole. 
The composition of the present invention can be used under the irradiation 
circumstance of a safelight having a maximum wavelength and a high 
spectral luminous efficiency selected within the range of 500 to 620 nm. 
When the composition is used under this safelight, an absorbency of the 
unexposed coating film formed from the composition is 0.5 or less within 
the range of the maximum wavelength .+-.30 nm of the safelight. 
As a conventional safelight, a fluorescent lamp which is colored red has 
been used, but an emission spectrum of the fluorescent lamp has a 
wavelength range within a wide range of from an ultraviolet light to a 
visible light region (FIG. 5). Therefore, this fluorescent lamp cures even 
a portion of the visible light-sensitive resin coating film which does not 
need to be cured, so that any clear resist pattern cannot be formed by a 
developing treatment. This drawback is compensated by lowering the 
intensity of the light, which inconveniently makes a working circumstance 
dark. On the contrary, in the present invention, there is employed the 
safelight, for example, a sodium lamp having a sharp wavelength, whereby 
the above-mentioned problem can be solved. 
That is to say, the safelight for use in the present invention is a visible 
light having a high spectral luminous efficiency and a maximum wavelength 
selected within the range of 500 to 620 nm, preferably 510 to 600 nm. This 
safelight can be obtained, for example, by using a discharge lamp in which 
the light having the maximum wavelength in the above-mentioned range can 
be emitted by discharging the lamp itself in a gas such as sodium. Of 
various discharge lamps, the sodium lamp is excellent in safety 
properties, working circumstance properties and the like, because the 
light emitted from the sodium lamp consists mainly of a yellow D-ray 
having a wavelength of 589 nm and it is a monochromatic light, so that a 
chromatic aberration of the light is low and hence objects can be sharply 
displayed. FIG. 1 shows a spectral distribution diagram of the 
low-pressure sodium lamp. As shown in this spectral distribution diagram 
of the sodium lamp, in addition to the D-ray which is the maximum 
wavelength of the sodium lamp, the safelight may have a high-energy ray 
wavelength component (a short-wavelength range) to such a degree as not to 
adversely affect the visible light-sensitive resin composition. 
Furthermore, a light emitted from the sodium lamp equipped with a filter to 
cut high-energy ray wavelength components other than the D-ray can also be 
used as the safelight. The spectral distribution of the sodium lamp in 
which the high-energy ray wavelength components are cut is shown in FIG. 
2. Examples of the filter include "Fantac FD-1081 Scarlet", "Fantac 
FC-1431 Sunflower Yellow" (both of them are trade marks and made by Kansai 
Paint Co., Ltd.), and "Lintech Lumicool film No. 1905" (a trade mark, made 
by Lintech Co., Ltd.). 
Moreover, the safelight for use in the present invention is preferably a 
sharp monochromatic light of 589 nm such as the light from the sodium 
lamp, but in addition to the light having the maximum wavelength in the 
range of 500 to 620 nm, there may be used a safelight containing a 
wavelength component which is distributed in a wavelength range of an 
ultraviolet light range, a visible light range other than the 
above-mentioned range or an infrared light range. However, when the 
safelight containing the wavelength component distributed in any of such 
other ranges is used, this wavelength distribution range is required to be 
the range of the safelight which does not have an adverse influence 
(sensitization) on the visible light-sensitive resin composition. 
Such a safe high-energy light wavelength range (a low wavelength range) is 
concerned with the distributed energy intensity of the light and the 
absorbency of the visible light-sensitive resin composition in this range. 
When the energy intensity of the light is high, the composition having the 
low absorbency can be used, and when the energy intensity of the light is 
low, the composition having a relatively higher absorbency than the former 
can be used. In view of these requirements, the safelight can contain the 
high-energy light range to such a degree as not to adversely affect the 
visible light-sensitive resin composition. However, a usual fluorescent 
lamp having a maximum wavelength of 500 to 620 nm cannot be used as the 
safelight for the visible light curable resin composition which is to be 
sensitized by the visible laser having an oscillation line especially at 
488 nm or 532 nm, because this type of fluorescent lamp has the high light 
energy in less than 500 nm, especially in 400 to 499 nm. 
The absorbency defined in the present invention is represented by the 
formula of -log (I/I.sub.0) wherein I is an intensity of the light 
transmitted through a coating film formed by applying the visible light 
curable resin composition onto the surface of a transparent substrate and 
then drying the same (removing the solvent); and I.sub.0 is an intensity 
of the light transmitted through a blank [the transparent substrate (e.g., 
a polyethylene terephthalate sheet) onto which the sample (the 
photosensitive resin composition) is applied]. 
An extent of a light brightness which human eyes can perceive can be 
represented by the spectral luminous efficiency. As defined in JIS 
Z8113-2005, this spectral luminous efficiency can be defined as the 
reciprocal of a relative value of a radiation luminance of a monochromatic 
light having a wavelength .lambda. when the brightness of the 
monochromatic light having the wavelength .lambda. is judged to be equal 
to that of a reference for comparison under predetermined observational 
conditions, and usually, it can be defined as a value standardized so that 
the maximum value may become 1 when the wavelength .lambda. is varied. 
FIG. 3 shows a spectral luminous efficiency curve in the range of 380 to 
780 nm that is the wavelength range of the visible light. In FIG. 3, the 
ratio of the spectral luminous efficiency is shown on the assumption that 
the maximum value of the spectral luminous efficiency on the ordinate axis 
is 100. It is apparent from this curve that in the range of 640 to 780 nm 
which is the conventional wavelength range of red, the spectral luminous 
efficiency is low and this range is perceived to be dark by human eyes, 
and for example, in order for the human eyes to perceive the same 
brightness as at a wavelength of 589 nm, the intensity of the irradiated 
light must be further increased. In addition, the maximum value of a 
luminosity is about 555 nm (JIS-Z8113 2008). 
The absorbency of the unexposed coating film formed from the visible light 
curable resin composition of the present invention is 0.5 or less, 
preferably 0.2 or less, more preferably 0.1 or less in the range of the 
maximum wavelength .+-.30 nm (-30 nm to +30 nm), preferably the maximum 
wavelength .+-.20 nm (-20 nm to +20 nm), or more preferably the maximum 
wavelength .+-.10 nm (-10 nm to +10 nm) of the safelight having the 
maximum wavelength selected within the above-mentioned range. 
The thickness of the dry film (exclusive of the solvent) formed from the 
visible light curable resin composition of the present invention is set so 
that the absorbency of the unsensitized coating film formed from this 
composition may be 0.5 or less in the range of the maximum wavelength 
.+-.30 nm selected within the above-mentioned range of the maximum 
wavelength of the safelight, but from a practical viewpoint, it is usually 
in the range of 0.1 to 50 .mu.m, preferably 1 to 30 .mu.m. Furthermore, 
the absorbency depends on kinds and amounts of the photoreaction initiator 
(B), the photosensitizer (C) and the like contained in the composition, 
and in the case of the same composition, it also depends on the thickness 
of the coating film. That is to say, in the same composition, when the 
thickness of the coating film increases, the concentrations of the 
photoreaction initiator (B), the photosensitizer (C) and the like 
contained in the coating film increase, so that the absorbency increases. 
On the other hand, when the thickness of the coating film decreases, the 
concentrations of the above-mentioned components contained in the coating 
film decrease, so that the absorbency decreases. It is apparent from the 
foregoing that the absorbency can be adjusted so as to be within the 
above-mentioned range by adjusting the thickness of the coating film to be 
formed. 
The visible light curable resin composition of the present invention can be 
used for a variety of applications as known photosensitive materials such 
as coating compositions, inks, adhesives, resist materials, printing plate 
materials (printing materials for planography and letter-press, and 
presensitized plates for offset lithography), information recording 
materials, and materials for relief images. 
Next, typical resist materials (e.g., a general negative-type curable 
resist material and a negative-type curable resist material for 
electrodeposition coating) of the visible light curable resin composition 
of the present invention will be described. 
As the general negative-type curable resist material, for example, the 
visible light curable resin composition of the present invention is 
dispersed or dissolved in a solvent (inclusive of water) (in the case that 
a pigment is used as a colorant, the pigment is finely dispersed), thereby 
preparing a photosensitive solution, and this photosensitive solution is 
applied onto a substrate by the use of a coating device such as a roller, 
a roll coater or a spin coater, and then dried. 
Furthermore, the surface of the coating film can be previously covered with 
a cover coat layer prior to being cured by exposure to the visible light. 
This cover coat layer is formed for the purpose of blocking oxygen in air 
to prevent radicals generated by the exposure from being inactivated by 
the oxygen, and for the purpose of smoothly advancing the curing of the 
coating film by the exposure. 
This cover coat layer can be formed, for example, by covering the surface 
of the applied coating film with a resin film (film thickness=about 1 to 
70 .mu.m) of a polyester resin such as polyethylene terephthalate, an 
acrylic resin, a polyethylene, a polyvinyl chloride resin or the like; or 
by applying, onto the surface of the applied coating film, an aqueous 
solution prepared by dissolving or dispersing an aqueous resin (dry film 
thickness=about 0.5 to 5 .mu.m) in water and then drying it. In this case, 
examples of the aforesaid aqueous resin include polyvinyl alcohol, a 
partially saponificated compound of polyvinyl acetate, a copolymer of 
polyvinyl alcohol and vinyl acetate, a copolymer of the partially 
saponificated compound of polyvinyl acetate and vinyl acetate, polyvinyl 
pyrrolidone, a water-soluble polysaccharide polymer such as pullulan, and 
an acrylic resin, a polyester resin, a vinyl resin and an epoxy resin 
containing a basic group, an acidic group or a base. This cover coat layer 
is preferably removed after the exposure of the coating film and before 
the developing treatment. This cover coat layer of the water-soluble 
polysaccharide polymer or the aqueous resin can be removed, for example, 
with a solvent such as water, an acidic aqueous solution or a basic 
aqueous solution in which the resin can be dissolved or dispersed. 
Examples of the solvent which can be used to dissolve or disperse the 
visible light curable resin composition include ketones (e.g., acetone, 
methyl ethyl ketone and methyl isobutyl ketone), esters (e.g., ethyl 
acetate, butyl acetate, methyl benzoate and methyl propionate), ethers 
(e.g., tetrahydrofuran, dioxane and dimethoxyethane), cellosolves (e.g., 
methyl cellosolve, ethyl cellosolve and diethylene glycol monomethyl 
ether), aromatic hydrocarbons (e.g., benzene, toluene, xylene and 
ethylbenzene), halogenated hydrocarbons (e.g., chloroform, 
trichloroethylene and dichloromethane), alcohols (e.g., ethyl alcohol and 
benzyl alcohol), other solvents (e.g., dimethylformamide and dimethyl 
sulfoxide), and water. 
Furthermore, examples of the substrate include metals such as aluminum, 
magnesium, copper, zinc, chromium, nickel and iron, alloy sheets 
containing these metals as components, and printed circuit boards, 
plastics, glasses, silicone wafers and carbon plate whose surfaces are 
treated with these metals. 
Moreover, when used as a negative-type resist material for 
electrodeposition coating, the visible light curable resin composition is 
first brought into an aqueous dispersion or an aqueous solution. 
The aqueous dispersion or the aqueous solution of the visible light curable 
resin composition can be formed by (1) neutralizing the composition with 
an alkali (a neutralizer) when an anionic group such as a carboxyl group 
is introduced in the photocurable resin, or (2) neutralizing it with an 
acid (a neutralizer) when a cationic group such as an amino group is 
introduced therein. Examples of the alkali neutralizer which can be used 
at this time include alkanolamines such as monoethanolamine, 
diethanolamine and triethanolamine; alkylamines such as triethylamine, 
diethylamine, monoethylamine, diisopropylamine, trimethylamine and 
diisobutylamine; alkylalkanolamines such as dimethylaminoethanol; 
alicyclic amines such as cyclohexylamine; hydroxides of alkali metals such 
as caustic soda and caustic potash; and ammonia. Furthermore, examples of 
the acid neutralizer include monocarboxylic acids such as formic acid, 
acetic acid, lactic acid and butyric acid. These neutralizers can be used 
singly or in the form of a mixture thereof. The amount of the neutralizer 
to be used is usually in the range of 0.2 to 1.0 equivalent, preferably 
0.3 to 0.8 equivalent per equivalent of the ionic group contained in the 
visible light curable resin composition. 
In order to further improve the flowability of the resin component 
dissolved or dispersed in water, a hydrophilic solvent can be added to the 
above-mentioned visible light curable resin composition, if necessary, and 
examples of the hydrophilic solvent include methanol, ethanol, 
isopropanol, n-butanol, t-butanol, methoxyethanol, ethoxyethanol, 
butoxyethanol, diethylene glycol monomethyl ether, dioxane and 
tetrahydrofuran. The amount of the hydrophilic solvent to be used is 
usually 300 parts by weight or less, preferably 100 parts by weight or 
less with respect to 100 parts by weight of the resin solid component. 
Furthermore, in order to increase the amount of the resin component to be 
applied onto the substrate, a hydrophobic solvent can be added to the 
above-mentioned visible light curable resin composition, and examples of 
the hydrophobic solvent include petroleum solvents such as toluene and 
xylene; ketones such as methyl ethyl ketone and methyl isobutyl ketone; 
esters such as ethyl acetate and butyl acetate; and alcohols such as 
2-ethylhexyl alcohol and benzyl alcohol. The amount of the hydrophobic 
solvent to be added is usually 200 parts by weight or less, preferably 100 
parts by weight or less with respect to 100 parts by weight of the resin 
solid component. 
The preparation of the visible light curable resin composition as an 
electrodeposition coating composition can be carried out by a conventional 
known method. For example, it can be prepared by sufficiently mixing the 
photocurable resin (A) dissolved in water by the above-mentioned 
neutralization, the photoreaction initiator (B), the photosensitizer (C) 
having a specific structure, a radical protecting compound (D) as needed, 
the solvent and other components, and then adding water to the mixture. 
The thus prepared composition can be further diluted with water in a usual 
manner to obtain an electrodeposition coating composition (or an 
electrodeposition bath), for example, having a pH of 4 to 9 and a bath 
concentration (a solid content concentration) in the range of 3 to 25% by 
weight, preferably 5 to 15% by weight. The electrodeposition coating 
composition prepared as described above can be applied onto the surface of 
a conductor which is a material to be coated in the following manner. That 
is to say, the pH and the concentration of the bath are first adjusted to 
be within the above-mentioned ranges, and the bath temperature is then 
controlled so as to be in the range of 15 to 40.degree. C., preferably 15 
to 30.degree. C. Next, a DC voltage of 5 to 200 V is applied to the thus 
controlled electrodeposition bath, while the conductor to be coated is 
immersed in the bath as an anode when the deposition coating composition 
is an anionic type, or as a cathode when the deposition coating 
composition is a cationic type. A voltage application time is suitably in 
the range of 10 seconds to 5 minutes. 
As the electrodeposition coating technique, there can also be carried out a 
method of applying an electrode-position coating composition having a low 
glass transition temperature to the material to be applied, washing it 
with water, or washing it with water and drying, and then applying another 
electrodeposition coating composition having a glass transition 
temperature of 20.degree. C. or more (refer to Japanese Patent Application 
Laid-Open No. 20873/1990), i.e., a method of conducting a double-coat 
electrodeposition coating. 
The thickness of the obtained coating film is usually in the rage of 0.1 to 
50 .mu.m, preferably 1 to 15 .mu.m in terms of the dry coating film 
thickness. After the electrodeposition coating, the applied substrate is 
taken out of the electrodeposition bath, washed with water, and then dried 
with hot air to remove water content from the electrodeposited coating 
film. 
Examples of the usable conductor include conductive materials such as 
metals, carbon and tin oxides as well as plastics and glasses whose 
surfaces are fixedly covered with these conductive materials by 
lamination, plating or the like. 
Furthermore, a cover coat layer may be previously formed on the surface of 
the electrodeposited coating film prior to the exposure and the curing 
with the visible light. Examples of this cover coat layer include the 
materials mentioned above. The cover coat layer is preferably removed 
before the electrodeposited coating film is subjected to the developing 
treatment. The cover coat layer comprising the water-soluble 
polysaccharide polymer or the aqueous resin can be removed with, for 
example, a solvent such as water, an acidic aqueous solution or a basic 
aqueous solution which can dissolve or disperse the used resin. 
The visible light resist material formed on the conductor surface in the 
above-mentioned manner, or the electrodeposited visible light resist 
coating film obtained by the electrodeposition coating is exposed to the 
visible light in accordance with an image and cured, and an unexposed 
portion is then removed by the developing treatment, thereby forming the 
image. 
As for a light source for curing the composition for the visible 
light-sensitive material of the present invention, a conventional known 
visible light source can be used without any particular restriction, so 
long as it can cure the composition. Examples of the light source which 
can emit the visible light include an ultra-high pressure, a high 
pressure, an intermediate pressure or a low pressure mercury-vapor lamp, a 
chemical lamp, a carbon-arc lamp, a xenon lamp, a metal halide lamp and a 
tungsten lamp. Moreover, there can also be used various lasers having an 
oscillation line in the visible light range in which an ultraviolet light 
is cut from the above-mentioned light sources through an ultraviolet light 
cut filter. Above all, an argon laser having an oscillation line at 488 nm 
or a YAG-SHG laser having an oscillation line at 532 nm is desirable. 
The developing treatment can be carried out by washing out the unexposed 
portion of the coating film with an aqueous alkaline solution when the 
unexposed coating film portion is anionic, or with an aqueous acidic 
solution having a pH of 5 or less when it is cationic. Usual examples of 
the usable alkaline aqueous solution include caustic soda, sodium 
carbonate, caustic potash and aqueous ammonia which can neutralize a free 
carboxylic acid contained in the coating film to make the coating film 
water-soluble, whereas examples of the usable aqueous acidic solution 
include acetic acid, formic acid and lactic acid. 
Furthermore, in the case of the photocurable resin having no ionic group, 
the developing treatment can be carried out by dissolving the unexposed 
portion with a solvent such as 1,1,1-trichloromethane, trichloroethylene, 
methyl ethyl ketone or methylene chloride. The thus developed coating film 
is washed with water, and then dried by hot air to form a desired image on 
the conductor. If necessary, etching can be done to remove an exposed 
conductive portion, and a resist film can be then removed to prepare a 
print circuit board. 
In addition to the above-mentioned use applications, for example, the 
composition for the visible light-sensitive material of the present 
invention can be applied onto a transparent resin film of a polyester 
resin such as polyethylene terephthalate, an acrylic resin, a 
polyethylene, a polyvinyl chloride resin or the like which becomes a cover 
film layer by the use of a roll coater, a blade coater or a curtain 
coater, followed by drying to form a resist film (the thickness of the dry 
film=about 0.1 to 5 .mu.m). Afterward, a protective film is then laminated 
on this coating film to obtain a dry film resist. 
From such a dry film resist, the protective film can be peeled off, and the 
dry film resist can be then laminated on a support so that the dry film 
resist may come in contact with the support by a means such as 
thermocompression bonding, thereby forming the resist film. The resist 
film can be exposed to the visible light, cured and then developed in 
accordance with an image in the same manner as in the case of the 
above-mentioned electrodeposition coating, thereby forming the image. 
Furthermore, on the dry film resist, the cover coat layer can be formed in 
the same manner as described, when needed. This cover coat layer may be 
formed by its application or by its adhesion onto the resist film. The 
cover coat layer may be removed or need not be removed prior to the 
developing treatment. 
The present invention will be described in more detail in accordance with 
examples. 
Incidentally, "part(s)" in examples and comparative examples which will be 
described hereinafter means "part(s) by weight". 
SYNTHETIC EXAMPLE 1 
Synthesis of Compound 1-1 in Table 1 
24.4 g of 2,4-dimethyl-3-ethylpyrrole, 8.4 g of 35% formalin and 500 ml of 
ethanol were stirred and dissolved under an air atmosphere, and after 17 g 
of 47% hydrobromic acid was added dropwise, reaction was carried out at 
room temperature for 12 hours. The solvent was concentrated and distilled 
off, and 500 ml of water was added to the residue and the reaction product 
was then extracted with 500 ml of chloroform. The thus obtained chloroform 
phase was washed with 1 liter of water, further washed with 200 ml of a 
saturated saline solution, and then dried over 20 g of sodium sulfate. 
Insolubles were removed by filtration, and 78 g of 
N-ethyl-N,N-diisopropylamine were added to the resultant filtrate. Next, 
85.2 g of boron trifluoride diethyl ether complex was added thereto and 
reaction was then carried out at room temperature for 6 hours. After 
completion of the reaction, the reaction product was washed with 500 ml of 
water, further washed with 200 ml of a saturated saline solution, and then 
dried over 20 g of sodium sulfate. Afterward, insolubles were removed by 
filtration, the resultant filtrate was concentrated, and the residue was 
treated by a silica gel column chromatography (a developing 
solution=chloroform) to collect a main component. After the collected 
solution was concentrated, recrystallization was done by the use of 
n-hexane and chloroform to purify the component, followed by drying at 
60.degree. C., to obtain 9.3 g of 
4,4-difluoro-2,6-diethyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene 
. 
In succession, 9.2 g of the above-mentioned boron compound was added to a 
methanol solution of sodium methoxide prepared by adding 3.47 g of 
metallic sodium to 380 ml of methanol, and reaction was carried out at 55 
to 60.degree. C. for 2 hours. After completion of the reaction, 1 liter of 
water was added thereto, and a desired compound was extracted with 600 ml 
of chloroform. The chloroform phase was washed with 1.5 liter of water and 
further 200 ml of a saturated saline solution, and then dried over 50 g of 
sodium sulfate. Next, filtration was done to obtain a filtrate and this 
filtrate was then concentrated, and the residue was treated by a silica 
gel column chromatography [a developing solution=chloroform-ethyl acetate 
mixing solvent (1:1)] to collect a main component. After the collected 
solution was concentrated, recrystallization was done by the use of 
chloroform to purify the component, followed by drying at 60.degree. C., 
to obtain 5.4 g (yield=17%) of 
4,4-dimethoxy-2,6-diethyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacen 
e. 
The results of the elemental analysis of the obtained compound are as 
follows: 
______________________________________ 
C (%) H (%) N (%) 
______________________________________ 
Calcd. 69.52 8.90 8.58 
Found 69.69 8.76 8.50 
______________________________________ 
SYNTHETIC EXAMPLE 2 
Synthesis of Compound 1-88 in Table 1 
57.4 g of ethyl-4,5-dimethyl-3-methoxypyrrole-2-carboxylate, 100.4 g of 88% 
formic acid and 85.2 g of 47% hydrobromic acid were mixed, and the mixture 
was heated up to 95.degree. C., followed by stirring for 3 hours. After 
cooled to room temperature, the reaction solution was extracted with 600 
ml of chloroform. The chloroform phase was washed with 2 liters of water 
and successively 200 ml of a saturated saline solution, and then dried 
over 20 g of sodium sulfate. Next, filtration was done to obtain a 
filtrate, and to this filtrate, 113 g of N-ethyl-N,N-diisopropylamine was 
added. Further, 123.5 g of boron trifluoride diethyl ether complex was 
added thereto, and reaction was then carried out at room temperature for 
12 hours. After completion of the reaction, the resultant organic phase 
was washed with 500 ml of water and further 200 ml of a saturated saline 
solution, and then dried over 20 g of sodium sulfate. Next, filtration was 
done to obtain a filtrate and this filtrate was then concentrated, and the 
residue was treated by a silica gel column chromatography (a developing 
solution: n-hexane/chloroform=35/65) to collect a main component. After 
the collected solution was concentrated, purification was performed by 
recrystallization from n-hexane and chloroform, followed by drying at 
60.degree. C., to obtain 0.6 g (yield=1.4%) of 
4,4-difluoro-2,3,5,6-tetramethyl-1,7-dimethoxy-4-bora-3a,4a-diaza-s-indace 
ne. 
The results of the elemental analysis of the obtained compound are as 
follows: 
______________________________________ 
C (%) H (%) N (%) 
______________________________________ 
Calcd. 58.47 6.22 9.09 
Found 58.55 6.33 9.16 
______________________________________ 
EXAMPLE 1 
A photosensitive solution was prepared by using 100 parts of a polymer as a 
photocurable resin (a polymeric binder) which was a mixture of methyl 
methacrylate/methacrylic acid/hydroxyphenyl methacrylate/benzyl 
methacrylate=50/20/10/20 (parts by weight), 55 parts of trimethylolpropane 
triacrylate, 1.5 parts of a compound 1-1 as a photosensitizer in Table 1, 
20 parts of a titanocene compound as a photoreaction initiator represented 
by formula (a): 
##STR198## 
and 160 parts of methyl cellosolve as a solvent. 
The thus obtained photosensitive solution was applied onto a copper-clad 
and glass-fiber-reinforced epoxy substrate having a copper layer of 18 
.mu.m in thickness on its surface and having a thickness of 2 mm and a 
size of 350.times.460 mm by the use of a spinner, and then dried at 
60.degree. C. for 10 minutes to prepare the substrate having a resist film 
of 5 .mu.m in dry thickness. Next, this substrate having the resist film 
was irradiated at an intensity of 5 mJ/cm.sup.2 with a xenon lamp (an 
ultraviolet wavelength range was cut) and a second harmonic (532 nm) of a 
YAG laser, and at this time, it was confirmed that the resin was rapidly 
cured [the cured resin was not dissolved by a developing treatment in 
which the substrate was immersed in a 1% aqueous sodium carbonate solution 
(a developing solution) at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp (the ultraviolet 
wavelength range was cut) and the second harmonic (532 nm) of the YAG 
laser in the same manner as described above, and at this time, it was 
confirmed that the resin was rapidly cured. 
EXAMPLES 2 TO 90 
The same procedure as in Example 1 was conducted except that compounds 1-2 
to 1-90 in Table 1 were used as photosensitizers, thereby preparing 
photosensitive solutions. Afterward, by the use of each of these 
photosensitive solutions, a resist film was formed on a substrate in the 
same manner as in Example 1, and the substrate having the resist film was 
then irradiated at an intensity of 5 mJ/cm.sup.2 with a xenon lamp (an 
ultraviolet wavelength range was cut) and a second harmonic (532 nm) of a 
YAG laser, and at this time, it was confirmed that the resin was rapidly 
cured [the cured resin was not dissolved by a developing treatment in 
which the substrate was immersed in a 1% aqueous sodium carbonate solution 
(a developing solution) at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 91 
The same procedure as in Example 1 was conducted except that 20 parts of 
the titanocene compound represented by formula (a) in Example 1 were 
replaced with 20 parts of 
3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone as a photoreaction 
initiator, thereby preparing about the same photosensitive solution as in 
Example 1. Afterward, by the use of this photosensitive solution, a resist 
film was formed on a substrate in the same manner as in Example 1, and the 
substrate having the resist film was then irradiated at an intensity of 5 
mJ/cm.sup.2 with a xenon lamp (an ultraviolet wavelength range was cut) 
and a second harmonic (532 nm) of a YAG laser, and at this time, it was 
confirmed that the resin was rapidly cured [the cured resin was not 
dissolved by a developing treatment in which the substrate was immersed in 
a 1% aqueous sodium carbonate solution (a developing solution) at 
30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner a described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 92 
The same procedure as in Example 1 was conducted except that 20 parts of 
the titanocene compound represented by formula (a) in Example 1 were 
replaced with 20 parts of di-t-butyl diperoxyisophthalate as a 
photoreaction initiator, thereby preparing about the same photosensitive 
solution as in Example 1. Afterward, by the use of this photosensitive 
solution, a resist film was formed on a substrate in the same manner as in 
Example 1, and the substrate having the resist film was then irradiated at 
an intensity of 5 mJ/cm.sup.2 with a xenon lamp (an ultraviolet wavelength 
range was cut) and a second harmonic (532 nm) of a YAG laser, and at this 
time, it was confirmed that the resin was rapidly cured [the cured resin 
was not dissolved by a developing treatment in which the substrate was 
immersed in a 1% aqueous sodium carbonate solution (a developing solution) 
at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 93 
The same procedure as in Example 1 was conducted except that 1.5 parts of a 
compound 1-1 shown in Table 1 in Example 1 were replaced with 1 part of a 
compound 1-88 and 1 part of a compound 1-89 in Table 1, thereby preparing 
about the same photosensitive solution as in Example 1. Afterward, by the 
use of this photosensitive solution, a resist film was formed on a 
substrate in the same manner as in Example 1, and the substrate having the 
resist film was then irradiated at an intensity of 5 mJ/cm.sup.2 with a 
xenon lamp (an ultraviolet wavelength range was cut) and a second harmonic 
(532 nm) of a YAG laser, and at this time, it was confirmed that the resin 
was rapidly cured [the cured resin was not dissolved by a developing 
treatment in which the substrate was immersed in a 1% aqueous sodium 
carbonate solution (a developing solution) at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 94 
The same procedure as in Example 1 was conducted except that 1.5 parts of a 
compound 1-1 shown in Table 1 in Example 1 were replaced with 1 part of a 
compound 1-43 and 1 part of a compound 1-90 in Table 1, thereby preparing 
a photosensitive solution having about the same composition as in Example 
1. Afterward, by the use of this photosensitive solution, a resist film 
was formed on a substrate in the same manner as in Example 1, and the 
substrate having the resist film was then irradiated at an intensity of 5 
mJ/cm.sup.2 with a xenon lamp (an ultraviolet wavelength range was cut) 
and a second harmonic (532 nm) of a YAG laser, and at this time, it was 
confirmed that the resin was rapidly cured [the cured resin was not 
dissolved by a developing treatment in which the substrate was immersed in 
a 1% aqueous sodium carbonate solution (a developing solution) at 
30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 95 
The same procedure as in Example 1 was conducted except that 100 parts of 
the acrylic resin in Example 1 were replaced with 100 parts of a 
photocurable resin (acid value=about 70, and degree of unsaturation=1.83 
mol/kg) obtained by adding 35 parts of glycidyl methacrylate to 100 parts 
of a radical copolymer (acid value=about 233) of methyl 
acrylate/styrene/acrylic acid=60/10/30 (weight ratio) to carry out an 
addition reaction, thereby preparing a photosensitive solution having 
about the same composition as in Example 1. Afterward, by the use of this 
photosensitive solution, a resist film was formed on a substrate in the 
same manner as in Example 1, and the substrate having the resist film was 
then irradiated at an intensity of 5 mJ/cm.sup.2 with a xenon lamp (an 
ultraviolet wavelength range was cut) and a second harmonic (532 nm) of a 
YAG laser, and at this time, it was confirmed that the resin was rapidly 
cured [the cured resin was not dissolved by a developing treatment in 
which the substrate was immersed in a 1% aqueous sodium carbonate solution 
(a developing solution) at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 96 
The same procedure as in Example 1 was conducted except that 100 parts of 
acrylic resin in Example 1 were replaced with a mixture of 50 parts of the 
acrylic resin and 50 parts of the photocurable resin used in Example 95, 
thereby preparing a photosensitive solution having about the same 
composition as in Example 1. Afterward, by the use of this photosensitive 
solution, a resist film was formed on a substrate in the same manner as in 
Example 1, and the substrate having the resist film was then irradiated at 
an intensity of 5 mJ/cm.sup.2 with a xenon lamp (an ultraviolet wavelength 
range was cut) and a second harmonic (532 nm) of a YAG laser, and at this 
time, it was confirmed that the resin was rapidly cured [the cured resin 
was not dissolved by a developing treatment in which the substrate was 
immersed in a 1% aqueous sodium carbonate solution (a developing solution) 
at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 97 
The same procedure as in Example 1 was conducted except that 100 parts of 
the acrylic resin and 55 parts of trimethylolpropane triacrylate in 
Example 1 were replaced with 155 parts of the photocurable resin used in 
Example 95, thereby preparing a photosensitive solution having about the 
same composition as in Example 1. Afterward, by the use of this 
photosensitive solution, a resist film was formed on a substrate in the 
same manner as in Example 1, and the substrate having the resist film was 
then irradiated at an intensity of 5 mJ/cm.sup.2 with a xenon lamp (an 
ultraviolet wavelength range was cut) and a second harmonic (532 nm) of a 
YAG laser, and at this time, it was confirmed that the resin was rapidly 
cured [the cured resin was not dissolved by a developing treatment in 
which the substrate was immersed in a 1% aqueous sodium carbonate solution 
(a developing solution) at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 98 
The same procedure as in Example 1 was conducted except that 55 parts of 
trimethylolpropane triacrylate and 20 parts of the titanocene compound in 
Example 1 were replaced with an oxetane compound represented by formula 
(b) 
##STR199## 
and 10 parts of a compound represented by formula (c) 
##STR200## 
as a light acid generator, thereby preparing a photosensitive solution 
having about the same composition as in Example 1. Afterward, by the use 
of this photosensitive solution, a resist film was formed on a substrate 
in the same manner as in Example 1, and the substrate having the resist 
film was then irradiated at an intensity of 5 mJ/cm.sup.2 with a xenon 
lamp (an ultraviolet wavelength range was cut) and a second harmonic (532 
nm) of a YAG laser, and at this time, it was confirmed that the resin was 
rapidly cured [the cured resin was not dissolved by a developing treatment 
in which the substrate was immersed in a 1% aqueous sodium carbonate 
solution (a developing solution) at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 99 
100 parts (solid content) of the photosensitive solution obtained in 
Example 95 were mixed with 7 parts of triethylamine, and after stirring, 
the mixture was then dispersed in deionized water to obtain an aqueous 
resin dispersion (solid content=15%). 
Anionic electrodeposition coating was carried out so that the thickness of 
a dry film might be 5 .mu.m under conditions that the thus obtained 
aqueous resin dispersion was used as an electrodeposition coating bath and 
a laminated copper plate was used as an anode. Afterward, the plate having 
the film was washed with water, and then dried at 80.degree. C. for 5 
minutes to obtain an electrodeposited photosensitive layer. This 
photosensitive layer was irradiated at an intensity of 5 mJ/cm.sup.2 with 
a xenon lamp (an ultraviolet wavelength range was cut) and a second 
harmonic (532 nm) of a YAG laser, and at this time, it was confirmed that 
the resin was rapidly cured [the cured resin was not dissolved by a 
developing treatment in which the substrate was immersed in a 1% aqueous 
sodium carbonate solution (a developing solution) at 30.degree. C. for 1 
minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
photosensitive layer was irradiated with the xenon lamp having an 
intensity of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and 
the second harmonic (532 nm) of the YAG laser in the same manner as 
described above, and at this time, it was confirmed that the resin was 
rapidly cured. 
EXAMPLE 100 
100 parts of a photocurable resin (amine value=about 56, and degree of 
unsaturation=1.83 mol/kg) obtained by adding 15 parts of acrylic acid to 
100 parts of a radical copolymer of methyl acrylate/styrene/butyl 
acrylate/glycidyl methacrylate/dimethylaminoethyl 
methacrylate=20/10/22/30/18 (weight ratio) to carry out an addition 
reaction were mixed with 1.5 parts of a compound 1-1 in Table 1, 55 parts 
of trimethylolpropane triacrylate and 20 parts of the same titanocene 
compound as used in Example 1 to obtain a photosensitive solution. 
Afterward, 100 parts (solid content) of this photosensitive solution were 
mixed with 3 parts of acetic acid, and the mixture was then dispersed in 
deionized water to obtain an aqueous resin dispersion (solid content=15%). 
Cationic electrodeposition coating was carried out so that the thickness of 
a dry film might be 5 .mu.m under conditions that the thus obtained 
aqueous resin dispersion was used as an electrodeposition coating bath and 
a laminated copper plate was used as an anode. Afterward, the plate having 
the film was washed with water, and then dried at 80.degree. C. for 5 
minutes to obtain an electrodeposited photosensitive layer. This 
photosensitive layer was irradiated at an intensity of 5 mJ/cm.sup.2 with 
a xenon lamp (an ultraviolet wavelength range was cut) and a second 
harmonic (532 nm) of a YAG laser, and at this time, it was confirmed that 
the resin was rapidly cured [the cured resin was not dissolved by a 
developing treatment in which the substrate was immersed in a 2.38% 
aqueous tetramethylammonium hydroxide solution (a developing solution) at 
30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
photosensitive layer was irradiated with the xenon lamp having an 
intensity of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and 
the second harmonic (532 nm) of the YAG laser in the same manner as 
described above, and at this time, it was confirmed that the resin was 
rapidly cured. 
EXAMPLE 101 
The same procedure as in Example 1 was conducted except that 3 parts of 
N,N-dimethylaniline were added as a radical protecting compound, thereby 
preparing a photosensitive solution having about the same composition as 
in Example 1. Afterward, by the use of this photosensitive solution, a 
resist film was formed on a substrate in the same manner as in Example 1, 
and the substrate having the resist film was then irradiated at an 
intensity of 2 mJ/cm.sup.2 with a xenon lamp (an ultraviolet wavelength 
range was cut) and a second harmonic (532 nm) of a YAG laser, and at this 
time, it was confirmed that the resin was rapidly cured [the cured resin 
was not dissolved by a developing treatment in which the substrate was 
immersed in a 1% aqueous sodium carbonate solution (a developing solution) 
at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLES 102 TO 190 
The same procedure as in each of Examples 2 to 90 was conducted except that 
3 parts of N,N-dimethylaniline were added as a radical protecting 
compound, thereby preparing a photosensitive solution. Afterward, by the 
use of this photosensitive solution, a resist film was formed on a 
substrate in the same manner as in Example 1, and the substrate having the 
resist film was then irradiated at an intensity of 2 mJ/cm.sup.2 with a 
xenon lamp (an ultraviolet wavelength range was cut) and a second harmonic 
(532 nm) of a YAG laser, and at this time, it was confirmed that the resin 
was rapidly cured [the cured resin was not dissolved by a developing 
treatment in which the substrate was immersed in a 1% aqueous sodium 
carbonate solution (a developing solution) at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 191 
The same procedure as in Example 1 was conducted except that 5 parts of 
triethylphosphite were added as a radical protecting compound, thereby 
preparing a photosensitive solution. Afterward, by the use of this 
photosensitive solution, a resist film was formed on a substrate in the 
same manner as in Example 1, and the substrate having the resist film was 
then irradiated at an intensity of 2 mJ/cm.sup.2 with a xenon lamp (an 
ultraviolet wavelength range was cut) and a second harmonic (532 nm) of a 
YAG laser, and at this time, it was confirmed that the resin was rapidly 
cured [the cured resin was not dissolved by a developing treatment in 
which the substrate was immersed in a 1% aqueous sodium carbonate solution 
(a developing solution) at 30.degree. C. for 1 minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was irradiated with the xenon lamp having an intensity 
of 5 mJ/cm.sup.2 (the ultraviolet wavelength range was cut) and the second 
harmonic (532 nm) of the YAG laser in the same manner as described above, 
and at this time, it was confirmed that the resin was rapidly cured. 
EXAMPLE 192 
A photosensitive solution was prepared by using 100 parts of a radical 
copolymer (toluene solution) of methacrylic acid/styrene/methyl 
acrylate/methyl methacrylate=20/10/20/50 (parts by weight), 60 parts of 
tetraethyleneglycol dimethacrylate, 1.5 parts of a compound 1-1 as a 
photosensitizer in Table 1, 1 part of the titanocene compound used in 
Example 1. This photosensitive solution was applied onto polyester film 
having 25 .mu.m in thickness by using blade coater, and then dried at 
100.degree. C. to obtain a visible light curable resin composition layer 
having 50 .mu.m in thickness. Afterward, a polyethylene film having 35 
.mu.m in thickness was laminated as a protection film on the dried coated 
film to obtain a dry film resist. Thus obtained dry film resist was 
subjected to heat-lamination on a copper-plated multilayer substrate with 
pealing off the protection film so that a photosensitive layer according 
to the dry film was prepared. 
The substrate having the photosensitive layer was then irradiated at an 
intensity of 5 mJ/cm.sup.2 with a xenon lamp (an ultraviolet wavelength 
range was cut) and a second harmonic (532 nm) of a YAG laser. The 
polyester film was pealed off from the surface of the photosensitive 
layer. The exposed parts were not dissolved by a developing treatment in 
which the substrate was immersed in a 1% aqueous sodium carbonate solution 
(a developing solution) at 30.degree. C. for 1 minute. On the other hand, 
unexposed parts were washed off by the developing solution. That is, it 
was recognized that the dry film was good. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was evaluated in the same manner as described above, 
and at this time, it was confirmed that the photosensitivity was not 
changed. 
EXAMPLES 193-281 
The same procedure as in Example 192 was conducted except that compounds 
1-2 to 1-90 in Table 1 were used as photosensitizers, thereby preparing 
photosensitive solutions. Afterward, by the use of each of these 
photosensitive solutions, a photosensitive layer was formed on a substrate 
in the same manner as in Example 192, and the substrate having the 
photosensitive layer was then irradiated at an intensity of 5 mJ/cm.sup.2 
with a xenon lamp (an ultraviolet wavelength range was cut) and a second 
harmonic (532 nm) of a YAG laser, and at this time, it was confirmed that 
the resin was rapidly cured [the cured resin was not dissolved by a 
developing treatment in which the substrate was immersed in a 1% aqueous 
sodium carbonate solution (a developing solution) at 30.degree. C. for 1 
minute]. 
Furthermore, after allowed to stand at room temperature for 6 months, the 
unexposed substrate was evaluated in the same manner as described above, 
and at this time, it was confirmed that the photosensitivity was not 
changed. 
EXAMPLE 282 
The photosensitive solution obtained in Example 1 was applied onto a 
copper-plated glass-fiber-reinforced epoxy substrate in a dark room by a 
bar coater so that the thickness of a dry film might be 5 .mu.m, and it 
was then dried at 60.degree. C. for 10 minutes to prepare the substrate 
having a resist film. 
Next, the surface of the thus obtained substrate having the resist film was 
irradiated with a sodium lamp shown in FIG. 1 at a luminous intensity of 
40 lux for 24 hours. Afterward, this substrate having the resist film was 
heated at 120.degree. C. for 30 minutes in the dark room, and then 
immersed in a 1% aqueous sodium carbonate solution as a developing 
solution at 30.degree. C. for 1 minute. As a result, the resist film was 
completely dissolved in the aqueous sodium carbonate solution, which meant 
that photocuring did not occur at all conveniently by the irradiation of 
the sodium lamp. 
The above-mentioned photosensitive solution was applied onto a transparent 
polyethylene terephthalate sheet by a bar coater so that the thickness of 
a coating film might be 5 .mu.m, and it was then dried at 60.degree. C. 
for 10 minutes. Next, the absorbency of this coating film was measured. 
The results are shown in FIG. 4. The ordinate represents the absorbency, 
and the abscissa represents a wavelength nm. 
It was confirmed from the wavelength of a safelight in FIG. 1 and an 
absorbency curve in FIG. 4 that the safelight did not have a bad influence 
on the photosensitive solution, and it was also confirmed from a spectral 
luminous efficiency curve in FIG. 3 that this safelight was a bright 
light. 
EXAMPLES 283 TO 371 
The photosensitive solution obtained in each of Examples 2 to 90 was 
applied onto a copper-plated glass-fiber-reinforced epoxy substrate in a 
dark room by a bar coater so that the thickness of a dry film might be 5 
.mu.m, and it was then dried at 60.degree. C. for 10 minutes to prepare 
the substrate having a resist film. 
Next, the surface of the thus obtained substrate having the resist film 
(the thickness of the dry resist film=5 .mu.m) was irradiated with a 
sodium lamp shown in FIG. 1 at a luminous intensity of 40 lux for 24 
hours. Afterward, this substrate having the resist film was heated at 
120.degree. C. for 30 minutes in the dark room, and then immersed in a 1% 
aqueous sodium carbonate solution as a developing solution at 30.degree. 
C. for 1 minute. As a result, the resist film was completely dissolved in 
the aqueous sodium carbonate solution, which meant that photocuring did 
not occur at all conveniently by the irradiation of the sodium lamp. 
COMATIVE EXAMPLES 1 TO 90 
The same procedure as in each of Examples 282 to 371 was conducted except 
that the sodium lamp in Examples 282 to 371 was replaced with a 
fluorescent lamp, thereby preparing a substrate having a resist film. In 
addition, the thus obtained substrate was immersed in a 1% aqueous sodium 
carbonate solution in the same manner as in Example 1. As a result, the 
resist film was not dissolved in the aqueous sodium carbonate solution 
inconveniently. 
A spectral distribution of a fluorescence or the like used in Comparative 
Examples 1 to 90 is shown in FIG. 5.