Heat-sensitive transfer material

A heat-sensitive transfer material comprising a support having provided thereon a coloring material layer containing a dye represented by formula (I): ##STR1## wherein Q.sup.1 represents an atomic group containing at least one nitrogen atom required to form a nitrogen-containing heterocyclic ring containing 5 or more members together with the carbon atoms to which Q.sup.1 is bonded; PA0 R.sup.1 represents an acyl group or a sulfonyl group; PA0 R.sup.2 represents a hydrogen atom or an aliphatic group containing from 1 to 6 carbon atoms; PA0 R.sup.3 represents a hydrogen atom, a halogen atom, an alkoxy group or an aliphatic group containing from 1 to 6 carbon atoms, and may be connected to R.sup.1, R.sup.2 or R.sup.4 to form a ring; PA0 R.sup.4 represents a halogen atom, an alkoxy group or an aliphatic group containing from 1 to 6 carbon atoms; PA0 R.sup.5 and R.sup.6, which may be the same or different, each represents a hydrogen atom, an aliphatic group containing from 1 to 6 carbon atoms or an aromatic group, and R.sup.5 and R.sup.6 may be connected to each other to form a ring, or at least one of R.sup.5 and R.sup.6 may be connected to R.sup.4 to form a ring; and PA0 n represents an integer of from 0 to 4.

FIELD OF THE INVENTION 
The present invention relates to a heat-sensitive transfer material. More 
particularly, the present invention relates to a novel heat-sensitive 
transfer material which can easily produce a record image excellent in 
stability and fastnesses on a recording material. 
BACKGROUND OF THE INVENTION 
At present, color recording techniques such as by electrophotography, ink 
jet process, heat-sensitive transfer process or the like are known. 
The heat-sensitive transfer recording process can be deemed to be of 
greater advantage than other processes because the equipment for use in 
such a process are easy to maintain and operate, and the equipment itself 
and the materials to be consumed are inexpensive. 
The heat-sensitive transfer processes include a melt process and a 
sublimating process. In the melt process, a transfer sheet comprising a 
heat-meltable ink layer formed on a base film is heated by a thermal head 
so that the ink imagewise melt transferred to transfer images to a 
recording material. In the sublimating process, a transfer sheet 
comprising a coloring material layer containing a sublimable dye formed on 
a base film is heated by a thermal head so that the dye is imagewise 
sublimated and transfered to form an image on a recording material. In the 
sublimating process, the amount of the dye to be sublimated can be easily 
controlled by properly altering the energy applied to the thermal head. 
Thus, the sublimating process can easily provide records with a sufficient 
gradation. Accordingly, the sublimating process is particularly favorable 
for full-color recording. 
In order to provide a cyan color record in the sublimating heat-sensitive 
transfer process, a transfer material comprising a coloring material layer 
containing a cyan dye may be used. However, conventional cyan color 
transfer materials are deficient in their properties. It has therefore 
been desired to develop improved cyan color transfer materials. 
The dye to be incorporated in such cyan color transfer materials is 
required to satisfy various requirements described hereinafter. 
Particularly, to be sutiable for a sublimating type heat-sensitive transfer 
process, a dye is required to be easily transferred under the normal 
operating conditions of the thermal recording head. Such a dye is also 
required to stand the normal temperature conditions of the heat-sensitive 
recording head without thermal decomposition. In order to provide an 
excellent color reproduction capability, such a dye is required to have a 
proper color hue and a great molecular extinction coefficient. Moreover, 
such a dye should be fast to heat, light, moisture, chemicals, and the 
like. Furthermore, such a dye should be easily synthesized. Furthermore, 
such a dye should be well adapted to be incorporated in an ink 
composition. 
However, dyes which have been heretofore proposed have various 
deficiencies. For example, anthraquinone dyes as described in 
JP-A-60-151097 and 60-151098 (the term "JP-A" as used herein means an 
"unexamined published Japanese patent application") are disadvantageous in 
that they have a poor color hue. Indoaniline dyes as described in 
JP-A-61-22993 and British Patent 2,161,824 are disadvantageous in that 
they are poor in fastness to heat and light. 
SUMMARY OF THE INVENTION 
It is therefore an object of the present invention to provide a 
heat-sensitive transfer material containing a cyan dye satisfying the 
above described requirements. 
The above and other objects and effects of the present invention will 
become more apparent from the following detailed description and examples. 
These objects of the present invention are accomplished with a 
heat-sensitive transfer material comprising a support having provided 
thereon a coloring material layer containing a dye represented by formula 
(I): 
##STR2## 
Wherein 
Q.sup.1 represents an atomic group containing at least one nitrogen atom 
required to form a nitrogen-containing heterocyclic ring containing 5 or 
more members together with the carbon atoms to which Q.sup.1 is bonded; 
R.sup.1 represents an acyl group or a sulfonyl group; 
R.sup.2 represents a hydrogen atom or an aliphatic group containing from 1 
to 6 carbon atoms; 
R.sup.3 represents a hydrogen atom, a halogen atom, an alkoxy group or an 
aliphatic group containing from 1 to 6 carbon atoms, and may be connected 
to R.sup.1, R.sup.2 or R.sup.4 to form a ring; 
R.sup.4 represents a halogen atom, an alkoxy group or an aliphatic group 
containing from 1 to 6 carbon atoms; 
R.sup.5 and R.sup.6, which may be the same or different, each represents a 
hydrogen atom, an aliphatic group containing from 1 to 6 carbon atoms or 
an aromatic group, and R.sup.5 and R.sup.6 may be connected to each other 
to form a ring, or at least one of R.sup.5 and R.sup.6 may be connected to 
R.sup.4 to form a ring; and 
n represents an integer of from 0 to 4. 
DETAILED DESCRIPTION OF THE INVENTION 
Q.sup.1 contains at least one nitrogen atom and represents an atomic group 
required to form a nitrogen-containing heterocyclic ring containing 5 or 
more members including the carbon atoms to which it is bonded. Examples of 
divalent groups capable of forming a ring together with said nitrogen atom 
include a divalent amino group, an ether group, a thioether group, an 
alkylene group, a vinylene group, an imino group, a sulfonyl group, a 
carbonyl group, an arylene group, and a divalent heterocyclic group. Two 
or more groups selected from these groups may be used in combination. 
These groups may further contain substituents. 
Q.sup.1 is preferably represented by 
##STR3## 
Q.sup.2 is a divalent group. Examples of Q.sup.2 include a divalent amino 
group, an ether group, a thioether group, an alkylene group, an ethylene 
group, an imino group, a sulfonyl group, a carbonyl group, an arylene 
group, a divalent heterocyclic group, and combinations of groups selected 
therefrom. 
R.sup.7 is a hydrogen atom or a group capable of bonding with a nitrogen 
atom represented by --X.sup.1 --R.sup.8 in which X.sup.1 represents 
chemical bond or a divalent connecting group. Examples of such a divalent 
connecting group include a divalent amino group, an ether group, a 
thioether group, an alkylene group, an ethylene group, an imino group, a 
sulfonyl group, a sulfoxy group, and a carbonyl group. A combination of 
groups selected from these groups may be used. These groups may further 
contain substituents. 
R.sup.8 represents a chain or cyclic, preferably having from 1 to 6 carbon 
atoms, an aliphatic group (such as methyl, butyl a and cyclohexyl), an 
aryl group (such as phenyl) or a heterocyclic ring (such as 2-pyridyl, 
2-imidazolyl, 2-furyl). These groups may be substituted by at least one 
group selected from an alkyl group, an aryl group, a heterocyclic group, 
an alkoxy group (such as methoxy, 2-methoxyethoxy), an aryloxy group (such 
as 2-chlorophenoxy, 4-cyanophenoxy), an alkenyloxy group (such as 
2-propenyloxy), an acyl group (such as acetyl, benzoyl), an ester group 
(such as butoxycarbonyl, phenoxycarbonyl, acetoxy, benzoyloxy, 
butoxysulfonyl, toluenesulfonyloxy), an amide group (such as acetylamino, 
ethylcarbamoyl, dimethylcarbamoyl, methanesulfonamide, butylsulfamoyl), a 
sulfamide group (such as dipropylsulfamoylamino), an imide group (such as 
succimide, hydantoinyl), a ureide group (such as phenylureide, 
dimethylureide), an aliphatic or aromatic sulfonyl group (such as 
methanesulfonyl, phenylsulfonyl), an aliphatic or aromatic thio group 
(such as ethylthio, phenylthio), a hydroxy group, a cyano group, a carboxy 
group, a nitro group, a sulfo group, and a halogen atom. 
These aliphatic groups may be straight-chain, branched or cyclic. These 
aliphatic groups also may be saturated or unsaturated. 
R.sup.1 is preferably a group represented by --CO--X.sup.2 --R.sup.9 
--SO.sub.2 --X.sup.2 --R.sup.9 in which X.sup.2 represents ---0--, 
##STR4## 
or a chemical bond, and in which R.sup.9 has the same meaning as R.sup.8. 
R.sup.9 is preferably an unsubstituted alkyl group or an alkyl or phenyl 
group of which hydrogen atoms are all substituted by hydrogen atoms. 
R.sup.10 has the same meaning as R.sup.2 which will be described 
hereinafter. 
R.sup.2 represents a hydrogen atom or an aliphatic group having from 1 to 6 
carbon atoms (such as methyl, ethyl, iso-propyl, cyclohexyl, 2-ethylhexyl, 
allyl). These groups may contain substituents as described with reference 
to R.sup.8. 
R.sup.3 represents a hydrogen atom, a halogen atom (such as F, Cl and Br), 
an alkoxy group (such as methoxy, ethoxy, propoxy), or an aliphatic group 
having from 1 to 6 carbon atoms (such as methyl, butyl, cyclohexyl). These 
groups may contain substituents as described with reference to R.sup.8. 
R.sup.4 has the same meaning as R.sup.3, with the proviso that R.sup.4 does 
not represent a hydrogen atom. The suffix n represents an integer of from 
1 to 4. If n is 2 or more, the plurality of R.sup.4 groups may be the same 
or different. 
R.sup.3 may be connected to R.sup.1, R.sup.2 or R.sup.4 to form a ring. 
R.sup.5 and R.sup.6 each represents a hydrogen atom or an aliphatic or 
aromatic group as defined in R.sup.8 (including an aryl or heterocyclic 
groups as defined in R.sup.8). 
R.sup.5 and R.sup.6 may be connected to each other to form a ring. R.sup.5, 
R.sup.6 , or both may be connected to R.sup.4 to form a ring. 
Preferred among the dyes represented by formula (I) is a dye represented by 
formula (II): 
##STR5## 
wherein R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.9, X.sup.2, and 
Q.sup.2 are as defined above. 
In formula (II) R.sup.7 is preferably a hydrogen atom. 
In formula (II) Q.sup.2 is preferably an atomic group required to form a 5- 
to 7-membered ring. 
In formula (II) X.sup.2 is preferably a chemical bond. 
Further preferred among the dyes represented by formula (I) is a dye 
represented by formula (III): 
##STR6## 
wherein R.sup.3, R.sup.4, R.sup.5, R.sup.6, and R.sup.9 are as defined 
above; Q.sup.3 represents 
##STR7## 
and R.sup.11, R.sup.12, R.sup.13 and R.sup.14 each represents a hydrogen 
atom or a group which can be bonded to the carbon atom or nitrogen atom in 
Q.sup.3 (including halogen atoms or groups as defined in R.sup.8). 
Specific examples of dyes represented by formula (I) and .lambda..sub.max 
of these dyes in ethyl acetate will be shown hereinafter, but the present 
invention should not be construed as being limited thereto. 
##STR8## 
The preparation of the dye which can be used in the present invention can 
be accomplished by any suitable method such as one described in 
JP-A-62-29572, which is incorporated herein by reference, which comprises 
acylating the amino group in the compound represented by formula (IV): 
##STR9## 
and then allowing the compound thus acylated to undergo an oxidation 
coupling with a compound represented by formula (V): 
##STR10## 
wherein R.sup.4 to R.sup.6 are as defined above, in the presence of 
ammonium persulfate or the like. 
The heat-sensitive transfer material of the present invention is mainly 
charachterized by the use of a specific dye as described above. A first 
embodiment of the present invention is a heat-sensitive sublimable 
transfer layer wherein the coloring material layer comprises a 
heat-sublimable dye as described above and a binder resin. The 
heat-sensitive transfer material of this first embodiment can be obtained 
by dissolving or dispersing the above-described dye and a binder resin in 
a proper solvent to prepare a coating solution, coating the solution thus 
prepared on one surface of a support to a dry thickness preferably of from 
about 0.2 to 5.0 .mu.m, more preferably from about 0.4 to 2.0 .mu.m, and 
then drying the coat to form a coloring material layer. 
As such a binder resin there may be used any known binder resin which is 
commonly used for such a purpose. In General, a high heat-resistant binder 
resin which does not prevent the heat-sublimable dye from subliming when 
heated is selected. Examples of such a binder resin include polyamide 
resin, polyester resin, epoxy resin, polyurethane resin, polyacrylate 
resin such as polymethylmethacrylate, and polyacrylamide, vinyl resin such 
as polyvinylpyrrolidone, polyvinyl chloride resin such as vinyl 
chloride-vinyl acetate copolymer, cellulose resin such as methyl 
cellulose, ethyl cellulose, and carboxymethyl cellulose, polyvinyl alcohol 
resin such as polyvinyl alcohol, and partially saponified polyvinyl 
alcohol, acrylic acid resin, starch high molecular compound, petroleum 
resin, rosin derivative, cumaroneindene resin, terpene resin, novolak type 
phenol resin, polystyrene resin, polyolefin resin such as polyethylene, 
and polypropylene, polycarbonate, polysulfone, and polyethersulfone. 
The amount of such a binder resin to be used is preferably in the range of 
from about 80 to 600 parts by weight, more preferably from about 100 to 
400 parts by weight, based on 100 parts by weight of the dye. 
As a suitable ink solvent for dissolving or dispersing the above described 
dye and binder resin there may be used a known ink solvent. Specific 
examples of such an ink solvent include water-soluble alcohol solvent such 
as methanol, ethanol, isopropyl alcohol, butanol, and isobutanol, ester 
solvent such as ethyl acetate, and butyl acetate, ketone solvent such as 
methyl ethyl ketone, methyl isobutyl ketone, and cyclohexane, aromatic 
solvent such as toluene, xylene, and chlorobenzene, halogenic solvent such 
as dichloromethane, trichloroethane, and chloroform, 
N,N-dimethylformamide, N-methylpyrrolidone, dioxane, tetrahydrofuran, 
Cellosolve type solvent such as ethylene glycol monomethyl ether, ethylene 
glycol monoethyl ether and mixtures thereof. It is necessary that these 
solvents be appropriately selected such that the above described dye can 
be dissolved or dispersed therein in the predetermined concentration or 
higher concentration and the above described binder can be sufficiently 
dissolved or dispersed therein. For example, these solvents are preferably 
used in an amount of about 9 to 20 times by weight the total weight of the 
above described dye and the binder resin. 
As a suitable support for the present heat-sensitive transfer material 
there may be used any known material having some heat-resistance and 
strength. Examples of such a material include paper, coated paper, 
polyester film, polystyrene film, polypropylene film, polysulfone film, 
polycarbonate film, polyphenylene sulfide film, polyvinyl alcohol film, 
and cellophane film having a thickness of 0.5 to 50 .mu.m, preferably 3 to 
10 .mu.m. Particularly preferred among these materials is polyester film. 
The coating of an ink on the base film can be accomplished by means of a 
reverse roll coater, gravure coater, rod coater, air doctor coater, or the 
like. 
The above described heat-sensitive transfer material so constructed is 
fully useful in the present invention. However, the above described 
heat-sensitive transfer material may further comprise an adhesion 
inhibiting layer, i.e., release layer provided on the surface of the 
coloring material layer. The provision of such a release layer enables the 
prevention of the adhesion between the heat-sublimatable transfer material 
and the recording material and enables the use of a higher heat transfer 
temperature, making it possible to form an image having a higher and thus 
more excellent density. 
Such a release layer can be formed merely by allowing powdered 
adhesion-inhibiting inorganic material to be attached to the surface of 
the coloring material layer. The release layer thus formed exhibits a 
relatively good effect. Such a release layer can also be formed by 
providing a layer of 0.01 to 5 .mu.m thick, preferably 0.05 to 2 .mu.m 
thick, of a resin excellent in release properties such as silicone 
polymer, acryl polymer, and fluorinated polymer. 
The above described inorganic powder or releasing polymer may be 
incorporated in the coloring material layer to provide a sufficient effect 
as a release layer. 
The heat-sensitive transfer material may further comprise a heat-resistance 
layer provided on the back surface thereof to protect against adverse 
effects of heat from the thermal head. 
The heat-sensitive transfer material thus obtained is then laminated onto a 
known receiving sheet. When such a lamination is heated by a heating means 
such as thermal head from any side, preferably from the heat-sensitive 
transfer material side in accordance with the image signal, the dye 
incorporated in the coloring material can be easily transferred to the 
receiving layer in the receiving material by a relatively low energy and 
in response to the magnitude of the heating energy, making it possible to 
form a color image having an excellent sharpness and a resolving 
gradation. 
A second preferred embodiment of the present invention is a heat-sensitive 
transfer material wherein the coloring material layer is a heat-sensitive 
melt transfer layer comprising the present dye and a wax. 
The second embodiment of the heat-sensitive transfer material can be formed 
by providing a coloring material layer comprising a wax containing the dye 
on one surface of the support as described above. Such a heat-sensitive 
transfer material comprises a dye dispersed in a wax having a proper 
melting point such as paraffin wax, microcrystalline wax, carnauba wax, 
and urethane wax as a binder. The proportion of the dye in the coloring 
material layer is preferably in the range of from about 10 to 65 wt%. The 
thickness of the coloring material layer thus formed is preferably in the 
range of from about 1.5 to 6.0 .mu.m. The preparation of the dye and 
application of the dye to the support can be accomplished by any suitable 
known method. 
The second preferred embodiment of the heat-sensitive transfer material can 
be used in the same manner as the first preferred embodiment so that the 
coloring material is transferred to the receiving layer, providing 
excellent prints. 
The dye represented by formula (I) exhibits a sharp cyan color. Therefore, 
a combination of such a dye with proper magenta dye and yellow dyes are 
suitable for the full color recording with an excellent color 
reproducibility. Furthermore, since the dye represented by formula (I) has 
a great molecular extinction coefficient, recording can be provided at a 
high speed with a high color density without having a great energy 
expenditure from a heat-sensitive head. Moreover, since the dye 
represented by formula (I) is fast to heat, light, moisture and chemicals, 
it gives an excellent preservability of record and no thermal 
decomposition during the transfer process. The dye of the present 
invention has an excellent solubility in an organic solvent and an 
excellent dispersibility in water. Therefore, a high density ink 
comprising the present dye uniformly dissolved or dispersed in a solvent 
can be easily prepared. The use of such an ink can provide a 
heat-sensitive transfer material comprising a high density uniformly 
coated layer of the dye. Accordingly, the use of such a heat-sensitive 
transfer material can provide a record excellent in uniformity and color 
density.

The present invention will be further described hereinafter in the 
following examples, but the present invention should not be construed as 
being limited thereto. 
EXAMPLE 1 
Preparation of ink 
______________________________________ 
Dye (Compound (5)) 4 g 
Polyvinyl butyral resin (Denki Kagaku Co., 
Ltd., Denka Butyral 5000-A) 
4 g 
Toluene 40 ml 
Methyl ethyl ketone 40 ml 
Polyisocyanate (Takeda Chemical Industries, 
Ltd., Takenate D110N) 0.2 ml 
______________________________________ 
A mixture of the above described compositions was processed by an ink 
conditioner for one hour to prepare an ink. 
Preparation of heat-sensitive transfer material 
The ink thus prepared was then coated on a 6 .mu.m thick polyethylene 
terephthalate film by means of a wire bar #20. The coat was then subjected 
to air drying to prepare a heat-sensitive transfer material. 
An ink receiving layer composition having the undermentioned components was 
coated on a 150 .mu.m thick coated paper (Oji Petrochemical Co., Ltd., 
YUPO-FPG 150) as a base material to a dried thickness of 5 g/m.sup.2 to 
prepare a receiving sheet. The drying was achieved temporarily by an air 
drier, and then completely dried in an oven at a temperature of 
100.degree. C. for 1 hour to allow the solvent to be fully evaporated. 
Ink composition for receiving layer 
______________________________________ 
Vylon 103 (Toyobo Co., Ltd., 
8 parts 
polyester resin) 
Erbaroy 741 (Mitsui Polychemical Co., Ltd., 
2 parts 
EVA series high molecular plasticizer) 
Amino-modified silicone oil 
0.125 parts 
(Shinetsu Silicone Co., Ltd., KF-393) 
Epoxy-modified silicone oil 
0.125 parts 
(Shinetsu Silicone Co., Ltd., X-22343) 
Toluene 70 parts 
Methyl ethyl ketone 10 parts 
Cyclohexanone 20 parts 
______________________________________ 
The heat-sensitive transfer material thus obtained and the receiving sheet 
thus obtained were laminated in such a manner that the coloring material 
layer and the receiving layer were kept in contact with each other. 
Recording was then conducted by heating the heat-sensitive transfer 
material from the support side by a thermal head at an output of 1 W/dot, 
a pulse width of 0.3 to 4.5 msec, and a dot density of 6 dots/mm. As a 
result, a sharp cyan image was obtained. A record having a gradation 
corresponding to the energy applied was obtained. The gradation was such 
that the reflection density of a high density colored portion obtained 
with a pulse width of 4.5 msec. was 1.70 while that of a low density 
colored portion obtained with a pulse width of 0.3 m sec. was 0.13 as 
determined by a Macbeth densitometer RD-918. 
EXAMPLES 2 to 10 
Heat-sensitive transfer materials were prepared in the same manner as in 
Example 1 except in that the dye and binder used in Example 1 were 
replaced by dyes and binders shown in Table 1. Transfer recording was then 
conducted using these heat-sensitive transfer materials. As a result, 
sharp cyan recorded images having color densities as shown in Table 1 were 
obtained. 
TABLE 1 
______________________________________ 
Dye Color density 
(exemplary (high density 
No. compound) Binder portion) 
______________________________________ 
2 (2) Polyvinyl butyral 
1.65 
5000A 
3 (3) " 1.70 
4 (9) " 1.60 
5 (16) " 1.65 
6 (3) Ethyl cellulose 
1.80 
7 (19) " 1.50 
8 (24) " 1.60 
9 (27) Polysulfone (Nissan 
1.60 
Chemical Industries, 
Ltd., Udel P-1700) 
10 (36) " 1.55 
______________________________________ 
EXAMPLE 11 
In order to examine the recorded images obtained in Examples 1, 2 and 6 for 
light fastness, the sheets an which images had been recorded were then 
irradiated with light from a xenon lamp weathermeter (Atlas Inc., U.S.) 
for 48 hours. In order to examine these records for heat resistance, these 
sheets were subjected to a forced heating test at a temperature of 
60.degree. C. for 7 days, and then measured for color deterioration. The 
results of these tests are shown in Table 2 together with the data of the 
comparative dye (A): 
##STR11## 
TABLE 2 
______________________________________ 
Deterioration 
Deterioration 
Example due to light 
due to heat 
______________________________________ 
Comparative dye (A) 
80% 30% 
Example 1 10% 5% 
Example 2 10% ca. 0% 
Example 6 15% 5% 
______________________________________ 
The results show that the dyes of the present invention exhibit improved 
light fastness and heat fastness as compared to a conventional 
heat-sensitive transfer recording indoaniline dye which have been 
heretofore known. 
EXAMPLE 12 
Hexamethylene diisocyanate and ethyl alcohol were mixed in amounts such 
that --NCO and --OH were equimolecular with each other. The mixture was 
then heated to a temperature of 80.degree. C. with stirring for 10 hours 
to obtain a wax-like material. The product thus obtained had a melting 
point of 83.degree.to 86.degree. C. The presence of --NCO in the product 
was not confirmed by an infrared spectrophotometer. 
The product thus obtained was then mixed with other components shown below 
at room temperature by means of a ball mill. As a result, a gravure ink 
composition having a viscosity of 300 C.P. at 25.degree. C. was obtained. 
Gravure ink composition 
______________________________________ 
Product obtained as described above 
30 parts 
Dye (Compound (1)) 3 parts 
Ethyl alcohol 50 parts 
Isopropyl alcohol 17 parts 
______________________________________ 
The gravure ink composition thus obtained was then coated on a 8 .mu.m 
thick polyethylene terephthalate film as used in Example 1 by means of a 
gravure coater to a dried thickness of 3 .mu.m to prepare a heat-sensitive 
transfer material of the present invention. Printing was then conducted 
using the heat-sensitive transfer material thus prepared by means of a 
printer equipped with a thermal head (Toshiba Corporation, F-1610). As a 
result, cyan prints having a sharp image density contour were obtained. 
These prints were then examined by subjecting to the same tests as in 
Example 11. The results show that these records exhibit little 
deterioration and have an excellent fastness. 
EXAMPLE 13 
The same ink as used in Example 1 was coated on one side of a 4 .mu.m thick 
polyethylene terephthalate film in the same manner as in Example 1. After 
the coat was dried, a resistive layer of the undermentioned composition 
was coated on the other side of the polyethylene terephthalate film. The 
coat was then dried. As a result, an electrical conduction type 
heat-sensitive transfer material was obtained. 
______________________________________ 
Mixing 
Component proportion (wt %) 
______________________________________ 
Toluene 25 
Methyl ethyl ketone 25 
Methyl isobutyl ketone 
25 
Polyester (Toyobo Co., Ltd., 
15 
Vylon 290) 
Carbon black (Mitsubishi Chemical 
7 
Industries, Ltd., MA-100) 
Dispersant (Kao Corp., Demole-N) 
3 
______________________________________ 
The transfer material thus obtained was then laminated with a receiving 
sheet in such a manner that the ink-coated surface of the transfer 
material and the image receiving layer of the receiving sheet were kept in 
contact with each other. An electric current was passed through the 
resistive layer from electrodes so that the resistive layer was heated. As 
a result, a transferred record was obtained. The electrode density was 6 
dots/mm. The printing energy was 0.8 mj/dot. A sharp cyan print was 
produced on the receiving sheet. 
While the invention has been described in detail and with reference to 
specific embodiments thereof, it will be apparent to one skilled in the 
art that various changes and modifications can be made therein without 
departing from the spirit and scope thereof.