Silver halide color photographic material containing photographic yellow dye-forming coupler

A silver halide color photographic material is disclosed which comprises a support having provided thereon at least one photographic layer containing: (i) at least one yellow dye-forming coupler represented by formula (I); and (ii) a compound represented by formula (IV), or an oligomer or polymer comprising a moiety of the compound represented by formula (IV): ##STR1## wherein R.sub.1 and R.sub.2 each independently represents an aliphatic oxy group, an aliphatic group, an aryloxy group, an aryl group, an aliphatic amino group, or an anilino group; R.sub.3 represents a hydrogen atom, an aliphatic group, or an aryl group; and Q represents a dye-forming coupler residue capable of forming a yellow dye by undergoing a coupling reaction with an oxidation product of a developing agent; EQU R.sub.31 CON(R.sub.32)R.sub.33 (IV) wherein R.sub.31, R.sub.32, and R.sub.33 each independently represents a hydrogen atom, an aliphatic group, or an aryl group; provided that the sum of the carbon atom numbers of R.sub.31, R.sub.32 and R.sub.33 is from 9 to 80, or R.sub.31 and R.sub.32, or R.sub.32 and R.sub.33 may combine with each other to form a ring.

FIELD OF THE INVENTION 
The present invention relates to a silver halide color photographic 
material containing a novel photographic yellow dye-forming coupler. 
BACKGROUND OF THE INVENTION 
In a silver halide color photographic material, color images are formed by 
reacting dye-forming couplers (hereinafter, are referred to as couplers) 
and an aromatic primary amine developing agent which is oxidized by color 
developing after light-exposing the color photographic material. In 
general, in the color image forming process, a color reproducing process 
by a subtractive color process is used and for reproducing blue, green, 
and red, color images of yellow, magenta, and cyan which are in the 
complementary color relations of blue, green, and red, respectively are 
formed. 
For forming yellow color images, an acylacetamide coupler or a 
malondianilide coupler is generally used as a yellow dye-forming coupler 
(hereinafter, is referred to as a yellow coupler); for forming magenta 
color images, a 5-pyrazolone coupler or a pyrazolotriazole coupler is 
generally used as a magenta coupler; and for forming cyan color images, a 
phenol coupler or a naphthol coupler is generally used as a cyan coupler. 
The yellow dye, the magenta dye, and the cyan dye obtained from these 
couplers are generally formed in silver halide emulsion layers or layers 
adjacent thereto each having a color sensitivity to the radiation rays 
which are in a complementary color relation to the radiation rays absorbed 
by the dye. 
Now, as a yellow coupler, in particular, a yellow coupler for image 
formation, an acylacetamide coupler such as a benzoylacetanilide coupler 
and a pivaloylacetanilide coupler is generally used. Since the 
benzoylacetanilide coupler generally has a coupling activity with the 
oxidized product of an aromatic primary amine developing agent at 
developing and also forms a yellow dye having a large molecule extinction 
coefficient, the coupler is mainly used for color photographic materials 
for photographing, which require a high sensitivity, in particular, for 
color negative films, and since acylacetamide coupler is excellent in the 
spectral absorption characteristics and the fastness of the yellow dye 
formed, the coupler is mainly used for color papers and color reversal 
films. 
In addition, JP-A-52-20023 (the term "JP-A" as used herein means an 
"unexamined published Japanese patent application"), European Patent 
570,006A, U.S. Pat. No. 4,026,709, etc., disclose yellow couplers having 
specific structures but these yellow couplers are yet insufficient in the 
coloring property, the fastness to light, heat, and humidity, the aging 
stability of emulsion under refrigeration (hereinafter sometimes referred 
to as cold storage stability of emulsion with the passage of time), etc., 
for practical use. 
Also, recently, it has been desired to provide silver halide color 
photographic materials at a low cost by using inexpensive couplers. 
However, couplers produced by using inexpensive raw materials have the 
faults that they are inferior in coloring property and the cold storage 
stability of the silver halide emulsions containing the couplers with the 
passage of time is inferior since the couplers have low solubility in 
high-boiling point organic solvents. In particular, there is a tendency 
that these couplers capable of satisfying the coloring property have a low 
solubility in high-boiling point organic solvents, and on the contrary the 
couplers capable of satisfying the solubility have low coloring property. 
Furthermore, the dyes obtained from these couplers are insufficient in the 
image fastness and thus the development of couplers capable of forming 
dyes having a high coloring property has been desired. 
SUMMARY OF THE INVENTION 
Accordingly, an object of the present invention is to provide a silver 
halide color photographic material containing a yellow dye-forming coupler 
excellent in the coloring property. 
Also, another object of this invention is to provide a silver halide 
photographic material containing a yellow dye-forming coupler excellent in 
the solubility in organic solvents and in the cold storage stability of 
the silver halide emulsion with the passage of time. 
Furthermore, still another object of this invention is to provide a silver 
halide color photographic material containing a yellow dye-forming coupler 
giving color images excellent in the fastness to light, heat, and 
temperature. 
Moreover, yet another object of this invention is to provide a silver 
halide color photographic material containing a yellow dye-forming coupler 
which can be produced using inexpensive raw materials obtained from 
natural materials. 
It has now been discovered that the objects described above can be 
effectively attained by the present invention as described hereinbelow. 
That is, according to an aspect of the present invention, there is provided 
a silver halide color photographic material comprising a support having 
thereon at least one photographic layer containing (i) at least one yellow 
dye-forming coupler represented by following formula (I), and (ii) a 
compound represented by formula (IV) or an oligomer or polymer comprising 
a moiety of the compound represented by formula (IV): 
##STR2## 
wherein R.sub.1 and R.sub.2 each independently represents an aliphatic oxy 
group, an aliphatic group, an aryloxy group, an aryl group, an aliphatic 
amino group, or an anilino group; R.sub.3 represents a hydrogen atom, an 
aliphatic group, or an aryl group; and Q represents a dye-forming coupler 
residue capable of forming a yellow dye by undergoing a coupling reaction 
with an oxidation product of a color developing agent; 
EQU R.sub.31 CON(R.sub.32)R.sub.33 (IV) 
wherein R.sub.31, R.sub.32, and R.sub.33 each independently represents a 
hydrogen atom, an aliphatic group, or an aryl group: provided that the sum 
of the carbon atom numbers of R.sub.31, R.sub.32, and R.sub.33 is from 9 
to 80; or R.sub.31 and R.sub.32, or R.sub.32 and R.sub.33 may combine with 
each other to form a ring. 
It has further been discovered that the objects described above can be more 
effectively attained by the present invention described below. 
That is, according to another aspect of the present invention, there is 
provided a silver halide color photographic material comprising a support 
having provided thereon at least one photographic layer containing a 
yellow dye-forming coupler represented by following formula (II) 
##STR3## 
wherein R.sub.1, R.sub.2, and R.sub.3 have the same meaning as R.sub.1, 
R.sub.2, and R.sub.3 in the formula (I), respectively; R.sub.4 represents 
an alkyl group, a cycloalkyl group, an aryl group, an alkylamino group, an 
anilino group, or a heterocyclic group; R.sub.5 represents a hydrogen 
atom, a halogen atom, an aliphatic oxy group, an aryloxy group, an 
aliphatic group, or an amino group; R.sub.6 represents a substituent; L 
represents a divalent linkage group; m represents an integer of from 0 to 
3; n represents 0 or 1; and X represents a hydrogen atom or a group 
capable of being released by a coupling reaction with the oxidation 
product of an aromatic primary amino developing agent. 
Furthermore, it has been discovered that when n is 0 in the formula (II) 
representing the yellow dye-forming coupler in the present invention 
described above, the objects of this invention can be particularly 
effectively attained. 
DETAILED DESCRIPTION OF THE INVENTION 
The present invention is explained in detail. 
First, the yellow dye-forming coupler (hereinafter, is referred to as 
yellow coupler) of this invention represented by formula (I) is explained 
in detail. 
In addition, the aliphatic moiety in the aliphatic group, the aliphatic oxy 
group, and the aliphatic amino group in the present specification, unless 
otherwise indicated, may be straight chain, branched chain, or cyclic; may 
contain an unsaturated bond; and may be substituted with a substituent 
known in yellow couplers. That is, the aliphatic group in the present 
specification includes alkyl, alkenyl, alkynyl, cycloalkyl, etc. 
Also, the alkyl moiety in the alkyl group, the alkoxy group (alkyloxy 
group), and the alkylamino group in the present specification and the 
alkenyl group in the present specification, unless otherwise indicated, 
may be straight chain or branched chain and may be substituted with a 
substituent known in yellow couplers. 
Furthermore, the cycloalkyl group in the present specification, unless 
otherwise indicated, may be substituted with a substituent known in yellow 
couplers and may form a condensed ring. 
Still further, the aryl moiety in the aryl group and the aryloxy group in 
the present specification and the heterocyclic group in the present 
specification, unless otherwise indicated, may be substituted with a 
substituent known in yellow couplers and may form a condensed ring. 
Also, the phenyl group and the N-position in and of the anilino group in 
the present specification, unless otherwise indicated, may be substituted 
with a substituent known in yellow couplers. 
Furthermore, the amino group in the present specification, unless otherwise 
indicated, may be substituted with a substituent known in yellow couplers. 
Also, when the compound of this invention represented by formula (I) 
includes geometric isomers such as unsaturated bonds, etc., the compound 
may be either isomer only or a mixture of the isomers. 
Now, the details of the yellow coupler being used in the present invention 
are explained. 
As the yellow coupler residue represented by Q in formula (I), there are, 
for example, a pivaloylacetanilide type coupler residue, a 
benzoylacetanilide type coupler residue, a malondiester type coupler 
residue, a malondiamide type coupler residue, a dibenzoylmethane type 
coupler residue, a benzothiazolylacetamide type coupler residue, a 
malonester monoamide type coupler residue, a triazolylacetamide type 
coupler residue, a benzoimidazolylacetamide type coupler residue, and a 
cycloalkanoylacetamide type coupler residue. Furthermore, the yellow 
coupler residue represented by Q may be the coupler residues described in 
U.S. Pat. Nos. 5,021,332 and 5,021,330 and European Patent 421,221A. 
In formula (I), R.sub.1 and R.sub.2 each independently represents an 
aliphatic oxy group (preferably having from 1 to 20 carbon atoms, such as, 
methoxy, i-propoxy, t-butoxy, cyclohexyloxy, 3-phenylpropoxy, 
4-t-butylcyclohexyloxy, hexyloxy, octyloxy, 2-ethylhexyloxy, oleyloxy, 
allyloxy, dodecyloxy, 3,5,5-trimethylhexyloxy, i-tridecyloxy, and 
2-hexyldecyloxy), an aliphatic group (preferably having from 1 to 20 
carbon atoms, such as methyl, i-propyl, t-butyl, hexyl, octyl, 
2-ethylhexyl, benzyl, cyclohexyl, and allyl), an aryloxy group (preferably 
having from 6 to 26 carbon atoms, such as phenoxy, 3-methylphenoxy, 
4-methoxyphenoxy, 2-chlorophenoxy, and 2-naphthoxy), an aryl group 
(preferably having from 6 to 26 carbon atoms, such as phenyl, 
3-methylphenyl, 4-methoxyphenyl, 2-chlorophenyl, and 2-naphthyl), an 
aliphatic amino group (having preferably from 1 to 20 carbon atoms, such 
as N-octylamino, N,N-dibutylamino, 1-piperidino, and 1-morpholino), or an 
anilino group (preferably having from 6 to 26 carbon atoms, such as 
anilino, N-methylanilino, and N-phenylanilino); preferably represents an 
aliphatic oxy group, an aliphatic group, an aryloxy group, or an aryl 
group; and more preferably represents an aliphatic oxy group or an aryloxy 
group; and particularly preferably represents an aliphatic oxy group. 
In addition, R.sub.1 and R.sub.2 may be the same or different but are 
preferably the same. 
In formula (I), R.sub.3 represents a hydrogen atom, an aliphatic group, 
(the preferred examples thereof are the same as those represented by 
R.sub.1), or an aryl group (the preferred examples thereof are same as 
those represented by R.sub.1); preferably represents a hydrogen atom or an 
aliphatic group, and more preferably represents a hydrogen atom. 
In formula (I), it is preferred that R.sub.1 and R.sub.2 are the same, and 
represent an aliphatic oxy group or an aryloxy group, and in this case, 
the combination with that R.sub.3 in formula (I) is a hydrogen atom is 
more preferred. 
Then, the yellow dye-forming coupler represented by formula (II) are 
described in detail. 
In formula (II), R.sub.1, R.sub.2, and R.sub.3 have the same meaning as 
R.sub.1, R.sub.2, and R.sub.3, respectively, in formula (I) described 
above. 
In formula (II), R.sub.4 represents an alkyl group having from 1 to 30 
carbon atoms (e.g., methyl, ethyl, i-propyl, t-butyl, t-pentyl, octyl, and 
benzyl), a cycloalkyl group having from 3 to 30 carbon atoms (e.g., 
cyclopropyl, 1-methylcyclopropyl, 1-ethylcyclopropyl, 1-benzylcyclopropyl, 
cyclopentyl, 1-methylcyclohexyl, and cyclohexyl), an aryl group having 
from 6 to 36 carbon atoms (e.g., phenyl, 2-naphthyl, 4-methylphenyl, 
4-methoxyphenyl, 3-acetylaminophenyl, and 2-chlorophenyl), a heterocyclic 
group having from 1 to 30 carbon atoms (e.g., indolin-1-yl, 
3,5-dioxan-1-yl, and 1-methyl-3,5-dioxan-1-yl), an alkylamino group having 
from 1 to 30 carbon atoms (e.g., N-methylamino and N,N-dimethylamino), or 
an anilino group having from 6 to 36 carbon atoms (e.g., anilino and 
N-methylanilino); preferably represents an alkyl group, a cycloalkyl 
group, an aryl group, or a heterocyclic group; more preferably represents 
t-butyl, 1-methylcyclopropyl, 1-ethylcyclopropyl, 1-benzylcyclopropyl, 
4-methoxyphenyl, or indolin-1-yl; particularly preferably represents 
t-butyl, 1-ethylcyclopropyl, or 4-methoxyphenyl; and most preferably 
represents t-butyl. 
In formula (II), R.sub.5 preferably represents a hydrogen atom, a halogen 
atom (e.g., fluorine, chlorine, bromine, and iodine), an aliphatic oxy 
group having from 1 to 30 carbon atoms (e.g., methoxy, i-propoxy, 
t-butoxy, benzyloxy, and cyclohexyloxy), an aryloxy group having from 6 to 
36 carbon atoms (e.g., phenoxy, 2,4-di-t-butylphenoxy, 2-naphthoxy, 
4-methoxyphenoxy, and 2-chlorophenoxy), an aliphatic group having from 1 
to 30 carbon atoms (e.g., methyl, i-propyl, t-butyl, benzyl, 
trifluoromethyl, and cyclohexyl), or an amino group having from 0 to 30 
carbon atoms (e.g., N,N-dimethylamino, N-cyclohexylamino, and 
N-butylamino); more preferably represents a halogen atom, an aliphatic oxy 
group, or an aryloxy group; furthermore preferably represents a chlorine 
atom or an aliphatic oxy group; particularly preferably represents a 
chlorine atom or a methoxy group; and most preferably represents a 
chlorine atom. 
In formula (II), R.sub.6 represents a substituent such as, preferably, an 
aliphatic group having from 1 to 30 carbon atoms (e.g., methyl, i-propyl, 
and t-butyl), an aliphatic oxy group having from 1 to 30 carbon atoms 
(e.g., methoxy, i-propoxy, benzyloxy, 2-ethylhexyloxy, hexadecyloxy, and 
cyclohexyloxy), an acylamino group having from 2 to 30 carbon atoms (e.g., 
acetylamino, benzylamino, and pivaloylamino), a carbamoyl group having 
from 1 to 30 carbon atoms (e.g., N-methylcarbamoyl, N-phenylcarbamoyl, 
N,N-dibutylcarbamoyl, and N-methyl-N-phenylcarbamoyl), an alkoxycarbonyl 
group having from 2 to 30 carbon atoms (e.g., methoxycarbonyl, 
hexyloxycarbonyl, and octadecyloxycarbonyl), an alkylsulfonamido group 
having from 1 to 30 carbon atoms (e.g., methanesulfonamido, 
octanesulfonamido, and hexadecanesulfonamido), an arylsulfonamido group 
having from 6 to 36 carbon atoms (e.g., benzenesulfonamido and 
p-chlorobenzenesulfonamido), a cyano group, a nitro group, and a halogen 
atom (e.g., chlorine and bromine); and more preferably represents an 
aliphatic group, an aliphatic oxy group, or a halogen atom. 
In formula (II), L represents a divalent linkage group, and preferably 
represents --N(R.sub.21)CO--A--, --N(R.sub.21)SO.sub.2 --A--, 
--CON(R.sub.21)--A--, --SO.sub.2 N(R.sub.21)--A-- or --COO--A--, wherein A 
represents an alkylene group having from 1 to 20 carbon atoms (e.g., 
methylene, ethylene, and --CH(CH.sub.3)CH.sub.2 --) or a phenylene group 
having from 6 to 20 carbon atoms (e.g., --C.sub.6 H.sub.4 -- and 
--C.sub.10 H.sub.6 --), and preferably represents an alkylene group; and 
R.sub.21 represents a hydrogen atom, an aliphatic group (the preferred 
examples are same as those of R.sub. described above), or an aryl group 
(the preferred examples are same as those of R.sub.1 described above), and 
preferably represents a hydrogen atom. 
Also, L is preferably --NHCO--A-- or --COO--A--, and particularly 
preferably --NHCO--A--. 
In formula (II), m represents an integer of from 0 to 3, preferably 
represent 0 or 1, and most preferably represents 0. 
In formula (II), n represents 0 or 1, and preferably represents 0. 
In formula (II), X represents a hydrogen atom or a group capable of 
releasing by the coupling reaction with the oxidation product of an 
aromatic primary amine developing agent, and preferably represents a 
heterocyclic group or aryloxy group bonded to the coupling active position 
with a nitrogen atom. 
When X represents a heterocyclic group, the heterocyclic group may be 
substituted and is a from 5- to 7-membered monocyclic group or a condensed 
heterocyclic group. Examples thereof are succinimido, maleinimido, 
phthalimido, diglycolimido, pyrrole, pyrazole, imidazole, 1,2,4-triazole, 
tetrazole, indole, indazole, benzimidazole, benzotriazole, 
imidazolidine-2,4-dione, oxazolidine-2,4-dione, thiazolidine-2,4-dione, 
imidazolidin-2-one, oxazolidin-2-one, thiazolidin-2-one, 
benzimidazolin-2-one, benzoxazolin-2-one, benzothiazolin-2-one, 
2-pyrrolin-5-one, 2-imidazolin-5-one, indoline-2,3-dione, 2,6-dioxypurine, 
parabanic acid, 1,2,4-triazolidine-3,5-dione, 2-pyridone, 4-pyridone, 
2-pyrimidone, 6-pyridazone-2-pyrazone, 2-amino-1,3,4-thiazolidine, and 
2-imino-1,3,4-thiazolidin-4-one. These heterocyclic groups may be 
substituted. Examples of the substituent of the heterocyclic group are a 
halogen atom, a hydroxy group, a nitro group, a cyano group, a carboxyl 
group, a sulfo group, an alkyl group, an aryl group, an alkoxy group, an 
aryloxy group, an alkylthio group, an arylthio group, an alkyl-sulfonyl 
group, an arylsulfonyl group, an alkoxycarbonyl group, an aryloxycarbonyl 
group, an acyl group, an acyloxy group, an amino group, a carbonamido 
group, a sulfonamido group, a carbamoyl group, a sulfamoyl group, a ureido 
group, an alkoxycarbonylamino group, and a sulfamoylmino group. 
When X represents an aryloxy group, X preferably represents an aryloxy 
group having from 6 to 30 carbon atoms and the aryloxy group may be 
substituted with the substituent selected from the substituent group 
described above when X represents a heterocyclic group. Preferred examples 
of the substituent of the aryloxy group are a halogen atom, a nitro group, 
a carboxyl group, a trifluoromethyl group, an alkoxycarbonyl group, a 
carbonamido group, a sulfonamido group, a carbamoyl group, a sulfamoyl 
group, an alkylsulfonyl group, an arylsulfonyl group, and a cyano group. 
Now, in formula (II), X is preferably represented by one of following 
formulae (III-1) to (III-4); 
##STR4## 
wherein R.sub.8 and R.sub.9 each independently represents preferably a 
hydrogen atom, an alkyl group having from 1 to 20 carbon atoms (e.g., 
methyl, ethyl, i-propyl, t-butyl, and benzyl), an aryl group having from 6 
to 26 carbon atoms (e.g., phenyl, 2-naphthyl, 4-methoxyphenyl, 
3-chlorophenyl, and 2-methylphenyl), an alkoxy group having from 1 to 20 
carbon atoms (e.g., methoxy, ethoxy, i-propyloxy, and t-butoxy), an 
aryloxy group having from 6 to 26 carbon atoms (e.g., phenoxy), or a 
hydroxyl group, more preferably represents a hydrogen atom, an alkyl group 
having from 1 to 10 carbon atoms, or an alkoxy group having from 1 to 10 
carbon atoms, and far more preferably represents a hydrogen atom, a methyl 
group, a methoxy group, or an ethoxy group. 
Also, in the above formulae, R.sub.7, R.sub.10, and R.sub.11 each 
independently represents preferably a hydrogen atom, an alkyl group having 
from 1 to 20 carbon atoms (the preferred examples thereof are the same as 
those of R.sub.8), an aryl group having from 6 to 20 carbon atoms (the 
preferred examples thereof are the same as those of R.sub.8 described 
above), an aralkyl group having from 7 to 20 carbon atoms (e.g., benzyl 
and phenetyl), or an acyl group having from 1 to 20 carbon atoms (e.g., 
acetyl and benzoyl), more preferably represents a hydrogen atom, an alkyl 
group, or an aralkyl group, and far more preferably represents a hydrogen 
atom, a methyl group, an ethyl group, or a benzyl group. 
In formula (III-2) described above, W represents am oxygen atom or a sulfur 
atom, and is preferably an oxygen atom. 
In formula (III-4), at least one of R.sub.12 and R.sub.13 is a halogen 
atom, a cyano group, a nitro group, a trifluoromethyl group, a carboxyl 
group, an alkoxycarbonyl group having from 2 to 20 carbon atoms (e.g., 
methoxycarbonyl and i-propyloxycarbonyl), an acylamino group having from 2 
to 20 carbon atoms (e.g., acetylamino and benzoylamino), a sulfonamido 
group having from 1 to 20 carbon atoms (e.g., methanesulfonamido and 
4-methylphenylsulfonamido), a carbamoyl group having from 1 to 20 carbon 
atoms (e.g., N,N-diethylcarbamoyl and N-butylcarbamoyl), a sulfamoyl group 
having from 0 to 20 carbon atoms (e.g., N,N-dimethylsulfamoyl and 
N-phenylsulfamoyl), an alkylsulfonyl group having from 1 to 20 carbon 
atoms (e.g., methylsulfonyl and i-propylsulfonyl), an arylsulfonyl group 
having from 6 to 26 carbon atoms (e.g., phenylsulfonyl, 
4-benzyloxyphenylsulfonyl, and 4-hydroxyphenylsulfonyl), an acyl group 
having from 2 to 20 carbon atoms (e.g., acetyl and benzoyl), or a hydroxyl 
group and another one of R.sub.12 and R.sub.13 is the foregoing 
substituent or a hydrogen atom, an alkyl group, or an alkoxy group. 
In formula (III-4), R.sub.14 has the same meaning as R.sub.12 or R.sub.13 
and n represents an integer of from 0 to 2. 
In formula (III-1), it is preferred that R.sub.7 is a hydrogen atom, an 
alkyl group having from 1 to 4 carbon atoms, or a benzyl group and R.sub.8 
and R.sub.9 each is a hydrogen atom, an alkyl group having from 1 to 4 
carbon atoms, or an alkoxy group having from 1 to 4 carbon atoms; it is 
more preferred that R.sub.7, R.sub.8, and R.sub.9 each is a hydrogen atom 
or an alkyl group having from 1 to 4 carbon atoms; it is furthermore 
preferred that R.sub.7 is a hydrogen atom and R.sub.8 and R.sub.9 each is 
a methyl group or that R.sub.7 is a methyl group and R.sub.8 and R.sub.9 
each is a hydrogen atom, and it is most preferred that R.sub.7 is a 
hydrogen atom and R.sub.8 and R.sub.9 each is a methyl group. 
In formula (III-2), it is preferred that W is an oxygen atom and R.sub.8 
and R.sub.9 is a methyl group. 
In formula (II) described above, X is preferably represented by formula 
(III-1) or (III-2), and is more preferably represented by formula (III-1). 
Then, specific examples of X in formula (II) are shown below but the 
invention is not limited to these groups. 
##STR5## 
In addition, the yellow coupler represented by formula (II) described above 
may form a dimer or a polymer at R.sub.1, R.sub.3, R.sub.4, R.sub.5, X, 
etc., of them via a group of divalent or more. In this case, the carbon 
atom numbers may become outside the carbon atom number range shown above 
in each substituent. 
A preferred combination of the yellow coupler represented by formula (II) 
is that X is the group represented by formula (III-1); R.sub.5 is a 
chlorine atom or a methoxy group; m is 0; n is 0; R.sub.1 and R.sub.2 are 
the same, and represents an aliphatic oxy group or an aryloxy group; and 
R.sub.3 is a hydrogen atom; and it is more preferred that in this case, 
R.sub.4 is a t-butyl group, a 4-methoxyphenyl group, a 1-ethylcyclopropyl 
group, or a 1-indolinyl group. In this case, it is more preferred that 
R.sub.7, R.sub.8, and R.sub.9 each independently is a hydrogen atom or a 
methyl group and R.sub.1 and R.sub.2 are the same aliphatic oxy group; it 
is furthermore preferred that R.sub.4 is a t-butyl group; and it is most 
preferred that R.sub.5 is a chlorine atom. 
Then, specific examples of the yellow coupler represented by formula (I) 
being used in the present invention are illustrated below but the yellow 
couplers being used in this invention are not limited to these couplers. 
##STR6## 
The yellow coupler represented by formula (I) being used in the present 
invention can be generally produced by the step of subjecting phosphoric 
acid chloride synthesized by reacting phosphorus oxychloride and an 
alcohol, a phenol, an amine, etc., and an amine containing a coupler 
mother nucleus (that is, Q--NH.sub.2 in formula (I)) to an amidation 
reaction in a solvent such as dimethyl acetamide, acetonitrile, toluene, 
ethyl acetate, etc., in the presence of a deoxidizer such as 
triethylamine, pyridine, potassium carbonate, etc. 
Then, a synthesis example of the yellow coupler represented by formula (I) 
being used in the present invention is shown below by the invention is not 
limited to it. 
Synthesis of Coupler Y-1: 
##STR7## 
In 200 ml of hexane was dissolved 76.7 g (0.5 mol) of phosphorus 
oxychloride and after cooling the solution to an inside temperature of 
5.degree. C., the solution was stirred. Then, a solution obtained by 
dissolving 186.3 g (1.0 mol) of dodecanol and 151.8 g (1.5 mol) of 
triethylamine in 250 ml of hexane was added dropwise to the solution over 
a period of 2 hours while taking care not to increase the inside 
temperature over 10.degree. C. followed by further stirring at room 
temperature for 3 hours. 
Then, after filtering off triethylamine hydrochloride, the reaction mixture 
was concentrated under reduced pressure to provide phosphorus chloride 
(1). 
To phosphorus chloride (1) obtained were added 120.9 g (0.45 mol) of 
aniline (2) and 200 ml of dimethylacetamide, and the mixture was stirred 
for 5 hours at 80.degree. C. 
Then, ethyl acetate and water were added to the mixture and the organic 
phase thus formed was separated and washed twice with water. Then, after 
drying the organic phase with anhydrous magnesium sulfate, the organic 
phase was concentrated and the residue was subjected to silica gel column 
chromatography (developing solvent: ethyl acetate/hexane=1/5) to isolate 
and purify an amide compound (3). 
The amount of the compound was 185.4 g (yield 60.1%). 
Then, 68.5 g (0.1 mol) of the amide compound (3) obtained was dissolved in 
200 ml of methylene chloride followed by stirring, 16.0 g (0.1 mol) of 
bromine was added dropwise to the solution over a period of 20 minutes and 
the mixture was further stirred for 30 minutes. After washing the mixture 
once with water, the mixture was added dropwise to a solution obtained by 
dissolving 25.6 g (0.2 mol) of a hydantoin compound (4) and 30.4 g (0.2 
mol) of DBU followed by stirring over a period of 20 minutes. 
After adding water to the mixture, an organic phase formed was separated, 
washed 3 times with water, and after drying with anhydrous magnesium 
sulfate, the organic phase was concentrated. 
The resulting residue was purified by silica gel column chromatography 
(developing solvent: ethyl acetate/hexane=1/3 to 1/1) to provide amorphous 
compound Y-1. 
The amount thereof was 67.4 g (yield 83.1%). 
.sup.1 HNMR spectra (300 MHz, CDCl.sub.3, .delta.: ppm) 0.88 (6H, t, 
CH.sub.3 CH.sub.2 --) 1.25 (36H, m, --CH.sub.2 --) 1.28 (9H, s, 
(CH.sub.3).sub.3 C--) 1.48 (3H, s, (CH.sub.3) C.sub.2 &lt;) 1.54 (3H, s, 
(CH.sub.3).sub.2 C&lt;) 1.66 (4H, m, --OCH.sub.2 CH.sub.2 --) 3.9-4.15 (4H, 
m, --OCH.sub.2 --) 5.68 (1H, s, CH) 6.14 (1H, d, --P(O)NH--) 6.74 (1H, s, 
--CONH--) 6.80 (1H, d of d, aromatic) 7.19 (1H, d, aromatic) 7.92 (1H, d, 
aromatic) 9.34 (1H, s, --CONH--) 
MS spectrum 810 (M.sup.+) 
As the yellow coupler being used in the present invention, the yellow 
couplers represented by formula (I) may be used singly or as a mixture 
thereof, or may be used as a combination with other known yellow coupler. 
The photographic layer containing the yellow coupler represented by formula 
(I) being used in the present invention may be any hydrophilic colloid 
layer containing the compound represented by formula (I), and it is 
preferred to use the yellow coupler represented by formula (I) in a 
blue-sensitive silver halide emulsion layer. 
The using amount of the yellow coupler represented by formula (I) in the 
silver halide color photographic material (hereinafter sometimes referred 
to as a photographic material) is in the range of preferably from 0.01 to 
10 mmol/m.sup.2, more preferably from 0.05 to 5 mmol/m.sup.2, and most 
preferably from 0.1 to 2 mmol/m.sup.2. As described above, the yellow 
couplers represented by formula (I) may be used as a mixture thereof, or 
together with other known yellow coupler. 
The objects of the present invention described above are more remarkably 
attained by the silver halide color photographic material having on a 
support a layer containing the yellow coupler represented by formula (I) 
together with a compound represented by following formula (IV). 
##STR8## 
Then, the compound represented by formula (IV) described above is explained 
in detail. 
In formula (IV), R.sub.31, R.sub.32, and R.sub.33 each independently 
represents preferably a hydrogen atom, an aliphatic group having from 1 to 
40 carbon atoms (e.g., methyl, ethyl, t-butyl, i-propyl, benzyl, 
1-(2,4-di-t-amylphenoxy)propyl, heptyl, undecyl, 1-ethylpentyl, 
cyclohexyl, 9-decenyl, 1-hexylnonyl, 2-ethylhexyl, dodecyl, 1-hexyldecyl, 
octyl, and 4,6,6-trimethyl-1-(1,3,3-trimethylbutyl)heptyl), or an aryl 
group having from 6 to 40 carbon atoms (e.g., phenyl, 2-naphthyl, 
2-chlorophenyl, 3-methylphenyl, and 4-octyloxyphenyl), and the sum total 
of the carbon atom numbers of R.sub.31, R.sub.32, and R.sub.33 is from 9 
to 80, preferably from 13 to 60, and more preferably from 15 to 50. Also, 
R.sub.31 and R.sub.32, or R.sub.32 and R.sub.33 may combine with each 
other to form a ring (e.g., a piperidine ring, a piperazine ring, a 
morpholine ring, a pyrrolidine ring, and a triazine ring). 
In addition, the compounds represented by formula (IV) may form an oligomer 
or a polymer by combining at any position of R.sub.31, R.sub.32, and 
R.sub.33 and in this case, the carbon atom number range may exceed the 
range defined above. 
The compound represented by formula (IV) for use in the present invention 
is preferably represented by following formula (V). 
##STR9## 
wherein R.sub.34 and R.sub.35 have the same meanings as R.sub.31 in 
formula (IV) and the sum total of the carbon atom numbers of R.sub.34 and 
R.sub.35 is from 12 to 75. 
In formula (V), it is preferred that R.sub.34 and R.sub.35 are the same 
substituent; and in this case, it is more preferred that both R.sub.34 and 
R.sub.35 are an alkyl group having from 8 to 26 carbon atoms; and it is 
furthermore preferred that both R.sub.34 and R.sub.35 are a branched alkyl 
group as shown in formula (VI) described below. 
##STR10## 
wherein R.sub.36 represents a straight chain or branched alkyl group 
having from 4 to 13 carbon atoms and R.sub.37 represents a straight chain 
or branched alkyl group having from 2 to 11 carbon atoms. 
In formula (VI), it is preferred that R.sub.36 is a branched alkyl group 
having from 7 to 13 carbon atoms and R.sub.37 is a branched alkyl group 
having from 5 to 11 carbon atoms; and it is more preferred that R.sub.36 
is a branched alkyl group having from 9 to 10 carbon atoms and R.sub.37 is 
a branched alkyl group having from 7 to 8 carbon atoms. It is most 
preferred that the carbon atom number of R.sub.37 is less than that of 
R.sub.36 by 2. 
Then, specific examples of the compound represented by formula (IV) for use 
in this invention are shown below but the invention is not limited to 
them. In addition, when there is a description as C.sub.8 H.sub.17 -i, the 
form of the branch may be a single form or a mixture of any components. 
For example, when C.sub.8 H.sub.17 -i is described, it may be a mixture of 
2-ethylhexyl, 2-ethyl-4-methylpentyl, 2,2,4-trimethylpentyl, etc. 
##STR11## 
Then, a synthesis example of the compound shown in formula (IV) is shown 
below. 
In addition, the compound represented by formula (IV) can be generally 
easily synthesized by converting a carboxylic acid to a carboxylic acid 
chloride using thionyl chloride, phosphorus trichloride, oxalyl chloride, 
etc., and thereafter reacting the carboxylic acid chloride and an amine 
using a deoxidizer such as triethylamine, sodium carbonate, or potassium 
carbonate. 
Synthesis of Compound S-1: 
##STR12## 
EQU Nissan Chemical Industries, Ltd. (4) 
"Fine Oxocole" isostearic acid 
##STR13## 
To 568.9 g (2 mol) of isostearic acid made by Nissan Chemical Industries, 
Ltd., was added 1.0 g of DMF, and 261.8 g (2.2 mol) of thionyl chloride 
was added dropwise to the mixture with stirring over a period of 30 
minutes. After stirring the mixture for 30 minutes at room temperature, 
the mixture was further stirred for 30 minutes at 40.degree. C. and 
concentrated under reduced pressure by an aspirator to provide 605.8 g 
(yield 100%) of carboxylic acid chloride (4). 
In 1250 ml of ethyl acetate were dissolved 86.1 g (1 mol) of anhydrous 
piperazine (5) and 242.8 g (2.4 mol) of triethylamine and the solution was 
stirred under ice-cooling. 
To the solution was added dropwise 605.8 g of the carboxylic acid chloride 
described above over a period of one hour, and after further stirring the 
mixture for 30 minutes, the mixture was stirred for one hour at 50.degree. 
C. 
Then, 500 ml of water was added to the reaction mixture, an organic phase 
thus formed was extracted, washed 3 times with water and after drying with 
magnesium sulfate, was concentrated to provide 607.0 g (yield 98.1%) of 
light-yellow oily compound S-1. 
The structure of the product was analyzed by the NMR spectra, the IR 
spectra, the MS spectra, and gas chromatography. 
NMR Spectra (300 MHz, CDCl.sub.3, .delta.: ppm) 1.0-1.2 (48H, s or d, 
CH.sub.3) 1.2-2.0 (20H, m, --CH.sub.2 -- or .dbd.CH--) 2.4-2.7 (2H, m, 
--CHCO&lt;) 3.6-4.0 (8H, m, &gt;NCH.sub.2 CH.sub.2 N&lt;) 
MS Spectra: 618(M.sup.+), 603, 551, 463, 353 
In addition, the compound represented by formula (IV) may be used singly or 
together with other compound represented by formula (IV), or may be used 
as a combination with a known fading inhibitor. 
The compound represented by formula (IV) mainly functions as a high-boiling 
point organic solvent but may be used together with a known high-boiling 
point organic solvent or may be used as an additive such as a stabilizer, 
etc. The term "high-boiling point" herein means that the organic solvent 
has a boiling point of 175.degree. C. or higher at atmospheric pressure. 
The using amount of the compound represented by formula (IV) can be changed 
according to the intended purposes and there is no particular restriction 
on the amount thereof. However, the using amount of the compound is 
preferably from 0.0002 g to 20 g, and more preferably from 0.001 g to 5 g 
per 1 m.sup.2 of the silver halide color photographic material and also 
is, for example, in the range of preferably from 0.1 to 8, more preferably 
from 0.1 to 4.0, and furthermore preferably from 0.2 to 1.0 by weight 
ratio to the amount of the yellow coupler represented by formula (I). 
When the compound represented by formula (IV) is used together with a known 
high-boiling point organic solvent, the compound of formula (IV) is used 
in an amount of preferably from 10% to 100%, and more preferably from 20% 
to 70% by weight to the total amount of the high-boiling point organic 
solvents. 
Examples of such a high-boiling point organic solvent which can be used 
together with the compound represented by formula (IV) are described in 
U.S. Pat. No. 2,322,027, etc. 
Specific examples of such a high-boiling point organic solvent having a 
boiling point of 175.degree. C. or higher at atmospheric pressure are 
phthalic acid esters (e.g., dibutyl phthalate, dicyclohexyl phthalate, 
di-2-ethylhexyl phthalate, decyl phthalate, bis(2,4-di-tert-amylphenyl) 
phthalate, bis(2,4-di-tert-amylphenyl) isophthalate, and 
bis(1,1-diethylpropyl) phthalate); esters of phosphoric acid or phosphonic 
acid (e.g., triphenyl phosphate, tricresyl phosphate, 2-ethylhexyldiphenyl 
phosphate, tricyclohexyl phosphate, tri-2-ethylhexyl phosphate, tridodecyl 
phosphate, tributoxyethyl phosphate, trichloropropyl phosphate, and 
di-2-ethylhexylphenyl phosphonate); benzoic acid esters (e.g., 
2-ethylhexyl benzoate, dodecyl benzoate, and 2-ethylhexyl-p-hydroxy 
benzoate); sulfonamides (e.g., N-butylbenzene sulfonamide); alcohols and 
phenols (e.g., isostearyl alcohol and 2,4-di-tert-amylphenol); aliphatic 
carboxylic acid esters [e.g., bis(2-ethylhexyl) sebacate, dioctyl azelate, 
glycerol tributyrate, isostearyl lactate, and trioctyl citrate); aniline 
derivatives (e.g., N,N-dibutyl-2-butoxy-5-tertoctylaniline); hydrocarbons 
(e.g., paraffin, dodecylbenzene, and diisopropylnaphthalene); and 
chlorinated paraffins. 
Also, in the present invention, an organic solvent having a boiling point 
of 30.degree. C. or more, preferably from 50.degree. C. to about 
160.degree. C. can be used as an auxiliary solvent. Typical examples of 
such a solvent are ethyl acetate, butyl acetate, ethyl propionate, methyl 
ethyl ketone, cyclohexanone, 2-ethoxyethyl acetate, and dimethylformamide. 
A general silver halide color photographic material can be constituted by 
successively coating at least one blue-sensitive silver halide emulsion 
layer, at least one green-sensitive silver halide emulsion layer, and at 
least one red-sensitive silver halide emulsion layer on a support in this 
order but other disposition order of the silver halide emulsion layers may 
be employed. By incorporating each silver halide emulsion having a 
sensitivity to each wavelength region and each color coupler forming a dye 
which is a complementary color relationship with each sensitive light in 
each of these light-sensitive emulsion layers, a color reproduction by a 
subtractive color process can be carried out. In this case, however, the 
light-sensitive emulsion layer and the colored hue of the color coupler 
may have a constitution which does not have the foregoing correspondence. 
As the silver halide emulsions and other materials (additives, etc.), and 
photographic constituting layers (layer dispositions, etc.) which are 
applied to the present invention and the processing processes for 
processing the photographic materials of this invention, and additives for 
processing, the materials and processes described in JP-A-62-215272, 
JP-A-2-33144, and European Patent 355,660A2 are preferably used. 
Furthermore, the silver halide color photographic materials and the 
processing processes therefor described in JP-A-5-34889, JP-A-4-359249, 
JP-A-4-313753, JP-A-4-270344, JP-A-5-66527, JP-A-4-34548, JP-A-4-145433, 
JP-A-2-854, JP-A-1-158431, JP-A-2-90145, JP-A-3-194539, JP-A-2-93641, 
European Patent 520,457A2, etc., can be preferably used in this invention. 
As the silver halide for use in the present invention, silver chloride, 
silver bromide, silver chlorobromide, silver iodochloro-bromide, silver 
iodobromide, etc., can be used. For the purpose of rapid processing, pure 
silver chloride or silver chlorobromide which does not substantially 
contain silver iodide and has a silver chloride content of from 90 mol % 
to 100 mol %, preferably from 95 mol % to 100 mol %, and particularly 
preferably from 98 mol % to 100 mol % is preferably used. 
In the photographic material of this invention, for the purpose of 
improving the sharpness of images, etc., it is preferred to add the dye 
capable being decolored by processing (in particular, the oxonol series 
dye) described in European Patent 337,490A2, pages 27-76, etc., to the 
hydrophilic colloid layer thereof such that the optical reflection density 
of the photographic material at 680 nm becomes 0.70 or greater, or to add 
at least 12% by weight (preferably at least 14% by weight) of titanium 
oxide which is surface-treated with a dihydric to tetra-hydric alcohol 
(e.g., trimethylolethane) into the water-resisting resin layer of the 
resin-coated support thereof. 
In the photographic material of the present invention, it is preferred to 
use the color image storage stability improving compound described in 
European Patent 277,589A2 together with the couplers. In particular, it is 
preferred to use the compound together with a pyrazoloazole series magenta 
coupler. 
That is, it is preferred to use the compound (F) which forms a chemically 
inactive and substantially colorless compound by chemically bonding with 
an aromatic amino color developing agent remaining after color development 
and/or the compound (G) which forms a chemically inactive and 
substantially colorless compound by chemically bonding with the oxidation 
product of an aromatic amine color developing agent remaining after color 
development simultaneously or singly for preventing, for example, the 
generation of stains and other side-effects due to the formation of 
colored dyes by the reaction of a color developing agent or the oxidized 
product thereof with the couplers during storing the processed color 
photographs after processing. 
In the photographic materials of the present invention, it is preferred to 
incorporate the antifungal agent as described in JP-A-63-271247 for 
preventing the growth of various kinds of fungi and bacteria growing in 
the hydrophilic colloid layers to deteriorate the color images. 
As the support which is used for the photographic material of this 
invention, a white polyester series support for display or a support 
having provided thereon a layer containing a white pigment on the side 
having the silver halide emulsion layers may be used. Furthermore, for 
improving the sharpness of color images, it is preferred to form an 
antihalation layer on the silver halide emulsion layer coating side of the 
support or the back surface of the support. In particular, for capable of 
observing the display or color images by reflected light and transmitted 
light, it is preferred that the transmission density of the support is 
selected in the range of from 0.35 to 0.8. 
The photographic material of the present invention may be exposed with 
visible light or infrared light. As the exposure method, a low-illuminance 
exposure or a high-illuminance short-time exposure may be employed and in 
particular, in the latter case, a laser scanning exposure system that the 
exposure time per one pixel is shorter than about 10.sup.-4 second is 
preferred. 
Also, at the exposure, it is preferred to use the band-stop filter 
described in U.S. Pat. No. 4,880,726. By using the filter, light color 
mixing is removed and the color reproducibility is remarkably improved.

Then, the following examples are intended to illustrate the present 
invention but not to limit the invention in any way. 
EXAMPLE 1 
After applying a corona discharging treatment to the surface of a paper 
support both the surfaces of which were laminated with polyethylene, by 
forming a gelatin undercoat layer containing sodium 
dodecylbenzenesulfonate on the surface of the support and further by 
coating thereon various photographic constituting layers, a multilayer 
color printing paper (101) having the layer structure described below was 
prepared. The coating liquids were prepared as described below. 
Preparation of Coating Liquid for Layer 1: 
After dissolving 122.0 g of a yellow coupler (RY-3), 7.5 g of a color image 
stabilizer (Cpd-2), 16.7 g of a color image stabilizer (Cpd-3), and 8.0 g 
of a color image stabilizer (Cpd-5) in a mixed solvent composed of 22 g of 
a solvent (Solv-3), 22 g of a solvent (Solv-9), and 180 ml of ethyl 
acetate, the solution was dispersed by emulsification in 1000 g of an 
aqueous 10% gelatin solution containing 86 ml of an aqueous solution of 
10% sodium dodecylbenzenesulfonate to provide an emulsified dispersion A. 
On the other hand, a silver chlorobromide emulsion A [a 3:7 mixture 
(silver mol ratio) of a large cubic silver halide grain size emulsion A 
having a mean grain size of 0.88 .mu.m and a small cubic silver halide 
grain size emulsion A having a mean grain size of 0.70 .mu.m; the 
variation coefficients of the grain size distributions of the emulsions 
were 0.08 and 0.10, respectively; and in each emulsion, the silver halide 
grains locally contained 0.3 mol % silver bromide at a part of the surface 
of silver chloride grains as the base grains) was prepared. The silver 
halide emulsion contained the blue-sensitive sensitizing dyes A, B, and C 
shown below in an amount of 8.0.times.10.sup.-5 mol each in the large 
grain size emulsion A and in an amount of 1.0.times.10.sup.-4 mol each in 
the small grain size emulsion A per mol of silver. Also, the chemical 
ripening of the emulsion was carried out by adding thereto a sulfur 
sensitizer and a gold sensitizer. 
The emulsified dispersion A was mixed with the silver chlorobromide 
emulsion and the coating liquid for Layer 1 was prepared such that the 
composition became as shown below. In addition, the coated amount of each 
silver halide emulsion described below is the coated amount converted as 
the amount of silver. 
The coating liquids for Layer 2 to layer 7 were prepared according to the 
same method as the coating liquid for Layer 1. In addition, for each 
layer, 1-oxy-3,5-dichloro-s-triazine sodium salt was used as a gelatin 
hardener. 
To each layer were added Cpd-12, Cpd-13, Cpd -14, and Cpd-15 such that the 
total amounts thereof became 15.0 mg/m.sup.2, 60.0 mg/m.sup.2, 5.0 
mg/m.sup.2, and 10 mg/m.sup.2, respectively. 
For the silver chlorobromide emulsion of each light-sensitive silver halide 
emulsion layer, the following spectral sensitizing dye was used. 
Blue-Sensitive Emulsion Layer: 
##STR14## 
(Each sensitizing dye was added to the large grain size emulsion in an 
amount of 1.4.times.10.sup.-4 mol and to the small grain size emulsion in 
an amount of 1.7.times.10.sup.-4 mol per mol of the silver halide.) 
Green-Sensitive Emulsion Layer: 
##STR15## 
(The sensitizing dye D was added to the large grain size emulsion in an 
amount of 3.0.times.10.sup.-4 and to the small grain size emulsion in an 
amount of 3.6.times.10.sup.31 4 mol per mol of the silver halide, the 
sensitizing dye E to the large grain size emulsion in an amount of 
4.0.times.10.sup.-4 mol and to the small grain size emulsion in an amount 
of 7.0.times.10.sup.-5 mol per mol of the silver halide, and the 
sensitizing dye F to the large grain size emulsion in an amount of 
2.0.times.10.sup.-4 mol and to the small grain size emulsion in an amount 
of 2.8.times.10.sup.-4 mol per mol of the silver halide.) 
Red-Sensitive Emulsion Layer: 
##STR16## 
(Each sensitizing dye was added to the large grain size emulsion in an 
amount of 5.0.times.10.sup.-5 mol and to the small grain size emulsion in 
an amount of 8.0.times.10.sup.-5 mol per mol of the silver halide.) 
Furthermore, the compound shown below was added to the red-sensitive 
emulsion in an amount of 2.6.times.10.sup.-3 mol per mol of the silver 
halide. 
##STR17## 
Also, to the blue-sensitive emulsion layer, the green-sensitive emulsion 
layer, and the red-sensitive emulsion layer was added 
1-(5-methylureidophenyl)-5-mercaptotetrazole in the amounts of 
3.3.times.10.sup.-4 mol, 1.0.times.10.sup.-3 mol, and 5.9.times.10.sup.-4 
mol, respectively, per mol of the silver halide. 
Furthermore, the foregoing compound was added to Layer 2, Layer 4, Layer 6, 
and Layer 7 in an amount of 0.2 mg/m.sup.2, 0.2 mg/m.sup.2, 0.6 
mg/m.sup.2, and 0.1 mg/m.sup.2, respectively. 
Also, to the blue-sensitive emulsion layer and the green-sensitive emulsion 
layer was added 4-hydroxy-6-methyl-1,3,3a,7-tetrazaindene in an amount of 
1.times.10.sup.-4 mol and 2.times.10.sup.-4 mol, respectively, per mol of 
the silver halide. 
Also, in order to prevent irradiation, the following dyes were added (the 
numerals in the parenthesis represented the coated amount) to each silver 
halide emulsion layer. 
##STR18## 
(Layer Constitution) 
The layer constitution of each layer is shown below, wherein the numerals 
represent the coated amount (g/m.sup.2) and the amount of the silver 
halide emulsion is represented by the coated amount converted as the 
amount of silver. 
Support: 
Polyethylene-Laminated Paper: 
[The polyethylene layer on the Layer 1 side contained a white pigment (15% 
by weight; TiO.sub.2) and a bluish pigment (ultramarine 
______________________________________ 
Layer 1: Blue-Sensitive Emulsion Layer 
Silver Chlorobromide Emulsion A 
0.27 
Gelatin 1.60 
Yellow Coupler (RY-3) 0.61 
Color Image Stabilizer (Cpd-2) 
0.04 
Color Image Stabilizer (Cpd-3) 
0.08 
Color Image Stabilizer (Cpd-5) 
0.04 
Solvent (Solv-3) 0.11 
Solvent (Solv-9) 0.11 
Layer 2: Color Mixing Inhibition Layer 
Gelatin 0.99 
Color Mixing Inhibitor (Cpd-4) 
0.10 
Solvent (Solv-1) 0.07 
Solvent (Solv-2) 0.20 
Solvent (Solv-3) 0.15 
Solvent (Solv-7) 0.12 
Layer 3: Green-Sensitive Emulsion Layer 
Silver Chlorobromide Emulsion [Cubic, 1:3 mixture 
0.13 
of large grain size emulsion B having mean grain 
size of 0.55 .mu.m and small grain size emulsion B 
having mean grain size of 0.39 .mu.m, variation 
coeffs. of the grain size distributions: 0.10 and 
0.08, respectively, each emulsion locally had 0.8 
mol % silver bromide at a part of the surface of 
silver halide grains as the base grains] 
Gelatin 1.35 
Magenta Coupler (ExM-1) 0.12 
Ultraviolet Absorber (UV-1) 
0.12 
Color Image Stabilizer (Cpd-2) 
0.01 
Color Image Stabilizer (Cpd-5) 
0.01 
Color Image Stabilizer (Cpd-6) 
0.01 
Color Image Stabilizer (Cpd-7) 
0.08 
Color Image Stabilizer (Cpd-8) 
0.01 
Solvent (Solv-4) 0.30 
Solvent (Solv-5) 0.15 
Layer 4: Color Mixing Inhibition Layer 
Gelatin 0.72 
Color Mixing Inhibitor (Cpd-4) 
0.07 
Solvent (Solv-1) 0.05 
Solvent (Solv-2) 0.15 
Solvent (Solv-3) 0.12 
Solvent (Solv-7) 0.09 
Layer 5: Red-Sensitive Emulsion Layer 
Silver Chlorobromide Emulsion [Cubic, 1:4 mixture 
0.18 
of large grain size emulsion C having mean grain 
size of 0.50 .mu.m and small grain size emulsion C 
having mean grain size of 0.41 .mu.m, variation 
coeffs. of the grain size distributions: 0.09 and 
0.11, respectively, each emulsion locally had 0.8 
mol % silver bromide at a part of the surface of 
silver halide grains as the base grains) 
Gelatin 0.80 
Cyan Coupler (ExC-1) 0.28 
Ultraviolet Absorber (UV-3) 
0.19 
Color Image Stabilizer (Cpd-1) 
0.24 
Color Image Stabilizer (Cpd-6) 
0.01 
Color Image Stabilizer (Cpd-8) 
0.01 
Color Image stabilizer (Cpd-9) 
0.04 
Color Image Stabilizer (Cpd-10) 
0.01 
Solvent (Solv-1) 0.01 
Solvent (Solv-6) 0.21 
Layer 6: Ultraviolet Absorption Layer 
Gelatin 0.64 
Ultraviolet Absorber (UV-2) 
0.39 
Color Image Stabilizer (Cpd-7) 
0.05 
Solvent (Solv-8) 0.05 
Layer 7: Protective Layer 
Gelatin 1.01 
Acryl-Modified Copolymer (modified degree 17%) 
0.04 
of Polyvinyl Alcohol 
Fluid Paraffin 0.02 
Surfactant (Cpd-11) 0.01 
______________________________________ 
The compounds used above are shown below. 
##STR19## 
Thus, Sample 101 was prepared. 
Also, Samples 102 to 133 were prepared by in the same procedure as the case 
of preparing Sample 101 except that the yellow coupler (RY-3) was replaced 
with each of the yellow couplers as shown in Table A below. In these 
cases, the yellow coupler was replaced such that the amount of each 
coupler became the equimolar amount. 
Furthermore, Samples 201 to 233 were prepared by using the emulsions used 
for Samples 101 to 133, respectively, which had been stored for 30 hours 
at 5.degree. C. 
Each sample thus prepared was exposed using a sensitometer (manufactured by 
Fuji Photo Film Co., Ltd.; the color temperature of the FWH type light 
source was 3200K) such that about 35% of the coated silver amount was 
developed to give gray. 
Each sample (50 m.sup.2 each) thus exposed was continuously processed by 
the following processing steps. 
______________________________________ 
Processing Replenished 
Step Temperature Time Amount* 
______________________________________ 
Color Development 
.sup. 38.5.degree. C. 
45 sec. 73 ml 
Bleach-Fix 35.degree. C. 
45 sec. 60 ml** 
Rinse (1) 35.degree. C. 
30 sec. -- 
Rinse (2) 35.degree. C. 
30 sec. -- 
Rinse (3) 35.degree. C. 
30 sec. 360 ml 
Drying 80.degree. C. 
60 sec. 
______________________________________ 
*The replenishing amount per square meter of the photographic material. 
**In addition to 60 ml described above, 120 ml per square meter of the 
lightsensitive material was supplied from Rinse (1). 
The replenishing amount per square meter of the photographic material. 
In addition to 60 ml described above, 120 ml per square meter of the 
light-sensitive material was supplied from Rinse (1). 
[The rinse was a 3-tanks counter current system of from (3) to (1).] 
The composition of each processing liquid was as follows. 
______________________________________ 
Tank 
Liquid Replenisher 
______________________________________ 
Color Developer: 
Water 800 ml 800 ml 
Ethylenediaminetetraacetic Acid 
3.0 g 3.0 g 
4,5-Dihydroxybenzene-1,3- 
0.5 g 0.5 g 
disulfonic Acid 2-Sodium Salt 
Triethanolamine 12.0 g 12.0 g 
Potassium Chloride 6.5 g -- 
Potassium Bromide 0.03 g -- 
Potassium Carbonate 27.0 g 27.0 g 
Fluorescent Whitening Agent 
1.0 g 3.0 g 
(Whitex 4, made by Sumitomo 
Chemical Company Limited) 
Sodium Sulfite 0.1 g 0.1 g 
Disodium-N,N-bis(sulfonate ethyl)- 
5.0 g 10.0 g 
Hydroxylamine 
Sodium Triisopropylnaphthalene(.beta.)- 
0.1 g 0.1 g 
sulfonate 
N-Ethyl-N-(.beta.-methanesulfonamido- 
5.0 g 11.5 g 
ethyl)-3-methyl-4-aminoaniline.- 
3/2 Sulfuric Acid.1-hydrate 
Water to make 1 liter 1 liter 
pH (adjusted with 25.degree. C./potassium 
10.00 11.00 
hydroxide and sulfuric acid) 
Bleach-Fix Liquid: 
Water 600 ml 150 ml 
Ammonium Thiosulfate 
93 ml 230 ml 
(750 g/liter) 
Ammonium Sulfite 40 g 100 g 
Ethylenediaminetetraacetic Acid 
55 g 135 g 
Iron(III) Ammonium 
Ethylenediaminetetraacetic Acid 
5 g 12.5 g 
Nitric Acid (67%) 30 g 65 g 
Water to make 1 liter 1 liter 
pH (adjusted with 25.degree. C./acetic acid 
5.8 5.6 
and aqueous ammonia) 
Rinse Liquid: [tank liquid = replenisher) 
Chlorinated Sodium Isocyanurate 
0.02 g 
Deionized Water (electrical conductivity: 
not greater than 5 .mu.s/cm) 1 liter 
pH 6.5 
______________________________________ 
Then, each sample was subjected to a gradation exposure with blue light and 
processed with the foregoing running processing liquids. The color density 
of each sample after processing was measured with blue light and the 
yellow maximum color density Dmax was determined. 
Furthermore, each of Samples 101 to 133 was exposed under a light source of 
a fluorescent lamp of 80,000 lux for 14 days and the color image residual 
ratio in the initial density of 1.5 was determined. Also, each sample was 
stored for 20 days under 80.degree. C.-70% RH and the color image residual 
ratio in the initial density 1.5 was determined. 
These results are shown in Table A below. 
TABLE A 
______________________________________ 
Coloring 
Sam- Yellow Property 80.degree. C. - 
Sam- 
ple Coupler Dmax Xe 70% ple Dmax Remarks 
______________________________________ 
101 RY-3 2.02 70 74 201 1.92 Comparison 
102 RY-1 2.03 64 72 202 1.91 " 
103 RY-2 2.10 60 67 203 1.78 " 
104 RY-4 2.07 58 63 204 1.74 " 
105 Y-1 2.26 83 82 205 2.24 Invention 
106 Y-2 2.25 86 83 206 2.24 " 
107 Y-3 2.23 86 83 207 2.21 " 
108 Y-5 2.21 81 80 208 2.19 " 
109 Y-7 2.22 81 81 209 2.19 " 
110 Y-9 2.18 78 80 210 2.14 " 
111 Y-10 2.20 79 81 211 2.18 " 
112 Y-11 2.17 77 80 212 2.15 " 
113 Y-13 2.16 76 79 213 2.15 " 
114 Y-17 2.24 81 81 214 2.22 " 
115 Y-19 2.17 85 85 215 2.17 " 
116 Y-20 2.24 83 82 216 2.21 " 
117 Y-21 2.18 87 86 217 2.18 " 
118 Y-22 2.16 82 80 218 2.14 " 
119 RY-5 2.16 51 74 219 2.04 Comparison 
120 Y-32 2.26 79 88 220 2.25 Invention 
121 Y-29 2.27 77 86 221 2.25 " 
122 RY-10 2.20 42 75 222 2.10 Comparison 
123 Y-45 2.32 77 88 223 2.30 Invention 
124 Y-30 2.33 76 87 224 2.31 " 
125 RY-6 1.95 48 58 225 2.03 Comparison 
126 Y-15 2.08 74 78 226 2.28 Invention 
127 RY-7 2.05 57 64 227 1.95 Comparison 
128 Y-14 2.20 79 80 228 2.17 Invention 
129 RY-8 1.98 61 69 229 1.84 Comparison 
130 Y-44 2.11 75 81 230 2.10 Invention 
131 RY-11 2.16 70 75 231 2.04 Comparison 
132 Y-46 2.27 81 89 232 2.24 Invention 
133 RY-9 2.05 64 61 233 1.87 Comparison 
______________________________________ 
*: After 30 days at 5.degree. C. 
Samples using RY-couplers as the yellow couplers are comparative samples 
and samples using Y-couplers are samples of this invention. 
As is clear from Table A above, it can be seen that the yellow couplers of 
this invention show a high coloring property as compared with known yellow 
couplers RY-1 to RY-11. 
Furthermore, since known yellow couplers are inferior in solubility, the 
coloring property (Dmax) after cold storing the emulsions for 30 days at 
5.degree. C. is greatly inferior, while in the case of using the yellow 
couplers of this invention, lowering of the coloring property is scarcely 
observed, which shows the excellency of the yellow couplers of this 
invention. Also, as is clear from Table A, the yellow couplers of this 
invention are excellent in the fastness to heat, humidity, and light as 
compared with the known yellow couplers. 
Furthermore, it can be seen that the improvement of the properties is 
particularly remarkable in the yellow couplers represented by formula (II) 
described above. 
EXAMPLE 2 
Samples 301 to 343 were prepared in the same procedure as the case of 
preparing Sample 102 in Example 1 except that the yellow coupler in Layer 
1 of Sample 102 was changed as shown in Table B shown below and the amide 
compound represented by formula (IV) being used in this invention was 
added as described in Table B. The yellow coupler was added such that the 
addition amount was equimolar amount to that in Sample 102. 
Then, each sample was subjected to a gradation exposure with blue light and 
processed with the running processing liquids described in Example 1. The 
color density of each sample after processing was measured with blue light 
and the yellow maximum color density Dmax was determined. 
Furthermore, each of Samples 301 and 343 was exposed under the light source 
of a fluorescent lamp of 80,000 lux for 14 days and the color image 
residual ratio in the initial density 1.5 was determined. Also, each 
sample was stored under 80.degree. C.-70% RH for 20 days and the color 
image residual ratio to the initial density 1.5 was determined. 
The results are shown in Table B below. 
TABLE B 
______________________________________ 
Amide Coloring 
Yellow Compound Property 80.degree. C. - 
Sample 
Coupler (0.2 g/m.sup.2) 
Dmax Xe 70% Remarks 
______________________________________ 
301 RY-1 -- 2.03 64 72 Comparison 
302 " S-1 2.05 71 73 " 
303 RY-2 -- 2.10 60 67 " 
304 " S-1 2.12 69 68 " 
305 Y-1 -- 2.26 83 82 Invention 
306 " S-1 2.37 94 90 " 
307 Y-2 -- 2.25 86 83 " 
308 " S-1 2.30 95 91 " 
309 Y-3 -- 2.23 86 83 " 
310 " S-1 2.29 95 91 " 
311 Y-7 -- 2.22 81 81 " 
312 " S-1 2.28 91 88 " 
313 Y-9 -- 2.18 78 80 " 
314 " S-1 2.25 88 87 " 
315 Y-17 -- 2.24 81 81 " 
316 " S-1 2.30 92 89 " 
317 Y-20 -- 2.24 83 82 " 
318 " S-1 2.29 92 90 " 
319 RY-5 -- 2.16 51 74 Comparison 
320 " S-1 2.17 60 75 " 
321 Y-29 -- 2.27 77 86 Invention 
322 " S-1 2.31 91 90 " 
323 RY-10 -- 2.20 42 75 Comparison 
324 " S-1 2.22 51 76 " 
325 Y-45 -- 2.32 77 88 Invention 
326 " S-1 2.37 92 92 " 
327 RY-11 -- 2.16 70 75 Comparison 
328 " S-1 2.18 74 77 " 
329 Y-46 -- 2.27 81 89 Invention 
330 " S-1 2.33 90 94 " 
331 Y-1 -- 2.26 83 82 " 
332 " S-1 2.31 94 90 " 
333 " S-2 2.30 91 88 " 
334 " S-4 2.30 92 89 " 
335 " S-5 2.29 90 87 " 
336 " S-9 2.29 89 86 " 
337 " S-18 2.29 88 86 " 
338 " S-20 2.29 88 87 " 
339 " S-21 2.28 86 85 " 
340 " S-23 2.28 86 86 " 
341 " S-25 2.29 87 86 " 
342 " S-26 2.29 86 87 " 
343 " S-27 2.29 89 82 " 
______________________________________ 
As is clear from Table B, it can be seen that by using the amide compounds 
represented by formula (IV) for use in this invention, the coloring 
property of the yellow couplers represented by formula (I) for use in this 
invention and the fastness of the dyes formed from the yellow couplers 
represented by formula (I) to light, heat, and humidity are remarkably 
improved. 
The improvement of the properties are remarkable in the amide compounds 
represented by formula (V) and are more remarkable in the amide compounds 
represented by formula (VI). 
On the other hand, in the case of using the known yellow couplers, even 
when the amide compounds represented by formula (IV) are used, the 
improvement of the properties obtained by using the yellow couplers 
represented by formula (I) being used in this invention is not obtained. 
As described above, the yellow couplers for use in this invention are 
excellent in the coloring property and the cold storage stability of the 
silver halide emulsions containing them and the yellow images obtained 
using the yellow couplers are excellent in the fastness to light, heat, 
and humidity.