JPH05297539A - Silver halide color photographic sensitive material - Google Patents

Abstract

PURPOSE:To enhance color reproduction performance, sharpness, and photographic performance by incorporating a specified compound. CONSTITUTION:At least one of cyan color-developing silver halide emulsion layers contains at least one of cyan couplers represented by formulae I and II and at least one of photographic constituent lyaers contains at least one of the compounds represented by formula III. In formulae I-III, each of Za and Zb is -C(R3)= or -N=; each of R1 and R2 is an electron-attractive group having a Hammett's substituent constant sigmap of >=0.20 and the sum of sigmap of both is >=0.65; R3 is H or the like; X is H or a group to be released by coupling with the oxidation product of an aromatic primary amine color developing agent; each of W1 and W3 is an aliphatic, aromatic, or heterocyclic group; each of W2 and W4 is an aliphatic or aromatic group or cyano or the like; L1-L5 is a methine group; each of n1 and n2 is 0 or 1; and M<+> is H or another univalent cation. Gelatin is applied in an amount of <=8.6g/m<2> in total.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a silver halide color photographic light-sensitive material, and more particularly to a silver halide color photographic light-sensitive material having improved color reproducibility, sharpness and color developability.

[0002]

2. Description of the Related Art Higher image quality is desired for color light-sensitive materials used for viewing, recording and storing dye images. To improve the image quality of color light-sensitive materials, the sharpness is improved by adding halation and anti-irradiation dyes and reducing the coating amount of gelatin, and the color reproduction is achieved by using photographic couplers with excellent spectral absorption characteristics of the resulting coloring dyes. It is also possible to improve the properties, and further, after the treatment, there is no unnecessary coloring due to the residual color of the dye or the like on the support or the hydrophilic layer coated thereon. Here, a coloring dye having excellent spectral absorption characteristics means that its maximum absorption wavelength is a wavelength preferable for color reproduction, and that it does not have unnecessary absorption in a wavelength region other than the main absorption that should be desired (for example, In the case of conventional cyan color dyes, the color reproducibility is insufficient because the dye formed has secondary absorption in the green and blue regions), light, heat,
It has high robustness against humidity and the like. As a method of improving the sharpness required for high image quality in color light-sensitive materials, antihalation dyes and antiirradiation dyes are usually effectively used. Dyes used for such purposes should have the following properties, that is, (1) have appropriate spectral absorption according to the purpose of use. (2) In order not to leave harmful coloring on the photographic light-sensitive material, it should be completely decolorized during the photographic processing process or be easily eluted from the photographic light-sensitive material. (3) No chemical adverse effect on the silver halide emulsion in the light-sensitive material, for example, no change in sensitivity or fog. Are needed.

Many efforts have been made by those skilled in the art to find a photographic dye satisfying all of the above conditions, and the following dyes have been found. That is, British Patents 506,385, 1,177,429 and 1,27.
8,621, 1,311,884, 1,338,799, 1,385,
371, 1,467,214, 1,533,102, 1,553,51
6, JP-A-48-85,130, 49-114,420, 55-
116,233, 59-111,640, JP-A-3-7932, U.S. Pat.Nos. 2,533,472, 3,247,127, 3,379,533
Oxonol dyes and other azo dyes, anthraquinone dyes, arylidene dyes, styryl dyes, triarylmethane dyes, merocyanine dyes, and cyanine dyes described in Nos. 3,469,985 and 4,078,933. Among these dyes, the oxonol dye having two pyrazolone skeletons is easily decolorized and flows out from the light-sensitive material in the above photographic processing process.
It is generally used as a useful dye having a small residual color to meet the demand for speeding up of photographic processing. It is known that the sharpness of the dye image is improved as the amount of these dyes added is increased.

However, it has been found that when a phenolic cyan coupler which is generally used in color print materials is used, and when a large amount of the above dye is added, the color developability deteriorates. By reducing the addition amount of the dye, the above-mentioned deterioration in color developability is alleviated, but on the contrary, the phenomenon that the sharpness cannot be improved occurs.
Such a phenomenon is against the high image quality of the color light-sensitive material, and a solution thereof has been desired. That is, there is a need for a technique that maintains a high level of sharpness and does not deteriorate the color development of the cyan coupler. Therefore, instead of the phenol-based cyan coupler, 2,4-diphenylimidazole-based couplers described in European Patent EP0,249,453A2,
3-hydroxypyridine couplers described in JP-A-0,333,185A2 and JP-A-64-552, 64-553, 64-554,
It is conceivable to use a cyan color forming coupler such as a pyrazoloazole coupler described in Nos. 64-555, 64-556 and 64-557 and an oxonol dye in combination. However, in this case as well, the color reproducibility is not sufficient, and there is a problem in color reproducibility because the obtained color forming dye has secondary absorption in the blue and green regions. Furthermore, European patent EP0,
When the pyrrolopyrazole cyan coupler described in 456,226A1 and a dye are used in combination, the color development is improved but it cannot be said that the level has reached a sufficient level, and in addition, the color fog in the unexposed area is large. It had drawbacks. In this way, no technology has been found that satisfies all of the performance requirements for high image quality.

On the other hand, 1H-pyrrolo [1,2-b] [1,
2,4] As a coupler having a mother nucleus of triazole, the annual meeting of the Photographic Society of Japan in 1985 (May 23, 1985,
24th, at the Institute of Private Studies) Proceedings 108-110, JP Sho
No. 62-279340 and No. 62-278552, all of which are known as magenta couplers. The absorption spectrum of the color-forming dye obtained from the pyrrolotriazole-based magenta coupler described in the Abstracts of the Photographic Society of Japan is rather broader than that of the well-known color-forming dye formed from the pyrazolotriazole-based magenta coupler, and as a magenta coupler. Is not a satisfactory hue. Furthermore, JP-A-62-291646 and JP-A-63-32
No. 548 and the like describe couplers having a pyrrolotriazole mother nucleus, but these are also clearly described as magenta couplers, and all the disclosed compound examples are not limited to couplers forming a magenta coloring dye. There is.

[0006]

As a result of various studies by the present inventor, the pyrrolotriazole-based coupler having a specific substituent according to the present invention has excellent spectral absorption characteristics as a cyan coupler. I found out that
It was previously known that a pyrrolotriazole-based coupler, which cannot be said to be particularly excellent as a magenta coupler, has such excellent characteristics as a cyan coupler by introducing a specific substituent. It wasn't quite what I expected. Therefore, an object of the present invention is to provide a silver halide photographic light-sensitive material excellent in color reproducibility, sharpness, and photographic properties (coloring property, little color fog in unexposed areas, etc.).

[0007]

As a result of repeated studies, the present inventor has found that the above-mentioned problems can be achieved by the following constitution. (1) different color sensitivity on the reflective support, yellow,
In a silver halide color photographic light-sensitive material having a photographic constituent layer comprising at least one each of magenta and cyan chromogenic silver halide emulsion layers and a non-photosensitive layer, at least one of the cyan chromogenic silver halide emulsion layers Contains at least one of the cyan couplers represented by the following general formula (I) or (II), and at least one of the compounds represented by the following general formula (III) in any of the photographic constituent layers. And a silver halide color photographic light-sensitive material.

[0008]

[Chemical 3]

(In the general formulas (I) and (II), Za and Z
b each -C (R ₃₎ = or an -N =. However, one of Za and Zb is -N =, the other is -C (R ₃₎ is =. R ₁ and R ₂ each represent an electron-withdrawing group having a Hammett's substituent constant σ p value of 0.20 or more, and the sum of σ p values of R ₁ and R ₂ is 0.65 or more. R ₃ represents a hydrogen atom or a substituent. X represents a hydrogen atom or a group capable of splitting off in a coupling reaction with an oxidized product of an aromatic primary amine color developing agent. R ₁ ,
The group represented by R ₂ , R ₃ or X may be a divalent group and may be bonded to a dimer or higher polymer or a polymer chain to form a homopolymer or a copolymer. )

[0010]

[Chemical 4]

(Wherein W ₁ and W ₃ represent an aliphatic group, an aromatic group or a heterocyclic group, and W ₂ and W ₄ represent an aliphatic group, an aromatic group, --OW ₅ , --COOW ₅ ,-) NW ₅ W ₆ , -CO
NW ₅ W ₆ , -NW ₅ CONW ₅ W ₆ , -SO ₂ W ₇ ,
-COW ₇ , -NW ₆ COW ₇ , -NW ₆ SO ₂ W ₇ ,
A cyano group (wherein W ₅ and W ₆ represent a hydrogen atom, an aliphatic group or an aromatic group, and W ₅ and W ₆ or W ₆ and W ₇ are linked to each other to form a 5- or 6-membered ring; , L ₁ , L ₂ , L ₃ , L ₄ , L ₅ represents a methine group,
n ₁ and n ₂ represent 0 or 1, and M ⁺ represents a hydrogen atom or other monovalent cation. (2) The silver halide color photographic light-sensitive material of item 1 above, wherein the total gelatin coating amount is 8.6 g / m ² or less.

Next, general formulas (I) and (II) will be described. Specifically, the cyan coupler of the present invention includes the following general formulas (Ia), (Ib), (II-a) and (II-
It is represented by b).

[0013]

[Chemical 5]

(In the formula, R ₁ , R ₂ , R ₃ and X have the same meanings as in formula (I) or (II), respectively.)

R ₃ represents a hydrogen atom or a substituent, and the substituent is a halogen atom, an alkyl group, an aryl group, a heterocyclic group, a cyano group, a hydroxy group, a nitro group, a carboxy group, a sulfo group, an amino group or an alkoxy group. Group, aryloxy group, acylamino group, alkylamino group, anilino group, ureido group, sulfamoylamino group, alkylthio group, arylthio group, alkoxycarbonylamino group, sulfonamide group, carbamoyl group, sulfamoyl group, sulfonyl group, alkoxy Carbonyl group, heterocyclic oxy group, azo group, acyloxy group, carbamoyloxy group, silyloxy group, aryloxycarbonylamino group, imide group, heterocyclic thio group, sulfinyl group,
Examples thereof include phosphonyl group, aryloxycarbonyl group, acyl group and azolyl group. These groups may be further substituted with the substituents exemplified for R ₃ .

More specifically, R ₃ is a hydrogen atom, a halogen atom (eg, chlorine atom, bromine atom), an alkyl group (eg, a straight chain or branched chain alkyl group having 1 to 32 carbon atoms, an aralkyl group, an alkenyl group). , An alkynyl group, a cycloalkyl group, a cycloalkenyl group, and more specifically, for example, methyl, ethyl, propyl, isopropyl, t-butyl, tridecyl, 2-methanesulfonylethyl, 3-
(3-Pentadecylphenoxy) propyl, 3- {4-
{2- [4- (4-hydroxyphenylsulfonyl) phenoxy] dodecanamide} phenyl} propyl, 2-
Etoshishiri tridecyl, trifluoromethyl, cyclopentyl, 3- (2,4-di-t-amylphenoxy) propyl), an aryl group (for example, phenyl, 4-t-butylphenyl, 2,4-di-t-). Amylphenyl, 4-tetradecanamidophenyl), heterocyclic group (for example, 2
-Furyl, 2-thienyl, 2-pyrimidinyl, 2-benzothiazolyl), cyano group, hydroxy group, nitro group,
Carboxy group, amino group, alkoxy group (for example, methoxy, ethoxy, 2-methoxyethoxy, 2-dodecylethoxy, 2-methanesulfonylethoxy), aryloxy group (for example, phenoxy, 2-methylphenoxy, 4-t-butyl). Phenoxy, 3-nitrophenoxy, 3-t-butyloxycarbamoylphenoxy, 3
-Methoxycarbamoyl), an acylamino group (for example,
Acetamide, benzamide, tetradecanamide, 2
-(2,4-di-t-amylphenoxy) butanamide, 4- (3-t-butyl-4-hydroxyphenoxy) butanamide, 2- {4- (4-hydroxyphenylsulfonyl) phenoxy} decanamide), alkylamino A group (eg, methylamino, butylamino, dodecylamino, diethylamino, methylbutylamino),
Anilino group (for example, phenylamino, 2-chloroanilino, 2-chloro-5-tetradecaneaminoanilino,
2-chloro-5-dodecyloxycarbonylanilino,
N-acetylanilino, 2-chloro-5- {2- (3-
t-butyl-4-hydroxyphenoxy) dodecanamide} anilino), ureido group (eg, phenylureido, methylureido, N, N-dibutylureido), sulfamoylamino group (eg, N, N-dipropylsulfamoyl) Amino, N-methyl-N-decylsulfamoylamino), alkylthio group (for example, methylthio, octylthio, tetradecylthio, 2-phenoxyethylthio, 3-phenoxypropylthio, 3- (4-)
t-butylphenoxy) propylthio), an arylthio group (for example, phenylthio, 2-butoxy-5-t-octylphenylthio, 3-pentadecylphenylthio,
2-carboxyphenylthio, 4-tetradecanamidophenylthio), alkoxycarbonylamino group (for example, methoxycarbonylamino, tetradecyloxycarbonylamino), sulfonamide group (for example, methanesulfonamide, hexadecanesulfonamide, benzenesulfonamide, p-toluenesulfonamide, octadecanesulfonamide, 2-methoxy-5-t-butylbenzenesulfonamide), carbamoyl group (for example, N-ethylcarbamoyl, N, N-dibutylcarbamoyl, N- (2-dodecyloxyethyl)) Carbamoyl, N-methyl-N-dodecylcarbamoyl, N- {3
-(2,4-di-t-amylphenoxy) propyl} carbamoyl), a sulfamoyl group (for example, N-ethylsulfamoyl, N, N-dipropylsulfamoyl,
N- (2-dodecyloxyethyl) sulfamoyl, N
-Ethyl-N-dodecylsulfamoyl, N, N-diethylsulfamoyl), sulfonyl group (for example, methanesulfonyl, octanesulfonyl, benzenesulfonyl, toluenesulfonyl), alkoxycarbonyl group (for example, methoxycarbonyl, butyloxycarbonyl) , Dodecyloxycarbonyl, octadecyloxycarbonyl), a heterocyclic oxy group (for example, 1-phenyltetrazole-5-oxy, 2-tetrahydropyranyloxy), an azo group (for example, phenylazo, 4-methoxyphenylazo, 4-pi). Valoylaminophenylazo,
2-hydroxy-4-propanoylphenylazo), acyloxy group (eg acetoxy), carbamoyloxy group (eg N-methylcarbamoyloxy, N-
Phenylcarbamoyloxy), silyloxy group (eg, trimethylsilyloxy, dibutylmethylsilyloxy), aryloxycarbonylamino group (eg,
Phenoxycarbonylamino), imide group (eg, N
-Succinimide, N-phthalimide, 3-octadecenylsuccinimide), a heterocyclic thio group (for example, 2-
Benzothiazolylthio, 2,4-di-phenoxy-1,
3,5-triazole-6-thio, 2-pyridylthio), sulfinyl group (eg, dodecanesulfinyl, 3-pentadecylphenylsulfinyl, 3-phenoxypropylsulfinyl), phosphonyl group (eg, phenoxyphosphonyl, octyloxyphosphonyl) , Phenylphosphonyl), an aryloxycarbonyl group (for example, phenoxycarbonyl), an acyl group (for example, acetyl, 3-phenylpropanoyl, benzoyl, 4-dodecyloxybenzoyl), an azolyl group (for example, imidazolyl, pyrazolyl, 3- Chloro-pyrazol-1-yl, triazolyl).

R ₃ is preferably an alkyl group, an aryl group, a heterocyclic group, a cyano group, a nitro group, an acylamino group, an anilino group, a ureido group, a sulfamoylamino group, an alkylthio group, an arylthio group, an alkoxycarbonylamino group. , Sulfonamide group, carbamoyl group,
Sulfamoyl group, sulfonyl group, alkoxycarbonyl group, heterocyclic oxy group, acyloxy group, carbamoyloxy group, aryloxycarbonylamino group, imide group, heterocyclic thio group, sulfinyl group, phosphonyl group, aryloxycarbonyl group, acyl group, An azolyl group can be mentioned.

More preferably, it is an alkyl group or an aryl group, more preferably an alkyl group or an aryl group having at least one substituent, and more preferably at least one alkoxy group or a sulfonyl group from the viewpoint of cohesiveness. , An alkyl group or an aryl group having a sulfamoyl group, a carbamoyl group, an acylamide group or a sulfonamide group as a substituent. Particularly preferably,
An alkyl group or an aryl group having at least one acylamide group or sulfonamide group as a substituent. When the aryl group has these substituents, it is more preferable that they have at least the ortho position.

In the cyan coupler of the present invention, both R ₁ and R ₂ are electron withdrawing groups of 0.20 or more, and R ₁ is R _1.
The sum of the σp values of R ₂ are those which develops as a cyan image by 0.65 or more. The sum of the σ p values of R ₁ and R ₂ is preferably 0.70 or more, and the upper limit is preferably about 1.8.

Hammett's substituent constants σ of R ₁ and R ₂
The p value is preferably an electron withdrawing group of 0.30 or more. The preferable upper limit is an electron-withdrawing group of 1.0 or less. Hammett's rule was established in 1935 to quantitatively discuss the effect of substituents on the reaction or equilibrium of benzene derivatives.
A rule of thumb put forward by LP Hammett, which is widely accepted today.

Substituent constants determined by the Hammett's rule include σp values and σm values, which are described in many general textbooks. For example, see “Lange's” edited by JADean.
Handbook of Chemistry ", 12th Edition, 1979 (Mc G
raw-Hill) and "Chemistry special issue", 122, 96-1
Details on page 03, 1979 (Nankodo). In the present invention, R ₁ and R ₂ are defined by the Hammett's substituent constant σ p value, but the values known from the literatures in these publications are not meant to be limited to certain substituents, but their values are not Needless to say, it is included even if it is unknown, as long as it is included in the range when measured based on the Hammett's rule.

Specific examples of R ₁ and R ₂ which are electron withdrawing groups having a σ p value of 0.20 or more include acyl group, acyloxy group, carbamoyl group, alkoxycarbonyl group, aryloxycarbonyl group, cyano group and nitro group. Group, dialkylphosphono group, diarphosphono group, diarylphosphinyl group, alkylsulfinyl group, arylsulfinyl group, alkylsulfonyl group, arylsulfonyl group, sulfonyloxy group, acylthio group, sulfamoyl group, thiocyanate group, thiocarbonyl group, halogen Alkyl group, halogenated alkoxy group, halogenated aryloxy group, halogenated alkylamino group, halogenated alkylthio group, aryl group substituted by another electron-withdrawing group having a σp of 0.20 or more, heterocyclic group, halogen Atom, azo group, or se Noshianeto group.
Of these substituents, the group capable of further having a substituent may further have the substituent as mentioned for R ₃ .

More specifically, R ₁ and R ₂ are as follows:
Examples of the electron withdrawing group having a p value of 0.20 or more include an acyl group (eg, acetyl, 3-phenylpropanoyl, benzoyl, 4-dodecyloxybenzoyl), an acyloxy group (eg, acetoxy), a carbamoyl group (eg, Carbamoyl, N-ethylcarbamoyl, N-phenylcarbamoyl, N, N-dibutylcarbamoyl, N
-(2-dodecyloxyethyl) carbamoyl, N-
(4-n-pentadecanamido) phenylcarbamoyl, N-methyl-N-dodecylcarbamoyl, N- {3
-(2,4-di-t-amylphenoxy) propyl} carbamoyl), an alkoxycarbonyl group (for example, methoxycarbonyl, ethoxycarbonyl, iso-propyloxycarbonyl, tert-butyloxycarbonyl, is)
o-butyloxycarbonyl, butyloxycarbonyl, dodecyloxycarbonyl, octadecyloxycarbonyl), aryloxycarbonyl group (eg, phenoxycarbonyl), cyano group, nitro group, dialkylphosphono group (eg, dimethylphosphono), diarylphosphono Group (for example, diphenylphosphono), diarylphosphinyl group (for example, diphenylphosphinyl), alkylsulfinyl group (for example, 3-phenoxypropylsulfinyl), arylsulfinyl group (for example, 3-pentadecylphenylsulfinyl) ,
Alkylsulfonyl group (for example, methanesulfonyl, octanesulfonyl), arylsulfonyl group (for example,
Benzenesulfonyl, toluenesulfonyl), sulfonyloxy group (eg, methanesulfonyloxy, toluenesulfonyloxy), acylthio group (eg, acetylthio, benzoylthio), sulfamoyl group (eg, N-ethylsulfamoyl, N, N-dipro). Pilsulfamoyl, N- (2-dodecyloxyethyl) sulfamoyl, N-ethyl-N-dodecylsulfamoyl, N, N-diethylsulfamoyl), thiocyanate group, thiocarbonyl group (for example, methylthiocarbonyl, phenylthio Carbonyl), halogenated alkyl groups (eg trifluoromethane, heptafluoropropane), halogenated alkoxy groups (eg trifluoromethyloxy), halogenated aryloxy groups (eg pentafluorophenyloxy) , A halogenated alkylamino group (for example, N, N-di- (trifluoromethyl) amino), a halogenated alkylthio group (for example, difluoromethylthio, 1,1,2,2-tetrafluoroethylthio), σ p 0 An aryl group substituted with 20 or more other electron-withdrawing groups (eg, 2,4-dinitrophenyl,
2,4,6-trichlorophenyl, pentachlorophenyl), a heterocyclic group (for example, 2-benzoxazolyl, 2
-Benzothiazolyl, 1-phenyl-2-benzimidazolyl, 5-chloro-1-tetrazolyl, 1-pyrrolyl), halogen atom (for example, chlorine atom, bromine atom),
It represents an azo group (for example, phenylazo) or a selenocyanate group.

Preferred as R ₁ and R ₂ are an acyl group, an acyloxy group, a carbamoyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a cyano group, a nitro group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, Arylsulfonyl group, sulfamoyl group, halogenated alkyl group,
Halogenated alkyloxy group, halogenated alkylthio group, halogenated aryloxy group, two or more σ p 0.
An aryl group substituted with 20 or more other electron-withdrawing groups,
And a heterocyclic group. More preferred are an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a nitro group, a cyano group, an arylsulfonyl group, a carbamoyl group and a halogenated alkyl group.

Most preferred as R ₁ is a cyano group. Particularly preferred as R ₂ are aryloxycarbonyl groups and alkoxycarbonyl groups, and most preferred are branched alkoxycarbonyl groups and alkoxycarbonyl groups having an electron-withdrawing group.

X represents a hydrogen atom or a group capable of splitting off in a coupling reaction with an oxidized product of an aromatic primary amine color developing agent. The splittable group is specifically described as a halogen atom, an alkoxy group or an aryloxy group. Group, acyloxy group, alkyl or aryl sulfonyloxy group, acylamino group, alkyl or aryl sulfonamide group, alkoxycarbonyloxy group, aryloxycarbonyloxy group, alkyl, aryl or heterocyclic thio group, alkyl or arylsulfinyl group, carbamoylamino Group, a 5-membered or 6-membered nitrogen-containing heterocyclic group, an imide group, an arylazo group, and the like, and these groups may be further substituted with a group allowed as a substituent for R ₃ .

More specifically, a halogen atom (eg, fluorine atom, chlorine atom, bromine atom), an alkoxy group (eg, ethoxy, dodecyloxy, methoxyethylcarbamoylmethoxy, carboxypropyloxy, methylsulfonylethoxy, ethoxycarbonylmethoxy), aryl An oxy group (for example, 4-methylphenoxy, 4-
Chlorophenoxy, 4-methoxyphenoxy, 4-carboxyphenoxy, 3-ethoxycarboxyphenoxy, 3-acetylaminophenoxy, 2-carboxyphenoxy), acyloxy group (for example, acetoxy, tetradecanoyloxy, benzoyloxy), alkyl or aryl. Sulfonyloxy group (eg, methanesulfonyloxy, toluenesulfonyloxy), acylamino group (eg, dichloroacetolamino, heptafluorobutyrylamino), alkyl or aryl sulfonamide group (eg, methanesulfonamino, trifluoromethanesulfonamino) , P-toluenesulfonylamino), an alkoxycarbonyloxy group (eg, ethoxycarbonyloxy, benzyloxycarbonyloxy), aryl Oxycarbonyl group (e.g., phenoxycarbonyloxy), alkyl, aryl or heterocyclic thio group (e.g., dodecylthio,
1-carboxydodecylthio, phenylthio, 2-butoxy-5-t-octylphenylthio, tetrazolylthio), alkyl or arylsulfinyl group (for example, isopropylsulfinyl, phenylsulfinyl), carbamoylamino group (for example, N-methylcarbamoylamino, N-phenylcarbamoylamino),
5- or 6-membered nitrogen-containing heterocyclic group (for example, imidazolyl, pyrazolyl, triazolyl, tetrazolyl,
1,2-dihydro-2-oxo-1-pyridyl), an imide group (eg, succinimide, hydantoinyl), an arylazo group (eg, phenylazo, 4-methoxyphenylazo), and the like. In addition to these, X may take the form of a bis-type coupler obtained by condensing a 4-equivalent coupler with an aldehyde or a ketone as a leaving group bonded via a carbon atom. Further, X may contain a photographically useful group such as a development inhibitor or a development accelerator.

Preferred X is a halogen atom, an alkoxy group, an aryloxy group, an alkyl or arylthio group, an alkyl or arylsulfinyl group, and a 5- or 6-membered nitrogen-containing heterocyclic group bonded to the coupling active position with a nitrogen atom. is there. More preferred X is a halogen atom, an alkyl or arylthio group and an alkyl or arylsulfinyl group, and particularly preferred are an arylthio group and an arylsulfinyl group.

In the cyan coupler represented by the general formula (I) or (II), the group of R ₁ , R ₂ , R ₃ or X is a divalent group, and a dimer or higher polymer or polymer chain is used. May form a homopolymer or a copolymer. The homopolymer or copolymer bound to the polymer chain is typically an addition polymer having a cyan coupler residue represented by the general formula (I) or (II), a homopolymer or copolymer of an ethylenically unsaturated compound. Here is an example. In this case, the polymer may contain one or more cyan color-forming repeating units having a cyan coupler residue represented by the general formula (I) or (II),
It may be a copolymer containing one or more non-color-forming ethylene-type monomers as a copolymerization component. The cyan color-forming repeating unit having a cyan coupler residue represented by formula (I) or (II) is preferably represented by the following formula (P).

[0030]

[Chemical 6]

In the formula, R represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a chlorine atom, and A represents -CONH-, -C.
OO- or a substituted or unsubstituted phenylene group,
B represents a substituted or unsubstituted alkylene group, a phenylene group or an aralkylene group, and L represents -CONH-, -NH.
CONH-, -NHCOO-, -NHCO-, -OCO
NH-, -NH-, -COO-, -OCO-, -CO
-, - O -, - S -, - SO 2 -, - NHSO 2 - or represents a -SO ₂ NH-. a, b, and c represent 0 or 1. Q represents a cyan coupler residue in which a hydrogen atom is removed from R ₁ , R ₂ , R ₃ or X of the compound represented by the general formula (I) or (II).

As the polymer, a copolymer of a cyan color-forming monomer represented by the coupler unit of the general formula (I) or (II) and a non-color-forming ethylene-like monomer which is not coupled with the oxidation product of the aromatic primary amine developing agent. Is preferred.

As the non-color forming ethylene type monomer which is not coupled with the oxidation product of the aromatic primary amine developing agent,
Acrylic acid, α-chloroacrylic acid, α-alkylacrylic acid (for example, methacrylic acid) An amide or ester derived from these acrylic acids (for example, acrylamide, methacrylamide, n-butylacrylamide, t-butylacrylamide, dimethacrylate). Acetone acrylamide, methyl acrylate, ethyl acrylate,
n-propyl acrylate, n-butyl acrylate,
t-butyl acrylate, iso-butyl acrylate,
2-ethylhexyl acrylate, n-octyl acrylate, lauryl acrylate, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate and β-hydroxymethacrylate), vinyl esters (eg vinyl acetate, vinyl propionate and vinyl laurate), acrylonitrile, methacrylic acid. Ronitrile, aromatic vinyl compounds (eg styrene and its derivatives such as vinyltoluene, divinylbenzene, vinylacetophenone and sulfostyrene), itaconic acid, citraconic acid, crotonic acid, vinylidene chloride, vinyl alkyl ethers (eg vinyl ethyl ether), Maleic acid ester, N-vinyl-2-pyrrolidone, N-vinyl pyridine and 2- and -4-vinyl pyridine and the like.

Acrylic acid esters, methacrylic acid esters and maleic acid esters are particularly preferred. Two or more kinds of non-color-forming ethylene type monomers used here can be used together. For example, methyl acrylate and butyl acrylate, butyl acrylate and styrene, butyl methacrylate and methacrylic acid, methyl acrylate and diacetone acrylamide, etc. can be used.

As is well known in the field of polymer couplers, the ethylenically unsaturated monomer for copolymerization with the vinyl monomer corresponding to the above general formula (I) or (II) is the physical property of the copolymer formed. Properties and / or chemical properties, such as solubility, compatibility of the photographic colloid composition with binders such as gelatin, its flexibility, thermal stability, etc., can be selected to be favorably affected.

In order to incorporate the cyan coupler of the present invention into a silver halide light-sensitive material, preferably in a red light-sensitive silver halide emulsion layer, it is preferable to use a so-called internal type coupler, and for that purpose, R ₁ and R _At least one group of ₂ , R ₃ and X is preferably a so-called ballast group (preferably having a total carbon number of 10 or more), and a total carbon number of 10 to 5
It is more preferably 0.

In the present invention, the cyan coupler represented by the general formula (I) is preferable in terms of effects such as hue, color image stability and color developability, and the cyan coupler represented by the general formula (Ia) is particularly preferable. It is preferable in terms of effect. Specific examples of the coupler of the present invention are shown below, but the present invention is not limited thereto.

[0038]

[Chemical 7]

[0039]

[Chemical 8]

[0040]

[Chemical 9]

[0041]

[Chemical 10]

[0042]

[Chemical 11]

[0043]

[Chemical 12]

[0044]

[Chemical 13]

[0045]

[Chemical 14]

[0046]

[Chemical 15]

[0047]

[Chemical 16]

[0048]

[Chemical 17]

[0049]

[Chemical 18]

[0050]

[Chemical 19]

[0051]

[Chemical 20]

[0052]

[Chemical 21]

[0053]

[Chemical formula 22]

[0054]

[Chemical formula 23]

[0055]

[Chemical formula 24]

[0056]

[Chemical 25]

Next, a synthesis example of the cyan coupler of the present invention will be shown and the synthesis method will be described. Synthesis Example 1 (Synthesis of Exemplified Compound C-1)

[0058]

[Chemical formula 26]

[0059]

[Chemical 27]

3-m-Nitrophenyl-5-methylcyano-1,2,4-triazole (1) (20.0 g, 8
Dissolve 7.3 mmol) in 150 ml of dimethylacetamide, and gradually add NaH (60% in oil) (7.3
g, 183 mmol) and heated to 80 ° C. Add 5 parts of ethyl bromopyruvate (13.1 ml, 105 mmol) to this.
A 0 ml dimethylacetamide solution was slowly added dropwise. After dropping, the mixture was stirred at 80 ° C. for 30 minutes and cooled to room temperature. The reaction solution was acidified by adding 1N hydrochloric acid, extracted with ethyl acetate, dried with sodium sulfate, and the solvent was distilled off under reduced pressure. By purifying the residue by silica gel chromatography, 10.79 g (38%) of compound (2) could be obtained.

Reduced iron (9.26 g, 166 mmol) and ammonium chloride (0.89 g, 16.6 mmol) were suspended in 300 ml of isopropanol, 30 ml of water and 2 ml of concentrated hydrochloric acid were added, and the mixture was heated under reflux for 30 minutes. While heating under reflux, compound (2) (10.79 g, 33.2 mmol) was added little by little. After heating under reflux for 4 hours, the mixture was immediately filtered using Celite, and the filtrate was evaporated under reduced pressure. 40 residues
Compound (3) (25.6 g, 36.5 mmol) dissolved in a mixed solution of 60 ml of dimethylacetamide and 60 ml of ethyl acetate.
After adding, triethylamine (23.1 ml, 166 mm
ol) is added and the mixture is heated at 70 ° C. for 5 hours. The reaction solution was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography to give compound (4)
Was obtained in an amount of 16.5 g (52%).

Compound (4) (7.0 g, 7.30 mmol)
Is dissolved in 14 ml of isobutanol, tetraisopropyl orthotitanate (0.43 ml, 1.46 mmol) is added,
The mixture was heated under reflux for 6 hours. The reaction solution was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. After drying with Glauber's salt, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography to obtain 5.0 g (69%) of compound (5).

Compound (5) (5.0 g, 5.04 mmol)
Is dissolved in 50 ml of tetrahydrofuran and, under water cooling, SO
₂ Cl ₂ (0.40 ml, 5.04 mmol) was added dropwise, and after the addition, the mixture was stirred under water cooling for 4 hours. Water was added to the reaction solution, which was extracted with ethyl acetate, dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography to obtain 3.9 g (76%) of Exemplified Compound C-1.

Synthesis Example 2 (Synthesis of Exemplified Compound C-39)

[0065]

[Chemical 28]

36% of 2-amino-5-chloro-3,4-dicyanopyrrole (6) (6.78 g, 40.7 mmol)
% Hydrochloric acid (38 ml) was added, and a solution of sodium nitrite (2.95 g, 42.7 mmol) in water (5.9 ml) was slowly added dropwise under ice-cooling stirring, and stirring was continued for 1.5 hours to synthesize compound (7). Compound (8) (9.58 g, 427)
To a solution prepared by adding 102 ml of 28% sodium methylate to a 177 ml solution of ethanol) under stirring with ice cooling,
The solution of the compound (7) synthesized above was slowly added dropwise under ice-cooling stirring, and then stirring was continued for 1 hour. Then, the reaction solution was heated under reflux with stirring for 1.5 hours. Then, ethanol was distilled off from the reaction solution under reduced pressure, and the residue was dissolved in chloroform,
After washing with saturated saline and drying with sodium sulfate, chloroform was distilled off under reduced pressure. The residue was purified by silica gel chromatography to obtain 4.19 g of compound (10) (2% from yield (6)).
9%).

The compound (6) can be synthesized using the method described in 3,4-
It was synthesized by chlorinating dicyanopyrrole, followed by nitration and iron reduction. In addition, the synthesis of compound (8)
-From the compound (a) synthesized by a known method from lactone and benzene, "Journal of the American
Chemical Society (Journal of the American Che
mical Society), 76, 3209 (1954).

[0068]

[Chemical 29]

Powdered reduced iron (3.3 g, 59.0 mmol)
Water 10 ml, ammonium chloride (0.3 g, 5.9 mmo)
l) and acetic acid (0.34 ml, 5.9 mmol) were added, 15
After stirring under reflux for 30 minutes, add 31 ml of isopropanol,
The mixture was heated under reflux with stirring for another 20 minutes. Next, (10) (4.
1 g, 11.8 mmol) in 14 ml of isopropanol was added dropwise, the mixture was heated under reflux with stirring for 2 hours, the reaction mixture was filtered using Celite as a filter aid, and the residue was washed with ethyl acetate.
The solution was evaporated under reduced pressure.

The residue was dissolved in a mixed solution of 16 ml of ethyl acetate and 24 ml of dimethylacetamide and added to (11) (5.6).
g, 13.0 mmol) was added, and further triethylamine (8.2 ml, 59.0 mmol) was added, and the mixture was stirred at room temperature for 4 hours. Water was added, the mixture was extracted with ethyl acetate, and the extract was washed with saturated saline. After drying with mirabilite, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography to obtain 6.46 g (76%) of Exemplified Compound C-39.

The addition amount of the cyan coupler represented by the general formula (I) or (II) is usually 0.01 per mol of silver in silver halide contained in the silver halide emulsion layer forming the photosensitive layer. It is contained in the range of mol to 4.0 mol, and more preferably in the range of 0.02 to 2.0 mol.

Next, the compound represented by the general formula [III] of the present invention will be described in detail. W ₁ , W ₂ , W ₃ ,
The aliphatic group represented by W ₄ , W ₅ , W ₆ and W ₇ may be a linear, branched or cyclic alkyl group, an aralkyl group or an alkenyl group, such as methyl, ethyl,
n-butyl, benzyl, 2-sulfoethyl, 4-sulfobutyl, 2-sulfobenzyl, 2-carboxyethyl,
Examples thereof include groups such as carboxymethyl, trifluoromethyl, dimethylaminoethyl, 2-hydroxyethyl and the like.
Examples of the aromatic group represented by W ₁ , W ₂ , W ₃ , W ₄ , W ₅ , W ₆ , and W ₇ include phenyl, naphthyl, 4-
Groups such as sulfophenyl, 3-sulfophenyl, 2,5-disulfophenyl, 4-carboxyphenyl, 5,7-disulfo-3-naphthyl and the like can be mentioned. Above all, n ₁
In the case of = 0 or 1 and n ₂ = 1 it is preferable that each of the phenyl groups of W ₁ and W ₃ has two or more sulfonic acid groups.

The heterocyclic group represented by W ₁ and W ₃ represents a 5- or 6-membered nitrogen-containing heterocyclic group (including a condensed ring), for example, 5-sulfopyridin-2-yl, 5-sulfobenzothiazole. -2-yl and the like. W ₅ and W ₆ , W
_The 5- or 6-membered ring formed by connecting ₆ and W ₇ is
Examples thereof include a pyrrolidine ring, a piperidine ring, a pyrrolidone ring and a morpholine ring. The methine group represented by L _{1 to} L ₅ means a substituted or unsubstituted methine group, and examples of the substituent include an alkyl group and an aryl group. The total amount of the compound represented by the general formula [III] used in the present invention in the light-sensitive material may be any amount necessary for improving sharpness, but is preferably 10 mg / m ^{2 to} 1000 mg / m ² ,
More preferably ^{10mg / m 2 ~500mg / m 2} , most preferably 10 mg / m ² or more 200 mg / m ² or less. Examples of the dye represented by formula (III) are shown below, but the invention is not limited thereto.

[0074]

[Table 1]

[0075]

[Table 2]

[0076]

[Table 3]

[0077]

[Table 4]

[0078]

[Table 5]

[0079]

[Table 6]

These dyes can be synthesized by the methods described in the patents listed above as the prior art. The color photographic light-sensitive material of the present invention is constituted by coating at least one yellow color-forming silver halide emulsion layer, magenta color-forming silver halide emulsion layer and cyan color-forming silver halide emulsion layer on a support. .. In these photosensitive emulsion layers,
A silver halide emulsion having sensitivity in each wavelength range,
Color reproduction of the subtractive method can be carried out by incorporating a so-called color coupler which forms a dye having a complementary color relationship with the light to be exposed--that is, yellow for blue, magenta for green and cyan for red. However, the color sensitivity of the photosensitive layer and the hue developed by the coupler may not correspond to each other as described above.

As the silver halide emulsion used in the present invention, those comprising silver chloride having a silver chloride content of 90 mol% or more, silver chloroiodide, silver chlorobromide or silver chloroiodobromide are preferably used. The silver iodide content is preferably 1 mol% or less,
It is more preferably 0.2 mol% or less. The halogen composition of the emulsion may be different or the same between grains, but it is preferable to use an emulsion having the same halogen composition between grains because it is easy to make the properties of each grain uniform.
Regarding the halogen composition distribution inside the silver halide emulsion grains, the so-called uniform structure grains having the same composition in any portion of the silver halide grains, or the core inside the silver halide grains and the shell surrounding it (Shell) [a single layer or a plurality of layers] particles having a so-called laminated structure having a different halogen composition or a structure having a portion having a different halogen composition inside or on the surface of the particle (edge of the particle when present on the particle surface, It is possible to appropriately select and use particles having a structure in which parts having different compositions are bonded to a corner or a surface. In order to obtain high sensitivity, it is advantageous to use either of the latter two particles rather than the particles having a uniform structure, and it is also preferable from the viewpoint of pressure resistance. When the silver halide grains have the above structure, the boundary between different portions in the halogen composition is an unclear boundary because a mixed crystal is formed due to the composition difference even if the boundary is clear. It may also be one that positively has a continuous structural change.

For a light-sensitive material suitable for rapid processing, a so-called high silver chloride emulsion having a high silver chloride content is preferably used.
In the present invention, those having a silver chloride content of 90 mol% or more are preferably used, and those having a high silver chloride content can be more preferably used. Silver chloride content 95
It is more preferably at least mol%, particularly preferably at least 98 mol%. In such a high silver chloride emulsion, a structure having a silver bromide-rich phase localized in the inside and / or the surface of the silver halide grain in the form of layer or non-layer as described above is preferable. The halogen composition of the localized phase is preferably at least 10 mol% in terms of silver bromide content,
More than mol% is more preferable. These localized phases can be present inside the particles, on the edges, corners or on the surface of the particles, but those present at the corners of the particles are particularly preferred. On the other hand, it is also preferable to use grains having a uniform structure in which the distribution of the halogen composition in the grains is small, for the purpose of suppressing the sensitivity decrease when the photographic material receives pressure.

The average grain size of the silver halide grains contained in the silver halide emulsion used in the present invention (the grain size is defined by the diameter of a circle equivalent to the projected area of the grain and the number average thereof is taken) is 0. 1 μm to 2 μm is preferable. Further, the particle size distribution thereof is preferably a so-called monodispersed coefficient of variation coefficient (standard deviation of particle size distribution divided by average particle size) of 20% or less, preferably 15% or less. At this time, it is also preferable to use the above monodisperse emulsion by blending it in the same layer for the purpose of obtaining a wide latitude, or to perform multi-layer coating. The shape of silver halide grains contained in a photographic emulsion is one having a regular crystal form such as a cube, a tetradecahedron or an octahedron, an irregular shape such as a sphere or a plate. ) It is possible to use those having a crystalline form or those having a complex form thereof. It may also be a mixture of those having various crystal forms. In the present invention, it is preferable that 50% or more, preferably 70% or more, and more preferably 90% or more of the particles having the above-mentioned regular crystal form are contained in the present invention. In addition to these, an emulsion in which tabular grains having an average aspect ratio (diameter in terms of circle / thickness) of 5 or more, preferably 8 or more exceeds 50% of the total grain as a projected area can also be preferably used.

The emulsion used in the present invention is described by P. Glafkides C
himie et Phisique Photographique (published by Paul Montel,
1967), Photographic Emulsion by GF Duffin
Chem istry (Focal Press, 1966), VLZe
By likman et al Making and Coating Photographic Emul
can be prepared using the method described in sion (Focal Press, 1964) and the like. That is, any of an acidic method, a neutral method, an ammonia method and the like may be used, and as a method for reacting a soluble silver salt and a soluble halogen salt, any method such as a one-sided mixing method, a simultaneous mixing method, and a combination thereof may be used. You may use. It is also possible to use a method of forming particles in an atmosphere in which silver ions are excessive (so-called reverse mixing method). As one type of the simultaneous mixing method, a method of keeping pAg in a liquid phase where silver halide is formed constant, that is, a so-called controlled double jet method can be used. According to this method, a silver halide emulsion having a regular crystal form and a substantially uniform grain size can be obtained.

The silver halide emulsion used in the present invention has various properties for the purpose of improving sensitivity, reciprocity law property, temperature / humidity dependency upon exposure, latent image storability and the like in the process of emulsion grain formation or physical ripening. Polyvalent metal ion impurities can be introduced. Examples of compounds used include salts of cadmium, zinc, lead, copper, thallium, etc., or salts or complex salts of Group VIII elements iron, ruthenium, rhodium, palladium, osmium, iridium, platinum and the like. it can. Particularly, the above Group VIII elements can be preferably used. The addition amount of these compounds may vary over a wide range depending on the purpose, but is preferably 10 ^-9 to 10 ^-2 mol per mol of silver halide. The silver halide emulsion used in the present invention is chemically and spectrally sensitized. The chemical sensitization can be carried out by sulfur sensitization typified by the addition of an unstable sulfur compound or selenium sensitization, noble metal sensitization typified by gold sensitization, reduction sensitization, etc., alone or in combination. .. Spectral sensitization is carried out for the purpose of imparting spectral sensitivity in a desired light wavelength region to the emulsion of each layer in the light-sensitive material of the present invention. In the present invention, it is preferable to add a dye that absorbs light in a wavelength range corresponding to the desired spectral sensitivity-a spectral sensitizing dye. As the spectral sensitizing dye used at this time, for example, FM Harm
er by Heterocyclic compounds−Cyanine dyes and relat
ed compounds (John Wiley & Sons 〔New York, Londo
n] published by the company, 1964). Examples of specific compounds and the spectral sensitization method are described in JP-A-62-215272, page 22, upper right column-
Those described on page 38 are preferably used.

The silver halide emulsion used in the present invention includes various compounds or precursors thereof for the purpose of preventing fog during the production process of the light-sensitive material, storage or photographic processing, or stabilizing photographic performance. Can be added. Specific examples of these compounds are described in JP-A-62-2152.
Those described on pages 39 to 72 of the specification of Japanese Patent Publication No. 72 are preferably used. The emulsion used in the present invention may be any type of so-called surface latent image type emulsion in which a latent image is mainly formed on the grain surface, or so-called internal latent image type emulsion in which a latent image is mainly formed inside the grain. Is also good.

The gelatin used in the present invention is preferably deionized. Gelatin usually contains a large amount of calcium ions and is often contained at 5000 ppm or more. The deionized gelatin used in the present invention preferably has a calcium ion content of 500 ppm or less. Deionized gelatin is preferably used in an amount of 10% by weight or more, more preferably 20% or more, and particularly preferably 50% or more, based on the whole gelatin. Such gelatin may be used in any layer. In the light-sensitive material of the present invention, the total gelatin coating amount is 8.6.
It is preferably g / m ² or less, more preferably 8.0 g / m ² or less, and most preferably 7.5 g / m ² or less.

In the light-sensitive material according to the present invention, titanium oxide whose surface is treated with a dihydric or tetrahydric alcohol (eg, trimethylolethane) in the water resistant resin layer of the support is used.
It is preferable that the content is at least wt% (more preferably at least 14 wt%).

The photographic additives such as cyan, magenta and yellow couplers which can be used in the present invention are preferably dissolved in a high boiling point organic solvent, and the high boiling point organic solvent has a melting point of 100 ° C. or lower and a boiling point of 140 ° C. The above-mentioned water-immiscible compound can be used as long as it is a good solvent for the coupler. The melting point of the high boiling point organic solvent is preferably 80 ° C. or lower. The boiling point of the high boiling point organic solvent is preferably 160 ° C. or higher,
More preferably, it is 170 ° C. or higher. Details of these high boiling point organic solvents are described in JP-A No. 62-215272.
It is described in the lower right column on page 137 to the upper right column on page 144. Also,
The cyan, magenta or yellow coupler is dissolved in a loadable latex polymer (e.g., U.S. Pat. No. 4,203,716) in the presence or absence of the high boiling organic solvent or dissolved with a water insoluble and organic solvent soluble polymer. It can be emulsified and dispersed in a hydrophilic colloid aqueous solution. The homopolymers or copolymers described in columns 7 to 15 of US Pat. No. 4,857,449 and pages 12 to 30 of WO88 / 00723 are preferably used, and more preferably a methacrylate-based or acrylamide-based polymer. In particular, use of an acrylamide polymer is preferable in terms of color image stabilization.

Further, in the light-sensitive material according to the present invention, it is preferable to use a color image storability improving compound as described in European Patent EP 0,277,589A2 together with a coupler. In particular, it is preferably used in combination with the pyrrolotriazole coupler or the pyrazoloazole coupler of the present invention. That is, the compound (F) that chemically bonds to the aromatic amine-based developing agent remaining after the color development processing to form a chemically inactive and substantially colorless compound and / or the aroma remaining after the color development processing. The simultaneous use of the compound (G), which forms a chemically inactive and substantially colorless compound by chemically bonding with an oxidant of a group amine color developing agent, for example, in storage after processing. It is preferable in order to prevent the occurrence of stains and other side effects due to the formation of a coloring dye due to the reaction of the coupler with the residual color developing agent in the film or its oxidation product.

In order to prevent various molds and bacteria which propagate in the hydrophilic colloid layer and deteriorate the image, the light-sensitive material according to the present invention has an anti-mold property as described in JP-A-63-271247. It is preferable to add an agent.

As a support used in the light-sensitive material of the present invention, a white polyester support for display or a layer containing a white pigment is provided on the support having a silver halide emulsion layer. A support may be used. Further, in order to improve the sharpness, it is preferable to apply an antihalation layer on the silver halide emulsion layer-coated side or the back side of the support. In particular, the transmission density of the support is 0.3 so that the display can be viewed with both reflected and transmitted light.
It is preferably set in the range of 5 to 0.8.

The light-sensitive material according to the present invention may be exposed to visible light or infrared light. The exposure method may be low illuminance exposure or high illuminance short time exposure, and in the latter case, a laser scanning exposure method in which the exposure time per pixel is shorter than 10 ⁻⁴ seconds is preferable.

In exposure, US Pat. No. 4,880,72
It is preferable to use the band stop filter described in No. 6. As a result, the light color mixture is removed, and the color reproducibility is significantly improved.

The color photographic light-sensitive material of the present invention is preferably subjected to color development after exposure, bleach-fixing, and washing treatment (or stabilizing treatment). Bleaching and fixing may be performed separately instead of the one bath as described above. When the color photographic light-sensitive material of the present invention is used, processing from color development to water washing (or stabilization) can be performed within 4 minutes. More preferably, it is within 3 minutes.

Silver halide emulsions and other materials (additives and the like) and photographic constituent layers (layer arrangement and the like) applied to the light-sensitive material according to the present invention, and processing methods applied to process the light-sensitive material. The following patent publications, particularly European Patent EP0,355,660A2 (JP-A-2-395)
No. 44) is preferably used.

[0097]

[Table 7]

[0098]

[Table 8]

[0099]

[Table 9]

[0100]

[Table 10]

As a cyan coupler, in addition to the above-mentioned cyan coupler, a diphenylimidazole type cyan coupler described in JP-A-2-33144 and European Patent EP0,333,185A2.
3-Hydroxypyridine cyan couplers (especially couplers (42) listed as specific examples, which have been converted into 2-equivalent by attaching a chlorine leaving group to couplers (6) and (9)) Is particularly preferable) or the cyclic active methylene cyan couplers described in JP-A-64-32260 (specifically, coupler examples 3, 8, and 34 listed as specific examples), and the effect of the present invention. You may use together with the coupler of said general formula (I) or (II) in the ratio which does not spoil.

In the present invention, any known yellow coupler can be used as the yellow dye-forming coupler (hereinafter referred to as yellow coupler). Among them, the yellow coupler represented by the following general formula Y is preferable in terms of improving color reproducibility.

[0103]

[Chemical 30]

In the formula [Y], R ₄ is a tertiary alkyl group or an aryl group, and R ₅ is a hydrogen atom, a halogen atom (F, Cl, Br, I or below, the same in the explanation of the formula [Y]), an alkoxy group. Group, an aryloxy group, an alkyl group or a dialkylamino group, R ₅ is a group capable of substituting on the benzene ring, X is a hydrogen atom or an aromatic primary amine developing agent and is eliminated by a coupling reaction. Possible groups (referred to as leaving groups) and r each represents an integer of 0 to 4. However, when r is plural, plural R ₆ may be the same or different.

Examples of R ₆ are halogen atom, alkyl group, aryl group, alkoxy group, aryloxy group, alkoxycarbonyl group, aryloxycarbonyl group, carbonamide group, sulfonamide group, carbamoyl group, sulfamoyl group, There are alkylsulfonyl groups, arylsulfonyl groups, ureido groups, sulfamoylamino groups, alkoxycarbonylamino groups, nitro groups, heterocyclic groups, cyano groups, acyl groups, acyloxy groups, alkylsulfonyloxy groups, arylsulfonyloxy groups, Examples of the leaving group include a heterocyclic group bonded to the coupling active position with a nitrogen atom, an aryloxy group, an arylthio group, an acyloxy group, an alkylsulfonyloxy group, a heterocyclic oxy group, and a halogen atom. When R ₄ is a tertiary alkyl group, it may contain a cyclic structure such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and the like.

In the formula [Y], preferably R ₄ is t-
A butyl group, a 1-alkylcyclopropyl group, a 1-alkylcyclopentyl group, R ₅ is a halogen atom, an alkyl group (including a trifluoromethyl group etc.), an alkoxy group or a phenoxy group, and R ₆ is a halogen atom,
It is an alkoxy group, an alkoxycarbonyl group, a carbonamido group, a sulfonamide group, a carbamoyl group, a sulfonyl group, or a sulfamoyl group (including an acylsulfamoyl group), and X is an aryloxy group or a nitrogen atom at the coupling active position. It is a heterocyclic group which may further contain N, S, O, and P as a hetero atom in the 5- to 7-membered heterocycle to be bonded, and r is an integer of 0 to 2. In the formula [Y], when R ₄ is a 1-alkylcyclopropyl group or a 1-alkylcyclopentyl group, a preferred alkyl group is an alkyl group having 1 to 18 carbon atoms, more preferably 1 to 4 carbon atoms. Is a straight-chain alkyl group, most preferably an ethyl group.

The coupler represented by the formula [Y] has a substituent R ₄ , X or

[0108]

[Chemical 31]

In the above, it may be a dimer or a multimer or more, which is bonded through a divalent or divalent or higher valent group, a homopolymer or a copolymer containing a non-color-forming polymerized unit.

Specific examples of the coupler represented by the formula [Y] are shown below.

[0111]

[Chemical 32]

[0112]

[Chemical 33]

[0113]

[Chemical 34]

[0114]

[Chemical 35]

[0115]

[Chemical 36]

[0116]

[Chemical 37]

[0117]

[Chemical 38]

Examples of compounds other than the above-mentioned yellow couplers used in the present invention and / or methods for synthesizing these yellow couplers are described in, for example, US Pat. Nos. 3,227,554, 3,408,194, 3,894,875, and 3,933,501.
No. 3,973,968, No. 4,022,620, No. 4,057,
No. 432, No. 4,115,121, No. 4,203,768, No. 4,
No. 248,961, No. 4,266,019, No. 4,314,023, No. 4,327,175, No. 4,401,752, No. 4,404,274
No. 4, No. 4,420,556, No. 4,711,837, No. 4,729,
944, European Patent Nos. 30,747A, 284,081A, and
296,793A, 313,308A, West German Patent 3,107,173C
No. 58-42044, No. 59-174839, No. 62-276547
No. 63-123047, etc. Further, as a processing method of a silver halide color light-sensitive material using a high silver chloride emulsion having a silver chloride content of 90 mol% or more, JP-A 2-20
The method described in page 27, upper left column to page 34, upper right column of No. 7250 is preferably applied.

[0119]

【Example】

(Reference Example) A light-sensitive material (sample a) having a layer structure shown below and developing a single color was prepared on a transparent support of triacetyl cellulose which was undercoated. The coating liquid was prepared as follows. First layer coating preparation liquid 30 g of ethyl acetate to 20 g of cyan coupler (ExC1)
And 40 g of a solvent (Solv-a) were added and dissolved, and this solution was mixed with 8% of 10% sodium dodecylbenzenesulfonate.
Was emulsified and dispersed in 185 cc of 10% gelatin aqueous solution containing. On the other hand, a silver chlorobromide emulsion R (cubic, 7: 3 mixture of a large size emulsion R1 having an average grain size of 0.58 μ and a small size emulsion R2 having a grain size of 0.45 μ (Ag molar ratio). Coefficient of variation of grain size distribution. Was 0.09 and 0.11, and in each size emulsion, 0.6 mol% of AgBr was locally contained in a part of the grain surface, and the rest was silver chloride grains). The emulsified dispersion, this silver chlorobromide emulsion R, and the same amount of the spectral sensitizing dye E for the red-sensitive emulsion layer shown in Example 1 were mixed and dissolved to obtain a coating solution for the first layer.

The coating liquid for each layer was prepared by a usual method.
Further, as a gelatin hardening agent, 1-oxy-
3,5-Dichloro-s-triazine sodium salt was used. (Layer constitution) The composition of each layer is shown below. Numbers are coating amount (g
/ M ² ). The silver halide emulsion represents the coating amount in terms of silver. Support Triacetyl cellulose First layer (red-sensitive emulsion layer) Said silver chlorobromide emulsion R 0.30 Gelatin 1.50 Cyan coupler (ExC1) 0.35 Solvent (Solv-a) 0.70 Second layer (protection) Layer) Gelatin 1.50 Polyvinyl alcohol acrylic modified copolymer (modification degree 17%) 0.17 Liquid paraffin 0.03 Further, for sample a, the cyan coupler of the first layer is shown in Table 11.
Samples b to d changed as described above were prepared.

[0121]

[Table 11]

[0122]

[Chemical Formula 39]

First, sample a was exposed to light through a red filter using a sensitometer (FWH type, manufactured by Fuji Film Co., Ltd., color temperature of light source: 3200K). At this time, the exposure time was 0.1 seconds and the exposure amount was 500 CMS. The exposed sample was subjected to color development processing using a paper processor using the following processing steps and solutions having the processing solution compositions. Processing process Temperature Time Replenisher ^* Tank capacity Color development 35 ℃ 45 seconds 161ml 17 liters Bleach fixing 30-35 ℃ 45 seconds 215ml 17liters Rinse 30 ℃ 90 seconds 350ml 10 liters Dry 70-80 ℃ 60 seconds * Replenishment amount Per 1 m ² of light-sensitive material

The composition of each processing liquid is as follows. Color developer Tank solution Replenisher Water 800 ml 800 ml Ethylenediamine-N, N, N ', N'-tetramethylenephosphonic acid 1.5 g 2.0 g Potassium bromide 0.015 g-Triethanolamine 8.0 g 12.0 g Sodium chloride 1.4 g-Carbonate Potassium 25 g 25 g N-ethyl-N- (β-methanesulfonamidoethyl) -3-methyl-4-aminoaniline sulfate 5.0 g 7.0 g N, N-bis (carboxymethyl) hydrazine 4.0 g 5.0 g Fluorescence Whitening agent (WHITEX 4B, Sumitomo Chemical Co., Ltd.) 1.0 g 2.0 g Add water 1000 ml 1000 ml pH (25 ℃) 10.05 10.45

Bleach-fix solution (same as tank solution and replenisher) Water 400 ml Ammonium thiosulfate (700 g / l) 100 ml Sodium sulfite 17 g Ethylenediaminetetraacetic acid iron (III) ammonium 55 g Ethylenediaminetetraacetate disodium 5 g Bromide Ammonium 40 g Water added 1000 ml pH (25 ° C) 6.0 Rinse solution (same as tank solution and replenisher) Ion-exchanged water (calcium and magnesium are 3 ppm or less each)

Next, all the produced samples were exposed to light in the same manner as the sample a and subjected to color development processing in the above processing steps. X-Rite for the above processed samples
The cyan and yellow densities were measured with 310 (manufactured by The X-Rite). The ratio of yellow density when the obtained cyan density was 1 was shown as a scale of color reproducibility. That is, the smaller this value is, the better the color reproducibility is because the cyan coloring dye does not have unnecessary sub-absorption in color reproduction. The results are also shown in Table 11. From the results of Table 11, it is apparent that the ratio of the yellow densities of the samples c, d, and e using the cyan coupler of the present invention is smaller than that of the comparative samples a and b, that is, the unwanted side absorption in the absorption spectrum of the cyan coloring dye is caused. It can be seen that the coupler has excellent color reproducibility because it does not have it.

Example 1 A surface of a paper support laminated on both sides with polyethylene was subjected to a corona discharge treatment and then provided with a gelatin subbing layer containing sodium dodecylbenzenesulfonate, and various photographic constituent layers were further coated thereon. A multilayer color photographic paper (Sample 1) having the layer structure shown in was prepared. The coating liquid was prepared as follows. Preparation of coating solution for fifth layer Cyan coupler (ExC2) 32.0 g, ultraviolet absorber (UV-2) 5 g, color image stabilizer (Cpd-6) 15
g, color image stabilizer (Cpd-8) 1 g, color image stabilizer (Cp-8)
d-9) 1 g, color image stabilizer (Cpd-10) 10 g, color image stabilizer (Cpd-12) 1 g, ethyl acetate 30 cc, solvent (Solv-1) 1 g and solvent (Solv-3) 60.
10 g of a 15% gelatin aqueous solution containing 10% sodium dodecylbenzene sulfonate was added and dissolved.
Emulsified dispersion A was prepared by emulsifying and adding to 0 g. The emulsion A and the same silver chlorobromide emulsion R used in the first layer of Reference Example were mixed and dissolved, and the coating solution for the fifth layer was prepared so as to have the composition of the layer structure shown below. The coating solutions for the first to fourth layers, the sixth layer and the seventh layer were prepared in the same manner as the coating solution for the fifth layer. As a gelatin hardening agent for each layer, 1-oxy-3,5-dichloro-s-triazine sodium salt was used. Further, Cpd-15 and Cpd-16 were added to each layer so that the total amounts were 25.0 mg / m ² and 50.0 mg / m ² , respectively. The following spectral sensitizing dyes were used in the silver chlorobromide emulsion of each photosensitive emulsion layer.

[0128]

[Table 12]

[0129]

[Table 13]

[0130]

[Table 14]

For the blue-sensitive emulsion layer, the green-sensitive emulsion layer and the red-sensitive emulsion layer, 1- (5-methylureidophenyl)-
5-mercaptotetrazole with silver halide 1
3.4 × 10 ⁻⁴ mol, 9.7 × 10 ⁻⁴ mol, per mol,
5.5 × 10 ⁻⁴ mol was added. Moreover, 4-hydroxy-6-methyl-1,3,3 is added to the blue-sensitive layer and the green-sensitive layer.
1 × 10 ⁻⁴ mol and 2 × 10 ⁻⁴ mol of a, 7-tetrazaindene were added per mol of silver halide, respectively. (Layer constitution) The composition of each layer is shown below. Numbers are coating amount (g
/ M ² ). The silver halide emulsion represents the coating amount in terms of silver. Support: Polyethylene laminated paper [Polyethylene on the first layer side contains a white pigment (TiO ₂ ) and bluing dye (ultraviolet)] First layer (blue-sensitive emulsion layer) Silver chlorobromide emulsion (cube, average grain size) A 6: 4 mixture of 0.88 μ large size emulsion B1 and 0.70 μ small size emulsion B2 (silver molar ratio) with a coefficient of variation of grain size distribution of 0.08 and 0.10, respectively. 0.3 mol% of silver halide is contained in a part of the grain surface, and the rest is grains of silver chloride) 0.27 Gelatin 1.37 Yellow coupler (ExY) 0.79 Color image stabilizer (Cpd-1) 0.08 Color image stabilizer (Cpd-2) 0.04 Color image stabilizer (Cpd-3) 0.08 Color image stabilizer (Cpd-11) 0.01 Solvent (Solv-1) 0.13 Solvent ( Solv-2) 0.13

Second layer (color mixing prevention layer) Gelatin 0.99 Color mixing inhibitor (Cpd-4) 0.08 Solvent (Solv-2) 0.25 Solvent (Solv-3) 0.25 Third layer (green sensitivity) Emulsion layer) Silver chlorobromide emulsion (cubic, 6: 4 mixture of large size emulsion G1 with average grain size 0.55μ and small size emulsion G2 with 0.39μ (Ag molar ratio). Coefficient of variation of grain size distribution 0.10 and 0.08, respectively. In each size emulsion, 0.8 mol% of AgBr is locally contained in a part of the grain surface, and the rest is grains of silver chloride.) 0.13 Gelatin 1.45 Magenta coupler ( ExM) 0.16 Color image stabilizer (Cpd-6) 0.15 Color image stabilizer (Cpd-2) 0.03 Color image stabilizer (Cpd-7) 0.01 Color image stabilizer (Cpd-8) 0.01 Color image stabilizer (Cpd-9) 0.08 Solvent (S olv-3) 0.50 solvent (Solv-4) 0.15 solvent (Solv-5) 0.15 fourth layer (color mixing prevention layer) gelatin 0.70 color mixing inhibitor (Cpd-4) 0.04 color mixing prevention Agent (Cpd-5) 0.02 Solvent (Solv-2) 0.18 Solvent (Solv-3) 0.18

Fifth Layer (Red Sensitive Emulsion Layer) The silver chlorobromide emulsion R 0.20 gelatin 0.85 cyan coupler (ExC) 0.32 ultraviolet absorber (UV-2) 0.05 color image stabilizer ( Cpd-6) 0.15 Color image stabilizer (Cpd-8) 0.01 Color image stabilizer (Cpd-9) 0.01 Color image stabilizer (Cpd-10) 0.01 Color image stabilizer (Cpd-) 12) 0.01 compound represented by general formula (III) See Table 15 Solvent (Solv-1) 0.01 Solvent (Solv-3) 0.60 Sixth layer (ultraviolet absorbing layer) Gelatin 0.55 Ultraviolet absorber (UV-1) 0.42 Color image stabilizer (Cpd-13) 0.15 Color image stabilizer (Cpd-6) 0.02 7th layer (protective layer) Gelatin 1.13 Acrylic modified copolymer of polyvinyl alcohol Combined (Modification degree 17%) 0.15 Flow para Fin 0.03 Color Image Stabilizer (Cpd-14) 0.01

Specific examples of the compounds used here are shown below.

[0135]

[Chemical 40]

[0136]

[Chemical 41]

[0137]

[Chemical 42]

[0138]

[Chemical 43]

[0139]

[Chemical 44]

[0140]

[Chemical 45]

[0141]

[Chemical 46]

[0142]

[Chemical 47]

[0143]

[Chemical 48]

[0144]

[Chemical 49]

Further, a sample in which the composition of the fifth layer was changed as shown in Table 15 with respect to the sample 1-Ex was prepared, and the sample 2-Ex was prepared.
~ 5-Ex, 1-a- to 5-b. Also, the general formula
When the compound represented by (III) was added to the fifth layer, an aqueous solution containing 5% by weight of the compound was prepared, and the coating solution was adjusted so that the coating amount shown in Table 15 was obtained.

[0146]

[Table 15]

First, Sample 1-Ex was subjected to gradation exposure for sensitometry through a red filter using a sensitometer (FWH type, manufactured by Fujifilm Corporation, color temperature of light source 3200K). At this time, the exposure time was 0.1 seconds and the exposure amount was 250 CMS.

Then, all the prepared samples were exposed to light in the same manner as in Sample 1-Ex, and were subjected to color development processing in the same processing steps as in the above-mentioned Reference Example. When the maximum color density of the cyan color-forming dyes of Samples 1-Ex to 5-Ex in which the compound represented by the general formula (III) is not contained in the red-sensitive layer is 100 in the treated sample, the general formula (I
II) and containing the compound shown in Sample 1-Ex-5
The ratio of the maximum color density when the same coupler as -Ex was used was shown as the color forming property. A value called CTF is used here for the evaluation of sharpness. CTF represents the degree of attenuation of the amplitude with respect to the spatial frequency as a square waveform, and here the sharpness at the spatial frequency of 15 lines / mm 2 is shown. The larger this value, the higher the sharpness. In addition, CT
The sample for F measurement was exposed on a resolution test chart through a red filter and subjected to the same treatment as described above. The results are also shown in Table 15. Comparative Sample 1-E in Table 15
The results of x, 1-a-, 1-a-, and 1-a- show that when the compound represented by the general formula (III) was added to the fifth layer, and the addition amount thereof increased, the cyan color was developed. It can be seen that although the sharpness of the dye is improved, the color developability is greatly reduced. However, when the results of Samples 2-a-, 2-a- and 2-a- which are combinations of the present invention are compared with Comparative Sample 2-Ex, the addition amount of the compound represented by the general formula (III) is As the number increases, the sharpness will improve,
Moreover, it can be seen that the deterioration of the color developability as in Comparative Samples 1-a- to 1-a- and 1-b does not substantially occur.
On the other hand, Samples 1-Ex to 5-Ex and 1-a- to 5-Ex
For b, a sensitometer (FWH type, manufactured by Fuji Film Co., Ltd., color temperature of light source: 3200K) was used, and gradation exposure for sensitometry of three-color separation was applied. The exposure time at this time is 0.1
Second, the exposure amount was set to 250 CMS. Using the same processing steps and processing composition solutions as in the Reference Example for each of the exposed samples, continuous processing was performed until the tank capacity of the color developing solution was replenished to twice, and a developing processing solution in a running equilibrium state was prepared. did. It was confirmed that the effects of the present invention were obtained even when the same test as above was performed using this paper treatment liquid.

Example 2 The surface of a paper support laminated on both sides with polyethylene was subjected to a corona discharge treatment, followed by providing a gelatin subbing layer containing sodium dodecylbenzenesulfonate, and further coating various photographic constituent layers to prepare a A multilayer color photographic paper 2-1-Ex having the layer structure shown was produced. The coating liquid was prepared in the same manner as in Example 1. In addition, Cpd-15 and Cpd-16 are provided in each layer.
Were added so that the total amount was 25.0 mg / m ² and 50.0 mg / m ² , respectively. Example 1 was used for silver chlorobromide in each photosensitive layer.
Each of the same spectral sensitizing dyes was used. In addition, for the blue-sensitive emulsion layer, the green-sensitive emulsion layer, and the red-sensitive emulsion layer, 1- (5
-Methylureidophenyl) -5-mercaptotetrazole was added in an amount of 8.5 x 10 per mol of silver halide.
^-5 mol, 7.7 × 10 ^-4 mol and 2.5 × 10 ^-4 mol were added. Further, 4-hydroxy-6-methyl-1,3,3a, 7-tetrazaindene was added to the blue-sensitive layer and the green-sensitive layer in an amount of 1 × 10 ^-4 mol and 2 mol per mol of silver halide, respectively. × 10 ⁻⁴ mol was added. (Layer structure) The layer structure of each layer is shown below. Numbers represent coating amount (g / m ² ). The silver halide emulsion represents the coating amount in terms of silver. Support Polyethylene laminated paper [Polyethylene on the first layer side contains a white pigment (TiO ₂ ) and a bluish dye (ultra-blue). First layer (blue-sensitive emulsion layer) Silver chlorobromide emulsion (cubic, 3: 7 mixture of large size emulsion having average grain size of 0.88 μm and small size emulsion of 0.70 μm (silver mole ratio). The variation coefficients of the size distribution are 0.08 and 0.10, respectively. In each size emulsion, 0.3 mol% of silver bromide is locally contained in a part of the grain surface, and the rest is grains of silver chloride.) 0 .30 gelatin 1.22 yellow coupler (ExY) 0.82 color image stabilizer (Cpd-17) 0.19 solvent (Solv-1) 0.18 solvent (Solv-7) 0.18 color image stabilizer (Cpd) -1) 0.06 Color image stabilizer (Cpd-11) 0.02

Second layer (color mixing prevention layer) Gelatin 0.64 Color mixing inhibitor (Cpd-4) 0.10 Solvent (Solv-2) 0.16 Solvent (Solv-3) 0.08

Third Layer (Green Sensitive Emulsion Layer) Silver chlorobromide emulsion (cubic, 1: 3 mixture of large size emulsion with average grain size 0.55 μm and small size emulsion with 0.39 μm (Ag mole ratio)) The coefficient of variation of the grain size distribution is 0.10 and 0.08, respectively. In each size emulsion, 0.8 mol% of AgBr is locally contained in a part of the grain surface, and the rest is silver chloride grains.) 0.12 Gelatin 1.28 Magenta coupler (ExM) 0.23 Color image stabilizer (Cpd-9) 0.03 Color image stabilizer (Cpd-6) 0.16 Color image stabilizer (Cpd-2) 0.02 Color image Stabilizer (Cpd-18) 0.02 Solvent (Solv-3) 0.20 Solvent (Solv-4) 0.20

Fourth Layer (Ultraviolet Absorbing Layer) Gelatin 1.41 Ultraviolet Absorber (UV-1) 0.47 Color Mixing Inhibitor (Cpd-4) 0.05 Solvent (Solv-8) 0.24

Fifth Layer (Red Sensitive Emulsion Layer) Silver chlorobromide emulsion (cubic, 1: 4 mixture of large size emulsion having average grain size 0.58 μm and small size emulsion 0.45 μm (Ag mole ratio)) The coefficient of variation of the grain size distribution is 0.09 and 0.11, respectively. In each size emulsion, 0.6 mol% of AgBr is locally contained in a part of the grain surface, and the rest is grains of silver chloride) 0.23 Gelatin 1.04 Cyan coupler (ExC) 0.32 Color image stabilizer (Cpd-9) 0.03 Color image stabilizer (Cpd-6) 0.15 Color image stabilizer (Cpd-8) 0.02 Color image Stabilizer (UV-2) 0.18 Color image stabilizer (Cpd-1) 0.20 Color image stabilizer (Cpd-10) 0.03 Solvent (Solv-6) 0.12 Solvent (Solv-1) 0 .02

Sixth Layer (Ultraviolet Absorbing Layer) Gelatin 0.51 Ultraviolet Absorber (UV-3) 0.16 Color Mixing Inhibitor (Cpd-4) 0.02 Solvent (Solv-8) 0.08

Seventh Layer (Protective Layer) Gelatin 1.10 Polyvinyl alcohol acrylic modified copolymer (modification degree 17%) 0.17 Liquid paraffin 0.03 Further, for Sample 2-1 -Ex, the fifth layer Table 16 shows the composition of
A similar sample was prepared except that the sample was changed to
2-Ex to 2-4-Ex and 2-2-a to 2-4-b. All of these samples were exposed and treated in the same manner as in Example 1 and evaluated for color developability and sharpness in the same manner.

[0156]

[Table 16]

As is clear from the results shown in Table 16, the compound containing the comparative coupler and represented by the general formula (III) was used as the fifth compound.
Comparative sample 2-1 -a containing the compound represented by the general formula (III), as compared to comparative sample 2-1 -Ex not contained in the layer.
Then, it can be seen that although the sharpness is improved, the coloring property is deteriorated. However, sample 2-2, which is a combination of the present invention
-A to 2-4-b, comparative samples 2-2-Ex to 2-4-
It can be seen that the sharpness is improved without deteriorating the color developability as compared with Ex. On the other hand, regarding the sample of this example, the effect of the present invention can be obtained even if the same test as the above is performed using the paper treatment liquid after the continuous treatment prepared by the same method as in Example 1. confirmed.

Example 3 Samples 2-1 to Ex of Example 2 were treated in the same manner except that the total gelatin coating amount and the compound represented by the general formula (III) were changed as shown in Table 17, and the amounts a to v were changed. The sample prepared and subjected to the same exposure and treatment as in Example 1 was evaluated for sharpness and color developability as in Example 1.

[0159]

[Table 17]

In contrast to the comparative samples a to d having the gelatin coating amounts shown in Table 17, the sharpness of the comparative samples e to h in which the compound represented by the general formula (III) was added to the fifth layer was improved. However, it can be seen that the coloring property of the cyan coloring dye is deteriorated as the total gelatin coating amount increases. However, in the samples mp and tv which are the combinations of the present invention, the deterioration of the color developability with the increase of the coating amount of gelatin was hardly recognized, and the difference was especially observed when the total gelatin amount was less than 8.7 g / m ^2. It was not recognized at all. On the other hand, it was confirmed that the effect of the present invention can be obtained even when the same test as the above is performed using the paper treatment liquid after the continuous treatment, which is produced in the same manner as in Example 1 for the sample of the present example. did.

Example 4 The yellow coupler (ExY) in the first layer (blue-sensitive emulsion layer) of all the samples of Example 1 was replaced with ExY-2 so as to be equimolar, and the coupler was also included without changing the composition. A sample in which the coating amount of the first layer was reduced to 80% was prepared, and the same evaluation as in Example 1 was performed. Also in this case, almost the same result as that shown in Example 1 was obtained.

[0162]

According to the present invention, a silver halide color photographic light-sensitive material excellent in sharpness and color reproducibility can be obtained without changing photographic properties such as color developability.

Claims (2)

[Claims] 1. A reflective support having different color sensitivities from each other,
In a silver halide color photographic light-sensitive material having a photographic constituent layer comprising at least one each of yellow, magenta and cyan color forming silver halide emulsion layers and a non-photosensitive layer, the cyan color forming silver halide emulsion layer is At least one layer contains at least one of the cyan couplers represented by the following general formula (I) or (II), and at least one of the compounds represented by the following general formula (III) in any of the photographic constituent layers. A silver halide color photographic light-sensitive material characterized by: [Chemical 1] (In the general formulas (I) and (II), Za and Zb each represent -C (R ₃ ) = or -N =.
one of b is -N =, the other is -C (R ₃₎ =
Is. R ₁ and R ₂ each represent an electron-withdrawing group having a Hammett's substituent constant σ p value of 0.20 or more, and the sum of σ p values of R ₁ and R ₂ is 0.65 or more. R ₃ represents a hydrogen atom or a substituent. X represents a hydrogen atom or a group capable of splitting off in a coupling reaction with an oxidized product of an aromatic primary amine color developing agent. The group of R ₁ , R ₂ , R ₃ or X may be a divalent group and may be bonded to a dimer or higher polymer or a polymer chain to form a homopolymer or a copolymer. ) [Chemical 2] (In the formula, W ₁ and W ₃ represent an aliphatic group, an aromatic group or a heterocyclic group, and W ₂ and W ₄ represent an aliphatic group, an aromatic group and -OW.
₅ , -COOW ₅ , -NW ₅ W ₆ , -CONW ₅ W ₆ ,
-NW ₅ CONW ₅ W ₆ , -SO ₂ W ₇ , -COW ₇ ,
—NW ₆ COW ₇ , —NW ₆ SO ₂ W ₇ , a cyano group (wherein W ₅ , W ₆ represents a hydrogen atom, an aliphatic group or an aromatic group, and W ₅ and W ₆ or W ₆ and W ₇ May combine to form a 5- or 6-membered ring), L ₁ ,
L ₂ , L ₃ , L ₄ and L ₅ represent a methine group, and n ₁ and n ₂
Represents 0 or 1, M ⁺ represents a hydrogen atom or other 1
Represents a valent cation. ) 2. The silver halide color photographic light-sensitive material according to claim 1, wherein the total gelatin coating amount is 8.6 g / m ² or less.