JPH11109576A - Silver halide color photographic sensitive material, and color picture forming method - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a material excellent in color reproducibility, or the like, low in change of photographic property after long term preservation, and moreover, excellent in pressure resistance, by incorporating a specified emulsifying agent and at least one kind of a specified cyan coupler into a cyan dyestuff forming coupler-containing silver halide emulsion layer and incorporating a specified compd. in the material. SOLUTION: A silver chloride iodide bromide, silver chloride bromide or silver chloride emulsion having >=95 mol.% silver chloride content and at least one kind of a cyan coupler expressed by formula I are incorporated in the cyan dyestuff forming coupler-containing silver halide emulsion layer and at least one kind of a compd. expressed by formula II is incorporated in the compd. In the formula I, Z<a> and Z<b> are C(R<2> )= or -N= respectively. R<1> and R<2> are each an electron-withdrawing group having Hammett substituent group constant σp value of >=0.2 respectively. R<3> is hydrogen atom or a detachable group in a coupling reaction with an oxidant of an arom. primary amine color developer. In the formula II, R21 -R23 are each hydrogen atom, an alkyl group or aryl group respectively and may be the same as or different from each other.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

FIELD OF THE INVENTION The present invention relates to a combination of a pyrrolotriazole cyan coupler and a specific hydroxyurea compound, which is excellent in color reproduction and color image fastness, and has little change in photographic properties even after long-term storage of a photosensitive material. Further, the present invention relates to a silver halide color photographic light-sensitive material excellent in pressure system and a color image forming method.

[0002]

2. Description of the Related Art In a silver halide color photographic light-sensitive material, an exposed oxidized aromatic primary amine color developing agent is reacted with a coupler using an exposed silver halide as an oxidizing agent to react with indophenol, indoaniline, It is well known that dyes such as indamine, azomethine, phenoxazine and phenazine are formed to form an image. In this photographic method, a subtractive color method is used, and a color image is formed by yellow, magenta, and cyan dyes. Of these, in order to form a cyan dye image,
Conventionally, phenol or naphthol couplers have been used. However, dyes formed from these couplers have an unfavorable absorption in the yellow to magenta region, and therefore have a problem of deteriorating color reproducibility, and it has been desired to solve this problem. In particular, in recent years, there has been an increasing demand for so-called digital photography, in which image information is digitized, and after image processing is performed, a silver halide color photographic light-sensitive material is exposed based on the information. In such a case, a silver halide color photographic light-sensitive material having a wide color reproduction range in which the dye formed does not have the above-mentioned undesired absorption is desired.

As means for solving this problem, heterocyclic compounds described in US Pat. Nos. 4,728,598 and 4,873,183, European Patent Application Publication No. 0249453A2 and the like have been proposed. However, these couplers have fatal drawbacks such as low coupling activity and poor dye fastness. U.S. Pat. No. 5,256,526 discloses a coupler that overcomes these problems.
, A pyrrolotriazole coupler described in EP 0545300 has been proposed. These couplers were also excellent in terms of hue and coupling activity, but when color photographic materials using this coupler were stored for a long period of time, the sensitivity decreased and the sensitivity changed when the humidity during exposure changed. There was a problem that the width became large. This is a major problem that makes it difficult to supply a stable photographic color photographic light-sensitive material and, consequently, it is difficult to supply a print having a stable finish quality. Further, the photosensitive material using this coupler has a problem that sensitization streaks appear when pressure is applied in a developing solution, making it difficult to supply high quality prints.

[0004]

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a combination of a pyrrolotriazole cyan coupler and a specific hydroxyurea compound which is excellent in color reproduction and color image fastness, and which can be used even after the photosensitive material has been stored for a long period of time. It is an object of the present invention to provide a silver halide color photographic light-sensitive material and a color image forming method which have a small change in image quality and are excellent in pressure resistance.

[0005]

As a result of intensive studies, the present inventor has found that the above objects can be effectively achieved by the silver halide color photographic light-sensitive materials described in (1) to (3) and a color image forming method. Achieved. (1) A silver halide color photographic light-sensitive material having at least one silver halide emulsion layer containing a yellow dye-forming coupler, a silver halide emulsion layer containing a magenta dye-forming coupler, and a silver halide emulsion layer containing a cyan dye-forming coupler on a support. Wherein the silver halide emulsion layer containing a cyan dye-forming coupler has a silver chloroiodobromide, silver chlorobromide or silver chloride emulsion having a silver chloride content of 95 mol% or more and the following general formula (I):
Containing at least one cyan coupler represented by
Further, the color photographic light-sensitive material contains at least one compound represented by the following formula (D1).

[0006]

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[0007] In the general formula ^{(I), Z a, Z} b are each -
C (R ³⁾ = or an -N =. However Z ^a, one of Z ^b is -N =, the other is -C (R ³⁾ is =. R ¹ and R ² are Hammett's substituent constant σ
_p value represents 0.20 or more electron withdrawing groups, and R ¹ and R
The sum of the σ _p values of 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 leaving in a coupling reaction with an oxidized form 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 form a homopolymer or a copolymer by bonding to a dimer or higher polymer or a polymer chain.

[0008]

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In the general formula (D1), R ₂₁ , R ₂₂ and R ₂₃ may be the same or different and each represents a hydrogen atom, an alkyl group or an aryl group. (2) At least one of the silver halide emulsion layers containing the cyan dye-forming coupler and / or at least one of the non-color-forming hydrophilic colloid layers has the following general formula:
The silver halide color photographic light-sensitive material according to the item (1), comprising at least one compound represented by the formula (III):

[0010]

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In the formula (III), R ^a1 and R ^a2 each independently represent a hydrogen atom, an alkyl group or an aryl group. R ^a3 , R
^a4 represents a hydrogen atom, an alkyl group or an aryl group. R
^a5 represents an aryl group. Where R ^a1 , R ^a2 , R ^a3 , R
The total number of carbon atoms of ^a4 and ^Ra5 does not become 13 or less. (3) An image forming method comprising subjecting the silver halide color photographic light-sensitive material according to the above (1) or (2) to scanning exposure with a light beam modulated based on image information, followed by development processing, and A color image forming method, wherein a scanning pitch by a light beam is smaller than an effective beam diameter, and an overlap width between rasters is 5% to 95% of the effective beam diameter.

[0012]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail. Here, the Hammett's substituent constant σ _p value used in the present specification will be briefly described. The Hammett's rule is an empirical rule proposed by LP Hammett in 1935 to quantitatively discuss the effect of substituents on the reaction or equilibrium of a benzene derivative, and is widely accepted today. The substituent constant determined by Hammett's rule is σ
There is _p value and sigma _m value and these values can be found in many general books, for example, JADean ed, "Lang
e's Handbook of Chemistry, 12th edition, 1979 (Mc Graw-Hill)
See pages 6-103, 1979 (Nankodo). In addition,
In the present invention, each substituent is defined or described by Hammett's substituent constant σ _p, but this is found in the above-mentioned textbook, in the sense that it is limited only to a substituent having a known value in the literature. In addition, it goes without saying that even if the value is unknown in the literature, it also includes a substituent that will be included in the range when measured based on the Hammett rule. Although the compound represented by the general formula (I) of the present invention is not a benzene derivative, the σ _p value is used as a measure of the electronic effect of the substituent regardless of the substitution position. In the present invention, the σ _p value will be used in this sense in the future. The term “lipophilic” as used in the present invention means that the solubility in water at room temperature is 1%.
It is less than 0%.

[0013] In the present specification, the term "aliphatic" is used in the sense that it may be linear or branched, saturated or unsaturated, and further includes cyclic ones. Examples thereof include alkyl, alkenyl, and alkynyl. , Cycloalkyl, or cycloalkenyl, which may further have a substituent. In addition, aromatic represents aryl, which may further have a substituent. Heterocycle (heterocycle) has a heteroatom in the ring, and also includes an aromatic group. And may further have a substituent. The substituents in the present specification and the substituents which may be present on these aliphatic, aromatic, and heterocyclic rings may be any groups that can be substituted unless otherwise specified, and include, for example, an aliphatic group and an aromatic group. Group, heterocyclic group, acyl group, acyloxy group, acylamino group, aliphatic oxy group, aromatic oxy group, heterocyclic oxy group, aliphatic oxycarbonyl group, aromatic oxycarbonyl group, heterocyclic oxycarbonyl group, aliphatic Carbamoyl group, aromatic carbamoyl group, aliphatic sulfonyl group, aromatic sulfonyl group, aliphatic flufamoyl group, aromatic sulfamoyl group, aliphatic sulfonamide group, aromatic sulfonamide group, aliphatic amino group, aromatic amino group, Aliphatic sulfinyl group, aromatic sulfinyl group, aliphatic thio group, aromatic thio group, mercapto group, hydroxy group, cyano group, nitro It can be exemplified group, hydroxyamino group, a halogen atom or the like.

Hereinafter, the cyan coupler represented by formula (I) of the present invention will be described in detail. Z ^a and Z ^b each a -C (R ³⁾ = or an -N =. However, either one of Z ^a and Z ^b are -N =, the other is -C (R
³ ) =

R ³ represents a hydrogen atom or a substituent. Examples of the substituent include 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, 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 include a phosphonyl group, an aryloxycarbonyl group, and an acyl group. These groups may be further substituted with substituents as exemplified for R ³ .

More specifically, R ³ is a hydrogen atom, a halogen atom (for example, a chlorine atom or a bromine atom), an alkyl group (for example, a linear or branched alkyl group having 1 to 32 carbon atoms, an aralkyl group, an alkenyl group). , Alkynyl, cycloalkyl and cycloalkenyl groups such as methyl, ethyl, propyl, isopropyl, t-butyl, tridecyl, 2-methanesulfonylethyl,
(3-pentadecylphenoxy) propyl, 3- {4-
{2- [4- (4-hydroxyphenylsulfonyl) phenoxy] dodecaneamide} phenyl} propyl, 2-
Ethoxytridecyl, trifluoromethyl, cyclopentyl, 3- (2,4-di-t-amylphenoxy) propyl), aryl group (for example, phenyl, 4-t-butylphenyl, 2,4-di-t-amyl) Phenyl, 4-tetradecanamidophenyl), a heterocyclic group (eg, imidazolyl, pyrazolyl, triazolyl, 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
-Butylphenoxy, 3-nitrophenoxy, 3-t-
Butyloxycarbamoylphenoxy, 3-methoxycarbamoyl), acylamino group (for example, acetamido, benzamido, tetradecanamido, 2- (2,4
-Di-t-amylphenoxy) butanamide, 4- (3
-T-butyl-4-hydroxyphenoxy) butanamide, 2- {4- (4-hydroxyphenylsulfonyl)
Phenoxy didecaneamide), an alkylamino group (eg, methylamino, butylamino, dodecylamino, diethylamino, methylbutylamino), an anilino group (eg, phenylamino, 2-chloroanilino, 2-chloro-5-tetradecaneaminoanilino, 2-chloro-5
-Dodecyloxycarbonylanilino, N-acetylanilino, 2-chloro-5- {2- (3-t-butyl-4)
-Hydroxyphenoxy) dodecaneamide {anilino), a ureido group (eg, phenylureido, methylureido, N, N-dibutylureido), a sulfamoylamino group (eg, N, N-dipropylsulfamoylamino, N-methyl) -N-decylsulfamoylamino), an 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, tetradecyloxycarbonyl) Amino), a sulfonamide group (eg, methanesulfonamide, hexadecanesulfonamide, benzenesulfonamide, p-toluenesulfonamide, octadecanesulfonamide, 2-methoxy-5-t-butylbenzenesulfonamide), a carbamoyl group (eg, 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 (eg, 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),
Heterocyclic oxy group (for example, 1-phenyltetrazol-5-oxy, 2-tetrahydropyranyloxy), azo group (for example, phenylazo, 4-methoxyphenylazo, 4-pivaloylaminophenylazo, 2-hydroxy- 4-propanoylphenylazo), an acyloxy group (eg, acetoxy), a carbamoyloxy group (eg, N-methylcarbamoyloxy, N-phenylcarbamoyloxy), a silyloxy group (eg, trimethylsilyloxy, dibutylmethylsilyloxy), aryl An oxycarbonylamino group (for example, phenoxycarbonylamino), an imide group (for example, 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), a sulfinyl group (eg, dodecanesulfinyl, 3-pentadecylphenylsulfinyl, 3-phenoxypropylsulfinyl), a phosphonyl group (eg, phenoxyphospho) Nyl, octyloxyphosphonyl, phenylphosphonyl), an aryloxycarbonyl group (for example, phenoxycarbonyl), and an acyl group (for example, acetyl, 3-phenylpropanoyl, benzoyl, 4-dodecyloxybenzoyl).

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, or 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 Can be mentioned.

More preferably, they are an alkyl group and an aryl group, more preferably an alkyl group and an aryl group having at least one substituent, and further preferably, at least one alkyl group and an alkoxy group from the viewpoint of cohesiveness. , A sulfonyl group, a sulfamoyl group, a carbamoyl group, an acylamide group or an alkyl group or an aryl group having a sulfonamide group as a substituent. Particularly preferred is an alkyl group or an aryl group having at least one alkyl group, acylamide group or sulfonamide group as a substituent. When these substituents are present in the aryl group, it is more preferable to have them at least in the ortho or para position.

The cyan coupler of the present invention, both R ¹ and R ² is 0.20 or more electron-withdrawing group, and R ¹
The sum of sigma _p 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 about 2.0.

R ¹ and R ² are Hammett's substituent constant σ _p
An electron-withdrawing group having a value of 0.20 or more. Preferably,
It is an electron-withdrawing group of 0.30 or more. The upper limit is 1.
It is an electron-withdrawing group of 0 or less.

Specific examples of the electron-withdrawing groups R ¹ and R ^{2 having} a σ _p value of 0.20 or more include an acyl group, an acyloxy group, a carbamoyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a cyano group, Nitro group, dialkylphosphono group, diarylphosphono group, diarylphosphinyl group, alkylsulfinyl, arylsulfinyl group, alkylsulfonyl group, arylsulfonyl group, sulfonyloxy group, acylthio group, sulfamoyl group, thiocyanate group, thiocarbonyl group An alkyl group, a halogenated alkoxy group, a halogenated aryloxy group, a halogenated alkylamino group, a halogenated alkylthio group, an aryl group substituted with another electron-withdrawing group having a σ _p value of 0.20 or more; Heterocyclic group, halogen atom, azo group, or Renoshianeto group, and the like. Among these substituents, the group which can have a substituent may further have a substituent as described for R ³ .

If R ¹ and R ² are described in more detail, σ _p
Examples of the electron-withdrawing group having a 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, iso-
Butyloxycarbonyl, butyloxycarbonyl, dodecyloxycarbonyl, octadecyloxycarbonyl), aryloxycarbonyl group (eg, phenoxycarbonyl), cyano group, nitro group, dialkylphosphono group (eg, dimethylphosphono), diarylphosphono group (E.g., diphenylphosphono), diarylphosphinyl group (e.g., diphenylphosphinyl), alkylsulfinyl group (e.g., 3-phenoxypropylsulfinyl), arylsulfinyl group (e.g.,
3-pentadecylphenylsulfinyl), alkylsulfonyl group (eg, methanesulfonyl, octanesulfonyl), arylsulfonyl group (eg, benzenesulfonyl, toluenesulfonyl), sulfonyloxy group (methanesulfonyloxy, toluenesulfonyloxy), acylthio Groups (eg, acetylthio, benzoylthio), sulfamoyl groups (eg, N-ethylsulfamoyl, N, N-dipropylsulfamoyl, N-
(2-dodecyloxyethyl) sulfamoyl, N-ethyl-N-dodecylsulfamoyl, N, N-diethylsulfamoyl), thiocyanate group, thiocarbonyl group (eg, methylthiocarbonyl, phenylthiocarbonyl), alkyl halide Groups (eg, trifluoromethane, heptafluoropropane), halogenated alkoxy groups (eg, trifluoromethyloxy), halogenated aryloxy groups (eg, pentafluorophenyloxy), halogenated alkylamino groups (eg, N, N-
Di- (trifluoromethyl) amino), a halogenated alkylthio group (for example, difluoromethylthio, 1,1,2,2
2-tetrafluoroethane ethylthiomethyl), an aryl group substituted with sigma _p 0.20 or more other electron withdrawing group (e.g., 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 (eg, chlorine atom, bromine atom), azo group (eg, phenylazo)
Or a selenocyanate group. Among these substituents, the group which can have a substituent may further have a substituent as described for R ³ .

R ¹ and R ² are preferably acyl, acyloxy, carbamoyl, alkoxycarbonyl, aryloxycarbonyl, cyano, nitro, alkylsulfinyl, arylsulfinyl, Alkylsulfonyl group, arylsulfonyl group, sulfamoyl group, halogenated alkyl group, halogenated alkyloxy group, halogenated alkylthio group,
A halogenated aryloxy group, two or more σ _p 0.20
An aryl group substituted with the other electron-withdrawing group and a heterocyclic group can be exemplified. More preferred are an alkoxycarbonyl 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 is an alkoxycarbonyl group, and most preferred is a branched alkoxycarbonyl group (especially a cycloalkoxycarbonyl group).

X represents a hydrogen atom or a group capable of leaving in a coupling reaction with an oxidized form of an aromatic primary amine color developing agent. If the group capable of leaving is specifically described, a halogen atom, an alkoxy group, an aryloxy Group, acyloxy group, alkyl or arylsulfonyloxy group, acylamino group, alkyl or aryl sulfonamide group, alkoxycarbonyloxy group, aryloxycarbonyloxy group, alkyl, aryl or heterocyclic thio group, carbamoylamino group, carbamoyloxy group, Examples include a heterocyclic carbonyloxy group, a 5- or 6-membered nitrogen-containing heterocyclic group, an imide group, an arylazo group, and the like. These groups may be further substituted with a group allowed as a substituent of R ³ .

More specifically, a halogen atom (for example, fluorine atom, chlorine atom, bromine atom), an alkoxy group (for example, ethoxy, dodecyloxy, methoxyethylcarbamoylmethoxy, carboxypropyloxy, methanesulfonylethoxy, ethoxycarbonylmethoxy), aryl An oxy group (e.g., 4-methylphenoxy, 4-
Chlorophenoxy, 4-methoxyphenoxy, 4-carboxyphenoxy, 3-ethoxycarbonylphenoxy, 3-acetylaminophenoxy, 2-carboxyphenoxy), acyloxy group (eg, acetoxy, tetradecanoyloxy, benzoyloxy), alkyl or aryl Sulfonyloxy group (for example, methanesulfonyloxy, toluenesulfonyloxy), acylamino group (for example, dichloroacetylamino, heptafluorobutyrylamino), alkyl or arylsulfonamide group (for example, methanesulfonylamino,
Trifluoromethanesulfonylamino, p-toluenesulfonylamino), alkoxycarbonyloxy group (for example, ethoxycarbonyloxy, benzyloxycarbonyloxy), aryloxycarbonyloxy group (for example, phenoxycarbonyloxy), alkyl,
Aryl or heterocyclic thio groups (e.g. dodecylthio, 1-carboxydodecylthio, phenylthio, 2-
Butoxy-5-t-octylphenylthio, tetrazolylthio), carbamoylamino group (eg, N-methylcarbamoylamino, N-phenylcarbamoylamino), carbamoyloxy group (eg, N, N-diethylcarbamoyloxy, N-ethylcarbamoyl) Oxy, N-ethyl-N-phenylcarbamoyloxy),
Heterocyclic carbonyloxy group (eg, morpholinocarbonyloxy, piperidinocarbonyloxy), 5- or 6-membered nitrogen-containing heterocyclic group (eg, 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. X is an aldehyde or ketone as a leaving group bonded via a carbon atom.
It may take the form of a bis-type coupler obtained by condensing an equivalent coupler. X may contain a photographically useful group such as a development inhibitor and a development accelerator.

Preferred X is a halogen atom, an alkoxy group, an aryloxy group, an alkyl or arylthio group, an alkyloxycarbonyloxy group, an aryloxycarbonyloxy group, a carbamoyloxy group, a heterocyclic carbonyloxy group, and a nitrogen atom at the coupling active site. A 5- or 6-membered nitrogen-containing heterocyclic group bonded by an atom. More preferred X is a halogen atom, an alkyl or arylthio group, an alkyloxycarbonyloxy group, an aryloxycarbonyloxy group, a carbamoyloxy group, a heterocyclic carbonyloxy group, and particularly preferred are a carbamoyloxy group and a heterocyclic carbonyloxy group. It is.

In the cyan coupler represented by the general formula (I), the group of R ¹ , R ² , R ³ or X becomes a divalent group, and binds to a dimer or higher polymer or a polymer chain. To form a homopolymer or a copolymer. A homopolymer or a copolymer bonded to a polymer chain is a typical example of an addition polymer having a cyan coupler residue represented by the general formula (I), homo- or copolymer of an ethylenically unsaturated compound. . In this case, the polymer may contain one or more kinds of cyan coloring repeating units having a cyan coupler residue represented by the general formula (I), and one of the non-coloring ethylene type monomers as a copolymer component. It may be a copolymer containing one or more species. The cyan coloring repeating unit having a cyan coupler residue represented by the general formula (I) is preferably represented by the following general formula (P).

[0028]

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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-, -COO-
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-, -NHCONH-,
-NHCOO-, -NHCO-, -OCONH-, -NH-, -COO
-, - OCO -, - CO -, - O -, - S -, - SO 2 -, -
It represents NHSO ₂ — or —SO ₂ NH—. a, b, and c represent 0 or 1. Q is R of the compound represented by the general formula (I)
¹ , represents a cyan coupler residue from which a hydrogen atom has been removed from R ² , R ³ or X. As the polymer, a copolymer of a cyan-color-forming monomer represented by a coupler unit of the general formula (I) and a non-color-forming ethylene-like monomer that does not couple with an oxidation product of an aromatic primary amine developer is preferable.

The non-color-forming ethylene type monomer which does not couple with the oxidation product of the aromatic primary amine developer includes:
Acrylic acid, α-chloroacrylic acid, α-alkylacrylic acid (eg, methacrylic acid) Amides or esters derived from these acrylic acids (eg, acrylamide, methacrylamide, n-butylacrylamide, t-butylacrylamide, di- 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-hydroxy methacrylate), vinyl esters (eg, vinyl acetate, vinyl propionate and vinyl laurate), acrylonitrile, methacrylonitrile, aromatic vinyl compounds (eg, styrene and its derivatives, eg, vinyl Toluene, divinylbenzene, vinylacetophenone and sulfostyrene), itaconic acid, citraconic acid, crotonic acid, vinylidene chloride, vinyl alkyl ether (eg, vinyl ethyl ether), maleic ester, N-vinyl-2-pyrrolidone, N-vinylilipyridine and 2- and -4-
Vinyl pyridine and the like.

Particularly preferred are acrylic esters, methacrylic esters, and maleic esters. The non-color-forming ethylene type monomer used here can be used in combination of two or more kinds. For example, methyl acrylate and butyl acrylate, butyl acrylate and styrene, butyl methacrylate and methacrylic acid, and methyl acrylate and diacetone acrylamide can be used.

As is well known in the field of polymer couplers, the ethylenically unsaturated monomer to be copolymerized with the vinylic monomer corresponding to the above general formula (I) is used to form the copolymer having physical properties and / or Alternatively, it can be selected such that the chemical properties, such as solubility, the compatibility of the photographic colloid composition with the binder, such as gelatin, its flexibility, thermal stability, etc., are favorably affected.

The silver halide light-sensitive material of the cyan coupler of the present invention, the preferably to be contained in the red-sensitive silver halide emulsion layer, it is preferable to so-called internal type coupler. For this purpose, R ^1, R ² , at least one of R ³ and X is a so-called ballast group (preferably having a total carbon number of 1).
0 or more), and more preferably 10 to 50 carbon atoms in total. Particularly, it is preferable that R ³ has a ballast group. The cyan coupler represented by the general formula (I) is more preferably a compound having a structure represented by the following general formula (II).

[0034]

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In the formula, R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ may be the same or different and each represents a hydrogen atom or a substituent. As the substituent, a substituted or unsubstituted aliphatic group or a substituted or unsubstituted aryl group is preferable, and more preferable ones are described below. R ¹¹ and R ^{12 each} preferably represent an aliphatic group, for example, a linear, branched or cyclic alkyl group, aralkyl group, alkenyl group, alkynyl group or cycloalkenyl group having 1 to 36 carbon atoms. For example, methyl, ethyl, propyl, isopropyl, t-butyl, t
-Represents amyl, t-octyl, tridecyl, cyclopentyl, cyclohexyl. The aliphatic group more preferably has 1 to 12 carbon atoms. R ¹³ , R ¹⁴ and R ¹⁵ represent a hydrogen atom or an aliphatic group. Examples of the aliphatic group include the groups described above for R ¹¹ and R ¹² . R ¹³ , R ¹⁴ , R
¹⁵ is particularly preferably a hydrogen atom.

Z is necessary for forming a 5- to 8-membered ring,
Represents a group of non-metallic atoms, and this ring may be substituted, may be a saturated ring or may have an unsaturated bond.
Preferred non-metallic atoms include a nitrogen atom, an oxygen atom, a sulfur atom and a carbon atom, and more preferably a carbon atom. Examples of the ring formed by Z include a cyclopentane ring, a cyclohexane ring, a cycloheptane ring,
Cyclooctane ring, cyclohexene ring, piperazine ring,
Examples thereof include an oxane ring and a thiane ring, and these rings may be substituted with a substituent represented by R ³ described above. Preferably the ring formed by Z is a cyclohexane ring which may be substituted, especially preferably, 4-position substituted with a substituent as represented by an alkyl group (the aforementioned R ³ having 1 to 24 carbon atoms A cyclohexane ring substituted with

[0037] R ³ in formula (II) has the same meaning as R ³ of formula (I), particularly preferably an alkyl group or an aryl group, more preferably a substituted aryl group. From the viewpoint of carbon number, in the case of an alkyl group, preferably,
1 to 36, and in the case of an aryl group, preferably
6 to 36. Among the aryl groups, those in which the alkoxy group is substituted at the ortho position of the bond position to the coupler mother nucleus are not preferred because the light fastness of the dye derived from the coupler is low. In that regard, the substituents on the aryl group may be substituted or
Unsubstituted alkyl groups are preferred, and among them, unsubstituted alkyl groups are most preferred. Particularly, an unsubstituted alkyl group having 1 to 30 carbon atoms is preferable.

X ² represents a hydrogen atom or a substituent. The substituent is X ² -C (=
O) Groups which promote the elimination of the O- group are preferred. X ² is preferably a heterocyclic ring, a substituted or unsubstituted amino group, or an aryl group. The hetero ring is preferably a 5- to 8-membered ring having a nitrogen atom, an oxygen atom, or a sulfur atom and having 1 to 36 carbon atoms. More preferably,
A 5- or 6-membered ring bonded by a nitrogen atom, of which a 6-membered ring is particularly preferred. These rings may form a condensed ring with a benzene ring or a hetero ring. Specific examples include imidazole, pyrazole, triazole, lactam compounds, piperidine, pyrrolidine, pyrrole, morpholine,
Pyrazolidine, thiazolidine, pyrazoline and the like, preferably, morpholine, piperidine,
Particularly, morpholine is preferred. Examples of the substituent of the substituted amino group include an aliphatic group, an aryl group and a heterocyclic group. Examples of the aliphatic group include the substituents of R ^{8 described} above, and further include a cyano group, an alkoxy group (eg, methoxy), an alkoxycarbonyl group (eg, ethoxycarbonyl), a chlorine atom, a hydroxyl group, a carboxyl group, and the like. May be substituted. As the substituted amino group,
Disubstitution is preferred over monosubstitution. As the substituent, an alkyl group is preferable.

The aryl group preferably has 6 to 36 carbon atoms, and more preferably has a single ring. Specific examples include phenyl, 4-t-butylphenyl, 2-methylphenyl, 2,4,6-trimethylphenyl, 2-methoxyphenyl, 4-methoxyphenyl, 2,6-dichlorophenyl, 2-chlorophenyl, 4-dichlorophenyl and the like. General formula (II) used in the present invention
The cyan coupler represented by has an oil-solubilizing group in the molecule, is easily soluble in a high boiling organic solvent, and is formed by oxidative coupling of the coupler itself and the coupler with a color-forming reducing agent (developer). Preferably, the dye is non-diffusible in the hydrophilic colloid layer. In the coupler represented by the general formula (II), R ³ contains a coupler residue represented by the general formula (II) to form a dimer or higher multimer, or R ³ represents a polymer chain. They may be contained to form a homopolymer or a copolymer. A typical example of the homopolymer or copolymer containing a polymer chain is a homopolymer or copolymer of an addition polymer ethylenically unsaturated compound having a coupler residue represented by the general formula (II). In this case, one or more cyan coloring repeating units having a coupler residue represented by the general formula (II) may be contained in the polymer, and an acrylic acid ester, a methacrylic acid ester, or a maleic acid ester may be used as a copolymer component. It may be a copolymer containing one or more non-color-forming ethylenic monomers that do not couple with the oxidation product of an aromatic primary amine developer such as phenol. Specific examples of the cyan coupler defined in the present invention are shown below, but the invention is not limited thereto.

[0040]

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[0041]

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[0042]

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[0043]

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[0044]

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[0045]

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[0046]

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[0047]

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[0048]

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[0049]

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[0050]

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[0051]

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[0052]

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The compound represented by the formula (I) can be prepared by a known method, for example, as described in JP-A-5-150423 and 5-2.
No. 55333, No. 5-202004, No. 7-4837
No. 6, 9-189988 can be synthesized.

Next, the compound represented by formula (D1) used in the present invention will be described in detail.

[0055]

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In the formula (D1), R ₂₁ , R ₂₂ and R ₂₃ may be the same or different and each represents a hydrogen atom, an alkyl group or an aryl group.

R ₂₁ , R ₂₂ and R ₂₃ in the compound represented by formula (D1) used in the present invention will be described in detail below.

R ₂₁ , R ₂₂ and R ₂₃ may be the same or different and each represents a hydrogen atom, an alkyl group or an aryl group. When R ₂₁ , R ₂₂ and R ₂₃ are each an alkyl group or an aryl group, these groups may have a substituent, and examples of the substituent include a halogen atom (a fluorine atom, a chlorine atom, a bromine atom , An iodine atom, etc.), aryl group, heterocyclic group, cyano group, nitro group, hydroxyl group, carboxyl group, sulfo group, alkoxy group, aryloxy group, acylamino group, amino group, alkylamino group, anilino group, ureido group A thioureido group, a sulfamoylamino group, an alkylthio group, an arylthio group, an alkoxycarbonylamino group, a sulfonamide group, a carbamoyl group, a sulfamoyl group, a sulfonyl group, an alkoxycarbonyl group, a heterocyclic oxy group, an azo group, an acyloxy group,
A carbamoyloxy group, a silyl group, a silyloxy group, an aryloxycarbonylamino group, an imide group, a heterocyclic thio group, a sulfinyl group, a phosphonyl group, an aryloxycarbonyl group, and an acyl group. Further, R ₂₁ , R ₂₂ , R ₂₃
Is an aryl group, examples of the substituent include an alkyl group, an alkenyl group, and an alkynyl group in addition to the above-mentioned substituents having a halogen atom or less.

When R ₂₁ , R ₂₂ and R ₂₃ are each an alkyl group, the alkyl group is a linear, branched or cyclic alkyl group having 1 to 16 carbon atoms, preferably 1 to 10 carbon atoms. Yes, for example, methyl, ethyl, propyl, isopropyl, t-butyl, 2-hydroxyethyl, 3-hydroxypropyl, benzyl, 2-methanesulfonamidoethyl, 2-methoxyethyl, cyclopentyl, 2-acetamidoethyl, 2- Carboxylethyl, 2,3-dihydroxypropyl, n-hexyl, n-decyl, n-
Hexadecyl.

When R ₂₁ , R ₂₂ and R ₂₃ are each an aryl group, the aryl group is an aryl group having 6 to 24 carbon atoms, preferably 6 to 10 carbon atoms, for example, phenyl, naphthyl, 2-methyl Phenyl, 3-ethylphenyl, 4
-Methoxyphenyl, 3-dimethylaminophenyl, 4
-Trifluorophenyl, 2,4,5-trichlorophenyl.

Preferred combinations of R ₂₁ , R ₂₂ and R _{23 in} formula (D1) are described below.

As a preferable combination, R ₂₁ is a hydrogen atom, an alkyl group having a total of 1 to 10 carbon atoms, or an aryl group having a total of 6 to 10 carbon atoms,
R ₂₂ is a hydrogen atom; R ₂₃ is a hydrogen atom, an alkyl group having a total number of carbon atoms of 1 to 10 or a total number of carbon atoms of 6;
It is an aryl group having at least 10 and at most 10.

In a more preferred combination, R ₂₂ is a hydrogen atom and the total number of carbon atoms of R ₂₁ and R ₂₃ is 7
The following compounds are used.

As a more preferred combination, R ₂₁ ,
R ₂₂ is a hydrogen atom, and R ₂₃ is a hydrogen atom or an alkyl group having a total of 1 or more and 4 or less carbon atoms. Of these, the specific examples (S-4) and (S-12) shown below are most preferable.

These alkyl groups and aryl groups include those substituted by substituents. The total of the number of carbon atoms in the alkyl group and the aryl group substituted by the substituent includes not only the number of carbon atoms in the alkyl group and the aryl group but also the number of carbon atoms in the substituent.

Next, specific examples of the representative compound represented by formula (D1) in the present invention will be shown, but it should not be construed that the invention is limited thereto.

[0067]

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[0068]

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The compound represented by formula (D1) used in the present invention is commercially available from Tokyo Kasei Kogyo Co., Ltd. for the specific example (S-4) and can be easily obtained. Further, it can be easily synthesized according to the following scheme 2.

[0070]

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In the formula, R ₂₁ , R ₂₂ and R ₂₃ each have the same meaning as described above.

The amount of the compound represented by formula (D1) is from 0.5 × 10 ^-6 mol to 1.0 × 1 mol per mol of silver halide.
A range of 0 ^-2 mol is preferred. More preferably, 1.0 ×
It is in the range of 10 ^-5 to 5.0 × 10 ^-3 mol. The compound represented by the general formula (D1) may be used alone.
More than one species can be used in combination.

The compound of formula (D1) may be added in any of the steps of forming silver halide grains, chemical sensitization and coating.

The compound of the formula (D1) can be used in any layer in the light-sensitive material. That is, a light-sensitive layer (a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer, a red-sensitive silver halide emulsion layer), a non-light-sensitive layer (for example, a protective layer, a non-light-sensitive fine-grain silver halide emulsion layer, Middle layer,
Although it can be used for any of the filter layer, the undercoat layer and the antihalation layer, it is preferably used for the emulsion layer.

Further, it may be added to a protective layer or an intermediate layer and diffused after coating.

Next, the compound represented by formula (III) of the present invention will be described in detail. In the compound represented by the general formula (III), when R ^a1 or R ^a2 is an alkyl group, the total number of carbon atoms including the substituent is preferably in the range of 1 to 30, more preferably 1 to 20. Range.
When R ^a1 or R ^a2 is an aryl group, the total number of carbon atoms including the substituent is preferably 6 to 30. R
^{When a3} or ^Ra4 is an alkyl group, the sum of the carbon atoms including the substituent is preferably in the range of 1 to 24, more preferably 1 to 18. And R ^a3 or R
^{When a4} is an aryl group, the sum of the number of carbon atoms including the substituent is preferably in the range of 6 to 24.

The group which can be substituted with an alkyl group for R ^{a1 to} R ^a4 is not particularly limited, but includes a halogen atom, an alkoxy group, an aryl group, an aryloxy group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a sulfonyl group, and a phosphoryl group. , An alkylthio group, an arylthio group, an acylamino group, a carbamoyl group, a sulfamoyl group, a sulfonamide group, a carbamoylamino group, and an alkoxycarbonylamino group are preferable, and in particular, a halogen atom, an alkoxy group,
Acyloxy, alkoxycarbonyl, aryloxy and acylamino groups are more preferred. The group which can be substituted for the alkyl group may contain an unsaturated bond.

When R ^{a1 to} R ^a4 are an aryl group, the substitutable group may be the same as the above-mentioned examples of the substituent of the alkyl group. Preferred groups include an alkyl group, a halogen atom and an alkoxy group. Group, acyloxy group and acylamino group.

[0079] In the preferred range of the number range of 6 to 30 carbons of R ^a5, more preferably from 6 to 24. The group that can be substituted for R ^a5 is the same as the group that can be substituted for the aryl group of R ^{a1 to} R ^a4 , and the preferred groups are also the same. General formula (I
The compound of II) is fixed in oil droplets and used by dispersing in a hydrophilic colloid. Therefore, it is necessary to make the compound lipophilic. Either at least one of R ^a1 to R ^a5
Preferably the lipophilic group (oil-solubilizing group) is introduced into One, the total number of carbon atoms of R ^a1 to R ^a5 is required to be at least 14 or more. The total number of carbon atoms is preferably in the range of 16 to 40, more preferably 18 to 40.
36.

[0080] Preferred ranges number of carbon atoms of R ^a5 in the range of 6 to 36, more preferably from 6 to 24. The group that can be substituted for R ^a5 is the same as the group that can be substituted for the aryl group of R ^{a1 to} R ^a4 , and the preferred groups are also the same. General formula (I
The compound of II) is fixed in oil droplets and used by dispersing in a hydrophilic colloid. Therefore, it is necessary to make the compound lipophilic. Either at least one of R ^a1 to R ^a5
Preferably the lipophilic group (oil-solubilizing group) is introduced into One, the total number of carbon atoms of R ^a1 to R ^a5 is required to be at least 14 or more. The total number of carbon atoms is preferably in the range of 16 to 40, more preferably 18 to 40.
36.

Preferred groups for introducing the oil-solubilizing group are R ^{a1 and} R ^a5 . If oil-solubilizing group is introduced into R ^a1, as the oil-solubilizing group substituted with an unsubstituted linear or branched alkyl group or an alkoxy group, an aryloxy group, an acyl group or an alkoxycarbonyl group having 12 to 24 carbon atoms The alkyl group having 12 to 36 carbon atoms is preferable, and the alkyl group having 14 to 20 carbon atoms is particularly preferable. At this time, ^Ra5
May or may not have a substituent, but is preferably unsubstituted. When an oil-solubilizing group is introduced into ^Ra5 , the oil-solubilizing group is preferably an alkyl group having 12 to 30 carbon atoms, an alkoxy group, an acyloxy group, or an acylamino group, and particularly preferably an alkoxy group having 12 to 24 carbon atoms. R ^a3 and R ^a4 are preferably hydrogen atoms. Among the compounds of the general formula (III), a compound represented by the following general formula (IV) or (V) is preferable from the viewpoint of storage stability.

[0082]

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[0083]

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Next, the compound represented by formula (IV) will be described in detail. R ^a and R ^b each independently represent a substituted or unsubstituted aryl group or a substituted or unsubstituted alkyl group having a total of 1 to 30 carbon atoms including the carbon number of the substituent. When R ^a and R ^b are an aryl group, the substituent that substitutes the aryl group is the substituent described in the description of R ^a1 in the formula (III), and specific examples thereof include those described in the description of R ^a1. Can be Among them, more preferred are an alkyl group, an alkoxy group, an acylamino group, a halogen atom, an aminocarbonylamino group, and an alkoxycarbonylamino group. Most preferably, an alkyl group (having 1 to 1 carbon atoms)
0), a halogen atom (a chlorine atom and a bromine atom), and an alkoxy group (1 to 10 carbon atoms). When R ^a and R ^b are aryl groups, unsubstituted aryl groups are more preferable than those having a substituent. When R ^a and R ^b are alkyl groups, the total number of carbon atoms including the number of carbon atoms of the substituent is 1
~ 30. The unsubstituted alkyl group may be linear or branched. As a straight-chain alkyl, it has 1 to 26 carbon atoms.
(Eg, methyl, ethyl, n-propyl, n-butyl,
Those having n-hexyl, n-octyl, n-decyl, n-octadecyl, n-eicosyl) are preferable, and the branched alkyl includes 3 to 26 carbon atoms (for example, i-propyl,
t-butyl, 2-ethylhexyl) are preferred. R ^a ,
When R ^b is a substituted alkyl, the substituent is R of the formula (III)
It is a substituent described in the description of ^a1 , and the total number of carbon atoms including the number of carbon atoms of the substituent is preferably from 1 to 20. Specific examples thereof include those described in the description of ^Ra1 , and specific examples thereof include ethoxymethyl, acetoxymethyl, stearoyloxymethyl, p-phenoxymethyl, 1-
Nitrophenoxymethyl, 1-chlorooctyl and the like.

R ^a3 and R ^a4 represent a hydrogen atom, or a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group. When R ^a3 and R ^a4 are a substituted alkyl group or a substituted aryl group, the substituent is the substituent described in the description of R ^{a1 in} the formula (III), and specific examples thereof are also those described in the description of R ^a1. Is mentioned. When R ^a3 or R ^a4 is an alkyl group, it preferably has 1 to 20 carbon atoms. An unsubstituted alkyl group is preferable to an alkyl group having a substituent. When R ^a3 or R ^a4 is an aryl group, it has 6 carbon atoms.
~ 20 is preferred. Preferably, at least one of R ^{a3 and} R ^a4 is a hydrogen atom, and most preferably,
^Ra3 and ^Ra4 are both hydrogen atoms.

R ^a5 is a substituted or unsubstituted aryl group, and the substituent to be substituted on the aryl group is R ^{a1 of the} formula (III)
Are the substituents described above. Specific examples of the substituent include those described in the description of the formula (III). The substituent is preferably an alkyl group (1 to 20 carbon atoms, for example, methyl,
Ethyl, i-propyl, t-butyl, n-octyl),
An alkoxy group (1 to 20 carbon atoms, for example, methoxy, ethoxy, i-propoxy, t-butoxy, n-octyloxy, n-tetradecyloxy, n-hexadecyloxy, n-octadecyloxy), an acylamino group (carbon number 1-20, for example, acetylamino group, propionylamino, stearoylamino), alkoxycarbonylamino (2-20 carbon atoms, such as methoxycarbonylamino, ethoxycarbonylamino, octyloxycarbonylamino), aminocarbonylamino (1-2 carbon atoms)
0, for example, dimethylaminocarbonylamino, dioctylaminocarbonylamino), alkylsulfonylamino group (1 to 20 carbon atoms, for example, methanesulfonylamino, ethanesulfonylamino, butanesulfonylamino, octanesulfonylamino), and arylsulfonylamino (C6) -20, for example, benzenesulfonylamino, toluenesulfonylamino, dodecylbenzenesulfonylamino).

The compound of the formula (IV) has a structure represented by R
It is preferred that at least one of ^a , R ^b , R ^a3 , R ^a4 , and R ^a5 has a so-called ballast group. Molecular weight 200
Or more, preferably 250 or more, more preferably 300 or more, and most preferably 350 or more. The compound of the formula (V) will be described in detail. R in formula (V)
^a3 , R ^a4 and R ^a5 have the same ^{meanings as} in formula (IV). The same applies to specific examples and preferable examples. R ^c represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group. When R ^c is an alkyl group or an aryl group, the substituent is the substituent described in the description of R ^{a1 in} the formula (III). Specific examples thereof include those described in the description of ^Ra1 . R ^c is preferably an alkyl group (1 to 20 carbon atoms, for example, methyl, ethyl, i-propyl,
t-butyl, n-octyl, n-dodecyl, n-hexadecyl, n-octadecyl, i-octadecyl, 2-ethylhexyl, 2-methoxyethyl, 2-chloroethyl), an aryl group (C6-20, for example, phenyl,
Naphthyl, p-chlorophenyl, m-methoxyphenyl, o-methylphenyl).

The compound of the formula (V) has a structure represented by R
It is preferable that at least one of ^c , R ^a3 , R ^a4 , and R ^a5 has a so-called ballast group. The molecular weight is preferably 200 or more, more preferably 250 or more, still more preferably 300 or more, and most preferably 350 or more. Among the phenidone compounds represented by the general formulas (IV) and (V) of the present invention,
When added to the non-photosensitive layer, more preferred are compounds represented by the general formula (IV). When added to the photosensitive layer, the compound represented by formula (V) is more preferable. Among the compounds represented by the general formula (V), R ^c is an alkyl group, R ^a3 and R ^a4 are both hydrogen atoms,
Preferably, R ^a5 is a substituted or unsubstituted aryl group. Among them, whether the aryl group of R ^a5 is unsubstituted,
Alternatively, the substituent is preferably an alkoxy group, an acylamino group, an alkylsulfonylamino group, or an arylsulfonylamino group, and more preferably unsubstituted or substituted with an alkoxy group. As R ^c , an unsubstituted alkyl group is more preferable than an alkyl group having a substituent. Most preferred of the compound represented by the general formula (V) is that R ^c is an unsubstituted alkyl group, R ^a3 and R ^a4 are hydrogen atoms,
R ^a5 is an unsubstituted aryl group. Specific examples of the compound represented by formula (IV) or (V) of the present invention are shown below, but it should not be construed that the invention is limited thereto.

[0089]

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[0090]

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[0091]

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[0092]

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[0093]

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[0094]

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[0095]

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A method for synthesizing the compounds represented by formulas (IV) and (V) will be described. The compound represented by the general formula (IV) of the present invention can be synthesized according to the following synthesis method.

[0097]

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Compound (V) -A is condensed with hydrazine to synthesize a compound represented by formula (V). Compound (V) in -A, R ^d is an alkyl group or an aryl ^{group, R c, R a3, R} a4 and R ^c in formula (IV), R ^a3, R
Synonymous with ^a4 . R ^a5 of hydrazine is R of general formula (V)
Synonymous with ^a5 . In this reaction, it is preferable to cause one or more equivalents of a base to act in a suitable solvent. When a hydrazine salt is used, it is preferable to use two or more equivalents of a base to release hydrazine. The base is preferably an alkoxide, and examples thereof include potassium tert-butoxide and sodium methoxide. Examples of the solvent include n-butanol, t-butanol, dimethylsulfoxide, dimethylacetamide and the like. The reaction temperature can be generally from -20 ° C to 180 ° C, preferably from 0 ° C to 120 ° C, and more preferably from 30 ° C to 90 ° C. Reaction times are generally from 5 minutes to 24
The time is appropriate, but preferably 30 minutes to 6 hours, more preferably 1 hour to 3 hours. The use ratio of hydrazine to compound (V) -A was 2: 1 in molar ratio.
１ ： 1: 2 is preferred. More preferably, 1.2: 1 to 1
1: 1.2.

The compound represented by the general formula (IV) is synthesized by reacting the general formula (IV) -A with hydrazine. In the general formula (IV) -A, R ^a , R ^b , R ^a3 and R ^a4 are represented by the general formula (IV)
^Has the same ^meanings as R ^a , R ^b , R ^a3 and R ^a4 . L ¹ and L ² are groups that leave in a nucleophilic reaction. L ¹ is preferably a halogen atom or an oxygen atom activated by a condensing agent. L ² is preferably a hydroxy group or a halogen atom. Reaction temperature is generally -20 ° C to 180 ° C
However, the temperature is preferably from 0 ° C to 120 ° C, and more preferably from 30 ° C to 90 ° C. The reaction time is generally from 5 minutes to 24 hours, but is preferably from 1 hour to 6 hours.
Time. The reaction from compound (IV) -B to (IV) is represented by L
^{When 2} is a hydroxyl group, acidic conditions are preferred.
When L ² is a halogen atom, the reaction may be performed under any of neutral, acidic and alkaline conditions.

Synthesis of Compound (52) Exemplified Compound 52 was synthesized by the following route.

[0101]

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(1) First Step 256 g (1.94 mol) of methyl succinate and 800 ml of methanol were stirred at room temperature, and 375 g (1.94 mol) of sodium methylate (28% by weight) was added dropwise thereto. Then, 592 g of 1-bromohexadecane
(1.94 mol) was added dropwise. After refluxing for 3 hours, methanol was distilled off, and the reaction solution was poured into 1N aqueous hydrochloric acid. After extraction with hexane, washing with brine and drying, the solvent was distilled off to obtain 511 g (1.43 mol) of an intermediate A (yield: 73.7).
%).

(2) Second step: 511 g (1.43 mol) of intermediate A and methanol 8
A solution prepared by dissolving 94.6 g (1.43 mol) of potassium hydroxide (85%) in 800 ml of methanol was added dropwise to 00 ml of the solution with stirring at 35 ° C. After reacting at 40 ° C. for 2 hours, a solution obtained by dissolving 130 ml of concentrated hydrochloric acid in 500 ml of water was further added dropwise. The precipitated crystals are collected by filtration, and water and n
-Washing with hexane gave Intermediate B. Intermediate B was used in the next step without drying.

(3) Third step: Intermediate B (total amount 1.43 mol) and methanol 1.0
Of dimethylamine and stirring at 20 ° C.
15 g (1.57 mol) were added dropwise. Then 3 more
135 g (1.57 mol) of a 5% aqueous folimarin solution was added dropwise and reacted at 20 ° C. for 24 hours. The precipitated crystals were collected by filtration, washed with water and methanol, and then dried to obtain 396 g (1.28 mol) of intermediate C (yield: 89.5).
%).

(4) Fourth step 145 g (1.34 mol) of phenylhydrazine and 1.5 l of toluene were stirred at 140 ° C., and the solvent was distilled off using a Dean-Stark dehydrator until the internal temperature reached 100 ° C. . Subsequently, sodium methylate (28% by weight)
After dropping 272 g (1.41 mol) of methanol and distilling off methanol, a solution of 396 g (1.28 mol) of the intermediate C in 400 ml of toluene was dropped. After refluxing for 30 minutes,
After cooling on ice, 150 ml of concentrated hydrochloric acid was added.
0 ml was added. The insoluble matter was removed by filtration, and the solution was cooled. After the precipitated crystals were collected by filtration, washed with water and n-hexane, and dried, 393 g of compound (51) (1.02
mol) was obtained (yield 79.7%). Other compounds can be synthesized similarly.

The effect of using the compound represented by the general formula (III) of the present invention is as follows: when using a highly active cyan coupler having a pKa of 8.7 or less, cyan fog, cyan stain, and treated color mixture are remarkably observed. And the like, without significantly affecting other photographic performance, and is an effect commonly seen in combination with a cyan coupler having a pKa of 8.7 or less. The cyan coupler of the present invention has a feature that the pKa is low due to its structure, and the general formula (III)
The use of the compound of formula (1) is particularly effective. The effect is particularly large when the pKa of the cyan coupler of the present invention is 8.0 or less, and even more advantageous when the pKa is 7.5 or less, which is particularly preferable. The pKa of the coupler is THF /
The pH can be easily measured by determining the pH at a point where the water has been neutralized by only half by using a pH titration curve in a water = 6/4 mixed solvent system. The compound represented by formula (III) of the present invention can be used together with a cyan coupler in a cyan coloring layer. In this case, it is more preferable to have the structure represented by the general formula (V) in that the effect is larger and the influence such as a decrease in color development is less. General formula
The compound (III) can also be used for a non-photosensitive colloid layer. In this case, it is desirable to use in combination with a known color mixing inhibitor such as hydroquinones. When used in the non-photosensitive layer, the compound of the general formula (III) is useful in terms of its effect.
A compound having a structure represented by is more preferred.

The preferred coating amount of the cyan coupler of the present invention depends on the molar extinction coefficient of the cyan coupler.
In the range of 01~1g / m ^2, preferably 0.05 to 0.
5 g / m ² . When the cyan coupler to be used is a coupler represented by the general formula (II), the amount to be used is preferably from 0.01 to 0.6 g / m ² , more preferably from 0.05 to 0.4 g / m ^2. m ² , more preferably 0.1
０．３0.3 g / m ² . The ratio of the amount of the cyan coupler to the amount of the silver halide used depends on the equivalentity of the coupler, and the 2-equivalent coupler has an Ag / coupler ratio of 1.5 to 8,4.
For equivalent couplers, the range is 3-16. In the present invention, 2-equivalent couplers having a low pKa are preferred, in which case the Ag / coupler ratio is in the range 1.5-8, preferably 2-5.
6, more preferably in the range of 2.5-5.

In the present invention, general formulas (III), (IV),
Or the compound represented by (V) is a non-photosensitive hydrophilic colloid layer containing a high-boiling organic solvent, a color mixture inhibitor, an ultraviolet absorber,
Alternatively, it can be used by dispersing it together with an organic compound such as a polymer dispersant and a dispersing aid such as a surfactant. The amount used is in the range of 0.1 mol% to 200 mol%, preferably 1 mol%, based on the cyan coupler to be coated.
-100 mol%, more preferably 5-50 mol%. It is preferable that the compound represented by formula (III), (IV) or (V) of the present invention is used simultaneously in a cyan coloring layer in addition to the non-photosensitive colloid layer. In this case, the amount used in the cyan coloring layer is 1 to 100 with respect to the cyan coupler.
It is preferably in the range of 5 mol% to 50 mol%. It is also preferable to use a compound of the general formula (III), (IV) or (V) in a layer other than the above, but in this case, the total amount used is 1 to 1 with respect to the cyan coupler.
It is in the range of 200 mol%, more preferably 5 to 100 mol%, and still more preferably 10 to 50 mol%.

The cyan couplers of the present invention may further include, in addition to the above compounds, compounds represented by the following general formulas (VI), (VII), (VIII) and (IX) in terms of hue adjustment and promotion of color formation. It is preferable to use any one of the above. These compounds can be used in combination of several types depending on the purpose.

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In the general formula (VI), the substituent R ^s is an alkyl group,
Represents an alkoxy group, an acyl group, an alkoxycarbonyl group, an acyloxy group, an acylamino group, a sulfonamide group, a carbamoyl group, a sulfamoyl group or a sulfonyl group. These substituents may further have a substituent such as a halogen atom, a hydroxyl group, an alkyl group, an aryl group, an alkoxy group, and an ester group. The substituent R ^s is preferably an alkoxy group or an alkoxycarbonyl group, and most preferably an alkoxy group. The substitution position of the substituent R ^s may be ortho, meta or para to the COOH group, but is preferably ortho to the hue adjusting ability. The benzene ring may further have a substituent such as a halogen atom or an alkyl group.

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In the general formula (VII), the substituent R ^t is an alkyl group,
Represents an alkoxy group, an acyl group, an alkoxycarbonyl group, an acyloxy group, an acylamino group, a sulfonamide group, a carbamoyl group, a sulfamoyl group or a sulfonyl group. These substituents may further have a substituent such as a halogen atom, a hydroxyl group, an alkyl group, an aryl group, an alkoxy group, and an ester group. The substituent R ^t is preferably an alkoxy group or an alkoxycarbonyl group, and most preferably an alkoxy group. Ortho substitution position CONH ₂ group substituents R ^t, meta, para -
Either one may be used, but the ortho position is preferred from the viewpoint of hue adjusting ability. Further halogen atoms on the benzene ring,
It may have a substituent such as an alkyl group.

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In the general formula (VIII), the substituents R ^u , R ^v , R ^w
And R ^x may be the same or different and each represents a hydrogen atom, an alkyl group, an aryl group, an alkoxycarbonyl group or an acyl group. These substituents may further have a substituent such as a halogen atom, a hydroxyl group, an alkyl group, an aryl group, an alkoxy group, and an ester group. Substituents R ^u, R ^v, preferably as R ^w and R ^x is a hydrogen atom, an alkyl group or an aryl group, an alkyl group or a cycloalkyl group is more preferably a cycloalkyl group branch is most preferred. The substitution position of the two carbamoyl groups may be any of ortho, meta and para-, but it is particularly preferred that the carbamoyl group is meta at the point of hue adjusting ability. The benzene ring may further have a substituent such as a halogen atom or an alkyl group.

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In the general formula (IX), the substituent Q represents a> N—R ^y group or a> C (R ^y1 ) R ^y2 group. The substituents R ^y , R ^y1 and R ^y2 each represent a hydrogen atom, an alkyl group, an aryl group,
Represents an alkoxycarbonyl group or an acyl group. Also,
The substituent R ^z represents a water cord atom, an alkyl group, an alkoxy group, an aryloxy group or an acyloxy group. These substituents may further have a substituent such as a halogen atom, a hydroxyl group, an alkyl group, an aryl group, an alkoxy group, and an ester group. The substituent R ^y is preferably an alkyl group or an aryl group, and more preferably an alkyl group substituted with a linear or branched alkyl group or an aryl group. The substituent R ^z is preferably an alkyl group or an alkoxy group, more preferably an alkoxy group.
R ^y1 and R ^y2 are preferably a hydrogen atom or an alkyl group.

Specific examples of the compounds represented by formulas (VI), (VII), (VIII) and (IX) are shown below, but the compounds preferably used in the coupler of the present invention are limited to the following. Not something.

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In order to introduce the cyan coupler or the like into the silver halide light-sensitive material, a known dispersion method such as an oil-in-water dispersion method or a latex dispersion method using a high-boiling organic solvent described later can be used. In the oil-in-water dispersion method, a cyan coupler or other photographically useful compound is dissolved in a high-boiling organic solvent, and the dispersion is dispersed in a hydrophilic colloid, preferably in an aqueous gelatin solution, together with a dispersing agent such as a surfactant, using an ultrasonic, colloid mill. It can be emulsified and dispersed into fine particles by a known device such as a homogenizer, a Menton-Gaulin, a high-speed dissolver, or the like. In dissolving the coupler, an auxiliary solvent can be further used. The auxiliary solvent referred to here is an organic solvent effective at the time of emulsification and dispersion, and refers to one that is substantially removed from the photosensitive material after the drying step at the time of coating, for example, ethyl acetate, acetate of a lower alcohol such as butyl acetate, Examples include ethyl propionate, secondary butyl alcohol, methyl ethyl ketone, methyl isobutyl ketone, β-ethoxyethyl acetate, methyl cellosolve acetate, methyl carbitol acetate, methyl carbitol propionate, and cyclohexanone.

Further, if necessary, an organic solvent which is completely miscible with water, for example, methyl alcohol, ethyl alcohol, acetone, tetrahydrofuran, dimethylformamide and the like can be partially used in combination. These organic solvents can be used in combination of two or more kinds. Further, from the viewpoint of improving the aging stability during storage in the emulsified dispersion state, suppressing photographic performance changes and improving the aging stability of the final composition for coating mixed with the emulsion, the emulsified dispersion may be depressurized as necessary. All or a part of the auxiliary solvent can be removed by a method such as distillation, noodle washing or ultrafiltration. The average particle size of the lipophilic fine particle dispersion thus obtained is preferably from 0.04 to 0.50 μm, more preferably from 0.05 to 0.30 μm, and most preferably from 0.08 to 0.20 μm. It is. The average particle size was measured using the Coulter Submicron Particle Analyzer mode.
1 It can be measured using N4 (Coulter Electronics Co., Ltd.) or the like.

In the oil-in-water dispersion method using a high-boiling organic solvent, the weight ratio of the high-boiling organic solvent to the total weight of the cyan coupler used can be arbitrarily selected, but is preferably 0.1.
Or more, and 10.0 or less, more preferably 0.3 or more and 7.0 or less, and most preferably 0.5 or more and 5.0 or less. It is also possible to use a high boiling point organic solvent without using it at all.

With respect to the cyan coupler of the present invention, the conventionally used 21-acylamino-5-alkylphenol-type cyan coupler, 2,5-diacylaminophenol-type cyan coupler and 2-carbamoyl-1-
A naphthol type cyan coupler can be used in combination.
Among them, a combination with a 2-acylamino-5-alkylphenol-type cyan coupler is particularly preferable. In this case, the cyan coupler to be used in combination is 1 to the coupler of the present invention.
It is in the range of 50 mol%, preferably 5 to 40 mol%, more preferably 10 to 30 mol%.

For improving the image fastness of the cyan coupler of the present invention, a method of co-dispersing an organic solvent-soluble water-insoluble polymer in oil droplets is also preferably used. In this case, the polymer is preferably a styrene, acrylamide, methacrylamide, acrylate, methacrylate-based polymer or a copolymer thereof, and the number average molecular weight is preferably in the range of 20,000 to 200,000. In order to improve the stability of the emulsion, an oligomer molecule having a molecular weight of about 500 to 5,000 is preferably used, and a styrene oligomer, an α-methylstyrene oligomer and the like are preferable. In particular, an oligomer of styrene and α-methylstyrene is particularly preferable in terms of solubility. It is also preferable to add an amphiphilic polymer to the coating solution to promote color formation. In this case, a copolymer of acrylic acid or methacrylic acid and these esters is more preferred. Particularly, a copolymer of methacrylic acid and butyl acrylate is a particularly preferable compound having a large effect.

The silver halide photographic light-sensitive material of the present invention is used for a color negative film, a color positive film, a color reversal film, a color reversal photographic paper, a color photographic paper, etc., and among them, a color photographic paper is preferable.
As the photographic support used in the present invention, a transmission type support or a reflection type support can be used. As the transmission type support, a transmission film such as a cellulose triacetate film or polyethylene terephthalate,
A material in which an information recording layer such as a magnetic layer is provided on a polyester of 6-naphthalenedicarboxylic acid (NDCA) and ethylene glycol (EG) or a polyester of NDCA, terephthalic acid and EG is preferably used. As the reflective support, a reflective support laminated with a plurality of polyethylene layers or polyester layers, and containing a white pigment such as titanium oxide in at least one of such water-resistant resin layers (laminated layers) is preferable.

Further, it is preferable that the water-resistant resin layer contains a fluorescent whitening agent. The fluorescent whitening agent may be dispersed in the hydrophilic colloid layer of the light-sensitive material. As the fluorescent whitening agent, preferably, benzoxazole type, coumarin type,
A pyrazoline type can be used. More preferred are benzoxazolyl naphthalene-based and benzoxazolyl stilbene-based fluorescent whitening agents. Specific examples of the fluorescent whitening agent contained in the water-resistant resin layer include, for example, 4,4 ′
-Bis (benzoxazolyl) stilbene or 4,4'-
Bis (5-methylbenzoxazolyl) stilbene and a mixture thereof are exemplified. The amount used is not particularly limited, but is preferably 1 to 100 mg / m ² . The mixing ratio when mixed with the water-resistant resin is preferably 0.0005 to 3% by weight, more preferably 0.001 to 0.5% by weight, based on the resin. The reflective support may be a transmissive support or a reflective support as described above, on which a hydrophilic colloid layer containing a white pigment is applied. Further, the reflective support may be a support having a mirror-reflective or second-class diffuse-reflective metal surface.

As the silver halide emulsion used in the present invention, silver chloro (iodide), silver chloro (iodo) bromide, silver (iodo) bromide emulsion and the like can be used. A silver chloride or silver chlorobromide emulsion having a silver content of 95 mol% or more is preferable, and a silver halide emulsion having a silver chloride content of 98 mol% or more is preferable. Among such silver halide emulsions, those having a silver bromide localized phase on the surface of silver chloride grains are particularly preferable since high sensitivity can be obtained and photographic performance can be stabilized.

The above-mentioned reflection type support comprises a silver halide emulsion,
Further, different metal ion species doped in silver halide grains, storage stabilizers or antifoggants for silver halide emulsions, chemical sensitization (sensitizer), spectral sensitization (spectral sensitizer), Cyan, magenta, yellow couplers and their emulsifying and dispersing methods, color image preservability improvers (anti-stain and anti-fading agents), dyes (colored layers), gelatin species, layer composition of photosensitive material, coating pH of photosensitive material, etc. As described above, those described in the patents of Tables 1 and 2 can be preferably applied to the present invention.

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[Table 1]

[0133]

[Table 2]

The cyan, magenta and yellow couplers used in the present invention include those described in
No. 2-215272, page 91, upper right column, line 4 to page 121, upper left column, line 6, JP-A-2-33144, page 3, upper right column, line 14 to page 18, upper left column, last line and page 30, upper right Lines 6 to 35, lower right column, line 11 and EP 0355, 660A2, page 4, lines 15 to 27, page 5, line 30 to page 28, last line, page 45, lines 29 to 31 Eyes, page 47, lines 23-6
The couplers described on page 3, line 50 are also useful.

As the antibacterial and antifungal agents that can be used in the present invention, those described in JP-A-63-271247 are useful.
Gelatin is preferred as the hydrophilic colloid used in the photographic layer constituting the light-sensitive material. Particularly, heavy metals contained as impurities such as iron, copper, zinc and manganese are preferably at most 5 ppm, more preferably at most 3 ppm. .

The light-sensitive material of the present invention is suitable for a scanning exposure method using a cathode ray (CRT) in addition to being used for a printing system using a normal negative printer. A cathode ray tube exposure apparatus is simpler, more compact, and lower in cost than an apparatus using a laser. Further, adjustment of the optical axis and color is also easy. Various light emitters that emit light in a spectral region are used as necessary for a cathode ray tube used for image exposure. For example, any one of a red light emitter, a green light emitter, and a blue light emitter, or a mixture of two or more thereof is used. The spectral region is not limited to the above red, green, and blue, and a phosphor that emits light in a yellow, orange, purple, or infrared region is also used. In particular, a cathode ray tube which emits white light by mixing these light emitters is often used.

When the photosensitive material has a plurality of photosensitive layers having different spectral sensitivity distributions and the cathode ray tube also has a phosphor which emits light in a plurality of spectral regions, a plurality of colors are exposed at a time, that is, the cathode ray tube is exposed. The image signals of a plurality of colors may be input to the display unit to emit light from the display screen. A method of sequentially inputting image signals for each color, sequentially emitting light of each color, and exposing through a film that cuts a color other than that color (plane sequential exposure)
In general, plane-sequential exposure is preferable for high image quality because a cathode ray tube with high resolution can be used.

The photosensitive material of the present invention is a gas laser, a light emitting diode, a semiconductor laser, a semiconductor laser or a second harmonic generation light source (SHG) combining a solid-state laser using a semiconductor laser as an excitation light source and a nonlinear optical crystal.
And the like, and is preferably used for a digital scanning exposure method using monochromatic high density light. In order to make the system compact and inexpensive, it is preferable to use a semiconductor laser, a semiconductor laser or a second harmonic generation light source (SHG) in which a solid-state laser is combined with a nonlinear optical crystal. Particularly, in order to design an apparatus that is compact, inexpensive, and has a long life and high stability, it is preferable to use a semiconductor laser, and it is preferable to use a semiconductor laser as at least one of the exposure light sources.

The preferred scanning exposure of the present invention will be described. In the preferred scanning exposure of the present invention, the overlap width between rasters is 5% to 95% of the effective beam diameter, more preferably 15%.
~ 85%, most preferably 20% -80% scanning exposure. Here, the effective beam diameter is defined as disclosed in
423, page 4 and determined in exactly the same manner as described in the lower left. That is, one line segment is exposed to a photosensitive material to be used using a laser beam having an output laser beam intensity of 50% of a laser beam intensity sufficient to give the highest color density in an image to be formed, and color development is performed. Processing is performed to obtain a linear colored image. The density profile of this color image is measured in the vertical direction of the line using a microdensitometer. The line width of the density D _1/5 corresponding to １ ／ of the maximum density D _max of this profile is defined as the effective beam diameter.

The effective beam diameter in scanning exposure can be determined from the pixel density of a target output image.
The preferred pixel density for pictorial images is generally 5
The range is from 0 dpi to 2000 dpi. When this is converted into the size of the pixel, it is about 10 μm to 500 μm. In principle, a pattern finer than the effective beam diameter cannot be written, but it is also possible to use an effective beam diameter larger than the size of the pixel. The effective beam diameter preferably used in the present invention is 5 μm to 200 μm.
m, more preferably 10 μm to 100 μm. As described above, the preferred scanning pitch in the present invention is defined by the above-mentioned raster interval at which the beam is scanned on the surface of the photosensitive material to be exposed. In the present invention, it is necessary that the effective beam diameter is larger than the image scanning pitch.
Specifically, in the following formula, the overlap between rasters satisfies the preferable range of the present invention. L: overlap width, d: effective beam diameter, p: scanning pitch L = d−p

According to the above formula, the preferred scanning pitch of the present invention is preferably 0.25 μm to 190 μm, and more preferably 2 μm to 8 μm.
0 μm is most preferred. A preferred beam scanning method according to the present invention is a method in which a photosensitive material is wound around a cylindrical drum, the main scanning is performed by rotating the photosensitive material at a high speed, and the sub-scanning is performed by gradually moving the light source light in the axial direction of the cylinder. The scanning can be performed by so-called drum scanning, but the main scanning is performed by irradiating a high-speed rotating polyhedral mirror surface (to a polygon mirror), and the photosensitive material is moved in a direction perpendicular to this. A method of performing sub-scanning is more preferable. The number of surfaces of the polygon mirror is not particularly limited, but is preferably 2 to 36, and particularly preferably 6 to 14. 400 for stable rotation of polygon mirror
The range of 0 to 36000 rpm is preferred. By multiplying the number of rotations by the number of mirror surfaces, the number of scanning lines per time can be calculated. The preferable wavelength of the light beam in the present invention can be set arbitrarily according to the spectral maximum of the photosensitive material. Further, the exposure time per pixel in the present invention is preferably 10 ^-4 seconds or less, more preferably 10 ^-6 seconds or less.

Preferred scanning exposure systems applicable to the present invention are described in detail in the patents listed in the above table. Further, for processing the light-sensitive material of the present invention, the lower right column of page 26, lower right column of page 26 to the upper right column of page 34 of JP-A-2-207250, and the upper left column of page 5 of JP-A-4-97355 can be used. The processing materials and processing methods described in line 17 to page 20, lower right column, line 20 can be preferably applied. As the preservative used in this developer, the compounds described in the patents listed in the above table are preferably used.

As the method of developing the photosensitive material of the present invention after exposure, there are a conventional method of developing with a developing solution containing an alkali agent and a developing agent, and a developing solution containing a developing agent in the photosensitive material and containing no developing agent. In addition to a wet method such as a method of developing with an activator solution, a thermal developing method without using a processing solution can be used. In particular, since the activator method does not contain a developing agent in the processing liquid, it is easy to manage and handle the processing liquid, and is a preferable method from the viewpoint of environmental protection because it has a small load when processing the waste liquid. In the activator method, examples of the developing agent or its precursor incorporated in the photosensitive material include, for example, JP-A-8-2343.
No. 88, No. 9-152686, No. 9-152693
And hydrazine compounds described in Japanese Patent Application No. 9-160193 and Japanese Patent Application No. 8-287288 are preferred.

Further, a development method in which the amount of silver applied to the light-sensitive material is reduced and image amplification processing (intensification processing) using hydrogen peroxide is preferably used. In particular, it is preferable to use this method for the activator method. Specifically, Japanese Patent Application Laid-Open
An image forming method using an activator solution containing hydrogen peroxide described in JP-A-297354 and JP-A-9-152699 is preferably used. In the activator method, after processing with an activator solution, usually a desilvering process is performed, but in an image amplification processing method using a low silver content photosensitive material,
The desilvering process can be omitted, and a simple method such as washing with water or stabilizing process can be performed. Further, in a method in which image information is read from a photosensitive material by a scanner or the like, a processing mode that does not require desilvering processing can be adopted even when a photosensitive material having a high silver content such as a photosensitive material for photography is used.

As the activator solution, desilvering solution (bleaching / fixing solution), washing and stabilizing solution used in the present invention, known processing materials and processing methods can be used. Preferably, Research Disclosure Item 36544
(September 1994) pp. 536-541, JP-A-8
-234388 can be used.

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EXAMPLES Hereinafter, the present invention will be described in detail with reference to Examples, but it should be understood that the present invention is not limited to these Examples.

Example 1 After a corona discharge treatment was applied to the surface of a support obtained by coating both sides of a paper with a polyethylene resin, a gelatin subbing layer containing sodium dodecylbenzenesulfonate was provided. The photographic constituent layer of the seventh layer was sequentially coated to prepare a sample (001) of a silver halide color photographic light-sensitive material having the following layer constitution. The coating solution for each photographic constituent layer was prepared as follows. The term “average particle size” below means the diameter of the area of a circle of particles measured by the so-called projected area method.

Preparation of Fifth Layer Coating Solution 300 g of cyan coupler (ExC-1), 250 g of color image stabilizer (Cpd-1), 1 color image stabilizer (Cpd-9)
0 g, color image stabilizer (Cpd-10) 10 g, color image stabilizer (Cpd-12) 20 g, ultraviolet absorber (UV-1) 1
4 g, UV absorber (UV-2) 50 g, UV absorber (UV-3) 40 g and UV absorber (UV-4) 6
0 g was dissolved in 230 g of a solvent (Solv-6) and 350 ml of ethyl acetate, and this solution was emulsified and dispersed in 6500 g of a 10% aqueous gelatin solution containing 200 ml of 10% sodium dodecylbenzenesulfonate to prepare an emulsified dispersion C. On the other hand, silver chlorobromide emulsion C (cubic, 1: 4 mixture of large-size emulsion C having an average grain size of 0.50 μm and small-size emulsion C having a size of 0.41 μm (silver molar ratio). 0.09 and 0.11, respectively. In each size emulsion, 0.5 mol% of silver bromide was locally contained in a part of the surface of the grain having silver chloride as a base material). In this emulsion, red-sensitive sensitizing dyes G and H shown below were mixed with silver 1
Per mole, 6.0 × for large size emulsion C
10 ^-5 mol, and 9.0 × 10 ^-5 mol for small-size emulsion C, respectively. The chemical ripening of this emulsion was optimally performed by adding a sulfur sensitizer and a gold sensitizer. The emulsified dispersion C and the silver chlorobromide emulsion C were mixed and dissolved to prepare a fifth layer coating solution having the composition described below. The emulsion coating amount indicates a coating amount in terms of silver amount.

The coating solutions for the first to fourth layers and the sixth to seventh layers were prepared in the same manner as the coating solution for the fifth layer. As a gelatin hardener for each layer, 1-oxy-3,5-dichloro-s-triazine sodium salt was used. Ab-1, Ab-2, Ab-2, Ab-3 and Ab
-4, each having a total amount of 15.0 mg / m ² , 60.0 m
g / m ² , 5.0 mg / m ² and 10.0 mg / m ²
Was added so that

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The following spectral sensitizing dyes were used for the silver chlorobromide emulsion of each photosensitive emulsion layer. Blue-sensitive emulsion layer

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(Sensitizing dyes A, B and C were used in an amount of 1.4 ×
10 ^-4 mol, and 1.7 x 10 ^-4 mol were added to the small size emulsion. Green sensitive emulsion layer

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(Sensitizing dye D was added per mole of silver halide,
3.0 × 10 ^-4 moles each for large size emulsions,
3.6 × 10 ^-4 moles each for small size emulsions,
Further, the sensitizing dye E was used in an amount of 4.0 × 10 ⁻⁵ mol for a large-size emulsion and 7.0 × 10 ⁻⁵ mol for a small-size emulsion per mol of silver halide. Dye F was used in an amount of 2.0 × 1 for a large-sized emulsion per mole of silver halide.
^0-4 mol and 2.8 x ^10-4 mol were added to the small-sized emulsion. ) Red-sensitive emulsion layer

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(Sensitizing dyes G and H were converted to silver halide 1
6.0 × 1 per mole for large size emulsions
0 ^-5 mol, respectively 9.0 × 1 to the small size emulsion
0 ^-5 mol was added. Further, the following compound I was added to the red-sensitive emulsion layer in an amount of 2.6 × 10 ^-3 mol per mol of silver halide. )

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Further, 1- (3-methylureidophenyl) -5-mercaptotetrazole was added to the blue-sensitive emulsion layer, the green-sensitive emulsion layer and the red-sensitive emulsion layer in an amount of 3.3 × 10 5 per mol of silver halide. ^-4 mol, 1.0 × 10 ^-3
Mol and 5.9 × 10 ^-4 mol. Further, each of the second, fourth, sixth and seventh layers also has 0.2
mg / m ² , 0.2 mg / m ² , 0.6 mg / m ² ,
It was added so as to be 0.1 mg / m ² . Further, 4-hydroxy-6 was added to the blue-sensitive emulsion layer and the green-sensitive emulsion layer.
-Methyl-1,3,3a, 7-tetrazaindene was added in an amount of 1 × 10 ⁻⁴ mol, 2 mol
× 10 ^-4 mol was added. Further, a copolymer of methacrylic acid and butyl acrylate (weight ratio 1: 1, average molecular weight 200,000 to 400,000) was added to the red-sensitive emulsion layer in an amount of 0.05 g /.
m ² was added. Further, the second layer was added the fourth layer and the sixth layer in disodium catechol-3,5-disulfonate as respectively a ^{6mg / m 2, 6mg / m} 2, 18mg / m 2. To prevent irradiation, the following dyes were added to the emulsion layer (the amount in parentheses indicates the coating amount).

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(Layer Structure) The structure of each layer is shown below. The numbers represent the coating amount (g / m ² ). The silver halide emulsion is
It represents the silver equivalent coating amount. Support Polyethylene resin laminated paper [A white pigment (TiO ₂ ;
Content 16% by weight, ZnO; content 4% by weight) and optical brighteners (4,4'-bis (benzoxazolyl) stilbene and 4,4'-bis (5-methylbenzoxazolyl)
8/2 mixture of stilbene: content 0.05% by weight),
Blue dye (ultramarine)] First layer (blue-sensitive emulsion layer) Silver chlorobromide emulsion (cubic, large emulsion A having an average grain size of 0.72 μm, and small emulsion A having a 0.60 μm size: 7 mixtures (molar ratio of silver), the coefficient of variation of the grain size distribution was 0.08 and 0.10, respectively. 0.26 Gelatin 1.35 Yellow coupler (ExY) 0.62 Color image stabilizer (Cpd-1) 0.08 Color image stabilizer (Cpd-2) 0.04 Color image stabilizer (Cpd-3) 0.08 Solvent (Solv-1) 0.23

Second layer (color mixture prevention layer) Gelatin 0.99 Color mixture prevention agent (Cpd-4) 0.09 Color image stabilizer (Cpd-5) 0.018 Color image stabilizer (Cpd-6) 0.13 Color image stabilizer (Cpd-7) 0.01 Solvent (Solv-1) 0.06 Solvent (Solv-2) 0.22

Third Layer (Green-Sensitive Emulsion Layer) Silver chlorobromide emulsion B (cubic, 1: 3 mixture of large-size emulsion B with an average grain size of 0.45 μm and small-size emulsion B of 0.35 μm (silver mole The coefficient of variation of the grain size distribution was 0.10 and 0.08, respectively. In each size emulsion, 0.4 mol% of silver bromide was locally contained in a part of the grain surface based on silver chloride.) 0.14 Gelatin 1.36 Magenta coupler (ExM) 0.15 UV absorber (UV-1) 0.05 UV absorber (UV-2) 0.03 UV absorber (UV-3) 0.02 UV absorption Agent (UV-4) 0.04 Color image stabilizer (Cpd-2) 0.02 Color image stabilizer (Cpd-4) 0.002 Color image stabilizer (Cpd-6) 0.09 Color image stabilizer ( Cpd-8) 0.02 Color image stabilizer (Cpd-9) 0.03 Image stabilizer (Cpd-10) 0.01 Color Image Stabilizer (Cpd-11) 0.0001 solvent (Solv-3) 0.11 solvent (Solv-4) 0.22 solvent (Solv-5) 0.20

Fourth layer (color mixture prevention layer) Gelatin 0.71 Color mixture inhibitor (Cpd-4) 0.06 Color image stabilizer (Cpd-5) 0.013 Color image stabilizer (Cpd-6) 0.10 Color image stabilizer (Cpd-7) 0.007 Solvent (Solv-1) 0.04 Solvent (Solv-2) 0.16

Fifth Layer (Red-Sensitive Emulsion Layer) Silver chlorobromide emulsion C (cubic, 1: 4 mixture of large emulsion C having an average grain size of 0.50 μm and small emulsion C of 0.41 μm (silver mole) The coefficient of variation of the grain size distribution was 0.09 and 0.11, respectively. In each size emulsion, 0.5 mol% of silver bromide was contained locally on a part of the grain surface based on silver chloride.) 0.20 Gelatin 1.11 Cyan coupler (ExC-1) 0.30 Ultraviolet absorber (UV-1) 0.14 Ultraviolet absorber (UV-2) 0.05 Ultraviolet absorber (UV-3) 0.04 UV absorber (UV-4) 0.06 Color image stabilizer (Cpd-1) 0.25 Color image stabilizer (Cpd-9) 0.01 Color image stabilizer (Cpd-10) 0.01 Color image stabilizer Agent (Cpd-12) 0.02 Solvent (Solv-6) 0.23

Sixth layer (UV absorbing layer) Gelatin 0.66 UV absorbing agent (UV-1) 0.19 UV absorbing agent (UV-2) 0.06 UV absorbing agent (UV-3) 0.06 UV absorbing Agent (UV-4) 0.05 Ultraviolet absorber (UV-5) 0.09 Solvent (Solv-7) 0.25 Color image stabilizer (Cpd-19) 0.05

Seventh layer (protective layer) Gelatin 1.00 Acrylic-modified copolymer of polyvinyl alcohol (degree of modification 17%) 0.04 Liquid paraffin 0.02 Surfactant (Cpd-13) 0.01

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Further, a sample 101 was prepared in which the composition of the fifth layer was changed as follows from the silver halide color photographic light-sensitive material 001 prepared as described above.

Fifth Layer (Red-Sensitive Emulsion Layer) Silver chlorobromide emulsion C (cubic, 1: 4 mixture of large-size emulsion C having an average grain size of 0.50 μm and small-size emulsion C of 0.41 μm (silver mole The coefficient of variation of the grain size distribution was 0.09 and 0.11, respectively. In each size emulsion, 0.8 mol% of silver bromide was contained locally on a part of the grain surface based on silver chloride.) 0.12 Gelatin 1.11 Cyan coupler (ExC-2) 0.16 Color image stabilizer (Cpd-1) 0.05 Color image stabilizer (Cpd-6) 0.05 Color image stabilizer (Cpd-7) 0.02 Color image stabilizer (Cpd-9) 0.04 Color image stabilizer (Cpd-10) 0.01 Color image stabilizer (Cpd-14) 0.01 Color image stabilizer (Cpd-15) 0.0. 06 Color image stabilizer (Cpd-16) 0.09 Color image stabilizer (Cpd-17) 0.09 Color image stabilizer (Cpd-18) 0.01 Solvent (Solv-5) 0.15 Solvent (Solv-8) 0.05 Solvent (Solv-9) 0.10

In order to evaluate the change in sensitivity when the photosensitive material was stored for a long period of time and when the humidity at the time of exposure was changed,
After the photosensitive material was stored in a room at 25 ° C. for one week after coating, the following tests were performed on the photosensitive material stored in a freezer and the photosensitive material stored at 25 ° C. for six months. Each photosensitive material was allowed to stand for 30 minutes under the conditions of 25 ° C. and 35% or 85% humidity, and then subjected to BGR sensitometric exposure using the following scanning exposure apparatus under each environment. As a light source, a YAG solid-state laser (oscillation wavelength, 946 n) using a semiconductor laser GaAlAs (oscillation wavelength, 808.5 nm) as an excitation light source is used.
m) was converted to a wavelength of 473 nm by a KNbO ₃ SHG crystal, and a YTP ₄ solid-state laser (oscillation wavelength, 1064 nm) using a semiconductor laser GaAlAs (oscillation wavelength, 808.7 nm) as an excitation light source was subjected to KTP SH.
532 nm extracted by wavelength conversion by G crystal and A
1GaInP (oscillation wavelength, 688 nm: manufactured by Toshiba) was used. The laser light of each of the three colors is moved in a direction perpendicular to the scanning direction by a polygon mirror, so that the laser light can be sequentially scanned and exposed on color printing paper. Fluctuations in light intensity due to the temperature of the semiconductor laser are suppressed by using a Peltier element to keep the temperature constant.

The exposure was controlled by an external modulator to give an exposure. At this time, the scanning pitch is 42.3 μm (6
00dpi) and the average exposure time per pixel is:
1.7 × 10 ⁻⁷ seconds. At this time, the overlap width between the rasters was 40% of the effective beam diameter. These samples were subjected to the following development processing. The composition of each processing solution is as follows.

The photosensitive material 101 is processed into a roll having a width of 127 mm, imagewise exposed using a minilab printer processor PP1258AR manufactured by Fuji Photo Film Co., Ltd., and replenished to twice the capacity of the color developing tank in the following processing steps. Until then, a continuous process (running test) was performed (running test solution A). Processing process Temperature Time Replenishment amount ^* Color development 38.5 ° C 45 seconds 45 ml Bleaching and fixing 38.0 ° C 45 seconds 35 ml Rinse (1) 38.0 ° C 20 seconds-Rinse (2) 38.0 ° C 20 seconds - rinse (3) ** 38.0 ℃ 20 seconds - rinse (4) ** 38.0 ℃ 30 seconds 121 ml * phosphorus replenishment rate ** Fuji Photo Film Co., Ltd. rinse cleaning system RC50D per photosensitive material 1 m ² The rinsing liquid is taken out of the rinse (3) and sent to the reverse osmosis membrane module (RC50D) by a pump. The permeated water obtained in the tank is supplied to the rinse (4), and the concentrated water is returned to the rinse (3). The pump pressure was adjusted so that the amount of permeated water to the reverse osmosis module was maintained at 50 to 300 ml / min, and the temperature was circulated for 10 hours a day. (Rinsing was carried out in a tank countercurrent system from (1) to (4).)

The composition of each processing solution is as follows. [Color developer] [Tank solution] [Replenisher] Water 800 ml 800 ml Dimethylpolysiloxane surfactant 0.1 g 0.1 g (Silicone KF351A / Shin-Etsu Chemical Co., Ltd.) Triethanolamine 11.6 g 11.6 g Ethylenediaminetetraacetic acid 4.0 g 4.0 g Sodium 4,5-dihydroxybenzene-1,3-disulfonic acid 0.5 g 0.5 g Potassium chloride 10.0 g-Potassium bromide 0.040 g 0.010 g Triazinylaminostilbene Fluorescence 2.5g 5.0g Brightener (Hakor FWA-SF / Showa Chemical Co., Ltd.) Sodium sulfite 0.1g 0.1g Disodium-N, N-bis (sulfonatoethyl) hydroxylamine 8.5g 11.1g N-ethyl-N- (β-methanesulfonamidoethyl ) -3-Methyl-4-amino-4-aminoaniline / 3/2 sulfuric acid monohydrate 5.0 g 15.7 g Potassium carbonate 26.3 g 26.3 g Water was added to the mixture, and 1000 ml 1000 ml pH (at 25 ° C.) / Adjusted with potassium hydroxide and sulfuric acid) 10.15 12.50

[Bleach-fixing solution] [Tank solution] [Replenisher] 800 ml of water 800 ml of ammonium iron (III) ethylenediaminetetraacetate 47.0 g 94.0 g 1.4 g of ethylenediaminetetraacetic acid 2.8 g m-carboxymethylbenzene full Finic acid 8.3 g 16.5 g Nitric acid (67%) 16.5 g 33.0 g Imidazole 14.6 g 29.2 g Ammonium thiosulfate (750 g / l) 107.0 ml 214.0 ml ammonium sulfite 16.0 g 32.0 g meta Potassium bisulfite 23.1 g 46.2 g Water was added to add 1000 ml 1000 ml pH (adjusted at 25 ° C / acetic acid and ammonia) 6.0 6.0

[Rinse solution] [Tank solution] [Replenisher] Dechlorinated sodium isocyanurate 0.02 g 0.02 g Deionized water (conductivity of 5 μs / cm or less) 1000 ml 1000 ml pH 6.5 6.5

Samples (002) to (016) were prepared by adding the compound of the general formula (D1) to the fifth layer coating solution as shown in Table 3 for Sample (001).

[0185]

[Table 3]

Further, samples (102) to (116) were similarly prepared for sample (101).

[0187]

Embedded image

In the obtained sample, the logarithm of the reciprocal of the exposure amount E required to give cyan density of 1.5 was obtained, and the sensitivity was evaluated. Sensitivity when exposed at 85% humidity and 35
It can be said that the smaller the absolute value of the sensitivity difference at the time of exposure in% is, the smaller the change in photographic properties with the change in the exposure environment. In order to evaluate the color reproducibility, exposure was performed at a wavelength of 688 nm so that the cyan density became 1.2, and the above-described development processing was performed. The reflection spectrum of the sample after the treatment was measured, and the reflection density D (54) at wavelengths of 540 nm and 620 nm was measured.
0 nm) and D (620 nm), and the ratio D (5
40 nm) / D (620 nm). The smaller this value is, the smaller the magenta component in the cyan image is, and the better the color reproducibility is. In order to further examine the pressure resistance, the sample subjected to the above exposure was immersed in a color developing solution, and 10 seconds later, a nylon scourer piece (1 cm × 3 cm) attached to an acrylic plate was subjected to a load of 200 g in the developing solution. The coated surface was scratched and the degree of scratching increase / decrease was evaluated. The evaluation was performed visually. The evaluation criteria were ○: no increase in color density at the place where pressure was applied. Δ: Slight increase in color density at the place where pressure was applied was observed. ×: An increase in the color density at a place where pressure was applied is observed. XX: An increase in the color density where pressure was applied is clearly seen. The results are shown in Tables 4 and 5.

[0189]

[Table 4]

[0190]

[Table 5]

Comparing (001) and (101), when the cyan coupler of the present invention is used, the color reproducibility is improved, but when the photosensitive material after long-term aging is exposed under high humidity conditions, It can be seen that the desensitization of increases, and the pressure resistance further deteriorates. (108)
From (116), it can be seen that these problems can be improved by using the compound represented by the general formula (D1) of the present invention.

Example 2 Samples (201) to (20) were prepared by changing the type of cyan coupler in Samples (101) and (108).
7) was manufactured, and the same test as in Example 1 was performed. All cyan couplers were equimolarly substituted.

[0193]

[Table 6]

The results are shown in Table 7.

[0195]

[Table 7]

Samples (101), (108) and (201)
By comparing (205), (203) and (206), and (204) and (207), it can be seen that the effect of the present invention is remarkable even when the cyan coupler is changed within the range of the present invention.

Example 3 Samples (001), (008), (101), (108)
In (2), the compound represented by the general formula (III) of the present invention is added to the emulsified dispersion of the second layer and the fourth layer, whereby the corresponding (301) (302), (303) (3)
04), (305) (306) and (307) (30
8) was produced.

[0198]

[Table 8]

The same test as in Example 1 was performed on these. Table 9 shows the results.

[0200]

[Table 9]

By comparing the sample (108) with the samples (307) and (308), the use of the compound of the general formula (III) of the present invention makes it possible to desensitize the photosensitive material after prolonged aging and to subject the photographic material after prolonged aging to high humidity conditions. It can be seen that the desensitization when exposed below is further improved.

[0202]

According to the present invention, a silver halide color photographic light-sensitive material which is excellent in color reproduction and color image fastness, has a small change in photographic properties even after long-term storage of the light-sensitive material, and has excellent pressure resistance. And a color image forming method.

Claims (3)

[Claims] A silver halide color photograph having at least one silver halide emulsion layer containing a yellow dye-forming coupler, one silver halide emulsion layer containing a magenta dye-forming coupler, and one silver halide emulsion layer containing a cyan dye-forming coupler on a support. In a light-sensitive material, a silver halide emulsion layer containing a cyan dye-forming coupler comprises a silver chloroiodobromide, silver chlorobromide or silver chloride emulsion having a silver chloride content of 95 mol% or more, and cyan represented by the following general formula (I). A color photographic light-sensitive material containing at least one coupler of the following general formula (D)
A silver halide color photographic light-sensitive material comprising at least one of the compounds represented by 1). Embedded image In the general formula ^{(I), Z a, Z} b each -C (R ³⁾ =
Or -N =. However, either Z ^a or Z ^b is −
Is N =, the other is -C (R ³⁾ is =. R ¹ and R ² each have a Hammett's substituent constant σ _p value of 0.20.
Represents the above electron-withdrawing group, and the sum of the 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 leaving in a coupling reaction with an oxidized form 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 form a homopolymer or a copolymer by bonding to a dimer or higher polymer or a polymer chain. Embedded image In the general formula (D1), R ₂₁ , R ₂₂ and R ₂₃ may be the same or different and each represent a hydrogen atom, an alkyl group or an aryl group. 2. A method according to claim 1, wherein at least one of the silver halide emulsion layers containing the cyan dye-forming coupler or at least one of the non-color-forming hydrophilic colloid layers contains at least one of the compounds represented by the following general formula (III). 2. The silver halide color photographic light-sensitive material according to claim 1, comprising one kind. Embedded image In the formula (III), R ^a1 and R ^a2 each independently represent a hydrogen atom, an alkyl group or an aryl group. R ^a3 and R ^a4 represent a hydrogen atom, an alkyl group or an aryl group. R ^a5 represents an aryl group. However, R ^a1 , R ^a2 , R ^a3 , R ^a4 and R
The total number of carbon atoms of ^a5 does not become 13 or less. 3. An image forming method comprising subjecting a silver halide color photographic material according to claim 1 or 2 to scanning exposure with a light beam modulated based on image information, followed by development processing, and further comprising the step of: A color image forming method, wherein a scanning pitch by a beam is smaller than an effective beam diameter, and an overlap width between rasters is 5% to 95% of the effective beam diameter.