JPS6156502B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a silver halide color photographic light-sensitive material, and more particularly to a novel silver halide color photographic light-sensitive material in which interaction between a DIR compound and a hydroquinone compound is prevented. It is already known that a silver halide photographic light-sensitive material contains a compound that can release a development inhibitor upon reaction with the oxidation product of a color developing agent (this is called a DIR compound). The active site of a photographic coupler is substituted with a group that can act as a development inhibitor when released, and when a coupling reaction occurs, this substituent diffuses and affects the development of silver halide, causing image graininess. and sharpness, which can substantially improve overall color reproduction. In this regard, ``Photographic Science Engineering''
(Photographic Science and Engineering) No. 13
It is described in the paper "Development - Inhibitor Release Singing Coupler" published in Vol. 74 (1969). DIR compounds include U.S. Patent No. 3,623,245;
Specifications of the same No. 3928041 and JP-A-49-77635
Disclosures are known in publications such as No. 49-104630 and No. 52-36028. On the other hand, alkyl-substituted hydroquinone is used in the intermediate layer in order to prevent unnecessary fogging and contamination due to air oxidation of the developing agent, and to prevent color mixing due to diffusion of oxidized products of the developing agent into adjacent layers during development. This is well known. These hydroquinone compounds include US Pat. No. 2,732,300;
Although disclosed in the specifications of No. 3700453 and No. 2728659 and Japanese Patent Application Laid-open No. 15438/1983,
These alkyl-substituted hydroquinone compounds,
In a silver halide photographic light-sensitive material containing a DIR compound, when added to a layer containing the DIR compound or an adjacent layer, it interacts with the DIR compound, decomposes the DIR compound, and acts to inhibit development. It has the disadvantage that the group is liberated and the photographic sensitivity decreases. Furthermore, recently, with the trend toward higher sensitivity of silver halide color photographic materials, two-equivalent couplers with high color development efficiency have been used, which tends to cause unnecessary fog.To prevent this, hydroquinone is used as an antifoggant. As the usage amount of hydroquinone compounds increases, the above-mentioned drawbacks increase significantly, making it difficult to use hydroquinone compounds. Therefore, the first object of the present invention is to provide a silver halide color photographic photosensitive material that does not interact with a DIR compound even when a hydroquinone compound is used in a hydrophilic colloid layer containing a DIR compound or in a hydrophilic colloid layer adjacent thereto. The goal is to provide materials. A second object of the present invention is to provide a silver halide color photographic light-sensitive material that can obtain a good antifogging effect without causing a decrease in sensitivity. It is an object of the present invention to incorporate a DIR compound that couples with the oxidation product of an aromatic primary amine developing agent to release a development inhibitor but does not form a dye into a silver halide emulsion layer or a hydrophilic compound adjacent to said emulsion layer. In the silver halide color photographic light-sensitive material containing the DIR compound in the color colloid layer, one or more sulfonic acid groups or salts thereof, or carboxylic acid groups or This was achieved by incorporating a hydroquinone compound containing a salt thereof and having a substituent having a total of 8 or more carbon atoms on an aromatic nucleus into a silver halide color photographic light-sensitive material. Further, as an advantage of the present invention, since the hydroquinone of the present invention is water-soluble, it can be easily dispersed in water, and a dispersion step using a high boiling point solvent or the like can be omitted. The DIR compound used in the present invention is represented by the following general formula [][][]. In the formula, X ₁ represents a hydrogen atom or a halogen atom (chlorine atom, bromine atom, etc.). On the other hand, the group represented by Y is a group that, when reacting with the oxidation product of the color developing agent, separates to form an aryl mercapto compound, a heterocyclic mercapto compound, or a triazole compound having a development inhibiting effect. Examples of the heterocyclic mercapto compound include mercaptotetrazole compounds (for example, 1
-Phenyl-5-mercaptotetrazole, 1-
nitrophenyl-5-mercaptotetrazole,
1-naphthyl-5-mercaptotetrazole, etc.), mercaptothiazole-based compounds (e.g., 2-mercaptobenzthiazole, 2-mercaptonaphthothiazole, etc.), mercaptooxadiazole-based compounds (e.g., 5-mercapto-1,2,4 -oxadiazole, etc.), mercaptopyrimidine-based compounds (e.g., 4-mercaptopyrimidine, etc.), mercaptothiadiazole-based compounds (e.g., 2-mercapto-5-amino-1,3,4-thiadiazole, etc.), mercaptotriazine-based compounds, Examples include compounds (such as 2-mercapto-1,3,5-triazine) and mercaptotriazole compounds (such as 3-mercapto-1,2,4-triazole). Examples of arylmercapto compounds include mercaptobenzene compounds (for example, 1-mercapto-2
-benzoic acid, 1-mercapto-2-nitrobenzene, 1-mercapto-3-heptadecanoylaminobenzene, etc.). Examples of triazole compounds include benzotriazole compounds bonded at the 1- or 2-position (for example, 5-methylbenzotriazole, 5-
Bromobenzotriazole, 5-octadecanamidobenzotriazole, 5-benzyloxybenzotriazole, etc.) are useful. Z represents a group of nonmetallic atoms required to form a carbocycle or a heterocycle, such as a 5-membered or 6-membered saturated or unsaturated carbocycle, and this carbocycle forms a condensed ring at an appropriate position. Specific examples include monocyclic or condensed rings such as cyclopentanone ring, cyclohexanone ring, indanone ring, benzindanone ring, and the carbocyclic ring has at least one substituted or unsubstituted alkyl group, It represents an aryl group, a nitro group, a cyano group, an alkoxy group, an aryloxy group, an acylamino group, a sulfonamide group, a sulfamoyl group, a carbamoyl group, an acyloxy group, a heterocyclic group, and the like. Specific examples of these include alkyl groups (e.g. tert-butyl group, octyl group, dodecyl group, etc.), aryl groups (e.g. phenyl group, tolyl group, etc.), and alkoxy groups (e.g. octyloxy group, dodecyloxy group, etc.). , aryloxy groups (e.g., phenoxy group, p-tert-butylphenoxy group, naphthoxy group, etc.), acylamino groups (e.g., acetamido group, butylamide group, etc.), sulfonamide groups (e.g.,
tert-butylsulfonamide group, phenylsulfonamide, etc.), sulfamoyl groups (e.g. butylsulfamoyl group, phenylsulfamoyl group, etc.), carbamoyl groups (e.g. dodecylcarbamoyl, octylcarbamoyl, etc.), acyloxy As a group (for example, dodecanoyloxy, benzoyloxy, 3-pentadecylphenoxyacetoxy, etc.), as a heterocyclic group, preferably a 5- or 6-membered group containing a nitrogen atom, an oxygen atom, a sulfur atom, etc. as a hetero atom. heterocycles, fused heterocyclic groups such as benzthiazole group, succinimide group, oxadiazole group, thiadiazole group, triazine group, triazole group, diazole group, pyrimidine group, naphthothiazole group, etc.; The group may have one or more substituents such as an alkyl group, a halogen atom, an acylamino group, an alkylamino group, an alkoxy group, an aryloxy group, an alkoxycarbonyl group, a sulfamoyl group, a carbamoyl group, a nitro group, or a cyano group. good. X ₂ represents a halogen atom or a substituted or unsubstituted alkyl group, aryl group, alkoxy group, or aryloxy group; examples of the halogen atom include F, Cl, Br, etc., and examples of the alkyl group include (methyl group, ethyl , butyl group, etc.), aryl groups (phenyl group, 2-chlorophenyl group, 4-nitrophenyl group, etc.), alkoxy groups (methoxy group, ethoxy group, butoxy group, etc.), and aryloxy groups (phenoxy group, etc.). group, 4-hydroxycarbonyl group, phenoxy group, etc.). R represents an alkyl group, an aryl group, etc., which may have a substituent. Examples of the alkyl group include octyl group, dodecyl group, octadecyl group, hydroxyethyl group, etc., and examples of the aryl group include phenyl group, p-chlorophenyl group, p-dodecyloxyphenyl group, etc. Next, useful DIR compounds used in the present invention include, but are not limited to, the following. The compounds of the present invention are disclosed in U.S. Pat. No. 3,623,245;
Specification No. 3928041 and JP-A-49-77635, No. 49
-104630, No. 52-36028, etc. The DIR compound of the present invention is contained in a silver halide emulsion layer and, if necessary, in an adjacent layer. The amount contained is 0.01 to 5 mol % per mol of silver halide emulsion, and it can be dissolved and contained in a high boiling point solvent according to a conventional method, for example, as in the method described in US Pat. No. 2,322,027. . The hydroquinone compound used in the present invention is
It is represented by the following general formula []. General formula [] In the formula, R ₁ represents an alkyl group, R ₂ represents a single bond or an alkylene group, and X represents a sulfonic acid group or a salt thereof, or a carboxylic acid group or a salt thereof. and the total number of carbon atoms in R ₂ and n R ₁ is 8 or more. n represents 1 or 2. Preferred groups for R ₁ represented by the general formula [] include a methyl group, t-octyl group, dodecyl group, etc., and these groups may be unsubstituted or may have a substituent. Also expressed in the same equation
A methylene group as a preferable alkylene group for _R2 ,
Examples include ethylene group and butylene group. Further, preferable sulfonic acids or salts thereof for X represented by the same formula include sulfonic acid, sodium sulfonate, potassium sulfonate, etc., and preferable carboxylic acid groups or salts thereof include carboxylic acid, sodium carboxylate, potassium carboxylate, etc. . Hydroquinone compounds of the present invention include precursors thereof. The precursor herein refers to a compound that releases hydroquinones upon hydrolysis. As such a precursor, for example, at least one of the hydroxy groups of hydroquinone is acylated [the hydroxy group is

【formula】 【formula】

[Formula] (R represents an aliphatic group such as an alkyl group)
Examples include compounds that have been converted into In the hydroquinone compound of the present invention, R ₁ in the above general formula [] is an unsubstituted alkyl group having 1 to 22 carbon atoms, R ₂ is also an unsubstituted alkylene group having 1 to 22 carbon atoms, and has an aromatic nucleus. Particularly preferred are compounds in which the total number of carbon atoms contained in the substituted groups is 8 or more. Particularly useful hydroquinone compounds for use in the present invention include, but are not limited to, the following: The hydroquinone compound of the present invention is disclosed in U.S. Pat.
It can be synthesized by the synthesis method disclosed in No. 2701197, No. 2704713, No. 2710801, No. 2816028, etc. The method for adding the hydroquinone compound of the present invention is as follows:
It can be dissolved in water or a hydrophilic solvent (methanol, ethanol, dimethylformamide, tetrahydrofuran, acetone) and added directly to the hydrophilic colloid layer. Further, it can be advantageously emulsified and dispersed and added by dissolving it in a high boiling point organic solvent (dibutyl phthalate, tricresyl phosphate, etc.) and/or a low boiling point organic solvent that is immiscible with water. When adding the hydroquinone compound of the present invention to a silver halide emulsion layer, the coupler and DIR compound can be protected and dispersed at the same time, but the hydroquinone compound of the present invention alone can also be dissolved in water or a hydrophilic solvent and added directly. can. When adding the hydroquinone compound of the present invention to a non-photosensitive hydrophilic colloid layer, if a DIR compound is used in the same layer, it can be protected and dispersed at the same time as the DIR compound. It can also be dissolved in a hydrophilic solvent and added directly. The hydroquinone compound of the present invention can be used alone or in combination of two or more, and the amount added is usually 0.01 to 10 mol per 1 mol of silver halide, even in the case of a silver halide emulsion layer or a non-photosensitive hydrophilic colloid layer. %, particularly preferably 0.1 to 3 mol%. These DIR compounds and hydroquinone compounds of the present invention can be used in various silver halide photographic materials, for example, useful for black and white, color, pseudocolor, etc., as well as general black and white,
It can be applied to silver halide photographic materials for various purposes such as black and white for printing, X-ray, electron beam, high resolution black and white, general color, color X-ray, and diffusion transfer color. When applied to the silver halide color photographic material according to the present invention, it can be used in combination with known 2-equivalent and 4-equivalent couplers. As the yellow coupler used in the present invention, an open chain ketomethylene compound such as a pivalyl acetanilide type yellow coupler or a benzoylacetanilide type yellow coupler is used. As the magenta coupler, compounds such as pyrazolone type, pyrazolotriazole type, pyrazolinobenzimidazole type, and indazolone type are used. As a colored magenta coupler as a masking coupler, a compound in which an arylazo group is substituted at the active site of a colorless magenta coupler is generally used. Furthermore, colored magenta couplers of the type in which the dye is leached into the processing bath by reaction with the oxidation products of the color developing agent can also be used. Phenol or naphthol derivatives are generally used as cyan couplers. As a colored cyan coupler as a masking coupler, a compound in which an aryl azo group is substituted at the active site of a colorless cyan coupler is generally used. Furthermore, colored cyan couplers of the type in which the dye flows out into the processing bath by reaction with the oxidation products of the color developing agent can also be used. Further, in order to improve photographic properties, a so-called competing coupler, which forms a colorless dye, can be included. As the coupler used in the present invention, the patent application
Preferred are the 2-equivalent couplers described on pages 68 to 80 of Specification No. 52-60207, and the 4-equivalent couplers or colored couplers described on pages 109 to 115 of the same. In the emulsion layer containing the DIR compound of the present invention or the non-photosensitive hydrophilic colloid layer containing the hydroquinone compound of the present invention, reducing agents or antioxidants such as sulfites (sodium sulfite, potassium sulfite, etc.),
Bisulfites (sodium bisulfite, potassium bisulfite, etc.), hydroxylamines (hydroxylamine, N-methylhydroxylamine, N-phenylhydroxylamine, etc.), sulfinic acids (sodium phenylsulfinate, etc.), hydrazines (N,N'-dimethylhydrazine, etc.), reductones (ascorbic acid, etc.), aromatic hydrocarbons having one or more hydroxyl groups (p-aminophenol, gallic acid, catechol, pyrogallol, resorcinol, 2,3- In order to fully exhibit the effects of the hydroquinone compound of the present invention, it may be preferable to use it in combination with dihydroxynaphthalene, etc.). Furthermore, in order to further improve the light fastness of the magenta color image formed from the magenta coupler according to the present invention, p-alkoxyphenols and phenolic compounds can be added to the emulsion layer or its adjacent layer. . When the DIR compound and hydroquinone compound of the present invention are added to an emulsion layer, they may be mixed with the silver halide emulsion as independent solutions or dispersions, or two or more of these may be mixed. The silver halide emulsion may be mixed with the silver halide emulsion as a solution or dispersion. The layer structure of the silver halide color light-sensitive material according to the present invention may be carried out by an ordinary subtractive color method.In principle, a yellow coupler for forming a yellow dye in the blue-sensitive light-sensitive layer is added to the green-sensitive light-sensitive layer. The basic layer structure is three layers, each containing a magenta coupler to form a magenta dye and a cyan coupler to form a cyan dye in the red-sensitive photosensitive layer. Alternatively, all the layers can be made into double or triple layers to improve various photographic properties of the light-sensitive material, such as color development characteristics, color reproducibility, color pigment granularity, etc. In addition to these basic emulsion layers, layers such as a protective layer on the top layer, an intermediate layer and a filter layer between the layers, and an undercoat layer and an antihalation layer on the bottom layer are appropriately used to protect and prevent color contamination. It is possible to measure prevention, graininess improvement, color reproduction improvement, film adhesion improvement, etc. The silver halide used in the color light-sensitive material according to the present invention includes conventional silver halide photographic light-sensitive materials such as silver chloride, silver bromide, silver iodide, silver chlorobromide, silver iodobromide, and silver chloroiodide. Any silver halide used in is included. The above silver halide emulsion can be sensitized using a known chemical sensitizer. As the chemical sensitizer, noble metal sensitizers, sulfur sensitizers, selenium sensitizers, and reduction sensitizers can be used alone or in combination. A known binder is used as the binder for silver halide. Furthermore, the silver halide emulsion used in the present invention can be spectrally sensitized using a known sensitizing dye, if necessary. The above silver halide emulsions include 1-phenyl-5-mercaptotetrazole, 3-methylbenzothiazole, 4- hydroxy-6-methyl-1,3,
Heterocyclic compounds such as 3a,7-tetraazaindene,
Various compounds such as mercapto compounds and metal salts can be added. Further, the hardening treatment of the emulsion is carried out according to a conventional method. A surfactant may be added alone or in combination to the above silver halide emulsion. These surfactants include coating aids, emulsifiers, permeability improvers for processing solutions, antifoaming agents, antistatic agents, adhesive resistance agents, and various active agents for improving photographic properties or controlling physical properties. agent can be used. The color developing agent used in the processing of the color photosensitive material according to the present invention has a pH of 8 or more including the developing agent;
Preferably, it is an alkaline aqueous solution with a pH of 9 to 12. The aromatic primary amine developing agent used as the developing agent is a compound having a primary amino group on an aromatic ring and capable of developing exposed silver halide, or a precursor for forming such a compound. means body. The above-mentioned developing agent is typically p-phenylenediamine type, and the following are preferred examples. 4-amino-N,N-diethylaniline, 3-
Methyl-4-amino-N,N-diethylaniline, 4-amino-N-ethyl-N-β-hydroxyethylaniline, 3-methyl-4-amino-N
-ethyl-N-β-hydroxyethylaniline,
3-Methyl-4-amino-N-ethyl-N-β-
Methanesulfonamidoethylaniline, 3-methyl-4-amino-N-ethyl-N-β-methoxyethyl-4-amino-N,N-diethylaniline, 3-methoxy-4-amino-N-ethyl-N
-β-hydroxyethylaniline, 3-methoxy-4-amino-N-ethyl-N-β-methoxyethylaniline, 3-acetamido-4-amino-
N,N-diethylaniline, 4-amino-N,N
-dimethylaniline, N-ethyl-N-β-[β
-(β-methoxyethoxy)ethoxy]ethyl-
3-methyl-4-aminoaniline, N-ethyl-
N-β-(β-methoxyethoxy)ethyl-3-
Methyl-4-aminoaniline and salts thereof such as sulfate, hydrochloride, sulfite, and p-toluenesulfonate. Moreover, various additives can be added to these color developing agents as necessary. After imagewise exposure of the color light-sensitive material according to the present invention and color development processing, bleaching processing can be carried out by a conventional method. This treatment may be done simultaneously with fixing or separately. This processing solution can also be used as a bleach-fixing bath by adding a fixing agent if necessary. Various compounds can be used as bleaching agents, and various additives including bleach accelerators can also be added. The present invention is realized in various forms of color photosensitive materials. One method is to process a photographic light-sensitive material having a silver halide emulsion layer containing a diffusion-resistant coupler on a support with an alkaline developer containing an aromatic primary amine color developing agent to make it water-insoluble or diffusion-resistant. This is to leave the coloring dye in the emulsion layer. In another form, a photographic light-sensitive material having a silver halide emulsion layer combined with a diffusion-resistant coupler on a support is processed with an alkaline developer containing an aromatic primary amine color developing agent to form an aqueous medium. A soluble and diffusible dye is produced and transferred to an image-receiving layer consisting of another hydrophilic colloid. That is, it is a diffusion transfer color method. The color photosensitive material according to the present invention includes all kinds of color photosensitive materials such as color negative film, color positive film, color reversal film, and color paper. EXAMPLES Next, the present invention will be specifically explained using Examples, but the embodiments of the present invention are not limited thereby. Example 1 A composition as shown in the table below per mole of silver halide was dissolved on a transparent triacetate film support with tricresyl phosphate and ethyl acetate, and then mixed in a 5% gelatin solution containing alkanol B. After dispersing in a colloid mill, a green-sensitive silver halide emulsion (silver iodide 6 mol%, silver bromide 94 mol%)
Samples 1 to 6 were prepared in which the silver coating amount was 2 g/m ² and the dry film thickness was 3.5 μm.

[Color developer composition]

4-Amino-3-methyl-N-ethyl-N-(β-hydroxyethyl)-aniline sulfate 4.75g Anhydrous sodium sulfite 4.25g Hydroxyamine 1/2 sulfate 2.0g Anhydrous potassium carbonate 37.5g Sodium bromide 1.3g Nitrilotriacetic acid trisodium salt (monohydrate) 2.5g Potassium hydroxide 1.0g Add water to make 1, and use potassium hydroxide.
Adjust to PH10.0. [Bleach solution composition] Ethylenediaminetetraacetic acid iron ammonium salt 100.0g Ethylenediaminetetraacetic acid diammonium salt 10.0g Ammonium bromide 150.0g Glacial acetic acid 10.0ml Add water to make 1, and adjust the pH using ammonia water.
Adjust to 6.0. [Fixer composition] Ammonium thiosulfate (50% aqueous solution) 162ml Anhydrous sodium sulfite 12.4g Add water to make 1, and adjust to PH6.5 using acetic acid. [Stabilizing liquid composition] Formalin (37% aqueous solution) 5.0ml Konidax (manufactured by Konishiroku Photo Industry Co., Ltd.)
Add 7.5ml water to make 1. The sensitometric performance of Samples 1 to 6 developed in this manner is shown in the table below. Regarding sensitivity, the relative sensitivity is shown when the sensitivity of sample-1 on the same day is set as 100.

[Table] From the table above, when only the DIR compound (D-1) of the present invention is used, there is an effect of reducing Fog, but a softening effect due to a decrease in Dmax is observed (Sample-2). It can be seen that the sample (4) using only the hydroquinone compound of the present invention has an antistain effect equivalent to that of the conventional hydroquinone compound sample (3), with little loss in sensitivity. On the other hand, when examining the interaction, the test material (5) that used a conventional alkyl-substituted hydroquinone compound in combination with the DIR compound of the present invention showed an interaction immediately and was desensitized at 60°C.
After 2 days at 80% RH, the interaction is further promoted and significant desensitization is observed. On the other hand, sample (6) using a combination of the DIR compound of the present invention and the hydroquinone compound of the present invention has performance that combines the effects of hydroquinone and the DIR compound, and shows no desensitization even after 2 days at 60% and 80%RH. The fact that no interaction was observed and same-day performance was maintained indicates that there is no interaction. Also, when looking at the interaction based on the DIR effect, there is no interaction as sample (6) using the hydroquinone compound of the present invention has the same DIR effect as sample (2) using only the DIR compound. I understand that. On the other hand, it can be seen that in sample (5), the conventional hydroquinone compound and the DIR compound of the present invention interact, resulting in significant desensitization. Here, the DIR effect is (1-D _T )× of the same-day sample.
The value is expressed as 100, indicating that there is no desensitization of _S1 , and the larger the value, the greater the effect. Here D
_T represents the density of samples 2 to 6 at the same exposure amount as the exposure amount for sample (1) with a density of 1.0. Example 2 A composition as shown in the table below was emulsified and dispersed on a transparent triacetate film support in the same manner as in Example-1, and added to a silver halide emulsion having the same composition as in Example-1 to obtain the same coated silver amount. , Sample 7 made into a coating film,
I got 8, 9, 10, 11. (However, sample No. 10 was prepared by adding the hydroquinone of the present invention as a 1% aqueous solution.)

[Table] Coupler: 4-4'-methylenebis-1-(2,
4,6-trichlorophenyl)3-[3{(2,4
-di-tert-amylphenoxy)acetamide}benzamide]-5-pyrazolone comparison Hydroquinone (B): 2-methyl-5-sec-
Dodecyl-hydroquinone In each of Samples 7 to 11, the DIR compound (D-15) of the present invention was added at 7×10 ^-3 per mole of silver halide.
Samples 12 to 16 were prepared with molar addition. After pretreatment in the same manner as in Example 1, it was exposed and developed in the same manner as in Example 1. The sensitometric performance of Samples 7 to 11 obtained in this way is shown in Table 4 below (the sensitivity is expressed relative to the same-day value of Sample 7 as 100).

[Table] From the above table, it can be seen that the hydroquinone of the present invention is good with less loss in sensitivity when it provides the same fog prevention effect as conventional hydroquinone (Samples 9, 10, 11). Furthermore, there was no difference between when the hydroquinone compound of the present invention was emulsified and dispersed using a water-insoluble organic solvent and when it was directly added as an aqueous solution, indicating a good fog prevention effect (Samples 9 and 10). On the other hand, the table below shows the results of examining interactions with hydroquinone for Samples 12 to 16, in which each of Samples 7 to 11 was combined with a DIR compound. The sensitivity is expressed as a relative sensitivity when the same-day sensitivity of sample 7 is taken as 100.

[Table] From the above table, it can be seen that even when the DIR compound of the present invention and the hydroquinone compound of the present invention are used together in the same silver halide emulsion layer, there is no desensitization due to interaction and good photographic properties are exhibited. Samples 14-16). Example 3 The following high-speed multilayer color negative was prepared on a transparent triacetate film support. 1st layer: Antihalation layer Gelatin layer containing black colloidal silver (dry film thickness 1
μ) 2nd layer: Intermediate layer Gelatin layer (dry film thickness 1μ) 3rd layer: Red-sensitive emulsion layer 1-hydroxy-4-methoxyethylaminocarbonylmethoxy-2-[δ- (2,4-di-tert-
Acylphenoxy)butyl]naphthoacide 6.8
×10 ^-2 mol, 1-hydroxy-N-{δ-(2,4-di-tert-amylphenoxy)butyl}-4-(2-ethoxycarbonylphenylazo)-2-naphthamide 1.7×10 as colored coupler ^-2 mol, an exemplary compound of the present invention (D-
3) and 5 x ^{10 -3 mol} of the hydroquinone compound (HQ-4) of the present invention (silver iodide 8 mol% silver bromide 92 mol). %, coated silver amount 3.5 g/m ² , dry film thickness 6 μ) 4th layer: intermediate layer Gelatin layer containing 1×10 ^-2 mol/20 g Gel of the hydroquinone compound (HQ-4) of the present invention (dry film thickness 1 μ) ) 5th layer: 1st green-sensitive emulsion layer 1-(2,4,6-trichlorophenyl)-3- as magenta coupler per mole of silver halide
[3-(2,4-di-tert-amylphenoxyacetamide)benzamide]-5-pyrazolone 5.8×
10 ^-2 mol, 1-(2,
1.7 x 10 ^-2 mol of 4,6-trichlorophenyl)-3-(2-chloro-5-octadecenylsuccinimide)anilino-4-(4-hydroxyphenylazo)-5-pyrazolone of the present invention DIR compound (D-
3) in a green-sensitive silver iodobromide emulsion containing 7×10 ^-3 mol (silver iodide 8 mol% silver bromide 92 mol% coated silver amount 1)
g/ ^m2 dry film thickness 3.5μ) 6th layer: 2nd green-sensitive emulsion layer 1.1×10 ^-2 mol of the same material as the 5th layer as a magenta coupler per 1 mol of silver halide, 5th layer as a colored coupler The same thing as 2×10 ^-3
Mol, DIR compound is also the same as the 5th layer 2×
10 ^-3 mol of the hydroquinone compound of the invention (HQ
Green-sensitive silver iodobromide emulsion layer containing 5 x 10 ^-3 moles of -4) (silver iodide 6 mol%, silver bromide 94 mol%, coated silver amount 1.2 g/m ² dry film thickness 2.5 μ) 7th layer: Intermediate layer 8th layer same as 2nd layer: Yellow filter layer Gelatin layer containing yellow colloidal silver (dry film thickness 1
μ) 9th layer: Blue-sensitive emulsion layer α-pivaloyl-α-(3,5-dioxo-
1,2-diphenyl-imidazolidin-4-yl)-2-chloro-5-{γ-(2,4-di-tert
-amylphenoxy)-butyramide}-acetanilide 2.5×10 ^-1 mol, DIR compound of the invention (D
A blue-sensitive silver iodobromide emulsion layer containing 5 x 10 ^-3 mol of (silver iodide 7 mol%, silver bromide 93 mol%, coated silver amount 1.2 g/m ² dry film thickness 7 μm) 10 layers: Protective layer Gelatin layer (dry film thickness 1μ) Sample-17 thus obtained was used as Example-1
Exposure and development were carried out in the same manner as above. By using the DIR compound and the hydroquinone compound of the present invention, color photographic images with good graininess, sharpness, and good antistain effect were formed. Example 4 The same exposure and development process as in Example 1 was performed except that the DIR compound and hydroquinone compound in Example 1 were changed to the following combinations, and the effects of the present invention were investigated.

[Table] Comparative hydroquinone: 2-sec-dodecyl-5-
Methyl-Hydroquinone The results in the above table show that the combined use of the DIR compound of the present invention and the conventional hydroquinone compound causes an interaction, resulting in significant desensitization (Sample 19). On the other hand, it can be seen that Samples 20 to 24, in which the DIR compound of the present invention and the hydroquinone compound of the present invention were used in combination, had no interaction and exhibited good photographic properties.

Claims (1)

[Scope of Claims] 1. A DIR compound that couples with the oxidation product of an aromatic primary amine developing agent to release a development inhibitor but does not form a dye is provided in a silver halide emulsion layer or adjacent to the emulsion layer. In the silver halide color photographic light-sensitive material contained in the hydrophilic colloid layer, a hydroquinone compound represented by the following general formula [ ] or its A silver halide color photographic material characterized by containing a precursor. General formula [] [In the formula, R ₁ represents an alkyl group, R ₂ represents a single bond or an alkylene group, and X represents a sulfonic acid group or a salt thereof, or a carboxylic acid group or a salt thereof.
and the total number of carbon atoms in R ₂ and n R ₁ is 8 or more. n represents 1 or 2. ]