JPS62205348A - Silver halide photographic sensitive material - Google Patents

Abstract

PURPOSE:To obtain a photosensitive material good in resistances to light and formalin and high in color development performance by incorporating a magenta coupler substituted by a specified group at a specific position in at least one of emulsion layers. CONSTITUTION:At least one of silver halide emulsion layer contains the 1H- pyrazolo[3,2-c]-s-triazole type magenta coupler substituted at the 6-position by the group represented by the formula shown on the right in which R<1> is H, alkyl, acyl, or aryl, and A is alkyl. Said magenta coupler is added, preferably, in an amount of 1.5X10<-3>-7.5X10<-1>mol per mol of silver halide.

Description

Detailed Description of the Invention [Industrial Application Field] The present invention relates to a silver halide photograph containing a magenta coupler that forms a magenta dye image with high color development and improved storage stability, especially light fastness. Regarding photosensitive materials. More specifically, the present invention relates to a silver halide color 7f true light-sensitive material containing a novel magenta coupler.

[Conventional technology]

) In ordinary silver halide color photographic light-sensitive materials, exposed silver halide grains are reduced with an aromatic primary amine color developing agent, and the oxidized product of the color developing agent produced at this time and yellow, Dye images can be obtained by coupling with couplers that form magenta and cyan dyes.

The coupler that has been put to practical use in the past to form the magenta dye is a pyrazolone type coupler, but this has unfavorable side absorption and is said to have poor storage stability, especially resistance to formalin gas (polmarin resistance). There are problems.

In order to improve the problem mentioned above, various IH
-Pyrazolo(3,2-C)-5-1-riazole magenta couplers have been proposed. For example, U.S. Patent No. 3
, 725,067, British Patent No. 1,252,418, and British Patent No. 1,334,515. Of course, the compounds described in both patents are superior to pyrazolone magenta couplers in terms of side absorption, but the improvement in formalin resistance is insufficient, and little improvement has been shown in terms of color development and light fastness of images. Not yet.

Research Disclosure+ -(Researchl
The compound described in No. 12443 cannot be put to practical use at all in terms of color development. Japanese Patent Publication No. 1983
-42045] H-pyrazoloC3,2-C)
Although the -5-1-lyazole type magenta coupler has been significantly improved in terms of formalin resistance and color development, there has been little improvement in light resistance.

Also, JP-A No. 59419437, No. 59. -12573
Although the color forming properties of the coupler described in No. 2 have been improved, there is still no improvement in the light fastness of dye images based on the coupler described.

In the latter case, the light resistance of the image is simply improved by the additive used in combination. However, for the former coupler of Compound Example 19 described in the specification, although the light resistance is slightly improved, it is still not sufficient.

In other words, IH-pyrazolo(
3,2-C) -S-Triazole magenta couplers have not been improved much with respect to the light fastness of dye images.

[Purpose of the invention]

An object of the present invention is to provide a silver halide color photographic light-sensitive material that has good light fastness and polymeric resistance and high color development.

[Structure of the invention]

The object of the present invention is to provide a silver halide photographic material having at least one silver halide emulsion layer on a support, in which lH-pyrazolo[3,2- 〇)-s-) This is achieved by a silver halide photographic material containing a magenta coupler in which the 6th position of the lyazole type magenta coupler is substituted with a substituent represented by the following general formula (1). .

The 1H-pyrazolo(3,2-C)-s-triazole type magenta coupler mentioned here has the general formula % general formula % general formula CI) -C-N- However, in the above general formula (1), R1 is a hydrogen atom. , represents an alkyl group, an acyl group or an aryl group.

A represents an alkyl group.

General formula CI+) However, R1 in the above general formula CI+) represents a hydrogen atom, an alkyl group, an acyl group, or an aryl group.

A represents an alkyl group. R2 represents a hydrogen atom or a substituent. X represents a hydrogen atom or a group that can be separated by a coupling reaction with an oxidized color developing agent.

The alkyl group represented by R1 in the general formulas (T) and (It) is an alkyl group having 1 to 18 carbon atoms, such as methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group. , isobutyl group, pentyl group, hexyl group, heptyl group, octyl group, dodecyl group, octadecyl group and the like. These alkyl groups may further have a substituent.

Examples of the acyl group represented by R1 include an acetyl group, a pionyl group, a butyryl group, an isobutyryl group, a valeryl group, an isovaleryl group, and a pivaloyl group.

The aryl group represented by R1 includes phenyl group,
Or a naphthyl group can be mentioned. These aryl groups may further have a substituent.

The alkyl group represented by A has 1 to 22 carbon atoms.
is an alkyl group such as methyl group, ethyl group, n-
Examples include propyl group, isopropyl group, n-butyl group, isobutyl group, t-butyl group, undecyl group, tridecyl group, pentadecyl group, heptadecyl group, and the like. These alkyl groups may further have a substituent.

Examples of substituents that can be substituted on the alkyl group, aryl group, and alkyl group represented by R1 include halogen atoms (fluorine atom, chlorine atom, bromine atom),
Alkyl group, aryl group, heterocyclic group, nitro group, cyano group, alkoxy group, aryloxy group, alkylthio group, arylthio group, keto group, sulfonamide group - sulfamoyl group, acylamino group, carbamoyl group, sulfonyl group, sulfinyl group , a hydroxy group, a carboxy group, an amino group, or a primary and -class amino group.

The substituent represented by R2 in the general formula CIT) specifically represents a hydrogen atom or a substituent, and examples of the substituent include a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, Substitution through carbonyl groups such as acyl, carbamoyl, alkoxycarbonyl, and aryoloxycarbonyl, in addition to cycloalkenyl groups, alkynyl groups, aryol groups, heteroaromatic ring (heterocyclic) groups, and phosphonyl groups. and also those substituted through a heteroatom, specifically those substituted through a sulfur atom such as sulfonyl, sulfinyl, sulfamoyl, alkylthio, arylthio, or heteroaromatic ring thio, alkoxy , aryloxy, heteroaromatic ring oxy (hetero-17 ring oxy), acyloxy, carbamoyloxy, etc. substituted via an oxygen atom, amino, acylamino, sulbonamide, imide, urei 1''
, sulfamoylamino, alkoxycarbonylamino, oryloxycarbonylamino, etc., which are substituted via a nitrogen atom.

The alkyl group represented by R2 has 1 to 32 carbon atoms, and the alkenyl group and alkynyl group have 2 to 32 carbon atoms.
32 carbon atoms, cycloalkyl groups, and cycloalkenyl groups preferably have 3 to 12 carbon atoms, particularly 5 to 7 carbon atoms,
Further, the alkyl group, alkenyl group or arginyl group may be linear or branched.

In addition, these alkyl groups, alkenyl groups, alkynyl groups, cycloalkyl groups, and cycloalkenyl groups are substituents (for example, aryl, cyano, halogen, heterocycle, cycloalkyl, cycloalkenyl, spiro compound residue, organic hydrocarbon compound In addition to residues, those substituted via a carbonyl group such as acyl, carboxy, carbamoyl, alkoxycarbonyl, and aryloxycarbonyl, and those substituted via a heteroatom, specifically hydroxy, alkoxy, and aryloxycarbonyl. -ruoxy, heterocyclic oxy,
Those substituted through an oxygen atom such as siloxy, acyloxy, carbamoyloxy, etc., amino (including dialkylamino, etc.), sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino, acylamino, sulfonamide, Imide, ureido etc. substituted via nitrogen atom, alkylthio,
arylthio, heterocycle, sulfonyl, sulfinyl, sulfamoyl, etc., substituted via a sulfur atom).

Specifically, for example, a methyl group, an ethyl group, an isoflovir group, a t-butyl group, a hentadecyl group, a heptadecyl group,
1-hexylnonyl group, 1.1′-dibentynonyl group, 2-chloro-t-butyl group, trifluoromethyl group,
1-ethoxytridecyl group, ■-methoxyisopropyl group, methanesulfonylethyl group, 2,4-di-t-amylphenoxymethyl group, anilino group, ■-phenylisopropyl group, 3-m-butanesulfonaminofetskidipropyl group, 3-4'-1α-(4″(p-hydroxyhenzenesulfonyl)phenoquine]1′decanoylamino)phenylpropyl group, 3-(4′-(α-(2″),
Examples include a 4''-di-t-amylphenoxy)butanamido]phenyl)-propyl group, a 4-[α-(0-chlorophenoxy)tetradecanamidophenoxylapropyl group, an allyl group, a cyclopentyl group, a cyclohexyl group, and the like.

The aryl group represented by R2 is preferably a phenyl group, and this aryl group has a substituent group (for example, an alkyl group,
(alkoxy group, acylamino group, etc.).

Specifically, phenyl group, 4-t-butylphenyl group,
2.4-di-t-amylphenyl group, 4-tetradecanamidophenyl group, hexadecyloxyphenyl group, 4'
-[α-(4''-t-butylphenoxy]tetradecanamide]phenyl group and the like can be mentioned.

The heterocyclic group represented by R2 is preferably a 5- to 7-membered one, which may be subsequently substituted with J or may be condensed with °C. Specifically, 4.1: 2-furyl group, 2-chenyl group, 2-pyrimidinyl group, 2-benzothiazolyl group, and the like.

Examples of the acyl group represented by R2 include acetyl group,
Alkylcarbonyl groups such as phenylacetyl group, dodecanoyl group, α-2,4-di-t-amylphenoxybutanoyl group, arylcarbonyl group such as hendiyl group, 3-pentadecyloxybenzoyl group, p-chlorohendiyl group etc.

Examples of the sulfonyl group represented by R2 include methylsulfonyl groups, alkylsulfonyl groups such as F-decylsulfonyl groups, arylsulfonyl groups such as Hensensulfonyl groups, and p-toluenesulfonyl groups.

Examples of the sulfinyl group represented by R2 include ethylsulfinyl group, octylsulfinyl group, alkylsulfinyl group such as 3-phenoxybutylsulfinyl group, phenylsulfinyl group, arylsulfinyl group such as m-pentadecyl phenylsulfinyl group, etc. .

The phosphonyl group represented by R2 includes an arylphosphonyl group such as a butyloctylphosphonyl group, an alkoxyphosphonyl group such as an octyloxyphosphonyl group, an aryloxyphosphonyl group such as a phenoxyphosphonyl group, and a phenylphosphonyl group. Examples include arylphosphonyl groups such as.

The carbamoyl group represented by R2 may be substituted with an alkyl group, an aryl group (preferably a phenyl group), etc., such as N-methylcarbamoyl group, N,N-dibutylcarbamoyl group, N-(2-pentylcarbamoyl group), Examples include decyloctylethyl)carbamoyl group, N-ethyl-N-dodecylcarbamoyl, 19,N-(3-(2,4-di-t-amylphenoxy)propyl)carbamoyl group, and the like.

The sulfamoyl group represented by R2 may be substituted with an alkyl group, an aryl group (preferably a phenyl group), etc. (for example, N-propylsulfamoyl group, N, N-
Examples include diethylsulfamoyl group, N-(2-pentadecyloxyethyl)sulfamoyl group, N-ethyl-N-Fdecylsulfamoyl group, and N-phenylsulfamoyl group.

Examples of the spiro compound residue represented by R2 include spiro(3,3)hebutan-1-yl and the like.

The organic carbonized compound residue represented by R2 includes, for example, bicyclo(2,2,1)hebutan-1-yl, tricyclo(3,3,1,1)decane-1-yl, 7,7-cymethyl, Examples include tylubicyclo(2,2,1)butan-1-yl and the like.

The alkoxy group represented by R2 may be further substituted with the substituents listed above for the alkyl group, such as methoxy group, propoxy group, 2-ethoxyethoxy group, pentadecyloxy group, 2-F Examples include decyloxyethoxy group and phenethyloxyethoxy group.

The aryloxy group represented by R2 is preferably phenyloxy, and the aryl nucleus is further substituted with the above-mentioned aryl group (or may be substituted with the atoms listed above, e.g., so-L); group, p-L-butylphenoxy group, m-pentadecylphenoxy group, and the like.

The heterocyclic oxy group represented by R2 preferably has a 5- to 7-membered heterocycle, and the heterocycle may further have a substituent, for example, 3.4.5.6 Examples thereof include -thitrahyrropyranyl-2-o-1-2 group and 1-phenylte-1-razole-5-oxy group.

Examples of the acyloxy group represented by R2 include an alkylcarbonyloxy group and an arylcarbonyloxy group, which may further have a substituent, specifically an acetyloxy group, Examples include α-chloroacetyloxy group and hendiyloxy group.

Carbamoyloxy group represented by R2 (,1, which may be substituted with an alkyl group, an aryl group, etc., for example, N-
Ethylcarbamoyloxy group, N, N-diethylcarbamoyloxy group, N-phenylkamohamoylreo S
)-C group and the like.

The amino group represented by R2 is an alkyl group, an aryl group, (
(preferably a phenyl group), etc.,
For example, ethylamino group, anilino group, m-chloroanilino group, 3-pentadecyloxycarbonylanilino group,
Examples include a 2-ri-t-5 hexadecaneamide anilide group and the like.

Examples of the acylamino group represented by R2 include an alkylcarbonylamino group, an arylcarbonylamino group (preferably a phenylcarbonylamino group), and may further have a substituent, specifically an acetamido group, an α-
Ethylbu 17 panamide group, N-phenylacetamide 1
- group, dodecanami F group, 2,4-di-t-amylphenoxyacetamyl'' group, α-3-t-butyl-4
-H1:0 gysyphenoxybutanamide group and the like.

Examples of the sulfonyl F group represented by R2 include an alkylsulfonylamino group and an alkylsulfonylamino group, and may further have a substituent. Specific examples include methylsulfonylamino group, pentadecylsulfonylamino group, Hensensulfonamide group, f)-1-luenesulfonamide group, and 2-methoxy-5-t-amylbenzenesulfonamide group. .

The imide group represented by R2 may be open-chain or cyclic, and may have a substituent, such as a succinimide group, a 3-heptadecylsuccinimide group, a phthalimide group, Examples include glutarimide group.

The ureido group represented by R2 may be substituted with an alkyl group, an aryl group (preferably a phenyl group), etc., such as an N-ethylureido group, an N-methyl-N-decylureido group, an N-phenylureido group. , N-p-1
-Rylureido group and the like.

The sulfamoylamino group represented by R2 may be substituted with an argyl group, an aryl group (preferably a phenyl group), etc., such as N,N-dibutylsulfamoylamino group, N-methylsulfamoyl Examples include amino group, N-phenylsulfamoylamino group, and the like.

The alco-1-dicarbonylamino group represented by R2 may further have a substituent, and examples thereof include me-1-xycarbonylamino W, methoxyethoxycarbonylaminobonylamino group, and the like.

The aryloxycarbonylamino group represented by R2 is
It may have a substituent, such as a phenoxycarbonylamino group and a 4-methylphenoxycarbonylamino group.

The phenoxycarbonyl group represented by R2 may further have a substituent, such as a methoxycarbonyl group, a butyloxycarbonyl group, a dodecyloxycarbonyl group, an octadecyloxycarbonyl group, an oxycarbonyloxy group, Examples include hensyloxycarbonyl group.

The aryloxycarbonyl group represented by R2 may further have a substituent, such as phenoxycarbonyl group, p-chlorophenoxycarbonyl group, m-pentadecyloxyphenoxycarbonyl group, and the like.

The alkylthio group represented by R2 may further have a substituent, and examples thereof include an ethylthio group, an Idecylthio group, an octadecylthio group, a phenethylthio group, and a 3-phenoxypropylthio group.

The arylthio group represented by R2 is preferably a phenylthio group, and may further have a substituent, such as a phenylthio group, p-methoxyphenylthio group, 2-t-octylphenylthio group, 3-octadecylphenylthio group. base,
Examples include 2-carboxyphenylthio group and p-acetaminophenylthio group.

The heterocyclic thio group represented by R2 is preferably a 5- to 7-membered heterocyclic thio group, and may further have a fused ring,
Further, it may have a substituent.

Examples include a 2-pyridylthio group, a 2-henzothiadurylthio group, and a 2,4-diphenoxy-1,3,5-1 riazole-6-thio group.

Specifically, the group that can be separated by the coupling reaction with the oxidized product of the color developing crude drug represented by X in the general formula (1'l) is, for example, a halogen atom (for example, a fluorine atom,
chlorine atom, bromine atom, etc.), aryloxy2L, arylthio group, heterocyclic thio group, carboxyl group, alkoxycarbonyl group, aryloxycarbonylbonyl group, and others.

Next, specific examples of the Mazenk coupler represented by the general formula [■] of the present invention are shown below in (1) to (30), but the present invention is not limited thereto.

One side (other side) number S.O. I+ 11j N　C　Ch ■ C11゜ H3 t-C, I+.

OC, I+,? 000+1 ll　　　C7! I+ 26) N=N Next, the compound used in the present invention is R, Gomper.

W, T6pfl: Hemisosche Herichte (Chem
, Ber, )+95- 286L 2B71. 2
881 (1962), 8, Dornow,
K.

Dehmer: Hemisosche Herichte (Cbem, R
er, )+1002577 (1967), J. Ra.
1ley: Journal of the Chemical Society Perkin I (J.

Chem, Soc, Perkin D, 2047
(1977), it can be synthesized by the route shown below.

r HII (However, A and R'' in the above reaction formula are the same as in the above general formula [■].) The introduction of X can be achieved by the method described in Japanese Patent Publication No. 46-43947 etc. Introduction can be accomplished in a variety of ways.

The amount of the magenta coupler according to the invention added to the silver halide photographic material according to the invention is 1.5x per mole of silver.
A range of 10-a moles to 7.5X10'' moles is preferred;
More preferably, it is in the range of 1X10-2 moles to 5X10-' moles.

The silver halide photographic light-sensitive material of the present invention can be, for example, a color negative film, a positive film, or a color photographic paper. In particular, when a color photographic paper intended for direct viewing is used, the method of the present invention can be used. The effects of this will be effectively demonstrated.

The silver halide photographic material of the present invention, including this color photographic paper, may be one for m colors or one for multiple colors. In the case of multicolor silver halide photographic light-sensitive materials, in order to perform subtractive color reproduction, silver halide emulsion layers containing magenta, yellow and cyan couplers, and non-silver halide emulsion layers are usually used as photographic couplers. Although the photosensitive layer has a structure in which the photosensitive layer is laminated on the support L in an appropriate number and order of layers, the number and order of layers may be changed as appropriate depending on the important performance and the purpose of use.

The silver halide emulsion used in the silver halide photographic light-sensitive material of the present invention includes conventional silver halides such as silver bromide, silver iodobromide, silver iodochloride, silver chlorobromide, and silver chloride. Any of those used in emulsions can be used.

The silver halide grains used in the silver halide emulsion used in the present invention may be obtained by any one of the acid method, IIIi method, and ammonia method. The particles may be grown all at once, or may be grown after forming seed particles.

The method of creating and growing the seed particles may be the same or different.

In the silver halide emulsion, halogen ions and silver ions may be mixed simultaneously, or one of them may be present and the other may be mixed. In addition, while considering the critical growth rate of silver halide crystals, we added halide ions and silver ions to
It may also be generated by controlling H and pAg and adding them sequentially and simultaneously. After growth, a conversion method may be used to change the halogen composition of the particles.

When producing the silver halide emulsion used in the present invention, the grain size, grain shape, grain size distribution, and grain growth rate of silver halide grains can be controlled by using a silver halide solvent as necessary.

The silver halide grains used in the silver halide emulsion used in the present invention are formed by cadmium salt, zinc salt, lead salt, talium J,
salt, iridium salt or complex salt, rhodium salt or complex salt,
Iron salts or complex salts can be used to add metal ions and encapsulate them inside the particles and/or on the particle surface. Can be given a reduction/multiplying nucleus.
□Unnecessary soluble salts may be removed from the silver halide emulsion used in the present invention after the growth of silver halide grains is completed, or they may be left contained.

When removing the salts, Research Disclosure+
This can be carried out based on the method described in No. 17643.

The silver halide grains used in the silver halide emulsion may consist of uniform layers inside and on the surface, or may consist of different layers.

The silver halide grains used in the silver halide emulsion may be grains in which a latent image is mainly formed on the surface, or grains in which a latent image is mainly formed inside the grains.

The halogenated root grains used in the silver halide emulsion may have a regular crystal shape or may have an irregular crystal shape such as a spherical or plate shape. In these particles, any ratio of the (1, 0, O) plane to the (], ], 1) plane can be used.

Further, the particles may have a composite form of these crystal forms, or particles of various crystal forms may be mixed.

The silver halide emulsion of the present invention may be a mixture of two or more separately formed silver halide emulsions.

The silver halide emulsion used in the present invention is chemically sensitized by a conventional method. In other words, sulfur sensitization using compounds containing sulfur that can react with silver ions or active gelatin, selenium sensitization using selenium compounds, reduction sensitization using reducing substances, and noble metal sensitization using gold or other noble metal compounds. It can be used alone or in combination.

The silver halide emulsion used in the present invention can be optically sensitized to a desired wavelength range using a dye known as a sensitizing dye in the photographic industry. The sensitizing dyes may be used alone or in combination of two types. Along with sensitizing dyes, dyes that do not have a spectral sensitizing effect,
Alternatively, a supersensitizer, which is a compound that does not substantially absorb visible light and enhances the sensitizing action of the sensitizing dye, may be included in the emulsion.

The silver halide emulsion used in the present invention is used during chemical ripening and/or to prevent fog during the manufacturing process, storage, or photographic processing of photosensitive materials, and/or to maintain stable true performance. Alternatively, compounds known in the photographic industry as antifoggants or stabilizers can be added at the end of the chemical ripening and/or after the end of the chemical ripening and before coating the silver halide emulsion.

Gelatin is advantageously used as a binder (or protective colloid) for the silver halide emulsion used in the present invention, but gelatin derivatives, gelatin and other polymers may also be used as the binder (or protective colloid), but other polymers may also be used, such as gelatin derivatives, gelatin and other polymers (Graph 1) - Polymers, proteins, I! Hydrophilic colloids such as derivatives, cellulose derivatives, synthetic hydrophilic polymeric substances such as single or copolymers can also be used.

The photographic emulsion layer and other hydrophilic colloid layers of the light-sensitive material using the silver halide emulsion used in the present invention have a binder (
The film is hardened by using alone or in combination with a hardening agent that cross-links (or protective colloid) molecules and increases film strength. The hardener is used to the extent that it is not necessary to add a hardener to the processing solution.
Although it is desirable to add the photosensitive material in an amount sufficient to harden the film, it is also possible to add a hardening agent to the processing solution.

A plasticizer can be added for the purpose of increasing the flexibility of the silver halide emulsion layer and/or other hydrophilic colloid layer of a light-sensitive material using a silver halide emulsion.

A dispersion (latex) of a water-insoluble or sparingly soluble synthetic polymer may be included in the photographic emulsion layer or other hydrophilic colloid layer of a photosensitive material using the silver halide emulsion of the present invention for the purpose of improving dimensional stability. I can do it.

The emulsion layer of the silver halide photographic light-sensitive material of the present invention contains a camproring reaction with an oxidized product of an aromatic primary amine developer (for example, a p-phenylenediamine derivative, an aminophenol derivative, etc.) during color development treatment. A dye-forming coupler is used that performs the following steps to form a dye. The dye-forming couplers are typically selected to form a dye for each emulsion layer that absorbs light in the emulsion layer's sensitive spectrum, with a yellow dye-forming dye forming for the blue light sensitive emulsion layer. A magenta dye-forming coupler is used in the green light-sensitive emulsion layer, and a cyan dye-forming coupler is used in the red light-sensitive emulsion layer. However, depending on the purpose, silver halide color photographic materials may be produced using different combinations from the above.

Examples of yellow dye-forming couplers include acylacetamide couplers (e.g., penzoylacetanilis F, pivaloylacetanilides), and magenta dye-forming couplers, in addition to the couplers used in the present invention, include 5-pyrazolone couplers and pyrazolobenzimidazoles. coupler,
Examples include pyrazolotriazole and open-chain acylacetonitrile couplers, and examples of cyan dye-forming couplers include naphthol couplers and phenol couplers.

It is desirable that these dye-forming couplers have in their molecules a group called a ballast group, which has a carbon number of 8 or more and makes the coupler non-diffusive. Furthermore, even if these dye-forming couplers are tetraequivalent, in which four molecules of silver ions need to be reduced in order to form one molecule of dye, only two molecules of silver ions are reduced. Either good diisomerism is fine.

For hydrophobic compounds such as dye-forming couplers that do not need to be adsorbed onto the silver halide crystal surface, various methods such as solid dispersion, latex dispersion, and oil-in-water emulsion dispersion can be used. can be appropriately selected depending on the chemical structure of the hydrophobic compound, etc. The oil-in-water type emulsion dispersion method can be applied to a method of dispersing hydrophobic additives such as various couplers, and is usually used in a high-boiling organic solvent with a boiling point of about 150°C or higher, and if necessary, a low-boiling point and/or water-soluble additive. The mixture was dissolved in a hydrophilic binder such as an aqueous gelatin solution using a surfactant, and emulsified and dispersed using a dispersion means such as a stirrer, homogenizer, colloid mill, flow jet mixer, or ultrasonic device. After that, it may be added to the desired hydrophilic colloid layer. 11 (a step of removing the low-boiling organic solvent at the same time as the liquid or dispersion may be included).

Use it as a high-boiling point oil agent, such as 818 phenols, phthalates, phosphates, citric esters, benzoic esters, alkylamides, fatty acid esters, 1-rimesinates, etc. that do not react with the oxidized form of the developing agent, with a boiling point of 150. An organic solvent with a temperature below 2°C is used.

Anionic surfactants, nonionic surfactants, cations are used as dispersion aids when hydrophobic compounds are dissolved in a low boiling point solvent alone or in combination with a high boiling point solvent and dispersed in water using mechanical or ultrasonic waves. A surfactant can be used.

Between the emulsion layers of the silver halide photographic light-sensitive material of the present invention (same as -
(between color-sensitive layers and/or between different color-sensitive layers), to prevent color turbidity caused by migration of oxidized developing agents or electron transfer agents, deterioration of sharpness, and noticeable graininess. Antifoggants are used.

The color fog prevention +h agent may be used in the emulsion layer itself, or may be used in a film intermediate layer by providing an intermediate layer between adjacent emulsion layers.

Color light-sensitive materials using silver halide emulsions can contain image stabilizers that prevent deterioration of dye images.

In order to prevent fogging caused by discharge caused by frictional charging of the photosensitive material in the hydrophilic colloid layers such as the protective layer and intermediate layer of the silver halide photographic light-sensitive material of the present invention, and to prevent image deterioration due to UV light. It may also contain an ultraviolet absorber.

A color light-sensitive material using a silver halide emulsion can be provided with auxiliary layers such as a fill 9 layer, an antihalation layer and/or an antiirradiation layer. These layers and/or the emulsion layer may contain dyes that flow out of the color light-sensitive material or are bleached during development.

The goal is to reduce the gloss of the light-sensitive material, increase the ease of adding images to the silver halide emulsion layer and/or other hydrophilic colloid layers of silver halide light-sensitive materials using silver halide emulsions, and prevent the light-sensitive materials from sticking to each other. Mantle agent can be added.

A lubricant can be added to reduce the sliding friction of a photosensitive material using a silver halide emulsion.

An antistatic agent for the purpose of preventing static electricity can be added to a photosensitive +A material using a silver halide emulsion. Antistatic agents are sometimes used in the antistatic layer on the side of the support on which the emulsion is not laminated, or they are used to protect the emulsion layer and/or the side other than the emulsion layer on which the emulsion layer is laminated with respect to the support. It may also be used in a colloid layer.

Photographic emulsion layer and/or photosensitive material using silver halide emulsion
Alternatively, other hydrophilic colloid layers may contain various interfaces for the purpose of improving coating properties, preventing static electricity, improving shearing properties, emulsifying and dispersing, preventing adhesion, and improving photographic properties (such as accelerating development, increasing contrast, sensitization, etc.). An activator is used.

A photosensitive material using a silver halide emulsion has a photographic emulsion layer, and other layers include a baryta layer or a flexible reflective support such as paper or synthetic paper laminated with an α-olephne polymer, etc.
It can be applied to a film J1 made of semi-synthetic or synthetic polymers such as cellulose acetate, cellulose nitrate, polystyrene, polyvinyl chloride, polyethylene terephthalate, polycarbonate, polyamide, etc., or to rigid bodies such as glass, metal, and ceramics.

The silver halide photographic material of the present invention can be used directly after subjecting the surface of the support to corona discharge, ultraviolet irradiation, flame treatment, etc., as necessary, to improve the adhesion of the support surface, electrostatic rainproofness, etc.
It may be applied through one or more coating layers to improve dimensional stability, abrasion resistance, hardness, antihalation properties, frictional properties and/or other properties. good.

When coating a photographic material using a silver halide emulsion, a thickener may be used to improve coating properties. Particularly useful coating methods are ex-dulsion coating and curtain coating, which allow two or more layers to be applied simultaneously.

The silver halide photographic light-sensitive material of the present invention can be exposed using electromagnetic waves in a spectral region to which the emulsion layer constituting the light-sensitive material of the present invention is sensitive. Light sources include 1, natural light (1" light), tungsten electric lamp, fluorescent lamp, xenon arc lamp, carbon arc lamp, xenon flash lamp, cathode ray tube flying spot, various laser beams, light emitting diode light, electron beam, X-ray, T Various light sources can be used, such as light emitted from a phosphor excited by rays, alpha rays, etc.

The exposure time is not only the 1 millisecond to 1 second exposure time used in regular cameras, but also the exposure shorter than 1 microsecond, such as 100 microseconds to 1 microsecond exposure using a cathode ray tube or xenon flash lamp. Longer exposures of 1 second or longer are also possible. The exposure may be performed continuously or intermittently.

The silver halide photographic light-sensitive material of the present invention can be used to form images by performing various color developments performed in the art.

Aromatic primary amine color developing agents used in color developing solutions include a variety of those used extensively in various color photographic processes. These developers include aminophenol and p-phenylenediamine derivatives. These compounds are generally used in the form of salts, such as hydrochlorides or sulfates, because they are more stable than in the free state. In addition, these compounds are generally used in color developing solution 17! 1 g to about 30 g, preferably about 1 g to about 1.5 g per color developer 11.

Examples of aminophenol-based developers include 0-aminophenol, p-aminophenol, 5-amino-2-
Oxytoluene, 2-amino-3-oxytoluene, 2
-oxy-3-amino-1,4-dimethylbenzene and the like.

Particularly useful primary aromatic amino color developers include N, N
It is a '-dialkyl-p-phenylenediamine compound, and the alkyl group and phenyl group may be substituted with any substituent. Among them, examples of particularly useful compounds include N,N'-diethyl-p-phenylenediamine hydrochloride, N-methyl-p-phenylenediamine hydrochloride, N,
N'-dimethyl-p-phenylenediamine hydrochloride, 2-
Amino-5-(N-ethyl-N-dodecylamino)-toluene, N-ethyl-N-β-methanesulfonamidoethyl-3-methyl-4-aminoaniline sulfate, N-ethyl-N-β- Hydroxyethylaminoaniline, 4-
Amino-3-methyl-N,N'-diethylaniline, 4
-amino-N-(2-methoxyethyl)-N-ethyl-
Examples include 3-methylaniline-p-toluenesulfonate.

In addition to the above-mentioned primary aromatic amine color developer, the color developer used in the processing of the silver halide photographic light-sensitive material of the present invention further contains various components normally added to color developers, such as Sodium hydroxide, sodium carbonate,
Alkaline agents such as potassium carbonate, alkali metal sulfites, alkali metal bisulfites, alkali metal thiocyanates, alkali metal halides, benzyl alcohol,
Water softeners, thickeners, etc. can also be optionally included. The pH value of the color developer is usually above 7, most commonly from about 10 to about 13.

The silver halide photographic light-sensitive materials i-1t, t of the present invention are processed with a processing solution having fixing ability after color development processing, but if the processing solution having fixing ability is a fixing solution, bleaching is performed before that. Processing takes place. A metal complex salt of an organic acid is used as a bleaching agent in the bleaching process, and the metal complex salt has the effect of oxidizing the metallic silver produced during development and converting it into silver halide, and at the same time coloring the uncolored areas of the coloring agent. It has a structure in which metal ions such as iron, cobalt, and copper are coordinated with aminopolycarboxylic acid or organic acids such as oxalic acid and citric acid. The most preferred organic acids used to form such metal complexes of organic acids include polycarboxylic acids or aminopolycarboxylic acids. These polycarboxylic acids or aminopolycarboxylic acids may be alkali metal salts, ammonium salts or water-soluble amine salts.

Specific representative examples of these include the following.

[1] Ethylenediaminetetraacetic acid.

[2] Nitrilotriacetic acid.

[3] Iminodiacetic acid.

[4] Ethylenethiaminth I and cinnamate 1-lithium salt.

[5] Ethylene diamine tetraacetate (trimethylammonyl 1,) salt.

[6] Ethylenediaminetetraacetic acid tetrasodium salt.

[7] Nitrilo[--storium acetate salt.

The bleaching agent used contains the above-mentioned metal complex salt of an organic acid as a bleaching agent, and can also contain various additives. As additives, it is particularly desirable to include rehalogenating agents, metal salts, and chelating agents such as alkali halides or ammonium halides, such as potassium bromide, Litrium bromide J2, Litrium chloride J4, and ammonium bromide.

Also contains borate, oxalate, acetate, carbonate support, phosphate, etc.
Buffers, alkylamines, polyethylene oxides, and other substances known to be added to 1 lll of ordinary bleaching solution can be added as appropriate.

Furthermore, the fixer and bleach-fixer are! 11! Sulfites such as ammonium sulfate, potassium sulfite, ammonium bisulfite, potassium bisulfite, sodium bisulfite, ammonium metabisulfite, potassium metabisulfite, thorium metabisulfite, boric acid, borax, sodium hydroxide, potassium hydroxide, A pH buffering agent consisting of various salts such as sodium carbonate, potassium carbonate, sodium bisulfite, sodium bicarbonate, potassium bicarbonate, acetic acid, sodium acetate, and ammonium hydroxide may be contained alone or in combination of two or more.

When processing the silver halide photographic material of the present invention while replenishing the bleach-fixing solution (bath) with a bleach-fixing replenisher, the bleach-fixing solution (bath) may contain periosulfate, thiocyanate, sulfite, etc. Alternatively, the bleach-fix replenisher may contain these salts and be replenished into the processing bath.

In order to increase the activity of the bleach-fix solution in the silver halide photographic material of the present invention, air or oxygen may be blown into the bleach-fix bath and the bleach-fix replenisher storage tank, if desired. Alternatively, a suitable oxidizing agent such as hydrogen peroxide, bromate, persulfate, etc. may be added as appropriate.

〔Example〕

Examples of the present invention will be described below. It should be noted that, as a matter of course, the present invention is not limited only to the following examples.

First, a synthesis example of an exemplified compound of the magenta coupler represented by the general formula (n) used in the present invention will be described.

Synthesis Example 1 (Synthesis of Exemplified Compound (3)) (i) 31.2 g of 3.5-diamino-4-methoxycarbonylpyrazole and 24.1 g of pivaloyl chloride were added to 30
0m7! of ethyl acetate plus 51-ethylamine 25
Drop g. After heating under reflux for 1.5 hours, the mixture is cooled, and the precipitated crystals are filtered off and then washed with water. 5-Amino-3-pivaloylamino-4-methoxycarbonylpyrazole30.
Obtain 3g.

(ii) 12.0 g of 5-amino-3-pivaloylamino-4-methoxycarbonylpyrazole is dissolved in 120 ml of 6N hydrochloric acid, and then cooled to -10°C.

Add 3.8g of sodium sulfite to this and 10ml of water! Add dropwise the solution. After stirring for 30 minutes at -10°C,
A solution of 24 g of stannous chloride dissolved in 70 mA of concentrated hydrochloric acid is added dropwise. After stirring at 0°C for 1.5 hours, the mixture was further left at room temperature for 3 hours. The precipitated yellow crystals were filtered out and 300m7 of water!
Add hydrogen sulfide gas. Remove precipitated tin salt. After concentrating the filtrate under reduced pressure, the obtained white crystals are washed with ethanol. The crystals are dissolved in water and neutralized with sodium bicarbonate to obtain 7.0 g of 5-hydrazino-4-methoxycarbonyl-3-pivaloylaminopyrazole as white crystals.

(iii) 3.2 g of 5-hydrazino-4-mel-oxycarbonyl-3-pivaloylaminopyrazole and 4-(p-(2,5
- tert = pentylphenoxyacetamide)
Add 5.9 g of phenyl)butanoic acid chloride to 100 mρ of acetonitrile, and heat under reflux for 5 hours. After cooling the reaction solution, the precipitated product is filtered and washed with water. Further recrystallization from acetonitrile yielded white crystals of 3-pivaloylamino-4-methoxycarbonyl-5-[2-((p-
7.3 g of (2,5-di-tert-pentylphenoxyacetamido)phenyl)butyrylhydrazino]pyrazole are obtained.

(iv) 3-pivaloylamino-4-methoxycarbonyl-5-
Dissolve 6.9 g of [2-((p-(2,5-di-tert-pentylphenoxyrycetamido)phenyl)butyryl]hydrazino]pyrazole in 200 mff of toluene and add 1.6 g of phosphorus oxychloride. Heat under reflux for 2 hours. After that, the solvent is distilled off under reduced pressure. Acetonitrile 20% is added to the residue.
Add 2.4 g of pyridine and 2.4 g of pyridine and heat under reflux for another hour. Cool the reaction solution, recrystallize the precipitated crystals from acetonitrile,
t-Pentylphenoxyacetamide 1゛)phenyl]
5.1 g of propyl-7-medoxycarbonyl-6-pyhaloylamino-111-pyrazolo(3,2-C)=s-)riazole are obtained.

(v) 3-(p-(2,5-diter t-pentylphenoxyacetamido)phenyl]propyl-7-medoxycarbonyl-6-pivaloylamino-11-1-pyrazolo(3,2-C)- 3-) Add Riazole 5, Og to 50 mn of 18N tffi sulfuric acid and stir at 80-90°C for 40 minutes. The reaction mixture is cooled to below 10°C and neutralized with 6N aqueous sodium hydroxide solution. Extract with ethyl acetate and evaporate the solvent under reduced pressure. The tar-like residue was recrystallized from acetonitrile to give 3-[p-(2,5-
ter t-pentylphenoxyace I amide)
Phenyl]propyl-6-bivaloylamino L H-
Pyrazolo (3,2-〇)-s-triazole 3.4g
get.

(vi) 3.3 g of 3-(p-(2,5-di-tert-pentylphenoxyacetamido)phenyl]propyl-6-biparoylamino-1H-pyrazolo[3°2-C]-s-triazole 0.72 g of N-chlorosuccinimide dissolved in 100I111 of chloroform and stirred
Add little by little.

After stirring at room temperature for 30 minutes, the solvent is distilled off under reduced pressure, and the mixture is purified by silica gel column chromatography using a mixed solvent of toluene and acetone (7:3) as the distillate. 2.1 g of white target compound is obtained.

The structure of the target product was confirmed by NMR, mass spectrometry, and elemental analysis.

Elemental analysis value: As Csb■TaqNbOzC12,
C (%) 1 ((%) N (%) Theoretical value: 66.6 o 7.61 12.94 Actual value: 66.82 1.30 ], 2.58 Synthesis Example 2 (Synthesis of Exemplary Compound (4) ) Triazole.

(i) 3.5 = 31.2 g of diamino-4-methoxycarbonylpyrazole and 46.5 g of perfluorobutanoic acid chloride
g is reacted in the same manner as in Synthesis Example 1 to obtain 39.1 g of 5-amino-4-methoxycarbonyl-3-perfluorobutanamide pyrazole.

(ii) Using 17.6 g of 5-amino-4-methoxycarbonyl-3-perfluorobutanamide pyrazole, diazotization and reduction were carried out in the same manner as in Synthesis Example 1 to obtain 5-hydrazino-4-
Obtain methoxycarbonyl.

(iii) 5.0 g of 5-hydrazino-4-methoxycarbonyl-3-perfluorobutanamide pyrazole and 466 g of 3-dodecylsulfonyl-2-methylpropionic acid chloride
5-(2
6.8 g of -(3-dodecylsulfonyl-2-methylpropionyl)hydrazino)-4-methoxycarbonyl-3-perfluorobutanamide pyrazole are obtained.

(1v) Using 6.7 g of 5-(2-(3--dodecylsulfonyl-2-methylpropionyl)hydrazino)-4-methoxycarbonyl-3-perfluorobutanamide pyrazole and 1.6 g of phosphorus oxychloride, the above The reaction was carried out in the same manner as in Synthesis Example 1, and 3-(3dodecylsulfonylpropane-2
-yl)-7-nodoxycarbonyl-6-berfluorobutanamide-1H-pyrazo' (3+2- c )
4.9 g of -3-triazole are obtained.

(v) 3-(3-dodecylsulfonylpropan-2-yl)
Add 4.5 g of -7-nodoxycarbonyl-6-perfluorobutanamide-L H-pyrazolo[3゜2-C)-s-triazole to a 4N aqueous sodium hydroxide solution,
Heat to reflux for an hour. The reaction solution was neutralized with hydrochloric acid and extracted with ethyl acetate. After distilling off the solvent under reduced pressure, the residue is recrystallized from methanol to obtain 2.4 g of the target compound.

The structure of the target product was confirmed by NMR, mass spectrometry, and elemental analysis.

Elemental analysis value: C2a Hx a N s F 70
s As S, C (%) H (%) ・N (%) S (
%) Theoretical value: 45.21 5.37 10.98 5
．． 03 actual value: 45.49 5.43 10.72
5.29 [Example-1] Take 0.1 mol of each of the magenta coupler of the present invention and the comparative coupler shown in Table 1 per 1 mol of silver,
Tricresyl phosphate in an amount of one time the coupler weight and ethyl acetate in an amount three times the weight of the coupler were added and heated to 60° C. to completely dissolve. This solution was mixed with 120ml of a 5% aqueous solution of Alkanol B (alkylnaphthalene sulfonate, manufactured by DuPont).
7! mixed with 1200 ml of a 5% aqueous gelatin solution containing
The mixture was emulsified and dispersed using an ultrasonic dispersion machine to obtain an emulsion. Thereafter, this dispersion was mixed into a green-sensitive silver iodobromide emulsion (silver iodide 6 mol%).
4 kg of 1,2-bis(vinylsulfonyl)ethane as a hardener and 120 mA of 1,2-bis(vinylsulfonyl)ethane (water:methanol-1: ]) were added to the subbed transparent polyester haze. Samples 1-1 to 1
-10 was created. (Total coated silver: 20 cm/100 cm) The thus obtained sample was subjected to wedge exposure according to a conventional method, and then subjected to the following development treatment. Table 1 shows the results.

(Development process) Color developer: 38°C for 3 minutes and 15 seconds Bleaching solution: 38°C for 4 minutes and 20 seconds Wash with water
38℃; 3 minutes and 15 minutes
38℃ 4 pulls 20 seconds water washing 38℃ 3 minutes 1
Stabilizing solution for 5 seconds 38° C. 1 minute 30 seconds Drying 47° C.±55° C. 16 minutes 30 seconds The composition of the processing solution used in each treatment step is as follows.

(Color developer composition) Potassium carbonate 30 g Sodium hydrogen carbonate 2.5 g Potassium sulfite 5 g 1 helium bromide 1.3 g Potassium iodide 2 TQ+? Hydroxyamine sulfate 2.5g Sodium chloride 0.6g Sodium diethylenetriaminepentaacetate 2.5g 4-Amino-3-methyl-N-ethyl-N-(β-hydroxyethyl)aniline sulfate 4.8g Hydroxide Kariu J, add 1.2g water and get 171! Then adjust the pH to 0.06 using potassium hydroxide or 20% sulfuric acid.

(Bleach solution composition) Ethylenediaminetetraacetic acid iron ammonium salt 100g Ethylenediaminetetraacetic acid 10g Ammonium bromide 150g Glacial acetic acid
40 mρ sodium bromate,
Add 10g water to make 1e,
Adjust ρII to 3.5 using aqueous ammonia or glacial acetic acid.

(Fixer composition) Ammonium thousand sulfate 180g Anhydrous sodium sulfite 12g Sodium metabisulfite 2.5g Distrium ethylenediaminetetraacetate 0.5g Sodium carbonate 10g Add water to make 1e.

(Stabilizing liquid composition) Polmarine (37% aqueous solution) 2mA'
Konida Sox (manufactured by Konishiroku Photo Industry 0@) 5ml
Add water to make 11.

1) Is the specific sensitivity foggy? Sample number 1 using comparative coupler 1) was set at 100, which is the reciprocal of the exposure amount giving a density of -1-0.1.

2) The sample was placed in a sealed container containing 6 cc of 0.9% formalin aqueous solution, which was heated for 3 days at 30°C and 162% RH for 8 cycles, 2 cycles, and then 2 cycles, and then subjected to color development. As a reference, a sample not treated with formalin was also developed. In addition, Polmarin resistance was calculated|required according to the following formula.

Formalin resistance - 3) The sample after color development treatment was irradiated with a xenon phase meter for 5 days, and the percentage of dye remaining at the initial density of -1.0 was shown.

Lightfastness - 1,0 x 100 Comparative coupler 1 Cβ (Compound described in Japanese Patent Publication No. 46-43947) Reference coupler 3 (Compound described in Japanese Patent Publication No. 46-43947) Table 1 shows that the coupler of the present invention has color-forming property, formalin resistance, light fastness It is clear that they have excellent characteristics.

[Example-2] Samples 1-1 to 1-10 in Example-1 were similarly exposed to wedge light and subjected to the following development treatment.

These results are shown in Table 2. Note that insensitivity and i (optical properties were measured by the same method as in Example-1.

[Development process]

Color development: Bleach fixation at 38°C for 3 minutes and 30 seconds
Stabilization treatment at 33°C for 1 minute and 30 seconds/or washing treatment at 25-30°C for 3 minutes Drying at 75-80°C for 2 minutes In each treatment step, the composition of the treatment liquid used was as follows.

[Color developer]

Hensyl alcohol 15ml Ethylene glycol 15mρ Potassium sulfite
2.0g potassium bromide
0.7g sodium chloride
0.2g potassium carbonate
30.0 g hydroxylamine sulfate
3.0g polyphosphoric acid (TPPS)
2.5g3-methyl-4-amino-N-ethyl-N-(
β-methanesulfonamide I゛ethyl)-aniline sulfate 5.5g optical brightener (4,4'-
Diaminostilhensulfonic acid derivative 1) 1. Add Og potassium hydroxide and 2.0g water to bring the total amount to 1p, and adjust the pH to 10.20.

[Bleach-fix solution]

Ethylenediaminetetraacetic acid ferric ammonium dihydrate 60g ethylenediaminetetraacetic acid 3g ammonium thiosulfate (70%? liquid) 100 mρ ammonium sulfite (40%'61fFl) 27.5 ml potassium carbonate and adjusted to pT17.1 with glacial acetic acid Add water to bring the total volume to 11.

[Stabilizing liquid]

5-chloro-2-methyl-4-isothiazolin-3-one 1.0 g Ethylene glycol 10 g or less It can be seen that the sensitivity, color development, and light resistance are excellent compared to the margin.

[Example 3] A silver halide color photographic light-sensitive material was prepared by sequentially coating the following layers on polyethylene resin-coated paper containing anatase-type titanium oxide.

The amounts added below are per 1100Cr.

(1) 20 ■ gelatin, 5 ■ blue-sensitive silver chlorobromide emulsion, and 8 ■ yellow coupler and 0.1 ■
A layer containing 3 parts of di-octyl phthalate coupler solvent in which 2.5-di-t-octylhydroquinone was dissolved.

(2) Intermediate layer containing 12 nw of gelatin, 0.5 mg of 2,5-di-t-octylhydroquinone, and 2 cm of dibutyl phthalate UV absorber solvent in which 4 cm of UV absorber was dissolved.

(3) 18 ■ gelatin, 4 ■ green-sensitive silver bromide emulsion, and 5 ■ magenta coupler and 0.2 ■
2.5-di-t-octylhydroquinone? A layer containing 2.5 μm of dissolved dioctyl phthalate coupler solvent.

(4) An intermediate layer containing the same composition as (2).

(5) 16 ■ gelatin, 4 ■ red-sensitive silver chlorobromide emulsion, and 3.5 mg cyan coupler and 0
．． 1■ 2,5-G also uses monooctylhydroquinone?
A layer containing dissolved 2,0 μm of tricresyl phosphate coupler solvent.

(6) Gelatin protective layer containing 9μ gelatin.

Coating aids are added to each layer (1) to (6), and (
A gelatin crosslinking agent was added to layers 4) and (6).

As the ultraviolet absorber (2) and (4), U with the following structure is used.
A mixture of V-1 and tJV-2 was used.

The above multilayer photosensitive material was treated in the same manner as in Example-2. Table 3 shows the yellow coupler, magenta coupler, and cyan coupler used in each layer and the results.

Each sample was measured for magenta flux after exposure to white light.

In addition, the sensitivity and light resistance of the card were measured in the same manner as in Example 1.

It is clear from Table 3 that the dye image of the coupler of the present invention has excellent one-plane optical property, and it is also clear that it can be further improved by using an ultraviolet absorber.

Ultraviolet absorber tJ V-1 [J V-2 Y-Coupler C-Coupler C113C113 [Effects of the Invention] As described above, the silver halide photographic material of the present invention has good light resistance and formalin resistance, and has good color development. It's expensive.

Claims (1)

[Scope of Claims] In a silver halide photographic material having at least one silver halide emulsion layer on a support, at least one of the silver halide emulsion layers contains 1H-pyrazolo[3,2
-C] - A silver halide photographic light-sensitive material comprising a magenta coupler in which the 6-position of the -s-triazole type magenta coupler is substituted with a substituent represented by the following general formula [I]. General formula [I]▲There are mathematical formulas, chemical formulas, tables, etc.▼ However, in the above general formula [I], R^1 represents a hydrogen atom, an alkyl group, an acyl group, or an aryl group. A represents an alkyl group.