JPS6292946A - Silver halide color photographic sensitive material - Google Patents

Abstract

PURPOSE:To obtain the title material capable of activating a development and reducing sharply an absorption of light at a long wavelength range to null, and forming an image having an excellent hue and stability by dispersing a specific magenta coupler together with a high boiling point org. solvent having a specific permittivity and viscosity to an emulsion layer. CONSTITUTION:The title material is obtd. by dispersing one or more kinds of the magenta coupler shown by formula I (wherein R<1> and R<2> are each a hydrogen atom or a substituent, X is a hydrogen atom or a group capable of releasing with a coupling reaction of an oxidant of an aromatic primary amine developing agent, R<1>, R<2> or X may form a polymer contg. >=2 monomers, at least one of R<1> and R<2> is a group capable of binding to a pyrazoloazole ring through a secondary or a tertiary carbon atom, and at least one of R<1> and R<2> group are a group having one or more of -NHSO2- groups, when R<1> is binded to the pyrazoloazole ring through the tertiary carbon atom or R<2> is binded to said ring through the secondary carbon atom, R<2> is not a substd. aralkyl group) together with one or more of the high boiling point solvents having >=4.00 the permittivity and >=20cp the viscosity and shown by formulas II-V wherein R<3>-R<5> are each a (unsubtd.) substd. alkyl or alkenyl group, R<6> is R<3> or -OR<3>, etc., (n) is 1-5, to the emulsion layer on a substrate.

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a silver halide color photographic light-sensitive material, and more specifically, it relates to a silver halide color photographic material, and more particularly, it relates to a silver halide color photographic material having improved development activation color reproducibility and color image fastness. This invention relates to silver oxide color photographic materials.

(Prior Art) In silver halide color photographic materials, so-called dye-forming couplers (dye-forming couplers), which react with '+α-light-sensitive silver halide emulsions and conjugates of aromatic-grade amine developers to form dyes, are used in silver halide color photographic materials.
A method using a coupler (hereinafter simply referred to as a coupler) is often used.

Among these, a combination of yellow coupler, cyan coupler and magenta coupler is usually used in color photographic materials.

In recent years, pyrazoloazole couplers have been developed as magenta couplers.

Unlike conventional 5-pyrazolone magenta couplers, pyrazoloazole couplers do not have sub-absorption near 430 nm, and the absorption at longer wavelengths sharply decreases to zero, forming a magenta dye with high color purity. 11.
It also has favorable characteristics such as excellent light fastness of color images.

(Problems to be Solved by the Invention) This pyrazoloazole magenta coupler is dispersed in a conventional high-boiling point organic solvent. image sensitivity,
The gradation and maximum density are lower than those of conventionally used 5-pyrazolone couplers, which poses a problem in practical use.

A first object of the present invention is to provide a silver halide photographic material in which the development activity of a pyrazoloazole magenta coupler using a high boiling point organic solvent is enhanced.

The second object of the present invention is to use a pyrazoloazole magenta coupler to form a maze/red color image with excellent hue in which absorption on the long wavelength side sharply decreases to zero, and to improve color reproducibility. An object of the present invention is to provide a silver halide color photographic light-sensitive material.

A third object of the present invention is to provide a silver halide photographic material having improved color image fastness and comprising a system using a pyrazoloazole coupler.

(Means for Solving the Problems) In order to achieve the above object, the present inventors have conducted various studies and found that a pyrazoloazole magenta coupler with a dielectric constant of 4 at 25°C among specific high boiling point solvents is used. Surprisingly, it has been found that the above-mentioned difficulties can be overcome by dispersing in a material having a viscosity of .000 Cp or more and a viscosity of 20 Cp or more. The present invention has been made based on this knowledge.

That is, the present invention provides a silver halide color photographic light-sensitive material having at least one silver halide emulsion layer provided on a support. At least one magenta coupler represented by the formula (II), C[l], [IV) or [v] has a dielectric constant of 4.00 or more (25°C t
The object of the present invention is to provide a silver halide color photographic light-sensitive material, characterized in that it is dispersed in the coexistence of at least one high-boiling point organic solvent having a viscosity of 2001) (2001) (25° C.) or higher.

General formula (1) (wherein R and R represent 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 aromatic primary amine developer. R,
R or X may form a dimer or more multimer. R
and at least one of R represents a group bonded to the pyrazoloazole ring via a secondary or tertiary carbon atom, and furthermore, at least one of R and H is -Kaida 2-
・A group having one or more groups. However, when R is a tertiary alkyl group, or when R is a group bonded to a pyrazolotriazole ring through a secondary carbon atom, R is not a substituted aralgyl group.

In general formula (1), "I multimer" means one having two or more groups represented by general formula (I) in one molecule and 2, and also includes bis form and ・Iv remarker cap 2-. The polymer coupler is comprised only of monomers having a moiety represented by the general formula (I) (preferably those having a vinyl, S+ group, hereinafter referred to as a vinyl monomer). It may be a homopolymer of
Copolymers may also be made with $mer.

The pyrazolo IJ azole yarn coupler represented by the general formula [I] will be explained in detail below.

In the general formula CI), the substituents R1 and R2 are a hydrogen atom, a halogen atom, an alkyl group, an IJ-al group,
Heterocyclic group, cyano group, alkoxy group, aryloxy group, Hege m11xy group, acyloxy group, carbamoyloxy group, silyloxy group, sulfonyloxy group, acylamino group, anilino group, ureido 2 group, imide group, sulfamoyl Amino group, carbamoylamino group, alkylthio group, arylthio group, heterocyclic thio group, alkoxycarbonylamino group, aryloxyluponylamino group, sulfo/amide group, cal, /S moyl group, acyl group, sulfamoyl group, sulfonyl group, sulfinyl group, alkoxycarbonyl group, aryloxycarbonyl group, at least one of R or R represents a group bonded to the benzoloazole ring via a secondary or tertiary carbon atom, and R or R At least one of them is a group having one or more -NH8O□- groups.

In general formula (U), X is a hydrogen atom, a halogen atom, a carboxy group, or an oxygen atom;
A group that bonds to the carbon at the coupling position via the l atom does not represent a group that decouples.

The case where R1, R1' or X becomes a divalent group and forms a bis body is also included. In addition, when the moiety represented by the general formula (I) is present in the vinyl monomer, R or R represents a simple bond or a connecting group, and through this, the part represented by the general formula (
The moiety represented by 1) and the vinyl group are bonded.

More specifically, R and R are hydrogen atoms, halogen atoms (
For example, a chlorine atom, a bromine atom, etc.), an alkyl group (such as a methyl group, a zorovyl group, a hexyl group, a tri7-fluoromethyl group, a tri-lysosyl group).

3(24-:)-t-amylphenoxy)propyl group s
2-”decyloxyethyl group, 3-phinoxypropyl &, 2-hexylsulfonyl-ethyl group, cycloR-methyl group, benzyl group, etc.), alkenyl group (e.g. allyl group, octadecenyl group, etc.), aryl group (e.g., phenyl group, 4-1-butylphenyl group, 2,4-di-t-amylphenyl group, 4-butrabucanamidophenyl group, etc.), heterocyclic group (e.g., 2-furyl group, 2
-・chenyl group, 2-1 rimidinyl group, 2-benzothiazolyl group, etc.), cyano group, alkoxy group (e.g., methoxy group, ethoxy group, 2-methoxyethoxy group, 2-
y-decyloxyethoxy, 4,2-methanesulfonyl ethoxy group, etc.), aryloxy group (e.g., phenoxy group, %2-methylphenoxy group, %4-t-butylphenoxy group, etc.), peterocyclic oxy group (e.g., %2-methylphenoxy group, %4-t-butylphenoxy group, etc.), -benzimidazolyloxy group, etc.), acyloxy group (e.g., acetoxy group, hexadecanoyloxy group, etc.), carbamoyloxy group (e.g., N-phenylcarbamoyloxy group, N-ethylcarbamoyloxy group, etc.),
Silyloxy groups (e.g. trimethylsilyloxy groups)
@), sulfoloxy group (sword tip, dodecylsulfonyloxy group, etc.), acylamino group (e.g., acetamido fi:%be/zaamyl-'' group, butrabucanami 1
group, α-(34-di-t-amylphenoxy)butyramide group, r=(3-t-butyl-4-hydroxyphenoxy)butyramide group, (1-(4-(4-human'') (sulfonyl) phenoxy) decanamide group 1, etc.), anilino group (e.g. phenylami/group, 2-
rioo72IJ/ group, 2-chloroo-5-tetradecanamideanilino group, 2-chloro-5-bidecyloxycarbonylanilino group, N-acetylanilino group, 2-chloro-5-fα-( 3-t-butyl-4-hydroxyphenoxy)dodecanamido)anilino group, etc.), ureido group (e.g., phenylureido group, methylfreido group, N,N-dibutylureido group, etc.), imide group (e.g., N -succinimino group, 3-penzylhydantoynyl L4-(2-ethylhexanoylamino)phthalimide group, etc.), sulfamoylamino group (e.g., N, N
-dipropylsulfamoylamino &, N-methyl-N
-decylsulfamoylamino group, etc.), alkylthio group (e.g., methylthio group, octylthio group, tetradecylthio group, 2-phenoxyethylthio group, 3-phenoxypropylthio group, 3-(4-t-butylphenoxy ) propylthio group, etc.), arylthio group (tip, phenylthio group, 2-butoxy-5-t-octylthio group, enylthio group, 3-pentadecylphenylthio group, 2-carboxyphenylthio group, 4-tetradecanamide 1 phenylthio group) group, etc.), heterocyclic thio group (e.g., 2-benzothiazolylthio group, etc.), alkoxycarbonylamino group (e.g., methoxycarbonylamino group, tetradecyloxycarbonylamino group, etc.), aryloxycarbonylamino group (e.g., phenoxycarbonylamino group, 'l,4-')-tert-butylphenoxycarbonylamino group, etc.), sulfonamibi group (e.g., methanesulfonamide group, hexadecanesulfonamide group, be/zenesulfonamide a , p-toluenesulfonamide group, octadecanesulfonamibi group, 2-
methyloxy-5-t-butylbenzenesulfonamibi group, etc.), carbamoyl group (e.g., N-ethylcarbamoyl group, N,N-dibutylcarbamoyl group, N-(2
-to1decyloxyethyl)carbamoyl i, N-methyl-N-dodecylcarbamoyl group, N-(3-(44-
di-tart-amylphenoxy)propyl)carbamoyl group, etc.), acyl group (e.g. acetyl group, (24
-tart-amylphenoxy)acetyl group, benzoyl group, etc.), sulfamoyl group (e.g., N-ethersulfamoyl group, N,N-dipropylsulfamoyl, l,N-(2-t'y syloxy) ethyl)sulfamoyl group, N-ethyl-N-1decylsulfamoyl group, N,N-diethylsulfamoyl group, etc.), sulfonyl group (e.g. methanesulfonyl group, octanesulfonyl group, hensensulfonyl group, toluene Sulfonyl &amp;
etc.) % sulfinyl group (e.g. Eva, octane sulfinyl L r-decylsulfinyl group, phenylsulfinyl group, etc.), alkoxycarbonyl group (e.g. methoxycarbonyl group, butyloxycarbonyl group, r-decylcarbonyl group, octadecylcarbonyl group, etc.) , represents an aryloxycarbonyl group (eg, phenyloxycarbonyl &, 3--'ntadecyloxycarbonyl group, etc.).

Minor of R1 or R2 (both one is secondary or tertiary
represents a group bonded to the pyrazoloazole ring through a carbon atom of the same class. To explain these groups in detail, they include isopropyl group, t-butyl group, t-hexyl group, cyclohexyl group, adamantyl group, 1-ethoxyisopropyl group,
-7 dinoxy L1-dimethylmethyl group, α, α-dimethylbenzyl group, α, α-dimethylphenylethyl group,
α-ethelbenzyl group, 1-ethyl-1-[”4-(2
-butoxy-5-t@rt-octylbenzenesulfonamido)phenylcomethyl group, 1-methyl-2-(4-
(4-dodecyloxybenzenesulfonamido)phenyl]ethyl group, 1-methyl-2-(2-octyloxy-5-tert-octylbenzenesulfonamido)ethyl group, Ll -:)methyl-2-(2-octyl oxy-5-tart-octylbenzenesulfonamide)
Ethyl s, i-methyl-2-(2-octyloxy-5
-(2-octyloxy-5-tart-octylbenzenesulfonamide)benzenesulfonamihyphethyl group, 1-ethyl-2-(2-1-"decyloxy-5-
tert-octylbenzenesulfonamido)ethyl group, 1-(2-hydroxyethyl”)-2-(α-(3
-(2-octyloxy-5-tert-octylbenzenesulfonamide #) Phenoxyfudodecanamide , or a group linked via an oxygen atom (e.g.
Acetoxy group, pronominoyloxy group, benzoyloxy group, Z4-:) chlorobenzoyloxy group, ethoxyoxaloyloxy group, pyruvinyloxy group, cinnamoyloxy group, phenoxy group, 4-cyanophenoxyl group, 4- methanesulfonamide 9 phenoxy group,
4-methanesulfonylphenoxy group, α-naphthoxy group, 3-ntadecylkenoxy group, benzyloxycarbonyloxy group, ethoxy group, 2-cyanoethoxy group,
benzyloxy group, 2-phenethyloxy group, 2-phenoxyethoxy group, 5-phenyltetrazolyloxy group, 2-benzothiazolyloxy group, etc.), groups linked through nitrogen atoms (e.g. benzenesulfonamide) -” group, N
- 0 groups of ethyltoluenesulfonamide, 1 group of k-butafluorobutanamide, 2. a4a6-? antafluorobenzamide group.

Octane sulfonamide group, p-cyanophenylureido group, N,N-diethylsulfamoylamino group, 1
-biridyl group, 55-dimethyl-44-dioxo-3
-oxazolidinyl group, 1-benzyl-ethoxy-3-
Hydantoinyl group, 2N-1, 1-:)okine-3(2
H)-Oquine-L2-benzointhiazolyl group, 2-oxo-12-dihydro-1-pyridinyl group, imidazolyl group, pyrazolyl group %3s-:) Ether-L24-triazol-1-yl, 5-t or 6-promobenzotriazol-1-yl, 5-methyl-L2a4-triazol-1-yl group, benzimidazolyl group, 3-benzyl-1-hydantoinyl ts, x-benzyl-5-hexadecyloxy-3-hydantoinyl group , 5-methyl-1-tetrazolyl group, 4-methoxyphenylazo group,
4-pivaloylaminophenylazo group, 2-hydroxy-4-propanoylphenylazo group, etc.) Groups linked by a sulfur atom (for example, phenylthio group, 2-carboxyphenylthio group, 2-methoxy-5-t -octylphenylthio group, 4-methanesulfonylphenylthio group, 4
-Octanesulfonamidophenylthio group, 2-cytodiphenylthio group, 2-(2-hexanesulfonylethyl) -5-tert-octylphenylthio group, benzylthio group, 2-cyanoethylthio group, 1-ethoxycarbonyltridecyl thio group, 5-phenyl-2,
345-tetrazolylthio group, 2-pendithiazolylthio group, 2-dodecylthio-5-thiophenylthio group, 2
-phenyl-3-t'tesilyl L2,4-
triazole-5-thio group, etc.).

When R1, R2 or group, 1,10-decylene group, -CH2Cl (2-0-CH2CH2-s, etc.), substituted or unsubstituted phenylene group (for example, L4-phenylene &, L3-phenylene group, -NHCO-R -C
ONH- group (R represents a substituted or gF.substituted alkylene group or phenylene group).

In general formula (I), the linking group represented by R or R when b is present in the vinyl monomer is an alkylene group (substituted or unsubstituted alkylene group, for example, a methylene group). , ethylene group, 1-methylethylene group.
1.10-7' silene group, -CH2CH20CH2Cl
-12-, etc.), phenylene group (substituted or unsubstituted phenylene group, such as L4-phenylene group, L3-phenylene group, -NHCO-, -CONH-, -Shinichi, -OC
O- and aralkylene groups (for example, UJ), including groups formed in combination.

Note that the vinyl group in the vinyl monomer also includes a group having a substituent other than those represented by the general formula (1).

Preferred substituents are a hydrogen atom, a chlorine atom, or a lower alkyl group having 1 to 4 carbon atoms.

Acrylic acid, α
-chloroacrylic acid, a-alacrylic acid (e.g. methacrylic acid, etc.) and esters or amides derived from these acrylic acids (e.g. acrylamide,
n-butylacrylamide r, t-butylacrylamide, cyanatone acrylamide 1, methacrylamide 9
, methyl acrylate, ethyl acrylate, n-propyl acrylate, n-butyl acrylate, t-butyl acrylate, 1so-butyl acrylate, 2-ethylhexyl acrylate), n-octyl acrylate, lauryl acrylate, methyl methacrylate, ether methacrylate -1-1n-butyl methacrylate and β-human 10xy methacrylate), methylene dibis acrylamide, vinyl esters (e.g. vinyl acetate, vinyl propionate and vinyl laurate),
Acrylonitrile, methacrylonitrile, aromatic vinyl compounds (e.g. styrene and its derivatives, vinyltoluene, cyhinylbenzene, vinylacetophenone and sulfostyrene), itaconic acid, citraconic acid, crotonic acid, vinylidene chloride, vinyl alkyl ethers (e.g. vinylethyl ether), maleic acid, maleic anhydride, maleic esters% N-vinyl-2-pyrrolido-1, N-vinylpyridine, and 2- and 4-
Examples include vinylpyridine. It also includes cases where two or more of the non-color-forming ethylenically unsaturated monomers used herein are used together.

Examples of couplers included in the present invention are shown below, but the invention is not limited thereto.

(M-2) (M-5) (M-6) (M-7) (M-8) (M-9) 0 Flash M3 (M-13) (M-15) OCM3 (M-16) CM -18) CM3- (M-19) (M-20) (M-22) (M-23) (M-28) (M-31) CH2NHsO2CH3 Next, the general formula (II), (Ill), ( IV)
The high boiling point organic solvent represented by (V) or (V) will be explained.
The total number of carbon atoms in 5 or R6 is about 8 or more, and the dielectric constant is 4.00 or more f: (25°C, 10K [(z).

Particularly preferred are compounds with a viscosity of 20 or higher (at 25°C).

The dielectric constant was calculated using the transformer Purikuji method (TR8- manufactured by Ando Electric Co., Ltd.).
IQ), and the viscosity can be determined by measuring with a cone-plate rotational viscometer (Tokyo Keiki Riko Saida EMD).

Some of the compounds actually measured using these measuring instruments are listed in the following table.

In the above general formula (lb, (IF), (+u) or (V), when R3, R4 and R5 have a substituent, one or more hydrogen atoms from the Nyl group are removed from this substituent) It may be a group having a bonding group selected from (representing a divalent to hexavalent group) and -〇-.

General formula [II1. (iu), (rv) or (v)
The alkyl group represented by R3, R4, R5 or R6 in 5) may be either straight chain or branched. for example.

Methyl group, ethyl group, propyl group, butyl group, nthyl group, hexyl group, heptyl group, octyl group.

These include nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, hantadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, eicosyl group, and the like.

The permissible substituents for these alkyl groups are represented by the general formula [
II] as an example, (-halogen atom, cycloalkyl group, aryl group, ester group, such substituted alkyl groups include, for example, halogen (F, CI, Br) substituted (-02HP, ,-
C5M3Ii'8, -C, H31'□,, -02M4
C1゜-03H6C1, -C2H5C12, -C311
15CIBr, -C3 to 15Bde2, etc.).

Substituted cycloalkyl group (-C)I2<E), etc.).

A substituent of an aryl group (-CH2◎ gives an ester of a dibasic acid and a substituent (CH2(XX)C
H2O-CH2CH2COOC1□H25,-(Ck1
2) 4COOC1ok12□.

-(CH2)4C00C)12(C1'2(J'2)2
1(,-(0M2)7QX)C West.

-(CH2)8COOC, 2H25, etc.).

Substituents that give citric acid ester, etc. etc).

Substituent giving malate ester etc. (-CH20M(0)i)COOC,H,3,-CH2
CH(OR)COOC□2H25 etc.).

t substituent giving tartaric acid ester etc. (-C)1(O)1)CH(OH)COOC8)117
, -CH(OH)CH(OH)COOC Engineering 8H37.

UtJ (JU81-117 General formula [1v] to [V) also includes the general formula (n
) may be substituted with the same @ substituent in the alkyl group. Furthermore, in general formula (V),
R and R may contain an oxirane, oxolane, or oxane ring forming a condensed ring.

The cyclo, substituted cyclohexyl group represented by R3, R4, R5 or R6 is, for example, the aryl group represented by R3, R4, R5 or R6, and the substituted aryl group is 1, for example, 2-talic acid, isophthalic acid, terephthalic acid, etc. , trimellitic acid ester, etc.

and substituted benzoic acid esters.

Alkenyl group is -c4a7, -C5H9% -C6H1
l.

-C7H13Th-C3H15, -C10H19&
-C12ki23--C1g'35 etc., and the substituted alkenyl group is, for example, a halogen atom (F, (J, B
, ), -QC, H□7゜-C2H23 and other substituted groups.

etc.

These high boiling point organic solvents preferably substituted with H3, H4, R5 or R substituents have a dielectric force of 5 at 25°C.
．． 00 or more and the viscosity is desirably 20 cp or more at 25°C. It is surprising that a dielectric constant of 5.00 or higher (at 25°C) and a viscosity of 20 cp or higher (at 25°C) improves color development.Although the reason is not clear, high dielectric A high boiling point organic solvent with a viscosity of 1c has a large uptake of color developing agent, and a high boiling point organic solvent with a viscosity of 1c has a moderate dust removal rate, which weakens any adverse effects of the coupler in the oil droplets with /% silver halide. It is thought that this is because of this.

In the present invention, general formula [II], (m), [1v]
And the amount of high boiling point organic solvent used represented by (V) is:
Any type of magenta coupler represented by the general formula [l] may be used depending on the type and amount used, but the high boiling point organic solvent/magenta coupler ratio at a single ligation ratio is 0.05 to 2.
Preferably, it is 0.

Furthermore, the high boiling point organic solvents according to the present invention represented by general formulas [II), (111], (IV) and [V] are 1
They can be used alone or in combination with other conventionally known high boiling point organic solvents as long as the purpose of the present invention is achieved. These conventionally known high boiling point organic solvents include:
For example, phosphate ester solvents such as tricresyl phosphate, tri-2-ethylhexyl phosphate, 7-methyloctyl phosphate, tricyclohexyl phosphate, 2.5-di-tart-amylphenol, 2.
, 5-di-5ee-amylphenol and the like.

The general formula CIr), (1111, mouth V] and [
Specific examples of the high boiling point organic solvent represented by V) will be shown below.

It is not limited to these.

The magenta coupler and high-boiling organic solvent according to the present invention can be dispersed and incorporated into at least one hydrophilic organic colloid layer constituting the photographic light-sensitive layer.

As a method for introducing a coupler into a silver halide emulsion layer, known methods such as those described in US Pat. No. 2,322,027 are generally used.

The high boiling point organic solvent used in the present invention generally has very good solubility for the coupler of the present invention, but there are cases where the coupler is insufficiently dissolved due to the small coupler solvent/coupler ratio. For example, a coupler solvent such as a phosphate ester coupler solvent can be used in combination. In the present invention, before dissolving the coupler in the coupler solvent, an organic solvent 1 having a boiling point of about 30 to 150° C., such as a lower alkyl acetate such as ethyl acetate or butyl acetate, dityl propionate, secondary butyl alcohol,
Methyl isobutyl ketone, β-ethoxyethyl acetate, methyl seron rub acetate, etc. may also be present.

Even when a coupler dissolved in a coupler solvent is introduced into a silver halide emulsion layer by these methods, for example, Japanese Patent Publication No. 51-39853.

1M described in Japanese Patent Application Laid-Open No. 51-59943
A dispersion method using a compound can also be used in combination.

When the coupler has an acid group such as carbo/acid or sulfonic acid, it can also be introduced into the hydrophilic colloid as an alkaline aqueous solution.

As the binder or purulent colloid that can be used in the emulsion layer of the light-sensitive material of the present invention, it is advantageous to use gelatin, but other hydrophilic colloids can also be used alone or together with gelatin.

In the present invention, the gelatin may be either lime-treated or acid-treated. Of gelatin! ! ! For more information on the law, see Arthur Guais, The Macromolecular Chemistry of Gelatin, (Academic Press).

(published in 1964).

Any of silver bromide, silver iodobromide, silver iodochlorobromide, silver chlorobromide and silver chloride may be used as silver halide in the photographic emulsion layer of the photographic light-sensitive material used in the present invention. A preferred silver halide is silver chlorobromide.

Particularly preferred is silver chlorobromide containing from 20 to 100 moles of silver bromide.

The average grain size of the silver halide grains in a photographic emulsion (grain diameter for spherical or near-spherical grains).

In the case of cubic particles, the particle size is expressed as the particle size, and is expressed as an average based on the projected area. ) is not particularly limited, but is preferably 2μ or less.

The particle size may be narrow or wide.

The silver halide grains in the photographic emulsion layer are cubic.

It may have a regular crystalline structure such as a hexagonal,
Further, it may have an irregular crystal shape such as a spherical shape or a plate shape, or a composite shape of these crystal shapes. It may also consist of a mixture of particles of various crystalline forms.

Further, an emulsion may be used in which ultra-tabular silver halide grains having a diameter of 51 mm or more than the grain thickness occupy 50% or more of the total projected area.

The silver halide grains may have different phases in the interior and in the coating layer. Further, the particles may be particles in which a latent image is mainly formed on the surface, or may be particles in which a latent image is mainly formed inside one particle.

The photographic emulsions used in the present invention are described in "Chemistry and Physics of Photography" by P. Grafkide (Hall-Montel Publishing, 1967) and "Photographic Emulsion Chemistry" by G. F' Dauffin (Published by Focal Press, 1966). ).

“Manufacture and Coating of Photographic Emulsions” by V.L. Zelikman et al. (Focal Press, 1964) (P.Gtaf-k
idaa, “Chimig at Physt
qsa P5otography-qua” (1%
s! MofLtal, (1967)), G.F.

Dsffin, “Photographic Emu
lsion Chemistry'(FO(+(11P
ress, (1966) ), ■, L, zgLik
Manat at, “Making and Co.
ating PhotographyCF2rlL%1
sto%'' (Foe α1P de gas, (1964))
It can be prepared using the method described in et al.

That is, any of the acidic method, neutral method, ammonia method, etc. may be used, and the method for reacting the soluble silver salt with the soluble halogen salt may be one-sided mixing method, % simultaneous mixing method, or a combination thereof. good.

It is also possible to use a method in which particles are formed in an excess of silver ions (so-called back-mixing method).

As one type of simultaneous mixing method, a method in which PAO in the liquid phase in which silver halide is produced can be kept constant, that is, a so-called controlled double jet method can also be used.

According to this method, a silver halide emulsion having a regular crystal shape and a nearly uniform grain size can be obtained.

Silver halide emulsions of 2PR and 2PR formed separately may be mixed and used.

In the process of silver halide grain formation or physical ripening,
A cadmium salt, a zinc salt, a lead salt, a thallium salt, an iridium salt or a complex salt thereof, a rhodium salt or a complex salt thereof, an iron salt or an iron complex salt, etc. may be present.

Halogenated emulsions are usually chemically sensitized.

For chemical sensitization, see "Basic Silver Halide Photographic Processing", edited by H. Freezer, Akademitsche Farark, 1.
Published in 968) (HoFriaaer.

Dim Grssdlagasdar Photo
graphischanProtasamit 5t
lbar-n aLogartdan” (kkad a
-mtacha VarLagagasaLlahaf
The method described in J. T., 1968), pp. 675-734, can be used.

That is, sulfur-containing compounds that can react with active gelatin and silver (e.g. thiosulfates, thioureas).

Sulfur sensitization method using reducing substances (e.g. stannous salts, amine a, human 9
Reduction sensitization method using radine derivatives, formamidine sulfinic acid, sila/compounds); noble metal compounds (e.g., total complex salts, Pt, etc.);

A noble metal sensitization method using Pd (complex salt of Group VI of the periodic table) can be used alone or in combination.

The photographic emulsion used in the present invention can contain various compounds for the purpose of preventing fog during the manufacturing process, storage, or photographic processing of the light-sensitive material, or for stabilizing photographic performance. That is, azoles such as benzothiazolium salts, nitroimidazoles, nitrobenzimidazoles, chlorobenzimidazoles, bromobanzimidazoles, mercaptothiazoles, mercaptoindithiazoles, merkabutobe/zimidazoles, mercaptothiadiazoles, Aminotriazoles, benzotriazoles, nitrobenzotriazoles, mercaptotetrazoles (such as 1-phenyl-5-mercaptotetrazole in IO), mercaptopyrimidines, mercaptotriazines, etc.; thioketo compounds such as oxavirinthione; azaindene such as triazaindenes, tetraazaindenes (particularly 4-hydroxy-substituted (1,3,3a, 7
) tetraazaindene), pentaazaindene, etc.;
Hanzenthiosulfonate, Hanzensulfonic acid, <
Compounds known as antifoggants or stabilizers can be added, such as sulfonic acid amide 1 and the like.

Photosensitive materials produced using the present invention include coating aids in the emulsion layer or one layer of other hydrophilic colloids, anti-bleeding agents, anti-fouling agents, emulsifying agents, anti-sticking, and improving photographic properties. (
For example, various surfactants may be included for various purposes such as development acceleration, high contrast, and sensitization.

The photographic emulsion layer of the photographic light-sensitive material of the present invention may be used for the purpose of increasing sensitivity, increasing contrast, or promoting development.

For example, polyalkylene oxide or its ether,
Derivatives such as esters and amines, thioether compounds,
It may also include thiomorpholines, quaternary ammonium salt compounds, urethane derivatives, urea derivatives, imidazole derivatives, 3-pyrazolidones, and the like.

The photographic light-sensitive material used in the present invention may contain a dispersion of a water-insoluble or red-soluble synthetic polymer in the photographic emulsion layer or other hydrophilic colloid layer for the purpose of improving dimensional stability.

The 48 emulsion used in the present invention may be spectroscopically enhanced with methine priming elements and others. The pigments used are cyanine pigments and merocyanine pigments.

Included are complex cyanine dyes, complex merocyanine dyes, holopolar cyanine dyes, heminanine dyes, styryl dyes and hemioxonol dyes. Particularly useful dyes are those belonging to the cyanine dyes, merocyanine dyes and complex merocyanine dyes. These pigments include
Any of the nuclei commonly used for cyanine dyes can be used as the basic heterocyclic nucleus. Namely, viroline nucleus, oxazoline nucleus, thiazoline nucleus, pyrrole nucleus, oxazole nucleus, thiazole nucleus, selenazole nucleus, imidazole nucleus, tetrazole nucleus, pyridine nucleus, etc.; cough in which an alicyclic hydrocarbon ring is fused to these nuclei; and these The nucleus of aromatic hydrocarbon rings fused to the cough, snawachi, indolenine cough,
Benzindolenine nucleus, iatol nucleus, hanzooxazole nucleus, naphthoxazole nucleus, benzothiazole nucleus, naphthothiazole cough, benzoselenazole nucleus,
Benzimidazole nuclei, quinoline nuclei, etc. are suitable.

These nuclei may be substituted with carbon atoms hK.

Merocyanine dyes or composite merocyanine dyes include a pyrazolin-5-one nucleus, a thiohydantoin nucleus, and a 2-thioxazolidine-2 nucleus having a ketomethylene structure.
, 4-dione nucleus, thiazolidine-2,4-dione nucleus, rhodanine nucleus, thiobarbic acid nucleus, and the like can be applied.

These sensitizing dyes may be used alone or in combination, and combinations of sensitizing dyes are often used particularly for the purpose of one-strong color sensitization.

Along with sensitizing dyes, dyes that do not themselves have spectral sensitizing effects or substances that do not substantially absorb visible light are
A substance exhibiting supersensitization may also be included in the emulsion. for example,
Aminostyryl compounds substituted with nitrogen-containing heterocyclic groups (e.g., U.S. Pat. Nos. 2,933,390, 3,635,
721), aromatic organic acid formaldehyde condensates (such as those described in US Pat. No. 3,743,510), cadmium salts, azaindene compounds, and the like. The present invention also lends itself to multilayer, multicolor photographic materials having at least two different spectral sensitivities on the support. Multilayer natural color photographic materials are usually 1.

The support has at least one red-sensitive emulsion layer, at least one green-sensitive emulsion layer, and at least one blue-sensitive emulsion layer. The order of these layers can be arbitrarily selected as required. Usually, the red-sensitive emulsion layer contains a cyan-forming coupler, the green-sensitive emulsion layer contains a magenta-forming coupler, and the blue-sensitive emulsion layer contains a yellow-forming coupler.

Different combinations may be used depending on the case.

The same or other photographic emulsion layer or non-light-sensitive layer of the photographic light-sensitive material produced using the present invention has the above general formula [1]
Along with the coupler represented by, other dye-forming couplers,
That is, a compound that can develop color through oxidative coupling with an aromatic primary amine dust imaging agent (for example, a phenylene diamine derivative, an aminophenol visiting compound, etc.) may be used in the color development process. For example, as a magenta coupler, a 5-pyrazolone coupler, a pyrazolone is a nzimidazole coupler, a pyrazolo(5,1-c)(1,2
, 4) Triazole couplers, pyrazolopyrazole couplers, pyrazolotetrazole couplers.

There are open-chain acylacetonitrile couplers, etc., yellow couplers include acylacetamide couplers (eg, benzoylacetanilides, pivaloylacetanilides), etc., and cyan couplers include naphthol couplers, phenol couplers, etc. These couplers are desirably non-diffusible and have a hydrophobic group called a ballast group in their molecules, or are polymerized.

The coupler may be either 4-equivalent or 2-equivalent to silver ions. It may also be a colored 9 coupler that has a one-color correction effect or a coupler that releases a development inhibitor during development (so-called DIR coupler).

In addition to DIR couplers, there are also colorless DI couplers in which the product of the coupling reaction is colorless and releases a development inhibitor.
It may also contain an R coupling compound. In addition to the DIR coupler, the light-sensitive material may contain a compound that releases a development inhibitor during development. Further, the light-sensitive material may contain a coupler or a compound that releases a development accelerator upon development.

In order to satisfy the characteristics required for photosensitive materials, two or more of the couplers of this invention 8Jj and the couplers described in b can be used together in the same layer, or the same compound can be used in combination with two or more different types.
Of course, it may be added between layers.

The photographic light-sensitive material of the present invention may contain an inorganic or organic hardening agent in the photographic emulsion layer and the nine hydrophilic colloid layers. For example, chromium salts (chromium alum, chromium acetate, etc.), aldehydes (formaldehyde, glyoxal, glutaraldehyde, etc.), N-methylol compounds (dimethylol urea, methylol dimethylhydantoin, etc.).

Dioxane derivatives (2,3-dihydroxydioxane, etc.), active vinyl compounds (1,3,5-triacryloyl-hexahibiro-8-triasif, 1,3-vinylsulfonyl-2-7' lovanolnato).

Active halogen compounds (2,4-dichloro-6-hydroxydi-8-triazine, etc.), mucohalogen acids (mucochloric acid, mucophenoxychloric acid natate).

These can be used alone or in combination.

In the photosensitive material produced using the present invention, when the hydrophilic colloid layer contains dyes, ultraviolet absorbers, etc.
They may be mordanted by cationic trtJIJ mers and the like.

The light-sensitive material produced using the present invention may contain hydroquinone derivatives, aminephenol derivatives, gallic acid derivatives, ascorbic acid derivatives, etc. as one-color antifoggants.

The photosensitive material produced using the present invention may contain an ultraviolet absorber in the hydrophilic colloid layer. For example, benzotriazole compounds substituted with aryl groups (such as those described in U.S. Pat. No. 3,533,794), 4-thiazolidone compounds (such as those described in U.S. Pat. Nos. 3,214,794 and 3,352,681), 4), -? and cinnamic acid ester compounds (e.g., those described in U.S. Pat.
No. 5,805.

No. 3,707,375), butadiene compounds (e.g., those described in U.S. Pat. No. 4,045,229),2 or indioxidol compounds (e.g., those described in U.S. Pat. No. 3,700,455). ) can be used. An ultraviolet-absorbing coupler (for example, an α-naphthol-based cyan dye-forming coupler), an ultraviolet-absorbing berimer, or the like may be used. These ultraviolet absorbers Vi may be mordanted in a specific layer.

The photosensitive material produced using the present invention may contain a water-soluble dye in the hydrophilic colloid layer as a filter dye or for the purpose of preventing irradiation. Such a dye VCFi.

Included are oxonol dyes, hemioxonol dyes, styryl dyes, merocyanine dyes, cyanine dyes and azo dyes. Among them, oxonol dyes; hemioxonol dyes and merocyanine dyes are useful.

When carrying out the present invention, the following known anti-fading agents may be used in combination, and the color image stabilizers used in the present invention may be used alone or in combination of two or more. Known anti-fading agents include hydroquinone derivatives, gallic derivatives, p-alkoxyphenols, p-oxyphenol derivatives and baboonphenols.

Photographic processing of layers comprising photographic emulsions made using the present invention may be described, for example, in Research Disclosure No. 176 No. 2.
Any of the known methods and known treatment liquids as described on pages 8 to 30 can be applied. The treatment temperature is usually selected between 18°C and 50°C, but temperatures below 18°C or temperatures above 50°C may also be used.

As the fixer, one having a commonly used composition can be used. In addition to thiosulfates and thiocyanates, organic compounds known to be effective as fixing agents can be used as fixing agents.
Quantity compounds can be used. The fixing solution may contain a water-soluble aluminum salt as a hardening agent.

Color developers generally consist of an alkaline aqueous solution containing one color developing agent. The color developing agent is a known -grade aromatic amine developer, such as phenylene diamines (e.g. 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-human90xyethylaniline, 3-MeF-ru4-amino-N-
xf-N-β-methanesulfoamieteraniυ),
4-amino-3-methyl-N-ethyl-N-β-methoxyethylaniline, etc.) can be used.

In addition, "Photo Processing Chemistry" by F", A. Menn (
Focal Press) (1966) (L-F', A
, Mason"Photographic Proca
aaingChamistry (Foeal Prg
aa) (1966), pp. 226-229, U.S. Pat. No. 2,193,015.

Those described in JP-A No. 2,592,364, JP-A-48-64933, etc. may be used.

Color developers may also contain pH buffering agents such as alkali metal sulfites, carbonates, borates, and phosphates, development inhibitors such as bromides, iodides, and organic antifoggants, and anticapri agents. can include. Also, if necessary, a water softener, a preservative such as hydroxylamine, and an organic solvent such as benzyl alcohol or diethylene glycol.

Polyethylene glycol, quaternary ammonium salt.

Development accelerators such as amines 1 Dye-forming power pullers, competitive couplers, fogging agents such as sodium boron hibilibi, auxiliary developers such as 1-phenyl-3-pyrazolibin, viscosity-imparting agents, pho-17 carboxylic acid chelates It may also contain agents, antioxidants, etc.

The photographic emulsion layer of the color developer is usually bleached.

The bleaching process may be performed simultaneously with the fixing process, or may be performed separately. As a bleaching agent, 1, for example, iron (W),
Compounds of polyvalent metals such as cobalt (II), chromium (II), peracids, quinones, and nitroso compounds are used.

For example, ferricyanide, ferric dichromate (11)
Or organic complex salts of cobalt (Ill), such as aminopolycarboxylic acids such as ethylenediaminetetraacetic acid, nitrilotriacetic acid, 1°3-diamino-2-broqnortetraacetic acid, or citric acid and tartaric acid.

Complex salts of organic acids such as malic acid; persulfates, perganates; nitrosophenols, etc. can be used. Of these, potassium 7-erythyanide, sodium iron(ill) ethylenediaminetetraacetate, and ammonium iron(ill) ethylenediaminetetraacetate are particularly useful. Ethylenediaminetetraacetic acid iron (tU) complex salts are useful in both stand-alone bleach solutions and -bath bleach-fix solutions.

The color photographic emulsion layer forming the dye image layer according to the present invention is coated on a flexible support such as plastic film, paper, or cloth commonly used in photographic light-sensitive materials. What is useful as a flexible support?

Cellulose acetate, cellulose acetate butyrate, polystyrene/,
polyethylene terephthalate. Examples include a film made of a biosynthetic or synthetic polymer such as polycarbonate, a baryta layer, or paper coated or laminated with an α-olefin polymer (eg, polyethylene, polypropylene), or the like. The support may be colored using dyes or pigments. It may be made black for the purpose of blocking light.

When using these supports for 1 reflective material.

It is preferable to add a white pigment to the support or laminate layer. Examples of white pigments include titanium dioxide, barium sulfate, zinc oxide, zinc sulfide, calcium carbonate, antimony trioxide, silica white, alumina white, and titanium phosphate, but titanium dioxide, barium sulfate, and zinc oxide are Particularly useful.

The surface of these supports is generally treated with an undercoat to improve adhesion with photographic emulsions and the like. The surface of the support may be subjected to corona discharge, ultraviolet irradiation, flame treatment, etc. before or after the undercoating treatment.

When these supports are used in reflective materials, a hydrophilic colloid layer containing a high density of white pigment may be further provided between the support and the emulsion layer to improve the whiteness and sharpness of the photographic image. can.

In the reflective material containing the magenta coupler of the present invention, a paper support laminated with a polymer is often used as the support, but if a synthetic resin film kneaded with a white pigment is used, smoothness, gloss, and In addition to the sharpness of the hill,
This method is particularly preferable because photographic images with particularly excellent detection and depiction of dark areas can be obtained. In this case, 1 synthetic resin film raw material is 2
Polyethylene terephthalate and cellulose acetate are particularly useful as white pigments, and merium sulfate and titanium oxide are particularly useful.

After the 49 material of the present invention is developed and dried, the light surface and the masking surface can be laminated with a plastic film. Plastic films for lamination include polyolefin,
Polyester, polyacrylate, polyvinyl acetate, polyethylene.

Examples include butadiene-styrene copolymers, polycarbonates, and particularly useful are polyethylene terephthalate, copolymers of vinyl alcohol and ethylene, and polyethylene.

(Effects of the Invention) According to the present invention, it is possible to obtain a silver halide photographic material with enhanced development activity using a pyrazoloazole magenta coupler. Furthermore, according to the present invention, a silver halide color photographic A photosensitive material can be obtained which forms a magenta color image of excellent hue with a sharp edge of absorption on the long wavelength side and has improved reproducibility and color image fastness.

(Example) The present invention will be described below with reference to Examples, but the present invention is not limited thereto.

Example 1 One exemplified coupler (M-1) was used as a magenta coupler, and exemplified compound (P-3) 15 was added to this coupler 7.6
,9. Add vinegar #9fk30rd, heat to about 60°C to dissolve, and gelatin 71011. Sodium to'decylbenzenesulfonate 11 was added to an aqueous solution/1ilO0.9 containing sodium todecylbenzenesulfonate to obtain a fine emulsified dispersion by a mechanical method. The weight of this emulsified dispersion was added to 100.9 K of a silver chlorobromide emulsion (containing A, 96.55.P) consisting of 80 mol of BT, and 2 g of 2°4-dihydroxy-6-chloro-
Adding 10 d of 8-triazine sodium salt, application A;
9 M is 180η7. A sample was prepared by coating the sample on a paper support laminated with polyethylene on both sides so that the coating layer was n2, and providing a gelatin layer on the other side of the coated layer. This is designated as sample 1.

Next, in place of the above-mentioned exemplified compound (P-3), exemplified compound (
Samples were prepared in the same manner as J: using P-22), (P-36) and (P-41).

Let these samples be 2% 3 and 4.

Further, as comparative samples, samples were prepared using the following Comparative Compound A as an example of a compound with a low electric contact rate, and Comparative Compound B as an example of a compound with a low dielectric constant and a low viscosity change.

These will be referred to as samples 5 and 6.

On the other hand, as a comparative sample, a sample was prepared using the following comparative coupler (1), the exemplified compound 'JfllJ (P-3), and comparative compound B in exactly the same manner as described above. Created. These will be referred to as samples 7 and 8.

(Dielectric constant: 3.61, viscosity: 117) (Dielectric constant: 3.61, viscosity: 7.9) Comparative coupler l C/ These prepared samples 1 to 8 were subjected to wet exposure at 10,100 OC and treated with the following processing solution.

Developer benzyl alcohol 15xJ diethylenetriamine pentaacetic acid 51KBr
O,41Nll1
2So35 g Nα2CO33o l Hibiloxyamine sulfate 2g47amino-3-methyl-N-β- (methanesulfonamide 9)ethylaniline・3/2H2S04・H2O4,5,P 10 with water
p) lio, i Bleach-fix solution Ammonium thiosulfate (70wt%) 150m
6'NcL2S035g NcLCF'g(El)TA))
4ONED'L'A
4.9 pkl to 1000m/ with water 6.8 Treatment process temperature change time o, 33℃ 3 minutes 30 seconds bleach-fix solution 33℃ 19 + 30 seconds water
The following table shows the results of washing at 28-35°C with 3 juices.

From the above results, the use of the coupler of the present invention in combination with a high boiling point organic solvent having a dielectric constant of 4.00 or more and a viscosity of 20 ap or more provides the highest sensitivity and highest photographic properties! The M degree (concentration at the shoulder) in the area close to 1 degree is high, and the photographic properties are inferior to conventional pyrazolone couplers, making them difficult to use. It was found that it showed excellent performance.

In addition, due to the characteristics of the coupler of the present invention, the color image obtained by color development has no second absorption on the short wavelength side and has a low absorption degree on the long wavelength side compared to the 5-pyrazolone coupler of the comparative coupler (A). It had a clear magenta hue.

Next, these samples were subjected to a color fading test under high temperature and high humidity conditions of 60° C. and 70% RH for 20 days, and the results shown in the following table were obtained.

Table 2 From the results shown in Table 2, the color images obtained by the combination of the coupler of the present invention and the high boiling point organic solvent of the present invention are excellent in wet heat fastness, and furthermore, they are free from staining, which is said to result from decomposition of the coupler. It can be seen that there is no generation and that it exhibits excellent characteristics.

Example 2 Using the exemplary coupler (M-1), this coupler 7.
6 J, exemplified compound (P-39
)15. A coating solution was prepared according to the method described in Example 1 by adding 30-liter of ethyl acetate.

Then one exemplary coupler (M-10) 6.1. (P-21
)13.21! A coating solution was prepared in the same manner using ethyl acetate 30d. Furthermore, a coating solution was prepared in the same manner using Comparative Coupler (1) and Comparative Compound A shown in Example 1.

Using these three coating emulsions prepared by Oka, the first layer (bottom layer) to seventh layer (bottom layer) were coated on a support laminated with polyethylene on both sides according to Example 1, as shown in the attached table. and a layer) to form a color photographic material 11.12.
13 was created.

The coating solution for each emulsion layer was prepared according to the method of Example 1.

B-
A GH three-color separation filter was attached, and exposure and processing were performed in the same manner as in Example 1.

Among the samples thus obtained (M-1).

The magenta color images of Samples 11 and 12 using (P-39), (M-10), and (P-21) are highly sensitive compared to Sample 13, and as shown in Example 1, the magenta color images are highly sensitive. The image had a high degree of # in the shoulder part of the area and a low degree of e in the capri part, and the hue was a bright magenta color image with high saturation.

*Il & 2-(2-hydroxy-3,5-di-t a
rt-alumiphenyl)hensitolJ7sol*6 2-(2-hydroxy-3,5-dit#det-
butylphenyl) A? di(2-ethylhexyl) phthalate*d dibutyl phthalate*# 2-nittafluoro(nzamito9-4-chloro-5(2-r-(2,4-di-tart-amylphenoxy/))- 3-Methylbutylamibiphenol *f 2
,4-dichloro-3-methyl-6-[γ-(2,4-di-tart-amylphenoxy)butyramide]phenol*g 2,5-di-tart-amyl phenyl-3,5
-D-tart -Butyl human 90xybenzoate*
h 2.5-di-tart-octylhydro-7quinone *i L (M-1), (P-39)), ((M-1
0)-(P-21)).

[(Comparative coupler (I)), (Comparative compound (A)) J*
No 1,4-di-tgrt-amy-2,5-dioctyloxy*h 2,2'-methylenebis(4-methyl-6-t
art-butylphenol) *l α-pivaloyl-α-(3-benzyl-1-hydantoinyl-2-chloro-5-(r-(2,4-di-t)
art-amylphenoquine) bunalamide acetanilide Also, the following was used as a sensitizing dye for each milk M11 layer.

Night-sensitive emulsion layer; anhydro-5-methoxy-5'-methyl-3,3'-disulfoprobyl selenacyanine hydroxide (2.5 x 10-4 per mole of halide)
mol) green-sensitive emulsion layer; anhydro-9-ethyl-5,5'-
Diphenyl-3,3'-cisulfoethyloxacarbocyanine human'rooxybi (2 per mole of silver halide)
X10-4 mol) red-sensitive emulsion layer; 3,3'-diethyl-
5-methoxy-9,9'-(2,2-dimethyl-1,3
-propano)thiadicarbocyanine yossite 9 (2X10-4 mol of 1 mol of halogenated version) Example 3 Exemplary coupler (M-3) as a coupler 7.0 g
Exemplified compound (P-21) 14.0,9, ethyl acetate 2
5ml was added and heated to 60°C to dissolve. This was added to a water bath solution containing 1.0 l of sodium sulfenzene sulfonate (10.9, 9), to obtain a fine emulsified dispersion by a mechanical method.The total amount of this emulsified dispersion was Chlorinated emulsion 10 containing By90 molti
0.9 (contains Ag 6.55.SF) and 2% 2.4-dihyto90x-6-chloro- as a hardener.
5-) Add 10 m of riazine sodium salt and apply it on the triacetate clear bath so that the amount is 6004 to 2 in Coating A, and keep it on the upper layer of this coated layer! A sample was prepared by providing a gelatin layer as No. 11-. Sample 21
shall be.

Next, a sample was prepared in the same manner except that the exemplified compound (P-21) was replaced with the exemplified compound (P-5).

This is designated as sample 22. In addition, Exemplified Kabutsu (M-3) was replaced with (M-10), and the previous Exemplified Compound (6.6I) was replaced with (M-10).
P-2x) 13.2y and (P-5) 13.2N were added, and 25 mJ of ethyl acetate was added to each to prepare a sample in the same manner as above. These are designated as samples 23 and 24.

Furthermore, a sample was prepared according to the method described above using the comparative coupler (1) used in Example 1 as the magenta coupler and the exemplified compound (P-5) as the high boiling point organic solvent. This is designated as sample 25. On the other hand, a sample was prepared in the same manner using the exemplified coupler (M-3) in the same Durham ridge and adding 14.0 mm of Comparative Compound A of Example 1 as a high-boiling point organic bath medium. This is designated as sample 26.

These samples 21 to 26 were subjected to a wedge exposure of 200 CMS and then treated with the following processing solution.

1 Color development 367℃ 3 minutes OO seconds 2 Stop 27℃ 40 seconds 3 Water 27℃ 40 seconds 4 First constant fi 27℃ 40 seconds 5 Water washing 27℃ 40 seconds 6 Acceleration 279C 40 seconds 7 Bleaching 27℃ 40 seconds 8
Washing with water 27℃ 40 seconds 9 Second fixing 27℃ 40 seconds 10 Washing with water 27℃ 1 minute 00 seconds 11 Stable
27℃ 10 seconds Color developer composition Sodium sulfite 4.35.94
-Amino-3-methyl-N,N-diethylaniline Z95. P order sodium 17.10 #beautifying potassium 1.72Ii Add water 11 pH 10.5 Stop solution composition Sulfuric acid (6N) so! ! Add Ll water 11 pH 1,0 First and second fixer composition Ammonium thiosulfate 60.9 Sodium sulfite 2-5.9 Sodium hydrogen sulfite IO, 3 & Calicum iodine
0.5. @Add water
11 pH 5.8 Accelerator composition Sodium pyrosulfite 3.3y Ice vinegar modified 5.0'BA-1 (KODAK Persulfur Whitening Accelerator) 331EDTA
・Add 4 sodium salt 0.5 Ii water 11 pH 4.0 Bleach solution composition Exceed JarR sodium 33.0. ? Sodium chloride 15.0g Sodium phosphate 7.0g Phosphoric acid (
85 ml) Add 2.5 ffij water 11 pH 2.3 Stable liquid composition Formalin (37%) 15.0 ml
Table 3 shows the results of 11-0 leakage after adding water.

Table 3 * Sample value No. 25 Comparative coupler (Relative value of Log E value that gives a concentration of Capri + 1.0, based on Ri.

These results show that the use of the pyrazolo IJ azole yarn coupler of the present invention and the high boiling point organic solvent with a viscosity of 4.00 or higher and a viscosity of 20 cp or higher clearly improves photographic properties (high sensitivity, We were able to find high color intensity and low fogging.

The color image obtained was a magenta color image with higher chroma than that of comparative coupler (1).

Dormitory Example 4 A color photographic material was prepared by depositing the following first to eleventh layers on a paper support laminated on both sides with polyethylene. The first t==cloth side of the polyethylene contains titanium white as a white pigment and a slight amount of ultramarine blue as a bluish dye.

(Photosensitive layer composition) The ingredients and distribution amount in 97m units are shown below.

Regarding iron halides, the values are shown in terms of silver equivalent.

1st/If (antihalation layer) Black colloidal silver...0
01 Gelatin...0.
2 Second layer (low sensitivity red sensitive layer) Silver iodobromide emulsion (silver iodide 3.5 molti, average grain size 0.7μ) spectrally sensitized with red sensitizing dyes ($5 and *4)
...@0.15 gelatin
...1.0 cyan coupler (*3) ...α30 browning inhibitor (*2) ...0.15 coupler solvent (*18 and *1) ...0.06 third layer (high sensitivity Red Sensitive Layer) Silver iodobromide emulsion spectrally sensitized with red sensitizing dyes (*5 and *4) (silver iodide & 0 molt, average grain size 0.7.a)
...Silver 0.10 gelatin
...0.50 cyan coupler (*3) ...0.10 browning inhibitor (*2) ...0.05 coupler bath medium (*18 and *1) ...0.02
4th No. (middle layer) Yellow Colloy Y Silver 0.02 Gelatin...1.
00 color mixing prevention agent (*14)...
0.08 color mixing inhibitor solvent (*13) ・
・・0.16 polymer latex (*6)
...0.40 5th layer (low sensitivity layer) Silver iodobromide emulsion spectrally sensitized with green sensitizing dye (*12) (2.5 mol of silver iodide, average grain size 0.4μ) )
...Silver 0.20 gelatin
...0.70 Magenta coupler (*11) ...0.40 Anti-browning agent A (*10) ...0.05 Anti-browning agent B (*9) ...0.0
5 Anti-browning agent C (*8)...0
．． 02 coupler solvent (*7)...
・0.40 6th layer (high sensitivity green sensitive layer) Silver iodobromide emulsion spectrally sensitized with green sensitizing dye (*12) (silver iodide 3.5 molti, average grain size α9μ)
...@0.20 gelatin
...0.70 Magenta coupler (*11) ...0.40 Anti-browning agent A (*10) ...0.05 Anti-browning agent B (*9) ...0.05 Anti-browning agent C (*8) ...002
Coupler solvent (*18) ...0.
40 7th layer (yellow filter single layer) Yellow colloid) "Silver = 0.20 Gelatin ... 1.0
0 Color mixing prevention agent (*14)...0
．． 06 Color mixing prevention agent solvent (*13)...
・024 No. 8 1M (Low sensitivity green sensitive layer) Silver iodobromide emulsion spectrally sensitized with blue sensitizing dye (*16) (silver iodide 2.5 molti, average grain size 05μ)
...Silver 0.15 gelatin
...050 yellow coupler (*15) ...0.20 coupler medium (*18) ...0.05 9th no (high sensitivity T-sensitive layer) Spectral enhancement with blue sensitizing dye (*16) Sensitized silver iodobromide emulsion (silver iodide 2.5 molti, average grain size 1.4μ)
...Silver 0.20 gelatin
...050 yellow coupler (*15) ...0.20 coupler bath medium (*18) ...0.05 1st O layer (ultraviolet absorption layer) Gelatin ...1.
50 UV absorber (*19) ・
・・1.0 UV absorber solvent (*18)
...0.30 color mixture prevention agent (*17)
...0.08 11th layer (reef layer) Gelatin ...1.0
The compounds used here are as follows: *1
Dioctyl phthalate * 2 2-(2-hydroxy-3-J#6-buteru-5-t-butylphenyl)benzotriazole * 32
-[α-(2,4-di-t-amylphenoxy)butylamibi)-4,6-dichloro-5-ethylpheno-/+
7 * 4 5,5'-dichloro-3,3'-di(3
-sulfobutyl)-9-dityltheacarbonyl cyanine Nα salt*5 Triethylammonium-3-(2-(2-[
3-(3-sulfopropyl)naphtho(1,2-d)thiazolin-2-ylidenemethylcou-1-butenyl)-3-
Naphtho(1,2-d) theazolino J pro/C sulfonate* 6 Polyethyl acrylate* 7 Tri-A lactyl phosphate* 8 2,4-sheet t-hexylno 1ibiroquinone*
9 Di(2-hydroxy-3-1-butyl-5-methylphenyl)methane *10 3,3.3', 3'-tetramethyl-5,6
,5', 6'-tetrapropoxy-1,1'-bisspiroindane*11 1-(2,4,6-dolichlorophenyl)-3-(2-chloro-5-tetradecanamide 9)anilino-2 -pyrazolino-5-one*12 5,5'-diphenyl-9-ethyl-3,3'
-Disulfopropyloxacarbocyanine Nα salt *13
Phosphorus l1l-o-cresyl ester *14 2,4-di-t-octylhydroquinone *15 α-pivaloyl-α-((2,4-dioxo-1-benzyl-5-ethoxyhytonin-3-yl)-2-chloro -5- [
(α-2,4-dioxo-t-amylphenoxy)butanamine]acetanilibi*16 t)ethylammonium 3-(2-(3-benzylrhodanin-5-ylidene)-3-benzoxasolinyl]furopanesulfoi- *172.4-sheet 1G-octylhypyroquinone *18 Example 1 Comparative compound B *195-chloro-2-(2-hydroxy-3-t=nibutyl-5-t-octyl)phenylbentriazole In each layer , gelatin hardener 1, 4-bis(vinylsulfonylacetamido)ethane and hydrogen surfactant were added, respectively.

The sample prepared as described above was designated as sample number 31, and this was used as a comparative sample from now on.

Next, the magenta coupler (M-1) of the present invention is shown below.

Sample 32 was prepared in the same manner as Sample 31 except that it was used for the 5th layer (low-sensitivity green-sensing layer) and the 6th layer (high-sensitivity green-sensing layer).
It was created.

5th layer (low green sensitivity layer) Silver iodobromide emulsion spectrally sensitized with green sensitizing dye (*12) (silver iodide 2.5 molti, average grain size 0.4μ)
...Silver 0.10 gelatin
...070 Magenta coupler (M-1) ...059 Anti-fading agent A (*10), =0.07 Anti-fading agent B (*9) ...0.0
2 coupler bath medium (*18)...
059 6th No. (parts edge sensitive layer) Yofukama breast wound spectrally sensitized with green sensitizing dye (*12) (Taika translation 3.5 molti, average particle size 09μ)
・・・Silver 0. lO gelatin
...0.70 macenta coupler (M-1) ...0.59 anti-fading wound A (*10) ...0.07 anti-fading firmness B (*9) ...002
Coupler bath medium (*18) ・・・0
．． 59 Next, the magenta catolar (M-1) of the present invention and the sieve point-containing irradiation medium (P-4'O) of the present invention were combined in the following fifth column. Sample 33 was prepared in the same manner as Sample 31, except that it was used for the Δ7 sensitivity) and the 6th node (4 sensitivity green sensitivity J So).

5th m<= Sensitivity A (excellent arsenic sensation) 1 piece,) Green sensitizing dye (
*12) Iodized screw holes (silver iodide) detected by spectroscopic NI
L5 molch, average particle size 04μ)
...Silver 0,10 gelate/
...0.70 magenta coupler (M-1
)...0.59 Anti-fading agent A (*x
O) ...0607 Antifading agent B (*9) ...0.02 Coupler common medium (P-40) ...0.5
9 6th layer (high green sensitivity/1 m ) Iododized emulsion spectrally sensitized with green sensitizing dye (*12) (fk silver oxide 3.5 molar ratio, average grain size 0.9 μ)
... 0.10 gelatin
...0.70 Magenta coupler (M-1) ...0.59
Antifading agent A (*10)...0.
07 Anti-fading agent B (*9)...
0.02 coupler bath medium (P-40)
...0.59 These samples 31 to 33 were subjected to wedge thermal light exposure according to a conventional method and then subjected to the following development treatment. The results are shown in Table 4. #Arashi measurements were performed using Takaju FSD-103.

[Processing process]

↓-Development (black and white development 1 ice) 1'1 at 38°
5” water resistance 38℃ 1'30
'''Reverse exposure 100Lu!1 or more 1'' or more color current 13t 38℃ 2'x
s"Water wash 38°C45"Xuhakudan 7 soap 38°c 2'oo"Water wash 38°C2'15" [Processing composition] 1st-Development preparation=T! jo-JN, N-trimenalenephosphone pentasodium salt 0.6g
Diethylenetriaminepentaacetic acid, nine sodium salt 4. OF
Chitsukuda Lt Yuto Risumu 3
0.0.9 potassium thiocyanate
1.2y potassium carbonate
35.0 F Hyde 90 Quinone Hetanosulfonite Potassium Salt 25.0
y Bot Kasurai, who has performed the following boundary I request processing, to I-4.

#i61! I used Takashi F'5D-103.

[Processing process]

1st development (black and white development) 38℃ 1'15'' water
38℃ 1'30'' reversed line light 100Lsig or more Color development 1'' or more 38℃ 2'15'' water
Washing 38°C 45” Bleach constant 7f
38℃ 2'00'''water vc
38°C 2'15" [Processing solution composition] 1st developer solution Nitrilow format, N, N-), limenalene phosphonic acid, pentasodium salt 0.651 diethylenetriamine pentavinegar cough, pentasodium salt 4.0g Potassium sulfite 30 .0
& potassium thiocyanate 1.2
g Potassium carbonate 35. [
JHypyroquinone Monosulfonate Power IJ U AFA
25.0 g diethylene glycol
15. Q+x11-phenyl-4-hydroxymethyl-4-methyl-3-pyrazolidone zoy potassium 0.5/
Potassium iodide 5.
0In9 Power up the water
11 (p) 19.70) Color Gen JIi liquid benodyl alcohol 15. o Punishment diethylene glycol 12.0m
3.6-cythia 1.8-octanediol 0.2
,? Nitrilo N,N,'N-trimethylene phosphonic number/pentasodium salt 0.5.9Diethylenetriamine pentasodium salt zoy sodium sulfite 2. o, p
Potassium carbonate 25-0&
Hydroxylamine fused 3.0 & N-ethyl-u-cp-methanesulfo/amidoethyl)
-3-methyl-4-aminoaniline sulfate
5.0V beautification potassium
0.5 & potassium iodide
1. Add OWq water
11 (pHto4o) Whitening fixer 2-mercapto-1,3,4-tri77'-#
1.0fI ethylenediaminetetraacetic acid disodium dihydrate 5. ON ethylenediaminetetraacetic acid is ・Pa (Ul) ・Ammonium hydrate 80.09 Aka; Ki Tetrichum 15.05'Thioa fermentation sodium (70097#) 160.0vrt Glacial acetic acid 5.0 mg Add water to 1l ( pH6,
50) Table 4 *Kit/yyt, (100,000Lsz) Remaining rate of magenta density after 12 days of irradiation** [60°C, 70% RH16 Yellow stain di) - (Fresh Yellow stain Iso As can be seen from the results in the table above, Sample 33, which was prepared by combining the cutler of the present invention and the high boiling point aggressive medium of the present invention, exhibited excellent color density and color image stability. In addition, the occurrence of staining, which impairs image quality, is low. The color image that was the worst in history showed a vivid magenta color due to its saturation.

Example 5 Next, sample 41 was prepared by applying seven layers 1 to 12 in the following order on a triacetate film base.

1st layer; antihalation layer UV absorber 5-chloro-2-(2-hydroxy-3,
5-di-t-butylphenyl)-2H-benzotriazole15,9,2-(2-hydroxy-5-t-butylphenyl)-2ki~pen/triazole30. V,
2-(2-hydroxy-3-loC-butyl-5-t-methylphenyl)-2H-benzotrianol 351 and dogenol 5-(N,N-diethylamino)-
2--<nzensulfonyl-2,4-kntagenoe
) 10 (1 and tricresyl phosphate) 200mj,
Ethyl acetate 200rIL11 Dodecylbenzene sulfone defeated sodium 20&, 10% gelatin An emulsion (hereinafter referred to as σ) written by stirring at high speed in a water bath, 10% gelatin, black colloid, water, and The mixture was mixed with a coating aid and coated on a cloth so that the dry film thickness was 2 μm.

2nd layer: Ceratin intermediate layer 2.5-di-t-octylnohydroquinone was added to 100 cc of dibutyl phthalate and 100 cc of ethyl acetate.
ML, 1 intestine of 10% gelatin water bath solution and stirred at high speed.
7. Add ν to the leaked emulsion (hereinafter referred to as emulsion 1a (6)) 2.
was mixed with 1.5 kg of 10% gelatin to form a dry film thickness of 1 μm.
The plate was placed so that it would look like this.

3rd J Myanmar; Low Sensitivity Red Sensitivity Breasts/Ankazlar 2-(heztafluoronotylamide)-5-(2'-(2',4'-di-t-aminophenoxy)butyramide 1) - 100 g of phenol, 100 CC of tricresyl phosphate and 10 CC of ethyl acetate
The emulsion (hereinafter referred to as emulsion (C) and (・5
)500. SJ, red-sensitive iodobromide balm 111 kg
(containing 70.9% of sea bream, 60% of gelatin, and 4 mol% of iodine) was mixed and dried to a film thickness of 1 μm. (Silver Ho, l/m) 4th I Zeng; Highly sensitive red-sensitive emulsion layer Emulsion (c)
．． 9. 60 g of gelatin (with an iodine content of 2.5 mol %) was mixed and coated to give a tilted film thickness of 2.5 μm. (Silver fit 0.8 &/m) 5th layer; Intermediate layer emulsion (b) 11'-1i+, 10% gelatin 1k
g, and spread the mixture to a dry film thickness of 1 μm.

6th layer; low sensitivity green sensitivity hole Al 1 layer 1-layer which is magenta coupler instead of cyan coupler
(2,4,6-1-lichlorophenyl)-3-i3-(
Comparative compound 'i?' given in Example 1 using 2,4-di-t-amylphenoxyacetamide)benzami)')-5-pyrazolone. 300.9 of an emulsion obtained in the same manner as the emulsion of the third layer (hereinafter referred to as emulsion (d) 5) except that dB was replaced by JH was added to 1 kg of a green-sensitive silver emulsion (@7
0g, gelatin 60. ! i' and iodine (3 mol. (Amount of silver 0.7117 m) 7th layer: Highly sensitive emulsion layer Emulsion (d) 1000.9
IJ11Kg (@70!!, contains 60.9 gelatin,
The iodine content is 2.5 mol%), and the dry film thickness is 2.0%.
To become μ, I made X cloth. (Amount of silver 0.71/m
) No. 8 J shell: gelatin intermediate emulsion (b) 1 kg was mixed with 1 kg of 10-thigelatin and coated to a dry thickness of 05 μm.

Ninth layer: yellow filter A yellow emulsion containing colloidal silver was spread over a layer to a dry film thickness of 1 μm.

No. 10/Zeng; low-sensitivity blue-sensitivity emulsion layer α-, which is a yellow coupler instead of cyan coupler
(pivaloyl)-α-(1-benzyl-5-ethoxy-
An emulsion (hereinafter referred to as emulsion (-)) obtained in the same manner as the emulsion of the third layer except that 3-hytantoinyl)-2-J' Rolow 5-dodecyloxycarbonylacetanilide was used.
5) Add 1000 # to 1 kg of blue-sensitive silver emulsion (
food? 0.9, 60g of gelatin is packed, the iodine 9 content is 2
．． 5 mol %) and applied to a cloth so that the thickness of IXi and dried MA) was 15 μm.

(Amount of silver 0.6 g/m 2) 2B1; highly sensitive emulsion layer emulsion (s) 10001, blue-sensitive silver iodide milk powder 1 kg (containing 70.9 silver, 601 gelatin, The iodine content was 2.5 mol %) and coated to give a dry film thickness of 3 mm. (e!fit 1.1 ji/rrL) 12th #: Mix the second protective layer emulsion (i) with 10% gelatin, water, and fallen AI auxiliary agent, and mix it in an orderly manner so that the dry film thickness is 2μ. I clothed it.

13th/Emperor: Fine grain emulsion with a puffed surface of the first protective layer (grain size 0.06μ,
A layer of 10 Ti gelatine containing 1 mol of molten sea bream milk was hardened to a dry film thickness of 0.8 .mu.m.

Each layer contains a gelatin hardener 1,4-bis(vinylsulfonylacetamido)ethane and a surrounding active Al
I painted l.

Next, Sample 42 was prepared in the same manner as Sample 41, except that the magenta coupler (rA-10) of the present invention was used in the following 6th layer, low green sensitivity layer, and 7th layer, high green sensitivity layer. It was created.

6th layer: Low green sensitivity layer An emulsion prepared in the same manner as the emulsion of the 3rd layer except that the emulsion of duds 1 (hereinafter referred to as emulsion 9I) was used (M-10). 500 g of edge-sensitive TK silver emulsion (359 silver, 30 gelatin) and emulsion (d) in equimolar amounts
y (containing 3 mol of iodine), dry film thickness 2
．． The thickness was adjusted to 0μ.

(Amount of silver: 0.35 g/m) No. 7I: Emulsion (A) in an equimolar amount with the high-sensitivity green-sensitivity emulsion (d), green-sensitivity iodine emulsion soo!j (silver 35 g, gelatin 30&, the iodine concentration is 25 mol%) mixed into a dry film)')-2,
It was placed so that it became 0μ. (Cooking amount 0.3597m
) Next, the third test was carried out except that the Mazenkkabura (M-10) of the present invention and the high boiling point bath pX: (P-23) of the present invention were used.
An emulsion made in the same way as the layer emulsion (hereinafter referred to as an emulsion)
g). ) was used instead of emulsion U) of Sample 42 to prepare a sample, designated as Sample 43.

These samples 41 to 43 were subjected to wedge exposure according to a conventional method and then subjected to the following development treatment. The results are shown in Figure 5. For the solubility measurement, a LiF" SD-103 was used.

Processing process Process Time Once First development 6 minutes 38°C Wash with water 2 minutes Reversal 2 minutes Color development 6 minutes Toned Ai 2 minutes Hara White 6 minutes 4 minutes Wash with water 4 minutes Stable for 1 minute at room temperature drying The following composition is used for the treatment slag.

No.-Development Keisui 70
0 Punishment Nitrilo-11i, N, N-Torino! -Renphosphone defeat, pentasodium salt 2g
2 (1 hydroquinone monosulfonate
3oy carbonated sodium (-water salt)
3oi1-phenyl-4methyl-4-hydroxymethyl-3pyrazolidone 2g Potassium bromide 2.5.
li' thiocyanahama kajikalium
1.2/potassium iodide (0.1% bath standard)
2 Add water resistance
1000M inverted liquid water 70
QmA! Nitrilo-I, 14. N-) Rimethylene phosphone 1″R Pentasodium salt 31 Stannous chloride (dihydrate) 1ip-aminophenol 0.1.9 Sodium hydroxide 8I Glacial acetic acid 15m/Add water xooomz coloring machine a water 70
0ml Nitrilo-N,N,N-)rimethylenephosphonic acid pentasodium salt 3gSodium sulfite 7f! Tertiary sodium phosphate (12 hydrate) 36I potassium bromide 1g fired potassium 0.1% solution) 90i sodium hydrate 3g citrazine 15IN-ethyl-
N-(β-memensul7onamito1ethyl)-3-methyl-4-aminoaniline/sulfur modified salt
11F3.6-cythiaoctane-1,8-diol
II Add water 100
0ILl hard liquid water ”' 7
QQ.

Sodium sulfite 12g
Sodium ethylenediaminetetraacetate (dihydrate) 8! I Thioglycerin 0.4
ml water acetic acid 3
Add 1000 liters of water
Cost 4 white liquid water 80
09 Ethylenediamine 4n1 Sodium (2 Mizuba) 29
Ethylenediaminetetraacetic acid iron ([11) Anseptinium (dihydrate 9) 120g cassium fluoride 1009 Add water 1000+J theoretic liquid 800ml1
Sodium thiobenzene 80.0
& Sodium Sulfite
5. OJ'M Tsukuda [sodium acid]
5.09 Add water
lQQ□aA' Stable liquid water 800
Goformalin (371Ji, Firefly)
5. ON Seishi Drywell (Kyoto Activator made by Shoji Film) 5.0 Recommended Water 10100O table
5 * Remaining rate of magenta density after xenon (100,000 Lux) 4 days after irradiation * * (60℃, 70% RH, 4 hours temporary yellow stain m1) - (Fresh yellow stem mono my summer) From the results in Table 5, it can be seen that Sample 43, which uses the coupler of the present invention and the Kinai IJIjO high boiling point organic*i medium, exhibits good color density.This means that in order to obtain a certain maximum color a degree, This suggests that it is possible to reduce Ay it.Furthermore, the color image stability is excellent, and staining is less likely to occur, which, in conjunction with the previous examples, is very advantageous for printing materials.

Furthermore, the much-scorned magenta color image exhibited a vivid hue with high saturation.

Procedural amendment November 2, 1985

Claims (1)

[Scope of Claims] In a silver halide color photographic light-sensitive material having at least one silver halide emulsion layer provided on a support, in the silver halide emulsion layer there is a compound represented by the following general formula [I]. At least one magenta coupler is represented by the following general formula [II], [III], [IV] or [V], has a dielectric constant of 4.00 or more (25°C, 10KHz), and has a clay of 20 cp ( 1. A silver halide color photographic light-sensitive material, characterized in that it is dispersed in the coexistence of at least one high-boiling point organic solvent having a temperature of 25° C. or higher. General formula [I] ▲Mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R^1 and R^2 represent a hydrogen atom or a substituent, and Represents a group that can be separated by the coupling reaction of R^1, R^2 or ,
It represents a group bonded to the pyrazoloazole ring via a secondary or tertiary carbon atom, and furthermore, at least one of R^1 and R^2 is a group having one or more -NHSO_2- groups. However, when R^1 is a tertiary alkyl group, or R^2
When is a group bonded to the pyrazolotriazole ring through a secondary carbon atom, R^2 is not a substituted aralkyl group. ) General formula [II] R^3-COOR^4 General formula [III] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ General formula [IV] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ General formula [V] R^ 3-O-R^4 (wherein R^3, R^4 and R^5 each represent a substituted or unsubstituted alkyl group, cycloalkyl group, alkenyl group, aryl group or heterocyclic group, and formula(
In V), R^3 and R^4 may form a fused ring. Also, R^6 represents R^3, -OR^3 or -SR^3, n is an integer from 1 to 5, and when n is 2 or more, R^6 may be the same or different. good. )