JPS6165247A - Silver halide color photographic sensitive material - Google Patents

Abstract

PURPOSE:To obtain a silver halide color photographic sensitive material for which the magenta coupler having excellent color reproducibility, high color forming speed and max. color forming density and excellent solubility with a high-boiling solvent is used by using the specific magenta coupler. CONSTITUTION:At least one kind of the 1H-pyrazolo(1,5-b)(1,2,4)triazole magenta coupler having the group expressed by formula 1 in the 2nd position and/or the 6th position is incorporated into the silver halide color photographic sensitive material having at least one silver halide emulsion layer on a substrate. In formula 1, X denotes an alkylene group, Y denotes either or formula 2, Z denotes an org. residue, n denotes 0 or 1. R denotes a hydrogen atom or org. substituent. The magenta coupler may be used alone or >=2 kinds thereof and may be used in combination within a 1X10<-3>-5X10<-1>mol range for each 1mol of the silver halide.

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a silver halide color photographic light-sensitive material containing a novel maze/red dye-forming coupler.

For more details, see /[4-Pyrazolo[/,! -b〕[/
, λ, Hiro J This invention relates to a silver halide color photographic material containing a triazole magenta coupler.

(Conventional technology Silver halide color photographic materials use a dye-forming coupler (hereinafter abbreviated as coupler) that reacts with a light-sensitive silver halide emulsion and an oxidized product of an aromatic-grade amine developer to form a dye. A combination of yellow couplers, cyan couplers, and magenta couplers is usually used.

Among these, as a magenta coupler! - Pyrazolone, cyanoacetophenone, indacilone, virazolobenzimitazole, and pyrazolotriazole couplers are known.

Conventionally, most of the magenta couplers that have been put into practical use and have been researched are pyrazolone-based couplers.Dyees formed from pyrazolone-based couplers have a high fastness against thermal light. Relatively good, but ≠J On
It had major drawbacks in terms of color reproduction, such as having a sub-absorption near m and having a poor tail end on the long wavelength side of the absorption spectrum.

Therefore, in order to solve this drawback, the British patent lθ4t7
．． Virazoloinzimidazole couplers described in US Pat. No. 4/2, US Pat. No. 3,770. The indacylon couplers described in uμ7, and US Pat. No. 3.72! ,04
A pyrazolotriazole coupler described in No. 7 has been proposed.

However, the couplers described in these patents may provide unsatisfactory color images, have poor light and heat fastness of a single drop of color, have poor electrolyte with high boiling point organic solvents, or are generally The current solution has a low coupling activity and cannot be titrated in terms of performance, and many of them, such as pyrazolotriazole couplers, are difficult and expensive to synthesize.

(Objective of the Invention) Therefore, the object of the present invention is to provide a magenta coupler that has excellent color reproduction, high color development speed and maximum color density (high solubility in high boiling point solvents, and is easy to synthesize). A further object of the present invention is to provide a silver halide color photographic material using these couplers.

(Structure of the Invention) The above-mentioned object is to provide a silver halide color photographic light-sensitive material having at least one silver parogen emulsion layer on a support, which is represented by the following general formula (I) at the - and/or 2-positions. 1H-pyrazolo (/,!-bl (
This was achieved by a silver halide color photographic light-sensitive material containing at least one triazole magenta coupler.

General formula (1) %Formula% In the formula, X represents an alkylene group, and Y represents -sa-, -0-
1-S-1-3o2-1-CON-1-COO-, Z represents an organic residue, and n is O or/
represents.

R represents a hydrogen atom or a hydrogen atom, and R and Z may be combined to form a ring.

The coupler is preferably represented by the following general formula (Il); at least one of R1 is a group represented by the general formula (I), and in other cases, , represents a hydrogen atom, a halogen atom, or an N substituent, and W represents a hydrogen atom or a group capable of being eliminated by -IE upon reaction of an aromatic-grade amine developer. When both the 2-position and the 6-position are groups represented by the general formula (I), they may be the same or different from each other.

Also, B, l, W, -! Alternatively, Z may form a dimer or higher multimer. In the general formula, a multimer means one having two or more groups represented by the general formula ([) in the molecule, and includes bis-form polymer couplers. Here, the polymer coupler may be a homopolymer consisting only of a monomer having a moiety represented by general formula (n) (preferably one having an ethylenically unsaturated bond, hereinafter referred to as vinyl monomer), or an aromatic A copolymer may be made with a non-color-forming vinyl monomer that does not couple with the oxidized form of the -grade amine developer.

Below, X, Y%Z, L R1 and W will be described.

The alkylene group represented by X is an alkylene group having 1 to 30 carbon atoms, and is substituted or unsubstituted. , 3.3-dimethylpropylene group, etc. Y is -N-1-0-5-S-1-8O2
-1" -CON-1-COO-, where R is a hydrogen atom or an alkyl group (e.g., methyl group, ethyl group,
butyl group, etc.), aryl group (e.g., phenyl group, naphthyl group, etc.), acyl group (e.g., acetyl group, benzoyl group @ ), sulfony A4 (e.g., methanesulfonyl group, benzenesulfonyl group, toluenesulfonyl group), Ti
, etc.), sulfamoyl group (e.g., heethylsulfamoyl group, N,N-dipropylsulfamoyl group, etc.), carbamoyl group (N-methylcarbamoyl group, hedibutylcarpamoyl group, etc.), alkoxycarbonyl group (methoxycarbonyl group, phenoxycarbonyl group,
etc.).

Also, R is the base of the covalence and Zll! : When forming a ring, the covalent group may be a substituted or unsubstituted alkylene group or a -CON[(- group).

Examples of the organic residue represented by 2 include an aliphatic group, an aryl group, a heterocyclic group, a carbamoyl group, an acyl group, a sulfamoyl group, a sulfonyl group, an alkoxycarbonyl group, and an aryloxycarbonyl group. Also, Z is 2
It also includes cases where it becomes a base of valence and forms a bis form. Furthermore, when the moiety represented by the general formula (n) is in a vinyl monomer, 2 represents a simple bond or a connecting group, and the moiety represented by the general formula (II) and the vinyl group are connected via this. Join.

More specifically, Z is an aliphatic group (e.g. carbon fi/~
Three straight-chain, branched-chain alkyl groups, aralkyl groups, alkenyl groups, alkynyl groups, cycloalkyl groups, and cycloalkenyl groups. 7 groups, amino group, nitro group, carbonyl group, cyano group, or -
- May be substituted with a rogene atom (e.g., methyl group, propyl group, t-butyl group, trifluoromethyl group,
Dodecyl group, λ-methanesulfonylethyl group, coethoxytridecyl group, cyclopentyl group, benzyl &, 3
-<2. ≠-di-t-amylphenoxy-2propyl group,
etc.], a ring group (e.g. phenyl group, ≠-t-butylphenyl group, etc.), a heterocyclic group (e.g. , 2-furyl group, copyrimidinyl group, etc.), carbamoyl group (e.g., N,N-dibutylcarbamoyl group, he-octadecyl group, he-(J
-(J, 4t-di-t-amylphenol dinopropyl)
carbamoyl group, etc.), acyl group (for example, acetyl group, pivaloyl group, benzoyl group, 1.2-(2,≠-di-t-ylphenoxy)butyryl group, g-(2, μm di-t- amylphenoxy)butyryl group, λ-(3-pentadecylphenoxy)butyryl group, 2-(29μm di-
t-amylphenoxy2hexanoyl group, co(2,4
! -di-t-octylphenoxy)hexanoyl group, -
(μ-t-amyl-cochlorophenoxy)hexanoyl group, myristoyl group, etc.], sulfamoyl group (e.g., N,N-dipropylsulfamoyl group, N-(codecyloxyethylnsulfamoyl group, N -ethyl-N-dodecylsulfamoyl group, etc.), sulfonyl group (e.g. methanesulfonyl group, octanesulfonyl group, benzenesulfonyl group, ≠-dodefulbenzenesulfonyl group, etc.), sulfinyl group (e.g. octanesulfonyl group, etc.) group, phenylsulfinyl group, etc.], alkoxycarbonyl group (e.g., butyloxycarbonyl group, dodecyloxycarbonyl group, etc.), aryloxycarbonyl group (e.g., phenoxycarbonyl group,
-pentadecylphenoxycarbonyl group, etc.2.

When Z becomes a divalent group to form a bis body, this divalent group can be described in more detail as a substituted or unsubstituted alkylene group (e.g., methylene group, ethylene group, /
10-decylene group, -CH2CH2-0-ct-i2c
H,, -1, etc.), substituted or unsubstituted phenylene group (e.g. /, 4C-phenylene group, i, 3-phenylene M
, etc.), alkylene group, or phenylene group)
Examples include.

When the moiety represented by general formula (n) is present in the vinyl monomer, 2 is a mere bond or a linking group, and the linking group includes an alkylene group (e.g., methylene group, ethylene group, t, io-decylene group, etc.). group, -C)12CH2-0-C)
12CH2-1, etc.), phenylene a (e.g., tbal, a-
722lene group, /.3-phenylene group, etc.] -C- group, and aralkyl group (for example, etc.).

In addition, the vinyl group in the vinyl monomer includes a dielectric substituent group,
Preferred substitution agents are a hydrogen atom, a chlorine atom, or a lower alkyl group having 7 to 6 carbon atoms.

Acrylic acid, α
-chloroacrylic acid, α-alacrylic acid'! (e.g., methacrylic acid) and esters or amides derived from these acrylic acids (e.g., acrylamide, n-butylacrylamide, t-butylacrylamide, diacetone acrylamide, methacrylamide, methyl acrylate, ethyl acrylate, n-propyl acrylate, n-butyl acrylate, t-
Butyl acrylate, 1so-butyl acrylate, 2
- Ethyl bovine syl acrylate, n-octyl acrylate, lauryl acrylate, methyl methacrylate,
Ethyl methacrylate, n-7' thyl methacrylate and β-hydrobin dimethacrylate], methylene dibis acrylamide, vinyl ester [11,t-vinyl acetate, vinyl propionate and vinyl laurate], acrylonitrile, methacrylonitrile, aroma group vinyl compounds (e.g. styrene and its derivatives, vinyltoluene, divinylbenzene, vinylacetophenone and sulphostyrene), itaconic acid, citraconic acid,
Crotonic acid, vinylidene chloride, vinyl alkyl ether (e.g. vinyl ethyl ether, maleic acid,
Maleic anhydride, maleic ester, N-vinyl-2
-pyrrolidone, ~-vinylpyridine, and co- and gouvinylpyridine. It also includes cases in which two or more of the non-color-forming ethylenically unsaturated monomers used herein are used together.

In the general formula ([), at least one of R1 represents a group represented by the general formula (I), and other groups include a hydrogen atom, a halogen atom, a cyano group, an alkoxy group (e.g., a methoxy group, an ethoxy group). , 2-methoxyethoxy group, codedecyloxyethoxy group, comethanesulfonyl ethoxy group, etc.), aryloxy group (f; 11, for example, phenoxy group, λ-methylphenoxy &, 't-t-
butylphenol group, etc.), heterocyclic group (e.g. copenzimidazolyloxy group, etc.), acyloxy group (e.g. acetodia group, hegisadecanoyloxy group, etc.), carbamoyl group (e.g. For example, N-phenylcarbamoyloxy group, N-ethylcarbamoyloxy group, etc.), silyloxy group (e.g., trimethylsilyloxy group, etc.), sulfonyloxy group (e.g., EVA, dodecylsulfonyloxy group, etc.), Acylamino group (e.g., acetamido group, benzamide group, tetradecanamide group, α-(2,μm di-t-amylphenoxy)butyramide group, r-(J-t-butyl-μm hydrobutyl sulfate butylamide group) , α-(≠(4C-hydroxyphenylsulfonyl)phenoxy)decaneamide group, vulcanide, anilino group (e.g. phenylamino group, λ-chloroanilino group, cochrochloride-tetradecanamideanilino group, cochrochloridej-dodecyloxylponylani+ )/M, ~-acetylanilino group, cochloro-!-(α-(3-t-butyl-guhitomixyphenoxy)dodecanamido)anilino, etc.), ureido group (e.g., phenylureido group, methylureido group) Base, N
, N dibutylureido group, etc.), imide'J8 (e.g., N-succinimide group, 3-penzylhydantoinyl group, ≠-(coethylhexanoylamino)phthalimide L%), sul7 amoylamino 71 (: (for example,
~, N-diprobylsulfamoylamino group]-5% hemethyl--decylsulfamoylamino group, etc.), alkylthio group (e.g., methylthio group, octylthio group, tetradecylthio group, 2-phenoxyethylthio group) ,
3-phenoxypropylthio group,! -(≠-t-butylphenoxy)propylthio group, etc.), arylthio group (
For example, phenylthio group, coptogycin 1-1-octylphenylthio group, 3<ntadecylphenylthio group,
2-rupoxyphenylthio group, Hiro-tetradecanamidophenylthio group, etc.), heterocyclic thio group (e.g., λ
-benzothiazolylthio group, l, alkoxycarbonylamino group (e.g., methoxycarbonylamino group, tetradecyl-7carponylamino group, etc.), aryloxycarbonylamino group (e.g., phenoxycarbonylamino), 5.2,1I-- tert-7' tylphenoxycarbonylamino group, etc., sulfonamide group (e.g. methanesulfonamide group, hexadecanesulfonamide group, benzenesulfonamide group, p-toluenesulfonamide group, octadecanesulfonamide group,
2-methyloxy-z-t-i thylbenzenesulfonamide group, etc.), etc.), etc. In addition to the above-mentioned group, Z represents the group represented by Z. When both the 2nd and 6th positions have groups represented by the general formula (1), they may be the same or different.

In the general formula (U)VC, W represents a group that leaves during the coupling reaction with the oxidized product of the aromatic primary amine developing agent, and the tetramer is a hydrogen atom, a -, rogen atom (for example,
Chlorine atom, bromine atom, iodine atom ring, carmexyl group,
or a group linked via an oxygen atom (e.g., acetoxy group,
Propanoyloxy group, benzoyloxy group, 2. IL
-dichloropenzoyloxy group, ethoxyoxaroyl group, pyruvinyloxy group, cinnamoyl group, phenoxy group, ≠-cyanophenoxy group, ≠-methanesulfonamidophenoxy group, ≠-methanesulfonylphenoxy group, α-naphthoxy group, 3-bentatecylphenoxy group, benzyloxycarbonyloxy group, ethoxy group, l-cyanoethoxy group, benzyloxy group, 2-
]Dinethyloxy &, -2-phenoxyethoxy M, j
-phenyltetrazolyloxy group, cobenzothiazolyl group, etc.), groups linked via nitrogen atoms (e.g., benzenesulfonamide group, heethyltoluenesulfonamide group, veptafluorobutanamide group 1.2 .J,
Q, t, 4-pentafluorobenzamide group, octanesulfonamide'+S, I)-cyanophenylureido group, N, N-diethylsulfamonoylamino group, /-
Piperidyl group, j,! -dimethyl-, Hiro-dioxo-3-oxazolidinyl group, /-benzyl-ethoxy-3
-hydantoynyl group, cohe-i,i-dioxo-3(coH)-oxo-7,λ-benzointhiazolyl group, -1okino/, codihydro/-pyridinyl group, imidazolyl group, pyrazolyl group, 3. ! -diethyl/, -1
Hiro-triazol-/-yl, yo- or 6-promopenzotriazol-/-yl, j-methyl-/, 2,
3. tA-tetrazol-/-yl group, penzimigzolyl group, etc.), groups linked by a sulfur atom (e.g., phenylthio group, cocalpoquinphenylthio, etc., 1-1-octylphenylthio group in normet, Hiro-methanesulfonylphenylthio group, Hiro-octanesulfonamidophenylthio group, (ndylthio group, 2-cyanoethylthio group, l-cyclomenyltridecylthio group, !-
Phenyl 2.3. Hiroshi, j-tetrazolylthio group, copenzothiazolyl group, etc.).

A specific example of a typical magenta coupler used in the present invention is shown below, but the invention is not limited thereto.

(xr-i) α (M-3) (M-4') (M-j) CM-4) C.I.

CH3n-C:I QH21 (M-7) l (M-1 (M-P) t+1 CM-io) C! (M-//) C.I.

(lvl-/conl (M-koj) (M--t) l'l (M-17) /"7 C)13 (M-kol) (M-λri) C7! (M-30 ) (M-≠6ノ(M-rA7)
(M-at)2H5 z:y=IO:! 0 α (M-4'?)" 2i-ts CM-ro) 4-xi) and δ M-naco) I- Next, the synthesis method of the present invention will be described.

1H-pyrazolo[/ , t, -bJ (/ , ko, t
A) For information on the synthesis method of triazole couplers, please request a patent! This method is described in No. 277≠ and Patent Application No. 3, etc., and that method can be used. Specific examples of typical synthesis methods are shown below.

Synthesis Example 1 (Synthesis of Exemplary Coupler (M-"y))" t-t3 ~-(JH H3 ;) t) (M-7) 3-cyano-/,! -dimethyl-/-nitropropane (
11 (obtained by the addition reaction of ,2-nitropropane and acrylonitrile. bp, 107~/10 °C
After bubbling hydrochloric acid gas into a solution of 2 ml of dioxane under water cooling for 2 hours, the reaction mixture was placed in a refrigerator (joc) overnight. Crush the precipitated crystals,
The imide ester body (
2) was obtained for 4!7 rji.

Next, yo-amino-3-methylpyrazolta! g1 methanol i, rl f8vW imidoester (2) 2
After 3 hours of stirring at room temperature, a methanol solution of hydroxylamine (a solution of hydroxylamine in hydrochloric acid, 6♂y1 methanol, and 2t timethanol solution x o o
mt was added and precipitated NaQl! solution) was added at room temperature, and stirring was continued for ψ hours. After the reaction was completed, the mixture was extracted with ethyl acetate, washed with water, dried over nitric nitrate, and concentrated under reduced pressure to obtain 2μ29 of an oily amidoxime compound (3).

Next, the amidoxime compound (31u 2♂9, acetonitrile joOmt bath o, 1p-toluenesulfonyl chloride/lAj!j/acetonitrile, 2j Oml
c7) (After adding solution d at room temperature, add triethylamine 1
0/ml was added (9 drops). After continuing stirring for 30 minutes, the reaction mixture was poured into ice water, and the precipitated crystals were separated in a furnace.
A tosylate compound of amidoxime (4) 2b o 11 was obtained.

Next, a mixture of 2 tOji of compound (4) and 31 methanol was heated under reflux for 2 hours, and then poured into ice water. t-methyl-hirazolo [:/, j-b
Iozg of J(/,,2.g)triazole (5) was obtained.

Two kilograms of compound (5), 10% Pd-carbon catalyst/I and dimethylacetamide/rorne were charged into an autoclave, and a four-way contact was carried out. After consuming the buried amount of hydrogen,
The catalyst was separated from each other, the resulting solution was heated on a steam bath, and 37 g of λ-(2,≠-di-t-amylphenoxy)hexanoyl chloride was added dropwise. After heating and stirring for 7 hours, the temperature was returned to room temperature, extracted with ethyl acetate, and washed with water for 2 hours.
I went around. The ethyl acetate solution was concentrated under reduced pressure, and the obtained crude product was heated and washed with hexane to obtain ≠ equivalent coupler (6).
Jj'! ! Obtained.

μ Coupler J7,9 was dissolved in 300 d of dichloromethane, and 4.7 g of N-chlorosuccinimine was added at room temperature. After the reaction was completed, the dichloromethane solution washed with water was concentrated under reduced pressure, and the resulting residue was dissolved in acetic acid. The illustrative coupler (M-7) was obtained by crystallization with ethyl/n-hexane; melting point/
At-/47°C Synthesis Example 2 (Exemplary coupler (M-/!t
) synthesis) (BI (q ■) □ C/ p-nitrophenol 37017% Hiro-chlorobutyronitrile J 00 ji, anhydrous potassium carbonate j! OI,
A mixture of 100 ml of dimethylformamide was heated and stirred for μ hours on a steam bath, then cooled to room temperature, the reaction mixture was poured into ice water, and the precipitated crystals were separated into g-(<z
- 13017 nitrophenolic bovine butyronitrile compounds were obtained.

After blowing salt 1'2 gas/00jj into a solution of compound ^J301, methanol l'jp, and dioxane hiroome for 3 hours under water cooling, the reaction mixture was stored in a refrigerator (!
0C) overnight. The precipitated crystals were crushed and separated in a furnace to obtain an imidoester (B). Next, the imidoester form CBI3rOj! Add
After stirring for 3 hours at room temperature, a methanol solution of hydroxylamine (hydrocylamine hydrochloride/32.zo, methanol/l of sodium methoxide, 2
A solution of precipitated NaCt was added at room temperature, and stirring was continued for ψ hours. After the reaction is complete, pour into water and separate the precipitated crystals in a furnace to obtain pale yellow amidoxime ()! I got 70g.

Next, a solution of p) luenesulfonyl chloride lqjg/acetonitrile aoOml was added to the mixture of amidoxime compound ■) J, 21y1 acetonitrile/JJ at room temperature, and then 9 drops of triethylamine l and 0tnl were added. After continuing stirring for 30 minutes, the mixture was poured into ice water and the precipitated crystals were separated to obtain ψ!Og of azdoxime tosylate form tEl.

A mixture of compound (E) μjop and methanol j1 was heated under reflux for 2 hours, poured into ice water, and the precipitated crystals were separated into 1H-6-methyl-λ-[3-(Hiro-nitrophenogyshi]propyl]pyrazolo(/ , j-b, l (/
, 2. [Hiroshi] Triazole [F] was obtained by co-iog.

1 g of compound [F]/r, 70% Pd-carbon catalyst jg, and dimethylacetamide it were charged into an autoflave, and catalytic reduction was performed. After consuming the theoretical amount of hydrogen, the catalyst is removed from door to door, the resulting furnace liquid is heated on a steam bath, and λ-
(2, Hiroji t-Amylphenol 222 g of dinohexanoyl chloride was added dropwise. After continuing heating for 1 hour, the mixture was returned to room temperature, extracted with ethyl acetate, and washed twice with water.

The ethyl acetate solution was concentrated under reduced pressure, and the resulting oil was crystallized from a mixed solvent of ethyl acetate/n-hexane to obtain 271 g of the relevant t-coupler (G).

μ Coupler 1 (3/14 g) was dissolved in dichloromethane-1, and N-chlorosuccinimide≠1 g was added at room temperature. After the reaction was completed, the water-washed dichloromethane solution was concentrated under reduced pressure to obtain an oily substance. Crystallize from a mixed solvent of ethyl/n-hexane to obtain the exemplary coupler (M-/j)/
I got 729.

Melting point/tA9~/! r/ 0C 1H-pyrazolo C1,j-bJ [/, co, 4t
] Triazole magenta coupler is silver halide 1
They are used in an amount of r)/X10 -jX10 mol, preferably /x10 -jXio-' mol, and may be used alone or in combination of one or more.

The silver halide color photographic light-sensitive material of the present invention includes color paper, color reversal beno ξ-, color negative film,
Used in color positive film, color reversal film, etc.

The couplers of the present invention and the couplers to be used in combination can be introduced into a silver halide emulsion by known methods, such as those described in US Pat.
The method described in No. 322.027 can be used. For example, phthalic acid alkyl esters (dibutyl phthalate,
dioctyl phthalate, etc.), phosphate esters (diphenyl phosphate, triphenyl phosphate, tricresyl 7 osphate, dioctyl butyl 7 os7)
ate), citric acid esters (e.g., acetyl tributyl citrate, benzoic acid esters (e.g., octyl benzoate), alkylamides (e.g., diethyl laurylamide), fatty acid esters (e.g., dibutoxyethyl succinate, diethylase), lower alkyl acetates such as ethyl acetate, butyl acetate,
After being dissolved in ethyl propionate, secondary butyl alcohol, methyl in butyl ketone, β-ethoxyethyl acetate, methyl cellosolve acetate, etc., it is dispersed in hydrophilic F raw colloid. The above-mentioned high boiling point organic solvent and low boiling point organic solvent may be used in combination.

Also, special public Shoj/-32rjJ, special public Shozi-! Tata 4
! The dispersion method using polymers described in No. 3 can also be used.

When the coupler has a subgroup such as carzenic acid or sulfonic acid, it is introduced into the hydrophilic colloid as an alkaline aqueous solution.

The binder or protective colloid that can be used in the emulsion layer or intermediate layer of the light-sensitive material of the present invention includes:

Although gelatin is advantageously used, other hydrophilic colloids can also be used alone or in conjunction with gelatin.

In the present invention, the gelatin may be either lime-treated or acid-treated. Details of the method for producing gelatin are described in The Macromolecular Chemistry of Gelatin, written by Arthur Vuis (Academic Press, published in 1944!).

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. The preferred silver halide is /! It is silver iodobromide containing silver iodide less than molti. Particularly preferred is silver iodobromide containing from 2 to 72 moles of silver iodide.

The average grain size of silver halide grains in a photographic emulsion (the grain diameter is used for spherical or approximately spherical grains, and the grain size is the principal grain size for cubic grains, based on the projected area (expressed as an average) is Although not particularly limited, it is preferably 3μ or less.

The particle size can be narrow or wide.

Silver halide grains in photographic emulsions may have regular crystal structures such as cubic or hexagonal (also spherical,
It may have an irregular crystalline shape such as a plate shape, or it may have a composite shape of these crystalline shapes. It may also consist of a mixture of particles of various crystalline forms.

Further, an emulsion may be used in which ultratabular silver halide grains having a grain diameter of at least j times the grain thickness occupy 10% or more of the total projected area.

The silver halide grains may have different phases inside and on the surface. 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 the particle.

The photographic emulsion used in the present invention is P, Glafkides.
Written by Chimie et Physique Ph
otographique (Paul Monte1
Publishing, 1967), G.F.

Photographic Emuls by Duffin
ion Chemistry (The Focal P
Published by ress, 1966, VLL, Zelikman
Making and Coati by et al.
ng Photographic Emulsion (T
Published by he Focal Press! It can be adjusted using the method described in Tal μ years).

That is, any of the acidic method, neutral method, ammonia method, etc. may be used (Also, the method for reacting the soluble silver salt with the soluble balogen salt may be any one-sided mixing method, simultaneous mixing method, or a combination thereof. Good too.

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

One type of simultaneous mixing method is a method of keeping pAg constant in the liquid phase in which silver halogenide is produced, that is, bv>
The Chondral 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.

Two or more silver halide emulsions formed separately may be mixed and used.In the process of silver halide grain formation or physical ripening, cadmium salt, zinc salt, lead salt, thallium salt, iridium salt, or a complex salt thereof is used. , a rhodium salt or a complex salt thereof, an iron salt or an iron complex salt, etc., may be present together.

Silver halide emulsions are usually chemically sensitized.

For chemical sensitization, for example)
Die GrundlagenderPhotogra
phischen Prozesse mitSil
ber-halogeniden' (Akademis
cheVerlagsgesellschaft,
The method described on pages 41) 47j to 734 can be used.

That is, sulfur sensitization using a sulfur-containing compound that can react with active gelatin or silver (e.g., thiosulfates, thioureas, mercapto compounds, rhodanine); reducing substances (e.g., stannous salts, amines, hydrazine derivatives, formamidine sulfinic acid, silane compounds); noble metal compounds (e.g., gold complex salts, Pt, I
A noble metal sensitization method using complexes of metals in the Nl1l group of the periodic table such as r, Pd, etc. 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, nitroimidazole, nitropenguimigzoles, chlorobenzimidazole, bromobenzimidazole, mercaptothiazole, mercaptobenzothiazole, mercaptobenzimidazole, mercaptothiadiazole, amino Triazoles, benzotriazoles, nitrobenzotriazoles, mercaptotetrazo-@C especially /-phenyl-! - mercaptotetrazole, etc.; mercaptopyrimidines; mercaptotriazines: thioketo compounds such as oxdorinthione; azaindenes, such as triazaindenes, tetraazaindenes (especially ψ-hydroxy substituted ('+3y3a+7) tetraaza Indene M), -': Indenes; compounds known as antifoggants or stabilizers, such as henzenethiosulfonic acid, benzenesulfinic acid, benzenesulfonic acid amide, etc., may be added. can.

The photographic emulsion layer or other hydrophilic colloid layer of the light-sensitive material prepared using the present invention may contain coating aids, antistatic properties, smoothness improvement, emulsification fraction, adhesion prevention and photographic property improvement (e.g.
Various surfactants may be included for various purposes such as development acceleration, high contrast, and sensitization.

In the photographic emulsion layer of the photographic light-sensitive material of the present invention, for the purpose of increasing sensitivity, increasing contrast, or promoting development, for example, z-realgylene oxide or its derivatives such as ethers, esters, and amines, thioether compounds, thiomorpholines, Quaternary ammonium salt compounds, urethane derivatives,
It may also contain urea derivatives, imidazole derivatives, 3-pyrazolidones, and the like.

In the photographic light-sensitive material used in the present invention, for the purpose of improving the toughness of the photographic emulsion layer and other layers, and the dimensional stability of the aqueous colloid layer, etc.
Dispersions of water-insoluble or sparingly soluble synthetic polymers can be included. For example, alkyl (meth)acrylate, alkoxyalkyl (methanoacrylate, glycidyl (meth)
Acrylates, (meth)acrylamides, vinyl esters (e.g. Eva Vinegar 'JP Vinyl), acrylonitrile, olefins, styrene, etc. alone or in combination, or together with acrylic acid, methacrylic '+1, α, β-non-1 foam phase dicarboxylic acids, A polymer containing a combination of hydroxyalkyl (methacrylate, sulfoalkyl (methanoacrylate, styrene sulfonic acid, etc.) as a monomer component can be used.

The photographic emulsion used in the present invention may be spectrally sensitized by methine dyes or the like. The dyes used include
Cyanine pigment, melonanine pigment, complex cyanine pigment,
Included are complex melonanine dyes, holopolar-7anine dyes, hemicyanine dyes, styryl dyes and hemioquinonol dyes. Particularly useful dyes are cyanine dyes,
It is a pigment belonging to merocyanine pigments and complex merocyanine pigments. Any of the nuclei commonly used for cyanine dyes can be used as the basic heterocyclic nucleus for these dyes. That is, pyridine nucleus, oxazoline nucleus, thiazoline nucleus, pyrrole nucleus, oxazole nucleus, thiazole nucleus, selenazole nucleus, imidazole nucleus, tetrazole nucleus,
Pyridine nuclei, etc.; nuclei in which an alicyclic hydrocarbon ring is fused to these nuclei; and nuclei in which aromatic hydrocarbon rings are fused to these nuclei, i.e., indolenine nucleus, benzindolenine nucleus, indole nucleus, benzoxane nucleus, etc. Doll, naphthoxazole (pig, benzothiazole nucleus, naphthothiazole nucleus,
Benzoselenazole, penzimitazole, quinoline, etc. may be applicable, and these nuclei may be substituted on carbon atoms.

The merocyanine dye or composite merocyanine dye VC has a ketomethylene structure as a nucleus such as a pyrazoline-y-one nucleus, a thiohyguntoin nucleus, a λ-thioxazolidine-λ, a Hiro-dione nucleus, a thiazolidine-co, a ≠-dione nucleus,
Logenin nucleus and thiobarbic acid nucleus! ~t@heterocycle can be applied.

These sensitizing dyes may be used alone or in combination (combinations of sensitizing dyes are often used, particularly for the purpose of supersensitization).

Along with the sensitizing dye, it is a dye that itself does not have a spectral sensitizing effect or a substance that does not substantially absorb visible light,
A substance exhibiting supersensitization may also be included in the emulsion. for example,
Aminostyl compounds substituted with nitrogen-containing heterocyclic groups (for example, U.S. Patent No. 33.30, No. 3, AJ
J, , 72/], aromatic monohydroacid formaldehyde condensates (e.g., U.S. Pat. No. 3,714)
3,110), cadmium salts, azaindene compounds, and the like.

The invention is also applicable to multilayer, multicolor photographic materials having at least λ different spectral sensitivities on the support. A multilayer natural color photographic material usually has at least one each of a red-sensitive emulsion layer, a green-sensitive emulsion layer, and a blue-sensitive emulsion layer on a support.

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, but different combinations may be used in some cases.

IJ
1t-1- having a substituent represented by at the 2- or 4-position
Pyrazolo (/, j-bJ (/.

Co, ψ] Along with triazole couplers, other dye-forming couplers, i.e., aromatic ls1 in the color phenomenon treatment.
Compounds that can develop color by oxidative coupling with class amine phenomena (for example, phenylenediamine 1-permeable conductors, aminophenol derivatives, etc.) may also be used.

Typical examples of color couplers include naphthol or phenolic compounds, pyrazolone or pyrazoloazole compounds, and open-chain or heterocyclic ketomethylene compounds. Examples of cyan, magenta and yellow couplers that can be used in the present invention are [(l)/7A Ko3(
7/7/2017) ■-D, described in the patent cited in 17/7/1999.

These couplers preferably have ballast groups or are polymerized and diffusion resistant.

It is preferable that the coupling position is substituted with a leaving group rather than a hydrogen atom. Couplers in which the chromophore has suitable diffusivity, colored couplers, colorless couplers, or couplers which release a development inhibitor or development accelerator upon the coupling reaction can also be used.

A representative example of the yellow coupler that can be used in combination with the present invention is an oil-protected acylacetamide coupler. An example of this structure is U.S. Patent No. 2. Hiro 0
7. λ10, λ, r7j, 017 and 3
．． It is described in Kotz, rot issue, etc. Present invention 1C
2-Yellow Yellow Casoler can be preferably used, and is disclosed in U.S. Patent No. 3. Hiroshi Or, / PlA No. 3, Hiroshi 4
No. 47.921, same No. 3. 33. zoi and 1
t, 4cO/, 7 Yoko issue, etc. Yellow couplers of the oxygen atom dissociation type or Tokko Sho! r-10739
No., U.S. Patent No. 02, Otsu λO No., U.S. Patent No. μ, 32t
, No. 0214, R, D11013 (/ri 7t Hirotsuki),
British Patent No. 1,1 to 23,0 CoO, West German Application Publication No. λ
Lol,? No. 77, same No. 2. λ&/, No. 347, No. 3, No. 3, Jlr No. 7 and No. 2゜ (AJ3, 11
A representative example of this is the nitrogen atom separation type yellow coupler described in No. 2. α-pivaloylacetanilide couplers are characterized by the fastness of color-forming dyes, while α-benziylacetanilide couplers are characterized by good color-forming properties.

The magenta coupler that can be used in the present invention is preferably an oil-protected indacylon or cyanoacetyl coupler! - pyrazoloazole couplers such as pyrazolone and pyrazolotriazoles other than those of the present invention; ! - The pyrazolone coupler is preferably one in which the 3-position is substituted with an arylamino group or an acylamino group from the viewpoint of the hue of the chromophore and the rate of color development;
Typical examples are U.S. Patent Nos. 2,3//, 012, 31A3.703, 2,600.7rr, 2.901.173, and IX3.0 & 2.61.
No. 3, same No. 3. isi, ryt number 3, ryt number 34
, 0// issue etc. 2-equivalent j-pyrazolone couplers are preferred and are described in U.S. Pat.
, 3io, ti? or the nitrogen atom leaving group described in US Patent No. V.

The arylthio group described in No. 3j/, rri No. 7 is preferred. Further, as described in European Patent No. 73.636 (7), a pyrazolone coupler having a ballast group has high color reactivity.

As a pyrazoloazole coupler, U.S. Patent No. 3,
362. r? Pyrazolobenzimidazoles described in US Pat. pyrazolotetrazoles described in RD Ko 230 (/ri,
r-μ! Examples include imidazopyrazoles described in J-/2.

Cyan couplers that can be used in the present invention include oil-protected naphthol-based and phenol-based couplers, as described in US Pat. The naphthol couplers described in Kou 7μ, 293, preferably U.S. Patent No. ≠, Oj
2. Colco No., same No. μ, /≠A, Jri No. 3, same No. 4 Ll
No. 21,233 and No. ≠, 2P & , 2 (77
A typical example is the highly active 2-equivalent naphthol coupler of the oxygen atom dissociation type described in No. 7. Specific examples of phenolic couplers include U.S. Pat.
No., No. Ko, ≠ Ko J, No. 730, No. λ, 772, /
/, No. 2, No. J, rot: No. /7 and No. 2
．． It is described in Ririj, No. 124, etc.

Cyan couplers that are robust to heat, humidity, and temperature are preferably used in the present invention, typical examples being the phenolic cyan couplers described in U.S. Pat. No. J, 772.002, and U.S. Pat. No. J
, No. 711.301, No. 1/-, /26. J Riwo issue,
Same No. 11-, J34L, No. 0//, Same No. 1, 327. /
No. 73, West German Patent Publication No. J, Jλ, No. 725F, and Japanese Patent Application Sho JR-μ Colo No. 7/, etc. - Diacylamino Substitute Phenolic Coupler and U.S. Patent No. 3'44'A, Aco No. 2, No. 333.222
No., Hiroshi, ≠xi, sr, and No. ≠, ≠27
747, etc., which have a phenylfreido group at the 2-position and an acylamino group at the 1-position.

In order to satisfy the characteristics required of a photosensitive material, two or more types of the above couplers can be used in the same layer, or the same compound can be added to two or more different layers.

In order to correct unnecessary absorption in the short wavelength region of the magenta and cyan coupler chromophores, it is preferable to use a colored coupler in combination with the color photosensitive material for photographing. U.S. Patent No. Hiroshi, /A! , l+70 and special public show j7-3
RiIA/! Yellow-colored magenta coupler described in US Pat.
, Coyo r and British Patent No. 1. A typical example is the magenta-colored cyan coupler described in No./Hirot, JTY.

These color couplers that can be used in combination may also form a polymer of type 2 or higher. Typical examples of polymerized couplers are:
U.S. Patent No. 3. uzi, rJO issue and μ, oro,
It is described in λ/1.

Specific examples of polymerized magenta couplers are given in British Patent No. 2,
10 Co., No. 773 and U.S. Pat. No. 367.2J'
It is written and marked with 1.

In addition, the graininess can be improved by using a variety of color-propagating couplers; such couplers are disclosed in U.S. Pat.
JA A, 237 and British Patent No. 2°/λ, 37
A specific example of a magenta coupler is shown in European Patent No. 71.
．． ．． No. 173 and West German Patent Publication (OLS)! , 32≠
, j33 has yellow, magenta and 7 ann concrete 1
711 is listed.

In the photographic light-sensitive material of the present invention, an inorganic or organic hardening agent may be added to the photographic emulsion layer and other hydrophilic colloid layers.

For example, chromium salts (chromium alum, chromium acetate, etc.)
, aldehydes, (formaldehyde, glyoxal, geltaraldehyde, etc.), hemethylol compounds (dimethylol urea, methylol dimethyl hydantoin, etc.), geogysan derivatives (2,3-dihydroxydioxane, etc.), activated vinyl compounds (/, 3.j- Triacryloyl-hexahydro-3-triazine, /13-
Roxy S
-triazinato), mucohalogen acids (mucochloric acid, mucofoenogycycloic acid, etc.), and the like 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, such as by cationic polymers.

The light-sensitive material produced using the present invention may contain a hydroquinone derivative, an aminophenol derivative, a gallic acid derivative, an ascorbic acid derivative, etc. as a color antifoggant.

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 US Pat. J, !t3J, 72μ), ≠-thiazolidone compounds (such as those described in US Pat.
Hirogo, same! ,! j), benzophenone compounds (for example, those described in JP-A-4-C4-Core), cinnamic acid ester compounds (for example, US Pat. No. 3,7 or, rot, J, 707. No. 371), butadiene compounds (eg, those described in U.S. Pat.

oIAr, No. 229), or benzoxidol compounds (such as those described in US Pat. No. 3,700, Hirojj) can be used. An ultraviolet absorbing coupler (for example, an α-naphthol cyan dye-forming coupler) or an ultraviolet absorbing polymer may be used. These ultraviolet absorbers may be mordanted in specific layers.

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 various purposes such as preventing irradiation. Such dyes include oxonol dyes, hemioxonol dyes, styryl dyes, mero-7aine dyes, cyanine dyes and azo dyes. Among them, oxonol dyes; hemioxonol dyes and merocyanine dyes are useful.

In 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 didroone derivatives, gallic acid derivatives, p-alcodiphenols, p-diphenol derivatives, and hibisphenols.

Photographic processing of layers comprising photographic emulsions made using the present invention, e.g. Research Disclosure No. 776 No. 2
Any of the known methods and known treatment liquids as described on pages 3 to 30 can be applied. The processing temperature is usually chosen between 1r0c and to'c, but /r
The temperature may be lower than 'c or above jo 0c.

Color developer rt solutions generally consist of an alkaline aqueous solution containing a color developing agent. The color developing agent is a known primary aromatic amine developer, such as phenylene diamines (for example, Hiro-amino-he, N-diethylaniline, 3-methyl-μ
m-amino-N,N-diethylaniline, Hiro-amino-he-dithylhe, β-hydroxyethylaniline, 3-methyl-Hiro-amino-he-ethylhe, β-hydroxyethylaniline, 3-methyl-≠-aminohehe Thiruhe-β-methanesulfamide ethylaniline, Hiro-amino-3-methyl-heethyl-N-β-methΦdiethylaniline, etc. can be used.

In addition, IJ, F, Mason W Photo-g
rapicProcessing Chemist
p22 of ry (published by FocalPress, /Riotsu 6th year)
T-22? , U.S. Patent No. 3,0Ij, same amount, j
P.J.

3 may be used as a reference number, and those described in JP-A-KOKAI No. 233-233 may also be used.

Color developers (such as salts, alkali metal sulfites, carbonates, borates, and phosphates) laxatives, bromides, iodides, and antifoggants. It may contain a development inhibitor or an antifoggant.

In addition, if necessary, water hardening agents, preservatives such as hydrozyllamine, organic solvents such as benzyl alcohol and diethylene glycol, diethylene glycol, quaternary ammonium salts, amines and other additives, dyes, etc. It may also contain forming couplers, competitive couplers, fogging agents such as sodium boron I hydride, auxiliary developers such as /-phenyl-3-pyrazolidone, viscosity-imparting agents, polycarboxylic acid chelating agents, oxidation inhibitors, etc. , color development 1
The photographic emulsion layer after exposure is usually bleached.

The bleaching process may be performed simultaneously with the fixing process, or may be performed separately. As a bleaching agent, for example, iron (In)
, compounds of polyvalent metals such as cobalt (III), chromium (■), and copper (II), peracids, quinones, and nitroso compounds.

For example, ferricyanide, dichromate, chichi(1)I
or organic complex salts of cobalt ([I), such as ethylenediaminetetraacetic acid, nitrilotriacetic acid, /.

Aminopolycarbonate complexes such as 3-diamino-coprobanoltetraacetic acid or complex salts of organic acids such as citric acid, tartaric acid, and malic acid; persulfates, permanganates; nitrosophenols, and the like can be used. Among these, potassium ferricyanide, iron ethylenediaminetetraacetate (]I
Sodium I and iron ([1) ammonium ethylenediaminetetraacetate are particularly useful. Ethylenediaminetetraacetic acid iron(III) complex salts are useful in both stand-alone bleach solutions and -bath bleach-fix solutions.

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

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

Example 1 As a coupler, tri(
Add 1 ml of 2-ethylhexyl) phosphate and 1 ml of ethyl acetate, heat, and add gelatin/(7,! 1
it, sodium dodecylbenzenesulfonate/,
The coupler solution was finely emulsified and dispersed by a mechanical method by adding it to 100 ml of a water bath solution containing Ozo.

All terms of this emulsified dispersion are Br! In addition to silver chlorobromide emulsion containing 0 molar fraction / 00 fl (containing Ag 6゜jI), 2.Hiro-dihydroxy-6-
Add tOml of chloro-5-) riazine sodium salt and coat it on a paper support laminated with polyethylene on both sides so that the coating strength is 00 so/rI@2, and apply the coating to the upper layer of this coated layer. A sample was prepared by providing a gelatin layer. This is designated as sample A.

Next, the coupler M-/ is added to the exemplified compound M-77゜FIZ%
M-/j F, 7! j, M-/r? , 2g, and the same tri(-ethyl)yit sulfite as above, respectively /4rnl, /7, 1ml
, /r, zrpt, and 2 zml of ethyl acetate were added to prepare an emulsified dispersion in the same manner as described above, and the same amount of the same emulsion was used and coated on the same support so that the Ag stitches were applied every time. A 1-item sample was prepared (these samples are referred to as samples B, C, and D, respectively.

Furthermore, as a comparative sample, the following compound? , ri, F to l
J (λ-ethylhexyl) phosphate/rml, vinegar r
An identical coated sample was prepared using 2 rml of ethyl ethyl as described above. This sample was used as a comparative sample.

Samples A-D [1000C, M, S
, and was treated with the following treatment solution.

Current liquid benzyl alcohol /jml diethylenetriamine rlf1-@jgKBr
'-μgNa2SO
3rg Na 2co3 309 Hydroxyamine Sulfate, 2I! ≠-Amino-3-methyl-he-β-(methanesulfonamide) Ethylaniline・J/jH2So4・H20μ,! y Adjust pH to iooomt with water / 0, / bleach-fix ammonium thiosulfate (70wtl → 1torrt)
lNa 2SO319 Na(Fe(EDTA)J'AOgE
DTA tAg to / 000 td with water p) 14, f Processing process temperature Time phenomenon 1 Solution 33°C 3 minutes 30 seconds Bleach-fix solution
33°Ct min 30 seconds water wash r~jj'c
The magenta color image of each sample obtained in this manner was clear and highly saturated. 11 of these colors! The following results were obtained when photographic characteristics were measured.

Table 1 Photographic characteristics *Relative value of exposure amount that gives a density of fog + 0.2. The comparative sample was used as the standard (ioo).

As a result, it was found that the coupler of the present invention exhibits excellent characteristics in terms of sensitivity, gradation, and maximum density.

This is due to the fact that by changing the linking group moiety that connects the +1 aqueous group, Caprinobu activity was increased and color development efficiency was also increased.

Example 2 A paper support laminated with polyethylene on both sides as described in Table 2 was coated with 7 layers (top layer 1!i) starting with "Is'!M"(h' being the bottom layer) in order, and a color photograph Photosensitive materials E, F, G%H, and I were prepared.

At this time, the composition of the coating solution containing the emulsified dispersion and emulsion of the magenta coupler used in No. JW3 was a solution prepared according to Example 1.

*l Yellow coupler α-pivaloyl-α-(
-3-yl)-λ-chronoxy)butanamide] *2 Solvent Dioctylbutylphosph*3 Color mixture prevention agent 2. j-dioctyl I~
A*4 Solvent Dibutyl phthalate 5 Magenta coupler Sample ELM -/, Sample FI: Comparative sample *6 Solvent Tri(λ-ethylhexane*7 Ultraviolet absorber 2-(2-hydroxy-benzotriazole) 8 Cyan coupler 2-[α-(-2μm zig, 2-dichloro-j-2, Hiro-dioxo-j, j'-dimethyloxazolidine-(α-(ko, Hiro-ji tert-benthylfene ゛γcetanilide= - Todoroquinone: M-7, sample GEM-/j, sample 1-1: M-/lr
, sample/run phosphate j -36C-butyl-j-tert-butylphenyl)-tert-pentylphenogi/)butanea is de]-
Methylphenol These samples E~■ were attached with a B-G-R 3 color separation filter and given the same extended light as in Example 1, and the color development time was changed to 2 minutes, 3 minutes 30 seconds, and 6 minutes. All except for (the same treatment was performed.

The change in photographic characteristic values when changing the color development time is the third.
The results shown in the table were obtained.

What are these results? Even in layer samples, the coupler of the present invention is an excellent coupler that exhibits small dependence on color development time in all of sensitivity, gradation, maximum fR, and power, and exhibits photographic properties with small fluctuations in a short color development time. Example 3 Sample E-I prepared in Example 2 was attached with a BGR three-color separation filter, and exposed and processed as described in Example 1 to obtain four colored images.

7 parts are fluorescent lamp bleachers (/,
j million luxura for tA week, 4 light, and another part to
A fastness test of 1 drop of magenta dye was carried out by leaving one part under high temperature and high humidity conditions of OC and RH for 64 days, and another part under high temperature of 1000C for 7 days. The results are shown in Table μ.

Table tA Color i main fastness values are initial density 1. From the magenta density value table after the O fading test (■), the coupler of the present invention has strong color development and solid images, and there is no adverse effect due to residual coupler, acceleration of fading, or occurrence of staining.
This shows that it is an excellent coupler.

Patent Applicant: Fuji Photo Film Co., Ltd. Procedural Amendment November 4, 1939

Claims (1)

[Scope of Claims] A silver halide color photographic light-sensitive material having at least one silver halide emulsion layer on a support, 1H having a group represented by the following general formula (I) at the 2-position and/or 6-position. - A silver halide color photographic material containing at least one type of pyrazolo[1,5-b][1,2,4]triazole magenta coupler. General formula (I) -(X)-_nY-Z In the formula, X represents an alkylene group, and Y has ▲numerical formula, chemical formula, table, etc.▼, -O-, -S-, -SO_2-,
▲There are mathematical formulas, chemical formulas, tables, etc.▼ Represents either -COO-, Z represents an organic residue, and n represents 0 or 1. R represents a hydrogen atom or an organic substituent, and R and Z may be combined to form a ring.