JPH02195345A - Silver halide color photographic sensitive material containing novel cyan coupler - Google Patents

Abstract

PURPOSE:To obtain good color development property and sufficient color development density by incorporating a specified coupler in a red sensitive silver halide emulsion layer. CONSTITUTION:The red sensitive silver halide emulsion layer contains at least one of the couplers represented by formulae I and II in which R1 is cyano, haloalkyl, or the like; R2 is a substituent; R3 is alkyl or aryl; R4 is H, alkyl, or the like; R5 is a group substitutable on the benzene ring; n is an integer of 0-4, and when n is >=2, plural R5 may be same or different; and Y is H or a group releasable during development processing, thus permitting good color reproducibility and sufficient maximum density to be obtained, and change of hue against heat and temperature to be prevented.

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 contains an active site-substituted cyan dye-forming coupler with excellent color forming properties. This invention relates to silver halide color photographic materials.

[Background of the Invention] After a silver halide photographic material is exposed to light, it is subjected to a color development process, whereby an oxidized aromatic primary amine color developing agent and a dye-forming coupler react to form a dye.
A color image is formed.

Generally, this photographic method uses a subtractive color reproduction method to form yellow, magenta and cyan color images.

Phenols or naphthols have been widely used as cyan image forming couplers.

However, cyan images obtained from conventionally used phenols and naphthols have serious problems in color reproduction. The reason is that the absorption is not sharp on the short wavelength side and has unnecessary absorption, that is, asymmetric absorption, even in the green region. As a result, in the case of negatives, it is necessary to correct the asymmetric absorption by masking, etc., and in the case of vapors, there is no means of correction (currently, the color reproducibility is considerably deteriorated).

Furthermore, dye images obtained from conventionally used phenols and naphthols have some problems in their storage stability. For example, U.S. Patent No. 2.3
The dye images obtained from the 2-acylaminophenolic cyan couplers described in 87.531 and 2.423.730 generally have poor heat fastness;
U.S. Patent No. 2.389.929 and U.S. Pat.
772=, the dye image obtained from the 2°5-diacylaminophenol cyan coupler described in No. 182 is generally inferior in light fastness, and the dye image obtained from the 1-hydroxy-2-natutamido cyan coupler is Generally poor in both light and heat fastness.

Also, U.S. Pat.
2,5-diacylaminophenol cyanogen carburers described in US Pat. No. 3,880.66, etc.
The 2,5-diacylaminophenol cyan coupler having a hydroxyl group in the ballast portion described in Specification No. 1 is also required in terms of fastness to photothermia and generation of yellow stain in order to preserve the dye image for a long time. A sufficiently satisfactory level has not yet been obtained. Therefore, with the aim of solving these problems, the following publications have been published in Japanese Patent Application Laid-Open No. 199352, No. 63-250649, No. 83-250850, etc. A pyrazoloazole-type cyan coupler has been devised.

However, all of these couplers are substituted with electron-withdrawing groups or hydrogen-bonding groups in order to satisfy the absorption wavelength of the coloring dye that is formed, so their coupling activity is greatly reduced, and conventional The biggest problem was that the color development was extremely poor compared to the phenol and naphthol type cyan couplers.

As a result of various studies regarding the above-mentioned problems, the present inventors succeeded in discovering a pyrazoloazole type cyan coupler having good coloring properties, and completed the present invention.

[Objective of the Invention] Therefore, the first object of the present invention is to provide a silver halide which exhibits good coloring properties and provides sufficient coloring density by containing an active site-substituted cyan dye-forming coupler having high reactivity. Our objective is to provide color photographic materials.

A second object of the present invention is to use a new cyan coupler that improves the drawbacks of the conventionally used cyan dye-forming couplers, that is, it has sharp absorption and absorbs in the blue and green regions. It is an object of the present invention to provide a silver halide color photographic material that gives a clear cyan image with low so-called excellent spectral absorption characteristics.

A third object of the present invention is to provide a silver halide color photographic light-sensitive material containing a novel cyan coupler capable of forming a cyan image that does not change in hue due to heat or temperature.

[Structure of the Invention] The object of the present invention is to provide a silver halide color photographic light-sensitive material having at least one silver halide emulsion layer on a support, in which the red-sensitive silver halide emulsion layer has the following formula: This was achieved by a silver halide color photographic light-sensitive material characterized by containing at least one coupler selected from the couplers represented by [11 and [nl].

General formula [I] - Mathematical formula [II] represents an alkyl group or an aryl group, R4 represents a hydrogen atom, an alkyl group, an aryl group, a sulfonyl group, a sulfinyl group, a carbonyl group, a sulfamoyl group, or a carbamoyl group;
represents a substituent that can be substituted on the benzene ring, n represents an integer of 0 to 4, and when n is 2 or more, a plurality of R5s may be the same or different.

Further, Y represents a hydrogen atom or a group that can be separated during development. ] [Specific structure of the invention] In the couplers represented by general formulas [11 and [1] according to the present invention, R1 represents six groups: cyano, alkyl halide, halogen specific gravity, sulfonyl, and sulfinyl. For example, the halogenated alkyl group represented by R1 includes groups such as trifluoromethyl and 2-chloroethyl.

Examples of the halogenated aryl group represented by R1 include groups such as pentafluorophenyl and pentachlorophenyl.

Examples of the sulfonyl group represented by R8 include groups such as methylsulfonyl, trifluoromethylsulfonyl, benzenesulfonyl, and p-toluenesulfonyl.

Examples of the sulfinyl group represented by R include groups such as methylsulfinyl, octylsulfinyl, 3-phenoxybutylsulfinyl, and m-pentadecylphenylsulfinyl.

The above group may further have a substituent such as a diffusion-resistant group or an electron-withdrawing group.

There are no particular limitations on the substituents represented by R2 and R5. Typically, alkyl, aryl, anilino, acylamino, sulfonamide, alkylthio, arylthio,
Six groups include alkenyl, cycloalkyl, etc.
In addition, halogen atoms, cycloalkenyl, alkynyl, heterocycle, sulfonyl, sulfinyl, phosphonyl,
Acyl, carbamoyl, sulfamoyl, cyano, alkoxy, aryloxy, heterocyclicoxy, siloxy, acyloxy, carbamoyloxy, amino, alkylamino, imide, ureido, sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino, alkoxycarbonyl, Also included are aryloxycarbonyl, 6 groups of heterocyclic thio, as well as spiro compound residues and bridged hydrocarbon compound residues.

The alkyl group represented by R2 and Rs has 1 carbon number
-32 is preferable, and it may be linear or branched.

The aryl group represented by R2 and Rs is preferably a fninyl group.

Examples of the acylamino group represented by R2 and R5 include an alkylcarbonylamino group and an arylcarbonylamino group.

Examples of the sulfonamide group represented by R2 and R6 include an alkylsulfonylamino group and an arylsulfonylamino group.

Examples of the alkyl component and aryl component in the alkylthio group and arylthio group represented by R2 and R5 include the alkyl group and aryl group represented by R2 and R9 above.

The alkenyl group represented by R2 and R5 has 2 to 82 carbon atoms, and the cycloalkyl group has 3 carbon atoms.
-12, especially those of 5-7 are preferred, and the alkenyl group may be linear or branched.

As the cycloalkenyl group represented by R2 and R5,
Those having 8 to 12 carbon atoms, particularly 5 to 7 carbon atoms, are preferred.

Sulfonyl groups represented by Rz and , such as alkylsulfonyl groups and arylsulfonyl groups; sulfinyl groups include alkylsulfinyl groups and arylsulfinyl groups; phosphonyl groups include alkylphosphonyl groups, alkoxyphosphonyl groups, and aryloxy A phosphonyl group, an arylphosphonyl group, etc.; As an acyl group, an alkylcarbonyl group, an arylcarbonyl group, etc.; As a carbamoyl group, an alkylcarbamoyl group, an arylcarbamoyl group, etc.; As a sulfamoyl group, an alkylsulfamoyl group,
Arylsulfamoyl groups, etc.; Acyloxy groups include alkylcarbonyloxy groups, arylcarbonyloxy groups; Carbamoyloxy groups include alkylcarbamoyloxy groups, arylcarbamoyloxy groups, etc.; ureido groups include alkylureido groups, arylureido groups, etc.; Examples of the sulfamoylamino group include an alkylsulfamoylamino group and an arylsulfamoylamino group; as the heterocyclic group, a 5- to 7-membered group is preferable; specifically, a 2-furyl group, a 2-thienyl group, 2-pyrimidinyl group, 2-benzothiazolyl group, etc.; the heterocyclic oxy group preferably has a 5- to 7-membered heterocycle, for example, 3,
4.5.6-tetrahydrobilanyl-2-oxy group, 1
-Phenyltetrazole-5-oxy group, etc.; The heterocyclic thio group is preferably a 5- to 7-membered heterocyclic thio group, such as 2-pyridylthio group, 2-benzothiazolylthio group, 2.4-diphenoxy-1 , 3,5-triazole-6 monothio group, etc.; siloxy groups include trimethylsiloxy group, triethylsiloxy group, dimethylbutylsiloxy group, etc.; imide groups include succinimide group, 3-heptadecylsuccinimide group, phthalimide group group, glutarimide group, etc.; as a spiro compound residue, spiro[3,3]hebutane-
1-yl, etc.; As a bridged hydrocarbon compound residue, bicyclo[2°2.1
]hebutan-1-yl, tricyclo[3°3.1.1'
-7]Decan-1-yl, 7,7-dimethyl-bicycloC2,2,1]hebutan-1-yl, and the like.

Furthermore, the substituent R2 may be a hydrogen-bonding group such as the following.

a Minoru b a b a b a b Ra Rb Ra +C+NHCORd Rb [Ra and Rb are hydrogen atoms and alkyl groups.

Represents an aryl group, a heterocyclic residue, etc.

Rc and Rd represent a hydrogen atom, an alkyl group, an aryl group, a heterocyclic residue, a sulfonyl group, a sulfinyl group, a carbonyl group, and the like. g represents 0 or 1, and m represents 1 or 2. ] R1 represents an alkyl group (eg, methyl group, ethyl group, propyl group, butyl group, amyl group, octyl group, dodecyl group, etc.) or an aryl group.

The alkyl group represented by R3 may have a substituent as shown below.

That is, halogen atoms (e.g. atoms such as fluorine, chlorine, bromine, etc.), hydroxyl groups, nitro groups, cyano groups, alkyl groups (e.g. methyl groups, ethyl groups, propyl groups, 1so-
Propyl group, butyl group, 1so-butyl group, 880-butyl group, tert-butyl group, pentyl group, 1so-pentyl group, 5ee-pentyl group, tart-pentyl group, hexyl group, heptyl group, octyl group, 5nonyl basis,
decyl group, dodecyl group, 1so-dodecyl group, cetyl group, etc.), cyanoalkyl group (e.g. cyanomethyl group, etc.),
Fluorinated alkyl groups (for example, trifluoromethyl group, octafluorobutyl group, etc.), aryl groups (for example, phenyl group, naphthyl group, etc.), alkoxy groups (for example, methoxy group, ethoxy group, β-ethoxy-ethoxy group, propyl group) Oxy group, 1so-propyloxy group, butoxy group,
1so-butoxy group, 5ee-butoxy group, tert-
butoxy group, pentyloxy group, 1so-pentyloxy group, tert-pentyloxy group, dodecyloxy group, etc.), aryloxy group (e.g. phenoxy group, tolyloxy group, etc.), carboxyl group, alkyloxycarbonyl group (e.g. ethoxycarbonyl group) , dodecyloxycarbonyl group, etc.), aryloxycarbonyl group (e.g., phenoxycarbonyl group, etc.), alkylacyloxy group (for example, acetyloxy group, cyclohexylcarbonyloxy group, etc.), arylacyloxy group (e.g., benzoyloxy group, etc.), alkylamino groups (e.g. ethylamino group, dimethylamino group, jetanolamino group, dodecylamino group, hexadecylamino group, etc.),
Arylamino groups (e.g., anilino group, naphthylamino group, etc.), alkylcarbamoyl groups (e.g., ethylcarbamoyl group, carboxyethylcarbamoyl group, dodecylcarbamoyl group, etc.), arylcarbamoyl groups (e.g., phenylcarbamoyl group, etc.), acylamino groups (e.g., methanamide group, etc.) group, dodecanamide group, hexadecanamide group, penzamide group, etc.), acyl group (e.g. benzoyl group, pentafluorobenzoyl group, ethylcarbonyl group, propylcarbonyl group, etc.), alkylthio group (e.g. methylthio group, propylthio group, octylthio group, dodecylthio group, etc.), alkylsulfonyl group (e.g. methylsulfonyl group, ethylsulfonyl group, octylsulfonyl group, decylsulfonyl group, dodecylsulfonyl group, etc.), alkylsulfamoyl group (e.g. ethylsulfamoyl group, pentylsulfamoyl group) , dodecylsulfamoyl group, N-methylsulfamoyl group, N,N-dimethylsulfamoyl group, etc.), alkylsulfonamide group (e.g. methylsulfonamide group, ethylsulfonamide group, dodecylsulfonamide group, p- dodecylphenylsulfonamide group, etc.), arylsulfonyl group (f
For example, phenylsulfonyl group, etc.) can be mentioned.

The aryl group represented by R3 is a phenyl group or a naphthyl group, and the phenyl group or naphthyl group may have a substituent as shown below.

That is, acylamino groups (e.g. methanamide group, ethanamide group, propaneamide group, butanamide group, hexaneamide group, octaneamide group, dodecanamide group, penzamide group, etc.), alkylsulfonamide groups (e.g. methanesulfonamide group, ethanesulfonamide group) group, propanesulfonamide group, hexanesulfonamide group,
octanesulfonamide group, dodecanesulfonamide group, etc.), arylsulfonamide group (e.g. benzenesulfonamide group, naphthalenesulfonamide group, etc.), carbamoyl group (e.g. methylcarbamoyl group, ethylcarbamoyl group, propylcarbamoyl group, dodecylcarbamoyl group, phenylcarbamoyl group, etc.), sulfamoyl group (e.g. N-methylsulfamoyl group, N-ethylsulfamoyl group, N-butylsulfamoyl group, N-
octylsulfamoyl group, N,N-dimethylsulfamoyl group, phenylsulfamoyl group, etc.), alkylureido groups (e.g. methylureido group, ethylureido group, etc.), arylureido groups (e.g. phenylureido group, naphthylureido group, etc.) groups), alkyl groups (e.g. methyl group, ethyl group, propyl group, octyl group, dodecyl group, etc.), alkoxy groups (e.g. methoxy group, ethoxy group, propyloxy group, butyloxy group, octyloxy group,
dodecyloxy group, etc.), amino group (e.g. methylamino group, ethylamino group, propylamino group, butylamino group, octylamino group, dodecylamino group, dimethylamino group, diethylamino group, anilino group, etc.), alkoxycarbonyl group ( Examples include methoxycarbonyl group, ethoxycarbonyl group, butoxycarbonyl group, octyloxycarbonyl group, dodecyloxycarbonyl group, etc.), or aryloxycarbonyl group (eg, phenoxycarbonyl group, etc.).

Substituent R4 represents a hydrogen atom, an alkyl group, an aryl group, a sulfonyl group, a sulfinyl group, a carbonyl group, a sulfamoyl group, and a carbamoyl group, and preferably a sulfonyl group, a sulfinyl group, and a carbonyl group.

In general formulas [11 and [II], Y is a hydrogen atom or a group that can be separated during development processing, for example, one that is separated from the compound of the present invention after the compound reacts with the oxidized developing agent. However, for example, the substituent represented by Y is
Groups that can be separated under alkaline conditions, such as those described in JP-A-81-228444, etc., and JP-A-58-1
Examples include substituents that are coupled off by reaction with an oxidized developing agent, as described in Japanese Patent No. 33784 and the like.

Preferably, Y is a hydrogen atom.

- The cyan couplers represented by formulas [11 and [II]] are more preferably represented by the following formulas [1'] and [■'].

General formula [l'] R,, R,, R4, R and n are each represented by general formula [1
] and R in [1], , R, , R3, Ra, Rs
and n.

Specific compounds of the present invention are listed below, but these are representative compounds of the present invention, and the present invention is not limited thereto.

In the following general formulas [■'], R1, these cyan couplers of the present invention are J, Che■, Soc.

Perkin 1.2047 (1977), J.H.
eterocycle, Chew.

kl, 423 (1974), Ber, 32.79
7 (lJI99), Chew.

Ber, 95.2861.2881 (1962)
, U.S. Patent No. 3.705.896, U.S. Patent No. 8.
Specification No. 725.067, Japanese Patent Publication No. 4B-43947, Japanese Patent Publication No. 60-220346, Japanese Patent Publication No. 60-4H5
Publication No. 9, Publication No. 82-123158, Publication No. e3-25
Publication No. 0849, 8! It can be easily synthesized by referring to JP 1-250650 and JP 63-2B4753.

Typical synthesis examples are shown below.

Synthesis Example (Synthesis of Compound 33) 1.2i of mercaptopropionic acid was added to 7.9g of IICb intermediate (compound described in JP-A-63-250649).

Anhydrous sodium carbonate 2.1. and 1ocal of acetone were added, and the mixture was heated under reflux for 4 hours. After distilling off the solvent of the reaction solution, 100ml of ethyl acetate was added. The organic layer was washed with 100 ml of water three times, dried over magnesium sulfate, and ethyl acetate was distilled off under reduced pressure. The obtained solid was purified by silica gel column chromatography and recrystallized with a mixed solvent of chloroform acetonitrile to obtain compound 33 4.9
．． I got it.

(It was confirmed to be Compound 33 by HNMR, IR and mass spectra.) When the color photographic material of the present invention is used as a full-color light-sensitive material, in addition to the cyan coupler of the present invention, a yellow coupler, a magenta coupler, etc. is used. The yellow coupler and magenta coupler are not particularly limited and known ones can be used.

As the yellow coupler, for example, acylacetanilide couplers can be used, including benzoylacetanilide and pivaloylacetanilide compounds.

As the magenta coupler, for example, 5-pyrazolone couplers, pyrazolopenzimidazole couplers, pyrazolotriazole couplers, and open-chain acylacetonitrile couplers can be used.

The silver halide color photographic light-sensitive material of 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.

The silver halide color photographic material of the present invention may contain various other photographic additives. For example, antifoggants, development accelerators, development retarders, bleach accelerators, stabilizers, ultraviolet absorbers, color stain inhibitors, fluorescent whitening agents, color image fading inhibitors, antistatic agents, hardeners, interfaces. Activators, plasticizers, wetting agents, etc. can be used. (See Research Disclosure No. 17843.) Furthermore, by coupling with competing couplers and oxidized forms of developing agents, development accelerators, bleach accelerators, developing agents, silver halide solvents, toning agents, hardeners, Compounds that release photographically useful fragments such as fogging agents, antifoggants, chemical sensitizers, spectral sensitizers, and desensitizers can be used.

The support for the silver halide color photographic light-sensitive material of the present invention is
Examples include baryta paper, polyethylene-coated paper, polypropylene synthetic paper, glass plates, polyester films such as cellulose acetate, cellulose nitrate, and polyethylene terephthalate, polyamide films, polycarbonate films, and polystyrene films. In the case of transparent supports, reflective layers are used. May be used together.

These supports are appropriately selected depending on the intended use of the photosensitive material.

Various coating methods such as dipping coating, air doctor coating, curtain coating, and hopper coating can be used to coat the emulsion layer and other constituent layers used in the present invention. It is also possible to simultaneously apply two or more layers as described in U.S. Patent No. 2,781,791 and U.S. Pat.

In the present invention, the coating position of each emulsion layer can be arbitrarily determined. It is preferable to do so.

In the photosensitive material of the present invention, it is optional to provide an intermediate layer with an appropriate thickness depending on the purpose, and a filter layer,
Various layers such as an anti-curl layer, a protective layer, and an antihalation layer can be used in appropriate combinations as constituent layers. Hydrophilic colloids can be used as binders in these constituent layers, and gelatin is preferably used.

In addition, the various photographic additives mentioned in the explanation of the emulsion layer can be contained in the layer.

There are no particular limitations on the method of processing photographic materials using the silver halide emulsion of the present invention, and any commonly known processing method can be applied. For example, typical methods include a method in which bleach-fixing is performed after color development, followed by further washing and/or stabilization treatment if necessary; bleaching and fixing are performed separately after color development; Although the silver halide color photographic light-sensitive material of the present invention may be processed using any method including water washing and/or stabilization processing, the silver halide color photographic light-sensitive material of the present invention can be processed in the steps of color development, bleach-fixing, and water washing (or stabilization). Suitable for rapid processing.

[Embodiment N] Specific examples of the present invention will be described below, but the embodiments of the present invention are not limited thereto.

Example-1 Here, the present invention was applied to color paper.

That is, on a paper support double-sided laminated with polyethylene, the following layers were sequentially coated from the support side to prepare silver halide color photographic materials Nα1 to Nα18.

Layer 1... 1, 2g/rr? gelatin, 0
．． Blue-sensitive silver chlorobromide emulsion (silver chloride content: 99.3 mol%), 0.50 g/r
d” dissolved in dioctyl phthalate, 10 g/
A layer containing yellow coupler (Y-1).

Layer 2...0.70g/rd" gelatin, 30
mg/rrr of anti-irradiation dye (AI-1)
, 201 g/- of (AI-2).

Layer 3: 1.25 g/rrf gelatin, 0.
25g/resistant green-sensitive silver chlorobromide emulsion (silver chloride content 99.
5 mol%'), Q,! Layer containing 0.74 g/rrf of magenta coupler (M-1) dissolved in IQ g/rf of dioctyl phthalate.

Layer 4: Intermediate layer consisting of 1.20 g/rtf gelatin.

Layer 5 - 1.20 g/nf gelatin, 0.8
0 g/rrf red-sensitive silver chlorobromide emulsion (silver chloride content 99
．． 7 mol %), 0.9 mmol/rrr of cyan coupler shown in Table 1 dissolved in 0.45 g of dioctyl phthalate.

Layer 6...1.00 g/d gelatin and 0
．． 0 dissolved in 20g/ffr dioctyl phthalate
, 30 g/rrr of ultraviolet absorber (UV-1).

Layer 7: A layer containing 0.50 g/lrr of gelatin.

C-AI-1 AI-2 In addition, as a hardening agent, 2,4-dichloro-6-hydroxy-s-triazine sodium was added in layers 2.4 and 7.
Each was added in an amount of 0.017 g per 1 g of gelatin.

The obtained sample was passed through a photosensitive needle KS-7 type (manufactured by Konica Corporation).
After wedge exposure using a 3D emulsion layer, the maximum density of the red-sensitive emulsion layer (
Dm a X) was measured.

[Processing process]

UV-1 ■ Color development, bleaching, fixing, stabilization, drying, color development solution> Pure water temperature 34.7±0.3℃ 34.7±0.5℃ 30-34℃ 80-80℃ Time 45 seconds 50 seconds 90 seconds 60 seconds Triethanolamine t; 5klstt11 N,N-diethylhydroxylamine Potassium chloride N-ethyl-N-β-methanesulfonamidoethyl-3-methyl-4-aminoaniline sulfate 5g Sodium tetrapolyphosphate 2g Potassium carbonate 30g potassium sulfite
0.2g optical brightener (4,4'-
Diaminostilbendisulfonic acid derivative) 1g Add pure water to bring the total volume to 11, and adjust the pH to 10.2.

Bleach-fix solution> Ethylenediaminetetraacetic acid iron (I [I) ammonium dihydrate 8Gg ethylenediaminetetraacetic acid 3g ammonium thiosulfate (70
% solution) 100sj ammonium sulfite (40
% solution) 27.5 ■1 Adjust to pa 5.7 with potassium carbonate or glacial acetic acid, and add water to bring the total volume to 1 fI.

Stabilizing liquid> 5-chloro-2-methyl-4-isothiazolin-3-one Igl-hydroxyethylidene-1゜1-diphosphonic acid Add 2 g of water to make 1 g, and adjust the pH to 7.0 with sulfuric acid or potassium hydroxide. 0
Adjust to.

Moreover, the color reproducibility of the sample Na1-kllll was evaluated by the following method.

First, color negative film (Konica Color GX-100
: manufactured by Konica Corporation) and camera (Konica FT-I MO
TOR: manufactured by Konica Corporation) was used to photograph a color checker manufactured by Macbeth. Subsequently, a color negative development process (CNK-4: manufactured by Konica Corporation) was performed, and the obtained negative image was printed on a Konica color printer CL-P 2000.
(manufactured by Konica Corporation) using the above samples 1 to 3 L8L
, 82 mm x 117 mm, and a practical print was obtained in the same manner as above. Printer conditions during printing were set for each sample so that gray on the color checker turned gray on the print.

The color reproducibility and blackness of the obtained practical prints were visually evaluated. The results are summarized in Table-1.

Margin Table-1 Below: Color Reproducibility (Hue, Saturation) Color Reproducibility (Hue, Saturation) Color Reproducibility (Hue, Saturation) Poorly Good Very Good As is clear from Table-1, the present invention Although Sample Seed 1 containing the cyan coupler CC-1 has good color development and a high maximum density, the color reproducibility is extremely insufficient. On the other hand, cyan coupler C outside the present invention
Sample magnet 2 containing C-2 has greatly improved color reproducibility, but has a low maximum density and thus has poor blackness.

On the other hand, sample magnets 3 to 18 containing the cyan coupler of the present invention all have good color development, high maximum density, and good color reproducibility and blackness.

[Effects of the Invention] The silver halide color photographic light-sensitive material of the present invention has good color reproducibility, a sufficient maximum density, and no change in hue due to heat or temperature.

Claims (1)

[Scope of Claims] In a silver halide color photographic light-sensitive material having at least one silver halide emulsion layer on a support, the red-sensitive silver halide emulsion layer has the following general formulas [I] and [II].
] A silver halide color photographic material containing at least one coupler selected from the couplers shown below. General formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ General formula [II] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [In the formula, R_1 is a cyano group, halogenated alkyl group, halogenated aryl group, sulfonyl R_2 represents a substituent, R_3 represents an alkyl group or an aryl group, and R_4 represents a hydrogen atom, an alkyl group, an aryl group, a sulfonyl group, a sulfinyl group, a carbonyl group, a sulfamoyl group, or a carbamoyl group. , R_5 represents a substituent that can be substituted on the benzene ring, and n
represents an integer from 0 to 4, and when n is 2 or more, multiple R_5
may be the same or different. Further, Y represents a hydrogen atom or a group that can be separated during development. ]