JPH0212147A - Silver halide color photographic sensitive material - Google Patents

Abstract

PURPOSE:To form a cyan image having high sensitivity and high concn. by incorporating a phenolic cyan coupler having respectively specific groups in the 2nd position and 5th position into the above material. CONSTITUTION:This material contains the phenolic cyan coupler having the group expressed by formula I in the 2nd position and the group expressed by formula II in the 5th position. In formula, R1 denotes an alkyl group, aryl group or heterocyclic group; R2 denotes an alkylene group; R3 denotes a substituent; (n) denotes 1-4 integer; X denotes a hydrogen atom or a group which can be eliminated by coupling reaction with the oxidant of a color developing agent; respective R3 may be the same as or different from each other if (n) is 2-4. The amt. of this cyan coupler to be added is usually 1.0X10<-3>-1.0mol, more preferably 5X10<-3>-8X10<-1>mol per 1mol silver halide. The cyan image is thus formed with the high sensitivity and high concn.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a silver halide color photographic light-sensitive material containing a novel phenolic cyan coupler having a ureido group at the 2-position.

[Background of the invention]

In silver halide color photographic materials, generally the photosensitive silver halide is exposed to light, then subjected to color development treatment, and a dye is formed by reacting an oxidized aromatic primary amine developing agent with a dye-forming coupler. let

As a cyan coupler, a cyan coupler having a substituted phenylureido group at the 2-position of phenol has been developed and has been widely used. These couplers are disclosed, for example, in JP-A-56-65134 and JP-A-57-204543.

It is described in No. 57-204544, No. 57-204545, No. 60-108217, etc. These couplers are characterized by the excellent color tone of the cyan dyes formed. A further advantage is that dye density does not decrease even when a tired bleach bath or bleach-fix solution is used.

However, the conventionally known cyan couplers are no longer able to fully satisfy the demands that have been increasing in recent years for increasing the sensitivity of photographic materials and stabilizing photographic performance against fluctuations in processing conditions.

[Purpose of the invention]

A first object of the present invention is to provide a silver halide color photographic material that is highly sensitive and forms cyan images of high density.

A second object of the present invention is to provide a silver halide color photographic light-sensitive material that is resistant to a decrease in density even when processed under conditions varying from standard processing conditions.

[Structure of the invention]

The above objects of the present invention have been achieved by a silver halide color photographic material having the following composition.

1. A silver decagenide color photographic light-sensitive material containing a phenolic cyan coupler having R, -SO, -R1-C0NH- groups.

In the above groups, R1 is an alkyl group, aryl group or heterocyclic group, RZ is an alkylene group, R3 is a substituent, n is an integer of 1 to 4, and X is a hydrogen atom or an oxidized product of a color developing agent. Represents a group that can be separated by a coupling reaction with
When n is 2 to 4, each R3 may be the same or different.

Examples of the alkyl group represented by R8 include linear or branched ones such as methyl, propyl, t-amyl, octyl, dodecyl, hexadecyl, octadecyl, and 1-methyl-heptadecyl, preferably those having 1 to 1 carbon atoms. 20
belongs to. The alkyl group represented by R includes those having a substituent, such as a hydroxyl group, a carboxyl group, a cyano group, an aryl group (e.g. tolyl group, etc.), an alkoxycarbonyl group (e.g. hexadecyloxycarbonyl group) etc.), aryloxycarbonyl groups (e.g. tolyloxycarbonyl group, naphthyloxycarbonyl group), alkylsulfonamide groups (e.g. methanesulfonamide group etc.), acylamino groups (e.g. acetamide group etc.), alkoxy groups (e.g. methoxy group,
benzyloxy group, etc.), aryloxy group (eg, phenoxy group, etc.), sulfonyl group (methanesulfonyl group, etc.), and the like. The aryl group represented by R3 is, for example, a phenyl group, a naphthyl group, etc., and preferably a phenyl group. The aryl group represented by R1 includes those having a substituent, and examples of the substituent include a halogen atom (for example, chlorine, bromine, etc.), hydroxyl, nitro, cyano,
Carboxyl, alkyl groups (e.g. methyl, ethyl,
Straight chain or branched alkyl groups such as t-butyl, t-amyl, dodecyl, octadecyl, etc.), alkoxy groups (e.g. methoxy, butoxy, dodecyloxy, etc.), alkylcarbonylamino groups (e.g. undecylcarbonylamino groups, etc.) ), arylcarbonylamino groups (e.g. benzoylamino groups, etc.), alkylsulfonamide groups (e.g. dodecylsulfonamide groups etc.), arylsulfonamide groups (e.g. benzenesulfonamide groups etc.), alkylaminosulfonamide groups (e.g. dimethylaminosulfone etc.) amide group, etc.), arylaminosulfonamide group (
For example, anilinosulfonamide group, etc.), alkylcarbamoyl group (for example, hexadecylcarbamoyl group, etc.), arylcarbamoyl group (for example, phenylcarbamoyl group, etc.), sulfonyl group (for example, methylsulfonyl group, etc.),
Examples thereof include alkoxycarbonyl groups (eg, dodecyloxycarbonyl group, etc.), aryloxycarbonyl groups (eg, phenoxycarbonyl group, etc.), and the like. The heterocyclic group represented by R1 is preferably a 5- or 6-membered heterocyclic group, for example, the 5-membered ring group includes a thienyl group, a pyrrolyl group, a furyl group, a thiazolyl group, an imidazolyl group, a pyrazolyl group, Examples of the six-membered ring group such as a succinimide group, a triazolyl group, and a tetrazolyl group include a pyridyl group, a pyrimidinyl group, a triazinyl group, a thiadiazinyl group, and a dithiazinyl group. These heterocyclic groups further include those forming a condensed ring with another ring (for example, benzene ring), such as purinyl group, imidazolyl group, benzoxasilyl group, benzimidazolyl group, quinolyl group, indolyl group,
Examples include phthalimide groups.

These heterocyclic groups include those having substituents, and examples of the substituents include the same substituents as those when R is an alkyl group or a phenyl group.

The alkylene group represented by R2 preferably has 1 to 2 carbon atoms.
4 alkylene group (for example, 100, -CI.

CzHs C+. Hz+ include.

Specific examples of this substituent include halogen atom, cycloalkyl, aryl, heterocycle, sulfonyl, sulfinyl, carbamoyl, sulfamoyl, cyano, hydroxyl, alkoxy, aryloxy, carboxyl, alkoxycarbonyl, aryloxycarbonyl, nitro, and alkyl. Examples include multiple groups such as carbonyl, arylcarbonyl, acylamino, amino, sulfonamide, imide, sulfo, ureido, sulfamoylamino, alkylthio, arylthio, alkoxycarbonylamino, and aryloxycarbonylamino.

Among them, preferred substituents are an alkylcarbonyl group and an alkoxycarbonyl group.

Preferred combinations of R1 and R are those in which R is an alkyl group having 12 to 18 carbon atoms, and R1 is an alkyl group having 2 to 18 carbon atoms.
~10 branched alkylene groups, especially R1
is -CHR- (R is an alkyl group having 1 to 9 carbon atoms).

Examples of the substituent represented by R1 include a halogen atom (
fluorine, chlorine, bromine atoms, etc.), alkyl groups having 1 to 20 carbon atoms (methyl, hexyl, dodecyl, octadecyl, eicosyl groups, etc.), aryl groups (7-Nyl, naphthyl groups, etc.)
, alkoxy groups (methoxy, ethoxy, dodecyloxy groups, etc.), aryloxy groups (phenoxy, 2,4-di-
t-aminophenoxy, naphthoxy group, etc.), alkylthio group (ethylthio group, etc.), arylthio group (phenylthio group, etc.), alkylcarbonyl group (acetyl group, etc.), arylcarbonyl group (4-methoxybenzoyl group, etc.),
Alkylsulfonamide group (methanesulfonamide group, etc.), arylsulfonamide group (p-tolylsulfonamide group, etc.), alkylsulfamoyl group (dimethylsulfamoyl group, etc.), arylsulfamoyl group (phenylsulfamoyl group, etc.) group), acylamino group (acetamide, benzamide group, etc.), alkylcarbamoyl group, arylcarbamoyl group, alkylsulfonyl group, arylsulfonyl group, alkylsulfinyl group, arylsulfinyl group, alkylcarbonyloxy group, arylcarbonyloxy group, hydroxyl group , carboxyl group, amino group, nitro group, cyano group, heterocyclic group, etc.

As R3, a chlorine atom is preferred, particularly when it is bonded to the p-position with respect to the ureido group. In this case, the cyano group is preferably bonded to the I-position with respect to the ureido group.

Preferred cyan couplers in the present invention have the following general formula C.
I).

In the formula, Rr, Rz, Rs and n have the same meanings as above, and the same types are exemplified.

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

Specific examples of X include hydrogen atoms, halogen atoms (e.g. fluorine, chlorine, bromine atoms, etc.), amino groups (e.g. amino,
acylamino, diacylamino, alkylamino, arylamino groups, etc.), azo groups, aryloxy groups (e.g., p-methoxyphenoxy, p-butanesulfonamidophenoxy, p-carboxyphenoxy groups, etc.), alkoxy groups (e.g., methoxy, 2- methoxyethoxy group, etc.),
Arylthio groups (e.g. evaphenylthio, p-carboxyphenylthio groups, etc.), alkylthio groups (e.g. methylthio, 2-hydroxyethylthio groups, etc.), heterocyclic thio groups (
For example, l-ethyltetrazole-5-thioyl, 2-biridylthio group, etc.), heterocyclic groups (e.g. l-pyrazolyl, l-imidazolyl, 2,5-pyrazolinedione-1-yl group, etc.), carboxyl group, sulfo group, alkoxy carbonyl group, aryloxycarbonyl group, caplar R.

Examples include ralkyloxycarbonyl group.

Next, a specific example of the cyan coupler mentioned above is shown below. R.

mosquito puller R R.

R proverb R.

Next, a specific synthesis example of the cyan coupler of the present invention will be shown.

Synthesis Example (Synthesis of Exemplary Coupler 1) [Reaction Scheme] r 1) (1) CJyC) ICOOC2Hs "winning" all) + 33scl(cooc21(SSOC(
b C1aH33SO2CHCOCQ Exemplary coupler 1 1) Add a methanol solution of sodium methylate (28 w
/w%) was added. After stirring for 30 minutes, add 200mff of methanol and add 20g of (1) while heating under reflux.
5 It was added dropwise in about 5 minutes.

After the dropwise addition, the mixture was heated under reflux for 4 hours. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. After washing with water.

The ethyl acetate layer was distilled off under reduced pressure, and the residue was distilled under reduced pressure (bp1
81-210°a/3 mmHg) (2) to 28.
5g (64%) obtained.

Next, 28.0 g of (2) was dissolved in 300 mQ of ethanol, 8.1 g of potassium hydroxide dissolved in 50 mQ of water was added, and the mixture was heated under reflux for 4 hours. After adding water and neutralizing with 3N hydrochloric acid, the mixture was extracted with ethyl acetate. After washing with water, ethyl acetate was distilled off under reduced pressure, a mixed solvent of ethyl acetate and n-hexane was added to the residue, and the precipitated white crystals were filtered out.
．． 4g (98%) obtained.

Next, dissolve 25.0 g of (3) in 20 ma of acetic acid,
%HzOi15mα was added and heated at 100° C. for 1 hour.

The reaction solution was poured into ice water, and the filtered white crystals were collected by filtration, washed with water, and dried to obtain 22.3 g (82%) of (4).

Next, 20g (4) was dispersed in toluene 50IIIQ,
6.6 g of thionyl chloride and 2 drops of dimethylformamide were added, and the mixture was heated and stirred for 1.5 hours. Concentrate the reaction solution under reduced pressure, add 50ml of toluene to the residue, and concentrate again.5)
15.5 g (74%) of the product was obtained as a brown liquid.

2) 7.5g of (6) in 170mQ of acetonitrile
13.3 g of phenyl L,4-''colo-3-cyanophenylcarbamate dissolved in the solution was added, and the mixture was heated under reflux for 12 hours.

Cool to room temperature, filter out the precipitated yellow crystals, and add 7) to 14.
．． 9g (92%) obtained.

13.3 g of (7) in 120 mQ of tetrahydro7ran,
Disperse in 25ml of water, add 2.5g of Raney nickel and 055g of melamine, and add 20kg/co in an autoclave.
Catalytic reduction reaction was carried out under +2 hydrogen pressure for 7 hours.

The catalyst was filtered off, the solvent was distilled off under reduced pressure, and the residue was washed with methanol to give 11.6 g (95%) of (8) as pale red-white crystals.
Obtained.

Next, 10.0g of (8) was dissolved in ethyl acetate 200+s12, 4.8g of N,N-dimethylaniline was added, and 1
4.8 g of (5) was added and reacted at room temperature for 3.5 hours. After washing the reaction solution with water, it was concentrated under reduced pressure, and the residue was recrystallized from acetonitrile to obtain 15.8 g (71%) of the exemplary coupler ■.
Obtained. The structure of the target product was identified using IR, NMR, and mass spectra.

In the present invention, in order to incorporate the cyan coupler of the present invention into the silver halide emulsion layer, conventionally known methods,
For example, the cyan coupler of the present invention may be used alone or in combination with a mixture of a high boiling point solvent such as known dibutyl heptatarate, tricresyl phosphate, dinonylphenol, etc. and a low boiling point solvent such as butyl acetate, propionic acid, etc. After dissolving, it is mixed with an aqueous gelatin solution containing a surfactant, and then emulsified and dispersed using a high-speed rotary mixer, colloid mill, or ultrasonic dispersion machine, and then directly added to the emulsion, or the above-mentioned emulsified dispersion is carried out. After setting the liquid, it may be shredded, washed with water, and then added to the emulsion.

The amount of cyan coupler added in the present invention is usually 1. OX 10-'mol ~ 1. θ moles, preferably in the range from 5×10 −3 moles to 8×10 −′ moles.

The cyan couplers of the present invention may be used alone or in combination of two or more. Furthermore, cyan couplers other than the cyan coupler of the present invention may be used in combination.

The silver halide emulsion used in the light-sensitive material of the present invention can be chemically sensitized by conventional methods, and can be optically sensitized to a desired wavelength range using a sensitizing dye.

Antifoggants, stabilizers, etc. can be added to the silver halide emulsion. Gelatin is advantageously used as binder for the emulsion.

The emulsion layer and other hydrophilic colloid layers can be hardened and can contain a plasticizer and a dispersion (latex) of a water-insoluble or sparingly soluble synthetic polymer.

Couplers are used in the emulsion layer of color photographic light-sensitive materials.

Furthermore, by coupling with a colored coupler having a color correction effect, a competitive coupler, and an oxidized form of a developing agent, a development accelerator, a bleach accelerator, a developer, a silver halide solvent, a toning agent, a hardening agent, Fogging agent, antifogging agent, chemical sensitizer,
Compounds that release photographically useful fragments such as spectral sensitizers and desensitizers can be used.

The photosensitive material can be provided with auxiliary layers such as a filter layer, an antihalation layer, an antiirradiation layer, and the like.

These layers and/or the emulsion layer may contain dyes that are washed out or bleached from the light-sensitive material during the development process.

Photosensitive materials include formalin scavengers, optical brighteners,
A matting agent, a lubricant, an image stabilizer, a surfactant, a color cast inhibitor, a development accelerator, a development retardant, and a bleach accelerator can be added.

As a support, paper laminated with polyethylene, etc.
Polyethylene terephthalate film, baryta paper, cellulose triacetate, etc. can be used.

To obtain a dye image using the photosensitive material of the present invention, after exposure,
Commonly known color photographic processing can be performed.

〔Example〕

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

Example 1 The cyan coupler of the present invention and the comparative coupler shown in Table 1 were each taken in an amount of 0.1 mol per mol of silver, and 1 times the weight of the coupler of dibutyl heptalate and 3 times the weight of the coupler were added. Ethyl acetate was added and heated to 60°C to completely dissolve. This solution was mixed with 1.200 mff of a 5% aqueous gelatin solution containing 120 mQ of a 5% aqueous solution of Alkanol B (alkyl natalen sulfonate, manufactured by DuPont), and emulsified and dispersed using an ultrasonic disperser to obtain an emulsion. Next, 4 kg of this dispersion was mixed into a red-sensitive silver iodobromide emulsion (containing 6 mol% silver iodide).
and a 2% solution of 1,2-bis(vinylsulfonyl)ethane (water:methanol-1:1) as a hardening agent.
120a+a was added, and sample 1-10 was prepared by coating and drying on a subbed transparent polyester base (coated silver amount: 20 mg/100ca+'').

The sample thus obtained was subjected to wedge exposure according to a conventional method, and then subjected to the following development treatment. The results are shown in Table 1.

[Development process]

Color development 38°c 3 minutes 15 seconds
White 38°0 4 minutes 2
Wash with water for 0 seconds 38°C 3 minutes 15
Fixed in seconds 38°0
Wash with water for 4 minutes and 20 seconds at 38°C
Stabilize for 3 minutes and 15 seconds 38℃ Dry for 1 minute and 30 seconds 47℃±5°0 1
The composition of the treatment liquid used in each treatment step was as follows: 6 minutes 30 seconds.

[Color developer composition]

Potassium carbonate 30.0g Sodium bicarbonate 2.5g Potassium sulfite 5.0g Potassium bromide 1.3g Potassium iodide
2. Off1g Hydroxylamine sulfate 2.5g Sodium chloride
0.6g Sodium diethylenetriaminepentaacetate 2.5g 3-Methyl-4-amino-N-
Ethyl-N-(β-hydroxyethyl)aniline sulfate 4.8g Potassium hydroxide
Add 1.2 g of water to bring the total volume to IQ, and adjust the pH to 1O.06 using potassium hydroxide or 20% sulfuric acid.

[Bleach solution composition]

Ethylenediaminetetraacetic acid iron ammonium salt 100.0g Ethylenediaminetetraacetic acid e 10 , O
g Ammonium bromide 150.0g
Glacial acetic acid 40.0m12
Add 10.0 g of sodium bromide water to make 112, and adjust the pH to 3.5 using aqueous ammonia or glacial acetic acid.

[Fixer composition]

Ammonium thiosulfate 180.0g Anhydrous sodium sulfite 12.0g Sodium metabisulfite 2.5g Disodium ethylenediaminetetraacetic acid Add aqueous sodium carbonate to make 112.

[Stabilizing liquid composition]

Formalin (37% aqueous solution) Konidax (manufactured by Konica Corporation) Add water to obtain IQ.

Table-1 0.5g 10.0g 2.0m12 5, OmQ 1) Relative sensitivity is the reciprocal of the exposure amount that gives a density of fog density + 0.11.
And so.

2) The maximum concentration is expressed as a relative value with Sample No. 1 set as 100.

As shown in Table 1, the sample according to the present invention has high sensitivity;
It is clear that the highest concentration is also good.

Comparative coupler 3 [Compound described in JP-A-59-105644] [Compound described in JP-A-61-72245] Comparative coupler 5 H3 [Compound described in JP-A-59-111644] Example 2 In the example, The amount added in the silver halide photographic material is per rn2 unless otherwise specified. In addition, silver halide is shown in terms of silver.

Multilayer color photographic element sample 11 was prepared by sequentially forming each layer having the composition shown below on a triacetyl cellulose film support from the support side.

Sample-1 (comparison) First layer: Antihalation layer (HC-1) Gelatin layer containing black colloidal silver.

Dry film thickness: 3 μm Second layer; Intermediate layer (1, L,) Gelatin layer containing an emulsified dispersion of 2.5-di-t-octylhydroquinone.

Dry film thickness 1. Opm 3rd layer: low sensitivity red-sensitive silver halide emulsion layer (RL-1)
Average particle size (r) 0.30μ+11. Monodisperse emulsion consisting of AgBr1 containing 3 mol% Agl (emulsion ■: width of distribution 12%)... Silver coating amount 1.8 g/m" Sensitizing dye I... 6 X per mol of silver 10-' molar sensitizing dye...
- 1.0% per mole of silver. OX to 'Morsian coupler (comparative coupler 1)...0.06 mol per mol of silver Colored cyan coupler (cC-1)...0.003 mol DIR compound (D -1)... 0.0015 mol per mol of silver DIR compound (D-2)... 0.002 mol per mol of silver Dry film thickness 3.5 μm 4th layer: High red sensitivity Silver halide emulsion layer (R1(-1
) Monodisperse emulsion consisting of AgBr1 containing average grain size (r) 0.5 μm and Agl 3.0 mol% (emulsion ■: width of distribution 12%)...Silver coating amount 1.3 g/m" Sensitization Dye I... 3 x 10-' mol sensitizing dye for 1 mol of silver...
- 1.0% per mole of silver. OX 10-'Morsian coupler (comparative coupler 1)...0.02 mol per mol of silver Colored cyan coupler (CC-1)...0.0015 mol DIR compound (D -2)... 0.001 mol per mol of silver Dry film thickness 2.5 μm Fifth layer: Intermediate layer (1, L,) Same as the second layer, gelatin layer.

Dry film thickness 1.0 μm 6th layer; low-sensitivity green-sensitive silver halide emulsion layer (GL-1)
Emulsion I...coated silver amount 1.5g/a+"sensitizing dye ■
... 2.5X 10-' mol sensitizing dye for 1 mol of silver.
... 1.2X 10-' mole magenta coupler (M-1) for 1 mole of silver... 0.050 mole colored magenta coupler (CM-1) for 1 mole of silver... 0.009 mol for DIR compound (D-1)... o, ooto mol for 1 mol of silver DLR compound (D-3)... 0.0030 mol for 1 mol of silver Dry film thickness 3 , 5 μm 7th layer; High-sensitivity green-sensitive silver halide emulsion layer (GH-1)
Emulsion■・・・Coating amount silver 1.4g/m2 Sensitizing dye■・
... L5X 10-' mol sensitizing dye per 1 mol silver...
- 1.0% per mole of silver. OX 10-' mol Magenta Cobra (M-1)... 0.020 mol per 1 mol of silver Colored Magenta Coupler (CM-1)... 0.002 mol DIR compound (D -3)... o, ooio moles per mole of silver Dry film thickness 2.5 μm 8th layer: Yellow filter layer (YC-1) Emulsified dispersion of yellow colloidal silver and 2,5-di-t-octylhydroquinone A gelatin layer containing substances.

Dry film thickness 1.2 μm 9th layer; low sensitivity blue-sensitive silver halide emulsion layer (BL-1)
Monodisperse emulsion consisting of AgBr1 with an average grain size of 0.48 μs and containing 3.0 mol% of Agl (emulsion ■: width of distribution 12%)... Silver coating amount 9.9 g/m'' Sensitizing dye V... - 1.3X 10-' mole yellow coupler (Y-1) per mole of silver 0.29 mole per mole of silver Dry film thickness 3.5 μm 1st O layer; Highly sensitive blue-sensitive emulsion layer (BH-1) Average particle size 0
．． 8 μrs, AgBr1 containing 3.0 mol% Agl
Monodisperse emulsion consisting of (emulsion ■: width of distribution 12%)...Silver coating amount 0.5g/n+'' Sensitizing dye V...1.OX 10-' mole Yellow Cabra per 1 mole of silver (Y-1)... 0.08 mol per mol of silver DIR compound (D-2) 0.0015 mol per mol of silver Dry film thickness 2.5 μm 11th layer; 1st protective layer ( Pro-1) Silver iodobromide (Ag
l 2 mol% average particle size 0.07 μm)... Silver coating amount 0
．． 5g/m" Gelatin layer containing ultraviolet absorbers UV-1 and UV-2 Dry film thickness 2.0μm 12th layer: 2nd protective layer (Pro-2) polymethyl methacrylate particles (diameter 1.5μLI+) and formalin Dry film thickness of gelatin layer containing scavenger (H3-1) 1.5 μm In addition to the above composition, each layer also contains gelatin hardening agent (H-1
) and surfactants were added.

The compounds contained in each layer of sample 11 are as follows.

Sensitizing dye I: Anhydro-5,5'-dichloro-9-ethyl-3,3'-di(3-sulfopropyl rubocyanine hydroxide) Sensitizing dye ■: Anhydro-9-ethyl-3,3'-di(3 -sulfopropyl)-4.5.4',5'-dibenzothiacarbocyanine hydroxide sensitizing dye ■; anhydro-5.5'-diphenyl-9-
Ethyl-3.3'-di(3-sulfopropyl)oxacarbocyanine hydroxide sensitizing dye ■; Anhydro-9-ethyl-3.3'-di.
(3-sulfopropyl)-5.6.5'. 6'-Dibenzoxalpocyanine hydroxide sensitizing dye V; anhydro-3,3'-di(3-sulfopropyl)-4,5-benzo-5'-methoxy thia c
-t h H Y-1 H Cσ V-1 V-2 M-1 Cσ Js S-1 Next, in Sample 11, cyan couplers (comparative coupler 1) in the third and fourth layers are shown in Table 2. Replace it like that,
Samples 12 to 20 were created.

Each sample thus obtained was exposed to wedge light using a conventional method, and then developed as described below. Display the results -
Shown in 2.

Color developer composition 4-Amino-3-methyl-N-ethyl-N-(β-hydroxyethyl)-aniline sulfate 4.75 g Anhydrous sodium sulfite 4.25 g Hydroxylamine 1/2 sulfate 2.0 g Anhydrous carbonate Potassium 37.5g Sodium Bromide
1.3g nitrilotriacetic acid trisodium salt (l hydrate) 2.5g potassium hydroxide 1.0g Water was added to make 1g, and the color developer [I] was adjusted to pH 1O, 06 and 9.76, respectively. [I[] was prepared.

Bleach composition Ethylenediaminetetraacetic acid iron ammonium salt 100.0g Ethylenediaminetetraacetic acid diammonium salt 10g Ammonium bromide 150.0g Glacial acetic acid
Add 10.0g water to make IQ and adjust pH to 6.0.

Fixer composition Ammonium thiosulfate 50% aqueous solution 162n+ff
Anhydrous sulfite/thorium 12.4a+
Add ff water to a total volume of 1 m, and adjust the pH to 6.5.

Stabilizing liquid composition 37% formalin aqueous solution 5.0+nQ Konidax (manufactured by Konica Corporation) 7.5tthQ Add water to make 11.

Development process (38℃) Processing time Color development
・・・・・・・・・・・・・・・ 3 minutes and 15 seconds drifting
White ・・・ ・・・ ・・・ ・・・ 6
minutes 30 seconds 3 minutes 15 seconds 6 minutes 30 seconds 3 minutes 15 seconds 1 minute 30 seconds l) The relative sensitivity is the reciprocal of the exposure that gives a density of fog + 0.11.
It was set to 0.

As is clear from Table 2, the samples according to the present invention have high sensitivity, sufficient color development even in low pH development processing, and low fog.

Claims (1)

[Claims] In the second position there is a ▲ mathematical formula, chemical formula, table, etc. ▼ group, and 5
A silver halide color photographic light-sensitive material containing a phenolic cyan coupler having an R_1-SO_2-R_2-CONH- group at the position R_1-SO_2-R_2-CONH-. (In the above groups, R_1 is an alkyl group, aryl group, or heterocyclic group, R_2 is an alkylene group, R_3 is a substituent, n is an integer from 1 to 4, and X is a hydrogen atom or an oxidation of a color developing agent. represents a group that can be separated by a coupling reaction with a body, and when n is 2 to 4, each R_3 may be the same or different.)