JP2724628B2 - Silver halide color photographic materials - Google Patents

Description

Description: FIELD OF THE INVENTION The present invention relates to a silver halide color photographic light-sensitive material, and more particularly to a silver halide color photographic light-sensitive material containing a novel magenta coupler.

BACKGROUND OF THE INVENTION As a magenta coupler used for color-reduction color photography, 1- (polychloro-substituted phenyl) -4-arylthio-5-pyrazolone which has good absorption spectrum characteristics and relatively good coloring properties is known. (European Patent 3481
No. 35).

However, its coloring property is not yet sufficient, and further improvement is desired.

[Object of the Invention] Accordingly, an object of the present invention is to provide a silver halide color photographic light-sensitive material in which the above-mentioned magenta coupler retains good absorption spectrum characteristics and has improved color-forming properties.

[Constitution of the Invention] The object of the present invention has been attained by a silver halide color photographic light-sensitive material containing a magenta coupler represented by the general formula [I].

General formula [I] (Wherein R ₁ , R ₂ , R ₃ , R ₄ and R ₅ represent a hydrogen atom or a substituent. R ₆ represents an acid imide group, a sulfonylamino group or a sulfamoyl group. B represents a substituent; Represents an integer of 0 to 2. X represents a hydrogen atom or a chlorine atom, and m represents 2
In this case, each B may be the same or different. Hereinafter, the compound of the general formula [I] will be described in detail.

R ₁ , R ₂ , R ₃ , R ₄ and R ₅ in the general formula represent a hydrogen atom or a substituent, and the substituent is a halogen atom (eg, fluorine, chlorine, bromine, iodine), a nitro group, a cyano group, A hydroxy group, an alkyl group (preferably having 1 to
It is 22 alkyl groups, more preferably an alkyl group having 1 to 11 carbon atoms. For example, methyl group, ethyl group, t-butyl group, cyclohexyl group, trifluoromethyl group, pentafluoroethyl group, decyl group, etc., alkoxy group (eg, methoxy group, ethoxy group, tetradecyloxy group, etc.), aryl group (Eg, phenyl group, naphthyl group, etc.), aryloxy group (eg, phenoxy group, naphthoxy group, etc.), sulfonyloxy group (eg, methanesulfonyloxy group, t-butylsulfonyloxy group, benzenesulfonyloxy group, etc.), acyloxy group (Eg, acetoxy group, benzoyloxy group, etc.), alkoxycarbonyl (eg, methoxycarbonyl group, t-butoxycarbonyl group, desyloxycarbonyl group, etc.), aryloxycarbonyl group (eg, phenoxycarbonyl group, p-toluoxycarbonyl) Group,
A carbamoyl group (eg, a methylcarbamoyl group, an ethylcarbamoyl group, a butylcarbamoyl group, a t-butylcarbamoyl group, a t-aluminumcarbamophor group, an octylcarbamoyl group, a phenylcarbamoyl group, etc.), and a sulfamoyl group ( For example, t-butylaminosulfonyl group, phenylaminosulfonyl group, etc.), oxysulfonyl group (eg, ethoxysulfonyl group, t-octyloxysulfonyl group, phenoxysulfonyl group, etc.) and sulfonylamino group (eg, methanesulfonylamino group, t- Butylsulfonylamino group, decanesulfonylamino group, toluenesulfonylamino group, etc., acylamino group (for example, acetamido group, benzamide group, butanamide group, α- (2,4-di-t-acylphenoxy) Acetamide group, etc.), acid imide group (eg, N-succinimide group, N-phthalimido group, 3-dodecyl-2,5-dioxo-1-hydantoinyl group, etc.), alkylthio group, (eg, ethylthio group, benzylthio group, 2- (2,4-di-t-aminophenoxy) ethylthio group), arylthio group (eg, phenylthio group, p-tolylthio group, etc.), ureido group (eg, N-methylureido group, N, N-dimethylureido) Group, N-phenylureido group, N-hexadecylureido group, etc.), acyl group (eg, acetyl group, benzoyl group, etc.), oxycarbonylamino group (eg, ethoxycarbonylamino group, phenoxycarbonylamino group, etc.), oxycarbonyl An oxy group (for example, an ethoxycarbonyloxy group, a phenoxycarbonyloxy group, etc.), A carbamoyloxy group (for example, a t-butylcarbamoyloxy group or the like);

The total number of carbon atoms represented by R _{1 to} R ₅ is preferably 1 to 11. R ₁ or R ₅ is a so-called polar group such as an acyloxy group, a sulfonyloxy group, an alkoxycarbonyl group, an oxycarbonylamino group, an aryloxycarbonyl group, an acylamino group, a sulfonylamino group, an oxycarbonyloxy group, and a carbamoyloxy group. Preferably, there is.

In the formula, R ₆ is an acid imide group (for example, succinimide group, 1,2
-Cyclohexanedicarboximide group, phthalimide group, etc.), sulfonylamino group (eg, methanesulfonylamino group, decanesulfonylamino group, benzenesulfonylamino group, etc.), sulfamoyl group (eg, N-
t-butylsulfamoyl group, N, N-dihexylsulfamoyl group, N-phenylsulfamoyl group, etc.).

R ₆ includes those having a substituent, and examples of the substituent include those exemplified as the substituents represented by R _{1 to} R ₅ . R ₆ is preferably a diffusion-resistant group. In the formula, B represents a substituent, for example, R _{1 to} R ₅
Examples of the substituent represented by are exemplified.

Hereinafter, specific examples of typical compounds of the coupler represented by the general formula [I] in the present invention are shown, but the present invention is not limited to these compounds.

Specific examples of the synthesis of the compound of the present invention are shown below, but the present invention is not limited thereto. The compound was identified using FAB-MASS, NMR, and IR.

Synthesis Example 1 (Synthesis of Exemplified Compound [5]) While heating and stirring at 60 ° C. in 100 g of pentachloroaniline and 500 ml of acetic acid, 29.0 g of sodium nitrite was added to 240 ml of concentrated nitric acid.
The solution dissolved in ml was dropped over 30 minutes. After dripping 60
After stirring at 30 ° C for 30 minutes, the mixture was cooled to an internal temperature of 5 ° C with ice water.

A solution prepared by dissolving 350 g of stannous chloride dihydrate in 300 ml of concentrated hydrochloric acid was added dropwise while keeping the temperature of the reaction solution at 15 ° C. or lower. After the completion of the dropwise addition, the mixture was stirred at 25 ° C. for 1 hour. The reaction was filtered and the crystals were washed with 40 ml of water.

The crystals obtained in this way were subjected to aqueous ammonia (d = 0.9)
After filtration, the mixture was dried at 80 ° C. to obtain crude crystals.

This was extracted with chloroform using a Soxhlet extractor, and chloroform was distilled off to obtain 90 g of compound [I].

46.9 g of 3-acetylaminoaniline and β-ethoxy-
77.2 g of ethyl β-imino-propionate hydrochloride was heated under reflux in 240 ml of methanol for 1 hour, and then methanol was distilled off under reduced pressure. 170 ml of ethyl acetate was added to the residue, the formed ammonium chloride was filtered, and 90.0 g of compound [I] was added to the filtrate.
After heating under reflux for 1 hour, the solvent was distilled off.

To the obtained solid, 500 g of methanol and 59.5 g of a 28% sodium methylate / methatol solution were added. After heating under reflux for 30 minutes, the mixture was allowed to cool at room temperature, and 600 ml of 6N hydrochloric acid was added dropwise over 2 hours.

The precipitated crystals were collected by filtration, washed with water and methanol, and dried.

The crude crystals were recrystallized from acetonitrile to give compound [I
I] 77.2 g were obtained.

After heating and refluxing 77.2 g of the compound [II], 130 ml of methanol and 28 g of concentrated hydrochloric acid for 6 hours, the mixture was allowed to cool at room temperature to expose precipitated crystals.

This was suspended in 500 ml of water, neutralized with an aqueous sodium hydroxide solution, filtered and dried to obtain 63.7 g of the compound [III].

30.0 g of the compound [III] and 24.0 g of 3-octadecenyl-succinic anhydride were suspended in 150 ml of pyridine and stirred at room temperature for 2 hours.

2N Hydrochloric acid 1 was added, extracted with ethyl acetate, and the organic layer was separated.

After drying over magnesium sulfate, ethyl acetate was distilled off to obtain a partially oily solid.

Coloring components were separated using Wakogel B-II with ethyl acetate as a developing solvent to obtain 29.9 g of compound [IV].

Compound [IV] 28.0 g, concentrated sulfuric acid 1.8 ml and ethyl acetate 500 ml
And heated to reflux for 1 hour and 30 minutes.

After the completion of the reaction, the mixture was washed with a saturated saline solution, and ethyl acetate was separated by filtration. After drying over magnesium sulfate, ethyl acetate was distilled off to obtain a crude crystal. This was recrystallized from hexane to obtain 25.2 g of compound [V].

24.0 g of compound [V], 2-hexanoyloxy-5-
When 9.11 g of (t-pentyl) phenyl disulfide was dissolved in 100 ml of N, N-dimethylformamide, bromine 4.8 was added.
A solution prepared by dissolving 8 g of N, N-dimethylformamide in 50 ml was added dropwise and heated on a water bath for 2 hours.

After allowing to cool to room temperature, the reaction solution was poured into ice water, and the precipitate was filtered and dried. The crude crystals were recrystallized from acetonitrile to obtain 11.2 g of Exemplified Compound 5.

Synthesis Example 2 [Synthesis of Exemplified Compound 12] Compounds [1] to [III] were synthesized in the same manner as in Synthesis Example 1.

Compound [III] 30.0 g and pyridine 6.76 g were added to ethyl acetate 250
After dissolving 27.9 g of p-dodecyloxybenzenesulfonyl chloride in ethyl acetate over 15 minutes, the mixture was stirred at room temperature for 1 hour.

After completion of the reaction, the mixture was acidified with diluted hydrochloric acid, and then the pH of the aqueous layer was adjusted to 6
After washing with a potassium bicarbonate solution until the pH became ７7, the mixture was washed with a saturated saline solution.

The organic layer was separated, dried over a magnesium sulfate solution, and then ethyl acetate was distilled off to obtain a crude crystal. This was recrystallized from acetonitrile to obtain 43.1 g of compound [VI].

Compound [VI] (41.5 g) and 2-decyloxycarbonylphenyl disulfide (16.3 g) were added to N, N-dimethylformamide 20.
When dissolved in 0 ml, a solution prepared by dissolving 4.59 g of bromine in 40 ml of N, N-dimethylformamide was added dropwise, and the mixture was heated on a water bath for 2 hours.

After cooling to room temperature, the reaction solution was poured into ice water, and the precipitate was filtered and dried. The crude crystals were recrystallized from methanol to obtain 16.5 g of the exemplified compound (12).

In order to include the magenta coupler used in the present invention in the silver halide emulsion layer in the present invention,
Conventionally known methods, for example, known magenta couplers used in the present invention in a mixture of a high-boiling solvent such as dibutyl phthalate, tricresyl phosphate, dinonylphenol and a constant boiling solvent such as butyl acetate and propionic acid, respectively. After dissolving alone or in combination,
After mixing with an aqueous solution of gelatin containing a surfactant and then emulsifying and dispersing using a high-speed rotary mixer or a colloid mill or an ultrasonic disperser, directly add to the emulsion,
Alternatively, after the emulsified dispersion is set, it may be shredded, washed with water, and then added to the emulsion.

The amount of the magenta coupler used in the present invention is usually in the range of 1.0 × 10 ^-3 mol to 1.0 mol, preferably 5 × 10 ^-3 to 8 × 10 ^-1 mol per mol of silver halide.

The magenta coupler used in the present invention may be used alone or in combination of two or more.

Further, a magenta coupler other than the magenta coupler used in 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 a conventional method, and can be optically sensitized to a desired wavelength region by using a sensitizing dye.

Antifoggants, stabilizers and the like can be added to the silver halide emulsion. It is advantageous to use gelatin as a 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 hardly soluble synthetic polymer.

A coupler is used in the emulsion layer of the color photographic light-sensitive material.

Further, the development accelerator, the bleaching accelerator, the developer, the silver halide solvent, the toning agent, the hardener, by the coupling with the colored coupler having the effect of color correction, the competitive coupler and the oxidized form of the developing agent, Compounds that release photographically useful fragments, such as fog agents, antifoggants, chemical sensitizers, spectral sensitizers and desensitizers can be used.

The light-sensitive material can be provided with an auxiliary layer such as a filter layer, an antihalation layer, and an anti-irradiation layer. In these layers and / or the emulsion layers, dyes which flow out or bleach from the light-sensitive material during the development processing may be contained.

To the light-sensitive material, a formalin scavenger, a fluorescent whitening agent, a matting agent, a lubricant, an image stabilizer, a surfactant, a color fogging inhibitor, a development accelerator, a development retarder and a bleaching accelerator can be added.

Paper laminated with polyethylene or the like as a support,
Polyethylene terephthalate film, baryta paper, cellulose triacetate and the like can be used.

In order to obtain a dye image using the light-sensitive material of the present invention, generally known color photographic processing can be performed after exposure.

EXAMPLES Hereinafter, the present invention will be described with reference to examples, but the present invention is not limited to only the following examples.

Example 1 The following layers were sequentially coated on a paper support laminated on both sides with polyethylene from the support side, to obtain a silver halide photographic material sample 101 for polygons.

First layer: Blue-sensitive silver halide emulsion layer Yellow coupler (Y-1) 6.8 mg / 100 cm ² , Blue-sensitive silver chlorobromide emulsion (containing 99.5 mol% of silver chloride) 3.2 m in terms of silver
g / 100cm ² , dibutyl phthalate 3.5mg / 100cm ² , gelatin
The coating was performed so that the coating amount was 13.5 mg / 100 cm ² .

Second layer: middle layer 2,5-di-t-octylhydroquinone (HQ-1) 0.4
mg / 100 cm ² , dibutyl phthalate 0.5 mg / 100 cm ² , and gelatin 9.0 mg / 100 cm ² .

Third layer: green-sensitive silver halide emulsion layer As mazeta coupler Comparative compound (A) 5.40 mg / 100
cm ² , green-sensitive silver chlorobromide emulsion (containing 99.5 mol 5 of silver chloride) 2.5 mg / 100 cm ² in terms of silver, dibutyl phthalate 3.0 mg / 10
Coating was performed so as to be 0 cm ² and gelatin 12.0 mg / 100 cm ² .

Fourth layer: middle layer UV absorber (UV-1) 0.7 mg / 100 cm ² , dibutyl phthalate 6.0 mg / 100 cm ² , HQ-10.5 mg / 100 cm ² , gelatin 12.
Coating was performed so as to be 0 mg / 100 cm ² .

Fifth layer: Red-sensitive silver halide emulsion layer Cyan coupler (C-1) 4.2 mg / 100 cm ² , Red-sensitive silver chlorobromide emulsion (containing 99.5 mol% of silver chloride) 3.0 mg / in terms of silver
100 cm ^2, tricresyl phosphate 3.5 mg / 100 cm ^2, was coated so that the gelatin 11.5 mg / 100 cm ^2.

Sixth layer: protective layer Gelatin was coated so as to be 8.0 mg / 100 cm ² . still,
The comparative compound (A) in the third layer of Sample 101 was changed to the magenta coupler (equimolar amount addition) shown in Table 1, and Samples 102-1
06 was created.

Comparative compound (A) (compound described in EP 348,135) Each of the samples obtained above was subjected to wedge exposure by an ordinary method and then processed in the following steps.

Processing process Temperature Time Color development 35 ° C ± 0.3 ° C 45 seconds Bleaching and fixing 35 ° C ± 0.5 ° C 45 seconds Stable 30 ° C to 34 ° C 90 seconds Drying Natural drying at room temperature (25 ° C) [Color developing solution] Pure water 800ml Ethanolamine 10 g N, N-diethylhydroxylamine 5 g potassium bromide 0.02 g potassium chloride 2 g potassium sulfite 0.3 g 1-hydroxyethylidene-1,1-disphosphonic acid 1.0 g ethylenediaminetetraacetic acid 1.0 g catechol-3,5-disulfonic acid Sodium salt 1.0 g N-ethyl-N-β-methanesulfonamidoethyl-3
-Methyl-4-aminoaniline sulfate 4.5 g Optical brightener (4,4'-diaminostilbene disulfonic acid derivative) 1.0 g Potassium carbonate 27 g Water was added to adjust the total amount to 1, and the pH was adjusted to 10.10.

[Bleaching-fixing solution] Ethylenediaminetetraacetic acid ferric ammonium dihydrate 60 g Ethylenediaminetetraacetic acid 3 g Ammonium thiosulfate (70% aqueous solution) 100 ml Ammonium sulfite (40% aqueous solution) 27.5 ml Add water to make the total amount 1 and add potassium carbonate or ice Adjust to pH = 6.2 with acetic acid.

[Stabilizing solution] 5-chloro-2-methyl-4-isothiazolin-3-one 1.0 g ethylene glycol 1.0 g 1-hydroxyethylidene-1,1-diphosphonic acid 2.0 g ethylenediaminetetraacetic acid 1.0 g ammonium hydroxide (20% Aqueous solution) 3.0 g Ammonium sulfite 3.0 g Fluorescent whitening agent (4,4'-diaminostilbene disulfonic acid derivative) 1.5 g Add water to make the total amount 1 and adjust to pH 7.0 with sulfuric acid or potassium hydroxide.

Measure the processed sample with a densitometer (PDA-65 manufactured by Konica Corporation).
Colorimetric sensitivity (100 for sample 101)
And the maximum density and fog were calculated and are shown in Table 1.

From Table 1, the sample using the magenta coupler according to the present invention has a higher color development sensitivity and a higher sensitivity than the sample using the comparative compound.
It can be seen that both the maximum concentration is high and no increase in fog is observed.

The effect of the present invention was also confirmed for each sample using couplers (8), (24) and (25) instead of magenta coupler (2) of sample 102.

Example 2 A multilayer color film sample 201 was prepared using the following layer structure.
Was provided on a support provided with an antihalation layer.

Layer configuration: Pro layer, BH layer, BL layer, YF layer, GH layer, GL layer, IL
Layer, RH layer, RL layer, support Next, RL layer, RH layer, GL layer, GH layer, BL layer, BH layer, IL layer, YF
The layer and the Pro layer will be described.

The amount of addition was shown per 1 m ² . The amounts of silver halide and colloidal silver are shown in terms of silver.

RL layer (low-sensitivity red-sensitive silver halide emulsion layer) Average grain size () 0.47 μm, coefficient of variation (S /) 0.12, average
Emulsion consisting of AgBr1 containing 8 mol% of AgI (emulsion I), red-sensitized 1.0 g, average particle size 0.31 μm, coefficient of variation
Emulsion composed of AgBrI containing 0.10 and 8 mol% of average AgI (emulsion
II) 1.0 g and 0.07 g of 1-hydroxy-4- [4-
(1-hydroxy-8-acetamido-3,6-disulfo-2-naphthylazo) phenoxy] -N- [δ- (2,4
-Di-t-amylphenoxy) butyl] -2-naphthamide disodium (referred to as CC-1), 0.4 g of cyan coupler (C-2) and 1.06 of DIR compound (D-1) of 0.06.
Dissolved in tricresyl phosphate (TCF)
And a dispersion obtained by emulsifying and dispersing this in an aqueous solution containing 2.4 g of gelatin.

RH layer (high-sensitivity red-sensitive silver halide emulsion layer) 2.0 g of an emulsion composed of AgBrI (emulsion III) containing an average particle diameter of 0.7 μm, a coefficient of variation of 0.12, and an average AgI of 6 mol% (emulsion III) and red-sensitized 0.23 g of 0.20 g of a cyan coupler (C-2) and 0.03 g of a colored cyan coupler (CC-1)
And a dispersion obtained by dissolving this in TCP and emulsifying and dispersing this in an aqueous solution containing 1.2 g of gelatin.

GL layer (low-sensitivity green-sensitive silver halide emulsion layer) 1.5 g of emulsion I sensitized green, 1.5 g of emulsion II sensitized green and 0.54 g of magenta coupler (comparative compound ( B)), 0.10 g of 1- (2,4,6-trichlorophenyl) -4- (1-naphthylazo) -3- (2
-Chloro-5-octadecenylsuccinimidoanilino) -5-pyrazolone (referred to as CM-1) and 0.04 g of DIR
A layer containing 0.68 g of TCP in which the compound (D-1) is dissolved and a dispersion obtained by emulsifying and dispersing the compound in an aqueous solution containing 2.4 g of gelatin.

GH layer (highly sensitive green-sensitive silver halide emulsion layer) Emulsion III sensitized green to 2.0 g and 0.22 g of magenta coupler comparative compound (B) and 0.45 g of colored magenta coupler (CM-1) 0.27g of TCP dissolved
And a dispersion emulsified and dispersed in an aqueous solution containing 2.4 g of gelatin.

BL layer (low-sensitivity blue-sensitive silver halide emulsion layer) 0.5 g of emulsion I sensitized to blue, 0.5 g of emulsion II sensitized to blue and 0.7 g of yellow coupler (Y-2) And a dispersion obtained by dissolving 0.68 g of TCP in which 0.02 g of the DIR compound (D-1) was dissolved and dispersed in an aqueous solution containing 1.8 g of gelatin.

BH layer (high-sensitivity blue-sensitive silver halide emulsion layer) 0.9 g of an emulsion composed of AgBrI containing an average grain diameter of 0.8 μm, a coefficient of variation of 0.14, and an average Agi of 6 mol%, sensitized to a blue sensitivity of 0.9 g and 0.25 g Yellow coupler (Y-2) was dissolved
A layer containing 0.23 g of TCP and a dispersion obtained by emulsifying and dispersing in an aqueous solution containing 2.0 g of gelatin.

IL layer (intermediate layer) A layer containing 0.07 g of dibutyl phthalate (DBP) in which 0.07 g of HQ-1 is dissolved and 0.70 g of gelatin.

YF layer (yellow filter layer) 0.15 g of yellow colloidal silver, 0.3 g of HQ-1 dissolved in 0.1
Layer containing 1 g DBP and 1.0 g gelatin.

Pro layer (protective layer) A layer composed of 2.3 g of gelatin.

Samples 202 to 20 which were exactly the same as Sample 201 except that the comparative compound (B) in the GL layer and GH layer of Sample 201 thus prepared was replaced by an equimolar magenta coupler shown in Table 2.
5 was produced.

After wedge exposure of each sample by a usual method, color development was performed according to the following processing steps.

Processing temperature Temperature Processing time Color development 38 ° C 3 minutes 15 seconds Bleaching 38 ° C 6 minutes 30 seconds Rinse 25 ° C to 30 ° C 3 minutes 15 seconds Fixed 38 ° C 6 minutes 30 seconds Rinse 25 ° C to 30 ° C 3 minutes 15 Second stabilization 25 ° C to 30 ° C 1 minute 30 seconds Drying 75 ° C to 80 ° C The composition of the processing solution used in each processing step is as follows.

[Color developing solution] 4-amino-3-methyl-N-ethyl-N-β-hydroxyethylaniline sulfate 4.75 g anhydrous sodium sulfite 4.25 g hydroxylamine 1/2 sulfate 2.0 g anhydrous potassium carbonate 37.5 g sodium bromide 1.3g Nitrilotriacetic acid trisodium (monohydrate) 2.5g Potassium hydroxide 1.0g Add water to make 1 and use sodium hydroxide to make pH = 1
Adjust to 0.6.

[Bleaching solution] Iron ammonium ethylenediaminetetraacetate 100.0 g Ammonium salt of ethylenediaminetetraacetic acid 10.0 g Ammonium bromide 150.0 g Glacial acetic acid 10.0 g Water was added to make 1 and the pH was adjusted to 8.0 using ammonium water.
Adjust to

[Fixing solution] Ammonium thiosulfate 175.0 g Anhydrous ammonium sulfite 8.6 g Sodium metasulfite 2.3 g Add water to make 1 and adjust to pH = 6.0 with acetic acid.

[Stabilizing solution] Formalin (37% by weight) 1.5 ml KONIDAX (manufactured by Konica Corporation) 7.5 ml Water is added to make 1.

For each of the samples treated as described above, the color development sensitivity (indicated by relative sensitivity with the sample 201 being 100) and fog were calculated in the same manner as in Example 1. The results are shown in Table 2.

As shown in Table 2, it can be seen that the samples 202 to 205 using the magenta coupler of the present invention have better color sensitivity and no increase in fog compared to the sample using the comparative compound.

In place of the magenta coupler (1) of sample 202, couplers (11), (14), (15), (20), (21) and (2)
The effect of the present invention was also confirmed for each sample using 6).

[Effects of the Invention] As is apparent from the above results, according to the present invention, the color development is excellent while maintaining the good absorption spectrum characteristics of the 1-position- (polyhalogen-substituted) -5-pyrazolone magenta coupler, and Thus, it was possible to provide a silver halide color photographic light-sensitive material with little increase in fog.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Noboru Mizukura, Inventor Konica Co., Ltd., 1 Sakura-cho, Hino-shi, Tokyo (56) References JP-A-59-101650 (JP, A) JP-A-2-39148 ( JP, A)

Claims (1)

(57) [Claims] 1. A silver halide color photographic light-sensitive material comprising a magenta coupler represented by the general formula [I]. General formula [I] (Wherein R ₁ , R ₂ , R ₃ , R ₄ and R ₅ represent a hydrogen atom or a substituent. R ₆ represents an acid imide group, a sulfonylamino group or a sulfamoyl group. B represents a substituent; Represents an integer of 0 to 2. X represents a hydrogen atom or a chlorine atom, and m represents 2
In this case, each B may be the same or different. )