JPH1031290A - Silver halide color photographic sensitive material - Google Patents

Abstract

PROBLEM TO BE SOLVED: To enhance color developing performance and to improve remarkably the lightfastness of a magenta dye image by incorporating a specified coupler in at least one of green-sensitive silver halide emulsion layers. SOLUTION: The silver halide color photographic sensitive material has photographic constituent layers comprising blue-, green-, and red-sensitive silver halide emulsion layers on a support and at least one the green-sensitive layers contains the coupler represented by the formula in which each of R1 , R3 , R5 , R6 , R7 and R8 is H atom or the like atom or group; R2 is an alkylene group or the like; R4 is an alkylene group; L1 is a -CO- group or the like; L2 is O atom or the like or a divalent group of a composition containing them; X is H atom or an atomic group to be allowed to release by reaction with the oxidation product of a color developing agent; and Z is a nonmetallic atomic group necessary to form an N-containing heterocyclic group.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a silver halide color photographic light-sensitive material containing a magenta coupler, and more particularly, to containing a pyrazolotriazole-based magenta coupler to provide excellent color reproducibility and coloring. The present invention relates to a silver halide color photographic material capable of obtaining a dye image stable to heat and light.

[0002]

2. Description of the Related Art In silver halide color photographic light-sensitive materials (hereinafter, also simply referred to as color photographic light-sensitive materials, light-sensitive materials), generally used couplers include yellow couplers composed of open-chain ketomethylene compounds, pyrazolone compounds, and pyrazolo compounds. Magenta couplers composed of azole compounds, phenolic compounds, cyan couplers composed of naphthol compounds and the like are known.

Conventionally known 5-pyrazolone magenta couplers in which 5-pyrazolone compounds are often used as magenta couplers are disclosed in US Pat. No. 2,600,78.
No. 8,3,519,429, JP-A-49-1116
No. 31, No. 57-35858 and the like. However, The Theory of the Photographic
Process (The Theory of the Ph)
otographicProcess) Macmillan 4
Edition (1977) pages 356-358, Fine Chemicals,
CMC, Vol. 14, No. 8, pp. 38-41, Abstracts of the Photographic Society of Japan, Annual Meeting of 1985, 108-11
As described on page 0, the dye formed from the pyrazolone magenta coupler has an undesirable side absorption, and its improvement is desired.

As described in the above literature, a dye formed from a pyrazoloazole magenta coupler has no side absorption. The fact that this coupler is a good coupler is described in the above-mentioned documents in U.S. Pat. Nos. 3,725,067, 3,758,309 and 3,810,761.

However, the light fastness of azomethine dyes formed from these couplers is remarkably low, which significantly impairs the performance of color photographic light-sensitive materials, especially print-based color photographic light-sensitive materials.

[0006] Conventionally, studies have been made to improve the light fastness. For example, JP-A-59-12573
No. 2, 61-282845, 61-29239
And JP-A-61-279855 disclose a technique of using a phenolic compound or a phenyl ether compound in combination with a pyrazoloazole-based magenta coupler.
No. 6, No. 62-208048, No. 62-157031
And No. 63-163351 disclose a technique using an amine compound in combination.

Further, JP-A-63-24256 proposes a pyrazoloazole-based magenta coupler having an alkyloxyphenyloxy group.

However, even in the above technique, the light fastness of the magenta dye image is insufficient, and improvement thereof has been strongly desired.

[0009]

DISCLOSURE OF THE INVENTION The present invention has been made to solve the above problems, and an object of the present invention is to provide a halogen which is excellent in color development and has a markedly improved light fastness of a magenta dye image. An object of the present invention is to provide a silver halide color photographic material.

[0010]

The above object of the present invention is achieved by the following constitution.

1. A silver halide color photographic light-sensitive material having a photographic component layer comprising a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer on a support; A silver halide color photographic material, characterized in that at least one of the emulsion layers contains a coupler represented by the following formula [M-1].

[0012]

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In the formula, R ₁ represents a hydrogen atom or a substituent. R ₂ represents an alkylene group or an arylene group. R ₃
Represents a hydrogen atom, an alkyl group or an aryl group. R ₄ represents an alkylene group. R ₅ and R ₆ each represent a hydrogen atom or an alkyl group. L ₁ is -CO-, -COO
—, —SO ₂ —, —CONR ₇ — or —SO ₂ NR ₇ −
Represents R ₇ represents a hydrogen atom, an alkyl group, or an aryl group. L ₂ represents an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group, an alkylene group, an arylene group, -N
R ₈ represents a divalent group or a combination thereof. R ₈ represents a hydrogen atom, an alkyl group, an aryl group, an acyl group or a sulfonyl group. X represents a hydrogen atom or an atom or group capable of being eliminated by reaction with an oxidized form of a color developing agent. Z represents a nonmetallic atom group necessary for forming a nitrogen-containing heterocyclic ring.

2. A silver halide color photographic light-sensitive material having a photographic component layer comprising a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer on a support; A silver halide color photographic light-sensitive material, characterized in that at least one of the emulsion layers contains a coupler represented by the following formula [M-2].

[0015]

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In the formula, R ₁₁ represents a hydrogen atom or a substituent.
R ₁₂ and R ₁₄ each represent an alkylene group or an arylene group. R ₁₃ represents a hydrogen atom, an alkyl group, an aryl group, an acyl group or a sulfonyl group. R ₁₅ and R ₁₆ each represent a hydrogen atom or an alkyl group. L ₁₁ is an oxygen atom,
It represents a sulfur atom, a carbonyl group, a sulfonyl group, an alkylene group, an arylene group, —NR ₁₇ — and a divalent group obtained by combining these, or a mere bond. R ₁₇ is a hydrogen atom,
Represents an alkyl group, an aryl group, an acyl group or a sulfonyl group. X and Z have the same meanings as X and Z in the formula [M-1].

Hereinafter, the present invention will be described in detail.

The magenta coupler represented by the general formulas [M-1] and [M-2] of the present invention will be described.

The formula [M-1] and the formula [M-
2], substituted atom represented by R _1, R _11, examples of the substituent include an alkyl group (e.g., methyl group, ethyl group,
Propyl group, isopropyl group, tert-butyl group, pentyl group, cyclopentyl group, hexyl group, cyclohexyl group, octyl group, dodecyl group, etc., alkenyl group (eg, vinyl group, allyl group, etc.), alkynyl group (eg, propargyl) Group), an aryl group (eg, phenyl group, naphthyl group, etc.), a heterocyclic residue (eg, pyridyl group, thiazolyl group, oxazolyl group, imidazolyl group,
Furyl group, pyrrolyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, selenazolyl group, sulfolanyl group, piperidinyl group, pyrazolyl group, tetrazolyl group, etc., halogen atom (eg, chlorine atom, bromine atom, iodine atom, fluorine atom, etc.) An alkoxy group (for example, methoxy group, ethoxy group, propyloxy group, pentyloxy group, cyclopentyloxy group, hexyloxy group,
Cyclohexyloxy group, octyloxy group, dodecyloxy group, etc.), aryloxy group (eg, phenoxy group, naphthyloxy group, etc.), alkoxycarbonyl group (eg, methyloxycarbonyl group, ethyloxycarbonyl group, butyloxycarbonyl group, Octyloxycarbonyl group, dodecyloxycarbonyl group, etc.), aryloxycarbonyl group (eg, phenyloxycarbonyl group, naphthyloxycarbonyl group, etc.), sulfonamide group (eg, methylsulfonylamino group, ethylsulfonylamino group, butylsulfonylamino) Group, hexylsulfonylamino group, cyclohexylsulfonylamino group, octylsulfonylamino group, dodecylsulfonylamino group, phenylsulfonylamino group, etc.), sulfamoyl group (example) For example, aminosulfonyl, methylaminosulfonyl, dimethylaminosulfonyl, butylaminosulfonyl, hexylaminosulfonyl, cyclohexylaminosulfonyl, octylaminosulfonyl, dodecylaminosulfonyl, phenylaminosulfonyl, naphthylaminosulfonyl ,
2-pyridylaminosulfonyl group, etc., ureido group (for example, methylureido group, ethylureido group, pentylureido group, cyclohexylureido group, octylureido group, dodecylureido group, phenylureido group, naphthylureido group, 2-pyridylaminoureido group Etc.), an acyl group (for example, acetyl group, ethylcarbonyl group, propylcarbonyl group, pentylcarbonyl group,
Cyclohexylcarbonyl group, octylcarbonyl group,
2-ethylhexylcarbonyl group, dodecylcarbonyl group, phenylcarbonyl group, naphthylcarbonyl group, pyridylcarbonyl group, etc.), carbamoyl group (for example, aminocarbonyl group, methylaminocarbonyl group, dimethylaminocarbonyl group, propylaminocarbonyl group,
Pentylaminocarbonyl group, cyclohexylaminocarbonyl group, octylaminocarbonyl group, 2-ethylhexylaminocarbonyl group, dodecylaminocarbonyl group, phenylaminocarbonyl group, naphthylaminocarbonyl group, 2-pyridylaminocarbonyl group, etc., amide group (for example, Methylcarbonylamino group, ethylcarbonylamino group, dimethylcarbonylamino group, propylcarbonylamino group, pentylcarbonylamino group, cyclohexylcarbonylamino group, 2-ethylhexylcarbonylamino group, octylcarbonylamino group, dodecylcarbonylamino group, phenylcarbonylamino Group, naphthylcarbonylamino group, etc.), sulfonyl group (for example, methylsulfonyl group, ethylsulfonyl group, butylsulfonyl group) Group, cyclohexylsulfonyl group, 2-ethylhexylsulfonyl group, dodecylsulfonyl group, phenylsulfonyl group, naphthylsulfonyl group, 2-pyridylsulfonyl group, etc.), amino group (for example, amino group, ethylamino group, dimethylamino group, butylamino) Group, cyclopentylamino group, 2-ethylhexylamino group, dodecylamino group, anilino group, naphthylamino group, 2-pyridylamino group, etc.), cyano group,
Examples include a nitro group, a sulfo group, a carboxyl group, and a hydroxyl group.

These groups may be further substituted by the above-described substituent atoms and substituents. Of these,
For example, an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, an acylamino group, a sulfonamide group,
Alkylthio group, arylthio group, halogen atom, heterocyclic residue, sulfonyl group, sulfinyl group, phosphonyl group, acyl group, carbamoyl group, sulfamoyl group, cyano group, alkoxy group, aryloxy group, heterocyclic oxy group, siloxy group, Acyloxy, carbamoyloxy, amino, alkylamino, imide, ureido, sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino, alkoxycarbonyl, aryloxycarbonyl, carboxyl, etc. Groups are preferred.

More preferred as R ₁ and R ₁₁ are alkyl groups, and among the alkyl groups, particularly preferred is t-.
It is a butyl group.

Examples of the alkyl group represented by R ₅ , R ₆ , R ₁₅ and R ₁₆ include a methyl group, an ethyl group, a propyl group,
Examples include isopropyl, tert-butyl, pentyl, cyclopentyl, hexyl, cyclohexyl, octyl, dodecyl and the like. These groups further include an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a heterocyclic residue, a halogen atom, an alkoxy group, an aryloxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfonamide group, a sulfamoyl group, and a ureido. It may be substituted by a group, acyl group, carbamoyl group, amide group, sulfonyl group, amino group, cyano group, nitro group, sulfo group, carboxyl group and the like.

The alkylene groups represented by R ₂ , R ₄ , R ₁₂ , R ₁₄ , L ₂ and L ₁₁ are represented by the following general formula (I).

[0024]

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In the formula, R ₂₁ and R ₂₂ each represent a hydrogen atom, an alkyl group or an aryl group. R ₂₁ and R ₂₂
May have a substituent, and examples of the substituent include the same groups as the substituents for the groups represented by R ₁ and R ₁₁ . a represents an integer of 0 to 4.

The arylene groups represented by R ₂ , R ₁₂ , R ₁₄ , L ₂ and L ₁₁ are represented by the following general formula (II).

[0027]

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In the formula, R ₂₃ has the same meaning as R ₂₁ and R ₂₂ .
b represents an integer of 0 to 4.

Of the alkylene groups or arylene groups represented by R ₂ and R ₁₂ , an alkylene group is more preferred.

Examples of atoms and groups which can be eliminated by reaction with an oxidized form of the color developing agent represented by X include, for example, a halogen atom (a chlorine atom, a bromine atom, a fluorine atom, etc.), an alkoxy, an aryloxy group and a heterocyclic oxy group. Group, acyloxy group, sulfonyloxy group, alkoxycarbonyloxy group, aryloxycarbonyloxy group, alkyloxalyloxy group, alkoxyoxalyloxy group, alkylthio group, arylthio group, heterocyclic thio group, alkyloxythiocarbonylthio group, Examples include an acylamino group, a sulfonamide group, a nitrogen-containing heterocyclic residue linked by an N atom, an alkyloxycarbonylamino group, an aryloxycarbonylamino group, a carboxyl group, and the like, preferably a halogen atom, and particularly preferably a halogen atom. It is a chlorine atom.

Examples of the nitrogen-containing heterocyclic ring formed by Z include a pyrazole ring, an imidazole ring, a triazole ring, a tetrazole ring and the like, and these may further have a substituent.

The skeletons represented by the general formulas [M-1] and [M-2] are the following Ma to Mf, and preferred skeletons are Ma, Mb and Mc, and more preferably Ma.

[0033]

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The specific examples of the compounds represented by formulas [M-1] and [M-2] of the present invention are shown below, but the present invention is not limited thereto.

[0035]

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[0036]

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[0037]

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[0038]

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[0039]

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[0040]

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The pyrazoloazole-based magenta coupler of the present invention can be obtained from the Journal of the Chemical Society (Journal of the Chemical Society).
al Society). Perkin I
(1977). 2047-2052, U.S. Pat.
5,067, JP-A-59-99437, and JP-A-58-4
No. 2045, No. 59-162548, No. 59-171
No. 956, No. 60-33552, No. 60-43659
No., 60-172982, 60-190779
Nos. 61-189538 and 61-241754
Nos. 63-163351 and 62-157031
No., Synthesis, 1981, p. 40, 1984
122, 1984, 894, JP-A-49-53
No. 574, British Patent No. 1,410,846, New Experimental Chemistry Course 14-III, Vol. 1585-1594 (1977), published by Maruzen, Helv Chem. Acta. 36 volumes. 75 (1953); Am. Chem. Soc. 72 Vol. 2
762 (1950), OrgSynth, II, 395
With reference to page (1943) and the like, those skilled in the art can easily synthesize.

Next, typical examples of the synthesis of the pyrazoloazole-based magenta coupler of the present invention are shown below.

Synthesis Example << Synthesis of Exemplified Compound 1-4 >> (Synthesis of Compound (II))

[0044]

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Compound (I) (7.5 g) was treated with ethyl acetate (50 m).
and 13.4 g of sodium acetate was dissolved in 50 ml of water and added. While stirring this mixture, a solution of 8.9 g of compound (II) dissolved in 30 ml of ethyl acetate was added dropwise over 10 minutes, followed by stirring at room temperature for 1 hour. After the reaction was completed, 150 ml of ethyl acetate was added, and the mixture was washed with water. After separating and drying the ethyl acetate layer, ethyl acetate was distilled off under reduced pressure. The obtained fraction was recrystallized from methanol to obtain 12.8 g of Exemplified Compound 4 (yield: 85%). Identification is MAS
Performed by S, NMR and IR spectra,
Was confirmed.

<< Synthesis of Exemplified Compound 2-6 >>

[0047]

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Compound (III) 6.9 g, Compound (IV) 1
1.8 g, 6.20 g of N, N'-dicyclohexylcarbodiimide and 100 ml of tetrahydrofuran were mixed,
The mixture was heated under reflux for 4 hours. After completion of the reaction, ethyl acetate 200m
l was added and washed with water. After separating and drying the ethyl acetate layer, ethyl acetate was distilled off under reduced pressure. The obtained fraction was purified using column chromatography (developing solvent: ethyl acetate, hexane) to obtain 10.5 g of Exemplified Compound 2-6.
Was obtained (yield 61%). Identification is performed by MASS, NMR, IR
The analysis was performed on the spectrum, and it was confirmed that it was the exemplary compound 2-6.

The general formula [M-1] and the general formula [M
The magenta coupler represented by -2] can be used in the same layer or in another layer.

The general formula [M-1] and the general formula [M
The magenta coupler represented by -2] can be used in combination with another type of magenta coupler.

The general formula [M-1] and the general formula [M
In order to incorporate the magenta coupler represented by -2], a conventional method, for example, known dibutyl phthalate,
A mixture of a high-boiling solvent such as tricresyl phosphate and a low-boiling solvent such as butyl acetate or ethyl acetate or a solvent containing only a low-boiling solvent is represented by the general formulas [M-1] and [M-2]. After dissolving each magenta coupler alone or in combination, mixed with an aqueous solution of gelatin containing a surfactant, and then emulsified and dispersed using a high-speed rotating mixer or a colloid mill or an ultrasonic disperser, A method of directly adding to the emulsion can be adopted. Alternatively, the emulsified dispersion may be set, then cut into pieces, washed with water, and then added to the emulsion. The magenta couplers of the present invention represented by formulas [M-1] and [M-2] may be separately dispersed in a high-boiling solvent and the above-mentioned dispersion method and added to a silver halide emulsion. However, a method in which both compounds are simultaneously dissolved, dispersed and added to the emulsion is preferred.

The amount of the high boiling point solvent to be added is preferably 0.01 to 10 g, more preferably 1 to 10 g, based on 1 g of the magenta coupler represented by the general formulas [M-1] and [M-2] of the present invention. Ranges from 0.1 to 3.0 g.

As the silver halide emulsion used in the light-sensitive material of the present invention, any conventional silver halide emulsion can be used. The emulsion 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. 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 an emulsion layer of a color photographic light-sensitive material.

Further, a development accelerator, a bleaching accelerator, a developer, a silver halide solvent, a toning agent, and a coupling reaction with a colored coupler having a color correcting effect, a competitive coupler, and an oxidized form of a developing agent are performed. Compounds that release photographically useful fragments such as hardeners, foggants, antifoggants, chemical sensitizers, spectral sensitizers and desensitizers can be used.

In the photographic material of the present invention, an image stabilizer and an ultraviolet absorber can be used for the purpose of preventing the deterioration of the dye image.

As the support, paper laminated with polyethylene or the like, polyethylene terephthalate film, baryta paper, cellulose triacetate or 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.

[0059]

Next, the present invention will be described based on examples, but embodiments of the present invention are not limited to these examples.

Example 1 On a support in which polyethylene was laminated on one side of a paper support and polyethylene containing titanium oxide was laminated on the other side, each layer having the structure shown in Tables 1 and 2 was coated with titanium oxide. The sample was applied on the side of the polyethylene layer to be prepared, whereby a multilayer color photographic material sample 101 was prepared.

[0061]

[Table 1]

[0062]

[Table 2]

The coating solution was prepared as follows. First layer coating solution Yellow coupler (EY-1) 26.7 g, dye image stabilizer (ST-1) 10.0 g, dye image stabilizer (ST-2) 6.67 g, stain inhibitor (HQ-) 1)
0.67 g and 6.67 g of high boiling point organic solvent (DNP)
Add 60 cc of ethyl acetate to the mixture and dissolve it.
10% containing 7 cc of surfactant (SU-2) aqueous solution
A 220 μg aqueous gelatin solution was emulsified and dispersed using an ultrasonic homogenizer to prepare a yellow coupler dispersion.

This dispersion was mixed with the following blue-sensitive silver halide emulsion (containing 8.67 g of silver), and an antiirradiation dye (AIY-1) was further added to prepare a coating solution for the first layer.

The coating solutions for the second to seventh layers were prepared in the same manner as the coating solution for the first layer. (HH-1) was added to the second and fourth layers as a hardener, and (HH-2) was added to the seventh layer. Surfactants (SU-1), (SU-
3) was added to adjust the surface tension.

The structural formulas of the compounds used in each of the above-mentioned layers are shown below.

[0067]

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[0068]

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[0069]

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[0070]

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[0071]

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The silver halide emulsions used for the first, third and fifth layers are as follows.

Blue-sensitive silver halide emulsion (Em-B) Monodispersed cubic silver chlorobromide emulsion having an average particle size of 0.85 μm, a coefficient of variation of 0.07, and a silver chloride content of 99.5 mol% Sodium thiosulfate 0 0.8 mg / mol AgX chloroauric acid 0.5 mg / mol AgX stabilizer STAB-1 6 × 10 ⁻⁴ mol / mol AgX sensitizing dye BS-1 4 × 10 ⁻⁴ mol / mol AgX sensitizing dye BS-2 1 × 10 ⁻⁴ mol / mol AgX green-sensitive silver halide emulsion (Em-G) Monodispersed cubic silver chlorobromide having an average particle size of 0.43 μm, a coefficient of variation = 0.08, and a silver chloride content of 99.5 mol%. Emulsion Sodium thiosulfate 1.5 mg / mol AgX Chloroic acid 1.0 mg / mol AgX Stabilizer STAB-1 6 × 10 ^-4 mol / mol AgX Sensitizing dye GS-1 4 × 10 ^-4 mol / mol AgX Red sensitivity Silver halide emulsion (Em- ) Monodisperse cubic silver chlorobromide emulsion having an average particle size of 0.50 µm, a coefficient of variation of 0.08, and a silver chloride content of 99.5 mol% Sodium thiosulfate 1.8 mg / mol AgX chloroauric acid 2.0 mg / mol AgX stabilizer STAB-1 6 × 10 ⁻⁴ mol / mol AgX sensitizing dye RS-1 1 × 10 ⁻⁴ mol / mol AgX

[0074]

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Next, the coupler EM-
Samples 102 to 110 were produced in the same manner as in Sample 101, except that 1 was replaced with the coupler of the present invention shown in Table 3 below in an equimolar amount to the amount of coupler EM-1 added.

Each of the samples thus prepared was subjected to wedge exposure with green light according to a conventional method, and then processed according to the following processing steps.

Processing Step Temperature Time Color Development 35.0 ± 0.3 ° C. 45 seconds Bleaching and Fixing 35.0 ± 0.5 ° C. 45 seconds Stabilization 30-34 ° C. 90 seconds Drying 60-80 ° C. 60 seconds The composition of each processing solution is shown below. The replenishment amount of each processing solution is 80 cc per m ^{2 of the} color photographic light-sensitive material.

Color developing solution Tank solution Replenisher Pure water 800 cc 800 cc Triethanolamine 10 g 18 g N, N-diethylhydroxylamine 5 g 9 g Potassium chloride 2.4 g -1-Hydroxyethylidene-1,1-diphosphonic acid 1.0 g 1. 8 g N-ethyl-N-β-methanesulfonamidoethyl-3-methyl-4-aminoaniline sulfate 5.4 g 8.2 g Fluorescent whitening agent (4,4′-diaminostilbene disulfonic acid derivative) 1.0 g 1 8.8 g Potassium carbonate 27 g 27 g Water was added to make the total volume 1000 cc. The pH of the tank solution was 10.10, and the pH of the replenisher was 10.
Adjust to 60.

Bleaching-fixing solution (tank solution and replenisher are the same) Ferric ammonium ammonium diaminetetraacetate 60 g ethylenediaminetetraacetic acid 3 g ammonium thiosulfate (70% aqueous solution) 100 cc ammonium sulfite (40% aqueous solution) 27.5 cc water In addition, the total amount is adjusted to 1000 cc, and the pH is adjusted to 5.7 with potassium carbonate or glacial acetic acid.

Stabilizing solution (tank solution and replenisher solution are the same) 5-chloro-2-methyl-4-isothiazolin-3-one 1.0 g ethylene glycol 1.0 g 1-hydroxyethylidene-1,1-diphosphonic acid 2 1.0 g Ethylenediaminetetraacetic acid 1.0 g Ammonium hydroxide (20% aqueous solution) 3.0 g Optical brightener (4,4'-diaminostilbene disulfonic acid derivative) 1.5 g Water is added to make the total amount 1000 cc, and sulfuric acid or water Adjust the pH to 7.0 with potassium oxide.

The following evaluation was performed using the sample after the continuous treatment.

<< Dmax >> The maximum color density was measured.

<< Light Resistance >> The obtained sample was irradiated with a xenon fade meter for 14 days, and the residual ratio (%) of the dye image at an initial density of 1.0 was determined. Table 3 shows the results.

[0084]

[Table 3]

As apparent from Table 3, samples 101 to 1
In No. 10, Samples 102 to 102 using the coupler of the present invention were prepared.
Sample No. 110 exhibited good color development and a very large improvement in light resistance as compared with Sample 101 using the comparative coupler.

[0086]

As demonstrated in the Examples, the silver halide color photographic light-sensitive material according to the present invention has excellent color-forming properties, and the light fastness of a magenta dye image is remarkably improved, so that an excellent image can be obtained.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Yutaka Kaneko 1 Sakuracho, Hino-shi, Tokyo Konica Corporation

Claims (2)

[Claims] 1. A silver halide color photographic light-sensitive material having a photographic component layer comprising a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer on a support. A silver halide color photographic light-sensitive material, characterized in that at least one layer of the green-sensitive silver halide emulsion layer contains a coupler represented by the following formula [M-1]. Embedded image [In the formula, R ₁ represents a hydrogen atom or a substituent. R ₂ represents an alkylene group or an arylene group. R ₃ is a hydrogen atom,
Represents an alkyl group or an aryl group. R ₄ represents an alkylene group. R ₅ and R ₆ each represent a hydrogen atom or an alkyl group. L ₁ is —CO—, —COO—, —SO ₂ —,
-CONR ₇ - or -SO ₂ NR ₇ - represents a. R ₇ represents a hydrogen atom, an alkyl group, or an aryl group. L ₂
Is an oxygen atom, a sulfur atom, a carbonyl group, a sulfonyl group,
It represents an alkylene group, an arylene group, —NR ₈ — or a divalent group obtained by combining these. R ₈ represents a hydrogen atom, an alkyl group, an aryl group, an acyl group or a sulfonyl group.
X represents a hydrogen atom or an atom or group capable of being eliminated by reaction with an oxidized form of a color developing agent. Z represents a nonmetallic atom group necessary for forming a nitrogen-containing heterocyclic ring. ] 2. A silver halide color photographic light-sensitive material having a photographic component layer comprising a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer on a support. A silver halide color photographic light-sensitive material characterized in that at least one layer of a green-sensitive silver halide emulsion layer contains a coupler represented by the following formula [M-2]. Embedded image [Wherein, R ₁₁ represents a hydrogen atom or a substituent. R ₁₂ and R
₁₄ represents an alkylene group or an arylene group, respectively. R
₁₃ represents a hydrogen atom, an alkyl group, an aryl group, an acyl group or a sulfonyl group. R ₁₅ and R ₁₆ each represent a hydrogen atom or an alkyl group. L ₁₁ is an oxygen atom, a sulfur atom,
It represents a carbonyl group, a sulfonyl group, an alkylene group, an arylene group, -NR _17- or a divalent group obtained by combining them, or a mere bond. R ₁₇ is a hydrogen atom, an alkyl group,
Represents an aryl group, an acyl group or a sulfonyl group. X and Z have the same meanings as X and Z in the formula [M-1]. ]