JP3273280B2 - Silver halide color photographic light-sensitive material - Google Patents

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 material having excellent image storability, color development and color reproducibility.

[0002]

2. Description of the Related Art Conventionally, a combination of a yellow coupler, a magenta coupler and a cyan coupler is used in a color printing paper or the like provided for direct appreciation for forming a color dye image. Improve the fastness of color dye images obtained from these couplers, store for many years,
Many efforts have been made to keep using it.

[0003] However, it is still not enough to meet the demands of users who want to prevent fading or discoloration of dye images of color photographs and preserve semi-permanent high quality images. In other words, with respect to the preservation of dark places such as album preservation, dramatic improvements have been made in recent years as typified by "Konica Color 100 Year Print", and it has become possible to store photographic images for a satisfactory long period of time But,
On the other hand, the light storage stability (light resistance) in a state exposed to light is still at an insufficient level, and improvement is desired. In particular, among the three dyes of yellow, magenta and cyan, the magenta dye has the weakest light fastness,
Efforts have been made to improve it.

In particular, recently developed pyrazoloazole-based magenta couplers are different from the conventionally used 5-pyrazolone-based magenta couplers in that color-forming dyes do not have side absorption around 430 nm, so that color reproducibility is basically high. It is known that magenta dyes obtained from pyrazoloazole-based magenta couplers have inferior lightfastness compared to magenta dyes obtained from 5-pyrazolone-based magenta couplers. Therefore, many improved techniques have been proposed. For example, JP-A-56-1
59644, 59-125732, 61-145552, 60-262159
No. 61-90155, phenol or phenyl ether compounds described in JP-A-3-39956, JP-A-61-73152, JP-A-61-72246, JP-A-61-189539, and -
Nos. 189540, 63-95439 and the amine compounds described in JP-A-61-140941, JP-A-61-140941, JP-A-61-145554, JP-A-61-158
No. 329, metal complexes described in each of the same 62-183459 publications,
Use of an inclusion compound, a heterocyclic compound and the like described in JP-A No. 2-100048 and the like can be mentioned.

[0005]

However, when these compounds are used, the coloring density of the coupler decreases, color contamination occurs during storage over time, or color contamination occurs due to coloring of the added compound itself. Or cause an undesirable color change, dispersibility of the dispersion containing the coupler,
The aging stability may be degraded. Furthermore, although the above-mentioned improved technology has a great effect on improving the light fastness, the light fastness of the magenta dye is still inferior to the light fastness of the yellow dye and the cyan dye. In this case, there is a problem that the color balance of the image is lost and the color of the photograph is shifted in the yellow or cyan direction, causing unnatural discoloration. Furthermore, a technology for improving light fastness by substituting a branched alkyl group having a large steric hindrance into the pyrazolotriazole skeleton has been disclosed in Japanese Patent Application Laid-Open No. H10-163,873.
Although it is proposed in Japanese Patent Application Laid-Open No. 61-65245, it cannot be said that it has reached a sufficient level. In addition, research for the purpose of improving color development and color reproducibility has been continued.
Various derivatives are described in JP-A-55343, JP-A-60-98434, JP-A-61-120152 and the like. However, the couplers described above are not yet at a satisfactory level in terms of the coloring properties of the couplers and the spectral absorption characteristics of the dyes, and further improvements are desired.

Further, it has been revealed that the above-mentioned pyrazolotriazole couplers are susceptible to a slight change in the conditions of the color developing solution, so that the coloring properties thereof are easily affected. It is particularly susceptible to fluctuations in the pH value of the color developing solution (hereinafter referred to as pH variability).

[0007]

On the other hand, JP-A-63-291058 discloses a magenta coupler in which a nitrogen atom is bonded to a carbon atom bonded to a pyrazoloazole ring, and is formed from a pyrazoloazole coupler. The effects include a desirable deep hue shift and an increase in the maximum density of the dye.

However, the compounds specifically described in JP-A-63-291058 have not been satisfactory with respect to pH variability.

An object of the present invention is to provide a silver halide color photographic light-sensitive material which is excellent in image storability, color development, color reproducibility and stability during development processing.

[0011]

The above object of the present invention can be attained by the following constitutions.

The following general formula [MI] or [MI
A silver halide color photographic light-sensitive material comprising at least one magenta coupler represented by I).

[0013]

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[0014] In the formula, R ¹ and R ³ each represent a substituent, X represents a hydrogen atom or a group that splits off upon reaction with an oxidation product of a color developing agent, L ¹ and L ² of the branch hydrocarbons Represents a chain, and R ² and R ⁴ are each

[0015]

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Represents the following. R5, R6, R7, R8, R9, and R10 each represent an aliphatic group, an aromatic group, or a heterocyclic group, and each of the aliphatic group and the aromatic group may have a substituent. However, when the magenta coupler is the above (a),
Excludes any of (b), (c) and (d). ]

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The general formula [MI] or [MI]
The silver halide color photographic light-sensitive material as described above, wherein the molecular weight of the magenta coupler represented by I) is 1500 or less.

Hereinafter, the present invention will be described more specifically.

The aliphatic groups represented by R ¹ , R ³ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ may be linear, branched or cyclic, saturated or unsaturated. It may be saturated. The aliphatic group may be substituted with another substituent, and the substituent is not particularly limited, but typically, aryl, anilino, acylamino, sulfonamide, alkylthio, arylthio, alkenyl, cycloalkyl Examples of each group include alkyl and the like.In addition, halogen atoms and cycloalkenyl, alkynyl, heterocycle, sulfonyl, sulfinyl, phosphonyl, acyl, carbamoyl, sulfamoyl, cyano, alkoxy, heterocycle oxy, siloxy, acyloxy, carbamoyloxy , Amino, alkylamino, imide, ureido, sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino, alkoxycarbonyl, aryloxycarbonyl, hydroxy, carboxy, heterocyclic thio and other groups, A spiro compound residue Rabbi, bridged hydrocarbon compound residue and the like are also mentioned.

The aryl group is preferably a phenyl group.

Examples of the acylamino group include an alkylcarbonylamino group and an arylcarbonylamino group.

Examples of the sulfonamide group include an alkylsulfonylamino group and an arylsulfonylamino group.

The alkyl group in the alkylthio group may be linear, branched, or cyclic, and may be further substituted with another substituent. For example, a methyl group,
Examples include an ethyl group, an isopropyl group, a t-butyl group, a neopentyl group, a chloromethyl group, and a methoxymethyl group. Examples of the aryl group in the arylthio group include a phenyl group, a 1-naphthyl group, and a 2-naphthyl group, which may be further substituted with another substituent.
For example, a 2-chlorophenyl group, a 4-methoxyphenyl group and the like can be mentioned.

The alkenyl group includes 2 to 32 carbon atoms.
And a cycloalkyl group having 3 to 1 carbon atoms
2, particularly preferably 5 to 7, and the alkenyl group may be linear or branched.

The cycloalkenyl group preferably has 3 to 12 carbon atoms, particularly preferably 5 to 7 carbon atoms.

Examples of the sulfonyl group include an alkylsulfonyl group and an arylsulfonyl group; examples of the sulfinyl group include an alkylsulfinyl group and an arylsulfinyl group; and examples of the phosphonyl group include an alkylphosphonyl group, an alkoxyphosphonyl group, and an aryloxyphosphonyl group. Group,
Arylphosphonyl group, etc .; acyl group, alkylcarbonyl group, arylcarbonyl group, etc .; carbamoyl group, alkylcarbamoyl group, arylcarbamoyl group, etc .; sulfamoyl group, alkylsulfamoyl group, arylsulfamoyl group An acyloxy group such as an alkylcarbonyloxy group or an arylcarbonyloxy group; a carbamoyloxy group such as an alkylcarbamoyloxy group or an arylcarbamoyloxy group; a ureido group such as an alkylureido group or an arylureido group; As the famoylamino group, an alkylsulfamoylamino group, an arylsulfamoylamino group, or the like; As the heterocyclic group, a 5- to 7-membered group is preferable, and specifically, a 2-furyl group, a 2-thienyl group, 2-pyrimidinyl And a 2-benzothiazolyl group or the like; a heterocyclic oxy group preferably has a 5- to 7-membered heterocyclic ring, such as a 3,4,5,6-tetrahydropyranyl-2-oxy group and 1-phenyltetrazole-5 A 5- to 7-membered heterocyclic thio group is preferred as the heterocyclic thio group;
For example, a 2-pyridylthio group, a 2-benzothiazolylthio group,
2,4-diphenoxy-1,3,5-triazole-6-thio group; siloxy group includes trimethylsiloxy group, triethylsiloxy group, dimethylbutylsiloxy group and the like; imide group includes succinimide group, Heptadecyl succinimide group, phthalimide group, glutarimide group, etc .; Spiro compound residues include spiro [3.3] heptan-1-yl;
The bridged hydrocarbon compound residue bicyclo [2.2.1] heptane-1-yl, tricyclo [3.3.1.1 ^37] decane-1-yl, 7,7-dimethyl - bicyclo [2.2.1] heptan-1 And the like.

The aromatic groups represented by R ¹ , R ³ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ include phenyl, 1-naphthyl, 2-naphthyl and the like. Can be

As the substituents of the aromatic groups represented by R ¹ , R ³ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ , the same substituents as in the case of the aliphatic groups can be mentioned. Can be.

As the heterocyclic group represented by R ¹ , R ³ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ , a 5- to 7-membered heterocyclic group is preferable, and a 2-furyl group, 2-thienyl group, 2-pyrimidinyl group, 2-benzothiazolyl group and the like,
Examples of the substituent for the heterocyclic ring represented by R ¹ , R ³ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ include the same substituents as those for the aliphatic group.

R ¹ , R ³ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ are preferably a hydrogen atom and a substituted or unsubstituted alkyl group, cycloalkyl group, aryl group, alkenyl. And alkynyl groups, and most preferably a substituted or unsubstituted alkyl group or aryl group.

The substituents represented by R ² and R ⁴ include -COOR ⁵ , -OCOR ⁶ , -OSO ₂ R ⁷ , -SO ₃ R ⁸ , -O- (0 =)
P <(− OR ⁹ ) (− OR ¹⁰ ), preferably —OCOR ⁶ ,
−OSO ₂ R ⁷ , −O− (0 =) P <(− OR ⁹ ) (− OR ¹⁰ ). -OCOR ⁶ is as more preferable, -OSO ₂ R ⁷ can be exemplified. Also from the viewpoint of light resistance -O- (O =) P <( - OR 9) (- O
R ¹⁰ ) is preferred.

[0032]

Examples of the group capable of leaving by reacting with the 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.), alkoxy, aryloxy, heterocyclic oxy, acyloxy, Sulfonyloxy, alkoxycarbonyloxy, aryloxycarbonyl, alkyloxalyloxy, alkoxyoxalyloxy, alkylthio, arylthio, heterocyclic thio, alkyloxythiocarbonylthio, acylamino, sulfonamide, nitrogen-containing heterocyclic ring bonded with an N atom,
Alkyloxycarbonylamino, aryloxycarbonylamino, each group such as carboxyl,
Preferably it is a halogen atom, especially a chlorine atom.

Hereinafter, typical examples of the magenta coupler of the present invention will be shown, but the present invention is not limited thereto. However, among the specific examples, M-4, M-6, M-
10, M-12, M-29 and M-30 are reference examples outside the present invention.
You.

[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 magenta coupler represented by the above general formula [MI] according to the present invention is obtained from the Journal of the Chemical Societe
y), Perkin; I (1977), 2047-2052,
U.S. Pat.No.3,725,067 or JP-A-59-99439, JP-A-59-1719
Those skilled in the art can easily synthesize them with reference to JP-A Nos. 56, 60-43659 and 60-172982.

The following are synthesis examples of the compounds of the present invention.

[Synthesis Example] Synthesis of Exemplified Compound M-5 <Synthesis Route>

[0044]

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<Synthesis of Intermediate (II)> 198 g of hydroxypivalic acid (I) was dissolved in 350 ml of chloroform, and pyridine was dissolved in pyridine.
Add 162 ml. Then, while cooling in an ice water bath, 131.7 g of acetyl chloride was added dropwise over 1 hour, and the mixture was stirred at room temperature for 4 hours. The reaction solution was washed with diluted hydrochloric acid, neutralized, washed with water, and dried over magnesium sulfate. Next, after the solvent was removed under reduced pressure, the residue was recrystallized from n-hexane to give white crystals (I
I) 214.1 g were obtained.

<Synthesis of Intermediate (III)> Intermediate (II) 192.2
g was dissolved in 400 ml of toluene, 174 ml of thionyl chloride was added, and the mixture was heated under reflux for 5 hours. The solvent and excess thionyl chloride were distilled off under reduced pressure to obtain 213 g of the intermediate (III).

<Synthesis of Intermediate (V)> 243 g of Intermediate (IV)
Was dissolved in 1500 ml of acetonitrile, and the intermediate (II
I) 213 g of acetonitrile solution (500 ml) was added, and the mixture was heated under reflux for 2 hours. Thereafter, the solvent was distilled off under reduced pressure, 700 ml of toluene and 8 ml of concentrated sulfuric acid were added, and the mixture was heated under reflux for 2 hours. The solvent was distilled off under reduced pressure, extracted with ethyl acetate, neutralized with an aqueous solution of sodium hydrogen carbonate, washed with water and dried. Ethyl acetate was distilled off under reduced pressure to obtain 270 g of a brown oily intermediate (V).

<Synthesis of Intermediate (VI)> 189 g of Intermediate (V)
To the mixture was added 600 ml of acetic anhydride, and the mixture was heated under reflux for 3 hours. Thereafter, acetic anhydride was distilled off under normal pressure, and after cooling, methanol 500m
l, 100 ml of concentrated sulfuric acid is added, and the mixture is heated under reflux for 2 hours. The extracted sulfur is removed by hot filtration, and the filtrate is concentrated. This was extracted with ethyl acetate, neutralized, washed with water and dried. The solvent was distilled off under reduced pressure, and the residue was recrystallized from ethyl acetate / n-hexane to obtain 92.3 g of an intermediate (VI). .

<Synthesis of Intermediate (VII)> Intermediate (VI) 63.1
g is dissolved in 350 ml of chloroform and cooled to 5 ° C.
35.6 g of N-chlorosuccinimide is added thereto over 1 hour, stirred for 1 hour, washed with water and dried, and the solvent is distilled off under reduced pressure. Recrystallization was performed with ethyl acetate / n-hexane to obtain 54.3 g of the intermediate (VII).

<Synthesis of Exemplified Compound M-5> Intermediate (VI
I) Add 10 ml of pyridine to 4.0 g and cool to 5 ° C. To this, add 10 ml of ethyl acetate solution of 5.3 g of stearic acid cloth to 3
Add dropwise over 0 minutes and then stir at room temperature for 2 hours. The reaction solution is extracted with tetrahydrofuran, washed with dilute hydrochloric acid, neutralized, washed with water, and dried. After evaporating the solvent under reduced pressure, the residue was subjected to column chromatography with ethyl acetate / n-hexane to obtain 5.8 g of a colorless oily example compound M-5.

The identification of each intermediate and Exemplified Compound M-5 was ¹ H
-Performed by NMR, FD mass spectrum and IR spectrum.

The magenta coupler used in the present invention is preferably contained in a silver halide emulsion, for example, according to a conventionally known method. For example, tricresyl phosphate, a high-boiling organic solvent having a boiling point of 175 ° C. or more such as dibutyl phthalate or the like, or a low-boiling solvent such as ethyl acetate or butyl propionate, according to the present invention, may be used alone or as needed. After dissolving the magenta coupler alone or in combination, it can be mixed with an aqueous gelatin solution containing a surfactant, and then emulsified by a high-speed rotary mixer or a colloid mill, and then added to the silver halide emulsion.

The magenta coupler according to the present invention is generally used in an amount of 1 × 10 ^-3 to 1 mol, preferably 1 × 10 ^-3 mol, per mol of silver halide.
It can be used in the range of × 10 ^-2 to 8 × 10 ^-1 mol.

The magenta coupler according to the present invention can be used in combination with another type of magenta coupler.

The pyrazoloazole-based magenta coupler according to the present invention comprises an image stabilizer represented by the general formula [A] and / or the general formula [B] described in JP-A-5-224369, pp. 35-42. They can be used together.

The amount of the image stabilizer represented by the general formulas (A) and (B) is 5 to 400, respectively, based on the amount of the pyrazoloazole-based magenta coupler according to the present invention.
Mol%, more preferably 10 to 250 mol%.
Mol%.

The pyrazoloazole-based magenta coupler of the present invention and the above-mentioned image stabilizer are preferably used in the same layer, but the use of the above-mentioned image stabilizer in a layer adjacent to the layer where the coupler is present is preferred. Is also good.

The silver halide composition preferably used in the present invention includes silver chloride, silver chlorobromide and silver chloroiodobromide. Further, a combination mixture such as a mixture of silver chloride and silver bromide may be used.

In the silver halide emulsion used in the present invention, silver bromide, silver iodobromide, silver iodochloride,
Any silver halides such as silver chlorobromide, silver chloroiodobromide and silver chloride can be used.

The silver halide grains may have a uniform silver halide composition distribution within the grains, or may be core / shell grains having different silver halide compositions between the inside of the grains and the surface layer.

The silver halide grains may be grains whose latent image is mainly formed on the surface, or grains whose latent image is mainly formed inside the grain.

The silver halide grains may have a regular crystal form such as cubic, octahedral, or tetradecahedral,
It may have an irregular crystal form such as a sphere or a plate. In these particles, the ratio between the {100} plane and the {111} plane can be arbitrarily used.

A compound having a composite form of these crystal forms may be used, and particles of various crystal forms may be mixed.

The grain size of the silver halide grains is preferably from 0.05 to 30 μm, more preferably from 0.1 to 20 μm.

The silver halide emulsion may have any grain size distribution. Emulsions having a wide grain size distribution (referred to as polydisperse emulsions) may be used, and emulsions having a narrow grain size distribution (referred to as monodisperse emulsions) may be used alone or as a mixture of several kinds. Further, a polydisperse emulsion and a monodisperse emulsion may be used in combination. The coupler used in the present invention includes a colored coupler having a color correcting effect and a development inhibitor, a development accelerator, a bleaching accelerator, a developer, a silver halide solvent, a toning by coupling with an oxidized form of a developing agent. Compounds which release photographically useful fragments such as agents, hardeners, fogging agents, antifoggants, chemical sensitizers, spectral sensitizers and desensitizers are included. Of these, a so-called DIR compound that releases a development inhibitor during development to improve the sharpness of an image and the granularity of an image may be used.

The DIR compound has an inhibitor directly bonded to the coupling position, and the DIR compound has an inhibitor bonded to the coupling position via a divalent group, and the DIR compound has a structure in which the inhibitor has been removed. It includes those bonded so that the inhibitor is released by an intramolecular nucleophilic reaction, intramolecular electron transfer reaction, or the like (referred to as a timing DIR compound). Further, as the inhibitor, those having a diffusibility after release and those having a low diffusivity can be used alone or in combination depending on the use.

A colorless coupler that performs a coupling reaction with an oxidized aromatic primary amine developer but does not form a dye (also referred to as a competitive coupler) can be used in combination with a dye-forming coupler.

As the yellow coupler preferably used in the present invention, there may be mentioned known acylacetanilide-based couplers. Among them, benzoylacetoanilide compounds and pivaloylacetoanilide compounds can be advantageously used.

The cyan coupler preferably used in the present invention includes a phenol or naphthol coupler.

The oxidized developing agent or the electron transfer agent moves between the emulsion layers (layers having the same color sensitivity and / or between different color sensitivity layers) of the light-sensitive material, thereby causing color turbidity or degrading sharpness. A color antifoggant may be used to prevent the graininess from becoming noticeable.

In the light-sensitive material of the present invention, an image stabilizer for preventing deterioration of a dye image can be used. Compounds that can be preferably used are those described in RD17643, Section VII J.

The hydrophilic colloid layers such as the protective layer and the intermediate layer of the light-sensitive material contain an ultraviolet inhibitor to prevent fog due to discharge caused by the charge of the light-sensitive material due to friction or the like and to prevent deterioration of an image due to ultraviolet rays. You may go out.

In order to prevent deterioration of the magenta dye-forming coupler and the like due to formalin during storage of the light-sensitive material, a formalin scavenger can be used for the light-sensitive material.

The present invention can be preferably applied to color negative films, color papers, color reversal films and the like.

[0075]

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, titanium oxide was applied to each layer having the structure shown in Tables 1 and 2 below. This was applied on the side of the polyethylene layer to be prepared, whereby a multilayer silver halide color photographic light-sensitive material sample 101 was prepared.

[0077]

[Table 1]

[0078]

[Table 2]

The coating solution was prepared as follows.

First layer coating solution 26.7 g of yellow coupler (EY-1), 10.0 g of dye image stabilizer (ST-1), dye image stabilizer (ST-2)
60 cc of ethyl acetate was added to 6.67 g, 0.67 g of the stain inhibitor (HQ-1) and 6.67 g of a high boiling point organic solvent (DNP), and the solution was dissolved in 7 cc of a 20% aqueous solution of a surfactant (SU-2). The emulsion was emulsified and dispersed in 220 cc of a 10% aqueous gelatin solution 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 anti-irradiation 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. Further, the second layer and the fourth layer are used as hardeners.
(HH-1) was added to the layer and (HH-2) was added to the seventh layer. Surfactants (SU-1) and (S
U-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.

[0084]

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[0085]

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[0086]

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[0087]

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[0088]

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Blue-sensitive silver halide emulsion (Em-B) Monodisperse 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 0.8 mg / mol AgX chloride aurate 0.5 mg / mol AgX Stabilizing agent 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 / Molar AgX green-sensitive silver halide emulsion (Em-G) Monodispersed cubic silver chlorobromide emulsion having an average particle size of 0.43 μm, a coefficient of variation = 0.08, and a silver chloride content of 99.5 mol% Sodium thiosulfate 1.5 mg / mol AgX gold chloride Acid 1.0 mg / mol AgX Stabilizer STAB-1 6 × 10 ^-4 mol / mol AgX Sensitizing dye GS-14 4 × 10 ^-4 mol / mol AgX Red-sensitive silver halide emulsion (Em-R) Monodispersed cubic silver chlorobromide emulsion with 0.50 µm, coefficient of variation = 0.08, and silver chloride content of 99.5 mol% Sodium thiosulfate 1.8 mg / mol AgX chloride Acid 2.0 mg / mol AgX Stabilizing agent STAB-1 6 × 10 ^-4 mol / mol AgX Sensitizing dye RS-1 1 × 10 ^-4 mol / compound used in the monodispersed cubic emulsion in mol AgX below The structural formula is shown.

[0090]

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Next, the coupler EM-1 of the third layer of the sample 101 was used.
Was replaced with an equimolar coupler of the present invention shown in Table 3 below to prepare Samples 102 to 107.

The thus-prepared sample 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 as follows. Show.

The replenishment rate of each processing solution is 80 cc / m ^{2 of} silver halide color photographic light-sensitive material.

Color developer 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 Optical brightener (4,4'-diaminostilbenesulfonic acid derivative) 1.0 g 1.8 g Potassium carbonate 27 g 27 g Add water to make the total volume 1000cc.
To 10.10, and the pH of the replenisher to 10.60.

Bleaching / fixing solution (the tank solution and the replenisher are the same) Ethylenediaminetetraacetic acid ferric ammonium dihydrate 60 g Ethylenediaminetetraacetic acid 3 g Ammonium thiosulfate (70% aqueous solution) 100 cc. Ammonium sulfite (40% aqueous solution) 27.5 cc. To make the total amount 1000 cc, and adjust the pH to 5.7 with potassium carbonate or glacial acetic acid.

Stabilizing solution (the tank solution and the replenishing 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 2.0 g ethylenediamine Tetraacetic acid 1.0 g Ammonium hydroxide (20% aqueous solution) 3.0 g Fluorescent whitening agent (4,4'-diaminostilbene sulfonic acid derivative) 1.5 g Add water to make the total volume 1000 cc, and adjust the pH with sulfuric acid or potassium hydroxide. Adjust to 7.0.

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 7 days, and the residual ratio (%) of the dye image at an initial density of 1.0 was determined.

Table 3 shows the results.

[0102]

[Table 3]

As is clear from Table 3, Samples 102 to 107 using the magenta coupler of the present invention are superior to Comparative Sample 101 in both color development and light resistance.

Example 2 Samples 121 to 1 were prepared by replacing the magenta coupler in the third layer of Sample No. 101 of Example 1 with an equimolar coupler shown in Table 4 below.
Created 25.

The same evaluation as in Example 1 was performed using the obtained sample. Table 4 shows the results.

[0106]

[Table 4]

As is evident from Table 4, Samples 122 to 125 using the magenta coupler of the present invention are superior to Comparative Sample 121 in both color development and light resistance.

Example 3 Samples 131 to 134 in which the magenta coupler in the third layer of Sample 101 of Example 1 was replaced with an equimolar coupler shown in Table 5 below.
It was created.

The same evaluation as in Example 1 was performed using the obtained sample. Table 5 shows the results.

[0110]

[Table 5]

As is clear from Table 5, Samples 132 to 134 using the magenta coupler of the present invention are superior to Comparative Sample 131 in both color development and light resistance.

Example 4 The reflection spectral absorption spectra of the samples 101 to 107 of Example 1 were measured, and the spectral absorption characteristics λmax and Δλ _L0.2 were evaluated. Table 6 shows the results.

Λmax: represents the maximum absorption wavelength of the wedge at a reflection optical density of 1.0.

△ λ _L0.2 ; Represents the difference between the maximum wavelength and the longer wavelength than the maximum absorption wavelength giving an absorbance of 0.2 at a wedge having a reflection optical density of 1.0 (the absorbance of λmax is assumed to be 1.0).

The smaller this value, the sharper the absorption.)

[0116]

[Table 6]

As is clear from Table 6, in Samples 102 to 107 using the magenta coupler of the present invention, the value of Δλ _L0.2 decreased (the absorption became sharper) than in Sample 101 using the comparative coupler. T) The color reproducibility is improved.

[0118]

According to the present invention, it is possible to provide a silver halide color photographic light-sensitive material which is excellent in image storability, color development, color reproducibility and stability during development processing.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-59-99437 (JP, A) JP-A-61-65247 (JP, A) JP-A-5-241285 (JP, A) JP-A-7-1995 140613 (JP, A) (58) Field surveyed (Int. Cl. ⁷ , DB name) G03C 7/38

Claims (2)

(57) [Claims] 1. The following general formula [MI] or [M-II]
A silver halide color photographic material comprising at least one magenta coupler represented by the formula: Embedded image [In the formula, R1 and R3 each represent a substituent, X represents a hydrogen atom or a group capable of leaving by reaction with an oxidized form of a color developing agent, L1 and L2 represent a branched hydrocarbon chain,
2 and R4 are respectively Represents R5, R6, R7, R8, R9 and R10 each represent an aliphatic group, an aromatic group or a heterocyclic group, and each of the aliphatic group and the aromatic group may have a substituent. However, the case where the magenta coupler is any of the following (a), (b), (c) and (d) is excluded. [Chemical formula 3] Embedded image 2. The compound represented by the general formula [MI] or [M-II]
2. The silver halide color photographic light-sensitive material according to claim 1, wherein the molecular weight of the magenta coupler represented by the formula is 1500 or less.