JPH0750321B2 - Silver halide photographic light-sensitive material using 2-equivalent yellow coupler - Google Patents

Description

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 using a novel yellow coupler.

BACKGROUND OF THE INVENTION In the formation of color photographic images using the subtractive color method, silver halide is generally developed using an NN di-substituted paraphenylenediamine compound as a developing agent, and the resulting oxidized product of the developing agent is , Utilizing the reaction of coupling with a coupler in the photosensitive layer to form yellow, magenta and cyan color dyes. And the above-mentioned coupler compound is generally added to a developing solution or in a light-sensitive layer during the production of the light-sensitive element. In the latter case, the light-sensitive element is called an internal color photographic light-sensitive material. I'm out.

In the internal color photographic light-sensitive material, each coupler is arranged in a specific emulsion layer in combination with a silver halide emulsion having a different molecular sensitivity. , It is devised so as not to move to other emulsion layers.

The most common way to prevent coupler diffusion is to incorporate a lipophilic substituent with a large molecular weight into the coupler molecule, mix it with a high boiling point solvent and disperse it into colloidal particles, and then add it to the photographic emulsion. It is a method, and generally a color image having excellent diffusion resistance and spectral absorption performance can be obtained.

By the way, in the case of a normal silver halide photographic light-sensitive material for photography, the optimum spectral sensitivity of regular, ortho, and pan, and
In order to obtain sensitivity on sensitometry, a regular layer is arranged as a photosensitive layer at a position farthest from the support. At this time, the ortho and pan layers are exposed by the light passing through the regular layer, so that the sharpness of the ortho and pan layers is greatly affected by the regular layer. In particular, the thickness of the regular layer at the time of exposure strongly correlates with the sharpness, and the thinner the thickness, the better the sharpness. However, since the color density of the yellow coupler is generally low, the content of the yellow coupler in the regular layer has to be considerably increased, and it is difficult to reduce the thickness of the regular layer with an ordinary coupler.

One way to thin emulsion layers is to use couplers with high color density per unit coupler weight, but conventional couplers have never been able to thin to the target film thickness.

Therefore, the present inventors have conducted various studies on yellow couplers in order to solve the above-mentioned problems, and as a result, have found that certain couplers have excellent effects on color density and sharpness. Has been completed.

[Object of the Invention] It is an object of the present invention to provide a silver halide color photographic light-sensitive material containing a yellow coupler having improved color density and sharpness as well as increased sensitivity.

[Constitution of Invention] Therefore, an object of the present invention is to provide a silver halide photographic light-sensitive material characterized by containing a coupler represented by the general formula [I].

General formula [I] [In the formula, R ₁ represents an alkyl group, a cycloalkyl group or an aryl group. R ₂ represents a group capable of substituting on the benzene ring, m
Represents an integer of 0 to 4, and when m is 2 or more, R ₂ may be selected from the same group or different groups. R ₃ represents an alkyl group having 8 to 14 carbon atoms, R ₄ represents a substituted or unsubstituted aryl group or aralkyl group, and R ₅ represents an alkyl group having 2 or more carbon atoms. The present invention will be described in more detail below.

In the general formula [I], examples of the alkyl group represented by R ₁ include a methyl group, an ethyl group, an isopropyl group,
Examples thereof include t-butyl group and dodecyl group. The alkyl group represented by R ₁ may further have a substituent, and examples of the substituent include a halogen atom, an aryl group,
Examples thereof include an alkoxy group, an aryloxy group, an alkylsulfonyl group, an acylamino group, an alkoxy group and a hydroxy group.

Examples of the cycloalkyl group represented by R ₁ include a cyclopropyl group and a cyclohexyl group. Examples of the aryl group represented by R ₁ include a phenyl group and the like,
The aryl group may further have a substituent.
Examples of the substituent include an alkyl group, a halogen atom, an alkoxy group, an amide group and the like.

R ₁ is preferably a branched alkyl group or an aryl group having a substituent.

Examples of the group capable of substituting the benzene ring represented by R ₂ in the general formula [I] include a halogen atom, an alkyl group, an alkoxy group, an aryloxy group, an acyloxy group, an acylamino group, a carbamoyl group and an alkylsulfonamide group. , An arylsulfonamide group, a sulfamoyl group, an imide group, and the like.

Examples of the halogen atom that can be substituted on the benzene ring represented by R ₂ include, for example, a fluorine atom, a chlorine atom, a bromine atom,
Examples thereof include iodine atom, examples of the alkyl group include methyl, ethyl, t-butyl, n-propyl group, etc., examples of the alkoxy group include methoxy, ethoxy, propoxy group, etc., and aryloxy group. Examples thereof include a phenyloxy group and the like, examples of the acyloxy group include an alkylcarbonyloxy group (such as a methylcarbonyloxy group) and an arylcarbonyloxy group (such as a benzoyloxy group), and an acylamino group. Examples thereof include an alkylcarbonylamino group (eg, acetamide group) and an arylcarbonylamino group (eg, phenylcarbonylamino group). Further, the carbamoyl group which can be substituted on the benzene ring represented by R ₂ is an alkyl group or an aryl group. Group (preferably phenyl group Etc., including those substituted, for example, N-methylcarbamoyl group, N-phenylcarbamoyl group and the like, and the alkylsulfonamide group, for example, methylsulfonylamino group, ethylsulfonylamino group and the like, Examples of the arylsulfonamide include a phenylsulfonylamino group.

Further, the sulfamoyl group capable of substituting on the benzene ring represented by R ₂ includes those substituted with an alkyl group, an aryl group (preferably a phenyl group) or the like, and examples thereof include N-propylsulfamoyl group and N- Examples thereof include a phenylsulfamoyl group.

The imide group capable of substituting on the benzene ring represented by R ₂ may be closed or cyclic, and includes those having a substituent, for example, a succinimide group, 3
-Heptadecyl succinimide group, phthalimide group, glutarimide group and the like.

m represents an integer of 0 to 4, and when m is 2 or more, R ₂ may be selected from the same group or different groups.

In the general formula [I], R ₃ represents an alkyl group having 8 to 14 carbon atoms, and examples of the alkyl group represented by R ₃ include an octyl group, a dodecyl group, a hexadecyl group and an octadecyl group. , These alkyl groups include straight-chain and branched ones. The alkyl group represented by R ₃ also includes those having a substituent. The substituent is not particularly limited, but typical examples thereof include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, and an alkylsulfonyl group. , Arylsulfonyl groups, acylamino groups, carbamoyl groups (including those substituted with alkyl groups, aryl groups, etc.), acyl groups, alkylsulfonylamino groups, arylsulfonylamino groups, sulfamoyl groups (eg alkyl groups, aryl groups) And the like), hydroxy group, nitrile group and the like.

Examples of the unsubstituted aryl group represented by R ₄ in the general formula [I] include a phenyl group and a naphthyl group.

Moreover, a benzyl group etc. are mentioned as an unsubstituted aralkyl group. The aryl group and aralkyl group represented by R ₄ also include those having a substituent. The substituent is not particularly limited, but typical examples thereof include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, and an alkylsulfonyl group. , Arylsulfonyl groups, acylamino groups, carbamoyl groups (including those substituted with alkyl groups, aryl groups, etc.), acyl groups, alkylsulfonylamino groups, arylsulfonylamino groups, sulfamoyl groups (eg alkyl groups, aryl groups) (Including those substituted with, etc.), an alkyloxycarbonyl group, an aryloxycarbonyl group, a carboxy group, a hydroxy group, a nitrile group and the like.

R ₄ is preferably a substituted or unsubstituted aryl group or aralkyl group.

The alkyl group having 2 or more carbon atoms represented by R ₅ includes linear and branched ones. For example, ethyl group, butyl group, sec-
Examples thereof include a butyl group and a dodecyl group. This further includes, for example, a halogen atom, an alkenyl group, an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, an acyl group, an alkyloxycarbonyl group, an aryloxycarbonyl group, an acylamino group, a carbamoyl group (for example, an alkyl group, Aryl groups and the like are substituted), sulfamoyl groups (eg, alkyl groups, aryl groups and the like are substituted), alkylsulfonyl groups, aryl groups, sulfonyl groups, alkylsulfonylamino groups, arylsulfonyl. Amino group,
Those having a substituent such as a hydroxy group, a carboxy group and a nitrile group are also included.

When R ₄ is an aryl group, the total carbon number of R ₄ and R ₅ is preferably 8 or more.

The 2-equivalent yellow coupler of the present invention may be bound at R ₁ , R ₂ or the ballast portion to form a bis form.

Hereinafter, typical specific examples of the 2-equivalent yellow coupler represented by the general formula [I] will be shown, but the invention is not limited thereto.

The coupler of the present invention can be easily synthesized by a usual method. The component of the leaving group is, for example, American Chemical Journal 43 .505.
RF Brune described in (1910)
l), the method of SF Acree et al. and the method described in Japanese Patent Application No. 61-49434.

The representative synthetic examples of the coupler of the present invention are shown below.

Synthesis Example 1 Synthesis of Exemplified Coupler (5) (2-1) Synthesis of 4-equivalent Coupler 47.4 g of ethyl pivalate and 93.6 g of dodecyl 3-amino-4-chlorobenzoate were heated under reflux in xylene for 6 hours. The solvent was distilled off under reduced pressure, and the resulting residue was mixed with 500 ml of hexane.
More recrystallized. Colorless crystals 96.2 g (75%) (2-2) Synthesis of Exemplified Coupler (5) 96.0 g of the 4-equivalent coupler obtained above was dissolved in 500 ml of chloroform, and 17 ml of sulfuryl chloride was added dropwise under cooling with ice water. After completion of dropping, the mixture was stirred for 1 hour, and then the reaction solution was concentrated under reduced pressure to obtain 105 g of a pale yellow residue.

52.8 g of 1-phenyl-2-butylurazole, 32.7 g of potassium carbonate and the 4-equivalent coupler obtained from (2-1) were heated under reflux for 3 hours in ethyl acetate. The reaction solution was washed with water and neutralized with diluted hydrochloric acid. After dehydration with magnesium sulfate, ethyl acetate was concentrated under reduced pressure, and the residue was recrystallized with 500 ml of methanol to obtain the desired product. The structure was confirmed by NMR, IR and Mass spectra. Yield 103.4 g (72%) mp = 74-77 ° C. Elemental analysis value CHNCl calculated value 65.45 7.66 8.03 5.08 Actual value 65.34 7.70 8.00 5.12 The yellow coupler of the present invention may be used alone or in combination of two or more kinds. You can

To incorporate the yellow coupler of the present invention into a silver halide photographic emulsion of a color photographic light-sensitive material, for example, a boiling point of tricresyl phosphate, dibutyl phthalate or the like 175
High-boiling point organic solvent above ℃ or low-boiling point organic solvent such as ethyl acetate, butyl propylate, etc., alone or in combination, and then dissolved in gelatin aqueous solution containing surfactant, and then mixed with high speed rotating mixer Alternatively, after emulsifying and dispersing with a colloid mill, it is directly added to a silver halide photographic emulsion and dried by coating on a support, or after setting the above emulsion dispersion, it is shredded and washed with water to give a low boiling point. After removing the organic solvent, this may be added to the emulsion, coated on a support and dried. Generally, it is preferable to add 10 to 300 g of the yellow coupler of the present invention per mol of silver halide, but various changes may be made depending on the purpose of application.

The silver halide photographic light-sensitive material of the present invention may be of any type regardless of its use. The silver halide used at this time is, for example, silver chloride, silver bromide, silver iodide, silver chlorobromide, silver iodobromide, silver chloroiodobromide, or the like.

The silver halide photographic light-sensitive material according to the present invention may contain other color couplers in addition to the yellow coupler of the present invention for forming a multicolor image.

The silver halide photographic light-sensitive material of the present invention includes a color antifoggant, an image stabilizer, a hardener, a plasticizer, a polymer latex, a formal scavenger, a mordant, a development accelerator, a development retarder, an optical brightener, Matting agent, solvent, antistatic agent,
A surfactant or the like can be optionally used.

The durability of a yellow image can be further improved by incorporating an ultraviolet absorber into the silver halide photographic light-sensitive material containing the yellow coupler of the present invention.

In the present invention, any processing used in the art can be carried out, for example, color development processing, bleaching, fixing or bleach-fixing, stabilization, washing with water, stopping and the like.

[Examples] Hereinafter, the present invention will be specifically described with reference to examples, but the embodiments of the present invention are not limited thereto.

Example 1 A monochromatic light-sensitive material was prepared by sequentially providing each layer having the following composition on a cellulose triacetate film support.

1st layer: Antihalation layer Gelatin layer containing black colloidal silver 2nd layer: Intermediate layer Gelatin layer 3rd layer: Blue sensitive emulsion layer Silver iodobromide emulsion Coating amount: 0.12 g / m ² Yellow coupler (Table 1) Description) ... 0 for 1 mole of silver.
15 mol Fourth layer: protective layer Gelatin layer However, the third silver halide emulsion layer was coated by the following method.

As shown in Table 1, 3 × 10 ⁻² mol of each of the yellow coupler of the present invention (shown by the number of the exemplified coupler) and the comparative coupler was added to 0.25 parts by weight of tricresyl phosphate per 1 part by weight of the coupler. Parts and ethyl acetate 3
Mix with parts by weight to dissolve.

To this solution, 10 ml of a 10% aqueous solution of alkanol B (alkylnaphthalene sulfonate, manufactured by DuPont) and 200 ml of a 5% aqueous solution of gelatin were mixed and passed through a colloid mill several times to emulsify to prepare a dispersion liquid.

The dispersion was added to 208 ml of a silver iodobromide emulsion (containing 7 mol% of silver iodide) optimally chemically ripened by adding hypo, chloroauric acid and ammonium thiocyanate (containing 21 g of silver iodobromide). 400 ml of 3.7% gelatin aqueous solution, saponin as coating aid, and 10 mg of cyanuric chloride / g of gelatin as hardener are added, and the coated silver amount (converted to metallic silver) is 1.2 g / m ^2.
Was applied so that

Cyanuryl chloride was also added to the fourth protective layer in an amount of 10 mg per 1 g of gelatin.

The fourth layer was applied, dried, and then left at a relative humidity of 80% for 14 hours.

Thereafter, the above sample was exposed through a wedge with a white light source having a color temperature of 4800 ° K, and color development was performed according to the following color processing steps.

The sensitivity and the maximum density were measured from the obtained pieces. The results are shown in Table 1. The sensitivities in the table are relative sensitivities when the value of Sample 1 for 2 days of natural standing is expressed as 100.

Processing process [Processing temperature 38 ℃] Processing time Color development 3 minutes 15 seconds Bleach 6 minutes 30 seconds Water washing 3 minutes 15 seconds Settling 6 minutes 30 seconds Water washing 3 minutes 15 seconds Stabilization 1 minute 30 seconds Drying Each processing The composition of the treatment liquid used in the process is as follows.

[Color developer] 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 potassium carbonate 37.5 g Sodium bromide 1.3 g Nitrilotriacetic acid trisodium salt (monohydrate) 2.5 g Potassium hydroxide 1.0 g Add water to make the pH 1 and add sodium hydroxide to pH 10.6.
Adjust to.

[Bleach] Ethylenediaminetetraacetic acid iron ammonium salt 100.0 g Ethylenediaminetetraacetic acid diammonium salt 10.0 g Ammonium bromide 150.0 g Glacial acetic acid 10.0 g Add water to adjust the pH to 1 and adjust to pH 6.0 with ammonia water.

[Fixing solution] Ammonium thiosulfate 175.0 g Anhydrous sodium sulfite 8.6 g Sodium metasulfite 2.3 g Water is added to make 1 and pH is adjusted to 6.0 with acetic acid.

[Stabilizing liquid] Formalin (37% aqueous solution) 1.5 ml Conidax (Konishi Rokusha Kogyo Co., Ltd.) 7.5 ml Add water to make 1.

Density of the above sample is measured through a blue filter, and maximum density and sensitivity (fog + reciprocal of exposure amount that produces a density of 0.1)
The relative values of are shown in Table 1.

As is clear from Table 1, the one using the coupler of the present invention has not only high color density but also increased relative sensitivity.

Example 2 As shown in Table 2, each of the yellow coupler of the present invention (shown by the number of the exemplified coupler) and the comparative coupler of the present invention is 3.
0 × 10 ^-2 mol was added to a mixed solution of 40 ml of ethyl acetate together with tricresyl phosphate corresponding to 1/4 of the weight of the yellow coupler, and the mixture was heated to 50 ° C and dissolved.

This solution was mixed with 10 ml of a 10% aqueous solution of alkanol B (alkylnaphthalene sulfonate, manufactured by DuPont) and 200 ml of a 5% gelatin aqueous solution, and passed through a colloid mill several times to emulsify a dispersion.

This dispersion was added to 500 ml of gelatin silver chlorobromide emulsion (containing 50 mol% of silver bromide), coated on polyethylene laminated paper so that the silver chlorobromide would be 0.25 g / m ² , dried and halogenated. Samples 11 to 19 of silver photographic light-sensitive material were prepared. This sample was subjected to wedge exposure by a usual method, and processed according to the following steps and processing solution formulation.

[Processing step] Color development 38 ° C 3 minutes 30 seconds Bleach fixing 33 ° C 1 minute 30 seconds Water washing 25-30 ° C 3 minutes Drying 75-80 ° C About 2 minutes [Color developer (A)] Benzyl alcohol 15 ml Ethylene glycol 15 ml Potassium sulfite 2.0g Potassium bromide 0.7g Sodium chloride 0.2g Potassium carbonate 30.0g Hydroxylamine sulfate 3.0g Polyphosphoric acid (TPPS) 2.5g 3-Methyl-4-amino-N-ethyl-N- ( β-Methanesulfonamidoethyl) -aniline sulfate 5.5g Optical brightener (4,4'-diaminostilbenzsulfonic acid derivative) 1.0g Potassium hydroxide 2.0g Add water to bring the total amount to 1 and pH to 10.20 adjust.

[Bleaching fixer] Ethylenediaminetetraacetic acid ferric ammonium dihydrate
60 g Ethylenediaminetetraacetic acid 3 g Ammonium thiosulfate (70% solution) 100 ml Ammonium sulfite (40% solution) 27.5 ml Adjust the pH to 7.1 with potassium carbonate or glacial acetic acid and add water to bring the total volume to 1.

The dye image obtained by the development treatment was subjected to density measurement with blue light, and the maximum density and the sensitivity (the reciprocal of the exposure amount giving the density of fog + 0.5) were determined and shown in Table 2.

From Table 2, it can be seen that the yellow coupler of the present invention has a high color density and an increased relative sensitivity.

Example 3 In the following examples, the amounts of the sensitizing dye and the coupler added are based on 1 mol of silver halide unless otherwise specified.

A multilayer color light-sensitive material sample 1 was prepared by sequentially coating each layer having the following composition from the support side on a triacetyl cellulose film support which was subjected to undercoating.

1st layer: Antihalation layer UV absorber-1 0.3g / m ² , UV absorber-2 0.4g /
m ² , black colloidal silver 0.24 g / m ² , gelatin 2.7 g / m ² Second layer: intermediate layer 2,5-di-t-octylhydroquinone 0.1 g / m ² , gelatin 1.0 g / m ² Third layer: Low-sensitivity red-sensitive silver halide emulsion layer Average particle size () 0.35 μm AgI Monodisperse emulsion consisting of AgBrI containing 2.5 mol% (Emulsion I) ... Silver amount 0.5 g / m ² , sensitizing dye-
1 ... 7.6 × 10 ^-4 mol Coupler C-1 ... 0.1 mol, gelatin 0.9 g / m ² 4th layer: High-sensitivity red-sensitive silver halide emulsion layer Average grain size () 0.75 μm AgI From 2.5 mol% AgBrI Monodisperse emulsion (Emulsion II): Silver amount 0.8g / m ² , sensitizing dye-
1 ... 3.2 × 10 ^-4 coupler C-1 ... 0.2 mol, gelatin 1.
75g / m ² 5th layer: Intermediate layer 2,5-di-t-octylhydroquinone 0.1g / m ² , gelatin 0.9g / m ² 6th layer: Low sensitivity green sensitive silver halide emulsion layer Emulsion I ... Silver Amount 1.0 g / m ² , sensitizing dye-2 ... 6.6 × 10 ^-4 mol Sensitizing dye-3 ... 0.6 × 10 ^-4 mol Coupler M-1 ... 0.05 mol, gelatin 0.8 g / m ² 7th layer: high Sensitivity Green-sensitive silver halide emulsion layer Emulsion II ... Silver amount 1.0 g / m ² , Sensitizing dye-2 ... 2.76 × 10 ^-4 mol Sensitizing dye-3 ... 0.23 × 10 ^-4 mol Coupler M-1 ... 0.15 Molar, gelatin 1.5g / m ² 8th layer: Intermediate layer Same as 5th layer 9th layer: Yellow filter layer Yellow colloidal silver 0.1g / m ² , gelatin 0.9g / m ² , 2,5-di-t
-Octylhydroquinone 0.1 g / m ² 10th layer: low-sensitivity blue-sensitive silver halide emulsion layer Average grain size () 0.6 μm AgI Monodisperse emulsion (2.5) containing AgBrI (Emulsion III) ... Silver amount 0.4 g / m ² , coupler (listed in Table 3) ... 0.3 mol, gelatin 1.3 g / m ² 11th layer: high-sensitivity blue-sensitive silver halide emulsion layer Average grain size () 1.0 μm AgI Consists of 2.5 mol% AgBrI Monodisperse emulsion (Emulsion IV) ... Silver amount 0.8 g / m ² , coupler (shown in Table 3) ... 0.3 mol, gelatin 2.1 g / m ² 12th layer: 1st protective layer UV absorber-1 0.3 g / m ^2, UV absorbers -2 0.4 g /
m ^2, gelatin 1.2 g / m ^2, 2,5-di -t- octylhydroquinone 0.1 g / m ² 13th Layer: 2nd protective layer average particle diameter () 0.06 .mu.m AgI non consisting AgBrI containing 1 mol% Photosensitive fine grain silver halide emulsion: Silver amount 0.3 g / m ² ,
Polymethylmethacrylate particles (diameter 1.5 μm), gelatin 0.7 g / m ² and surfactant-1 In addition to the above composition, gelatin hardener-1 and surfactant were added to each layer. In addition, tricresyl phosphate was used as a solvent for the coupler.

Samples 13 to 22 produced in this way were heated to 80% relative humidity.
After leaving it at 40 ° C for 16 hours, one set was wedge exposed using a 4800 ° K white light source, and the other set was a Modulation Transfer Function (MTF).
Exposure was given through the pattern for measurement.

Next, development processing in the following steps was performed.

Treatment process Treatment time Treatment temperature First development 6 minutes 38 ℃ (± 0.3 ℃) Washing with water 2〃 〃 Reversal 2〃 〃 Color development 6〃 〃 Adjustment 2〃 〃 Bleach 6〃 〃 Washing 4 〃 Stability 1 〃 Normal temperature drying The treatment liquid composition used in the above treatment process is as follows.

First developer sodium tetrapolyphosphate 2 g sodium sulfite 20 g hydroquinone monosulfonate 30 g sodium carbonate (monohydrate) 30 g 1-phenyl-4-methyl-4-hydroxymethyl-3
-Pyrazolidone 2 g Potassium bromide 2.5 g Potassium thiocyanate 1.2 g Potassium iodide (0.1% solution) 2 ml Water was added to 1000 ml Inversion solution Nitrilotrimethylenephosphonic acid-6 sodium salt 3
g stannous chloride (dihydrate) 1 g p-aminophenol 0.1 g sodium hydroxide 8 g glacial acetic acid 15 ml Water added 1000 ml water 800 ml Kodak anti-calcium No. 4 5 ml phosphoric acid 85% 8.7 ml Sodium bromide 0.65 g Potassium iodide 30 mg 45% Potassium hydroxide aqueous solution 37 ml Sodium sulfite 4.5 g Citrazine acid 1.25 g N-ethyl-N-β-methanesulfonamidoethyl-3
-Methyl-4-aminoaniline sulfate 11 g 1,8-dihydroxy-3,6-dithiaoctane 1 g Water was added and the pH was adjusted to 11.8 with 1000 ml caustic potash (45% aqueous solution).

Adjustment solution Sodium sulfite 12 g Sodium ethylenediaminetetraacetate (dihydrate) 8 g Thioglycerin 0.4 ml Glacial acetic acid 3 ml Water is added to 1000 ml Bleaching solution Sodium ethylenediaminetetraacetate (dihydrate) 2 g Ethylenediaminetetraacetate iron (II) ) Ammonium (dihydrate) 120 g Potassium bromide 100 g Water is added to 1000 ml Fixing solution Ammonium thiosulfate 80 g Sodium sulfite 5 g Sodium bisulfite 5 g Water is added to 1000 ml Stabilizing solution Formalin (37% by weight) 5 ml Conidax (manufactured by Konishi Rokusha Kogyo Co., Ltd.) 5 ml Water was added and 1000 ml Wedge exposure was performed, and then the processed sample was subjected to concentration measurement with blue light to obtain the maximum concentration and sensitivity (concentration of 1/2 of maximum concentration was obtained. The relative value of the reciprocal of the exposure dose required) was determined and shown in Table 2.

On the other hand, the sample exposed with the MTF pattern was measured by a microdensitometer through a green filter. Table 3 shows the relative values of the difference between the maximum and minimum densities at 20 cycles / mm when the difference between the maximum and minimum densities at a spatial frequency of 0 cycle / mm is 1.0.

From Table 3, according to the present invention, it is possible to produce a silver halide color light-sensitive material having a high color density per unit weight of the yellow coupler and good sharpness.

[Effect of the Invention] By using the yellow coupler represented by the general formula [I], the color density and sharpness of the silver halide color photographic light-sensitive material can be improved and the sensitivity can be increased.

 ─────────────────────────────────────────────────── ─── Continuation of front page (72) Inventor Satoshi Nakagawa 1 Sakura-cho, Hino-shi, Tokyo Inside Konishi Roku Photo Industry Co., Ltd. (56) References JP-A-62-297845 (JP, A) JP-A-63- 127242 (JP, A) JP 63-210927 (JP, A) JP 63-286848 (JP, A)

Claims (1)

[Claims] 1. A silver halide photographic light-sensitive material containing a coupler represented by the general formula [I]. General formula [I] [In the formula, R ₁ represents an alkyl group, a cycloalkyl group or an aryl group. R ₂ represents a group capable of substituting on the benzene ring, m
Represents an integer of 0 to 4, and when m is 2 or more, R ₂ may be selected from the same group or different groups. R ₃ represents an alkyl group having 8 to 14 carbon atoms, R ₄ represents a substituted or unsubstituted aryl group or aralkyl group, and R ₅ represents an alkyl group having 2 or more carbon atoms. ]