JPH0444034A - Silver halide color photographic sensitive material - Google Patents

Abstract

PURPOSE:To obtain the silver halide color photographic sensitive material having excellent sharpness and image preservable property by incorporating a specific compd. into the above photosensitive material. CONSTITUTION:This photosensitive material contains the compd. expressed by formula I. In the formula I, Y denotes the residual yellow coupler group which releases formula II by coupling with the oxidant of a developing agent; Time denotes a timing group; X denotes -O- and formula III; R<1>, R<2> denote a substituent; n denotes 0 or 1; m denotes 0 to 4 integer. R<1> may be the same or different and may attain a closed ring structure when m is >=2. The silver halide color photographic sensitive material having excellent sharpness and light resistance is obtd. in this way.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a silver halide color photographic material, and particularly to a silver halide color photographic material having excellent sharpness.

[Background of the Invention] In recent years, research into increasing the sensitivity and image quality of silver halide color photographic materials has overcome the contradictory problems of high sensitivity and high image quality, as seen in the 15O3200 color film, and has achieved great results. I have given you

One example of this is research aimed at improving sharpness by making the photosensitive layer thinner and reducing scattering of light incident on the photosensitive layer.

For example, Japanese Patent Publication No. 44-13375 and Japanese Patent Application Laid-Open No. 52-15 disclose a method of using a polymer coupler from an oil-protected coupler for the purpose of thinning the film and improving sharpness.
No. 0631 and US Pat. No. 3,370,952, etc., but polymerization lowers the coloring efficiency and requires the emulsion layer to be made thicker.

In addition, for the purpose of reducing the molecular weight per coloring unit, increasing the coloring density, and making the film thinner, Japanese Patent Laid-Open Nos. 5382332, 54-133329, 55-2300, and 5B-92539, etc. Yellow couplers having two or more color-forming units have been described, but these compounds have low solubility in high-boiling organic solvents, requiring the use of large amounts of high-boiling organic solvents, and as a result, The emulsion film cannot be made very thin.

Furthermore, Japanese Patent Application Laid-Open No. 1983-1987 discloses a technique in which a dye or a dye precursor is substituted at the active site of a coupler, and the coupling dye and the dye that leaves the coupler's active site are used to increase the density and thin the film. No. 145135, 6L-1,84
No. 541, JP-A No. 1-134454, etc. By using these compounds, it is true that the color density can be improved and the film can be made thinner, but since the compounds themselves are colored, their usage is extremely limited when used in color negative films.

Furthermore, it cannot be used in photosensitive materials for direct observation, such as reversal and color paper.

[Object of the Invention] Therefore, the first object of the present invention is to provide a silver halide color photographic light-sensitive material having excellent sharpness.

The second object is to provide a silver halide color photographic material with excellent image storage stability.

[Structure of the Invention] The above objects of the present invention have been achieved by a silver halide color photographic material characterized by containing a compound represented by the following general formula [I].

General formula [I I will explain.

The compound represented by the above general formula [I] reacts as follows.

[In the formula, Y represents a yellow coupler residue that releases by coupling with an oxidized form of a developing agent, Time represents a timing group, X represents 10-N-1, and R
1, R2 represents a substituent, CO, R2 n represents O or 1, and m represents an integer of 0 to 4. When m is 2 or more, R' may be the same or different,
It may have a closed ring structure. Here, the above general formula [I]
The process of forming a dye by the compound represented by is taken as an example when X is 10-. Here, Y=CD is produced by the coupling reaction between the yellow coupler residue represented by Y and the oxidized form of the developing agent. 2 represents a dye produced by a coupling reaction between pentuinoxazolone 1 and an oxidized form of a developing agent, and CDoX represents an oxidized form of a developing agent.

That is, the compound of the present invention forms two molecules of different types of dye, and therefore has high color development. Furthermore, the compound of the present invention has high solubility in high boiling point organic solvents, unlike conventional yellow couplers having two or more color forming units in one molecule. Although the reason for this is not clearly known, it is presumed that the molecular symmetry of the yellow coupler of the present invention is worse than that of the conventional yellow coupler having two or more color-forming units in one molecule.

Furthermore, Dye 2 formed from the yellow coupler of the present invention has excellent fastness.

These will be clearly shown in later examples.

Next, the compound of the present invention will be explained.

In the general formula [I], Y represents a yellow coupler residue that releases the following by coupling with an oxidized developing agent; representative examples include U.S. Pat. 40
No. 7.210, No. 2,875,057, No. 3.0
No. 48,194, No. 3,265,506, No. 3,
No. 447,928 and “Farbukplaaine Literatoulwersicht Agfa Mitteiling (
Band ■)” (Parbkupplereine Li
teraturuberziecht Agfa old tt
eilung (BandlI) l 112~12B
(1961), etc.

Among these, the following general formula [II] and general formula [■]
Those represented by are preferred.

General formula [II] General formula [m] In the above general formula [II] and general formula [m], R1
, R4 represents alkyl, cycloalkyl, aryl, heterocycle, or halogen atom, and these alkyl, cycloalkyl, aryl, or heterocycle may be bonded via an oxygen atom, nitrogen atom, or sulfur atom. Furthermore, the alkyl,
Cycloalkyl, aryl, and heterocycle may be bonded via the bonding groups listed below. That is, acylamino,
Carbamoyl, sulfonamide, sulfamoyl, sulfamoylcarbonyl, carbonyloxy, oxycarbonyl, ureido, thioureido, thioamide, sulfone, sulfonyloxy, etc.

Further, the alkyl, cycloalkyl, aryl, and heterocycle may further have a substituent described below. That is, halogen atom, nitro, cyano, alkyl, alkenyl, cycloalkyl, aryl, alkoxy, aryloxy, alkoxycarbonyl, aryloxycarbonyl, carboxy, sulfo, sulfamoyl, carbamoyl, acylamino, ureido, urethane, sulfonamide, heterocycle, Arylsulfonyl, alkylsulfonyl, arylthio, alkylthio, alkylamino, anilino, hydroxy, imide, acyl, etc.

When there are two or more R1 and R4, they may be the same or different.

The timing group represented by TIME in general formula [I] exists for the purpose of adjusting the coupling rate and the diffusivity of the group linked to the timing group, and may or may not be present depending on the purpose. You don't have to.

As a timing group represented by TIME, U.S. Patent 4
, 248,962, JP-A-57-58837, etc., after separation from Y by a coupling reaction,
A device in which a photographically useful group is removed by an intramolecular nucleophilic substitution reaction, British Patent No. 2,072,363, JP-A-571542
No. 34, No. 57-188035, etc., which remove photographically useful groups by electron transfer via a conjugated system, aromatic primary amine development, as described in JP-A-57-111536, etc. Examples include coupling components that can release photographically useful groups through a coupling reaction with an oxidized form of a drug.

General formula [In I, X is 10~ It represents N-, and R1 and R2 represent a substituent.

Examples of the 02R2 substituent include a substituted or unsubstituted, chain or cyclic, linear or branched, saturated or unsaturated alkyl group having 1 to 22 carbon atoms (e.g., methyl group, i-
propyl group, t-butyl group, cyclohexyl group, dodecyl group, butenyl group, benzyl group, methoxymethyl group),
Substituted or unsubstituted aryl groups (e.g. phenyl group,
4-carboxyphenyl group, mesityl group), heterocyclic groups (e.g., 2-benzthiazolyl group, 2-imidazolyl group, 2-benzoxazolyl group, 1-phenyl-5-tetrazolyl group), alkoxy groups (e.g., methoxy base,
ethoxy group, butoxy group), alkylthio group (e.g.
methylthio group, dodecylthio group), carbamoyl group (e.g. carbamoyl group, dimethylcarbamoyl group), alkoxycarbonyl group (e.g. methoxycarbonyl group, octyloxycarbonyl group), arylthio group (e.g. phenylthio group, 4-dodecyloxyphenylthio group) group), acylamino group (e.g., acetylamino group,
benzoylamino group), sulfonamide group (e.g. methanesulfonamide group, benzenesulfonamide group),
Ureido group (e.g. methylureido group, phenylureido group), alkoxycarbonylamino group (e.g. methoxycarbonylamino group), aryloxycarbonylamino group (e.g. phenoxycarbonylamino group)
, sulfamoylamino group (e.g. dimethylsulfamoylamino group), amino group (e.g. amino group, methylamino group, dodecylamino group, diethylamino group, anilino group), aryloxy group (e.g. phenoxy group), hydroxyl group, carboxyl group, mercapto group,
Examples include halogen atoms (eg, fluorine atoms, chlorine atoms) and acyl groups (eg, acetyl groups, benzoyl groups).

These substituents may further have a substituent.

Examples of substituents include halogen atoms, aryl groups, alkoxy groups, hydroxyl groups, acyloxy groups, acyl groups, alkoxycarbonyl groups, aryloxycarbonyl groups, amino groups, alkylamino groups, anilino groups, acylamino groups, and sulfonamide groups. , alkoxycarbonylamino group, ureido group, carbamoyl group, carboxyl group, sulfamoyl group, sulfonyl group, alkylthio group,
Examples include arylthio group, sulfo group, nitro group, and cyano group.

In general formula [I], m represents an integer of 0 to 4. m
is 2 or more, R1 may be the same or different, and may have a closed ring structure.

Moreover, m is preferably an integer of 1 or more.

Next, specific examples of the compound represented by the general formula [I] will be given.

Margin below j (J I I J I I Synthesis example 1 Exemplary compound (3) was synthesized according to the following reaction formula.

38.9 g (0.1 mo1) of 2 (U.S. Patent Section 875
, 470. ) and 13.8 g (0.1 mol) of potassium carbonate were dispersed in 200 ml of dimethylformamide, 55.0 g (0.1 mol) of 1 was added, and the mixture was reacted at about 80° C. for 3 hours. After the reaction is complete,
The reaction solution was poured into lfi water, and the solid produced was filtered.

Furthermore, the obtained crude crystals were recrystallized with acetonitrile to obtain 64.2 g (yield 71%) of Exemplary Compound (3).

The structure was confirmed by H-NMR and MAS.

Synthesis example 2 Exemplary compound (9) was synthesized according to the following reaction formula.

C0NHC+ 2H25 34.6g (0.1mol) of 4 (U.S. Patent No. 778
, No. 089. ) and 13.8 g (0.1 mol) of potassium carbonate in 200 m of acetone.
59.2 g (0.1 mol) of 3 was added thereto, and the mixture was reacted under heating under reflux for 4 hours. After the reaction is completed, the reaction solution is poured into 1 ml of water, the generated solid is filtered, and methanol-
Recrystallize from acetonitrile to obtain the desired exemplary compound (9
) was obtained (69.5 g (yield 77%)).

The structure was confirmed by 'H-NMR and MASS.

The coupler of the present invention has a blue-sensitive emulsion layer, a green-sensitive emulsion layer,
In addition to the red-sensitive emulsion layer, it can be contained in any layer such as a protective layer and an intermediate layer, but it is preferably contained in at least one light-sensitive emulsion layer.

The couplers of the present invention may be used alone or in combination of two or more. The amount of the coupler of the present invention used is from IX 10-' to 1 mol per mol of silver halide, preferably from 0.005 to 0.
．． It is 1 mole.

Further, the coupler of the present invention may be used in combination with a coupler other than the present invention, and in that case, the coupler other than the present invention is used in an amount of 0.01 to 100 mol, preferably 0.5 to 10 mol, per 1 mol of the coupler of the present invention. Mole used.

In order to incorporate the coupler of the present invention into a silver halide photographic light-sensitive material, various methods can be used, such as a solid dispersion method, a latex dispersion method, and an oil-in-water emulsion dispersion method. For example, in the oil-in-water emulsion dispersion method, the above-mentioned coupler is usually added to a high-boiling organic solvent (e.g., phthalate, nistyl phosphate, etc.) with a boiling point of about 150°C or higher, and optionally a low-boiling point and/or water-soluble organic solvent. It may be dissolved using an organic solvent, emulsified and dispersed in a hydrophilic binder such as an aqueous gelatin solution using a surfactant, and then added to the desired hydrophilic colloid layer.

The silver halide color photographic light-sensitive material of the present invention is usually supported by a silver halide emulsion layer containing magenta, yellow, and cyan couplers as photographic couplers and a non-light-sensitive layer in order to perform subtractive color reproduction. Although it has a structure in which layers are laminated on the body in an appropriate number and order of layers, the number and order of layers may be changed as appropriate depending on the important performance and purpose of use.

The silver halide used in the silver halide color photographic light-sensitive material of the present invention includes conventional silver decagenide emulsions such as silver bromide, silver iodobromide, silver iodochloride, silver chlorobromide, and silver chloride. Any used can be used.

The silver halide emulsion used in the present invention can be prepared by sulfur sensitization method,
Chemically sensitized by selenium sensitization, reduction sensitization, noble metal sensitization, etc.

The silver halide emulsion used in the present invention can be optically sensitized to a desired wavelength range using a dye known as a sensitizing dye in the photographic industry.

The silver halide color photographic material of the present invention includes image stabilizers, antifoggants, hardeners, plasticizers, latex, surfactants, color antifoggants, ultraviolet absorbers, matting agents,
Additives such as lubricants and antistatic agents can be optionally used.

The silver halide color photographic light-sensitive material of the present invention can form a dye image by performing various color development treatments.

[Examples] The present invention will be further explained below with reference to Examples, but the present invention is not limited thereto.

Example I To 6 g of comparative yellow coupler represented by Y-1, 3 g of tricresyl phosphate was added, and further 1 g of ethyl acetate was added.
After heating the mixed solution to which 8 g was added to 60°C and dissolving it,
This solution was mixed with a 5% aqueous solution containing 10 ml of a 5% aqueous solution of Alkanol B (alkylnaphthalene sulfonate, manufactured by DuPont).
The mixture was mixed with 100 ml of gelatin aqueous solution and emulsified and dispersed using an ultrasonic disperser to prepare a dispersion liquid.

Next, the dispersion was mixed into a silver iodobromide emulsion (containing 6 mol% silver iodide) so that the yellow coupler was 10 mol% based on silver.
After addition of 12-bis(vinylsulfonyl)ethane as a hardening agent at a rate of 12 mg per gram of gelatin, the amount of silver coated on the subbed transparent cellulose triacetate film support was 1.8 mg/100 c♂
Sample 1 was obtained.

Further, Samples 2 to 7 were prepared in the same manner as Sample 1 except that the yellow coupler Y-1 was replaced with an equimolar amount of the coupler shown in Table 1.

Samples 1 to 7 were each subjected to wedge exposure and then subjected to the following development treatment.

Processing steps (38℃) Color development 3 minutes 15 seconds Bleach 6 minutes 30 seconds water washing 3 minutes 15 seconds Fixation 6 minutes 30 seconds water washing 3 minutes 15 seconds Stabilization 1 minute 30 seconds Drying Used in each processing step The composition of the treatment liquid is as follows.

Color developer> 4-amino-3-methyl-N-ethyl N-(β-hydroxyethyl) Aniline sulfate 4.75g 5g anhydrous sodium sulfite 4.25g Hydroxylamine 1/2 sulfate 2.0g anhydrous carbonate potassium
37.5g sodium bromide
1.3g nitrilotriacetic acid trisodium salt (monohydrate) 2.5g potassium hydroxide 1.0g Add water to 1
g and adjusted to pH 1 (1.0) using potassium hydroxide.

<Bleach solution> Ethylenediaminetetraacetic acid iron (m) Ammonium salt 100g Ethylenediaminetetraacetic acid diammonium salt io, oK Ammonium bromide L50.0g Glacial acetic acid
Add LOm+water to make 1 g, and adjust the pH to 6.0 using aqueous ammonia.

<Fixer> Ammonium thiosulfate (50% aqueous solution) 162 ml
Anhydrous sodium sulfite 12.4g Add water to make 1g, and adjust to pH 8.5 using acetic acid.

<Stabilizer> Formalin (37% aqueous solution) 1.5ml
Konidax (manufactured by Konica Corporation) Add 7.5 ml of water to make 1 g.

The sensitivity of the yellow dye image thus obtained (S+,)
, the maximum concentration (Dmax) was evaluated. The sensitivity was expressed as a relative value when the sensitivity of sample 1 was set as 100.

In addition, the blue density of each of Samples 1 to 7, which were not subjected to development processing but only subjected to processing after bleaching and fixing, is shown at the same time. This is expressed as DoB.

The results are also shown in Table-1.

Table-1 The following margin comparison coupler C# (compound described in JP-A-61-1845111) Table-
As is clear from the results of Example 1, the coupler of the present invention provides higher sensitivity and larger Dmax than the comparative couplers Y-1, Y-2, and Y-3. Also, comparative couplers Y-2, Y
-3 has a somewhat large ADmax, but shows some coloring in the blue region, whereas the coupler of the present invention has no such coloring.

Example 2 Sample 8 was prepared by sequentially forming each layer having the composition shown below on a triacetyl cellulose film support from the support side.

The amount added is per 1M unless otherwise specified.

In addition, silver halide and colloidal silver are shown in terms of silver.

1st layer; antihalation layer (HC-1); gelatin layer containing black colloidal silver; 2nd layer; intermediate layer (1,L); gelatin layer containing an emulsified dispersion of 2.5-di-t-octylno-hydroquinone; 3 layers; low-sensitivity red-sensitive silver genide emulsion layer (RL-1
) Average particle size (r) 0.30 μm, Agl 8 mol%
Monodisperse emulsion (emulsion 1) consisting of AgBr1 containing... Silver coating amount 1.8 g/rr? Sensitizing dye I... 6X 10-5 mol per mol of silver Sensitizing dye ■... 1. OX 10-'Morsian coupler (C-1)...0.06 per mole of silver
Molar colored cyan coupler (CC-1)...0.003 mol per mol of silver DIR compound (D-1)...0.0015 mol DIR compound (D-1) per 1 mol of silver 2)...0.002 mol per mol of silver 4th layer; High-sensitivity red-sensitive silver halide emulsion layer (RH-1) Average grain size (r) 0.5. cz m, Agl
Monodispersed emulsion (emulsion ■) consisting of AgBr1 containing 7.0 mol%... Silver coating amount 1.3 g/r1'1' Sensitizing dye ■... For 1 mole of silver 3X], O-5 mole sensitizing dye ■... 1. ．． 0XLO-5 Morcian coupler ((, -1)...0.02 per mole of silver
Molar colored cyan coupler (C(,-1)... 0.00 L5 mol per mol of silver DIR compound (D-2)... 0.001 mol per mol of silver 5th layer; Intermediate layer (1, L,) Same as the second layer, gelatin layer 6th layer - low-sensitivity green-sensitive silver halide emulsion layer (GL-1) Emulsion I... Silver coating amount 1.5 g/ Sensitizing dye■・・・・・・2.5XiO-'mol sensitizing dye for 1 mole of silver■・・
... 1.2XIO' mol per mol of silver Magenta coupler (M-1) 0.050 mol per mol of silver Colored magenta coupler (CM-1) per mol of silver 0.009 mol DIR compound (D-1) River... per 1 mol of silver I), 0010 mol DIR compound (D-1)
D-3)... 0.0030 mol per mol of silver 7th layer; Highly sensitive green-sensitive silver halide emulsion layer (GH-1) Emulsion ■... Silver coating amount 1 .4g/rTf Sensitizing dye ■・・・・・・ 1.5X 10-5 mol sensitizing dye ■・ per 1 mol of silver
... 1 mole of silver. OX 10-5 mole magenta coupler (M-1)...0.0 per mole of silver
20 mol Colored magenta coupler (CIVf-1) 0.002 mol per mol of silver DIR compound (D-3) 0.002 mol per mol of silver OOl, 0 mol 8th layer, yellow filter layer (YC-1) yellow colloidal silver and 2,5-
9th layer of seratin layer containing emulsified dispersion of di-t-octylhydroquinone; low-sensitivity blue-sensitive silver halide emulsion layer (BL-1) average grain size 0.48 μm, Ag containing 6 mol% Agl
Monodisperse emulsion consisting of Br1 (emulsion ■)... Silver coating amount 0.9 g/gold sensitizing dye ■... 1.3x 10-5 mol yellow coupler (per 1 mol silver) Y-4)...0.2 per mole of silver
9 mol 10th layer; high sensitivity blue-sensitive silver halide emulsion layer (BH-1
) Average particle size 0.8 μIIl, A containing 15 mol% Agl
Monodisperse emulsion (emulsion ■) consisting of gBr1... Silver coating amount 0.5 g/rri' Sensitizing dye V... 1. OX 10-' mole Yellow coupler (Y-4)...0,0 per mole of silver
8 mol DIR compound (D-2) 0.0015 mol per mol of silver 11th layer; 1st protective layer (Pro-1) Silver iodobromide (Agl 1 mol% average particle size o, 07 μm) Silver coating amount 0.5 g/go 12th gelatin layer containing ultraviolet absorbers UV-1 and UV-2; second protective layer (Pro-2) polymethyl methacrylate particles (diameter 1.5 μm) and Formalin scavenger (H5-1
In addition to the above composition, each layer contains a gelatin hardener (H-1
) and surfactants were added.

[Sample 9] A sample was prepared in the same manner as Sample 8 except that the exemplary coupler (4) of the present invention was used in equimolar amounts in place of the yellow coupler Y-4 in the 9th layer and the 1st D layer of Sample 8. When this sample was subjected to the same color development process as in Example 1, the yellow color density was higher than that of Sample 8.

Therefore, sample 9 was prepared in the same manner as sample 8, except that 1 x 2 moles of example coupler (4) was added to Y-4 in order to almost match the gradation with sample 8, and the high boiling point organic solvent and gelatin were reduced accordingly. did. (High boiling point organic solvent is 1/2
The coating amount of gelatin was reduced to 75%. ) [Sample 10] Example coupler (7) of the present invention was added in place of Y-4 in the 9th layer and 10th layer of Sample 8 in an amount of 1 x 2 moles of Y-4,
Sample 10 was prepared in the same manner as Sample 8 except that the high boiling point organic solvent and gelatin were reduced accordingly. (The coating amount of the high boiling point organic solvent was reduced to 1/2, and the coating amount of gelatin was reduced to 75%.) The compounds contained in each layer are as follows.

Sensitizing dye ■; Anhydro 5,5'-dichloro-9-ethyl-3,3'-di(3-sulfopropyl)thiacarbocyanine hydroxide sensitizing dye ■; Anhydro 9-ethyl-3,3' di( 3
-sulfopropyl)-4゜5.4', 5'-dibenzothiacarbocyanine hydroxide sensitizing dye ■; anhydro 5,5'-diphenyl-9-ethyl-3,3'-di(3-sulfopropyl) Oxacarbocyanine hydroxide sensitizing dye
-sulfopropyl)-5゜6.5',6'-dibenzoxacarbocyanine hydroxide sensitizing dye V; anhydro 3,3'-di(3-sulfopropyl)-4,5-benzo-5'-meth Margin below quinthiacyanine 4H9 M V M C# S-1 2H5 V M Each sample prepared in this manner was exposed to light for sensitometry and subjected to color development processing similar to Example 1.
The maximum density (Dmax) was determined by measuring with blue light.

Separately, each sample was placed in close contact with a rectangular wave chart and exposed to light such that the blue density was 1.0, and the color development process described above was performed. From the obtained dye image, the MTF for each spatial frequency was determined using the densitometer (P DM5 manufactured by Konica ■), and the spatial frequency (20 lines/
The relative side wave number in mm ) was calculated with Sample 8 as 100.

The results are shown in Table-2.

Example 3 (Adjustment of silver halide emulsion) By neutral method and simultaneous mixing method, table A similar silver halide emulsion was prepared.

From the three types shown in Table 3, Table 2 shows that the couplers of the present invention have high coloring performance, can form thin emulsion films, and can therefore provide light-sensitive materials with excellent sharpness.

Below margin per mole of silver halide per mole of silver halide per mole of silver halide added 2 mg per mole of silver halide added 5 x 10-5 moles added 0.9 mmol added 0.7 mmol Addition of 0.2 mmol After completion of chemical sensitization, 5TB-1 shown below was added as an emulsion stabilizer to each silver halide emulsion in an amount of 5X 10@-3 mol per mol of silver halide.

5D-1 STB (D-2 303IN (C2Hs) 3 D-3 2H5 (Preparation of silver halide color photographic light-sensitive material sample) Next, the following layers I to 7 were sequentially deposited on a paper support whose both sides were coated with polyethylene. Coating (simultaneous coating) was carried out to prepare sample 11.

(The amount added is shown in the amount per photosensitive material.) Layer 1: Gelatin (1.2 g) and 0.29 g
Blue-sensitive silver halide emulsion (in terms of silver, the same applies hereinafter) (
Em~1) and 0.75g of yellow coupler (
Y-5), 0.3 g of light stabilizer 5T-1 and 0.01
5g of 2°5-dioctylhydroquinone (H(11)
layer containing 0.3 g of dinonyl phthalate (DNP) dissolved in it.

Layer 2: A layer containing 0.2 g of DOP (dioctyl phthalate) in which gelatin (0.9 g) and 0.04 g of HQ-1 are dissolved.

Layer 3, = gelatin (1.4 g) and 0.2 g of green-sensitive silver halide emulsion (Em-2) and magenta coupler (M-2) below of 0.6[Ig], 0.25 g of light DOP with stabilizer 5T-2 and HQ-1 of O, Olg dissolved
o, 5 g and 6rr1 g of the following filter dye Al-
A layer containing 1.

Layer 4: Gelatin (1,2 g) and the following 0.6
g of ultraviolet absorber UV-3 and 0.05 g of HQ-1
A layer containing 0.3 g of DNP dissolved in .

Layer 5: Gelatin (1.4 g), 0.20 g of red-sensitive silver halide emulsion (Em-3), and 0.20 g of red-sensitive silver halide emulsion (Em-3).
54g of cyan coupler (C-2) and 0.01g of H
Q-1 and 0.3 g of D dissolved in 0.3 g of 5T-1
Layer containing OP.

Layer 6... Gelatin (1.1g) and 0.2g (7
) 0.2 g DOP and 5I dissolved in UV-3
Layer containing I1g of filter dye Al-2 below.

Layer 7: A layer containing gelatin (1.0 g) and 0.05 g of sodium 2,4-dichloro-6-hydroxytriazine.

Further, Samples 12 to 15 were prepared in the same manner as Sample 11 except that the yellow coupler (Y-5) in layer 1 of Sample 11 was replaced with 1/2 mole of the yellow coupler shown in Table 4.

T-1 T-2 V-3 Al-1 C-2 CΩ C CΩ Below margin The sample obtained above was exposed to blue light through an optical wedge according to a conventional method, and then processed in the following steps.

At an initial concentration of 1.0 when each of the above treated samples was exposed to sunlight for 15 days using an underglass outdoor exposure table,
The residual rate of the dye image was determined.

The results are shown in Table 4.

Table 4 Table 4 shows that the sample using the coupler of the present invention has excellent light resistance.

Margin below [Processing process] Temperature Time color development 34.7±0.3℃ 45 seconds bleach fixing 34.7±0.5℃ 45 seconds stabilization 3
Dry at 0-34°C for 90 seconds 60-80°C 6
0 seconds [Color developer] Pure water 800+nQ triethanolamine 8g N,N-diethylhydroxyamine 5g Potassium chloride
2g N-ethyl-N-β-methanesulfonamidoethyl-3-methyl 4-aminoaniline sulfate 5g sodium tetrapolyphosphate 2g potassium carbonate
30g potassium sulfite
0.2g Fluorescent brightener (4,4'-diaminostilbendisulfonic acid derivative) 1g Add pure water to bring the total volume to 12, and adjust the pH to 1O.2.

[Bleach-fix solution Ferric ammonium coethylenediaminetetraacetic acid dihydrate 80g Ethylenediaminetetraacetic acid 3g Ammonium thiosulfate (70% solution) 100m (j Ammonium sulfite (40% solution) 27.5mQ Adjust to pH 5.7 with potassium carbonate or glacial acetic acid Adjust and add water to make a total volume of 1μ.

[Stabilizing liquid 5-chloro-2-methyl-4 isothiazolin 3-one 1g 1-hydroxyethylidene 1.1'-diphosphonic acid 2g Add water to bring the total volume to 1, and adjust the pH to 7 with sulfuric acid or potassium hydroxide.
．． Adjust to 0.

[Effects of the Invention] By using the coupler of the present invention, a silver halide color photographic material having excellent sharpness and light resistance can be provided.

Claims (1)

[Scope of Claims] A silver halide color photographic material characterized by containing a compound represented by the following general formula [I]. General formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [In the formula, Y is a yellow coupler residue that releases ▲There are mathematical formulas, chemical formulas, tables, etc.▼ by coupling with the oxidized form of the developing agent. , Time represents a timing group, X is -O-, ▲ mathematical formula, chemical formula,
▼, R^1 and R^2 represent substituents, n represents 0 or 1, and m represents an integer from 0 to 4. When m is 2 or more, R^1 may be the same or different, and may have a closed ring structure. ]