JPH0321949A - Silver halide color photographic sensitive material - Google Patents

Abstract

PURPOSE:To obtain a superior masking effect accompanied by small deterioration of sensitivity by incorporating a specified masking coupler in an emulsion layer. CONSTITUTION:At least one silver halide emulsion layer contains the masking coupler represented by formula I in which Coup is a coupler residue; Nu is a nucleophilic group having an O, S, or N atom combined with the active site of the coupler; E is an electrophilic group; X is a divalent linking group; het is an O or S atom; and Ar is an arylene group of a divalent aromatic heterocyclic group, thus permitting lowering of sensitivity to be restrained and a superior masking effect to be obtained.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a silver halide color photographic material containing a novel masking coupler.

[Background of the Invention] Usually, in silver halide color photographic light-sensitive materials, color images are produced by reducing silver halide grains exposed to light by an aromatic primary amine color developing agent. It is formed by oxidative coupling between the colorant and couplers that form yellow, magenta, and cyan dyes present in the vicinity of silver halide grains.

Since the dye images thus formed have undesirable absorption, in color negative light-sensitive materials, a masking coupler, which corrects the undesirable absorption of the magenta and cyan dye images, is usually used to remove the dye. Compounds such as colored magenta coupler and colored cyan coupler are used.

For example, a colored cyan coupler is a dye that absorbs green and blue light, but when it is oxidatively coupled with a color developing agent oxide, it forms a cyan dye, and depending on the degree of oxidative coupling, the colored cyan coupler has a green color. and loss of ability to absorb blue light. This will keep the undesired absorption of green and blue light in the cyan dye image constant and will correct for the undesired absorption in the cyan dye.

Since these methods add a colored compound to the photosensitive layer, some of the incident light that would otherwise sensitize the silver halide is absorbed, resulting in a decrease in sensitivity.

To solve this problem, a type of coupler (post-mask) has been proposed that is essentially colorless when mixed into a color photosensitive material and then forms a colored mask in the development process.

U.S. Pat. No. 4,555,477 discloses that a chelating agent is substituted at the coupling position of the coupler, and the coupling reaction releases the chelating agent that can flow into the processing liquid.
A masking method has been disclosed in which the released chelating agent is discharged into a processing solution and then treated with a processing bath containing a heavy metal, thereby forming a chelate dye from the remaining coupler in the form of a positive image.

Furthermore, Japanese Patent Application Laid-Open No. 63-75747 discloses that a leuco dye is substituted at the coupling position of a coupler, and a leuco dye that can flow out into a processing liquid is released by a coupling reaction.
After this released leuco dye flows out into a processing solution, it is treated with a red blood salt bleaching solution, and the remaining leuco dye substituted at the coupling position of the coupler is oxidized to form a masking dye like a positive image. A masking method is disclosed.

Although these two methods are certainly excellent in that there is no decrease in sensitivity, they require the leaving group to have a ligand or leuco dye, which limits the range of choices for the leaving group, and as a result, It has drawbacks such as low ring activity and the need for special processing steps.

Further, JP-A-64-52148 discloses a coupler in which a leaving group containing a formyl group is substituted at the coupling position. This coupler can be said to be an excellent method because it does not cause a decrease in sensitivity and does not require any special processing because it reacts with a color developing agent to form a masking dye.

However, the silver halide color photographic light-sensitive materials using the compounds described in this publication were still insufficient in terms of sensitivity and masking effect.

[Object of the Invention] The first object of the present invention is to provide a silver halide color photographic light-sensitive material using a masking coupler that exhibits little reduction in sensitivity.

A second object is to provide a silver halide color photographic material using a masking coupler with excellent masking effects.

[Structure of the Invention] The above object of the present invention is to provide a 7X silver halide color photographic light-sensitive material having at least one silver halide emulsion layer on a support, in which at least one of the silver halide emulsion layers contains the following general This was achieved by a silver halide color photographic material containing a masking coupler represented by the formula CI].

General formula [1] Coup - Nu - X - E - h t I
- At - CHO [In the formula, Coup represents a coupler residue, and Nu represents a nucleophilic group containing oxygen, sulfur, or nitrogen atom bonded to the active site of the coupler. E represents an electrophilic group, and X represents a divalent bonding group.

het represents an oxygen or sulfur atom, and Ar represents an arylene group or a divalent aromatic heterocyclic group. ] Next, the compound represented by the general formula [I] will be explained.

The coupler residue represented by Coup is generally a yellow coupler residue, a magenta coupler residue, a cyan coupler residue, or a coupler residue that does not substantially form an image dye, and is preferably represented by the following general formulas [1a] to [ 1 h
] It is a coupler residue represented by.

General formula [Ial General formula [1bl R3 General formula [Ic] General formula [Idl General formula [Ie] General formula [If] General formula [Igl General formula [1 h] In the above general formula [1a], R is alkyl group, aryl group, arylamino group, R2 is an aryl group,
Represents an alkyl group.

In the above general formula [1 bl, R3 represents an alkyl group or an aryl group, and R4 represents an alkyl group, an acylamino group, an arylamino group, an arylureido group, or an alkylureido group.

In the above general formula [1 c], R4 is the general formula [I b
], and R represents an acylamino group, a sulfonamide group, an alkyl group, an alkoxy group, or a halogen atom.

In the above general formulas El d] and [I e], R6
represents an alkyl group or an aryl group, R7 is an alkyl group,
Represents an aryl group, an acylamino group, an arylamino group, an alkoxy group, an arylureido group, and an alkylureido group.

In the above general formula [1 fl, R8 is a halogen atom,
It represents an alkyl group, an alkoxy group, an azilamino group, or a sulfonamide group, and R9 represents an acylamino group, a carbamoyl group, or an arylureido group.

In the above general formula [1 g], R is the general formula [1 f
1, and R1o is an amino group, a substituted amino group,
Represents an amide group, a sulfonamide group, and a hydroxyl group.

In the above general formula [Ihl, R1. represents a nitro group, an acylamino group, a succinimide group, a sulfonamide group, an alkoxy group, an alkyl group, a halogen atom, or a cyano group.

In addition, in the above general formula, D in [Ic] is 0 to 3
, n in [1 f] and [Ih] is O to 2,
m in [Ig] represents an integer from 0 to 1, and the sentence, n
is 2 or more, each R, , R8 and R1 may be the same or different.

Each of the above groups includes those having a substituent, and preferred substituents include a halogen atom, a nitro group, a cyano group, a sulfonamide group, a hydroxyl group, a carboxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkyl group, and a substituted or unsubstituted alkyl group. alkoxy group,
In addition to a carbonyloxy group, an acylamino group, a substituted or unsubstituted aryl group, etc., examples include those containing a portion of a so-called bis-type coupler and a cobra that constitutes a polymer coupler.

X is a divalent group that bonds Nu and E, and after the bond between Coup and Nu is cleaved, the bond between E and het is cleaved due to an intramolecular nucleophilic substitution reaction of E to Nu. The bonding group is preferably a bonding group necessary to form a 3- to 7-membered ring.

Next, Nu and E will be explained by citing representative ones.

Regarding these groups, the bond on the left side of Nu is bonded to Coup and the bond on its right side is bonded to X, while the bond on the left side of E is bonded to X and the bond on its right side is bonded to he.
Connect to t.

Representative Nu is as follows.

O0 RO -N-S- 11 0 OO -O-C-(CR2)n-, -O-C-O-S -O-C-(CR2)n-, -O-C-0- -N- C-(CR2)a-, -0-
C-N--0-N1 and 0 In the above formula, R is independent of each other and each represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms (for example, a methyl group, an ethyl group, proyl group, hexyl group, decyl group, pentadecyl group, octadecyl group), aryl group (e.g. phenyl group, naphthyl group, tolyl group,
t-butylphenyl group, carboxyl phenyl group), etc.

n is an integer of 0 to 4 such that the ring formed by NuSX and E after Nu acts nucleophilically on the electrophilic center contained in E can contain 3 to 7 ring atoms; be.

R is preferably a hydrogen atom or an alkyl group having t to 4 carbon atoms.

Further, typical E groups are as follows.

-(cR2)n-c-, -0-(CR2)ll-C-,
-S-(CR2)Il-C-, -(CR2)++-N-
C-, -0-(CR2)Il-N-C-, -S-(Cf
! 2) n-N-(:-, S S
S-(CRz)ヰ1C1, -0-(CR2
)Il-C-, -S-(CR2)Il-C-, RS
R: IIS-(CRz)n-N-
C-, -0-(CR2)Il-N-C-, -S-(CR
2) ll-N-C-, OS -(CR2)n-N-P- and -(CR2)Il-N-
P-Ri ii In the above formula, R and n are each the same as defined above for Nu.

The linking group represented by It can be a formula group (eg, one derived from furan, thiophene, pyridine, quinoline, penzoxazine, etc.).

Both the Nu group and the E group are bonded to this X, and the Co
After Nu is released from up, the nucleophilic center (contained in the Nu group) to the electrophilic center contained in the E group.
An advantageous steric relationship can be created with respect to the nucleophilic action of .

For example, when X is a cyclic group, the Nu group and the E group can be attached to the same or adjacent ring systems.

Particularly preferred X is an aromatic group in which the Nu group and the E group are attached to adjacent ring positions.

Preferred couplers represented by general formula [1] are:
It can be represented by the following general formula [[[].

The following is a blank general formula [I1] Coup In the above general formula [■J, Coup represents a coupler residue.

Nu is bonded to the coupling position of Coup and has the following formula: -O- -0-CR2- -0-C--N-C- 1S- (wherein, R are each independent of each other) , represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, preferably 1 to 4 carbon atoms).

Z is monocyclic or dicyclic having 5 to 10 ring atoms, preferably selected from carbon, oxygen, nitrogen and sulfur atoms.
Represents a group of atoms necessary to form a cyclic aromatic or heterocyclic ring system.

E is of the following formula: -(Clh)l-N-C- (wherein each R is independently a hydrogen atom or 1 to 20 carbon atoms, preferably 1 to 4 carbon atoms) represents an alkyl group having the following.) It is an electrophilic group having the following.

n is an integer from 0 to 4 such that the ring formed by the reaction of the nucleophilic center in the Nu group and the electrophilic center in the E group can have 5 to 6 members.

het represents an oxygen atom or a sulfur atom, het-A
r-CHO is bonded to a specific position in the E group, and is released after the nucleophilic action of the Nu group occurs at the electrophilic center in the E group.

In the above general formula [I[], the ring completed by Z also includes a ring having a substituent.

Examples of the substituent include groups capable of adjusting the rate of reaction, diffusion, or substitution, such as halogen (e.g., fluorine, bromine, iodine), nitro group, and groups having 1 to 20 carbon atoms. be a solubilizing group such as an alkyl group, an acyl group, a carboxyl group, a carboxyalkyl group, an alkoxycarbonyl group, an alkylcarbonamide group, a sulfoalkyl group, an alkylsulfonamide group, an alkylsulfonyl group, or a stabilizing group. I can do it.

For example, solubilizing groups increase the rate of diffusion, stabilizing groups decrease the rate of diffusion, and electron-withdrawing groups change the rate of substitution of photographically effective groups.

The arylene group represented by Ar is preferably a phenylene group or a naphthylene group, and the divalent aromatic heterocyclic group represented by Ar is preferably a divalent group derived from a diazine ring group or a pyridine ring group. These also include those having substituents.

Substituents include halogen atoms (e.g. chlorine, bromine),
Hydroxyl group, nitro group, cyano group, carboxyl group, alkyl group (straight chain or branched alkyl group such as methyl, ethyl, t-butyl, t-amyl, dodecyl, octadecyl, etc.), alkoxy group (methoxy, butoxy, dodecyloxy etc.), alkylcarbonylamino groups (e.g. undecyl luponylamino group), arylcarbonylamino groups (e.g. penzoylamino group), alkylsulfonamide groups (e.g. dodecylsulfonamide group)
, arylsulfonamide group (e.g. benzenesulfonamide group), alkylaminosulfonamide group (e.g. dimethylaminosulfonamide group), arylaminosulfonamide group (e.g. anilinosulfonamide group),
Alkylcarbamoyl group (e.g. hexadecylrbamoyl group), arylrubamoyl group (e.g. phenylcarbamoyl group), sulfonyl group (e.g. methylsulfonyl group), alkyloxycarbonyl group (e.g. dodecyloxycarbonyl group), aryloxycarbonyl group (
For example, phenoxycarbonyl group) and the like can be mentioned.

A formyl group (-CHO) is bonded to Ar.

Specific examples of couplers represented by the general formula [11] are listed below, but the present invention is not limited to these couplers.

Below is the margin NO2 (3) NO2 COOC4H, (4) NO2 (5) NO2 (6) (lO) COOC4H9 (11) 0H (l2) (1B) 0H 0H (14) (15) 0H n■ Below, the general formula [1] shows the combination sequence of the coupler represented by [1].

Synthesis Example 1 [Combination of Exemplified Compound 3] Synthesis Scheme (3) (1) 44. (1) was dissolved in 500 ml of a7tonitrile, 11 g of triethylamine and 38 g of (2)
was added and heated under reflux for 4 hours. Concentrate the reaction solution under reduced pressure,
Dissolve the residue in 400ml of methanol and add 40g to it.
A solution of sodium hydroxide dissolved in 100 ml of water was added dropwise to the solution while cooling with water. After stirring for i hours, the mixture was poured into 2 ρ of ice water containing 400 ml of concentrated hydrochloric acid, and the precipitated solid was collected by filtration and recrystallized with ethyl acetate to obtain (3) 52K. (yield 7
0%) Next, add 50 g of (3) to 400 ml of ethyl acetate.
After adding 250 ml of saturated aqueous sodium hydrogen carbonate solution and stirring for 20 minutes, the organic layer was separated. To this solution were added 15 g of (4) and 8 g of triethylamine, and the mixture was stirred for 1 hour. The precipitated crystals were collected by filtration to obtain 336 g of the target exemplary compound.

(Yield 60%) The structure of the target product was identified by Mass and NMR spectra.

Synthesis Example 2 [Synthesis of Exemplified Compound 9] Synthesis Scheme 11 → Exemplified Compound 9 Synthesized by the method described in JP-A-54-145135 (5) 50 g was dissolved in 500 ml of tetrahydrofuran, Did you add 15g of triethylamine?
17 g of (6) was added to the solution g, and the mixture was stirred at room temperature for 3 hours.

The reaction solution was poured into ice water, the precipitated crystals were collected by filtration, and recrystallized from acetonitrile to obtain 952 g of the desired exemplary compound.
I got it. (Yield 8o%) The structure of the target product is M a s
Identification was made by s and NMR spectra.

The amount of the masking coupler of the present invention to be added varies depending on its structure, etc., but it is preferably 1 mole of silver halide in the silver halide emulsion layer to which the coupler is added. ) 1 x
10-' ~1.0 mo/Lzte available, IXIO-6~
Particularly preferred is 0.5 mol.

The silver halide emulsion used in the light-sensitive material of the present invention includes:
Any of the conventional silver halide emulsions can be used.

The emulsion can be chemically sensitized by conventional methods, and can be optically sensitized to a desired wavelength range using a sensitizing dye.

Antifoggants, stabilizers, etc. can be added to the silver halide emulsion. Gelatin is advantageously used as 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 refractory synthetic polymer.

A coupler is used in the emulsion layer of a light-sensitive material for color photography.

Furthermore, by coupling with a competing coupler and an oxidized form of a developing agent, a development accelerator, a bleach accelerator, a developer, a silver halide solvent, a toning agent, a hardening agent, a capri agent, an anti-capri agent,
Compounds that release photographically useful fragments such as chemical sensitizers, spectral sensitizers, and desensitizers can be used.

The photosensitive material can be provided with auxiliary layers such as a filter layer, an antihalation layer, and an antiirradiation layer. These layers and/or the emulsion layer may contain dyes that are leached from the light-sensitive material or bleached during the development process.

A formalin scavenger, an optical brightener, a matting agent, a lubricant, an image stabilizer, a surfactant, a color fog preventer, a development accelerator, a development retarder, and a bleach accelerator can be added to the photosensitive material.

As a support, paper laminated with polyethylene, etc.
Polyethylene terephthalate film, baryta paper, cellulose triacetate film, etc. can be used.

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

[Examples] Examples of the present invention are shown below, but the present invention is not limited by these Examples.

Comparative couplers and other compounds used in the following examples are as follows.

The following margins Comparison masking coupler A Comparison masking coupler D 0H 0 Comparison masking coupler B 0■ Comparison masking coupler E C# Comparison masking coupler F Comparison masking coupler C 8 N (S-1) (S-5) (CHzhSOz (CHz)tsOJi (S-6) (S-2) (S-7) (S-3) (CLhSOt (CJ,hNH (S-4) (S-8) (CH2)3SO3 (CH2)4SO, (CJs)JH ( CI12 ) 4SO3 C2H5 (S-9) (C-3) (M-1) (S-10) (M-2) C1 (C-1) C4H9 (C-2) (D-4) 0H NO2 (TJV -1) (UV-2) CJs (HS-1) (HS-2) (D-1) (D-3) 0n (H-1) υN! (H-2) [(CH2-CHS02CH2)3CCtl2SO. C
H2CH2]2NCH2CH2SO3K (oil-1) (o i l 2) (oil-3) (o i 1 -4) (Stab-1) (AF-1) (AF-2) (Su-3) (DI-1 ) (SC-1) 0H OH (AIC-1) CH, CH* CH3 (5u-1) H NiOzS-C COOCfb (CFzCh) JI C - COOCH2 (CF2Ch) 3HH2 (3u-2) H Nl03S- C -COOCaHt71 CH2-COO[I]Hl7 (AIM-1) Example 1 The masking couplers of the present invention and the comparative masking couplers shown in Table 1 were each used at 0 per mole of silver. One mole of the coupler was taken, tricresyl phosphate in an amount equal to one time the weight of the coupler, and ethyl acetate in an amount eight times the weight of the coupler were added, and the mixture was heated to 60° C. to completely dissolve. This solution was mixed with 1200 ml of a 5% aqueous gelatin solution containing 120 ml of a 5% aqueous solution of Alkanol B (alkylnaphthalene sulfonate, manufactured by DuPont).
ml and emulsified and dispersed using an ultrasonic dispersion machine to obtain an emulsion.

Thereafter, this dispersion was added to 4 kg of red-sensitive silver iodobromide emulsion (containing 6 mol% silver iodide), and 1.2-
Add 120 ml of a 2% solution of bis(vinylsulfonyl)ethane (water:methanol-1:l), coat on the subbed transparent polyester base and dry.
-8 were produced. (Coated silver amount 20mg / 100
c+J) According to a conventional method, these samples 1 to 8 were subjected to step exposure with red light using a sensitometer, and the following development treatments were performed.

Processing process (38℃) Processing time Color development 3 minutes 15 seconds Bleaching 6 minutes 30 seconds Water
Washing 3 minutes t5 seconds fixed
Arrive: Wash for 6 minutes and 30 seconds
Stable for 3 minutes 15 seconds
The composition of the treatment liquid used in each treatment step is as follows.

(Color developer composition) 4-amino-3-methyl-N-ethyl-N-(β-hydroxyethyl) monoaniline sulfate 4.75 g anhydrous sodium sulfite 4.25 g hydroxylamine l/2 sulfate 2.0 g anhydrous potassium carbonate 37 .5g sodium bromide
1.3g ditrilotriacetic acid trisodium salt (monohydrate) 2.5g potassium hydroxide 1.0, add water to make lII, and adjust pH to 10 using potassium hydroxide.
Adjusted to 0.

(Bleach solution composition) Ethylenediaminetetraacetic acid ammonium salt 100.0 g Ethylenediaminetetraacetic acid diammonium salt 10.0g Ammonium bromide 150. Og glacial acetic acid
10. 0 ml water was added to bring the solution to lp, and the pH was adjusted to 8.0 using aqueous ammonia.

(Fixer composition) Ammonium thiosulfate (50% aqueous solution) 162ml
Anhydrous sodium sulfite 12.4g Water was added to make lfI, and the pH was adjusted to 6.5 using acetic acid.

(Stabilizing liquid composition) Formalin (37% aqueous solution) 5.0ml
Konidax (manufactured by Konica Corporation) 7.5 ml of water was added to make 1 g.

After drying, samples 1 to 8 having a cyan negative image and a yellow positive mask image were obtained.

Table 1 shows the cyan fog density (Fog) of the unexposed portion of each sample and the relative sensitivity of the cyan colored image (S, where the sensitivity of sample 5 is 100).

As is clear from Table 1, it is understood that the masking coupler of the present invention exhibits good sensitivity without increasing capri.

Furthermore, the effect of the present invention was also observed when the masking coupler 12 of the present invention was used in place of the masking coupler 8 of Sample 1.

Example 2 7 Take 0.02 mol each of magenta coupler and masking coupler shown in Table 2, add the total amount to a mixture of the same amount of dibutyl phthalate and 3 times the amount of ethyl acetate, and heat to 60°C. It was heated and dissolved.

An aqueous solution of Alkanol B (alkylnaphthalene sulfonate, manufactured by DuPont) and gelatin was added to this solution, and the mixture was emulsified using a colloid mill to prepare a coupler dispersion.

Next, this coupler dispersion was added to a green-sensitive silver iodobromide emulsion containing 0.1 mol of silver (7 mol % silver iodide), and taurine of 1,2-bisvinylsulfonylethane was added as a hardener. Samples 9 to 12 were prepared by adding 0.1 g of the reactant and coating it on a transparent cellulose triacetate film base and drying it.

Each sample thus obtained was exposed to green light and processed in the same manner as in Example 1.

The masking effect was evaluated from the obtained images.

The results are shown in Table 2.

Table 2: The decrease in yellow density from the yellow density in the fogged area at the logE value giving a magenta density of 1.0 is shown.

From Table 2, it was found that comparative samples 9 and 1O had small masking, whereas sample IL 12 of the present invention had large masking.

Example 3 In this example, the amount added in the silver halide photographic light-sensitive material is expressed in grams per lrrr unless otherwise specified. In addition, silver halide and colloidal silver are shown in terms of silver.

Sample I was prepared by sequentially forming each layer having the composition shown below on the triacetyl cellulose film support from the support side.
3 was prepared.

1st layer; antihalation layer (HC-1) black colloidal silver 0.20 ultraviolet absorber (U
V-1) 0.20 Colored coupler (CC-1) 0. (15 Colored coupler (CM-1) 0.05 High boiling point organic solvent (Oil-1) 0.20 Gelatin 1.5 Second layer; intermediate layer (IL-1) Ultraviolet absorber (UV-1) 0. 01 High boiling point organic solvent (Oil-1) 0.01 Gelatin 1.5 Third layer; low sensitivity red-sensitive emulsion layer (RL) Silver iodobromide emulsion (Em-1) 1.0 Silver iodobromide emulsion (E m-2) 0.
5 Sensitizing dye (S-1) 2.5
x 1G-' (mol/silver mol) Sensitizing dye (S-2) 2.5x
10-' Sensitizing dye (S-3) Cyan coupler (C-1) Cyan coupler (C-2) Comparative masking coupler A DIR compound (D-1) High boiling point organic solvent (Oil- Gelatin 4th layer; high sensitivity Red-sensitive emulsion layer silver iodobromide emulsion (Em-3) Sensitizing dye (S-1) Sensitizing dye (S-2) Sensitizing dye (S-3) Cyan coupler (C-3) Comparative masking coupler A DIR Compound (D-2) (mol/1 mol of silver) 0.5x 10-' (mol/1 mol of silver) 0.8 0.2 0.05 0.QO2 1) 0.5 1.5 (RH) 2 .0 2. OX 10-' (mol/silver 1 mol) 2. Ox 10-' (mol/l mol of silver) 0. lX 10"' (mol/silver 1 mol) 0.25 0.015 0.05 High boiling point organic solvent (Off-1) 0.5 Gelatin 1.5 5th layer; intermediate layer (IL-2) Gelatin 0. 5 6th layer;
Low-sensitivity green-sensitive emulsion layer (GL) Silver iodobromide emulsion (EM
-1) 1.0 sensitizing dye (S
-4) 5 x 10-' (mol/
Silver L mole) Increase! Dye (S-5) l XIO
-' (mol/silver 1 mol) Magenta coupler (M-1) 0.4 comparative masking coupler E O. 05DIR compound (D-3) 0.015D
IR compound (D-4) 0.020 High boiling point organic solvent (Of!-2) 0.5 Gelatin 1.0 7th layer; intermediate layer (IL-3) Gelatin 0.8 High boiling point organic solvent (Oil-1 ) 0.2 8th layer; High-sensitivity green-sensitive emulsion layer (GH) Silver iodobromide emulsion (E m-3)
1.3 sensitizing dye (S-65 1.5xl
O-' (mol/silver 1 mol) Sensitizing dye (S-7) 2.5X 10-4 (mol/silver 1 mol) Sensitizing dye (S-8) 0.5X10-'
(mol/silver mol) Magenta coupler (M-2) 0.05 Magenta coupler (M-3) 0.15 Comparative masking coupler F 0.05 DIR compound (D-3) O. OL high boiling point organic solvent (
Oil-3) 0.5 gelatin
1.0?9 layer; Yellow filter layer (YC) yellow colloidal silver ■
．． One-color stain inhibitor (SC-1) 0. L
High boiling point organic solvent (O i l-3) 0.1
Gelatin 0.8 wlo
Layer: Low-speed blue-sensitive emulsion layer (BL) Silver iodobromide emulsion (E
m-1) 0.25 silver iodobromide emulsion (E m-2) 0.25 sensitizing dye (S-to) 7 x to
-' (mol/silver mol) 1) 0.5 2) 0.1 O. (11-3 > 0.15 1.0 Yellow coupler (Y- Yellow coupler (Y- DIR compound (D-2)) High boiling point organic solvent (Oll Gelatin 11th layer; High sensitivity blue-sensitive emulsion layer Silver iodobromide emulsion (Em-4) Silver iodobromide emulsion (Em-1) Sensitizing dye (S-9) (BH) Sensitizing dye (S-10) 0.50 0.20 1 X 1G-' (mol/silver l) mol) 3
2 mol%) 0.4 Ultraviolet absorber (UV-1) 0.10 Ultraviolet absorber (UV-2) 0.0
5 High boiling point organic solvent (Oil-1) 0.1 High boiling point organic solvent (O t I-4) Q. L
Formalin scavenger (MS-1) 0.5 Formalin scavenger (HS-2) 0.2 Yellow coupler (Y-1) Yellow coupler (Y-2) High boiling point organic solvent (Off-3) Gelatin 12th layer; 1st Protective layer (PRO-1) Gelatin 1.0 i3rd layer; 2nd protective layer (PRO-2) Surfactant (S u-1) 0
．． 005 Alkali-soluble matting agent (average particle size 2 μm) 0.10 Cyan dye (AIC-1) 0.005 Magenta dye (AIM-1) 0.01 Slip agent (WAX-1) 0.04 Gelatin 0. 6 In addition to the above, each layer also contains a coating aid (Su-2) and a dispersion aid (Su-2).
-3), hardener (H-1) and (H-2) preservative (
DI-1), stabilizer (Stab-1), antifoggant (
AF-1) and (AF-2) were added.

Em-1 Average grain size 0.46 μm 1 Average silver iodide content 7.5 mol%
, monodisperse silver iodobromide emulsion Em-2, average grain size 0.32 μm, average silver iodide content 'l, QMok
%, monodisperse silver iodobromide emulsion Em-3 Average grain size 0.78 μm 1 Average silver iodide content 6.0 mol %
, monodisperse silver iodobromide emulsion Em-4, average grain size 0.95 μm, average silver iodide content 11. Ql%
, a monodisperse surface-low silver iodide-containing silver iodobromide emulsion.In addition, in Sample 13, the masking couplers in the third, fourth, sixth, and eighth layers were changed as shown in Table 3. Samples 14 to 20 were prepared in this manner.

Table 3 Each sample thus obtained was exposed to white light in Example 1.
It was exposed and processed in the same way.

In samples 17 to 20 of the present invention, the difference in yellow density due to the difference in exposure amount was smaller than that in comparative samples l3 to i6, and good masking was performed.

[Effects of the Invention] According to the present invention, it is possible to provide a silver halide photographic material that exhibits little decrease in sensitivity and has an excellent masking effect.

Claims (1)

[Scope of Claims] In a silver halide color photographic light-sensitive material having at least one silver halide emulsion layer on a support, at least one of the silver halide emulsion layers has the following general formula [
A silver halide color photographic material containing a masking coupler represented by I. General formula [I] Coup-Nu-X-E-het-Ar-CHO [wherein Coup represents a coupler residue, and Nu contains an oxygen, sulfur or nitrogen atom bonded to the active site of the coupler Represents a nucleophilic group. E represents an electrophilic group, and X represents a divalent bonding group. het represents an oxygen or sulfur atom, and Ar represents an arylene group or a divalent aromatic heterocyclic group. ]