JPH04184340A - Silver halide photographic sensitive material - Google Patents

Abstract

PURPOSE:To obtain a color photographic sensitive material excellent in color reproducibility by incorporating a coupler expressed by formula I into the color photographic sensitive material which has a silver halide emulsion layer on a supporting body and contains a compd. expressed by formula II. CONSTITUTION:This yellow coupler expressed by formula I can be added to the photosensitive silver halide emulsion layer or the adjacent layer to the emulsion layer in the photosensitive material. The total added amt. is, for example, 0.001-1.20g/m<2>. The added amt. of the compd. expressed by formula II is, for example, 0.0005-1.0g/m<2>, and this compd. is added to the intermediate layer adjacent to the silver halide emulsion layer containing the coupler. The emulsion contains silver halide particles having >=4mol% silver iodide by about >=40wt.% to the total silver halide particles. Thereby, the obtd. color photographic sensitive material is excellent in granularity, processing dependence and storage property.

Description

Detailed Description of the Invention (Field of Industrial Application) The present invention contains a new yellow coupler with high color density and good hue, and a hydroquinone derivative, which improves color reproducibility, sharpness, granularity, and processability. This invention relates to an excellent silver halide color photographic material.

(Prior art) In a silver halide color photographic light-sensitive material, when the material is exposed to light and then subjected to color development, an oxidized aromatic primary amine developer and a coupler react to form an image. It is formed.

This method uses a subtractive color reproduction method,
In order to reproduce blue, green, and red, images of yellow, magenta, and cyan, which are complementary colors, are formed.

Now, as yellow couplers, for example, acylacetanilide type couplers or malondianilide type couplers are known, but the yellow dyes obtained from these couplers have a low molecular extinction coefficient (ε),
Since a large amount of coupler is required to be coated, the emulsion film becomes thick, which deteriorates sharpness and processability. Moreover, the poor hue of the produced yellow dye has been an obstacle to improving color reproducibility.

In order to improve these drawbacks, World Patent Publication No. 90-13
Although one coupler has been proposed in accordance with the present invention, such as No. 852, it has become clear that the use of only these couplers has the problem of worsening color reproducibility.

(Issues to be Solved by the Invention) The purpose of the present invention is, firstly, to provide a color photographic material with excellent color reproducibility, and secondly, to provide a color photographic material with excellent sharpness. The third objective is to provide a photosensitive material with excellent graininess, and the fourth objective is to provide a photosensitive material with excellent processing properties, particularly suitability for rapid processing and desilvering properties.

(Means for Achieving the Objects) These objects of the present invention have been achieved by the following color photographic material.

In a silver halide color photographic light-sensitive material having at least one silver halide back layer on a support and containing a compound represented by the general formula (B), the following general formula (
A silver halide color photographic material containing a coupler represented by 1).

General formula (1) % formula % In the formula, R1 is a nitrogen atom, an oxygen atom or a carbon atom >C
= represents a group bonded to Represents a ring group, where R1
and XI may or may not combine to form a cyclic structure.

General formula (B) R O ■ In the general formula (B), Y represents an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, a carbonamide group, a sulfonamide group, R1
1, R12 represents the same group as Y or a hydrogen atom, a halogen atom, a sulfo group, a carpoxol group, a carbamoyl group, a sulfamoyl group, an acyl group, or a sulfonyl group. Rl
1 and R12 may jointly form a carbon ring.

The yellow coupler of the present invention reacts with an oxidized product of a color developing crude drug (for example, para-phenylene diamines) used in -i to form a yellow dye. The reaction mechanism (presumed mechanism) and the structure of the yellow dye formed are shown in the scheme below.

R+-C-CH-CONH-Ar oxidized product of the main agent).The above is an example in which the color developing agent is used as a color developing agent.The same applies to cases where other developing agents are used.

The azine-based yellow dye obtained above is J.

Aser, Chew, Soc,, 971st! 76
This includes those frequently used in the dyes described on page 4 (1975). However, this document synthesizes a dye using a coupler that is unsubstituted at the camping position, and does not suggest the coupler of the present invention, nor does it suggest its use in photographic systems. The introduction of substituents made it possible to function as a photographic coupler.

The coupler represented by general formula (1) will be described in detail below.

R1 is R11 (R12) N-1R110- or R1
1- is a preferred example. Here, R11 represents an aliphatic group, aromatic group, or heterocyclic group, and R12 represents a hydrogen atom, an aliphatic group, an aromatic group, or a heterocyclic group.

When Xl represents a group bonding with =C< through a nitrogen atom, R13
A preferred example is N=. Here, R13 has the same meaning as R11.

When xl is a carbon atom and represents a group bonded to =C<, R14
(Rt5) C= is a preferred example. Here, R14 and R15 each represent a hydrogen atom or a substituent.

When R1 and Xl combine to form a cyclic structure, such a cyclic group (as a group that binds to >CH(R2) -) is preferably an aromatic group or an unsaturated heterocyclic group (
>CH(R2)- is bonded to an unsaturated carbon atom). Here, the unsaturated heterocyclic group is a 3- to 12-, preferably 5- or 6-membered ring having 1 to 20 carbon atoms, preferably 1 to 10 carbon atoms, and containing at least one nitrogen atom, oxygen atom, or sulfur atom as a hetero atom. is a substituted or unsubstituted, monocyclic or condensed ring heterocyclic group. ? Examples of 3I ring groups include 1.2.4-
) lyazol-3-yl, 2-pyridyl, 4-pyrimidinyl, 3-pyrazolyl, 2-pyrrolyl, 2-benzimidazolyl, 2-imidazolyl, 2-benzoxasilyl, 2-benzthiazolyl or 1,3,4-oxadi Examples include azol-2-yl.

When R2 represents a carbamoyl group, examples thereof include an unsubstituted, aliphatic, aromatic, or heterocyclic carbamoyl group.

When R2 represents a sulfonyl group, it represents an aliphatic, aromatic or heterocyclic sulfonyl group.

When aliphatic, aromatic, or heterocyclic rings are included in the above explanation, detailed explanations of each will be described below.

In the present invention, the aliphatic group is a linear, branched, cyclic, saturated, unsaturated, substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, preferably 1 to 20 carbon atoms.

Examples of alkyl groups include methyl, ethyl, propyl, butyl, cyclopropyl, allyl, l-butyl, dodecyl, 2-hexyldecyl.

In the present invention, a complex m group has 1 to 20 carbon atoms, preferably 1 to IO, and contains at least one petro atom, such as a tinso atom, an oxygen atom, or a sulfur atom, and has 3 to 20 carbon atoms, preferably 1 to IO.
12, preferably a 5- or 6-membered, saturated or unsaturated, substituted or unsubstituted, monocyclic or fused ring heterocyclic group.

Examples of heterocyclic groups include 1,2.4-1 lyazole-3
-yl, 2-pyridyl, 4-pyriminonyl, pyrrolidino, morpholino, 3-pyrazolyl, 2-pyrrolyl, 2.4
-dioxo-1,3-imidazuridin-5-yl, 2-
Penzimidazuryl, 2-imidazolyl, 2-henzuoxaduryl, 2-henzuthiazolyl or 1.3.4-
Examples include oxadiazol-2-yl.

In the present invention, the aromatic group refers to a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, preferably 6 to 10 carbon atoms.

Typical examples of the aryl group are phenyl and naphthyl.

When the above alkyl group, aryl group and heterocyclic group have a substituent, examples of the substituent include R14 and R1
Examples of when 5 represents a substituent include the following examples. □ Halogen atom (for example), so atom, chloro atom), alkoxycarbonyl group (carbon number 2-30, preferably 2-30)
20° e.g. methoxycarbonyl, dodenyloxycarbonyl, hexadecyloxycarbonyl), acylamino group (2 to 30 carbon atoms, preferably 2 to 20° e.g. acetamide, tetradecaneamide, 2-(2,4-di-
(t-amylphenoxy)butanamide, henzamide)
, sulfonamide group (1 to 30 carbon atoms, preferably 1 to 30 carbon atoms)
200 (for example, methanesulfonamide, dodecanesulfonamide, hexadecylsulfonamide, benzenesulfonamide), carbamoyl group (1 to 30 carbon atoms, preferably 1 to 200 carbon atoms, for example, N-butylcarbamoyl, N,
N-diethylcarbamoyl, N-methylcarbamoyl)
, sulfamoyl group (1 to 30 carbon atoms, preferably 1 to 30 carbon atoms)
20. For example, N-butylsulfamoyl, N-dodecylsulfamoyl, N-hexadecylsulfamoyl, N-
-3-(2,4-di-L-amylphenoquine)butylsulfamoyl, N,N-diethylsulfamoyl), alkoxy group (1 to 30 carbon atoms, preferably 1 to 20 carbon atoms; for example, methoxy, hexatecyloxy, isopropoxy)
, aryloxo group (6 to 20 carbon atoms, preferably 6 to 20 carbon atoms)
10゜For example, phenoxy, 4-methoxyphenoquino, 3
-butyl-4-hydroxyphenoxy, naphthoquino), aryloquinolponyl group (7 to 21 carbon atoms, preferably 7 to 11 carbon atoms, e.g. phenoxolbenyl), N
- Anrsulfamoyl group (2-30 carbon atoms, preferably 2-20°, e.g. N-propanoylsulfamoyl,
N-tetradecanoylsulfamoyl, N-hendiylsulfamoyl), sulfonyl group (1 to 30 carbon atoms, preferably 1 to 20°, e.g. methanesulfonyl, octanesulfonyl, hensensulfonyl, dodecanesulfonyl), alkoxycarbonylamino Group (1 to 30 carbon atoms,
Preferably 1 to 20°, e.g. ethoxycarbonylamino, tetradecyloxycarbonylamino), cyano group,
Nitro group, carboxyl group, hydroxyl group, sulfo group, alkylthio group (1 to 30 carbon atoms, preferably 1 to 2 carbon atoms)
0. For example, methylthio, dodecylthio, dodecylcarbamoylmethylthio), ureido group (1 to 30 carbon atoms, preferably 1 to 206 carbon atoms, e.g. N-phenylureido, N-
hexadecylureido), aryl group (6 to 20 carbon atoms)
, preferably 6 to 10. For example, phenyl, naphthyl, 4
-methoxyphenyl), heterocyclic group (1 to 20 carbon atoms, preferably 1 to IO, containing at least one nitrogen atom, oxygen atom or sulfur atom as a hetero atom)
-12, preferably 5 or 6 membered, monocyclic or fused rings. For example, 2-pyridyl, 4-pyridyl, 4-pyrimidinyl, 3-pyrazolyl, 1-pyrrolyl, 2,4-dioxo-1,3-imidapridin-1-yl, morpholino, indolyl), alkyl groups (1 to 30 carbon atoms), , preferably 1 to 20, linear, branched, cyclic, saturated, unsaturated 0
For example, methyl, ethyl, isopropyl, cyclopropyl, t-pentyl, t-octyl, cyclopentyl, t-
) methyl, S-phytyl, dotesyl, 2-hexyldecyl), acyl group (1 to 30 carbon atoms, preferably 2 to 20 carbon atoms)
(e.g. acetyl, benzoyl), arylthio group (carbon number 6-20, preferably 6-100 e.g. phenylthio, naphthylthio), sulfamoylamino group (carbon number O-30, preferably 0-200 e.g. N-butylsulfur) moylamino, N-dotecylsulfamoylamino, N-phenylsulfamoylamino) or N-sulfonylsulfamoyl group (1 to 30 carbon atoms, preferably 1 to 200 carbon atoms, e.g. N-mesylsulfamoyl, N-ethane sulfonylsulfamoyl, N-dodecanesulfonylsulfamoyl, N-hexadecanesulfonylsulfamoyl).

The above substituents may further have a substituent.

Examples of the substituent include the substituents listed above.

Next, the preferred range of the coupler represented by the general formula (1) will be described below.

In general formula (1), the group represented by R2 is preferably a carbamoyl group. A particularly preferred carbamoyl group is an aromatic carbamoyl group.

In general formula (1), Ar is preferably an aromatic group. Particularly preferred A is a substituted or unsubstituted phenyl group. Examples of the substituent include the substituents listed above. Particularly preferred substituted phenyl groups include IF substituents in which at least one is a halogen atom, an alkoxycarbonyl group, It is a sulfonamide group, a sulfamoyl group, an acylamino group, a sulfonyl group, a carbamoyl group, or an alkoxy group.Detailed explanations thereof have the same meanings as explained above.

In the general formula (1), R1 is preferably a substituent bonding to >C=X1 through a nitrogen atom or a carbon atom.

In general formula (1), Xi is preferably an oxygen atom or an imino group. When Xl represents a substituted imino group, it may or may not combine with R1 to form a cyclic structure.

In general formula (1), R1 is preferably a substituent bonding to >C=X1 through a nitrogen atom or a carbon atom.

Among the couplers represented by the general formula (1), a preferred coupler is a coupler represented by the following general formula (2).

General Formula (2) In the formula, R2 and Ar have the same meanings as explained in General Formula (1), R3 represents a substituent, and x2 represents an oxygen atom or an imino group. When x2 is a substituted imino group, it may or may not combine with R3 to form a cyclic structure.

R3 is preferably an aliphatic group, an aromatic group or a heterocyclic group. These definitions and examples have the same meaning as explained for R11. R3 is particularly preferably an aromatic group or R3 and X2 are bonded to form a cyclic structure.

When X2 combines with R3 to form a cyclic structure, it is preferably a 5- or 6-membered, substituted or unsubstituted, monocyclic or condensed ring heterocyclic group.

The heterocyclic group is preferably 2-benzimidazolyl, 2-imidazolyl, 3-triazolyl or 4-imidazolyl.

A preferred example of the couplers represented by general formulas (1) and (2) is a diffusion-resistant coupler. Diffusion-resistant couplers are couplers that have a group in the molecule that increases the molecular weight sufficiently in order to immobilize it in the layer to which it is added.Normally, the total number of carbon atoms is 8 to 30, preferably 10 to 2
0 alkyl groups or aryl groups having substituents having a total of 4 to 20 carbon atoms are used. These diffusion-resistant groups may be substituted anywhere in the molecule, and a plurality of these groups may exist.

The couplers represented by general formulas (1) and (2) are R1
The groups represented by -R3, XI, X2 and Ar may form dimers or multimers (for example, telomers or polymers) of more than two valent groups bonded to each other via divalent or more divalent groups.

In this case, the number of carbon atoms in each substituent group may be outside the range specified above.

Specific examples of the yellow coupler represented by the general formula (1) or (2) are shown below, but the present invention is not limited thereto.

(Compound example) rO ■ CONHCHzCHzOCHx U CONHCHzC; HzOH x/y=1/1 (weight ratio) Average molecular weight 25,000 The yellow coupler of the present invention is added to the photosensitive silver halide back layer or its adjacent layer in the photosensitive material. can do. In particular, it is preferable to add it to the photosensitive/logogenated back layer.

The total amount added to the photosensitive material is 0.001 to 1°20g/
m”, preferably 0.01 to 1.00 g/gu2
, more preferably 0.10 to 0.80 g/-2.

Synthesis Example 1 Synthesis of Exemplary Compound (3) It was synthesized by the following synthesis method.

N,N-dimethylacetanilide 25 (1 of 25 in ld)
g was dissolved. Sodiumno\idolide (6) at room temperature
0%) was added thereto and stirred for 2 hours. During this time, hydrogen gas was generated. 5.39 g of 2 was added dropwise to this solution at room temperature over a period of 10 minutes. After reacting for 3 hours, 500 d of ethyl acetate was added, and the mixture was transferred to a separatory funnel containing 500 I11 of diluted hydrochloric acid, the oil layer was taken, and the mixture was further washed twice with water until it became neutral. The oil layer was taken, and the solvent was distilled off under reduced pressure.

The target object is column chromatography (filling material: Nijiri gel, eluent: ethyl acetate/chloroform-1/30)
It was separated and purified by 18.3g of exemplified compound (3)
I got it. The melting point was 116 to 119°C (recrystallization solvent niacetonitrile/chloroform = 1/1).

Synthesis Example 2 Synthesis of Exemplary Compound (4) Synthesis was carried out in the same manner as in Synthesis Example 1. However, instead of rose chlorophenylisocyanate 2, an equimolar amount of 2,4-dichlorophenylisocyanate 3 was used. The rest was done in the same way. 15.4 g of Exemplary Compound (4) was obtained.

The melting point was 112-117°C.

Synthesis Example 3 Synthesis of Exemplified Compound (5) The same procedure as in Synthesis Example 2 was carried out. However, in place of 1, the following 4 was used in an equimolar amount. The rest was done in the same way.

10.9 g of Exemplary Compound (5) was obtained. Melting point is 128~
The temperature was 130°C (crystallized from ethyl acetate/hexane).

Next, general formula (B) will be explained in detail.

In the formula, Y is a substituted or unsubstituted alkyl group (having 1 to 1 carbon atoms)
60゜For example, methyl group, t-butyl group, 5ec-octyl group, decyl group, 4-hexyloxycarbonyl-1,1
-dimethylbutyl group, sec -octadecyl group, -
eicosyl group, etc.), alkoxy group (carbon number 1 to 60°, e.g. methoxy group, methquinethoxy group, dodecyloxy group, etc.), aryloxy group (carbon number 6 to 60°, e.g. phenoxy group, 4-methoxyphenoxy group, etc.) , alkylthio group (carbon number 1 to 60°, e.g. butylthio group,
(dodecylthio group, etc.), ori-ruthio group (6 to 6 carbon atoms)
0゜For example, phenylthio group, 2-octyloxo-5-
t-octylphenylthio group, etc.), carbonamide group (carbon number 2 to 60°, e.g. acetylamino group, hensylamino group, 3,5-bis(2-hequinyldecanamide) hensylamino group, α- (2,4-not-t-amylphenoxy)butanamide group, etc.) sulfonamide group (
Carbon number 1-60. , for example, a benzenesulfonamide group,
4-octadecyloxyhenzenesulfonamide group, hexadecanesulfonamide group, etc.). R11,
R1□ is a group similar to Y, a hydrogen atom, a halogen atom,
Sulfo group, carboxyl group, substituted or unsubstituted carbamoyl group (1 to 60 carbon atoms, e.g. carbamoyl group, N
, N-dipropylcarbamoyl group, N-phenylcarbamoyl group, etc.), sulfamoyl group (carbon number O to 60
For example, sulfamoyl group, N,N-dihekynylsulfamoyl group, N-phenylsulfamoyl group, etc.), decyl group (2 to 60 carbon atoms, such as acetyl group, benzoyl group, 3-carboxypropanoyl group, etc.) ), a sulfonyl group (having 1 to 60 carbon atoms, such as a methanesulfonyl group, a henzenesulfonyl group, a dodecyloxybenzenesulfonyl group, etc.). R1 and R1□ may jointly form a carbon ring.

The compound of general formula (B) may form a bis-form, a tris-form, an oligomer, a polymer, or the like.

Preferred Y is an alkyl group, an alkylthio group, a carbonamide group, or a sulfonamide group,
More preferred are alkyl groups and carbonamide groups, and even more preferred are arylcarbonamide groups.

R11 and RI2 are preferably a hydrogen atom, a halogen atom, a sulfo group, an alkyl group, an alkylthio group, or a sulfonyl group, and more preferably a hydrogen atom,
This is the case when it is a halogen atom, an alkyl group, or a sulfonyl group.

Specific examples of the compound of general formula (B) according to the present invention are listed below, but the present invention is not limited thereto.

(A-/) C6F(13 (A-ko) H (A-J) (8-μ) 0[( (A-1 (A-J) (A-7) H (A-4) (8- ta) (A-731 N[(COC1lH23 (A-/Hiro) H (A-/j) (A-/bu) H (A-/7) H (A-it) OH average molecular weight 20, □ oO ( A-IQ) OH OH (A-22) OH (A 25) C
sH+.

(A-26) CJ(+w Y, RI I of the compound represented by these general formulas (B)
, the total number of carbon atoms in R11 is 31 or more, and/
In addition, it is particularly preferable to not have water-soluble groups such as sulfonic acid groups and carboxylic acid groups in order to further improve storage stability.

These compounds represented by general formula (B) are
．． 360.290, 2,419.613, 2,
418.613, 2,701゜197, 4.1
No. 98,239, JP-A No. 57-22237, No. 59-
It can be synthesized into a container according to the method described in No. 202,465 and No. 50-156438.

The amount of the compound represented by the general formula (B) of the present invention added to the light-sensitive material is 0.0005 to 1.0 g/kg/kg, preferably 0.0005 to 1.0 g/kg/kg. 003~0. 5 g/eI", preferably 0.01 to 0.3 g/m".

The compound represented by the general formula (B) of the present invention may be added to any layer in the light-sensitive material, but it is preferably added to the intermediate layer, especially the layer between different color-sensitive back layers, and most preferably Preferably, it is added to an intermediate layer adjacent to the silver halide emulsion layer containing the coupler represented by formula (1) of the present invention.

In the silver halide emulsion that is effective for use in the present invention, silver halide grains containing 4 mol% or more of silver iodide account for 40% or more, preferably 6 mol% or more by weight of all the silver halide grains in the core layer.
The emulsion contains 0% or more, preferably 80% or more.

The distribution of silver iodide within the grains may be uniform or non-uniform, but in the case of silver halide such as double structure grains as described later, the iodide distribution within the grains is It shall mean that the average value of silver is 4 mol% or more.

The silver iodide content of individual silver halide grains can be measured using, for example, an X-ray microanalyzer, and by this method, the weight ratio of silver halide grains containing 4 mol% or more of silver iodide can be measured. can be determined.

The upper limit of the iodine content of the high iodo silver halide emulsion useful in the present invention is determined by the solid solubility limit and is about 40 mol %. Therefore, in the present invention, the silver iodide content is greater than or equal to 4 mol % and about 4 mol %.
A silver halide emulsion having a silver iodide content of 0 mol% or less, preferably a silver halide emulsion having a silver iodide content of 7 mol% or more and 30 mol% or less, more preferably a silver iodide content of 1
A silver halide emulsion in the range of 0 mol % to 25 mol % is used in combination with the compound represented by the general formula (1) of the present invention. When the silver iodide content is below the lower limit of the above range, the effect of improving graininess, which is the object of the present invention, is generally not significant. On the other hand, if it is above the upper limit, problems such as delayed development, soft contrast, and poor desilvering tend to occur.

Further, the high iodo silver halide emulsion of the present invention can be of any grain size. Preferably 0°2-3.0p
When a high iodo silver halide emulsion having a particle size of 0.5 to 2.0 μm is used in combination with the general formula (1) of the present invention, a color photographic light-sensitive material with excellent graininess, processing dependence, and photosensitive material storage stability can be obtained. is obtained.

The high iodine emulsion used in the present invention can be prepared using various methods. In other words, any of the acidic method, neutral method, ammonia method, etc. may be used, and the method for reacting the soluble salt and soluble halogen salt may be a one-sided mixing method, a simultaneous mixing method, a combination thereof, etc. Simultaneous mixing. One type of method is to maintain a constant OPAg in the liquid phase in which silver halide is produced, that is, a control method.
A double jet method can be used. As another type of simultaneous mixing method, a triple dient method (for example, a soluble silver salt, a soluble bromine salt, and a soluble iodine salt) can be used in which soluble halogen salts of different compositions are added independently.

When preparing a relatively large emulsion, it is preferable to use silver halide melting using ammonia, rhodan salts, thioureas, amines, etc. (Ja IIes, p. 9). It is well known in the art to obtain desirable photographic properties by adjusting PH, p, and Ag during particle formation, and it is preferred that the pH varies between 2 and IO depending on the method of particle preparation.

The high iodine emulsion of the present invention may have a regular crystal shape such as hexahedron, octahedron, dodecahedron, or dodecahedron.
In addition, the inside of the emulsion grain (Cor
Part e) is silver iodochlorobromide or silver iodobromide containing a high concentration of silver iodide, and the outer side of the grain (Sel1 part) is silver chloroiodobromide or silver iodobromide with a low silver iodide content. Kaisho 60-143
Double-structure grains or multi-structure grains such as No. 331 and No. 61-245151 are preferred as emulsions of the present invention. C
The silver ratio of ore part and 5e11 part can be selected from a wide range, but 5
/1 to 115 is preferable.

In such double-structure grains or multi-structure grains, the object of the present invention can be achieved if the silver halide has an average silver iodide content of 4 mol % or more. More specifically, the preferred silver iodide content in the core portion is 15 mol% or more, more preferably 25 mol% or more, more preferably 35 mol% to the silver iodobromide solid solubility limit (by James, cited above). (see page 4). The silver iodide content of the 5e11 portion is preferably 5 mol % or less, and more preferably 3 mol % or less.

In the process of silver halide grain formation or physical ripening, a cadmium salt, a zinc salt, a lead salt, a thallium salt, an iridium salt or a complex salt thereof, a rhodium salt or a complex salt thereof, an iron salt or an iron complex salt, etc. may be allowed to coexist.

After the emulsion is precipitated or physically ripened, soluble salts are usually removed. For this purpose, the long-known Tardel water washing method, which involves gelling gelatin, may be used. Inorganic salts such as sodium sulfate, anionic surfactants, anionic polymers (e.g. polystyrene sulfonic acid), or gelatin derivatives (e.g. aliphatic acylated gelatin, aromatic acylated gelatin, aromatic carbamoylated gelatin, etc.) A flocculation method may also be used.

Silver halide emulsions are usually chemically sensitized.

For chemical sensitization, for example H, Pr1eser kX
”Die Grundlagen der Pho
tographischen Prozesse
sitSilberhalogeniden” (A
kademischeVerlagsgesellsc
Haftt 1968) pages 675-734 can be used.

That is, sulfur sensitization using sulfur-containing compounds that can react with active gelatin and silver (e.g., thiosulfates, thioureas, mercapto compounds, rhodanines); reducing substances (e.g., stannous salts, amines, hydrazine derivatives, formamidine sulfinic acid, silane compounds); noble metal compounds (e.g., total complex salts and P5 1
A noble metal sensitization method using complex salts of metals of group 1 of the periodic table such as r, Pd, etc. can be used alone or in combination.

The photographic emulsion used in the present invention can contain various compounds for the purpose of preventing fog during the manufacturing process, storage, or photographic processing of the light-sensitive material, or for stabilizing photographic performance. Namely, azoles such as hendithiazolium salts, nitroimidazoles, nitrobenzimidazoles, chlorobenzimidazoles, promohenzimidazoles, mercaptothiazoles, mercaptobenzothiazoles, mercaptobenzimidazoles, mercaptothiadiazoles, aminotriazoles. such as benzotriazoles, nitrobenzotriazoles, mercaptotetrazoles (especially l-phenyl-5-mercaptotetrazole); mercaptopyrimidines; mercaptotriazines; Zaindenes, tetraazaindenes (especially 1 g of 4-hydroxy-substituted (1,3,3a,7)tetraazaindene), pentaazaindene, etc.; benzenethiosulfonic acid, benzenesulfinic acid, benzenesulfonic acid amide, etc. A number of compounds known as antifoggants or stabilizers can be added, such as.

The photographic emulsion used in the present invention may be spectrally sensitized with methine dyes and others. Dyes used include cyanine dyes, merocyanine dyes, complex cyanine dyes, complex merocyanine dyes, holopolar cyanine dyes, hemicyanine dyes, Included are styryl dyes and hemioxonol dyes. Particularly useful dyes are those belonging to the cyanine dyes, melonanine dyes, and complex merocyanine dyes. Any of the nuclei commonly used for cyanine dyes can be used as the basic heterocyclic nucleus for these dyes. That is, pyrroline nucleus, oxazoline nucleus, thiazoline nucleus, virol nucleus, oxazole nucleus, thiazole nucleus, selenazole nucleus, imidazole nucleus, tetrazole nucleus,
Pyridine nuclei, etc.; Nuclei in which an alicyclic hydrocarbon ring is fused to these nuclei; and nuclei in which aromatic hydrocarbon rings are fused to these nuclei, i.e., indolenine nucleus, benzindolenine nucleus, indole nucleus, benzoxane nucleus, etc. Dole nucleus, naphthoxazole nucleus, benzothiazole nucleus, naphthodeazole nucleus, benzoselenazole nucleus, benzimidazole nucleus, quinoline nucleus, etc. are applicable. These nuclei may be substituted on carbon atoms.

Merocyanine dyes or composite merocyanine dyes include a pyrazolin-5-one nucleus, a thiohydantoin nucleus, and a 2-thioxazolidine-2 nucleus having a ketomethylene structure.
, 4-dione nucleus, thiazolidine-2,4-dione nucleus, rhodanine nucleus, thiobarbic acid nucleus, and the like can be applied.

Useful sensitizing dyes include, for example, German Patent No. 929.0
No. 80, U.S. Patent No. 2.231.658, U.S. Patent No. 2,493
, No. 748, No. 2,503,776, No. 2,519,
No. 001, 2. 912. No. 329, 3,656
, No. 959, No. 3,672゜897, No. 3,694,
No. 217, 4. O25,349, 4,046,5
No. 72, British Patent No. 1,242.588, Special Publication No. 1972-
Examples include those described in No. 14030 and No. 51-24844.

These sensitizing dyes may be used alone or in combination, and combinations of sensitizing dyes are often used particularly for the purpose of supersensitization.

A typical example is U.S. Patent No. 2,688,545, 2.9
No. 77.229, No. 3,397,060, No. 3,52
No. 2,052, No. 3,527.641, No. 3.617
．． No. 293, No. 3.628, 964, No. 3.666.
No. 480, No. 3.672゜898, No. 3,679,4
No. 28, No. 3,703.377, No. 3,769,30
No. 1, No. 3 814.609, No. 3,837.862
No. 4.026,707, British Patent No. 1,344,2
No. 81, No. 1,507,803, Special Publication No. 43-493
No. 6, No. 53-12.375, JP-A-52-110,
No. 618, No. 52-109,925, etc.

Along with the sensitizing dye, it is a dye that itself does not have a spectral sensitizing effect or a substance that does not substantially absorb visible light,
For example, the emulsion may contain a substance exhibiting supersensitization.
Aminostyl compounds substituted with nitrogen-containing heterocyclic groups (for example, U.S. Pat. No. 2,933.390, U.S. Pat. No. 3,635.7)
No. 21), aromatic organic acid formaldehyde condensates (such as those described in U.S. Pat. No. 3,743.510), cadmium salts, azaindene compounds, etc., U.S. Pat. No. 3,615.613. , 3, 6
No. 15.641, No. 3,617,295, No. 3,63
The combinations described in No. 5,721 are particularly useful.

In the present invention, it is preferable to use a cyan coupler represented by general formula (C).

These couplers require only a small amount of high-boiling organic solvent to be used, and as a result, the amount of binder can be reduced.
High sensitivity, high contrast, improved sharpness, and rapid processing are possible. From this point of view, the amount of high boiling point organic solvent as described in JP-A No. 62-269958, that is, the amount of high boiling point organic solvent for cyan coupler is 0.3 or less, more preferably 0. Use at 1 or less.

Formula (C) song In formula (C), R3 is -CONR, R$.

-3o,NR,Rs, -NHCOR,, -NHCOO
R@, -NHSOI R,, -NHCON R-R
s or -NHSOI NR, R1 is a group that can be substituted on the naphthalene ring, l is an integer of θ to 3, R1 is a substituent, X is a hydrogen atom or an oxidized aromatic primary amine developer Each represents a group that can be separated by a coupling reaction with. However, R4 and Rs may be the same or different and represent a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group, and R1 represents an alkyl group, an aryl group, or a heterocyclic group. When l is plural, R1 may be the same or different, and may be bonded to each other to form a ring. Further, R1 and R3 or R3 and X may be bonded to each other to form a ring.

The coupler represented by formula (C) is a dimer or a multimer (polymer main chain) that is bonded to each other via a divalent or more than divalent group in R1, R1, R3 or X.
(including polymers with couplers attached to them).

In the present invention, the alkyl group may be linear, branched, or cyclic, and even if it contains an unsaturated bond, it may have a substituent (such as a halogen atom, aryl group, heterocyclic group, alkoxy group, or aryloxy group, alkylsulfonyl group, arylsulfonyl group, alkoxycarbonyl group, acyloxy group, acyl group).

Furthermore, even if the aryl group is a condensed ring (for example, a naphthyl group), a substituent (for example, in addition to the substituent of the above-mentioned alkyl group, an alkyl group, a cyano group, a carbonamide group, a sulfonamide group, a carbamoyl group, a sulfamoyl group, a ureido group) , alkoxycarbonylamino group).

In addition, the heterocyclic group is a 3- to 8-membered monocyclic or condensed ring heterocyclic group containing at least one hetero atom of 0, N, S, P, Se, Te in the ring, and the substituent ( For example, in addition to the substituents of the aryl group, hydroxyl group, carboxyl group,
nitro group, amino group, aryloxycarbonyl group).

R3 preferably has a total number of carbon atoms (hereinafter referred to as the number of C) from 1 to
30 carbamoyl groups [e.g. N-n-butylcarbamoyl, N-n-hexadecylcarbamoyl, N-(3-
(2,4-di-t-pentylphenoxy)propyl]carbamoyl, N-(3-n-dodecyloxypropyl)
Carbamoyl, N-(3-n-dodecyloxy-2-methylpropyl)carbamoyl), N-(3-(4-octylphenoxy)propyl]carbamoyl) or C0-30 sulfamoyl group [e.g. N- (3-
n-dodecyloxypropyl)sulfamoyl, N-C
4-(2,4-di-t-pentylphenoxy)butylcarbamoyl], particularly preferably a carbamoyl group.

1 is preferably 0 or 1, particularly preferably 0.

R8 is preferably a halogen atom (F.

CI! , Br, ■, the same applies hereafter. ), cyano group, C number 1~
12 alkyl, alkoxy, carbonamide, or sulfonamide groups.

R1 is preferably -CORff, -3o, R,, -C
o, R,, -P (ORI), or -p (R,
)t, where R1 has the same meaning as R1, and R, has the same meaning as R1. R3 particularly preferably has a C number of 1 to
30 -COR1 (e.g. acetyl, trifluoroacetyl, pivaloyl, benzoyl), -S with 1 to 30 C atoms
O, R, (e.g. methylsulfonyl, n-butylsulfonyl, p-)lylsulfonyl] or - having 2 to 30 carbon atoms
Co! R* (for example, methoxycarbonyl, isobutoxycarbonyl, 2-ethylhexyloxycarbonyl), and -Co, R, and more preferably.

X is preferably a hydrogen atom, a halogen atom, or an alkoxy group having 1 to 30 carbon atoms [e.g., 2-hydroxyethoxy, 2-(
carboxymethylthio)ethoxy, 3-carboxyethoxy, 2-methoxyethoxy], C6-30 aryloxy group, [e.g. 4-methoxyphenoxy, 4-(
3-carboxypropanamide) phenoxy], C number 2
~30 alkylthio groups (e.g. carboxymethylthio, 2-carboxyethylthio, 2-hydroxyethylthio, 2,3-dihydroxypropylthio) or C number 6
~30 arylthio groups [e.g. 4-t-butylphenylthio, 4-(3-carboxypropanamido)phenylthio], particularly preferably a hydrogen atom, a chlorine atom,
It is an alkoxy group or an alkylthio group.

Specific examples of the cyan coupler represented by formula (C) are shown below.

(C-4) 0H (C-7) Song (C-8) H (C-9) 1H (C-10) H (C-11) 1H (C-12) Cyan expressed by the equation (C) Specific examples of couplers other than those mentioned above and/or methods of synthesizing these compounds are disclosed in, for example, U.S. Pat.
No. 61-153640, No. 61-1455.57
No. 63-208042 and West German Patent No. 38230
It is described in No. 49A.

The total amount of the cyan coupler represented by formula (C) is 30 mol% or more of the total cyan coupler, preferably 50 mol% or more of the total cyan coupler.
It is mol% or more, more preferably 7 mol% or more, still more preferably 90 mol% or more.

It is preferable to use two or more cyan couplers represented by formula (C) in combination, and when the same color-sensitive layer is divided into two or more layers with different sensitivities, a 2-equivalent cyan coupler is used in the highest sensitivity layer. It is preferable to use a 4-equivalent cyan coupler in the lowest sensitivity layer. For the same color-sensitive layers other than these, it is preferable to use either one or both.

For the harmful light material of the present invention, it is particularly preferable to use a hendiylacetanilide yellow coupler represented by the following general formula A.

-S2: A: The yellow coupler with A: has a high activity, so it becomes high contrast, sharpness is improved, and rapid processing is possible.

In the general formula IA:' General formula f A ), M and Q are groups (including atoms) that can be substituted on the Hensen ring, L is a hydrogen atom, a halogen atom, or an aliphatic oxy7 group, and m ! i represents an integer of 0 to 5, n represents an integer of O to 4, and χ represents a group capable of being separated from coupling reaction S with an oxidized aromatic primary amine developer. However, when m is plural, (M) may be the same or different, and similarly when m is plural, (Q)1 may be turned or different. Also M, Q, L or X
may become a divalent to tetravalent linking group to form a dimer to tetramer of the yellow coupler represented by the general formula (A).

Examples of M and Q include halogen atoms (fluorine, chlorine, bromine), aliphatic groups having 1 to 20 carbon atoms, aromatic groups having 6 to 20 carbon atoms, aliphatic oxy groups having 1 to 20 carbon atoms, and aliphatic groups having 1 to 20 carbon atoms. 6～
20 aromatic oxy groups, carbon amide groups with 2 to 24 carbon atoms, sulfonamide groups with 0 to 20 carbon atoms, 1 to 20 carbon atoms
24 carbamoyl group, sulfamoyl group having 0 to 20 carbon atoms, acyloxy group having 2 to 20 carbon atoms, 2 to 2 carbon atoms
0 aliphatic oxycarbonyl group, substituted amino group having 2 to 24 carbon atoms, aliphatic thio group having 1 to 24 carbon atoms, 0 to 24 carbon atoms
20 ureido group, sulfamoylamino group having 0 to 20 carbon atoms, cyano group, aliphatic oxycarbonylamino group having 2 to 20 carbon atoms, imide group having 4 to 20 carbon atoms, 1 carbon number
-20 aliphatic sulfonyl groups, C6-20 aromatic sulfonyl groups, C1-20 heterocyclic groups, and the like. L
is a hydrogen atom, a halogen atom (fluorine, chlorine, bromine), or an aliphatic oxy group having 1 to 24 carbon atoms.

X is a group that can be separated by a coupling reaction with an oxidized aromatic 11-class amine developer, and is specifically represented by the following general formulas (B), (C), and CD).

General formula CB) -O-R' General formula (C) -S-R' General formula CD) 1.・−−“−”゛・, −N' :y ゛・15. -0-2. ...' In the general formula (B), R' is an aromatic group having 2 to 3 carbon atoms, a heterocyclic group having 1 to 28 carbon atoms, an acyl group having 2 to 28 carbon atoms, or an aliphatic sulfonyl group having 1 to 24 carbon atoms. group or an aromatic sulfonyl group having 6 to 24 carbon atoms.

In the general formula [CD, R' represents an aliphatic group having 1 to 3 carbon atoms, an aromatic group having 6 to 3 carbon atoms, or a heterocyclic group having 1 to 28 carbon atoms.

In the general formula CD), Y represents a group of nonmetallic atoms necessary to form a monocyclic or condensed 5- to 7-membered heterocycle together with Q. Examples of heterocycles formed by Q and Y include pyrrole, pyrazole, imidazole, l, 2.4-
Triazole, tetrazole, indole, indazole, benzimidazole, benzotriazole, tetraazaindene, succinimide, phthalic acid imide, saccharin, oxazolidine-2,4-dione, imidapridine-2,4-dione, thiazolidine-2゜4- dione, urazole, parabanic acid, maleimide, 2-pyridone, 4-pyridone, 6-pyridazone, 6-pyrimidone, 2-pyrazone, 1,3゜5-triazin-2-one,
1,2.4-triazin-6-one, 1,3.4-)riazin-6-one, 2-oxacilone, 2-thiazolone, 2-imidacylone, 3-isoxacilone, 5-tetrazolone, I, 2. 4-triacy5-one, etc. These may be substituted, and examples of substituents include halogen atom, hydroxy group, nitro group, cyano group, hydroxy group, aliphatic group, aromatic group, heterocyclic group. , aliphatic oxy group, aromatic oxy group, aliphatic thio group, aromatic thio group, aliphatic oxycarbonyl group, carbonamide group, sulfonamide group, carbamoyl group, sulfurioyl group, ureido group, sulfamoylamino group, aliphatic oxycarbonylamino group, substituted amino group, etc.

In the present invention, the aliphatic group refers to a linear, branched or cyclic alkyl group, alkenyl group or alkynyl group, which may be substituted. Examples of aliphatic groups include methyl, ethyl, isopropyl, n-butyl, t-butyl, t-amyl, n-hexyl, cyclohexyl, n-octyl, 2-ethylhexyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, 2-hexyldecyl, n-octadecyl, allyl, benzyl, phenethyl, undecenyl, octadecenyl, trifluoromethyl, chloroethyl, cyanoethyl, 1-(ethoxycarbonyl)ethyl, methoxyethyl, butoxyethyno-3-dodecyloxypropyl, Examples include phenoxyethyl. In the present invention, the heterocyclic group refers to a substituted or unsubstituted monocyclic or condensed ring heterocyclic group, such as the above-mentioned heterocyclic group.
In addition to groups derived from the compounds listed as HN Y, 2
-furyl, 2-thienyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-quinolyl, oxazol-2-yl, thiazol-2-yl, benzoxazole-2-
yl, benzothiazol-2-yl, 1. 3. 4-
Examples include thiadiazol-2-yl, 1,3,4-year-old xadiazol-2-yl, and the like. In the present invention, the aromatic group is a substituted or unsubstituted monocyclic or condensed ring aryl group, such as phenyl, tolyl, 4-chlorophenyl, 4-methoxyphenyl,! -naphthyl, 2-naphthyl, 4-t-butylphenoxy, etc.

Next, examples of preferred substituents in the coupler represented by general formula (A) will be described. M is preferably an aliphatic group (methyl, ethyl, n-propyl, t-butyl, etc.), an aliphatic oxy group (methoxy, ethoxy, n-butoxy, n-dodecyloxy, etc.), a halogen atom (fluorine, chlorine, bromine, etc.). )
, carbonamide group (acetamide, n-butanamide, n-tetradecanamide, benzamide, etc.) or sulfonamide group (methylsulfonamide), n-butylsulfonamide, n-octylsulfonamide, n-dodecylsulfonamide, toluenesulfonamide etc.).

L is preferably a chlorine atom or an aliphatic oxy group (methoxy, ethoxy, methoxyethoxy, n-octyloxy, 2-ethylhexyloxy, n-tetradecyloxy, etc.).

Q is preferably an aliphatic oxycarbonyl group (methoxycarbonyl, ethoxycarbonyl, n-butoxycarbonyl, n-hexyloxycarbonyl, 2-ethylhexyloxycarbonyl, l-(ethoxycarbonyl) in addition to the substituents listed above for M). carbonyl)ethyloxycarbonyl, 3-dodecyloxyprobyloxycarbonyl, n-
decyloxycarbonyl, n-dodecyloxycarbonyl, phenethyloxycarbonyl, etc.) or carbamoyl groups (dimethylcarbamoyl, dibutylcarbamoyl,
dibutylcarbamoyl, di-2-ethylhexylcarbamoyl, n-dodecylcarbamoyl, etc.). m is preferably 0 to 2, and n is preferably θ to 2.

X is preferably a group in the general formula CB) in which R' is an aromatic group (4-methoxycarbonylphenoxy, 4.-methylsulfonylphenoxy, 4-cyanophenoxy, 4
-dimethylsulfamoylphenoxy, 2-acetamido-4-ethoxycarbonylphenoxy, 4-ethoxycarbonyl-2-methylsulfonamidophenoxy, etc.)
or a group represented by the general formula (D), and among the latter, a group represented by the following general formula (E) is more preferable.

General Formula (E) In General Formula (E), V represents a substituted or unsubstituted methylene group or a substituted or unsubstituted imino group, and W represents an oxygen atom, a sulfur atom, a substituted or unsubstituted methylene group, or an unsubstituted imino group. . However, when V is an imino group, W is neither an oxygen atom nor a sulfur atom. Examples of the group represented by general formula (E) include succinimide, phthalimide, 1-methyl-imidazolidine-2,4-dione-3-yl, l,-benzyl-imidazolidine-2
,4-dione-3-yl, 5-ethoxy-1-methylimidazolidine-2,4-dione-3-yl, 5-methoxy-1-methylimidazolidine-2,4-dione-3-
yl, 5,5-dimethyloxazolidin-2,4-dion-3-yl, thiazolidin-2,4-dion-3-yl, l-benzyl-2-phenyltriacylidin-3,
5-dion-4-yl, 1-n-propyl-2-phenyltriacylidin-3,5-dion-4-yl, 5-ethoxy-1-benzyl-imidapridin-2,4-dion-3-yl etc.

In the yellow coupler represented by the general formula (A), any of its substituents M, Q, L, or X may serve as a divalent to tetravalent linking group to form a dimer to tetramer of the yellow coupler. , monomer or dimer are preferred. When the yellow coupler represented by the general formula (A) is a dimer to a tetramer, the above-mentioned carbon number ranges for M, Q, L, or X do not apply.

Specific examples of the yellow coupler represented by the general formula (A) are shown below, but the couplers used in the present invention are not limited to these.

CHs IHI Y-31 Y 5 C
HsY-7CH+ COOCHCOOCI! H□-1 Y-9C! H3 Y I OC+ H* COOCHs CHC4Hs Shi! (CHI)1 χ Y-19CH.

CH The above yellow coupler is synthesized by a conventionally known method. For example, U.S. Patent No. 3.227.554;
．． No. 408.194, No. 3,415.652, No. 34
No. 47.928, No. 4401752, British Patent No. 1,0
No. 40,710, JP-A No. 47-26133, JP-A-47-26133, No. 47-
No. 37736, No. 4B-733147, No. 48-94
No. 432, No. 48-68834, No. 48-68835
No. 48-68836, No. 50-34232, No. 51-50734, No. 51-102636, No. 5
No. 5-598, No. 55-161239, No. 56-95
No. 237, No. 56-161543, No. 56-1533
No. 43, No. 59-174839 and No. 60-3573
It can be synthesized by the synthesis method described in the specification of No. 0.

The use of a polymer coupler obtained from a monomer represented by the following general formula (PA) in the green-sensitive layer of the silver halide color photographic material of the present invention provides 1ffiJi high sensitivity and sharpness. It is more preferable from the viewpoint of improvement and rapid processing.

R1□ In the formula, R1o represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or chlorine, and -D- represents -COO-1CON
RI! ! -1 or a substituted or unsubstituted phenyl group, -E- represents a substituted or unsubstituted alkylene group, phenylene group or aralkylene group, -F-
is -CONR+xt-1NR+zz C0NR1゜-1
NR+zxCOO-2NR+xzCO-10CONR+
H-1NRI! -1-COO-1-OCO-1-CO-
1-〇-1S-1-SO, -1 NR+zx Sow
-1 or -SO! NR+zz-, R1□2 represents a hydrogen atom, a substituted or unsubstituted aliphatic group, or an aryl group, R1! ! When there are two or more in the same molecule, they may be the same or different.

p, q, r represent O or 1, provided that p, ql
r cannot be 0 at the same time.

T is any part of the coupler residue (Ar, Xs, RI! ).

Ar where Ar represents a well-known type of substituent in the 1-position of the 2-pyrazolin-5-one coupler, such as an alkyl group, a substituted alkyl group (e.g. haloalkyl such as fluoroalkyl, cyanoalkyl, benzylalkyl), substituted or unsubstituted. Substituted heterocyclic groups (e.g. 4-pyridyl, 2-thiazoyl), substituted or unsubstituted aryl groups [substituents for heterocyclic groups and aryl groups include alkyl groups (e.g. methyl, ethyl), alkoxy groups; (e.g. methoxy, ethoxy), aryloxy groups (e.g. phenyloxy),
Alkoxycarbonyl group (e.g. methoxycarbonyl)
, acylamino groups (e.g. acetylamino), carbamoyl groups, alkylcarbamoyl groups (e.g. methylcarbamoyl, ethylcarbonyl), dialkylcarbamoyl! (for example dimethylcarbamoyl), arylcarbamoyl group (e.g. phenylcarbamoyl), alkylsulfonyl group (e.g. methylsulfonyl), arylsulfonyl group (e.g. phenylsulfonyl), alkylsulfonamide group (e.g. methanesulfonamide),
sulfonamide group (e.g. phenylsulfonamide)
, sulfamoyl group, alkylsulfamoyl group (e.g. ethylsulfamoyl), dialkylsulfamoyl group (e.g. dimethylsulfamoyl), alkylthio group (e.g. methylthio), arylthio group (e.g. phenylthio), cyano group, nitro group, Examples include halogen atoms (e.g. fluorine, chlorine, bromine, etc.), and this substituent
If there are more than one, they may be the same or different.

Particularly preferred substituents include a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, and a cyano group. ] represents.

R-rich 3 is an unsubstituted or substituted anilino group, an acylamino group (e.g. alkylcarbonamide, phenylcarbonamide, alkoxycarbonamide, phenyloxycarbonamide), a ureido group (e.g. alkylureido,
phenylureido), sulfonamide group, and these substituents include halogen atoms (e.g., fluorine, chlorine, bromine, etc.), linear and branched alkyl groups (e.g.,
methyl, t-butyl, octyl, tetradecyl), alkoxy groups (e.g. methoxy, ethoxy, 2-ethylhexyloxy, tetradecyloxy), acylamino groups (
For example, acetamide, benzamide, butanamide,
Octaneamide, Tetradecanamide, α-(2,4-
Di-tert-amylphenoxy)acetamide, α-
(2,4-di-tert-amylphenoxy)butyramide, α-(3-pentadecylphenoxy)hexanamide, α-(4-hydroxy-3-tert-butylphenoxy)tetradecanamide, 2-oxo-pyrrolidine-1- yl, 2-oxo-5-tetradecylpyrrolidin-1-yl, N-methyl-tetradecanamide), sulfonamide groups (e.g. methanesulfonamide, benzenesulfonamide, ethylsulfonamide, p-)luenesulfonamide, octane sulfonamide, P-dodecylbenzenesulfonamide, N-methyl-tetradecanesulfonamide), sulfamoyl group (e.g. sulfamoyl, N-methylsulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N
, N-diakylcarbamoyl, N-hexadecylsulfamoyl, N-(3-(dodecyloxy)-propyl)
Sulfamoyl, N-(4-(2,4-tert-
amylphenoxy)butylcarbamoyl, N-methyl-
N-tetradecylsulfamoyl), carbamoyl group (
For example, N-methylcarbamoyl, N-butylcarbamoyl, N-octadecylcarbamoyl, N-(4-(2
, 4-di-tert-amylphenoxy)butylcarbamoyl, N-methyl-N-tetradecylcarbamoyl)
, diacylamino group (N-succinimide, N-phthalimide, 2,5-dioxo-1-oxolidinyl,
3-dodecyl-2,5-dioxo-1-hydantoynyl, 3-(N-7cetyl-N-dodecylamino)succinimide), alkoxycarbonyl group (e.g., methoxycarbonyl, tetradecyloxycarbonyl, benzyloxycarbonyl), alkoxysulfonyl groups (e.g. methoxysulfonyl, butoxysulfonyl, octyloxysulfonyl, tetradecyloxysulfonyl),
Aryloxysulfonyl groups (e.g., phenoxysulfonyl, p-methylphenoxysulfonyl, 2,4-di-tert-amylphenoxysulfonyl), alkanesulfonyl groups (e.g., methanesulfonyl, ethanesulfonyl, octanesulfonyl, 2-ethylhexylsulfonyl, hexadecanesulfonyl), arylsulfonyl groups (e.g. eva, benzenesulfonyl, 4-nonylbenzenesulfonyl), alkylthio groups (e.g. methylthio, ethylthio, hexylthio, benzylthio, tetradecylthio, 2-(2,4-di[ert-amyl) (phenoxy)ethylthio), ruthio groups (e.g. phenylthio, p-)'Jruthio), alkyloxycarbonylamino groups (e.g. methoxycarbonylamino, ethyloxycarbonylamino, benzyloxycarbonylamino, hexadecyl-dicarbonylamino) ), alkylureido groups (e.g., N-methylureido, N,N
-dimethylureido, N-methyl-N-dodecylureido, N-hexadecylureido, N,N-dioctadecylureido), acyl groups (e.g. acetyl, benzoyl, octadecanoyl, p-dodecanamidobenzoyl), nitro groups , carboxyl group, sulfo group, hydroxy group or trichloromethyl group.

However, among the above substituents, those defined as alkyl groups have 1 to 36 carbon atoms, and those defined as aryl groups have 6 to 38 carbon atoms.

Z is a hydrogen atom, a halogen atom (e.g. chlorine, bromine),
Coupling-off groups linked via an oxygen atom (e.g. acetoxy, propanoyloxy, benzoyloxy, ethoxyoxaloyloxy, pyruvinyloxy, cinnamoyloxy, phenoxy, 4-cyanophenoxyl, 4-
Titanium sulfonamide phenoxy, α-naphthoxy, 4
-Cyanoxyl, 4-methanesulfonamide-phenoxy, α-naphthoxy, 3-pentadecylphenoxy, benzyloxycarbonyloxy, ethoxy, 2-cyanoethoxy, benzyloxy, 2-phenethyloxy, 2
-phenoxy-ethoxy, 5-phenyltetrazolyloxy, 2-benzothiazolyloxy), coupling-off groups linked via a nitrogen atom (e.g., JP-A-59-9943
No. 7), specifically benzenesulfonamide, N-ethyltoluenesulfonamide, heptafluorobutanamide, 2,3.4,5°6-pentafluorobenzamide, octanesulfonamide, P-
Cyanophenylureido, N,N-diethylsulfamoylamino, 1-piperidyl, 5,5-dimethyl-2,
4-dioxo-3-oxazolidinyl, 1-benzyl-
5-ethoxy-3-hydantoynyl, 2-oxo-1,
2-dihydro-1-pyridinyl, imidazolyl, pyrazolyl, 3,5-diethyl-1,2,4-triazole-
1-yl, 5- or 6-promobenzotriazol-1-yl, 5-methyl-1,2゜3.4-)riazol-1-yl group, benzimidazolyl), coupling-off group linked via a sulfur atom (e.g. phenylthio, 2
-carboxyphenylthio, 2-methoxy-5-octylphenylthio, 4-methanesulfonylphenylthio,
4-octanesulfonamidophenylthio, benzylthio, 2-cyanoethylthio, 5-phenyl-2,3,4
, 5-tetrazolylthio, 2-benzothiazolyl).

Preferred is a coupling-off group linked via a nitrogen atom, particularly preferred is a pyrazolyl group.

E is unsubstituted with 1 to 10 carbon atoms or! represents an alkylene group, an aralkylene group, or a phenylene group,
The alkylene group may be linear or branched; examples of the alkylene group include methylene, methylmethylene, dimethylmethylene, dimethylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, decylmethylene; examples of the aralkylene group include benzylidene; and the phenylene group. Examples include P-phenylene, m-phenylene, and methylphenylene.

Substituents for the alkylene group, aralkylene group, or phenylene group represented by E include aryl groups (e.g., phenyl), nitro groups, hydroxyl groups, cyano groups, sulfo groups, alkoxy groups (e.g., methoxy), aryloxy groups (e.g., phenoxy), Acyloxy group (e.g. acetoxy)
, acylamino groups (e.g. acetylamino), sulfonamide groups (e.g. methanesulfonamide), sulfamoyl groups (e.g. methylsulfamoyl), halogen atoms (e.g. fluorine, chlorine, bromine), carboxy groups, carbamoyl groups (e.g. methyl carbamoyl), alkoxycarbonyl groups (eg, methoxycarbonyl), and sulfonyl groups (eg, methylsulfonyl). When there are two or more of these substituents, they may be the same or different.

Next, examples of non-color-forming ethylene-like monomers that do not couple with the oxidized aromatic-grade amine developer copolymerizable with the coupler monomer represented by the general formula (PA) include acrylic esters. , methacrylic acid esters, crotonic acid esters, vinyl esters, maleic acid diesters, fumaric acid diesters, itaconic acid diesters, acrylamides, methacrylamides, vinyl ethers,
Examples include styrenes.

More specific examples of these monomers include acrylic esters such as methyl acrylate, ethyl acrylate, n-propyl acrylate, isopropyl acrylate, n-butyl acrylate, isobutyl acrylate, tert-butyl acrylate, hexyl acrylate, 2- Ethylhexyl acrylate, acetoxyethyl acrylate, phenyl acrylate, 2-methoxy acrylate, 2-ethoxy acrylate, 2-
Examples include (2-methoxyethoxy)ethyl acrylate. Examples of methacrylic acid esters include methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, n-butyl methacrylate), tert-butyl methacrylate, cyclohexyl methacrylate, 2-
Examples include hydroxyethyl methacrylate and 2-ethoxyethyl methacrylate. Examples of crotonate esters include butyl crotonate, hexyl crotonate, and the like. Examples of the vinyl ester include vinyl acetate, vinyl propionate, vinyl butyrate, vinyl methoxy acetate, ben-1[nyl, etc. Maleic acid diesters include diethyl maleate,
Dimethyl maleate, diptyl maleate, etc. are mentioned. Examples of fumaric acid diesters include diethyl fumarate, dimethyl fumarate, and diptyl fumarate. Examples of itaconic acid diesters include diethyl itaconate, dimethyl itaconate, diptyl itaconate, and the like.

Acrylamides include acrylamide, methylacrylamide, ethylacrylamide, propylacrylamide, n-butylacrylamide, tert-butylacrylamide, cyclohexylacrylamide, 2-
Examples include methoxyethyl acrylamide, dimethyl acrylamide, diethyl acrylamide, and phenyl acrylamide. Examples of methacrylamides include methylmethacrylamide, ethylmethacrylamide, n-butylmethacrylamide, tert-butylmethacrylamide, 2-methoxymethacrylamide, dimethylmethacrylamide, diethylmethacrylamide, and the like. Examples of vinyl ethers include methyl vinyl ether, butyl vinyl ether, hexyl vinyl ether, methoxyethyl vinyl ether, dimethylaminoethyl vinyl ether, and the like. Styrenes include styrene,
Methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, isopropylstyrene, butylstyrene, chloromethylstyrene, methylstyrene, butoxystyrene, acetoxystyrene, chlorstyrene,
Dichlorostyrene, bromstyrene, vinyl ammonium, -9
Examples include methyl ester and 2-methylstyrene.

Examples of other monomers include allyl compounds (e.g. allyl acetate), vinyl ketones (e.g. methyl vinyl ketone), vinyl heterocycles (e.g. vinyl pyridine), glycidyl esters (e.g. glycidyl acrylate).
, unsaturated nitriles (e.g. acrylonitrile), acrylic acid, methacrylic acid, itaconic acid, maleic acid, monoalkyl itaconate (e.g. monomethyl itaconate),
Monoalkyl maleates (e.g. monomethyl maleate), citraconic acid, vinylsulfonic acid, acryloyloxyalkylsulfonic acids (e.g. acryloyloxymethylsulfonic acid), acrylamide alkylsulfonic acids (e.g. 2-acrylamido-2-methylethanesulfone), etc. can be mentioned. These acids contain alkali metals (
For example, it may be a salt of Na, K) or ammonium ion.

Among these monomers, preferably used comonomers include acrylic esters, methacrylic esters, styrenes, maleic esters, acrylamides, and methacrylamides.

Two or more of these monomers may be used in combination.

Examples of combinations when using two or more types include n-
Butyl acrylate-1 and styrene, n-butyl acrylate and butyl styrene, t-butyl methacrylamide and n
-butyl acrylate and the like.

General formula (PB
) The ratio of the colored portion corresponding to
~70% by weight is preferred.

The equivalent molecular weight (grams of polymer containing 1 mole of monomeric coupler) in this case is from about 250 to 4,000, but is not limited thereto.

The polymer coupler used in the present invention is added to the silver halide emulsion layer or to a layer adjacent thereto.

The magenta polymer coupler is based on the coupler monomer, and when in the same layer as the silver halide, 0.0.
005 mol to 0.5 mol, preferably 0.03 to 0.25
It is better to add moles.

Further, when a magenta polymer coupler is used in the non-photosensitive layer, the coating amount is 0. O1g/rrf~1. Og/n
(, preferably in the range of 0.1 g/% to 0.5 g/n).

The polymer coupler used in the present invention may be prepared by dissolving a lipophilic polymer coupler obtained by polymerizing a monomer coupler in a 1af4 medium and emulsifying and dispersing it in the form of latex in an aqueous gelatin solution as described above. Alternatively, it may be produced by direct emulsion polymerization.

U.S. Patent No. 3,45 describes a method for emulsifying and dispersing lipophilic polymer couplers in an aqueous gelatin solution in the form of latex.
No. 1,820, and U.S. Pat. No. 4,08 for emulsion polymerization.
The methods described in EP 0,211, EP 3,370,952 and EP 341,088 A2 can be used.

The above magenta polymer coupler was synthesized using a polymerization initiator and a polymerization solvent in JP-A-56-5543 and JP-A-57-94.
752, JP-A-57-176038, JP-A-57-20
4038, JP-A-58-28745, JP-A-58-10
738, JP 58-42044, JP 58-145
It is carried out using a compound described in No. 944.

The polymerization temperature must be set in relation to the molecular weight of the polymer to be produced, the type of initiator, etc., and ranges from below 0°C to 10°C.
Polymerization is usually carried out at a temperature of 30°C to 100°C, although it is possible to polymerize at a temperature of 0°C or higher.

Next, specific examples of magenta polymer couplers that can be used in the present invention will be given, but the invention is not limited thereto.

(The subscript represents the molar ratio.) (P-1) (P-2) (P-8) (P-10) (P-11) (P-12) (P-14) Photosensitive material of the present invention It is preferable to add a compound represented by the following general formula (R) to the material.

General formula (R) A (Ll)--B-(Ll)-DI The formula chunin represents a group that reacts with an oxidized developing agent to cleave (Ll), -B-(Ll), and -DI. , Ll represents a linking group whose bond with B is cleaved after the bond with A is cleaved, B represents a group which reacts with the oxidized developing agent (Ll) and cleaves -DI, and L represents B.
represents a group that cleaves DI after the bond with DI
represents a development inhibitor, ■ and W each represent an integer from O to 2, and when they represent 2, two L1s and two O's each represent different or the same thing.

The compound represented by the general formula (R) will be explained in detail below.

The compound represented by the general formula (R,) cleaves DI through the following reaction process during development.

(L,), -B-(Lt)--D I->->D
I where A1L3,v,BSL! , w and DI have the same meanings as explained in the general formula (R), and QDI represents an oxidized developing agent.

Representative examples of the group represented by B in general formula (R) are shown below. In the following, * mark indicates A in general formula (R)
-(Ll)- represents the bonding position. ** mark is (Ll
), -DI represents the bonding position of I.

In the formula, R11 has the same meaning as Ran as described above, R+4 and R11 each have the same meaning as R41 as described above, ! is an integer from 0 to 2, m is an integer from 0 to 3, and a is 0 or ! each represents an integer.

Specific examples of when B is separated to become a compound that exhibits a reducing action include U.S. Pat. Nos. 4,741,994 and 44.
No. 77560, JP-A-61-102646, JP-A No. 61-
No. 107245, No. 61-113060, No. 64-1
No. 3547, No. 64-13548 or No. 84-73
An example of this is Kangen 芊, which is described in No. 346.

As the group represented by DI in the general formula (R), a conventionally known development inhibitor or the like can be used. For example, a heterocyclic mercapto group, or! -Indazolyl group and triazolyl group are preferably used. Specifically, tetrazolylthio group, thiadiazolylthio group, oxadiazolylthio group, triazolylthio group, pensitoxazolylthio group, benzothiazolylthio group, benzimidazolylthio group, 1-(or 2-)benzotriazolyl group, l,
2. 4-) Riazol-1-(or 4-)yl group or l-indazolyl group, and when these have a substituent, examples of the substituent include an aliphatic group, an aromatic group,
Examples include the heterocyclic group and the substituents listed above as substituents that an aromatic group may have.

The synthesis method of the compound represented by the general formula (R) constituting the present invention is disclosed in U.S. Pat. Nos. 4,618,571 and 4,770,982
No., JP-A-63-284159, JP-A No. 60-20394
It can be synthesized by the method described in No. 3 or No. 63-23152.

Specific examples of the compounds of the present invention are listed below, but the invention is not limited thereto.

(R-1) 0M (R-2) song (R-3) (R-4) II (R-5) n)I CH.

(R-6) (R-7) OH (R-8) Law J C)1. cO, c, H.

(R-9) (R-10) lJ (R-19) (R-20) (R-21) (R-22) (R-23) (R-24) (R-25) General of the present invention The compound represented by the formula (shaku) is preferably added to the light-sensitive silver halide emulsion layer or its adjacent layer in the light-sensitive material, and the amount added is from IXI O'' to
1xlO-”mof/rdr, preferably 3X10
-"~5X10-'mol/nf, preferably 1
x 10'' to 2 x 10-'mol/d.

Example 1 On a subbed cellulose triacetate film support,
Sample 101, which is a multilayer color photosensitive material, was prepared by applying layers having the compositions shown below.

(Photosensitive layer composition) The number corresponding to each component indicates the coating amount expressed in g/m2 units, and for silver halide, it indicates the coating amount in terms of silver. However, for sensitizing dyes, the coating amount in the same layer The amount of coating per mole of silver halide is shown in moles.

(Sample 101) First layer (antihalation layer) Black colloidal silver Silver 0.18 Gelatin 0.50 Second layer (
Intermediate layer) 2.5-di-t-pentadecylhydroquinone 0.18EX-
10,18 EX-30,020 EX-122,0xlO-3 U-],
0.060U -20,080 U-30,10 HBS-10,10 8B S -20,020 Gelatin 0,60 3rd
Layer (first red-sensitive emulsion layer) Monodisperse silver iodobromide emulsion (silver iodide 3.2 mol%, grain size 0)
．． 25 μm, coefficient of variation regarding particle size 0°17)
Silver 0.25 Intensifying dye 1
6.9X10-' sensitizing dye It
1.8X10-' sensitizing dye I
[[3,lX10-' EX-20,17 EX-100,020 EX-140,17 1J-10,070 U -2o, os.

U-30,070 HBS-10,060 Gelatin 0.87 4th layer (2nd erythematous breast anatomy 11I) Tabular iodobromination! ! ! (Silver iodide 3.5 mol%, average grain size 0.55 μm, average aspect ratio 5°5)
Silver 1.00 Sensitizing dye 15. lX
10-' Exacerbating dye It 1.4 X
10-5 sensitizing dye Ill 2.
3X10-'EX-20,20 E
Layer (3rd red-sensitizing mammary layer) Emulsion A Silver 1.60 sensitizing dye + 5.4X10-' Sensitizing dye It 1.4 X
10-' Sensitizing dye 1 [12,4 layer) Eχ-50,0040 HB S-10,020 Gelatin 0.40 No. 71
M (first green-sensitive emulsion layer) Tabular silver iodobromide emulsion (silver iodide 2.5 mol%, average grain size 0.30μ, average aspect ratio 6°0)
Silver 0.40 Sensitizing Dye I
V 3.0X10-5 Sensitizing dye V1.0X10-' Sensitizing dye Vl 3.8 X 1
0-'E X -10,021 E X -60,26 E X -70,030 E
Layer (second green emulsion layer) Tabular monodispersed silver iodobromide emulsion (silver iodide 3.5 mol%,
Average particle size 0.5μ, average aspect ratio 5.5, coefficient of variation related to particle size 0.18) Silver 0.45 Aggravating dye TV 2.1X10-
'Sensitizing dye V7.0X10-' Sensitizing dye Vl 2.6X10-'
'EX -60,094 E
49 layer (third green emulsion layer) Emulsion A Silver 1.20 Intensifying dye IV 3.5 X 10-
't1 sensitive dye V 8.0xlO
-'Sensitizing dye Vl 3.0X1
0-'EX -10,013 EX-110,065 EX-130,019 HBS -10,10 HBS -20,080 Gelatin 1.00 No.
0 layer (yellow filter layer) Yellow colloidal silver Silver 0.050 Gelatin 0.40 11th layer (first blue-sensitive emulsion layer) Tabular monodisperse silver iodobromide emulsion (silver iodide 2.5 mol%,
Average grain size 0.30μ, average aspect ratio 7.3, coefficient of variation related to grain size 0.17)! IO, 60 Exacerbating dye■ 3.5 X 10-
'EX-80,042 EX-90,72 HBS-10,28 Gelatin 1.10 1st
2 layers (second blue emulsion layer) Emulsion A w&0.45
Multiplying dye ■ 2. lX10-'E
X-90,1S EX-100,012 HB S -10,050 Gelatin 0.78 1st
3 layers (3rd blue-sensitive emulsion layer) Emulsion A Silver 0.77 musculating dye■ 2.2xlO-'E
X -90,20 HB S -10,070 Gelatin 0.69 No. 14
Layer (first protective layer) Silver iodobromide back side (12 mol% iodide, 0.07μ)
Silver 0.20U -
40,11 0-50,17 HB S -15,0X10-” Gelatin 0.60 1st
5 layers (second protective layer) H-10,40 B-1 (diameter 1.7 am) 5.0xlO
-”B-2 (diameter 1.7μm) 0.1
0B -30,1O 3-10,20 Gelatin 0.50 Furthermore, in order to improve storage stability, processability, pressure resistance, anti-mold/bacterial properties, antistatic properties and coating properties, W-t is added to the entire layer. , W-2
, W-3, B-4, B-5, F-1, F-2, F-3,
F-4, F-5, F-6, F-7, F-8, F-9, F
-10, F-11°F-12, F-13, and iron salt, lead salt, gold salt, platinum salt, iridium salt, and rhodium salt are contained. These 15 layers were applied simultaneously.

EX-1 Axis EX-2 (preferred coupler of the invention C-7)H (i) CaH 0CNH EX-3 EX-4 (preferred coupler of the invention C-34)EX
-7 Modified EX-8 EX-9 (preferred coupler Y-1 for use together)
EX-10 (preferred compound R-5 of the present invention) H 5 CHCOzC) 1゜EX-11 EX-12 C,H2O5O,e EX-13 EX-14 (i) CaHeOcNH EX-15 (t) C,L 1 no 2 (t) CJq shi-3 (t) CaHq 1,'-4 χ: y=70 ・ 30 (wt%) HBS-1
) Recresyl phosphate HBS-2 Jean-n-butyl phthalate HBS-3 Sensitizing dye I Sensitizing dye ■ ((, H2) 3SOjH-N (C2H5) s Sensitizing dye m Sensitizing dye formula ゛ Sensitizing dye ■ Sensitizing dye ■ Sensitizing dye ■ CH3 U! C)1. =c)l-So□-CJ-CONH-C)lx
CH2=CH-5o□-CHz-CONH-CHzCM
, CH.

+CH2-c→7-+C) If-C→7COOtl
C00CH! X/Y=to/
90 (J13 CH.

j −←CHz−C+−+CHz−C→7 Cool(Coo(j13 (CHz −CH←I
・ x / y = 70/30 ■ C, F , , So□NHCHzCHzCHzOCHz
CHzN(CHs)3n! =2~40ONa-1ONHHC6H+3(n)Nl(C.)l.

H (Samples 102 to 103) Samples 102 and 103 were prepared by replacing EX-9 in the 11th layer and 12th layer of Sample 101 with couplers (3) and (4) of the present invention in equimolar amounts.

(Samples 104-107) Couplers (3), (4), (5) and (6) of the present invention
0 of EX-9 to match the color density of sample 101.

Make the molar ratio 6 times, and also add HBS-1 and gelatin to 0.6 times the molar ratio.
Samples 104 to 107 were prepared by doubling the amount.

(Samples 108-109) Sample 1゜1 using coupler 00) of the present invention and Oo
Samples 1゜8 and 109 were prepared with coupler, HBS-1 and gelatin 0.74 times as high as 1 degree.
was created.

(Samples 110 to 115) Samples 110 to 115 were prepared by adding 0.060 g/m'' of the compound (A-1) of the present invention to the 6th layer and 10th layer of Samples 104 to 109.

(Sample 116.117) (A-1) of sample 110 (A-19), (A-23)
Sample 116.117 was obtained by replacing the sample with an equimolar amount.

When these samples were tested under continuous load with a 0.11 diameter sapphire needle, they showed similar film strength.

The dry film thickness of these samples was 17.1-18°0 μm.

These samples were exposed to white imagewise light and subjected to the following color development, and the yellow color density was measured.

Sharpness was also measured using the conventional MTF method after the same processing. In addition, imagewise exposure is performed with blue light and the following color development is performed, and the value obtained by eliminating the magenta density at the yellow fog density from the magenta density at an exposure amount that gives a yellow density of (fog + 1.5) is calculated as the color value. The turbidity is shown in Table 1.

Furthermore, white light of 40 lux·sec was applied to these samples, the bleaching time was set to 1 minute 40 seconds, the magenta density was measured, and the magenta density at a bleaching time of 6 minutes 30 seconds was subtracted from these to determine the defective desilvering concentration. did.

Table 1 Processing method steps Processing time Processing temperature Color development 2 minutes 45 seconds 38°C Bleaching 6 minutes 30 seconds 38°C water
Wash 2 minutes 10 seconds Fix at 24°C
4 minutes 20 seconds 38°C water washing (1) 1 minute 05 seconds
24°C water washing (2) 1 minute OO seconds 24°C stability 1 minute 05 seconds 38°C drying 4 minutes 20 seconds 55°C Next, the composition of the treatment liquid is described.

(Color developer) (Unit g) Diethylenetriaminepentaacetic acid 1.01-Hydroxyethylidene-1□ 1-diphosphonic acid 3.0 Sodium sulfite 0.5 Potassium carbonate 30.0 Potassium bromide
1.4 potassium iodide
1.5mg hydroxylamine sulfate 0.64-[N-ethyl-N-β
-Hydroxyethylamino]-2-methylaniline sulfate 4.5 Add water 1. Ofp H1-0,
05 (Bleach solution) (Unit g) Ethylenediaminetetraacetic acid ferric sodium trihydrate t
Oh,.

Ethylenediaminetetraacetic acid disodium salt 1 (1, (1
Ammonium bromide 140.0 Ammonium nitrate 30.0 Aqueous ammonia (27%) 6.5I11 Add water 1. . .

pH6.0 (Fixer) (Unit g) Ethylenediaminetetraacetic acid disodium salt 0.5 Sodium sulfite 7.0 Sodium bisulfite 5.0 Ammonium thiosulfate aqueous solution (70%) 170. (1+
d Add water 1. oIT
' H6,7 (Stabilizing liquid) (Unit g) Formalin (37%) 2.0 m Polyoxyethylene-p-monononylphenyl ether (average degree of polymerization 10) 0.3 Ethylenediaminetetraacetic acid disodium salt 0.05 Water Add 1.01p H5.0
-8,0 Table 1-2 Umbrella Present invention From Table 1-2, the samples using the yellow coupler of the present invention and the compound of the present invention have color reproducibility expressed by color turbidity, M
It is clear that the sharpness expressed by the TF value and the desilvering property are excellent.

Example 2 Samples 201 to 220 were prepared by replacing emulsion A in the fifth, ninth, twelfth, and thirteenth layers of samples 110 to 113 with emulsions BF shown in Table 2.

When the following development was performed to determine the relative sensitivity, MTF value, and RMS value of these samples, all samples showed good performance, but the total content was high in iodine, and the shell part had a low iodine content. The emulsion was particularly favorable for sensitivity and graininess.

Processing process Processing time Processing temperature Replenishment amount Tank capacity Color development 3 minutes 15 seconds 37.8°C25d Log bleaching 45 seconds 38.0°C5d
EM! Fixation (1) 45 seconds 38.0°C
-51 fixation (2) 45 seconds 38.0°C3,
Od! M! Stable (1120 seconds 38.0°C-
51! Stable (2120 seconds 38.0°C-5f Stable (3) 20 seconds 38.0°C 40115N dry
Drying 1 minute at 55°C Replenishment amount is 35+*m
Fixing per 1m width is a countercurrent method from (2) to (1). Stability is a countercurrent method from (3) to (1). Furthermore, the amount of developer brought into the bleaching process and the stabilization process of the fixer The amount of light-sensitive material to be brought in is 3511111 width 1
2.5d per m length, 2. It was 0d.

The composition of the treatment liquid is shown below.

(Color developer) Mother solution (g) Replenisher (g)
Diethylenetriaminepentaacetic acid 5.0 6.0 Sodium sulfite 0.4 0.6 Potassium carbonate
30.0 37.0 Potassium bromide
1.3 0.5 Potassium iodide 1.2
-Hydroxylamine sulfate 0.4 0.74-[N-
Ethyl-N-β-hydroxyethylamine]-2-methylaniline sulfate 4.7 6.2 Add water 1. Of 1.01p H10,0
0' 10.15 (Bleach solution) Mother solution (g) Replenisher solution (g)
1.3-Diaminopropanetetraacetic acid ferric ammonium hydrate salt 144.0 206.01.
3-Diaminopropanetetraacetic acid 2.8 4.0 Ammonium bromide 84.0 120.0 Ammonium nitrate 17.5 25.0 Aqueous ammonia (27%) 10.0 1.8 Acetic acid (98%
) 51.1 73.0 Add water 1. Oll, Ofp H4, 33, 4 (Fixer) Both mother liquor and replenisher i! l(g) Ethylenediaminetetraacetic acid disodium salt 1.7 Sodium sulfite 14.0 Sodium bisulfite 10.0 Ammonium thiosulfate water? 8e.

(70% weight/volume') 210.0 Paper ammonium thiocyanate 163-0 Thiourea 1.8 Add water
1. ORp H6,5 (Stable solution) Common to mother liquor and replenisher (g) Surfactant 0.5 Surfactant 0.4 Triethanolamine 2.01.2-benzisothiazolin-3-one Methanol 0.3 Formalin (37 %) 1.5 Add water 1.01p
H6,5 Example 3 No. 1275 (of sample 102 of JP-A-2-173632)
7) Instead of ExY-11, 0.6 times the mole of the yellow couplers (3), (4), (5), (6), (7), 0, (b), and (22) of the present invention When the evaluation was carried out in the same manner as in Example 1, the sharpness, desilvering property, and color reproducibility were all good. (The patent Cpd-1 is the same compound as A-1 of the present invention) Patent applicant: Fuji Photo Film Co., Ltd. Procedural Amendments (Voluntary) 1990, 1990, Month//Day 1, Case description: Heisei 1 year patent application No. 2
, Title of the invention Silver halide color photographic light-sensitive material
Address: 210 Nakanuma, Minamiashigara City, Kanagawa Prefecture Contact Address: 1
06 Fuji Photo 7, 2-26-30 Nishiazabu, Minato-ku, Tokyo (
ILL Co., Ltd. Tokyo Head Office Telephone: (406) 2537 ~ ゛shi wo 7) 4. Date of amendment order Voluntary 5. Subject of amendment 6. Contents of the amendment We will submit a clean copy of the detailed statement (with no changes to the content).

January 70th, 1991

Claims (5)

[Claims] (1) A silver halide color photographic light-sensitive material having at least one silver halide emulsion layer on a support and containing a compound represented by the general formula (B), which is represented by the following general formula (1). A silver halide color photographic material characterized by containing a coupler. General formula (1) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ In the formula, R1 is a nitrogen atom, an oxygen atom, or a carbon atom >C
= represents a group bonded to X1; Represents a heterocyclic group. However, R
1 and X1 may or may not combine to form a cyclic structure. General Formula (B) ▲ Numerical formulas, chemical formulas, tables, etc. are included.▼ In the general formula (B), Y represents an alkyl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, a carbonamide group, or a sulfonamide group. R_
1_1 and R_1_2 represent the same group as Y or a hydrogen atom, a halogen atom, a sulfo group, a carboxyl group, a carbamoyl group, a sulfamoyl group, an acyl group, or a sulfonyl group. R_1_1 and R_1_2 may jointly form a carbocycle. good. (2) The silver halide color photographic light-sensitive material according to claim (1), wherein in the general formula (1), the group represented by R1 is a group that bonds with >C=X1 at a nitrogen atom. . (3) The silver halide color photographic material according to claim (1), wherein the group represented by R2 in general formula (1) is a carbamoyl group. (4) The coupler represented by the general formula (1) has the following general formula (
2. The silver halide color photographic light-sensitive material according to claim 1, which is a coupler represented by formula 2). General formula (2) ▲ Contains mathematical formulas, chemical formulas, tables, etc. ▼ In the formula, R2 and Ar represent the same meanings as explained in general formula (1), R3 represents a substituent, and X2 is an oxygen atom or an imino group. represents. When X2 is a substituted imino group, it may or may not combine with R3 to form a cyclic structure. (5) Claim (1) characterized in that 40% by weight or more of the silver halide grains in the emulsion layer according to claim (1) are occupied by grains having a silver iodide content of 4 mol% or more. )～(4
) Silver halide color photographic light-sensitive material.