JPH0769592B2 - Silver halide color photographic light-sensitive material - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a silver halide containing a telomer coupler which couples with an oxidant of an aromatic primary amine developing agent to release a photographically useful group and its precursor. The present invention relates to a color photographic light-sensitive material.

(Prior Art) In recent years, in silver halide photographic light-sensitive materials, particularly in photographic light-sensitive materials, ultra-high-sensitivity light-sensitive materials typified by ISO1600 film and small size typified by 110-size cameras and disk cameras. There is a demand for a photosensitive material having a high image quality and a high sharpness, which is suitable for a camera having a format.

In order to realize them, many chemical substances are used as photographically useful groups in silver halide color photographic light-sensitive materials. Many of them enhance the effect by being present in the vicinity of a coupler which forms a dye by coupling with a silver halide emulsion layer, particularly an oxidized product of an aromatic primary amine developing agent. An example thereof is a so-called DIR coupler described in U.S. Pat. No. 3,227,554, which couples with an oxidized product of an aromatic primary amine developing agent to release a development inhibitor. Further US patents
4,248,962 and JP-A-57-56831 disclose DIR couplers which release a development inhibitor having a high diffusibility and couplers which release a development inhibitor through a timing group, in JP-A-57-15423 and JP-A-54-145135. No.

Further, as so-called DIR hydroquinone which releases a development inhibitor by cross-oxidation reaction with an oxidized product of a developing agent, compounds described in, for example, US Pat. Nos. 3,379,529 and 3,930,863 are known.

In addition, Research Dis can be used as a bleach accelerator releasing coupler.
Specific examples are described in Closure, No. 11449 (1973), No. 24241 (1984) and JP-A-61-201247.

Other photographically useful groups include couplers releasing a fogging agent, colored couplers, anti-fading agents, UV absorbers, formalin scavengers, etc. described in JP-A-60-221751.

On the other hand, as a method of improving the sharpness, there is a method of thinning the coating film to minimize light scattering. In a color photographic light-sensitive material, the ratio of the coupler emulsion to the film thickness is large, and it reduces it. Things are necessary for thinning.

In order to achieve a thin layer, the ballast group of the coupler should be small.

Reduce the amount of high-boiling organic solvents used as coupler solvents.

The coupler is polymerized in order to increase the density of the color forming group.

However, since there is a problem in the diffusion resistance of the coupler, it is difficult to extremely reduce it due to the precipitation of the coupler and the deterioration of the color developability, and it is not possible to expect a significant thinning.

On the other hand, the method of adding the polymer coupler in the form of latex to the hydrophilic colloid composition has many advantages over other methods.

First, since the hydrophobic material is made into a latex, it does not deteriorate the strength of the formed film, and since the latex can contain a high concentration coupler unit, a high concentration coupler can be easily added to the emulsion. Can be included,
Moreover, since the increase in viscosity is small, the film can be made thin and the sharpness can be improved.

Further, since it is non-migrating, there is no color mixing and the coupler is less likely to precipitate in the emulsion film.

The addition of the polymer coupler in the form of a latex to a gelatin silver halide emulsion as described above includes, for example, U.S. Pat.No. 4,080,211, U.S. Pat.No. 1,247,668, U.S. Pat.
No. 3,451,820 shows its production method and a 4-equivalent magenta polymer coupler latex, and West German Patent No. 2,725,591 and US Pat. No. 3,926,436 have copolymerized latex with competitive couplers. Ya (Research Disclosure) 21728 (1982
Year) describes a cyan polymer coupler latex.

However, the polymer coupler has the following excellent problems while having the above-mentioned excellent characteristics.

1. A polymer coupler having a relatively high molecular weight (number average molecular weight of about 10,000 or more) has a sufficient non-migrating property, but has a poor coupling reactivity.

2. When the content of repeating units (for example, a coupler monomer and a photographically useful group monomer) formed from a crystalline monomer in a polymer coupler is increased, the coupling reaction of the coupler is significantly reduced.

3. On the other hand, a polymer coupler having a lower molecular weight has higher coupling activity, but is insufficient in terms of non-migration.

If a polymer having a high content of repeating units formed from a coupler which is a crystalline monomer and a photographically useful group and can maintain high color development, it is only necessary to add a higher concentration and a small amount of a polymer coupler to the emulsion. Therefore, the photosensitive material film can be thinned, and the sharpness (sharpness) of the image can be remarkably improved. Therefore, it is important to improve the color developability in a polymer having a high content of crystalline monomer units. This is one of the challenges.

Further, in polymer couplers, it is another important task to make both non-migrating property and coupling reactivity be compatible.

(Problems to be Solved by the Invention) Therefore, the first object of the present invention is to provide a silver halide color photographic light-sensitive material excellent in sharpness.

The second object of the present invention is to provide a novel coupler having a high coupling activity (copolymerized with a photographically useful group).

The third object of the present invention is to provide a novel coupler which exhibits high coupling activity in a polymer having a high content of crystalline monomer.

The fourth object of the present invention is to provide a novel coupler having excellent non-migrating property.

A fifth object of the present invention is to provide a method of forming a high quality color image by developing a silver halide emulsion in the presence of a novel coupler dispersion.

A sixth object of the present invention is to provide a silver halide color photographic light-sensitive material excellent in film strength.

(Means for Solving the Problems) An object of the present invention is to provide a silver halide photographic light-sensitive material having at least one silver halide emulsion layer on a support,
The present invention has been achieved by a silver halide color photographic light-sensitive material characterized by containing at least one lipophilic telomer coupler represented by the following general formula [P] in a silver halide emulsion layer.

In formula (P) EA _x B _y D _z -G (wherein, E is a group having 8 or more monovalent carbon, A is a dye and oxidant and a coupling of an aromatic primary amine developing agent Represents a repeating unit derived from an ethylenically unsaturated monomer having a coupler residue which can be formed, B represents a repeating unit derived from an ethylenically unsaturated monomer having a photographically useful group, and D represents a copolymerizable unit. Represents a repeating unit derived from a non-color-forming ethylenically unsaturated monomer, G represents a monovalent group, x, y and z represent the weight content of each repeating unit in the polymer coupler, and x represents 10-90wt%, y is 1-70wt%, z is 0-90wt%
%.

The compound represented by the general formula [P] of the present invention will be described in more detail.

A is a repeating unit derived from an ethylenically unsaturated monomer having a coupler residue which forms a dye by coupling with an oxidized product of an aromatic primary amine developing agent as described above, and is represented by the following general formula [I]. Derived from the represented monomers.

In the formula, R ¹ represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a chlorine atom, and L ¹ is (R ² represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a substituted alkyl group having 1 to 6 carbon atoms), —COO—, —NHCO—, —OCO—, (R ³ and R ⁴ each independently represent hydrogen, hydroxyl, a halogen atom or a substituted or unsubstituted alkyl, alkoxy, acyloxy or aryloxy), (R ² , R ³ , and R ⁴ are the same as above), L ² represents a linking group connecting L ¹ and Q, m represents 0 or 1, n represents 0 or 1, and Q is oxidized. Represents a coupler residue capable of forming a dye by coupling with an aromatic primary amine developing agent.

The linking group represented by L ² is specifically represented by X ¹ J ¹ -X ² _p J ² -X ³ _q J ² _s .

J ¹ , J ² , and J ³ may be the same or different, and -CO-,-
SO ₂ −, (R ⁵ is a hydrogen atom, an alkyl group (having 1 to 6 carbon atoms), a substituted alkyl group (having 1 to 6 carbon atoms), (R ⁵ is as defined above), (R ⁵ is as defined above, R ⁶ is an alkylene group having 1 to about 4 carbon atoms), (R ⁵ and R ⁶ have the same meanings as described above, R ⁷ represents a hydrogen atom, an alkyl group (having 1 to 6 carbon atoms) and a substituted alkyl group (having 1 to 6 carbon atoms)), —O—, —S—, (R ⁵ and R ⁷ are as defined above), (R ⁵ and R ⁷ are as defined above), -COO-, -OCO-, (R ⁵ is as defined above), (R ⁵ is as defined above) and the like.

X ¹ , X ² and X ³ may be the same or different and each represents an alkylene group, a substituted alkylene group, an arylene group, a substituted arylene group, an aralkylene group or a substituted aralkylene group.

p, q, r and s represent 0 or 1.

In the above general formula [I], X ¹ , X ² and X ³ may be the same or different and each represents an unsubstituted or substituted alkylene group having 1 to 10 carbon atoms, an aralkylene group or a phenylene group, and an alkylene group. The group may be linear or branched.
Examples of alkylene groups include methylene, methylmethylene, dimethylmethylene, dimethylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, decylmethylene, aralkylene groups such as benzylidene, and phenylene groups such as p-phenylene and m-.
Examples include phenylene and methylphenylene.

Further, X ¹ , X ² , an alkylene group represented by X ³ , a substituent of an aralkylene group or a phenylene group, a halogen atom, a nitro group, a cyano group, an alkyl group, a substituted alkyl group, an alkoxy group, a substituted alkoxy group,- A group represented by NHCOR ⁸ (R ⁸ represents alkyl, substituted alkyl, phenyl, substituted phenyl, aralkyl, or substituted aralkyl),
-NHSO ₂ R ⁸ (R ⁸ is as defined above), -SOR ⁸ (R ⁸ is as defined above), -SO ₂ R ⁸ (R ⁸ is as defined above), -COR ⁸ (R ⁸ is as defined above) ), A group represented by (R ⁹ and R ¹⁰ may be the same or different from each other and represent a hydrogen atom, alkyl, substituted alkyl, phenyl, substituted phenyl, aralkyl, or substituted aralkyl), (R ⁹ and R ¹⁰ have the same meanings as described above), an amino group (which may be substituted with alkyl), a hydroxyl group or a group which is hydrolyzed to form a hydroxyl group. When there are two or more substituents, they may be the same or different.

Further, examples of the substituent of the above-mentioned substituted alkyl group, substituted alkoxy group, substituted phenyl group, and substituted aralkyl group include a hydroxyl group, a nitro group, an alkoxy group having 1 to about 4 carbon atoms, and -NH.
SO ₂ R ⁸ (R ⁸ is as defined above), a group represented by —NHCOR ⁸ (R
⁸ is synonymous with the above), (R ⁹ and R ¹⁰ are as defined above), A group represented by (R ⁹ and R ¹⁰ are as defined above), —SO ₂ R ⁸ (R ⁸
Is the same as the above), —COR ⁸ (R ⁸ is the same as the above), a halogen atom, a cyano group, an amino group (which may be substituted with alkyl) and the like.

Next, among the color coupler residues represented by Q in the general formula [I], as cyan color forming coupler residues, phenol type [II], [V] represented by the following general formula,
Alternatively, a naphthol type [III] or [IV] compound (each hydrogen atom other than the hydrogen atom of the hydroxyl group is released to form L ¹
linked to _m L ² _n ) is preferred.

In the formula, R ¹¹ represents a group capable of substituting phenol or naphthol, for example, a halogen atom, a hydroxy group, an amino group, a carboxy group, a sulfo group, a cyano group, an aliphatic group, an aromatic group, a heterocyclic group, Carbonamide group, sulfonamide group, carbamoyl group, sulfamoyl group, ureido group, acyloxy group, acyl group, aliphatic oxy group, aliphatic thio group, aliphatic sulfonyl group, aromatic oxy group, aromatic thio group, aromatic Examples thereof include a sulfonyl group, a sulfamoylamino group, a nitro group and an imide group. The carbon number of R ¹¹ is 0 to 30.

R ¹² is ^{-CONR 14 R 15, -NHCOR 14,} -NHCOOR 16, -NHSO 2 R
^16, represents -NHCONR ¹⁴ R ¹⁵ or _{^{-NHSO 2 R 14 R 15, R}} 14
And R ¹⁵ is a hydrogen atom, an aliphatic group having 1 to 30 carbon atoms (for example, methyl, ethyl, butyl, methoxyethyl, n-decyl, n-dodecyl, n-hexadecyl, trifluoromethyl, heptafluoropropyl, dodecyloxy). Propyl, 2,4-di-tert-amylphenoxypropyl, 2,4
-Di-tert-amylphenoxybutyl), carbon number 6 to 30
An aromatic group (eg, phenyl, tolyl, 2-tetradecyloxyphenyl, pentafluorophenyl, 2-chloro-5-dodecyloxycarbonylphenyl), a heterocyclic group having 2 to 30 carbon atoms (eg, 2-pyridyl, 4-pyridyl, 2-furyl, 2-thienyl), R ¹⁶ has 1 to 3 carbon atoms.
0 aliphatic groups (eg, methyl, ethyl, butyl, dodecyl, hexadecyl), 6 to 30 aromatic groups (eg, phenyl, tolyl, 4-chlorophenyl, naphthyl), heterocyclic groups (eg, 4-pyridyl, quinolyl) , 2-frill)
Represents R ¹⁴ and R ¹⁵ are bonded to each other to form a heterocycle (eg,
Morpholine ring, piperidine ring, pyrrolidine ring) may be formed. p'is 0 to 3, s'is 0 to 2, q ', r'
Each represents an integer of 0 to 4.

X ⁴ represents an oxygen atom, an ion atom or R ¹⁷ N, and R ¹⁷
Represents a hydrogen atom or a monovalent group. When R ¹⁷ represents a monovalent group, examples of R ¹⁷ include an aliphatic group having 1 to 30 carbon atoms (eg, methyl, ethyl, butyl, methoxyethyl, benzyl), an aromatic group having 6 to 30 carbon atoms ( For example, phenyl,
Tolyl), a heterocyclic group having 2 to 30 carbon atoms (eg, 2-pyridyl, 4-pyrimidyl), a carbonamido group having 1 to 30 carbon atoms (eg, formamide, acetamide, N-methylacetamide, benzamide), carbon number 1-30 sulfonamide group (for example, methanesulfonamide, toluenesulfonamide, 4-chlorobenzenesulfonamide), an imide group having 4-30 carbon atoms (for example, succinimide), -OR ¹⁸ , SR ¹⁸ , -COR ¹⁸ , -CONR ¹⁸ R ¹⁹ , -COCOR
¹⁸ , -COCONR ¹⁸ R ¹⁹ , -COOR ²⁰ , -COCOOR ²⁰ , -SO
_{^{2 R 20, -SO 2 OR 20}} , can be mentioned -SO ₂ NR ¹⁸ R ¹⁹ and -NR ¹⁸ R ^19. R ¹⁸ and R ¹⁹ may be the same or different, and each is a hydrogen atom, an aliphatic group having 1 to 30 carbon atoms (for example, methyl, ethyl, butyl, dodecyl,
Methoxyethyl, trifluoromethyl, heptafluoropropyl), aromatic groups having 6 to 30 carbon atoms (eg phenyl, tolyl, 4-chlorophenyl, pentafluorophenyl, 4-cyanophenyl, 4-hydroxyphenyl)
Or a heterocyclic group having 2 to 30 carbon atoms (for example, 4-pyridyl,
3-pyridyl, 2-furyl). R ¹⁸ and R ¹⁹ may combine with each other to form a heterocycle (eg, morpholino, pyrrolidino).

Examples of R ²⁰ include the substituents shown for R ¹⁸ and R ¹⁹ excluding a hydrogen atom.

Z ¹ represents a hydrogen atom or a group capable of splitting off by a coupling reaction with an oxidized product of an aromatic primary amine developing agent. Examples of the leaving group are a halogen atom (eg, fluorine, chlorine, bromine, iodine), an aliphatic oxy group having 1 to 30 carbon atoms (eg, methoxy, ethoxy, 2-hydroxyethoxy, carboxymethyloxy, 3-carboxy). Propyloxy, 2-methoxyethoxycarbamoylmethyloxy, 2-methanesulfonylethoxy, 2-carboxymethylthioethoxy, triazolylmethyloxy), an aromatic oxy group having 6 to 30 carbon atoms (for example, phenoxy, 4-
Hydroxyphenoxy, 2-acetamidophenoxy,
2,4-dibenzenesulfonamidophenoxy, 4-phenylazophenoxy), a heterocyclic oxy group having 2 to 30 carbon atoms (for example, 4-pyridyloxy, 1-phenyl-5-tetrazolyloxy), 1 carbon atom To 30 aliphatic thio groups (eg, dodecylthio), aromatic thio groups having 6 to 30 carbon atoms (eg, 4-dodecylphenylthio), 2 to 30 carbon atoms
A heterocyclic thio group (eg, 4-pyridylthio, 1-phenyltetrazol-5-ylthio), an acyloxy group having 2 to 30 carbon atoms (eg, acetoxy, benzoyloxy, lauroyloxy), a carbonamido group having 1 to 30 carbon atoms ( For example, dichloroacetylamide, trifluoroacetamide, heptafluorobutanamide, pentafluorobenzamide), a sulfonamide group having 1 to 30 carbon atoms (for example, methanesulfonamide, toluenesulfonamide), an aromatic azo having 6 to 30 carbon atoms. Group (eg, phenylazo, 4-chlorophenylazo, 4-methoxyphenylazo, 4-pivaloylaminophenylazo), an aliphatic oxycarbonyloxy group having 1 to 30 carbon atoms (eg, ethoxycarbonyloxy, dodecyloxycarbonyloxy) ), Carbon number 6-30 Group oxycarbonyl group (e.g., phenoxycarbonyloxy), a carbon number 1
~ 30 carbamoyloxy groups (eg, methylcarbamoyloxy, dodecylcarbamoyloxy, phenylcarbamoyloxy), heterocyclic groups having 1 to 30 carbon atoms and continuous at the active position of the coupler with a nitrogen atom (eg, succinimide, phthalimide , Hydantoinyl, pyraviril,
2-benzotriazolyl etc. can be mentioned.

Y'represents a group of atoms necessary for forming a 5- to 7-membered ring together with the carbon atom to which it is bonded. More specifically, −
O-, -S-, -N =, = N-, Represents either alone or in combination. R ″ and R each independently represent a hydrogen atom, an alkyl group, an aryl group, a halogen atom, an alkoxy group, an alkoxycarbonyl group, an arylcarbonyl group, an alkylcarbamoyl group, an arylcarbamoyl group, or a cyano group.

Next, examples of the substituents preferably used in the present invention are listed below.

Preferred as R ¹¹ are halogen atom (eg, fe group, chlorine, bromine, etc.), aliphatic group (eg, methyl, ethyl, isopropyl), carbonamide group (eg, acetamide, benzamide), sulfonamide group (eg,
Methanesulfonamide, toluenesulfonamide) and the like.

Preferred as R ¹² is -CONR ¹⁴ R ¹⁵ , for example, carbamoyl, ethylcarbamoyl, morpholinocarbonyl, dodecylcarbamoyl, hexadecylcarbamoyl, decyloxypropyl, dodecyloxypropyl,
2,4-di-tert-amylphenoxypropyl, 2,4-di-
There is tert-amylphenoxybutyl.

Preferred as X ⁴ is R ¹⁷ N, and further preferred as R ¹⁷ is —COR ¹⁸ (for example, fermyl,
Acetyl, trifluoroacetyl, chloroacetyl, benzoyl, pentafluorobenzoyl, p-chlorobenzoyl), -COOR ²⁰ (for example, methoxycarbonyl, ethoxycarbonyl, butoxycarbonyl, dodecyloxycarbonyl, methoxyethoxycarbonyl, phenoxycarbonyl), -SO. ₂ R ²⁰ (eg, methanesulfonyl, ethanesulfonyl, butanesulfonyl, hexadecanesulfonyl, benzenesulfonyl, toluenesulfonyl, p-chlorobenzenesulfonyl), -CONR ¹⁸ R
¹⁹ (N, N-dimethylcarbamoyl, N, N-diethylcarbamoyl, N, N-dibutylcarbamoyl, morpholinocarbonyl, piperidinocarbonyl, 4-cyanophenylcarbamoyl, 3,4-dichlorophenylcarbamoyl, 4
- methanesulfonyl-phenylcarbamoyl), - SO ₂ NR
¹⁸ R ¹⁹ (for example, N, N-dimethylsulfamoyl, N, N-
And a group represented by diethylsulfamoyl, N, N-dipropylsulfamoyl). More particularly preferable one of R ¹⁷ is a group represented by —COR ¹⁸ , —COOR ²⁰ and —SO ₂ R ²⁰ .

Preferred groups as Z ¹ are a hydrogen atom, a halogen atom, an aliphatic oxy group, an aromatic oxy group, a heterocyclic thio group and an aromatic azo group.

The coupler represented by the general formula is a dimer or a multimer of the substituents R ¹¹ , R ¹² , X ⁴ or Z ¹ which are bonded to each other through a divalent or higher polyvalent linking group. May be. In this case, the number of carbon atoms shown in each substituent is not limited to this.

The magenta color-forming coupler residue is represented by the general formula [VI],
[VII], [VIII], [IX], [X], [XI] and [X]
II] in the case of the general formula [V] in which a coupler residue (Ar, Z ² , R ^{21 to} R ³³ is linked to EL ¹ _m L ² _n at any part thereof), more preferable substitution is R ²¹ This is the case when the position is directly connected.).

In the formula, Ar is a substituent of a well-known type at the 1-position of the 2-pyrazolin-5-one coupler, such as an alkyl group, a substituted alkyl group (for example, haloalkyl such as fluoroalkyl, cyanoalkyl, benzylalkyl, etc.), an aryl group or a substituted group. Aryl group [As a substituent, an alkyl group (eg, methyl, ethyl), an alkoxy group (eg, methoxy,
Ethoxy), aryloxy groups (eg phenyloxy), alkoxycarbonyl groups (eg methoxycarbonyl), acylamino groups (eg acetylamino), carbamoyl groups, alkylcarbamoyl groups (eg methylcarbamoyl, ethylcarbamoyl), dialkylcarbamoyl groups (eg Dimethylcarbamoyl), arylcarbamoyl group (eg phenylcarbamoyl), alkylsulfonyl group (eg methylsulfonyl), arylsulfonyl group (eg phenylsulfonyl), alkylsulfonamide group (eg methanesulfonamide),
Aryl sulfonamide groups (eg phenyl sulfonamide), sulfamoyl, alkylsulfamoyl groups (eg ethylsulfamoyl), dialkylsulfamoyl groups (eg dimethylsulfamoyl), alkylthio groups (eg methylthio), arylthio groups (eg Phenylthio), cyano group, nitro group, halogen atom,
(Eg, fluorine, chlorine, bromine, etc.), and when there are two or more substituents, they may be the same or different. Particularly preferred substituents are a halogen atom, an alkyl group,
Examples thereof include alkoxy group, alkoxycarbonyl group and cyano group. ], A heterocyclic group (for example, triazole, thiazole, benzthiazole, furan, pyridine, quinaldine, benzoxazole, pyrimidine, oxazole,
Represents imidazole).

R ²¹ represents an unsubstituted or substituted anilino group, an acylamino group (eg, alkylcarbonamide, phenylcarbonamide, alkoxycarbonamide, phenyloxycarbonamide), a ureido group (eg, alkylureido,
Phenylureido), and these substituents include a halogen atom (for example, fluorine, chlorine, bromine, etc.), a linear or branched alkyl group (for example, methyl, t-butyl, octyl, tetradecyl), an alkoxy group (for example, Methoxy, ethoxy, 2-ethylhexyloxy, tetradecyloxy and the like), acylamino group (for example, acetamide, benzamide, butanamide, octanamide, 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-pyrrolidin-1-yl, 2-oxo-
5-tetradecylpyrrolidin-1-yl, N-methyl,
Tetradecane amide), sulfonamide group (for example, methanesulfonamide, benzenesulfonamide, ethylsulfonamide, p-toluenesulfonamide, octanesulfonamide, p-dodecylbenzenesulfonamide, N-methyl-tetradecanesulfonamide), sulfamoyl group (For example, sulfamoyl, N-methylsulfamoyl, N-ethylsulfamoyl, N, N-dimethylsulfamoyl, N, N-dihexylsulfamoyl, N-hexadecylsulfamoyl, N- [3- (Dodecyloxy) -propyl] sulfamoyl, N- [4
-(2,4-di-tert-amylphenoxy) butyl] sulfamoyl, N-methyl-N-tetradecylsulfamoyl, etc., a carbamoyl group (for example, N-methylcarbamoyl, N-butylcarbamoyl, N-octadecylcarbamoyl, N- [4- (2,4-di-tert-amylphenoxy) butyl] carbamoyl, N-methyl-N-tetradecylcarbamoyl), diacylamino group (N-succinimide, N-phthalimide, 2,5-dioxo-) 1-
Oxazolidinyl, 3-dodecyl-2,5-dioxo-1
-Hydantoinyl, 3- (N-acetyl-N-dodecylamino) succinimide), alkoxycarbonyl group (for example, methoxycarbonyl, tetradecyloxycarbonyl, benzyloxycarbonyl), alkoxysulfonyl group (for example, methoxysulfonyl, butoxysulfonyl, Octyloxysulfonyl, tetradecyloxysulfonyl), aryloxysulfonyl group (eg, phenoxysulfonyl, p-methylphenoxysulfonyl, 2,4-di-tert-amylphenoxysulfonyl, etc.), alkanesulfonyl group (eg, methanesulfonyl, ethane) Sulfonyl, octanesulfonyl, 2-ethylhexylsulfonyl, hexadecanesulfonyl),
An arylsulfonyl group (eg, benzenesulfonyl,
4-nonylbenzenesulfonyl), an alkylthio group (eg, methylthio, ethylthio, hexylthio, benzylthio, tetradecylthio, 2- (2,4-di-tert-amylphenoxy) ethylthio, etc.), an arylthio group (eg, phenylthio, p -Tolylthio), an alkyloxycarbonylamino group (eg, methoxycarbonylamino, ethyloxycarbonylamino, benzyloxycarbonylamino, hexadecyloxycarbonylamino), an alkylureido group (eg, N-methylureido, N, N-dimethylureido) , N-methyl-N-dodecylureido, N-hexadecylureido, N, N-dioctadecylureido), an acyl group (for example, acetyl, benzoyl, octadecanoyl, p-dodecanoamidobenzoyl), a nitro group, Examples thereof include a ruboxyl group, a sulfo group, a hydroxy group and a trichloromethyl group.

However, among the above substituents, the number of carbon atoms defined as an alkyl group represents 1 to 36, and the number of carbon atoms defined as an aryl group represents 6 to 38.

R ²² , R ²³ , R ²⁴ , R ²⁵ , R ²⁶ , R ²⁷ , R ²⁸ , R ²⁹ , R ³⁰ , R ³¹ ,
R ³² and R ³³ are each a hydrogen atom and a hydroxyl group,
An unsubstituted or substituted alkyl group (preferably having a carbon number of 1 to 20, for example, methyl, propyl, t-butyl, trifluoromethyl, tridecyl, etc.), an aryl group (preferably having a carbon number of 6 to 20). For example, phenyl,
4-t-butylphenyl, 2,4-di-t-amylphenyl, 4-methoxyphenyl), a heterocyclic group (for example, 2-
Furyl, 2-thienyl, 2-pyrimidinyl, 2-benzothiazolyl), alkylamino group (preferably having 1 carbon atom)
~ 20 things. For example, methylamino, diethylamino,
t-butylamino), acylamino group (preferably having 2 to 20 carbon atoms, for example, acetylamino, propylamide, benzamide), anilino group (eg phenylamino, 2-chloroanilino), alkoxycarbonyl group (preferably having carbon number). 2 to 20. For example, methoxycarbonyl, butoxycarbonyl, 2-ethylhexyloxycarbonyl), alkylcarbonyl group (preferably having 2 to 20 carbon atoms, for example, acetyl, butylcarbonyl, cyclohexylcarbonyl), arylcarbonyl group ( For example, preferably those having 7 to 20 carbon atoms, such as benzoyl, 4-t-butylbenzoyl) and alkylthio groups (preferably those having 1 to 20 carbon atoms. For example, methylthio,
Octylthio, 2-phenoxyethylthio), arylthio group (preferably having 6 to 20 carbon atoms, for example, phenylthio, 2-butoxy-5-t-octylphenylthio), carbamoyl group (preferably having 1 to 20 carbon atoms). For example, N-ethylcarbamoyl group, N, N-dibutylcarbamoyl, N-methyl-N-butylcarbamoyl), sulfamoyl group (preferably having up to 20 carbon atoms. For example, N-ethylsulfamoyl, N, N-diethylsulfamoyl, N, N-dipropylsulfamoyl)
Alternatively, it represents a sulfonamide group (preferably having a carbon number of 1 to 20, for example, methanesulfonamide, benzenesulfonamide, p-toluenesulfonamide).

Z ² represents a hydrogen atom or a group capable of splitting off with an oxidized product of an aromatic primary amine developing agent by a coupling reaction. Examples of the group capable of splitting off include a halogen atom (for example, chlorine and bromine), a coupling splitting off group linked by an oxygen atom (for example, 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, benzoloxy, 2-phenethyloxy, 2-phenoxy-ethoxy, 5-phenyltetrazolyloxy, 2-benzothiazolyloxy), a coupling-off group linked by a nitrogen atom (for example, JP-A-59- 99
No. 437, specifically benzenesulfonamide, N-ethyltoluenesulfonamide, heptafluorobutanamide, 2,3,4,5,6-pentafluorobenzamide, octanesulfonamide, p-cyano Phenylureido, N, N-diethylsulfamoylamino, 1-piperidyl, 5,5-dimethyl-2,4-dioxo-
3-oxazolidinyl, 1-benzyl-5-ethoxy-
3-hydantoinyl, 2-oxo-1,2-dihydro-1
-Pyridinyl, imidazolyl, pyrazolyl, 3,5-diethyl-1,2,4-triazol-1-yl, 5- or 6
-Bromobenzotriazol-1-yl, 5-methyl-
1,2,3,4-triazol-1-yl, benzimidazolyl), a coupling-off group linked by a sulfur atom (for example, phenylthio, 2-carboxyphenylthio, 2-methoxy-5-octylphenylthio, 4-methane) Sulfonylphenylthio, 4-octanesulfonamidophenylthio, benzylthio, 2-cyanoethylthio, 5-phenyl-2,3,4,5-tetrazolylthio, 2-benzothiazolyl). The releasable group is preferably a halogen atom, a coupling-off group linked by an oxygen atom, a coupling-off group linked by a nitrogen atom, and particularly preferably an aryloxy group, a chlorine atom, a pyrazolyl group, an imidazolyl group, triazolyl. It is a base.

As the yellow color-forming coupler residue, an acylacetanilide type one, particularly a pivaloylacetanilide type [XIII], a benzoylacetanilide type [XIV] or [XV] represented by the following general formula is preferable (free in the general formula Connect to EL ¹ _m L ² _n at the bond.) In the formula, R ³⁴ , R ³⁵ , R ³⁶ and R ³⁷ are each a hydrogen atom or a well-known substituent of a yellow color forming coupler residue, such as an alkyl group, an alkenyl group, an alkoxy group, an alkoxycarbonyl group, a halogen atom or an alkoxycarbamoyl group. ,
Aliphatic amide group, alkylsulfamoyl group, alkylsulfonamide group, alkylureido group, alkyl-substituted succinimide group, aryloxy group, aryloxycarbonyl group, arylcarbamoyl group, arylamide group, arylsulfamoyl group, arylsulfone Amide group, arylureido group, carboxy group, sulfo group,
It represents a nitro group, a cyano group, a thiocyano group, etc., and these substituents may be the same or different.

Z ³ is a hydrogen atom or the following general formula [XVI], [XVI], [XVI]
It is represented by [I] or [XIX].

R ³⁸ represents an optionally substituted aryl group or heterocyclic group.

R ³⁹ and R ⁴⁰ are each a hydrogen atom, halogen atom, carboxylic acid ester group, amino group, alkyl group, alkylthio group, alkoxy group, alkylsulfonyl group, alkylsulfinyl group, carboxylic acid group, sulfonic acid group, unsubstituted or substituted. Represents a phenyl group or a heterocycle, which groups may be the same or different.

W ₁ in the formula Represents a non-metal atom required to form a 4-membered ring, 5-membered ring or 6-membered ring.

Of the general formula [XIX], [XX] to [XXII] are preferable.

In the formula, R ⁴¹ and R ⁴² are each a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group or a hydroxy group, and R ⁴³ , R ⁴⁴ and R ⁴⁵ are each a hydrogen atom, an alkyl group, an aryl group or an aralkyl group. Or, an acyl group and W ₂ represents an oxygen atom or a sulfur atom.

Particularly preferred compounds among the compounds represented by the general formula [I] are shown below.

R ¹ represents a hydrogen atom or a methyl group, L ¹ represents -CONH-, -CO
O-, -OCO-, , M represents 1, and n represents 0 or 1.
L ² is represented by X ¹ J ¹ −X ² _p J ² −X ² _q J ³ _{r s} , and among these, as particularly preferred,
J ¹ , J ² and J ³ may be the same or different, -CO-,-
_{SO 2 -, - CONH -,} - SO 2 NH -, - NHCO -, - NHSO 2 -,
-O-, -NHCONH-, -S-, -COO-, -OCO-, -NH
COO-, -OCONH-, X ¹ , X ² , and X ³ may be the same or different, and represent an alkylene group (having 1 to 4 carbon atoms), an arylene group, and a substituted arylene group, p, q, r and s represent 0 or 1.

Representative examples of monomer couplers which give coupler units having a coupler residue capable of forming a dye by coupling with an aromatic primary amine developing agent represented by the general formula [I] which is a color-forming portion are shown below. , But is not limited to this.

The monomer couplers may be used individually or in a combination of several types.

Next, in the general formula [P], B is a repeating unit derived from an ethylenically unsaturated monomer having a photographically useful group, and as the photographically useful group, a DIR coupler, a fogging agent releasing coupler, a bleaching accelerator releasing coupler and a colored Examples include couplers, anti-fading agents, UV absorbers and formalin scavengers.

The DIR coupler monomer is represented by the general formula [XXII].

General formula (XXII) In the formula, R ¹ , L ¹ , L ² , m and n have the same definitions as in the general formula [I]. Examples of the timing group represented by Time are (1) groups utilizing the cleavage reaction of hemiacetal, for example, those described in U.S. Pat. No. 4,146,396, JP-A-60-249148 and 60-249149, and represented by the following general formula: It is a group represented. Here, the * mark represents the position bonded to Q in the general formula [I], and the ** mark represents M in the general formula [I].
Represents the position to bind to.

General formula (T-1) In the formula, W is an oxygen atom, a sulfur atom or Represents a group, R ₆₅ and R ₆₆ represent a hydrogen atom or a substituent, R ₆₇ represents a substituent, t represents 1 or 2, and when t is 2, two Represents the same or different. R ₆₅ and R ₆₆
When R represents a substituent and typical examples of R ₆₇ are respectively R ₆₉
Group, R ₆₉ CO- group, R ₆₉ SO ₂ -group, Is mentioned. Here, R ₆₉ has the same meaning as R ₄₁ described above, and R ₇₀ has the same meaning as R ₄₃ . R ₆₅ , R ₆₆
And R ₆₇ each represents a divalent group and is also included when they are linked to each other to form a cyclic structure. Specific examples of the group represented by formula (T-1) include the following groups.

(2) Group that causes cleavage reaction utilizing intramolecular nucleophilic substitution reaction For example, a timing group described in US Pat. No. 4,243,962 can be mentioned. It can be represented by the following general formula.

General formula (T-2) * -Nu-Link-E-** In the formula, * indicates the position of bonding to Q in general formula [I], and ** indicates the position of bonding to M in general formula [I]. Nu represents a nucleophilic group, an oxygen atom or a sulfur atom is an example of a nucleophilic species, E represents an electrophilic group, and Nu represents
Link is a group capable of cleaving the bond with the ** mark upon further nucleophilic attack, and Link represents a linking group that sterically links Nu and E so that they can undergo an intramolecular nucleophilic substitution reaction. Specific examples of the group represented by formula (T-2) are as follows.

(3) A group that causes a cleavage reaction by utilizing an electron transfer reaction along a conjugated system.

For example, it is a group represented by the following general formula described in U.S. Pat. No. 4,409,323 or 4,421,845.

General formula (T-3) In the formula, *, **, W, R ₆₅ , R ₆₆ and t are (T-
It has the same meaning as described in 1). Specific examples include the following groups.

(4) A group that utilizes a cleavage reaction due to hydrolysis of an ester.

For example, the following groups are the connecting groups described in West German Published Patent No. 2,626,315. In the formula, asterisks and asterisks have the same meanings as described for the general formula (T-1).

(5) A group that utilizes a cleavage reaction of imino ketal.

For example, it is a linking group described in US Pat. No. 4,546,073 and is a group represented by the following general formula.

In the formula, * mark, ** mark and W have the same meaning as described in formula (T-1), and R ₆₈ has the same meaning as R ₆₇ . Specific examples of the group represented by formula (T-6) include the following groups.

k is 0 or 1.

Q but is similar to the definition of general formula (I), Time is Z _1, Z _2, of the general formula [V] - [XI] [XII] ~ of the general formula [II] - [IV] [ XIV] is bonded from the Z ₃ substitution position.

The development inhibitor represented by M is preferably tetrazolylthio, 1 or 2-benzotriazolyl, 1-benzoindazolyl, benzimidazolylthio, benzoxazolylthio, imidazolylthio, oxazolylthio, triazolylthio, oxadiazolylthio, thiadia. Zolylthio, or N-aryl-1,2,3,4-thiatriazol-5-amino. Where N-aryl-1,
2,3,4-thiatriazol-5-amino itself does not have a development inhibitory effect (after being cleaved) but causes a rearrangement reaction,
5-Mercapto-1-phenyltetrazole is produced and an inhibitory action is expressed (a reaction described in West German Laid-Open Patent No. 3,307,506A).

The development inhibitors listed above also include cases where one or more substituents are present at substitutable positions.

Preferred substituents are aliphatic groups (eg methyl, ethyl, propyl), aromatic groups (eg phenyl, 4-methoxycarbonylphenyl), halogen atoms (eg chloro atom, bromo atom), alkoxy groups (eg methoxy, Benzyloxy), alkylthio groups (eg ethylthio), aryloxy groups (eg phenyloxy),
Arylthio group (eg, phenylthio), carbamoyl group (eg, N-ethylcarbamoyl), alkoxycarbonyl group (eg, methoxycarbonyl), aryloxycarbonyl group (eg, phenoxycarbonyl group), sulfonyl group (eg, benzenesulfonyl group), sulfamoyl group (Eg N-butylsulfamoyl), acylamino group (eg acetamide, benzamide), sulfonamide group (eg benzenesulfonamide), acyl group (eg benzoyl), nitroso group, nitro group, acyloxy group (eg benzoyloxy), Ureido group (for example, 3-phenylureido), imide group (for example, succinimide), heterocyclic group (nitrogen atom as a hetero atom,
4 to 6 members selected from oxygen atom or sulfur atom
A heterocyclic group of a member ring. For example, 2-furyl, 2-pyridyl, 1
-Imidazolyl, 1-morpholino), hydroxyl group,
Alkoxycarbonylamino group (eg methoxycarbonylamino), aryloxycarbonylamino group (eg phenoxycarbonylamino), amino group, arylamino group (eg anilino), aliphatic amino group (eg diethylamino), sulfinyl group (eg ethyl Sulfinyl), a thioureido group (for example, 3-phenylthioureido), or a heterocyclic amino group (for example, imidazolylamino).

When the partial structure of the substituent has an aliphatic group moiety, it has 1 to 22 carbon atoms, preferably 1 to 10 carbon atoms, and is linear or cyclic, linear or branched, saturated or unsaturated, substituted or unsubstituted. Is an aliphatic group. When the partial structure of the above-mentioned substituent group contains an aromatic group, it has 6 to 10 carbon atoms, preferably a substituted or unsubstituted phenyl group.

Particularly preferred as M is a tetrazolylthio group or a benzotriazolyl group.

Next, specific examples of the ethylenically unsaturated monomer forming the repeating unit having a photographically useful group represented by B in the general formula [P] are shown below, but the invention is not limited thereto.

Next, as preferable examples of the ethylenically unsaturated monomer which gives the repeating unit represented by D in the general formula [P], acrylic acid, α-chloroacrylic acid, α-alacrylic acid (for example, methacrylic acid), and acrylics thereof Esters or amides derived from acids (eg, acrylamide, methacrylamide, n-butyl acrylamide, t-butyl acrylamide, diacetone acrylamide, methyl acrylate, ethyl acrylate, n-propyl acrylate,
n-butyl acrylate, t-butyl acrylate, js
o-butyl acrylate, 2-ethylhexyl acrylate, n-octyl acrylate, lauryl acrylate, methyl methacrylate, ethyl methacrylate, n
-Butyl methacrylate, cyclohexyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-methoxyethyl acrylate, 2-methoxyethyl methacrylate, 2-ethoxyethyl acrylate, 2-ethoxyethyl methacrylate, 2-butoxyethyl acrylate, 2 -N-propyloxyethyl methacrylate, 2- (2-methoxy) ethoxyethyl acrylate, etc.), vinyl ester (eg vinyl acetate, vinyl laurate), acrylonitrile, methacrylonitrile, dienes (eg butadiene, isoprene), aromatic Vinyl compounds (eg styrene and its derivatives such as vinyltoluene, vinylacetophenone and sulfostyrene), itaconic acid, citraconic acid, Tonsan, vinylidene chloride, vinyl alkyl ethers (e.g., vinyl ethyl ether), maleic anhydride, maleic acid esters, N- vinyl-2-pyrrolidone, N- vinyl pyridine, and 2
-And 4-vinylpyridine, ethylene, propylene,
Examples thereof include 1-butene and isobutene, but are not limited thereto.

Two or more kinds of the ethylenically unsaturated monomers used here can be used together.

For example, ethyl acrylate and n-butyl acrylate,
Examples include n-butyl acrylate, styrene methyl methacrylate, and diacetone acrylamide.

In the above general formula [P], E represents a monovalent group having 8 or more carbon atoms, and examples thereof include those represented by the following general formula [XXIII].

Examples of the general formula [XXIII] E ¹ Y _p E ¹ include an alkyl group having 8 or more carbon atoms, a substituted alkyl group, a substituted aryl group, a substituted naphthyl group and the like.

Examples of the substituent which may be further substituted on these groups include a halogen atom, a cyano group, an alkyl group, a substituted alkyl group, an alkoxy group, a substituted alkoxy group and -NHCOR ^46.
(R ⁴⁶ represents an alkyl group, a substituted alkyl group, a phenyl group, a substituted phenyl group or an aralkyl group), —NHSO ₂ R
⁴⁶ (R ⁴⁶ is as defined above), -COOR ⁴⁶ (R ⁴⁶ is as defined above), -OCOR ⁴⁶ (R ⁴⁶ is as defined above), -SOR ⁴⁶ (R ⁴⁶ is as defined above), R ⁴⁸ may be the same or different, and a hydrogen atom, an alkyl group, a substituted alkyl group, a phenyl group, a substituted phenyl group,
Represents an aralkyl group or a substituted aralkyl group), (R ⁴⁷ and R ⁴⁸ are as defined above), an amino group (which may be substituted with an alkyl group), a hydroxyl group or a group which is hydrolyzed to form a hydroxyl group.

In addition, examples of the substituents of the above alkyl group, substituted alkoxy group, substituted phenyl group, and substituted aralkyl group include a hydroxyl group, an alkoxy group having 1 to about 4 carbon atoms, -NHSO ₂ R ⁴⁶ (R ⁴⁶
Is the same as the above), -NHCOR ⁴⁶ (R ⁴⁶ is the same as the above), -COOR ⁴⁶ (R ⁴⁶ is the same as the above), -OCOR ⁴⁶ (R ⁴⁶ is the same as the above), (R ⁴⁷ and R ⁴⁸ are as defined above), (R ⁴⁷ and R ⁴⁸ are as defined above), —SO ₂ R ⁴⁶ (R ⁴⁶ is as defined above), —COR ⁴⁶ (R ⁴⁶ is as defined above), a halogen atom, a cyano group, an amino group (an alkyl group). (May be substituted) and the like.

Preferred examples of E ¹ are shown below, but the invention is not limited thereto.

C ₈ H _17- , C ₁₀ H _21- , C ₁₂ H _25- , C ₁₄ H _29- , C ₁₅ H _31- , C
₁₆ H _33- , C ₁₈ H _37- , C ₈ H ₁₇ CONHCH ₂ CH ₂ −, C ₁₃ H ₂₇ CONHCH ₂ CH ₂ −, C ₁₅ H ₃₁ CONHCH ₂ CH _{2 −} , C ₁₇ H ₃₅ CONHCH ₂ CH ₂ −, C ₁₆ H ₃₃ NHCH ₂ CH ₂ −, C ₁₂ H ₂₅ NHCOCH ₂ −, C ₁₈ H ₃₇ NHCOCH
_2- , In the general formula [XXIII], Y is -O-, -S-, -SO.
-, - SO ₂ - represents, p is 0 or 1.

In the general formula [P], G preferably represents a hydrogen atom or a halogen atom (F, Cl, Br, I).

In the present invention, “lipophilic” means that the amount dissolved in 100 g of distilled water is 3 g or less, preferably 1 g or less.

In the polymer coupler obtained by the polymerization reaction using the chain transfer agent used in the present invention, in addition to the compound represented by the general formula [P], compounds represented by the following general formulas [XXIV] and [XXV] are included. About 0.1 to about 20 wt% is mixed.

General formula [XXIV] EA _{X BY} E (E, A, B, x and y have the same meanings as described above) General formula [XXV] IA _{X BY} X (A, B, x, y and X are as described above) Has the same meaning as I. represents a group derived from a radical generated by decomposition of a polymerization initiator.) Also, Takayuki Otsu, "Radical Polymerization (I)," p.123-127.
As described in (Chemical Doujin, 1971), in addition to the above general formulas [XXIII] and [XXIV], a compound derived from chain transfer to a monomer or chain transfer to a polymerization solvent is a monomer solvent. Corresponding to chain transfer ability, each exists.

The polymer represented by the general formula [I] synthesized by using a chain transfer agent as in the present invention is called a telomer.

About this telomer, "Oligomer" edited by Shinya Okawara
(Kodansha Scientific, 1976) p.10-30 explains in detail.

The method for synthesizing the telomer coupler used in the present invention is characterized by using a chain transfer agent having 8 or more carbon atoms, unlike ordinary radical polymerization. In this case, the polymerization is initiated and continued via the radicals transferred to the chain transfer agent, and the polymer is generated by the chain transfer to the transfer agent.

The chain transfer agent used is represented by EX (E and X have the same meanings as described above), and the above-mentioned "oligomer" is used.
Carboxylic acids and their esters, alcohols, thiols, ethers, aldehydes, ketones, halogenated hydrocarbons, fatty acid chlorides, halogenated carboxylic acids and the like. Of these, alcohol and thiol are particularly preferable.

These chain transfer agents are described, for example, by J. Brandrup et al., Polymer Handbook, (JohnWiley & Sons)] II-57.
~ 102, and Takayuki Otsu "Radical Polymerization (I)" (Kagaku Dojin, 1971) As described on page 128, the activity of the chain transfer reaction varies widely from large to small. The amount of addition depends on the type of chain transfer agent and the polymerization conditions (polymerization concentration, polymerization temperature, amount of initiator, etc.), and it may be used in large quantities as the solvent itself, or approximately 1 to the monomer. In some cases, only mol% is used.

The synthesis of the telomer coupler of the present invention is performed by using a polymerization initiator and a polymerization solvent as JP-A-56-5543, JP-A-57-94752, JP-A-57-176038, JP-A-57-204038, and JP-A-57-204038. 58-2874
5, JP 58-10738, JP 58-42044, JP 5
It is carried out using the compounds described in JP-A-8-14594 and JP-A-59-42543.

The polymerization initiator is used in the range of about 0.01 to about 10 mol% with respect to the monomer, but 0.01 to 2.0 mol% is preferable.

It is necessary to set the polymerization temperature in relation to the molecular weight of the telomer produced, the type of initiator, etc.
Although the above is possible, polymerization is usually carried out in the range of 30 ° C to 100 ° C. Higher temperatures are preferred for telomer synthesis, preferably in the range of about 70-100 ° C.

The proportion of the color-forming portion in the telomer coupler represented by the general formula [I] is usually 10 to 90% by weight, but 20 to 70% by weight is preferable in terms of color reproducibility, color forming property and stability. The photographically useful group portion is preferably 1 to 70% by weight, more preferably 5 to 40% by weight. In this case, the equivalent molecular weight (the number of grams of the polymer containing 1 mol of the monomer coupler) is about 200 to 4000.
However, the present invention is not limited to this.

The number average molecular weight of the telomer coupler of the present invention is preferably about 1000 to about 10,000, particularly preferably about 1000 to about 5,000, from the viewpoint of color developability and sensitivity.

The telomer coupler of the present invention is added to the silver halide emulsion layer or its adjacent layer.

The telomer coupler of the present invention is based on the coupler monomer and, in the case of the same layer as the silver halide, 0.001 per mol of silver.
5 mol to 0.5 mol, preferably 0.01 to 0.10 mol is preferably added.

The coating amount when the telomer coupler of the present invention is used in the non-photosensitive layer is 0.01 g / m ^{2 to} 1.0 g / m ² , preferably 0.1 g / m ^2.
The range is up to 0.5 g / m ² .

In the present invention, the number average molecular weight can be calculated based on the measurement result by the gel permeation chromatography method (GPC method).

The measurement conditions of the GPC method are as follows.

Column: TSKgel (made by Toyo Soda) Solvent: THF Flow rate: 1 ml / min Column temperature: 40 ° C Detector: UV-8 model I (manufactured by Toyo Soda Co., Ltd.) A calibration curve was created using TSK standard polystyrene (manufactured by Toyo Soda Co., Ltd.).

For the number average molecular weight, see “Polymer Science Experimental Method” edited by Japan Society of Polymer Science.
(Tokyo Kagaku Dojin, 1981) Calculated using the general method described in p.204-208, that is, the line segment method. The obtained chromatogram was divided into counts (D) at equal intervals, and the peak height from the baseline of the i-th polymer species was set to Hi, and it was determined using the following relational expression (1).

Here, Ni represents the number of the i-th polymeric species, and Mi represents the molecular weight of the i-th polymeric species. (Mi can be calculated from the above calibration curve.).

As well known in the field of polymer color couplers, the physical and / or chemical properties of the copolymer represented by the above-mentioned formula [I], for example, the solution-conducting agent, the binder of the photographic colloid composition, for example, gelatin, The compatibility, its flexibility, thermal stability etc. can be chosen to be favorably influenced.

The telomer coupler of the present invention may be prepared by emulsifying and dispersing a coupler obtained by polymerization of a monomer coupler in an organic solvent in the form of latex in an aqueous gelatin solution,
Alternatively, it may be directly produced by an emulsion polymerization method.

A method described in US Pat. No. 3,451,820 for emulsion-dispersing the coupler in the form of a latex in an aqueous gelatin solution, and a method described in US Pat. Nos. 4,080,211 and 3,370,952 for emulsion polymerization can be used.

Representative synthetic examples of the telomer coupler of the present invention are shown below.

Synthesis Example (1) 1- (2,4,6-trichlorophenyl) -3-methacrylamido-4-pyrazolyl-5-pyrazolone (exemplary coupler 22) and α-pivaloyl-α-phenoxycarbonyl-
Copolymerization of 1-benzotriazolyl-2-chloro-5-acrylamidoacetanilide (Exemplary coupler M-21) and butyl acrylate Synthesis of telomer coupler (P-1) Exemplified coupler (22) 30.0 g, exemplified coupler (M- 21) 5.0
g and butyl acrylate 10.0 g, dodecyl mercaptan 5.
A mixture of 0 g and 250 mL of ethyl acetate was placed in a 500 mL three-necked flask, and heated to 70 ° C. under a nitrogen stream with stirring.

10 mL of an ethyl acetate solution containing 500 mg of dimethyl azobisisobutyrate as a polymerization initiator was added to initiate polymerization.

After polymerization for 3 hours, the polymerization solution was cooled, poured into a 1 L eggplant-shaped flask, and ethyl acetate was distilled off under reduced pressure to give P-14.
Obtained 6.1 g.

P-1 had a number average molecular weight of 4000.

Synthesis example (2) 1- (2,4,6-trichlorophenyl) -3-methacrylamido-4-pyrazolyl-5-pyrazolone (exemplary coupler 22) and α-4-methoxybenzoyl-α-phenoxycarbonyl -1-benzotriazolyl-2-chloro-5
-Acrylamido acetanilide (exemplary coupler M-2
6) Synthesis of Copolymer Copolymer Coupler (P-2) of Methyl Acrylate Exemplified Coupler (22) 35.0 g, Exemplified Coupler (26) 5.0 g and Methyl Acrylate 8.0 g, Dodecyl Mercaptan 2.0 g,
A mixture of 200 mL of dimethylformamide was placed in a 500 mL three-necked flask and heated to 70 ° C. under stirring in a nitrogen stream.

10 mL of a dimethylformamide solution containing 500 mg of dimethyl azobisisobutyrate as a polymerization initiator was added to initiate polymerization.

After polymerization for 3 hours, the polymerization solution was cooled, poured into 1 L of distilled water, the precipitated solid was separated by filtration, washed with distilled water, and dried by heating under reduced pressure to obtain 48.7 g of P-2.

P-2 had a number average molecular weight of 4,200.

However, the following were used as the non-color-forming monomer.

MA: methyl acrylate EA: ethyl acrylate BA: n-butyl acrylate 2-EHA: 2-ethylhexyl acrylate MEA: methoxyethoxy acrylate MMA: methyl methacrylate BMA: butyl methacrylate n-BAM: n-butyl acrylamide St: styrene Used in the present invention The preferred silver halide contained in the photographic emulsion layer of the photographic light-sensitive material is silver iodobromide, silver iodochloride, or silver iodochlorobromide containing about 30 mol% or less of silver iodide. Particularly preferred is about 2 mol% to about 25 mol%
It is a silver iodobromide containing up to silver iodide.

The silver halide grains in a photographic emulsion are those having regular crystals such as cubes, octahedra and tetradecahedrons, those having irregular crystal shapes such as spheres and plates, twin planes, etc. It may have a crystal defect of, or a composite form thereof.

The grain size of silver halide may be fine grains of about 0.2 μm or less, or large grains having a projected area diameter of up to about 10 μm, and may be a polydisperse emulsion or a monodisperse emulsion.

The silver halide photographic emulsion which can be used in the present invention is, for example, Research Disclosure (RD), No. 17643 (December 1973).
Mon., pp. 22-23, "I. Emulsion preparation
and types) ”, and No. 18716 (November 1979), 648
Page, "The Physics and Chemistry of Photography" by Graphide, published by Paul Montel (P.Glafkides, Chemic et Phisique Photographi
Que Paul Montel, 1967), "Photoemulsion Chemistry" by Duffin, published by Focal Press (GFDuffin, Photographi
c Emulsion Chemistry (Focal Press, 1966)), "Production and Coating of Photographic Emulsions" by Zelikmann et al., VLZelikman et al. Making and Coating Photog.
It can be prepared using the method described in raphic Emulsion, Focal Press, 1964).

Monodisperse emulsions described in US Pat. Nos. 3,574,628 and 3,655,394 and British Patent 1,413,748 are also preferable.

Further, tabular grains having an aspect ratio of about 5 or more can be used in the present invention. Tabular grains are described in Gutoff, Photographic Science and Engineerin.
g), Vol. 14, pp. 248-257 (1970); U.S. Pat. No. 4,43.
4,226, 4,414,310, 4,433,048, 4,439,520
It can be easily prepared by the method described in Japanese Patent No. 2,112,157 and the like.

The crystal structure may be uniform, may have different halogen compositions inside and outside, may have a layered structure, and may have a different composition by epitaxial bonding. Alternatively, it may be bonded with a compound other than silver halide such as silver rotanate and lead oxide.

Also, a mixture of particles having various crystal forms may be used.

As the silver halide emulsion, those which are physically ripened, chemically ripened and spectrally sensitized are usually used. Additives used in such processes are Research Disclosure No.176.
43 and No. 18716, and the relevant parts are summarized in the table below.

Known photographic additives that can be used in the present invention are also described in the above two Research Disclosures, and the relevant portions are shown in the following table.

Various color couplers can be used in the present invention, specific examples of which are described in the patents described in Research Disclosure (RD) No. 17643, VII-CG.

Yellow couplers include, for example, U.S. Pat.
No. 1, No. 4,022,620, No. 4,326,024, No. 4,401,7
Those described in No. 52, Japanese Patent Publication No. 58-10739, British Patent Nos. 1,425,020, 1,476,760, etc. are preferable.

As the magenta coupler, 5-pyrazolone compounds and pyrazoloazole compounds are preferable, and US Pat. No. 4,310,61
No. 9, No. 4,351,897, European Patent No. 73,636, U.S. Patent No. 3,061,432, No. 3,725,067, Research Disclosure No. 24220 (June 1984), JP-A-60-33552.
Issue, Research Disclosure No. 24230 (June 1984
JP-A-60-43659, U.S. Pat. Nos. 4,500,630 and 4,540,654 are particularly preferable.

Examples of cyan couplers include phenol-type and naphthol-type couplers, and U.S. Pat.
4,146,396, 4,228,233, 4,296,200, 2,369,929, 2,801,171, 2,772,162,
No. 2,895,826, No. 3,772,002, No. 3,758,308
No. 4,334,011, 4,327,173, West German Patent Publication 3,329,729, European Patent 121,365A, U.S. Patent 3,4.
46,622, 4,333,999, 4,451,559, 4,
Those described in 427,767, EP 161,626A and the like are preferable.

Colored couplers to correct unwanted absorption of colored dyes are Research Disclosure No. 17643 VII-
Section G, U.S. Patent No. 4,163,670, Japanese Patent Publication No. 57-39413, U.S. Patent Nos. 4,004,929, 4,138,258, British Patent No. 1,
Those described in No. 146,368 are preferable.

As the coupler in which the color forming dye has an appropriate diffusibility, those described in U.S. Pat. No. 4,366,237, British Patent 2,125,570, European Patent 96,570 and West German Patent (Publication) 3,234,533 are preferable.

Typical examples of polymerized dye-forming couplers are U.S. Pat.Nos. 3,451,820, 4,080,211 and 4,367,282.
No. 2,102,173 and the like.

Couplers that release a photographically useful residue upon coupling are also preferably used in the present invention. DIR couplers that release development inhibitors are disclosed in the above-mentioned patents RD17643, VII to F, JP-A-57-151944 and 57-154234.
Nos. 60-184248 and U.S. Pat. No. 4,248,962 are preferred.

Examples of couplers that release a nucleating agent or a development accelerator imagewise during development include British Patent Nos. 2,097,140 and 2,13.
Those described in 1,188, JP-A-59-157638 and JP-A-59-170840 are preferable.

Other couplers that can be used in the light-sensitive material of the present invention include competitive couplers described in U.S. Pat.No. 4,130,427, multi-equivalent couplers described in U.S. Pat.Nos. 4,283,472, 4,338,393, and 4,310,618. , JP 60-1
85950, DIR redox compounds or DIR coupler-releasing couplers or DIR coupler-releasing couplers or redox described in JP-A-62-24252, couplers that release dyes that undergo color recovery after separation according to EP 173,302A, RD
No. 11449 and No. 24241, bleach accelerator releasing couplers described in JP-A-61-2201247 and the like, ligand releasing couplers described in US Pat. No. 4,535,477 and the like.

Specific examples of the color coupler that can be used in the present invention are shown below, but the invention is not limited thereto.

The coupler used in the present invention can be introduced into the light-sensitive material by various known dispersion methods.

Examples of the high boiling point solvent used in the oil-in-water dispersion method are described in US Pat. No. 2,322,027.

Specific examples of the high-boiling-point organic solvent having a boiling point of 175 ° C. or higher at atmospheric pressure used for the oil-in-water dispersion method include phthalic acid esters (dibutyl phthalate, dicyclohexyl phthalate, di-2-ethylhexyl phthalate, decyl phthalate, bisyl phthalate. (2,4-di-t-aluminumphenyl) phthalate, bis (2,4-di-t-amylphenyl) isophthalate, bis (1,1-diethylpropyl) phthalate, etc.), phosphoric acid or phosphonic acid ester (Trifel phosphate, tricresyl phosphate, 2-ethylhexyl diphenyl phosphate, trisoclohexyl phosphate, tri-2-ethylhexyl phosphate, tridodecyl phosphate, tributoxyethyl phosphate, trichloropropyl phosphate, di-2)
-Ethylhexylphenylphosphonate, etc.), benzoic acid esters (2-ethylhexylbenzoate, dodecylbenzoate, 2-ethylhexyl-p-hydroxybenzoate, etc.), amides (N, N-diethyldodecane amide, N, N-diethyllaurylamide, N-tetradecylpyrrolidone, etc., alcohols or phenols (isostearyl alcohol, 2,4-di-tert-
Amylphenol), aliphatic carboxylic acid esters (bis (2-ethylhexyl) sebacate, dioctyl azelate, glycerol tributyrate, isostearyl lactate, trioctyl citrate, etc.), aniline derivative (N, N-dibutyl-2) -Butoxy-5-tert
-Octylaniline, etc.), hydrocarbons (paraffin,
Dodecylbenzene, diisopropylnaphthalene, etc.) and the like. The auxiliary solvent has a boiling point of about 30 ° C.
Above, preferably an organic solvent of 50 ℃ or more and about 160 ℃ or less can be used, as a typical example, ethyl acetate, butyl acetate,
Examples include ethyl propionate, methyl ethyl ketone, cyclohexanone, 2-ethoxyethyl acetate, dimethylformamide and the like.

The steps of the latex dispersion method, effects, and specific examples of the latex for impregnation are described in US Pat. No. 4,199,363, West German Patent Application (OLS) Nos. 2,541,274 and 2,541,230.

The present invention can be applied to various color light-sensitive materials. Typical examples include color negative films for general use or movies, color reversal films for slides or televisions, color papers, color positive films and color reversal papers.

Suitable supports that can be used in the present invention include, for example, the aforementioned R
Page 28 of D.No.17643 and page 647 of the same No.18716 From right column 6
See page 48, left column.

The color photographic light-sensitive material according to the present invention has the above-mentioned RD.
The development processing can be carried out by a usual method described on pages 28 to 29 of 643 and 651 left column to right column of No. 18716.

The color developing solution used for the development processing of the light-sensitive material of the present invention is preferably an alkaline aqueous solution containing an aromatic primary amine type color developing agent as a main component. Although aminophenol compounds are also useful as the color developing agent, p-phenylenediamine compounds are preferably used, and typical examples thereof include 3-methyl-4-amino-N, N-diethylaniline and 3-methyl-4-amino-N, N-diethylaniline. Methyl-4-amino-N-ethyl-N-
β-hydroxyethylaniline, 3-methyl-4-amino-N-ethyl-N-β-methanesulfonamidoethylaniline, 3-methyl-4-amino-N-ethyl-N-
Examples include β-methoxyethylaniline and their sulfates, hydrochlorides or p-toluenesulfonates. Two or more of these compounds can be used in combination depending on the purpose.

The color developer contains a pH buffer such as an alkali metal carbonate, borate or phosphate, a bromide salt, an iodide salt, a benzimidazole, a benzothiazole or a mercapto compound or a development inhibitor or a fog. Generally, it contains an inhibitor and the like. If necessary, hydroxylamine, diethylhydroxylamine, sulfite hydrazines, phenylsemicarbazides, triethanolamine, catecholsulfonic acids, triethylenediamine (1,4-diazabicyclo [2,2,2] octane) Various preservatives, organic solvents such as ethylene glycol and diethylene glycol, benzyl alcohol, polyethylene glycol, quaternary ammonium salts, development accelerators such as amines, dye-forming couplers, competitive couplers, fogging agents such as sodium boron hydride. , 1-
Auxiliary developing agents such as phenyl-3-pyrazolidone, tackifiers, aminopolycarboxylic acids, aminopolyphosphonic acids, alkylphosphonic acids, various chelating agents represented by phosphonocarboxylic acids, for example, ethylenediaminetetraacetic acid, Nitrilotriacetic acid, diethylenetriaminepentaacetic acid, cyclohexanediaminetetraacetic acid, hydroxyethyliminodiacetic acid, 1-hydroxyethylidene-1,1-diphosphonic acid, nitrilo-N, N, N-trimethylenephosphonic acid, ethylenediamine-N, N, Representative examples are N ', N'-tetramethylenephosphonic acid, ethylenediamine-di (o-hydroxyphenylacetic acid) and their salts.

When the reversal process is performed, black and white development is usually performed before color development. In this black-and-white developer, a known black-and-white developing agent such as dihydroxybenzenes such as hydroquinone, 3-pyrazolidones such as 1-phenyl-3-pyrazolidone, or aminophenols such as N-methyl-p-aminophenol is used alone. Alternatively, they can be used in combination.

The pH of these color developing solution and black-and-white developing solution is generally 9 to 12. The replenishment amount of these developing solutions depends on the color photographic light-sensitive material to be processed, but is generally 3 liters or less per 1 square meter of light-sensitive material, and is 500 ml or less by reducing the bromide ion concentration in the replenishing solution. You can also When the replenishment amount is reduced, it is preferable to prevent the liquid evaporation and air oxidation by reducing the contact area of the treatment tank with the air. Further, the amount of replenishment can be reduced by using means for suppressing the accumulation of bromide ions in the developing solution.

The photographic emulsion layer after color development is usually bleached. The bleaching process may be performed simultaneously with the fixing process (bleach-fixing process), or may be performed individually. Further, in order to speed up the processing, a processing method of bleach-fixing processing after bleaching processing may be used. Further processing with two continuous bleach-fix baths,
The fixing treatment before the bleach-fixing treatment or the bleaching treatment after the bleach-fixing treatment can be optionally carried out according to the purpose.
Examples of bleaching agents include iron (III), cobalt (III),
Compounds of polyvalent metals such as chromium (VI) and copper (II), peracids, quinones, nitro compounds and the like are used. Typical bleaching agents are ferricyanide; dichromate; iron (II
I) or cobalt (III) organic complex salts such as ethylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid, cyclohexanediaminetetraacetic acid, methyliminodiacetic acid, 1,3
-Aminopolycarboxylic acids such as diaminopropane tetraacetic acid and glycol ether diamine tetraacetic acid or complex salts such as citric acid, tartaric acid and malic acid; persulfates; bromates; permanganates; nitrobenzenes and the like can be used. it can. Of these, aminopolycarboxylic acid iron (II) including ethylenediaminetetraacetic acid iron (III) complex salts
I) Complex salts and persulfates are preferable from the viewpoint of rapid processing and prevention of environmental pollution. Furthermore, iron (III) aminopolycarboxylate
Complex salts are particularly useful in both bleaching solutions and bleach-fixing solutions. The pH of the bleaching solution or bleach-fixing solution using these aminopolycarboxylic acid iron (III) complex salts is usually 5.5 to 8, but a lower pH can be used for speeding up the processing.

If necessary, a bleaching accelerator can be used in the bleaching solution, the bleach-fixing solution and their pre-bath. Specific examples of useful bleach accelerators are described in the following specifications: US Pat. No. 3,893,858, West German Patents 1,290,812, 2,059,988.
No. 5, JP-A-53-32,736, JP-A-53-57,831, and JP-A-53-37,4
No. 18, No. 53-72,623, No. 53-95,630, No. 53-95,631
No. 53, No. 1042323, No. 53-124, 424, No. 53-141, 62
No. 3, No. 53-28,426, Research Disclosure N
Compounds having a mercapto group or a disulfide group, such as those described in JP-A No. 17-129 (July 1978);
Thiazolidine derivatives described in No. 9: JP-B-45-8,506,
JP-A-52-20832, JP-A-53-32735, U.S. Pat.
Thiourea derivatives described in 6,561; West German Patent No. 1,127,715
And iodide salts described in JP-A-58-16235; West German Patent No.
Polyoxyethylene compounds described in 966,410 and 2,748,430; polyamine compounds described in JP-B-45-8836;
Other JP-A-49-42,434, 49-59,644, 53-9
4,927, 54-35,727, 55-26,506, 58-163,9
Compounds described in No. 40; bromide ion and the like can be used. Among them, a compound having a mercapto group or a disulfide group is preferable from the viewpoint of a large accelerating effect, and in particular, US Pat.
Compounds described in 893,858, West Patent 1,290,812 and JP-A-53-95,630 are preferable. In addition, U.S. Pat.
The compounds described in No. 4 are also preferable. These bleaching accelerators may be added to the light-sensitive material. These bleaching accelerators are particularly effective when bleach-fixing a color light-sensitive material for photography.

Examples of the fixing agent include thiosulfates, thiocyanates, thioether compounds, thioureas, and a large amount of iodide salts, but thiosulfates are generally used, and ammonium thiosulfate is the most widely used. Can be used for As a preservative for the bleach-fix solution, sulfite, bisulfite or carbonyl bisulfite adduct is preferable.

The silver halide color photographic light-sensitive material of the present invention is generally washed with water and / or stabilized after the desilvering process.
The amount of rinsing water in the rinsing step depends on the characteristics of the photosensitive material (for example, depending on the materials used such as couplers), application, and further, the rinsing water temperature, the number of rinsing tanks (number of stages), replenishment method such as countercurrent, forward flow, and various other conditions. It can be set in a wide range. Of these, the relationship between the number of washing tanks and the water volume in the multi-stage countercurrent system is described in Jour.
nal of the Society of Motion Picture and Televisio
n Engineers Volume 64, P.248-253 (May 1955 issue).

According to the multi-stage countercurrent method described in the above-mentioned literature, the amount of washing water can be significantly increased, but due to the increase in the residence time of water in the tank, bacteria are propagated, and the produced floating substances adhere to the photosensitive material, etc. Problem arises. In the processing of the color light-sensitive material of the present invention, as a solution to such a problem,
The method of reducing calcium and magnesium ions described in Japanese Patent Application No. 61-131,632 can be used very effectively. Further, isothiazolone compounds and siabendazoles described in JP-A-57-8542, chlorinated germicides such as chlorinated sodium isocyanurate, and other benzotriazoles, etc., Hiroshi Horiguchi, "Chemistry of Antibacterial and Antifungal Agents" It is also possible to use the bactericides described in "Microbial Sterilization, Sterilization, and Antifungal Techniques" edited by the Sanitary Technology Association and "Encyclopedia of Antibacterial and Antifungal Agents" edited by Japan Society for Antibacterial and Antifungal Agents.

The pH of washing water in the processing of the light-sensitive material of the present invention is 4-9.
And preferably 5-8. The temperature of washing water and the washing time can be variously set depending on the characteristics of the light-sensitive material, the use, etc., but in general, it is 20 seconds to 10 minutes at 15-45 ° C, and preferably 30 at 25-40 ° C.
A range of seconds-5 minutes is selected. Further, the light-sensitive material of the present invention can be directly processed with a stabilizing solution instead of the above washing with water. In such stabilization treatment, Japanese Patent Laid-Open No.
All known methods described in Nos. -8,543, 58-14,834, and 60-220,345 can be used.

Further, there is a case where a stabilizing treatment is further performed after the water washing treatment, and as an example, it is used as a final bath of a color light-sensitive material for photographing. Mention may be made of a stabilizing bath containing formalin and a surfactant. Various chelating agents and antifungal agents can also be added to this stabilizing bath.

The overflow solution accompanying the above washing with water and / or supplementation of the stabilizing solution can be reused in other steps such as the desilvering step.

The silver halide color light-sensitive material of the present invention may contain a color developing agent for the purpose of simplifying and accelerating the processing. For incorporation, it is preferable to use various precursors of color developing agents. For example, indaniline compounds described in U.S. Pat.No. 3,342,597, No. 3,342,599, Schiff's base type compounds described in Research Disclosures 14,850 and 15,159, aldol compounds described in No. 13,924, metals described in U.S. Pat.No. 3,719,492. Salt complex, JP-A-5
The urethane compound described in 3-135,628 can be mentioned.

The silver halide color light-sensitive material of the present invention contains various 1-phenyl-containing compounds, if necessary, for the purpose of promoting color development.
You may incorporate 3-pyrazolidones. Typical compounds are JP-A Nos. 56-64,339, 57-144,547, and 58.
-115,438 etc. are described.

The various treatment liquids in the present invention are used at 10 ° C to 50 ° C. Normally, a temperature of 33 ° C to 38 ° C is standard, but a higher temperature accelerates the processing to shorten the processing time, and a lower temperature lowers the image quality to improve the stability of the processing liquid. be able to. Further, in order to save silver in the light-sensitive material, processing using cobalt intensification or hydrogen peroxide intensification described in West German Patent No. 2,226,770 or US Pat. No. 3,674,499 may be performed.

The silver halide light-sensitive material of the present invention is described in US Pat.
0,626, JP-A-60-133449, 59-218443, 61
It can also be applied to the photothermographic materials described in, for example, No. 238056 and European Patent 210,660A2.

(Examples) The present invention will be further described below with reference to examples, but the present invention is not limited thereto.

Example 1 On a subbed cellulose triacetate film support,
A sample 101, which is a multi-layer color light-sensitive material having the following composition, was prepared.

(Composition of Photosensitive Layer) The sensitizing dye is shown by the number of moles per mole of silver halide in the same layer.

1st layer (anti-halation layer) Black colloidal silver …… 0.2g / m ² Gelatin …… 1.3g / m ² Colored coupler C-1 …… 0.06g / m ² UV absorber UV-1 …… 0.1g / m ² Same as above UV-2 …… 0.2 g / m ² High boiling point organic solvent Oil-1 …… 0.01 CC / m ² Same as above Oil-2 …… 0.01 CC / m ² Second layer (intermediate layer) Fine grain silver bromide (normal Particle size 0.07μ) …… 0.15g / m ² Gelatin …… 1.0g / m ² Colored coupler C-2 …… 0.02g / m ² High boiling point organic solvent Oil-1 …… 0.1CC / m ² 3rd layer ( Low-sensitivity red-sensitive emulsion layer) Silver iodobromide emulsion (silver iodide 2 mol%, average grain size 0.3 µ)
Silver 0.4g / m ² Gelatin …… 0.6g / m ² Sensitizing dye I …… 1.0 × 10 ^-4 Sensitizing dye II …… 3.0 × 10 ^-4 Sensitizing dye III …… 1 × 10 ^-5 Coupler C- 3 ...... 0.12g / m ² coupler C-8 ...... 0.04g / m ² coupler ^C-2 ...... 0.03g / m 2 high-boiling organic solvent Oil-1 ...... 0.06CC / m ² Same as above Oil-3 ...... 0.06CC / m ² 4th layer (medium-sensitivity red-sensitive emulsion layer) Silver iodobromide emulsion (silver iodide 5 mol%, average grain size 0.5μ)
0.7g / m ² sensitizing dye I …… 1 × 10 ^-4 sensitizing dye II …… 3 × 10 ^-4 sensitizing dye III …… 1 × 10 ^-5 coupler C-3 …… 0.48g / m ² coupler C-8 …… 0.04g / m ² Coupler C-2 …… 0.04g / m ² High boiling point organic solvent Oil-1 …… 0.30CC / m ² High boiling point organic solvent Oil-3 …… 0.30CC / m ² No. 5 layers (high-sensitivity red-sensitive emulsion layer) Silver iodobromide emulsion (10 mol% silver iodide, average grain size 0.7μ)
Silver 1.0 g / m ² gelatin …… 1.0 g / m ² Sensitizing dye I …… 1 × 10 ^-4 Sensitizing dye II …… 3 × 10 ^-4 Sensitizing dye III …… 1 × 10 ^-5 Coupler C- 6 ...... 0.05g / m ² coupler C-3 ...... 0.1g / m ² high-boiling organic solvent Oil-1 ...... 0.10CC / m ² Same as above ^Oil-2 ...... 0.10CC / m 2 6th layer (interlayer ) Gelatin: 1.0 g / m ² Compound Cpd-A: 0.03 g / m ² High boiling point organic solvent Oil-1: 0.05 CC / m 7th layer (low sensitivity green emulsion layer) Silver iodobromide emulsifier ( 4 mol% silver iodide, average grain size 0.3μ)
… Silver 0.30g / m Sensitizing dye IV …… 5 × 10 ^-4 Sensitizing dye VI …… 0.3 × 10 ^-4 Sensitizing dye V …… 2 × 10 ^-4 Gelatin …… 1.0g / m ² Coupler C- 9 ...... 0.2g / m ² coupler C-5 ...... 0.03g / m ² coupler C-1 ...... 0.03g / m ² high-boiling organic solvent Oil-1 ...... 0.5CC / m ² eighth layer (middle sensitivity Green-sensitive emulsion layer) Silver iodobromide emulsion (silver iodide 5 mol%, average grain size 0.5 µ)
0.4g / m ² sensitizing dye IV …… 5 × 10 ^-4 sensitizing dye V …… 2 × 10 ^-4 sensitizing dye VI …… 0.3 × 10 ^-4 coupler C-9 …… 0.25g / m ² coupler C-1 ...... 0.03g / m ² coupler C-10 ...... 0.015g / m ² coupler C-5 ...... 0.01g / m ² high-boiling organic solvent Oil-1 ...... 0.2CC / m ² 9th layer ( High-sensitivity green-sensitive emulsion layer) Silver iodobromide emulsion (silver iodide 6 mol%, average grain size 0.7μ)
Silver 0.85 g / m ² Gelatin …… 1.0 g / m ² Sensitizing dye VII …… 3.5 × 10 ^-4 Sensitizing dye VIII …… 1.4 × 10 ^-4 Coupler C-11 …… 0.01 g / m ² Coupler C- 12 …… 0.03g / m ² coupler C-13 …… 0.20g / m ² coupler C-1 …… 0.02g / m ² coupler C-15 …… 0.02g / m ² high boiling organic solvent Oil-1 …… 0.20 cc / m ² Same as above ^Oil-2 ...... 0.05CC / m 2 10th layer (yellow filter layer) gelatin ...... 1.2g / m ² yellow colloidal silver ...... 0.08g / m ² compound Cpd-B ...... 0.1g / m ² High boiling point organic solvent Oil-1 …… 0.3 CC / m ² 11th layer (low sensitivity blue sensitive emulsion layer) Monodisperse silver iodobromide emulsion (4 mol% silver iodide, average grain size 0.3
μ) Silver 0.4g / m ² Gelatin 1.0g / m ² Sensitizing dye IX 2 × 10 ^-4 Coupler C-14 0.9g / m ² Coupler C-5 0.07g / m ² High boiling point organic solvent Oil-1 …… 0.2CC / m ² 12th layer (high sensitivity blue emulsion layer) Silver iodobromide (silver iodide 10mol%, average grain size 1.5μ) …… Silver 0.5
g / m ² Gelatin …… 0.6 g / m ² Sensitizing dye IX …… 1 × 10 ^-4 Coupler C-14 …… 0.25 g / m ² High boiling point organic solvent Oil-1 …… 0.07 CC / m ² No. 13 Layer (first protective layer) Gelatin: 0.8g / m ² UV absorber UV-1: 0.1g / m ² Same as above UV-2: 0.2g / m ² High boiling organic solvent Oil-1: 0.01CC / m ² Same as above Oil-2 …… 0.01CC / m ² 14th layer (2nd protective layer) Fine grain silver bromide (average grain size 0.07μ) …… 0.5g / m ² Gelatin …… 0.45g / m ² Poly Methyl methacrylate particles (diameter 1.5μ) …… 0.2
g / m ² Hardener H-1 ・ ・ ・ 0.4 g / m ² Formaldehyde scavenger S-1 ・ ・ ・ 0.5 g / m ² Formaldehyde scavenger S-2 ・ ・ ・ 0.5 g / m ² In addition, a surfactant was added as a coating aid. The sample prepared as described above is sample 101
And

The chemical structural formulas or names of the compounds used in the present invention are shown below: The sample manufactured as described above was designated as 101. Samples 102-10
Preparation of 7 In Sample 101, couplers C-1 and C of the 7th and 8th layers
Instead of -5 and C-9, the couplers shown in Table 2 were replaced by equimolar amounts, and the same procedure as in Sample 101 was performed except that the high boiling point organic solvent was removed.

The coupler of the present invention was dispersed and added by the following method. That is, 20 g of telomer coupler dissolved in 100 g of gelatin aqueous solution heated and dissolved at 40 ° C. with 5 times amount of ethyl acetate
After adding the solution and adding sodium dodecylbenzenesulfonate as a surfactant, the mixture was emulsified and dispersed at 60 ° C. with a homogenizer.

An emulsion using the telomer coupler of the present invention is 2 at 5 ° C.
Crystals did not precipitate even after storage for a month, indicating good stability.

Samples 101 to 110 were cut into a width of 35 m / m, a standard subject was photographed, and a running test of 500 m was performed through the following processing step (I). Sample 10 after running
1 to 110 were exposed to white light at 20 CMS, and the following development processing was performed. Further, in order to evaluate the sharpness, the MTF of the green-sensitive layer was measured by performing a development treatment in the post-exposure treatment step (I) through an MTF chart.

Table 2 shows the MTF value and the result of analysis of the residual silver content of the developed sample by fluorescent X-ray.

It can be seen that when the coupler of the present invention is used, the desilvering promoting effect is sufficiently exhibited even in the running state and the MTF value is also high.

In the above treatment process, a stable, countercurrent system of →→ was adopted. The amount of fixer brought into the washing tank was 2 ml per 1 m.

Practically, it is known that when the residual silver amount exceeds 30 mg / m ² , the performance is largely deteriorated in color reproduction and / or gradation balance. As is clear from the above table, it can be seen that when the compound of the present invention is used, the range is such that there is no practical problem even in rapid processing, and the MTF value is high.

Claims (1)

[Claims] 1. A silver halide color photographic light-sensitive material characterized by containing at least one lipophilic telomer coupler represented by the following general formula [P] in a silver halide emulsion layer. In formula (P) EA _x B _y D _z -G (wherein, E is a group having 8 or more monovalent carbon, A is a dye and oxidant and a coupling of an aromatic primary amine developing agent Represents a repeating unit derived from an ethylenically unsaturated monomer having a coupler residue which can be formed, B represents a repeating unit derived from an ethylenically unsaturated monomer having a photographically useful group, and D represents a copolymerizable unit. Represents a repeating unit derived from a non-color forming ethylenically unsaturated monomer, G represents a monovalent group, x, y and z.
Is the weight content of each repeating unit in the polymer coupler, x is 10 to 90 wt%, y is 1 to 70 wt%, and z is 0 to 90 wt%.
Is.