JPH02281252A - Silver halide color photographic sensitive material and manufacture thereof - Google Patents

Abstract

PURPOSE:To prevent deterioration of sensitivity due to the use of a fluorocarbonamidophenol type cyan coupler by forming at least one silver halide emulsion layer by coating with a mixture of a liquid dispersion of a specified cyan coupler and a spectrally sensitized silver halide emulsion within a time limit. CONSTITUTION:At least one silver halide emulsion layer formed on a substrate is formed by coating with a mixture of the spectrally sensitized silver halide emulsion and the liquid dispersion comprising a high-boiling solvent and the cyan coupler represented by formula I in a weight ratio of <= 1 including 0 without leaving the mixture still for a time of >= 20min. In formula I, R<1> is optionally substituted alkyl; R<2> is H, F, or the like; X is H, halogen, or a group to be released by the coupling reaction with an aromatic primary amine developing agent, thus permitting deterioration of sensitivity caused by using the fluorocarbonamidophenol type cyan coupler to be prevented.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a silver halide color photographic material and a method for producing the same.

[Prior art]

Phenols or naphthols are often used as cyan image forming couplers.

Among these, the fluoroalkylcarbonamide phenol cyan coupler described in U.S. Pat. No. 2,895,826 is known as a coupler having excellent stability during development processing of cyan dyes and excellent spectral absorption characteristics.

(Problems to be Solved by the Invention) On the other hand, in order to coat a coupler-containing silver halide emulsion layer on a support, a coupler-containing dispersion and a color-sensitized silver halide emulsion layer are usually mixed in a tank. Generally, the stagnation time after mixing to make a homogeneous liquid before coating was 30 minutes or more.

However, when the above-mentioned fluoroalkylcarbonamide phenolic cyan coupler is used, if it is mixed with a color-sensitized silver halide emulsion and left to stagnate before coating, sensitivity decreases.

In addition, when the amount of high boiling point organic solvent is reduced in order to improve the sharpness of the above cyan couplers,
If the mixed solution is allowed to stagnate for a long time, such as 2 hours or more, before coating, the coupler will precipitate. It has become clear that this phenomenon is further accelerated when the mixture is placed in an ultrasonic oscillator used to remove bubbles from the mixture.

An object of the present invention is to provide a silver halide color photographic material that prevents a decrease in sensitivity when a fluorocarbonamide phenolic cyan coupler is used and has high sensitivity and excellent sharpness, and a method for producing the same. .

(Means for Solving the Problems) The above objects of the present invention include (1) a cyan coupler represented by the following general formula EC-1), and the weight ratio of a high boiling point solvent coexisting therewith to the cyan coupler is 1. At least one silver halide emulsion layer obtained by coating a liquid mixture of a dispersion liquid as shown below (including 0) and a color-sensitized silver halide emulsion without stagnation for more than 20 minutes is coated on a support. (2) A silver halide color photographic light-sensitive material comprising: (2) a cyan coupler represented by the following general formula (C-1), and a weight ratio of a high boiling point organic solvent coexisting therewith to the cyan coupler; is 1 or less (including 0) and a color-sensitized silver halide emulsion in a static mixer. It has been found that the following can be achieved by a method for producing a silver halide color photographic material, which is characterized by coating in multiple layers on a single support.

General formula EC-1) λ [In the formula, R1 represents a substituted or unsubstituted alkyl group, R2 represents a hydrogen atom, a fluorine atom, or a substituted or unsubstituted alkyl group, and X represents a hydrogen atom, a halogen atom, or an aromatic Represents a group that can be separated by a coupling reaction with an oxidized product of a group primary amine developer. ] The cyan dye-forming coupler represented by the general formula [C-1] will be explained in detail below.

When 171 is substituted alkyl, examples of the substituent include halogen atom, alkoxy group, aryloxy group, alkylthio group, arylthio group, alkylsulfonyl group, arylsulfonyl group, alkoxycarbonyl group, carbamoyl group, aryl group, etc. I can do it.

R1 is preferably a substituted or unsubstituted tertiary alkyl group or a group represented by the following general formula (C-It).

General formula (C-11) In the formula, Y represents an oxygen atom, a sulfur atom, or -3O2, R3 and R4 represent a hydrogen atom, an aliphatic group, or an aromatic group, and R5 represents a halogen atom, a hydroxyl group, or a carboxyl group. , nitro group, cyano group, sulfo group or -R
, -OR, -5R, -5o□R, -COR.

represents a group represented by However, R represents an aliphatic group, an aromatic group, or a heterocyclic group, and R' and R'' each represent a hydrogen atom, an aliphatic group, an aromatic group, or a heterocyclic group.

m represents an integer of 1 to 5, and when m is plural, R5 may be the same or different. However, at least one of R5 in (R5) is substituted at a position ortho to Y.

Here, the aliphatic group represents a linear, branched, or cyclic alkyl group, alkenyl group, or alkynyl group, and may be substituted.

The aromatic group refers to a substituted or unsubstituted monocyclic or condensed ring aryl group, and the heterocyclic group refers to a substituted or unsubstituted monocyclic or condensed ring heteroatom-containing group.

Preferred substituents in general formula (C-11) are as follows. R3 and R4 are each preferably a hydrogen atom or an aliphatic group having a total of 1 to 24 carbon atoms (e.g., methyl group, ethyl group, t-propyl group, n-butyl group, n-hexyl group, n-decyl group, n- dodecyl group, etc.) or aromatic groups (e.g., phenyl group, 4-acetamidophenyl group, 4-acetamidophenyl group,
-sulfonamidophenyl group, etc.), and R3 or R
It is preferable that at least one of 4 is an aliphatic group or an aromatic group. As Y, an oxygen atom is preferable. R
5 is preferably a halogen atom, a cyano group, an alkyl group,
It is an aryl group, nitro group, alkoxy group, alkoxycarbonyl group, alkylsulfonyl group, arylsulfonyl group or sulfonamido group. However, (R')l
At least one R5 of I is substituted at a position ortho to Y, and in this case R5 is a halogen atom, a cyano group, an alkyl group, an aryl group, a nitro group, an alkoxycarbonyl group, an alkylsulfonyl group, or an arylsulfonyl group. A group is preferable, and a halogen atom, a cyano group, or an alkyl group is more preferable. m is preferably 1 or 2. Among the groups represented by the general formula (C-If), a group represented by the following general formula (C-I[1) is more preferable.

General formula (C-111) In the formula, R6 and R7 are each a straight chain or branched alkyl group having 1 to 24 carbon atoms (e.g. methyl, ethyl, ipropyl, 5ee-butyl, t-butyl, 5ec-amyl, t −
amyl, t-hexyl, t-octyl, n-nonyl, t
-decyl, n-dodecyl, t-pentadecyl, trifluoromethyl), a cyano group, or a halogen atom.

However, R6 may be a hydrogen atom. Re is a straight chain or branched alkyl group having 1 to 22 carbon atoms (e.g. methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, n-hexyl, n-octyl, n-decyl, n- dodecyl).

R1 is more preferably a substituted or unsubstituted tertiary alkyl group having a total of 4 to 32 carbon atoms (e.g. t-butyl, 1.1-
dimethylbutyl, 1-methyl-1-ethylpropyl, 1
, 1-dimethyl-2-chloroethyl, adamantyl, etc.)
Or it is a group represented by the general formula [C■] having 7 to 4 carbon atoms in total.

R2 is preferably a fluorine atom or 1 to 20 carbon atoms
an alkyl group substituted with at least one fluorine atom, such as -CzFs, -C6F+3, -CeF+7,
CFzH, -(CF,)3H1-(CF2)SH, -(
CF2)? H, -(CF2)911, etc.

X is a hydrogen atom, a halogen atom (fluorine atom, chlorine atom,
Bromine atom, iodine atom) or a group that can be separated by a coupling reaction with an oxidized product of an aromatic primary amine developer, and an example of the separable group is an alkoxy group having 1 to 3 carbon atoms [ For example, methoxy, carboxymethoxy,
methoxycarbonylmethoxy, N-(2-methoxyethyl)carbamoylmethoxy, 2-methylsulfonylethoxy, 2-(carboxymethylthio)ethoxy, 2hydroxyethoxy], aryloxy group having 6 to 4 carbon atoms [e.g. p-tolyloxy, 4-methoxyphenoxy, 4-octyloxyphenoxy, 4-t-butylphenoxy, 4-(1,1,3,3tetramethylbutyl)phenoxy, 4-t-pemethylphenoxy, 4-(3-carboxypropane) amido)phenoxy, 4-methylsulfonylphenoxy, 2-acetamido-4-methylphenoxy, 4-methoxycarbonylphenoxy, 4-(4
-hydroxyphenylsulfonyl)phenoxy], alkylthio groups having 1 to 30 carbon atoms [e.g. carboxymethylthio, 2-carboxyethylthio, 2-(N, N-
dimethylamino)ethylthio, 2-hydroxyethylthio, hexadecylthio, 2-carboxytridecylthio], arylthio groups having 6 to 40 carbon atoms [e.g. 4-
dodecylphenylthio, 4-t-butylphenylthio,
2-butoxy-4-(Ll, 3.3-tetramethylbutyl)phenylthio], acyloxy group having 1 to 30 carbon atoms [e.g. acetoxy, propionyloxy, dodecyloxy, hendiyloxy], 1 to 30 carbon atoms sulfonyloxy group [e.g. methylsulfonyloxy,
dodecylsulfonyloxy, phenylsulfonyloxy, p-tolylsulfonyloxy], number of carbon atoms 1 to 30
Examples include a carbamoyloxy group [for example, N-ethylcarbamoyloxy, N-butylcarbamoyloxy], a sulfo group, a thiocyanate group, and the like.

or preferably a hydrogen atom, a chlorine atom, or a substituted or unsubstituted aryloxy group.

χ preferably does not contain preformed dye moieties, development inhibitors or precursor residues that produce the same.

That is, a leaving group for forming a conventional two-equivalent coupler capable of forming a color image is preferable as X. Therefore, so-called colored couplers, DIR couplers, etc. have the general formula (C-
It is not included in the preferred range of couplers represented by 13.

Specific examples of the phenolic cyan dye-forming coupler according to the present invention are shown below.

However, t) CeH+.

(CH3) 5ccHzc (C1ls) z-.

These couplers represented by general formula (C-1) can be synthesized by the synthetic route shown below.

However, R1, R2 and X have the same meanings as R1, R2 and X in general formula (C-I), respectively, and R9 represents a hydrogen atom, an acyl group, a sulfonyl group or a benzyl group.

Specific methods for synthesizing these couplers are described in, for example, U.S. Pat.
It is described in the specifications of No. 169065 and No. 63-75748.

The cyan coupler of the present invention represented by the general formula (C-13) is from 1X10-' mol to 5X1 mol per 1 mol of silver halide.
Add 0-' mol, preferably lXl0-2 to 5x10 mol.

In the present invention, the stagnation time from mixing the cyan coupler-containing dispersion and the color-sensitized silver halide emulsion until coating is 20 minutes or less, preferably 10 minutes or less, more preferably 5 minutes or less.

The temperature at which the liquid stagnates before mixing is 28 to 70°C, more preferably 32 to 60°C, and the temperature after mixing until coating is preferably 35 to 50°C. Furthermore, both of the two liquids to be mixed have a concentration of 10 to 200 centipoise [Cp],
It is preferable that the mixing ratio is in a volume ratio of 0.1 to 10.

As a device for mixing immediately before coating, there are known stirring devices, such as impeller-type devices with stirring blades attached to a small-capacity tank, and stirring devices for high viscosity liquids such as kneaders and dispersers. Although a mixer can also be used, preferably an in-line mixing device, especially a static mixer among in-line mixers. Examples of static mixers include "Static Mixing Handbook" by S. J. Cheno et al., published by Sogo Kagaku Institute (1973), and rTurb by J. B. GRAY.
ulent Radial Mixing in Pi
pes J Academic PressPublisher M
Those described in IXING vol. 3 J (published in 1986) can be preferably used. A multi-stage mixing element inserted into a transfer pipe can be preferably used, and the shape of the element is not limited.

The cyan coupler dispersion according to the present invention can contain a high boiling point organic solvent having a boiling point of 150° C. or more in a ratio represented by the following formula.

Cyan coupler [C-II (weight) This ratio is preferably 0.7 or less, more preferably 0.5 or less, in view of the requirements for improving sharpness and film strength.

Furthermore, the high boiling point organic solvent in the above formula refers to one that is co-emulsified.

In addition to the cyan coupler described above, various color couplers can be used in combination with the photosensitive material of the present invention, and specific examples thereof include Research Disclosure (RD) No. 17643.
, ■-C-C.

As a yellow coupler, for example, U.S. Patent No. 3.93
3.501, 4,022,620, 4.3
No. 26.024, No. 4,401,752, Special Publication No. 5
No. 8-10739, British Patent No. 1,425.020;
No. 1,476.760, etc. are preferred.

As the magenta coupler, 5-pyrazolone and pyrazoloazole compounds are preferred, and U.S. Pat.
No. 0,619, No. 4.35L897, European Patent No. 7
No. 3,636, U.S. Patent No. 3,061,432, U.S. Pat.
．． No. 725,067, Research Disclosure N
o.

24220 (June 1984), JP-A-60-335
No. 52, Research Disclosure t--No. 24
230 (June 1984), JP-A-60-43659
No. 4,500.630, U.S. Patent No. 4,540
Particularly preferred are those described in , No. 654, etc.

As the cyan coupler, the above-mentioned general 2 (C-1) of the present invention is used.
) can be used in combination with other cyan couplers, in which case U.S. Pat.
No. 052,212, No. 4,146,396, No. 4,2
No. 28,233, No. 4,296,200, No. 2,36
No. 9,929, No. 2,801,171, No. 2.772
．． No. 162, No. 2,895,826, No. 3,772,
No. 002, No. 3,758,308, No. 4,334,0
No. 11, No. 4,327,173, West German Patent Publication No. 3,
329,729, European Patent No. 121.365A, U.S. Patent No. 3,446,622, European Patent No. 4,333,999
Preferred are the cyan couplers described in No. 4,451,559, No. 4,427,767, European Patent No. 161,626A, and the like.

Colored couplers for correcting unnecessary absorption of coloring dyes are Research Disclosure No.

Section ■-G of 17643, U.S. Patent No. 4,163,670
No. 57-39413, U.S. Patent No. 4,004
, No. 929, No. 4.138.2513, British Patent Section 1
, 146,368 is preferred.

Couplers whose colored dyes have appropriate diffusivity include U.S. Patent No. 4,366.237 and British Patent Section 2.125.
, 570, European Patent No. 96,570, and German Patent Publication No. 3,234,533 are preferred.

Typical examples of polymerized dye-forming couplers are U.S. Pat. Nos. 3,451,820; 4,080,211;
No. 4.367.282, British Patent Section 2.102.17
It is stated in No. 3, etc.

Couplers that release photographically useful residues upon coupling are also preferably used in the present invention. DIR couplers releasing development inhibitors include the aforementioned RD17643,
Patents listed in Sections ■-F, Japanese Patent Application Laid-Open No. 57-151944
Preferred are those described in No. 57-154234, No. 60-184248, and US Pat. No. 4,248,962.

Couplers that imagewise release a nucleating agent or a development accelerator during development include British Patent Section 2,097,140;
2.13LL No. 88, Japanese Patent Application Publication No. 594576313,
The one described in No. 59170840 is preferred.

Other couplers that can be used in the photosensitive material of the present invention include competitive couplers described in U.S. Pat. No. 4,130,427, etc.;
, 338,393 and 4,310.618, DIR redox compound releasing couplers described in JP-A-60-185950, etc., European Patent No. 1
Examples include couplers that release night-colored dyes after separation, as described in No. 73.302A.

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

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

Has a high boiling point! As the solvent, any organic solvent with a boiling point of 150° C. or higher can be used, but preferably C. phosphoric esters, phthalic esters, citric esters, benzoic esters, phenol derivatives, alkylamides,
These include fatty acid esters and trimesic acid esters.

The dispersion containing the cyan coupler has the formula (C
The dispersion may contain only the cyan coupler represented by -1), or may contain other cyan couplers or couplers that develop a hue other than cyan. Other cyan couplers include all cyan dye-forming couplers, including 4-equivalent cyan couplers, 2-equivalent couplers with normal leaving groups, DIR couplers, bleach accelerator-releasing couplers, and other photographically useful cyan couplers. There are couplers that release fragments.

The dispersion may also contain additives other than couplers, such as ultraviolet absorbers, hydroquinones, antifading agents, antifoggants, and the like.

A dispersion containing the cyan coupler of the present invention can be prepared by a known dispersion method.

First, in the case of oil droplet dispersion in water, the cyan coupler of formula 1:C-1) is mixed with a high boiling point solvent having a boiling point of about 150°C or higher and, if necessary, a boiling point of about 30°C or higher, preferably 50°C or higher.
A stirrer, a colloid mill, a high-pressure homogenizer, a flow jet mixer, a hydrophilic colloid such as an aqueous gelatin solution is dissolved using a combination of a low boiling point solvent of 0'C or less and/or a water-miscible organic solvent, and a surfactant is used in a hydrophilic colloid such as an aqueous gelatin solution. It can be obtained by emulsification and dispersion using an ultrasonic emulsifier or the like.

In addition, in the above-mentioned oil-in-water droplet dispersion, it can also be obtained by a method that does not use a high boiling point solvent, that is, a solid dispersion method.

In the above-mentioned oil-in-water type dispersion, water in an amount not more than 10 times the amount (weight) of the cyan coupler is added to the oil phase in which the cyan coupler is dissolved to form a water-in-oil type dispersion in advance. A method is also used in which a dispersion is dispersed in a hydrophilic colloid such as an aqueous gelatin solution to finally obtain an oil-in-water type dispersion.

Organic solvents with low boiling points and substantially insoluble in water include ethyl acetate, propyl acetate, butyl acetate, butanol, carbon tetrachloride, diethyl ketone, methyl ethyl ketone, n-butyl carpitol acetate, methylene chloride, methyl propionate, and propionic acid. Examples include ethyl, cyclohexanone, tetrachloroethane, trichloroethane, cyclohexane, benzene, toluene, nitromethane, and chloroform. Furthermore, water-miscible organic solvents include methanol, ethanol, isopropyl alcohol, dimethyl sulfoxide, tetrahydrofuran, N-methyl-2
-pyrrolidone, dioxane, dimethylformamide, dimethoxyethane, formamide, ethylene glycol,
Acetonitrile, acetone, butyrolactone, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diacetone alcohol and tetrahydrothiophene-1,
There is 1-dioxide.

1m with low boiling point used here? ? The agent and the water-miscible organic solvent can be removed by a known method after emulsification.

Furthermore, the following dispersion method can be used as a known dispersion method other than the above-mentioned oil-in-water dispersion method.

A method of incorporating the cyan coupler of the present invention and other couplers and additives as a hydrophilic colloid layer-filled polymer latex composition.

Examples of the polymer latex include polyurethane polymers, polymers polymerized from vinyl monomers [suitable vinyl monomers include acrylic esters (methyl acrylate, ethyl acrylate, butyl acrylate, hexyl acrylate, octyl acrylate,
dodecyl acrylate, glycidyl acrylate, etc.),
α-substituted acrylic ester (methyl methacrylate,
butyl methacrylate, octyl methacrylate, glycidyl acrylate, etc.), acrylamide (butylacrylamide, hexyl acrylamide, etc.), α-substituted acrylamide (butyl methacrylamide, dibutyl methacrylamide, etc.), vinyl ester (vinyl acetate, vinyl acetate, etc.), vinyl halides (vinyl chloride, etc.), vinylidene halides (vinylidene chloride, etc.), vinyl ethers (vinyl methyl ether, vinyl octyl ether, etc.), styrene, X-substituted styrene (α-methylstyrene, etc.), nuclear substituted styrene (hydroxystyrene, chloro (styrene, methylstyrene, etc.), ethylene, propylene, butylene, butadiene, acrylonitrile, etc. These may be used alone or in combination of two or more, or may be mixed with other vinyl monomers as a minor component. Other vinyl monomers include itaconic acid, acrylic acid, methacrylic acid, hydroxyalkyl acrylate, hydroxyalkyl methacrylate, sulfoalkyl acrylate, sulfoalkyl methacrylate, styrene sulfonic acid, and the like. ] etc. can be used.

These filled polymer latexes are
No. 3, JP-A-51-59943, JP-A No. 53-13713
No. 1, No. 54-32552, No. 54-107941, No. 55-133465, No. 56-19043, No. 56-19047, No. 56-126830, No. 58
It can be produced according to the method described in No.-149038.

Here, the ratio of coupler to polymer latex used is preferably 40 to 1/10 (weight ratio).

A method of dissolving cyan coupler using a surfactant.

Useful surfactants may be oligomers or polymers.

A method of using a hydrophilic polymer in place of or in combination with a high-boiling point solvent for dispersing oil droplets in water.

For this method, see, for example, U.S. Patent Section 3,619,19
No. 5, West German Patent No. L957,467.

In the oil-in-water type and other dispersion methods described above,
As the surfactant as a dispersion aid, it is preferable to use various anionic, nonionic, cationic or amphoteric surfactants. Also, JP-A-53-138726,
It is also a preferable method to use a polymer or oligomer type surfactant disclosed in JP-A-55-113031 and the like.

In the present invention, a dispersion containing a cyan coupler (liquid A) and a color-sensitized silver halide emulsion (liquid B) are prepared separately,
Although mixed immediately before coating, other couplers and other photographic additives can be contained in not only the A liquid but also the B liquid.

Moreover, a part of the cyan coupler of the present invention can also be contained in the above B liquid. In this case, the ratio of liquid A content/liquid B content of the cyan coupler is preferably in the range of 1070 to 3 NOA, particularly preferably in the range of 1070 to 515.

Among the color-sensitized silver halide emulsions according to the present invention, those sensitized to red are particularly effective. The dye used for red sensitization is not particularly limited, but preferably has the following general formula (S-I), (
It is a dye represented by S-II).

[S, -I) I2 Here, XI represents S or Se, ×2 is S, Se
, 0 or NR+4 (one unit represents an alkyl group, an aryl group or a heterocyclic group).

zl and zl each represent a nonmetallic atom necessary to form a benzene ring or a naphthalene ring, and RI' represents a hydrogen atom, an alkyl group having 6 or less carbon atoms, an aralkyl group having 12 or less carbon atoms, or a phenyl group. represent. RI2 and RI3 are each an alkyl group having 10 or less carbon atoms, or
Represents a sulfo group, hydroxyl group, carboxyl group, carbamoyl group, sulfophenyl group, carboxyphenyl group, or an alkyl group having 10 or less carbon atoms substituted with a halogen atom, and at least one of RI2 or R13 is a sulfo group or a carboxyl group. It is a group with

(S-n) R1? RIB where Yl represents an oxygen atom or a sulfur atom, x3 and x4 each represent a sulfur atom or a selenium atom, z3 and z4 each represent a group of nonmetallic atoms necessary to form a benzene ring or a naphthalene ring, RI5 and RI6 each represent an alkyl group having 6 or less carbon atoms, or an alkyl group having 6 or less carbon atoms substituted with an alkoxy group having 1 to 4 carbon atoms, a chlorine atom, a fluorine atom, or a phenyl group, and RI7 and R11+ each represent Represents an alkyl group having 10 or less carbon atoms, or an alkyl group having 6 or less carbon atoms substituted with a sulfo group, a hydroxyl group, a carboxyl group, a carbamoyl group, a sulfophenyl group, a carboxyphenyl group, or a halogen atom; At least one of them is a group having a sulfo group or a carboxyl group.

2+ of general formula (S-1) and general formula (S-II).

The benzene ring or naphthalene ring represented by zl, Z+ and z4 is a hydrogen atom, a chlorine atom, a bromine atom, a lower alkyl group having 1 to 7 carbon atoms, or a lower alkyl group having 1 to 6 carbon atoms.
lower alkoxy group, carboxyl group, hydroxyl group, alkoxycarbonyl group having a total number of carbon atoms of 2 to 5,
Represents an acylamino group or phenyl group in which the acyl group has 2 to 5 carbon atoms, and the phenyl group is a chlorine atom, a bromine atom,
It may be substituted with an alkyl group having 4 or less carbon atoms or an alkoxy group having 4 or less carbon atoms.

Next, preferred compounds among the compounds represented by the general formula (S-1) are represented by the general formula (S-1[[).

(s-m) Here, x5 and x6 are synonymous with )[+, X2.

R19 has the same meaning as R1+.

R20 and R21 are each a sulfoalkyl group having 2 to 4 carbon atoms, a carboxyalkyl group having 2 to 5 carbon atoms,
It represents a hydroxyalkyl group having 2 to 6 carbon atoms, an unsubstituted carbamoyl group having 2 to 5 carbon atoms, and a lower alkyl group having 6 or less carbon atoms, and the lower alkyl group is a fluorine atom, a chlorine atom, or an alkoxy group having 1 to 4 carbon atoms. , phenyl group, sulfophenyl group, or carbophenyl group.

In addition, at least one of RZO and 1721 is a group having a sulfo group or a carboxyl group.

lp2 to R24 are each a hydrogen atom, a halogen atom, a lower alkyl group, an alkoxy group, an aryl group, an alkoxy group,
Represents a carbonyl group, cyano group, carbamoyl group or sulfamoyl group. R26 and 1724.1724 and 17
22, R2? and 1725, ji2s and R23 may be bonded to form a fused ring.

Next, preferred compounds among the compounds represented by the general formula [5-n) are represented by the general formulas (S-TV) and [S■].

(S-IV) (S-V) Here, Y2 is an oxygen atom or a sulfur atom, preferably an oxygen atom.

Rljll, R29,f (33 and R34 each represent a lower alkyl group having 1 to 6 carbon atoms, which may be substituted with a lower alkoxy group having 1 to 4 carbon atoms, a chlorine atom, a fluorine atom, or a phenyl group) Preferably, it is an alkyl group substituted with an alkoxy group.

R30, R31, R3S and 1736 each have 2 carbon atoms
represents a carboxyalkyl group having 5 carbon atoms, a hydroxyalkyl group having 2 to 6 carbon atoms, an unsubstituted carbamoyl group having 2 to 5 carbon atoms, or a lower alkyl group having 6 or less carbon atoms, and the lower alkyl group is a fluorine atom, a chlorine atom, It may be substituted with an alkoxy group having 1 to 4 carbon atoms, a phenyl group, or a sulfamoyl group.

R32 and 1737 are each a hydrogen atom, a chlorine atom, a bromine atom, a lower alkyl group having 1 to 7 carbon atoms, a lower alkoxy group having 1 to 6 carbon atoms, a carboxyl group, a hydroxyl group, or an alkoxycarbonyl group having a total number of 2 to 5 carbon atoms. basis,
The acyl group represents an acylamino group or a phenyl group having 2 to 5 carbon atoms, and the phenyl group may be substituted with a chlorine atom, a bromine atom, an alkyl group having 4 or less carbon atoms, or an alkoxy group having 4 or less carbon atoms. good.

R30, R3+, R35 and 11+6 may be the same or different.

Furthermore, R32 and R37 may be the same or different.

Further, as R30, R35 and R36, a methyl group, an ethyl group, and a sulfamoyl group are particularly preferable.

) [7, xll, X9 and Xll+ are sulfur atoms or selenium atoms, and may be the same or different.

Next, typical compounds represented by formulas (S-1) and (S-11) of the present invention are shown.

-I-1 S ■ ■ ■ ■ ■ ■ ■ ■ ■ ■ ■ S ■ ■ ■ ■ ■ ■ ■ ■ ■ ■ S ■ ■ S-■ ■ ■ ■ ■ S-■ ■ ■ General formula used in the present invention ( S-1) or (S-11
The compounds represented by ) are known and easily available. These compounds are described, for example, in U.S. Pat. No. 2,704,718;
It is described in the specification of No. 4,714, etc.

These compounds can be incorporated into photographic emulsions by conventional methods. Usually, it is added to the emulsion after being dissolved in a solvent such as methanol, ethanol, water, or ketones soluble in cellosolve water.

Further, it is preferable to use 10<-6> to 10<-3> mol of the compound represented by the general formula (s-r) per 1 mol of silver halide.

Moreover, the compound represented by the general formula [5-n) is 1/5 to 1/5 of the compound represented by the general formula (S-1) in molar ratio.
100 is preferably used, 1710 to 1150
It is more preferable to use it.

Although the above-mentioned sensitizing dyes can be used alone, it is preferable to use two or more kinds in combination in order to achieve a supersensitizing effect or a desired spectral wavelength range.

In particular, it is preferable to use the dye of the general formula (S-It) in combination with the dye of the general formula (S-I). When used in combination, the usage ratio can be arbitrarily selected from among the above-mentioned optimum amounts.

The preferred silver halide contained in the photographic emulsion layer of the photographic light-sensitive material used in the present invention is silver iodobromide, silver iodochloride, or silver iodochlorobromide containing about 30 mol% or less of silver iodide. be. Particularly preferred is about 2 mol % to about 25 mol %.
Silver iodobromide containing up to mol% silver iodide.

Silver halide grains in photographic emulsions include those with regular crystals such as cubes, octahedrons, and tetradecahedrons, those with irregular crystal shapes such as spherical and plate shapes, and those with twin planes. may have crystal defects, or a composite form thereof.

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

Silver halide photographic emulsions that can be used in the present invention include, for example, Research Disclosure (RD), No.

17643 (December 1978), pp. 22-23, “■
, emulsion preparation
n and types)'' and the same No. 1871
6 (November 1979), 648 pages, Graphic "Physics and Chemistry of Photography", published by Beaumontel (P.

Glafkides Chemic et Ph1si
que Photography Paul'Mo
ntel+ 1967), "Photographic Emulsion Chemistry" by Duffin
, Published by Focal Press (G, F, Duffin, P
photographicEmulsion Chemi
(Focal Press, 1966))
, Zelikman et al. [Production and coating of photographic emulsions], published by Focal Press (V.L., Zelikman et a.
l、Making and Coating Photo
graphic emulsion, Focal
Press 1964).

U.S. Patent Nos. 3,574,628 and 3,655,39
Monodisperse emulsions such as those described in No. 4 and British Patent No. 1,413,748 are also preferred.

Tabular grains having aspect ratios of about 5 or more can also be used in the present invention. Tabular grains are described by Gutoff, Photographic Science and Engineering.
ence and Engineering), No. 14
Vol. 248-257 (1970): U.S. Patent No. 4,
No. 434,226, No. 4,414,310, No. 4,4
33,048, et al. 4,439.520 and British Patent No. 2.112.157.

The crystal structure may be --like, the inside and outside may have different halogen compositions, it may be a layered structure, or silver halides with different compositions may be joined by epitaxial bonding. It may also be bonded with a compound other than silver halide, such as silver rhodan or lead oxide.

Also, mixtures of particles of various crystal forms may be used.

The silver halide emulsion used is usually one that has been subjected to physical ripening, chemical ripening, and spectral sensitization. The additives used in such processes are Research Disclosure No.
17643 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 descriptions are shown in the table below.

RD17643 23 pages 1 Chemical sensitizers 2 Sensitivity enhancers 3 Spectral sensitizers, supersensitizers 4 Brighteners 5 Anti-fogging agents and stabilizers 6 Light absorbers, film dyes UV absorbers 7 Anti-stinting agents 25 Page right column 8 Dye image stabilizer page 25 9 Hardener page 26 10 Binder page 26 11 Plasticizer, lubricant page 27 12 Coating aid, table page 26-27 Surfactant 13 Static inhibitor page 27 page 23-24 25-26 pages 24 pages 24-25 pages RD18716 648 pages right column Same as above 648 pages right column - 649 pages right column 649 pages right column 649 pages right column - 650 pages left column 650 pages left - right column 651 pages left column same as above 650 Right column ditto ditto ditto ditto The preferred layer arrangement order for the present invention is red sensitivity, green sensitivity, and blue sensitivity from the support side, or blue sensitivity, red sensitivity, and green sensitivity from the support side. Further, each of the above-mentioned emulsion layers may be composed of two or more emulsion layers having different sensitivities, or a non-photosensitive layer may be present between two or more emulsion layers having the same sensitivity. The red-sensitive emulsion layer contains a cyan-forming coupler, the green-sensitive emulsion layer contains a magenta-forming coupler, and the blue-sensitive emulsion layer contains a yellow-forming coupler.

The light-sensitive material according to the present invention includes, in addition to the silver halide emulsion layer,
Protective layer, intermediate layer, filter layer, antihalation layer,
It is preferable to appropriately provide an auxiliary layer such as a hack layer.

The present invention can be applied to various color photosensitive materials. Typical examples include color negative film for general use or movies, color reversal film for slides or television, color paper, color positive film, and color reversal paper.

Suitable supports that can be used in the present invention include, for example, the above-mentioned R
D, No. 17643, page 28, and No. 1
8716, from the right column on page 647 to the left column on page 648.

The color photographic material according to the present invention includes the above-mentioned RD, N
o, 17643, pages 28-29, and same No. 187
16-651 left column to right column can be used for development processing.

The color photographic material of the present invention is usually subjected to a water washing treatment or a stabilization treatment after development, bleach-fixing or fixing treatment.

In the washing process, two or more tanks are generally used for countercurrent washing to save water. A representative example of the stabilization treatment is a multistage countercurrent stabilization treatment as described in JP-A-57-8543 instead of the water washing step.

〔Example〕

The present invention will be explained in more detail with reference to Examples below, but the present invention is not limited thereto.

Example 1 A core/shell type monodisperse iodobromide emulsion with an average grain size of 0.4 μ containing 10 mol % of the core and 2 mol % of the shell containing an average of 5 mol % of silver iodide (halogenated per 1 kg of emulsion) 1 kg of this emulsion was chemically sensitized with gold and sulfur sensitizers, and exemplified dye 5-I-3 was added as a red-sensitive sensitizing dye. ,5-I-
9, and S-1-10 at a ratio of 3.9% to 1 mole of silver halide, respectively. lX10-' mole, 6.9X10-5 mole and 1.8X10-S mole, then 4-
Hydroxy-6-methyl-1,3,3a.

0.3 g of 7-chitrazaindene was added.

Next, a dispersion for mixing and coating with this sensitized emulsion (
A) was prepared as follows.

Dispersion (A) 50 g of cyan coupler (C-3), coupler (ExC-
1) 20g.

Coupler (ExC-2) Log was dissolved in a mixture of 40 g of tricresyl bosphate and 100 ml of ethyl acetate, containing 5 g of sodium dodecylbenzenesulfonate.
, 5x gelatin aqueous solution 11 and emulsified and dispersed using a homogenizer.

Sample 101 3 of the above dispersion (8) per 1 kg of the above sensitized emulsion
Add 00mf and prepare the coating solution using a 5ulzer type
e Silver 1f1. within 5 minutes after preparation using SMX mixer.
6g/rrr, and as a protective layer 2.4-
Dichlorotriazine-6-hydroxy-3-) riazine sodium salt 0.08 g/gelatin 1.80 g
/Po was coated onto a cellulose triacetate film support.

Samples 102 to 106 Coating solutions prepared in the same manner as Sample 101 were coated at 40°C for 10 minutes, 20 minutes, 30 minutes, 1 hour, and 2 hours, respectively, so that the silver amount was 1.6 g/rrr. Samples 102 to 106 were obtained.

These samples were then sensitometrically exposed through a red filter and subjected to the color development process described below.

The development process used here was carried out at 38°C under the following conditions.

1. Color development-------2 minutes 45 seconds 2.
Bleaching --- 6 minutes 30 seconds 3, washing --- 3 minutes 15 seconds 4, fixing ---
-6 minutes 30 seconds 5, wash with water---1------
3 minutes 15 seconds 6, stable--------
3 minutes 15 seconds Processing used in each process? Fj, the composition is as follows.

Color developer Sodium nitrilotriacetate 1.0g Sodium sulfite 4.0g Sodium carbonate 30.0g Potassium bromide
1.4g Hydroxylamine sulfate 2.484-(N-ethyl-N-β-hydroxyethylamino)-2-methylaniline sulfate 4.5g Add water
1 Beta bleaching solution Ammonium bromide 160.0g Aqueous ammonia (28%) 25.0mf Ethylenediamine-tetraacetic acid lithium acetate salt 130g Glacial acetic acid
Add 14m2 water
11 Fixer Sodium tetrapolyphosphate 2.0g Sodium sulfite 4.0g Ammonium thiosulfate (70%) 175.0ml Sodium bisulfite 4.6g Add water
II! Stabilized formalin 8,0 mf
1 water was added and the concentration of the treated sample was measured using a red filter.

The results of the photographic performance obtained are shown in Table 1.

Table 1 (However, the sensitivity is expressed as a relative sensitivity with Sample 101 as 100.) From the results in Table 1, it can be seen that Samples 101 to 103 of the present invention do not cause a decrease in sensitivity and can provide good photographic materials. I understand.

Example 2 Preparation of Sample 201 A multilayer color photosensitive material consisting of each layer having the following composition was prepared on an undercoated cellulose triacetate film support having a thickness of 127 μm, and designated as Sample 201.

1st layer: antihalation layer black colloid 0.25 g /
I? ? Ultraviolet absorber U-10,04g/rd Ultraviolet absorber U-20,1g/+d Ultraviolet absorber U-
Gelatin layer containing 30.1 g/n high-boiling organic solvent 0-10.1 g/b (dry film thickness 2μ) 2nd layer: Intermediate layer A-142.5 g/b compound H-1 0.05 g/po emulsion A Sl amount 0.05 g/M
Gelatin layer containing high boiling point organic solvent 0-20.05g/nf (dry film thickness 1μ) 3rd layer: 1st red-light emulsion layer sensitizing dye s-1-1 (0.47mg/nf) and S-
■9 Monodisperse silver iodobromide emulsion spectrally sensitized at (0.02 mg/rr?) Silver amount---m---0,
15g/rI ((Iodine content 4 mol%, average particle size 0.20μ, coefficient of variation regarding particle size (hereinafter simply referred to as variation coefficient) 12%) Sensitizing dye S-1-1 (0.51mg/rr? ) and s
Monodisperse internal latent image type silver iodobromide emulsion spectrally sensitized with −'n9 (0.03 mg/rcr) Silver amount---0.20 g/rd (iodine content 4 mol%, average grain size (0.40μ, distance from latent image to grain surface 100 people, coefficient of variation 14%) Emulsion B Silver amount---0,,
05g/n(A-10,60g/Po compound H-60,01g/Icaplar C-30,25g/M High boiling point a!Solvent 0-2 0.13g/rr
Gelatin layer containing l (dry film thickness 0.7μ) 4th layer: 2nd layer
Red-sensitive emulsion layer sensitizing dye 5-I-1 (1,1 g/po) and 5-II9
Monodispersed silver iodobromide emulsion spectrally sensitized with (0.04 mg/%) Silver amount ~---0.53 g
/Bo (Iodine content 3 mol%, average particle size 0.55
μ, coefficient of variation 16%) A4, 0.02mg/+
d Coupler C-30,50g/Bocoupler ExC-70,05g/n A gelatin layer containing high boiling point organic solvent ○-20,25 g/n A (dry film thickness 1.7μ) 5th layer: 3rd red-sensitive emulsion Layer sensitizing dye S-1-1 (1,1 mg/n?) and 5-n
Monodisperse silver iodobromide emulsion spectrally sensitized at 9 (0.04 mg/rrf) Silver amount---m----0.53
g/bo (iodine content 2 mol%, average particle size 0.0
7μ Coefficient of variation 17%) A-71,2mg/M Coupler C-31,00g/po High boiling point organic solvent 0-2 0.50g/rrr
Gelatin layer containing (dry film thickness 1.8 μ) 6th layer: Intermediate layer A-1010 tng/Bo A-115 mg/nf Compound H-10,1 g/Bo Gelatin containing high boiling point organic solvent 0-20.1 g/Bo Layer (dry film thickness 1μ) 7th layer: 1st green emulsion layer sensitizing dye ExS-1 (2.2mg/nf) and E
Monodisperse silver iodobromide emulsion spectrally multiplied with xS-2 (1.0 mg/nf) Silver amount---0,5
g/rd (iodine content 3 mol%, average particle size 0
．． 35μ coefficient of variation 19%) Emulsion B Silver amount---0.05g
/rdA-s 0.1
2mg/nf compound H-60,01g/bo compound H-50,005g/rrf coupler ExC-30,27g/% high boiling point organic solvent 0-20.05g/gelatin layer containing bo (dry film thickness 0
．． 7μ) 8th layer: 2nd green-sensitive emulsion layer sensitizing dye ExS-1 (0.29mg/%) and E
Monodisperse internal latent image type silver iodobromide emulsion spectrally multiplied with
．． 5 mol%, average particle size 0.5μ, coefficient of variation 18%
, distance from the latent image to the particle surface (100 people) A-60,2mg/Bo compound H-60,01g/Bocoupler ExC-30,2g/n? Gelatin layer containing high boiling point organic solvent 0-2 0.13g/+d (dry film thickness 1.7μ) 9th layer: 3rd green emulsion layer sensitizing dye ExS-1 (0.9mg/nl) and Ex
Tabular silver iodobromide emulsion spectrally sensitized with S-2 (0.3 mg/rd) Silver amount----------------------
Particles with an iodine content of 2 mol % and a diameter/thickness ratio of 7 or more occupy 50% of the projected area of all particles.

Average particle thickness 0.10 μ) A-2 Coupler ExC-4 Gelatin layer containing high boiling point organic solvent 0 to 2 (dry film thickness 1.7 μ) 10th layer: Intermediate layer compound H~4 High boiling point organic solvent 0 -2 gelatin layer (dry film thickness 0.05μ) 11th layer; yellow filter layer yellow colloidal silver silver content compound A-15 compound 1 (-1 compound H-2 gelatin layer containing high boiling point organic solvent 0-2 (Dry film thickness lμ) 12th layer: 1st blue emulsion layer sensitizing dye ExS-3 (1', Og/IT?) Spectrally sensitized with a tabular silver iodobromide emulsion of 1.5mg/vo0 .2g/Po0.03g/n(0.1g/Po0.1g/Po0.12g/Po0.22g/n? 0.02g/n?0.03g/Po0.04g/ n? i Amount - 0.6 g/n ((Particles with an iodine content of 3 mol% and a diameter/thickness ratio of 7 or more occupy 50% of the projected area of all particles. Average thickness of particles 0.10 μ) Emulsion A Silver amount 0.1 g/po A-
70,5■/Pokapler ExC-50,5g/n? Gelatin layer containing high boiling point organic solvent 0-20.1g/bo (dry film thickness 1.5μ) 13th layer: 2nd layer
Blue emulsion layer tabular silver iodobromide emulsion spectrally sensitized with sensitizing dye ExS-3 (2.0 g/po) Silver amount -----1--1.1 g/po (iodine Particles with a content of 2.5 mol% and a diameter/thickness ratio of 7 or more account for 50% of the total projected area of the particles.The average thickness of the particles is 0.1
5μ) A-1210'mg/rrT Coupler ExC-61,2g/nl Coupler C-2
Gelatin layer containing 30.2g/M high-boiling organic solvent 0-20.07g/bo (dry film thickness 3μ) 14th layer: 1st protective layer A -130.10mg/nf Ultraviolet absorber U-10.02g/ UV absorber
U-20,03g/Ultraviolet absorber U-30,0
3g/po Ultraviolet absorber U-40, 29g/bo Gelatin layer containing high-boiling point organic solvent 0-20.28g/bo (dry film thickness 2μ) 15th layer: Fine particle odour, which suffused the surface of the second protective layer Silver emulsion silver amount-----0.1 g/rrr (Iodine content 1 mol%, average grain size 0.06μ)A
-810 mg/bopolymethyl methacrylate particles 0.1 g/n? (
Gelatin layer containing (dry film thickness 0.8μ) A-30, 2g/bo A-9 1.0mg/n (average particle 1.5μ) In addition to the above composition, each layer contains antifoggant A16, gelatin Hardening agent H-3
, and a surfactant were added.

Preparation of Emulsions A and B A cubic silver bromide emulsion with an average grain size of 0.15 μm was prepared by the Chondrald double jet method, and it was hardened under low PAg using hydrazine and total complex salt (referred to as emulsion A). .

Emulsion B was obtained by shelling silver bromide to a thickness of 250 mm on the surface of emulsion A thus prepared.

The cyan coupler dispersions and silver halide emulsion preparations for the third, fourth, and fifth layers were as shown in Table 2, with only the cyan coupler and the stagnation time from after addition to coating being changed. It was produced in the same manner as -1.

Each of the samples 201 to 208 thus prepared was subjected to sensitometric exposure and subjected to the following development treatment.

Table 2 shows the results of the photographic performance of the obtained cyan image.

Example about m.

First development 6 minutes 38 Water washing 2 minutes Inversion 2 minutes Color development
6 minutes adjustment, 2 minutes bleaching, 6 minutes fixing, 4 minutes washing, 4 minutes stabilization, 1 minute room temperature drying The following composition is used for the treatment solution.

Hair double image water discharge 700
ml Nitrilo-N, N, N-trimethylenephosphonic acid pentasodium salt 2g Sodium sulfite
20 g Hydroquinone monosulfonate 30 g Sodium carbonate (-hydrate) 1-phenyl-4-methyl-4 hydroxymethyl-3 pyrazolidone Potassium bromide Potassium thiocyanate Potassium iodide (0,1x solution) Add water and react. -N, N, N-) Rimethylenephosphonic acid, pentasodium salt, stannous chloride (trihydrate) p-aminophenol Sodium hydroxide Add glacial acetic acid water and sprinkle water with blood color test 1 Nitrilo- N,N,N-)rimethylene 0 g g 2.5g 1.2g 1d 1000 d 00 d g g 0.1g B' g 5 d 1000 d 700 ml Phosphonic acid pentasodium salt Sodium sulfite Tertiary sodium phosphate ( 12 hydrate) Potassium bromide Potassium iodide (0.1χ solution) Sodium hydroxide Citrazate N-ethyl-N-(β-methanesulfonamidoethyl) 3-Methyl-4-aminoaniline sulfate 3.6 -Cythiaoctane-L8 Add diol water and prepare - Monomonohydric sodium sulfite Sodium ethylenediaminetetraacetate (trihydrate) Thioglycerin g g 6 g g 90 - g 1.5g 1 g g 1000 700 at! 2 g g 0.4 m Add glacial acetic acid water and release water Sodium ethylenediaminetetraacetate (trihydrate) Ammonium ethylenediaminetetraacetate iron (1) (trihydrate) Add potassium bromide water and set - Haruichi loss Sodium thiosulfate Sodium thiosulfite Sodium bisulfite water and sprinkle water on the skin formalin (37% by weight) Fuji Drywell d 1000 d 800 relative g 20 g 00 g 1000 d 800 rMl 80.0 g 5.0 g 5.0 g 1000 rr & 00 m 5 , 0 ml (Surfactant made by Fuji Film ■) 5 , 0 trdl Add water to 1000 ml From the results in Table 2, samples 201 to 204 of the present invention were coated with any of the cyan couplers of the present invention. The stagnation time until 5
It is clear that a large drop in sensitivity can be prevented by keeping it within minutes.

Example-3 Cyan coupler C-3 in the 3.4.5th layer of sample 201 prepared in Example-2 was replaced with C-1 in an equimolar amount, and the weight ratio of high boiling point organic solvent/cyan coupler and coating were determined. Table 3 shows the stagnation time (during the stagnation time, the ultrasonic oscillator described in Japanese Patent Publication No. 55-6405 was used). Samples 301 to 306 were prepared with different contents. Each sample obtained was subjected to the same development treatment as in Example 2, and then the photographic performance, MTF value, and precipitation of cyan images were examined. The results obtained are shown in Table 3. Incidentally, the MTF value and precipitation property were determined by the following method.

MTF value, MTF value of a cyan image obtained by exposing to white light while in close contact with the pattern for measuring the MTF value at a spatial frequency of 30 lines/mm was compared.

The larger the MTF value, the better the sharpness.

Precipitation property: The developed sample was observed under a polarizing microscope and the degree of precipitation was expressed as shown below.

○ −−111−−−−−−No precipitation △ −−−−−−1−−−−Slight precipitation It is clear that Sample No. 302 suppresses the deterioration of coupler precipitation due to the long dwell time before coating, and has high sensitivity and good sharpness, which is more satisfactory performance than Sample No. 301 of the present invention. .

The structures of the compounds used in Examples 1, 2, and 3 are shown below.

xC-1 xC-2 xC xC xC n■ CH2 C)12 CH3O□CHzCONHCHz CH3O2C)12cONHcH2 xC xC xS 2H5 C,H5 xS C,F,7SO2NC)12cOOK C3)+7 R ■ (Effect of the invention ) According to the present invention For example, it is possible to prevent a decrease in sensitivity that would occur when a fluoroalkylcarbonamide phenolic cyan coupler is used, and to obtain a silver halide color photographic light-sensitive material with high sensitivity and excellent sharpness.

Claims (2)

[Claims] (1) A dispersion containing a cyan coupler represented by the following general formula [C-I], in which the weight ratio of a high boiling point solvent coexisting with the cyan coupler to the cyan coupler is 1 or less (including 0), and color sensitization. 20% of the solution mixed with the silver halide emulsion
1. A silver halide color photographic material comprising, on a support, at least one silver halide emulsion layer obtained by coating without stagnation for more than a minute. General formula [C-I] ▲ Numerical formulas, chemical formulas, tables, etc. It represents an alkyl group, and X represents a hydrogen atom, a halogen atom, or a group capable of being separated by a coupling reaction with an oxidized product of an aromatic primary amine developer. ] (2) A dispersion containing the cyan coupler according to claim (1), in which the weight ratio of a high-boiling organic solvent coexisting therewith to the cyan coupler is 1 or less (including 0), and a color-sensitized halogen A silver halide color photographic photosensitive method, characterized in that a liquid obtained by mixing a silver halide emulsion with a static mixer is coated on a support in at least one layer as a silver halide emulsion layer without being allowed to stagnate for more than 20 minutes. Method of manufacturing the material.