JPH01237656A - Silver halide color photographic sensitive material - Google Patents

Abstract

PURPOSE:To obtain the color photographic sensitive material having high sensitivity and excellent sharpness by incorporating a specific dye forming coupler into at least one layer on a base. CONSTITUTION:The dye forming coupler expressed by formula I is incorporated into at least one layer on the base. In formula, R1 denotes the atom. group necessary for forming a 5-membered or 6-membered unsatd. heterocycle contg. at least one heterocycle; R2 denotes a halogen atom. or alkoxy group; B1 denotes a ballast group; X1 denotes a group which can be eliminated by reaction with the oxidant of an arom. primary amine developing agent. The image having the high sensitivity and excellent sharpness is thereby obtd.; in addition, the high dissolubility and dispersibility and extremely good stability of the coupler are obtd.

Description

Detailed Description of the Invention (Field of Industrial Application) The present invention contains a yellow dye-forming coupler for photography, particularly a yellow dye-forming coupler (hereinafter simply referred to as a yellow coupler) that is advantageous for improving sharpness and increasing sensitivity. Concerning color photographic materials.

(Prior Art) Many studies have been conducted on color photographic materials with the aim of improving sharpness and increasing sensitivity. One technique is to improve the coupler. That is, a coupler with a high color density per unit weight is advantageous in making the layer thinner because the amount of the coupler added to the light-sensitive emulsion layer can be reduced accordingly. This reduces the scattering of light incident on the photosensitive layer,
Improve sharpness. Furthermore, the higher the reactivity of the coupler with respect to the oxidized developing agent, the more efficiently the oxidized developing agent can be used, which is advantageous for increasing the sensitivity of the photosensitive material.

In conventional yellow couplers, the molar extinction coefficient (ε) of the yellow dye produced is smaller than the ε of magenta and cyan couplers.
Therefore, in order to obtain a predetermined image density, it was necessary to increase only the amount of yellow coupler used. Therefore, a large amount of a high boiling point organic solvent is required to dissolve and disperse the coupler, which increases the thickness of the emulsion layer as a whole, which causes deterioration in the sharpness of an image.

Therefore, a yellow coupler with excellent coloring properties is desired, and bis-type couplers, which produce two equivalents of dye from one molecule of coupler, have been proposed as an improvement measure.

(Problems to be Solved by the Invention) However, known screw-type couplers are inferior in reactivity as compared to couplers comprising one ordinary coupler portion. Therefore, it was not practical as a photographic material. Stated another way, one mole of conventional bis-type couplers yields less dye than two moles of similar couplers containing one coupler moiety.

Furthermore, due to the properties required of a yellow coupler, sufficient color development may be exhibited even if the amount of high boiling point organic solvent used is reduced. In order to reduce the thickness of the light-sensitive emulsion layer and improve the sharpness of the image, it is desired to reduce the amount of not only the coupler but also the high boiling point organic solvent used. However, generally, when the high boiling point organic solvent is reduced, the color development property is reduced. Therefore, a yellow dye-forming coupler that exhibits less deterioration in color development has been desired.

For example, U.S. Pat. No. 4,157,919 and U.S. Pat.
No. 408,194 discloses a bis-type yellow two-equivalent coupler represented by the following general formula (A).

General formula (A) coup INK CoUP Here, coup is a part of the coupler, and LINK
represents the group of atoms that are bonded to a portion of the coupler through each coupling position.

Although the coupler shown here exhibits a certain degree of coupling activity, since each CoUP moiety has a ballast group, the molecular weight of the coupler becomes large, and the characteristics of a bis-type coupler can hardly be found. When the ballast group is made smaller in order to lower the molecular weight, the solubility of the coupler deteriorates, and diffusion into other layers occurs, causing color mixing, which is not practically satisfactory.

US Pat. No. 4,248,961 discloses a bis-type yellow coupler having two active sites and one ballast group in one molecule.

According to the studies conducted by the present inventors, this coupler has a single ballast group, so its molecular weight is smaller than that of the corresponding coupler, and therefore it has the characteristic that the film thickness can be made thinner. It was found that the coupler had a low color density and was not practical.

The first object of the present invention is to provide a color photographic material with high sensitivity and excellent sharpness by using a novel yellow dye-forming coupler that is highly reactive and has a high color density per unit weight. be.

A second object of the present invention is to provide a novel yellow coupler that exhibits little deterioration in color development even when the amount of high-boiling organic solvent used is reduced, and that allows the thickness of the photosensitive layer to be reduced.

(Means for Solving the Problems) The present inventors developed a silver halide photographic emulsion layer imagewise exposed in the presence of a yellow coupler represented by the following general formula (I) using an aromatic primary amine developer. It has been discovered that the above object can be achieved by developing to form a dye image, and based on this knowledge the present invention has been accomplished.

That is, the present invention provides a silver halide color photographic material characterized by containing a dye-forming coupler represented by the following general formula (I) in at least one layer on a support.

General formula (I) (wherein R1 represents an atomic group necessary to form a 5- or 6-membered unsaturated heterocycle containing at least one heteroatom, R2 represents a halogen atom or an alkoxy group, The compound represented by the general formula (I) (B1 represents a ballast group, xl represents a group capable of leaving by reaction with an oxidized product of an aromatic primary amine developing agent) will be described in detail below. - R1 represents a 5- or 6-membered unsaturated heterocyclic atomic group containing at least one hetero atom, and the hetero atom here includes a nitrogen atom, an oxygen atom, a sulfur atom, and the like.

,・′−゛・.

Specific examples include oxazole nucleus, benzoxazole nucleus, thiazole nucleus, benzothiazole nucleus, thiazolidine nucleus, imidazole nucleus, benzimidazole nucleus, imidazolidine nucleus, furan nucleus, pyridine nucleus, thiophene nucleus, pyrimidine nucleus, quinoline nucleus, pyrazole. Nuclei, pyridaxine nuclei, indazole nuclei, etc.

These 5-negative or 6-membered unsaturated heterocycles may be substituted, and specific examples of substituents include, for example, alkyl groups (
methyl, ethyl, propyl), halogen atoms (e.g. chlorine, bromine), aryl groups (e.g. phenyl), aralkyl groups (e.g. benzyl), alkoxy groups (e.g. methoxy, ethoxy), aryloxy groups (e.g. phenoxy), diano group, nitro group, hydroxyl group, carboxyl group, alkoxycarbonyl group (e.g. methoxycarbonyl), aryloxycarbonyl group (
(e.g. phenoxycarbonyl), sulfonamide groups (e.g. methanesulfonamide), sulfamoyl groups (e.g. methylsulfamoyl, phenylsulfamoyl),
Examples include an acylamino group (eg, acetamide), an amino group, a carbamoyl group (eg, dimethylcarbamoyl), a sulfonyl group (eg, methylsulfonyl), an acyl group (eg, acetyl), and the like.

R2 represents a halogen atom (e.g. chlorine atom, bromine atom, fluorine atom) or an alkoxy group (e.g. methoxy, ethoxy, propoxy), and this alkoxy group may further have a substituent. Examples include those exemplified as substituents for the 5- or 6-membered unsaturated heterocycle.

B1 represents a ballast group, and a ballast group is a group that increases the molecular weight sufficiently so that the coupler is immobilized in the photographic layer, and the total number of carbon atoms is 8 or more, preferably 10 or more. It is a group containing Preferably R
30- group and R35o2-25.

Here, R3 represents an aliphatic group having 1 to 32 carbon atoms, preferably 1 to 22 carbon atoms, or an aromatic group having 6 to 10 carbon atoms, which may have a substituent. Specific examples of the substituent include is, for example, a phenoxy group (e.g. 2,4-tert-
Amylphenoxy, 4-tert-amyl-2-chlorophenoxy, 4-n-butanesulfonamidophenoxy, 2-n-butylsulfamoylphenoxy, 3-n-
Examples include pentadecylphenoxy, 2-cyanophenoxy), alkoxy groups (eg, methoxy, octyloxy), alkoxycarbonyl groups (eg, octyloxycarbonyl), and sulfonamide groups (eg, hexadecanesulfonamide).

R4 is a hydrogen atom, an alkyl group (for example, methyl).

(ethyl, propyl).

Xl represents a group that can be removed by reaction with an oxidized product of an aromatic primary amine color developing agent and does not exhibit photographic utility; is the group represented.

-Formation (A) ,, -N-, - ”-z1' Zl represents a group of nonmetallic atoms necessary to form a 5- or 6-membered ring together with the nitrogen atom bonded to the active site.Example: The following skeleton can be mentioned.

The nitrogen atom and carbon atom of these heterocycles may have a substituent. Specific examples thereof include, for example, alkyl groups (e.g. methyl, ethyl, ethoxyethyl), aryl groups (e.g. phenyl, 4-chlorophenyl), aralkyl groups (e.g. benzyl), alkoxy groups (e.g. methoxy, ethoxy), halogen atoms (e.g. chlorine atom, ), acylamino group (e.g. acetamide), sulfonamide group (e.g. methanesulfonamide), sulfonyl group, sulfamoyl group, carbamoyl group, carboxyl group, alkoxycarbonyl group, hydroxyl group, nitro group, cyano group, alkenyl group ( e.g. vinyl methyl)
Examples include.

General Formula (B) Here, R5 represents an aryl group. Specific examples of the aryl group are phenyl group and naphthyl group, which may have a substituent. Specific examples of the substituent include, for example, a halogen atom (such as a chlorine atom), an alkyl group (such as methyl), an alkoxy 2Si <such as methoxy), and an acylamide (such as acetamide).

Sulfonamide groups (eg methanesulfonamide), sulfonyl groups (eg methylsulfonyl).

Examples include 4-hydroxyphenylsulfonyl), sulfamoyl group, carbamoyl group, carboxyl group, alkoxycarbonyl group, hydroxyl group, cyano group, and nitro group.

Preferably, either λ1 is bonded in the ortho position to R2.

Among the couplers used in the present invention, a more preferable coupler is shown in Formation (II) below.

-Formation (II) B1 Qo represents a hydrogen atom or a monovalent group. ), Z2 is 1
．． Represents a 2-phenylene, vinylene or dimethylene group. (These may have a substituent.) X1B has the same meaning as -formation (1).

Preferred ones are the following - formation (II[) (IV) (V
) Indicated by (■).

(I) (IV) (V)
(M) where 23 is substituted or unsubstituted 1,2t
61J represents a benzene ring, and examples of the substituent include the above-mentioned substituents. Ql is a hydrogen atom or a carbon number of 1 to 8
represents an alkyl group (eg methyl, ethyl, propyl).

In general formula (II), preferred B1 is -0R6
group, -crystal OR, group. R6 represents an alkyl group having 8 to 20 carbon atoms.

Particularly preferable xl in -formation (IT) is represented by -formation (C) and (D) below.

- Formation (C) "V" zo 0 ゛・Z4・′ Here, Z4 represents a 5-membered heterocyclic ring-forming nonmetallic atom group.

General formula (D) where R7 is an arylsulfonyl group, an alkylsulfonyl group, an alkoxycarbonyl group, a cyano group, an acyl group,
Represents an acylamino group, an alkylsulfamoyl group, an alkylsulfonamide group, a carboxy group, or an alkylcarbamoyl group.

R8 is a hydrogen atom, a halogen atom, an alkyl group (carbon number 1
~4) represents an alkoxy group (having 1 to 4 carbon atoms), a hydroxyl group, an acylamino group, a cyano group, or an alkylsulfonamide group.

The compounds of general formula <I) according to the invention can be applied in multilayer, multicolor photographic materials having at least three different spectral sensitivities on the support. Multilayer natural color photographic materials usually have at least one each of a red-sensitive emulsion layer, a green-sensitive emulsion layer, and a blue-sensitive emulsion layer on a support. The order of these layers can be arbitrarily selected as necessary. Further, the compound of the present invention represented by -formation (I) is added to at least one layer on the support, but can be used in any layer such as a high-sensitivity layer or a medium-sensitivity layer. It can be used in the silver emulsion layer or its adjacent layer.

- The amount of the compound of the present invention represented by formation (I) varies depending on the structure and use of the compound, but is preferably from 1xlo-7 to 1 mol, particularly preferably from 1xlo-7 to 1 mol of silver present in the same layer or an adjacent layer. ' to 0.5 mole.

The compound of the present invention represented by general formula (I) may be used alone in a certain layer, or may be used in combination with a known coupler in any molar ratio.

Next, typical examples of couplers used in the present invention will be listed, but the couplers used in the present invention are not limited to these.

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8 Work ○ Work U] k Work Synthesis Example (Synthesis of Exemplary Coupler (1)) Exemplary Coupler (1) can be synthesized by the following route.

44 g and 2.80 g of the synthesized ortho-aminophenol of No. 3 were suspended in 600 ml of benzene at 30 to 40°C for 2 hours.
After the reaction, the suspension became almost homogeneous as the reaction was carried out under stirring.

The mixture was poured into ice water, and the precipitated oily substance was extracted with 600 ml of ethyl acetate.

The organic layer was washed with water and then dried over magnesium sulfate. Next, the solvent is distilled off under reduced pressure to form an oil! 80 g of lJ was obtained.

The fact that the product is compound 3 was confirmed by fast atom #j bombardment ionization mass spectrometry I'ositive detection method (M+H).
It was confirmed by measuring =206H.

Synthesis of 5. 3.615g and 4.35.5g were heated at 140°C with stirring to react. Ethanol produced during the reaction was distilled out of the system under reduced pressure. After reacting at 140°C for 3 hours, 1 ethyl acetate was added to the mixture, which was cooled to 50°C.
00d was added. After further water cooling, n-hexane 2
00ml was added and the crystals precipitated were collected by filtration. Yield 42
g Same as above, mass spectrometry shows that (M+H)” = 674 is lI
J! It was confirmed that the product was Compound 5.

Synthesis of exemplified coupler (1) 20.2 g was dissolved in 200 ml of chloroform, and 5.8 ml of sulfuryl chloride was added dropwise at 5 to 15° C. with stirring. After reacting at the same temperature for 2 hours, ice water was added. Further, sodium bicarbonate was added little by little to neutralize the reaction solution. After washing the organic layer with water, it was dried over magnesium sulfate, and chloroform was distilled off under reduced pressure to obtain 19 g of an oily substance. - 42g of dimethylformamide 200ml
ml of triethylamine, and 25% of triethylamine was added dropwise thereto while stirring at 2-0°C. A solution prepared by dissolving 19 g of the previously obtained oil in 35 ml of dimethylformamide was added dropwise to this mixture while stirring at 30 to 40°C. After reacting at the same temperature for 3 hours, 400 ml of ethyl acetate and 400 ml of water were added. The organic layer was washed again with water and then dried over magnesium sulfate. Ethyl acetate was distilled off under reduced pressure to obtain 42 g of an oily substance. This was subjected to silica gel chromatography, and the portion containing the target compound was concentrated under reduced pressure to obtain 8 g of exemplified coupler (1) in powder form. The structure was confirmed by the observation of (M+H)'' = 1139 in the mass spectrometry.

The light-sensitive material of the present invention only needs to have at least one silver halide emulsion layer of a blue-sensitive layer, a green-sensitive layer, and a red-sensitive layer on the support. There are no particular restrictions on the number and order of the emulsion layers and non-light-sensitive layers.A typical example is to create a plurality of silver halides with substantially the same color sensitivity but different sensitivity on the support. A silver halide photographic light-sensitive material having at least one light-sensitive layer consisting of an emulsion layer, the light-sensitive layer being a unit light-sensitive layer sensitive to any of blue light, green light, and red light. In multilayer silver halide color photographic materials,
Generally, the unit photosensitive layers are arranged in the following order from the support side: a red sensitive layer, a green sensitive layer, and a blue sensitive layer. However, depending on the purpose, the order of the stirrups may be reversed, or different color-sensitive layers may be sandwiched between the same color-sensitive layer.

Non-photosensitive layers such as various intermediate layers may be provided between the silver halide photosensitive layers and between the uppermost layer and the lowermost layer.

The intermediate layer includes JP-A Nos. 61-43748 and 59-1.
No. 13438, No. 59-113440, No. 61-20
Coupler, DIR compound, etc. as described in No. 037 and No. 61-20038 may be included,
It may also contain a commonly used color mixing inhibitor.

The plurality of silver halide emulsion layers constituting each unit photosensitive layer are
West German Patent No. 1,121,470 or British Patent No. 9
As described in No. 23,045, a two-layer structure consisting of a high-sensitivity emulsion layer and a low-sensitivity emulsion layer can be preferably used. Usually, the layers are arranged so that the sensitivity decreases toward the support. Preferably, a non-photosensitive layer may be provided between each halogen emulsion layer.
No. 112751, No. 62-200350, No. 62-2
As described in No. 06541, No. 62-206543, etc., a low-sensitivity emulsion layer may be provided on the side far from the support, and a high-sensitivity emulsion layer may be provided on the side close to the support.

As a specific example, from the side farthest from the support, low sensitivity blue sensitive layer (BL) / high sensitivity blue sensitive layer (BH) / high sensitivity green sensitive layer (GH) / low sensitivity green sensitive layer (GL) / High-sensitivity red-sensitive layer (RH) / Low-sensitivity red-sensitive layer (RL), or BH/BL/GL/GH/RH/RL, or BH/BL/GH/GL/RL/RH They can be installed in the following order:

Further, as described in Japanese Patent Publication No. 55-34932, from the side farthest from the support, the blue-sensitive layer/GH/R
)(/GL/RL.Also, as described in JP-A-56-25738 and JP-A-62-63936, the blue-sensitive layer/ They can also be arranged in the order of GL/RL/GH/RH.

In addition, as described in Japanese Patent Publication No. 49-15495, the upper layer is a silver halide emulsion layer with the highest sensitivity, the middle layer is a silver halide emulsion layer with a lower sensitivity, and the lower layer is a silver halide emulsion layer that is more sensitive than the middle layer. An example is an arrangement consisting of three layers having different photosensitivity, in which a silver halide emulsion layer with a low density is arranged, and the photosensitivity gradually decreases toward the support. Even when it is composed of three layers with different photosensitivity, as described in JP-A No. 59-202464,
In the same color-sensitive layer, medium-sensitivity emulsion layer/high-sensitivity emulsion layer/low-sensitivity emulsion layer may be arranged in this order from the side remote from the support.

As mentioned above, various layer structures and arrangements can be selected depending on the purpose of each photosensitive material.

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. . Particularly preferred are silver iodobromide or silver iodochlorobromide containing from about 2 mole percent to about 25 mole percent 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. 1764.
3 (December 1978), pp. 22-23, "1. Emulsion preparation
d types)” and the same No. 18716
(November 1979), 648 pages, “Physics and Chemistry of Photography” by Grafkide, published by Paul Montell (P.

Glafkides, (:hemie et Ph1
sique Photographique Paul
Montel, 1967), “Photographic Emulsion Chemistry” by Duffin, published by Focal Press ((+, F, Duf
fin.

Photographic Emulsion Che
Mistry (Focal Press.

1966)), “Manufacture and Coating of Photographic Emulsions” by Zelikman et al., published by Focal Press (LL, Zelikm
anet aloMaking and Coatin
g Photographic Emulsion, F
ocal Press, 1964).

U.S. Patent Sections 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.

Written by Gatsuto, Photographic Science and
Engineering (Gutoff Photography
hicScience and Engineering
g), Vol. 14, pp. 248-257 (1970)
: U.S. Patent Section 4,434.226, 4,414,3
No. 10, No. 4゜433.048, No. 4,439,52
0 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. Additives used in such processes are described in the aforementioned Research Disclosure No. 17643 and Research Disclosure No. 18716, and the relevant sections 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.

Additive type RD 17643 RD 1871
61 Chemical sensitizers Page 23 Page 648 Right column 2
Sensitivity increasing agent Same as above 3 Spectral sensitizer, pages 23-24 Page 648 right column ~ Super sensitizer Page 649 right column 4 Brightening agent
Page 24 5 Antifouling agent Pages 24-25 Page 649 Right column ~
and Stabilizer 6 Light absorber, pages 25-26, page 649, right column ~
Filter dye Page 650 left column Ultraviolet absorber 7 Stain inhibitor Page 25 right i Page 650 left ~
Right column 8 Dye image stabilizer page 25 9 Hardener page 25 Page 651 right column 1
0 Binder page 26 Same as above 11
Plasticizer, lubricant Page 27 Page 650 Right column 12
Coating aid, pages 26-27 Same as above Surfactant 13 Static prevention page 27 Same as above stop agent In addition, in order to prevent deterioration of photographic performance due to formaldehyde gas, U.S. Pat. It is preferable to add to the photographic material a compound that can be immobilized by reacting with formaldehyde, as described in No. 1, No. 503.

Various color couplers can be used in the present invention, specific examples of which can be found in the above-mentioned Research Disclosure.
(RD) No. 17643, ■-C to G.

Yellow couplers include, for example, U.S. Patent Section 3.93.
No. 3,501, No. 4,022,620, No. 4,3
No. 26,024, No. 4,401.752, Special Publication No. 5
B-10739, British Patent No. 1,425,020,
No. 1,476°760, U.S. Patent Section 3,973,9
No. 68, No. 4,314,023, No. 4,511,
No. 649, European Patent Section 249,473A, etc. are preferred.

As the magenta coupler, 5-pyrazolone and pyrazoloazole compounds are preferred, and U.S. Patent Section 4,31
No. 0,619, No. 4,351°897, European Patent No. 73,636, US Patent No. 3,061,432, US Patent No. 3,725,067, Research Disclosure No. 24220 (1984) June), Japanese Patent Application Publication No. 1983
-33552, Research Disclosure No.
24230 (June 1984), JP-A-60-436
No. 59, No. 61-72238, No. 60-35730, No. 55-118034, No. 60-185951,
U.S. Patent Nos. 4,500,630 and 4,540,6
Particularly preferred are those described in No. 54 and No. 4,556,630.

Cyan couplers include phenolic and naphthol couplers, and are disclosed in U.S. Pat. No. 4,052,212.
No. 4,146,396, No. 4,228,23
No. 3, No. 4,296,200, No. 2,369,9
No. 29, No. 2,801.171, No. 2,772,
No. 162, No. 2,895,826, No. 3.772
, No. 002, No. 3,758,308, No. 4,33
No. 4.011, No. 4,327,173, West German Patent Publication No. 3,329,729, European Patent No. 121.365
No. A, No. 249,453A, U.S. Patent No. 3,446
, No. 622, No. 4,333.999, No. 4,45
No. 1,559, No. 4.427,767, No. 4.6
No. 90,889, No. 4,254,212, No. 4,
296.199, JP-A No. 61-42658, etc. are preferred.

Colored couplers for correcting unnecessary absorption of coloring dyes are available in Research Disclosure No. 17643.
Paragraph ■-G, U.S. Patent No. 4,163.670, Japanese Patent Publication No. 57-39413, U.S. Patent No. 4,004,929, No. 4,138°258, British Patent Section 1,146,
The one described in No. 368 is preferred.

Couplers whose colored dyes have appropriate diffusivity include U.S. Patent No. 4,366.237 and British Patent No. 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. No. 3,451,820, U.S. Pat.
No. 4,576.91O, British Patent Section 2,102
, No. 173, 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,
■-Patent listed in Section F, JP-A-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 upon development include British Patent Section 2,097.140;
No. 2,131,188, JP 59-157638
No. 59-170840 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, U.S. Pat. , DIR redox compound releasing couplers or DIR coupler releasing couplers described in JP-A-60-185950, JP-A-62-24252, etc. Redox compound or DIR redox compound releasing redox, European Patent No. 1
No. 73,302A, couplers R, D that release color after detachment.

No. 11449, 24241. JP-A-61-201
Examples thereof include bleach accelerator-releasing couplers described in US Pat. No. 4,553,477 and the like, and ligand-releasing couplers described in US Pat.

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

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

The Buddha point at normal pressure used in the oil-in-water dispersion method is 175°C.
Specific examples of the above high boiling point organic solvents include phthalic acid esters (dibutyl phthalate, dicyclohexyl phthalate, di-2-ethylhexyl phthalate, decyl phthalate, bis(2,4-di-t-amylphenyl) phthalate). , bis(2,4-di-t-amyl phenyl) isophthalate, bis(l,1-diethylpropyl) phthalate, etc.), esters of phosphoric acid or phosphonic acid (triphenyl phosphate, tricresyl phosphate,
2-ethylhexyl diphenyl phosphate, tricyclohexyl phosphate, tri-2 niethylhexyl phosphate, tridodecyl phosphate, tributoxyethyl phosphate, trichloropropyl phosphate, di-2-ethylhexylphenyl phosphonate, etc.)
, benzoic acid esters (2-ethylhexylbenzoate, dodecylbenzoate, 2-ethylhexyl-p-
hydroxybenshade, etc.), amides (N,N-diethyldodecanamide, N,N-diethyllaurylamide, etc.);

N-tetradecylpyrrolidone, etc.), alcohols or phenols (isostearyl alcohol, 2.4-
di-t-amylphenol, etc.).

Aliphatic carboxylic acid esters (bis(2-ethylhexyl) sebacate, dioctyl azelate.

glycerol tributyrate, isostearyl lactate, trioctyl citrate, etc.), aniline derivatives (
N,N-dibutyl-2-butoxy-5-octylaniline, etc.), hydrocarbons (paraffin, dodecylbenzene, diisopropylnaphthalene, etc.), and the like. Further, as the auxiliary solvent, an organic solvent having a ladder point of about 30°C or higher, preferably 50°C or higher and about 160°C or lower, can be used, and typical examples include ethyl acetate and butyl acetate.

Examples include ethyl propionate, methyl ethyl ketone, cyclohexanone, 2-ethoxyethyl acetate, dimethylformamide, and the like.

Specific examples of latex dispersion processes, effects, and latex for impregnation include U.S. Pat. It is described in.

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 vapor.

Suitable supports that can be used in the present invention include, for example, the above-mentioned R
D, No. 17643, page 28, and same No. 187
16, 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, No. 651, left column to right column.

The color developing solution used in the development of the light-sensitive material of the present invention is preferably an alkaline aqueous solution containing an aromatic primary amine color developing crude drug as a main component. Aminophenol compounds are also useful as color developing agents, but p-phenylenediamine compounds are preferably used, representative examples of which include 3-methyl-4-amino-N, N-diethylaniline, 3- Methyl-4-amino-N-ethyl-N
-β-hydroxyethylaniline, 3-methyl-4-amino-N-ethyl-N-β-methanesulfonamidoethylaniline, 3-methyl-4-amino-N-ethyl-N
-β-methoxyethylaniline and their sulfates, hydrochlorides, and P-)-luenesulfonates. Two or more of these compounds can be used in combination depending on the purpose.

The color developer may contain pH buffering agents such as alkali metal carbonates, borates or phosphates, bromide salts, iodide salts,
Development inhibitors or antifoggants such as benzimidazoles, benzothiazoles or mercapto compounds are generally included. In addition, as necessary, hydroxylamine, diethylhydroxylamine, hydrazine sulfites, phenyl semicarbalads, triethanolamine, catechol sulfonic acids, triethylenediamine (l, 4-diazabicyclo[2°2.2]octane) Various preservatives such as ethylene glycol, organic solvents such as diethylene glycol, development accelerators such as benzyl alcohol, polyethylene glycol, quaternary ammonium salts, amines, dye-forming couplers, competitive couplers, sodium boron hydrite, etc. fogging agents, auxiliary developing agents such as 1-phenyl-3-pyrazolidone, viscosity imparting agents, various chelating agents typified by aminopolycarboxylic acids, aminopolyphosphonic acids, alkylphosphonic acids, and phosphonocarboxylic acids 1 For example, ethylenediaminetetraacetic acid, nitrilotriacetic acid, diethylenetriaminepentaacetic acid, cyclohexanediaminetetraacetic acid, hydroxyethyliminodiacetic acid, l-hydroxyethylidene-
1,l-diphosphonic acid, nitrilo-N,N,N-trimethylenephosphonic acid, ethylenediamine-N,N,N',
Representative examples include N"-tetramethylenephosphonic acid, ethylene glycol (O-hydroxyphenylacetic acid), and salts thereof.

Further, when performing reversal processing, black and white development is usually performed and then color development is performed. This black and white developer contains known black and white developing agents such as dihydroxybenzenes such as hydroquinone, 3-pyrazolidones such as 1-phenyl-3-pyrazolidone, or aminophenols such as N-methyl-p-aminophenol. or m can be used together.

The pH of these color developing solutions and black and white developing solutions is generally 9 to 12. Although the amount of replenishment of these developing solutions depends on the color photographic light-sensitive material being processed, it is generally 3 or less per square meter of the light-sensitive material, and by reducing the bromide ion concentration in the replenisher, S
You can also do the following: When reducing the amount of replenishment, it is preferable to prevent evaporation of the solution and air oxidation by reducing the contact area with the air in the processing tank, and by using means to suppress the accumulation of bromide ions in the developer. It is also possible to reduce the amount of replenishment.

The time for color development processing is usually set between 2 and 5 minutes, but the processing time can be further shortened by using high temperature, high pH, and high concentration of color developing agent.

After color development, the photographic emulsion layer is usually bleached. The bleaching process may be carried out simultaneously with the fixing process (bleach-fixing process) or separately, and in order to speed up the process, the bleaching process may be followed by the bleach-fixing process.
It is also possible to carry out treatment in two consecutive bleach-fixing baths, to carry out fixing treatment before bleach-fixing treatment, or to carry out bleaching treatment after bleach-fixing treatment, depending on the purpose.

Examples of bleaching agents include compounds of polyvalent metals such as iron (■), cobalt (■), chromium (■), and copper (II), peracids, quinones, and nitro compounds.0 Typical bleaching agents as ferricyanide: dichromate: iron (I
ll) or organic complex salts of cobalt (m) 1 such as ethylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid, cyclohexanediaminetetraacetic acid, methyliminodiacetic acid, 1
．． Aminopolycarboxylic acids such as 3-diaminopropanetetraacetic acid and glycol ether diamine tetraacetic acid, or complex salts of citric acid, tartaric acid, malic acid, etc.: persulfates, bromates, permanganates, nitrobenzenes, etc. may be used. Can be done. Among these, aminopolycarboxylic acid iron(m) complex salts and persulfates, including ethylenediaminetetraacetic acid iron(III) complex salts, are preferable from the viewpoint of rapid processing and prevention of environmental pollution. Furthermore, iron aminopolycarboxylate (m)
Complex salts are particularly useful in both bleach and bleach-fix solutions. The pti of the bleach or bleach-fix solution using these aminopolycarboxylic acid iron (m) complex salts is usually 5.5 to 5.5.
8, but in order to speed up the process, the process can be performed at an even lower pH.

A bleach accelerator may be used in the bleaching solution, bleach-fixing solution, and their prebaths, if necessary.

Specific examples of useful bleach accelerators are described in U.S. Pat. No. 3,893,858, German Patent Section 1.
, No. 290,812, No. 2,059,988, JP-A-53-32736, No. 53-57831, No. 53-
No. 37418, No. 53-72623, No. 53-956
No. 30, No. 53-95631, No. 53-104232
issue.

No. 53-124424, No. 53-141623, No. 53-28426, Research Disclosure N
Compounds having a mercapto group or disulfide group described in JP-A No. 17129 (July 1978) and the like: Thiazolidine derivatives described in JP-A-50-140129:
Japanese Patent Publication No. 45-8506, Japanese Patent Publication No. 52-20832,
No. 53-32735, US patent amount 3,706,561
Thiourea derivatives described in No.: West German Patent Section 1,127,7
Iodide salts described in No. 15, JP-A-58-16235:
Polyoxyethylene compounds described in West German Patent Section No. 966.410 and West German Patent No. 2,748.430: Japanese Patent Publication No. 45-8
Polyamine compounds described in No. 836; other JP-A-49-
No. 42434, No. 49-59644, No. 53-949
Compounds described in No. 27, No. 54-35727, No. 55-26506, and No. 58-163940; bromide ions, etc. can be used. Among these, compounds having a mercapto group or a disulfide group are preferable from the viewpoint of a large promoting effect, and in particular, compounds described in U.S. Patent No. 3,893,858, West German Patent No. 1,290,812, and JP-A-53-95630 are preferred. Compounds are preferred.

Furthermore, the compounds described in U.S. Pat. agents are particularly effective.

Examples of fixing agents include thiosulfates, thiocyanates, thioether compounds, thioureas, and large amounts of iodide salts, but thiosulfates are commonly used, with ammonium thiosulfate being the most widely used. Can be used for As the preservative for the bleach-fix solution, sulfites, bisulfites, or carbonyl bisulfite adducts are preferred.

The silver halide color photographic light-sensitive material of the present invention is.

After desilvering, it is common to undergo a water washing and/or stabilization process. The amount of water used in the washing process depends on the characteristics of the photosensitive material (for example, depending on the materials used such as couplers), the application, the temperature of the washing water, the number of washing tanks (the number of stages), the replenishment method such as countercurrent or forward flow, and various other conditions. Can be set over a wide range. Among these, the relationship between the number of flushing tanks and the amount of water in the multistage countercurrent method is described in the Journal of the 5ociet.
y of MotionPicture and Te
1evision 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 water used for washing can be significantly reduced, but due to the increase in the residence time of water in the tank, bacteria will breed, and the generated suspended matter will adhere to the photosensitive material. In the processing of the color photosensitive material of the present invention, as a solution to such problems,
The method for reducing calcium ions and magnesium ions described in Japanese Patent Application No. 131632/1988 can be used very effectively. In addition, isothiazolone compounds and thiabendazoles described in JP-A No. 57-8542,
Chlorine-based disinfectants such as chlorinated sodium isocyanurate,
Other sterilization methods, such as benzotriazole, are described in "The Chemistry of Antibacterial Spinning Agents" by Hiroshi Horiguchi, "Sterilization of Microorganisms, Disinfection, and Spinning Machine Technology" edited by the Sanitation Technology Society, and "Encyclopedia of Antibacterial Spinning Agents" edited by the Japanese Society of Antibacterial Spinning Machines. Agents can also be used.

The pH of the submerged water in the processing of the photosensitive material of the present invention is 4 to 4.
9, preferably 5-8. The washing water temperature and washing time can be set variously depending on the characteristics of the photosensitive material, its use, etc., but generally it is 20 seconds to 10 minutes at 15 to 45°C, preferably 25 to 10 minutes.
A range of 30 seconds to 5 minutes at ~40°C is selected. moreover,
The photosensitive material of the present invention can also be directly processed with a stabilizing solution instead of washing with water. In such stabilization treatment, Japanese Patent Application Laid-Open Nos. 57-8543 and 58-1483
All known methods described in No. 4 and No. 60-220345 can be used.

Furthermore, following the water washing process, a further stabilization process may be performed, such as a stabilizing bath containing formalin and a surfactant, which is used as the final bath for color photosensitive materials for photography. Ru. Various chelating agents and antifungal agents can also be added to this stabilizing bath.

The overflow liquid from water washing and/or replenishment of the stabilizing liquid can be reused in other processes such as the desilvering process.

The silver halide color light-sensitive material of the present invention may contain a color developing agent for the purpose of simplifying and speeding up processing. In order to incorporate a color developing agent, it is preferable to use various precursors of the color developing agent. For example, U.S. Patent No. 3,342,59
Indoaniline compound described in No. 7, No. 3,342,
No. 599, Schiff base-type compounds described in Research Disclosure No. 14850 and Research Disclosure No. 15159, Research Disclosure No. 13
Aldol compounds described in '924, U.S. Patent No. 3.71
Metal salt complex described in No. 9,492, JP-A-53-1356
Examples include the urethane compounds described in No. 28.

The silver halide color light-sensitive material of the present invention may optionally contain various 1-phenyl-3
- Pyrazolidones may be incorporated. Typical compounds are described in JP-A-56-64339, JP-A-57-144547 and JP-A-5B-115438.

The various processing liquids used in the present invention are used at a temperature of 10°C to 50°C. Normally, the standard temperature is 33°C to 38°C, but higher temperatures may be used to accelerate the processing and shorten the processing time. Conversely, it is possible to improve the image quality and the stability of the processing solution by lowering the temperature. Further, in order to save silver on the photosensitive material, a treatment using cobalt intensification or hydrogen peroxide intensification as described in German Patent No. 2,226,770 or US Pat. No. 3,674,499 may be carried out.

Further, the silver halide photosensitive material of the present invention is disclosed in U.S. Patent No. 4,
No. 500,626, JP-A-60-133449, No. 5
It can also be applied to the heat-developable photosensitive materials described in European Patent No. 9-218443, European Patent No. 61-238056, European Patent No. 210,660A2, and the like.

(Effects of the Invention) The silver halide color photographic light-sensitive material of the present invention contains a yellow coupler that is highly reactive and has a high color density per unit weight, and provides images with high sensitivity and excellent sharpness. Further, in the silver halide color photographic light-sensitive material of the present invention, the dissolution and dispersibility of the coupler is high and the stability is extremely good.

Furthermore, the silver halide color photographic light-sensitive material of the present invention has a high color density per unit weight of coupler, and has excellent effects in that the light-sensitive layer can be made thinner.

(Example) Next, the present invention will be explained in more detail based on examples.

Example 1 On a subbed cellulose triacetate film support,
Sample 101, which is a multilayer color photosensitive material consisting of each layer having the composition shown below, was prepared.

(Composition of photosensitive layer) The coating amount is expressed in g/ln' unit of silver for silver halide and colloidal silver, and the amount expressed in g/ln' unit for couplers, additives, and gelatin. For sensitizing dyes, the number of moles per mole of silver halide in the same layer is shown. Note that the symbols indicating additives have the meanings shown below. However, if it has multiple functions, one of them is listed as a representative.

Uv; ultraviolet absorber, 5olvH high boiling point organic solvent, Ex
F: dye, ExS: sensitizing dye, ExC nitrogen coupler, ExM: magenta coupler, ExY: yellow coupler, Cpd, additive first layer (antihalation layer) black colloidal silver...0.2 gelatin
...1.3ExM-9...0.06 UV-1---0,03 UV-2---0,06 UV-3---0,06 Solv-1...0.15 So 1v-2・ ・ ・ 0.15 So 1 v-3・ ・ ・ 0.15 2nd layer (middle layer) Gelatin ... 1.0UV-1--
-0,03 ExC-4・--0,02 ExF-1...0.004 Solv-1...@0.1 So1v-2...0.1 3rd layer (low sensitivity red-sensitive emulsion layer ) Silver iodobromide emulsion (AgI 4 mol%, uniform AgI type, equivalent sphere diameter 0.5 JL, coefficient of variation of equivalent sphere diameter 20%, plate-like grains,
Diameter/thickness ratio 3.0) - Coated silver amount...1.2 Silver iodobromide emulsion (AgI 3 mol%, uniform AgI type, equivalent sphere diameter 0.31L, coefficient of variation of equivalent sphere diameter 15%, spherical shape) particle,
Diameter/thickness ratio 1.0) Coated silver amount...0.6 Gelatin...1.0ExS-1・
・・4XIO-4 ExS-2...5xlO' ExC-1---0,05 ExC-2・ ・ ・ 0.50 ExC-3・ ・ ・ 0.03 ExC-4-・-0,12 ExC -5-・-0,Of 4th layer (high sensitivity red-sensitive emulsion layer) Silver iodobromide emulsion (Ag 16 mol%, internal high AgI type with core-shell ratio 1:1, equivalent sphere diameter 0. full, equivalent sphere diameter coefficient of variation of 15%, plate-like particles.

Diameter/thickness ratio 5.0) Coated silver amount...0.7 Gelatin...1.0ExS-1.
・-3xlO-' ExS-2...2.3X IO-" ExC-6φ...0.1l ExC-7-...0.05 ExC-4...0.05 Solv-1...0 .05 So 1v-3・ ・ ・ 0.05 5th layer (middle layer) Gelatin ...0.5CPd-1・
・・0. l 5olv-1...0.05 6th layer (low-sensitivity green-sensitive emulsion layer) Silver iodobromide emulsion (Ag14 mol%, core-shell ratio l:1 surface height Agl type 1 sphere equivalent diameter 0.5 way, Coefficient of variation of equivalent sphere diameter 15%, plate-like grains, diameter/thickness ratio 4.0) Coated silver amount...0,35 Silver iodobromide emulsion (AgI 3 mol%, uniform AgI type, equivalent sphere diameter 0) .3JL, coefficient of variation of equivalent sphere diameter 25%1 spherical particles, diameter/thickness ratio 1.0) Coated silver amount...0.20 Gelatin...1.0ExS-3.
・-5xlO-'ExS-4...3xlO"" ExS-5...lxlO-4 ExM-8...0.4 ExM-9... 0.07 ExM-10... 0.02 ExY-11---0,03 Solv-1・・・0.3 Solv-4・・Φ0.05 7th layer (high sensitivity green-sensitive emulsion layer) Silver iodobromide emulsion (Ag14 mol% , internal high AgI type with core-shell ratio l:3, equivalent sphere diameter 0.7 minato, coefficient of variation of equivalent sphere diameter 20%, plate-shaped particles, diameter/thickness ratio 5.0) Coated silver amount...0.8 Gelatin...0.5ExS-3-
--5XIO=ExS-4---3x 10-4 ExS-5--・1xlO-' ExM-8...0. I ExM-9...O-02 ExY-11...0.03 ExC-2φ...0.03 ExM-14--0,01 Solv-1...0.2 Solv-4・ ・ ・ 0. 01 8th layer (middle layer) Gelatin...0.5Cpd-1.
...0.05 Sol■-1...0.02 9th layer (toner layer with multilayer effect on red-sensitive layer) Silver iodobromide emulsion (Ag 12 mol%, core shell ratio 2:l internal height A)
gI type, ball equivalent diameter 1.0 tiles, coefficient of variation of ball equivalent diameter 15%
, plate-like grains, diameter/thickness ratio 6.0) Coated silver amount...0.35 Silver iodobromide emulsion (Ag 12 mol%, core shell ratio 1:1, internal high AgI type, 1 sphere equivalent diameter 0.4 l) , coefficient of variation of equivalent sphere diameter 20%, plate-like particles, diameter/thickness ratio 6.0) Coated silver amount...0.20 Gelatin...0.5ExS-3.
・・8X10-' ExY-13...0.11 ExM-12・ ・ ・ 0.03 ExM-14・ ◆ ・ 0. 10 So I V-1・・・・0.20 1st O layer (yellow filter layer): Yellow colloidal silver...0.05 Gelatin...0.5Cpd-2...
0.13 Solv-1-...0.13 Cpd-1...0.10 11th layer (low-sensitivity blue-sensitive emulsion layer) Silver iodobromide emulsion (AgI 4.5 mol%, uniform AgI type, sphere Equivalent diameter: 0.7, variation coefficient of one sphere equivalent diameter fi: 15%, plate-like grains, diameter/thickness ratio: 7.0) Coated silver amount: 0.3 Silver iodobromide emulsion (AgI: 3 mol%, uniformly-AgI Mold, equivalent sphere diameter 0.3g, coefficient of variation of equivalent sphere diameter 25%, plate-shaped particles, diameter/thickness ratio 7.0) Coated silver amount...0.15 Gelatin...1.6ExS-6-
・-2X 10-' ExC-16・ ・ 0, 05 ExC-2・ ・ ・ 0. 10 ExC-3・φ・0.02 ExY-13・・・・0. 07 R-3・φ・1. O 20l v-1-φ ・0. IO 12th layer (high sensitivity blue-sensitive emulsion layer) Silver iodobromide emulsion (AgI 10 mol%, internal high AgI type, equivalent sphere diameter 1.0%, coefficient of variation of equivalent sphere diameter 25%, multiple twin plate) shaped particles, diameter/thickness ratio 2.0) Coated silver amount...0.5 Gelatin...0.5ExS-6.
...1xlO-4 R-3 fist...0.20 ExY-13φ...0.01 So1v-1...0.10 13th layer (first protective layer) Gelatin...0.8UV-4・
・0.1 UV-5・ ・・0.15 Solv-1・ ・-0,0f Solv-2 fist ・・O,Of 14th layer (second protective layer) Fine grain silver bromide emulsion (AgI 2 mol% , uniform AgI type, equivalent sphere diameter 0.0
7 extension) ...0.5 gelatin
...0.45 polymethyl methacrylate particle diameter 1. spL...0.2 H-1...0.4 CPd-5...0.5 Cpd-6...0.5 In addition to the above components, each layer contains an emulsion stabilizer Cpd- 3(
o, 04 g/m''), surfactant Cpd-4 (0,02
g/rn') was added as a coating aid.

UV-1 UV-2 O UV-3 UV-4 ShiN (X/Y=7/3 (weight ratio)) UV-S Solv-1 Tricresyl phosphate 5olv-27 Diptyl talate olv-3 Solv-4 pd -2 pd-3 pd-4 pd-5 pd-6 xC-1 H xC-2 H 111U 41 (g CI L; N HExC-3 ExC-5 H2 ExC-6 ExC-7 H moLwt, approximately 20,000 xM-9 H3 xM-12 L xY-13 xM-14 ExY-16 R-3 xS-1 xS-2 xS-3 xS-4 xS-5 xS-6 xF-1 S2 tis L2 n5 (Sample 102 - Preparation of 107) Instead of R-3 (comparative coupler C) in the 11th layer and 12th layer of sample 101, add the coupler shown in Table 1 so that the coloring unit is equimolar to R-3. Other than that,
It was produced in the same manner as Sample 101. (R-1 and R-2 are the couplers shown below.) At this time, the amount (g) of the high point organic solvent 5olv-1 is also the coupler (g)/So
lv-1 (g) was kept constant. The actual amount (g) of coupler added is shown in Table 1.

Samples 101 to 107 prepared in the manner described above were wedge-exposed to white light, and then subjected to the following development treatment and evaluated for color development. The results are summarized in Table 1.

The following coupler was used as a comparative coupler.

Coupler described in R-1) (U.S. Patent No. 4,248,961 Processing method Step Processing time Processing temperature Color development 3 minutes 15 seconds 38°C bleaching
1 minute 00 seconds 38℃ Bleach constant M 3 minutes 15 seconds 38℃ water washing (1)
40 seconds 35℃ water washing (2) 1 minute OO seconds
Stable at 35℃ 40 seconds 3
Dry at 8℃ for 1 minute and 15 seconds at 55℃.
The composition of the treatment liquid is described.

(Color developer) (Unit g) Diethylenetriaminepentaacetic acid 1.01-Hydroxyethylidene=l,l-diphosphonic acid 3.0 Sodium sulfite 4.0 Potassium carbonate
30.0 Potassium Bromide
1.4 Potassium iodide 1
．． 5mg hydroxylamine sulfate 2.44
-(N-ethyl-N-β monohydroxyethylamino)-2-methylaniline sulfate 4.5 Add water
1.0JIpH1105 (Bleach solution) (Unit g) Ethylenediaminetetraacetic acid ferric ammonium dihydrate 120.0 Ethylenediaminetetraacetic acid disodium salt 10.0 Ammonium bromide 100.0 Ammonium nitrate-10
,0 Bleach accelerator o,oosMolar aqueous ammonia (27%) 15. Add Omt water
1.0 sentence pH 6,3 (bleach-fix solution) (unit g) Ethylenediaminetetraacetic acid ferric ammonium dihydrate 50.0 Ethylenediaminetetraacetic acid disodium salt 5.0 Sodium sulfite 12.0 Ammonium thiosulfate aqueous solution (70%' ) 240. Om [! Ammonia water (27%) Add 6.0d water 1.0 sentences p) I
'y, 2 (Washing liquid) Tap water was filled with H type strong acid-prone ion exchange resin (Amberlite IR-120B manufactured by Rohm and Haas) and OH type anion exchange resin (Amberlite IR-400 manufactured by Rohm and Haas). Water is passed through a mixed bed column to reduce the concentration of calcium and magnesium ions to 3 mg/l or less,
followed by 20 mg of sodium isocyanurate dichloride.
/l and 150 mg/l of sodium sulfate were added. The pH of this liquid is in the range of 6.5 to 7.5.

(Stabilizing liquid) (Unit: g) Form (37%) 2.0d Polyoxyethylene-p-monononylphenyl nityl (average degree of polymerization 10) 0.3 Ethylenediaminetetraacetic acid disodium salt 0.05 Add water 1.0 sentence pH 5.0 to 8.0 From the results in Table 1, the samples using the coupler of the present invention are as follows:
It can be seen that excellent color development is achieved with at least the amount of coupler added. Therefore, it can be seen that it is possible to make the photosensitive layer of a color photographic material thinner.

Example 2 A photographic element was prepared consisting of layers of the composition described below on a cellulose acetate film support.

Layer - Yellow coupler and tricresyl phosphate are mixed at a weight ratio of 3:1, ethyl acetate is added and dissolved by heating, then gelatin containing a surfactant (sodium dodecylbenzenesulfonate) is formed. An emulsified dispersion of a yellow coupler was obtained by emulsifying and dispersing a yellow coupler in an aqueous solution and a silver iodobromide emulsion (silver iodide 6 mol%) at a molar ratio of silver to coupler of 3.5:l. A mixed solution was prepared so that the following results were obtained.

Second layer: gelatin aqueous solution containing hardening agent (1,3-vinylsulfonyl-2-propanol) and surfactant (Tri
ton X-200) was prepared.

Coating samples 201 to 210 were produced by changing the yellow coupler used in the first layer as shown in Table 2. The amount of coupler applied was adjusted to 1.25 mol/rn'. (However, the comparative coupler R-3 is 2.5su
aol/go) Samples (211 to 220) were also prepared in which the weight ratio of yellow coupler and tricresyl phosphate was 10:1. In addition, samples (211~
The emulsion of 220) was left at 5°C for 24 hours and observed.

This sample was subjected to wedge exposure with -0 color light and developed at 38°C as follows.

1. Color development...3 minutes 15 seconds 2. Bleaching
...6 minutes 30 seconds 3, washing with water---3 minutes 15 seconds 4, fixing...-6 minutes 30 seconds 5, washing with water...3 minutes 15 6 seconds, stable---3 minutes 15 seconds The composition of the processing solution used in each step is as follows.

Color developer Sodium nitrotriacetate 1.0g Sodium sulfite 4.0g Sodium carbonate
30.0g potassium bromide
1.4g hydroxylamine sulfate 2.4
Add g4-(N-ethyl-N-β hydroxyethylamino)-2-methyl-aniline sulfate 4.5g water
1 sentence Bleach solution Ammonium bromide 160.0g Aqueous ammonia (28%) 25.0lli Ethylenediamine-tetraacetic acid sodium iron salt 130g Glacial acetic acid
Add 14d water
1st fixer Sodium tetrapolyphosphate 2.0g Sodium sulfite 4.0g Ammonium thiosulfate (70%) 175. oTllii Sodium bisulfite Add 4.6g water 1 sentence Stabilizing liquid formalin 8.0 Add water l! Note that the coupler used in Example 1 was used as the comparative coupler.

As is clear from Table 2, by carrying out the present invention, the comparative coupler (R-1) and (R- 3) Samples 20B and 218, 210 and 22 using
0 shows some color development when the tricresyl phosphate/coupler ratio is large, but when the amount of tricresyl phosphate used decreases, it shows significant softening and desensitization, whereas the 2-equivalent coupler of the present invention shows some color development. It can be seen that the color development of the sample using this method is less dependent on the amount of tricresyl phosphate, which means that the film thickness can be made thinner.

In addition, as a result of conducting a 24-hour aging test at 5°C on the emulsions used to create samples (211-220), sample 218 (
Coupler precipitation was observed in comparative coupler R-1) and sample 220 (comparative coupler R-3), but no coupler precipitation was observed in the samples of the present invention (211 to 217), indicating that the emulsion was stable in storage. It turns out that he has excellent sex.

Claims (1)

[Scope of Claims] A silver halide color photographic material comprising a dye-forming coupler represented by the following general formula (I) in at least one layer on a support. General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R_1 represents an atomic group necessary to form a 5- or 6-membered unsaturated heterocycle containing at least one hetero atom, R_2 represents a halogen atom or an alkoxy group, B_1 represents a ballast group, and X_1 represents a group that can be separated by reaction with an oxidized product of an aromatic primary amine developing agent.)