JPS63301941A - Silver halide color photographic sensitive material with improved spectral absorption characteristics of formed dye - Google Patents

Abstract

PURPOSE:To obtain the excellent color reproducibility of a color image by incorporating a specified compd. in at least one of a hydrophilic colloidal layer in an amount of at least 1.2pts.wt. of said compd. based on 1pts.wt. of a coupler, thereby obtaining the color image which has the excellent coloring property and which shifts the long wavelength end of a spectral absorption to the short wavelength side. CONSTITUTION:The compd. shown by formula I is incorporated in at least one of the hydrophilic colloidal layer in the amount of at least 1.2pts.wt. of said compd. based on 1pts.wt. of the coupler. In the formula I, R1 is alkyl group, preferably, 6-12C alkyl group, R2 and R3 are each alkyl or alkoxy group, preferably 2-12C alkyl or alkoxy group. Thus, the yellow-colored image or the magenta colored image which shifts the long wavelength end of the spectral absorption to the short wavelength side, is obtd., thereby obtaining the titled material having the excellent color reproducibility.

Description

DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a silver halide color photographic material that has excellent color development and improved brown color reproducibility.

(Background of the Invention) Among the yellow, magenta, and cyan coloring dyes that generally form subtractive color photographic images, the yellow dye has a wavelength of 400 to 500 nm, and the magenta dye has a wavelength of 500 to 600 nm.
nm, cyan dyes have a wavelength range of 600 to 700 nIIl as their main region of absorption, but in reality, the absorption of these coloring dyes extends to other adjacent regions, which reduces the purity of each color. It is well known that this is one of the causes.

In particular, in internal color photographic light-sensitive materials, the couplers used to form each coloring dye are each combined with a silver halide emulsion having a specific different spectral sensitivity and arranged in a specific layer. There is. In the production of such light-sensitive materials, in order to prevent the coupler from diffusing into other emulsion layers, a fat-soluble substituent with a large molecular weight is incorporated into the coupler molecule, and this is dissolved in a solvent with a high boiling point. A method is used in which the compound is dispersed in the form of colloidal particles in a hydrophilic colloid and then added to a photographic emulsion. This method is the most common method for preventing coupler diffusion, and can generally yield color-forming dyes with excellent diffusion resistance and spectral absorption properties. On the other hand, it is generally known that the properties of the high boiling point solvent affect the spectral absorption performance of a colored image. It is stated that in combination with this, a colored image with low absorption of red light can be obtained.

However, even with this method, since the magenta coloring dye has absorption on the long wavelength side in the red light region, the result is that the image appears muddy, especially for a red subject. Therefore, in order to obtain a dye image with further improved color reproducibility, the long wavelength end of spectral absorption must be significantly shifted to the short wavelength side. On the other hand, the spectral absorption of yellow colored images generally has a high optical density relative to green light, which poses a major problem in terms of color reproducibility. For example, a photographic image obtained from a bright yellow subject, such as a lemon color, will not be reproduced any better than an orange-yellow image. In order to improve the reproducibility of such a yellow image, it is necessary to significantly shift the long wave end of the spectral absorption of the yellow dye image to the short wave side. A silver halide photographic material having a yellow dye image or magenta dye image in which the long wavelength end of spectral absorption is shifted to the short wavelength side as described above has not yet been found.

(Objective of the Invention) An object of the present invention is to provide a silver halide color photographic material with excellent color reproducibility by obtaining a dye image with excellent color development and in which the long-wavelength edge of spectral absorption is shifted to the short-wavelength side. There is a particular thing.

(Structure of the Invention) The above object of the present invention is to provide a silver halide color photographic material having a hydrophilic colloid layer containing at least one coupler on a support, in which at least one of the hydrophilic colloid layers is This was achieved by a silver halide color photographic material containing at least 1.2 parts by weight of a compound represented by the following general formula [I] per 1 part by weight of the coupler.

General formula [I] 0=P-R2 (In the formula, R1 represents an alkyl group, and R2 and R3 each represent an alkyl group or an alkoxy group.) (Specific structure of the invention) In the general formula [I], R1 represents an alkyl group, and R2 and R3 each represent an alkyl group or an alkoxy group. The alkyl group represented is particularly preferably an alkyl group having 6 to 12 carbon atoms.

The alkyl group and alkoxy group represented by R2 and R3, respectively, preferably have 2 to 12 carbon atoms, and the alkyl group is particularly preferably a butyl group, hexyl group, octyl group, decyl group, 2-ethylhexyl group, etc. Preferred alkoxy groups include ethoxy, butoxy, hexyloxy, octyloxy, dodecyloxy, and 2-ethylhexyloxy groups.

Further, the compound represented by the general formula [I] used in the present invention is particularly preferably one having an acid value of 5 or less.

Specific exemplary compounds of the compound represented by the general formula [I] (hereinafter referred to as the compound of the present invention) preferably used in the present invention are shown below.

[+-21 OCH2 (CH2), CH.

[1-3] (CH,), CH.

[I4] El-5'JII
-6) 0 [1-7] (J = F C; h t G h - (S F1
x ) z し1'1s'OCR,CH(CH,),C
H.

C21-1s [1-9] t+-10
1 [r -11] [I -12] [1-131 0=P→CsH+t(n))) Some of these compounds of the present invention can be purchased as commercial products, but the following patents and documents It can be synthesized by the method described in . That is, British Patent No. 694.772: Journal of the American Chemical Society, Vol. 79, No. 65
24 pages, 1957 (J.

Am, Chem, Soc, , 79, 6524 (
1957) ; J.

Am, Chei, Soc, , 81, 6275:
J, Am, Chem.

Soc, , 79.3570 (195γ): J,
Am, Chem.

Soc, Hoshi, 3379 (1953) Organic Chemistry, Volume 25.

No. 1000, 1960 (J, Or<1.
0hem, 25°1000 (1960)) Niogannik Synthesis, Volume 31, Page 33, 1
951 (Orq, 5ynth, 31.

33 (1951) ); Journal of the Chemical Society, Vol. 1953, p. 2224 (
J.

Chem, Soc, 1953.2224):
Pyle Stein, Volume 4-(2), Page 974 (B
eil 5tein.

4 (2>974), etc.

Further, the compound of the present invention as described above is used in an amount of at least 12 parts by weight per 1 part by weight of the coupler, preferably 1.2 to 3.0 parts by weight, more preferably 1.5 to 25 parts by weight, Most preferably, 1.8 to 25 parts by weight are used.

That is, when the amount of the compound of the present invention is less than 1.2 parts by weight based on the coupler, there is a drawback that the effect of shortening the long wavelength end of the spectral absorption, which is the object of the present invention, is small.

The compound of the present invention is preferably used as a coupler solvent as a high boiling point solvent and added to a silver halide photographic material, but it may also be separately added to the photographic material. Further, it is preferable that the compound of the present invention is contained in each of the hydrophilic colloid layers in the above-mentioned photosensitive material in the above-mentioned ratio to the coupler.

Couplers preferably used in the present invention include yellow couplers and magenta couplers, with yellow couplers being particularly preferred for the purpose of the present invention. As such a yellow coupler, for example, the following general formula [
Y-I].

General formula [Y-IF L (wherein R4 represents an alkyl group or a cycloalkyl group, R5 represents a halogen atom, an alkoxy group, a dialkylamino group, an acyloxy group, or an alkyl group. R6
represents a group that can be substituted on the benzene ring, and n represents O or 1. Y represents a monovalent ballast group (1°) In the general formula [Y-■], examples of the alkyl group represented by R4 include methyl group, ethyl group, isopropyl group, [-butyl group, dodecyl group, etc. Can be mentioned. These alkyl groups represented by R1 include those having further substituents.

R4 is preferably a branched alkyl group.

In the general formula [Y-IF, the halogen atom represented by R5 includes, for example, a fluorine atom, a chlorine atom, and a bromine atom, and the alkoxy group includes, for example, a methoxy group, an ethoxy group, a propoxy group, etc. Examples of dialkylamino groups include dimethylamino and diethylamino groups; examples of acyloxy groups include acetoxy and propionyloxy groups; examples of alkyl groups include methyl, ethyl,
Examples include propyl group. R5 is preferably a halogen atom or an alkoxy group as described above, and more preferably an alkoxy group.

In the general formula [Y-IF, groups that can be substituted on the benzene ring represented by R6 include a halogen atom, an alkyl group, an alkoxy group, an aryloxy group, an acyloxy group,
Examples include an acylamino group, a carbamoyl group, an alkylsulfonamide group, an arylsulfonamide group, a sulfamoyl group, and an imide group. n represents O or 1.

In the general formula [Y-IF, the ballast group represented by Y may be any group well known as a ballast group for yellow couplers.

q In the general formula [Y-IF, 2 represents a hydrogen atom or a group that leaves during the coupling reaction with the oxidized product of the developing agent, but does not represent, for example, a group represented by the following general formula [Za] or [Zb]. .

-0R7[Za] In the general formula [Za], R7 represents an aryl group or a heterocyclic group including those having a substituent.

-N Z+ [Zb] General formula [21
] In ], Z1 represents a group of nonmetallic atoms necessary to form a 5- to 6-membered ring in cooperation with a nitrogen atom. Examples of atomic groups necessary to form the nonmetallic atomic group include methylene, methine, substituted methine, C=O, -NH
-1-N=, -○-1-S-1-8○2-, etc. are mentioned.

The yellow coupler represented by the general formula [Y-IF may be bonded with R4, R6 or Y to form a bis compound.

Particularly preferred soil t as the yellow coupler of the present invention It is represented by the following general formula [Y-III.

General formula [Y-III R3 (wherein, R4 represents an alkyl group or a cycloalkyl group, R5 represents an alkoxy group, and R6 represents a group that can be substituted on the benzene ring. 1 does not represent 0 or 1. .R
8 represents an organic group containing one bonding group having a carbonyl or sulfonyl unit, and R9 represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. Z represents a group that can be separated upon coupling with the oxidized form of the developing agent. ) These alkyl groups or aryl groups represented by R9 include those having a substituent.

Typical examples of yellow couplers used in the present invention are shown below.

The above yellow coupler is synthesized by a conventional method. =
but especially NO, 1, NO, 3, NO, 4, NO
18 can be synthesized by the method described in Japanese Patent Application No. 61-269216.

The yellow coupler of the present invention can be added in an amount of 0.05 to 5 mol per mol of silver halide in the silver halide photosensitive material.

As the magenta coupler used in the present invention, for example, a compound represented by the following general formula [M-IF or 5-
Virazolone type magenta couplers are preferred.

General formula [M-IF (wherein, Zlo represents a group of nonmetallic atoms necessary to form a nitrogen-containing heterocycle, and the ring formed by Z+o may have a substituent.

X+o represents a hydrogen atom or a group capable of forming 1illflG2 upon reaction with an oxidized product of a color developing agent.

Moreover, Rho represents a hydrogen atom or a substituent. ) General formula C
The substituent represented by Rho in [M-I] is not particularly limited, but typically includes alkyl, aryl, anilino, acylamino, sulfonamide, alkylthio, arylthio, alkenyl, cycloalkyl, and the like.

Examples of groups that can be separated by reaction with the oxidized product of the color developing agent represented by X+0 include halogen atoms, alkoxy, aryloxy, heterocyclic oxy, acyloxy, sulfonyloxy, alkoxycarbonyloxy, aryloxycarbonyl, and alkyloxalyloxy. , alkoxyoxalyloxy, alkylthio, arylthio, heterocyclic thio, argylocithiocarbonylthio, acylamino, sulfonamide, nitrogen-containing heterocycle bonded via N atom, alkyloxycarbonylamino, aryloxycarbonylamino (R11' is It is synonymous with the above R+Q, and Zl(1'
has the same meaning as Zoo above, and R12' and R13' represent a hydrogen atom, an aryl group, an alkyl group, or a heterocyclic group. ), preferably a halogen atom, particularly a chlorine atom.

Examples of the nitrogen-containing heterocycle formed by Zlo or Z+o' include a pyrazole ring, imidazole ring, triazole ring, or tetrazole ring, and the substituents that the ring may have include those mentioned above for RiO. Can be mentioned.

More specifically, what is represented by the general formula [M-I] is, for example, the following general formulas [M-n] to [M-Vl]
It is represented by

[M-II] [M-I[1] f M-IV] [M-Vl] [M-Vl] In the above general formulas [M-n] to [M-Vl], R++ to R+8 and X are the above-mentioned R+o and X+O.

Among the magenta couplers represented by the general formulas [M-II] to [M-VI], a magenta coupler represented by the general formula [M-11] is particularly preferred.

The most preferred substituents Rho and Rll on the heterocycle are those represented by the following general formula [M-■].

General formula [M-■] 〒19 R20-C- In the formula, R+s, R20 and R21 each have the same meaning as the above R+o.

Further, two of the above R+s, R20 and R2+, for example R+s and R20, may be combined to form a saturated or unsaturated ring (e.g. cycloalkane, cycloalkene, heterocycle), and furthermore, R21 may be combined to form a bridged hydrocarbon compound residue.

Among the general formulas [M-■], (1) when at least two of R1° to R21 are alkyl groups, (
ii) One of R19 to R2+, for example R21, is a hydrogen atom, and the other two, R19 and R20, combine to form a cycloalkyl together with the root carbon atom.

Furthermore, preferred among (1) is the case where two of R19 to R2+ are alkyl groups and the other one is a hydrogen atom or an alkyl group.

Further, substituents which the ring formed by Z+o in the general formula [M-IF may have, and those represented by the following general formula [M-■] are preferred.

General formula [M-■] -R' -8O2-R2 In the formula, R1 represents an alkylene group, and R2 represents an alkyl group, a cycloalkyl group, or an aryl group.

The alkylene group represented by R1 preferably has 2 or more carbon atoms in the straight chain portion, more preferably 3 to 6 carbon atoms, and it does not matter whether the alkylene group is straight chain or branched.

The cycloalkyl group represented by R2 is preferably a 5- to 6-membered one.

Below, the general formula according to the present invention [represented by M-IF, 19 C 1゜ CI-1.

)Ω ,,+1 G 5゛2 ';51 '25 ′、″6 ．．゛8 ．． 35 C1l.

, 36! 15 In addition to the representative examples of the magenta coupler represented by the general formula [M-I] according to the present invention, specific examples of the magenta coupler according to the present invention include Japanese Patent Application No. 61-979.
Among the compounds described on pages 66 to 122 of Specification No. 1, No. 1 to 4.6.8 to 17.19 to 24.
26~43.45~59.61~104.106~12
Compounds represented by 1.123 to 162.164 to 223 can be mentioned.

Also, the coupler is Journal of the Chemistry) L
t-') Sai7-rE (Journal of th
eChemical 3ociety), Parkin (
Perkin) I (1977), 2047-2
052, U.S. Patent No. 3.725.067, JP-A-59
-99437, 58-42045, 59-16
No. 2548, No. 59-171956, No. 60-335
No. 52, No. 60-43659, No. 60-172982
No. 60-190779 and the like.

As the 5-pyrazolone type magenta coupler used in the present invention, all those commonly used in silver halide photographic materials can be used, but particularly useful ones include:
For example, 3-anilino- represented by the following general formula [a]
5-Lazolone type magenta couplers are mentioned.

General formula [a] [wherein, , B represents a hydrogen atom or a coupling-off group, W represents a hydrogen atom or a hydrophobic group, and ■ represents a hydrogen atom or a group defined for X or W. ] Typical hydrophobic groups represented by W include alkyl groups,
Examples include alkenyl groups, alkoxyalkyl groups, alkyl-substituted aryl groups, alkoxy-substituted aryl groups, and terphenyl groups, and these groups also include those having substituents. Either one of VXW and YO4,3q B needs to be a hydrophobic group having a function as a so-called ballast group, and such a group is usually a group known as a ballast group of magenta couplers. Can be used.

The coupling IIIWA group represented by B includes a thiocyano group, an acyloxy group, an aryloxy group, an aralkyloxycarbonyloxy group, an alkyloxycarbonyloxy group, a halogen atom, an arylazo group, a 2-
Aryltriazolyl groups, alkylthio groups, arylthio groups, heterothio groups, cycloalkylthio groups, cycloalkoxy groups, alkoxycarbonyloxy groups, diazolyl groups, triazolyl groups, and the like are preferred.

Further, hispirazolones in which two molecules of pyrazolone are bonded via V, W, Y or B in the general formula [a] are also included in the 3-anilino-5-pyrazolone type magenta coupler used in the present invention.

Among the compounds represented by the general formula [a], those represented by the following general formula [b] are more preferred in the present invention.

In the formula, W and B have the same meaning as in the general formula [a], and X is an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a halogen atom, a hydroxy group, a cyan group, or a nitro group. , Yl represents a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a nitro group, an aryloxy group, a cyan group, or an acylamino group, and Y2 and Y3 may be the same or different, each being a hydrogen atom, or Yl represents a group defined for .

The number of carbon atoms contained in the group represented by Yl, Y2 or Y3 in the general formula [bl is preferably about 6 or less.

In particular, in the general formula [bl, the substituted phenyl group at the 1-position of the pyrazolone is 2,4-dichlorophenyl, 2,5-dichlorophenyl, 2,6-dichlorophenyl, 2.4.
6-1-dichlorophenyl, 2,5-dibromphenyl, 2,4-dibromphenyl, 2,6-dibromphenyl, 2,4,6-dibromphenyl, 2,4-dichloro-6-methylphenyl , 2,4-dimethyl-6-chlorophenyl, 2,6-dichloro-4-methylphenyl,
2.6-dichloro-4-tetradecanamidophenyl,
2,4-dichloro-6-methoxyphenyl, 2,6-dichloro-4-methoxyphenyl, 2-chloro-4-nitrophenyl, 2,6-dichloro-4-methoxycarbonylphenyl, 2,6-dichloro-4 -Tetradecyloxycarponylphenyl, 2-chloro-5-nitrophenyl, etc. are preferred.

Specific examples of the 5-pyrazolone type magenta coupler used in the present invention are shown below, but the present invention is not limited thereto.

G The magenta coupler of the present invention usually has a content of 1 x 10 -3 mol to 1 mol per mol of silver halide, preferably 1 x 10
It can be used in the range of -2 mol-8X 10-' mol.

The couplers of the present invention and the compounds of the present invention are contained in at least one silver halide emulsion layer, and in particular, each coupler is contained in a specific emulsion layer, that is, the yellow coupler is contained in a blue-sensitive silver halide emulsion layer, and the magenta coupler is contained in a blue-sensitive silver halide emulsion layer. It is preferably contained in the green-sensitive silver halide emulsion layer.

Cyan couplers that can be used in the present invention include:
Examples include phenol compounds and naphthol compounds. A specific example is U.S. Patent No. 2,369,929.
No. 2,434,272, No. 2,474.29
No. 3, No. 2.521,908, No. 2.895,8
No. 26, No. 3.034.892, No. 3,311,
No. 476, No. 3,458.315, No. 3.476
, No. 563, No. 3,583,971, No. 3.59
1, No. 383, No. 3,767.411, No. 4,
No. 004.929, West German Patent Application (OLS) 2
, No. 414,830, No. 2,454,329, No. 48-59838, No. 5l-26034rO', No. 48-5055, No. 51-146828, No. 52-69624, No. 52- Examples include those described in No. 90932.

The above-mentioned cyan couplers can be used in the present invention in the cyan couplers commonly used in conventional silver halide photographic materials.

Hydrophobic compounds such as the coupler of the present invention and the compound of the present invention can be added to silver halide photographic materials using various methods such as a solid dispersion method, a latex dispersion method, and an oil-in-water emulsion dispersion method. . For example, the oil-in-water emulsion dispersion method
Coupler etc. of the compound of the present invention or other boiling point of about 150
High boiling point organic solvent above ℃, low boiling point and/or as necessary.
Alternatively, it may be dissolved using a water-soluble organic solvent, emulsified and dispersed in a hydrophilic binder such as an aqueous gelatin solution using a surfactant, and then added to the desired hydrophilic colloid layer.

Hydrophilic colloids used in the hydrophilic colloid layer in the present invention include gelatin, gelatin derivatives, graft polymers of gelatin and other polymers, proteins other than those mentioned above, and sugar derivatives commonly used in silver halide photographic materials. , cellulose derivatives, synthetic hydrophilic polymeric substances, etc. are similarly used.

The silver halide photographic light-sensitive material of the present invention can be applied to, for example, color negative and positive films, color photographic paper, etc., but the present invention particularly applies when applied to color photographic paper used for direct viewing. The effects of this will be effectively demonstrated.

The silver halide photographic material of the present invention, including this color photographic paper, may be one for monochrome use or one for multicolor use.

The silver halide emulsion used in the silver halide photographic light-sensitive material of the present invention includes conventional halides such as silver bromide, silver iodobromide, silver iodochloride, silver chlorobromide, and silver chloride. Any used in silver emulsions can be used.

The silver halide emulsion of the present invention is chemically sensitized by a conventional method,
Furthermore, it is possible to optically sensitize to a desired wavelength range using a common sensitizing dye.

The silver halide photographic material of the present invention includes a color antifoggant, a hardening agent, a plasticizer, a polymer latex, an ultraviolet absorber, a formalin scavenger-1 mordant, a development accelerator,
Development retardants, optical brighteners, matting agents, lubricants, antistatic agents, surfactants, and the like can be optionally used.

The silver halide photographic material of the present invention can form images by performing various color development treatments.

〔Example〕

Example-1 As shown in Table 1, 3.0 x 10-2 moles of each of the yellow couplers of the present invention (indicated by the numbers of the above-mentioned exemplary couplers) were mixed with the compound of the present invention or the comparative high-boiling solvent described below.
Add to 401 g of ethyl acetate in the weight ratio shown in the table,
The mixture was cooled to 0°C and dissolved.

This solution was mixed with 10% aqueous solution of Alkanol B (alkylnaphthalene sulfonate, manufactured by DuPont).
and 200 d of a 5% gelatin aqueous solution, and passed through a colloid mill several times to emulsify and prepare a dispersion.

A gelatin silver chlorobromide emulsion (silver chlorobromide emulsion) prepared from this dispersion using a conventional method
(containing 50 mol% silver bromide) added to 500nff,
Silver chlorobromide on polyethylene laminated paper 0,25Q/
Samples 1 to 20 of silver halide photographic materials were prepared by coating and drying so as to obtain v'. This sample was wedge-exposed in a conventional manner and processed according to the following steps and processing solution formulation, and the blue light reflection density of the resulting dye image was approximately 1.
．． Table 1 shows the results of measuring the λ 20 of the portion where it is 0. However, λ[20 means the longer wavelength side of the wavelengths at which 20% of the maximum absorption occurs in the visible absorption spectrum of the dye image.

[Processing process] Color development 38℃ 3 minutes 30 seconds Bleach fixing 3
Wash with water for 1 minute and 30 seconds at 3℃, dry for 3 minutes at 25-30℃
Drying 75-80°C for about 2 minutes [Color photographic developer Cobenzyl alcohol 151Q Ethylene glycol 151g Potassium sulfite 2.00I)O Potassium bromide 0.7g Sodium chloride 0.2g Potassium carbonate 30.0g Hydroxylamine sulfate 3. 0 (1 polyphosphoric acid (TPPS)
2.5(+3-methyl-4-amino-
N-Ethyl-N-(β-methanesulfonamidoethyl)-aniline sulfate 5.5q Fluorescent brightener (4,4'-diaminostilbenzsulfonic acid derivative > 1.0!+ Potassium hydroxide 2.0g water Add to the total amount overnight and adjust to IIH 10, 20.

[Bleach-fix solution Ferric ammonium dihydrate coethylenediaminetetraacetate 60Q Ethylenediaminetetraacetic acid Wa3Q Ammonium thiosulfate (70% solution) 1001Q Ammonium sulfite (4.0% solution) 275% Potassium carbonate or glacial acetic acid to p117.1 Adjust and add water to bring the total volume to 1i.

Comparative High Boiling Point Solvent Example-2 Equimolar amounts of a silver nitrate aqueous solution and a potassium bromide aqueous solution were added and mixed at 50° C. by a simultaneous mixing method to obtain a 0.5 μm dodecahedral silver bromide emulsion G.

Using the above emulsion G as a core particle, potassium bromide and sodium chloride (molar ratio KBr:Na C1=1
A cubic core/shell emulsion with an average grain size of 0.8 μm was prepared by simultaneously adding an aqueous solution containing 1) and an aqueous silver nitrate solution (q).

The sensitizing dyes shown below were added to the above emulsion.

Sensitizing dye Next, 1.5X 10-2 mol of a pyrazoloazole type magenta coupler as shown in Table 1 and a high boiling point solvent were dissolved in ethyl acetate in an amount of 3 times the coupler weight at the weight ratio shown in Table 1. 10% aqueous solution of alkanol B 20112
and a 5% gelatin aqueous solution (400ml), and passed through a colloid mill several times to prepare an emulsified dispersion. This dispersion was added to the above-mentioned silver chlorobromide emulsion, a hardening agent was further added, and the coating was coated on polyethylene laminate paper so that the amount of coated silver was 4 mg/100 cm, and dried to prepare samples 21 to 38. .

Each of these samples was wedge exposed to white light and developed for 3 minutes at 38° C. with a developer having the following formulation.

However, from 20 seconds after the start of development, 2
The entire surface was uniformly exposed with an exposure amount of 00M5.

Next, the green light density of the dye image obtained by bleach-fixing, washing with water and drying in the same manner as in Example-1? λ[ at 1.0
The results of measuring 20 are shown in Table 1.

Example 3 Samples 39 to 56 were prepared in the same manner as in Example 2, except that the 5-pyrazolone type magenta coupler shown in Table 1 was used instead of the pyrazoloazole type magenta coupler.
Each of these samples was tested in the same manner as in Example 2.

The results are shown in Table 1.

As is clear from Table 1, the compound of the present invention has a ratio of 1.5 or 2.0 to yellow coupler or magenta coupler.
It was found that in the case where the compound of the present invention was used at a weight ratio of 1, the λL20 was shifted to the shorter wavelength side compared to the case where the compound of the present invention was not used. It has been found that this effect is particularly great for yellow couplers.

(Effects of the Invention) As explained in detail above, according to the present invention, a yellow dye image or a magenta dye image in which the long wavelength edge of spectral absorption is shifted to the short wavelength side can be obtained, and as a result, a silver halide image with excellent color reproducibility can be obtained. A color photographic material is obtained.

Claims (1)

[Scope of Claims] A silver halide color photographic material having a hydrophilic colloid layer containing at least one coupler on a support, wherein at least one of the hydrophilic colloid layers contains 1 part by weight of the coupler. On the other hand, a silver halide color photographic material is characterized in that it contains at least 1.2 parts by weight of a compound represented by the following general formula [I]. General formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R_1 represents an alkyl group, R_2 and R_
3 each represents an alkyl group or an alkoxy group. )