JPS58113935A - Silver halide color photosensitive material - Google Patents

Abstract

PURPOSE:To obtain a silver halide color photosensitive material high developability activity, an effective masking action even in a small amt. used, and low fog, by forming a hydrophilic colloidal layer contg. a magneta coupler and a specified compd. on a support. CONSTITUTION:At least one silver halide emulsion layer is obtained by coating a support with a dispersion dispersing into a high boiling solvent (A) 1mol silver halide of 0.01-5mum grain diameter, (B) 0.01-0.3mol magneta coupler, (C) 1/20- 1/2mol (of the B component) compd. of the formula in which A is magneta coupler residue; Z is a nonmetallic atomic group necessary to form a 5--7- membered ring contg. at least one hetero atom in the ring; R is H or halogen, or it is alkyl, alkoxy, aryloxy, hydroxy, or aryl, each optionally substituted by >=2 substituents, and (D) a hydrophilic colloid.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a silver halide color photographic material containing a colored magenta coupler. For details on f, see 1.
It has high development activity and exhibits an effective masking effect even with meals, and when used in combination with high-sensitivity silver halide emulsions and highly color-forming magenta couplers, it has a low capri life and is resistant to light, heat, humidity, etc. The present invention relates to a silver halide color photographic light-sensitive material containing a colored magenta coupler that is stable even when exposed to light.

It is well known that dyes iIi can be obtained by color-developing a silver halide photographic light-sensitive material in the presence of a color-developing agent, such as an aromatic primary amine developer, after the light has been removed. That is, 1. When a silver halide photographic light-sensitive material is exposed to light, i. When color development is performed under an aromatic primary amine developer, the developer reduces silver halide to [71 developed silver] and is itself oxidized. An electrically charged product of the active developer is formed.

At this time, the byproduct and the coupler react to form a dye. The dyes obtained here are cyan, magenta, and yellow color chips, and the substances forming these dyes are cyan coupler, magenta coupler, and yellow undercoat, respectively. However, the yellow, magenta, and cyan dyes do not necessarily have ideal absorption characteristics. For example, in addition to the necessary absorption of green light, magenta dyes typically absorb some blue light, which causes distortions in color reproduction. To eliminate such distortions in color reproduction, couplers that are yellow or magenta may be used when the coupler does not undergo a coupling reaction with the oxidized form of the aromatic-amine color-forming agent. The former is a so-called colored magenta coupler, and the latter is a so-called color tone uncoupler.

Regarding the automatic masking method using such colored couplers, see, for example, J. Phot. Soc. Am.

13, 94 (1947), J.Opt.Soc.
Am, 40, 166 (1950), or J, Am, Chem, 8oc, 72.

1533 (1950), etc., etc.

As a colored magenta coupler with main absorption in the blue light region, U.S. Patent Nos. 2.428.054 and 2.44
9.966, 1-phenyl-3-acyl-
About r-mino-4-phenylazo-5-pyrazolone,
No. 2,763.552, Meihan J, describes those having a 4-methoxyallylazo group in No. 2,983,
No. 608, Ming Shao 1, 1-phenyl-3-anilino-4-yenyl:/-5-pyrazolone, in the specifications of No. 3.519.429 and No. 3.615.506. For those having a naphthylazo group,
UK% structure 1. U.S. Pat.
No. 48 and No. 54-52532, regarding those having a hydroxyphenylazo group, No. 52-4
212144 Publication 11iJKtd, Acylaminophenyl 1:1 Regarding those having an azo group, Publication No. 52-102723 describes those having a substituted alkoxyphenylazo group, and Publication No. 53-63016 describes those having a thiophenylazo group. Each book is described.

These colored magenta couplers, for example, have small molar extinction coefficients that require the addition of large amounts, difficulties in adjusting the main absorption to a desired range, low development activity resulting in small masking effects, and development problems. Although they have high activity, they tend to cause fogging, and furthermore, they have low stability against light, heat, and humidity, so none of them are satisfactorily preferable, so several types are used in combination.

Therefore, the current situation is that the performance is barely maintained. If! fK In recent years, high-sensitivity fine-grain silver halide holes"1
Since color-forming magenta couplers have come into use, the performance required of colored magenta couplers has become even higher.

The purpose of the present invention is to have high development activity, to have an effective masking effect even in a small amount, to have low capri even when used in combination with a highly sensitive silver halide hole array or a highly color forming coupler, and to be resistant to light, heat, and NrlK. An object of the present invention is to provide a silver halide color photographic light-sensitive material containing a colored coupler that is stable even when exposed to light.

The object of the present invention is to provide a silver halide color photographic material having at least 41 hydrophilic colloid layers, including a layer containing a magenta coupler, on a support; This is achieved by a silver halide color photographic light-sensitive material whose layer contains a compound represented by the following general formula [T] (hereinafter referred to as the colored coupler of the present invention).

In the general formula E, human represents a magenta coupler residue. 2 is 5-7
#j A group of nonmetallic atoms necessary to form a ring, which includes at least one heteroatom within the term. Jut hydrogen atom, each atom having a substituent
"ki" represents an oxy group, an aryloxy group, a droxy group, or an aryl group, and includes cases in which two or more of the same or different atoms are substituted.

The present invention will be explained in detail below.

In general, the magenta coupler residue represented by A in t[r] refers to a book called magenta coupler for photography, and in the general formula rl], the azo group is the active site of the magenta coupler (aromatic The oxidized form of the group-class amine color-forming agent is coupled to the bonding point. As the magenta coupler, 911tH1-phenyl-3-acylamino-5-pyrazolone compound, 1-phenyl-3
-anilino-5-pyrazolone compound, 1-phenyl-3
-Ureido-5-pyrazolone compounds, pyrazolotriazole compounds, pyrazolobenzimidazole compounds, thioi/doquinol compounds, cyanoacetyl compounds, birimitazo a compounds, etc., and specific examples thereof will be described later.

2 is a group of nonmetallic atoms necessary to form a 5- to 7-membered term, and at least one heteroatom (Ps, 'i
Including IK, silicon, phosphorus, sulfur, arsenic, selenium, etc. ll1Iki2 represents a constituent atomic group of a heterocycle fused to a benzene ring, and as the heterocycle, a! Examples of books containing cumulative atoms include furan, hyran, benzofuran, chromene, chromane, cyclopentabilane, oxepine, 2-oxygen, oxepine, lactone, coumarin, succinic anhydride, etc., and those containing nitrogen atoms. 17, virol, imidazole, pyrazole, pyridine,
Birahahe Those containing sulfur atoms such as pyrimidine, pyridane, indole, quinoline, quinoxaline, oxazole, pyridone, hyrasoline, syn/phosphorus, quinolone 1, serinimide, pyridine-N-oxide, indoline, rF″i, thiophene, thiazole, There are thiazine, benzothiophene, chenofuran, imidazothiazole, dithianaphthalene, sultone, thiazoline, thiophene dioxide, etc., and those containing silicon atoms include ha, nlolene, 7-racyclopentadiene, nra□ benzene, etc. To L of books containing atoms,
-tFi, selenacyclobencune, selenazole, selenonafti/, heplenophen, etc.

R is a hydrogen atom, a halogen atom, an alkyl group, preferably F
a substituted, unsubstituted alkyl group having ~8 leg atoms (e.g. methyl group, ethyl group, t-octyl group, etc.)
, aryl group (e.g. enyl group, naphthyl group, tolyl group, etc.), alcoquine group, methoxy group, ethoxy group, benzyloxy group, etc.), aryloxy group (
For example, it represents a phenoxy group, a naphthyloxy group, a tolyloxy group, etc.), or a hydroxy group. Two or more of the same or different groups may be permuted.

Specific examples in which the coupler residue of the colored coupler of the present invention is expressed as °A'' are shown below, but the invention is not limited thereto.

OOH [44]. □ 1 Fj5 [753CH5 Specific examples of the colored coupler of the present invention are shown below.

[Exemplary Compounds] α [CM-2] lt [CM-33 t [(”M-4] cz jiL [CM-6] t t [CM-7] [CM-83 t CR5 [cM-12] Ct ECM-15] [CM-161 [CM-211 [CM-22] [CM-233 0OFI [CM-24] [CM-25] The colored coupler of the present invention represented by the general formula [11] is
Generally, it can be synthesized by a commonly used so-called diazo coupling reaction, for example, by the method described in Japanese Patent Publication No. 56-6540. That is, an aniline rust conductor is diazotized at O to -10°C using 1 to 5 times the mole of concentrated hydrochloric acid and 1 to 1.2 times the mole of sodium dinitrate in water, aqueous alcohol, or aqueous acetone. The solution is added to a pyridine solution of the aniline derivative and an equimolar amount of magenta coupler at -5 to -10°C, and diazo coupling is carried out to obtain the desired colored coupler. Next, a specific synthesis example of the colored coupler represented by the general formula [T] of the present invention will be shown.

[Synthesis Example-1] 1-(2,4,6-)dichlorophenyl)-3-(2
-chloro-5-octadecenylsuccinimidoanilino)-4-(1,4-benzodioxane-6-azo)-5
-Pyrazolone [Exemplary compound [Synthesis example of CM-11] 1.2 g of 6-76 minnow 1,4-benzodioxane was dissolved in #3 hydrochloric acid and #8 water, and cooled to -3°C to this solution. KIO Yu's aqueous sodium nitrate solution was added to diazotize the mixture. After stirring at -3°C for 20 minutes, o.
i g of urea was added to destroy excess nitrite. Separately 5
．． 3g of 1-(2,4,6-trichlorophenyl)-3
-(2-Chlor-5-octadecenylsuccinimide)-5-pyrazolone was dissolved in 100% pyridine, cooled to -5 to -10°C and stirred, followed by the above! ! ! A solution of II prepared soazonium salt was added dropwise. After 3 hours, pour the 16-ml solution into ice water containing 1100 Wd of salt, extract with ethyl acetate, and wash the extract thoroughly with ice water.
Add anhydrous acidic sodium and remove the dried solvent under reduced pressure.
The remaining mine was recrystallized from 150-70% tonitrile to obtain the desired product as an orange-yellow powder crystal.

The yield was 5.6 g, and elemental analysis confirmed that it was the desired product.

Elemental analysis (Cq5FI52CtBuN(,05)) Cumulative calculated value C: 60.13 ring H: 5.83 ring N
: 9.35 Actual saliva measurement value c: s9.771 H: 5.9
8ql N:9.01 [Synthesis Example-2] 1-(2,4,6-trichlorophenyl)-3-(2-
Chlor-5-tetradecanamide anilino)-4-(2-
Synthesis of Oxobenzoxazolyl-6-azo)-5-pyrazolone (Exemplary Compound ECM-31)
The mixture was once heated and dissolved in hydrochloric acid (e) and water (e) and cooled to -3°C. This solution was diazotized by adding 5.3 ml of an aqueous solution of sodium nitrite. After stirring for 20 minutes at -3°C,
, i g of urea gold enrichment to decompose excess nitrite.

Separately, 4.4 g of 1-(2,4,6-trichlorophenyl)-3-(2-chloro-5-tetradecanamideanilino)-5-pyrazolone was added to the 1-
(2,4,6-trichlorophenyl)-3-(2-chloro-5-octadecenylsuccinimidoanilino)-5
- Using in place of pyrazolone, the same procedure as in Synthesis Example 1-1 was performed to obtain 60g of crystals. Obtained. Elemental analysis confirmed that it was the desired product.

Result as elemental analysis (C56H5qCIIIN70 rumor) 111 [value C: 55.751 H: 5,071
N:12.644VI! Measured value c: 55.57 ringing
H: 5.411 N: 12.49 The colored coupler of the present invention can be used alone or in combination with Fi2 or more, and on the principle of automatic masking, it can be used in combination with one or more substantially colorless magenta couplers. used. As a typical magenta coupler, for example, 1-(2,
4-Dichlorophenyl)-3-(3-(2,4-ditertiary-amylphenoxyacetamide)-benzamide]-5-pyrazolone, 1-(2,5-2chlorophenyl)-3-[3-(2 , 4-ditertiary-amylphenoxyacetamide)-benzamide]-5-pyrazolone, 1-(2,4,6-dolychlor7ethyl)-3
-(3-(2,4->tertiary-amylphenoxyacetamide)-benzamide°]-5-pyrazolone, 1
- (2,4,6-)ribromophenyl)-3-[β-
(2,4-ditertiary-amylphenoxy)-propionamide]-5-pyrazolone, 1-(2,4J-tric.ruphenyl)-3-(2,4-ditertiary-amylphenoxylacetamide)-5-pyrazolone, 1-
(4,6-dichloro-2-methoxyphenyl)-3-[
α-(3-be/tatecylphenoxy)-butyramide]
-5-pyrazolone, 1- (2,6-dichloro-4-methoxyphenyl)-3-4α-(3-pentadecylphenocoal)-butyl esterimide 1-5-pyrazoan, ' 1-
(2,4-dimethyl-6-chlorophenyl)-3-(
3-[α-(3-pentadecylphenocoal)dobutyramide]-benzamide)-5-pyrazolone, 1-(2
,4,6-trichlorophenyl) -3-[3-(2,
4-Ditertiary-amylphenoxyacetamide)-
phenylureido]-5-pyrazolone, 1-(2,4
,6-trica-ruphenyl)-3-(2-chloro-5
-(2,4-ditertiary-amylphenoxyacetamide)-anilinol-5-pyrazolone, 1-(2,4,
6-1 riculfenyl)-3-(2-chloro-5-dodecylsuccini/imidoanilino)-5-pyrazolone, 1
- (2,4,6-)lichlorphenyl)-3-(2
-Chlor-5-octadecylcarbamoylanilino)-
5-pyrazolone, 1-(2,4,6-trichlorophenyl)-3-(2-chloro-5-dodecylsul7amoylanilino)-5-pyrazolone, 1- + 4-[α-(
3-tert-butyl-4-hydroxyphenoxy)
-tetradecanamide]-2,6-dichlorophenyl
-3-(2,4-dichloroanilino)-5-pyrazolone, 1-(2,4,6-trichlorophenyl)-3-1
2-Chlor-5-[α-(3-tert-butyne-4
Examples include -hydroxyphenoxy)tetradecanamide phenylno)-5-pyrazolo, and the like.

In addition to these, pyrazolobenzimidazole compounds, indacillin-3-one compounds, pyrazolotriazole compounds (e.g. 3-13-4α-(3-tertiary-
Butyl-4-hydroxyphenoxy)tetradecanamidophenyl])-6-methyl-1[-virazoC132-C
]-8-triazole, etc.).

Further, the magenta coupler used in the present invention may be a polymer coupler as shown in Japanese Patent Application Laid-Open No. 55-85549,
It may have a soluble group as shown in the specification of No. 9.

It should be noted that one of the hydrogen atoms at the active site of the above couplers may be attached to another free group, such as a norogen atom, alkoxy, aryloxy, peteroyloxy, sulfonyloxy, acyloxy, acyl, heteroyl, thio, cyano, or alkyl group. It may also be a so-called active point-substituted magenta coupler substituted with groups such as arylthio, heteroylthio, sulfonamide, and phosphonyloxy.

Sarani ilt, turi, US Ujd% Fa 3.888,
It may also be a coupler in which the active sites of two or more ellipsoidal couplers are bonded by nonmetallic atoms, such as those disclosed in Japanese Patent Application Laid-Open No. 54-52532 and No. 680.

In the present invention, the amount of magenta coupler added is usually 0.01 to 0.3 mol per 1 mol of silver halide, and the amount of colored coupler added in the present invention is not limited to 1 zenta coupler. A suitable amount is 1/20 to 1/2 mole of the amount, and it can be increased or decreased as appropriate depending on the type (%) of the silver halide, magenta coupler, and colored magenta coupler of the present invention.

The colored coupler of the present invention is described in US Pat. No. 3.2, for example.
11DIR coupler described in No. 27.551, Specification No. 3.632.345, etc., JP-A-49-1
It can also be used in conjunction with a color correction colorant as described in Japanese Patent No. 22335, a colorless coupler as described in Belgian Patent No. 746.394, and the like.

The colored coupler of the present invention may be added to any hydrophilic colloid layer constituting the photographic light-sensitive material of the present invention, but it is usually a layer containing a magenta coupler or green-sensitive silver halide; It may be a layer adjacent thereto, or a layer other than a green-sensitive silver halide opacifier layer or a layer adjacent thereto.

The method of incorporating the colored coupler and magenta coupler of the present invention into the silver halide color photographic light-sensitive material is not particularly limited, but any method known for the production of ordinary silver halide photographic light-sensitive materials can be used. That is,
As shown in U.S. Pat. No. 2.322.027, a method of dissolving in a high boiling point solvent and dispersing it as fine oil droplets, as shown in U.S. Pat. No. 11E2,186.849, US patent for dissolving and dispersing method with diffusion group and water bathing group! As shown in the specification of No. 2,397,864, method 1 of incorporating as a component of a polymer compound, JP-A-51-59942, JP-A-51-51-
As shown in Japanese Patent No. 59943, there are a method of filling a Radex polymer, a method of mechanically pulverizing and dispersing with a colloid mill, etc.

The silver halide color photographic light-sensitive material according to the present invention has on a support at least one layer of aqueous colloid containing the colored coupler of the present invention, and contains a magenta coupler as this layer or another constituent layer. The basic structure is to have a green-sensitive silver halide hole array layer, but it is desirable to form a multicolor color photographic light-sensitive material. That is, according to a preferred embodiment of the present invention, the green-sensitive silver halide emulsion layer containing the colored coupler of the present invention contains a yellow coupler (91+, benzoylacetanilide compound, pivaloylacetanilide compound, Or those active site substitution type couplers) containing blue-sensitive silver halide milk l! In combination with a red-sensitive silver halide emulsion layer containing an FII/11 blue-green coupler (e.g., a phenol compound, a naphthol compound, a 2,5-diacylaminophenol compound, or an active site substitution type coupler thereof), the supporting PF When coated on the body, it constitutes the color photophotographic material according to the present invention, but it is also possible to add a filter layer, a security layer, an intermediate layer, an undercoat layer, and a backing layer if necessary. It is. Furthermore, the silver halide milk W1 layer having photosensitivity in each wavelength range may have a structure of two or more layers, such as having different levels of /Ill and -, respectively.

In addition to the silver halides used in the present invention, silver chloride, silver bromide, and silver iodide, Kl'1 silver halides, such as silver chlorobromide, silver iodobromide, chloriodide, and chloriodide, are used in the present invention. This can be achieved by applying silver bromide, etc. These halogenated silver milks are produced by conventional methods, such as an ammonia method, a neutral method, an acid method, a halogen conversion method, a leap number addition method, and a homogeneous precipitation method. Although the average diameter of the particles is not limited, it is preferably 0.01ρ to 5μ. More than 281 separately formed silver milk I! 1Ilt- May be used in combination.

The silver halide milk used in the present invention can be chemically sensitized using a conventional method. Namely, there are gold sensitization methods using total complex salts, reduction sensitization methods using reducing substances, sulfur sensitization methods using compounds containing sulfur that can react with silver ions, and so-called activated gelatin. A sensitization method using Zakekinho's salt, etc. can be used.

The silver halide emulsion used in the present invention can undergo spectral sensitization. The method can be carried out by using cyanine pigments such as monomethine cyanine, pentamethine cyanine, melonanine, and carbocyanine alone or in combination, or by combining them with styryl dyes or aminostilbene compounds, etc. .

The silver halide emulsion that can be used in the present invention has a known stable i.
Contains additives such as anti-fogging agents, surfactants, antifoaming agents, antistatic agents, hardening agents, olfactory properties improvers, whitening agents, anti-staining agents, ultraviolet absorber 41, and ylang-inhibiting agents. can be done. Regarding these various additive cutting #1R
esearch Disclosure Volume 176,?
41117643 (1978) can be used.

The support for the silver halide color photographic light-sensitive material according to the present invention can be appropriately selected depending on the purpose. for example,
Cellulose a7tate film 71/m, polyethylene terephthalate film, polyethylene film, polycarbonate film, or laminates thereof, paper, baryta paper, paper made of α-olefin polymer, synthetic paper, glass, metal, etc. be.

Further, in the silver halide color photographic light-sensitive material according to the present invention, it is advantageous to use gelatin as the binder or protective colloid, but other water-producing colloids such as seratin derivatives, gelatin and other polymers may Graft pirimer, h.

Dorozen diethylcellulose, carboxymethylcellulose, cellulose sulfate Ii, etc. (7) j'1ce A,
O-x derivative, Ho'J hinyl alcohol, polyvinyl alcohol partial acetal, poly N-vinylvia
Synthetic layer aqueous polymer substances such as single or copolymers such as lydon, polyacrylic acid, polymethacrylic acid, polyacrylamide, etc. are used alone! I or in combination,
It can be used by mixing it with gelatin.

In the color photographic material according to the present invention, color correction can be obtained by the color development fJi method which is usually carried out after fogging. The basic steps of the negative-positive method are color development, bleaching, and overlaying steps, and the basic steps of the reversal method are developing with a first developer to give white exposure or containing a fog remover. The process includes color development, bleaching, and fixing. There are cases in which each of these basic steps is performed independently, and there are cases in which two or more steps are performed in one treatment using a processing liquid that has these functions. For example, color developing crude drugs, ferric salt bleaching ingredients, and ferric salt bleaching ingredients.
l [One-bath color processing method containing an acid fixing component (see Japanese Patent Publication No. 35-1885), or a one-bath bleach-fixing method containing an ethylenediaminetetraacetate iron(1) complex salt bleaching component and a deosulfate fixing component etc.

The photographic processing method is not particularly limited, and any processing method can be applied. Typical methods include the following.

(1) After color development, bleach-fix treatment is performed, and if necessary, further water washing and stabilization treatment are performed.

(2) A method in which bleaching and fixing are carried out separately after color development, and further washing with water and stabilization treatment are carried out as necessary.

(3) Pre-dural mater, neutralization, color development, monument/fixation, 1 wood coating, bleaching, fixation/adhesion, washing, post@! How to wash sliding doors and wash them with water.

(4) A method of color development, washing with water, color development, stopping, whitening, fixing, washing with water, and stabilization.

(5) A method of processing low silver content halogen photographic materials using an amblifier agent such as peroxide or cobalt complex salts.

The first degree of these treatments may be from the island sea above 30'C to room temperature or below 20°C, generally from 20°C to 70°C.
What about the crotch in each series of processing steps? 1IljFi
They may be the same or different.

According to the present invention, the colored coupler of the present invention represented by the general formula [1] has high development activity and exhibits an excellent masking effect even in highly sensitive silver halide emulsions and highly color-forming couplers, Furthermore, since there is little fogging, it exhibits very favorable color reproducibility. 41 of these! The F characteristic will become clearer in the following examples.

Note that the embodiments of the present invention are not limited to these.

Example 1 Exemplary compound [CM-1] of the colored coupler of the present invention,
[CM-2], [CM-3] 3 g each of the above comparative couplers^ and B were added to 10-m of dibutyl 7-talate and 30 m of ethyl acetate! was added to the mixture and completely dissolved. This solution was mixed with 10 y of a 6% aqueous solution of Alkanol B (manufactured by DuPont).
d and 200 g of an aqueous solution of ossein gelatin to prepare a 4-minute milk solution using a colloid mill. These dispersions were then added with the first IKr high-sensitivity bromide #
! After adding gelatin milk (containing 3 mol% iodine) and a small amount of bisvinylsulfonylethane hardener, it was coated on a cellulose triacetate film base with a gelatin subbing layer and dried. Samples of photosensitive materials were obtained. According to a conventional method, these samples were subjected to stepwise exposure using a sensitometer, and the following development process'fr:
It didn't hit.

Treatment Step (38° C.) Treatment Time The composition of the treatment liquid used in each treatment step was as follows.

(Color developer composition) (II4 white liquor composition) (Fixer composition) (Stabilizing solution composition) Samples 1 to 5 having a magenta negative image and a yellow positive mask image were obtained by drying t0 [Comparison Coupler A
] t I Comparison coupler B] Magenta capri dark [(Fog),
The magenta coloring relative path II (S) is shown in Table 1.

Table 1 On the other hand, each of these samples was directly exposed to light without exposure to light. J (Sakura Coni Fix, 38℃.

4 minutes) After washing, wash with water, dry, and remove the precious solid sample 1'~
I got 5'. Each of these samples was irradiated with a xenon arc fade meter for 3 days, and the residual rate of the dye was set to 1.
It is shown in Table 12.

! As is clear from Tables 1 and 2, the colored coupler of the present invention has photographic properties equal to or better than those of the comparative product, and has excellent light resistance.

Example 2 A multilayer color negative photosensitive material (g) using a transparent polyethylene terephthalate film support and having the following configuration.
, (F) was created. Material M (E) is of the present invention, and sample (F) is a comparative example.

First layer: antihalation layer (ceratin layer containing black colloidal silver, dry stacking thickness IB).

2nd layer: middle layer (2,5-G-tert-
・Gelatin layer containing Idokino/, dry thickness 1t1).

3rd layer: Red-sensitive pore array layer () - 1-hydroxy 7N-[4-(2
,4-di-tert-amylphenoxy)-butyl]
-2-Naphthamide t6.8X10 rnol.

As a colored coupler, 1-hydroxy-N-[δ-
(2,4-di-tert-amylphenoxy)-phthyl]-4-(',2-ethoxycarbonylphenylazo)-2-naphthamide at 1.7xlOmnl.

2-(1-phenyl-5-tetrazolylthio)-4-(2,4-di-tert-
amylphenoxyacetamide)-1-intanone 14
Red-sensitive iodobromide milk layer containing xlOmol (iodide milk 8
Mole sound, silver bromide 922 mole width, cloth f1M5: 35g/
r1. Dry imitation box 6μ).

4th layer: middle layer (same as 2nd layer).

tpstrg: Green-sensitive emulsion layer (I-I-, #8 molar width,
Silver bromide 92 mol, coated silver 1t1g/rI? , dry olfactory thickness 3.5μ).

W46 layer: Green-sensitive emulsion layer (6 moles of silver iodide, 94 moles of silver iodide, @heavy chain amount 1.2 g/n1. Dry thickness 2.5 μm).

Development inhibitor releasing substance (DIR product award): 2-(1-phenyl-5-tetrazolylthio)-4-(2゜4-tert-amylphenoxyacetamide)-1-indanone per mole of silver halide Contains the above couplers.

7th layer: middle layer, (same as 2nd layer).

8th layer: yellow filter layer, (yellow colloidal silver 2.5-
Gelatin layer containing tert-octyl hydrocarbon, dry thickness 1 g).

9th layer: blue-sensitive milk layer, (as yellow coupler per halogenated @ 11 moles, α-biparyl α-(3,5-
:,>Oxo-1,2-diphenyl-imidazolidine-
4-yl)-2-chloro-5-[r-(2,4-dit
ert -amylphenoxy)-butylamidocouacetamide, 2.5X10 mol, D I I'll
A blue-sensitive silver iodobromide emulsion layer (7 moles of silver iodide) containing 5 x 10 moles of W-b-(1-7x nyl-5-tetrazolylthio)-4-lauroyl acid acetophenone as an additive. , silver bromide 93 mol, A phase silver amount 1
．． 2g/vd, dry film thickness 7μ).

10th layer: protective layer (gelatin layer, dry film thickness la).

However, the fifth layer and @6 layer are halogenated chain milk layers containing couplers having the compositions shown in Table 3.

Table 3 (Unit: mole) Magenta coupler (L) t Magenta coupler (M) t Comparative coupler C t After coating and drying each of these samples, exposure and development were performed in the same manner as in Example flJ 1. Each sample obtained was measured through blue and green filters, and color development, mask characteristics, and light resistance deterioration tests were conducted. As a result, Fi
jJ! It was 9 as shown in Table 4.

Table 4 However, fog on the skin surface 4 refers to the sample (odor).

(F') was obtained by electrodeposition using the same method as in Example 1 as a reference.

In addition, for the light resistance test, each sample obtained by developing was treated with a fluorescent knife (PT, 4osw, manufactured by NEc) 25 ewxK.
This was done by leaving it for 150 hours.

As is clear from Table 4, the colored couplers of the present invention cause less fog even when used in combination with highly color-forming magenta couplers. Color prints were made using the samples after the light exposure test, and they showed good color reproducibility.

Example 3 On a transparent cellulose triacetate film base,
A photosensitive layer containing the following components and a gelatin protective layer were coated. However, the content is lW? Indicates the winning amount.

[Photosensitive layer]

Magenta coupler (N) and gelatin protective layer] The colored coupler is an exemplary ornament of the present invention [CM-1]
, [CM-3], [CM-6], [CM-11], [C
M-14], Comparative coupler A of Example 1, and Comparative coupler D below, and the corresponding samples Nil
I got ~7.

[Comparison coupler D]

I l Each of these samples was subjected to the same IIK, exposure and development treatment as in Example 1, and each sample was subjected to 50U.

Table 5 shows the respective magenta color fog values when the incubation was carried out at 50 o'clock in an atmosphere with a relative humidity of 70 degrees, and then one exposure was carried out in the present W warehouse.

Table 5 As is clear from Table 5, the photosensitive material containing the colored coupler of this Kakumei remains stable even under high temperature and high humidity conditions.
It can be seen that the occurrence of capri is small.

Patent applicant J-Nishiroku Photo Industry Co., Ltd. Representative Patent Attorney Akira Onobu Saka (and 1 other person) 427-

Claims (1)

[Scope of Claims] A silver halide color photographic light-sensitive material having at least one hydrophilic colloid layer including a layer containing a magenta coupler on a support, comprising at least one hydrophilic colloid layer. A silver halide color photographic material, wherein the layer contains a compound represented by the following general formula [T]. General formula [11] [In the formula, 8 represents a magenta coupler residue. 2 is a group of nonmetallic atoms necessary to form a 5-7 #j group, and contains at least one heteroatom in the ring. R
represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an aryloquine group, a hydroxy group, or an aryl S which may have a snow-substituted group, and is substituted with two or more of the same or different atoms or groups. including cases. ]