JPH0444035A - Silver halide color photographic sensitive material - Google Patents

Abstract

PURPOSE:To obtain the silver halide color photographic sensitive material which has high dyestuff forming efficiency, obviates the coloring of the coupler themselves and releases dyestuff having excellent fastness with high efficiency by incorporating a specific compd. into this photosensitive material. CONSTITUTION:This photosensitive material contains the compd. expressed by formula I. In the formula I, Cp denotes the residual coupler group which releases parts exclusive of Cp by making coupling reaction with the oxidant of a developing agent; Time denotes a timing group; R denotes a univalent substituent; L denotes a hydrogen atom or a group to be cloven at the time of development; n denotes 0 or 1; m denotes 1 to 8 integer. The silver halide color photographic sensitive material which has the excellent color developing property and fastness and is free from troubles, such as degradation in sensitivity and staining of the white ground by the coloration of the coupler themselves, is obtd. in this way.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to halogenated couplers containing a new coupling-off group that forms one more molecule of dye in addition to the coupled dye during photographic processing. Related to silver photographic materials.

[Prior Art] So-called functional couplers, in which a photographically useful group (hereinafter abbreviated as PUG) is released during development in various ways, are well known. For example, U.S. Patent No. 4,248,962
A coupler that releases PUG through an intramolecular nucleophilic substitution reaction is known. Also, U.S. Patent No. 4,409,3
P due to electron transfer in the conjugated chain as described in No. 23
Couplers that emit UG are also known.

Furthermore, various groups are known as PUG, such as those described in the above-mentioned US Pat. No. 4,248,962 and Japanese Patent Application Laid-open No.
No. 4454 contains PUG diffusion-resistant dyes or dye precursors.
Couplers that emit as

During photographic processing, such couplers produce two dyes: an azomethine or indoaniline dye produced from the coupler core, and a dye produced from the coupling-off group. Such couplers have very high dye-forming efficiency.

[Problem to be Solved by the Invention] However, couplers such as those described in the aforementioned patents can be released by blocking the dye's own auxochrome by linking it to the active site or timing group of the coupler. Although the color is considerably lighter than the original color of the pigment, the coupler itself is still colored. For example, a coupler that emits a cyan dye still has absorption in the green region, a coupler that emits a magenta dye in the blue region, and a coupler that emits a yellow dye still has absorption in the shortwave blue region.

Therefore, when using conventional couplers with color negative film, the coupler itself is colored, so
The usage is very limited. Also, reversal,
It could not be used in photosensitive materials for direct observation such as color paper.

Furthermore, the dyes released from couplers such as those described in the above-mentioned patents were not sufficiently robust to be used in light-sensitive materials for direct observation, and further improvements were required.

[Object of the Invention] The present invention has been made in view of the above-mentioned conventional problems, and its purpose is to provide a novel coupler that has extremely high dye-forming efficiency, and which is free from coloring itself and has high efficiency. An object of the present invention is to provide a silver halide color photographic material containing a novel coupler that releases a dye with excellent fastness.

U Constitution of the Invention The above object is achieved by a silver halide color photographic light-sensitive material characterized by containing a compound represented by the following general formula [I].

Below is the general formula [I] Cp (7ime) n E, where C1 represents a coupler residue that releases a moiety other than C1 by a coupling reaction with the oxidized form of the developing agent, Time represents a timing group, R represents a monovalent substituent, L represents a hydrogen atom or a group that cleaves during development, n represents 0 or 1, and m represents an integer of 1 to 8. ] Here, the coloring reaction of the compound represented by the general formula [I] in the case of L-H, n=0 is as follows.

υ Here, Δ represents the dye produced by the coupling reaction between the coupler residue represented by C1 and the oxidized form of the developing agent.
represents an anthraquinone dye produced by a redox reaction between a coupling-off group and an oxidized form of a developing agent, and CD
' represents the oxidized form of the developing agent.

The present invention achieves the above object by linking dye B, which has excellent fastness, in the form of a leuco compound to the active site of a coupler.

Next, the compound represented by the general formula [I] will be explained.

The coupler residue represented by Cp is generally a yellow coupler residue, a magenta coupler residue, a cyan coupler residue, or a coupler residue that does not substantially form an image dye, and is preferably represented by the following general formulas [Ia] to [1h]. ] It is a coupler represented by

Residue General Formula [Ig] General Formula [Ih Co01+ General Formula [I a] General Formula [Ib] General Formula [I c] General Formula [Id Co General Formula [I e] 1 Formula [If Co General Formula [ In Ia], R1 represents an alkyl group, an aryl group, or an arylamino group, and R2 represents an aryl group or an alkyl group.

In the general formula [Ib], R3 represents an alkyl group or an aryl group, and R4 represents an alkyl group, an acylamino group, an arylamino group, an arylureido group, or an alkylureido group.

In the above general formula [I c], R4 is the general formula [I b
], and R1 represents an acylamino group, a sulfonamide group, an alkyl group, an alkoxy group, or a halogen atom.

In the above general formulas [1d] and [Ie], R6 represents an alkyl group or an aryl group, and R7 represents an alkyl group, an aryl group, an acylamino group, an arylamino group, an alkoxy group, an arylureido group, or an alkylureido group.

In the above general formula [Ifl, R8 represents a halogen atom, an alkyl group, an alkoxy group, an acylamino group, or a sulfonamide group, and R9 represents an acylamino group, a carbamoyl group, or an arylureido group.

In the above general formula [I gl, R9 is the general formula [1 fl
has the same meaning, and Rlo represents an amino group, a substituted amino group, an amide group, a sulfonamide group, or a hydroxyl group.

In the above general formula [1hl, R1□ represents a nitro group, an acylamino group, a succinimide group, a sulfonamide group, an alkoxy group, an alkyl group, a halogen atom, or a cyano group.

In addition, in the above general formula, g in [Ic] is 0 to 3
, n in [I fl and [Ih] is 0 to 2,
[m in Igl represents an integer from 0 to 1, ρ,
When n is 2 or more, each R9, R8 and R11 may be the same or different.

Each of the above prefectures includes those with substituents, and preferred substituents include halogen atoms, nitro groups, cyano groups, sulfonamide groups, hydroxyl groups, carboxyl groups, substituted and unsubstituted alkyl groups, and substituted and unsubstituted alkyl groups. alkoxy group,
In addition to a carbonyloxy group, an acylamino group, a substituted or unsubstituted aryl group, examples include those containing a portion of a coupler constituting a so-called bis-type coupler or a polymer coupler.

In general formula [I], the timing group represented by Time exists for the purpose of adjusting the coupling rate and diffusivity of the group linked to the timing group,
It may or may not exist depending on the purpose.

As described in U.S. Pat. A device that leaves a useful group, British Patent No. 2,072,363, JP-A-5715
Nos. 4234 and 57-188035, etc., in which a photographically useful group is removed by electron transfer via a conjugated system; Examples include the ability to detach a photographically useful group through a coupling reaction with an oxidized form of an amine developer, and a tubbling component.

In general formula [I], R represents a monovalent substituent. Examples of the substituent include a substituted or unsubstituted, chained or cyclic, linear or branched, saturated or unsaturated alkyl group having 1 to 22 carbon atoms (e.g., methyl group, i-propyl group, t -butyl group, cyclohexyl group, dodecyl group, butenyl group, benzyl group, methoxymethyl group), substituted or unsubstituted aryl group (e.g. phenyl group,
-carboxyphenyl group, mesityl group), heterocyclic group (
For example, 2-benzthiazolyl group, 2-imidazolyl group, 2-benzoxasilyl group, 1-phenyl-5-tetrazolyl group), alkoxy group (e.g., methoxy group, ethoxy group, butoxy group), alkylthio group (e.g., methylthio group), group, dodecylthio group), carbamoyl group (e.g., carbamoyl group, dimethylcarbamoyl group), alkoxycarbonyl group (e.g., methoxycarbonyl group,
octyloxycarbonyl group), arylthio group (e.g. phenylthio group, 4-dodecyloxyphenylthio group), acylamino group (e.g. acetylamino group, benzoylamino group), sulfonamide group (e.g. methanesulfonamide group, benzenesulfone group) amide group), ureido group (e.g., methylureido group, phenylureido group), alkoxycarbonylamino group (e.g., methoxycarbonylamino group), aryloxycarbonylamino group (e.g., phenoxycarbonylamino group),
Sulfamoylamino group (e.g. dimethylsulfamoylamino group), amino group (e.g. amino group, methylamino group, dodecylamino group, diethylamino group, anilino group), aryloxy group (e.g. phenoxy group)
, hydroxyl group, carboxyl group, mercapto group, halogen atom (eg, fluorine atom, chlorine atom), and acyl group (eg, acetyl group, benzoyl group).

These substituents may further have a substituent.

Examples of substituents include halogen atoms, aryl groups, alkoxy groups, hydroxyl groups, acyloxy groups, acyl groups, alkoxycarbonyl groups, aryloxycarbonyl groups, amino groups, alkylamino groups, anilino groups, acylamino groups, and sulfonamide groups. , alkoxycarbonylamino group, ureido group, carbamoyl group, carboxyl group, sulfamoyl group, sulfonyl group, alkylthio group,
Examples include arylthio group, sulfo group, nitro group, and cyano group.

In general formula [I], L represents a hydrogen atom or a group that cleaves during development.

L is preferably a hydrogen atom, an acyl group (e.g. acetyl group, benzoyl group), an alkoxycarbonyl group (e.g. ethoxycarbonyl group), an aryloxycarbonyl group (e.g. phenoxycaponyl group), a carbamoyl group (e.g. N,N-diethyl group). carbamoyl group) or a sulfonyl group (eg, evabenzenesulfonyl group, methanesulfonyl group).

In general formula [I], n represents 0 or 1, and m represents an integer of 1 to 8. When m is 2 or more, each R may be the same or different, and may combine with each other to form a ring.

Next, specific examples of the compound represented by the general formula [I] will be given.

Margin below C- 1l J H ] NHCOC-13)127 OCOC,H3 j Q ]- N 0 ■ H H Q * 0CI2H25 Margin Synthesis Example Exemplary compound (7) was synthesized according to the following reaction scheme.

(7A) (7B) (7C) (7D) Synthesis of Exemplary Compound (7) j)<7B) 23.8 g (0.1 mol) of (7A)
g (0,25 n+ol) of pyridine, dispersed in 150 mg of acetonitrile, myristic acid chloride 49
．． 4 g (0.2 moΩ) was added dropwise under reflux, and the reaction was then carried out under heating and reflux for 2 hours.

After the reaction was completed, the reaction solution was poured into 1 g of water, and the formed crystals were passed through the mouth to obtain 50.0 g (76% yield) of (7B).

1t) Synthesis of (7C) (7B) 65.9g (0.1mol) at 28%
Ammonia water 30.3II1.1) (0.5mol)
, dispersed in 100 mg of ethanol, and further added 52.2 g of sodium hydrosulfide (0.3 mol
) was added and reacted at 406C-50°C for 2 hours.

After the reaction was completed, the reaction mixture was neutralized with diluted hydrochloric acid, extracted with ethyl acetate, and the solvent was distilled off under reduced pressure to obtain 58.2 g (yield: 88%) of crude (7C).

fit) Synthesis of Exemplary Compound (7) (7C) 66.1 g (0.1 mol) and 13.8 g (0.1 mol) of potassium carbonate were mixed with 300 g of acetone.
m, l), l: Dispersed under reflux (7D) 55.0
g (0.1 mol) was added thereto, and the mixture was reacted for 2 hours under reflux. After the reaction, the solvent was distilled off, ethyl acetate-water was added to extract the organic layer, and the solvent was distilled off. When the obtained residue was recrystallized from ethanol, 79.8 g of Exemplified Compound (7) was obtained.
(yield: 68%).

The structure was confirmed by NMR and MASS.

A photographic light-sensitive material containing the coupler of the present invention may have one silver halide emulsion layer on a support, or may have multiple layers and multiple colors.

Here, the coupler of the present invention reacts with an oxidized product of a color developing agent produced by developing silver halide in a silver halide emulsion layer to produce two dye molecules. The silver halide emulsion layer containing the coupler of the present invention may contain, in addition to the coupler of the present invention, other conventional dye-forming couplers, inhibitor-releasing couplers, masking couplers and/or competing couplers that form like-colored dyes. Photographic couplers may also be included.

Typical silver halide color photographic light-sensitive materials of the present invention include a red-sensitive silver halide emulsion layer unit containing one or more cyan dye-forming couplers and a green light-sensitive silver halide emulsion layer unit containing one or more magenta dye-forming couplers. This is a photographic light-sensitive material having, on a support, a light-sensitive silver halide emulsion layer unit and a blue-sensitive silver halide emulsion layer unit containing one or more yellow dye-forming couplers.

Each of these red-sensitive, green-sensitive, and blue-sensitive silver halide emulsion layer units may be composed of two or more layers, and these layers may be composed of the above-mentioned layers used in the art. Other photographic couplers may also be included.

The coupler of the present invention and various other couplers used in the present invention can be used in combination of two or more types in the same layer of the photosensitive layer, or in the same layer, in order to satisfy the characteristics required for the photosensitive material. It is also possible to introduce the compounds into two or more different layers.

The amount of the coupler of the present invention added is 2/2
X10-5 to 1X10-3 moles are preferred.

In addition, when using couplers that form pigments of similar colors,
The amount of the coupler added is preferably 0.01 to 20 moles per 12 moles of the coupler of the present invention.

The coupler used in the present invention can be introduced into the light-sensitive material by various known dispersion methods. For example, typical examples include a solid dispersion method, an alkali dispersion method, preferably a latex dispersion method, and more preferably an oil-in-water dispersion method. In the oil-in-water dispersion method, after dissolving either a high-boiling organic solvent with a boiling point of 175°C or higher and a so-called auxiliary solvent with a low boiling point, either alone or in a mixture of both, water or gelatin is dissolved in the presence of a surfactant. Finely dispersed in aqueous media such as aqueous solutions. Examples of high boiling point organic solvents are U.S. Pat.
No. 322,027, etc. Dispersion may be accompanied by phase inversion, and if necessary, the auxiliary solvent may be removed or reduced by distillation, noodle washing, ultrafiltration, or the like before use for coating.

As the binder or protective colloid that can be used in the emulsion layer or intermediate layer of the photographic light-sensitive material of the present invention, it is advantageous to use gelatin, but other hydrophilic colloids can also be used alone or together with gelatin. .

In the photographic emulsion layer of the photographic light-sensitive material of the present invention, any silver halide including silver bromide, silver iodobromide, silver iodochlorobromide, silver chlorobromide and silver chloride may be used. The preferred silver halide for color photographic materials is silver iodobromide or silver iodochlorobromide containing up to about 15 mole percent silver iodide. Particularly preferred is silver iodobromide containing from about 2 mole percent to about 12 mole percent silver iodide. Silver bromide, silver chlorobromide and silver iodochlorobromide are preferred for color photographic materials for printing.

The silver halide grains in the photographic emulsion may be so-called regular grains having a regular crystal structure such as a cube, octahedron, or dodecahedron, or may have an irregular crystal shape such as a spherical shape. It may be one with crystal defects such as twin planes or a composite form thereof.

The grain size of silver halide may be fine grains of about 0.1 micron or less, or large grains with a projected area diameter of about 10 microns, and may be a monodisperse emulsion with a narrow distribution or a polydisperse emulsion with a wide distribution. good.

As a monodisperse emulsion, silver halide grains having an average grain diameter of greater than about 0.1 micron, of which at least about 95
Emulsions in which the weight percent is within ±40% of the average grain diameter are typical. The present invention provides an emulsion in which the average grain diameter is about 0.25 to 2 microns, and at least about 95% by weight or at least about 95% by number of silver halide grains are within ±20% of the average grain diameter. Can be used.

Tabular grains having aspect ratios of about 5 or more can also be used in the present invention. Tabular grains are described by Gutoff, Photographic Science and Engineering.
ence and Engineering), 1st
4, pp. 248-257 (1,970), U.S. Patent No. 4,434,226, U.S. Pat. No. 4,414, 31.0, U.S. Pat.
and British Patent Box 2,112,157.

The emulsion used in the present invention is usually one that has been subjected to physical ripening, chemical ripening and spectral sensitization. Additives used in such processes are subject to Research Disclosure No.
, 17643 and No. 1871.6.

Known photographic additives that can be used in the present invention are also described in the above two Research Disclosures.

Further, the support used in the present invention may be any support used in photographic materials, but typically polymers such as cellulose acetate film, polyvinyl acecool film, and polyethylene terephthalate film are used. A flexible support such as a film or paper support is used.

The color developer used in the color development treatment of the photographic light-sensitive material of the present invention has the composition of a general color developer containing an aromatic primary amine developing agent.

The color developer may also contain other known developer component compounds. For example, alkali agents, buffering agents, etc. include caustic soda, caustic potash, soda carbonate, potassium carbonate,
Tertiary sodium phosphate or potassium, potassium metaborate, borax, etc. are used alone or in combination.

Color developing solutions usually contain sulfites, which are used as preservatives.
For example, sodium sulfite, potassium sulfite, potassium bisulfite, sodium bisulfite) or hydroxylamine can be added.

If necessary, any development accelerator can be added to the color developing solution.

After color development, the photographic emulsion layer is usually bleached. The bleaching process may be performed simultaneously with the fixing process, or may be performed separately. As a bleaching agent, potassium ferricyanide,
Particularly useful are sodium iron(m) ethylenediaminetetraacetate, ammonium iron(m) ethylenediaminetetraacetate, and ammonium iron(III) diethylenetriaminepentaacetate.

Aminopolycarbonate iron(III) complex salts are useful in both stand-alone bleach solutions and -bath bleach-fix solutions.

For bleaching or bleach-fixing solutions, U.S. Patent No. 3,042.5
Various additives may be added, including the bleaching accelerators described in Japanese Patent Publication No. 20, Japanese Patent Publication No. 3,241.966, Japanese Patent Publication No. 45-8508, Japanese Patent Publication No. 8836-1984, etc. .

The fixing bath contains 30 g/(1 to 20
In addition, stabilizers such as sulfites and isomeric bisulfites, hardeners such as potash alum,
pH buffering agents such as acetates, borates, phosphates, carbonates, etc. can be included. The pH of the fixer is 3 to 10 and 1. More preferably it is 5-9.

[Examples] Hereinafter, the present invention will be further explained with reference to Examples, but the present invention is not limited thereto.

Example I To 6 g of comparative yellow coupler represented by Y-1, 3 g of tricresyl phosphate was added, and further 1 g of ethyl acetate was added.
After heating the mixed solution to which 8 g was added and dissolving it at 60°C, this was mixed with 5% aqueous solution containing 10ml of a 5% aqueous solution of Alkanol B (alkylnaphthalene sulfonate, manufactured by DuPont).
The mixture was mixed with 100 ml of gelatin aqueous solution and emulsified and dispersed using an ultrasonic dispersion machine to prepare a dispersion liquid.

Next, the above dispersion was added to a silver iodobromide emulsion (containing 6 mol% silver iodide) so that the yellow coupler was 10 mol % based on silver, and 1°2-bis( After adding (vinylsulfonyl)ethane at a rate of 12 mg per 1 g of seratin, the sample was coated onto a subbed transparent cellulose triacetate film support so that the coated silver amount was 18 mg/100 cnt.

Samples 2 to 8 were prepared in the same manner as Sample 1 except that yellow coupler Y-1 was replaced with an equimolar amount of the coupler shown in Table 1.
It was created.

Samples 1 to 8 were each subjected to wedge exposure and then subjected to the following development treatment.

Processing process (38°C) Color development 3 minutes 15 seconds Bleach 6 minutes 30 seconds water washing 3 minutes 15 seconds Fixation 6 minutes 30 seconds water washing 3 minutes 15 seconds Stabilization 1 minute 30 seconds Drying Used in each processing step The composition of the treatment solution was as follows.

<Color developer> 4-Amino-3-methyl-N-ethyl N-(β-hydroxyethyl) Aniline sulfate 4.75g 5g Anhydrous sodium sulfite 4.25g Hydroxylamine 1/2 sulfate 2.0g Anhydrous carbonate potassium
37.5g sodium bromide
1.3g nitrilotriacetic acid trisodium salt (monohydrate) 2.5g potassium hydroxide 1.0g Add water to make 1g, and adjust the pH to 10.0 using potassium hydroxide.

<Bleach solution> Ethylenediaminetetraacetic acid iron(III) ammonium salt 100g ethylenediaminetetraacetic acid diammonium salt Lo, 0g ammonium bromide L50.0g glacial acetic acid
Add 10 ml of water to make 1 g, and adjust the pH to 6.0 using aqueous ammonia.

<Fixer> Ammonium thiosulfate (50% aqueous solution) 162ml
Anhydrous sodium sulfite 12.4g Add water to make 1g, and adjust to pH 6.5 using acetic acid.

<Stabilizer> Formalin (37% aqueous solution) 1.5ml
Konidax (manufactured by Konica Corporation) Add 7.5 ml of water to make 1 g.

The sensitivity (Sl) of the yellow dye image thus obtained,
The maximum concentration (Dmax) was evaluated. The sensitivity was expressed as a relative value when the sensitivity of sample 1 was set as 100.

Further, the obtained sample was stored for 20 days under the conditions of 85° C. and 60% relative temperature, and the fading property was evaluated by determining the residual rate (%) of the yellow dye image at an initial density of 1.0.

In addition, the blue density of samples 1 to 8, which were not subjected to development processing but only subjected to processing after bleaching and fixing, is shown at the same time. This is expressed as DoB.

The results are also shown in Table-1.

Margin Table-1 Comparative coupler I As is clear from the results in Table-1, the coupler of the present invention has higher sensitivity than the comparative couplers Y-1, Y-2, and Y-3.
A large Dmax is obtained, and the fading resistance is also improved.

Also, comparative couplers Y-2 and Y-3 have a somewhat large D
max is obtained and the fading property is improved to some extent, but coloring in the blue region is observed, whereas the couplers of the present invention do not exhibit such coloring.

(Compound described in JP-A-61-1845L1) Example 2 (Preparation of silver halide emulsions) Three types of silver halide emulsions shown in Table 2 were prepared by the neutral method and the simultaneous mixing method.

Table 2 [5D-1 Co per mole of silver halide per mole of silver halide per mole of silver halide per mole of silver halide 2 mg added per mole of silver halide 5 X 10-5 mole added 0.9 mmol Addition: 0.7 mmol Addition: 0.2 mmol addition After completion of chemical sensitization, 5TB-1 shown below was added as an emulsion stabilizer to each silver halide emulsion in an amount of 5X 10@-3 mol per mol of silver halide.

[5D-3] [5TB-1] Three H3O3HN(C2H9)1 (Preparation of silver halide color photographic light-sensitive material sample) Next, the following layers 1 to 7 were sequentially placed on a paper support whose both sides were coated with polyethylene. Coating (simultaneous coating) was carried out to prepare sample 9. (
The amount added is expressed per 1M of light-sensitive material. ) Layer 1... Gelatin (1.2g) and 0.29g
Blue-sensitive silver halide emulsion (in terms of silver, the same applies hereinafter) (
Em]-) and 0.75 g of yellow coupler (
Y4), 0.3 g of light stabilizer 5T-1 and 0.015
A layer containing 0.3 g of dinonyl phthalate (DNP) in which 2.0 g of 2.5-dioctylhydroquinone (HQ-1) was dissolved.

Layer 2: 0.2 g of dioctyl phthalate (0.2 g) in which gelatin (0.9 g) and 0.04 g of HQ-1 were dissolved.
A layer containing DOP).

Layer 3: gelatin (1.4 g), 0.2 g of green-sensitive silver genide emulsion (Em-2), and 0.68 g
Magenta coupler (M-1), 0.25 g of light stabilizer 5T-2 and 0.001 g of HQ-1 were dissolved in D.
OPo, 5 g and 6 mg of the following filter dye Al-
A layer containing 1.

Layer 4: Gelatin (1.2g) and the following 0.6g
A layer containing 0.3 g of DNP dissolved in an ultraviolet absorber UV=1 and 0.05 g of HQ-1.

Layer 5: Gelatin (1.4 g), 0.20 g of red-sensitive silver halide emulsion (Em-3), and 0.5 g of red-sensitive silver halide emulsion (Em-3).
4g cyan coupler (C-1) and 0.01g HQ
-1 and 0.3 g of DO dissolved in 3 g of 5T-1
A layer containing P.

Layer 6... Gelatin (1.1g) and 082g of U
A layer containing 0.2 g of DOP in which V-1 was dissolved and 5 mg of the filter dye Al-2 described below.

Layer 7: A layer containing gelatin (L, Og) and 0.05 g of sodium 2,4 dichloro-6-hydroxytriazine.

Further, Samples 10 to 13 were prepared in the same manner as Sample 9, except that the magenta coupler (Ml) in layer 3 of Sample 9 was changed to an equimolar amount of the magenta coupler shown in Table 3.

5T-1 ST-2 Cs H++ (1) Below margin I Nap, 5CH2NH Cρ Each sample obtained above was exposed through an optical wedge according to a conventional method, and then processed in the next step.

Each of the above-mentioned treated samples was subjected to S treatment in the same manner as in Example 1.

Dmax was evaluated. Separately, each of the above-mentioned treated samples was exposed to a xenon fade meter for 16 days to examine the light resistance of the dye image.

In addition, a psychological visual evaluation of the white background area was performed, ranging from 1 (poor) to 5 (
Excellent).

The results are shown in Table-3.

M'-2 Coupler described in 198755) [Processing process] Ru.

Temperature Time color development 34.7±0.3℃ 45 seconds bleach fixing 34.7±0.5℃ 45 seconds stabilization 3
0~34℃ 90 seconds drying 60~80°0
60 seconds [Color developer] Pure water 800 mQ Triethanolamine 8 g N, N-diethylhydroxyamine 5 g Potassium chloride
2g N-ethyl-N-β-methanesulfonamidoethyl-3-methyl 4-aminoaniline sulfate 5g sodium tetrapolyphosphate 2g potassium carbonate
30g potassium sulfite
[
Bleach-fix solution] Ethylenediaminetetraacetic acid ferric ammonium dihydrate 60g Ethylenediaminetetraacetic acid 3g Ammonium thiosulfate (70% solution) roomQ ammonium sulfite (40% solution) 27.5ml Adjust the pH to 5.7 with potassium carbonate or glacial acetic acid and add water Add to make the total amount 1μ.

[Stabilizing liquid] 5-chloro-2-methyl-4 isothiazolin-3-one 1g 1-hydroxyethylidene 1.1'-diphosphonic acid 2g Add water and bring the total amount to 19. Adjust the pH to 7.0 with sulfuric acid or potassium hydroxide.

The results are shown in Table-3.

Margin Table 3 Below: The light resistance residual rate and white background were evaluated in the same manner as in Example 2. The results are shown in Table 4.

Table 4 As is clear from the results in Table 3, the coupler of the present invention has higher sensitivity and color development than M-1, and also has improved light resistance. Also, the characteristics compared to M-2 are:
There is no white background staining at all, and the light resistance is improved.

Example 3 In place of the yellow coupler Y-4 in Example 2, samples containing each of the couplers shown in Table 4 were prepared, exposed to blue light, and subjected to the same treatment as in Example 2.
As is clear from the results of Dma X% yellow dye image-4, the coupler of the present invention has higher sensitivity than Y-4.
It has high color development and improved light resistance. Also,
It is superior to Y-5 in terms of white background and light resistance.

[Effects of the Invention] By using the coupler of the present invention, it is possible to provide a silver halide color photographic light-sensitive material that has excellent color development and fastness, and is free from problems such as decreased sensitivity due to coloring of the coupler itself and white background contamination. .

Applicant Konica Co., Ltd. Company Agent Yoshio Iwama

Claims (1)

[Scope of Claims] A silver halide color photographic material characterized by containing a compound represented by the following general formula [I]. General formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [In the formula, C_p represents a coupler residue that releases a moiety other than C_p by a coupling reaction with the oxidized form of the developing agent, and Time is a timing group. , R represents a monovalent substituent, L represents a hydrogen atom or a group that cleaves during development, n represents 0 or 1, and m represents 1 to 8.
represents an integer. ]