JPH06222527A - Silver halide color photographic sensitive material - Google Patents

Abstract

PURPOSE:To obtain the silver halide color photographic sensitive material high in color development performance and superior in spectral absorption characteristics of coloring matter images and resistances to heat, moisture, and light by incorporating a specified compound. CONSTITUTION:The compound to be used is represented by at least one of compounds represented by formulae I-III in which R1 is H or a substituent; R2 is an alkyl, aryl, or heterocyclic group; Z is a nonmetallic atomic group necessary to form a 6-membered hetero ring; each of R11 and R12, is H, or an alkyl, aryl, or heterocyclic group; n1 is 0 or 1; X is H or a group to be released by reaction with the oxidation product of a color developing agent; each of R21-R27 is H or an alkyl, aryl, or heterocyclic group; and X1 is H or a group to be released by reaction with the oxidation product of a color developing agent.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a silver halide color photographic light-sensitive material containing a cyan coupler which forms a cyan dye image having high color developability and improved spectral absorption characteristics and fastness.

[0002]

2. Description of the Related Art Generally, in the case of producing a color photograph, a silver halide color photographic light-sensitive material is exposed to light and then subjected to color development processing. Amine color developing agents and dye-forming couplers react to form dyes to form color images, but in such photographic methods a subtractive color reproduction method is used, whereby yellow, magenta and cyan are used. An image of each color is formed.

Conventionally, as a photographic coupler used for forming the above yellow color image, there is, for example, an acylacetanilide type coupler, and as a magenta color image forming coupler, for example, pyrazolone, pyrazolobenzimidazole, Pyrazolotriazole or indazolone couplers are known, and as a coupler for forming a cyan image, for example, a phenol or naphthol coupler is generally used,
It is desired that the dye image obtained from these couplers does not deteriorate even when exposed to light for a long time or stored at high temperature and high humidity.

However, the above-mentioned phenol-based couplers and naphthol-based couplers, which have been studied and put into practical use as couplers for forming cyan dyes, have the spectral absorption characteristics of the formed cyan dye image,
It is still insufficient in terms of heat resistance and moisture resistance, and therefore various proposals have been made in the past, including the selection and search of substituents in couplers, with the aim of improving this. No coupler has been found that satisfies all requirements.

Therefore, in order to improve the above-mentioned drawbacks, pyrazolo [1,5-a] -pyrimidin-7-one, pyrazolo [1,5-a] -pyrimidin-5-one, pyrazolo [1,5] have been heretofore used. -a]-
Quinazolin-7-one, pyrazolo [1,5-a] -quinazoline-5
New cyan couplers such as -one and pyrazolo [1,5-a] -triazin-7-one have been proposed.

These are disclosed, for example, in JP-A-64-46752 and 64-6452.
-46753, JP-A 1-183658, 2-166446 and 2-19
No. 0850. All of the compounds described in these patents are superior to the phenol-based and naphthol-based cyan couplers in terms of spectral absorption characteristics and heat resistance, moisture resistance, and light resistance, but show little improvement in terms of color developability.
Therefore, as a result of earnest studies in view of such a situation, the present inventors found out to find a cyan coupler exhibiting excellent spectral absorption characteristics, heat resistance, humidity resistance, and light resistance, and exhibiting high color development. It was

[0007]

SUMMARY OF THE INVENTION Therefore, an object of the present invention is to provide a silver halide color photographic light-sensitive material having high color developability and excellent spectral absorption characteristics of dye images and heat resistance, humidity resistance and light resistance. Especially.

[0008]

The above objects of the present invention are achieved by the following silver halide color photographic light-sensitive materials.

(1) A silver halide color photographic light-sensitive material containing the compound represented by the general formula [I] "Chemical formula 1".

(2) The compound represented by the general formula [I] is
The above general formulas [Ia], [Ib], [Ic], [I
-D] and [Ie] are compounds represented by "Chemical Formula 2", and the silver halide color photographic light-sensitive material according to the item (1) is characterized.

(3) The compound represented by the general formula [I] is
The halogenated compound according to item (1), which is a compound represented by the general formulas [If], [Ig], [Ih] and [Ii] "Chemical Formula 3". Silver color photographic light-sensitive material.

(4) A silver halide color photographic light-sensitive material containing the compound represented by the general formula [II] "Chemical formula 4".

(5) The compound represented by the general formula [II] is
The above general formulas [II-a], [II-b], [II-c], [II
-D] and [II-e] "Chemical formula 5"
A silver halide color photographic light-sensitive material according to the item (4).

(6) A silver halide color photographic light-sensitive material containing the compound represented by the general formula [III] "Chemical formula 6".

(7) The compound represented by the general formula [III] is a compound represented by the general formula [III-a], [III-b], [III-].
c], [III-d] and [III-e] "Chemical formula 7", wherein the silver halide color photographic light-sensitive material according to the item (6) is used.

The present invention will be described in more detail below.

In the general formula [I], R ₁ represents a hydrogen atom or a substituent, and the substituent represented by R ₁ is not particularly limited, but typically, alkyl, aryl, anilino,
Examples include groups such as acylamino, sulfonamide, alkylthio, arylthio, alkenyl, and cycloalkyl. In addition to these, a halogen atom and cycloalkenyl,
Alkynyl, heterocycle, sulfonyl, sulfinyl, phosphonyl, acyl, carbamoyl, sulfamoyl, cyano, alkoxy, aryloxy, heterocycleoxy, siloxy, acyloxy, sulfonyloxy, carbamoyloxy, amino, alkylamino, imide, ureido,
Sulfamoylamino, alkoxycarbonylamino,
Aryloxycarbonylamino, alkoxycarbonyl, aryloxycarbonyl, heterocyclic thio, thioureido, carboxy, hydroxy, mercapto, nitro,
Each group such as sulfo, a spiro compound residue, a bridged hydrocarbon compound residue and the like are also included.

Hereinafter, in each of the groups represented by R ₁ , the alkyl group preferably has 1 to 32 carbon atoms, and may be linear or branched. A phenyl group is preferred as the aryl group.

Examples of the acylamino group include an alkylcarbonylamino group and an arylcarbonylamino group.

Examples of the sulfonamide group include an alkylsulfonylamino group and an arylsulfonylamino group.

Examples of the alkyl component and aryl component in the alkylthio group and arylthio group include the alkyl group and aryl group represented by R ₁ above. The alkenyl group preferably has 2 to 32 carbon atoms, and the cycloalkyl group preferably has 3 to 12 carbon atoms, particularly 5 to 7 carbon atoms, and the alkenyl group may be linear or branched.

The cycloalkenyl group has 3 to 10 carbon atoms.
12, especially 5 to 7, are preferred. Alkylsulfonyl group, arylsulfonyl group, etc. as sulfonyl group; alkylsulfinyl group, arylsulfinyl group, etc. as sulfinyl group; alkylphosphonyl group, alkoxyphosphonyl group, aryloxyphosphonyl group, arylphosphonyl group as phosphonyl group Etc .; Acyl groups are alkylcarbonyl groups, arylcarbonyl groups, etc .; Carbamoyl groups are alkylcarbamoyl groups, arylcarbamoyl groups, etc .; Sulfamoyl groups are alkylsulfamoyl groups, arylsulfamoyl groups, etc .; Acyloxy groups are alkyl A carbonyloxy group, an arylcarbonyloxy group, etc .; a sulfonyloxy group, an alkylsulfonyloxy group, an arylsulfonyloxy group, etc .; a carbamoyloxy group, an alkylcarbonyl group, etc. Vamoyloxy group, arylcarbamoyloxy group, etc .; Ureido group is alkylureido group, arylureido group, etc .; Sulfamoylamino group is alkylsulfamoylamino group, arylsulfamoylamino group, etc .; Heterocyclic group is 5 ~
A 7-membered one is preferable, and specifically, 2-furyl group, 2-thienyl group, 2-pyrimidinyl group, 2-benzothiazolyl group, 1-
Pyrrolyl group, 1-tetrazolyl group, etc .; The heterocyclic oxy group is preferably one having a 5- to 7-membered heterocycle, for example
3,4,5,6-tetrahydropyranyl-2-oxy group, 1-phenyltetrazole-5-oxy group and the like; as the heterocyclic thio group,
A 5- to 7-membered heterocyclic thio group is preferable, for example, 2-pyridylthio group, 2-benzothiazolylthio group, 2,4-diphenoxy group.
-1,3,5-triazole-6-thio group etc .; trimethylsiloxy group, triethylsiloxy group, dimethylbutylsiloxy group etc. as siloxy group; succinimide group, 3-heptadecylsuccinimide group as imide group , Phthalimide group, glutarimide group, etc .; spiro [3,3] heptan-1-yl, etc. as spiro compound residue; bicyclo [2,2,1] heptane-1-yl, etc. as bridged hydrocarbon compound residue , tricyclo [3,3,1,1 ^{3 7]} decan-1-yl, 7,7-dimethyl - bicyclo [2,2,1] heptane-1-yl, and the like.

The above groups may further have a substituent such as a long chain hydrocarbon group or a diffusion resistant group such as a polymer residue.

In the general formula [I], R ₂ represents an alkyl group, an aryl group or a heterocyclic group.

In the general formula [I], examples of the alkyl group represented by R ₂ include a methyl group, an ethyl group, an isopropyl group, a t-butyl group, a dodecyl group, and a cyclohexyl group. The aryl group represented by R ₂ includes, for example, a phenyl group. Examples of the heterocyclic group represented by R ₂ include a 2-furyl group and a 2-pyrimidinyl group.

These alkyl group, aryl group and heterocyclic group may further have a substituent, and examples of the substituent include alkyl, aryl, anilino, acylamino, sulfonamide, alkylthio, arylthio, alkenyl and cycloalkyl. , Halogen atom, cycloalkenyl, alkynyl, heterocycle, sulfonyl, sulfinyl, phosphonyl, acyl, carbamoyl, sulfamoyl, cyano, alkoxy, sulfonyloxy, aryloxy, heterocycleoxy, siloxy, acyloxy, carbamoyloxy, amino, alkylamino, Imide, ureido, sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino, alkoxycarbonyl, aryloxycarbonyl, heterocyclic thio,
Examples thereof include thioureido, carboxyl, hydroxyl, mercapto, nitro and sulfonic acid groups.

In the general formula [I], R ₂ is preferably an alkyl group or a heterocyclic group, more preferably an alkyl group.

In the general formula [I], Z represents a nonmetallic atom group necessary for forming a hetero 6-membered ring. The 6-membered heterocyclic ring may have a substituent, if necessary, and may have a condensed ring.

The hetero atom contained in the hetero 6-member is preferably a nitrogen atom, a sulfur atom or an oxygen atom, and the compound represented by the above general formula [I] can be represented by the following general formula [I
-A] to [I-i].

[0030]

[Chemical 8]

[0031]

[Chemical 9]

In the general formulas [Ia] to [Ie], R
₁ and R ₂ is Te R ₁ and R ₂ as defined in the general formula [I], R
₃ , R ₄ , R ₅ , R ₆ , R ₇ , R ₈ and R ₉ represent a hydrogen atom or a substituent, and n and m are integers of 1 to 4.

Among the compounds represented by the general formulas [Ia] to [Ie], particularly preferred compounds are those represented by the general formula [I
-A] to [Id].

In the general formulas [Ia] to [Ie],
_{R 3, R 4, R 5} , R 6, R 7, R 8 and R ₉ represents a hydrogen atom or a _{substituent, R 2, R 3, R} 4, R 5, R 6, R 7, R 8
The substituent represented by R ₉ and R ₉ is not particularly limited, and the same substituents as R ₁ can be typically mentioned.

In the general formulas [I-g] to [I-i], R
₁ has the same meaning as R ₁ in the general formula _{[I], R 3, R} 4,
R < ₅ >, R < ₆ >, R < ₇ > and R < ₈ >, n, m are each represented by the general formula [Ia].
R _3, R ₄ in _{[I-d], R 5} , R 6, R 7 and R _8,
It is synonymous with n and m.

Examples of the alkyl group represented by R ₁₀ include groups such as methyl, ethyl, isopropyl, t-butyl, dodecyl and cyclohexyl.

Examples of the heterocyclic group represented by R ₁₀ include
Examples thereof include 2-furyl and 2-pyrimidinyl groups. These alkyl groups and heterocyclic groups have the same structure as R ₂ in the general formula [I].
The alkyl group, aryl group and heterocyclic group represented by can be further substituted.

Specific examples of the compound represented by the general formula [I] are shown below, but the invention is not limited thereto.

[0039]

[Chemical 10]

[0040]

[Chemical 11]

[0041]

[Chemical 12]

[0042]

[Chemical 13]

[0043]

[Chemical 14]

[0044]

[Chemical 15]

[0045]

[Chemical 16]

[0046]

[Chemical 17]

[0047]

[Chemical 18]

[0048]

[Chemical 19]

Next, synthetic examples of the compound represented by the general formula [I] are shown.

Synthesis Example (1) Synthesis Route of Exemplified Compound I-1

[0051]

[Chemical 20]

3 g (23.6 mmol) of (1a) and 6.03 g (2
3.6 mmol) of (1b) is heated to reflux in 25 ml of acetic acid for 3 hours. After completion of the reaction, ethyl acetate is added and sodium carbonate water is added to neutralize the mixture, and the organic layer is extracted. Then, the solvent is distilled off, and the residue is purified by column chromatography. Then, recrystallization is further performed using acetone to obtain 4.88 g (yield 62%) of the target Exemplified compound (I-1).

The structure was confirmed by ¹ H-NMR, IR and MASS spectra.

Synthesis Example (2) Synthesis Route of Exemplified Compound I-31

[0055]

[Chemical 21]

4.73 g (10 mmol) of (31a) (JP-A-1-
It was synthesized according to the synthesis method described in the specification of 206339. ) To N,
It is dissolved in 25 ml of N-dimethylacetamide, 5.20 g (40 mmol) of (31b) is added, and the mixture is reacted under heating under reflux for 4 hours.
After completion of the reaction, ethyl acetate is added and the mixture is washed with a 1% aqueous sodium hydroxide solution, the organic layer is extracted, and the solvent is evaporated under reduced pressure.
Then, the product is purified by column chromatography and further recrystallized from ethanol to obtain 2.51 g (yield 46%) of the desired exemplary compound (I-31).

The structure is ¹ H-NMR, IR, MAS
Confirmed by S spectrum.

Next, the compound represented by the general formula [II] will be described.

In the general formula [II], R ₁₁ and R ₁₂ are a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group or-(J).
represents n ₁ -OH.

Here, J represents a divalent linking group,
n ₁ represents an integer of 0 or 1.

Examples of the alkyl group, aryl group and heterocyclic group represented by R ₁₁ and R ₁₂ in the general formula [II] include the alkyl group represented by R ₂ in the description of the general formula [I]. The groups mentioned as examples of the group, the aryl group and the heterocyclic group can be mentioned.

In the general formula [II], the divalent linking group represented by J includes alkyl, aryl, anilino, acylamino, sulfonamide, alkylthio, arylthio, alkenyl, cycloalkyl, cycloalkenyl, alkynyl and heterocycle. , Sulfonyl, sulfinyl,
Phosphonyl, acyl, carbamoyl, sulfamoyl,
Alkoxy, aryloxy, heterocyclic oxy, acyloxy, carbamoyloxy, amino, alkylamino,
Imide, ureido, sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino,
It represents a divalent group derived from an alkoxycarbonyl group, an aryloxycarbonyl group, or a heterocyclic thio group, and a divalent group that can be formed by combining these divalent groups, preferably an alkyl group or an aryl group. A divalent group derived from each group, and particularly preferably a divalent group derived from an alkyl group.

In the general formula [II], R ₁₁ and R ₁₂ are preferably hydrogen atom, alkyl group, aryl group and-.
(J) n ₁ —OH.

In the general formula [II], n ₁ is 0 or an integer of 1, preferably 1.

In the general formula [II], the group capable of splitting off by the reaction with the oxidation product of the color developing agent represented by X is, for example, a halogen atom (chlorine atom, bromine atom, fluorine atom, etc.).
And alkoxy, aryloxy, heterocyclic oxy, acyloxy, sulfonyloxy, alkoxycarbonyloxy, aryloxycarbonyl, alkyl oxalyloxy, alkoxy oxalyloxy, alkylthio,
Examples thereof include arylthio, heterocyclic thio, alkyloxythiocarbonylthio, acylamino, sulfonamide, nitrogen-containing heterocycle bonded by N atom, alkyloxycarbonylamino, aryloxycarbonylamino, and carboxyl groups.

In the general formula [II], Z represents a nonmetallic atom group necessary for forming a hetero 6-membered ring. The 6-membered heterocyclic ring may have a substituent, if necessary, and may have a condensed ring.

The hetero atom contained in the hetero 6-membered ring is preferably a nitrogen atom, a sulfur atom or an oxygen atom, and the compound represented by the general formula [II] can be represented by, for example, the following general formula [II
-A] to [II-e].

[0068]

[Chemical formula 22]

In the formula, R ₁₁ , R ₁₂ , J, X and n ₁₁ have the same meanings as R ₁ , R ₂ , J, X and n _{1 in} the general formula [II],
R <_13> , R <_14> , R <_15> , R <_16> , R <_17> , R <_18> and R < ₁₉ > each represent a hydrogen atom or a substituent, and m < ₁₁ > and l each represent an integer of 1 to 4.

In the general formulas [II-a] to [II-e],
_{R 13, R 14, R 15} , R 16, R 17, R 18 and R ₁₉ represents a hydrogen atom or a _{substituent, R 13, R 14, R} 15, R 16,
The substituent represented by R ₁₇ , R ₁₈ and R ₁₉ is not particularly limited, and examples thereof include the groups exemplified as the typical substituents represented by R ₁ in the general formula [I].

Specific examples of the compound represented by the general formula [II] are shown below, but the invention is not limited thereto.

[0072]

[Chemical formula 23]

[0073]

[Chemical formula 24]

[0074]

[Chemical 25]

[0075]

[Chemical formula 26]

[0076]

[Chemical 27]

[0077]

[Chemical 28]

[0078]

[Chemical 29]

[0079]

[Chemical 30]

[0080]

[Chemical 31]

Next, synthetic examples of the compound represented by the general formula [II] are shown.

Synthetic Route of Exemplified Compound II-7

[0083]

[Chemical 32]

(I) Synthesis of Intermediate (7b) 13.2 g (0.1 mol) of (7a) (synthesized by the method described in US Pat. No. 5,118,599) was dissolved in 700 ml of chloroform and the mixture was dissolved at −10 to −15 ° C. It was stirred. Bromine (16.0 g, 0.1 mol) was added dropwise thereto over 1 hour, and after completion of the addition, the mixture was stirred at room temperature for 2 hours. After the reaction was completed, 50 ml of water was added to the reaction solution and the aqueous layer was separated. Next, 100 ml of ethyl acetate was added to the aqueous layer for extraction, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography to give 13.3 g of intermediate (7b) (yield 63
%)Obtained.

(Ii) Synthesis of Intermediate (7c) 21.1 g (0.1 mol) of Intermediate (7b) is dissolved in 200 ml of ethanol, 6.5 g (0.1 mol) of potassium cyanide is added, and the mixture is heated under reflux for 3 hours.

After completion of the reaction, water and ethyl acetate were added, the organic layer was separated, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography to obtain 12.6 g (yield 80%) of intermediate (7c).

(Iii) Synthesis of intermediate (7d) 15.7 g (0.1 mol) of intermediate (7c) and 5.51 g (0.11 mol) of hydrazine hydrate were heated under reflux in 16 ml of ethanol to give 3
React for hours. After the reaction is completed, the precipitated crystals are filtered,
12.7 g (yield 74%) of intermediate (7d) was obtained.

(Iv) Synthesis of Exemplified Compound II-7 17.1 g (0.1 mol) of intermediate (7d) and 25.6 g (0.1 mol)
(7e) is reacted in acetic acid for 3 hours. After completion of the reaction, ethyl acetate and water are added to neutralize and the organic layer is extracted. Then, the solvent is distilled off under reduced pressure, and the residue is purified by column chromatography. When recrystallized with ethanol,
25.7 g (yield 68%) of the target Exemplified Compound II-7 is obtained.

The structure is ¹ H-NMR, IR, MAS.
Confirmed by S spectrum.

Next, the compound represented by the general formula [III] will be described.

In the general formula [III], R ₂₁ , R ₂₂ , R
₂₃ , R ₂₄ , R ₂₅ , R ₂₆ and R ₂₇ represent a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group.

In the general formula [III], R ₂₁ , R ₂₂ , R
An alkyl group represented by ₂₃ , R ₂₄ , R ₂₅ , R ₂₆ and R ₂₇ ,
Examples of the aryl group and the heterocyclic group include those represented by the above general formula [I].
Examples of the alkyl group, aryl group and heterocyclic group represented by R ₂ in the description of 1.

In the general formula [III], R ₂₁ and R ₂₂ , R
₂₄ and R ₂₅ , and R ₂₆ and R ₂₇ may combine with each other to form a ring.

In the general formula [III], examples of the group capable of leaving by the reaction with the oxidized product of the color developing agent represented by X ₁ include the color developing represented by X in the description of the general formula [II]. Each group mentioned as an example of the group which can be dissociated by the reaction with the oxidized form of the main drug is mentioned.

In the general formula [III], Z represents a nonmetallic atom group necessary for forming a hetero 6-membered ring. Also the complex 6
The member ring may have a substituent if necessary and may have a condensed ring.

The hetero atom contained in the hetero 6-membered ring is preferably a nitrogen atom, a sulfur atom or an oxygen atom, and the compound represented by the general formula [III] can be represented by, for example, the following general formula [I
It is represented by II-a] to [III-e].

[0097]

[Chemical 33]

In the formula, R ₂₁ , R ₂₂ , R ₂₃ , R ₂₄ , R ₂₅ , R
₂₆ , R ₂₇ and X ₁ are R ₂₁ , R ₂₂ of the general formula [III],
Synonymous with R ₂₃ , R ₂₄ , R ₂₅ , R ₂₆ , R ₂₇ and X ₁ ,
_{R 28, R 29, R 30} , R 31, R 32, R 33 and R ₃₄ represents a hydrogen atom or a substituent, n ₂₁ and m ₂₁ represents an integer of 1-4.

In the general formulas [III-a] to [III-e], R ₂₈ , R ₂₉ , R ₃₀ , R ₃₁ , R ₃₂ , R ₃₃ and R ₃₄ represent a hydrogen atom or a substituent, and R ₂₈ , R ₂₉ , R ₃₀ , R ₃₁ , R
_The substituents represented by ₃₂ , R ₃₃ and R ₃₄ are not particularly limited, and examples thereof include the groups exemplified as the typical substituents represented by R ₁ in the general formula [I].

Specific examples of the compound represented by the general formula [III] are shown below, but the invention is not limited thereto.

[0101]

[Chemical 34]

[0102]

[Chemical 35]

[0103]

[Chemical 36]

[0104]

[Chemical 37]

[0105]

[Chemical 38]

[0106]

[Chemical Formula 39]

[0107]

[Chemical 40]

[0108]

[Chemical 41]

[0109]

[Chemical 42]

Hereinafter, synthetic examples of the compound represented by the general formula [III] will be shown.

Synthetic Route of Exemplified Compound III-21

[0112]

[Chemical 43]

32.8 g (0.1 mol) of (21a) (US Pat. No. 5,1
It was synthesized by the method described in No. 18,599. ) And 15.1 g (0.1 mol)
(21b) is reacted in xylene at 150 ° C. for 7 hours while distilling off the produced ethanol and water. After the reaction,
The formed crystals are filtered and recrystallized with ethanol to obtain 29.2 g (yield 71%) of the target Exemplified Compound III-21.

The structure is ¹ H-NMR, IR, MAS.
Confirmed by S spectrum.

The coupler of the present invention can be used usually in the range of 1 × 10 ^-3 mol to 1 mol, preferably 1 × 10 ^-2 mol to 8 × 10 ^-1 mol per mol of silver halide.

The coupler of the present invention can be used in combination with other types of cyan couplers. The methods and techniques used in conventional dye-forming couplers are likewise applied to the couplers of this invention.

The coupler of the present invention can be used as a material for forming a color photograph by any coloring method, and specific examples thereof include an external coloring method and an internal coloring method. When used as an external color-developing method, the coupler of the present invention can be dissolved in an aqueous alkali solution or an organic solvent (eg alcohol) and added to the developing solution for use.

When the coupler of the present invention is used as a color photographic material by the internal color forming method, the coupler of the present invention is used by being incorporated in a photographic light-sensitive material.

Typically, a method in which the coupler of the present invention is blended with a silver halide emulsion and the emulsion is coated on a support to form a color light-sensitive material is preferably used.

The coupler of the present invention is used in color photographic light-sensitive materials such as color negative and positive films and color photographic paper.

The light-sensitive material using the coupler of the present invention, such as this color photographic paper, may be either monochromatic or polychromatic. In the multi-color light-sensitive material, the coupler of the present invention may be contained in any layer, but it is usually contained in the green light-sensitive silver halide emulsion layer and / or the red light-sensitive silver halide. The multicolor light-sensitive material has a dye image-forming constituent unit having photosensitivity in each of the three primary color regions of the spectrum. Each building block can consist of a single layer or multiple emulsion layers sensitive to certain regions of the spectrum. The constituent layers of the light-sensitive material, including the layers of the image-forming constituent units, can be arranged in various orders as known in the art.

A typical multicolor light-sensitive material contains at least one cyan dye image-forming structural unit consisting of at least one red light-sensitive silver halide emulsion layer containing at least one cyan coupler, and at least one magenta coupler. A magenta dye image-forming structural unit consisting of one green-sensitive silver halide emulsion layer, (at least one of the cyan couplers being a coupler of the invention), and at least one blue-sensitive halogen containing at least one yellow coupler. A yellow dye image-forming constituent unit comprising a silver halide emulsion layer is supported on a support.

The light-sensitive material can have additional layers such as a filter layer, an intermediate layer, a protective layer, an undercoat layer and the like.

In order to incorporate the coupler of the present invention into an emulsion, a conventionally known method may be used. For example, tricresyl phosphate, a high boiling point organic solvent having a boiling point of 175 ° C. or higher such as dibutyl phthalate or a low boiling point solvent such as butyl acetate or butyl propionate, alone or as necessary in a mixed solution thereof, the coupler of the present invention. Is dissolved alone or in combination, then mixed with an aqueous gelatin solution containing a surfactant, then emulsified with a high-speed rotating mixer or colloid mill, and then added to silver halide to be used in the present invention. Emulsions can be prepared.

The silver halide composition preferably used in the light-sensitive material using the coupler of the present invention is silver chloride, silver chlorobromide or silver chloroiodobromide. Further, it may be a combination mixture such as a mixture of silver chloride and silver bromide. That is, when the silver halide emulsion is used for color photographic paper, particularly fast developing property is required. Therefore, it is preferable that the halogen composition of the silver halide contains a chlorine atom, and at least 1% of silver chloride is contained. Particularly preferred is silver chloride, silver chlorobromide or silver chloroiodobromide.

The silver halide emulsion is chemically sensitized by a conventional method. Further, it can be optically sensitized to a desired wavelength range.

The silver halide emulsion contains an antifoggant or stabilizer in the photographic industry for the purpose of preventing fog during the production process of a light-sensitive material, storage, or photographic processing, and / or keeping the photographic performance stable. Compounds known as can be added.

The color light-sensitive material using the coupler of the present invention includes a color fog-preventing agent, a dye image stabilizer, an anti-UV agent, an antistatic agent, a matting agent, which are usually used in light-sensitive materials.
A surfactant or the like can be used.

Regarding these, for example, Research Disclosure, Vol. 176, 22-31.
The description on page (December 1978) can be referred to.

The color photographic light-sensitive material using the coupler of the present invention can form an image by performing color development processing known in the art.

The color photographic light-sensitive material using the coupler according to the present invention may contain a color-developing agent as the color-developing agent itself or as a precursor thereof in the hydrophilic colloid layer and may be processed with an alkaline activating bath. it can.

The color photographic light-sensitive material using the coupler of the present invention is subjected to bleaching treatment and fixing treatment after color development.
The bleaching process may be performed simultaneously with the fixing process.

After the fixing process, a washing process is usually performed. Further, a stabilizing treatment may be performed as an alternative to the water washing treatment, or both may be used in combination.

[0134]

EXAMPLES The present invention will now be specifically described with reference to examples, but the present invention is not limited thereto.

Example 1 A red light-sensitive color light-sensitive material sample 1 was prepared by sequentially coating the following layers from the support side on a paper support laminated on both sides with polyethylene. In addition, the addition amount of a compound is per 1 m ² unless otherwise specified (silver halide is a silver conversion value).

First Layer: Emulsion Layer 1.2 g of gelatin, 0.30 of red-sensitive silver chlorobromide emulsion (containing 96 mol% of silver chloride) and comparative cisyan coupler a 9.1 × 10 ^-4 mol dissolved in 1.35 g of dioctyl phosphate. Red-sensitive emulsion layer.

Second layer: protective layer A protective layer containing 0.50 g of gelatin. As a hardening agent, 2,4-dichloro-6-hydroxy-s-triazine sodium salt was added so that the amount was 0.017 g per 1 g of gelatin.

Next, Samples 2 to 20 were prepared in exactly the same manner except that in Comparative Example 1, the comparative coupler a was replaced with the coupler shown in Table 1 (the addition amount was the same molar amount as the comparative coupler a).

The samples 1 to 20 obtained above were each subjected to wedge exposure according to a conventional method, and then developed in the next step.

(Development processing step) Color development 38 ° C. 3 minutes 30 seconds Bleach fixing 38 ° C. 1 minute 30 seconds Stabilization treatment / or water washing treatment 25 ° C.-30 ° C. 3 minutes Drying 75-80 ° C. 2 minutes In each processing step The composition of the treatment liquid used is as follows.

(Color developer) Benzyl alcohol 15.0 ml Ethylene glycol 15.0 ml Potassium sulfite 2.0 g Potassium bromide 0.7 g Sodium chloride 0.2 g Potassium carbonate 30.0 g Hydroxylamine sulfate 3.0 g Polyphosphoric acid (TPPS) 2.5 g 3-Methyl- 4-Amino-N-ethyl-N- (β-methanesulfonamidoethyl) aniline sulfate 5.5g Optical brightener (4,4'-diaminostilbenedisulfonic acid derivative) 1.0g Potassium hydroxide 2.0g Add water Adjust the total volume to 1 liter and the pH to 10.20. (Bleach fixer) Ethylenediaminetetraacetic acid ferric ammonium dihydrate 60.0g Ethylenediaminetetraacetic acid 3.0g Ammonium thiosulfate (70% aqueous solution) 100.0ml Ammonium sulfite (40% aqueous solution) 27.5ml pH 7.1 with potassium carbonate or glacial acetic acid And add water to bring the total volume to 1 liter.

(Stabilizing Solution) 5-Chloro-2-methyl-4-isothiazolin-3-one 1.0 g Ethylene glycol 10.0 g Water is added to make 1 liter.

With respect to the samples 1 to 21 treated as described above, the concentration was measured using a densitometer (KD-7 type manufactured by Konica Corporation), and the maximum concentration Dmax was obtained. Further, each of the treated samples was left in a high temperature / high humidity (60 ° C., 80% RH) atmosphere for 14 days to examine the heat resistance and humidity resistance of the dye image.

In addition, each sample was measured with a xenon fade meter.
After irradiation for 10 days, the concentration was measured and the light resistance was examined. The results are shown in Table 1. However, the heat resistance, humidity resistance and light resistance of the dye image are expressed as the percentage of dye residue after the heat / moisture resistance and light resistance test for the initial density of 1.0.

Further, the color reproducibility of the obtained sample was visually evaluated on a scale of 5 (1 (poor) to 5 (excellent)).

The results are also shown in Table 1.

[0147]

[Table 1]

[0148]

[Chemical 44]

As is clear from the results shown in Table 1, the samples using the couplers of the present invention exhibit higher color development and excellent color reproducibility than the samples using the comparative couplers a and b. It can be seen that the residual ratio of the dye is high, the heat resistance, the humidity resistance and the light resistance are excellent, and it is robust.

Example 2 Each layer having the constitution shown in Tables 2 and 3 was coated with titanium oxide on a support obtained by laminating polyethylene on one side of a paper support and polyethylene containing titanium oxide on the other side. It was coated on the side of the polyethylene layer to be contained to prepare a sample 1 of a multilayer silver halide color photographic light-sensitive material. The coating liquid was prepared as follows.

First Layer Coating Solution Yellow coupler (YC-1) 26.7 g, dye image stabilizer (ST-1) 10.0 g, dye image stabilizer (ST-2)
6.67 g, stain inhibitor (HQ-1) 0.67 g, anti-irradiation dye (AI-3), high boiling organic solvent (DN
60 ml of ethyl acetate was added to 6.67 g of P) and dissolved, and this solution was
10% containing 7 ml of 20% surfactant (Su-1) aqueous solution
220 ml of an aqueous gelatin solution was emulsified and dispersed using an ultrasonic homogenizer to prepare a yellow coupler dispersion. This dispersion was mixed with a blue-sensitive silver halide emulsion (Em-B) (containing 8.68 g of silver) prepared under the following conditions to prepare a coating solution for the first layer.

The second to seventh layer coating solutions were prepared in the same manner as the first layer coating solution using the additives shown in Tables 2 and 3.

Further, as a hardening agent, (H-1) was added to the second and fourth layers, and (H-2) was added to the seventh layer. Surfactants (Su-1) and (Su-2) were added as coating aids to adjust the surface tension. The addition amount in the silver halide photographic light-sensitive material is the number of grams per 1 m ² unless otherwise specified.

Tables 2 and 3 show the compositions of the coating solutions for the first to seventh layers.

[0155]

[Table 2]

[0156]

[Table 3]

The compounds used in the coating solutions for the first to seventh layers are shown below.

[0158]

[Chemical formula 45]

[0159]

[Chemical formula 46]

[0160]

[Chemical 47]

[0161]

[Chemical 48]

[0162]

[Chemical 49]

(Preparation Method of Blue-Sensitive Silver Halide Emulsion) 40
The following (solution A) and (solution B) were simultaneously added over 30 minutes in 1 liter of a 2% gelatin aqueous solution kept at ℃, while controlling pH = 6.5 and pH = 3.0. (D liquid) was simultaneously added over 180 minutes while controlling the pH to 7.3 and the pH to 5.5. At this time, the pH was controlled by using an aqueous solution of sulfuric acid or sodium hydroxide.

(Solution A) Sodium chloride 3.42 g Potassium bromide 0.03 g Water was added to make up to 200 ml (Solution B) Nitrate 10 g Water was added to make up to 200 ml (Solution C) Sodium chloride 102.7 g Potassium bromide 1.0 g Water was added to finish to 600 ml (D-solution) Silver nitrate 300 g Water was added to finish to 600 ml After the addition was completed, desalting was performed using a 5% aqueous solution of Demol N manufactured by Kao Atlas and a 20% aqueous solution of magnesium sulfate. After that, a monodisperse cubic emulsion E having an average grain size of 0.85 μm and a coefficient of variation of 0.07 and a silver chloride content of 99.5 mol% was mixed with an aqueous gelatin solution.
MP-1 was obtained.

The above emulsion EMP-1 was optimally chemically sensitized with the following compounds at 50 ° C. to obtain a blue-sensitive silver halide emulsion (Em-B).

Sodium thiosulfate 0.8 mg / mol AgX chloroauric acid 0.5 mg / mol AgX stabilizer STAB-1 6 × 10 ⁻⁴ mol / mol AgX sensitizing dye BS-1 4 × 10 ⁻⁴ mol / mol AgX sensitization Dye BS-2 1 × 10 ^-4 mol / mol AgX (preparation method of green-sensitive silver halide emulsion) (solution A) and (B
(Liquid) and the addition time of (C liquid) and (D liquid) are changed in the same manner as EMP-1, except that the average particle size is 0.43 μm.
A monodisperse cubic emulsion EMP-2 having m, a coefficient of variation of 0.08 and a silver chloride content of 99.5 mol% was obtained.

For EMP-2, the following compounds were used at 55 ° C.
Was optimally chemically sensitized to obtain a green-sensitive silver halide emulsion (Em-G).

Sodium thiosulfate 1.5 mg / mol AgX Chloroauric acid 1.0 mg / mol AgX Stabilizer STAB-1 6 × 10 ⁻⁴ mol / mol AgX Sensitizing dye GS-1 4 × 10 ⁻⁴ mol / mol AgX (red Method for preparing sensitive silver halide emulsion) (solution A) and (B)
The average particle size is 0.50 μm in the same manner as EMP-1 except that the addition time of (solution) and the addition time of (solution C) and (solution D) are changed.
A monodisperse cubic emulsion EMP-3 having m, a coefficient of variation of 0.08 and a silver chloride content of 99.5 mol% was obtained.

The above-mentioned EMP-3 was chemically ripened at 60 ° C. for 90 minutes using the following compound to obtain a red-sensitive silver halide emulsion (Em-R).

Sodium thiosulfate 1.8 mg / mol AgX Chloroauric acid 2.0 mg / mol AgX Stabilizer STAB-1 6 × 10 ⁻⁴ mol / mol AgX Sensitizing dye RS-1 1 × 10 ⁻⁴ mol / mol AgX

[0171]

[Chemical 50]

Next, the cyan coupler (C-
1) and (C-2) are shown in Table 4 [the addition amount is (C
-1) and (C-2) were added in the same molar amount as the combined addition amount], and Samples 2 to 26 were produced in exactly the same manner as in Sample 1.

Samples 1 to 26 obtained above were subjected to wedge exposure with red light, respectively, and developed in the next step.

Processing process Processing temperature Time Color development 35.0 ± 0.3 ° C. 45 seconds Bleach fixing 35.0 ± 0.5 ° C. 45 seconds Stabilization 30 to 34 ° C. 90 seconds Dry 60 to 80 ° C. 60 seconds Color developer Pure water 800 ml Triethanolamine 10 g N, N-Diethylhydroxylamine 5g Potassium bromide 0.02g Potassium chloride 2g Potassium sulfite 0.3g 1-Hydroxyethylidene-1,1-diphosphonic acid 1.0g Ethylenediaminetetraacetic acid 1.0g Catechol-3,5-disulfonic acid disodium salt 1.0 g Diethylene glycol 10g N-Ethyl-N-β-methanesulfonamidoethyl-3-methyl-4-aminoaniline sulfate 4.5g Optical brightener (4,4'-diaminostilbene sulfonic acid derivative) 1.0g Potassium carbonate 27g Water Is added to bring the total volume to 1 liter, and the pH is adjusted to 10.00.

Bleach-fixing solution Ethylenediaminetetraacetic acid ammonium ferric dihydrate 60 g Ethylenediaminetetraacetic acid 3 g Ammonium thiosulfate (70% aqueous solution) 100 ml Ammonium sulfite (30% aqueous solution) 27.5 ml Add water to bring the total volume to 1 liter, and add potassium carbonate. Alternatively, adjust the pH to 5.7 with glacial acetic acid.

Stabilizing solution 5-chloro-2-methyl-4-isothiazolin-3-one 0.2 g 1,2-benzisothiazolin-3-one 0.3 g ethylene glycol 1.0 g 1-hydroxyethylidene-1,1-diphosphonic acid 2.0g Sodium-o-phenylphenolate 1.0g Ethylenediaminetetraacetic acid 1.0g Ammonium hydroxide (20% aqueous solution) 3.0g Optical brightener (4,4'-diaminostilbene sulfonic acid derivative) 1.5g Adjust to 1 liter and adjust the pH to 7.0 with sulfuric acid or potassium hydroxide.

For Samples 1 to 26 treated as described above, a densitometer (KD-7 manufactured by Konica Corporation) was used in the same manner as in Example 1.
The density was measured using a mold to determine the maximum density Dmax. Furthermore, the treated sample is processed under high temperature and high humidity (60 ℃, 80% R
H) The sample was left in an atmosphere for 14 days, and the heat resistance and humidity resistance of the dye image were examined.

In addition, each sample was measured with a xenon fade meter.
After irradiation for 10 days, the concentration was measured and the light resistance was examined. The results are shown in Table 4. However, the heat resistance, humidity resistance and light resistance of the dye image are expressed as the percentage of dye residue after the heat / moisture resistance and light resistance test for the initial density of 1.0.

Further, the color reproducibility of the obtained sample was visually evaluated on a scale of 5 [1 (poor) to 5 (excellent)].

The results are also shown in Table 4.

[0181]

[Table 4]

[0182]

[Chemical 51]

From Table 4, the samples using the couplers of the present invention are more excellent in color reproducibility than the samples using the comparative couplers (C-1) and (C-2), and each has a high dye residual ratio. It can be seen that it is excellent in heat resistance, humidity resistance, and light resistance, is robust, and exhibits higher color development than the samples using the comparative couplers (C-1) and (C-2) and the comparative coupler C.

Example 3 The following layers were sequentially coated on the undercoated triacetate film from the support side to give a red light-sensitive color light-sensitive material sample 1.
Was produced. In addition, the addition amount of a compound is per 1 m ² unless otherwise specified (silver halide is a silver conversion value).

First layer: emulsion layer Comparative cycian coupler d 8.0 × 10 ⁻ dissolved in 1.4 g of gelatin, 1.5 g of red-sensitive silver iodobromide emulsion (containing 4 mol% of silver iodide) and 1.1 g of tricresyl phosphate. ^A red-sensitive emulsion layer consisting of ⁴ moles.

[0186]

[Chemical 52]

Second layer: protective layer A protective layer containing 1.5 g of gelatin, and 2,4-dichloro-6-hydroxy-s-triazine sodium salt as a hardening agent was added so that the amount was 0.017 g per 1 g of gelatin.

Next, in Comparative Example 1, the comparative coupler d is shown in Table 5 (the addition amount is the same molar amount as the comparative coupler).
Samples 2 to 22 of the present invention in exactly the same manner except that
Was produced.

The obtained film sample was subjected to wedge exposure by a usual method and developed according to the following color processing steps.

Processing step Processing temperature Processing time Color development 38 ° C 3 minutes 15 seconds Bleach 38 ° C 6 minutes 30 seconds Water washing 38 ° C 3 minutes 15 seconds Fixed 38 ° C 6 minutes 30 seconds Water washing 38 ° C 3 minutes 15 seconds Cheap Normalized 38 ℃ 1 minute 30 seconds Drying The composition of the processing solution used in each processing step is as follows.

[Color developer] 4-amino-3-methyl-N-ethyl-N- (β-hydroxyethyl) aniline sulfate 4.75 g anhydrous sodium sulfite 4.25 g hydroxyamine 1/2 sulfate 2.0 g anhydrous calcium carbonate 37.5g Sodium bromide 1.3g Nitrilotriacetic acid / trisodium (monohydrate) 2.5g Potassium hydroxide 1.0g Add water to make 1 liter and use sodium hydroxide
Adjust to pH 10.6.

[Bleach] Ethylenediaminetetraacetic acid iron ammonium salt 100.0 g Ethylenediaminetetraacetic acid diammonium salt 10.0 g Ammonium bromide 150.0 g Glacial acetic acid 10.0 g Water was added to make 1 liter, and the pH was adjusted with ammonia water.
Adjust to 6.0.

[Fixer] Ammonium thiosulfate 175.0 g Anhydrous sodium sulfite 8.6 g Sodium metasulfite 2.3 g Water is added to make 1 liter, and pH 6.0 is adjusted using acetic acid.

[Stabilizing Solution] Formalin (37% aqueous solution) 1.5 ml Conidax (manufactured by Konica Corporation) 7.5 ml Water is added to make 1 liter.

With respect to the samples 1 to 22 treated as described above, the concentration was measured using a densitometer (KD-7 type manufactured by Konica Corporation), and the maximum concentration Dmax was obtained. Furthermore, the treated sample was left in a high temperature and high humidity (60 ° C., 80% RH) atmosphere for 14 days to examine the heat and humidity resistance of the dye image.

Also, each sample was measured with a xenon fade meter.
After irradiation for 10 days, the concentration was measured and the light resistance was examined. The results are shown in Table 5. However, the heat resistance, humidity resistance and light resistance of the dye image are expressed as the percentage of dye residue after the heat / moisture resistance and light resistance test for the initial density of 1.0.

[0197]

[Table 5]

As is clear from the results in Table 5, the samples using the couplers of the present invention are superior in color developability to the samples using the comparative couplers, and all have a high dye residual ratio. It can be seen that it has excellent heat resistance, humidity resistance, and light resistance, and is robust.

Example 4 The following layers were sequentially coated on the triacetyl cellulose film from the support side to prepare red-sensitive color reversal photographic materials 1 to 16 containing the couplers shown in Table 6.

First layer: Emulsion layer 1.4 g of gelatin, 0.5 g of red-sensitive silver chlorobromide emulsion (containing 96 mol% of silver chloride) and 1.5 g of dibutyl phthalate dissolved in Table 6
A red-sensitive emulsion layer consisting of 9.1 × 10 ⁻⁴ mol of the coupler shown in FIG.

Second layer: protective layer A protective layer containing 0.5 g of gelatin. As a hardening agent, 2,4-dichloro-6-hydroxy-s-triazine sodium salt was added to 0.017 g per 1 g of gelatin.

The samples obtained above were each subjected to wedge exposure according to a conventional method, and then developed in the next step.

[Reversal processing step] Processing temperature Processing time First development 38 ° C 6 minutes Water washing 38 ° C 2 minutes Inversion 38 ° C 2 minutes Color development 38 ° C 6 minutes Adjustment 38 ° C 2 minutes Bleach 38 ° C 6 minutes Settled at 38 ℃ for 4 minutes Washed at 38 ℃ for 4 minutes Stabilized at 38 ℃ for 1 minute Dry at room temperature Use the following composition of the processing solution.

[First Developer] Sodium tetrapolyphosphate 2.0 g Sodium sulfite 20.0 g Hydroquinone monosulfonate 30.0 g Sodium carbonate (monohydrate) 30.0 g 1-Phenyl-4-methyl-4-hydroxymethyl-3-pyrazolidone 2.0 g Potassium bromide 2.5g Potassium thiocyanate 1.2g Potassium iodide (0.1% solution) 2ml Add water to make 1 liter. [Reversal liquid] Nitrilotrimethylenephosphonic acid hexasodium salt 3.0 g Stannous chloride (dihydrate) 1.0 g p-Aminophenol 0.1 g Sodium hydroxide 5.0 g Glacial acetic acid 15 ml Add water to make 1 liter.

[Color developer] Sodium tetrapolyphosphate 3.0 g Sodium sulfite 7.0 g Sodium triphosphate (decahydrate) 36.0 g Potassium bromide 1.0 g Potassium iodide (0.1% solution) 90 ml Sodium hydroxide 3.0 g Citrazic acid 1.5g N-ethyl-N-β-methanesulfonamide Ethyl-3-methyl-4-aminoaniline / sulfate 11.0g Ethylenediamine 3.0g Add water to make 1 liter. [Preparation liquid] Sodium sulfite 12.0 g Sodium ethylenediaminetetraacetate (dihydrate) 8.0 g Thioglycerin 0.4 ml Glacial acetic acid 3.0 ml Add water to make 1 liter.

[Bleach] Sodium ethylenediaminetetraacetate (dihydrate) 2.0 g Ethylenediaminetetraacetic acid iron (III) ammonium (dihydrate) 120.0 g Potassium bromide 100.0 g Water is added to make 1 liter. [Fixing solution] Ammonium thiosulfate 80.0 g Sodium sulfite 5.0 g Sodium bisulfite 5.0 g Water is added to make 1 liter.

[Stabilizer] Formalin (37% by weight) 5 ml Conidax (manufactured by Konica Corporation) 5 ml Water is added to make 1 liter.

For each of the samples treated above, the maximum dye density Dmax and the heat and humidity resistance of the dye image were examined in the same manner as in Example 3. The results are shown in Table 6.

However, in this embodiment, the KD-
The transmission density was measured using a 7R type densitometer.

[0210]

[Table 6]

As is clear from the results of Table 6, the samples using the coupler of the present invention have a higher dye residual rate and are superior in heat resistance and moisture resistance as compared with the sample using the comparative coupler. It can be seen that it is robust and has a high maximum density and excellent color development.

[0212]

The dye image formed from the coupler of the present invention is fast against heat, humidity and light.

It was also found that the silver halide color photographic light-sensitive material containing this coupler had a high maximum density and was excellent in color reproducibility.

Claims (7)

[Claims] 1. A silver halide color photographic light-sensitive material containing a compound represented by the following general formula [I]. [Chemical 1] [In the formula, R ₁ represents a hydrogen atom or a substituent, and R ₂ represents an alkyl group, an aryl group, or a heterocyclic group. Z represents a non-metallic atomic group necessary for forming a hetero 6-membered ring. ] 2. The compound represented by the above general formula [I] is
The following general formulas [Ia], [Ib], [Ic], [I
The silver halide color photographic light-sensitive material according to claim 1, which is a compound represented by -d] and [I-e]. [Chemical 2] Wherein, R ₁ and R ₂ have the general formula [have the same meanings as R ₁ and R _{2 I], R 3, R 4} , R 5, R 6, R 7, R 8 and R _9,
It represents a hydrogen atom or a substituent, and n and m represent an integer of 1 to 4. ] 3. A compound represented by the above general formula [I] is
The silver halide color photographic light-sensitive material according to claim 1, which is a compound represented by the following general formulas [If], [Ig], [Ih] and [Ii]. material. [Chemical 3] [Wherein R ₁ , R ₃ , R ₄ , R ₅ , R ₆ , R ₇ and R ₈ , n,
m is R ₁ , R ₃ of the general formulas [Ia] to [Id],
R ₄ , R ₅ , R ₆ , R ₇ and R ₈ , have the same meaning as n, m, and R
₁₀ represents an alkyl group and a heterocyclic group. ] 4. A silver halide color photographic light-sensitive material containing a compound represented by the following general formula [II]. [Chemical 4] [Wherein R ₁₁ and R ₁₂ represent a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, and-(J) n ₁ -OH, J represents a divalent linking group, and n ₁ represents 0 or Represents an integer of 1, X represents a hydrogen atom or a group capable of being eliminated by a reaction with an oxidized product of a color developing agent, and Z represents a nonmetallic atom group necessary for forming a hetero 6-membered ring. ] 5. The compound represented by the general formula [II] is
The following general formulas [II-a], [II-b], [II-c], [II
5. The silver halide color photographic light-sensitive material according to claim 4, which is a compound represented by -d] and [II-e]. [Chemical 5] [Wherein R ₁₁ , R ₁₂ , J, X, and n ₁ are represented by the general formula [II]
Of R ₁₁ , R ₁₂ , J, and n ₁ and R ₁₃ , R ₁₄ ,
_{R 15, R 16, R 17} , R 18 and R ₁₉ represents a hydrogen atom or a substituent, m ₁ and l represents an integer of 1-4. ] 6. A silver halide color photographic light-sensitive material containing a compound represented by the following general formula [III]. [Chemical 6] [Wherein R ₂₁ , R ₂₂ , R ₂₃ , R ₂₄ , R ₂₅ , R ₂₆ and R ₂₇
Represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group, X ₁ represents a hydrogen atom or a group capable of leaving by the reaction with an oxidation product of a color developing agent, and Z represents a hetero 6-member. Represents the necessary non-metallic atomic group. ] 7. A compound represented by the above general formula [III] has the following general formulas [III-a], [III-b] and [III-
7. The silver halide color photographic light-sensitive material according to claim 6, which is a compound represented by c], [III-d] or [III-e]. [Chemical 7] [In the formula, R ₂₁ , R ₂₂ , R ₂₃ , R ₂₄ , R ₂₅ , R ₂₆ , R ₂₇ and X ₁ are R ₂₁ , R ₂₂ , R ₂₃ , R ₂₄ and R of the general formula [III].
₂₅ , R ₂₆ , R ₂₇ and X ₁ have the same meanings as R ₂₈ , R ₂₉ and R
₃₀ , R ₃₁ , R ₃₂ , R ₃₃ and R ₃₄ each represent a hydrogen atom or a substituent, and n ₂ and m _{2 each} represent an integer of 1 to 4. ]