JPH05241292A - Silver halide photographic sensitive material - Google Patents

Abstract

PURPOSE:To provide the silver halide photographic sensitive material superior in color reproduction performance and light-fastness. CONSTITUTION:This silver halide photographic sensitive material provided on a support with at least one silver halide emulsion contains a magenta coupler having an amine type image stabilizer in the molecule and a compound represented by formula I in which each of Ra, Rb, and Rc is alkyl, alkenyl, cycloalkyl, aryl, or a heterocyclic group; and each of a, b, and c is 0 car 1.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a silver halide photographic light-sensitive material, and more particularly to a silver halide photographic light-sensitive material having good image storability and excellent color reproducibility.

[0002]

BACKGROUND OF THE INVENTION In a silver halide photographic light-sensitive material which is directly used for viewing, a combination of a yellow coupler, a magenta coupler and a cyan coupler is usually used as a color forming agent for forming a dye image. These couplers are required to have basic properties such as color reproducibility, color developability and image storability in a dye image to be obtained. There is an increasing demand from users for improved color reproducibility in order to faithfully reproduce.

Heretofore, 5-pyrazolone compounds have been often used as magenta couplers. However, the dye formed from the 5-pyrazolone compound has an undesired secondary absorption in color reproduction, and its improvement is desired. US Patent
Pyrazoloazole couplers are presented in 3725067, 3758309, 3810761 and the like. The dye formed from the pyrazoloazole-based coupler has no unfavorable side absorption in color reproduction, but has extremely low fastness to light and significantly impairs the photographic performance of the photographic light-sensitive material. Furthermore, JP-A-59-125732, JP-A-61-282845, and JP-A-61-282845
Nos. 292639 and 61-279855, a technique of using a pyrazoloazole coupler in combination with a phenol compound or a phenyl ether compound is disclosed in JP-A-61-72246 and 62-20804.
No. 8, No. 62-157031, and No. 63-163351 disclose a technique of using an amine compound in combination.

However, in the above technique, the fastness of the dye image to light is insufficient, and when the above compound is used in combination with the pyrazoloazole type coupler, the absorption of the formed dye becomes broad and the color It was found to be unfavorable for reproduction.

[0005]

The object of the present invention is to provide excellent color reproducibility and
It is intended to provide a silver halide photographic light-sensitive material excellent in fastness to light.

[0006]

The above object of the present invention is achieved by any of the following items. That is, in a silver halide photographic light-sensitive material having at least one silver halide emulsion layer on a support, the silver halide photographic light-sensitive material contains at least one magenta coupler having an amine-based image stabilizer in the molecule. A silver halide photographic light-sensitive material which contains at least one compound represented by the following general formula [IP].

[0007]

[Chemical 16]

[Wherein R ^a , R ^b and R ^c represent an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group or a heterocyclic group, and a, b and c represent 0 or 1]. ] The magenta coupler described above is represented by the following general formula [I
The silver halide photographic light-sensitive material as described above, which is a magenta coupler represented by A].

[0009]

[Chemical 17]

[Wherein A is the following general formula [II] or [II]
I] represents a residue obtained by removing R ₂ or R ₃ from the pyrazolotriazole magenta coupler represented by I], and L represents a divalent linking group. Y represents a non-metal atom group necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom, and R ₁ represents a substituent. n represents an integer of 0 to 4.

[0011]

[Chemical 18]

In the formula, R ₂ and R ₃ represent a hydrogen atom or a substituent, and X represents a hydrogen atom or a group capable of splitting off upon reaction with an oxidized product of a color developing agent. The magenta coupler represented by the above general formula [IA] is represented by the following general formula [IA-1] or general formula [IA-
2] The silver halide photographic light-sensitive material described above.

[0013]

[Chemical 19]

[In the formula, L ¹ represents a divalent linking group whose main chain has a chain length of 5 or less, and R ₁ and R ₂ represent a substituent. Y
Represents a non-metal atom group necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom, and n represents an integer of 0 to 4. X represents a hydrogen atom or a group capable of splitting off upon reaction with an oxidized product of a color developing agent. The magenta coupler represented by the above general formula [IA] is represented by the following general formula [IA-3] or general formula [IA-
4] The silver halide photographic light-sensitive material described above.

[0015]

[Chemical 20]

[In the formula, R ₁ , R ₂ and R 4 represent a substituent, and Y represents a non-metal atom group necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom. n represents an integer of 0 to 4, and m represents 1 or 2. X represents a hydrogen atom or a group capable of splitting off upon reaction with an oxidized product of a color developing agent. ] The magenta coupler described above is represented by the following general formula [I
The silver halide photographic light-sensitive material as described above, which is a magenta coupler represented by B].

[0017]

[Chemical 21]

[Wherein A is the general formula [II] or [II]
I] represents a residue obtained by removing R ₂ or R ₃ from the pyrazolotriazole magenta coupler represented by I], L _B represents a divalent linking group or a simple bond, and R _B represents an alkylene group. Y represents a group of non-metal atoms necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom. ] The magenta coupler described above is represented by the following general formula [I
The silver halide photographic light-sensitive material as described above, which is a magenta coupler represented by C].

[0019]

[Chemical formula 22]

[Wherein A is the above-mentioned general formula [II] or [II]
I] represents a residue obtained by removing R ₂ or R ₃ from the pyrazolotriazole magenta coupler represented by I], and L _C represents a divalent linking group or a simple bond. E is the following general formula [E]
R ₁₆ represents a hydrogen atom or a substituent, and Y represents a group of nonmetal atoms necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom. ]

[0021]

[Chemical formula 23]

The silver halide photographic light-sensitive material described above, wherein the magenta coupler described above is a magenta coupler represented by the following general formula [ID].

[0023]

[Chemical formula 24]

[Wherein A is the general formula [II] or [II]
I] represents a residue obtained by removing R ₂ or R ₃ from the pyrazolotriazole magenta coupler represented by [I], and L _D represents a divalent linking group or a simple bond. B is the following general formula [B]
R _D represents a hydrogen atom or a substituent, R _a , R _b , R _c and R _d represent an alkyl group, and Y _D
Represents a group of non-metal atoms necessary to form a 5- or 6-membered heterocycle with a nitrogen atom, one atom in the group of non-metal atoms is bonded to B, and R ₁₆ is hydrogen. Represents an atom or a substituent. ]

[0025]

[Chemical 25]

The silver halide photographic light-sensitive material described above, wherein the magenta coupler described above is a magenta coupler represented by the following general formula [IE].

[0027]

[Chemical formula 26]

[Wherein A is the above-mentioned general formula [II] or [II]
I] represents a residue obtained by removing R ₂ or R ₃ from the pyrazolotriazole magenta coupler represented by I], and L _E represents a divalent linking group. R _E1 and R _E2 represent a hydrogen atom or a substituent, and R _E1 and R _E2 may be the same or different,
They may be bonded to each other to form a 5- to 7-membered ring. k represents 0 or 1, Z _E represents a linking group represented by the following general formula [ZE], and R ₁₆ represents a hydrogen atom or a substituent. ]

[0029]

[Chemical 27]

The silver halide photographic light-sensitive material as described above, wherein the magenta coupler described above is a magenta coupler represented by any one of the following general formulas [IF-1] to [IF-4].

[0031]

[Chemical 28]

[Wherein, L _a and L _b represent a divalent linking group or a simple bond, R _F represents an alkylene group or an arylene group, and Y is necessary for forming a 5- or 6-membered ring. Represents a non-metal atom group, n _f represents 0 or 1, R _a1 , R _b1 ,
R _c1 , R _d1 and R _e1 represent a hydrogen atom or a substituent, R _a1 ,
At least one of R _b1 , R _c1 , R _d1 and R _e1 represents a hydroxyl group, an alkoxy group, an aryloxy group or a group represented by the following general formula [F1], and X _f represents the following general formula [F
2] represents a linking group, and R ₁₆ represents a hydrogen atom or a substituent. Two R _{16 s} may be the same or different, and X represents a hydrogen atom or a group capable of splitting off upon reaction with an oxidant of a color developing agent. ] It is achieved by.

[0033]

[Chemical 29]

[0034]

[Chemical 30]

The object of the present invention is to ...
, And more preferably, more preferably, and most preferably.

The present invention will be described in more detail below.

First, the magenta coupler containing the amine image stabilizer of the present invention in the molecule will be described.

The above general formulas [IA], [II], [III],
[IA-1], [IA-2], [IA-3], [IA-
4], [IB], [IC], [ID], [IE], [IF-
1], [IF-2], [IF-3] and [IF-4], R ₁ , R ₂ , R ₃ , R ₄ , R _D , R _E1 , R _E2 , R _a1 , R _b1 and R
_The substituent represented by _c1 , R _d1 and R _e1 is not particularly limited, but typical examples thereof include alkyl, aryl, anilino, acylamino, sulfonamide, alkylthio, arylthio, alkenyl and cycloalkyl groups. In addition to these, halogen atom and cycloalkenyl, alkynyl, heterocycle, sulfonyl, sulfinyl, phosphonyl, acyl, carbamoyl, sulfamoyl, cyano, alkoxy, aryloxy, heterocycleoxy, siloxy, acyloxy, carbamoyloxy, amino, alkyl. Amino, imide, ureido, sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino, alkoxycarbonyl, aryloxycarbonyl, heterocyclic thio, and other groups, spiro compound residues, and bridged hydrocarbons A compound residue etc. are also mentioned.

The alkyl group represented by the above description preferably has 1 to 32 carbon atoms and may be linear or branched.

As the aryl group represented by the above description,
Phenyl is preferred.

Examples of the acylamino group represented by the above description include an alkylcarbonylamino group and an arylcarbonylamino group.

Examples of the sulfonamide group represented by the above description include an alkylsulfonylamino group and an arylsulfonylamino group.

Examples of the alkyl component and aryl component in the alkylthio group and arylthio group represented by the above description include the alkyl group and aryl group represented by R ₁ , R ₂ , R ₃ and R ₄ .

The alkenyl group represented by the above description has 2 to 32 carbon atoms, and the cycloalkyl group includes
Those having 3 to 12 carbon atoms, particularly 5 to 7 carbon atoms are preferable, and the alkenyl group may be linear or branched.

The cycloalkenyl group represented by the above description preferably has 3 to 12 carbon atoms, particularly 5 to 7 carbon atoms.

The sulfonyl group represented by the above description includes an alkylsulfonyl group, an arylsulfonyl group and the like;
As the sulfinyl group, an alkylsulfinyl group, an arylsulfinyl group, etc .; as the phosphonyl group, an alkylphosphonyl group, an alkoxyphosphonyl group, an aryloxyphosphonyl group, an arylphosphonyl group, etc .; as an acyl group, an alkylcarbonyl group, Arylcarbonyl group, etc .; carbamoyl group, alkylcarbamoyl group, arylcarbamoyl group, etc .; Sulfamoyl group, alkylsulfamoyl group, arylsulfamoyl group, etc .; Acyloxy group, alkylcarbonyloxy group, arylcarbonyloxy group, etc. Groups etc .; as carbamoyloxy groups, alkylcarbamoyloxy groups, arylcarbamoyloxy groups, etc .; as ureido groups, alkylureido groups, arylureido groups, etc .; sulfamoylamido The alkyl sulfamoylamino group, an aryl sulfamoylamino group group; preferably has 5 to 7 membered the heterocyclic group, specifically 2-
Furyl group, 2-thienyl group, 2-pyrimidinyl group, 2-benzothiazolyl group, etc .; As the heterocyclic oxy group, those having a 5- to 7-membered heterocycle are preferable, for example, 3,4,5,6-tetrahydropyranyl -2-oxy group, 1-phenyltetrazole-5-
Oxy group, etc .; 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-1,3,5-triazole -6-thio group; siloxy group as trimethylsiloxy group, triethylsiloxy group, dimethylbutylsiloxy group, etc .; imide group as succinimide group, 3-heptadecylsuccinimide group, phthalimide group, glutarimide group Etc .; as the spiro compound residue, spiro [3.
3] heptan-1-yl, etc .; bridged hydrocarbon compound residues include bicyclo [2.2.1] heptan-1-yl, tricyclo [3.
3.1.1 ³⁷ ] decan-1-yl, 7,7-dimethyl-bicyclo [2.
2.1] Examples include heptan-1-yl and the like.

Each of the groups represented by the above description further includes those having a substituent.

Examples of the group represented by X which can be split off by the reaction with the oxidized product of the color developing agent include halogen atom (chlorine atom, bromine atom, fluorine atom, etc.) and alkoxy,
Aryloxy, heterocyclic oxy, acyloxy, sulfonyloxy, alkoxycarbonyloxy, aryloxycarbonyloxy, alkyl oxalyloxy, alkoxy oxalyloxy, alkylthio, arylthio, heterocyclic thio, alkyloxythiocarbonylthio,
Examples thereof include acylamino, sulfonamide, a nitrogen-containing heterocycle bonded by an N atom, alkyloxycarbonylamino, aryloxycarbonylamino, carboxyl, and the like, but a halogen atom, particularly a chlorine atom is preferable.

When n is 2 or more, a plurality of R _1's may be the same or different, and a plurality of R ₁ 's may form a condensed ring.

Also included in the present invention are multimeric couplers and polymer couplers such as dimer couplers containing a pyrazolotriazole ring in R ₂ , R ₃ or X.

Further, the present invention also includes a group represented by A in the general formula [IA] which has a group obtained by removing A from the compound represented by the general formula [IA].

The above general formulas [IA], [IB], [ID],
[IE], [IF-1), (IF-2], L [In IF-3) and _{^{(IF-4], L 1, L B, L}} C, L D, L E, L
_The divalent linking group represented by _a and L _b is alkyl,
Aryl, anilino, acylamino, sulfonamide,
Alkylthio, arylthio, alkenyl, cycloalkyl, cycloalkenyl, alkynyl, heterocycle, sulfonyl, sulfinyl, phosphonyl, acyl, carbamoyl, sulfamoyl, alkoxy, aryloxy, heterocycleoxy, acyloxy, carbamoyloxy, amino, alkylamino, imide, A divalent group derived from each group of ureido, sulfamoylamino, alkoxycarbonylamino, aryloxycarbonylamino, alkoxycarbonyl, aryloxycarbonyl, and heterocyclic thio, and a combination of these divalent groups. It represents a divalent group capable of being represented by the following general formula [X].

[0053]

[Chemical 31]

In the formula, the R ₁₃ side is bonded to the pyrazoloazole ring.

R ₁₃ , R ₁₄ and R ₁₅ in the general formula [X] are
Each independently represents an alkylene group having 1 to 12 carbon atoms, an arylene group, an alkylenearylene group or an aralkylene group. The alkylene group, which may be linear or branched, is, for example, a methylene group, a methylmethylene group, a dimethylene group, a decamethylene group, etc., and the arylene group is, for example, a phenylene group, a naphthylene group, etc., and an aralkylene group. As the alkylenearylene group,

[0056]

[Chemical 32]

And the like.

The alkylene group, arylene group, alkylenearylene group or aralkylene group represented by R ₁₃ , R ₁₄ and R ₁₅ may have a substituent, and the substituent may be any of the above R ₁ , R ₂ and R. Each substituent represented by _{3 or} R ₄ can be mentioned.

L ₁ , L ₂ and L ₃ in the general formula [X] are

[0060]

[Chemical 33]

Represents However, R ₁₆ represents a hydrogen atom, an alkyl group or an aryl group, and when two R ₁₆ are present, each R ₁₆ may be the same or different. p, q, r, s, t and u represent an integer of 0 or 1.

[0062] Formula [IB] -L _B in -R _B -, general -L _C in formula [IC] -, -L _D in the general formula [ID] -, -L in the general formula [IE] _E -, General formula [IF
And -L _b - - -L _a in -1] - [IF-4] chain length of the main chain of the divalent linking group is preferably atom having 15 or less represented by is further preferably 10 or less, wherein When there is a cyclic moiety in the linking group in, the number of atoms in the moiety is, for example,
The number is counted along the path with the smallest number of atoms, such as 3 for m-phenylene and 2 for o-phenylene.

R _B in the general formula [IB] represents an alkylene group having 1 to 32 carbon atoms, and the alkylene group may be linear or branched, and examples thereof include methylene, methylmethylene, ethylene and decamethylene groups. Is mentioned.

R _{F in the} general formulas [IF-1] to [IF-4]
Represents an alkylene or arylene group having 1 to 32 carbon atoms,
The alkylene group may be linear or branched and is, for example, a methylene, methylmethylene, dimethylene or decamethylene group, and the arylene group is, for example, a phenylene or naphthylene group.

The specific metal atom group represented by Y _D in the general formula [ID] is preferably a saturated hydrocarbon or a saturated hydrocarbon containing an oxygen atom, a nitrogen atom and / or a sulfur atom.

R _a , R _b , R _c and R _{d in the} general formula [ID]
The alkyl group represented by is preferably one having 1 to 32 carbon atoms, which may be linear or branched, may be cyclic, and may be saturated or unsaturated, for example, methyl group, ethyl group, isopropyl group, Examples thereof include a cyclohexyl group and a vinyl group. Of these, a linear alkyl group is particularly preferable.

In the general formulas [IF-1] to [IF-4]

[0068]

[Chemical 34]

Represents a phenolic image stabilizer residue, more preferably represented by the general formulas [FA] and [FB].

[0070]

[Chemical 35]

In the general formula [FA], R ₁₂₂ , R ₁₂₃ ,
R ₁₂₅ and R ₁₂₆ represent a hydrogen atom, a halogen atom, a hydroxyl group, an alkyl group, an alkenyl group, an aryl group, an alkoxy group, or an acylamino group, and among these, the alkyl group, the alkenyl group, and the aryl group are the same as the above R ₁
The same as the alkyl group, alkenyl group, and aryl group described above.

Examples of the halogen atom include fluorine, chlorine and bromine.

Specific examples of the alkoxy group include methoxy group, ethoxy group, benzyloxy group and the like. Further, the acylamino group is R ₁₂₇ -CONH-
Wherein R ₁₂₇ is an alkyl group (eg, methyl, ethyl, n-propyl, n-butyl, n-octyl,
tert-octyl, benzyl, etc.), alkenyl group (eg, allyl, octenyl, oleyl, etc.), aryl group (eg, phenyl, methoxyphenyl, naphthyl, etc.) or heterocyclic group (eg, pyridinyl, pyrimidyl) Each group) can be represented.

In the general formula [FA], R ₁₂₄
Represents an alkyl group, a hydroxyl group, an aryl group, an alkoxy group, an alkenyloxy group or an aryloxy group. Of these, the alkyl group and the aryl group are the same as those represented by R ₁ above. It can be specifically mentioned. The alkoxy group for R ₁₂₄ may be the same as the alkoxy group described for R ₁₂₂ , R ₁₂₃ , R ₁₂₅ and R ₁₂₆ .

[0075] Also, R ₁₂₂ and R ₁₂₃ is closed to each other, they may form a 5- or 6-membered heterocyclic ring, further R ₁₂₃ and R
₁₂₄ may be ring-closed to form a 5- or 6-membered ring,
These rings include those in which another ring is spiro-bonded.

Typical specific examples of the phenolic image stabilizer residue represented by the above general formula [FA] are shown below, but the present invention is not limited thereto.

[0077]

[Chemical 36]

[0078]

[Chemical 37]

[0079]

[Chemical 38]

[0080]

[Chemical Formula 39]

[0081]

[Chemical 40]

In the general formula [FB], R ₁₃₁ represents a secondary or tertiary alkyl group, a secondary or tertiary alkenyl group, a cycloalkyl group or an aryl group, and R ₁₃₂ represents a halogen atom, an alkyl group or an alkenyl group. , A cycloalkyl group or an aryl group, and n ² represents an integer of 0 to 3. When two or more R ₁₃₁ and R ₁₃₂ are present in the compound, each R ₁₃₁ and R ₁₃₂ may be the same or different.

Y _B1 represents S, SO, SO ₂ or an alkylene group.

The secondary or tertiary alkyl group or secondary or tertiary alkenyl group represented by R ₁₃₁ is preferably one having 3 to 32 carbon atoms, particularly one having 4 to 12 carbon atoms, and specifically, Include groups such as t-butyl, s-butyl, t-amyl, s-amyl, t-octyl, i-propyl, i-propenyl, and 2-hexenyl.

The alkyl group represented by R ₁₃₂ preferably has 1 to 32 carbon atoms, and the alkenyl group preferably has 2 to 32 carbon atoms, and may be linear or branched. Specifically, methyl, ethyl, t-butyl, pentadecyl, 1-hexynonyl, 2-chlorobutyl, benzyl, 2,4-
Examples thereof include groups such as di-t-amylphenoxymethyl, 1-ethoxytridecyl, allyl and isopropenyl.

The cycloalkyl group represented by R ₁₃₁ and R ₁₃₂ preferably has 3 to 12 carbon atoms, and examples thereof include cyclohexyl, 1-methylcyclohexyl and cyclopentyl groups.

The aryl group represented by R ₁₃₁ and R ₁₃₂ is preferably a phenyl group or a naphthyl group, specifically, phenyl, 4-nitrophenyl, 4-t-butylphenyl or 2,4-diphenyl group.
-t-amylphenyl, 3-hexadecyloxyphenyl,
Examples include α-naphthyl and the like.

The alkylene group represented by Y _B1 preferably has 1 to 12 carbon atoms, and specific examples thereof include methylene, ethylene, propylene, butylidene, and hexamethylene.

Each group represented by R ₁₃₁ , R ₁₃₂ and Y _B1 may have a substituent.

Examples of the substituent which R ₁₃₁ , R ₁₃₂ and Y ₁ may have include a halogen atom and groups such as nitro, cyano, amide, sulfonamide, alkoxy, aryloxy, alkylthio, arylthio and acyl. Be done.

Typical examples of the general formula [FB] are shown below, but the present invention is not limited thereto.

[0092]

[Chemical 41]

[0093]

[Chemical 42]

[0094]

[Chemical 43]

The above general formulas [IA], [IA-1], [IA]
-2], [IA-3], [IA-4], [IB], [I
In C], [IF-1], [IF-3] and [IF-4], the non-metal atom group represented by Y is

[0096]

[Chemical 44]

It is preferable to contain

R ₁₇ and R ₁₈ are each independently a hydrogen atom,
It represents an alkyl group or an aryl group, and n ¹ represents an integer of 0 to 2.

The above general formulas [IA], [IA-1], [IA]
-2], [IA-3], [IA-4], [IB], [I
C], [IF-1], [IF-2], [IF-3] and [I
F-4]

[0100]

[Chemical 45]

The 5- or 6-membered heterocycle represented by may be saturated or unsaturated, but a saturated ring is preferred. Further, these heterocycles are represented by R ₁ , R ₂ , R ₃ , R ₄ , R _D , R _E1 , R _E2 , R
_It may have a substituent represented by _a1 , R _b1 , R _c1 , R _d1 and R _e1 .

In the general formulas [IA-1] and [IA-2], L ¹ represents a divalent linking group having a main chain having a chain length of 5 or less, wherein a ring structure moiety is present in the linking group. When present, the number of atoms in the moiety is, for example, 3,0-for m-phenylene.
In phenylene, the number is counted along the path with the smallest number of atoms such as 2.

The linking group represented by L ¹ is represented by the following general formula [X ₁ ].

General formula [X ₁ ] * ₁ -A ₁ -A ₂ -A ₃ -A ₄ -A _5- * ₂ [In the formula, A _{1 to} A ₅ are atoms each having a valence of 2 or more or It represents a mere bond, each atom may be further substituted with a hydrogen atom or a substituent, * ₁ represents a position to be bonded to the pyrazolotriazole ring, and * ₂ is a position to be bonded to a phenoxy group. ] A ₁ to A ₅ represents a divalent or more atoms which may have a valence of the Periodic Table II _A, III _A, a IV _A, V _A, VI _A group atoms, preferably non-metallic atoms, More preferred are carbon, nitrogen, oxygen, silicon, phosphorus, sulfur and selenium, and most preferred are carbon, nitrogen, oxygen, sulfur and phosphorus.

[0105] Incidentally, in the formula [IF-1] - [IF-4], RF is an arylene group, the linking group L _a also L ¹ Similarly, the number of chain length of the main chain atoms if n _f is 1 Most preferably, it represents a divalent linking group of 5 or less, and in that case, L _a has the same meaning as L ¹ .

Examples of preferable L ¹ are shown below, but L ¹ is not limited thereto.

[0107]

[Chemical 46]

[0108]

[Chemical 47]

[0109]

[Chemical 48]

[0110]

[Chemical 49]

[Wherein R ₁₆ , R ₁ , * ₁ , * ₂ , n, and n ¹ have the same meanings as described above, n ₁ represents 1 or 2, and n ₂ is 1 or 2.
Or 3, n ₃ represents 0, 1, 2 or 3, and n ₄ is 1 to 4
, N ₅ represents an integer of 1 to 5, n ₆ represents 0 or 1, and n ₇ represents 0, 1 or 2. Typical examples of the magenta coupler according to the present invention are shown below, but the present invention is not limited thereto.

[0112]

[Chemical 50]

[0113]

[Chemical 51]

[0114]

[Chemical 52]

[0115]

[Chemical 53]

[0116]

[Chemical 54]

[0117]

[Chemical 55]

[0118]

[Chemical 56]

[0119]

[Chemical 57]

[0120]

[Chemical 58]

[0121]

[Chemical 59]

[0122]

[Chemical 60]

[0123]

[Chemical formula 61]

[0124]

[Chemical formula 62]

[0125]

[Chemical 63]

[0126]

[Chemical 64]

[0127]

[Chemical 65]

[0128]

[Chemical 66]

[0129]

[Chemical 67]

[0130]

[Chemical 68]

[0131]

[Chemical 69]

[0132]

[Chemical 70]

[0133]

[Chemical 71]

[0134]

[Chemical 72]

The above-mentioned pyrazoloazole-based magenta coupler according to the present invention is a journal of the Chemical Society, Perkin; I (1977), 2047-2052, US Pat.
725,067, JP-A-59-99437, 58-42045, 59-16
No. 2548, No. 59-171956, No. 60-33552, No. 60-43659
No. 60, No. 60-172982, No. 60-190779, No. 61-189539,
Those skilled in the art can easily synthesize the compounds with reference to Nos. 61-241754, 63-163351, and 62-157031. Next, typical synthesis examples of the pyrazoloazole-based magenta coupler according to the present invention will be shown below.

Synthesis Example 1 Synthesis of Exemplified Compound MA-1 The synthetic route is shown below.

[0137]

[Chemical formula 73]

10.0 g of compound [I], 9.2 g of potassium carbonate and 17.6 g of ethyl α-bromolaurate [II] were added to 250 cc. Of acetonitrile and heated under reflux for 10 hours, and then potassium bromide precipitated was filtered off by hot filtration. did.

The filtrate was distilled off under reduced pressure, and the residue was washed with ethyl acetate.
It was extracted at 0 cc. After washing with water, it was dried over anhydrous magnesium sulfate, and ethyl acetate was distilled off under reduced pressure. The pale yellow residue was recrystallized from acetonitrile to obtain 15.2 g of compound [III].

After dissolving 9.1 g of the compound [III] in 45 cc. Of ethyl alcohol, 1.6 g of sodium hydroxide was added to 50 cc. Of water.
The solution dissolved in was added and heated under reflux for 3 hours. After the reaction, the alkali was neutralized with dilute hydrochloric acid, the ethyl alcohol was distilled off under reduced pressure, the mixture was extracted with ethyl acetate, washed with water, dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. The obtained oily substance was recrystallized from 30 cc. Of acetonitrile to obtain 7.2 g of white crystalline compound [IV].

Next, 1.4 g of p-nitrophenol and 20 cc of dioxane were added to 4.3 g of compound [IV], and after dissolution, 2.3 g of dicyclohexylcarbodiimide (DCC) was added and the mixture was stirred at room temperature for 2 hours. After filtering the precipitate, the solvent was distilled off under reduced pressure, 50 cc. Of ethyl acetate was further added, the solution was washed 3 times with 50 cc. Of 5% sodium carbonate aqueous solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 5.1 g of orange oily compound [V]. Dimethylacetamide 60 cc. Was added to this, and further compound [VI] 2.2 g was added,
After heating and dissolving, acetonitrile 150cc. And imidazole
0.5 g was added and the mixture was heated under reflux for 4 hours. After the solvent acetonitrile was distilled off under reduced pressure, 300 cc. Of ethyl acetate and 200 cc. Of water were added to separate the layers. Further, the organic phase is added with a 5% sodium carbonate aqueous solution 10
After washing 3 times with 0 cc., It was dried with anhydrous sodium sulfate. After evaporating the solvent under reduced pressure, the residue was purified by silica gel column chromatography to obtain 5.0 g of a white amorphous Exemplified Compound [MA-1].

(The structure was confirmed by ¹ H NMR, FD mass spectrum, and IR spectrum.)

[0143]

[Chemical 74]

[0144]

[Chemical 75]

[0145]

[Chemical 76]

[0146]

[Chemical 77]

[0147]

[Chemical 78]

[0148]

[Chemical 79]

[0149]

[Chemical 80]

[0150]

[Chemical 81]

[0151]

[Chemical formula 82]

[0152]

[Chemical 83]

[0153]

[Chemical 84]

[0154]

[Chemical 85]

The above-mentioned pyrazoloazole-based magenta couplers according to the present invention are described in Journal of the Chemical Society, Perkin; I (1977), 2047-2052, US Pat.
725,067, JP-A-59-99437, 59-171956, 60-4
Those skilled in the art can easily synthesize the compounds with reference to 3659, 60-172982 and 60-190779.

Next, typical synthetic examples of the pyrazoloazole-based magenta coupler according to the present invention are shown below.

Synthesis Example 2 Synthesis of Exemplified Compound MB-1

[0158]

[Chemical formula 86]

Synthesis of Intermediate B- 3 Intermediate B- 1 ( 30.7 g) was added with N, N-dimethylacetamide 150 cc.
Morpholine 20cc.
The mixture was heated and stirred for an hour. After cooling the reaction solution to room temperature, add 300 cc of water.
And ethyl acetate (300 cc.) Are added for extraction, and 0.5N hydrochloric acid is added 5
After washing twice with 0 cc., The organic layer was dried and the solvent was distilled off under reduced pressure. The obtained oily substance was purified by silica gel column chromatography (yield 18.8 g), and then the product was treated with ethanol 5
The solution was dissolved in 0 cc., 150 cc. Of a 2N aqueous sodium hydroxide solution was added, and the mixture was heated with stirring at 60 ° C. for 3 hours. The reaction solution was cooled to room temperature and neutralized with concentrated hydrochloric acid to precipitate white crystals. This is filtered off and washed with water to give a white crystalline intermediate (3).
12.2g was obtained.

(Structure was confirmed by ¹ H NMR, FD mass spectrum and IR spectrum.) Synthesis of Exemplified Compound MB-1 Intermediate B- 3 5.7 g and Intermediate B- 4 4.8 g were added to DMF 30 cc.
Dissolved in dicyclohexylcarbodiimide (DCC)
4.6 g was added and the mixture was stirred at room temperature for 5 hours. After separating the deposited precipitate by filtration, 150 cc. Of water and 250 cc. Of ethyl acetate were added to the reaction solution for extraction. After drying the organic layer, the solvent was distilled off under reduced pressure, and the obtained product was purified by silica gel column chromatography to obtain white amorphous MB-1 6.3.
got g.

(The structure was confirmed by ¹ H NMR, FD mass spectrum and IR spectrum.) Synthesis Example 3 Synthesis of Exemplified Compound MB-25

[0162]

[Chemical 87]

10% acetic acid in 0.75 cc. 40% formalin aqueous solution.
And 0.73 g of morpholine were added and stirred at room temperature for 1 hour,
Intermediate B- 5 ( 4.6 g) was added, and the mixture was heated under reflux for 3 hours. Ethyl acetate (100 cc.) And water (100 cc.) Were added to the reaction mixture, and the mixture was extracted, washed twice with 3% aqueous sodium hydrogencarbonate solution (100 cc.) And the organic layer was dried. The resulting product was purified by silica gel column chromatography to obtain 2.2 g of pale yellow amorphous MB-25.

(The structure was confirmed by ¹ H NMR, FD mass spectrum and IR spectrum.)

[0165]

[Chemical 88]

[0166]

[Chemical 89]

[0167]

[Chemical 90]

[0168]

[Chemical Formula 91]

[0169]

[Chemical Formula 92]

[0170]

[Chemical formula 93]

[0171]

[Chemical 94]

[0172]

[Chemical 95]

The above-mentioned pyrazoloazole-based magenta couplers according to the present invention are described in Journal of the Chemical Society, Perkin; I (1977), 2047-2052, US Pat.
725,067, JP-A-59-99437, 59-171956, 60-4
Those skilled in the art can easily synthesize the compounds with reference to 3659, 60-172982 and 60-190779.

Next, typical synthetic examples of the pyrazoloazole-based magenta coupler according to the present invention are shown below.

Synthesis Example 4 Synthesis of Exemplified Compound MC-7

[0176]

[Chemical 96]

4.8 g of C- 1 was added to N, N-dimethylacetamide 2
After heat-dissolving in 0 cc., Acetonitrile 100 cc. And C- 2 7.7
g was added and the mixture was heated under reflux for 5 hours. After acetonitrile was distilled off under reduced pressure, the reaction solution was poured into 200 cc. Of water, and the precipitated crystals were collected by filtration. This product was purified by silica gel column chromatography to obtain white amorphous C- 3 4.
I got 4g. (The structure was confirmed by ¹ H NMR, FD mass spectrum, and IR.) Furthermore, C- 3 4.2 g and C- 4 1.4 g were dissolved in 1,4-dioxane 50 cc., And dicyclohexylcarbodiimide (DCC) 1.7G was added. And stirred at room temperature for 2 hours.
The insoluble matter was separated by filtration, extracted with 200 cc of ethyl acetate and 100 cc of water, washed with 50 cc. Of 0.5N hydrochloric acid, and then washed with 50 cc. Of 2% aqueous sodium hydrogen carbonate solution. After drying the organic layer, the solvent was distilled off under reduced pressure, and the obtained product was recrystallized from acetonitrile to obtain 4.7 g of white crystals of MC-7.

(The structure was confirmed by ¹ H NMR, FD mass spectrum, and IR spectrum.)

[0179]

[Chemical 97]

[0180]

[Chemical 98]

[0181]

[Chemical 99]

[0182]

[Chemical 100]

[0183]

[Chemical 101]

[0184]

[Chemical 102]

[0185]

[Chemical 103]

[0186]

[Chemical 104]

The pyrazoloazole-based magenta couplers according to the present invention are described in Journal of the Chemical Society, Perkin; I (1977), 2047-2052, US Pat.
725,067, JP-A-59-99437, 59-171956, 60-4
No. 3659, No. 60-172982, No. 60-190779, Synthesis magazine
1984 page 894, 1984 page 122, 1981 page 40, JP-A-49-53
It can be easily synthesized by those skilled in the art with reference to 574, British Patent No. 1410846 and the like. Next, typical synthesis examples of the pyrazoloazole-based magenta coupler according to the present invention will be shown below.

Synthesis Example 5 Synthesis of Exemplified Compound MD-1

[0189]

[Chemical 105]

4.8 g of D- 1 was added to N, N-dimethylacetamide 2
After heating and dissolving in 0 cc., 100 cc. Of acetonitrile and 7.7 g of (2) were added, and the mixture was heated under reflux for 5 hours. After acetonitrile was distilled off under reduced pressure, the reaction solution was poured into 200 cc. Of water, and the precipitated crystals were collected by filtration. The product was purified by silica gel column chromatography to obtain 4.5 g of white amorphous D- 3 . (The structure was confirmed by ¹ H NMR, FD mass spectrum, and IR spectrum.) Further, 100 g of toluene and 3.0 g of p-toluenesulfonic acid were added to 4.2 g of D- 3 and 1.2 g of D- 4, and the mixture was heated under reflux for 6 hours. The reaction solution was cooled to room temperature, washed with water, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to give white amorphous MD-1 3.1.
got g. (The structure was confirmed by ¹ H NMR, FD mass spectrum, and IR spectrum.)

[0191]

[Chemical formula 106]

[0192]

[Chemical formula 107]

[0193]

[Chemical 108]

[0194]

[Chemical 109]

[0195]

[Chemical 110]

[0196]

[Chemical 111]

[0197]

[Chemical 112]

[0198]

[Chemical 113]

[0199]

[Chemical 114]

[0200]

[Chemical 115]

The above-mentioned pyrazoloazole-based magenta couplers according to the present invention are described in Journal of the Chemical Society, Perkin; I (1977), 2047-2052, US Pat.
725,067, JP-A-59-99437, 59-171956, 60-4
No. 3659, No. 60-172982, No. 60-190779, New Experimental Chemistry Course Volume 14-III, pp. 1585-1594 (1977) Maruzen, Volume 14-III
1573 ~ 1584 (1977) Maruzen Helv. Acta, Vol. 36, 75 (195)
3), J. Am. Chem. Soc, Vol. 72, p. 2762 (1950), Org ・ Synt
It can be easily synthesized by those skilled in the art with reference to h.II, page 395 (1943) and the like.

Next, typical synthetic examples of the pyrazoloazole-based magenta coupler according to the present invention are shown below.

Synthesis Example 6 Synthesis of Exemplified Compound ME-2

[0204]

[Chemical formula 116]

E- 1 ( 4.8 g) was added to N, N-dimethylacetamide 2
After heating and dissolving in 0 cc., 100 cc. Of acetonitrile and 2.0 g of succinic anhydride were added, and the mixture was heated under reflux for 5 hours. After acetonitrile was distilled off under reduced pressure, the reaction solution and 200 cc. Of water were poured out and the precipitated crystals were collected by filtration. The product was purified by silica gel column chromatography to obtain white amorphous E-
2 4.6 g were obtained. (The structure was confirmed by ¹ H NMR, FD mass spectrum, and IR.) Furthermore, E- 2 4.5 g and E- 3 3.6 g were added.
The solution was dissolved in 50-cc of 1.4-dioxane, 3.1 g of dicyclohexylcarbodiimide (DCC) was added, and the mixture was stirred at room temperature for 4 hours. After separating the insoluble matter by filtration, 200 cc. Of ethyl acetate and 100 cc. Of water were added for extraction, and the product was further purified by silica gel column chromatography washed with water to obtain 5.8 g of ME-2 in the form of a pale yellow extract. (The structure was confirmed by ¹ HNMR, FD mass spectrum, and IR.)

[0206]

[Chemical 117]

[0207]

[Chemical 118]

[0208]

[Chemical 119]

[0209]

[Chemical 120]

[0210]

[Chemical 121]

[0211]

[Chemical formula 122]

[0212]

[Chemical 123]

[0213]

[Chemical formula 124]

[0214]

[Chemical 125]

[0215]

[Chemical formula 126]

[0216]

[Chemical 127]

The above-mentioned pyrazoloazole-based magenta couplers according to the present invention are described in Journal of the Chemical Society, Perkin I (1977), 2047-2052, US Pat. 72
5,067, JP-A-59-99437, 58-42045, 59-1625
No. 48, No. 59-171956, No. 60-33552, No. 60-43659,
No. 60-172982, No. 60-190779, No. 61-189539, No. 61-
No. 241754, No. 63-163351, No. 62-157031, Synthesys,
1981 page 40, 1984 page 122, 1984 page 894, JP-A-49
-53574, British Patent 1,410,846, New Experimental Chemistry Course 14-II
Volume I, pp. 1585-1594 (1977), published by Maruzen, Helv. Chem. Act.
a., 36, 75 (1953), J. Am. Chem. Soc., 72, 2762.
With reference to page (1950), Org. Synth., Volume II, page 395 (1943) and the like, those skilled in the art can easily synthesize. Next, typical synthesis examples of the pyrazoloazole-based magenta coupler according to the present invention will be shown below.

Synthesis Example 7 Synthesis of Exemplified Compound MF-1

[0219]

[Chemical 128]

Synthesis of Intermediate F- 4 To 33.3 g of Intermediate F- 1 were added 1000 cc of ethyl acetate, 9.8 g of sodium acetate and 200 cc of water, and the mixture was ice-cooled to 5 ° C. A solution of 32.7 g of intermediate F- 2 in ethyl acetate was added dropwise to the vigorously stirred reaction solution over about 2 hours, and then the mixture was stirred at room temperature for 2 hours. The reaction solution was separated, and further washed twice with 500 cc of a 5% sodium hydrogen carbonate aqueous solution, and then the organic phase was dried and concentrated to dryness.
The obtained product was recrystallized from ethanol to obtain 51.8 g of intermediate F- 3 . Furthermore, 2000cc to intermediate F- 3 51.5g
Toluene and 15.0 g of phosphorus oxychloride were added, and the mixture was heated and refluxed for 5 hours. The reaction solution was cooled to room temperature, washed with 500 cc of water three times, and toluene was distilled off under reduced pressure. The brown oil obtained was recrystallized from acetonitrile to give 42.6 g of intermediate F
-4 was obtained. (Identified by ¹ H NMR, FD mass spectrum and IR spectrum.) Synthesis of Intermediate F- 7 42.5 g of Intermediate F- 4 was added with 250 cc of acetic acid, 45 cc of water and 45 cc of sulfuric acid.
Was added and the mixture was heated and refluxed for 4 hours. After cooling the reaction mixture with ice,
Add 300 g and 500 cc of ethyl acetate for extraction and extract the organic phase by 5%
After washing 5 times with 500cc of sodium hydrogen carbonate aqueous solution, drying,
It was then concentrated to dryness. The obtained product was recrystallized from acetonitrile to obtain 30.9 g of Intermediate F- 5 . Furthermore, after dissolving this in 300 cc of ethanol, 24.6 g of intermediate F-6
And 8.6 g of potassium carbonate were added and the mixture was heated and refluxed for 4 hours. After the precipitated inorganic salt was filtered off, ethanol was distilled off under reduced pressure, the product was dissolved in 500 cc of ethyl acetate, and washed with 400 cc of water three times. After drying the organic phase, the solvent was distilled off under reduced pressure. The product was purified by column chromatography and further recrystallized from a mixed solvent of ethyl acetate-hexane to obtain 14.0 g of intermediate F- 7 . (Identified by ¹ H NMR, FD mass spectrum and IR spectrum.) Synthesis of Exemplified Compound MF-1 14.0 g of Intermediate F- 7 was dissolved in 300 cc of methanol to obtain 2.0
g of palladium-carbon (support rate: 5%) was added, and catalytic reduction was performed in a hydrogen gas atmosphere for 4 hours. Catalyst palladium
-After removing carbon by filtration, the solvent methanol was distilled off under reduced pressure to obtain 13.5 g of Intermediate F- 8 .

Further, after dissolving this in 150 cc of n-butanol,
Divinyl sulfone (2.26 g) was added, and the mixture was heated and refluxed for 3 hours. After concentrating the solvent n-butanol, it was purified by silica gel chromatography and recrystallized from a mixed solvent of ethyl acetate-hexane to give 11.5 g of intermediate F- 9.
Got

Intermediate F- 9 ( 11.5 g) was added with chloroform (100 cc).
Then, 1.81 g of N-chlorosuccinimide (NCS) was added little by little over a period of about 2 hours when the solution was dissolved in water and cooled to 5 ° C with ice. The reaction solution was washed with water and dried, and then the solvent was distilled off under reduced pressure.
The obtained product was recrystallized from acetonitrile to obtain 10.8 g of the target white crystal of MF-1. (Identified by ¹ H NMR, FD mass spectrum and IR spectrum.) Next, the compound of the general formula [IP] will be described. General formula [IP]
In, R ^a , R ^b and R ^c represent an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group or a heterocyclic group, and a, b and c represent 0 or 1. R ^a , R ^b , R
^{The c's} may be the same or different and may be bonded to each other to form a ring. The alkyl group represented by R ^a , R ^b and R ^c may be linear alkyl or branched alkyl, and examples thereof include methyl, ethyl, butyl, hexyl, octyl, decyl and octadecyl, and the alkenyl group includes butenyl, Examples include octenyl and the like. Also,
Examples of the cycloalkyl group include cyclopentyl and cyclohexyl, and examples of the aryl group include a phenyl group and a naphthyl group. Further, examples of the heterocyclic group include pyridyl and the like. These alkyl group, alkenyl group, cycloalkyl group, aryl group or heterocyclic group may have one or more substituents. Specific examples of the compound of the general formula [IP] according to the present invention are shown below, but the compound of the present invention is not limited to the following compounds.

[0223]

[Chemical formula 129]

[0224]

[Chemical 130]

[0225]

[Chemical 131]

[0226]

[Chemical 132]

The magenta coupler having an amine image stabilizer in the molecule and the [IP] compound may be used alone or in combination. Further, a magenta coupler having an amine-based image stabilizer in the molecule and [I
The compounds of P] are preferably used in the same layer.

The silver halide emulsion used in the silver halide photographic light-sensitive material of the present invention preferably contains silver chloride in an amount of 95 to 99.95 mol%, and is substantially free of silver iodide. preferable. The content of silver chloride is more preferably 97 to 99.9 mol%. In order to reduce the amount of development or the replenishment amount of the color developing solution in a shorter time, it is more preferably 99.5 to 99.9 mol%.

The silver halide grains used in the light-sensitive material of the present invention may have any shape. One preferable example is a cube having a (100) plane as a crystal surface. In addition, U.S. Pat.Nos. 4183756, 4225666, JP-A-55-26589, JP-B-55-42737 and The Journal of Photographic Science (J. Photogr.
Sci.) 21, 39 (1973) and the like, particles having an octahedral shape, a tetradecahedral shape, a dodecahedron shape and the like can be prepared and used. Further, grains having twin planes may be used.

The silver halide grains used in the light-sensitive material of the present invention may be grains having a single shape,
It may be a mixture of particles of various shapes.

The particle size of the silver halide grains used in the light-sensitive material of the present invention is not particularly limited, but it is preferably 0 in consideration of other photographic properties such as rapid processing property and sensitivity.
It is in the range of 1 to 1.2 μm, more preferably 0.2 to 1.0 μm. The particle diameter can be measured by various methods generally used in the technical field. A typical method is Loveland's "particle size analysis method" (A.
STM Symposium on Right Microscopy, pages 94-122, 1955) or the method described in "Theory of Photographic Processes, Third Edition" (Mies and James, Chapter 2, Macmillan, 1966). Can be mentioned.

This particle size can be measured using the projected area of the particle or an approximate diameter. If the particles are of substantially uniform shape, the particle size distribution can be fairly accurately expressed as a diameter or projected area.

The grain size distribution of silver halide grains used in the light-sensitive material of the present invention may be polydisperse or monodisperse. Preferably the coefficient of variation is 0.22 or less,
More preferably, it is a monodisperse silver halide grain of 0.15 or less. Here, the coefficient of variation is a coefficient indicating the breadth of the particle size distribution and is defined by the following equation.

Coefficient of variation = S / R (where S is the standard deviation of the grain size distribution, and R is the average grain size.) The grain size as used herein means the diameter of spherical silver halide grains. Further, in the case of a particle having a shape other than a cube or a sphere, it represents the diameter when the projected image is converted into a circular image having the same area.

As the apparatus and method for preparing the silver halide emulsion, various methods known in the art can be used.

The silver halide emulsion according to the present invention may be obtained by any of the acidic method, the neutral method and the ammonia method. The grains may be grown at one time, or may be grown after the seed grains are formed. The method of making seed particles and the method of growing seed particles may be the same or different.

The method of reacting the soluble silver salt and the soluble halide salt may be any of a forward mixing method, a back mixing method, a simultaneous mixing method, a combination thereof, etc., but the one obtained by the simultaneous mixing method. Is preferred. Further, the pAg controlled double jet method described in JP-A-54-48521 can be used as one type of the simultaneous mixing method.

Further, a device for supplying an aqueous solution of a water-soluble silver salt and a water-soluble halide salt from an addition device arranged in a reaction mother liquor described in JP-A-57-92523 and 57-92524, published in Germany. An apparatus for continuously changing the concentration of a water-soluble silver salt and a water-soluble halide salt aqueous solution described in Japanese Patent No. 2921164, etc., and taking out the reaction mother liquor outside the reactor described in Japanese Patent Publication No. 56-501776. You may use the apparatus etc. which perform grain formation, keeping the distance between silver halide grains constant by concentrating by an ultrafiltration method.

If necessary, a silver halide solvent such as thioether may be used. Further, a compound having a mercapto group, a nitrogen-containing heterocyclic compound or a compound such as a sensitizing dye may be added during the formation of silver halide grains or after the completion of grain formation.

A known method can be used for reduction sensitizing the silver halide emulsion according to the present invention. For example,
It is also possible to use a method of adding various reducing agents,
A method of aging under conditions of high silver ion concentration or a method of aging under conditions of high pH can be used.

As the reducing agent used for reduction sensitization of the silver halide emulsion according to the present invention, stannous salts such as stannous chloride, boranes such as tri-t-butylamineborane, sodium sulfite, potassium sulfite, etc. Sulfites, reductones such as ascorbic acid, and thiourea dioxide can be used. Among these, thiourea dioxide, ascorbic acid and its derivatives, and sulfite can be preferably used. Compared with the case where reduction sensitization is performed by controlling the silver ion concentration and pH during ripening, the method using a reducing agent as described above is excellent in reproducibility and is preferable.

These reducing agents are dissolved in a solvent such as water or alcohol and added to the silver halide emulsion for ripening, or they are added during the formation of silver halide grains to reduce and increase them simultaneously with grain formation. You may feel.

The amount of these reducing agents to be added needs to be adjusted according to the pH of the silver halide emulsion, the concentration of silver ions, etc., but generally it is 10 mol per mol of the silver halide emulsion.
^-7 to 10 ^-2 mol is preferred.

After the reduction sensitization, a small amount of an oxidizing agent may be used for modifying the reduction sensitizing nucleus or deactivating the remaining reducing agent. Examples of compounds used for such purposes include:
Examples thereof include potassium hexacyanoferrate (III), bromosuccinimide, p-quinone, potassium perchlorate, and hydrogen peroxide solution.

The silver halide emulsion according to the present invention is reduction-sensitized, and a sensitizing method using a gold compound and a sensitizing method using a chalcogen sensitizer can be used in combination.

As the chalcogen sensitizer applied to the silver halide emulsion according to the present invention, a sulfur sensitizer, a selenium sensitizer, a tellurium sensitizer and the like can be used, and the sulfur sensitizer is preferable. Thiosulfate as a sulfur sensitizer,
Examples thereof include allylthiocarbamidothiourea, allylisothiocyanate, cystine, p-toluenethiosulfonate, and rhodanine.

As the gold sensitizer applied to the silver halide emulsion according to the present invention, various gold complexes other than chloroauric acid, gold sulfide, gold thiosulfate and the like can be added. Examples of the ligand compound used include dimethylrhodnin, thiocyanic acid, mercaptotetrazole, and mercaptotriazole. The amount of the gold compound used varies depending on the type of silver halide emulsion, the type of compound used, ripening conditions, etc.
It is preferably 1 × 10 ⁻⁴ mol to 1 × 10 ⁻⁸ mol per mol. More preferably, it is 1 × 10 ⁻⁵ mol to 1 × 10 ⁻⁸ mol.

The silver halide emulsion according to the present invention has the purpose of preventing fog that occurs during the process of preparing a silver halide photographic light-sensitive material, reducing performance fluctuations during storage, and preventing fog that occurs during development. Known antifoggants and stabilizers can be used. Examples of compounds that can be used for such purpose include compounds represented by the general formula [II] described in JP-A 2-146036, page 7, lower column, and specific compounds thereof include: 8 of the publication
(IIa-1) to (IIa-8) and (I
Examples thereof include compounds Ib-1) to (IIb-7) and 1- (3-methoxyphenyl) -5-mercaptotetrazole. These compounds have a silver halide emulsion grain preparation step, a chemical sensitization step, and
At the end of the chemical sensitization step, it is added in a step such as a coating solution preparation step. When chemical sensitization is carried out in the presence of these compounds, 1 × 10 ⁻⁵ mol to 5 × 10 ⁻⁴ mol per mol of silver halide.
It is preferably used in a molar amount. When added at the end of chemical sensitization, the amount is preferably about 1 × 10 ^-6 mol to 1 × 10 ^-2 mol, and 1 × 10 ^-5 mol to 5 mol per mol of silver halide.
× 10 ^-3 mol is more preferable. In the coating liquid preparation process,
When added to the silver halide emulsion layer, the amount is preferably about 1 × 10 ^-6 mol to 1 × 10 ^-1 mol, and 1 × 10 ^-5 mol to 1 × 10 ^-2 mol per mol of silver halide. Is more preferable. When it is added to a layer other than the silver halide emulsion layer, the amount in the coating film is preferably about 1 × 10 ⁻⁹ mol to 1 × 10 ⁻³ mol.

When the silver halide photographic light-sensitive material of the present invention is used as a color photographic light-sensitive material, it was spectrally sensitized in a specific region of a wavelength range of 400 to 900 nm by combining it with a yellow coupler, a magenta coupler and a cyan coupler. It has a layer containing a silver halide emulsion. The silver halide emulsion contains one kind or a combination of two or more kinds of sensitizing dyes.

As the spectral sensitizing dye used in the silver halide emulsion according to the present invention, any known compound can be used, but as the blue-sensitive sensitizing dye, Japanese Patent Application No. 2-5
BS-1 to BS-8 described in No. 1124, pages 108 to 109 can be preferably used alone or in combination. As the green sensitizing dye, GS-1 to 5 described on page 110 of the same specification are preferably used. As the red photosensitive sensitizing dye, RS-1 to RS-8 described on pages 111 to 112 of the same specification are preferably used. When exposing the silver halide photographic light-sensitive material according to the present invention by a printer using a semiconductor laser, it is necessary to use a sensitizing dye having infrared sensitivity, and as the infrared-sensitive sensitizing dye, IR described on pages 12 to 14 of Japanese Patent Application No. 3-73619
The dyes of S-1 to 11 are preferably used. The supersensitizers SS-1 to SS-described on pages 14 to 15 of the specification.
It is preferred to use 9 in combination with these dyes.

In the silver halide photographic light-sensitive material of the present invention, dyes having absorption in various wavelength regions can be used for the purpose of preventing irradiation and halation. As the coupler used in the silver halide photographic light-sensitive material according to the present invention, any coupler capable of forming a coupling product having a spectral absorption maximum wavelength in a wavelength region longer than 340 nm by a coupling reaction with an oxidant of a color developing agent. Compounds can also be used, but as typical ones,
Known as a yellow coupler having a spectral absorption maximum wavelength in the wavelength range of 350 to 500 nm, a magenta coupler having a spectral absorption maximum wavelength in the wavelength range of 500 to 600 nm, and a cyan coupler having a spectral absorption maximum wavelength in the wavelength range of 600 to 750 nm. Is typical.

Examples of yellow couplers that can be preferably used in the silver halide photographic light-sensitive material of the present invention include pivaloyl type yellow couplers.

Cyan couplers that can be preferably used in the silver halide photographic light-sensitive material of the present invention include:
Japanese Patent Application No. 2-234208, the general formula (C-
Examples thereof include couplers represented by I) and (C-II). Specific compounds are described in CC in pages 18 to 21 of the same specification.
-1 to CC-9 can be mentioned.

When the oil-in-water emulsion dispersion method is used to add the coupler used in the silver halide photographic light-sensitive material of the present invention, it is usually a water-insoluble high-boiling organic solvent having a boiling point of 150 ° C. or higher or General formula in the invention [IP]
If necessary, a low boiling point and / or a water-soluble organic solvent is also used in combination to dissolve the compound in (1), and the mixture is emulsified and dispersed in a hydrophilic binder such as an aqueous gelatin solution using a surfactant. As a dispersing means, a stirrer, a homogenizer, a colloid mill, a flow jet mixer, an ultrasonic disperser or the like can be used. After the dispersion or at the same time as the dispersion, a step of removing the low boiling point organic solvent may be added.

The coating amount of the coupler is not particularly limited as long as a sufficiently high concentration can be obtained, but it is preferably 1 × 10 ^{−3 to} 5 mol, and more preferably 1 mol per mol of silver halide. It is used in a range of × 10 ^-2 to 1 mol.

In the silver halide photographic light-sensitive material of the present invention, it is advantageous to use gelatin as a binder, but if necessary, other gelatin, gelatin derivatives, graft polymers of gelatin and other polymers, gelatin. Other than the above, hydrophilic colloids such as proteins, sugar derivatives, cellulose derivatives, and synthetic hydrophilic polymer substances such as single or copolymers can be used.

As the reflective support according to the present invention, any material may be used, such as white pigment-containing polyethylene-coated paper, baryta paper, vinyl chloride sheet, white pigment-containing polypropylene, polyethylene terephthalate support and the like. Can be used. Above all, a support having a polyolefin resin layer containing a white pigment on its surface is preferable.

As the white pigment used in the reflective support of the present invention, inorganic and / or organic white pigments can be used, and preferably inorganic white pigments are used. For example, alkaline earth metal sulfates such as barium sulfate, alkaline earth metal carbonates such as calcium carbonate, finely divided silicic acid, silicas such as synthetic silicates, calcium silicate, alumina, alumina hydrate, oxidation Examples include titanium, zinc oxide, talc, clay and the like. The white pigment is preferably barium sulfate or titanium oxide.

The amount of the white pigment contained in the waterproof resin layer on the surface of the reflective support according to the present invention is preferably 10% by weight or more as the content in the waterproof resin layer, and further, It is preferable that the content is 13% by weight or more, and 15
More preferably, it is at least wt%. The degree of dispersion of the white pigment in the water resistant resin layer of the paper support according to the present invention is
It can be measured by the method described in JP-A 2-28640.
When measured by this method, the degree of dispersion of the white pigment is preferably 0.20 or less, more preferably 0.15 or less, and even more preferably 0.10 or less as the coefficient of variation described in the above publication.

The silver halide photographic light-sensitive material according to the present invention may be directly or undercoated after the support surface is subjected to corona discharge, ultraviolet irradiation, flame treatment, etc., if necessary. Applied through one or more undercoat layers for improving antistatic property, dimensional stability, abrasion resistance, hardness, antihalation property, friction property and / or other property) Good.

In coating a photographic light-sensitive material using a silver halide emulsion, a thickener may be used to improve coatability. As the coating method, extrusion coating and curtain coating, which can simultaneously coat two or more layers, are particularly useful.

The color developing agents used in the color developing solution in the development processing of the silver halide photographic light-sensitive material according to the present invention are aminophenol and p-phenylenediamine which are widely used in various color photographic processes. A compound is used. In particular, aromatic primary amine type color developing agents are preferably used.

As the aromatic primary amine developing agent, (1) N, N-dimethyl-p-phenylenediamine hydrochloride (2) N-methyl-p-phenylenediamine hydrochloride (3) 2-amino-5- ( N-ethyl-N-dodecylamino) toluene (4) N-ethyl-N- (β-methanesulfonamidoethyl) -3-
Methyl-4-aminoaniline sulfate (5) N-ethyl-N- (β-hydroxyethyl) -3-methyl-4-
Aminoaniline Sulfate (6) 4-Amino-3-methyl-N, N, -diethylaniline (7) 4-Amino-N- (β-methoxyethyl) -N-ethyl-3-methylaniline p-toluenesulfone Acid salt (8) 4-amino-N-ethyl-N- (γ-hydroxypropyl) -3
-Methylaniline p-toluenesulfonic acid salt These color developing agents are used at a concentration of 1 x 10 per liter of developing solution.
It is preferable to use in the range of ^{-3 to} 2 × 10 ^-1 mol, 5 ×
It is more preferable to use it in the range of 10 ^{−3 to} 2 × 10 ⁻¹ mol.

To the color developing solution, a known developing solution component compound can be added in addition to the above color developing agent. Generally, an alkali agent having a pH buffering action, a chloride ion, a development inhibitor such as benzotriazole, a preservative,
A chelating agent or the like is used.

As the alkaline agent used in the color developing solution for the silver halide photographic light-sensitive material according to the present invention, potassium carbonate, potassium borate, trisodium phosphate and the like are used, and water is mainly used for the purpose of adjusting pH and the like. Sodium oxide,
Potassium hydroxide or the like is used. The pH of the color developer is
It is generally 9 to 12, and preferably 9.5 to 11 is used.

For the purpose of suppressing development, a halide salt ion is often used, but in the image forming method according to the present invention, since it is necessary to complete development in a very short time, chloride ion is mainly used. Used, such as potassium chloride and sodium chloride. The amount of chloride ion is approximately 3.0 × 10 −2 mol or more per liter of color developing solution,
It is preferably 4.0 × 10 ^{-2 to} 5.0 × 10 ^-1 mol. Bromide ion can be used within a range that does not impair the effects of the present invention, but has a large effect of suppressing development, and is approximately 1.0 × 10 ⁻³ mol or less, preferably 5.0 × 10 ⁻⁴ , per liter of color developing solution. The following is desirable.

Preservatives include hydroxylamine derivatives (excluding hydroxylamine), hydroxamic acids,
Hydrazines, hydrazide aminoketones, sugars, monoamines, diamines, polyamines, quaternary ammonium salts, nitroxy radicals, alcohols, oximes, diamide compounds, condensed amines, etc. are particularly effective organic compounds. It is a preservative. Particularly, dialkyl-substituted hydroxylamines such as diethylhydroxyamine and alkanolamines such as triethanolamine are preferably used.

As the chelating agent used in the color developing solution according to the present invention, compounds such as aminopolycarboxylic acid, aminopolyphosphonic acid, alkylphosphonic acid and phosphonocarboxylic acid are used. Especially, ethylenediaminetetraacetic acid, nitrilotriacetic acid, diethylenetriaminepentaacetic acid, 1-
Hydroxyethylidene-1,1-diphosphonic acid is preferably used.

The color developing temperature is usually 15 ° C. or higher and generally 20 to 50 ° C. Also, for quick processing, 30
It is preferable to carry out at a temperature of not less than ° C.

The color development processing time is generally 3 to 4 minutes, but for the purpose of speed, it is preferably within 1 minute.

The silver halide photographic light-sensitive material of the present invention is subjected to bleaching treatment and fixing treatment after color development processing. The bleaching process may be performed simultaneously with the fixing process. After the fixing process, a washing process is usually performed. Further, as a substitute for the water washing treatment, a stabilizing treatment may be performed. As a development processing apparatus used for the development processing of the silver halide photographic light-sensitive material of the present invention, even if it is a roller transport type that conveys the light-sensitive material by sandwiching it between rollers arranged in a processing tank, The endless belt method of fixing and conveying may be used, but particularly, the method of forming the processing tank in a slit shape and supplying the processing liquid to the processing tank and conveying the photosensitive material may also be used.

[0272]

EXAMPLES Examples of the present invention will be described below, but embodiments of the present invention are not limited to these.

Example 1 (Preparation of silver halide emulsion) The following three kinds of silver halide emulsions were prepared by a neutral method and a simultaneous mixing method.

[0274]

[Table 1]

After the completion of the chemical sensitization, each of the silver halide emulsions was prepared by adding STB-1 as an emulsion stabilizer to silver halide 1.
2 × 10 ⁻⁴ mol was added per mol.

(Preparation of color light-sensitive material) Each layer having the following constitution was coated on a support having polyethylene laminated on one side of a paper support and polyethylene containing titanium oxide on the other side of the first layer. Then, a multilayer color light-sensitive material 101 was produced.

First Layer Coating Liquid Yellow coupler (Y-1) 26.7 g, stain inhibitor (HQ-1) 0.67 g, dye image stabilizer (ST-1) 10.
To 0 g, (ST-2) 6.7 g and high boiling point solvent (DNP) 6.7 g, ethyl acetate 60 ml was added and dissolved, and this solution was dissolved in 10% sodium alkylnaphthalene sulfonate (SU-1) 10% gelatin. 200 ml of the aqueous solution was emulsified and dispersed using a homogenizer to prepare a yellow coupler dispersion. The dispersion was mixed with a blue-sensitive silver chlorobromide emulsion (Em-1 was 10 g in terms of silver) and a gelatin solution for coating to prepare a coating solution for the first layer.

The coating solutions for the second to seventh layers were prepared in the same manner as the coating solution for the first layer.

Further, as a hardening agent, (H-1) was added to the second and fourth layers and (H-2) was added to the seventh layer.

As the coating aid, SU-1 and SU-
2 and the surfactants shown in Table 3 were added to adjust the surface tension.

[0281]

[Table 2]

[0282]

[Table 3]

The compounds used in Tables 2 and 3 are shown below.

[0284]

[Chemical 133]

[0285]

[Chemical 134]

[0286]

[Chemical 135]

[0287]

[Chemical 136]

[0288]

[Chemical 137]

[0289]

[Chemical 138]

The compounds shown in Tables 4 and 5 were added to the third layer in an amount of 1 mmol / m ² to prepare samples 102 to 146.

The comparative compounds of the above additives are shown below.

[0292]

[Chemical 139]

The obtained sample was wedge-exposed with green light using a sensitometer KS-7 (manufactured by Konica Corporation), and the amount of the developer was increased to 3 times the tank capacity of the color developing solution according to the processing steps shown below. After continuous processing was performed until the color developing replenisher was replenished, the following evaluations were performed.

Treatment process Temperature Time Replenishment amount Color development 35.0 ± 0.3 ℃ 45 seconds 110ml Bleach fixing 35.0 ± 0.3 ℃ 45 seconds 50ml Stability 30-34 ℃ 90 seconds 250ml (3 tank cascade) Dry 60-80 ℃ 30 seconds Treatment The composition of the liquid is shown below.

The replenishment amount is the amount per 1 m ² of the light-sensitive material.
The stabilizing treatment was supplemented by a countercurrent system of stabilizing tank 3 → 1.

Color developing solution Tank solution Pure water 800 ml Triethanolamine 10 g N, N-Diethylhydroxylamine 5 g Potassium chloride 2 g 1-Hydroxyethylidene-1,1-disphonic acid 1 g N-ethyl-N-β-methanesulfonamide ethyl -3-Methyl-4-aminoaniline sulfate 5.4g Potassium carbonate 27g Add water to make 1 liter, and add pH with potassium hydroxide or sulfuric acid.
To 10.10.

Replenisher Liquid Pure water 800 ml Triethanolamine 18 g N, N-Diethylhydroxylamine 9 g 1-Hydroxyethylidene-1,1-disphonic acid 1.8 g N-Ethyl-N-β-methanesulfonamide Ethyl-3-methyl- 4-Aminoaniline sulfate 8.2g Potassium carbonate 27g Add water to make 1 liter, and add pH with potassium hydroxide or sulfuric acid.
To 10.60.

Bleach-fixing tank solution and replenishing solution Ethylenediaminetetraacetic acid ferric ammonium salt 53g Ethylenediaminetetraacetic acid 3.0g Ammonium thiosulfate (70%) solution 123g Ammonium sulfite (40%) solution 51g Ammonia water or glacial acetic acid to pH 5.4 Adjust and adjust the total volume to 1 liter with water.

Stable tank solution and replenishing solution Orthophenylphenol 0.1 g Ubittex (Ciba Geigy) 1.0 g Zinc sulfate-7-hydrate 0.1 g Ammonium sulfite (40% solution) 5.0 ml 1-Hydroxyethylidene-1,1- Diphosphonic acid 3.0 g Ethylenediaminetetraacetic acid 1.5 g Adjust the pH to 7.8 with aqueous ammonia or glacial acetic acid, and add water to make the total volume 1 l.

[0300]

[Evaluation Method] To evaluate the fastness to light, each of the above-treated samples was stored in the sun (exposure table) for 10 weeks, and evaluated by the residual ratio of the dye image at a density of 1.0.

Regarding color reproducibility, the following scenes were exposed, and each sample was subjected to the above-mentioned treatment. The obtained scene exposure sample was submitted to 20 subjects, and visual evaluation was performed on the vividness and brightness of the red color.

(Scene 1) Portrait of a woman in a red sweater (Scene 2) Scenery of an amusement park (Scene 3) Basket of fruits Visual evaluation was made by observing each print to determine the vividness and brightness of red. ◎ Very good ○ Good △ Slightly bad × Poor XX × Very bad Five-point evaluation was performed, and the one with the highest evaluation by the subjects is shown in the table below.

[0303]

[Table 4]

[0304]

[Table 5]

As is clear from Tables 4 and 5, when the magenta coupler containing the amine image stabilizer in the molecule of the present invention was not used (Samples 101 to 104, 122 to 125)
It can be seen that the light resistance is extremely poor. Further, when the magenta coupler containing the amine image stabilizer in the molecule of the present invention is not used, the color reproducibility is good, but the magenta coupler containing the amine image stabilizer in the molecule of the present invention is used. Then, it can be seen that the color reproducibility is inferior when the compound of the general formula [IP] of the present invention is not used. (Sample 105
However, when the compound of the general formula [IP] of the present invention is used and the magenta coupler containing an amine image stabilizer in the molecule of the present invention is used, excellent light resistance and color reproducibility are obtained. It can be seen that an excellent sample can be obtained.
(Samples 122 to 146) Further, when comparing magenta couplers containing an amine-based image stabilizer in the molecule of the present invention, the light resistance is improved as the linking group connecting the amine-based image stabilizer becomes shorter. I understand. (Samples 126 to 129) This suggests that the physical distance between the coupler nucleus and the image stabilizer affects the light resistance.

Example 2 Similar to Example 1, the additives shown in Tables 6 and 7 and the magenta coupler were added in the same manner as in Example 1 to prepare Samples 201 to 248.
Was produced.

The fastness to light was evaluated by storing each of the above-treated samples in the sun (exposure table) for 12 weeks and evaluating the residual ratio of the dye image at a density of 1.2. The color reproducibility was the same as in Example 1.

[0308]

[Table 6]

[0309]

[Table 7]

As is clear from Tables 6 and 7, the compound of the general formula [IP] of the present invention was used, and the magenta coupler containing the amine image stabilizer in the molecule of the present invention was used. At this time, it can be seen that a sample having excellent light resistance and excellent color reproducibility can be obtained.

Further, as the magenta coupler containing the amine-based image stabilizer of the present invention, in addition to those shown in Table 5, MA-12, MA-36, MA-23 and MA-8 can be used.
7, MA-93, MA-23, MB-5, MB-8, M
B-21, MC-18, MC-20, MC-13, MD
-1, MD-21, MD-17, ME-2, ME-1
5, MF-13, MF-28, and MF-31 were also evaluated, but similar effects were obtained.

Example 3 Additives shown in Table 8 and magenta coupler were added in the same manner as in Example 1 to prepare Samples 301 to 330.

To evaluate the fastness to light, each of the treated samples was stored in the sun (exposure table) for 15 weeks and evaluated by the residual ratio of the dye image at a density of 0.8. The color reproducibility was the same as in Example 1.

[0314]

[Table 8]

[0315]

[Chemical 140]

As can be seen from Table 8, when the magenta coupler containing an amine-based image stabilizer in the molecule of the present invention is used (Samples 321, 326), the amine-based image stabilization in the molecule is stabilized. In contrast to magenta couplers that do not contain agents, typical phenol-based (HKA-1, HKA-4) phenyl ether-based (HKA-3), amine-based (HKA-2)
The light resistance was also improved in comparison with the light resistance of the samples (Samples 305 to 320) combined with the image stabilizer of No. In addition to typical magenta couplers containing no amine-based image stabilizer in the molecule, typical phenol-based (HKA-1, HK
A-4) Sample used in combination with a phenyl ether (HKA-3) or amine (HKA-2) image stabilizer (Sample 30)
5 to 320), the color reproducibility was deteriorated.

However, in the magenta coupler containing an amine image stabilizer in the molecule of the present invention, a typical phenol type (HKA-1, HKA-4) phenyl ether type (HKA-3), amine type ( The samples (Samples 322 to 325 and 327 to 330) used in combination with the image stabilizer of HKA-2) show some deterioration in color reproducibility, but they do not impair the performance of the product and also have light fastness. There was also a slight improvement in sex. In addition to the above-mentioned magenta coupler containing an amine image stabilizer in the molecule, MA-71, MA-
72, MA-2, MA-4, MA-98, MB-6, M
B-28, MB-39, MC-2, MC-10, MD-
20, MD-25, ME-6, ME-33, MF-1,
MF-2, MF-5, MF-33, MA-12, MA-
36, MA-23, MA-87, MA-93, MA-2
3, MB-5, MB-8, MB-21, MC-18, M
C-20, MC-13, MD-1, MD-21, MD-
17, ME-2, ME-15, MF-13, MF-2
8 and MF-31 were also evaluated in the same manner, but similar effects were obtained.

[0318]

According to the present invention, it is possible to obtain a silver halide photographic light-sensitive material excellent in light resistance and color reproducibility.

Claims (9)

[Claims] 1. A silver halide photographic light-sensitive material having at least one silver halide emulsion layer on a support,
The silver halide photographic light-sensitive material contains at least one magenta coupler having an amine-based image stabilizer in the molecule, and at least one compound represented by the following general formula [IP].
A silver halide photographic light-sensitive material characterized by containing one of two. [Chemical 1] [Wherein R ^a , R ^b and R ^c represent an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group or a heterocyclic group, and a, b and c represent 0 or 1]. ] 2. The silver halide photographic light-sensitive material according to claim 1, wherein the magenta coupler according to claim 1 is a magenta coupler represented by the following general formula [IA]. [Chemical 2] [In the formula, A is a pyrazolotriazole magenta coupler represented by the following general formula [II] or [III] to R ₂ or R ₃
Is removed and L represents a divalent linking group. Y represents a non-metal atom group necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom, and R ₁ represents a substituent.
n represents an integer of 0 to 4. [Chemical 3] In the formula, R ₂ and R ₃ represent a hydrogen atom or a substituent, and X represents a hydrogen atom or a group capable of splitting off upon reaction with an oxidized product of a color developing agent. ] 3. The magenta coupler represented by the general formula [IA] according to claim 2 is represented by the following general formula [IA-1] or general formula [IA-2]. Silver halide photographic light-sensitive material. [Chemical 4] [In the formula, L ¹ represents a divalent linking group having a main chain having a chain length of 5 or less, and R ₁ and R ₂ represent a substituent. Y represents a nonmetallic atom group necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom, and n represents an integer of 0 to 4. X represents a hydrogen atom or a group capable of splitting off upon reaction with an oxidized product of a color developing agent. ] 4. The magenta coupler represented by the general formula [IA] according to claim 2 is the following general formula [IA-3] or general formula [IA-4]. Silver halide photographic light-sensitive material. [Chemical 5] [In the formula, R ₁ , R ₂ and R ₄ represent a substituent, and Y represents a nonmetallic atom group necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom. n represents an integer of 0 to 4,
m represents 1 or 2. X represents a hydrogen atom or a group capable of splitting off upon reaction with an oxidized product of a color developing agent. ] 5. The silver halide photographic light-sensitive material according to claim 1, wherein the magenta coupler according to claim 1 is a magenta coupler represented by the following general formula [IB]. [Chemical 6] [In the formula, A is R ₂ or R ₃ from the pyrazolotriazole magenta coupler represented by the general formula [II] or [III].
Is removed, L _B represents a divalent linking group or a simple bond, and R _B represents an alkylene group. Y represents a group of non-metal atoms necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom. ] 6. The silver halide photographic light-sensitive material according to claim 1, wherein the magenta coupler according to claim 1 is a magenta coupler represented by the following general formula [IC]. [Chemical 7] [In the formula, A is R ₂ or R ₃ from the pyrazolotriazole magenta coupler represented by the general formula [II] or [III].
Is removed and L _C represents a divalent linking group or a simple bond. E represents a linking group represented by the following general formula [E], R ₁₆ represents a hydrogen atom or a substituent, and Y represents a group of non-metal atoms necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom. Represents ] [Chemical 8] 7. The silver halide photographic light-sensitive material according to claim 1, wherein the magenta coupler according to claim 1 is a magenta coupler represented by the following general formula [ID]. [Chemical 9] [In the formula, A is R ₂ or R ₃ from the pyrazolotriazole magenta coupler represented by the general formula [II] or [III].
Is removed and L _D represents a divalent linking group or a simple bond. B represents a linking group represented by the following general formula [B], R _D represents a hydrogen atom or a substituent, and R _a , R _b ,
R _c and R _d represent an alkyl group, Y _D represents a group of non-metal atoms necessary for forming a 5- or 6-membered heterocycle with a nitrogen atom, and one atom in the group of non-metal atoms Represents binding to B, and R ₁₆ represents a hydrogen atom or a substituent. ] [Chemical 10] 8. The silver halide photographic light-sensitive material according to claim 1, wherein the magenta coupler according to claim 1 is a magenta coupler represented by the following general formula [IE]. [Chemical 11] [In the formula, A is R ₂ or R ₃ from the pyrazolotriazole magenta coupler represented by the general formula [II] or [III].
Is removed, and L _E is a divalent linking group. R
_E1 and R _E2 represent a hydrogen atom or a substituent, and R _E1 and R _E2
May be the same or different and may combine with each other to form a 5- to 7-membered ring. k represents 0 or 1,
Z _E represents a linking group represented by the following general formula [ZE], and R
₁₆ represents a hydrogen atom or a substituent. ] [Chemical formula 12] 9. The halogen according to claim 1, wherein the magenta coupler according to claim 1 is a magenta coupler represented by any one of the following general formulas [IF-1] to [IF-4]. Silver halide photographic light-sensitive material. [Chemical 13] [In the formula, L _a and L _b represent a divalent linking group or a simple bond, and R _F represents an alkylene group or an arylene group,
Y represents a nonmetallic atom group necessary for forming a 5- or 6-membered ring, n _f represents 0 or 1, and R _a1 , R _b1 , R _c1 , R _d1 and R _e1 are hydrogen atoms or substituents. Represents R _a1 , R _b1 , R _c1 ,
At least one of R _d1 and R _e1 represents a hydroxyl group, an alkoxy group, an aryloxy group or a group represented by the following general formula [F1], and X _f represents a linking group represented by the following general formula [F2] R ₁₆ represents a hydrogen atom or a substituent. Also, 2
R _16's may be the same or different, and X represents a hydrogen atom or a group capable of splitting off upon reaction with an oxidized product of a color developing agent. ] [Chemical 14] [Chemical 15]