JPH05307242A - Silver halide color photographic sensitive materiel - Google Patents

Abstract

PURPOSE:To accelerate color forming speed and to improve color development density and fastness of a formed dye by incorporating a specified coupler in at least one of hydrophilic colloidal layers on a base. CONSTITUTION:At least one of the hydrophilic colloidal layers on a base contains the coupler represented by the formula, in which X1 is an N-containing hetero ring combining through N atom with a coupling site together with N atom; R1 is a halogen, alkoxy, or an aryloxy; each of Y, R0, and R2 is a substituent; (a) is an integer of 0-4; (b) is that of 0-3; and when R1 is I atom, Y is a not substituted sulfamoyl, N-alkylsulfamoyl, N-alkanoylsulfamoyl, alkoxycarbonyl, N-alkanoyl-amino, or the like.

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 (hereinafter sometimes simply referred to as a light-sensitive material) containing a novel coupler, and more specifically, it has high reactivity and is formed. The present invention relates to a silver halide color photographic light-sensitive material which achieves particularly improved sharpness, high sensitivity and high color image fastness by forming a yellow image with a novel yellow coupler having high fastness of dye.

[0002]

In a color photographic light-sensitive material, the material is exposed to light and then color-developed, whereby an oxidized aromatic primary amine developing agent reacts with a coupler to form an image. In this method, a color reproduction method by a subtractive color method is used, and in order to reproduce blue, green, and red, yellow, magenta, and cyan color images having complementary colors are formed. The basic properties required for each coupler are not only to form a dye but also to have excellent spectral absorption characteristics of the formed dye, a high dye formation rate, a high color density, and It is desired to have various properties such as high fastness to light, heat and humidity. In particular, in recent years when there is a demand for higher sensitivity and higher image quality for a light-sensitive material, there is a strong demand for the development of a coupler having a high dye formation rate and a high color density. Further, in designing a DIR coupler (a coupler that releases a development inhibitor when it reacts with an oxidized product of an aromatic primary amine developer and is used for the purpose of improving sharpness of image quality and color reproducibility). Is an extremely important factor.

One of the effective means for increasing the rate of dye formation is to introduce a highly polar group, particularly a sulfonamide group or a sulfamoyl group, into the coupler molecule, for example, JP-A Nos. 52-115219 and 54-48541.
No. 63-201655, Japanese Patent Publication No. 2-13777
No. 3,1655 and U.S. Pat. No. 4,356,25.
The couplers described in No. 8 are mentioned. Another effective means is to introduce an acidic dissociative group into the coupler molecule,
For example, those into which a p-hydroxybenzenesulfonyl group or p-hydroxybenzenesulfinyl group described in JP-A-58-42045 is introduced, British Patent 909,318.
JP-B-62-61251 and JP-A-61-1210
Examples thereof include those into which an N-acyl sulfamoyl group described in No. 54 is introduced. However, these couplers have the disadvantage that they accelerate dye formation while at the same time facilitating the fading of the dye, and therefore, when using the above technique, it is possible to select a coupler skeleton which produces a robust dye in advance. It was vital. Therefore, a pivaloylacetanilide skeleton has been mainly used as a yellow coupler, but it is still insufficient in terms of dye forming speed and color image fastness, and further improvement has been desired.

[0004]

The object of the present invention is to improve the sharpness and to improve the sharpness by forming an image in the presence of a coupler having a high dye formation rate, a high color density and a high fastness of the formed dye. Another object of the present invention is to provide a color photographic light-sensitive material capable of achieving high sensitivity and high fastness.

[0005]

The above-mentioned object is to contain a coupler represented by the following general formula (I) in at least one hydrophilic colloid layer on a support. Achieved by a photographic light-sensitive material. General formula (I)

[0006]

[Chemical 2]

(In the formula, X ₁ represents a nitrogen-containing heterocycle bound to the coupling position at a nitrogen atom, R ₁ is a halogen atom,
It represents an alkoxy group or an aryloxy group, Y, R ₀ and R ₂ each represent a substituent, a represents an integer of 0 to 4, and b represents an integer of 0 to 3. However, when R ₁ is a chlorine atom, Y is an unsubstituted sulfamoyl group, N-alkylsulfamoyl group, N-alkanoylsulfamoyl group, alkoxycarbonyl group, N-alkanoylamino group, N- (N- Alkylcarbamoyl) sulfamoyl group, N-alkylsulfonylcarbamoyl group or N-arylsulfonylcarbamoyl group,
_{When 1} is an unsubstituted and branched alkoxy group substituted by a linear alkoxy group or an alkoxycarbonyl group, Y is N-alkanoylsulfamoyl group, N-aroylsulfamoyl group, N-arylsulfyl group. It is not a famoyl group or an N- (N-alkylcarbamoyl) sulfamoyl group, and when R ₁ is an aryloxy group substituted with an alkoxy group, Y is an N-alkanoylsulfamoyl group. Absent. )

In the general formula (I), Y, R ₀ and R ₂ each represent a substituent. Examples of the substituent include a halogen atom (eg, fluorine atom, iodine atom, chlorine atom, bromine atom), cyano group, nitro group, carboxyl group, hydroxy group, sulfo group, mercapto group, alkyl group (having 1 to 30 carbon atoms). , Preferably 1-20 linear, branched, or cyclic.
For example, methyl, ethyl, isopropyl, cyclopropyl, cyclopentyl, dodecyl, 2-hexyloctyl), aryl group (having 6 or more carbon atoms, preferably 6 to 1)
0. For example, phenyl, naphthyl, a heterocyclic group (having 1 or more carbon atoms, preferably 1-10, particularly preferably 2-5).
It may be saturated or unsaturated, and may be either a monocyclic ring or a condensed ring. The hetero atom is preferably a nitrogen atom, a sulfur atom or an oxygen atom. The number of ring members is preferably a 5- or 6-membered ring. For example, 2-pyridyl, 4-pyrimidinyl, 5-pyrazolyl, 8-quinolyl, 2-furyl, 2-pyrrolyl, succinimide), an alkoxy group (having 1 to 30, preferably 1 to 24 carbon atoms, for example, methoxy, dodecyloxy), Aryloxy group (C6-20, preferably 6-10. For example, phenoxy, 4-chlorphenoxy), alkylthio group (C1-30, preferably 1-20, for example, methylthio, dodecylthio), arylthio group (carbon Number 6 to 2
0, preferably 6-10. For example, phenylthio), an acyl group (having 1 to 30 carbon atoms, preferably 2 to 20. For example, acetyl, benzoyl), a sulfonyl group (having 1 to 3 carbon atoms).
0, preferably 1-20. For example, methanesulfonyl, octanesulfonyl, dodecanesulfonyl, benzenesulfonyl), an alkoxycarbonyl group (having 2 to 30 carbon atoms,
Preferably 2-20. For example, methoxycarbonyl, dodecyloxycarbonyl, hexadecyloxycarbonyl), an alkoxysulfonyl group (having 1 to 30 carbon atoms, preferably 1 to 20. For example, methoxysulfonyl, dodecyloxysulfonyl, hexadecyloxysulfonyl),
Aryloxycarbonyl group (C7-30, preferably 7-20. For example, phenoxycarbonyl), aryloxysulfonyl group (C6-30, preferably 6).
~ 20. For example, phenoxysulfonyl), an acylamino group (having 2 to 30 carbon atoms, preferably 2 to 20 carbon atoms, such as acetamide, tetradecane amide, and 2- (2,4-di-t).
-Amylphenoxy) butanamide, benzamide),
Sulfonamide group (C1-C30, preferably 1-2
0, for example, methanesulfonamide, dodecanesulfonamide, hexadecanesulfonamide, benzenesulfonamide), a carbamoyl group (having 2 to 30, preferably 2 to 20 carbon atoms. For example, N-butylcarbamoyl, N, N-
Diethylcarbamoyl), sulfamoyl group (carbon number 1
-30, preferably 1-20. For example, N-butylsulfamoyl, N-phenylsulfamoyl, N-dodecylsulfamoyl, N-hexadecylsulfamoyl, N
-3- (2,4-di-t-amylphenoxy) butylsulfamoyl), an alkoxycarbonylamino group (having 1 to 30 carbon atoms, preferably 1 to 20. For example, methoxycarbonylamino, tetradecyloxycarbonylamino),
Aryloxycarbonylamino group (having 7 to 30 carbon atoms,
Preferably 7-20. For example, phenoxycarbonylamino group), N-acylsulfamoyl group (C2-3)
0, preferably 2-20. For example, N-propanoylsulfamoyl, N-tetradecanoylsulfamoyl),
N-acylcarbamoyl group (having 2 to 30 carbon atoms, preferably 2 to 20 carbon atoms, such as N-propanoylcarbamoyl, N
-Tetradecanoylcarbamoyl), N-sulfonylcarbamoyl group (having 1 to 30 carbon atoms, preferably 1 to 20 carbon atoms).
For example, N-octanesulfonylcarbamoyl group, N-
Benzenesulfonylcarbamoyl), N-sulfonylsulfamoyl group (having 1 to 30 carbon atoms, preferably 1 to 2 carbon atoms)
0. For example, N-octanesulfonylsulfamoyl group, N-benzenesulfonylsuspamoyl group, N-carbamoylsulfamoyl group (having 1 to 30, preferably 1 to 20 carbon atoms. For example, N- (N-butylcarbamoyl)) Sulfamoyl)), N-sulfamoylcarbamoyl group (having 1 to 30 carbon atoms, preferably 1 to 20. For example, N- (N-butylsulfamoyl) carbamoyl)), carbamoylamino group (having 1 to 30 carbon atoms, Preferably 1 to 20. For example, N-butylcarbamoylamino), sulfamoylamino group (0 to 30 carbon atoms, preferably 0 to 20. For example, N-butylsulfamoylamino, N-dodecylsulfamoylamino). ), An N-alkoxycarbonylsulfamoyl group (having 1 to 30 carbon atoms,
Preferably 1-20. For example, N-butoxycarbonylsulfamoyl), N-aryloxycarbonylsulfamoyl group (C7-30, preferably 7-20).
For example, N-butoxycarbonylsulfamoyl), N
-Hydroxycarbamoyl group, N-hydroxysulfamoyl group and the like can be mentioned.

Preferred substituents for R ₀ include a halogen atom, cyano group, sulfonyl group, acylamino group, carbamoyl group, alkyl group, sulfonamide group or nitro group. Preferred substituents for R ₂ include a halogen atom, an alkoxysulfonyl group, an aryloxysulfonyl group, an alkylthio group, an arylthio group, an alkyl group, an aryloxy group or an alkoxy group. Preferred substituents for Y include-(NH) _k-
(Z) A group represented by _m- R ₃ . k is 0 or 1, Z is _{-SO 2 -, - SO 2 NR} 4 -, - CO-,
Represents —CO ₂ — or —CONR ₄ —, R ₃ and R
Each of ₄ represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group. m represents 1 or 2, and when m is 2, Z may be the same or different. R ₃ and R ₄ are specifically hydrogen atom, alkyl group (having 1 to 3 carbon atoms).
0, preferably 1-20 straight chain, branched, cyclic, substituted or unsubstituted. For example, methyl, ethyl, isopropyl, cyclopropyl, cyclopentyl, dodecyl, octadecyl, 2-ethylhexyl, 1-heptyldecyl, 2-hexyloctyl, 2-hexyldecyl, 1-methyl-1.
-Dodecyloxycarbonylmethyl, 1-methyl-2-
Dodecylsulfonylethyl, 1-tetradecanoyloxymethyl, 3- (2,4-di-t-amylphenoxypropyl, 3-dodecyloxypropyl), an aryl group (having 6 or more carbon atoms, preferably 6 to 10. For example, Phenyl, 2-chloro-5-sulfamoylphenyl, 2,
4,5-trichlorophenyl, 3,5-dicarboxyphenyl, 4-tetradecylcarbamoylphenyl, 2-
Chloro-5-propylcarbamoylphenyl, naphthyl), heterocyclic group (having 1 or more carbon atoms, preferably 1 to 10,
Especially preferably 2-5. It may be saturated or unsaturated, and may be either a monocyclic ring or a condensed ring. The hetero atom is preferably a nitrogen atom, a sulfur atom or an oxygen atom. The number of ring members is preferably a 5- or 6-membered ring. For example, 2-pyridyl, 2-benzimidazolyl,
2-methyl-5-pyrazolyl, 4-pyrimidinyl, 5-
Pyrazolyl, 8-quinolyl, 2-furyl, 2-pyrrolyl, succinimide). R ₄ is preferably a hydrogen atom.

Preferred as Y are --CO--R
₃ (acyl group), - SO ₂ -R ₃ (sulfonyl group), -
CO ₂ -R ₃ (alkoxycarbonyl group, an aryloxycarbonyl group), - NH-CO-R 3 ( an acylamino _{group), - NH-SO 2 -R} 3 ( sulfonamido group), -
CONR ₄ —R ₃ (carbamoyl group), —SO ₂ NR ₄
-R ₃ (sulfamoyl group), - NH-CO ₂ -R
₃ (alkoxycarbonylamino group, an aryloxycarbonylamino _{group), - NH-CONR 4 -R} 3 ( carbamoylamino _{group), - SO 2 NR 4 -CO} -R 3 (N
-Acylsulfamoyl group), -CONR ₄ -CO-R
₃ (N-acylcarbamoyl group), -CONR ₄ -SO
₂ -R ₃ (N-sulfonylcarbamoyl group), - SO ₂
NR ₄ -SO ₂ -R ₃ (N- sulfonylsulfamoyl _{group), - SO 2 NR 4 -CONR} 4 -R 3 (N- carbamoyl sulfamoyl group), - CONR ₄ -SO ₂ NR
_4- R ₃ (N-sulfamoylcarbamoyl group), -C
ONR ₄ -CONR ₄ -R ₃ (N- carbamoylcarbamoyl _{group), - SO 2 NR 4 -SO} 2 NR 4 -R 3 (N
-Sulfamoylsulfamoyl group), -CO-CO-
R ₃ (acyl _{group), - SO 2 NR 4 -CO} 2
—R ₃ (N-alkoxycarbonylsulfamoyl group,
N-aryloxycarbonylsulfamoyl group),-
_{NH-SO 2 NR 4 -R 3} ( sulfamoylamino _{group), - NH-CONR 4 -CO} -R 3 ( acylcarbamoyl amino _{group), - NH-CONR 4 -SO} 2 -R 3
(Sulfonylcarbamoyl amino group), - NH-SO ₂
NR ₄ -CO-R ₃ (acylsulfamoylamino _{group), - NH-SO 2 NR} 4 -SO 2 -R 3 ( sulfonylsulfamoyl amino _{group), - NH-SO 2 NR} 4 -
SO ₂ NR ₄ -R ₃ (N- sul Famo ylsulfamoyl amino _{group), - NH-SO 2 NR} 4 -CONR 4 -R
₃ (N-carbamoylsulfamoylamino group), -N
_{H-CONR 4 -CONR 4 -R 3} (N- carbamoylcarbamoyl amino group).

More preferably, --CO--R ₃ (acyl group), --SO ₂ --R ₃ (sulfonyl group), --CO ₂ --R.
₃ (an alkoxycarbonyl group, an aryloxycarbonyl group), - NH-CO-R 3 ( an acylamino group), - N
H-SO ₂ -R ₃ (sulfonamido group), - CONR ₄
-R ₃ (carbamoyl _{group), - SO 2 NR 4 -R} 3 ( sulfamoyl _{group), - SO 2 NR 4 -CO} -R 3 (N-
Acylsulfamoyl group), —CO ₂ NR ₄ —CO—R
₃ (N-acylcarbamoyl group), - SO ₂ NR ₄ -S
O ₂ -R ₃ (N- sulfonylsulfamoyl group), - C
ONR ₄ -SO ₂ -R ₃ (N- sulfonylcarbamoyl _{group), - SO 2 NR 4 -CONR} 4 -R 3 (N- carbamoyl sulfamoyl _{group), - NH-CONR 4 -R} 3
(Carbamoylamino _{group), - NH-CO 2 -R} 3 ( alkoxycarbonylamino group, an aryloxycarbonylamino _{group), - NH-SO 2 NR} 4 -R 3 ( sulfamoylamino group)

More preferably, --SO ₂ --R ₃ (sulfonyl group), --CO ₂ --R ₃ (alkoxycarbonyl group,
Aryloxycarbonyl group), -NH-CO-R
₃ (an acylamino group), - NH-SO ₂ -R ₃ (sulfonamido group), - CONR ₄ -R ₃ (carbamoyl group), - SO ₂ NR ₄ -R ₃ (sulfamoyl group), -
_{SO 2 NR 4 -CO-R 3} (N- acylsulfamoyl _{group), - CO 2 NR 4 -CO} -R 3 (N- acylcarbamoyl _{group), - CO 2 NR 4 -SO} 2 -R 3 (N - sulfonylcarbamoyl _{group), - SO 2 NR 4 -CO} 2 NR
_4- R ₃ (N-carbamoylsulfamoyl group) can be mentioned.

However, when R ₁ is a chlorine atom, Y is an unsubstituted sulfamoyl group, N-alkylsulfamoyl group, N-alkylacylsulfamoyl group, alkoxycarbonyl group, N-alkylacylamino group, N- (N
-Alkylcarbamoyl) sulfamoyl group, N-alkylsulfonylcarbamoyl group or N-arylsulfonylcarbamoyl group, R ₁ is unsubstituted and is a branched alkoxy group substituted with a linear alkoxy group or an alkoxycarbonyl group. In the case of a group, Y is an N-alkylacylsulfamoyl group, an N-arylacylsulfamoyl group, an N-arylsulfamoyl group or N
It is not a — (N-alkylcarbamoyl) sulfamoyl group, and when R ₁ is an aryloxy group substituted with an alkoxy group, Y is not an N-alkylacylsulfamoyl group. Preferably, when R ₁ is a halogen atom, Y is an unsubstituted sulfamoyl group,
N-alkylsulfamoyl group, N-alkylacylsulfamoyl group, alkoxycarbonyl group, N-alkylacylamino group, N- (N-alkylcarbamoyl)
It is not a sulfamoyl group, an N-alkylsulfonylcarbamoyl group or an N-arylsulfonylcarbamoyl group, and when R ₁ is an optionally substituted alkoxy group, Y is an N-alkylacylsulfamoyl group, N-
It is not an arylacylsulfamoyl group, N-arylsulfamoyl group or N- (N-alkylcarbamoyl) sulfamoyl group, and when R ₁ is an optionally substituted aryloxy group, Y is N -It is not an alkylacylsulfamoyl group.

A is preferably 0, 1 or 2, and b is preferably 0 or 1. In the general formula (I), R ₁
Represents a halogen atom, an alkoxy group or an aryloxy group, and specifically, a halogen atom (for example, a fluorine atom, an iodine atom, a chlorine atom, a bromine atom), an alkoxy group (having 1 to 30 carbon atoms, preferably 1 to 24, straight chain). Or may be branched and may be substituted with a substituent such as those mentioned for R _0. For example, methoxy, ethoxy, propyloxy, dodecyloxy, 2-octyldecyloxy, isopropyloxy, sec-butoxy. , 2-hexyldecyloxy, 1-octyloxycarbonylethoxy,
2-methoxyethoxy, 2-phenoxyethoxy, 2-
{3- (2,4-di-t-amylphenoxy) propylcarbamoyl} ethoxy, 2-dodecanoyloxyethoxy, 2-hexadecylsulfonylethoxy), aryloxy group (having 6 to 20 carbon atoms, preferably 6 to 10 carbon atoms) . R
_It may be substituted with a substituent such as those mentioned in ₀ . For example, phenoxy, 4-chlorophenoxy, 4-methoxyphenoxy, 3-pentadecylphenoxy, 4-tetradecylcarbamoylphenoxy, 4-t-octylphenoxy, 4-nonylphenoxy, 4-sulfamoylphenoxy). R ₁ is preferably a chlorine atom, an alkoxy group or an aryloxy group, more preferably an alkoxy group or an aryloxy group.

The coupling-off group represented by X ₁ in the general formula (I) may be any conventionally known nitrogen-containing heterocyclic group bonded to the coupling position at a nitrogen atom. These leaving groups are photographic useful groups or precursors thereof (for example, development inhibitors, development accelerators, desilvering accelerators, fogging agents, dyes, hardeners, couplers, developing agent oxidant scavengers, fluorescent dyes, It may be either a developing agent or an electron transfer agent) or a non-photographic useful group.

Specifically, it is a monocyclic or condensed ring substituted or unsubstituted nitrogen-containing heterocyclic group. Examples thereof include succinimide, maleimide, phthalimide, diglycolimide, pyrrino, pyrazolyl, imidazolyl,
1,2,4-triazol-2-yl (or 4-yl), 1-tetrazolyl, indolyl, benzopyrazolyl, benzimidazolyl, benzotriazolyl, imidazolidin-2,4-dione-3-yl (or 1 -Yl), oxazolidin-2,4-dione-3-yl, thiazolidin-2,4-dione-3-yl, imidazolin-2-one-1-yl, oxazolin-2-one-3-.
Yl, thiazolin-2-one-3-yl, benzoxazolin-2-one-3-yl, 1,2,4-triazolidine-3,5-dione-4-yl, 2-pyridone-1-
Il, morpholin-3,5-dione-4-yl, 1,
2,3-triazol-1-yl or 2-imidazolin-5-one may be mentioned. When these heterocyclic groups have a substituent, examples of the substituent include those mentioned above for R ₀ . X ₁ is preferably a group represented by the following general formula (X).

[0017]

[Chemical 3]

In the formula, P is the remaining --CON (-) CO--
It represents a group of non-metal atoms necessary for forming a 5- or 6-membered heterocycle with a group. _{X 2, X 3, X 4} , X 5 each represents a non-metallic atomic group necessary for forming an aromatic heterocyclic ring of 5 members together with the nitrogen atom. P, X ₂ , X ₃ , X ₄
And X ₅ may be substituted with a substituent such as those mentioned for R ₀ . P is preferably represented by the following formula.

[0019]

[Chemical 4]

Here, R ₁₀ , R ₁₁ , R ₁₄ and R ₁₅ each represent a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, a sulfonyl group or an amino group. R ₁₂ and R ₁₃
Each represent a hydrogen atom, an alkyl group, an aryl group, a sulfonyl group or an alkoxycarbonyl group. R ₁₆
And R ₁₇ each represent a hydrogen atom, an alkyl group or an aryl group. The X _2, X _3, X ₄ and X ₅ are each specifically, -N =, = C (R 18) -, - S -, - O-
Represents each group of. R ₁₈ represents a hydrogen atom or a substituent. Examples of the substituent of R ₁₈ include the substituents mentioned for R _O. When two ═C (R ₁₈ ) — are adjacent to each other, these R _{18 s} may be bonded to each other or may form a condensed ring with benzene. X ₁ is particularly preferably
1-pyrazolyl, imidazolyl, 1,2,3-triazol-1-yl, benzotriazolyl, 1,2,4-triazol-1-yl, oxazolidin-2,4-dione-3-yl, 1,2 , 4-triazolidine-3,5-
It is dion-4-yl or imidazolidin-2,4-dion-3-yl. These include cases where they have a substituent.

A preferred example of the coupler of the present invention is a non-diffusion type coupler. The diffusion resistant coupler is a coupler having a diffusion resistant group so as to be immobilized in the layer to which the coupler is added. The anti-diffusion group is usually a group that sufficiently increases the molecular weight, and an alkyl group having 8 to 30 carbon atoms, preferably 10 to 20 carbon atoms, or an aryl group having a substituent group having 4 to 20 carbon atoms is used. .. These diffusion resistant groups may be substituted in any of the molecules, or may have a plurality of groups. The coupler of the present invention has R ₀ ,
R ₁ , R ₂ , Y and X ₁ may form a dimer or a multimer which is bonded to each other via a divalent or divalent or higher valent group. In this case, the number of carbon atoms shown in each of the above substituents may be out of the specified range.
Specific examples of the coupler of the present invention are shown below, but the present invention is not limited thereto.

[0022]

[Chemical 5]

[0023]

[Chemical 6]

[0024]

[Chemical 7]

[0025]

[Chemical 8]

[0026]

[Chemical 9]

[0027]

[Chemical 10]

[0028]

[Chemical 11]

[0029]

[Chemical formula 12]

[0030]

[Chemical 13]

[0031]

[Chemical 14]

[0032]

[Chemical 15]

[0033]

[Chemical 16]

[0034]

[Chemical 17]

[0035]

[Chemical 18]

[0036]

[Chemical 19]

[0037]

[Chemical 20]

The compound of the present invention can be synthesized by a known method generally known in the art or a method similar thereto. The specific synthesis method is described below. Other exemplified compounds can be similarly synthesized. Synthesis example 1. Synthesis of Exemplified Compound (39) It was synthesized by the following synthesis method.

[0039]

[Chemical 21]

Compound 1, 5.4 g and 1 of Compound 2
2.5 g was dissolved in 100 ml N, N-dimethylformamide. To this solution, 5.7 g of N, N'-dicyclohexylcarbodiimide was slowly added dropwise at room temperature. After stirring for 3 hours, the reaction solution was filtered, and a mixed solution of methanol and water was added to precipitate crystals of compound 3. After drying, compound 3 and 13.9 g were obtained. Compound 3 (13.9 g) was dissolved in dichloromethane (50 ml) and sulfuryl chloride (2.8 g) was added.
Was dripped. After stirring for 1 hour, the reaction solution was concentrated, and 50 ml of N, N'-dimethylformamide, 4.2 g of triethylamine, and 5,5-dimethyl-2,4-dioxo- were added thereto.
1,3-oxazolidine (5.4 g) was added, and the mixture was added at 80 ° C for 2
Reacted for hours. The reaction product is post-treated by a conventional method and purified by column chromatography, and then the exemplified compound (3
9) 10.0 g was obtained. (Amorphous)

Synthesis Example 2. Synthesis of Exemplified Compound (77) In Synthesis Example 1, the compound 2 was replaced by an equimolar amount of the following compound 4, and 5,5-dimethyl-2,4-dioxo-1,3-oxazolidine was replaced by an equimolar amount. It was synthesized in the same manner except that the amount of 5,5-dimethyl-2,4-dioxo-1,3-imidazolidine was used.

[0042]

[Chemical formula 22]

The yellow coupler of the present invention is preferably added to the light-sensitive silver halide emulsion layer or its adjacent layer in the light-sensitive material, and is added to the light-sensitive silver halide emulsion layer, particularly to the blue-sensitive silver halide emulsion layer. Is particularly preferable. The total amount added to the sensitive material is 0.001 to 1.20.
a g / m ^2, preferably more preferably 0.01~1.00g / m ^2, a 0.10~0.80g / m ^2. The yellow coupler of the present invention can be incorporated into a light-sensitive material by a known dispersion method. Examples of the high boiling point solvent used in the oil-in-water dispersion method are described in US Pat. No. 2,322,027. Specific examples of the high boiling point organic solvent having a boiling point of 175 ° C. or higher at atmospheric pressure used in the oil-in-water dispersion method include phthalic acid esters (dibutyl phthalate, dicyclohexyl phthalate,
Di-2-ethylhexyl phthalate, decyl phthalate,
Of bis (2,4-di-t-amylphenyl) phthalate, bis (2,4-di-t-amylphenyl) isophthalate, bis (1,1-diethylpropyl) phthalate), phosphoric acid or phosphonic acid Esters (triphenyl phosphate, tricresyl phosphate, 2-ethylhexyl diphenyl phosphate, tricyclohexyl phosphate, tri-2-ethylhexyl phosphate, tridodecyl phosphate, tributoxyethyl phosphate, trichloropropyl phosphate, di-2-ethylhexylphenyl phosphonate, etc. ), Benzoic acid esters (2-
Ethylhexyl benzoate, dodecyl benzoate,
2-ethylhexyl-p-hydroxybenzoate etc.),
Amides (N, N-diethyldodecane amide, N, N-diethyllaurylamide, N-tetradecylpyrrolidone, etc.), alcohols or phenols (isostearyl alcohol, 2,4-di-tert-amylphenol, etc.), Aliphatic carboxylic acid esters (bis (2-ethylhexyl) sebacate, dioctyl azelate, glycerol tributyrate, isostearyl lactate, trioctyl citrate, etc.), aniline derivatives (N, N-dibutyl-2-butoxy-5-) tert-octylaniline) and hydrocarbons (paraffin, dodecylbenzene, diisopropylnaphthalene, etc.) and the like. As the auxiliary solvent, an organic solvent having a boiling point of about 30 ° C. or higher, preferably 50 ° C. or higher and about 160 ° C. or lower can be used, and typical examples thereof include ethyl acetate, butyl acetate, ethyl propionate, methyl ethyl ketone, cyclohexanone, 2- Examples include ethoxyethyl acetate and dimethylformamide. The steps and effects of the latex dispersion method and specific examples of latex for impregnation are described in US Pat. No. 4,199,363 and West German Patent Application (OLS) No. 2,541,274.
And No. 2,541,230.

The light-sensitive material of the present invention may have a hydrophilic colloid layer containing the coupler of the present invention on a support, and the hydrophilic colloid layer may be a yellow color-forming silver halide emulsion layer or a layer thereof. Adjacent layers are preferred. The light-sensitive material preferably has yellow-color-forming, magenta-coloring, and cyan-coloring silver halide emulsion layers, and each is preferably blue-sensitive, green-sensitive and red-sensitive. The light-sensitive material of the present invention can be formed by coating in this order, but the order may be different from this. Further, an infrared-sensitive silver halide emulsion layer can be used in place of at least one of the above-mentioned photosensitive emulsion layers. As the silver halide used in the present invention, silver chloride, silver bromide, silver chlorobromide, silver iodochloride, silver iodochlorobromide, silver iodobromide and the like can be used, but the effects of the present invention are particularly preferable. From the viewpoint of effectively exhibiting the above-mentioned properties and the purpose of rapid processing, the silver chlorobromide or silver chloride emulsion having a silver chloride content substantially free of silver iodide of 90 mol% or more, further 95% or more, and particularly 98% or more. Is preferably used. In the light-sensitive material according to the present invention, for the purpose of improving the sharpness of an image, a hydrophilic colloid layer is provided with a dye which can be decolorized by the treatment described in European Patent EP 0,337,490A2, pages 27 to 76. However, an oxonol-based dye) is added so that the optical reflection density at 680 nm of the light-sensitive material becomes 0.70 or more, and 2 to 4 alcohols (eg trimethylolethane) are added to the water-resistant resin layer of the support. Titanium oxide surface-treated with etc. 1
It is preferable to contain 2% by weight or more (more preferably 14% by weight or more).

In the light-sensitive material of the present invention, it is preferable to use a color image storability-improving compound as described in European Patent EP 0,277,589A2 together with a coupler. In particular, it is preferably used in combination with a pyrazoloazole coupler. That is, the compound (F) that chemically bonds with the aromatic amine-based developing agent remaining after the color development processing to form a chemically inactive and substantially colorless compound and / or the aroma remaining after the color development processing. The use of the compound (G), which forms a chemically inactive and substantially colorless compound by chemically bonding with an oxidant of a group amine color developing agent, simultaneously or solely, for example, in storage after processing. It is preferable in order to prevent stains and other side effects due to the formation of a coloring dye due to the reaction of the coupler with the color developing agent remaining in the film or its oxidant.

Further, the light-sensitive material of the present invention contains a mildew-proofing agent as described in JP-A-63-271247 in order to prevent various molds and bacteria which propagate in the hydrophilic colloid layer and deteriorate the image. Is preferably added. As the support used in the light-sensitive material of the present invention, a support provided on a support on the side having a silver halide emulsion layer with a white polyester support or a layer containing a white pigment for a display is used. May be. Further, in order to improve the sharpness, it is preferable to coat an antihalation layer on the side of the support coated with the silver halide emulsion layer or on the back surface. In particular, the transmission density of the support is preferably set in the range of 0.35 to 0.8 so that the display can be viewed with both reflected light and transmitted light.

The light-sensitive material of the present invention may be exposed to visible light or infrared light. The exposure method may be low illuminance exposure or high illuminance short time exposure, and in the latter case, a laser scanning exposure method in which the exposure time per pixel is shorter than 10 ⁻⁴ seconds is preferable. Further, upon exposure, it is preferable to use the band stop filter described in U.S. Pat. No. 4,880,726. As a result, the light color mixture is removed, and the color reproducibility is significantly improved. Silver halide emulsions and other materials (additives etc.) and photographic constituent layers (layer arrangement etc.) applied to the light-sensitive material of the present invention, and processing methods and processing additions applied to process the light-sensitive material. Examples of the agent include the following patent publications, particularly European Patent EP 0,35.
Those described in 5,660A2 (JP-A-2-139544) are preferably used.

[0048]

[Table 1]

[0049]

[Table 2]

[0050]

[Table 3]

[0051]

[Table 4]

[0052]

[Table 5]

A method for processing a silver halide color light-sensitive material using a high silver chloride emulsion having a silver chloride content of 90 mol% or more is disclosed in JP-A-2-207250, page 27, upper left column to page 34, upper right. The method described in the section is preferably applied.

[0054]

EXAMPLES The present invention will now be specifically described with reference to examples, but the present invention is not limited thereto. Example 1 After a corona discharge treatment was applied to the surface of a paper support laminated on both sides with polyethylene, a gelatin subbing layer containing sodium dodecylbenzene sulfonate was provided, and various photographic constitutional layers were further applied to form a layer constitution shown below. A multilayer color photographic paper (Sample 001) was prepared. The coating liquid was prepared as follows.

Preparation of coating solution for first layer Yellow coupler (ExY-1) 110.0 g, color image stabilizer (Cpd-1) 15.0 g, color image stabilizer (Cpd-
2) 8.0 g, color image stabilizer (Cpd-3) 16.0 g
25 g of the solvent (Solv-1) and the solvent (Solv-
2) Dissolve in 25 g and 180 cc of ethyl acetate, and add this solution to 60 cc of 10% sodium dodecylbenzene sulfonate.
100% 10% gelatin aqueous solution containing 10 g of citric acid
Emulsified and dispersed in 0 g to prepare an emulsified dispersion A. on the other hand,
Silver chlorobromide emulsion A (cubic, average grain size 0.88 μm
3: 7 mixture of large size Emulsion A of 0.70 μm and small size Emulsion A of 0.70 μm (silver molar ratio). The coefficient of variation of the grain size distribution was 0.08 and 0.10, respectively, and silver bromide of 0.3 mol% was locally contained in a part of the grain surface in each size emulsion). This emulsion contains blue-sensitive sensitizing dyes A and B shown below.
Is 2.0 × 10 ⁻⁴ mol for each large-sized emulsion A per mol of silver, and for each small-sized emulsion A,
2.5 × 10 ⁻⁴ mol of each is added. The chemical ripening of this emulsion was performed by adding a sulfur sensitizer and a gold sensitizer. The above emulsified dispersion A and this silver chlorobromide emulsion A were mixed and dissolved to prepare a coating solution for the first layer having the composition described below. The emulsion coating amount indicates the silver coating amount.

The coating solutions for the second to seventh layers were prepared in the same manner as the coating solution for the first layer. As a gelatin hardening agent for each layer, 1-oxy-3,5-dichloro-s-triazine sodium salt was used. Also, Cpd-14 and Cp are added to each layer.
the total amount d-15 respectively is 25.0 mg / m ² and 50 mg / m ²
Was added. The following spectral sensitizing dyes were used in the silver chlorobromide emulsion of each photosensitive emulsion layer. [Blue sensitive emulsion layer]

[0057]

[Chemical formula 23]

(2.0 × 10 ⁻⁴ mol for large size emulsion and 2.5 × 10 ⁻⁴ mol for small size emulsion per mol of silver halide) [Green-sensitive emulsion] layer〕

[0059]

[Chemical formula 24]

(4.0 × 10 ⁻⁴ mol for large size emulsion and 5.6 × 10 ⁻⁴ mol for small size emulsion per mol of silver halide)

[0061]

[Chemical 25]

(7.0 × 10 ⁻⁵ mol for large size emulsion and 1.0 × 10 ⁻⁴ mol for small size emulsion per mol of silver halide) [Red-sensitive emulsion layer ]

[0063]

[Chemical formula 26]

(0.9 × 10 ⁻⁴ mol for large size emulsion and 1.1 × 10 ⁻⁴ mol for small size emulsion per mol of silver halide) Further, red-sensitive emulsion The compound F shown below is used in the layer in an amount of 2.6 × per mol of silver halide.
10 ⁻³ mol was added.

[0065]

[Chemical 27]

Further, 1- (5-methylureidophenyl) is added to the blue-sensitive emulsion layer, the green-sensitive emulsion layer and the red-sensitive emulsion layer.
-5-Mercaptotetrazole was added in an amount of 8.5 x 10 ^-5 mol, 7.7 x 10 ^-4 mol and 2.5 x 10 ^-4 mol per mol of silver halide, respectively. Further, 4-hydroxy-6-methyl- was added to the blue-sensitive emulsion layer and the green-sensitive emulsion layer.
1,3,3a, 7-Tetrazaindene was added in an amount of 1 × 10 ⁻⁴ mol and 2 × 10 ⁻⁴ mol per mol of silver halide, respectively. To prevent irradiation, the following dyes (the amount in parentheses represents the coating amount) were added to the emulsion layer.

[0067]

[Chemical 28]

(Layer Structure) The composition of each layer is shown below. Numbers represent coating amount (g / m ² ). The silver halide emulsion represents the coating amount in terms of silver. Support Polyethylene laminated paper [Polyethylene on the first layer side contains white pigment (TiO ₂ ) and bluish dye (ultraviolet)]

First layer (blue-sensitive emulsion layer) Silver chlorobromide emulsion A 0.20 Gelatin 1.36 Yellow coupler (ExY-1) 0.55 Color image stabilizer (Cpd-1) 0.08 colors Image stabilizer (Cpd-2) 0.04 Color image stabilizer (Cpd-3) 0.08 Solvent (Solv-1) 0.13 Solvent (Solv-2) 0.13 Second layer (color mixing prevention layer) Gelatin 1.00 Color mixing inhibitor (Cpd-4) 0.06 Solvent (Solv-7) 0.03 Solvent (Solv-2) 0.25 Solvent (Solv-3) 0.25

Third Layer (Green Sensitive Emulsion Layer) Silver chlorobromide emulsion (cubic, 1: 3 mixture of large size emulsion B having an average grain size of 0.55 μm and small size emulsion B of 0.39 μm (Ag mol The coefficient of variation of the grain size distribution was 0.10 and 0.08, respectively, and 0.8 mol% of AgBr was locally contained in a part of the grain surface of each size emulsion.) 0.13 Gelatin 1.45 Magenta coupler (ExM) 0.16 Color image stabilizer (Cpd-5) 0.15 Color image stabilizer (Cpd-2) 0.03 Color image stabilizer (Cpd-6) 0.01 Color image stabilizer (Cpd) -7) 0.01 color image stabilizer (Cpd-8) 0.08 solvent (Solv-3) 0.50 solvent (Solv-4) 0.15 solvent (Solv-5) 0.15 fourth layer (color mixture) Preventing layer) Gelatin 0.70 Color mixing inhibitor (Cpd-4) 0.04 Solvent (Solv-7) 0.02 Solvent (Solv-2) 0.18 Solvent (Solv-3) 0.18

Fifth Layer (Red Sensitive Emulsion Layer) Silver chlorobromide emulsion (cubic, 1: 3 mixture of large size emulsion C having an average grain size of 0.50 μm and small size emulsion C of 0.41 μm (Ag mol The coefficient of variation of the grain size distribution is 0.09 and 0.11, and in each size emulsion 0.8 mol% of AgBr was locally contained in a part of the grain surface.) 0.20 Gelatin 0.85 Cyan Coupler (ExC) 0.33 Ultraviolet absorber (UV-2) 0.18 Color image stabilizer (Cpd-1) 0.30 Color image stabilizer (Cpd-9) 0.01 Color image stabilizer (Cpd-10) ) 0.01 color image stabilizer (Cpd-11) 0.01 solvent (Solv-6) 0.22 color image stabilizer (Cpd-8) 0.01 color image stabilizer (Cpd-6) 0.01 solvent (Solv-1) 0.01

Sixth Layer (UV Absorbing Layer) Gelatin 0.55 UV Absorber (UV-1) 0.38 Color Image Stabilizer (Cpd-12) 0.15 Color Image Stabilizer (Cpd-5) 0.02 Seventh layer (protective layer) Gelatin 1.13 Polyvinyl alcohol acrylic modified copolymer (modification degree 17%) 0.05 Liquid paraffin 0.02 Color image stabilizer (Cpd-13) 0.01

[0073]

[Chemical 29]

[0074]

[Chemical 30]

[0075]

[Chemical 31]

[0076]

[Chemical 32]

[0077]

[Chemical 33]

[0078]

[Chemical 34]

[0079]

[Chemical 35]

Next, the same samples 002 to 026 were prepared except that the yellow coupler ExY-1 in the first layer was replaced with the comparative yellow coupler or the coupler of the present invention in an equimolar amount with respect to the sample 001. did. The coupler species for each sample are shown in Table A. First, samples 001 to 00
3 sensitometer (FWH type, manufactured by Fuji Photo Film Co., Ltd.,
Using the color temperature of the light source of 3200 ° K), approximately 30% of the coated silver amount
Was given a gray exposure so that it could be developed. The exposed sample is treated with a paper processor using a solution having the following processing step and processing solution composition, and the replenishment amount is 2 times the tank solution.
Continuous processing was carried out until the amount was doubled to prepare a developing solution in a running equilibrium state.

Treatment process Temperature Time Replenisher ^* Tank capacity Color development 35 ℃ 45 seconds 161ml 17 liters Bleach fixing 30-35 ℃ 45 seconds 215ml 17 liters Linse 30 ℃ 90 seconds 350ml 10 liters Dry 70-80 ℃ 60 Second * Replenishment amount is as follows for each processing solution composition per 1 m ² of light-sensitive material.

(Color Developer) Tank Solution Replenisher Water 800 ml 800 ml Ethylenediamine-N, N, N ', N'-tetramethylenephosphonic acid 1.5 g 2.0 g Potassium bromide 0.015 g-Triethanolamine 8.0 g 12.0 g Sodium chloride 1.4 g-potassium carbonate 25 g 25 g N-ethyl-N- (β-methanesulfonamidoethyl) -3-methyl-4-aminoaniline sulfate 5.0 g 7.0 g N, N-bis (carboxymethyl) hydrazine 4.0 g 5.0 g N, N-di (sulfoethyl) hydroxylamine / 1Na 4.0g 5.0g Optical brightener (WHITEX 4B, Sumitomo Chemical Co., Ltd.) 1.0g 2.0g Water is added 1000ml 1000ml pH (25 ° C) 10.05 10.45

(Bleach-fixing solution) The tank solution and the replenisher are the same water 400 ml Ammonium thiosulfate (700 g / l) 100 ml Sodium sulfite 17 g Ethylenediaminetetraacetic acid iron (III) ammonium 55 g Ethylenediaminetetraacetate disodium 5 g Ammonium bromide 40 g Water is added. 1000 ml pH (25 ° C) 6.0 (rinse solution) The tank solution and the replenisher solution are the same. Ion-exchanged water (calcium and magnesium are below 3 ppm each)

Next, samples 001 to 026 were subjected to imagewise exposure using an optical wedge for three-color separation, and processed using the above-mentioned processing liquid. For the processed sample, the yellow color density was measured using a blue filter, and a sensitometric curve was created. From this, the maximum yellow color density (Dmax) was determined. However, the maximum color density is shown as the difference density with the density of the fogged portion as a reference (0.00). Another sample that was treated and measured in the same manner as above was used at 80 ° C
After storing at 70% relative humidity for 30 days, the yellow color image density was measured again to evaluate the dark fastness of the color image. This evaluation was performed by comparing the residual ratio of color images at an initial density of 1.5. The above results are shown in Table A. In Table A, it is shown that the higher the maximum color density is, the more excellent the color developability of the coupler is, and the higher the residual ratio of the color image is, the more excellent the color image fastness is.

[0085]

[Table 6]

[0086]

[Chemical 36]

[0087]

[Chemical 37]

From Table A, it can be seen that the coupler of the present invention has high color developability and excellent color image fastness to heat. Next, with respect to Sample 001, the type and coating amount of the first layer yellow coupler were changed as shown in Table B,
Samples 027 to 036 were prepared in exactly the same manner except that the coating amount of the silver halide emulsion was changed so that the silver halide and the coupler had the same molar ratio. These samples were exposed and processed in exactly the same manner as the above-mentioned samples. Next, the yellow color density and the magenta component density of the yellow color portion of these samples were measured using a blue filter (center wavelength 440 nm) and a green filter (center wavelength 550 nm), respectively. From this, the magenta component density at the exposure amount that gives a yellow color density of 1.5 was obtained and used as an index for hue evaluation. At this time, both the yellow density and the magenta density are shown as the difference density with the density of the fog portion as a reference (0.00). The smaller this value is, the less the magenta color turbidity component at the time of yellow color development is, and the more excellent the hue is. Further, the color image fastness to heat was evaluated in the same manner as the above-mentioned sample. The above results are shown in Table B.

[0089]

[Table 7]

From Table B, it is understood that the coupler of the present invention has high color developability, excellent color image fastness to heat, and also excellent hue. On the other hand, the comparative coupler ExY-2 has less magenta component than ExY-1 and is excellent in hue, but it is understood that the color image fastness to heat is low. Also, ExY-8 is
Although the hue and the color image fastness are improved, the level is still insufficient. As described above, it can be said that the coupler of the present invention is an excellent coupler which is greatly improved in terms of color developability, hue, and color image fastness to heat.

Example 2 Sample 101 described in Example 1 of JP-A-4-73748
Sample 201 was prepared by making the following changes. 1. The addition amount of EX-4 in the fifth layer was 0.080 g / m ^{2 and} was 0.050 g / m ² . 2. Addition amount of compound A shown below in the fifth layer is 0.020
Added at g / m ² . 3. Addition amount of compound B shown below in the fifth layer is 0.025
Added at g / m ² . 4. Compound C shown below except for EX-8 in the 11th layer
Was added at 0.085 g / m ² .

[0092]

[Chemical 38]

Next, Samples 202 to 210 were prepared by substituting the coupler EX-9 in the 11th to 13th layers for the Sample 201 with the coupler of the present invention shown in Table C in an equimolar amount. The obtained samples 201 to 210 were subjected to wedge exposure with white light and developed by the method described in Example 1 of the above-mentioned JP-A-4-73748. The density of each sample after the treatment was measured, and the yellow density of each sample was determined in the obtained characteristic curve at the exposure amount at which the yellow density of Sample 201 was 2.5, and the color developability of the blue sensitive layer was evaluated. (Sample 20
1 was set to 1.0. ) Furthermore, treat each treated sample at 60 ℃
It was stored for 4 weeks under the condition of 0% RH, and a forced test for color image storability was conducted. In the evaluation, the density after the test was measured at the point where the yellow density before the test was 1.5 with respect to the fog portion, and the residual dye amount was expressed as a percentage and evaluated. The results are shown in Table C.

[0094]

[Table 8]

From Table C, it is understood that the yellow coupler of the present invention has a high yellow color-forming property and is excellent in color image fastness.

[0096]

When the yellow coupler of the present invention is used, the color developability of yellow is high, and the hue and color image fastness are also excellent.

─────────────────────────────────────────────────── ───

[Procedure amendment]

[Submission date] February 3, 1993

[Procedure Amendment 1]

[Document name to be amended] Statement

[Name of item to be corrected] 0030

[Correction method] Change

[Correction content]

[0030]

[Chemical 13]

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Yasuhiro Yoshioka 210, Nakanuma, Minamiashigara-shi, Kanagawa Fuji Photo Film Co., Ltd. (72) Hajime Nakagawa 210, Nakanuma, Minamiashigara-shi, Kanagawa Fuji Photo Film Co., Ltd.

Claims (1)

[Claims] 1. A silver halide color photographic light-sensitive material comprising a coupler represented by the following general formula (I) in at least one hydrophilic colloid layer on a support. General formula (I): (In the formula, X ₁ represents a nitrogen-containing heterocycle bonded to the coupling position with a nitrogen atom, R ₁ represents a halogen atom, an alkoxy group or an aryloxy group, and Y, R ₀ and R ₂ each represent a substituent. Where a represents an integer of 0 to 4 and b represents 0 to
Represents an integer of 3. However, when R ₁ is a chlorine atom, Y is an unsubstituted sulfamoyl group, N-alkylsulfamoyl group, N-alkanoylsulfamoyl group, alkoxycarbonyl group, N-alkanoylamino group, N- (N-
Alkylcarbamoyl) sulfamoyl group, N-alkylsulfonylcarbamoyl group or N-arylsulfonylcarbamoyl group, and R ₁ is an unsubstituted and branched alkoxy group substituted with a linear alkoxy group or alkoxycarbonyl group. When Y is not N-alkanoylsulfamoyl group, N-aroylsulfamoyl group, N-arylsulfamoyl group or N- (N-alkylcarbamoyl) sulfamoyl group, and R ₁ is In the case of an aryloxy group substituted with an alkoxy group, Y is not an N-alkanoylsulfamoyl group. )