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US4032346A Expired / Lapsed US ⏱️ 0.0 years remaining

Silver halide emulsion containing two-equivalent magenta coupler

Assignee: Fujifilm Holdings Corp
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Filing: 1975-07-31
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Granted: 1977-06-28
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Expires: 1995-07-31
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Abstract

Abstract A photographic two-equivalent magenta coupler, capable of forming a magenta color image upon coupling reaction with an oxidation product of an aromatic primary amine developing agent, represented by the following general formula I: ##STR1## wherein (A) represents a residue of a magenta color image forming coupler; ##STR2## represents a group which is substituted FOR ONE HYDROGEN ATOM OF THE ACTIVE METHYLENE GROUP IN THE COUPLER A; Z represents an oxygen atom or a sulfur atom; B represents a -- Y group, a -- D -- Y group, or a ##STR3## group; D represents an oxygen atom or an --NR -- group; R represents a hydrogen atom, an alkyl group or an aryl group; Y represents an alkyl group, an aryl group or a heterocyclic group; and Q in the ##STR4## group represents the non-metallic atoms necessary to form a 5-membered or 6-membered nitrogen containing heterocyclic ring; and color photographic light-sensitive materials containing the two equivalent magenta coupler.

Inventors

  • 👤 Nobuo Furutachi
  • 👤 Kotaro Nakamura
  • 👤 Minoru Yamada
  • 👤 Atsuaki Arai

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 04:08
CPC Classifications
G; G03; G03C; G03C7/00; G03C7/30; G03C7/32; G03C7/36; G03C7/38; C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/28; C07D231/44; C07D231/52

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 178 words
A photographic silver halide emulsion containing a two-equivalent magenta coupler, said coupler being capable of forming a magenta color image upon coupling reaction with an oxidation product of an aromatic primary amine developing agent, represented by the following general formula (I) ##STR33## wherein (A) represents a residue of a 5-oxo-2-pyrazoline magenta color forming coupler or a residue of a pyrazolo-[1,5-a]-benzimidazole magenta color forming coupler; ##STR34## represents a group which is substituted for one hydrogen atom of the active methylene group in the coupler A; Z represents an oxygen atom or a sulfur atom; B represents a-- Y group, a-- D--Y group or a ##STR35## group; D represents an oxygen atom or an -- NR-- group; R represents a hydrogen atom, an alkyl group or an aryl group; Y represents an alkyl group, an aryl group or a heterocyclic group; and Q in the ##STR36## group represents the non-metallic atoms necessary to form a 5-membered or 6-membered nitrogen-containing heterocyclic ring, such atoms consisting of at least one carbon atom and of one or more nitrogen, oxygen or sulphur atoms.
Claim 2
Dependent Claim 178 words
A photographic silver halide emulsion containing a two-equivalent magenta coupler, said coupler being capable of forming a magenta color image upon coupling reaction with an oxidation product of an aromatic primary amine developing agent, represented by the following general formula (I) ##STR33## wherein (A) represents a residue of a 5-oxo-2-pyrazoline magenta color forming coupler or a residue of a pyrazolo-[1,5-a]-benzimidazole magenta color forming coupler; ##STR34## represents a group which is substituted for one hydrogen atom of the active methylene group in the coupler A; Z represents an oxygen atom or a sulfur atom; B represents a-- Y group, a-- D--Y group or a ##STR35## group; D represents an oxygen atom or an -- NR-- group; R represents a hydrogen atom, an alkyl group or an aryl group; Y represents an alkyl group, an aryl group or a heterocyclic group; and Q in the ##STR36## group represents the non-metallic atoms necessary to form a 5-membered or 6-membered nitrogen-containing heterocyclic ring, such atoms consisting of at least one carbon atom and of one or more nitrogen, oxygen or sulphur atoms.
Claim 3
Dependent Claim 22 words
The photographic silver halide emulsion as claimed in claim 1, wherein (A) represents a residue of a 5-oxo-2-pyrazoline magenta color forming coupler.
Claim 4
Dependent Claim 22 words
The photographic silver halide emulsion as claimed in claim 1, wherein (A) represents a residue of a pyrazole-[1,5-a]-benzimidazole magenta color forming coupler.
Claim 5
Dependent Claim 1041 words
The photographic silver halide emulsion as claimed in claim 2, wherein said 5-oxo-2-pyrazoline coupler is represented by the following general formula (II), or (IV) ##STR37## wherein W represents a hydrogen atom; or has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group or a cycloalkenyl group, in which each of these groups can be substituted with a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-arylanilino group, an N-arylanilino group, an N-alkylanilino group, an N-acylanilino group, a hydroxy group or a mercapto group; an aryl group which can be substituted with one or more of a halogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group, a heterocyclic group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylsulfonyl group, an alkylsulfonyl group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-alkylanilino group, an N-arylanilino group, an N-acylanilino group, a hydroxy group and a mercapto group as substituents; a heterocyclic group which can be substituted with one or more of the substituents described above for the aryl group; an acyl group; a thioacyl group; an alkylsulfonyl group; an arylsulfonyl group; an alkylsulfinyl group; an arylsulfinyl group; a carbamoyl group; or a thiocarbamoyl group; X represents a hydrogen atom; or has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group; an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group, in which each of these groups can be substituted with the respective substituents described above for W; an aryl group which can be substituted with one or more of the substituents for the aryl group as described above for W; a heterocyclic group which can be substituted with one or more of the substituents for the heterocyclic group as described above for W; an alkoxycarbonyl group; an aryloxycarbonyl group; an aralkyloxycarbonyl group; an alkoxy group; an aryloxy group; an alkylthio group; an arylthio group; a carboxy group; an acylamino group; a diacylamino group; an N-alkylacylamino group; an N-arylacylamino group; a ureido group; a thioureido group; an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, an anilino group; an alkylamino group; a heterocyclic amino group; a cycloamino group; an alkyl carbonyl group; an arylcarbonyl group; a sulfonamido group; a carbamoyl group; a sulfamoyl group; a guanidino group; a cyano group; an acyloxy group; a sulfonyloxy group; a hydroxy group; a mercapto group; a halogen atom or a sulfo group; Y has up to 40 carbon atoms and represents a straight-chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group; an aralkyl group, or a cycloalkenyl group, in which each of these groups can be substituted with one or more of a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a sulfonamido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, an aryloxythiocarbonylamino group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an N-alkylamino group, or an N,N-dialkylamino group; an aryl group which can be substituted with one or more of an alkyl group, an aralkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, an N,N-dialkylsulfamoyl group, an N-alkyl-N-arylsulfamoyl group, N-alkylsulfamoyl group, N-arylsulfamoyl group, a carbamoyl group, an N-alkylcarbamoyl group, an N,N-dialkylcarbamoyl group, an N-alkyl-N-arylcarbamoyl group, an N-arylcarbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a sulfonamido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a heterocyclic group, an alkylsulfonyl group, an arylsulfonyl group, an alkylthio group, an arylthio group, an alkylsulfinyl group, an arylsulfinyl group, an N-alkylamino group, an N,N-dialkylamino group; a heterocyclic group which can be substituted with one or more of the substituents for the heterocyclic group as described above for the aryl group of Y; Z represents an oxygen atom or a sulfur atom; D represents an oxygen atom or an --NR-- group; R represents a hydrogen atom an alkyl group as defined above for Y, an aryl group as defined above for Y; and Q represents the non-metallic atoms necessary to form a 5-membered or 6-membered nitrogen-containing heterocyclic group, such atoms consisting of at least one carbon atom and of one or more nitrogen, oxygen or sulphur atoms; or is a symmetrical or asymmetrical complex coupler wherein the couplers of the above general formula (II) and (IV) are combined directly at W, X or Y or through a divalent moiety of the groups defined above for W, X or Y.
Claim 6
Dependent Claim 1125 words
The photographic silver halide emulsion as claimed in claim 3, wherein said pyrazolo-[1,5-a]-benzimidazole coupler is represented by the following general formula (III) or (V) ##STR38## wherein X represents a hydrogen atom or has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group or a cycloalkenyl group, in which each of these groups can be substituted with one or more of a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-arylanilino group, an N-alkylanilino group, an N-acylanilino group, a heterocyclic amino group, a hydroxy group or a mercapto group; an aryl group which can be substituted with one or more of a halogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group, a heterocyclic group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylsulfonyl group, an alkylsulfonyl group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-alkylanilino group, an N-arylanilino group, an N-acylanilino group, a hydroxy group and a mercapto group; a heterocyclic group in which can be substituted with one or more of the substituents described above for the aryl group; an alkoxycarbonyl group; an aryloxycarbonyl group, an aralkyloxycarbonyl group; an alkoxy group; an aryloxy group; and alkylthio group; an arylthio group; a carboxy group; an acylamino group; a diacylamino group; an N-alkylacylamino group; an N-arylacylamino group; a ureido group; a thioureido group; an alkoxycarbonylamino group; an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, an anilino group; an alkylamino group; a cycloamino group; an alkylcarbonyl group; an arylcarbonyl group; a sulfonamido group; a carbamoyl group; a sulfamoyl group; a guanidino group; a cyano group; and acyloxy group; a sulfonyloxy group; a hydroxy group; a mercapto group; a halogen atom or a sulfo group; T represents a hydrogen atom or has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, or a cycloalkenyl group, in which each of these groups can be substituted with the respective substituents described above for X; an aryl group which can be substituted with one or more of the substituents for the aryl group as described above for X; a heterocyclic group, which can be substituted with one or more of the substituents for the heterocyclic group as described above for X; a cyano group; an alkoxy group; an aryloxy group; a halogen atom; a carboxy group; an alkoxycarbonyl group; an aryloxycarbonyl group; an acyloxy group; an alkylcarbonyl group, an acyloxy group; an alkylcarbonyl group; an arylcarbonyl group; an alkylthiocarbonyl group; an arylthiocarbonyl group; a diacylamino group; a ureido group; a thioureido group; an alkoxycarbonylamino group, an aryloxycarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group; an alkylsulfonyloxy group; an arylsulfonyloxy group; an arylsulfonyl group; an alkylsulfonyl group; an arylthio group; an alkylthio group; an alkylsulfinyl group; an arylsulfinyl group; an alkylamino group; a dialkylamino group; an anilino group; an N-arylanilino group; an N-alkylanilino group; an N-acylanilino group; a hydroxy group and a mercapto group; Y has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group in which, each of these groups can be substituted with one or more of a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a sulfonamido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylthio group, an alkylthio group, an alkylsulfinyl group; an arylsulfinyl group; an N-alkylamino group; or an N,N-dialkylamino group; an aryl group which can be substituted with one or more of an alkyl group, an aralkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, an N,N-dialkylsulfamoyl group, an N-alkyl-N-arylsulfamoyl group, an N-alkylsulfamoyl group, an N-arylsulfamoyl group, a carbamoyl group, an N-alkylcarbamoyl group, an N,N-dialkylcarbamoyl group, an N-alkyl-N-arylcarbamoyl group, an N-arylcarbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a sulfonamido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a heterocyclic group, an alkylsulfonyl group, an arylsulfonyl group, an alkylthio group, an arylthio group, an alkylsulfinyl group, an arylsulfinyl group, an N-alkylamino group, or an N,N-dialkylamino group; or a heterocyclic group which can be substituted with one or more of the substituents described above for the aryl group of Y; Z represents an oxygen atom or a sulfur atom; D represents an oxygen atom or an --NR-- group; R represents a hydrogen atom, an alkyl group as defined above for Y or an aryl group as defined above for Y; and Q represents the non-metallic atoms necessary to form a 5-membered or 6-membered nitrogen-containing heterocyclic group; such atoms consisting of at least one carbon atom and of one or more nitrogen, oxygen or sulphur atoms, or is a symmetrical or asymmetrical complex coupler wherein the couplers of the above general formula (III) and (V) are combined directly at T, X or Y or through a divalent moiety of the groups defined above for T, X or Y.
Claim 7
Dependent Claim 38 words
The photographic silver halide emulsion as claimed in claim 4, wherein W is a phenyl group in which at least one of the ortho positions is substituted with an alkyl group, an alkoxy group or a halogen atom.
Claim 8
Dependent Claim 990 words
The photographic silver halide emulsion as claimed in claim 2, wherein said 5-oxo-pyrazoline coupler is represented by formula (VI) ##STR39## wherein W represents a hydrogen atom; or has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group or a cycloalkenyl group, in which each of these groups can be substituted with a halogen atom, a nitro group, a cyano group, and aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-arylanilino group, an N-arylanilino group, an N-alkylanilino group, an N-acylanilino group, a hydroxy group or a mercapto group; an aryl group which can be substituted with one or more of a halogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group, a heterocyclic group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylsulfonyl group, an alkylsulfonyl group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-alkylanilino group, an N-arylanilino group, an N-acylanilino group, a hydroxy group and a mercapto group as substituents; a heterocyclic group which can be substituted with one or more of the substituents described above for the aryl group; an acyl group; a thioacyl group; an alkylsulfonyl group; an arylsulfonyl group; an alkylsulfinyl group; an arylsulfinyl group; a carbamoyl group; or a thiocarbamoyl group; X represents a hydrogen atom; or has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group; an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group, in which each of these groups can be substituted with the respective substituents described above for W; an aryl group which can be substituted with one or more of the substituents for the aryl group as described above for W; a heterocyclic group which can be substituted with one or more of the substituents for the heterocyclic group as described above for W; an alkoxycarbonyl group; an aryloxycarbonyl group; an aralkyloxycarbonyl group; an alkoxy group; an aryloxy group; an alkylthio group; an arylthio group; a carboxy group; an acylamino group; a diacylamino group; an N-alkylamino group; an N-arylacylamino group; a ureido group; a thioureido group; an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, an anilino group; an alkylamino group; a heterocyclic amino group; a cycloamino group; an alkyl carbonyl group; an arylcarbonyl group; a sulfonamido group; a carbamoyl group; a sulfamoyl group; a guanidino group; a cyano group; an acyloxy group; a sulfonyloxy group; a hydroxy group; a mercapto group; a halogen atom or a sulfo group; Y has up to 40 carbon atoms and represents a straight-chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group; an aralkyl group, or a cycloalkenyl group, in which each of these groups can be substituted with one or more of a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a sulfonamido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, an aryloxythiocarbonylamino group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an N-alkylamino group, or an N,N-dialkylamino group; an aryl group which can be substituted with one or more of an alkyl group, an aralkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, an N,N-dialkylsulfamoyl group, an N-alkyl-N-arylsulfamoyl group, N-alkylsulfamoyl group, N-arylsulfamoyl group, a carbamoyl group, an N-alkylcarbamoyl group, an N,N-dialkylcarbamoyl group, an N-alkyl-N-arylcarbamoyl group, an N-arylcarbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a sulfonamido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a heterocyclic group, an alkylsulfonyl group, an arylsulfonyl group, an alkylthio group, an arylthio group, an alkylsulfinyl group, an arylsulfinyl group, an N-alkylamino group, an N,N-dialkylamino group; a heterocyclic group which can be substituted with one or more of the substituents for the heterocyclic group as described above for the aryl group of Y; Z represents an oxygen atom or a sulfur atom; R represents a hydrogen atom an alkyl group as defined above for Y, an aryl group as defined above for Y; or is a symmetrical or asymmetrical complex coupler wherein the couplers of the above general formula (VI) are combined directly at W, X or Y or through a divalent moiety of the groups defined above for W, X or Y.
Claim 9
Dependent Claim 1074 words
The photographic silver halide emulsion as claimed in claim 3, wherein said pyrazolo-[1,5-a]-benzimidazole coupler is represented by formula (VII) ##STR40## wherein X represents a hydrogen atom or has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group or a cycloalkenyl group, in which each of these groups can be substituted with one or more of a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-arylanilino group, an N-alkylanilino group, an N-acylanilino group, a heterocyclic amino group, a hydroxy group or a mercapto group; an aryl group which can be substituted with one or more of a halogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group, a heterocyclic group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylsulfonyl group, an alkylsulfonyl group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-alkylanilino group, an N-arylanilino group, an N-acylanilino group, a hydroxy group and a mercapto group; a heterocyclic group in which can be substituted with one or more of the substituents described above for the aryl group; an alkoxycarbonyl group; an aryloxycarbonyl group, an aralkyloxycarbonyl group; an alkoxy group; an aryloxy group; an alkylthio group; an arylthio group; a carboxy group; an acylamino group; a diacylamino group; an N-alkylacylamino group; an N-arylacylamino group; a ureido group; a thioureido group; an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, an anilino group; an alkylamino group; a cycloamino group; an alkylcarbonyl group; an arylcarbonyl group; a sulfonamido group; a carbamoyl group; a sulfamoyl group; a guanidino group; a cyano group; and acyloxy group; a sulfonyloxy group; a hydroxy group; a mercapto group; a halogen atom or a sulfo group; T represents a hydrogen atom or has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, or a cycloalkenyl group, in which each of these groups can be substituted with the respective substituents described above for X; an aryl group which can be substituted with one or more of the substituents for the aryl group as described above for X; a heterocyclic group, which can be substituted with one or more of the substituents for the heterocyclic group as described above for X; a cyano group; an alkoxy group; an aryloxy group; a halogen atom; a carboxy group; an alkoxycarbonyl group; an aryloxycarbonyl group; an acyloxy group; an alkylcarbonyl group; an acyloxy group; an alkylcarbonyl group; an arylcarbonyl group; an alkylthiocarbonyl group; an arylthiocarbonyl group; a diacylamino group; a ureido group; a thioureido group; an alkoxycarbonylamino group, an aryloxycarbonylamino group, an aryloxythiocarbonylamino group, a sulfonamido group; an alkylsulfonyloxy group; an arylsulfonyloxy group; an arylsulfonyl group; an alkylsulfonyl group; an arylthio group; an alkylthio group; an alkylsulfinyl group; an arylsulfinyl group; an alkylamino group; a dialkylamino group; an anilino group; an N-arylanilino group; an N-alkylanilino group; an N-acylanilino group; a hydroxy group and a mercapto group; Y has up to 40 carbon atoms and represents a straight chain or branched chain alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group in which, each of these groups can be substituted with one or more of a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a sulfonamido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino groups, an aryloxythiocarbonylamino group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group; an N-alkylamino group; or an N,N-dialkylamino group; an aryl group which can be substituted with one or more of an alkyl group, an aralkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, an N,N-dialkylsulfamoyl group, an N-alkyl-N-arylsulfamoyl group, an N-alkylsulfamoyl group, an N-arylsulfamoyl group, a carbamoyl group, an N-alkylcarbamoyl group, an N,N-dialkylcarbamoyl group, an N-alkyl-N-arylcarbamoyl group, an N-arylcarbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a sulfonamido group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, an alkoxythiocarbonylamino group, an aryloxythiocarbonylamino group, a heterocyclic group, an alkylsulfonyl group, an arylsulfonyl group, an alkylthio group, an arylthio group, an alkylsulfinyl group, an arylsulfinyl group, an N-alkylamino group, or an N,N-dialkylamino group; or a heterocyclic group which can be substituted with one or more of the substituents described above for the aryl group of Y; Z represents an oxygen atom or a sulfur atom; R represents a hydrogen atom, an alkyl group as defined above for Y or an aryl group as defined above for Y; or is a symmetrical or asymmetrical complex coupler wherein the couplers of the above general formula (VII) are combined directly at T, X or Y or through a divalent moiety of the groups defined above for T, X or Y.
Claim 10
Dependent Claim 38 words
The photographic silver halide emulsion as claimed in claim 7, wherein W is a phenyl group in which at least one of the ortho positions is substituted with an alkyl group, an alkoxy group or a halogen atom.
Claim 11
Dependent Claim 46 words
The photographic silver halide emulsion as claimed in claim 1, wherein Q is selected from the group consisting of pyrrolidine, piperidine, morpholine, imidazole, benzimidazole, phthalimide, succinimide glutarimide, hydantoin, oxazolidinedione, benzetriazole, α-pyridone, β-pyridone, oxazolidone, valerolactam, butyrolactam, thiohydantoin, naphthotriazole, tetrazole, pyrazole, indole, imidazoline, pyrazoline, piperazine, indoline and isoindoline.
Claim 12
Dependent Claim 184 words
A photographic color developer solution containing a primary aromatic amine developing agent and a two-equivalent magenta coupler, such coupler being capable of forming a magenta color image upon coupling reaction with an oxidation product of the aromatic primary amine developing agent, represented by the following general formula (I) ##STR41## wherein (A) represents a residue of a 5-oxo-2-pyrazoline magenta color forming coupler or a residue of a pyrazolo-[1,5-a]-benzimidazole magenta color forming coupler; ##STR42## represents a group which is substituted for one hydrogen atom of the active methylene group in the coupler A; Z represents an oxygen atom or a sulfur atom; B represents a-- Y group, a--D-- Y group or a ##STR43## group; D represents an oxygen atom or an --NR-- group; R represents a hydrogen atom, an alkyl group or an aryl group; Y represents an alkyl group, an aryl group or a heterocyclic group; and Q in the ##STR44## group represents the non-metallic atoms necessary to form a 5-membered or 6-membered nitrogen-containing heterocyclic ring, such atoms consisting of at least one carbon atom and of one or more nitrogen, oxygen or sulphur atoms.
Claim 13
Dependent Claim 184 words
A photographic color developer solution containing a primary aromatic amine developing agent and a two-equivalent magenta coupler, such coupler being capable of forming a magenta color image upon coupling reaction with an oxidation product of the aromatic primary amine developing agent, represented by the following general formula (I) ##STR41## wherein (A) represents a residue of a 5-oxo-2-pyrazoline magenta color forming coupler or a residue of a pyrazolo-[1,5-a]-benzimidazole magenta color forming coupler; ##STR42## represents a group which is substituted for one hydrogen atom of the active methylene group in the coupler A; Z represents an oxygen atom or a sulfur atom; B represents a-- Y group, a--D-- Y group or a ##STR43## group; D represents an oxygen atom or an --NR-- group; R represents a hydrogen atom, an alkyl group or an aryl group; Y represents an alkyl group, an aryl group or a heterocyclic group; and Q in the ##STR44## group represents the non-metallic atoms necessary to form a 5-membered or 6-membered nitrogen-containing heterocyclic ring, such atoms consisting of at least one carbon atom and of one or more nitrogen, oxygen or sulphur atoms.
Claim 14
Independent Claim 201 words
A method of forming magenta color images which comprises developing an exposed silver halide photographic light-sensitive material with a developer containing a primary aromatic amine developing agent in the presence of a photographic magenta coupler, said coupler being capable of forming a magenta color image upon coupling reaction with an oxidation product of the aromatic primary amine developing agent, represented by the following general formula (I) ##STR45## wherein (A) represents a residue of a 5-oxo-2-pyrazoline magenta color forming coupler or a residue of a pyrazolo-[1,5-a]-benzimidazole magenta color forming coupler; ##STR46## represents a group which is substituted for one hydrogen atom of the active methylene group in the coupler A; Z represents an oxygen atom or a sulfur atom; B represents a--Y group, a--D-- Y group or a ##STR47## group; D represents an oxygen atom or an --NR-- group; R represents a hydrogen atom, an alkyl group or an aryl group; Y represents an alkyl group, an aryl group or a heterocyclic group; and Q in the ##STR48## group represents the non-metallic atoms necessary to form a 5-membered or 6-membered nitrogen-containing heterocyclic ring, such atoms consisting of at least one carbon atom and of one or more nitrogen, oxygen or sulphur atoms.
Claim 15
Independent Claim 201 words
A method of forming magenta color images which comprises developing an exposed silver halide photographic light-sensitive material with a developer containing a primary aromatic amine developing agent in the presence of a photographic magenta coupler, said coupler being capable of forming a magenta color image upon coupling reaction with an oxidation product of the aromatic primary amine developing agent, represented by the following general formula (I) ##STR45## wherein (A) represents a residue of a 5-oxo-2-pyrazoline magenta color forming coupler or a residue of a pyrazolo-[1,5-a]-benzimidazole magenta color forming coupler; ##STR46## represents a group which is substituted for one hydrogen atom of the active methylene group in the coupler A; Z represents an oxygen atom or a sulfur atom; B represents a--Y group, a--D-- Y group or a ##STR47## group; D represents an oxygen atom or an --NR-- group; R represents a hydrogen atom, an alkyl group or an aryl group; Y represents an alkyl group, an aryl group or a heterocyclic group; and Q in the ##STR48## group represents the non-metallic atoms necessary to form a 5-membered or 6-membered nitrogen-containing heterocyclic ring, such atoms consisting of at least one carbon atom and of one or more nitrogen, oxygen or sulphur atoms.
Claim 16
Dependent Claim 38 words
A photographic light-sensitive material comprising a support having thereon a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer containing the silver halide emulsion as claimed in claim 12, and a red-sensitive silver halide emulsion layer.
Claim 17
Dependent Claim 19 words
A photographic light-sensitive material comprising a support having thereon the photographic silver halide emulsion as claimed in claim 1.

References Cited (Backward Citations)

US3212894A Cited
US3576636A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-27 1980-12-27 1981-06-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-27 1984-12-27 1985-06-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-27 1988-12-27 1989-06-28 $7700.00 Window Closed / Lapsed

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