Photographic element and process employing active, stable benzotriazole-releasing DIR couplers

A photographic element comprising a silver halide emulsion layer having associated therewith a 1-phenyl-3-anilino-4-benzotriazolyl-5-pyrazolone magenta dye-forming DIR coupler of structure I: wherein: R1 is hydrogen, chlorine, fluorine or a methyl group; R2, R3, and R4 are individually selected from...

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Hauptverfasser: LEONE, RONALD E, MERKEL, PAUL B, POSLUSNY, JERROLD N
Format: Patent
Sprache:eng
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Zusammenfassung:A photographic element comprising a silver halide emulsion layer having associated therewith a 1-phenyl-3-anilino-4-benzotriazolyl-5-pyrazolone magenta dye-forming DIR coupler of structure I: wherein: R1 is hydrogen, chlorine, fluorine or a methyl group; R2, R3, and R4 are individually selected from the group consisting of hydrogen, halogen, alkyl, phenyl, alkoxy, phenoxy, alkylthio, carbonamido, sulfonamido, carbamoyl, alkoxycarbonyl and aryloxycarbonyl groups; R5 is hydrogen, bromine, chlorine, fluorine, or an alkyl group; R6 and R7 are independently selected from the group consisting of hydrogen, halogen, carbonamido, carbamoyl, sulfonamido, sulfamoyl, alkylsulfonyl, arylsulfonyl, alkylsulfoxyl, arylsulfoxyl, sulfonyloxy, alkoxycarbonyl, aryloxycarbonyl, acyloxy, acyl, imido, trifluoromethyl and cyano groups, provided that at least one of R6 and R7 is not hydrogen; R8 and R9 are independently selected from the group consisting of hydrogen, halogen, alkyl, phenyl, alkoxy, phenoxy, alkoxycarbonyl, aryloxycarbonyl, carbonamido sulfonamido, carbamoyl and carbamoyloxy groups, provided that at least one of R8 and R9 is not hydrogen; further provided that (1) when R5 is hydrogen, the sum of the Hammett's sigma values of R6 and R7, referenced to the position of the anilino nitrogen, is at least 0.30, and R1 is also hydrogen, and (2) when R5 is bromine, chlorine, fluorine, or an lakyl group, the sum of the Hammett sigma values of R6 and R7, referenced to the position of the anilino nitrogen, is a least 0.20; and the sum of pi values of R8 and R9 taken together is at least 0.60 but not more than 3.00.