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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creator | LEONE RONALD E MERKEL PAUL B POSLUSNY JERROLD N |
description | 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. |
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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.</description><edition>6</edition><language>eng</language><subject>AUXILIARY PROCESSES IN PHOTOGRAPHY ; CINEMATOGRAPHY ; ELECTROGRAPHY ; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC ; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS ; HOLOGRAPHY ; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR,STEREO-PHOTOGRAPHIC PROCESSES ; PHOTOGRAPHY ; PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES ; PHYSICS ; TECHNICAL SUBJECTS COVERED BY FORMER USPC ; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS ; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ARTCOLLECTIONS [XRACs] AND DIGESTS</subject><creationdate>1999</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19990824&DB=EPODOC&CC=US&NR=5942381A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25562,76317</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19990824&DB=EPODOC&CC=US&NR=5942381A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>LEONE; RONALD E</creatorcontrib><creatorcontrib>MERKEL; PAUL B</creatorcontrib><creatorcontrib>POSLUSNY; JERROLD N</creatorcontrib><title>Photographic element and process employing active, stable benzotriazole-releasing DIR couplers</title><description>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.</description><subject>AUXILIARY PROCESSES IN PHOTOGRAPHY</subject><subject>CINEMATOGRAPHY</subject><subject>ELECTROGRAPHY</subject><subject>GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC</subject><subject>GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS</subject><subject>HOLOGRAPHY</subject><subject>PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR,STEREO-PHOTOGRAPHIC PROCESSES</subject><subject>PHOTOGRAPHY</subject><subject>PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES</subject><subject>PHYSICS</subject><subject>TECHNICAL SUBJECTS COVERED BY FORMER USPC</subject><subject>TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS</subject><subject>TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ARTCOLLECTIONS [XRACs] AND DIGESTS</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1999</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNqFy70KwjAUhuEsDqJeg-cC7KBV0FH8QTfxZ7Wcxs82kOaEJAr26lVwd3qX5-2q66GWJFVgXxtNsGjgErG7kQ-iESOh8VZexlXEOpknRhQTlxZUwrWSguFWLLLweTl-2Xp_JC0PbxFiX3XubCMGv_bUcLs5r3YZvBSInjUcUnE5zRbTST4fL_P_4g2mOzyF</recordid><startdate>19990824</startdate><enddate>19990824</enddate><creator>LEONE; RONALD E</creator><creator>MERKEL; PAUL B</creator><creator>POSLUSNY; JERROLD N</creator><scope>EVB</scope></search><sort><creationdate>19990824</creationdate><title>Photographic element and process employing active, stable benzotriazole-releasing DIR couplers</title><author>LEONE; RONALD E ; MERKEL; PAUL B ; POSLUSNY; JERROLD N</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_US5942381A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1999</creationdate><topic>AUXILIARY PROCESSES IN PHOTOGRAPHY</topic><topic>CINEMATOGRAPHY</topic><topic>ELECTROGRAPHY</topic><topic>GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC</topic><topic>GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS</topic><topic>HOLOGRAPHY</topic><topic>PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR,STEREO-PHOTOGRAPHIC PROCESSES</topic><topic>PHOTOGRAPHY</topic><topic>PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES</topic><topic>PHYSICS</topic><topic>TECHNICAL SUBJECTS COVERED BY FORMER USPC</topic><topic>TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS</topic><topic>TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ARTCOLLECTIONS [XRACs] AND DIGESTS</topic><toplevel>online_resources</toplevel><creatorcontrib>LEONE; RONALD E</creatorcontrib><creatorcontrib>MERKEL; PAUL B</creatorcontrib><creatorcontrib>POSLUSNY; JERROLD N</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>LEONE; RONALD E</au><au>MERKEL; PAUL B</au><au>POSLUSNY; JERROLD N</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Photographic element and process employing active, stable benzotriazole-releasing DIR couplers</title><date>1999-08-24</date><risdate>1999</risdate><abstract>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.</abstract><edition>6</edition><oa>free_for_read</oa></addata></record> |
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subjects | AUXILIARY PROCESSES IN PHOTOGRAPHY CINEMATOGRAPHY ELECTROGRAPHY GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS HOLOGRAPHY PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR,STEREO-PHOTOGRAPHIC PROCESSES PHOTOGRAPHY PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES PHYSICS TECHNICAL SUBJECTS COVERED BY FORMER USPC TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ARTCOLLECTIONS [XRACs] AND DIGESTS |
title | Photographic element and process employing active, stable benzotriazole-releasing DIR couplers |
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