Amide colour couplers
The invention comprises colour couplers of the formula: where A is the trivalent radical: D is a direct linkage or the divalent radical: in which X is -S- or -CONH-, R is a hydrocarbon group and B is a colour coupler residue such that the compound: is a compound which will react with the oxidati...
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creator | GREENHALGH COLIN WILLIAM |
description | The invention comprises colour couplers of the formula: where A is the trivalent radical: D is a direct linkage or the divalent radical: in which X is -S- or -CONH-, R is a hydrocarbon group and B is a colour coupler residue such that the compound: is a compound which will react with the oxidation products of N, N-diethyl para-phenylene diamine, formed during the development of a silver salt image with that compound, to yield a quinoneimine or azomethine dyestuff. The above compounds are prepared by heating a compound of the formula: with a compound of the formula: B-CO-halogen or B-COOM, wherein M represents C1-6 alkyl or phenyl. Compounds of the formula B-CO-halogen or B-COOM are, for example: (1) Those in which B contains a mono- or bicyclic aryl radical, e.g. ethyl benzoylacetate, ethyl 4-methoxybenzoylacetate, ethyl 2-methoxy-benzoylacetate, ethyl 4-N-dimethylaminobenzoyl-acetate and ethyl (2-methyl-2, 3-dihydrobenzofuran -7- ylcarbonyl) - acetate. (2) Those which contain a pyrazolane ring, e.g. 1 - (4-carbethoxyphenyl) -3- acetylamino -5-pyrazolone, 1-phenyl -3- carbethoxy -5- pyrazolone and 1-phenyl -3- (2-carbphenoxybenzoylamino) -5- pyrazolone. (3) Those which contain a phenol or 1-naphthol residue, e.g. phenyl salicylate, phenyl 1-hydroxy -2- naphthoate and phenyl 1-hydroxy-4-chloro-2-naphthoate. It is stated that the addition of the above colour couplers to dilute alkali (e.g. potassium or sodium hydroxide) has the effect of opening the ring structure: to provide a free carboxylic group after neutralization with, e.g. acetic acid. 4 - Amino - N - n - dodecylphthalimide, 4 - amino - N - n - octadecylphthalimide 4 - aminophenylsuccin - N - (4 - n - dodecylphenyl) - imide, 4 - amino - N - (4-n-dodecylphenyl)-phthalimide, 4 - (4 - aminobenzoylamino) - N - n - octadecylphthalimide and 4 - aminophenylthiosuccin - N -(4 - n - dodecylphenyl) - imide are prepared by reduction of the corresponding nitro compounds. 4 - Nitro - N - n - dodecylphthalimide and 4 -nitro - N - n - octadecylphthalimide are prepared by reacting 4-nitrophthalic anhydride with n-dodecylamine and n-octadecylamine respectively. 4 - Nitrophenylsuccin - N - (4 - n - dodecylphenyl) - imide, 4 - amino - N - (4 - n - dodecylphenyl) - phthalimide and 4 - nitrophenylthiosuccin - N - (4 - n - dodecylphenyl) - imide are prepared by reacting 4-n-dodecylaniline with 4-nitro-ph |
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The above compounds are prepared by heating a compound of the formula: <FORM:0949944/C2/5> with a compound of the formula: B-CO-halogen or B-COOM, wherein M represents C1-6 alkyl or phenyl. Compounds of the formula B-CO-halogen or B-COOM are, for example: (1) Those in which B contains a mono- or bicyclic aryl radical, e.g. ethyl benzoylacetate, ethyl 4-methoxybenzoylacetate, ethyl 2-methoxy-benzoylacetate, ethyl 4-N-dimethylaminobenzoyl-acetate and ethyl (2-methyl-2, 3-dihydrobenzofuran -7- ylcarbonyl) - acetate. (2) Those which contain a pyrazolane ring, e.g. 1 - (4-carbethoxyphenyl) -3- acetylamino -5-pyrazolone, 1-phenyl -3- carbethoxy -5- pyrazolone and 1-phenyl -3- (2-carbphenoxybenzoylamino) -5- pyrazolone. (3) Those which contain a phenol or 1-naphthol residue, e.g. phenyl salicylate, phenyl 1-hydroxy -2- naphthoate and phenyl 1-hydroxy-4-chloro-2-naphthoate. It is stated that the addition of the above colour couplers to dilute alkali (e.g. potassium or sodium hydroxide) has the effect of opening the ring structure: <FORM:0949944/C2/6> to provide a free carboxylic group after neutralization with, e.g. acetic acid. 4 - Amino - N - n - dodecylphthalimide, 4 - amino - N - n - octadecylphthalimide 4 - aminophenylsuccin - N - (4 - n - dodecylphenyl) - imide, 4 - amino - N - (4-n-dodecylphenyl)-phthalimide, 4 - (4 - aminobenzoylamino) - N - n - octadecylphthalimide and 4 - aminophenylthiosuccin - N -(4 - n - dodecylphenyl) - imide are prepared by reduction of the corresponding nitro compounds. 4 - Nitro - N - n - dodecylphthalimide and 4 -nitro - N - n - octadecylphthalimide are prepared by reacting 4-nitrophthalic anhydride with n-dodecylamine and n-octadecylamine respectively. 4 - Nitrophenylsuccin - N - (4 - n - dodecylphenyl) - imide, 4 - amino - N - (4 - n - dodecylphenyl) - phthalimide and 4 - nitrophenylthiosuccin - N - (4 - n - dodecylphenyl) - imide are prepared by reacting 4-n-dodecylaniline with 4-nitro-phenylsuccini acid, 4-nitrophthalic acid and 4-nitrophenylthiosuccinic acid respectively. 4 - (4 - Nitrobenzoylamino) - N - n - octadecyl - phthalimide is prepared from 4-nitrobenzoylchloride and 4-amino-N-n-octadecylphthalimide.]]></description><language>eng</language><subject>AUXILIARY PROCESSES IN PHOTOGRAPHY ; CHEMISTRY ; CINEMATOGRAPHY ; ELECTROGRAPHY ; HETEROCYCLIC COMPOUNDS ; HOLOGRAPHY ; METALLURGY ; ORGANIC CHEMISTRY ; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR,STEREO-PHOTOGRAPHIC PROCESSES ; PHOTOGRAPHY ; PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES ; PHYSICS</subject><creationdate>1964</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=19640219&DB=EPODOC&CC=GB&NR=949944A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19640219&DB=EPODOC&CC=GB&NR=949944A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>GREENHALGH COLIN WILLIAM</creatorcontrib><title>Amide colour couplers</title><description><![CDATA[The invention comprises colour couplers of the formula: <FORM:0949944/C2/1> where A is the trivalent radical: <FORM:0949944/C2/2> D is a direct linkage or the divalent radical: <FORM:0949944/C2/3> in which X is -S- or -CONH-, R is a hydrocarbon group and B is a colour coupler residue such that the compound: <FORM:0949944/C2/4> is a compound which will react with the oxidation products of N, N-diethyl para-phenylene diamine, formed during the development of a silver salt image with that compound, to yield a quinoneimine or azomethine dyestuff. The above compounds are prepared by heating a compound of the formula: <FORM:0949944/C2/5> with a compound of the formula: B-CO-halogen or B-COOM, wherein M represents C1-6 alkyl or phenyl. Compounds of the formula B-CO-halogen or B-COOM are, for example: (1) Those in which B contains a mono- or bicyclic aryl radical, e.g. ethyl benzoylacetate, ethyl 4-methoxybenzoylacetate, ethyl 2-methoxy-benzoylacetate, ethyl 4-N-dimethylaminobenzoyl-acetate and ethyl (2-methyl-2, 3-dihydrobenzofuran -7- ylcarbonyl) - acetate. (2) Those which contain a pyrazolane ring, e.g. 1 - (4-carbethoxyphenyl) -3- acetylamino -5-pyrazolone, 1-phenyl -3- carbethoxy -5- pyrazolone and 1-phenyl -3- (2-carbphenoxybenzoylamino) -5- pyrazolone. (3) Those which contain a phenol or 1-naphthol residue, e.g. phenyl salicylate, phenyl 1-hydroxy -2- naphthoate and phenyl 1-hydroxy-4-chloro-2-naphthoate. It is stated that the addition of the above colour couplers to dilute alkali (e.g. potassium or sodium hydroxide) has the effect of opening the ring structure: <FORM:0949944/C2/6> to provide a free carboxylic group after neutralization with, e.g. acetic acid. 4 - Amino - N - n - dodecylphthalimide, 4 - amino - N - n - octadecylphthalimide 4 - aminophenylsuccin - N - (4 - n - dodecylphenyl) - imide, 4 - amino - N - (4-n-dodecylphenyl)-phthalimide, 4 - (4 - aminobenzoylamino) - N - n - octadecylphthalimide and 4 - aminophenylthiosuccin - N -(4 - n - dodecylphenyl) - imide are prepared by reduction of the corresponding nitro compounds. 4 - Nitro - N - n - dodecylphthalimide and 4 -nitro - N - n - octadecylphthalimide are prepared by reacting 4-nitrophthalic anhydride with n-dodecylamine and n-octadecylamine respectively. 4 - Nitrophenylsuccin - N - (4 - n - dodecylphenyl) - imide, 4 - amino - N - (4 - n - dodecylphenyl) - phthalimide and 4 - nitrophenylthiosuccin - N - (4 - n - dodecylphenyl) - imide are prepared by reacting 4-n-dodecylaniline with 4-nitro-phenylsuccini acid, 4-nitrophthalic acid and 4-nitrophenylthiosuccinic acid respectively. 4 - (4 - Nitrobenzoylamino) - N - n - octadecyl - phthalimide is prepared from 4-nitrobenzoylchloride and 4-amino-N-n-octadecylphthalimide.]]></description><subject>AUXILIARY PROCESSES IN PHOTOGRAPHY</subject><subject>CHEMISTRY</subject><subject>CINEMATOGRAPHY</subject><subject>ELECTROGRAPHY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HOLOGRAPHY</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</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><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1964</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZBB1zM1MSVVIzs_JLy0CUqUFOalFxTwMrGmJOcWpvFCam0HOzTXE2UM3tSA_PrW4IDE5NS-1JN7dydLE0tLExNGYoAIAuC4f9Q</recordid><startdate>19640219</startdate><enddate>19640219</enddate><creator>GREENHALGH COLIN WILLIAM</creator><scope>EVB</scope></search><sort><creationdate>19640219</creationdate><title>Amide colour couplers</title><author>GREENHALGH COLIN WILLIAM</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_GB949944A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1964</creationdate><topic>AUXILIARY PROCESSES IN PHOTOGRAPHY</topic><topic>CHEMISTRY</topic><topic>CINEMATOGRAPHY</topic><topic>ELECTROGRAPHY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HOLOGRAPHY</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</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><toplevel>online_resources</toplevel><creatorcontrib>GREENHALGH COLIN WILLIAM</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>GREENHALGH COLIN WILLIAM</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Amide colour couplers</title><date>1964-02-19</date><risdate>1964</risdate><abstract><![CDATA[The invention comprises colour couplers of the formula: <FORM:0949944/C2/1> where A is the trivalent radical: <FORM:0949944/C2/2> D is a direct linkage or the divalent radical: <FORM:0949944/C2/3> in which X is -S- or -CONH-, R is a hydrocarbon group and B is a colour coupler residue such that the compound: <FORM:0949944/C2/4> is a compound which will react with the oxidation products of N, N-diethyl para-phenylene diamine, formed during the development of a silver salt image with that compound, to yield a quinoneimine or azomethine dyestuff. The above compounds are prepared by heating a compound of the formula: <FORM:0949944/C2/5> with a compound of the formula: B-CO-halogen or B-COOM, wherein M represents C1-6 alkyl or phenyl. Compounds of the formula B-CO-halogen or B-COOM are, for example: (1) Those in which B contains a mono- or bicyclic aryl radical, e.g. ethyl benzoylacetate, ethyl 4-methoxybenzoylacetate, ethyl 2-methoxy-benzoylacetate, ethyl 4-N-dimethylaminobenzoyl-acetate and ethyl (2-methyl-2, 3-dihydrobenzofuran -7- ylcarbonyl) - acetate. (2) Those which contain a pyrazolane ring, e.g. 1 - (4-carbethoxyphenyl) -3- acetylamino -5-pyrazolone, 1-phenyl -3- carbethoxy -5- pyrazolone and 1-phenyl -3- (2-carbphenoxybenzoylamino) -5- pyrazolone. (3) Those which contain a phenol or 1-naphthol residue, e.g. phenyl salicylate, phenyl 1-hydroxy -2- naphthoate and phenyl 1-hydroxy-4-chloro-2-naphthoate. It is stated that the addition of the above colour couplers to dilute alkali (e.g. potassium or sodium hydroxide) has the effect of opening the ring structure: <FORM:0949944/C2/6> to provide a free carboxylic group after neutralization with, e.g. acetic acid. 4 - Amino - N - n - dodecylphthalimide, 4 - amino - N - n - octadecylphthalimide 4 - aminophenylsuccin - N - (4 - n - dodecylphenyl) - imide, 4 - amino - N - (4-n-dodecylphenyl)-phthalimide, 4 - (4 - aminobenzoylamino) - N - n - octadecylphthalimide and 4 - aminophenylthiosuccin - N -(4 - n - dodecylphenyl) - imide are prepared by reduction of the corresponding nitro compounds. 4 - Nitro - N - n - dodecylphthalimide and 4 -nitro - N - n - octadecylphthalimide are prepared by reacting 4-nitrophthalic anhydride with n-dodecylamine and n-octadecylamine respectively. 4 - Nitrophenylsuccin - N - (4 - n - dodecylphenyl) - imide, 4 - amino - N - (4 - n - dodecylphenyl) - phthalimide and 4 - nitrophenylthiosuccin - N - (4 - n - dodecylphenyl) - imide are prepared by reacting 4-n-dodecylaniline with 4-nitro-phenylsuccini acid, 4-nitrophthalic acid and 4-nitrophenylthiosuccinic acid respectively. 4 - (4 - Nitrobenzoylamino) - N - n - octadecyl - phthalimide is prepared from 4-nitrobenzoylchloride and 4-amino-N-n-octadecylphthalimide.]]></abstract><oa>free_for_read</oa></addata></record> |
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subjects | AUXILIARY PROCESSES IN PHOTOGRAPHY CHEMISTRY CINEMATOGRAPHY ELECTROGRAPHY HETEROCYCLIC COMPOUNDS HOLOGRAPHY METALLURGY ORGANIC CHEMISTRY PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR,STEREO-PHOTOGRAPHIC PROCESSES PHOTOGRAPHY PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES PHYSICS |
title | Amide colour couplers |
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