http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-604687-A

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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B23-12
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/G03C1-12
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B23-12
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/G03C1-12
filingDate 1945-08-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1948-07-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-604687-A
titleOfInvention Trinuclear cyanine dyes
abstract A trinuclear cyanine dye base which may have the formula <FORM:0604687/IV(b)/1> wherein A represents the atoms necessary to complete a ring of the usual cyanine dye type, R is alkyl, alkylene, alkoxy, alkoxyalkyl, acetoxyalkyl, aryl or aralkyl group, R1 and R2 are each H or alkyl, and n is 1, 2 or 3, is prepared by reacting a methylene bis-azole with a cyanine dye intermediate under the influence of heat in the presence of a basic condensing agent. The corresponding dyes are formed by reaction with alkyl or aryl esters. The methylene bis-azole may contain an indolenine, oxazole, pyridine, quinoline, thiazole, thiazoline, tellurazole, or selenazole ring, and the cyanine dye intermediate may contain a benzthiazole, benzoxalole, indolenine, naphthoxazole, oxazole, pyridine, quinoline, thiazole, or thiazoline ring and an alkyl (methyl, ethyl, or propyl) or aryl (phenyl or naphthyl) mercapto or anilido or substituted anilido (acetanilido or 4-chloroacetanilido) reactive group. 3 : 31 - Diethyl - 2 : 21 - dibenzthiazolyl - 311 - ethyl - 211 - (ethylidene) benzthiazolylidenemethane di-iodide is prepared by refluxing together methylene bis-benzthiazole, 2-(b -acetanilidovinyl)-benzthiazole ethiodide, and triethylamine in pyridine, heating the dye base obtained with dimethyl sulphate in chlorobenzene, and adding aqueous potassium iodide solution to an alcohol solution of the product. 3 : 31-Diethyl-2 : 21-dibenzoxazolyl - 311 - ethyl - 311 - (ethylidene) benz thiazolylidene methane di-iodide, 2 : 21-dibenzthiazolyl - 311 - ethyl - 211 - (b - ethylethylidene) benzthiazolylidenemethane, 2 : 21 - dibenzthia - zolyl - 311 - ethyl - 611 - methyl - 211 - (b - ethyl - ethylidene) benzthiazolylidenemethane and 2 : 21-benzthiazolyl - 311 - ethyl - 211 - (D 2-butenylidene) benzthiazolylidenemethane are similarly prepared. Methylene bis-benzoxazole is prepared by dry distillation of a mixture of o-aminophenol and diethyl malonate. A sample has been furnished under Sect. 2 (5) of a dye made by refluxing together 2-methylmercaptobenzthiazole methiodide, methylenebis-benzthiazole and triethylamine. Specifications 408,272, [Group XX], 408,273, 527,627, 537,961, 546,527, 549,202 and 549,203 are referred to.ALSO:A trinuclear cyanine dye base which may have the formula <FORM:0604687/IV (c)/1> wherein A represents the atoms necessary to complete a ring of the usual cyanine dye type, R is alkyl, alkylene, alkoxy, alkoxyalkyl, acetoxyalkyl, aryl or aralkyl group, R1 and R2 are each H or alkyl, and n is 1, 2 or 3, is prepared by reacting a methylene bis-azole with a cyanine dye intermediate under the influence of heat in the presence of a basic condensing agent. The corresponding dyes are formed by reaction with alkyl or aryl esters. The methyllene bis-azole may contain an indolenine, oxazole, pyridine, quinoline, thiazole, thiazoline, tellurazole, or selenazole ring, and the cyanine dye intermediate may contain a benzthiazole, benzoxozole, indolenine, naphthoxazole, oxazole, pyridine, quinoline, thiazole, or thiazoline ring and an alkyl (methyl, ethyl, or propyl) or aryl (phenyl or naphthyl) mercapto or anilido or substituted anilido (acetanilido or 4-chloroacetanilido) reactive group. 3 : 31 - Diethyl - 2 : 21 - dibenzthiazolyl - 311\h - ethyl - 211 - (ethylidene) benzthiazolylidenemethane di-iodide is prepared by refluxing together methylene bis-benzthiazole, 2-(b -acetanilido-vinyl)-benzthiazole ethiodide, and triethylamine in pyridine, heating the dye base obtained with dimethyl sulphate in chlorobenzene, and adding aqueous potassium iodide solution to an alcohol solution of the product. 3 : 31-Diethyl-2 : 21-dibenzoxazolyl - 311 - ethyl - 211 - (ethylidene) benz thiazolylidene methane di-iodide, 2 : 21-dibenzthiazolyl - 311 - ethyl - 211 - (b - ethylethylidene) benzthiazolylidenemethane, 2 : 21 - dibenzthia - zolyl - 311 - ethyl - 611 - methyl - 211 - (b - ethyl - ethylidene) benzthiazolylidenemethane and 2 : 21-benzthiazolyl - 311 - ethyl - 211 - (D 2 - butenylidene) benzthiazolylidenemethane are similarly prepared. A sample has been furnished under Sect. 2 (5) of a dye made by refluxing together 2-methylmercaptobenzthiazole methiodide, methylenebis-benzthiazole and triethylamine. Specifications 408,272, [Group XX], 408,273, 527,627, 537,961, 546,527, 549,202 and 549,203 are referred to.
priorityDate 1944-08-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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