http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-390808-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_02a2f1e4ebf8caee1eab6ce06842033c http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_315d611c240458b1308de8455144105a |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B23-083 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B23-08 |
filingDate | 1931-10-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1933-04-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-390808-A |
titleOfInvention | Improvements in or relating to the manufacture of dyes |
abstract | Dicarbocyanine dyestuffs are obtained by condensing an acetal of propargyl aldehyde, or of a b alkyl or aryl derivative thereof, with a quaternary salt of a heterocyclic nitrogenous base having an active a methyl group. In examples: (1) 1-methylbenzthiazol ethiodide or the corresponding oxazole is condensed with crude propargylaldehydediethylacetal in the presence of pyridine: (2) 1-methylbenzthiazol ethiodide is similarly condensed with pure propargylaldehydediethylacetal: (3) quinaldine ethiodide is condensed in diacetone alcohol with pure propargylaldehydediethylacetal: (4) 1-methyl-a -naphthothiazol ethiodide is condensed in pyridine with crude propargylaldehydediethylacetal: (5) 1-methyl benzselenazol ethiodide is condensed in diacetone alcohol with pure propargylaldehydediethylacetal. The following dyestuffs are also prepared: 2 : 2<1>-diethyl-3 : 4 : 3<1> : 4<1>-dibenzthiodicarbocyanine (from 2 - methyl - b - naphthothiazol ethiodide and propargylaldehydediethylacetal) and 2 : 2<1>-diethyl-8-methylthiodicarbocyanineiodide (from 1-methylbenzthiazole ethiodide and tetrolaldehydediethylacetal). 2-Methyl-b -naphthoxazole and 2 : 3 : 3-trimethyl indolenine, the quaternary salts of which may be used, are mentioned. The dyestuffs are photographic sensitizers for silver halide emulsions. Propargylaldehydediethylacetal is prepared from acroleindibromide by heating with excess of alcoholic potash, filtering off the potassium bromide, and extracting with ether after distilling off the alcohol and adding water. The crude diethylacetal obtained by fractionating the ether extract is found to give greater yields of dyestuff than the pure product which may be obtained by allowing the crude product to stand over solid caustic potash and refractionating. b -Phenylpropargylaldehydediethylacetal may be prepared from monobromcinnamic aldehyde diethylacetal by warming with alcoholic potash. Tetrolaldehydediethylacetal may be prepared from dibromcrotonicaldehyde diethylacetal by warming with alcoholic potash under reduced pressure and fractionating. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-9919558-A3 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-9919558-A2 |
priorityDate | 1931-10-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 49.