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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B19-005
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B19-00
filingDate 1928-11-26-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1930-02-26-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-301329-A
titleOfInvention Manufacture of dyestuffs
abstract 301,329. Durand & Huguenin Akt.- Ges. Nov. 26, 1927, [Convention date]. Gallocyanines. - Gallocyanines derived from meta-substituted alkylanilines, and having the general formula where R, = alkyl, R2 = hydrogen or alkyl, R3 = OH, NH2, NH-aryl, or O-alkyl, and X a substituent, e.g. CH3 or halogen, are converted into derivatives in the usual manner; these derivatives, which retain the group X, show increased stability towards hydrosulphite, as compared with the corresponding unsubstituted products, and are suitable for use in discharge printing. In examples, (1) the gallocyanine from nitrosodiethyl-m-toluidine and gallamide is converted into the anilido compound by treating with aniline in presence of dinitrobenzene and alcohol, according to Specification 15138/07, and the product is sulphonated by heating with oleum; the resulting dye yields greenish-blue tints in chrome-printing on cotton, and is more stable in discharge printing than the corresponding dye from nitrosodiethylaniline and gallamide, (2) the gallocyanine from nitrasodiethyl-m-chlonaniline and gallamide is similarly treated, (3) gallamide is heated with nitrosadimethyl-m-chloraniline hydrochloride and methyl alcohol, and the gallocyanine obtained is converted into the anilido derivative and sulphonated; the product gives more reddish tints in -chrome -printing on cotton than the product of example 1, (4) nitrosomonoethyl-m-toluidine hydrochloride is heated with gallaimide and methyl alcohol, and the resulting gallocyanine is converted into the anilido derivative and sulphonated; the product shows a very marked increase in stability in discharge printing as compared with the isomeric dye from nitrosomonoethyl-o-toluidine : in the foregoing examples another arylamine, e.g. a toluidine, chloraniline or naphthylamine may be substituted for aniline, (5) gallic acid is treated with nitrosomet-hyl-mtoluidine in methyl alcohol and the product is converted into the corresponding gallocyanine or its leuco derivative derived from pyrogallol by elimination of the carboxylic group by the process of Specification 9961/07; the resulting dye yields violet tints in discharge printing, whereas the corresponding dye from nitrosodimethylaniline is useless for this purpose since it undergoes decomposition, and (6) the gallocyanine from nitrosodimethyl-m-toluidine and gallamide is heated with diethyl-p-phenylenediamine and dinitrobenzene and the product is reduced to the leuco compound by the process described in Specification 21949/06; it agrees in dyeing properties with the leuco compound of the product obtained according to example 1 of the latter Specification, but is more stable in discharge printing. Nitrosomonoethyl-m-toluidine is made by the action of nitrous acid on monoethyl-mtoluidine and isomeric change of the nitrosoamine thus obtained.
priorityDate 1927-11-26-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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