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filingDate 1980-10-25-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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publicationDate 1981-05-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-0029136-A2
titleOfInvention Quaternary and basic azomethine compounds, process for their preparation and their use as dyestuffs
abstract New quaternary azamethine compounds of the general formula (1) in which R is an optionally substituted alkyl group of 1 to 4 C atoms, Alk is an alkyl group of 1 to 4 C atoms, Y is the CH radical or a nitrogen atom, R 1 for a hydrogen atom or an optionally substituted alkyl group of 1 is up to 4 carbon atoms, alkylene means an alkylene radical of 2 to 6 carbon atoms, the benzene nucleus A by halogen, nitro. Cyan, sulfamoyl, alkyl. Alkoxy and carbalkoxy and the benzene nucleus B through halogen, nitro, alkyl. Alkoxy and carbalkoxy can be substituted, n the number 1 or 2 means X (-) is the equivalent of a colorless anion and Z represents a group of the formula (2a) or (2b) in which R 2 is an optionally substituted alkyl group, R 3 is an optionally substituted alkyl group or is the phenyl radical which may be substituted by chlorine, alkyl, alkoxy, nitro, carbalkoxy and carbamoyl, and R 4 is a hydrogen atom or an optionally substituted one Means alkyl group or R 2 and R 3 together with the nitrogen atom or R 2 . R 3 and / or R 4 together with the positively charged nitrogen atom form a heterocyclic ring, as do the non-quaternized, basic azamethine derivatives from the quaternary compounds of the above-mentioned general formula (1) and their salts.n n n The new azamethine compounds can be prepared in a customary manner, for example by reacting corresponding ω-aldehyde derivatives of the 2-methyleneindoline compounds with the corresponding alkoxy-aniline compounds or the 2-methylene-indoline compounds with corresponding N-formyl compounds of the alkoxyanilines. The new azamethine compounds are valuable (continued on next page) full dyes, which are water-soluble or acid-soluble and are preferably suitable for dyeing acid-modified polyacrylonitrile, acid-modified aromatic polyesters and acid-modified polyamides, in particular in spin dyeing, with which they dye light, wet and rub-fast dyeings or spun-dyed threads of deliver clear colors. With anionic precipitants, such as, for example, alumina and phosphoric acid tungsten or molybdenic acids, they provide lightfast pigments which can advantageously be used in paper printing.
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