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Home Molecular Biology 3-Cyano-or-acyl-4-aryl-5-arylazo-6-hydroxypyridone-2-dyes

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 3-Cyano or acyl-4-aryl-5-arylazo-6-hydroxypyridone-2 dyes

Details
Inventors: Burkhard, Hermann;
Assignee: Sandoz Ltd. (Basel, CH)
Primary Examiner: Higel; Floyd D.
Assistant Examiner:
Attorney, Agent or Firm: Sharkin; Gerald D., Vila; Richard E., Kassenoff; Melvyn M.

Compounds of the formula ##STR1## wherein R.sub.1 is a benzene or naphthalene diazo component, R.sub.2 is cyano or acyl, and R.sub.3 is phenyl, naphthyl or heterocyclyl, or a substituted derivative thereof, with the proviso that the molecule is free of sulfo groups, Have low solubility in water and are highly suited for dyeing and printing fibers and textiles of synthetic and semi-synthetic, hydrophobic, high molecular weight polymers such as polyesters, cellulose diacetate, cellulose triacetate and polyamides. The obtained dyeings are fast to light, sublimation, thermofixation, pleating, wet treatments, etc. and are stable to permanent press finishing.

DETAILED DESCRIPTION 1.
A compound of the formula wherein R.
sub.
1 is phenyl, substituted phenyl, naphthyl or substituted naphthyl, wherein each substituent of substituted phenyl and substituted naphthyl Is independently chloro, bromo, hydroxy, cyano, nitro, trifluoromethyl, alkyl, substituted alkyl, alkoxy, substituted alkoxy, acyl, acyloxy, acylamino, formyl, morpholinosulfonyl, piperidinosulfonyl, morpholinosulfonyloxy, aziridinoslfonyloxy, peripidinoslfonyloxy, alkylsulfamoylamilino, phenylsulfamoylanilino, dinitroanilino, alkylcarbonylaminophenyl, dinitrophenyl, phenylazo, nitrophenylazo, dichlorophenylazo, bromophenylazo, cyanophenylazo, methoxyphenylazo, ethoxyphenylazo, tolylazo or acylphenylazo, wherein each substituent of substituted alkyl and substituted alkoxy is independently chloro, bromo, alkoxy, phenyl, cyano, hydroxy or acyloxy, R.
sub.
2 is cyano, acyl, thienylcarbonyl or pyridylcarbonyl, and R.
sub.
3 is phenyl, naphthyl, thiazolyl, benzothiazolyl, thienyl, pyrrolyl, furyl, pyridyl, imidazolyl or benzimidazolyl, or a substituted derivative thereof, wherein each substituent is independently chloro, bromo, alkyl, substituted alkyl, alkoxy, substituted alkoxy, hydroxy, trifluoromethyl, cyano, thiocyano, nitro, alkylamino, dialkylamino, acyl, acyloxy or acylamino, wherein each substituent of substituted alkyl and substituted alkoxy is independently chloro, bromo, alkoxy, phenyl, cyano, hydroxy or acyloxy, wherein each acyl and acyl radical of each acyloxy, acylamino and acylphenylazo is independently R--X-- or R'--Y', wherein R is lower alkyl, substituted lower alkyl, cyclohexyl, phenyl or substituted phenyl, wherein each substituent of substituted lower alkyl is independently chloro, bromo, alkoxy, phenyl, cyano, hydroxy or acyloxy, and each substituent of substituted phenyl is independently chloro, bromo, hydroxy, cyano, nitro, trifluoromethyl, alkyl or alkoxy, X is --CO--, --O--CO-- or --SO.
sub.
2 --, R' is hydrogen or R, and Y is --NR'--CO-- or --NR'--SO.
sub.
2 --, and each alkyl, alkoxy and alkyl and alkoxy radical of each substituted alkyl, substituted alkoxy, alkylsulfamoylanilino, alkylcarbonylaminophenyl, alkylamino and dialkylamino independently has 1 to 10 carbon atoms



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