6/7-Halogenoanthraquinone compounds, and the production and use thereof
AssigneeCiba-Geigy Corporation
InventorJean-Marie Adam
Life of this patent
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Abstract
There are described novel blue 6/7-halogenoanthraquinone compounds or mixtures thereof of the formula I ##STR1## in which X is a halogen atom which is in the 6- or 7-position of the anthraquinone molecule, R.sub.1 is a phenylalkylamino group, and R.sub.2 is the --OH, --NH.sub.2, --NH-alkyl, --NH-phenyl or phenylalkylamino group, and the phenyl groups in R.sub.1 and/or R.sub.2 can be further substituted and can contain a water-solubilizing group, the production thereof and their use as acid dyes or disperse dyes for dyeing and printing of in particular textile materials made from polyamide or polyester.
Claims6
A process for producing monosulfonated 6/7-halogenoanthraquinone compounds or mixtures thereof of the formula (I) ##STR36## wherein X is a halogen atom which is in the 6- or 7-position of the anthraquinone molecule, R.sub.1 is a phenylalkylamino group wherein the phenyl group thereof contains a -SO.sub.3 H group and can be further substituted, and R.sub.2 is a -NH-phenyl group wherein the phenyl group thereof is unsubstituted or is mono- or polysubstituted by C.sub.1 -C.sub.4 lower alkyl, C.sub.1 -C.sub.4 lower alkoxy, acylamino or cyclohexyl, which process comprises
- (a) reacting a compound or a mixture of such compounds of the formula III ##STR37## wherein R.sub.1 ' corresponds to R.sub.1 but is free from said -SO.sub.3 H group, with a halogen to yield an anthraquinone compound, or a mixture of such compounds, of the formula II ##STR38## in which X and R.sub.1 ' are as defined above, and "Hal" is a halogen atom,
- (b) reacting this compound or mixture of compounds of the formula II by condensation with a phenylamine, thereby introducing the radical R.sub.2, and
- (c) sulfonating the resulting compound or mixtrue of compounds in the phenyl nucleus of R.sub.1 ' at a temperature of 0.degree.-30.degree. C. with oleum containing 1-10% of free SO.sub.3 or with 95-100% H.sub.2 SO.sub.4 to obtain the monosulfonated compound or mixture of compounds of the formula I.
Dependencies are inferred from the claim text.