摘要 |
1395088 Anthraquinone dyestuffs BAYER AG 2 Jan 1973 [3 Jan 1972] 204/73 Heading C4P Novel dyestuffs of the formula (wherein R and R 1 are different and are optionally substituted alkyl, alkenyl, cycloalkyl, aralkyl, aryl or heterocyclic radicals; one X is NO 2 or optionally substituted NH 2 and the other is H; A is a direct bond or -O-, with -OSO 3 H being bonded to a C atom of R, R 1 or X and -SO 3 H being bonded to a C atom of an aromatic-carbocyclic ring in X, R or R 1 ; and n is 1, 2, 3 or 4) are prepared by direct sulphonation of corresponding compounds not containing -OSO 3 H or -SO 3 H groups. Thus aromatic rings are sulphonated and alcoholic OH groups are converted into sulphuric acid half-esters; the latter may subsequently be saponified to free OH groups again when it is desired that the product shall only contain SO 3 H and not OSO 3 H groups. In the products NO 2 groups may be reduced to NH 2 groups; the latter may be substituted; NH acyl groups may be saponified; sulphonic acid groups may be converted via sulphohalides to sulphonamide groups; the dyestuffs may be halogenated; and positively substituted aryl radicals in the dyestuffs may be reacted with compounds which carry a reactive methylene group, e.g. N-methylol derivatives of various compounds, particularly of caprolactam. The novel dyestuffs may contain fibre-reactive groups. Starting materials of the formula which are also dyestuffs are prepared from amines NH 2 R 1 and compounds of the formula (wherein G is a replaceable substituent, e.g. a halogen atom) which are in turn prepared (a) by reacting 1,5- and 1,8-dinitroanthraquinones with amines NH 2 R to give compounds of the formula (in which one D is NO 2 and the other is H) and then for example halogenating these to give the corresponding 4-halo compounds and optionally reducing these to the corresponding 5- or 8- amino compounds which may subsequently be acylated or reacting them with NH 2 R 2 (wherein R 2 is optionally substituted alkyl, cycloalkyl or aralkyl) to give 1-NHR-4-halo-5- or 8-NHR 2 - anthraquinones or with arylamines to give 1-NHR-4-arylamino-5- or 8-nitro-anthraquinones which may subsequently be reacted with amines Z 2 H (wherein Z 2 is an optionally substituted alkyl-, aralkyl-, aryl- or heterocycloamino radical) to give 1-NHR-4-arylamino-5- or 8-Z 2 -anthraquinones or reduced to 1-NHR-4- arylamino-5- or 8-amino-anthraquinones; or (b) by replacing one halogen in a 1,4-dihalo-5(8)-X- anthraquinone with -NHR using NH 2 R, a mixture of 2 isomers generally being obtained. The compounds (IX) wherein one X is NO 2 may also be reduced to the corresponding 1-NHR-4- NHR 1 -5- or 8-amino-anthraquinones; and the compounds (IX) wherein one X is NH acyl may be saponified to give the same products, in which the NH 2 group may subsequently be substituted. The dyestuffs may be used for dyeing and printing natural and synthetic polyamide materials, and, where they contain fibre-reactive groups, also for dyeing and printing natural and regenerated cellulose fibres. Specification 1,147,110 is referred to.
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