GB341400A - Improvements in the manufacture and production of vat dyestuffs of the benzanthrone series - Google Patents

Abstract

Benzanthrone derivatives.-2- benzanthronyl - 1 - aminoanthraquinones containing at least one aliphatic acylamino group in the anthraquinone residue and having the 2-position free, are treated with acid condensing agents to give analogous carbazolized products to those of the parent Specification. The acylamino group in these products or the aroylamino group in the products of the parent Specification may be saponified, and the resulting amino derivatives treated with acylating agents, or condensed with vat dyestuffs containing halogen, or diazotized and subjected to a Sandmeyer reaction. As acid condensing agents in the first process may be used concentrated or fuming sulphuric acid, chlorsulphonic acid, and anhydrous aluminium chloride and in some cases the preparation of initial materials and the subsequent acid condensation may be carried out in one operation. In examples (1) 21-benzanthronyl-1-amino-4-acetylaminoanthraquinone (prepared by condensing 2-chlorbenzanthrone with 1-amino-4-acetylaminoanthraquinone) is treated with chlorsulphonic acid or monohydrate or fuming sulphuric acid; (2) mono - 21 - benzanthronyl - 1.4 - diamino-anthraquinone is heated with a mixture of aluminium chloride, trichlorbenzene and acetic anhydride; the product dyes yellowish-green shades: (3) 21-benzanthronyl - 1 - amino - 4 - benzoylaminoanthraquinone is treated with a mixture of chlorsulphonic acid and sulphuric acid, diluted, and warmed, to yield a product containing no benzoyl radicle and dyeing dark green shades: similar treatment of the product prepared from 2.6-dichlorbenzanthrone (1 mol.) and 1-amino-5-benzoylaminoanthraquinone (1 mol.) yields a saponified derivative giving blue-grey dyeings. Other acyl radicles may be introduced into the amino groups of these derivatives, such as those of halogen- or nitro-benzoic acids, anthraquinone carboxylic acids, oxalic acid, succinic acid, iso- and terephthalic acids: (4) the saponified product from 21-benzanthronyl - 1 - amino - 4 - benzoylaminoanthraquinone obtained as in (3) is diazotized and boiled in alcohol to give a green dyeing product; the diazo group may also be replaced by other substitutents, such as halogen, cyanogen, hydroxyl or mercapto groups, which latter may also be etherified. Specification 273,656, [Class 2 (iii), Dyes &c.], also is referred to.