Patent GB-439180-A (GB)
Title: Improvements in or relating to the manufacture of vat dyestuffs
IPC: C09B5/38
Filed: 1934-05-28
Abstract: Vat dyes or intermediate hydro derivatives thereof are prepared by treating with aluminium or ferric halides in the presence of organic non - basic solvents anthraquinone - 2.1(N)-benzene acridones substituted in the 6-position by a 1-aminoanthraquinonyl residue.  An intermediate hydro derivative is converted to the dye by means of oxidizing agents.  Suitable solvents are nitrobenzene, nitrotoluene, dinitrobenzene, tetrachlorethane, chlorbenzene and suitable oxidizing agents where necessary, are sodium hypochlorite, nitrites, ferric chloride, pyrolusite.  The products may be halogenated to improve fastness and to vary the dyeing shades.  In examples: (1) anthraquinone-2.1(N): 1<1>.2<1>(N)-3<1>.6<1>-dichlorbenzene acridone (prepared from 2.5-dichloraniline according to Specification 894/11) is condensed with 1-aminoanthraquinone and treated with aluminium chloride in nitrobenzene or chlorbenzene, or with ferric chloride in nitrobenzene; this acridone compound may also be condensed with 1.5 - diaminoanthraquinone and with 1-amino-6-chloranthraquinone and the respective products treated with aluminium chloride in nitrobenzene and oxidized with hypochlorite; (2) anthraquinone - 2.1(N).1<1>.2<1>(N) -3<1>-methyl-6<1>-chlorbenzene acridone (prepared by reacting 1-chloranthraquinone-2-carboxylic acid with 4 - chloro - 2 - aminotoluene and heating with benzoyl chloride at 150 DEG  C.) is condensed with 1-aminoanthraquinone and treated with aluminium chloride in nitrobenzene or tetrachlorethane or with aluminium bromide in nitrobenzene followed by oxidation with hypochlorite; this acridone may also be condensed with 4 - methoxy - 1 - aminoanthraquinone and 1-amino-5-chloranthraquinone and the products treated with ferric chloride and aluminium chloride respectively in nitrobenzene; (3) anthraquinone - 2.1(N) : 1<1>.2<1>(N) - 3<1>-methoxy-6<1>-chlorbenzene acridone (prepared by reacting 2-methoxy-5-chloraniline with 1-chloranthraquinone-2-carboxylic acid and heating the product with benzoyl chloride at 130--160 DEG  C.) is condensed with 1-aminoanthraquinone, 1 - amino - 5 - benzoylaminoanthraquinone and with 1 - amino - 6.7 - dichloranthraquinone and the products treated with aluminium chloride in nitrobenzene and oxidized by means of hypochlorite; (4) anthraquinone - 2.1(N). 1<1>.2<1>(N)-6<1>-chlorbenzen acridone (prepared by heating 1-phenylaminoanthraquinone-3<1>-chloro-2<1>-carboxylic acid with benzoyl chloride at 150 DEG  C.) is condensed with 1-aminoanthraquinone and treated with aluminium chloride in nitrobenzene; or the product is oxidized with chlorine lye and the dye chlorinated by means of sulphuryl chloride in nitrobenzene in presence of iodine; (5) anthraquinone-2.1(N).1<1>.2<1>(N) -3<1>.5<1>.6<1>-trichlorbenzene acridone (derived from 2.4.5-trichloraniline according to Specification 894/11, [Class 2 (iii)]) is condensed with 1-aminoanthraquinone and treated with aluminium chloride in nitrobenzene followed by oxidation with hypochlorite; (6) anthraquinone-2.1(N).1<1>.2<1>(N) - 3<1> - phenoxy - 6<1> - chlorbenzene acridone (prepared by ring-closure of the product of 1-chloranthraquinone and 2-amino-4-chlordiphenylether) is condensed with 1-amino-anthraquinone, treated with aluminium chloride in nitrobenzene and oxidized with sodium hypochlorite; (7) anthraquinone - 2.1(N). 1<1>.2<1>(N)-4<1>.6<1>-dichlorbenzeneacridone (derived from 3.5-dichloraniline according to Specification 894/11) is condensed with 1-amino-6-chlor-and -6.7-dichlor-anthraquinones and the products treated with aluminium chloride in nitrobenzene.  The products dye dark shades from the vat and are specially suitable for the Rongalit-potash print process.  Specifications 361,423, and 437,598 also are referred to.