Patent GB-306874-A (GB)
Title: Improvements in the manufacture and production of vat dyestuffs
IPC: C09B3/10
Filed: 1927-08-22
Abstract: 306,874. Johnson, J. Y., (I. G. Farbenindustrie AKt.-Ges.). Aug. 22, 1927. Benzanthrone derivatives.-Vat dyestuff., dyeing dark blue, violet, grey blue, or black shades are obtained by alkali fusion of such anthraquinonylaminobenzanthrones as contain one or two anthraquinonylamino groups attached to the benzanthrone nucleus in positions other than the 2. and Bz1-positions the 2- and Bz1-positions being (1) both free, or (2) the Bz1-position occupied by a 2- or Bz1-benzanthronyl radical or an etherified hydroxy group while the 2-position is free, or (3) the Bz1-position free while the 2- position is occupied by a 2- or Bz1-benzanthronyl radical. The parent materials may be prepared by condensing aminoanthraquinones with the appropriate halogenbenzanthrone or halogendibenzanthronyl compounds; the condensation products of two aminoanthraquinones with dihalogenbenzanthrone compounds, or of two halogenbenzanthrone compounds with diaminoanthraquinones, are included. According to examples, dyestuffs are obtained by fusing with caustic potash or in some cases with alcoholic. potasn or potash and aniline the following condensation products :-1<1>-anthraquinonyl-6-aminobenzanthrone from 6-chlorbenzanthrone and 1- aminoanthraquinone, 1<1>-anthraquinonyl-1-8-aminobenzanthrone. from 8-chlorbenzanthrone and 1- aminoanthraquinone, 4<1>-methoxy-1<1>-anthraquinonyl-6-aminobenzanthrone from 6-halogenbenzanthrone and 1-amino-4-methoxyanthraquinone, 1<1>- anthraquinonyl-7-aminobenzanthrone from 7- halogenbenzanthrone and 1-aminoanthraquinone, the condensation product from 6-chlorbenzanthrone (1 mol.) and 1 : 5- or 1 : 6-diaminoanthraquinone (1 mol.), the condensation product from 6-chlorbenzanthrone (2 mols.) and 1 : 5-diaminoanthraquinone (1 mol.), 1<1>-anthraquinonyl-Bz2- aminobenzanthrone from Bz2-halogenbeuzanthrone and 1-aminoanthraquinone, a mixture of 1<1>-anthraquinoyl-6-aminobenzanthrone and 1<1>- anthraquinonyl-7-aminobenzanthrone from a mixture of 6- and 7-chlorbenzanthrone and 1-aminoanthraquinone, the condensation product from 6- aminobenzanthrone (prepared by heating 6-chlorbenzanthrone with ammonia under pressure) and 1-chloranthraquinone-2-carboxylic acid, 2<1>-anthraquinonyl-6-aminobenzanthrone from 6-chlorbenzanthrone and 2-aminoanthraquinone, the condensation product from 6-chlorbenzanthmone and 2-amino-3-chloranthraquinone, the condensation products from. 6 : 6<1>-dichlor-2 : 2<1>-dibenzanthronyl (1 mol.) and 1-aminoanthraquinone (1 mol. or 2 mols.), the condensation product from 6-chlor-2 : 2<1>-dibenzanthronyl and 1-aminoanthraquinone, the condensation product from 7 : 7<1>-dichlor-2: 2'-dibenzanthronyl (1 mol.) and 1-aminoanthraquinone (2 mols.), the condensation product from 6 : 6<1>-dichlor-2 : 2<1>-dibenzanthronyl (1 mol.) and 1-amino-4-methoxyanthraquinone (1 mol. or 2 mols.), the condensation product from dibrom-2 : 2<1>-dibenzanthronyl (prepared by brominating 2 : 2<1>-dibenzanthronyl in nitrobenzene or chlorsulphonic acid) and 1-aminoanthraquinone (2 mols.), the condensation product from 6: 6'-dichlor-2 : 2<1>-dibenzanthronyl (1 mol.) and 1 : 6-diaminoanthraquinone (2 mols.), the condensation products from 6 : 6'-dichlor- Bz1:Bz1<1>-dibenzanthronyl and 1-aminoanthraquinone (1 mol. or 2 mols.), the condensation products from 7 : 7<1>- or 8 : 8<1>-dichlor-Bz1 : Bz1<1>- dibenzanthronyl (prepared by oxidizing 7- or 8- chlorbenzanthrony with manganese dioxide! in sulphuric acid and extracting the product with acetone) and 1-aminoanthraquinone (2 mols.), the condensation products from 6 : 6'-dichlor- Bz1 : Bz1<1>-dibenzanthronyl (1 mol.) and 1-amino- 4-methoxyanthraquinone (1 mol. or 2 mols.), or 1-amino-4-hydroxyanthraquinone (2 mols.), the condensation product from dibrom-Bz1 : Bz1<1>-dibenzanthronyl (prepared by brominating; Bz1 Bz1<1>-dibenzanthronyl in nitrobenzene or chlorsulphonic acid) and 1-aminoanthraquinone (2 mols.), the condensation product from 6 : 6'- dichlor-Bz1 : Bz1<1>-dibenzanthronyl (1 mol.), and 1 : 6-diaminoanthraquinone (2 mols) the condensation products from 6- or 8-chlor-Bz1-methoxybenzanthrone and 1-aminoanthraquinone, the condensation product from 7-chlor-Bsz1-methoxybenzanthrone (prepared by chlorinating 7-chlorbenzanthrone with sulphonyl chloride and replacing the Bz1-chlor atom by the methoxy group as described in Specification 291,131), and 1- aminoanthraquinone, the condensation product from. monobrom-Bz1-methoxy-benzanthrone (prepared by brominating Bz1-methoxybenzanthrone in glacial acetic acid) and 1-ammoanthraquinone, the condensation products from 6-halogen-Bz1- phenoxybenzanthrooe (prepared by treating 6- halogen-Bz1-brombenzanthrone with potassium phenolate and copper oxide) and 1-aminoanthraquinone'or 1-amino-4-methoxyanthraquinone, the condensation product from 6-chlor-Bz1-methoxybenzanthrone and 1-amino-4-methoxyanthraquinone, the condensation product from 6-chlor- 2 : Bz1<1>-dibenzanthrouyl and 1-amino,anthraquinone, the condensation products from dibrom- 2:Bz1<1>-dibenzanthronyl (prepared by treating 2:Bz1<1>-dibenzanthronyl with excess of bromine) and 1-amino-4-methoxyanthraquinone (2 mols.) 1 : 6-diaminoanthraquinone (2 mols.), #-aminoalizarin (2 mols.), or 1-aminoauthraquinone (2 mols.). Reference has been dicected by the Comptroller to Specification 25551/08.