Patent GB-429681-A (GB)
Title: New dyeing process
IPC: C09B43/34
Filed: 1933-12-01
Abstract: Dyes, forming on the material; azo dyes.--Animal fibres, e.g wool and silk, are dyed by applying thereto an anthraquinone, perylene or azo derivative carrying two carboxyl groups in such relative positions as to be capable of internal anhydride formation and converting the dicarboxylic acid on the fibre into the corresponding imide by treatment with ammonia, an alkylamine or an arylamine or salts of these with weak acids.  The application of the dicarboxylic acid and the conversion into the imide may be effected in a single bath.  The following examples are specified: (1) Wool is treated for 2\ba1/2\be hours with a boiling liquor containing perylene - 3 : 4 : 9 : 10 - tetracarboxyolic acid, ammonia and common salt, rinsed in cold water and treated with boiling dilute ammonia (to remove residual acid) to obtain a claret dyeing, fast to rubbing, potting and alkaline milling.  (2) Wool is treated for 2\ba1/2\be hours with a boiling liquor containing perylene -3 : 4 : 9 : 10 - tetracarboxylic acid, methylamine and common salt, rinsed and further treated as in (1) to obtain a similarly fast red dyeing, yellower than that in (1).  (3) Wool is treated for 2\ba1/2\be hours with a boiling liquor containing the azo dyestuff 3-aminonaphthalic acid --> b -naphthol (cf. Specification 246,394, [Class 2 (iii)]), soda ash and ammonium acetate, rinsed and further treated as in (1) to obtain a similarly fast orange dyeing.  (4) Wool is treated for 2 hours with a liquor at 90 DEG  C. containing 1 - methylamino - 4 - (2<1> : 3<1> - dicarboxy)phenylaminoanthraquinone, ammonia and common salt and the treatment is continued at the boil for a further 2 hours, followed by rinsing and further treatment as in (1) to obtain a similarly fast bluish red dyeing.  (5) Wool is treated for 3 hours with a boiling liquor containing 1 - amino - 4 - (2<1> : 3<1> - dicarboxy) phenylaminoanthraquinone, ammonia and common salt, rinsed and further treated as in (1) to obtain a reddish blue dyeing fast to washing, potting and rubbing.  (6) Wool is treated for 1\ba1/2\be hours with a boiling liquor containing 1 - methylamino - 4 - (1<1> : 8<1> - dicarboxy-3<1>-naphthyl) mercaptoanthraquinone, soda ash and ammonium acetate, rinsed and further treated as in (1) to obtain a violet dyeing fast to washing, potting and rubbing.  (7) p  If the coupling component in (3) is substituted by 1 - phenyl - 3 - methyl - 5 - pyrazolone or 2 - phenylamino - 8 - naphthol - 6 - sulphanilide, the dyeings are reddish yellow or deep brown respectively, fast to washing, milling and light.  (8) If the dyestuff in (3) is replaced by 4-aminonaphthalic acid --> m-toluidine, the dyeings are yellowish brown, fast to washing, milling and light.  Specification 201,786, [Class 2 (iii)], also is referred to.  1 - Methylamino - and 1 - amino - 4 - (2<1> : 3<1> - dicarboxy) phenylaminoanthraquinone are obtained by interaction of 1-bromo-4-methyl-aminoanthraquinone and 1 - bromo - 4 - aminoanthraquinone respectively with 3 - aminophthalic acid in phenol.  1 - Methylamino - 4 - (1<1> : 8<1> - dicarboxy - 3<1> - naphthyl) mercaptoanthraquinone is obtained by interaction of 1-bromo-4-methylaminoanthraquinone with 3-mercapto-1 : 8-naphthalic acid in pyridine.  2 - Phenylamino - 8 - naphthol - 6 - sulphanilide is obtained by heating 2 : 8 : 6-aminonaphtholsulphonic acid (1 mol.) with aniline (2 mols.) and sodium bisulphite for 24 hours under reflux, diluting, acidifying, extracting with dilute alkali the 2-phenylamino-8-naphthol-6-sulphonic acid from the crude mixture which separates, and crystallizing the anilide from hot water.