GB266940A - The manufacture of new acid sulphuric acid esters of oxy-alkyl compounds of the aromatic series - Google Patents

Abstract

266,940. Carpmael, W., (I. G. Farbenindustrie Akt.-Ges.). May 4, 1926. Acid sulphuric esters of aromatic oxyalkylethers are made by treating oxyalkylethers of phenols, naphthols, oxyanthracenes or their derivatives with a sulphonating agent, e.g. concentrated sulphuric acid or chlorsulphonic acid. In examples (1) the oxyethylether of m-nitro-pcresol is treated with sulphuric acid, and the potassium salt of the ester is obtained by salting out with potassium chloride: the corresponding amino compound may be obtained by reducing the nitro group, (2) #-naphthylethylene glycol is treated with sulphuric acid and the product salted out with sodium chloride: (3) 1-anthracylethylene glycol is similarly treated, and (4) onaphthyl glycerolether is treated with sulphuric acid, the solution obtained is neutralized with chalk and filtered, and the filtrate is treated with sodium carbonate to yield the sodium salt of the sulphuric ester. Oxyalkylphenol ethers are obtained by condensing salts of phenols with halogenhydrins. In examples, m-nitro-p-cresol, and 1-oxyanthracene are converted into the oxyethylethers by heating with caustic soda solution and ethylene chlorhydrin. Azo dyes.-The above acid sulphuric esters are used as intermediate products in; the production of azo dyes, particularly for dyeing artificial silk. In examples, the acid sulphuric ester obtained from m-amino-p-cresol-oxyethylether is diazotized and coupled with #-naphthol, to produce a bluish-red dyestuff, or is coupled with diazotized p-nitraniline to produce a yellowish-red dyestuff suitable for dyeing acetate silk.