GB511536A - Improvements in or relating to the treatment of textile fibres - Google Patents

Abstract

511,536. Cellulose derivatives. DEUTSCHE HYDRIERWERKE AKT.-GES. Feb. 21, 1938, Nos. 5427 and 5428. Convention dates, Feb. 19, 1937, and March 27, 1937. [Classes 2 (ii) and 2 (iii)] [Also in Group VIII] Animal, vegetable or artificial fibres or fabrics, e.g., of cotton, wool and artificial silk or mixtures, are rendered soft and waterrepellent by treating them in a bath containing a mono or di-substituted carbodiimide having at least one alkyl residue containing at least 10 carbon atoms in the molecule. The materials are then preferably heated to fix the compounds on the fibres. Suitable solvents include benzene, benzine and chlorinated hydrocarbons. The compounds may be substituted by groups in addition to the alkyl group which may be attached to the carbodiimide residue through other atoms or groups. Suitable alkylated diaryl carbodiimides may be prepared by treating a, substituted aniline with carbon disulphide and splitting off hydrogen sulphide in known manner with mercuric oxide or lead carbonate, e.g., alkoxyphenyl carbodiimides may be thus prepared from alkyl ethers of amino-phenols. Phenyl-carbodiimides may also be made by heating phenyl isocyanic acid esters. Unsymmetrical mono-substituted diarylcarbodiimides may be obtained from unsymmetrical thioureas made by reacting phenyl mustard oil with alkyl-substituted anilines. Other suitable compounds are dialkylcarbodiimides and aryl-alkyl-carbodiimides in which the alkyl residue is attached to nitrogen and if desired one or more alkyl residues attached to the aromatic nucleus. Derivatives of cyanamide which react according to the formula HN = C = N.R are also suitable, and may be made by desulphurizing thioureas with lead oxide, lead carbonate or mercuric oxide. Examples describe the preparation of (1) di- (cetylphenyl)-carbodiimide by heating lead carbonate with a toluene solution of cetylphenyl thiourea made from cetylaniline (Bear. 19.2984), carbon disulphide and sulphur; (2) a wax-like substance in a similar manner from hexadecoxy-phenyl thiourea made from hexadecyl-p-aminophenyl ether; (3) a substance by refluxing a mixture of phenyl mustard oil and cetyl-p-aminophenyl ether in benzene and desulphurizing with lead carbonate ; (4) dilaurylcarbodiimide by treating with mercuric oxide di-lauryl-thiourea prepared by heating laurylamine-lauryl-dithiocarbamate made by reacting monolaurylamine and carbon disulphide ; (5) a carbodiimide by treating with lead carbonate a toluene solution of hexadecoxyallyl-thiourea made by heating allyl mustard oil and hexadecyl-p-aminophenyl ether; (6) wax-like mono-hexadecoxy-p-phenyl-carbodiimide (hexadecoxy-p-phenyl-cyanamide) by desulphurizing as in (5) mono-hexadecoxy-pphenyl-thiourea prepared by treating a toluene solution of hexadecoxy-p-phenyl mustard oil with dry ammonia gas.