Patent GB-571919-A (GB)
Title: Processes for waterproofing cellulose fibres and the resulting products
IPC: D06M15/423
Filed: 1943-06-22
Abstract: Cellulose fibres or textile materials formed thereof are waterproofed by treatment in an acid solution of a water-soluble condensation product of a compound of the urea or guanidine group which contains either the group =N-CO-N= or =N-C(NH)-N= and formaldehyde, the acid solution also containing a salt of a metal of the 2nd, 3rd or 4th group of the periodic system, rendering the resin insoluble on the fibre by heating to a high temperature, and after-treating with a water-soluble salt of a carboxylic acid containing a high molecular aliphatic or alicyclic residue with more than 11 carbon atoms.  The salt of the carboxylic acid may be included in the impregnating bath. A carboxylic acid or a derivative thereof may be added.  Compounds of the urea or guanidine group specified are dicyandiamide, cyanurea, dicyandiamidine, biguanides, biurets, and melamine. High-molecular carboxylic acids specified are lauric, stearic, cocoanut fatty acids, tallow-grease, 4-stearoylamino-l-hydroxybenzene-2-carboxylic acid, 4-stearoylamino-l-mercaptobenzene-2-carboxylic acid, 1-hydroxy-2-carboxylic acid stearophenone, 5-octadecylhydroxy-methyl-2-hydroxybenzoic acid, 5 - octadecylhydroxy - methyl-o-cresotinic acid, 3 : 5-di-(octadecylhydroxymethyl) - 2 - hydroxybenzoic acid, the reaction products of ethyloctadecyl aniline and chloromethylene salicylic acid, of p-hydroxy-methyl-o-cresotinic acid and ethyloctadecyl aniline, of o-chloromethyl-p-cresotinic acid and ethyloctadecylaniline, of o:p-di-(chloromethyl)-salicylic acid and ethyloctadecyl aniline, of p-chloromethyl-o-cresotinic acid and octadecyl-anthranilic acid, of o:p-di-(chloromethyl)-salicylic acid and octadecylanthranilic acid, of chloromethylsalicylic acid and as - diethyl - stearoyl-p-phenylenediamine, of chloromethyl-salicylic acid and p-dimethylamino-benzyl-N-stearoylamine, of chloromethyl-salicylic acid and p - ethylbenzylamino - benzyl - N - stearoylamine, and of chloromethyl-salicylic acid and 2 - heptadecyl - benzimidazole. Aluminium, barium, zirconium, copper, lead, tin, zinc, and mercury salts may be used.  Carboxylic acids specified are benzoic, o- and p-chlorobenzoic, toluylic, o - benzoylbenzoic, o - (p1 - chloro - or methyl - benzoyl) - benzoic, sulphobenzoic, sulphosalicylic, sulphophthalic, resorcylic, cresotinic, maleic, and phthalic acids. In example 1, dicyandiamine or cyanurea is heated with formaldehyde, acetic acid, and water for 4-5 hours on a water bath, and regenerated cellulose fibre is treated with an aqueous solution of this condensation product and aluminium acetate, thoroughly squeezed, dried, and after-treated with a soap solution.  In example 2, dicyandiamidine sulphate is refluxed with formaldehyde and sodium acetate, aluminium acetate solution is added, and regenerated cellulose fibre is foularded twice cold in the solution, dried, rinsed, treated with a soap solution, centrifuged and dried. Aluminium acetate may be replaced by calcium chloride, strontium nitrate, barium chloride, magnesium chloride, or zinc chloride, and the soap solution by a solution of the sodium salt of 4-stearoylamino-l-of one of the high-molecular carboxylic acids previously specified.  In example 3, biguanide sulphate is refluxed with formaldehyde and sodium acetate, aluminium acetate (or zirconium oxychloride, copper acetate, or tin chloride) solution is added, and regenerated cellulose fibre is foularded twice cold in the solution, hot dried, soaked, soaped and finished.  Alternatively, the soap solution or a solution of the sodium salt of the high-molecular carboxylic acid may be added to the impregnation bath.  In example 4, dicyandiamide is refluxed with formaldehyde, formic acid, and benzoic acid, aluminium acetate solution is added, and cotton fabric is soaked in the solution, rinsed, centrifuged, soaped, rinsed, centrifuged, and dried.  Specifications 511,102, 517,337 and 526,550 are referred to.