Patent GB-611235-A (GB)
Title: Process for the manufacture of new condensation products
IPC: D06P1/56
Filed: 1946-02-25
Abstract: Resinous condensation products are prepared by condensing hydroxyalkyl - guanidines or biguanides or salts thereof with aldehydes or substances acting as such, preferably in the presence of salts of nitrogenous bases, e.g. ammonium chloride or ethylenediamine or ethanolamine hydrochlorides.  The hydroxy-alkyl bodies may be prepared by condensing cyanamide, dicyandiamide, guanidine or biguanide with hydroxy-alkyl amines (e.g. ethanolamines, propanolamines, or those obtained by the action of ammonia or mono- or poly-valent amines, e.g. diethylenetriamine, on halogen-hydrins of glycol or glycerol or on epihalogen-hydrins, e.g. glycol- and glycerol-monochlorhydrins and glycerol-dichlorhydrin) or hydroxyalkylating agents (e.g. alkylene oxides or glycolor glycerol-halohydrins).  In modifications, cyanamide, dicyandiamide, guanidine, biguanide are condensed with aldehydes in the presence of the above hydroxyamines or their salts or followed by treatment with the above hydroxy-alkylating agents.  The condensation products may be treated in the presence of water with salts or compounds of polyvalent metals, e.g. copper, chromium, manganese, iron, cobalt, nickel, antimony, titanium, vanadium, tin, zinc or aluminium.  The condensation products and their metal complexes improve the fastness to washing and perspiration of substantive dyeings on cellulosic fibres.  In examples: (1), (3) glycolmonochlorhydrin or glycerol-dichlorhydrin is condensed with ammonia and the product with dicyandiamide and formaldehyde, and the condensate is treated with copper formate; (2) glycerolmonochlorhydrin is condensed with the same bodies and the product treated with copper chloride; (4) glyceroldichlorhydrin is condensed with diethylenetriamine and the product with dicyandiamide and formaldehyde, and the condensate is treated with copper acetate; (5) monoethanolamine hydrochloride is condensed with dicyandiamide and formaldedyde used simultaneously or successively; (6), (7) dicyandiamide is reacted with hydrogen chloride, and the product treated with ethylene oxide followed by formaldehyde or vice versa, and the condensate is treated with (6) copper acetate or (7) copper formate; (8) 1-phenylamino-2-hydroxy-3-aminopropane hydrochloride, dicyandiamide and formaldehyde are condensed; (9), (10) 1-amino-2-hydroxy-3-propylpiperidine hydrochloride, dicyandiamide and formaldehyde are condensed and the condensate may be treated with copper formate; (11), (12) 1 : 3-diamino-2-hydroxypropane hydrochloride, di-cyandiamide and formaldehyde are condensed, and the condensate may be treated with copper chloride.  Samples have been furnished under Sect. 2 (5) as follows: the reaction product of a  : g -glyceroldichlorhydrin and ammonia is reacted with (1), (2) dicyandiamide or (3), (4) guanidine carbonate, the product condensed with formaldehyde and the product treated with (1) vanadium dichloride, (2) potassium antimonyl tartrate, (3) copper chloride or (4) chromium trichloride.  The Provisional Specification refers broadly to the condensation with aldehydes of "hydroxylated derivatives possessing amino or imino groups" or their salts, and to treatment with compounds of metals in general.  The "hydroxylated derivatives" may be prepared from hydrocyanic acid, cyanuric acid and cyanuric acid chloride as well as from cyanamide &c., as described above.