Patent GB-657753-A (GB)
Title: Process for the preparation of water-soluble organic nitrogen compounds
IPC: C08G73/00
Filed: 1947-12-02
Abstract: Water-soluble organic nitrogen compounds are prepared by condensing a polyalkylene- or poly-(hydroxy alkylene)-polyamine, the alkylene groups of which contain 2 or 3 carbon atoms, or derivatives of these amines acting in the same way as the amines, in the absence of water and, if desired, in the presence of a non-aqueous solvent, boiling above 125 DEG  C., at an elevated temperature with cyanamide, dicyandiamide or guanidine, with splitting off of at least 1/2 mol. of ammonia per mol. of cyanamide or at least one mol. of ammonia per mol. of dicyandiamide or guanidine.  Suitable polyalkylenes are, for example, diethylenetriamine, triethylene tetramine or high molecular polyethylene polyamines, polypropylene polyamines, di-(hydroxypropylene)-triamines or higher molecular poly-(hydroxypropylene)-polyamines or derivatives acting in the same way as these amines, for example, carbonates thereof.  The products are suitable by themselves or together with water-soluble salts of the polyvalent metals such as copper for improving the fastness properties of dyeing with substantive dyestuffs, for the preparation of pigments and for the animalization of cellulose fibres.  They also have the property of precipitating acid dyestuffs from their aqueous solutions.  In the examples: (a) triethylene tetramine; (b) tetraethylene pentamine; (c) polyethylene polyamine; (d) diethylene triamine; (e) diethylene triamine, are reacted with dicyandiamide; (f) diethylene triamine is reacted with cyanamide and the base obtained is converted into a water-soluble salt by treatment with sulphuric acid or other mono- or poly-basic acid; (g) diethylene triamine is reacted with dicyandiamide; (h) diethylene triamine is reacted with guanidine carbonate; and (j) diethylene triamine carbonate, obtained by reacting carbon dioxide with diethylene triamine, is reacted with dicyandiamide.  The products are used for improvement of fastness properties of dyeings with substantive dyestuffs.  A sample has been furnished under Sect. 2 (5) of the product obtained by condensing poly-1,3-diamino-2-hydroxypropane, which is prepared from p-chlor-2,3-propylene oxide and ammonia, with dicyandiamide.  Specification 522,539 is referred to.ALSO:Water-soluble organic nitrogen compounds prepared by condensing a polyalkylene- or polyhydroxyalkylenepolyamine or their derivatives with cyanamide, dicyandiamide or guanidine in the absence of water, are suitable by themselves or together with water-soluble salts of the polyvalent metals such as copper for improving the fastness properties of dyeings with substantive dyestuffs, for the preparation of pigments and for the animalization of cellulose fibres.  Suitable polyalkylenes are, for example, diethylenetriamine, triethylenetetramine, polypropylene polyamines, dihydroxypropylene)-polyamines or derivatives-such as the carbonates thereof.  The condensation may be carried out in the presence of a non-aqueous solvent boiling above 125 DEG  C.  The bases obtained may be converted into water-soluble salts by treating with sulphuric acid, hydrochloric acid, phosphoric acid, citric acid, tartaric acid, itaconic acid, &c.  The product obtained by condensing diethylenetriamine with dicyandiamide is treated with hydrochloric acid and hydrated copper sulphate to give a water-soluble green powder which renders substantive dyeings on textiles fast to washing and to light.  The condensation products are suitable, for example, for improvement of fastness properties of viscose dyed with Solar Violet BL, Solar Yellow 2GL, Solar Blue F, Solar Rubird B, Solar Grey 2BL and Solar Grey.