Patent GB-755519-A (GB)
Title: Water-soluble organic nitrogen compounds
IPC: C07C279/28
Filed: 1953-08-14
Abstract: Water-soluble organic nitrogen condensation products are obtained by heating e.g. at 70 DEG  to 200 DEG  C. in the absence of water an N-substituted dicyandiamide of the formula A[NX.C (NH).NH.CN],p where p is 1 or 2, A is an alkyl, alkylene, aralkyl aryl or arylene radical with or without one or more neutral or basic substituents and X is a hydrogen atom or alkyl radical, with a linear polyalkyleneimine of the formula Y[(CH2)n NH-]m-(CH2)n.NH2, where in Y is OH, NH2 or halogen, n is 2 to 6 inclusive and m is an integer.  Reactants specified are (a) ethylene - bis - p - chlorophenyl -, hexamethylene - bis -, cyclohexyl - and phenyl - dicyandiamides; and (b) diethylenetriamine, triethylenetetramine, tetraethylenepentamine, bishexamethylene triamine, 1 : 2 - bis - (omegaaminohexylamino)-ethane, and polyethyleneimines obtained by polymerizing ethyleneimine in the presence of hydrochloric acid, or their derivatives, e.g. the carbonates.  Reaction may be effected in solution, e.g. in butanol, b -ethoxyethanol or b -biustoxyethanol. The compounds or their salts may be reacted in aqueous solution with metal salts, e.g. copper chloride, sulphate, formate or acetate, chromium acetate or chloride, nickel nitrate and cobalt nitrate, and isolating the resulting metal complex by evaporation.  Examples are given.  The compounds are useful for treating cellulosic and polyamide textile materials or fibres to improve their dyeability. Specifications 522,539, 576,401, 599,713, 599,722 and 657,753, [Group IV (b)], are referred to.ALSO:Water-soluble organic nitrogen compounds are obtained by heating, e.g. at 70 DEG  to 200 DEG  C. in the absence of water an N-substituted dicyandiamide of the formula A[NXC(NH).NH.CN]p, where p is 1 or 2, A is an alkyl, alkylene, aralkyl, aryl or arylene radical, with or without one or more neutral or basic substituents, and X is a hydrogen atom or alkyl radical, with a linear polyalkyleneimine of the formula Y[(CH2).nNH-]m-(CH2)n.NH2 wherein Y is OH, NH2 or halogen, n is 2 to 6 inclusive and m is an integer.  Reactants specified are (a) ethylene-bis-, p-chlorophenyl-, cyclohexyl-, hexamethylene-bis- and phenyl-dicyandiamides; and (b) diethylenetriamine, triethylenetetramine, tetraethylenepentamine, bis-hexamethylenetriamine, 1:2 - bis - (omega-aminohexylamino)-ethane and polyethyleneimines obtained by polymerizing ethyleneimine in the presence of hydrochloric acid, or their derivatives, e.g. the carbonates.  Reaction may be effected in solution, e.g. in butanol, b -ethoxyethanol or b -butoxyethanol.  The compounds or their salts may be reacted in aqueous solution with metal salts, e.g. copper chloride, sulphate, formate or acetate, chromium acetate or chloride, nickel nitrate and cobalt nitrate, and isolating the resulting metal complex by evaporation.  Examples are given.  The compounds are useful for treating cellulosic and polyamide textile materials and fibres to improve their dyeability.  Specifications 522,539, 576,401, 599,713, 599,722 and 657,753 are referred to.ALSO:Water-soluble organic nitrogen compounds obtained by condensation of an N-substituted dicyandiamide of the formula A[NXC (NH) NH CN]p, where p is 1 or 2, A is an alkyl, alkylene, aralkyl, aryl or arylene radical, with or without one or more neutral or basic substituents, and X is a hydrogen atom or alkyl radical, with a linear polyalkyleneimine of the formula Y[(CH2)n-NH-]m-(CH2)n NH2, wherein Y is OH, NH2 or halogen, n is 2 to 6 inclusive and m is an integer (see Group IV(a)) are useful for the treatment of cellulosic and polyamide textile materials or fibres to improve their dyeability.  After treatment with the organic nitrogen compounds, applied e.g. from aqueous solutions at 50 DEG  to 100 DEG C., cellulosic textiles can be dyed with acid and chrome dyestuffs, and polyamide textiles so treated take up more dyestuffs which have been solubilized by means of anionic groups than the untreated materials.  The compounds can also be used for after-treating direct cotton dyeings, if desired in conjunction with metal salts either by using an aqueous solution of (1) the organic compound, the metal salt and a mild alkali, e.g. sodium bicarbonate, soda or ammonia, or (2) a water-soluble metal-containing organic nitrogen compound obtained by reacting the organic nitrogen compound or a salt thereof in aqueous solution with a water-soluble metal salt, e.g. copper chloride, sulphate, formate or acetate, chromium acetate or chloride, nickel nitrate or cobalt nitrate, and isolating the resulting metal complex by evaporation. Examples are given.  Specifications 522,539 [Group IV] and 657,753 are referred to.