Patent GB-755478-A (GB)
Title: Water-soluble organic nitrogen compounds
IPC: C07C279/26
Filed: 1953-08-14
Abstract: Water-soluble organic nitrogen condensation products are obtained by heating, e.g. from 70 DEG  C. to 200 DEG  C., in the absence of water a salt of a biguanide of the formula A[NXC(NH). NH.C(NH).NH2]p, wherein p is 1 or 2, Z is a hydrogen atom or an alkyl, alkylene, aralkyl, aryl or arylene radical, which may contain 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 NH2, OH or a halogen, n is 2 to 6 inclusive and m is an integer.  Reactants specified are (a) salts, e.g. hydrochlorides, sulphates, acetates or carbonates, of biguanide, phenyl biguanide, m-phenylene - bis - biguanide, p - hydroxyphenylbiguanide, p - chlorophenylbiguanide, 1 : 1 - di-methylbiguanide and p-methoxyphenylbiguanide; (b) diethylene triamine, triethylene tetramine, tetraethylene pentamine, bis-hexamethylene triamine, 1 : 2 - bis - (omega - aminohexyl-amino)-ethane, and polyethyleneimines obtained by polymerizing ethyleneimine in the presence of hydrochloric acid, or derivatives thereof, e.g. the carbonates.  The reaction may be effected in a solvent, e.g. butanol, b -ethoxyethanol or b -butoxyethanol.  Examples are given.  The new compounds which are viscous liquids are useful for treating cellulosic and polyamide textiles or fibres to improve their dyeability.ALSO:Water-soluble organic nitrogen condensation products are obtained by heating, e.g. from 70 DEG  to 200 DEG  C., in the absence of water a salt of a biguanide of the formula A[NXC(NH).NH.C (NH).NH2]p, wherein p is 1 or 2, A is a hydrogen atom or an alkyl, alkylene, aralkyl, aryl or arylene radical, which may contain one or more neutral or basic constituents, and X is a hydrogen atom or an alkyl radical, with a linear polyalkyleneimine of the formula Y[CH2)n.NH-]m -(CH2)n.NH2, wherein Y is NH2, OH or a halogen, n is 2 to 6 inclusive and m is an integer.  Reactants specified are (a) salts, e.g. hydrochlorides, sulphates, acetates or carbonates of biguanide, phenyl biguanide, m-phenylene-bis-biguanide, p-hydroxyphenylbiguanide, p-chlorophenyl - biguanide, 1:1 - dimethyl - biguanide and p-methoxyphenyl-biguanide; (b) diethylene triamine, triethylene tetramine, tetraethylene pentamine, bis-hexamethylene triamine, 1:2-bis(omega-amino-hexyl-amino)-ethane, and polyethyleneimines obtained by polymerizing ethyleneimine in the presence of HCl, or derivatives thereof, e.g. the carbonates.  The reaction may be effected in a solvent, e.g. butanol, b -ethoxy ethanol or b -butoxy ethanol.  Examples are given.  The new compounds which are viscous liquids are useful for treating cellulose and polyamide textiles or fibres to improve their dyeability.ALSO:Water-soluble organic nitrogen compounds obtained by condensation of a salt of a biguanide of the formula A[NXC(NH) NH C(NH)NH2]p, wherein p is 1 or 2, A is a hydrogen atom or an alkyl, alkylene, aralkyl, aryl arylene radical, which may contain one or more neutral or basic substituents, and X is a hydrogen atom or an alkyl radical, with a linear polyalkyleneimine of the formula Y[CH2)n NH-]m -(CH2)n NH2, wherein Y is NH2, OH or a halogen, n is 2 to 6 inclusive and m is a 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 above compounds, applied e.g. from aqueous solution at 50 DEG  to 100 DEG C., cellulosic textiles can be dyed with acid and chrome dyestuffs; polyamide materials so treated take up much more dyestuffs that are solubilized by means of anionic groups than the untreated materials.  The compounds can also be used for aftertreating direct cotton dyeing, if desired in conjunction with metal salts, e.g. copper salts, to enhance the fastness of the dyeings. Examples are given.