Polyamino-polyamide crosslinked with crosslinking agent

Claim 1

A crosslinked polymer, which is soluble in water at 10 weight percent thereof without gel formation, obtained by crosslinking a polyamino-polyamide with a crosslinking agent wherein said crosslinking agent is employed in an amount of 0.025 to 0.35 mole per amine group of said polyamino-polyamide, said polyamino-polyamide being prepared by the polycondensation of (a) an acidic compound selected from the group consisting of (i) an acid selected from the group consistintg of an organic saturated dicarboxylic acid having from 6 to 10 carbon atoms and terephthalic acid, (ii) the addition compound of one mole of an alkylenediamine with two moles of an unsaturated acid selected from the group consisting of acrylic acid, methacrylic acid and itaconic acid, (iii) an ester of said compounds of (i) and (ii) with a lower alkanol having 1-6 carbon atoms and (iv) mixtures of (i), (ii) and (iii) on (b) a polyamine selected from the group consisting of bis-primary mono-secondary polyalkylene polyamine and bis-primary bis-secondary polyalkylene polyamine, said polyamine (b) being replaceable by a member selected from the group consisting of (1) up to 20 mole percent hexamethylene diamine, (2) up to 40 mole percent bis-primary amine and (3) up to 40 mole percent bis-secondary amine, said crosslinking agent being selected from the group consisting of: (I) simple bi-functional compounds selected from the group consisting of (1) bis-halohydrins resulting from the reaction of an epihalohydrin with a primary amine, a bis-secondary diamine, a bis-phenol or a bis-mercaptan, (2) a bis-azetidinium derived from N,N-dialkyl halogeno hydroxy propylamine by cyclization or from bis-halohydrin for which the halohydrin units are linked to the remainder of the molecule by tertiary nitrogen groups, and carry two azetidinium groups or one azetidinium group and one halohydrin group, (3) a bis-haloacyl diamine, and (4) an alkyl bis-halide of the formula ##STR35## wherein X=Cl or Br, Z represents ##STR36## x=1 to 3, m=0 or 1, n=0 or 1, m and n do not represent 1 at the same time, with the proviso that when m=1, x=1, A 1 represents a saturated divalent hydrocarbon radical having 2,3,4 or 6 carbon atoms or 2-hydroxyl propylene; (II) an oligomer obtained by the reaction of compound (a) selected from the group consisting of compounds (1), (2), (3) and (4), each defined above, (5) an epihalohydrin, (6) a bis-epoxide and (7) a bis-unsaturated derivative, with a compound (b) which is a bi-functional compound reactive with said compound (a), said compound (b) being selected from the group consisting of primary amine, a bis-secondary diamine, a bis-mercaptan and a bis-phenol, the molar ratio of (b):(a) being between 0.1 and 0.9; (II-bis) an oligomer obtained by the reaction of compound (a 1 ) selected from the group consisting of compounds (1), (3), (4) and (6) each defined above, with a bis-tertiary diamine (b 1 ) which is a bi-functional compound reactive with said compound (a 1 ), the molar ratio of (b 1 ):(a 1 ) being between 0.1 and 0.9; (III) the quaternization product of compound (a 2 ) selected from the group consisting of (1) a bis-halohydrin resulting from the reaction of an epihalohydrin with piperizine, a bis-phenol or a bis-mercaptan; (2) a bis-azetidinum, defined above in (I) (2), (3) a bis-haloacyl diamine, (4) an alkyl bis-halide of formula F 1 above, (6) a bis-epoxide, (7) a bis-unsaturated derivative, (8) an oligomer II obtained by the reaction of compound (a 3 ) selected from the group consisting of compounds (1), (2), (3), (4), (6) and (7) each defined above with a compound (b 3 ) which is a bi-functional compound reactive with said compound (a 3 ), said compound (b 3 ) being selected from the group consisting of a primary amine, a bis-secondary diamine, a bis-mercaptan and a bis-phenol, the molar ratio of (b 3 ):(a 3 ) being between 0.1 and 0.9; (9) an oligomer obtained by the reaction of an epihalohydrin (a 4 ) with a compound (b 4 ) which is a bi-functional compound reactive with said compound (a 4 ), said compound (b 4 ) being selected from the group consisting of piperazine, a bis-mercaptan, a bis-phenol and a bis-epoxide of piperazine, the molar ratio of (b 4 ):(a 4 ) being between 0.1 and 0.9, and (10) an oligomer obtained by the reaction of a compound (a 5 ) selected from the group consisting of (1) a bis-halohydrin resulting from the reaction of an epihalohydrin with piperazine, a bis-phenol or a bis-mercaptan, (2) a bis-halocyl diamine, (3) an alkyl bis-halide of formula F 1 above and (4) a bis-epoxide, with a compound (b 5 ), said compound (b 5 ) being a bis-tertiary diamine, the molar ratio (b 5 ):(a 5 ) being between 0.1 and 0.9; and said product having a tertiary amine group alkylated with an alkylating agent (c) selected from the group consisting of methyl or ethyl chloride, bromide, iodide, sulfate, mesylate and tosylate, benzyl chloride or bromide, ethylene oxide, propylene oxide and glycidol.