GB963814A - Improvements in and relating to polymeric s-triazines - Google Patents

Abstract

Compounds of formula II: <FORM:0963814/C1/1> wherein Y is -SH, -SR, or -OAr, where R is an unsubstituted or substituted hydrocarbo group and Ar is a substituted aryl radical, and wherein X is H, R,-OH, -OR, -SH, -SR and W is <FORM:0963814/C1/2> , where m is at least one. A is hydrogen or an unsubstituted or substituted hydrocarbon group, the groups A being optionally the same or different, and D is an s-triazine group or an unsubstituted or substituted hydrocarbon radical of valency m + 1 are prepared by reacting one or more triazines of formula IX: <FORM:0963814/C1/3> wherein X and Y are as hereinbefore defined and Z is the same as Y, or hydrogen, or a group replaceable by an amino group, with ammonia, or a primary or secondary amine or one or more amines of formula ANH-D(-NHA)m. In examples, 2-amino-4-metacresoxy-6-phenyl-s-triazine is prepared from 2-amino-4-chloro-6-phenyl-s-triazine and metacresol (1); 2,4-bis (2,4-dichlorophenoxy)-6-phenyl-s-triazine is prepared from 2,4-dichloro-6-phenyl-s-triazine and 2,4-dichlorophenol (3); 2-amino-4 (2,4-dichlorophenoxy)-6-phenyl-s-triazine is prepared from 2-amino-4-chloro-6-phenyl-s-triazine and 2,4-dichloro-phenol (5); and 2-amino-4-phenylthio-6-phenyl-s-triazine is prepared from 2-amino-4-chloro-6-phenyl-s-triazine and thiophenol (6), the reactions taking place in the presence of sodium hydroxide in aqueous acetone. Specifications 905,609, 963,811, 963,812 and 963,915 are referred to.ALSO:Polymeric amino-s-triazines comprising a succession of repeating units having the general formula I: <FORM:0963814/C3/1> wherein X is H, R, -OH, -OR, -SH or -SR, wherein R is an unsubstituted or substituted hydrocarbon group and W is <FORM:0963814/C3/2> , wherein m is at least 1, A is hydrogen or an unsubstituted or substituted hydrocarbon group, the groups A being optionally the same or different, and D is an s-triazine group or an unsubstituted or substituted hydrocarbon radical of valency m + 1, are prepared by a process which comprises reacting a compound of formula II: <FORM:0963814/C3/3> wherein Y is -SH, -SR, or -OAr where R is as hereinbefore defined and Ar is a substituted aryl radical, with itself, or with one or more compounds of the same general formula, under polymer forming conditions. The compound of formula II may be formed in situ during the polymer forming reaction by reacting one or more triazines of formula IX: <FORM:0963814/C3/4> wherein X and Y are as hereinbefore defined and Z is the same as Y, or hydrogen, or a group replaceable by an amino group, with ammonia, or a primary or secondary amine, or one or more amines of formula ANH-D(-NHA)m. In Example 8 the condensation product of hexamethylene diamine and 2, 4-dithio-6-hydroxy-s-triazine monohydrate is stated to be insoluble in water and common organic solvents but to be swollen by water. Specifications 905,609, 963,811, 963,812 and 963,815 are referred to.