GB1000193A - Novel modified polyesters and method for preparation thereof - Google Patents

Abstract

The dyeability of film- and fibre-forming polyesters obtained by reacting (1) a dicarboxylic acid (or ester-forming derivative thereof) (2) a dihydric alcohol (or ester-forming derivative thereof) and (3) a branching agent which is a compound having at least three ester- or amide-forming functional groups, is improved by incorporating in the polyesters, during or after their manufacture, a substance having at least one sulphonate group (-O-SO2), but having no ester-forming functional groups. The sulphonate may be a compound of formula <FORM:1000193/C3/1> wherein X, Y, A, A1, X1 and Y1 are organic radicals free from ester-forming functional groups, Z, Z1 and Z11 are either -O-SO2- or -SO2-O-, n is 1 to 4 and m is 1-10. The branching agent may be (a) phosphoric, boric, arsenous or arsenic acid or an anhydride or ester thereof (e.g. triethyl phosphate, diphenyl hydrogen phosphate, trilauryl borate or triethyl arsenate); (b) glycerol, pentaerythritol, butane-1,2,4 - triol, cyclohexane - 1,3,5 - triol, triethanolamine, 1,1,2,2 - ethane tetramethylol or saccharides; (c) 1,3,5-trihydroxybenzene, 1,2,4-trihydroxybenzene or 1,4,5,8 - tetrahydroxynaphthalene; (d) benzene - 1,3,5 - tricarboxylic acid, benzene - 1,2,4 - tricarboxylic acid, naphthalene - 1,4,5 - tricarboxylic acid, benzene - 1,2,4,5 - tetracarboxylic acid, hexahydrotrimellitic acid, 3,5-dicarboxyphenyl acetic acid, benzene-1,3,5-triacetic acid or a ,b -di-(3,5-dicarboxy) ethane; (e) 5-hydroxyisophthalic acid, 2 - hydroxyterephthalic acid, 2,4 - dihydroxymethyl benzoic acid or o -hydroxybutylmalonic acid; (f) 5-amino-isophthalic acid, 2-amino-terephthalic acid or glutamic acid; (g) 3,5 - dicarboxybenzene - sulphonic acid or 2-sulphoterephthalic acid; (h) 3,5 - dicarboxybenzene - phosphonic acid, 4 - carboxybenzene-phosphonic acid, b - (3,5 - dicarboxyphenoxy)-ethane phosphonic acid or di-4-carboxy-phenyl-phosphonic acid: (i) benzene-1,3,5-trisulphonamide or its tri-N-methyl derivative; (j) bis-(epoxypropoxy - 4 - phenyl - 2,2 - propane, epoxy - propane - 3 - ol or 4,5 - epoxy - pentamine or (k) diethanolamine or the reaction products of epichlorohydrin with ammonia or ethylene diamine. Ester- or amide-forming derivatives of these branching agents may also be used, e.g. esters, amides, and anhydrides or acid halides. Preferably the branching agents are used in an amount of 0.1 to 20 mol. per cent based on the dicarboxylic acid. When the dihydric alcohol used is ethylene glycol, the polyester-forming conditions may be such as to convert part of it to a polyethylene glycol (e.g. diethylene glycol). In examples, the polyesters are made by reacting (1) dimethyl terephthalate or a mixture thereof with dimethyl isophthalate or methyl b -hydroxyethoxybenzoate; (2) ethylene glycol or 1 : 4-cyclohexanedimethanol and (3) one of the above branching agents, in the presence of the usual catalysts and, possibly, of titanium dioxide.