GB834883A - Ethylene-imine-alkylene-oxide resins - Google Patents

Abstract

Resins are prepared by reacting esters of the general formula <FORM:0834883/IV (a)/1> in which R1 is a monoto hexa-valent hydrocarbon radical with 1-10 carbon atoms, the chain of which may be interrupted by O, S, or tertiary N, R is a divalent radical containing 2-14 carbon atoms and n is a whole number from 1 to 6, with a compound containing more than one ethylene oxide group which may be obtained by reacting a polyhydric phenol or alcohol with epichlorhydrin or by epoxidizing unsaturated substances. Examples of radicals which may be represented by R are <FORM:0834883/IV (a)/2> Some esters mentioned are as shown in the formulae <FORM:0834883/IV (a)/3> The reaction may be at room or raised temperature and may take place without a catalyst, and in presence or absence of solvents or diluents, examples of which are given. The products may be soft and rubber-like or extremely hard. Either or both of the components may be pre-polymerized with a catalyst specific for that purpose. Pre-polymerization should cease before insoluble or infusible products are produced. In Examples 1-3 and 6, the ester used is bis-(b -ethylene-imino-butyric acid)-diglycol ester. It is reacted with (1) a resorcinol epoxide resin to give a casting resin of low viscosity useful for intricate shapes; (2) with the same resin, the mixture being prepolymerized before hardening with dipropyl sulphate; (3) and (6) with a resin from 4,41-dihydroxydiphenylpropane-2 and epichlorhydrin. In Example (4) bis-(b -ethylene-imino-propionic acid)-diglycol ester is reacted with a resorcinol epoxide resin. Example (5) is similar but uses b -ethyleneimino propionic acid methyl ester. In Example (7) bis-(b -ethylene-imino-butyric acid) glycol ester is heated with an epoxide resin from 4,41-dihydroxy diphenyl dimethyl methane and epichlorhydrin to give a precondensed resin which is readily cured with phthalic anhydride. Example (8) compares the hardening effect on the glycidyl ether of glycerol, of tri - (b - ethylene - imino - butyric acid) glycerol ester; bis-(b -ethylene-iminobutyric acid)-glycol ester and pentaerythritetri - (b - ethylene - imino - butyric acid) (monocrotonic acid)-ester. Example (9) is similar but uses an epoxide from epichlorhydrin and butanediol-1,4. Example (10) uses hexanetriol glycide ether, and Example (11) uses a resin from epichlorhydrin and 4,4-dihydroxydiphenyldimethyl methane. Specification 461,354 is referred to.