US 3,937,751 AGranted

Curable compositions based on epoxide resins and polyester-tricarboxylic acids or -tetracarboxylic acids

AssigneeCiba-Geigy Corporation

InventorsRolf Schmid, Friedrich Lohse, Willy Fatzer, Hans Batzer

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Abstract

Curable epoxide resin mixtures based on adducts, containing epoxide groups, which are obtained by reaction of certain long-chain aliphatic polyesters with an excess of diepoxide compounds, and linear or slightly branched polyesters, containing carbocyclic or heterocyclic rings and possessing 3 or 4 terminal carboxyl groups, and having an average molecular weight of 600 - 6,000, 0.7 - 1.2 equivalents of carboxyl groups being present in the curable mixture per 1 equivalent of epoxide groups. Curing these epoxide resin mixtures gives flexible moulded materials which are distinguished by high tear propagation resistance.

Claims16

Dependent claims

A curable epoxide resin composition based on adducts containing epoxide groups and polyester-tricarboxylic acids and/or -tetracarboxylic acids, characterised in that it comprises

a. at least 60 per cent by weight, based on the total amount of epoxide resin, of adducts containing epoxide groups, of the formula I ##EQU16## wherein X.sub.1 and X.sub.2 each denote hydrogen or methyl and A denotes the radical, obtained by removal of the 1,2-epoxyethyl groups of a diglycidyl compound, or wherein A together with X.sub.1 and/or X.sub.2 and with inclusion of the grouping ##EQU17## and/or ##EQU18## denotes the cycloaliphatic ring or the cycloaliphatic ring system of a partially reacted cycloaliphatic or cycloaliphatic-aliphatic diepoxide compound, B denotes a long-chain polyester radical obtained by removing both carboxyl groups from a polyester dicarboxylic acid in which unsubstituted or substituted alkylene and/or alkenylene chains alternate with carboxylic acid ester groups, and the quotient Z/Q, wherein Z is the number of carbon atoms present in the recurring structural element of the radical B and Q is the number of oxygen bridges present in the recurring structural element of the radical B, has to be at least 4 and, furthermore, the total number of carbon atoms present in the radical B is at least 50, and
b. as curing agents, linear or slightly branched polyesters possessing 3 or 4 terminal carboxyl groups and having an average molecular weight of 600 - 6,000, which contain at most 30, structural elements of the formula II ##EQU19## wherein R.sub.1 and R.sub.2 denote divalent aliphatic, araliphatic, cycloaliphatic, cycloaliphatic-aliphatic, aromatic or heterocyclic-aliphatic radicals, and at least one of the two radicals R.sub.1 or R.sub.2 has to contain a carbocyclic or heterocyclic ring or a carboxylic or heterocyclic ring system and not more than 4 methylene groups are present in the structural element per ring, component (b) being present in an amount such that 0.7 - 1.2 equivalents of carboxyl groups are present in the mixture per 1 equivalent of epoxide groups.

Dependencies are inferred from the claim text.

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Abstract

A curable epoxide resin composition based on adducts containing epoxide groups and polyester-tricarboxylic acids and/or -tetracarboxylic acids, characterised in that it comprises

a. at least 60 per cent by weight, based on the total amount of epoxide resin, of adducts containing epoxide groups, of the formula I ##EQU16## wherein X.sub.1 and X.sub.2 each denote hydrogen or methyl and A denotes the radical, obtained by removal of the 1,2-epoxyethyl groups of a diglycidyl compound, or wherein A together with X.sub.1 and/or X.sub.2 and with inclusion of the grouping ##EQU17## and/or ##EQU18## denotes the cycloaliphatic ring or the cycloaliphatic ring system of a partially reacted cycloaliphatic or cycloaliphatic-aliphatic diepoxide compound, B denotes a long-chain polyester radical obtained by removing both carboxyl groups from a polyester dicarboxylic acid in which unsubstituted or substituted alkylene and/or alkenylene chains alternate with carboxylic acid ester groups, and the quotient Z/Q, wherein Z is the number of carbon atoms present in the recurring structural element of the radical B and Q is the number of oxygen bridges present in the recurring structural element of the radical B, has to be at least 4 and, furthermore, the total number of carbon atoms present in the radical B is at least 50, and
b. as curing agents, linear or slightly branched polyesters possessing 3 or 4 terminal carboxyl groups and having an average molecular weight of 600 - 6,000, which contain at most 30, structural elements of the formula II ##EQU19## wherein R.sub.1 and R.sub.2 denote divalent aliphatic, araliphatic, cycloaliphatic, cycloaliphatic-aliphatic, aromatic or heterocyclic-aliphatic radicals, and at least one of the two radicals R.sub.1 or R.sub.2 has to contain a carbocyclic or heterocyclic ring or a carboxylic or heterocyclic ring system and not more than 4 methylene groups are present in the structural element per ring, component (b) being present in an amount such that 0.7 - 1.2 equivalents of carboxyl groups are present in the mixture per 1 equivalent of epoxide groups.