GB956698A - New polyepoxides, their preparation and their use - Google Patents

Abstract

Polyepoxy compounds of the formula: <FORM:0956698/C2/1> where R1 to R12 are hydrogen or methyl groups and X is an aliphatic or araliphatic hydrocarbon residue substituted by at least one epoxy group are made by epoxidizing a compound of the formula: <FORM:0956698/C2/2> where X1 represents an aliphatic or araliphatic hydrocarbon residue containing at least one carbon to carbon double bond, X1 preferably being a C3 to C22 aliphatic hydrocarbon residue and R1 to 12 all hydrogen, especially when X1 is an allyl residue. Products claimed are restricted to compounds, of formula I wherein X has at least 6 carbon atoms, preferably 6 to 22 carbon atoms. The starting materials may be prepared either by the addition of water to dicyclopentadiene followed by etherification of the alcohol with an alcohol X1-OH, or by the direct formation of the ether by the additive reaction of the alcohol and dicyclopentadiene. Suitable alcohols named are cinnamyl, crotyl, methallyl, rhodinol, oleyl, erucyl, linoleyl, linolenyl and mixtures of unsaturated alcohols produced by hydrogenolysis of unsaturated natural fatty acids. The epoxidation may be effected by the use of peracids, mixtures of carboxylic acids and hydrogen peroxide or the two stage process via the hypohalite may be employed. The examples describe the epoxidation of allyloxy-dihydrodicyclopentadiene using peracetic acid and as alternative succinic anhydride hydrogen peroxide, and oleyloxy-dihydrodicyclopentadiene using peracetic acid. The compounds may be converted to epoxy resins (see Division C3). Specification 950,285 and U.S.A. Specification 2,393,608 are referred to.ALSO:Polyepoxy compounds of the formula: <FORM:0956698/C3/1> where R1 to R12 are hydrogen or methyl and X is an aliphatic or araliphatic hydrocarbon residue substituted by at least one epoxy group, preferably C3 to C22 aliphatic prepared by a novel process (see Division C2) may be condensed with amines, amides, carboxylic acids or their anhydrides, polyols, in the presence of catalysts, together with fillers, diluents and extenders, numerous examples of which are listed, to give epoxy resins. The sole detailed example relates to the condensation of epoxidised allyloxy-dihydrodicyclopentadiene with 3, 4 epoxy hexahydrobenzal glycerol and phthalic anhydride. Specification 950,285 is referred to.