Heterocycles, glycidylated

Epoxy resins based on glycidylation of bisphenols, cresol and phenol novolacs, polycarboxylic acids, polyols, amines, and aminophenols have been long known. Epoxidized linear and cyclic olefins have also been used as specialty epoxy resins. More recently, glycidylated heterocycles have been introduced, initially as specialty resins promising improved resistance to weathering. One heterocycle in particular, the hydantoin ring, has become of particular interest as an epoxy substrate (J ). 

Aromatic and Heterocyclic Glycidyl Amine Resins. Among the specialty epoxy resins containing an aromatic amine backbone, the following are commercially significant. 

Heterocyclic derivatives, 23 508 Heterocyclic disperse dyes, 9 419—420 Heterocyclic glycidyl imides and amides, 10 375... 

This heterocycle has been reported to result from a ring expansion reaction of a pendant oxirane with a ketone (75MI11107). The insertion reaction (Scheme 100) was conveniently conducted in high yield by treatment of a solution of a glycidyl methacrylate-containing polymer (208) employing the ketone as solvent. 

Specialty Epoxy Resins. In addition to bisphenol, other polyols such as aliphatic glycols and novolaks are used to produce specialty resins. Epoxy resins may also include compounds based on aliphatic, cycloaliphatic, aromatic, and heterocyclic backbones. Glycidylation of active hydrogen-containing structures with epichlorohydrin and epoxidation of olefins with peracetic acid remain the important commercial procedures for introducing the oxirane group into various precursors of epoxy resins. 

The coordination polymerisation and copolymerisation of heterocyclic monomers have been restricted in industry to a much smaller volume than the polymerisation and copolymerisation of hydrocarbon monomers polyether elastomers from epichlorohydrin and ethylene oxide or propylene oxide, and allyl glycidyl ether as the vulcanisable monomeric unit, are produced on a larger scale [4-7],... 

Q = phenyl, heterocycle, substituted or unsubstituted alkyl, allyl, geranyl, farnesyl, glycidyl, acetonyl etc. 

These included polyphenolic compounds, mono and diamines, amino phenols, heterocyclic imides and amides, aliphatic diols and polyols, and dimeric fatty acids. Epoxy resins derived from epichlorohydrin are termeA glycidyl-hased resins. 

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