Abstract

AbstractThe preparation of 2‐methoxy‐5‐t‐butylphenyl vinyl ketone (MeOBVK), 2‐hydroxy‐5‐t‐butylphenyl vinyl ketone (HOBVK), and 2‐methoxy‐5‐isooctylphenyl vinyl ketone (MeOOVK) is reported. These compounds can be considered as precursors of polymerizable derivatives of polyoxyethylated alkylphenols—a very important class of nonionic surface active compounds. The homopolymerization and copolymerization of MeOBVK, HOBVK, and MeOOVK with butylacrylate (BA), (–) menthylacrylate [(–)MtA], styrene (STY), and vinylacetate (VA) by free radical initiators, both in solution and emulsion, have been investigated. Copolymer formation has been demonstrated by fractionation and by the presence of induced optical activity in the electronic transitions of the achiral MeOBVK and HOBVK units in copolymers with the optically active comonomer (—)MtA. MeOBVK, HOBVK and MeOOVK give substantially random copolymers with STY, BA, or VA under all conditions investigated, and always show larger reactivity; thus, depending on feed composition, sequences of the vinyl ketone units can be expected in the macromolecules.

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