The synthesis of a novel series of hybrid monomers containing cationically
polymerizable cycloaliphatic epoxide and l-propenyl ether functional groups
in the same molecule has been conducted. Detailed structure-reactivity stu
dies of the diaryliodonium salt-induced cationic photopolymerizations of th
ese monomers indicate that the rate of epoxide ring-opening polymerization
is markedly enhanced by the presence of the l-propenyl ether group. At the
same time, the polymerization of the 1-propenyl ether groups in such hybrid
monomers is retarded. A mechanism involving the free-radical-induced decom
position of the photoinitiator has been proposed which serves to amplify th
e rate of the photoinitiated cationic epoxide ring-opening polymerization.