The Oxidative Polymerization of Vinyl Monomers in the Presence of N-Hydroxyphthalimide

摘要

The oxidation of vinyl compounds such as styrene, α-meth- ylstyrene, methyl methacrylate, acrylonitrile with molecular oxygen in the presence of N-hydroxyphthalimide have been studied. It was shown that the N-hydroxyphthalimide is efficient in initiation of the oxidative polymerization of vinyl monomers. The products of the monomer oxidation at 66°C and 1 atm of O2 are corresponding polyperoxides and low molecular carbonyl compounds. IR- and 1 HNMR spectroscopy confirm the alternating copolymer structure of polyperoxides with -O-O- bonds in the main chain. In the oxidative polymer- ization of vinyl monomers initiated with the mixtures of N- hydroxyphthalimide and 2,2'-azobisisobutyronitrile or benzoyl peroxide it was observed a synergistic effect of initiators' action. N-hydroxyphthalimide reacts with molecular oxygen, initiator radicals or monomer to form the phthalimide-N-oxyl radical, which participates in the chain initiation stage and does not participate in the termination stages, which leads to a synergistic effect.