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The Oxidative Polymerization of Vinyl Monomers in the Presence of N ‐Hydroxyphthalimide
Author(s) -
Opeida Iosyp O.,
Kushch Olga V.,
Kompanets Mykhailo O.,
Litvinov Yurii E.,
Zosenko Olha O.,
Shendrik Alexander N.
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201902597
Subject(s) - acrylonitrile , monomer , azobisisobutyronitrile , chemistry , polymer chemistry , benzoyl peroxide , polymerization , copolymer , radical , methyl methacrylate , styrene , peroxide , chain termination , radical polymerization , organic chemistry , polymer
The oxidation of vinyl compounds such as styrene, α ‐methylstyrene, 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 O 2 are corresponding polyperoxides and low molecular carbonyl compounds. IR‐ and 1 H NMR spectroscopy confirm the alternating copolymer structure of polyperoxides with –O–O– bonds in the main chain. In the oxidative polymerization 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.