Abstract
The reactivity of o-quinone methacrylate (2-(2,5-di-tert-butyl-3,4-dioxocyclohexa-1,5-dienyloxy)ethyl methacrylate) in the radical copolymerization with butyl acrylate and butyl methacrylate and in the polymerization of these monomers in the presence of the nonpolymerizable analog of o-benzoquinone methacrylate, 4-methoxy-3,6-di-tert-butylbenzoquinone-1,2, have been investigated. It has been shown that o-quinone methacrylate, with methacrylate and quinone structural fragments, behaves as both a monomer and an inhibitor. The polydispersity coefficients of the polymers decrease to 1.19 as the quinone concentration increases. With the example of the model reaction of AIBN with 4-methoxy-3,6-di-tert-butylbenzoquinone-1,2, it has been shown that the main reaction product is phenol ether. A mechanism of the “pseudoliving” polymerization of butyl acrylate and butyl methacrylate in the presence of o-quinone methacrylate or its analog through the two-step inhibition of polymerization by a quinone molecule, macromonomer formation, and polymerization via the addition-fragmentation mechanism has been proposed. It has been found that the resulting polymers initiate postpolymerization.
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Original Russian Text © N.Yu. Shushunova, M.V. Arsenyev, T.A. Glukhova, S.D. Zaitsev, S.A. Chesnokov, 2015, published in Russian in Vysokomolekulyarnye Soedineniya, Ser. B, 2015, Vol. 57, No. 3, pp. 198–208.
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Shushunova, N.Y., Arsenyev, M.V., Glukhova, T.A. et al. Polymerization of butyl acrylate and butyl methacrylate in the presence of o-quinone methacrylate. Polym. Sci. Ser. B 57, 207–216 (2015). https://doi.org/10.1134/S1560090415030070
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DOI: https://doi.org/10.1134/S1560090415030070