Abstract
A new silicon-containing bicyclic monomer 5-trimethylsilylbicyclo[2.2.2]oct-2-ene has been synthesized, and its metathesis polymerization and gas transport properties of the polymer based on it have been studied. The monomer is synthesized by the two-step scheme using the Diels–Alder reaction from 1,3-cyclohexadiene and vinyltrichlorosilane followed by methylation with a Grignard reagent. The resulting 5-trimethylsilylbicyclo[ 2.2.2]oct-2-ene is inactive in metathesis homopolymerization in the presence of first- and second- generation Grubbs catalysts and a Hoveyda–Grubbs catalyst, but it slowly polymerizes when norbornene is present in the reaction mixture. The high-molecular-mass copolymer (M w = 3.0 × 105, M w/M n = 2.8) of 5-trimethylsilylbicyclo[2.2.2]oct-2-ene and norbornene possesses good film-forming properties, and its glass transition temperature is 126°C. The gas-transport properties of the copolymer have been studied.
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Original Russian Text © D.A. Alent’ev, M.V. Bermeshev, L.E. Starannikova, A.V. Solopchenko, Yu.P. Yampol’skii, E.Sh. Finkelshtein, 2016, published in Vysokomolekulyarnye Soedineniya, Seriya B, 2016, Vol. 58, No. 6, pp. 450–456.
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Alent’ev, D.A., Bermeshev, M.V., Starannikova, L.E. et al. Metathesis polymer based on 5-trimethylsilylbicyclo[2.2.2]oct-2-ene: Synthesis and gas-transport properties. Polym. Sci. Ser. B 58, 659–664 (2016). https://doi.org/10.1134/S1560090416060014
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DOI: https://doi.org/10.1134/S1560090416060014