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Addition homo- and copolymerization of 3-triethoxysilyltricyclo[4.2.1.02,5]non-7-ene

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Abstract

New norbornene type monomer bearing reactive triethoxysilyl group was synthesized, and its addition homo- and copolymerization with 3-trimethylsilyltricyclonon-7-ene was studied. The target monomer was obtained using regio- and stereospecific [2σ+2σ+2π] cyclo-addition of quadricyclane with vinyltrichlorosilane followed by the reaction of the formed cycloadduct with ethanol in the presence of triethylamine. Addition polymerization was investigated over the three-component Pd-containing catalytic system (Pd complex, Na+[B(3,5-(CF3)2C6H3)4]–(cocatalyst) and tricyclohexylphosphine). The N-heterocyclic carbene Pd complex (SIPrPd(cinn)Cl) with high activity and tolerance to the Si—O—C moieties was used as a catalyst. The yields of the homo- and copolymers were 24—68% depending on the monomer (comonomer): Pd: B: PCy3 ratio. The obtained addition polymers are high-molecular-weight amorphous products, the glass transition temperature of which exceeds 300 °C. The presence of reactive Si(OC2H5)3 groups in the homo- and copolymers made it possible to carry out a hard-to-realize cross-linking involving side substituents and followed by the formation of insoluble polymers.

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Authors and Affiliations

  1. A. V. Topchiev Institute of Petrochemical Synthesis of Russian Academy of Science, 29 Leninsky prosp., 119991, Moscow, Russian Federation

    D. A. Alentiev, S. A. Korchagina, E. Sh. Finkel’shtein, M. S. Nechaev, A. F. Asachenko, M. A. Topchiy, P. S. Gribanov & M. V. Bermeshev

  2. Department of Chemistry, M. V. Lomonosov Moscow State University, 1/3 Leninskie Gory, 119991, Moscow, Russian Federation

    M. S. Nechaev

  3. Peoples’ Friendship University of Russia, 6 ul. Miklukho-Maklaya, 117198, Moscow, Russian Federation

    A. F. Asachenko

  4. D. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya pl., 125047, Moscow, Russian Federation

    M. V. Bermeshev

Authors
  1. D. A. Alentiev
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  2. S. A. Korchagina
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  3. E. Sh. Finkel’shtein
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  4. M. S. Nechaev
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  5. A. F. Asachenko
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  6. M. A. Topchiy
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  7. P. S. Gribanov
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  8. M. V. Bermeshev
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Corresponding author

Correspondence to M. V. Bermeshev.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0121—0126, January, 2018.

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Alentiev, D.A., Korchagina, S.A., Finkel’shtein, E.S. et al. Addition homo- and copolymerization of 3-triethoxysilyltricyclo[4.2.1.02,5]non-7-ene. Russ Chem Bull 67, 121–126 (2018). https://doi.org/10.1007/s11172-018-2046-2

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  • DOI: https://doi.org/10.1007/s11172-018-2046-2

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