Abstract
By the example of the synthesis of 5-(triethylsiloxymethyl)norbornene, a simple, one-step approach to the synthesis of silicon-substituted norbornenes based on the reaction of 5-norbornene-2-methanol with hydrosilanes is proposed. The metathesis polymerization of the synthesized monomer is studied. The resulting polymer is high molecular weight, soluble, noncrystalline, highly elastic, and thermally stable.
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REFERENCES
E. Finkelshtein, M. Gringolts, M. Bermeshev, and P. Chapala, in Membrane Materials for Gas and Vapor Separation, Ed. by Yu. Yampolskii and E. Finkelshtein (Wiley, Chichester, 2017), p. 143.
D. A. Alentiev, E. S. Egorova, M. V. Bermeshev, L. E. Starannikova, M. A. Topchiy, A. F. Asachenko, P. S. Gribanov, M. S. Nechaev, Yu. P. Yampolskii, and E. Sh. Finkelshtein, J. Mater. Chem. A 6, 19393 (2018).
C. R. Maroon, J. Townsend, K. R. Gmernicki, D. J. Harrigan, B. J. Sundell, J. A. Lawrence, S. M. Mahurin, K. D. Vogiatzis, and B. K. Long, Macromolecules 52, 1589 (2019).
N. Belov, R. Nikiforov, L. Starannikova, K. R. Gmernicki, C. R. Maroon, B. K. Long, V. Shantarovich, and Yu. Yampolskii, Eur. Polym. J. 93, 602 (2017).
K. R. Gmernicki, E. Hong, C. R. Maroon, S. M. Mahurin, A. P. Sokolov, T. Saito, and B. K. Long, ACS Macro Lett. 5, 879 (2016).
C. R. Maroon, J. Townsend, M. A. Higgins, D. J. Harrigan, B. J. Sundell, J. A. Lawrence, J. T. O’Brien, D. O’Neal, K. D. Vogiatzis, and B. K. Long, J. Membr. Sci. 595, 117532 (2020).
A. I. Wozniak, E. V. Bermesheva, F. A. Andreyanov, I. L. Borisov, D. P. Zarezin, D. S. Bakhtin, N. N. Gavrilova, I. R. Ilyasov, M. S. Nechaev, A. F. Asachenko, M. A. Topchiy, A. V. Volkov, E. Sh. Finkelshtein, X. -K. Ren, and M. V. Bermeshev, React. Funct. Polym. 149, 104513 (2020).
L. Horner and J. Mathias, J. Organomet. Chem. 282, 155 (1985).
J. M. Blackwell, K. L. Foster, V. H. Beck, and W. E. Piers, Org. Chem. 64, 4887 (1999).
G. O. Karpov, D. A. Alentiev, A. I. Wozniak, E. V. Bermesheva, I. V. Lounev, Yu. A. Gusev, V. P. Shantarovich, and M. V. Bermeshev, Polymer 203, 122759 (2020).
G. O. Karpov, M. V. Bermeshev, I. L. Borisov, S. R. Sterlin, A. A. Tyutyunov, N. P. Yevlampieva, B. A. Bulgakov, V. V. Volkov, and E. Sh. Finkelshtein, Polymer 153, 626 (2018).
N. A. Belov, M. L. Gringolts, A. A. Morontsev, L. E. Starannikova, Yu. P. Yampol’skii, and E. Sh. Finkel’stein, Polym. Sci., Ser. B 59, 560 (2017).
M. L. Gringolts, M. V. Bermeshev, L. E. Starannikova, Yu. V. Rogan, Yu. P. Yampol’skii, and E. Sh. Finkel’shtein, Polym. Sci., Ser. A 51, 1233 (2009).
S. Matteucci, Yu. Yampolskii, B. D. Freeman, and I. Pinnau, in Materials Science of Membranes for Gas and Vapor Separation, Ed. by Yu. Yampolskii, I. Pinnau, and B. Freeman (Wiley, Chichester, 2006), p. 1.
A. A. Askadskii, Computational Materials Science of Polymers (Cambridge Int. Sci. Publ. Ltd., Cambridge, 2003).
Funding
The study of 5-norbornene-2-methanol polymerization was carried out within the framework of the State task for the Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences. This work was supported by the Russian Foundation for Basic Research (project no. 19-33-60035).
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Andreyanov, F.A., Alent’ev, D.A. & Bermeshev, M.V. Synthesis and Metathesis Polymerization of 5-(Triethylsiloxymethyl)norbornene. Polym. Sci. Ser. B 63, 109–115 (2021). https://doi.org/10.1134/S1560090421020020
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DOI: https://doi.org/10.1134/S1560090421020020