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Free-radical cooligomerization of N-vinyl-4,5,6,7-tetrahydroindole with butyl vinyl ether

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Abstract

Oligo(N-vinyl-4,5,6,7-tetrahydroindole-co-butyl vinyl ethers) have been synthesized through free-radical cooligomerization with a yield of 84%. The copolymers are readily soluble in organic solvents (benzene, 1,4-dioxane, chloroform, and tetrahydrofuran), stable up to 380–400°C, and paramagnetic. (The concentration of paramagnetic centers is 1014 spin/g.) In addition, the copolymers exhibit the properties of organic semiconductors. (After being doped with iodine, σ = 1.1 × 10−7 S/cm.) The analysis of the 1H and 13C NMR spectra has shown that the oligomerization reaction is complicated by intramolecular cyclization involving carbon atoms located at the 2-position of pyrrole rings.

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Authors and Affiliations

  1. Favorsky Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    M. V. Markova, I. V. Tatarinova, L. V. Morozova, A. I. Mikhaleva, T. I. Vakul’skaya, S. S. Khutsishvili, G. F. Prozorova & B. A. Trofimov

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  1. M. V. Markova
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  2. I. V. Tatarinova
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  3. L. V. Morozova
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  4. A. I. Mikhaleva
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  5. T. I. Vakul’skaya
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  6. S. S. Khutsishvili
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  7. G. F. Prozorova
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  8. B. A. Trofimov
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Correspondence to B. A. Trofimov.

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Original Russian Text © M.V. Markova, I.V. Tatarinova, L.V. Morozova, A.I. Mikhaleva, T.I. Vakul’skaya, S.S. Khutsishvili, G.F. Prozorova, B.A. Trofimov, 2013, published in Russian in Vysokomolekulyarnye Soedineniya, Ser. B, 2013, Vol. 55, No. 12, pp. 1497–1505.

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Markova, M.V., Tatarinova, I.V., Morozova, L.V. et al. Free-radical cooligomerization of N-vinyl-4,5,6,7-tetrahydroindole with butyl vinyl ether. Polym. Sci. Ser. B 55, 584–592 (2013). https://doi.org/10.1134/S1560090413120014

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  • DOI: https://doi.org/10.1134/S1560090413120014

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