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Nucleophilic vinyl polymerization of 2-alkenyl-2-oxazolines activated by trimethylsilyl trifluoromethanesulfonate

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Summary

The present paper describes a novel nucleophilic vinyl polymerization of 2-alkenyl-2-oxazolines catalyzed by trimethylsilyl trifluoromethanesulfonate (TMSOTf) via an activated monomer mechanism. When 2-isopropenyl-2-oxazoline (IPO) was treated with 5 mol % of TMSOTf at 40°C, a vinyl propagated polymer was obtained almost quantitatively. The yield of the polymer increased as the increase of the concentration of TMSOTf, while the molecular weight of poly(IPO) was independent of it. 4,4-Dimethyl-2-vinyl-2-oxazoline and 2-isopropenyl-4,4-dimethyl-2-oxazoline also produced vinyl propagated polymers in the presence of TMSOTf, whereas 2-vinyl-2-oxazoline gave an insoluble gel even at-78°C.

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Authors and Affiliations

  1. Department of Polymer Science and Engineering, Faculty of Textile Science, Kyoto Institute of Technology, Matsugasaki, Sakyo, 606, Kyoto, Japan

    Masatoshi Miyamoto

  2. Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University Yoshida, Sakyo, 606, Kyoto, Japan

    Peter Lange & Shin-ya Kanetaka

  3. KRI International, Inc., 17 Chudoji-Minami-Machi, Shimogyo-ku, 600, Kyoto, Japan

    Takeo Saegusa

Authors
  1. Masatoshi Miyamoto
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  2. Peter Lange
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  3. Shin-ya Kanetaka
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  4. Takeo Saegusa
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Miyamoto, M., Lange, P., Kanetaka, Sy. et al. Nucleophilic vinyl polymerization of 2-alkenyl-2-oxazolines activated by trimethylsilyl trifluoromethanesulfonate. Polymer Bulletin 34, 249–256 (1995). https://doi.org/10.1007/BF00294141

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  • DOI: https://doi.org/10.1007/BF00294141

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