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Anionic Polymerization Behavior of α-Methylene-N-methylpyrrolidone

Authors

  • Takashi Ishizone,

    Corresponding author
    1. Department of Organic and Polymeric Materials, Tokyo Institute of Technology, 2-12-1-S1-13, Ohokayama, Meguro-ku, Tokyo 152-8552 Japan
    • Department of Organic and Polymeric Materials, Tokyo Institute of Technology, 2-12-1-S1-13, Ohokayama, Meguro-ku, Tokyo 152-8552 Japan.
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  • Keita Kitazawa,

    1. Department of Organic and Polymeric Materials, Tokyo Institute of Technology, 2-12-1-S1-13, Ohokayama, Meguro-ku, Tokyo 152-8552 Japan
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  • Takashi Suzuki,

    1. Department of Organic and Polymeric Materials, Tokyo Institute of Technology, 2-12-1-S1-13, Ohokayama, Meguro-ku, Tokyo 152-8552 Japan
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  • Susumu Kawauchi

    1. Department of Organic and Polymeric Materials, Tokyo Institute of Technology, 2-12-1-S1-13, Ohokayama, Meguro-ku, Tokyo 152-8552 Japan
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Abstract

Anionic polymerization of α-methylene-N-methylpyrrolidone (MMP) was carried out in THF at −78∼0 °C with diphenylmethylpotassium (Ph2CHK) and with diphenylmethyllithium (Ph2CHLi) in the presence of Lewis acidic diethylzinc (Et2Zn). Poly(MMP)s possessing predicted molecular weights based on the molar ratios between monomer and initiators and narrow molecular weight distributions (Mw/Mn < 1.1) were obtained in quantitative yields. It was demonstrated that the propagating chain end of poly(MMP) was stable at −30 °C to form the polymers with well-defined chain structures. From the polymerizations at the various temperatures ranging from −50 to −30 °C, the apparent rate constant and the activation energy of the polymerization were estimated as follows: ln kmath image = −6.93 × 103/T + 25.7 and 57 ± 5 kJ mol−1, respectively.

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