Living Cationic Polymerization of a Novel Bicyclic Conjugated Diene Monomer, Tetrahydroindene, and Its Block Copolymers with Vinyl Ether

DOI Web Site 5 Citations
  • Naomi Mizuno
    Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan; and EcoTopia Science Institute, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan
  • Kotaro Satoh
    Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan; and EcoTopia Science Institute, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan
  • Masami Kamigaito
    Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan; and EcoTopia Science Institute, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan
  • Yoshio Okamoto
    Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan; and EcoTopia Science Institute, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan

Description

The living cationic polymerization of a novel bicyclic conjugated diene monomer, tetrahydroindene (THI) (bicyclo[4.3.0]-2,9-nonadiene), was achieved using the SnCl4-based initiating system, in which the Lewis acid works as an activator for the dormant C−Cl terminal originating from the hydrogen chloride adduct of the 2-chloroethyl vinyl ether as an initiator (1) in the presence of a nucleophilic additive such as ethyl acetate. The number-average molecular weights of the obtained polymers increased in direct proportion to the monomer conversion, and the MWDs were narrow throughout the reactions (Mw/Mn ∼ 1.2). The well-defined terminal structure of the obtained poly(THI) was confirmed by the 1H NMR and MALDI-TOF MS analysis, which shows the presence of the initiator moiety at the α end and the chlorine at the ω end. The living cationic block copolymerization of isobutyl vinyl ether (IBVE) followed by THI led to the di- and triblock copolymers consisting of the hard nonpolar THI and soft polar IBVE segments ...

Journal

  • Macromolecules

    Macromolecules 39 (16), 5280-5285, 2006-07-14

    American Chemical Society (ACS)

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