Article
  • Synthesis and Polymerization of 2-Methylene-5-Phenyl Tetrahydrofuran
  • Cho I, Gong MS
  • 2-Methylene-6-Phenyl Tetrahydrofuran의 합성과 중합
  • 조의환, 공명선
Abstract
2-Methylene-5-phenyl tetrahydrofuran (2-M-5-PTF) was synthesized and its polymerization behavior under various conditions were investigated. With di-tert-butyl peroxide(DTBP) at 120℃ in benzene, 2-M-5-PTF polymerized to give polymers containing 70% of ring-opened ketone linkage, but with AIBN no polymerization occured. In the case of BPO-initiated polymerization, 2-M-5-PTF was isomerized to 5-methyl-2-phenyl-2,3-dihydrofuran. In the postulated mechanism of radical polymerization, a radical attacks at first on the methylene group of the ring to form dioxyauyl radical and this radical rearranges in turn to the energetically more stable benzyl radical, with ring opening. The benzyl or oxyalkyl radical will react then with another monomer to propagate. In the case of cationic polymerization with BF3·ET2O, the polymer obtained contained both 50% of ketone linkage formed by ring opening and 50% of cyclic structures. Also WCl6-based catalyst system was found to be very effective for the polymerization of 2-M-5-PTF without ring opening. In copolymerization with MMA, AN, styrene, the copolymers contained 30%, 29%, 20% of 2-M-5-PTF.

Keywords:

  • Polymer(Korea) 폴리머
  • Frequency : Bimonthly(odd)
    ISSN 0379-153X(Print)
    ISSN 2234-8077(Online)
    Abbr. Polym. Korea
  • 2022 Impact Factor : 0.4
  • Indexed in SCIE

This Article

  • 1985; 9(6): 503-509

    Published online Dec 25, 1985

  • 10.7317/pk.
  • Received on Nov 30, -0001
  • Revised on Nov 30, -0001
  • Accepted on Nov 30, -0001

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