Functional polymers. VII. Ethyl 4-vinyl-.ALPHA.-cyano-.BETA.-phenylcinnamate.

DOI 8 References
  • Sumida Y.
    Polymer Science and Engineering Department, University of Massachusetts
  • Vogl O.
    Polymer Science and Engineering Department, University of Massachusetts

Bibliographic Information

Other Title
  • Functional Polymers. VII. Ethyl 4-Vinyl-α-cyano-β-phenylcinnamate

Description

Ethyl 4-vinyl-α-cyano-β-phenylcinnamate was prepared by a five step synthesis from 4-ethylbenzoic acid in an overall yield of 20%. The acid chloride of 4-ethylbenzoic acid was condensed with benzene to 4-ethylbenzophenone. The most critical step in the synthesis was the Knoevenagel condensation of 4-ethylbenzophenone with ethyl cyanoacetate which was accomplished with ammonium acetate as the catalyst. Ethyl 4-ethyl-α-cyano-β-phenylcinnamate was readily brominated with N-bromosuccinimide and the bromination product, ethyl 4-(1-bromoethyl)-α-cyano-β-phenylcinnamate was dehydrobrominated. Ethyl 4-vinyl-α-cyano-β-phenylcinnamate consists of a mixture of cis and trans isomers of nearly equal amounts as indicated in 1H nuclear magnetic resonance and 13C nuclear magnetic resonance spectroscopy. This new monomer was homopolymerized and copolymerized with styrene and methyl methacrylate with radical initiators.

Journal

  • Polymer Journal

    Polymer Journal 13 (6), 521-536, 1981

    The Society of Polymer Science, Japan

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Details 詳細情報について

  • CRID
    1390001206289117056
  • NII Article ID
    130004428330
  • DOI
    10.1295/polymj.13.521
  • COI
    1:CAS:528:DyaL3MXlvVOks7o%3D
  • ISSN
    13490540
    00323896
  • Text Lang
    en
  • Data Source
    • JaLC
    • Crossref
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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