Polymer Bulletin

, Volume 22, Issue 5–6, pp 435–440 | Cite as

Behavior of deoxophostones family as nucleophilic monomers in no-catalyst copolymerization

  • Masato Suzuki
  • Ken Mizuno
  • Tai-ichi Sakaya
  • Katsuhide Otani
  • Shiro Kobayashi
  • Takeo Saegusa
Article
  • 28 Downloads

Summary

Deoxophostone family(2-phenyl-1,2-oxaphospholane1a, 2-phenyl-1,2-oxaphosphorlane1b, and 2-phenyl-1,2-thiaphospholane1c) copolymerized with acrylic acid without catalyst to produce the corresponding copolymers. The polymerization proceeded via a cyclic acyloxyphosphorane to produce poly-(phosphine oxide — ester)3a(or3b) from1a(or1b) and poly(phosphine oxide — thiolester)3c from1c, respectively, with acrylic acid. It is of interest that the copolymer from1c with acrylic acid was not poly(phosphine sulfide — ester)4 but3c. The reactions of1a or1b with pyruvic acid or 1,3-propane sultone were also investigated.

Keywords

Oxide Polymer Ester Sulfide Copolymerization 

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References and Notes

  1. 1).
    S. Kobayashi, M. Suzuki, and T. Saegusa, Polym. Bull.4, 315(1981).Google Scholar
  2. 2).
    S. Kobayashi, M. Suzuki, and T. Saegusa, Macromolecules19, 462(1986).Google Scholar
  3. 3).
    S. Kobayashi, and T. Saegusa, “Alternating Copolymers” edited by J. M. G. Cowie; Plenum Press: New York, 1985; pp 189–238, and references cited therein.Google Scholar
  4. 4).
    S. Kobayashi, M. Suzuki, and T. Saegusa, Bull. Chem. Soc. Jpn.58, 2153(1985).Google Scholar
  5. 5).
    2a and7a are isolable and structurally confirmed; see Y. Narukawa, “Sntheses, Reactions and Polymerizations of Cyclic Acyloxyphosphoranes”, PhD thesis (Kyoto University), 1983.Google Scholar
  6. 6).
    The similar reaction has been observed in the polymerization of 2-phenyl-1,3,2-dithiaphospholane with acrylic acid; see ref. 3, p227.Google Scholar

Copyright information

© Springer-Verlag 1989

Authors and Affiliations

  • Masato Suzuki
    • 1
  • Ken Mizuno
    • 1
  • Tai-ichi Sakaya
    • 1
  • Katsuhide Otani
    • 1
  • Shiro Kobayashi
    • 1
  • Takeo Saegusa
    • 1
  1. 1.Department of Synthetic Chemistry, Faculty of EngineeringKyoto UniversityKyotoJapan

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