Advertisement

Synthesis of High Molecular Weight Poly(Phenylene Sulfide) through Oxidative Polymerization with Oxygen

  • Kimihisa Yamamoto
  • Eishun Tsuchida
Chapter

Abstract

The polymerization via selective oxidation utilizing oxygen as the oxidant presents potentially a desirable low-cost method for upgrading the value of raw materials. The most successful example is the oxidative polymerization of 2, 6-dimethylphenol to yield poly (2, 6-dimethyl-1,4-phenylene oxide) using a copper-amine catalyst in an oxygen atmosphere at room temperature(Eq. 1).1 Our studies on the preparation of poly (p-phenylene sulfide) (PPS), which deserves much attention as a high-performance engineering plastic owing to its excellent chemical, thermal, and mechanical properties,2 have revealed that thiophenol and diphenyl disulfide are oxidatively polymerized to PPS via a cationic mechanism by electrochemical or chemical oxidations (Eq. 2).3-6 The oxovanadium catalyst acts as an efficient catalyst for the O2 polymerization of diphenyl disulfide.7

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

+ PRESTO JRDC Investigator

  1. 1.
    A. S. Hay, H. S. Blanchard, G. F. Endres, and J. W. Eustance, J. Am. Chem. Soc. 81, 6335(1969,).CrossRefGoogle Scholar
  2. 2.
    J. T. Edmonds Jr., H. W. - Hill Jr, U.S. Patent 3354129,1967 -Chem. Abstr. 1968, 68,13598. Campbell, R. W., Edmonds, J. T. U.S. Patent 4038259, Chem. Ahtr. 1977, 87, 854v. Hill, H. W., Jr. Int. Eng. Chem., Prot. ReJ. Dev. 18, 262(1979)Google Scholar
  3. 3.
    K. Yamamoto, E. Tsuchida, H. Nishide, S. Yoshide, Y. S. Park, J. Electrochem. Soc. 139, 2401(1992).CrossRefGoogle Scholar
  4. 4.
    K. Yamamoto, M. Jikei, K. Oi, H. Nishide, and E. Tsuchida, E. J. Polym. Sci., Part A 29, 1359(1991).CrossRefGoogle Scholar
  5. 5.
    E. Tsuchida, K. Yamamoto, M. Jikei, E. Shouji, H. Nishide, J. Macromol. Sci., Chem., 11, 1285(1991).CrossRefGoogle Scholar
  6. 6.
    K. Yamamoto, S. Yoshida, H. Nishide, and E. Tsuchid, Bull. Chem. Soc. Jpn. 62, 3655(1989)CrossRefGoogle Scholar
  7. 7.
    E. Tsuchida, K. Yamamoto, M. Jikei, H. Nishide, Macromolecules 22, 4138 (1989).CrossRefGoogle Scholar
  8. 8.
    K. Yamamoto, E. Shouji, H. Nishide, E. Tsuchida, J. Am. Chem. Soc., 115, 5819 (1993).CrossRefGoogle Scholar
  9. 9.
    E. Shouji, K. Yamamoto, and E. Tsuchida, Chem. Lett. 1993, 1927.Google Scholar
  10. 10.
    D. P. Riley, and P. E. Correh, J. Chem. Soc., Chem. Commun. 1986, 1057.Google Scholar

Copyright information

© Springer Science+Business Media New York 1996

Authors and Affiliations

  • Kimihisa Yamamoto
    • 1
  • Eishun Tsuchida
    • 1
  1. 1.Department of Polymer ChemistryWaseda UniversityTokyoJapan

Personalised recommendations