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Copolymerization of Carbon Dioxide with Optically Active Propylene Oxide

Polymer Journal volume 2, pages220–224(1971)Cite this article

Abstract

Alternate copolymerization of carbon dioxide with optically active propylene oxide using a diethylzinc–water system as catalyst was investigated. The hydrolysis of the copolymer, poly(propylene carbonate), followed by subsequent treatment with p-nitrobenzoyl chloride, transformed the epoxide unit of the copolymer into the form of propylene glycol bis-p-nitrobenzoate. The determination of the optical activity of this ester led to the conclusion that the ring opening of propylene oxide takes place predominantly at the methylene–Oxygen linkage in the copolymerization, which suggests the anionic nature of the reaction. The optical rotatory behavior of the copolymer is also described.

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References

  1. 1

    S. Inoue, H. Koinuma, and T. Tsuruta, Polym. Lett., 7, 287 (1969).

  2. 2

    S. Inoue, H. Koinuma, and T. Tsuruta, Makromol. Chem., 130, 210 (1969).

    CAS  Article  Google Scholar 

  3. 3

    S. Inoue, I. Tsukuma, M. Kawaguchi, and T. Tsuruta, Makromal. Chem., 103, 151 (1967).

  4. 4

    S. Inoue, H. Koinuma, Y. Yokoo, and T. Tsuruta, Makromol. Chem., in press.

  5. 5

    B. Franzus and J. H. Surridge, J. Org. Chem., 31, 4286 (1966).

    CAS  Article  Google Scholar 

  6. 6

    Nan Shieh and C. C. Price, J. Org. Chem., 24, 1169 (1959).

    CAS  Article  Google Scholar 

  7. 7

    C. C. Price and M. Osgan, J. Am. Chem. Soc., 78, 4787 (1956).

    CAS  Article  Google Scholar 

  8. 8

    T. Hirano, K. Pham Huu, S. Akutsu, and T. Tsuruta, Preprint, SPSJ 19th Symposium on Macromolecules, Kyoto, 1970, p 677.

  9. 9

    P. A. Levene and S. Walti, J. Biol. Chem., 68, 415 (1926).

  10. 10

    K. Matsuura, S. Inoue, Y. Terada, and T. Tsuruta, Kogyo Kagaku Zasshi (J. Chem. Soc. Japan, Chem. Ind. Sect.), 69, 707 (1966).

  11. 11

    L. H. Klemm and W. Stalik, Tetrahedron, 20, 1667 (1964).

    CAS  Article  Google Scholar 

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Author information

Affiliations

  1. Department of Synthetic Chemistry, Faculty of Engineering, University of Tokyo

    Shohei Inoue, Hideomi Koinuma & Teiji Tsuruta

Authors
  1. Shohei Inoue
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  2. Hideomi Koinuma
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  3. Teiji Tsuruta
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Inoue, S., Koinuma, H. & Tsuruta, T. Copolymerization of Carbon Dioxide with Optically Active Propylene Oxide. Polym J 2, 220–224 (1971). https://doi.org/10.1295/polymj.2.220

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Keywords

  • Carbon Dioxide
  • Copolymerization
  • Diethylzinc
  • Optical Activity
  • Poly(propylene carbonate)
  • Propylene Oxide
  • Ring Opening
  • Alternation

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