Skip to main content
SpringerLink
Log in

Specific features of the kinetics of addition esterification of epoxide with the carboxyl group

  • Published:
Polymer Bulletin Aims and scope Submit manuscript

Summary

The kinetics of addition esterification involving epoxide and carboxyl groups in the presence of a tertiary amine was investigated using a model system phenylglycidyl ether — caproic acid. It has been found that the reaction has an induction period. By means of IR spectra it has been proved that the equilibrium formation of catalytically active species (complex acid-amine) is the cause both of nonconstant values of experimentally determined reaction orders and of the occurrence of the induction period. The controversial experimental results reported in the literature are discussed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. C. A. May, Y. Tanaka, Epoxy Resins, New York, M.Dekker 1973.

    Google Scholar 

  2. L. Shechter, L. Wynstra, Ind. Eng. Chem. 48, 86 (1956).

    Google Scholar 

  3. L. Matějka, S. Pokorný, K. Dušek, Polym. Bull. 7, 123 (1982).

    Google Scholar 

  4. V. Fiala, M. Lidarik, Angew.Makromol. Chem. 12, 157 (1970).

    Google Scholar 

  5. H. Kakiuchi, Y. Tanaka, J. Org. Chem. 31, 1559 (1966).

    Google Scholar 

  6. Y. Tanaka, J. Org. Chem. 32, 2405 (1967).

    Google Scholar 

  7. P. J. Madec, E. Maréchal, Makromol. Chem. 184, 323, 335, 343, 357 (1983).

    Google Scholar 

  8. J. Málek, P. Šilhavý, Collect.Czech.Chem.Commun. 41, 84 (1976).

    Google Scholar 

  9. J. Hetflejš, F. Mareš, V. Bažant, Collect.Czech.Chem.Commun. 34, 3098 (1969).

    Google Scholar 

  10. P. Šilhavý, J. Vejrosta, J. Málek, Collect.Czech.Chem.Commun. 42, 495 (1977).

    Google Scholar 

  11. G. M. Barrow, E. A. Yerger, J. Am. Chem. Soc. 76, 5211 (1954).

    Google Scholar 

  12. E. Härtel, S. Schott, M. Fedtke, Acta Polym. 33, 370 (1982).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Macromolecular Chemistry, Czechoslovak Academy of Sciences, CS-162 06, Prague 6, Czechoslovakia

    L. Matějka & K. Dušek

Authors
  1. L. Matějka
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. K. Dušek
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Matějka, L., Dušek, K. Specific features of the kinetics of addition esterification of epoxide with the carboxyl group. Polymer Bulletin 15, 215–221 (1986). https://doi.org/10.1007/BF00255065

Download citation

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00255065

Keywords

Search

Navigation