Skip to main content
SpringerLink
Log in

Resin catalyzed epoxidation of methyl undecylenate

  • Technical
  • Symposium: Drying Oils And Paint
  • Published:
Journal of the American Oil Chemists’ Society

Abstract

The optimum temperature for the epoxidation of methyl undecylenate is 60 C and a maximum conversion of about 50% occurs in 4 hr reaction. Thin layer chromatography showed evidence of ring opening and the presence of decomposition products. Gas liquid chromatography on a silicone column appears promising but cannot be used for quantitative purposes due to the presence of noneluting components. However, infrared absorption at 906 cm−1 is characteristic of terminal unsaturation and the intensity of this peak has been observed to be proportional to the concentration up to 90 g/liter of the methyl undecylenate. Hence, we feel this absorption can be used to estimate the unreacted methyl undecylenate in the products.

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. Findley, T. W., D. Swern and J. T. Scanlan, J. Am. Chem. Soc.67, 412 (1945); U.S. Patent 2,567,930 (1951).

    Article  CAS  Google Scholar 

  2. Gall, R. J., and F. P. Greenspan, Ind. Eng. Chem.47, 147 (1955); U.S. Patent 2,919,283, (1959).

    Article  CAS  Google Scholar 

  3. deClerk, D., “Peracetic Acid Epoxidation of Linseed Oil: Chemistry and Technology,” Thesis North Dakota State University, 1961.

  4. AOCS Tentative Method Cd-9-57.

  5. Knapsack, A. G., Chem. Abstracts65, 5607 d (1966).

  6. Shreve, O. D., M. R. Heether, H. B. Knight and D. Swern, Anal. Chem.22, 1498–1501 (1950).

    Article  CAS  Google Scholar 

  7. Hidalgo, A., and M. T. Sardina, Chem. Abstracts54, 4153 H (1960).

  8. Shreve, O. D., M. R. Heether, H. B. Knight and D. Swern, Anal. Chem.23, 277–282 (1951).

    Article  CAS  Google Scholar 

  9. Stine, I. A. and J. Bayne, Forest Prod. J.11, 530 (1961).

    CAS  Google Scholar 

  10. Schneider, W., Fette Seifen, Anstrichmmittel69, 573 (1967).

    Article  CAS  Google Scholar 

Download references

Author information

Author notes

  1. B. Sreenivasan

    Present address: Research and Development Center, Lever Brothers Company, 07020, Edgewater, N.J.

Authors and Affiliations

  1. Polymers and Coatings Department, North Dakota State University, 58102, Fargo, North Dakota

    A. E. Rheineck, J. R. Bender & B. Sreenivasan

Authors
  1. A. E. Rheineck
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. J. R. Bender
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. B. Sreenivasan
    View author publications

    You can also search for this author in PubMed Google Scholar

About this article

Cite this article

Rheineck, A.E., Bender, J.R. & Sreenivasan, B. Resin catalyzed epoxidation of methyl undecylenate. J Am Oil Chem Soc 46, 459–463 (1969). https://doi.org/10.1007/BF02544367

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02544367

Keywords

Search

Navigation