Skip to main content
Log in

Conversion of polyunsaturates in vegetable oils tocis-monounsaturates by homogeneous hydrogenation catalyzed with chromium carbonyls

  • Technical
  • Published:
Journal of the American Oil Chemists’ Society

Abstract

Chromium carbonyl complex catalysts were used to selectively hydrogenate polyunsaturates in vegetable oils into products retaining 90% to 95%cis configuration and their liquid properties. The product from soybean oil contained 42–69% monoene, 10–40% diene and 0–4% triene. The product from safflower oil contained 73–82% monoene and 8–17% diene. About 45–55% of the double bonds in monoenes from hydrogenated soybean oil remained in the C9 position, and the rest was distributed between C10, C11, and C12. Preliminary oxidative and flavor stability evaluations showed that these hydrogenated soybean oils compared favorably with a commercial sample of hydrogenated-winterized soybean oil. Liquid fatty acids prepared by saponification of hydrogenated soybean and safflower oils (IV 90–100) had analyses about the same as those of commercial oleic acid.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Dutton, H. J., “Progress in Chemistry of Fats and Other Lipids”, Edited by R. T. Holman, Pergamon Press, Oxford and New York, 1968, p. 353.

    Google Scholar 

  2. Evans, C. D., R. E. Beal, D. G. McConnell, L. T. Black and J. C. Cowan, JAOCS41, 260–263 (1964).

    Article  CAS  Google Scholar 

  3. McConnell, D. G., C. D. Evans and J. C. Cowan, Ibid.42, 738–741 (1965).

    Article  CAS  Google Scholar 

  4. Frankel, E. N., and F. Little, Ibid.46, 256–261 (1969).

    Article  CAS  Google Scholar 

  5. Frankel, E. N., E. A. Emken, H. M. Peters, V. L. Davison and R. O. Butterfield, J. Org. Chem.29, 3292–3297 (1964).

    Article  CAS  Google Scholar 

  6. Frankel, E. N., E. A. Emken and V. L. Davison, JAOCS43, 307–311 (1966).

    Article  CAS  Google Scholar 

  7. Butterfield, R. O., and H. J. Dutton, JAOCS44, 549–550 (1967).

    CAS  Google Scholar 

  8. Metcalfe, L. D., A. A. Schmitz and J. R. Pelka, Anal. Chem.28, 514–515 (1966).

    Article  Google Scholar 

  9. Johnston, A. E., D. Macmillan, H. J. Dutton and J. C. Cowan,JAOCS 39, 273–276 (1962).

    Article  CAS  Google Scholar 

  10. Koritala, S., and H. J. Dutton, Ibid.43, 86–89 (1966).

    Article  CAS  Google Scholar 

  11. Swern, D., Editor, “Bailey’s Industrial Oil and Fat Products”, Third Edition, Interscience Publishers, New York, 1964, p. 203.

    Google Scholar 

  12. Frankel, E. N., and R. O. Butterfield, in press.

  13. Moser, H. A., H. J. Dutton, C. D. Evans and J. C. Cowan, Food Technol.4, 105–109 (1950).

    Google Scholar 

  14. Emery Industries, Inc., “Emersol Oleic Acids”, Cincinnati, Ohio, 1963, p. 9.

  15. Koritala, S., and H. J. Dutton, JAOCS,43, 556–558 (1966).

    Article  CAS  Google Scholar 

  16. Popescu, O., S. Koritala and H. J. Dutton, Ibid.,46, 97–99 (1969).

    Article  CAS  Google Scholar 

  17. Frankel, E. N., E. Selke and C. A. Glass, J. Am. Chem. Soc.90, 2446–2448 (1968).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

About this article

Cite this article

Frankel, E.N. Conversion of polyunsaturates in vegetable oils tocis-monounsaturates by homogeneous hydrogenation catalyzed with chromium carbonyls. J Am Oil Chem Soc 47, 11–14 (1970). https://doi.org/10.1007/BF02680158

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02680158

Keywords

Navigation