Journal of the American Oil Chemists Society

, Volume 61, Issue 10, pp 1638–1643 | Cite as

Variables affecting the yields of fatty esters from transesterified vegetable oils

  • B. Freedman
  • E. H. Pryde
  • T. L. Mounts
Technical

Abstract

Transesterification reaction variables that affect yield and purity of the product esters from cottonseed, peanut, soybean and sunflower oils include molar ratio of alcohol to vegetable oil, type of catalyst (alkaline vs acidic), temperature and degree of refinement of the vegetable oil. With alkaline catalysts (either sodium hydroxide or methoxide), temperatures of 60 C or higher, molar ratios of at least 6 to 1 and with fully refined oils, conversion to methyl, ethyl and butyl esters was essentially complete in 1 hr. At moderate temperatures (32 C), vegetable oils were 99% transesterified in ca. 4 hr with an alkaline catalyst. Transesterification by acid catalysis was much slower than by alkali catalysis. Although the crude oils could be transesterified, ester yields were reduced because of gums and extraneous material present in the crude oils.

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References

  1. 1.
    Hawkins, C.S., and J. Fuls, in Vegetabl Oil Fuels—Proceedings of the International Conference on Plant and Vegetable Oils as Fuels, American Society of Agricultural Engineers, St. Joseph, MI, 1982, p. 184.Google Scholar
  2. 2.
    Pischinger, G.H., A.M. Falcon, R.W. Siekman and F.R. Fernandes, Ibid. p. 198.Google Scholar
  3. 3.
    Clark, S.J., L. Wagner, M.D. Schrock and P.G. Piennaar, JAOCS 60:736 (1983).Google Scholar
  4. 4.
    Freedman, B., and E.H. Pyrde, in Vegetable Oil Fuels—Proceedings of the International Conference on Plant and Vegetable Oils as Fuels, American Society of Agricultural Engineers, St. Joseph, MI, 1982, p. 117.Google Scholar
  5. 5.
    Hassett, D.J., and R.A. Hasan, Ibid. p. 123.Google Scholar
  6. 6.
    Kusy, P.F., Ibid. p. 127.Google Scholar
  7. 7.
    Freedman, B., and E.H. Pryde, Vegetable Oil as Diesel Fuel—Seminar II, Northern Agricultural Energy Center, Peoria, IL, October 1981, Appendix 8.Google Scholar
  8. 8.
    Markley, K.S., in Fatty Acids, Their Chemistry, Properties, Production and Uses, edited by K.S. Markley, 2nd edn., Interscience Publishers, New York, 1961, Part 2, p. 861.Google Scholar
  9. 9.
    Markley, K.S., Ibid. 1968, Part 5, p. 3536.Google Scholar
  10. 10.
    Sonntag, N.O.V., in Bailey’s Industrial Oil and Fat Products, edited by D. Swern, Vol. 2, 4th edn., J. Wiley and Sons, New York, 1982, p. 130.Google Scholar
  11. 11.
    Formo, M.W., JAOCS 31:548 (1954).Google Scholar
  12. 12.
    Sridharan, R., and I.M. Mathai, J. Sci. Ind. Res. 33:178 (1974).Google Scholar
  13. 13.
    Bradshaw, G.B., and W.C. Meuly, US Patent 2,360,844 (1944).Google Scholar
  14. 14.
    Freedman, B., E.H. Pryde and W.F. Kwolek, JAOCS 61:1215 (1984).Google Scholar
  15. 15.
    Wright, H.J., J.B. Segur, H.V. Clark, S.K. Coburn, E.E. Langdon and R.N. DuPuis, Oil & Soap 21:145 (1944).Google Scholar
  16. 16.
    Bradshaw, G.B., Soap Sanit. Chem. 18:23 (1942).Google Scholar
  17. 17.
    Feuge, R.O., and T. Gros, JAOCS 26:97 (1949).Google Scholar
  18. 18.
    Gauglitz, E.J., and L.W. Lehman, Ibid. 40:197 (1963).Google Scholar
  19. 19.
    Lehman, L.W., and E.J. Gauglitz, Ibid. 43:383 (1966).Google Scholar
  20. 20.
    Sprules, F.J., and D. Price, US Patent 2,494,366 (1950).Google Scholar
  21. 21.
    Grün, A., F. Wittka and E. Kunze, Chem. Umschau Gebiete Fette Öle Wasche u. Harze 24:15 (1917).CrossRefGoogle Scholar
  22. 22.
    Eckey, E.W., JAOCS 33:575 (1956).Google Scholar
  23. 23.
    Smith, M.K., US Patent 2,486,444 (1949).Google Scholar
  24. 24.
    Fuls, J., and F.J.C. Hugo, Beyond the Energy Crisis—Opportunity and Challenge, Volume III, Third International Conference on Energy Use Management, West Berlin, October 26–30, 1981, Pergamon Press, Oxford, p. 1595.Google Scholar
  25. 25.
    Sreenivasan, B., JAOCS 55:796 (1978).Google Scholar
  26. 26.
    Hartman, L., Ibid. 33:129 (1956).Google Scholar
  27. 27.
    Reid, E.E., Am. Chem. J. 45:506 (1911).Google Scholar
  28. 28.
    Keim, G.I., US Patent 2,383,601 (1945).Google Scholar
  29. 29.
    Taylor, G.R., and H.J. Clarke, J. Am. Chem. Soc. 49:2829 (1927).CrossRefGoogle Scholar
  30. 30.
    Allen, H.W., and W.A. Kline, US patent 2,383,579 (1945).Google Scholar

Copyright information

© American Oil Chemists’ Society 1984

Authors and Affiliations

  • B. Freedman
    • 1
  • E. H. Pryde
    • 1
  • T. L. Mounts
    • 1
  1. 1.U.S. Department of AgricultureNorthern Regional Research Center, Agricultural Research ServicePeoria

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