Skip to main content
SpringerLink
Log in

Industrial chemical uses of polyunsaturated fatty acids

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

Abstract

Production of vegetable, animal and marine oils containing more than about 40% unsaturated fatty acids totaled 15,000 million pounds in 1968, almost on the scale of petrochemical production. The greater share (64%) of this nonfossil oil production was directed toward food uses, the remainder toward industrial and animal feed uses. The variety of chemical reactions carried out on these unsaturated fatty acid products include hydrogenation, interesterification, dimerization, sulfation, formation of nitrogen compounds, epoxidation, alkaline cleavage and oxidative ozonolysis. Some of these reactions have been developed at Utilization Research and Development Divisions of the Agricultural Research Service, U.S. Department of Agriculture. Research is continuing in developing new reactions for potential industrial application. An example is reductive ozonolysis of unsaturated fatty esters to produce monofunctional aldehydes and bifunctional aldehyde esters.

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. U.S. Bureau of the Census, Fats and Oils, Production, Consumption, and Factory and Warehouse Stocks, Summary for 1968, Current Industrial Reports, Series M20K(68)-13, Washington, D.C., 1970.

  2. U.S. Department of Agriculture, “World Production and Exports of Oilseeds, Fats and Oils,” Foreign Agriculture Circular, FF010-69, Washington, D.C., 1969.

  3. Anonymous, “Oil, Paint Drug Report,” March 16, 1970, p. 26–41.

  4. U.S. Department of Agriculture, Economic Research Service, “Fats and Oils Situation,” FOS-250, November 1969, Washington, D.C., p. 11.

  5. Anonymous, “Oil, Paint Drug Report,” January 27, 1969, p. 5.

  6. U.S. Tariff Commission, Synthetic Organic Chemicals. “United States Production and Sales. 1967,” TC Publication 248, Washington, D.C., 1969.

  7. Floyd, D.E., “Polyamide Resins,” Reinhold Publishing Corp., New York, 1966.

    Google Scholar 

  8. Cowan, J.C., JAOCS 39:534–545 (1962).

    Article  CAS  Google Scholar 

  9. Swern, D., J. Paint Technol. 35:1271–1310 (1963).

    Google Scholar 

  10. Rothman, E.S. JAOCS 45:189–193 (1968).

    CAS  Google Scholar 

  11. Weil, J.K., N. Parris and A.J. Stirton, Ibid. 47:91–93 (1970).

    Article  CAS  Google Scholar 

  12. Scholnick, F., E.J. Saggese, A.N. Wrigley and G.R. Riser, Ibid. 47:180–182 (1970).

    Article  Google Scholar 

  13. Foglia, T.A., E.T. Haeberer and G. Maerker, Ibid. 47:27–32 (1970).

    Article  CAS  Google Scholar 

  14. Rayner, E.T., D.A. Yeadon, G.B. Verburg, F.G. Dollear, H.P. Dupuy, L.L. Hopper, Jr., and H. Miller, J. Paint Technol. 38:105–112 (1966).

    CAS  Google Scholar 

  15. Verburg, G.B., D.A. Yeadon, E.T. Rayner, F.G. Dollear, H.P. Dupuy, L.L. Hopper, Jr., and E. York, Ibid. 38:407–415 (1966).

    CAS  Google Scholar 

  16. Feuge, R.O., Food Technol. 9:314–318 (1955).

    Google Scholar 

  17. Magne, F.C., and R.R. Mod, JAOCS 30:269–271 (1953).

    Article  CAS  Google Scholar 

  18. Ault, W.C., and R.O. Feuge (assigned to United States of America as represented by the Secretary of Agriculture), U.S. Patent 2,895,966 (1959).

  19. Mod, R.R., F.C. Magne and E.L. Skau, JAOCS 45:385–387 (1968).

    Article  CAS  Google Scholar 

  20. Mazzeno, L.W., Jr., F.C. Magne, R.R. Mod, E.L. Skau and G. Sumrell, Ind. Eng. Chem., Prod. Res. Develop. 9:42–46 (1970).

    Article  CAS  Google Scholar 

  21. Feuge, R.O., H.J. Zeringue, Jr., T.J. Weiss and M. Brown, JAOCS 47:56–60 (1970).

    Article  CAS  Google Scholar 

  22. Lyon, C.K., V.H. Garrett and L.A. Goldblatt, Ibid. 38:262–266 (1961).

    Article  CAS  Google Scholar 

  23. Leitheiser, R.H., C.C. Peloza and C.K. Lyon, J. Cell. Plast. 5:364–372 (1969).

    Article  CAS  Google Scholar 

  24. Lyon, C.K., and T.H. Applewhite, Ibid. 3:1–5 (1967).

    Article  Google Scholar 

  25. Diamond, M.J., and T.H. Applewhite, JAOCS 44:656–658 (1967).

    Article  CAS  Google Scholar 

  26. Lyon, C.K., and V.H. Garret, Ibid. 47:145–146 (1970).

    Article  CAS  Google Scholar 

  27. Freedman, B., and T.H. Applewhite, Ibid. 42:340–344 (1965).

    Article  CAS  Google Scholar 

  28. Freedman, B., and T.H. Applewhite, Ibid. 43:125–127 (1966).

    Article  CAS  Google Scholar 

  29. Freedman, B., and T.H. Applewhite, Ibid. 43:342–344 (1966).

    Article  CAS  Google Scholar 

  30. Nelson, J.S., and T.H. Applewhite, Ibid. 43:542–545 (1966).

    Article  CAS  Google Scholar 

  31. Fuller, G., M.J. Diamond and T.H. Applewhite, Ibid. 44:264–266 (1967).

    CAS  Google Scholar 

  32. Lyon, C.K., G. Fuller and T.H. Applewhite, Ibid. 44:740–742 (1967).

    Article  CAS  Google Scholar 

  33. Taylor, P.M., and G. Fuller, J. Org. Chem. 34:3627–3630 (1969).

    Article  CAS  Google Scholar 

  34. Frankel, E.N., S. Metlin, W.K. Rohwedder and I. Wender, JAOCS 46:133–138 (1969).

    Article  CAS  Google Scholar 

  35. Pryde, E.H., and J.C. Cowan, Ibid. 46:213–218 (1969).

    Article  CAS  Google Scholar 

  36. Gast, L.E., W.J. Schneider, G.E. McManis and J.C. Cowan, Ibid. 46:360–364 (1969).

    Article  CAS  Google Scholar 

  37. Bell, E.W., J.P. Friedrich, L.E. Gast and J.C. Cowan, Ibid. 45:388–392 (1968).

    Article  CAS  Google Scholar 

  38. Frankel, E.N., Ibid. 47:11–14 (1970).

    Article  CAS  Google Scholar 

  39. Frankel, E.N., Ibid. 47:33–36 (1970).

    Article  CAS  Google Scholar 

  40. Pryde, E.H., and J.C. Cowan, in “Topics in Lipid Chemistry,” Vol. 2, Edited by F.D. Gunstone, Logos Press, London, England, in press.

  41. Pryde, E.H., D.E. Anders, H.M. Teeter and J.C. Cowan, J. Org. Chem. 25:618–621 (1960).

    Article  CAS  Google Scholar 

  42. Pryde, E.H., D.E. Anders, H.M. Teeter and J.C. Cowan, Ibid. 27:3055–3059 (1962).

    Article  CAS  Google Scholar 

  43. Pryde, E.H., D.E. Anders, H.M. Teeter and J.C. Cowan, JAOCS 40:497–499 (1963).

    Article  CAS  Google Scholar 

  44. Pryde, E.H., R.A. Awl and J.C. Cowan, Ibid. 42:549–553 (1965).

    Article  CAS  Google Scholar 

  45. Moore, D.J., E.H. Pryde and J.C. Cowan, Ibid. 42:894–898 (1965).

    Article  Google Scholar 

  46. Throckmorton, P.E., L.I. Hansen, R.C. Christenson and E.H. Pryde, Ibid. 45:59–62 (1968).

    Article  CAS  Google Scholar 

  47. Pryde, E.H., D.J. Moore and J.C. Cowan, Ibid. 45:888–894 (1968).

    Article  CAS  Google Scholar 

  48. Pryde, E.H., D.J. Moore, J.C. Cowan, W.E. Palm and L.P. Witnauer, Polym. Eng. Sci. 6:60–65 (1966).

    Article  CAS  Google Scholar 

  49. Miller, W.R., E.H. Pryde, D.J. Moore and R.A. Awl, Preprint Papers, Div. Org. Coatings and Plastics Chemistry, ACS 27(2):160–167 (1967).

    CAS  Google Scholar 

  50. Sampath, P.R., and A.E. Rheineck, J. Paint Technol. 41:17–24 (1969).

    CAS  Google Scholar 

  51. Rheineck, A.E., and P.R. Lakshmanan, JAOCS 46:452–454 (1969).

    Article  CAS  Google Scholar 

  52. Rheineck, A.E., and P.R. Lakshmanan, Ibid. 46:455–458 (1969).

    Article  CAS  Google Scholar 

  53. Floyd, D.E., “Polyamide Resins,” Second Edition, Reinhold Publishing Corp., New York, 1966.

    Google Scholar 

  54. Markley, K.S., Editor, “Fatty Acids, Their Chemistry, Properties, and Uses,” Second Edition, Interscience Publishers, New York 1961–1968.

    Google Scholar 

  55. Moore, C.A., “Flaxseed Production and Use: Past Trends and Future Prospects,” U.S. Department of Agriculture, Economic Research Service, ERS 425, September 1969.

  56. Pattison, E.S., Editor, “Fatty Acids and Their Industrial Applications,” Marcel Dekker, Inc., New York, 1968.

    Google Scholar 

  57. Stansby, M.E., Editor, “Fish Oils, Their Chemistry, Technology, Stability, Nutritional Properties and Uses,” The AVI Publishing Company Inc., Westport, Conn., 1967.

    Google Scholar 

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

    Google Scholar 

  59. Zachary, L.G., H.W. Bajak and F.J. Eveline, Editors, “Tall Oil and Its Uses,” Tall Oil Products Division, Pulp Chemicals Association, New York, 1965.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Northern Regional Research Laboratory, 61604, Peoria, Illinois

    E. H. Pryde & J. C. Cowan

Authors
  1. E. H. Pryde
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. J. C. Cowan
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

No. Market. Nutr. Res. Div., ARS, USDA.

About this article

Cite this article

Pryde, E.H., Cowan, J.C. Industrial chemical uses of polyunsaturated fatty acids. J Am Oil Chem Soc 48, 349–354 (1971). https://doi.org/10.1007/BF02890760

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02890760

Keywords

Search

Navigation