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Synthesis of estolide esters from cis-9-octadecenoic acid estolides

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Journal of the American Oil Chemists' Society

Abstract

Oleic acid (cis-9-octadecenoic acid) was converted in excellent yield to the estolide, which was then esterified with 2,2-dimethypropan-1-ol (neopentyl alcohol), cis-9-octadence-1-ol (oleyl alcohol), and 2-propanol to generate the corresponding estolide esters. Higher-formula mass estolide esters were synthesized by reaction of the parent estolide with 1,3-propanediol, 2,2-dimethyl-1,3-propanediol, and 1,5-pentanediol to give the corresponding diesters of oleic estolide, thus doubling the molecular size of the parent estolide. Pour points and viscosities were determined in order to evaluate these products for possible industrial application.

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References

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Author information

Authors and Affiliations

  1. New Crops Research, NCAUR, ARS, USDA, 1815 N. University St., 61604, Peoria, IL

    Rogers E. Harry-O kuru & Terry A. Isbell

  2. Analytical Chemistry Services, NCAUR, ARS, USDA, 61604, Peoria, Illinois

    David Weisleder

Authors
  1. Rogers E. Harry-O kuru
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  2. Terry A. Isbell
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  3. David Weisleder
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Harry-O kuru, R.E., Isbell, T.A. & Weisleder, D. Synthesis of estolide esters from cis-9-octadecenoic acid estolides. J Amer Oil Chem Soc 78, 219–223 (2001). https://doi.org/10.1007/s11746-001-0248-5

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  • DOI: https://doi.org/10.1007/s11746-001-0248-5

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