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Topics in Catalysis

, Volume 55, Issue 7–10, pp 518–523 | Cite as

A Highly Efficient Olefin Metathesis Process for the Synthesis of Terminal Alkenes from Fatty Acid Esters

  • Andrew Nickel
  • Thay Ung
  • Garik Mkrtumyan
  • Jane Uy
  • Choon Woo Lee
  • Diana Stoianova
  • Jason Papazian
  • Wen-Hao Wei
  • Allan Mallari
  • Yann Schrodi
  • Richard L. Pederson
Original Paper

Abstract

Recently, considerable attention has been focused on the use of olefin metathesis to convert oleochemicals into value-added products such as the bifunctional molecule methyl 9-decenoate, but the implementation of this process has been hampered by low ethenolysis efficiencies. We report herein the use of alpha olefins as ethylene surrogates in cross metathesis reactions with methyl oleate and soybean oil fatty acid methyl esters (soy FAME) resulting in considerable increases in catalyst efficiencies in the production of this promising chemical product. Additional gains in efficiency were realized by using a peroxide-scavenging feedstock pretreatment.

Keywords

Grubbs catalyst Metathesis Ethenolysis Alkenolysis Methyl oleate Soy FAME 

Notes

Acknowledgments

Financial support was provided by the DOE (DE-FG36-04GO14016), Cargill, Inc., and Elevance Renewable Sciences, Inc.

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Copyright information

© Springer Science+Business Media, LLC 2012

Authors and Affiliations

  • Andrew Nickel
    • 1
  • Thay Ung
    • 1
  • Garik Mkrtumyan
    • 1
  • Jane Uy
    • 1
  • Choon Woo Lee
    • 1
  • Diana Stoianova
    • 1
  • Jason Papazian
    • 1
  • Wen-Hao Wei
    • 1
  • Allan Mallari
    • 1
  • Yann Schrodi
    • 1
  • Richard L. Pederson
    • 1
  1. 1.Materia, IncPasadenaUSA

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