Biotechnology Letters

, Volume 35, Issue 6, pp 887–890 | Cite as

Enzymatic synthesis of oleic acid-based epoxy monomer for the production of value added polymers

  • Shida Miao
  • Nicholas Callow
  • Songping Zhang
  • Zhiguo Su
  • Ping Wang
  • Youyan Liu
Original Research Paper

Abstract

An oleic acid-based epoxy monomer was synthesized by reacting 2-hydroxyethyl acrylate with epoxy stearic acid and an immobilized lipase. NMR, electrospray ionization mass spectrometry and gel permeation chromatography were used to characterize the intermediates and products. 2-(Acryloyloxy) ethyl epoxy stearate was synthesized with a yield of 87 % w/w. After free radical polymerization, epoxy stearic acid-grafted epoxy polymer with molecular weight of 15,150 g/mol was obtained; the final yield was 81 % w/w.

Keywords

Epoxy stearic acid Fatty acid Lipase Monomer Oleic acid Polymer 

Notes

Acknowledgments

The authors thank support from the National Natural Science Foundation of China (Grant No. 20728607, 20706054, 20976180), 973 Program (2009CB724705) and 863 Project (2008AA10Z302). Dr. Y. Liu thanks support from Open Funding Project of the National Key Laboratory of Biochemical Engineering (No. 2010KF-15).

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Copyright information

© Springer Science+Business Media Dordrecht 2013

Authors and Affiliations

  • Shida Miao
    • 1
    • 2
  • Nicholas Callow
    • 2
  • Songping Zhang
    • 1
  • Zhiguo Su
    • 1
  • Ping Wang
    • 3
  • Youyan Liu
    • 4
  1. 1.National Key Laboratory of Biochemical EngineeringInstitute of Process Engineering, Chinese Academy of SciencesBeijingChina
  2. 2.Department of Chemical and Biomolecular EngineeringUniversity of AkronAkronUSA
  3. 3.Department of Bioproducts and Biosystems EngineeringBiotechnology Institute, University of MinnesotaSt. PaulUSA
  4. 4.Guangxi Key Laboratory of BiorefineryGuangxi UniversityNanningChina

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