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

doi:10.1007/s10529-013-1162-1

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

Bioproducts and Biosystems Engineering

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

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.

Original language	English (US)
Pages (from-to)	887-890
Number of pages	4
Journal	Biotechnology Letters
Volume	35
Issue number	6
DOIs	https://doi.org/10.1007/s10529-013-1162-1
State	Published - Jun 2013

Bibliographical note

Funding Information:
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).

Keywords

Epoxy stearic acid
Fatty acid
Lipase
Monomer
Oleic acid
Polymer

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title = "Enzymatic synthesis of oleic acid-based epoxy monomer for the production of value added polymers",

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",

author = "Shida Miao and Nicholas Callow and Songping Zhang and Zhiguo Su and Ping Wang and Youyan Liu",

note = "Funding Information: 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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AU - Miao, Shida

AU - Callow, Nicholas

AU - Zhang, Songping

AU - Su, Zhiguo

AU - Wang, Ping

AU - Liu, Youyan

N1 - Funding Information: 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).

PY - 2013/6

Y1 - 2013/6

N2 - 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.

AB - 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.

KW - Epoxy stearic acid

KW - Fatty acid

KW - Lipase

KW - Monomer

KW - Oleic acid

KW - Polymer

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JO - Biotechnology Letters

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

Abstract

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Keywords

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