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Chemoenzymatic Route to Renewable Thermosets Based on a Suberin Monomer
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
KTH, School of Biotechnology (BIO), Industrial Biotechnology.
KTH, School of Biotechnology (BIO), Biochemistry (closed 20130101).
KTH, School of Biotechnology (BIO), Industrial Biotechnology.ORCID iD: 0000-0002-2993-9375
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2013 (English)In: Journal of renewable materials, ISSN 2164-6341, Vol. 1, no 2, 124-140 p.Article in journal (Refereed) Published
Abstract [en]

The present study describes the use of an epoxy functional fatty acid, 9,10-epoxy-18-hydroxyoctadecanoic acid (EFA), extracted from birch (Betula pendula) outer bark to produce thermosets. The purified epoxy fatty acid was polymerized by enzyme-catalyzed polycondensation utilizing Candida antarctica lipase B (CalB) to form oligomers with targeted degrees of polymerization (DP) of 3, 6, and 9 and obtained DPs of 2.3, 5.9 and 7.3, respectively. It was determined that it is possible to first enzymatically polymerize and aliphatically endcap the epoxy functional fatty acid resulting in controlled oligomer lengths while also maintaining the epoxy functionality for further reaction by main-chain homo-epoxy cationic photopolymerization. The enzymatic polymerized oligomers were characterized in terms of conversion of the residual epoxy groups (FT-IR), the thermal properties (DSC, TGA) and the purity by MALDI-TOF and 1H-NMR. The amorphous thermoset films with varying degrees of crosslinking resulting from the cationically photopolymerized oligomers, were characterized in terms of their thermal properties and residual epoxy content (FT-IR ATR). The crosslinked polyesters formed insoluble, amorphous, and transparent films. This work demonstrates that thermoset films with designed properties can be effectively made with the use of forest products to reduce the petroleum-based plastics market.

Place, publisher, year, edition, pages
Scrivener Publishing LLC , 2013. Vol. 1, no 2, 124-140 p.
Keyword [en]
Suberin, natural epoxidized oils, enzyme-catalyzed polymerization, cationic photopolymerization
National Category
Polymer Chemistry
URN: urn:nbn:se:kth:diva-136322DOI: 10.7569/JRM.2012.634109ScopusID: 2-s2.0-84947215937OAI: diva2:675795

QC 20140626

Available from: 2013-12-04 Created: 2013-12-04 Last updated: 2014-06-26Bibliographically approved

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Rüdiger, ArneHendil-Forssell, PeterHedfors, CeciliaMartinell, MatsTrey, StacyJohansson, Mats
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Fibre and Polymer TechnologyIndustrial BiotechnologyBiochemistry (closed 20130101)Wallenberg Wood Science Center
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