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Enzymatic Synthesis and Crosslinking of Novel High Molecular Weight Polyepoxyricinoleate
Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan
* Author to whom correspondence should be addressed.
Received: 9 January 2012; in revised form: 24 January 2012 / Accepted: 30 January 2012 / Published: 10 February 2012
Abstract: Methyl epoxyricinoleate was prepared in high yield by the lipase-catalyzed epoxidation of methyl ricinoleate with H2O2. A high molecular weight polyepoxyricinoleate (PER) with a maximum weight average molecular weight (Mw) of 272,000 was enzymatically prepared by the polycondensation of methyl epoxyricinoleate using immobilized lipase from Burkholderia cepacia (lipase PS-IM) in bulk at 80 °C for 5 d. PER showed good low temperature fluidability. PER was readily cured by maleic anhydride (MA) at 80 °C to produce a chloroform-insoluble PER-MA film. Both the glass transition temperature and Young’s modulus increased with increasing MA content and PER Mw. In contrast, the elongation at break decreased with increasing MA content and PER Mw. Methyl epoxyricinoleate, PER and PER-MA showed biodegradability by activated sludge, and that of the PER-MA film decreased with increasing MA content.
Keywords: enzyme-catalyzed epoxidation; enzyme-catalyzed polymerization; biobased elastomer; green polymer; ricinoleic acid; epoxyricinoleic acid; polyepoxyricinoleate
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MDPI and ACS Style
Kazariya, A.; Matsumura, S. Enzymatic Synthesis and Crosslinking of Novel High Molecular Weight Polyepoxyricinoleate. Polymers 2012, 4, 486-500.
Kazariya A, Matsumura S. Enzymatic Synthesis and Crosslinking of Novel High Molecular Weight Polyepoxyricinoleate. Polymers. 2012; 4(1):486-500.
Kazariya, Ayaki; Matsumura, Shuichi. 2012. "Enzymatic Synthesis and Crosslinking of Novel High Molecular Weight Polyepoxyricinoleate." Polymers 4, no. 1: 486-500.