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United States Department of Agriculture

Agricultural Research Service

Research Project: FUNCTIONALIZATION OF VEGETABLE OILS FOR USE IN THE POLYMER, OLEOCHEMICAL, AND LUBRICANT INDUSTRIES

Location: Bio-oils Research Unit

Title: An epoxy monomer derived from Tung oil fatty acids and its products cured by two synergistic reactions

Authors
item Huang, Kun -
item Liu, Zengshe
item Zhang, J -
item Li, S -
item Li, M -
item Xia, J -
item Zhou, Y -

Submitted to: Pacific Polymer Conference Proceedings
Publication Type: Proceedings
Publication Acceptance Date: July 31, 2013
Publication Date: November 17, 2013
Citation: Huang, K., Liu, Z., Zhang, J.W., Li, S.H., Li, M., Xia, J.L., Zhou, Y.H. 2013. An epoxy monomer derived from Tung oil fatty acids and its products cured by two synergistic reactions. In: Proceedings of the 13th Pacific Polymer Conference, November 17-22, 2013, Kaoshiung, Taiwan. p. 8-004.

Technical Abstract: A new bio-based epoxy monomer containing conjugated double bonds, the glycidyl ester of eleostearic acid (GEEA), was synthesized from tung oil fatty acids. It was characterized using 1H-NMR, 13C-NMR and mass spectrometric analysis. Differential scanning calorimetry (DSC) and FT-IR spectroscopy were utilized to investigate the progress of the reaction of GEEA when it was cured by both dienophiles and/or anhydrides. DSC indicated that GEEA could crosslink with both co-reactants through Diels-Alder reaction and epoxy/anhydride ring-opening reaction. The Diels-Alder crosslink was more active than the ring-opening reaction. FT-IR also confirmed the DSC finding of two crosslinking reaction mechanisms. Dynamic mechanical analysis and tensile tests were used to study the thermal and mechanical properties of GEEA cured with maleic anhydride, nadic methyl anhydride, and 1,1'-(methylenedi-4,1-phenylene)bismaleimide, respectively. Due to the differences between the curing agents, a series of thermosetting polymers with various properties could be obtained by varying their proportion in the mixture.

Last Modified: 4/19/2014
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