Epoxy monomers derived from tung oil fatty acids and its regulable thermosets cured in two synergistic ways.
A novel biobased epoxy monomer with conjugated double bonds, glycidyl ester of eleostearic acid (GEEA) was synthesized from tung oil fatty acids and characterized by (1)H and (13)C NMR. Differential scanning calorimeter analysis (DSC) and Fourier transform infrared spectroscopy (FT-IR) were utilized to investigate the curing process of GEEA with dienophiles and anhydrides. DSC indicated that GEEA could cross-link with both dienophiles and anhydrides through Diels-Alder reaction and epoxy/anhydride ring-opening reaction. Furthermore, Diels-Alder cross-link was much more active than the ring-opening of epoxy and anhydride in the curing process. FT-IR also revealed that GEEA successively reacted with dienophiles and anhydrides in both cross-linking methods. Dynamic mechanical analysis and mechanical tensile testing were used to study the thermal and mechanical properties of GEEA cured by maleic anhydride, nadic methyl anhydride and 1,1'-(methylenedi-4,1-phenylene)bismaleimide. Due to the independence between the curing agents, dienophile and anhydride, a series of thermosetting polymers with various properties could be obtained by adjusting the composition of these two curing agents.
Institute of Chemical Industry of Forestry Products, CAF; Institute of Forest New Technology, CAF; National Engineering Lab for Biomass Chemical Utilization; Key Lab on Forest Chemical Engineering, SFA; and Key Lab of Biomass Energy and Material, Nanjing, Jiangsu 210042, China.
Kun
K
Huang
Zengshe
Z
Liu
Jinwen
J
Zhang
Shouhai
S
Li
Mei
M
Li
Jianling
J
Xia
Yonghong
Y
Zhou
D004852:Epoxy Compounds / Q000008:administration & dosage / Q000737:chemistry*; D005227:Fatty Acids / Q000737:chemistry*; D006801:Humans; D008042:Linolenic Acids / Q000737:chemistry; D008299:Maleic Anhydrides / Q000008:administration & dosage / Q000737:chemistry*; D010938:Plant Oils / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013499:Surface Properties; D013718:Tensile Strength
D004852:Epoxy Compounds; D005227:Fatty Acids; D008042:Linolenic Acids; D008299:Maleic Anhydrides; D010938:Plant Oils; D011108:Polymers; C020344:glycidyl ethers; C004934:eleostearic acid; C009612:tung oil