Plant oil-based epoxy resins from fatty diamines and epoxidized vegetable oil

被引:70
作者
Stemmelen, Mylene [1 ]
Lapinte, Vincent [1 ]
Habas, Jean-Pierre [1 ]
Robin, Jean-Jacques [1 ]
机构
[1] Univ Montpellier 2, Inst Charles Gerhardt Montpellier, Equipe Ingn & Architectures Macromol, CNRS,ENSCM,UMR5253,UM1, F-34095 Montpellier 5, France
关键词
Epoxy resin; Fatty amine; Thiol-ene coupling; Vegetable oil; FREE-RADICAL ADDITION; SOYBEAN OIL; KINETICS; POLYMERS; ROUTES; PHOTOPOLYMERIZATIONS; POLYOLS; ACID;
D O I
10.1016/j.eurpolymj.2015.03.062
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Herein, the synthesis of vegetable oil-derived diamines by thiol-ene coupling (TEC) using cysteamine hydrochloride is reported. Despite the amine group in cysteamine that is unfavorable to TEC, fatty allylamide (FM-A) provides an aminated fatty amide (AFA). Due to other diamides, the influence of the fatty structure on the TEC reactivity was demonstrated. The structures were characterized using FFIR and H-1 NMR spectroscopies, and the crosslinking of epoxidized linseed oil (ELO) with AFA was investigated using differential scanning calorimetly (DSC) and dynamic rheometry. The thermomechanical behavior of the plant oil-based thermoset was also characterized and compared to a commercial diamine based on a fatty dimer structure and a branched polyamine prepared from grapeseed oil. Finally, the beneficial effect of oxidation of the epoxy resin on the thermomechanical properties is highlighted. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:536 / 545
页数:10
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