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

Mylène Stemmelen (1) , Vincent Lapinte (1) , Jean-Pierre Habas (1) , Jean-Jacques Robin (1)

1 ICGM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier

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 (FAl-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 FTIR and 1 H NMR spectroscopies, and the crosslinking of epoxidized linseed oil (ELO) with AFA was investigated using differential scanning calorimetry (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.

Mots clés: Epoxy resin; Fatty amine; Thiol-ene coupling; Vegetable oil

Domaines: Polymères

Mylène Stemmelen, Vincent Lapinte, Jean-Pierre Habas, Jean-Jacques Robin. Plant oil-based epoxy resins from fatty diamines and epoxidized vegetable oil. European Polymer Journal, 2015, 68, pp.536-545. ⟨10.1016/j.eurpolymj.2015.03.062⟩. ⟨hal-01162088⟩