UV-curable cycloaliphatic epoxide based on modified linseed oil: Synthesis, characterization and kinetics

Linseed oil was derivatized with 1,3-butadiene via a Diels-Alder reaction. The cycloaddition adduct was then epoxidized using a hydrogen peroxide/quaternary ammonium tetrakis(diperoxotungsto) phosphate system. The cyclohexene derivatized linseed oil (CLO) and the epoxidized cyclohexene derivatized linseed oil (ECLO) were characterized by H-1 NMR, (CNMR)-C-13, and FT-IR. In addition, 2DNMR measurements (COSY) were performed on CLO and ECLO to identify the cyclohexyl structures. Molecular weight was determined by ESI-MS and GPC. The ECLO was photopolymerized using UV-light, and the kinetics of the photocuring reactions was evaluated by real-time FT-IR and photoDSC. All the characterizations supported the successful introduction of cyclohexyl structure to the backbone of linseed oil directly and indirectly. Real-time FT-IR and photo-DSC indicated the slightly improved reactivity of ECLO.