The strong brittleness and high viscosity of epoxy resin usually requires viscosity reduction and toughening to be applied. In this paper, glycidyl oleate (GO) was synthesized from oleic acid (OA) and epichlorohy-drin via two-step reaction in 50 L reactor, and used as a diluent and toughening agent for the modification of bisphenol A diglycidyl ether (DGEBA). The products were characterized by FT-IR, 1H NMR, potenti-ometric titrator and viscometer. The mechanical properties analyses show that the mechanical properties of the GO/DGEBA cured product are the best when the mass ratio of GO to DGEBA is 10%. The tensile strength and impact strength are 14.7% and 71.4% higher than those of pure DGEBA, respectively. The SEM results of the impact section show that the 10% GO/DGEBA cured product exhibited good ductile fracture characteristics. Differential scanning calorimetry (DSC) results indicate that the glass transition temperature (Tg) of the cured product decreases with the increase of GO content. Kinetic simulation of DGEBA/DDM and 10% GO/DGEBA/DDM curing systems are carried out by non-isothermal DSC method, and the results are in good agreement ?esták-Berggren model.