An ambient curable coating material based on the michael addition reaction of acetoacetylated castor oil and multifunctional acrylate

Abstract

In this work a novel ambient curable coating was synthesized based on the Michael addition reaction of acetoacetylated castor oil and a multifunctional acrylate. In the research, we used hexamethylene diacrylate as crosslinker to optimize the reaction conditions and found that a ratio of acetoacetylated castor oil to acrylate groups of 1:1.5 and a catalyst (DBU) loading of 2 wt % provided an appropriate curing time. The acetoacetylated castor oil was characterized by 1H NMR and 13C NMR spectroscopy and the obtained coating characterized by FTIR to confirm the functionalization reaction. The tensile strength, cross linking density, and thermal properties of the resulting thermosets were investigated by dynamic mechanical analysis (DMA), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA). Results demonstrated that the glass transition temperatures, tensile strength, and thermal degradation were significantly improved with higher cross-linking density. Moreover, we prepared films with different multifunctional acrylate cross-linkers and found that with the increase of cross-linking density, the swelling of the film rate decreased. Overall, thermosets made from Michael crosslinking technology provided a highly bio-based coating system.