Synthesis and Application of UV-curable Phosphorous-Containing Acrylated Epoxidized Soybean Oil-based Resins

A novel phosphorous-containing acrylated epoxidized soybean oil-based(P-AESO)resin was developed via the ring-opening reaction of epoxidized soybean oil(ESO)with diphenylphosphinic chloride(DPPC),followed by acrylation of the resulting groups.The chemical structure was characterized by Fourier transform infrared spectroscopy(FT-IR),and ^(1)H nuclear magnetic resonance(^(1)H NMR).Subsequently,the viscosity and volumetric shrinkage of the obtained P-AESO resins were studied.Then the oligomer was formulated into UV-curable coatings,and the mechanical,thermal,and coating properties of the resulting UV-cured bioresins were studied by tensile testing,dynamic mechanical thermal analysis(DMA),thermogravimetric analysis(TGA)coupled with FT-IR spectroscopy(TGA-FT-IR),hardness,adhesion,pencil hardness and chemical resistance.Furthermore,the UV-curing behavior of the P-AESO resin was determined by real-time realtime infrared(RT-IR).Meanwhile,compared with coating from acrylated epoxidized soybean oil(AESO),the P-AESO system coatings showed better volumetric shrinkage,excellent adhesion,and enhanced thermal and glass transition temperature(Tg)while maintaining reasonably final C=C conversions and cross-link density.For instance,the obtained P-AESO/trimethylolpropanetriacrylate(TMPTA)20 material possessed a volumetric shrinkage of 4.1%,Tg of 115.6℃,char yield of 9.47%,and final C=C conversions of 81.4%respectively,which exhibited superior values than that of the AESO/TMPTA20 material.The improvement of the P-AESO coating performances could contribute to the architectures that combined the structural features of phosphorous-containing rigid benzene.The developed P-AESO resin is promising for applications in the UV-curable coatings.