A polymerizable difunctional photoinitiator featuring a bio-based group and its photoinitiating properties

A polymerizable difunctional photoinitiator 2-methylene-succinic acid bis-{2-[4-(2-hydroxy-2-methylpropionyl)phenoxy]ethyl} ester (IAHHMP) based on the commercial photoinitiator 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropanone (HHMP) and a biorenewable itaconic acid is synthesized by esterification. The structure is confirmed by ultraviolet spectroscopy, Fourier transform infrared spectroscopy, nuclear magnetic resonance spectroscopy ( 1 H NMR, 13 C NMR) and thermogravimetric analysis. The photopolymerization behaviour of the photoinitiator is investigated using photo-differential scanning calorimetry and compared with that of two commercial photoinitiators, HHMP (or photoinitiator 2959) and 1-hydroxycyclohexyl phenyl ketone (or photoinitiator 184). The results show that IAHHMP has a strong UV absorption capacity at 245~300 nm and can initiate polymerization of monomers containing a double bond. The relative migration of IAHHMP is less than that of the systems containing an HHMP or 1-hydroxycyclohexyl phenyl ketone photoinitiator. Therefore, IAHHMP is expected to have potential applications in more environmentally friendly materials, such as in food and medical packaging.