Synthesis and photopolymerizations of phosphate-containing acrylate/(di)methacrylate monomers from 3-(acryloyloxy)-2-hydroxypropyl methacrylate

Novel phosphorus-containing acrylate/(di)methacrylate monomers based on 3-(acryloyloxy)-2-hydroxypropyl methacrylate (AHM) were prepared by two different methods. The first method involved reaction of AHM with diethylchlorophosphate to produce a phosphate-containing acrylate/methacrylate monomer followed by Michael addition of this monomer with dihexyl amine. In the second method, a hydroxyl-containing dimethacrylate monomer was prepared via Michael addition of hydroxyl amine to AHM followed by its reaction with diethylchlorophosphate. The photopolymerization kinetics of the synthesized monomers were investigated using a differential scanning calorimeter. It was shown that changing the monomer structure allows control of polymerization reactivity and new phosphorus-containing polymers can be obtained.