Synthesis and characterization of potential multifunctional methacrylate-based dental monomers

Abstract

We describe synthesis and characterization of a series of novel multifunctional methacrylate-based dental monomers. Triethanolamine was reacted with glycidyl methacrylate and methacryloyl chloride to produce a series of multifunctional methacrylate-end-capped compounds for conversion to quaternary ammonium fluoride monomers with decyl-substituted side-chain to afford antibacterial dental monomers. The chemical structure of all samples was characterized by Fourier-transform infrared and proton nuclear magnetic resonance (H-1 NMR) spectroscopies. The obtained monomers have potential to replace 2,2-bis[4-(2-hydroxy-3-methacryloyloxypropyl)phenyl]propane as base monomer of universal resin-based dental composites in presence of diluting monomer (e.g., triethylene glycol dimethacrylate) due to their multifunctionality as well as possible antibacterial activity.