B Bahar Yeniad, A. Z. Albayrak, Nihan Celebi Olcum
Mar 15, 2008
Citations
1
Influential Citations
24
Citations
Journal
Journal of Polymer Science Part A
Abstract
Three novel phosphonated methacrylate monomers have been synthesized and studied for use in dental applications. Two of the monomers were synthesized from the reactions of glycidyl methacrylate (GMA) with (diethoxy-phosphoryl)-acetic acid (monomer 1) and (2-hydroxy-ethyl)-phosphonic acid dimethyl ester (monomer 2). These monomers showed high crosslinking tendencies during thermal bulk and solu- tion polymerizations. The third monomer (monomer 3) was prepared by the reaction of bisphenol A diglycidylether (DER) with (diethoxy-phosphoryl)-acetic acid and sub- sequent conversion of the resulting diol to the methacrylate with methacryloyl chlo- ride. The homopolymerization and copolymerization behaviors of the synthesized monomers were also investigated with glycerol dimethacrylate (GDMA), triethylene glycol dimethacrylate (TEGDMA), and 2,2-bis(4-(2-hydroxy-3-methacryloyloxy propy- loxy) phenyl) propane (bis-GMA) using photodifferential scanning calorimetry at 40 8C using 2,2 0 -dimethoxy-2-phenyl acetophenone (DMPA) as photoinitiator. Mono- mer 1 showed polymerization rate similar or greater than dimethacrylates studied here but with higher conversion. The maximum rate of polymerizations decreased in the following order: 1� TEGDMA>GDMAbis-GMA� 3>2. A synergistic effect in the rate of polymerization was observed during copolymerizations. V C 2008 Wiley Periodicals,