Synthesis and photopolymerization of multifunctional methacrylates derived from Bis-GMA for dental applications

✍ Scribed by Kwang-Duk Ahn; Chan-Moon Chung; Young-Ha Kim

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 136 KB
• Volume: 71
• Category: Article
• ISSN: 0021-8995
• DOI: 10.1002/(sici)1097-4628(19990321)71:12<2033::aid-app13>3.0.co;2-i

✦ Synopsis

Two multimethacrylates having three methacrylate groups (BPA-3M) and four methacrylate groups (BPA-4M) have been prepared by reacting hydroxyl groups of 2,2-bis[4-(2Ј-hydroxy-3Ј-methacryloyloxypropoxy)phenyl]propane (Bis-GMA) with methacryloyl chloride. BPA-3M and BPA-4M have much lower viscosities than the starting Bis-GMA, because they have only one or no hydroxyl group. Photopolymerizations of the multifunctional methacrylates were conducted by exposure to visible light using camphorquinone and 2-(N,N-dimethylamino)ethyl methacrylate as a photoinitiating system. High conversions Ͼ50% resulted from photopolymerization of BPA-3M, whereas Bis-GMA showed lower conversions under the same condition, implying better mechanical properties for the composite resins made from BPA-3M. BPA-4M showed much lower conversions in the photopolymerization condition. Water sorption of the photocured composite of BPA-3M containing 50 wt % of inorganic fillers was found to be 0.15%, which is only one-tenth of the commercial Bis-GMA composite.