Preparation of a Bis-GMA-Free Dental Resin System with Synthesized Fluorinated Dimethacrylate Monomers

Int J Mol Sci. 2016 Dec 1;17(12):2014. doi: 10.3390/ijms17122014.

Abstract

With the aim of reducing human exposure to Bisphenol A (BPA) derivatives in dentistry, a fluorinated dimethacrylate monomer was synthesized to replace 2,2-bis[4-(2-hydroxy-3-methacryloy-loxypropyl)-phenyl]propane (Bis-GMA) as the base monomer of dental resin. After mixing with reactive diluent triethyleneglycol dimethacrylate (TEGDMA), fluorinated dimethacrylate (FDMA)/TEGDMA was prepared and compared with Bis-GMA/TEGDMA in physicochemical properties, such as double bond conversion (DC), volumetric shrinkage (VS), water sorption (WS) and solubility (WSL), flexural strength (FS) and modulus (FM). The results showed that, when compared with Bis-GMA based resin, FDMA-based resin had several advantages, such as higher DC, lower VS, lower WS, and higher FS after water immersion. All of these revealed that FDMA had potential to be used as a substitute for Bis-GMA. Of course, many more studies, such as biocompatibility testing, should be undertaken to prove whether FDMA could be applied in clinic.

Keywords: Bis-GMA free; dental resin; fluorinated dimethacrylate; physicochemical properties.

MeSH terms

  • Benzhydryl Compounds / chemistry
  • Benzhydryl Compounds / therapeutic use
  • Biocompatible Materials / chemical synthesis
  • Biocompatible Materials / chemistry*
  • Biocompatible Materials / therapeutic use
  • Composite Resins / chemical synthesis
  • Composite Resins / chemistry
  • Dental Materials / chemical synthesis
  • Dental Materials / chemistry*
  • Dental Materials / therapeutic use
  • Halogenation
  • Humans
  • Phenols / chemistry
  • Phenols / therapeutic use
  • Polyethylene Glycols / chemical synthesis
  • Polyethylene Glycols / chemistry*
  • Polymethacrylic Acids / chemical synthesis
  • Polymethacrylic Acids / chemistry*
  • Resins, Synthetic / chemical synthesis
  • Resins, Synthetic / chemistry*
  • Resins, Synthetic / therapeutic use
  • Solubility
  • Water / chemistry

Substances

  • Benzhydryl Compounds
  • Biocompatible Materials
  • Composite Resins
  • Dental Materials
  • Phenols
  • Polymethacrylic Acids
  • Resins, Synthetic
  • Water
  • triethylene glycol dimethacrylate
  • Polyethylene Glycols
  • bisphenol A