Preparation of low shrinkage methacrylate-based resin system without Bisphenol A structure by using a synthesized dendritic macromer (G-IEMA)

J Mech Behav Biomed Mater. 2014 Jul:35:1-8. doi: 10.1016/j.jmbbm.2014.03.012. Epub 2014 Mar 28.

Abstract

With the growing attention on estrogenic effect of Bisphenol A (BPA), the application of BPA derivatives like Bis-GMA in dental materials has also been doubted. In this research, new BPA free dental resin systems were prepared with synthesized dendritic macromer G-IEMA, UDMA, and TEGDMA. Physicochemical properties, such as double bond conversion, polymerization shrinkage, flexural strength and modulus, fracture energy, water sorption and solubility of BPA free resin formulations were investigated. Bis-GMA/TEGDMA resin system was used as a control. Results showed that the prepared BPA free resins could have higher double bond conversion, comparable or lower polymerization shrinkage and water sorption, and lower water solubility, when compared with Bis-GMA/TEGDMA resin. Though flexural strength and modulus of prepared BPA free polymers were lower than those of Bis-GMA/TEGDMA polymer, BPA free polymers had higher fracture energies and showed plastic deformation prior to fracture, all of these two phenomena showed that BPA free polymers in this research might have higher fracture toughness which would be good for the service life of dental materials.

Keywords: Bisphenol A free; Dendritic macromer; Dental resin; Synthesis; Volumetric shrinkage.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzhydryl Compounds / chemistry*
  • Biocompatible Materials / chemistry*
  • Bisphenol A-Glycidyl Methacrylate / chemistry
  • Dendrimers / chemistry*
  • Dental Materials / chemistry
  • Light
  • Methacrylates / chemical synthesis*
  • Methacrylates / chemistry
  • Phenols / chemistry*
  • Photochemical Processes
  • Polyethylene Glycols / chemistry
  • Polymers / chemistry
  • Polymethacrylic Acids / chemistry
  • Resins, Synthetic / chemical synthesis*
  • Resins, Synthetic / chemistry
  • Solubility
  • Spectroscopy, Fourier Transform Infrared
  • Time Factors

Substances

  • 1,6-bis(methacroyloxy-2-ethoxycarbonylamino)-2,4,4-trimethylhexane
  • Benzhydryl Compounds
  • Biocompatible Materials
  • Dendrimers
  • Dental Materials
  • Methacrylates
  • Phenols
  • Polymers
  • Polymethacrylic Acids
  • Resins, Synthetic
  • triethylene glycol dimethacrylate
  • Polyethylene Glycols
  • Bisphenol A-Glycidyl Methacrylate
  • bisphenol A