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

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.

A Guide through the Dental Dimethacrylate Polymer Network Structural Characterization and Interpretation of Physico-Mechanical Properties

“…It is located at around 1715-1720 cm −1 [18,29,90,91,101,104,112,114,118,119,125]. It should be noted, that this method produces underestimated DC values [90,91].…”

“…This is a band, referring to the bond, whose absorptivity in the monomer and in the polymer is unaffected by a polymerization [101]. The DC is then calculated according to the following general formula [18,29,83,85,[90][91][92][98][99][100][101]103,104,107,112,[114][115][116][117][118][119]125]:…”

Resin based restorative dental materials: characteristics and future perspectives

“…Bis-GMA consist of Bisphenol A (BPA) and glycidyl methacrylate [11]. BPA was first reported in 1891 by a Russian chemist Aleksandr P. Dianin through the chemical reaction shown in Fig.…”

Effect of Volume and Renewal of the Storage Media on the Release of Monomer from Dental Composites

“…Resin matrix usually consists of two oligomers: UDMA and BisGMA [3]. Bis-GMA was synthesized from bisphenol A (BPA) and glycidyl methacrylate (GMA) [4]. The release of monomers and additives can be harmful and might have adverse local or systemic effects.…”

“…The vast heterogeneity in the evaluation methods in different studies regarding the measurement of the released compounds from dental composites has had a considerable effect on the results of such studies. While a great number of analytic studies have been carried out, not using the standard means of measurement and varieties in presenting the results, prevent an accurate analysis of the quantity of the released monomers [1,4]. In other words, the amount of monomers released in the oral cavity cannot be precisely determined, rendering it more di cult to evaluate the possible risks of resin composites.…”