Analysis of the Degradation of a Model Dental Composite

Dental composites undergo material property changes during exposure to the oral environment and may release compounds of potential toxicity, such as bisphenol A. Degradation of dental composites was studied in a simplified overlayer model in which bisphenol A diglycidyl methacrylate (BisGMA) was cov...

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Bibliographic Details
Published inJournal of dental research Vol. 87; no. 7; pp. 661 - 665
Main Authors Koin, P.J., Kilislioglu, A., Zhou, M., Drummond, J.L., Hanley, L.
Format Journal Article
LanguageEnglish
Published United States SAGE Publications 01.07.2008
SAGE PUBLICATIONS, INC
Subjects
Benzhydryl Compounds
Bisphenol A-Glycidyl Methacrylate - analysis
Chromatography, High Pressure Liquid
Composite Resins - chemistry
Dental Restoration Wear
Dental Stress Analysis
Glass Ionomer Cements - chemistry
Mass Spectrometry
Phenols - analysis
Time Factors
Water - chemistry
dental composite
liquid chromatography mass spectrometry
degradation
hydrolysis
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Summary:Dental composites undergo material property changes during exposure to the oral environment and may release compounds of potential toxicity, such as bisphenol A. Degradation of dental composites was studied in a simplified overlayer model in which bisphenol A diglycidyl methacrylate (BisGMA) was covalently bound to a porous silicon oxide surface. It was hypothesized that the chemical structure of this overlayer would allow release of bisphenol A, BisGMA, and the decomposition products thereof, upon exposure to water for an extended period. Liquid chromatography mass spectrometry found leaching of intact BisGMA and several degradation products that contained the bisphenol A moiety from the overlayer into distilled water after 2 wks of aging. The absence of bisphenol A release from the overlayer reduces concerns regarding its potential health risk in dental composites. Nevertheless, health concerns might arise with respect to BisGMA and the leached degradation products, since they all contain the bisphenol A moiety. Abbreviations: BisGMA, bisphenol A diglycidyl methacrylate; HPLC, high-performance liquid chromatography; LCMS, liquid chromatography mass spectrometry; MA, methacrylic acid; MPS, 3-(trimethoxysilyl) propyl methacrylate; m/z, mass-to-charge ratio; and TIC, total ion chromatogram.
ISSN:0022-0345
1544-0591
DOI:10.1177/154405910808700712