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Analysis of the Interactions of a Trialkoxysilane With Dental Monomers by MALDI-TOF Mass Spectrometry

Published

Author(s)

M Farahani, Joseph M. Antonucci, Kathleen M. Flynn

Abstract

Depending on the chemical structure of the dental monomer, 3-methacryloxypropyltrimethoxysilane (MPTMS) and other trialkoxysilanes were shown by infrared spectroscopy to undergo two types of reactions in the presence of methacrylic monomers commonly used in the preparation of polymeric dental materials. With hydroxylated monomers such as 2,2-bis [p-(2 -hydroxy-3 methacryloxypropoxy)phenyl]propane (bis-GMA), MPTMS appears to form complex silyl ethers by exchange reactions involving the hydroxyl groups of bis-GMA. Because of the ubiquitous presence of water in bis- GMA, MPTMS also can form oligomeric silsesquioxanes by a series of hydrolysis-condensation reactions. As expected, when MPTMS was heated with non-hyroxylated monomers, e.g., ethoxylated bisphenol dimethacrylates (EBPADMA) and a diurethane dimethacrylate (UDMA), only silsesquioxane formation was observed.In this study the reaction of MPTMS and other silanes with bis-GMA, EBPADMA, UDMA and other dental monomers was investigated by matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) Mass Spectrometry. Generally, the mass spectral results were in agreement with those found by infrared analysis. Supported by National Institute of Dental and Craniofacial Research/National Institute of Standards and Technology (NIDCR/NIST) interagency agreement YI-DE-1021-04.
Citation
Journal of the American Chemical Society

Keywords

dental monomer, MALDI-TOF, mass spectromctry, oligomers, silane agent, silsequioxanes

Citation

Farahani, M. , Antonucci, J. and Flynn, K. (2004), Analysis of the Interactions of a Trialkoxysilane With Dental Monomers by MALDI-TOF Mass Spectrometry, Journal of the American Chemical Society (Accessed February 20, 2024)
Created August 1, 2004, Updated February 17, 2017