Literature DB >> 20553973

Properties of methacrylate-thiol-ene formulations as dental restorative materials.

Neil B Cramer1, Charles L Couch, Kathleen M Schreck, Jordan E Boulden, Robert Wydra, Jeffrey W Stansbury, Christopher N Bowman.   

Abstract

OBJECTIVES: The objective of this study was to evaluate ternary methacrylate-thiol-ene systems, with varying thiol-ene content and thiol:ene stoichiometry, as dental restorative resin materials. It was hypothesized that an off-stoichiometric thiol-ene component would enhance interactions between the methacrylate and thiol-ene processes to reduce shrinkage stress while maintaining equivalent mechanical properties.
METHODS: Polymerization kinetics and functional group conversions were determined by Fourier transform infrared spectroscopy (FTIR). Cured resin mechanical properties were evaluated using a three-point flexural test, carried out with a hydraulic universal test system. Polymerization shrinkage stress was measured with a tensometer coupled with simultaneous real-time conversion monitoring.
RESULTS: The incorporation of thiol-ene mixtures as reactive diluents into conventional dimethacrylate resins previously was shown to combine synergistically advantageous methacrylate mechanical properties with the improved polymerization kinetics and reduced shrinkage stress of thiol-ene systems. In these systems, due to thiol consumption resultant from both the thiol-ene reaction and chain transfer involving the methacrylate polymerization, the optimum thiol:ene stoichiometry deviates from the traditional 1:1 ratio. Increasing the thiol:ene stoichiometry up to 3:1 results in systems with equivalent flexural modulus, 6-20% reduced flexural strength, and 5-33% reduced shrinkage stress relative to 1:1 stoichiometric thiol:ene systems. SIGNIFICANCE: Due to their improved overall functional group conversion, and shrinkage stress reduction while maintaining equivalent flexural modulus, methacrylate-thiol-ene resins, particularly those with excess thiol, beyond the conventional 1:1 thiol:ene molar ratio, yield superior dental restorative materials compared with purely dimethacrylate resins. Copyright 2010 Academy of Dental Materials. Published by Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20553973      PMCID: PMC2902458          DOI: 10.1016/j.dental.2010.04.005

Source DB:  PubMed          Journal:  Dent Mater        ISSN: 0109-5641            Impact factor:   5.304


  20 in total

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3.  Towards the elucidation of shrinkage stress development and relaxation in dental composites.

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Review 4.  Factors involved in the development of polymerization shrinkage stress in resin-composites: a systematic review.

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Review 5.  Polymerization shrinkage and polymerization shrinkage stress in polymer-based restoratives.

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  18 in total

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3.  Thiol-ene-methacrylate composites as dental restorative materials.

Authors:  Jordan E Boulden; Neil B Cramer; Kathleen M Schreck; Charles L Couch; Cora Bracho-Troconis; Jeffrey W Stansbury; Christopher N Bowman
Journal:  Dent Mater       Date:  2010-11-30       Impact factor: 5.304

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5.  Novel dental restorative materials having low polymerization shrinkage stress via stress relaxation by addition-fragmentation chain transfer.

Authors:  Hee Young Park; Christopher J Kloxin; Ahmed S Abuelyaman; Joe D Oxman; Christopher N Bowman
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7.  Reaction Kinetics and Reduced Shrinkage Stress of Thiol-Yne-Methacrylate and Thiol-Yne-Acrylate Ternary Systems.

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8.  Hexaarylbiimidazoles as visible light thiol-ene photoinitiators.

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9.  New urethane oligodimethacrylates with quaternary alkylammonium for formulating dental composites.

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