Literature DB >> 21122904

Thiol-ene-methacrylate composites as dental restorative materials.

Jordan E Boulden1, Neil B Cramer, Kathleen M Schreck, Charles L Couch, Cora Bracho-Troconis, Jeffrey W Stansbury, Christopher N Bowman.   

Abstract

OBJECTIVES: The objective of this study was to evaluate composite methacrylate-thiol-ene formulations with varying thiol:ene stoichiometry relative to composite dimethacrylate control formulations. It was hypothesized that the methacrylate-thiol-ene systems would exhibit superior properties relative to the dimethacrylate control resins and that excess thiol relative to ene would further enhance shrinkage and conversion associated properties.
METHODS: Polymerization kinetics and functional group conversions were determined by Fourier transform infrared spectroscopy (FTIR). Volume shrinkage was measured with a linometer and shrinkage stress was measured with a tensometer. Flexural modulus and strength, depth of cure, water sorption and solubility tests were all performed according to ISO 4049.
RESULTS: All of the methacrylate-thiol-ene systems exhibited improvements in methacrylate conversion, flexural strength, shrinkage stress, depth of cure, and water solubility, while maintaining equivalent flexural modulus and water sorption relative to the dimethacrylate control systems. Increasing the thiol to ene stoichiometry resulted in further increased methacrylate functional group conversion and decreased volume shrinkage. Flexural modulus and strength, shrinkage stress, depth of cure, water sorption and solubility did not exhibit statistically significant changes with excess thiol. SIGNIFICANCE: Due to their improved overall functional group conversion and reduced water sorption, the methacrylate-thiol-ene formulations are expected to exhibit improved biocompatibility relative to the dimethacrylate control systems. Improvements in flexural strength and reduced shrinkage stress may be expected to result in composite restorations with superior longevity and performance.
Copyright © 2010 Academy of Dental Materials. Published by Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 21122904      PMCID: PMC3034791          DOI: 10.1016/j.dental.2010.11.001

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


  18 in total

1.  Aging studies of light cured dimethacrylate-based dental resins and a resin composite in water or ethanol/water.

Authors:  Irini D Sideridou; Maria M Karabela; Dimitris N Bikiaris
Journal:  Dent Mater       Date:  2006-11-21       Impact factor: 5.304

2.  Probing the origins and control of shrinkage stress in dental resin-composites: I. Shrinkage stress characterization technique.

Authors:  H Lu; J W Stansbury; S H Dickens; F C Eichmiller; C N Bowman
Journal:  J Mater Sci Mater Med       Date:  2004-10       Impact factor: 3.896

Review 3.  Factors involved in the development of polymerization shrinkage stress in resin-composites: a systematic review.

Authors:  Roberto R Braga; Rafael Y Ballester; Jack L Ferracane
Journal:  Dent Mater       Date:  2005-10       Impact factor: 5.304

4.  Effects of filler type and content on mechanical properties of photopolymerizable composites measured across two-dimensional combinatorial arrays.

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Journal:  Acta Biomater       Date:  2009-02-05       Impact factor: 8.947

5.  Oxygen inhibition in dental resins.

Authors:  M A Gauthier; I Stangel; T H Ellis; X X Zhu
Journal:  J Dent Res       Date:  2005-08       Impact factor: 6.116

Review 6.  Elution of leachable components from composites.

Authors:  J L Ferracane
Journal:  J Oral Rehabil       Date:  1994-07       Impact factor: 3.837

7.  Effects of various resin composite (co)monomers and extracts on two caries-associated micro-organisms in vitro.

Authors:  C Hansel; G Leyhausen; U E Mai; W Geurtsen
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Review 8.  Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis.

Authors:  Charles E Hoyle; Andrew B Lowe; Christopher N Bowman
Journal:  Chem Soc Rev       Date:  2010-02-09       Impact factor: 54.564

Review 9.  Thiol-ene click chemistry.

Authors:  Charles E Hoyle; Christopher N Bowman
Journal:  Angew Chem Int Ed Engl       Date:  2010-02-22       Impact factor: 15.336

10.  Investigation of thiol-ene and thiol-ene-methacrylate based resins as dental restorative materials.

Authors:  Neil B Cramer; Charles L Couch; Kathleen M Schreck; Jacquelyn A Carioscia; Jordan E Boulden; Jeffrey W Stansbury; Christopher N Bowman
Journal:  Dent Mater       Date:  2010-01       Impact factor: 5.304

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  17 in total

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Authors:  B M Fronza; I Y Rad; P K Shah; M D Barros; M Giannini; J W Stansbury
Journal:  J Dent Res       Date:  2019-05-03       Impact factor: 6.116

Review 2.  New Resins for Dental Composites.

Authors:  A P P Fugolin; C S Pfeifer
Journal:  J Dent Res       Date:  2017-07-21       Impact factor: 6.116

3.  Impact of thio-urethane additive and filler type on light-transmission and depth of polymerization of dental composites.

Authors:  André Luis Faria-E-Silva; Carmem Silvia Pfeifer
Journal:  Dent Mater       Date:  2017-08-12       Impact factor: 5.304

4.  Delayed photo-activation and addition of thio-urethane: Impact on polymerization kinetics and stress of dual-cured resin cements.

Authors:  André L Faria-E-Silva; Carmem S Pfeifer
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5.  Thio-urethane oligomers improve the properties of light-cured resin cements.

Authors:  Ataís Bacchi; Rafael L Consani; Gedalias C Martim; Carmem S Pfeifer
Journal:  Dent Mater       Date:  2015-03-01       Impact factor: 5.304

6.  Ester-free Thiol-X Resins: New Materials with Enhanced Mechanical Behavior and Solvent Resistance.

Authors:  Maciej Podgórski; Eftalda Becka; Shunsuke Chatani; Mauro Claudino; Christopher N Bowman
Journal:  Polym Chem       Date:  2015       Impact factor: 5.582

7.  Preparation of Dental Resins Resistant to Enzymatic and Hydrolytic Degradation in Oral Environments.

Authors:  Andres Gonzalez-Bonet; Gili Kaufman; Yin Yang; Christopher Wong; Abigail Jackson; George Huyang; Rafael Bowen; Jirun Sun
Journal:  Biomacromolecules       Date:  2015-09-23       Impact factor: 6.988

8.  Thio-urethanes improve properties of dual-cured composite cements.

Authors:  A Bacchi; A Dobson; J L Ferracane; R Consani; C S Pfeifer
Journal:  J Dent Res       Date:  2014-09-23       Impact factor: 6.116

Review 9.  Polymer-Based Direct Filling Materials.

Authors:  Carmem S Pfeifer
Journal:  Dent Clin North Am       Date:  2017-10

10.  Characterization of methacrylate-based composites containing thio-urethane oligomers.

Authors:  Atais Bacchi; Morgan Nelson; Carmem S Pfeifer
Journal:  Dent Mater       Date:  2016-01-04       Impact factor: 5.304

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