Literature DB >> 16046231

Investigations of step-growth thiol-ene polymerizations for novel dental restoratives.

Hui Lu1, Jacquelyn A Carioscia, Jeffery W Stansbury, Christopher N Bowman.   

Abstract

OBJECTIVES: The goal of this work was to investigate the feasibility of formulating novel dental restorative materials that utilize a step-growth thiol-ene photopolymerization. Particularly, we are aiming to significantly reduce the polymerization shrinkage and shrinkage stress while retaining adequate physical properties as compared to current dimethacrylatre-based systems.
METHODS: The thiol-ene system is composed of a 4:3 molar mixture of triallyl-1,3,5-triazine-2,4,6-trione (TATATO) and pentaerythritol tetramercaptopropionate (PETMP). The simultaneous measurement of shrinkage stress and functional group conversion was performed. Solvent extraction of unreacted monomers and dynamic mechanical analysis on the polymer networks that were formed were also studied. Flexural strength was measured for both filled and unfilled PETMP/TATATO and Bis-GMA/TEGDMA systems.
RESULTS: Photopolymerization of PETMP/TATATO occurs at a much higher rate, with the maximum polymerization rate six times faster, than Bis-GMA/TEGDMA cured under the identical conditions. The results from the simultaneous measurement of shrinkage stress and conversion showed that the onset of shrinkage stress coincides with the delayed gel point conversion, which is predicted to be 41% for the 3:4 stoichiometric PETMP/TATATO resin composition. The maximum shrinkage stress developed for PETMP/TATATO was about 0.4 MPa, which was only approximately 14% of the maximum shrinkage stress of the Bis-GMA/TEGDMA system. Adequate flexural strength and flexural modulus values were obtained for both filled and unfilled PETMP/TATATO systems. SIGNIFICANCE: The dramatically reduced shrinkage stress, increased polymerization rate, significance increased functional group conversion, and decreased leachable species are all benefits for the use-of thiol-ene systems as potential dental restorative materials.

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Year:  2005        PMID: 16046231     DOI: 10.1016/j.dental.2005.04.001

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


  47 in total

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Authors:  Devatha P Nair; Neil B Cramer; Timothy F Scott; Christopher N Bowman; Robin Shandas
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2.  SANS study of highly resilient poly(ethylene glycol) hydrogels.

Authors:  Erika M Saffer; Melissa A Lackey; David M Griffin; Suhasini Kishore; Gregory N Tew; Surita R Bhatia
Journal:  Soft Matter       Date:  2014-03-28       Impact factor: 3.679

3.  Hybrid Organic/Inorganic Thiol-ene-Based Photopolymerized Networks.

Authors:  Kathleen M Schreck; Diana Leung; Christopher N Bowman
Journal:  Macromolecules       Date:  2011-09-15       Impact factor: 5.985

4.  Polymers for 3D Printing and Customized Additive Manufacturing.

Authors:  Samuel Clark Ligon; Robert Liska; Jürgen Stampfl; Matthias Gurr; Rolf Mülhaupt
Journal:  Chem Rev       Date:  2017-07-30       Impact factor: 60.622

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.  Shrinkage / stress reduction and mechanical properties improvement in restorative composites formulated with thio-urethane oligomers.

Authors:  Atais Bacchi; Jonathan A Yih; Jacqueline Platta; Joseph Knight; Carmem S Pfeifer
Journal:  J Mech Behav Biomed Mater       Date:  2017-11-10

7.  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

8.  Thiol-ene functionalized siloxanes for use as elastomeric dental impression materials.

Authors:  Megan A Cole; Katherine C Jankousky; Christopher N Bowman
Journal:  Dent Mater       Date:  2014-02-16       Impact factor: 5.304

9.  Reduced shrinkage stress via photo-initiated copper(I)-catalyzed cycloaddition polymerizations of azide-alkyne resins.

Authors:  Han Byul Song; Nancy Sowan; Parag K Shah; Austin Baranek; Alexander Flores; Jeffrey W Stansbury; Christopher N Bowman
Journal:  Dent Mater       Date:  2016-08-11       Impact factor: 5.304

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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