Jasmine Sinha1, Adam Dobson1, Osamah Bankhar1, Maciej Podgórski2, Parag K Shah1, Sheryl L W Zajdowicz3, Abdulaziz Alotaibi1, Jeffrey W Stansbury4, Christopher N Bowman5. 1. Department of Chemical and Biological Engineering, University of Colorado Boulder, Boulder, CO, United States. 2. Department of Chemical and Biological Engineering, University of Colorado Boulder, Boulder, CO, United States; Department of Polymer Chemistry, Faculty of Chemistry, Maria Curie-Sklodowska University, Gliniana St. 33, Lublin 20-614, Poland. 3. Department of Biology, Metropolitan State University of Denver, PO Box 173362, Campus Box #53, Denver, CO 80217, United States. 4. Department of Chemical and Biological Engineering, University of Colorado Boulder, Boulder, CO, United States; Department of Craniofacial Biology, School of Dental Medicine, Anschutz Medical Campus, Aurora, CO, United States. 5. Department of Chemical and Biological Engineering, University of Colorado Boulder, Boulder, CO, United States. Electronic address: Christopher.bowman@colorado.edu.
Abstract
OBJECTIVE: To assess the performance of thiol Michael photocurable composites based on ester-free thiols and vinyl sulfonamides of varying monomer structures and varied filler loadings and to contrast the properties of the prototype composites with conventional BisGMA-TEGDMA methacrylate composite. METHODS: Synthetic divinyl sulfonamides and ester-free tetrafunctional thiol monomers were utilized for thiol-Michael composite development with the incorporation of thiolated microfiller. Polymerization kinetics was investigated using FTIR spectroscopy. Resin viscosities were assessed with rheometry. Water uptake properties were assessed according to standardized methods. Thermomechanical properties were analyzed by dynamic mechanical analysis. Flexural modulus/strength and flexural toughness were measured on a universal testing machine in three-point bending testing mode. RESULTS: The vinyl sulfonamide-based thiol-Michael resin formulation demonstrated a wide range of viscosities with a significant increase in the functional group conversion when compared to the BisGMA-TEGDMA system. The two different types of vinyl sulfonamide under investigation demonstrated significant differences towards the water sorption. Tertiary vinyl sulfonamide did not undergo visible swelling whereas the secondary vinyl sulfonamide composite swelled extensively in water. With the introduction of rigid monomer into the polymer matrix the glass transition temperature increased and so increased the toughness. Glassy thiol-Michael composites were obtained by ambient curing. SIGNIFICANCE: Employing the newly developed step-growth thiol-Michael resins in dental composites will provide structural uniformity, improved stability and lower water sorption.
OBJECTIVE: To assess the performance of thiol Michael photocurable composites based on ester-free thiols and vinyl sulfonamides of varying monomer structures and varied filler loadings and to contrast the properties of the prototype composites with conventional BisGMA-TEGDMA methacrylate composite. METHODS: Synthetic divinyl sulfonamides and ester-free tetrafunctional thiol monomers were utilized for thiol-Michael composite development with the incorporation of thiolated microfiller. Polymerization kinetics was investigated using FTIR spectroscopy. Resin viscosities were assessed with rheometry. Water uptake properties were assessed according to standardized methods. Thermomechanical properties were analyzed by dynamic mechanical analysis. Flexural modulus/strength and flexural toughness were measured on a universal testing machine in three-point bending testing mode. RESULTS: The vinyl sulfonamide-based thiol-Michael resin formulation demonstrated a wide range of viscosities with a significant increase in the functional group conversion when compared to the BisGMA-TEGDMA system. The two different types of vinyl sulfonamide under investigation demonstrated significant differences towards the water sorption. Tertiary vinyl sulfonamide did not undergo visible swelling whereas the secondary vinyl sulfonamide composite swelled extensively in water. With the introduction of rigid monomer into the polymer matrix the glass transition temperature increased and so increased the toughness. Glassy thiol-Michael composites were obtained by ambient curing. SIGNIFICANCE: Employing the newly developed step-growth thiol-Michael resins in dental composites will provide structural uniformity, improved stability and lower water sorption.
Authors: Robert Danso; Blake Hoedebecke; Kyumin Whang; Shayda Sarrami; Allen Johnston; Sam Flipse; Nancy Wong; H Ralph Rawls Journal: Dent Mater Date: 2018-08-01 Impact factor: 5.304
Authors: Hockin H K Xu; Janet B Quinn; Douglas T Smith; Joseph M Antonucci; Gary E Schumacher; Frederick C Eichmiller Journal: Biomaterials Date: 2002-02 Impact factor: 12.479
Authors: J David Eick; Shiva P Kotha; Cecil C Chappelow; Kathleen V Kilway; Gregory J Giese; Alan G Glaros; Charles S Pinzino Journal: Dent Mater Date: 2006-11-09 Impact factor: 5.304
Authors: Maciej Podgórski; Eftalda Becka; Mauro Claudino; Alexander Flores; Parag K Shah; Jeffrey W Stansbury; Christopher N Bowman Journal: Dent Mater Date: 2015-09-07 Impact factor: 5.304