Evaluation of bio-based monomers from isosorbide used in the formulation of dental composite resins

• Published in: Journal of the mechanical behavior of biomedical materials 2019-12, Vol.100, p.103371-103371, Article 103371
• Main Authors: Herrera-González, Ana María, Pérez-Mondragón, Alma Antonia, Cuevas-Suárez, Carlos Enrique
• Format: Article
• Language: English
• Subjects: Bio-based; Composite resins; Diluent; Isosorbide; Photopolymerization
• ISSN: 1751-6161; 1878-0180
• DOI: 10.1016/j.jmbbm.2019.103371

The objective of this study was to synthesize two bio-based monomers from isosorbide, the bis(allylcarbonate) isosorbide (IBAC) and the bis(methacrylate) isosorbide (IBM), and to evaluate its effect as Bis-GMA diluents in the formulation of photopolymerizable dental composite resins. The chemical structure of both bio-based monomers was determinate by means H1 NMR, C13 NMR and FTIR spectroscopies. Experimental composites comprising Bis-GMA/IBAC or Bis-GMA/IBM were formulated using 65 %wt of silanized inorganic filler. Experimental materials were compared with a control composite formulated with Bis-GMA/TEGDMA. Double bond conversion, polymerization kinetics, volumetric shrinkage, water sorption, solubility, and flexural properties were investigated. The data were analyzed by one-way ANOVA and Tukey test (α = 0.05). Flexural strength of the experimental materials was similar to the control (p = 0.733). Bis-GMA/IBM achieved the highest values of elastic modulus (p = 0.135). Bis-GMA/IBAC composite achieved the highest values of degree of conversion, while the values of Bis-GMA/IBM composite were similar to the control (p > 0.05). There were no differences in the polymerization shrinkage of the composites, however, the polymerization stress of the experimental materials was lower (p