Producción Científica Profesorado

Preparation and evaluation of a BisGMA-free dental composite resin based on a novel trimethacrylate monomer

Meléndez Rodríguez, Myriam


Pérez-Mondragón, A.A., Cuevas-Suárez, C.E., González-López, J.A., Trejo-Carbajal, N., Meléndez-Rodríguez, M., Herrera-González, A.M. Preparation and evaluation of a BisGMA-free dental composite resin based on a novel trimethacrylate monomer. Dent Mater. 2020 pii: S0109-5641(20)30039-7. doi: 10.1016/


Objective: The use of the BisGMA as base monomer in dental composites has been questioned because of bisphenol A (BPA) is used as raw material in its synthesis, and BPA possess estrogenic potential associated to several health problems. This study describes the synthesis of the trimethacrylate tris(4-hydroxyphenyl)methane triglycidyl methacrylate (TTM) monomer and evaluate its effect when used as base monomer in the formulation of experimental photopolymerizable composite resins. Methods: The TTM monomer was synthesized by a nucleophilic acyl substitution. Its chemical structure was confirmed via 1H and 13C NMR spectroscopy and FTIR spectroscopy. Experimental composite resins were formulated by mixing TTM, triethyleneglycol dimethacrylate (TEGDMA) and inorganic fillers. A BisGMA/TEGDMA based composite resin was prepared and used as control to compare several physicochemical properties. Cell viability assay was used for cytotoxicity evaluation. Results: TTM was successfully synthesized with quantitative yields. The results showed that the TTM-based composite resin had similar values of flexural strength, elastic modulus, degree of conversion and polymerization shrinkage than the control (p > 0.05). Water sorption and solubility were statistically significantly higher than the control (p < 0.05), however they complied the requirements stablished by the ISO 4049. Finally, this study shows there were no statistically significant differences for the biocompatibility outcomes (p = 0.345). Significance: TTM monomer could be potentially useful in the formulation of BisGMA free composite resins, which could mean to minimize the human exposure to BPA.

Producto de Investigación

Artículos relacionados

Quirogane, Prenopsane, and Patzcuarane Skeletons Obtained by Photochemically Induced Molecular Rearr...

Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2

Synthesis of Indolylindolines Mediated by tert-BuNH2

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

First Total Synthesis of ()-Flustraminol B

Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives

Transesterifications mediated by t-BuNH2

Mechanisticstudies of the photochemicalrearrangement of 1-oxolongipin-2-ene derivatives

Preparation of 3-hydroxyoxindoles with dimethyldioxirane and their use for the synthesis of naturalp...

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii