Photopolymerizable multifunctional monomers and their evaluation as reactive Bis‐GMA eluents |
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| Authors: | J. Abraham González‐López Carlos E. Cuevas‐Suárez Alma Antonia Pérez‐Mondragón M. Lydia Berlanga Duarte Ana M. Herrera‐González |
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| Affiliation: | 1. Laboratorio de Polímeros, Instituto de Ciencias Básicas e Ingeniería, Universidad Autónoma del Estado de Hidalgo, Carretera Pachuca‐Tulancingo Km. 4.5 Colonia Carboneras, Mineral de la Reforma Hidalgo, C.P., México;2. área Académica de Odontología, Instituto de Ciencias de la Salud, Universidad Autónoma del Estado de Hidalgo, Circuito ex–Hacienda la Concepción Km. 1.5 San Agustín Tlaxiaca, Hidalgo, C.P., México;3. Centro de Investigación en Química Aplicada, Boulevard Enrique Reyna 140, Saltillo, Coahuila, México |
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| Abstract: | Bis‐GMA {2,2‐bis[4‐(2′‐hydroxy‐3′‐methacryloyloxy‐propoxy)‐phenyl]‐propane}, TEGDMA <2‐{2‐[2‐(2‐methylprop‐2‐enoyloxy)ethoxy]ethoxy}ethyl‐2‐methylprop‐2‐enoate>, and methyl methacrylate (MMA) are some of the most commonly used monomers in the field of restorative dentistry. These compounds are characterized by having one or two terminal double bonds. Besides the effort to synthesize new monomers, several problems still affect the clinical behavior of contemporary dental materials. In this work, two monomers with three terminal double bonds, 5A13DA and 5A13DMA, were synthesized. Both monomers were used to completely replace TEGDMA as reactive diluent of photopolymerizable dental resin composites containing Bis‐GMA. The effects of 5A13DA and 5A13DMA on flexural properties, double bond conversion, water sorption, solubility, and polymerization shrinkage were evaluated. In addition, both monomers were evaluated as crosslinking agents for methylmethacrylate, resulting in copolymers with enhanced thermal stability. The results obtained suggest that newly synthesized monomers are potential substitutes for TEGDMA in the formulation of dental composites, providing 50% lower volumetric shrinkage than the composite resin used as control and adequate mechanical properties. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135, 46240. |
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| Keywords: | composites photochemistry resins |
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