title: Novel urethane-based polymer for dental applications with decreased monomer leaching.
abstract: The aim of this study was to synthesize and characterize new multifunctional-urethane-methacrylate monomers to be used as the organic matrix in restorative dental composites, and evaluate the main physical-chemical properties of the resulting material. Bis-GMA (bisphenol-A-diglycidylmethacrylate) and GDMA (glycerol dimethacrylate) were modified by reacting the hydroxyl groups with isocyanate groups of urethane-methacrylate precursors to result in the new monomeric systems U-(bis-GMA)-Mod and U-(GDMA)-Mod, U=Urethane and Mod=Modified. The modifications were characterized by FTIR and1H NMR. The final monomeric synthesized system was used to prepare dental resins and composites. The physical-chemical properties were evaluated and compared with those of bis-GMA composites with varying filler contents or unfilled resins. U-(bis-GMA)-Mod and U-(GDMA)-Mod can be used to prepare dental restorative composites, with some foreseeable advantages compared with bis-GMA composites. One significant advantage is that these composites have the potential to be less toxic, once they presented a reduction of 50% in leaching of unreacted monomers extracted by solvent.
authors.affiliation: Materials Chemistry and Sensors Laboratories, Department of Chemistry, Universidade Estadual de Maringá, Av. Colombo 5790, 87020-900 Maringá, Paraná, Brazil.
authors.forename: Gedalias C
authors.initials: GC
authors.lastname: Martim
authors.affiliation: Biomaterials and Biomechanics, Oregon Health and Science University, 611 SW Campus Dr, Portland, OR 97239, USA.
authors.forename: Carmem S
authors.initials: CS
authors.lastname: Pfeifer
authors.affiliation: Materials Chemistry and Sensors Laboratories, Department of Chemistry, Universidade Estadual de Maringá, Av. Colombo 5790, 87020-900 Maringá, Paraná, Brazil. Electronic address: emgirotto@uem.br.
authors.forename: Emerson M
authors.initials: EM
authors.lastname: Girotto
mesh_terms: D017438:Bisphenol A-Glycidyl Methacrylate / Q000737:chemistry; D003764:Dental Materials / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008689:Methacrylates / Q000737:chemistry; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D012995:Solubility; D017550:Spectroscopy, Fourier Transform Infrared; D014520:Urethane / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D003764:Dental Materials; D008689:Methacrylates; D011108:Polymers; D014867:Water; D014520:Urethane; D017438:Bisphenol A-Glycidyl Methacrylate
keywords: Bisphenol A; Bisphenol A-glycidyl methacrylate; Composite resin; Methacrylates; Physicochemical phenomena; Urethane