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Mater Sci Eng C Mater Biol Appl. 2017 Mar 1;72:192-201. doi: 10.1016/j.msec.2016.11.050. Epub 2016 Nov 15.

Novel urethane-based polymer for dental applications with decreased monomer leaching.

Author information

1
Materials Chemistry and Sensors Laboratories, Department of Chemistry, Universidade Estadual de Maringá, Av. Colombo 5790, 87020-900 Maringá, Paraná, Brazil.
2
Biomaterials and Biomechanics, Oregon Health and Science University, 611 SW Campus Dr, Portland, OR 97239, USA.
3
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.

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 and 1H 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.

KEYWORDS:

Bisphenol A; Bisphenol A-glycidyl methacrylate; Composite resin; Methacrylates; Physicochemical phenomena; Urethane

PMID:
28024577
DOI:
10.1016/j.msec.2016.11.050
[Indexed for MEDLINE]

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