Gedalias C Martim1, Tiago R Detomini1, Ivânia T A Schuquel1, Eduardo Radovanovic1, Carmem S Pfeifer2, Emerson M Girotto3. 1. Departamento de Química, Universidade Estadual de Maringá, Av. Colombo 5790, 87020-900 Maringá, Paraná, Brazil. 2. Department of Restorative Dentistry, Oregon Health & Science University, Portland, OR 97239, USA. 3. Departamento de Química, Universidade Estadual de Maringá, Av. Colombo 5790, 87020-900 Maringá, Paraná, Brazil. Electronic address: emgirotto@uem.br.
Abstract
OBJECTIVES: To synthesize and characterize different molar weight urethane multimethacrylates with a single stage (one-pot) procedure. To prepare and characterize the properties of related composites. METHODS: Two methacrylate precursors were initially synthesized. Then, these precursors and the multimethacrylate system formed by their coupling were characterized by FTIR and (1)H NMR. The final product was used as a matrix (with TEGDMA and SiO2 silanized microparticles) in the preparation of composites and their physical and mechanical properties were compared to those of a bis-GMA-based resin. Water sorption and solubility measurements of the composites were also performed. RESULTS: FTIR and NMR suggested that the proposed synthesis route yields a mixture of mainly urethane-di, -tri, and tetramethacrylates. The composites presented low polymerization shrinkage (e.g. 1.88±0.08% for a resin with 70% of SiO2) and high flexural strength (e.g. 124.74±9.68 MPa for a resin with 65% of SiO2) when compared to the bis-GMA based resin and other composites found to date. Water sorption and solubility results show that the composites were deemed compliant with ISO 4049 requirements. SIGNIFICANCE: The mixture containing different molar weight of urethane multimethacrylates showed to be an excellent substitute for bis-GMA, achieving an equilibrium of properties (unlike reports elsewhere which show the enhancement of some parameters in detriment to others) and composites with low polymerization shrinkage, suitable microhardness and degree of conversion, and up to standard water sorption/solubility and flexural strength.
OBJECTIVES: To synthesize and characterize different molar weight urethane multimethacrylates with a single stage (one-pot) procedure. To prepare and characterize the properties of related composites. METHODS: Two methacrylate precursors were initially synthesized. Then, these precursors and the multimethacrylate system formed by their coupling were characterized by FTIR and (1)H NMR. The final product was used as a matrix (with TEGDMA and SiO2 silanized microparticles) in the preparation of composites and their physical and mechanical properties were compared to those of a bis-GMA-based resin. Water sorption and solubility measurements of the composites were also performed. RESULTS: FTIR and NMR suggested that the proposed synthesis route yields a mixture of mainly urethane-di, -tri, and tetramethacrylates. The composites presented low polymerization shrinkage (e.g. 1.88±0.08% for a resin with 70% of SiO2) and high flexural strength (e.g. 124.74±9.68 MPa for a resin with 65% of SiO2) when compared to the bis-GMA based resin and other composites found to date. Water sorption and solubility results show that the composites were deemed compliant with ISO 4049 requirements. SIGNIFICANCE: The mixture containing different molar weight of urethane multimethacrylates showed to be an excellent substitute for bis-GMA, achieving an equilibrium of properties (unlike reports elsewhere which show the enhancement of some parameters in detriment to others) and composites with low polymerization shrinkage, suitable microhardness and degree of conversion, and up to standard water sorption/solubility and flexural strength.