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Synthesis of a novel tertiary amine containing urethane dimethacrylate monomer (UDMTA) and its application in dental resin

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Abstract

A novel tertiary amine containing urethane dimethacrylate monomer UDMTA was synthesized with the aim of replacing Bis-GMA as one component of dental restorative materials. The structure of UDMTA was confirmed by FT-IR and 1H-NMR spectra. UDMTA was incorporated into Bis-GMA/TEGDMA (50 wt%/50 wt%) resin system to replace Bis-GMA partly and totally. Double bond conversion, polymerization volumetric shrinkage, water sorption and solubility, flexural strength and modulus of UDMTA containing resin formulations were studied with neat Bis-GMA/TEGDMA resin formulation as a reference. Results showed that UDMTA could be used as a coinitiator in photocurable dental resin, UDMTA containing resin had higher double bond conversion and lower polymerization shrinkage than that of Bis-GMA/TEGDMA resin, and the UDMTA containing copolymer had higher flexural strength and flexural modulus than Bis-GMA/TEGDMA copolymer. When UDMTA was used to replace more than 25 wt% of Bis-GMA, the obtained copolymer had higher water sorption and solubility. The optimized resin composition is by replacing 25 wt% of Bis-GMA in Bis-GMA/TEGDMA (50/50 by wt%), for the prepared resin had the best comprehensive properties.

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Acknowledgments

The study was supported by the Fundamental Research Funds for the Central Universities (2012ZB0004), China.

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Authors and Affiliations

  1. College of Materials Science and Engineering, South China University of Technology, Guangzhou, 510641, China

    Dongliang Liu, Fang Liu & Jingwei He

  2. Turku Clinical Biomaterials Centre-TCBC, University of Turku, Turku, 20520, Finland

    Jingwei He, Lippo V. J. Lassila & Pekka K. Vallittu

Authors
  1. Dongliang Liu
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  2. Fang Liu
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  3. Jingwei He
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  4. Lippo V. J. Lassila
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  5. Pekka K. Vallittu
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Correspondence to Jingwei He.

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Liu, D., Liu, F., He, J. et al. Synthesis of a novel tertiary amine containing urethane dimethacrylate monomer (UDMTA) and its application in dental resin. J Mater Sci: Mater Med 24, 1595–1603 (2013). https://doi.org/10.1007/s10856-013-4897-2

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  • DOI: https://doi.org/10.1007/s10856-013-4897-2

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