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Article

Enhancing Toughness and Reducing Volumetric Shrinkage for Bis-GMA/TEGDMA Resin Systems by Using Hyperbranched Thiol Oligomer HMDI-6SH

1
Department of Biomaterials Science and Turku Clinical Biomaterials Center-TCBC, Institute of Dentistry, University of Turku, 20520 Turku, Finland
2
School of Chemistry and Chemical Engineering, Lingnan Normal University, Zhanjiang 524048, China
3
College of Materials Science and Engineering, South China University of Technology, Guangzhou 510642, China
*
Author to whom correspondence should be addressed.
Academic Editor: Federica Bondioli
Materials 2021, 14(11), 2817; https://doi.org/10.3390/ma14112817
Received: 28 March 2021 / Revised: 16 May 2021 / Accepted: 22 May 2021 / Published: 25 May 2021
In order to improve the toughness and reduce polymerization shrinkage of traditional bisphenol A-glycidyl methacrylate (Bis-GMA)/triethylene glycol dimethacrylate (TEGDMA) based dental resin system, a hyperbranched thiol oligomer (HMDI-6SH) was synthesized via thiol-isocyanate click reaction using pentaerythritol tetra(3-mercaptopropionate (PETA) and dicyclohexylmethane 4,4′-diisocyanate (HMDI) as raw materials. Then HMDI-6SH was mixed with 1,3,5-Triallyl-1,3,5-Triazine-2,4,6(1H,3H,5H)-Trione (TTT) to prepare thiol-ene monomer systems, which were added into Bis-GMA/TEGDMA resins with different mass ratio from 10 wt% to 40 wt% to serve as anti-shrinking and toughening agent. The physicochemical properties of these thiol-ene-methacrylate ternary resins including functional groups conversion, volumetric shrinkage, flexural properties, water sorption, and water solubility were evaluated. The results showed that the incorporation of HMDI/TTT monomer systems into Bis-GMA/TEGDMA based resin could improve C=C double bond conversion from 62.1% to 82.8% and reduced volumetric shrinkage from 8.53% to 4.92%. When the mass fraction of HMDI/TTT monomer systems in the resins was no more than 20 wt%, the flexural strength of the resin was higher or comparable to Bis-GMA/TEGDMA based resins (p > 0.05). The toughness (it was measured from the stress–strain curves of three-point bending test) of the resins was improved. Water sorption and water solubility tests showed that the hydrophobicity of resin was enhanced with increasing the content of thioester moiety in resin. View Full-Text
Keywords: toughness; volumetric shrinkage; hyperbranched thiol oligomer toughness; volumetric shrinkage; hyperbranched thiol oligomer
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MDPI and ACS Style

Yu, B.; He, J.; Garoushi, S.; Vallittu, P.K.; Lassila, L. Enhancing Toughness and Reducing Volumetric Shrinkage for Bis-GMA/TEGDMA Resin Systems by Using Hyperbranched Thiol Oligomer HMDI-6SH. Materials 2021, 14, 2817. https://doi.org/10.3390/ma14112817

AMA Style

Yu B, He J, Garoushi S, Vallittu PK, Lassila L. Enhancing Toughness and Reducing Volumetric Shrinkage for Bis-GMA/TEGDMA Resin Systems by Using Hyperbranched Thiol Oligomer HMDI-6SH. Materials. 2021; 14(11):2817. https://doi.org/10.3390/ma14112817

Chicago/Turabian Style

Yu, Biao, Jingwei He, Sufyan Garoushi, Pekka K. Vallittu, and Lippo Lassila. 2021. "Enhancing Toughness and Reducing Volumetric Shrinkage for Bis-GMA/TEGDMA Resin Systems by Using Hyperbranched Thiol Oligomer HMDI-6SH" Materials 14, no. 11: 2817. https://doi.org/10.3390/ma14112817

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