Synthesis and characterization of a new trimethacrylate monomer with low polymerization shrinkage and its application in dental restoration materials

Journal of Biomaterials Applications
Jingwei HeDemin Jia

Abstract

In this study, a new trimethacrylate monomer alpha,alpha,alpha'-tri[4-(2'-hydroxy-3'-methacryloyloxy-propoxy)phenyl]-1-ethyl-4-isopropylbenzene (alpha,alpha,alpha'-THMPEIB) with a molecular weight of 850 and a large molecular volume was designed and synthesized. The structure of monomer alpha,alpha,alpha'-THMPEIB was confirmed by FT-IR, (1)H NMR, and elemental analysis. Degree of double-bond conversion, volume shrinkage, water sorption and solubility, diffusion coefficient value, and flexure strength of alpha,alpha,alpha'-THMPEIB/tri(ethylene glycol) dimethacrylate- (TEGDMA) based resin were measured. 2,2-Bis[4-(2'-hydroxy-3'-methacryloyloxy-propoxy)-phenyl]-propane (bis-GMA)/TEGDMA monomer mixture was used as reference. The result showed that the alpha,alpha,alpha'-THMPEIB/TEGDMA-based resin had the lower double-bond conversion, polymerization shrinkage, and water solubility than bis-GMA/TEGDMA-based resin. Water sorption and diffusion coefficient value of alpha,alpha,alpha'-THMPEIB/TEGDMA-based resin were nearly the same as those of bis-GMA/TEGDMA-based resin. Flexural strength of alpha,alpha,alpha'-THMPEIB/TEGDMA-based resin was higher than that of bis-GMA/ TEGDMA-based resin.

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Citations

Dec 3, 2013·Dental Materials : Official Publication of the Academy of Dental Materials·Gedalias C MartimEmerson M Girotto
Mar 5, 2013·Journal of Materials Science. Materials in Medicine·Dongliang LiuPekka K Vallittu
Apr 2, 2014·Journal of the Formosan Medical Association = Taiwan Yi Zhi·Yih-Dean JanWan-Yu Tseng
May 12, 2012·Dental Materials : Official Publication of the Academy of Dental Materials·Jingwei HePekka K Vallittu
Mar 9, 2013·International Journal of Molecular Sciences·Jingwei HeLippo V J Lassila
Apr 10, 2013·Journal of Biomaterials Science. Polymer Edition·Jingwei HeLippo V J Lassila

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