Synthesis and characterization of a new trimethacrylate monomer with low polymerization shrinkage and its application in dental restoration materials.
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.
He
Jingwei
J
College of Materials Science and Engineering, South China University of Technology, Guangzhou 510641, China.
Luo
Yuanfang
Y
Liu
Fang
F
Jia
Demin
D
D003764:Dental Materials / Q000138:chemical synthesis / Q000737:chemistry*; D008422:Materials Testing; D008689:Methacrylates / Q000138:chemical synthesis / Q000737:chemistry*; D058105:Polymerization; D012995:Solubility; D014867:Water / Q000737:chemistry
D003764:Dental Materials; D008689:Methacrylates; D014867:Water