College of Materials Science and Engineering, South China University of Technology, Guangzhou 510641, China.
J Biomater Appl. 2010 Sep;25(3):235-49. doi: 10.1177/0885328209350088. Epub 2009 Nov 20.
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.
在这项研究中，设计并合成了一种新型三甲基丙烯酸酯单体 α,α,α'-三[4-(2'-羟基-3'- 甲丙烯酰氧基丙氧基)苯基]-1-乙基-4-异丙基苯（α,α,α'-THMPEIB），其分子量为 850，分子体积较大。通过傅里叶变换红外光谱（FT-IR）、（1）H 核磁共振（1H NMR）和元素分析对单体 α,α,α'-THMPEIB 的结构进行了确认。测定了单体 α,α,α'-THMPEIB/三乙二醇二甲基丙烯酸酯（TEGDMA）基树脂的双键转化率、体积收缩率、吸水率和溶解度、扩散系数值以及弯曲强度。以 2,2-双[4-(2'-羟基-3'- 甲丙烯酰氧基丙氧基)苯基]-丙烷（bis-GMA）/TEGDMA 单体混合物作为参比。结果表明，与 bis-GMA/TEGDMA 基树脂相比，α,α,α'-THMPEIB/TEGDMA 基树脂的双键转化率、聚合收缩率和水溶性较低。α,α,α'-THMPEIB/TEGDMA 基树脂的吸水率和扩散系数值与 bis-GMA/TEGDMA 基树脂相近。α,α,α'-THMPEIB/TEGDMA 基树脂的弯曲强度高于 bis-GMA/TEGDMA 基树脂。
