一种低聚合收缩的新型三丙烯酸酯单体的合成与表征及其在牙科修复材料中的应用。
Synthesis and characterization of a new trimethacrylate monomer with low polymerization shrinkage and its application in dental restoration materials.
机构信息
College of Materials Science and Engineering, South China University of Technology, Guangzhou 510641, China.
出版信息
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。
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