College of Materials Science and Engineering, South China University of Technology, Guangzhou, China.
J Mater Sci Mater Med. 2010 Apr;21(4):1135-42. doi: 10.1007/s10856-009-3979-7.
In this study, a new dimethacrylate monomer 5,5'-bis[4-(2'-hydroxy-3'-methacryloyloxy-propoxy)-phenyl]-hexahydro-4,7-methan-oindan (5,5'-BHMPHM) with molecular weight of 640 and large molecular volume was designed and synthesized. The structure of monomer 5,5'-BHMPHM was confirmed by FT-IR, 1H-NMR and elemental analysis. Degree of double bond conversion, volume shrinkage, contact angle, water sorption and solubility, diffusion coefficient value, flexure strength and modulus of 5,5'-BHMPHM/tri(ethylene glycol) dimethacrylate (TEGDMA) based resin were measured. 2,2-bis[4-(2'-hydroxy-3'-methacryloyloxy-propoxy)-phenyl]-propane(Bis-GMA)/TEGDMA based resin was used as reference. The result illustrated that the double bond conversion, polymerization shrinkage, and diffusion coefficient value of 5,5'-BHMPHM/TEGDMA based resin were significantly lower than that of Bis-GMA/TEGDMA based resin (P<0.05). Water sorption, solubility, flexure strength and modulus of 5,5'-BHMPHM/TEGDMA based resin were higher than that of Bis-GMA/TEGDMA based resin (P<0.05). There was no statistical difference between 5,5'-BHMPHM/TEGDMA based resin and Bis-GMA/TEGDMA based resin in contact angle (P>0.05).
在这项研究中，设计并合成了一种新型的二甲基丙烯酸酯单体 5,5'-双[4-(2'-羟基-3'-丙烯酰氧基丙氧基)-苯基]-六氢-4,7-亚甲基氧茚（5,5'-BHMPHM），其分子量为 640，分子体积较大。通过傅里叶变换红外光谱（FT-IR）、1H-NMR 和元素分析确认了单体 5,5'-BHMPHM 的结构。测量了单体 5,5'-BHMPHM/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、接触角、吸水率和溶解度、扩散系数值、弯曲强度和模量。以 2,2-双[4-(2'-羟基-3'-丙烯酰氧基丙氧基)-苯基]-丙烷（Bis-GMA）/TEGDMA 基树脂为参比。结果表明，5,5'-BHMPHM/TEGDMA 基树脂的双键转化率、聚合收缩率和扩散系数值明显低于 Bis-GMA/TEGDMA 基树脂（P<0.05）。5,5'-BHMPHM/TEGDMA 基树脂的吸水率、溶解度、弯曲强度和模量均高于 Bis-GMA/TEGDMA 基树脂（P<0.05）。5,5'-BHMPHM/TEGDMA 基树脂和 Bis-GMA/TEGDMA 基树脂的接触角无统计学差异（P>0.05）。
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