STRUCTURAL AND THERMODYNAMIC ANALYSIS OF ADHESION PROMOTING MONOMERS

本研究的目的是分析丙烯酸树脂对经混合硅烷底漆处理的玻璃板的粘合强度与经底漆处理的表面的表面自由能以及底漆和树脂单体的溶解度参数之间的关系，并研究牙齿与具有官能团的各种丙烯酸单体之间的相互作用，结果如下：（1）与3-甲基丙烯酰氧基丙基三甲氧基硅烷（3-MPS）和1H，1H，2 H，2 H-九氟己基三甲氧基硅烷（LP-4）的最佳比例的混合硅烷处理的样品相比，树脂对板的拉伸粘结强度显著地高，（2）经混合硅烷处理后的复合材料表面的拉伸强度与表面自由能之间存在相关性。(3)计算了硅烷、混合硅烷和树脂单体的溶解度参数， 关于我们 迟到了当混合硅烷形成的分子在表面的溶解度参数与树脂单体的溶解度参数接近时，可获得较好的处理效果，但这种效果并不完全归因于溶解度参数。(4)计算了各种含官能团丙烯酸酯单体的溶度参数。该参数值与HPLC测定的丙烯酸单体保留时间呈线性关系，可作为表征单体极性的指标。而该值与单体带侧链的时间无关。(5)以经三价铁离子处理的牛牙本质为柱进行亲和层析时，含有羧基、磷酸基等官能团的单体的色谱图与未处理的柱相比，保留时间长，峰宽。(6)用电位滴定法研究了钙离子存在下，钙离子与含羧基、磷酸基的丙烯酸类单体及各种无机磷酸和有机膦酸的相互作用。含磷化合物主要为邻磷酸、焦磷酸和多磷酸，以及亚甲基二膦酸、次氮基三（亚甲基膦酸）和植酸。钙离子与无机基团中的4-甲基丙烯酰氧基-乙基偏苯三酸、多聚磷酸和膦酸基团中的次氮基三（亚甲基膦酸）之间存在较强的相互作用。少

The purpose of this investigation was to analyze the relationship between the adhesive strength of acrylic resin to the glass plate treated with the mixed silane primer and the surface free energy of the surface treated with the primer and the solubility parameter of the primer and the resin monomers and to study mutual interaction between teeth and various acrylic monomers with a functional group.The results were as follows : (1) The tensile bond strength of the resin to the plate treated with the mixed silane at the optimum ratio of 3-methacryloxypropyltrimethoxysilane (3-MPS) and 1H,1H,2H,2H.nonafluoro-hexyltrimethoxysilane (LP-4) was significantly high compared with 3-MPS treated specimen, and the specimens showed good water-resistant adhesion (2) There was the correlation between the tensile bond strength and the surface free energy of the surface treated with the mixedsilane. (3) The values of solubility parameters of the silanes, the mixed silane and the resin monomer were calcu … More lated. And when the value of the solubulity parameter of the molecules on the surface formed by the mixed silanes colsed to that of the resin monomer, a good treatment effect was obtained, but the effect was not attributed to the parameter only. (4) The values of the solubility parameter of various acrylic monomers with a functional group were calculated. There was a linear relationship between the values of the parameterand the retention time of the acrylic monomer measured by HPLC and the parameter was avairable as an indication that exhibited the polarity of the monomer molecule. However, there was no relationship between the value and the time of the monomer with side-chain. (5) By the affinty chromatography using the bovine dentin treated with ferric ions as an column, the chromatogram of the monomers with a functional group, such as carboxylic and phosphoric group, showed long retention time and a broad peak compared with that of the untreated column. (6) The interaction between calcium ion and the acrylic monomers with carboxylic or phosphoric group and various inorganic phosphoric acids and organic phosphonic acids was measured by potentiometric titration in the presence of calcium ion. The phosphorus compounds were ortho-, pyro- and poly-phosphoric acid, and methylenediphosphonic acid, nitrilotris(methylenephosphonic acid) and phytic acid. Strong interaction between calcium ion and 4-methacryloyloxy-ethyltrimellitic acid, polyphosphoric acid in the inorganic group, and nitrilotris(methylenephosphonic acid) in the phosphonic acid group was observed. Less