Development of Synthesis and Preparation Methods of the Membranes Capable of Recognizing Chiral Structure for the Separation of Optical Isomers

为了开发用于光学异构体（例如能够识别手性立体结构的高度官能化的聚合物和酶）的有效分离的超滤膜的制备技术，对用于光学拆分的膜进行了研究，并获得了以下发现。氨基酸固定膜：采用相转化法将戊二醛与L-苯甘氨酸反应生成的缩合物引入到聚砜基体中，制备了氨基酸固定膜。结果表明，不同条件下制得的膜的类型对分离因子有显著影响。在溶剂蒸发时间= 65分钟的条件下，在60。C时，苯甘氨酸外消旋体的分离因子为9.1。同时发现L-苯甘氨酸固定膜可用于含氨基酸芳香族化合物的光学拆分.等离子体p ...更多信息 聚合的l-薄荷醇膜：通过等离子体聚合将l-薄荷醇固定在具有不同孔径的醋酸纤维素多孔支撑膜上。恒定的固定率的l-薄荷醇得到了60，75和150分钟的等离子体照射时间的醋酸纤维素膜的孔径= 0.2，0.45和0.8 μ m，分别，和纯水的渗透性，在这些时间制备的每一个膜成比例的孔半径的平方。然而，可以看出，超过这些指示的等离子体照射时间，l-薄荷醇在每个膜上的固定率降低。外消旋色氨酸、苯丙氨酸和酪氨酸的光学拆分中，外消旋色氨酸的分离因子最大。发现空间构型对分离因子有贡献. Term固定膜：通过等离子体聚合将光学活性萜烯如l-薄荷醇、S-香茅醇、R-柠檬烯和S-柠檬烯固定在孔径= 0.2 μ m的醋酸纤维素膜上。在不同的等离子体聚合条件下制备了不同的膜。结果表明，固定在膜上的萜烯的量随着等离子体照射时间的增加而增加，大的分离因子导致渗透通量下降。此外，它表明，氨基酸的光学拆分是可行的，无论使用的膜类型，和S-香茅醇固定膜的分离因子是最大的制备的膜。少

For the purpose of developing a technology in the preparation of ultrafiltration membranes for the effective separation of optical isomers such as the highly functionalized polymers and enzymes that are capable of recognizing chiral stereostructures, studies on membranes for optical resolution were performed and the following findings were obtained.1. Amino acid fixed membrane : Amino acid fixed membranes were prepared by introducing the condensate derived from the reaction of glutaraldehyde and L-phenylglycine into the polysulfone matrix by phase inversion method. It was found that the separation factor changed significantly with the types of membrane prepared under different conditions. Under the conditions of solvent evaporation period = 65 minutes at 60。C, a separation factor of 9.1 was obtained for the phenylglycine racemate. It was also found that the L-phenylglycine fixed membrane could be applied to the optical resolution of aromatic compounds with amino acid moiety.2. Plasma p … More olymerized l-menthol membrane : l-Menthol was fixed on the porous support membranes of cellulose acetate with different pore diameters by plasma polymerization. Constant fixation rates of l-menthol were obtained up to 60, 75 and 150 min of plasma irradiation time for cellulose acetate membranes with pore diameter = 0.2, 0.45 and 0.8 mum, respectively, and the pure water permeability of each membrane prepared over those times was proportionally related to the square of pore radii. However, it was seen that beyond these indicated times of plasma irradiation, the fixation rate of l-menthol on each membrane decreased. The separation factor of racemic tryptophan was the largest in the optical resolution of racemic tryptophan, phenylalanine and tyrosine. It was found that the steric configuration contributed to the separation factor.3. Terpene-fixed membranes : The fixation of optically active terpenes such as l-menthol, S-citronellol, R-limonene and S-borneol on the cellulose acetate membrane with pore diameter = 0.2 mum was performed by plasma polymerization. Different membranes were prepared under various conditions of plasma polymerization. It was revealed that the amount of terpene fixed on the membrane increased with increasing time of plasma irradiation, and the large separation factor resulted in a decrease in permeation flux. Further, it was shown that the optical resolution of amino acid was feasible irrespective of the types of membrane used, and the separation factor of S-citronellol fixed membrane was the largest among the prepared membranes. Less