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Chiral separation of D, L -tyrosine through nitrocellulose membrane

机译:通过硝化纤维素膜手性分离D,L-酪氨酸

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摘要

Enantioselective membrane was prepared using nitrocellulose as membrane material. The flux and permselective properties of membrane using water solution of D,L-tyrosine as feed solution were studied. The top surface and cross-section morphology of the resulting membrane were examined by scanning electron microscopy. The optical resolution of over 85% enantiomeric excess was achieved when the enantioselective membrane was prepared with 25 wt % nitrocellulose and 15 wt % N,N-dimethylformamide in the casting solution of methanol, 10°C temperature of water bath for the gelation of the membrane, and the operating pressure and the feed concentration of the D,L-tyrosine were 6 kgf/cm ~2 and 0.25 mg/mL, respectively. Since the nitrocellulose contains a large amount of chirality active carbons on the backbone structure and is possible to form helical structure, it is considered to be the reason for the enantioselectivity of the membrane. This is the first report that nitrocellulose can be used as a membrane material. This work indicates that the large-scale purification of chiral molecules from racemic mixtures will be realized by the enantioselective membrane technique in the near future and that the enantioselective nitrocellulose membrane could soon become very attractive for industrial uses.
机译:使用硝化纤维素作为膜材料制备对映选择性膜。以D,L-酪氨酸水溶液为原料,研究了膜的通量和渗透选择性。通过扫描电子显微镜检查所得膜的顶表面和横截面形态。当在甲醇的浇铸溶液中,在10°C水浴温度下,用25%的硝酸纤维素和15%的N,N-二甲基甲酰胺制备对映体选择性膜时,对映体的光学拆分率超过85%。膜,D,L-酪氨酸的工作压力和进料浓度分别为6 kgf / cm〜2和0.25 mg / mL。由于硝化纤维素在主链结构上含有大量的手性活性炭并且可能形成螺旋结构,因此认为这是膜对映选择性的原因。这是关于硝酸纤维素可用作膜材料的首次报道。这项工作表明,在不久的将来将通过对映选择性膜技术从外消旋混合物中大规模纯化手性分子,并且对映选择性硝化纤维素膜很快将在工业上变得非常有吸引力。

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