Effect of supermolecular structure of cellulosic materials on chiral discrimination

纤维素材料超分子结构对手性辨别的影响

基本信息

批准号：
14560130
负责人：
KASUYA Natsuki
金额：
$ 1.92万
依托单位：
National University Corporation Tokyo University of Agriculture and Technology
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2002
资助国家：
日本
起止时间：
2002 至 2003
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-14560130/
关键词：
cellulose chiral HPLC structure キラル分離液晶性

项目摘要

Studies on the hysteretic effect of coating were investigated using cellulose triphenylcarbamate as a chiral separating phase of chiral support for HPLC. According to the previous paper by Shibata et al., the different kinds of coating solvent resulted in the different elution order of enantiomers with the use of cellulose acetate as a chiral separating phase. For further investigations of the relationship between coating solvents and chiral selecting polymers, we have selected the combination of cellulose trhiphenylcarbamate and its organic solvents reported to from alyotropic liquid crystal.Firstly, we have synthesized cellulose triphenylcarbamate according to the method of Schroeder and his coworker, dissolved it in the organic solvent such as methylpropylketone (MPK), diglyme, and e.t.c., and checked if the system forms a cholesteric liquid crystal. Because the resultant solution of cellulose derivative seemed to show a poor cholesteric nature, we repeated the synthetic reaction fo … More r the already derivatized cellulosic material and obtained typical cholesteric liquid crystals. Degree of polymerization could have changed during the repeated reaction. Cholesteric nature was recognized by observations using polarizing microscope, and the measurements of spectrum of UV, ORD.Then, the dilute solution (10wt%) of cellulose triphenylcarbamate either in MPK or in diglyme was poured onto porous silica gel (mean particle size 7 μm and mean pore diameters 100 nm), and the solvent was removed. The evaporation of the solvent was performed ether in a draft chamber for the MPK or in a vacuum oven at 30℃ for the diglyme, and the duration required for the evaporation was more than 1weeks for both solvents. After obtaining the chiral support, we prepared the laboratory-made columns for optical resolution by packing it into stain-less steel columns, and estimated their chiral recognizing ability.The chiral resolving column prepared by using MPK as a coating solvent showed a prominent resolving power and comparable to the commercial column in terms of resolution factors (α) and theoretical plate numbers, although the other column showed poor results due to the insufficient evaporation of the coating solvent. The order of elution for enantiomer was found to be the same among the tested colums. Less

使用纤维素三苯基氨基甲酸酯作为手性分离阶段对HPLC的手性分离阶段研究了涂层的滞后作用的研究。根据Shibata等人的上一篇论文，不同种类的涂层溶液导致对映异构体的不同洗脱顺序，将乙酸纤维素用作手性分离阶段。为了进一步研究涂层溶液与手性选择聚合物之间的关系，我们选择了纤维素三甲基苯基氨基氨酸酯及其从Ayotropic液体晶体中报道的有机溶剂的组合。我们已经根据甲基甲基甲基元素的方法合成了纤维素的方法，例如，我们已经合成了纤维素的方法。（MPK），Diglyme和E.T.C.，并检查系统是否形成胆固醇液晶。由于纤维素衍生物的最终溶液似乎显示出较差的胆固性性质，因此我们重复了已衍生化的纤维素材料的合成反应，并获得了典型的胆汁脂质液体晶体。在反复反应期间，聚合程度可能发生了变化。通过使用偏振显微镜观测和紫外线谱的测量值，胆汁脱脂性质是通过观测来识别的。然后，将稀释溶液（10wt％）在MPK中或Diglyme中的纤维素三苯基氨基甲酸酯倒入多孔硅胶（平均粒径为7μm，平均孔径为100 nm），然后除去溶液。对于Diglyme的MPK或在30°的真空烤箱中，在草稿室中进行了溶液的溶液，并且经济所需的持续时间超过两种解决方案。 After obtaining the chiral support, we prepared the laboratory-made columns for optical resolution by packing it into stainless steel columns, and estimated their chiral recognition ability.The chiral resolve column prepared by using MPK as a coating solution shown a prominent resolve power and comparable to the commercial column in terms of resolution factors (α) and theoretical plate numbers, although the other column showed poor results due to the insufficient economy of the coating solution.在测试柱中发现上诉者的洗脱顺序是相同的。较少的