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手性介孔球形硅胶通过手性嵌段共聚物模板法制备用于对映体选择性分离。

Enantioselective separation using chiral mesoporous spherical silica prepared by templating of chiral block copolymers.

机构信息

Kanbar Laboratory for Nanomaterials and Institute of Nanotechnology, Department of Chemistry, Bar-Ilan University, Ramat Gan 52900, Israel.

出版信息

ACS Appl Mater Interfaces. 2009 Aug;1(8):1834-42. doi: 10.1021/am9003842.

Abstract

In this work, we synthesized chiral mesoporous silica (CMS) spheres, which can be used as a potential candidate for chiral separation. The CMS spheres with controllable pore sizes (of 2-3 nm) and high surface areas of ca. 614 m(2) g(-1) were synthesized by chiral templating with chiral block copolymers based on poly(ethylene oxide) and dl-glutamic acid [PEO(113)-b-(GluA)(10)]. The ordered structure of the chiral mesopores was characterized by high-resolution transmission electron microscopy, and the average pore diameters of chiral mesopores were estimated from the nitrogen adsorption-desorption measurements. The enantioselectivity properties and chiral resolution kinetics of the mesopores of silica spheres, after extraction of chiral polymers of PEO(113)-b-(l/d-GluA)(10), were scrutinized using a racemic solution of valine and measuring the circular dichroism and optical polarimetery. A chiral selectivity factor of 5.22 was found with a specific enantiomer of valine adsorbed preferably. These results raise the new possibilities of CMS spheres for enantiomeric separation and other enantioselective applications.

摘要

在这项工作中,我们合成了手性介孔硅(CMS)球,可作为手性分离的潜在候选物。通过基于聚(环氧乙烷)和 dl-谷氨酸的手性嵌段共聚物(PEO(113)-b-(GluA)(10))的手性模板合成了具有可控孔径(2-3nm)和高表面积(约 614m2/g)的 CMS 球。手性介孔的有序结构通过高分辨率透射电子显微镜进行了表征,并且介孔的平均孔径通过氮吸附-脱附测量来估算。在用 PEO(113)-b-(l/d-GluA)(10)的手性聚合物萃取后,考察了硅球介孔的对映选择性性质和手性分辨率动力学,使用缬氨酸的外消旋溶液并测量圆二色性和光学偏振。发现了手性选择性因子为 5.22,具有优先吸附特定对映异构体的缬氨酸。这些结果为 CMS 球在对映体分离和其他对映选择性应用中提供了新的可能性。

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