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A Homochiral Poly(2‐oxazoline)‐based Membrane for Efficient Enantioselective Separation
Angewandte Chemie Pub Date : 2022-12-29 , DOI: 10.1002/ange.202212139
Fanmengjing Wang 1 , David Pizzi 2 , Yizhihao Lu 3 , Kaiqiang He 1 , Kristofer J. Thurecht 4 , Matthew R. Hill 1 , Philip J. Marriott 5 , Mark M. Banaszak Holl 1 , Kristian Kempe 2, 6 , Huanting Wang 1
Affiliation  

AbstractChiral separation membranes have shown great potential for the efficient separation of racemic mixtures into enantiopure components for many applications, such as in the food and pharmaceutical industries; however, scalable fabrication of membranes with both high enantioselectivity and flux remains a challenge. Herein, enantiopure S‐poly(2,4‐dimethyl‐2‐oxazoline) (S‐PdMeOx) macromonomers were synthesized and used to prepare a new type of enantioselective membrane consisting of a chiral S‐PdMeOx network scaffolded by graphene oxide (GO) nanosheets. The S‐PdMeOx‐based membrane showed a near‐quantitative enantiomeric excess (ee) (98.3±1.7 %) of S‐(−)‐limonene over R‐(+)‐limonene and a flux of 0.32 mmol m−2 h−1. This work demonstrates the potential of homochiral poly(2,4‐disubstituted‐2‐oxazoline)s in chiral discrimination and provides a new route to the development of highly efficient enantioselective membranes using synthetic homochiral polymer networks.

中文翻译:

用于高效对映选择性分离的同手性聚(2-恶唑啉)基膜

摘要手性分离膜在将外消旋混合物有效分离成对映体纯组分方面显示出巨大的潜力,适用于许多应用,例如食品和制药行业;然而,具有高对映选择性和通量的膜的可扩展制造仍然是一个挑战。在此,对映体纯S-聚(2,4-二甲基-2-恶唑啉)(S‐PdMeOx) 大分子单体被合成并用于制备一种由手性分子组成的新型对映选择性膜S‐由氧化石墨烯(GO)纳米片支撑的 PdMeOx 网络。这S‐PdMeOx 基膜显示出接近定量的对映体过量() (98.3±1.7 %) 的S‐(−)-柠檬烯-(+)-柠檬烯,通量为 0.32 mmol m−2H−1。这项工作证明了纯手性聚(2,4-二取代-2-恶唑啉)在手性辨别方面的潜力,并为使用合成纯手性聚合物网络开发高效对映选择性膜提供了新途径。
更新日期:2022-12-29
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