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A Homochiral Poly(2‐oxazoline)‐based Membrane for Efficient Enantioselective Separation

Chiral 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...

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Autores principales: Wang, Fanmengjing, Pizzi, David, Lu, Yizhihao, He, Kaiqiang, Thurecht, Kristofer J., Hill, Matthew R., Marriott, Philip J., Banaszak Holl, Mark M., Kempe, Kristian, Wang, Huanting
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10107185/
https://www.ncbi.nlm.nih.gov/pubmed/36577702
http://dx.doi.org/10.1002/anie.202212139
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author Wang, Fanmengjing
Pizzi, David
Lu, Yizhihao
He, Kaiqiang
Thurecht, Kristofer J.
Hill, Matthew R.
Marriott, Philip J.
Banaszak Holl, Mark M.
Kempe, Kristian
Wang, Huanting
author_facet Wang, Fanmengjing
Pizzi, David
Lu, Yizhihao
He, Kaiqiang
Thurecht, Kristofer J.
Hill, Matthew R.
Marriott, Philip J.
Banaszak Holl, Mark M.
Kempe, Kristian
Wang, Huanting
author_sort Wang, Fanmengjing
collection PubMed
description Chiral 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.
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spelling pubmed-101071852023-04-18 A Homochiral Poly(2‐oxazoline)‐based Membrane for Efficient Enantioselective Separation Wang, Fanmengjing Pizzi, David Lu, Yizhihao He, Kaiqiang Thurecht, Kristofer J. Hill, Matthew R. Marriott, Philip J. Banaszak Holl, Mark M. Kempe, Kristian Wang, Huanting Angew Chem Int Ed Engl Communications Chiral 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. John Wiley and Sons Inc. 2023-01-18 2023-02-13 /pmc/articles/PMC10107185/ /pubmed/36577702 http://dx.doi.org/10.1002/anie.202212139 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Wang, Fanmengjing
Pizzi, David
Lu, Yizhihao
He, Kaiqiang
Thurecht, Kristofer J.
Hill, Matthew R.
Marriott, Philip J.
Banaszak Holl, Mark M.
Kempe, Kristian
Wang, Huanting
A Homochiral Poly(2‐oxazoline)‐based Membrane for Efficient Enantioselective Separation
title A Homochiral Poly(2‐oxazoline)‐based Membrane for Efficient Enantioselective Separation
title_full A Homochiral Poly(2‐oxazoline)‐based Membrane for Efficient Enantioselective Separation
title_fullStr A Homochiral Poly(2‐oxazoline)‐based Membrane for Efficient Enantioselective Separation
title_full_unstemmed A Homochiral Poly(2‐oxazoline)‐based Membrane for Efficient Enantioselective Separation
title_short A Homochiral Poly(2‐oxazoline)‐based Membrane for Efficient Enantioselective Separation
title_sort homochiral poly(2‐oxazoline)‐based membrane for efficient enantioselective separation
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10107185/
https://www.ncbi.nlm.nih.gov/pubmed/36577702
http://dx.doi.org/10.1002/anie.202212139
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