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Nanofilms that can fast permeate solvents and accurately sieve molecules are of significant importance for separation. A promising strategy is to align the inner cavities of macrocycles into the channels within nanofilms, and control the channel size by selecting the macrocycles. However, the channels outside the macrocycles are ignored. Here, we prepare nanofilms with hydrophobic channels (cyclodextrin inner cavity) and hydrophilic channels (cyclodextrin outer space) through interfacial polymerization of azobenzene-4,4’-dicarbonyl dichloride and amino-functionalized β-cyclodextrin. By utilizing the significant geometric changes caused by the photoisomerization of azobenzene, nanofilms with adjustable hydrophilic channel sizes were obtained. Our nanofilms have high permeability to polar and non-polar solvents, and can distinguish molecules with almost the same molecular weight but different shapes. This work expands the development of next-generation nanofilms generated through interfacial polymerization by incorporating rational molecular design.


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Cyclodextrin nanofilms with hydrophobic and hydrophilic channels for solvent permeation and molecular sieving

Show Author's information Kai Zhang1,2Yu Dai1Yongli Shi2Zhaoxin Zhang2Linji Li2Xiaojin Zhang1( )Fan Xia1
Faculty of Materials Science and Chemistry, China University of Geosciences, Wuhan 430074, China
Henan Academy of Geology, Zhengzhou 450052, China

Abstract

Nanofilms that can fast permeate solvents and accurately sieve molecules are of significant importance for separation. A promising strategy is to align the inner cavities of macrocycles into the channels within nanofilms, and control the channel size by selecting the macrocycles. However, the channels outside the macrocycles are ignored. Here, we prepare nanofilms with hydrophobic channels (cyclodextrin inner cavity) and hydrophilic channels (cyclodextrin outer space) through interfacial polymerization of azobenzene-4,4’-dicarbonyl dichloride and amino-functionalized β-cyclodextrin. By utilizing the significant geometric changes caused by the photoisomerization of azobenzene, nanofilms with adjustable hydrophilic channel sizes were obtained. Our nanofilms have high permeability to polar and non-polar solvents, and can distinguish molecules with almost the same molecular weight but different shapes. This work expands the development of next-generation nanofilms generated through interfacial polymerization by incorporating rational molecular design.

Keywords: molecular sieving, azobenzene, nanofilm, β-cyclodextrin, interfacial polymerization, solvent permeation

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Publication history
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Acknowledgements

Publication history

Received: 04 December 2023
Revised: 10 February 2024
Accepted: 12 February 2024
Published: 03 April 2024

Copyright

© Tsinghua University Press 2024

Acknowledgements

Acknowledgements

This work was supported by the National Natural Science Foundation of China (No. 22090050), National Key Research and Development Program of China (No. 2021YFA1200403), Joint NSFC-ISF Research Grant Program (No. 22161142020), Natural Science Foundation of Hubei Province (No. 2020CFA037), Zhejiang Provincial Natural Science Foundation of China (No. LD21B050001), and Key Research and Development and Promotion Projects in Henan Province (Nos. 212102310081 and 232102320125).

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