Nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis

Liquid-liquid biphasic reactions hold great promise for green molecular synthesis by leveraging mild chemicals and reaction conditions that are otherwise challenging in traditional single-phase chemistry. However, current interfacial reaction designs suffer from limited practicality due to the unsus...

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Main Authors: Ang, Zhi Zhong, Pereira, Veronica, Boong, Siew Kheng, Li, Haitao, Lee, Hiang Kwee
Other Authors: School of Chemistry, Chemical Engineering and Biotechnology
Format: Article
Language:English
Published: 2024
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Online Access:https://hdl.handle.net/10356/174674
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1746742024-04-12T15:31:56Z Nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis Ang, Zhi Zhong Pereira, Veronica Boong, Siew Kheng Li, Haitao Lee, Hiang Kwee School of Chemistry, Chemical Engineering and Biotechnology Institute of Materials Research and Engineering, A*STAR Chemistry Biphasic reaction Chemical conditions Liquid-liquid biphasic reactions hold great promise for green molecular synthesis by leveraging mild chemicals and reaction conditions that are otherwise challenging in traditional single-phase chemistry. However, current interfacial reaction designs suffer from limited practicality due to the unsustainable use of high catalyst/reactant loadings and halogenated solvents to promote chemical reactions. Herein, we achieve efficient interfacial phase-transfer catalysis using green organic solvent by strategically positioning magnetically active nano-vortexers at the liquid-liquid boundary to effectively manipulate biphasic chemical species at the point-of-reaction. Using the interfacial nitration of phenol as a model reaction, the dynamic spinning of these interfacial nano-vortexers attains an optimal nitrophenol yield of ∼90% in just 2 hours. This superior performance represents up to a 200-fold enhancement in phase-transfer catalysis compared to control experiments involving a non-dynamic liquid-liquid interface or traditional homogenization methods. Comprehensive investigations underscore the importance of our design to actively converge and enrich reaction/catalyst species directly at the liquid-liquid interface, thus kinetically boosting phase-transfer catalysis even with the use of dilute concentrations of catalysts and/or chemical reagents. Our unique mass manipulation approach offers valuable insight into achieving efficient interfacial reaction/catalysis to create enormous opportunities in realizing greener chemistries for diverse chemical, environmental, and energy applications. Agency for Science, Technology and Research (A*STAR) Ministry of Education (MOE) Nanyang Technological University Submitted/Accepted version H. K. L. acknowledges the funding support from the Singapore Ministry of Education (AcRF Tier1 RS13/20 and RG4/21), the A*STAR Singapore (AME YIRG A2084c0158), National University of Singapore Center of Hydrogen Innovation (CHI-P2022-05), and the Nanyang Technological University start-up grants. The research was conducted as a part of NICES (NTU-IMRE Chemistry Lab for EcoSustainability; REQ0275931), a joint research initiative between the Nanyang Technological University (NTU) and the Institute of Materials Research and Engineering (IMRE) from Agency for Science, Technology and Research (A*STAR). 2024-04-07T08:56:34Z 2024-04-07T08:56:34Z 2024 Journal Article Ang, Z. Z., Pereira, V., Boong, S. K., Li, H. & Lee, H. K. (2024). Nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis. Journal of Materials Chemistry A, 12(12), 7279-7286. https://dx.doi.org/10.1039/d3ta06360g 2050-7488 https://hdl.handle.net/10356/174674 10.1039/d3ta06360g 2-s2.0-85186171703 12 12 7279 7286 en RS13/20 RG4/21 AME-YIRG-A2084c0158 CHI-P2022-05 NTU-SUG REQ0275931 Journal of Materials Chemistry A © 2024 The Authors. Published by The Royal Society of Chemistry. All rights reserved. This article may be downloaded for personal use only. Any other use requires prior permission of the copyright holder. The Version of Record is available online at http://doi.org/10.1039/D3TA06360G. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Chemistry
Biphasic reaction
Chemical conditions
spellingShingle Chemistry
Biphasic reaction
Chemical conditions
Ang, Zhi Zhong
Pereira, Veronica
Boong, Siew Kheng
Li, Haitao
Lee, Hiang Kwee
Nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis
description Liquid-liquid biphasic reactions hold great promise for green molecular synthesis by leveraging mild chemicals and reaction conditions that are otherwise challenging in traditional single-phase chemistry. However, current interfacial reaction designs suffer from limited practicality due to the unsustainable use of high catalyst/reactant loadings and halogenated solvents to promote chemical reactions. Herein, we achieve efficient interfacial phase-transfer catalysis using green organic solvent by strategically positioning magnetically active nano-vortexers at the liquid-liquid boundary to effectively manipulate biphasic chemical species at the point-of-reaction. Using the interfacial nitration of phenol as a model reaction, the dynamic spinning of these interfacial nano-vortexers attains an optimal nitrophenol yield of ∼90% in just 2 hours. This superior performance represents up to a 200-fold enhancement in phase-transfer catalysis compared to control experiments involving a non-dynamic liquid-liquid interface or traditional homogenization methods. Comprehensive investigations underscore the importance of our design to actively converge and enrich reaction/catalyst species directly at the liquid-liquid interface, thus kinetically boosting phase-transfer catalysis even with the use of dilute concentrations of catalysts and/or chemical reagents. Our unique mass manipulation approach offers valuable insight into achieving efficient interfacial reaction/catalysis to create enormous opportunities in realizing greener chemistries for diverse chemical, environmental, and energy applications.
author2 School of Chemistry, Chemical Engineering and Biotechnology
author_facet School of Chemistry, Chemical Engineering and Biotechnology
Ang, Zhi Zhong
Pereira, Veronica
Boong, Siew Kheng
Li, Haitao
Lee, Hiang Kwee
format Article
author Ang, Zhi Zhong
Pereira, Veronica
Boong, Siew Kheng
Li, Haitao
Lee, Hiang Kwee
author_sort Ang, Zhi Zhong
title Nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis
title_short Nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis
title_full Nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis
title_fullStr Nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis
title_full_unstemmed Nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis
title_sort nanoscale stirring at the liquid-liquid interface: the interfacial nano-vortexer actively converges immiscible biphasic reactants for enhanced phase-transfer catalysis
publishDate 2024
url https://hdl.handle.net/10356/174674
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