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Compartmentalized droplets for continuous flow liquid-liquid interface catalysis

Zhang, Ming; Wei, Lijuan; Chen, Huan; Du, Zhiping; Binks, Bernard P.; Yang, Hengquan

Authors

Ming Zhang

Lijuan Wei

Huan Chen

Zhiping Du

Hengquan Yang



Abstract

To address the limitations of batch organic-aqueous biphasic catalysis, we develop a conceptually novel method termed Flow Pickering Emulsion or FPE, to process biphasic reactions in a continuous flow fashion. This method involves the compartmentalization of bulk water into micron-sized droplets based on a water-in-oil Pickering emulsion, which are packed into a column reactor. The compartmentalized water droplets can confine water-soluble catalysts, thus “immobilizing” the catalyst in the column reactor, while the interstices between the droplets allow the organic (oil) phase to flow. Key fundamental principles underpinning this method such as the oil phase flow behavior, the stability of compartmentalized droplets and the confinement capability of these droplets towards water-soluble catalysts are experimentally and theoretically investigated. As a proof of this concept, case studies including a sulphuric acid-catalyzed addition reaction, a heteropolyacid-catalyzed ring opening reaction and an enzyme-catalyzed chiral reaction demonstrate the generality and versatility of the FPE method. Impressively, in addition to the excellent durability, the developed FPE reactions exhibit up to 10-fold reaction efficiency enhancement in comparison to the existing batch reactions, indicating a unique flow interface catalysis effect. This study opens up a new avenue to allow conventional biphasic catalysis reactions to access more sustainable and efficient flow chemistry using an innovative liquid-liquid interface protocol.

Journal Article Type Article
Publication Date Aug 17, 2016
Journal Journal of the American Chemical Society
Print ISSN 0002-7863
Electronic ISSN 1520-5126
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 138
Issue 32
Pages 10173-10183
Institution Citation Zhang, M., Wei, L., Chen, H., Du, Z., Binks, B. P., & Yang, H. (2016). Compartmentalized droplets for continuous flow liquid-liquid interface catalysis. Journal of the American Chemical Society, 138(32), 10173-10183. https://doi.org/10.1021/jacs.6b04265
DOI https://doi.org/10.1021/jacs.6b04265
Keywords Flow Pickering Emulsion
Publisher URL http://pubs.acs.org/doi/abs/10.1021/jacs.6b04265
Copyright Statement This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher.To access the final edited and published work see http://dx.doi.org/10.1021/jacs.6b04265
Additional Information This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher.To access the final edited and published work see http://dx.doi.org/10.1021/jacs.6b04265

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Copyright Statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher.To access the final edited and published work see http://dx.doi.org/10.1021/jacs.6b04265



Article.pdf (1.3 Mb)
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Copyright Statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher.To access the final edited and published work see http://dx.doi.org/10.1021/jacs.6b04265





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