Process Intensification of 2,2′-(4-Nitrophenyl) Dipyrromethane Synthesis with a SO<sub>3</sub>H-Functionalized Ionic Liquid Catalyst in Pickering-Emulsion-Based Packed-Bed Microreactors

A stable water-in-oil Pickering emulsion was fabricated with SO<sub>3</sub>H-functionalized ionic liquid and surface-modified silica nanoparticles and used for 2,2′-(4-nitrophenyl) dipyrromethane synthesis in a packed-bed microreactor, exhibiting high reaction activity and product select...

Full description

Bibliographic Details
Main Authors: Hong Zhang, Minjing Shang, Yuchao Zhao, Yuanhai Su
Format: Article
Language:English
Published: MDPI AG 2021-07-01
Series:Micromachines
Subjects:
Online Access:https://www.mdpi.com/2072-666X/12/7/796
id doaj-195d63823c394f4688a08f6f967fe153
record_format Article
spelling doaj-195d63823c394f4688a08f6f967fe1532021-07-23T13:54:41ZengMDPI AGMicromachines2072-666X2021-07-011279679610.3390/mi12070796Process Intensification of 2,2′-(4-Nitrophenyl) Dipyrromethane Synthesis with a SO<sub>3</sub>H-Functionalized Ionic Liquid Catalyst in Pickering-Emulsion-Based Packed-Bed MicroreactorsHong Zhang0Minjing Shang1Yuchao Zhao2Yuanhai Su3Frontiers Science Center for Transformative Molecules, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, ChinaFrontiers Science Center for Transformative Molecules, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, ChinaCollege of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, ChinaFrontiers Science Center for Transformative Molecules, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, ChinaA stable water-in-oil Pickering emulsion was fabricated with SO<sub>3</sub>H-functionalized ionic liquid and surface-modified silica nanoparticles and used for 2,2′-(4-nitrophenyl) dipyrromethane synthesis in a packed-bed microreactor, exhibiting high reaction activity and product selectivity. The compartmentalized water droplets of the Pickering emulsion had an excellent ability to confine the ionic liquid against loss under continuous-flow conditions, and the excellent durability of the catalytic system without a significant decrease in the reaction efficiency and selectivity was achieved. Compared with the reaction performance of a liquid–liquid slug-flow microreactor and batch reactor, the Pickering-emulsion-based catalytic system showed a higher specific interfacial area between the catalytic and reactant phases, benefiting the synthesis of 2,2′-(4-nitrophenyl) dipyrromethane and resulting in a higher yield (90%). This work indicated that an increase in the contact of reactants with catalytic aqueous solution in a Pickering-emulsion-based packed-bed microreactor can greatly enhance the synthetic process of dipyrromethane, giving an excellent yield of products and a short reaction time. It was revealed that Pickering-emulsion-based packed-bed microreactors with the use of ionic liquids as catalysts for interfacial catalysis have great application potential in the process of intensification of organic synthesis.https://www.mdpi.com/2072-666X/12/7/796packed-bed microreactorprocess intensificationPickering emulsionionic liquiddipyrromethane
collection DOAJ
language English
format Article
sources DOAJ
author Hong Zhang
Minjing Shang
Yuchao Zhao
Yuanhai Su
spellingShingle Hong Zhang
Minjing Shang
Yuchao Zhao
Yuanhai Su
Process Intensification of 2,2′-(4-Nitrophenyl) Dipyrromethane Synthesis with a SO<sub>3</sub>H-Functionalized Ionic Liquid Catalyst in Pickering-Emulsion-Based Packed-Bed Microreactors
Micromachines
packed-bed microreactor
process intensification
Pickering emulsion
ionic liquid
dipyrromethane
author_facet Hong Zhang
Minjing Shang
Yuchao Zhao
Yuanhai Su
author_sort Hong Zhang
title Process Intensification of 2,2′-(4-Nitrophenyl) Dipyrromethane Synthesis with a SO<sub>3</sub>H-Functionalized Ionic Liquid Catalyst in Pickering-Emulsion-Based Packed-Bed Microreactors
title_short Process Intensification of 2,2′-(4-Nitrophenyl) Dipyrromethane Synthesis with a SO<sub>3</sub>H-Functionalized Ionic Liquid Catalyst in Pickering-Emulsion-Based Packed-Bed Microreactors
title_full Process Intensification of 2,2′-(4-Nitrophenyl) Dipyrromethane Synthesis with a SO<sub>3</sub>H-Functionalized Ionic Liquid Catalyst in Pickering-Emulsion-Based Packed-Bed Microreactors
title_fullStr Process Intensification of 2,2′-(4-Nitrophenyl) Dipyrromethane Synthesis with a SO<sub>3</sub>H-Functionalized Ionic Liquid Catalyst in Pickering-Emulsion-Based Packed-Bed Microreactors
title_full_unstemmed Process Intensification of 2,2′-(4-Nitrophenyl) Dipyrromethane Synthesis with a SO<sub>3</sub>H-Functionalized Ionic Liquid Catalyst in Pickering-Emulsion-Based Packed-Bed Microreactors
title_sort process intensification of 2,2′-(4-nitrophenyl) dipyrromethane synthesis with a so<sub>3</sub>h-functionalized ionic liquid catalyst in pickering-emulsion-based packed-bed microreactors
publisher MDPI AG
series Micromachines
issn 2072-666X
publishDate 2021-07-01
description A stable water-in-oil Pickering emulsion was fabricated with SO<sub>3</sub>H-functionalized ionic liquid and surface-modified silica nanoparticles and used for 2,2′-(4-nitrophenyl) dipyrromethane synthesis in a packed-bed microreactor, exhibiting high reaction activity and product selectivity. The compartmentalized water droplets of the Pickering emulsion had an excellent ability to confine the ionic liquid against loss under continuous-flow conditions, and the excellent durability of the catalytic system without a significant decrease in the reaction efficiency and selectivity was achieved. Compared with the reaction performance of a liquid–liquid slug-flow microreactor and batch reactor, the Pickering-emulsion-based catalytic system showed a higher specific interfacial area between the catalytic and reactant phases, benefiting the synthesis of 2,2′-(4-nitrophenyl) dipyrromethane and resulting in a higher yield (90%). This work indicated that an increase in the contact of reactants with catalytic aqueous solution in a Pickering-emulsion-based packed-bed microreactor can greatly enhance the synthetic process of dipyrromethane, giving an excellent yield of products and a short reaction time. It was revealed that Pickering-emulsion-based packed-bed microreactors with the use of ionic liquids as catalysts for interfacial catalysis have great application potential in the process of intensification of organic synthesis.
topic packed-bed microreactor
process intensification
Pickering emulsion
ionic liquid
dipyrromethane
url https://www.mdpi.com/2072-666X/12/7/796
work_keys_str_mv AT hongzhang processintensificationof224nitrophenyldipyrromethanesynthesiswithasosub3subhfunctionalizedionicliquidcatalystinpickeringemulsionbasedpackedbedmicroreactors
AT minjingshang processintensificationof224nitrophenyldipyrromethanesynthesiswithasosub3subhfunctionalizedionicliquidcatalystinpickeringemulsionbasedpackedbedmicroreactors
AT yuchaozhao processintensificationof224nitrophenyldipyrromethanesynthesiswithasosub3subhfunctionalizedionicliquidcatalystinpickeringemulsionbasedpackedbedmicroreactors
AT yuanhaisu processintensificationof224nitrophenyldipyrromethanesynthesiswithasosub3subhfunctionalizedionicliquidcatalystinpickeringemulsionbasedpackedbedmicroreactors
_version_ 1721286965093990400