Competing commercial catalysts: Unprecedented catalyst activity and stability of Mizoroki-Heck reaction in a continuous packed bed reactor

Nemanja Vucetic; Pasi Virtanen; Andrey Shchukarev; Tapio Salmi; Jyri-Pekka Mikkola

doi:10.1016/j.cej.2021.134432

Competing commercial catalysts: Unprecedented catalyst activity and stability of Mizoroki-Heck reaction in a continuous packed bed reactor

Nemanja Vucetic, Pasi Virtanen, Andrey Shchukarev, Tapio Salmi, Jyri-Pekka Mikkola

Laboratory of Industrial Chemistry and Reaction Engineering

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Abstract

Main obstacle for adopting continuous processes as a standard technology for Mizoroki-Heck reaction usually lies in its specific reaction mechanism. Here we present an important step forward answering the challenges unraveled through a comprehensive study that provides deeper understanding on the Mizoroki-Heck reaction, in particular the case when iodobenzene and butyl acrylate react in a continuous packed bed reactor in the presence of a Pd Supported Ionic Liquid Catalyst (SILCA). On-line UV–VIS spectrometry supported by ICP-OES, TEM and XPS measurements were carried out and the catalyst leaching was minimized. Finally, simple continuous flow process was proposed resulting in a high catalytic activity (up to 1470 mol_ArI mol_Pd⁻¹h⁻¹) and reaching productivity in the range of 12,000 to 16,000 mol_ArI mol_Pd⁻¹ thus competing with the performance of commercial catalysts.

Original language	English
Article number	134432
Number of pages	9
Journal	Chemical Engineering Journal
Volume	433
Issue number	1
Early online date	4 Jan 2022
DOIs	https://doi.org/10.1016/j.cej.2021.134432 https://doi.org/10.1016/j.cej.2021.134432
Publication status	Published - 1 Apr 2022
MoE publication type	A1 Journal article-refereed

Funding

The work was performed as a part of activities of the Johan Gadolin Process Chemistry Centre (PCC) at ?bo Akademi University in Finland and Chemical-Biological Centre at Ume? University, Sweden. The main economic support from the Graduate School of Chemical Engineering (GSCE), Academy of Finland (AKA) and Swedish Research Council is gratefully acknowledged. The Swedish Bio4Energy programme is kindly acknowledged. The work was performed as a part of activities of the Johan Gadolin Process Chemistry Centre (PCC) at Åbo Akademi University in Finland and Chemical-Biological Centre at Umeå University, Sweden. The main economic support from the Graduate School of Chemical Engineering (GSCE), Academy of Finland (AKA) and Swedish Research Council is gratefully acknowledged. The Swedish Bio4Energy programme is kindly acknowledged.

Keywords

Supported ionic liquid catalyst
Mizoroki-Heck reaction
Continuous flow
Heterogeneous catalysis
Release-and-catch mechanism

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10.1016/j.cej.2021.134432Licence: CC BY
10.1016/j.cej.2021.134432

1-s2.0-S1385894721060022-mainFinal published version, 1.62 MBLicence: CC BY

https://urn.fi/URN:NBN:fi-fe2022120168390

Cite this

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abstract = "Main obstacle for adopting continuous processes as a standard technology for Mizoroki-Heck reaction usually lies in its specific reaction mechanism. Here we present an important step forward answering the challenges unraveled through a comprehensive study that provides deeper understanding on the Mizoroki-Heck reaction, in particular the case when iodobenzene and butyl acrylate react in a continuous packed bed reactor in the presence of a Pd Supported Ionic Liquid Catalyst (SILCA). On-line UV–VIS spectrometry supported by ICP-OES, TEM and XPS measurements were carried out and the catalyst leaching was minimized. Finally, simple continuous flow process was proposed resulting in a high catalytic activity (up to 1470 molArI molPd−1h−1) and reaching productivity in the range of 12,000 to 16,000 molArI molPd−1 thus competing with the performance of commercial catalysts.",

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author = "Nemanja Vucetic and Pasi Virtanen and Andrey Shchukarev and Tapio Salmi and Jyri-Pekka Mikkola",

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AU - Salmi, Tapio

AU - Mikkola, Jyri-Pekka

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N2 - Main obstacle for adopting continuous processes as a standard technology for Mizoroki-Heck reaction usually lies in its specific reaction mechanism. Here we present an important step forward answering the challenges unraveled through a comprehensive study that provides deeper understanding on the Mizoroki-Heck reaction, in particular the case when iodobenzene and butyl acrylate react in a continuous packed bed reactor in the presence of a Pd Supported Ionic Liquid Catalyst (SILCA). On-line UV–VIS spectrometry supported by ICP-OES, TEM and XPS measurements were carried out and the catalyst leaching was minimized. Finally, simple continuous flow process was proposed resulting in a high catalytic activity (up to 1470 molArI molPd−1h−1) and reaching productivity in the range of 12,000 to 16,000 molArI molPd−1 thus competing with the performance of commercial catalysts.

AB - Main obstacle for adopting continuous processes as a standard technology for Mizoroki-Heck reaction usually lies in its specific reaction mechanism. Here we present an important step forward answering the challenges unraveled through a comprehensive study that provides deeper understanding on the Mizoroki-Heck reaction, in particular the case when iodobenzene and butyl acrylate react in a continuous packed bed reactor in the presence of a Pd Supported Ionic Liquid Catalyst (SILCA). On-line UV–VIS spectrometry supported by ICP-OES, TEM and XPS measurements were carried out and the catalyst leaching was minimized. Finally, simple continuous flow process was proposed resulting in a high catalytic activity (up to 1470 molArI molPd−1h−1) and reaching productivity in the range of 12,000 to 16,000 molArI molPd−1 thus competing with the performance of commercial catalysts.

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Competing commercial catalysts: Unprecedented catalyst activity and stability of Mizoroki-Heck reaction in a continuous packed bed reactor

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