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Title: Development and Scale-up of Continuous Electrocatalytic Hydrogenation of Functionalized Nitro arenes, Nitriles and Unsaturated Aldehydes

Abstract

Electrolysis reactors based on the filter-press architecture of redox flow batteries have proven to be effective and scalable towards the production of commercially relevant, pharmaceutical quantities of anilines (>500 kg/year) from halogen-, hydroxyl-, and carbonyl-substituted nitroarenes. Turbulent flow through the carbon felts on which the catalysts were supported facilitated scaling towards production levels because it conferred on the reactors scale-independent, plug flow-like residence time distributions and high mass transfer coefficients. Equipping the cells with micro-reference electrodes made it possible to transfer reaction conditions first developed in batch systems to the continuous flow reactors. The catalysts prepared by incipient wetness impregnation of metal salts into lightly oxidized carbon felt supports were readily generalizable.

Authors:
 [1];  [1];  [2];  [3];  [4];  [3];  [3]; ORCiD logo [1]
  1. BATTELLE (PACIFIC NW LAB)
  2. VISITORS
  3. GSK
  4. University of Victoria
Publication Date:
Research Org.:
Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1566282
Report Number(s):
PNNL-SA-139588
DOE Contract Number:  
AC05-76RL01830
Resource Type:
Journal Article
Journal Name:
Organic Process Research & Development
Additional Journal Information:
Journal Volume: 23; Journal Issue: 9
Country of Publication:
United States
Language:
English

Citation Formats

Egbert, Jonathan D., Thomsen, Edwin C., O'Neill-Slawecki, Stacy A., Mans, Douglas M., Leitch, David C., Edwards, Lee J., Wade, Charles E., and Weber, Robert S. Development and Scale-up of Continuous Electrocatalytic Hydrogenation of Functionalized Nitro arenes, Nitriles and Unsaturated Aldehydes. United States: N. p., 2019. Web. doi:10.1021/acs.oprd.8b00379.
Egbert, Jonathan D., Thomsen, Edwin C., O'Neill-Slawecki, Stacy A., Mans, Douglas M., Leitch, David C., Edwards, Lee J., Wade, Charles E., & Weber, Robert S. Development and Scale-up of Continuous Electrocatalytic Hydrogenation of Functionalized Nitro arenes, Nitriles and Unsaturated Aldehydes. United States. doi:10.1021/acs.oprd.8b00379.
Egbert, Jonathan D., Thomsen, Edwin C., O'Neill-Slawecki, Stacy A., Mans, Douglas M., Leitch, David C., Edwards, Lee J., Wade, Charles E., and Weber, Robert S. Fri . "Development and Scale-up of Continuous Electrocatalytic Hydrogenation of Functionalized Nitro arenes, Nitriles and Unsaturated Aldehydes". United States. doi:10.1021/acs.oprd.8b00379.
@article{osti_1566282,
title = {Development and Scale-up of Continuous Electrocatalytic Hydrogenation of Functionalized Nitro arenes, Nitriles and Unsaturated Aldehydes},
author = {Egbert, Jonathan D. and Thomsen, Edwin C. and O'Neill-Slawecki, Stacy A. and Mans, Douglas M. and Leitch, David C. and Edwards, Lee J. and Wade, Charles E. and Weber, Robert S.},
abstractNote = {Electrolysis reactors based on the filter-press architecture of redox flow batteries have proven to be effective and scalable towards the production of commercially relevant, pharmaceutical quantities of anilines (>500 kg/year) from halogen-, hydroxyl-, and carbonyl-substituted nitroarenes. Turbulent flow through the carbon felts on which the catalysts were supported facilitated scaling towards production levels because it conferred on the reactors scale-independent, plug flow-like residence time distributions and high mass transfer coefficients. Equipping the cells with micro-reference electrodes made it possible to transfer reaction conditions first developed in batch systems to the continuous flow reactors. The catalysts prepared by incipient wetness impregnation of metal salts into lightly oxidized carbon felt supports were readily generalizable.},
doi = {10.1021/acs.oprd.8b00379},
journal = {Organic Process Research & Development},
number = 9,
volume = 23,
place = {United States},
year = {2019},
month = {9}
}