TY - JOUR
T1 - A Continuous-Flow Electrochemical Taylor Vortex Reactor
T2 - A Laboratory-Scale High-Throughput Flow Reactor with Enhanced Mixing for Scalable Electrosynthesis
AU - Love, Ashley
AU - Lee, Darren S.
AU - Gennari, Gabriele
AU - Jefferson-Loveday, Richard
AU - Pickering, Stephen J.
AU - Poliakoff, Martyn
AU - George, Michael
N1 - Publisher Copyright:
©
PY - 2021/7/16
Y1 - 2021/7/16
N2 - We report the development of a small footprint continuous electrochemical Taylor vortex reactor capable of processing kilogram quantities of material per day. This report builds upon our previous development of a scalable photochemical Taylor vortex reactor (Org. Process Res. Dev. 2017, 21, 1042; 2020, 24, 201-206). It describes a static and rotating electrode system that allows for enhanced mixing within the annular gap between the electrodes. We demonstrate that the size of the annular gap and the rotation speed of the electrode are important for both conversion of the substrate and selectivity of the product exemplified using the methoxylation of N-formylpyrrolidine. The employment of a cooling jacket was necessary for scaling the reaction in order to manage the heat generated by electrodes at higher currents (up to 30 A, >270 mA cm-2) allowing multimole productivity per day of methoxylation product to be achieved. The electrochemical oxidation of thioanisole was also studied, and it was demonstrated that the reactor has the performance to produce up to 400 g day-1 of either of the corresponding sulfoxide or sulfone while maintaining a very high reaction selectivity (>97%) to the desired product. This development completes a suite of vortex reactor designs that can be used for photo-, thermal-, or electrochemistry, all of which decouple residence time from mixing. This opens up the possibility of performing continuous multistep reactions at scale with flexibility in optimizing processes.
AB - We report the development of a small footprint continuous electrochemical Taylor vortex reactor capable of processing kilogram quantities of material per day. This report builds upon our previous development of a scalable photochemical Taylor vortex reactor (Org. Process Res. Dev. 2017, 21, 1042; 2020, 24, 201-206). It describes a static and rotating electrode system that allows for enhanced mixing within the annular gap between the electrodes. We demonstrate that the size of the annular gap and the rotation speed of the electrode are important for both conversion of the substrate and selectivity of the product exemplified using the methoxylation of N-formylpyrrolidine. The employment of a cooling jacket was necessary for scaling the reaction in order to manage the heat generated by electrodes at higher currents (up to 30 A, >270 mA cm-2) allowing multimole productivity per day of methoxylation product to be achieved. The electrochemical oxidation of thioanisole was also studied, and it was demonstrated that the reactor has the performance to produce up to 400 g day-1 of either of the corresponding sulfoxide or sulfone while maintaining a very high reaction selectivity (>97%) to the desired product. This development completes a suite of vortex reactor designs that can be used for photo-, thermal-, or electrochemistry, all of which decouple residence time from mixing. This opens up the possibility of performing continuous multistep reactions at scale with flexibility in optimizing processes.
KW - anodic oxidation
KW - electrosynthesis
KW - flow chemistry
KW - methoxylation
KW - sulfide oxidation
KW - vortex reactor
UR - http://www.scopus.com/inward/record.url?scp=85111317913&partnerID=8YFLogxK
U2 - 10.1021/acs.oprd.1c00102
DO - 10.1021/acs.oprd.1c00102
M3 - Article
AN - SCOPUS:85111317913
SN - 1083-6160
VL - 25
SP - 1619
EP - 1627
JO - Organic Process Research and Development
JF - Organic Process Research and Development
IS - 7
ER -