Annulated Dialkoxybenzenes as Catholyte Materials for Non-aqueous Redox Flow Batteries: Achieving High Chemical Stability through Bicyclic Substitution

Zhang, Jingjing; Yang, Zheng; Shkrob, Ilya A.; Assary, Rajeev S.; Tung, Siu on; Silcox, Benjamin; Duan, Wentao; Zhang, Junjie; Su, Chi Cheung; Hu, Bin; Pan, Baofei; Liao, Chen; Zhang, Zhengcheng; Wang, Wei; Curtiss, Larry A.; Thompson, Levi T.; Wei, Xiaoliang; Zhang, Lu

doi:10.1002/aenm.201701272

Annulated Dialkoxybenzenes as Catholyte Materials for Non-aqueous Redox Flow Batteries: Achieving High Chemical Stability through Bicyclic Substitution

Journal Article · Fri Jul 21 00:00:00 EDT 2017 · Advanced Energy Materials

DOI:https://doi.org/10.1002/aenm.201701272· OSTI ID:1402467

Zhang, Jingjing ^[1]; Yang, Zheng ^[2]; Shkrob, Ilya A. ^[1]; Assary, Rajeev S. ^[1]; Tung, Siu on ^[1]; Silcox, Benjamin ^[3]; Duan, Wentao ^[2]; Zhang, Junjie ^[1]; Su, Chi Cheung ^[1]; Hu, Bin ^[1]; Pan, Baofei ^[1]; Liao, Chen ^[1]; Zhang, Zhengcheng ^[1]; Wang, Wei ^[2]; Curtiss, Larry A. ^[1]; Thompson, Levi T. ^[3]; Wei, Xiaoliang ^[2]; Zhang, Lu ^[1]

Argonne National Lab. (ANL), Argonne, IL (United States)
Argonne National Lab. (ANL), Argonne, IL (United States); Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
Argonne National Lab. (ANL), Argonne, IL (United States); Univ. of Michigan, Ann Arbor, MI (United States)

1,4-Dimethoxybenzene derivatives are materials of choice for use as catholytes in nonaqueous redox flow batteries, as they exhibit high open-circuit potentials and excellent electrochemical reversibility. However, chemical stability of these materials in their oxidized form needs to be improved. Disubstitution in the arene ring is used to suppress parasitic reactions of their radical cations, but this does not fully prevent ring-addition reactions. By incorporating bicyclic substitutions and ether chains into the dialkoxybenzenes, a novel catholyte molecule, 9,10-bis(2-methoxyethoxy)-1,2,3,4,5,6,7,8-octahydro-1,4:5,8-dimethanenoanthracene (BODMA), is obtained and exhibits greater solubility and superior chemical stability in the charged state. As a result, a hybrid flow cell containing BODMA is operated for 150 charge–discharge cycles with minimal loss of capacity.

View Accepted Manuscript (DOE)

Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States)

Sponsoring Organization:: USDOE; USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22), Joint Center for Energy Storage Research (JCESR)

Grant/Contract Number:: AC02-06CH11357

OSTI ID:: 1402467

Alternate ID(s):: OSTI ID: 1401299

Journal Information:: Advanced Energy Materials, Journal Name: Advanced Energy Materials Vol. 2017; ISSN 1614-6832

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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High-Performance Oligomeric Catholytes for Effective Macromolecular Separation in Nonaqueous Redox Flow Batteries Hendriks, Koen H.; Robinson, Sophia G.; Braten, Miles N. ACS Central Science, Vol. 4, Issue 2 https://doi.org/10.1021/acscentsci.7b00544	journal	January 2018
A Two-Electron Storage Nonaqueous Organic Redox Flow Battery Huang, Jinhua; Yang, Zheng; Vijayakumar, Murugesan Advanced Sustainable Systems, Vol. 2, Issue 3 https://doi.org/10.1002/adsu.201700131	journal	February 2018
Gradient-Distributed Metal-Organic Framework-Based Porous Membranes for Nonaqueous Redox Flow Batteries Peng, Sangshan; Zhang, Leyuan; Zhang, Changkun Advanced Energy Materials, Vol. 8, Issue 33 https://doi.org/10.1002/aenm.201802533	journal	October 2018
Toward High‐Voltage, Energy‐Dense, and Durable Aqueous Organic Redox Flow Batteries: Role of the Supporting Electrolytes Chen, Ruiyong ChemElectroChem, Vol. 6, Issue 3 https://doi.org/10.1002/celc.201801505	journal	September 2018
Asymmetric allyl-activation of organosulfides for high-energy reversible redox flow batteries Weng, Guo-Ming; Yang, Bin; Liu, Chi-You Energy & Environmental Science, Vol. 12, Issue 7 https://doi.org/10.1039/c9ee00336c	journal	January 2019

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36 MATERIALS SCIENCE
bicyclic substitution
catholyte materials
nonaqueous redox flow batteries
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Annulated Dialkoxybenzenes as Catholyte Materials for Non-aqueous Redox Flow Batteries: Achieving High Chemical Stability through Bicyclic Substitution

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