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

Journal Article · · Advanced Energy Materials
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  1. Argonne National Lab. (ANL), Argonne, IL (United States)
  2. Argonne National Lab. (ANL), Argonne, IL (United States); Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
  3. Argonne National Lab. (ANL), Argonne, IL (United States); Univ. of Michigan, Ann Arbor, MI (United States)

Abstract 1,4‐Dimethoxybenzene derivatives are materials of choice for use as catholytes in non‐aqueous 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. A hybrid flow cell containing BODMA is operated for 150 charge–discharge cycles with a minimal loss of capacity.

Research Organization:
Argonne National Laboratory (ANL), Argonne, IL (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22), Joint Center for Energy Storage Research (JCESR); USDOE
Grant/Contract Number:
AC02-06CH11357
OSTI ID:
1402467
Alternate ID(s):
OSTI ID: 1401299
Journal Information:
Advanced Energy Materials, Vol. 2017; ISSN 1614-6832
Publisher:
WileyCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 47 works
Citation information provided by
Web of Science

References (17)

Redox flow batteries a review journal September 2011
1,4-Bis(trimethylsilyl)-2,5-dimethoxybenzene: a novel redox shuttle additive for overcharge protection in lithium-ion batteries that doubles as a mechanistic chemical probe journal January 2015
Liquid Catholyte Molecules for Nonaqueous Redox Flow Batteries journal November 2014
Advanced Redox-Flow Batteries: A Perspective journal September 2015
Molecular engineering towards safer lithium-ion batteries: a highly stable and compatible redox shuttle for overcharge protection journal January 2012
Sustainable Electrical Energy Storage through the Ferrocene/Ferrocenium Redox Reaction in Aprotic Electrolyte journal August 2014
Recent advances in molecular engineering of redox active organic molecules for nonaqueous flow batteries journal August 2016
Redox shuttles for safer lithium-ion batteries journal October 2009
Nonaqueous redox-flow batteries: organic solvents, supporting electrolytes, and redox pairs journal January 2015
The lightest organic radical cation for charge storage in redox flow batteries journal August 2016
A membrane-free lithium/polysulfide semi-liquid battery for large-scale energy storage journal January 2013
Flow Batteries: Current Status and Trends journal September 2015
Isolation of Novel Radical Cations from Hydroquinone Ethers. Conformational Transition of the Methoxy Group upon Electron Transfer journal July 1995
A review of current developments in non-aqueous redox flow batteries: characterization of their membranes for design perspective journal January 2013
An All-Organic Non-aqueous Lithium-Ion Redox Flow Battery journal June 2012
A metal-free organic–inorganic aqueous flow battery journal January 2014
Sustainable Electrical Energy Storage through the Ferrocene/Ferrocenium Redox Reaction in Aprotic Electrolyte journal August 2014

Cited By (5)

A Two-Electron Storage Nonaqueous Organic Redox Flow Battery journal February 2018
Gradient-Distributed Metal-Organic Framework-Based Porous Membranes for Nonaqueous Redox Flow Batteries journal October 2018
Toward High‐Voltage, Energy‐Dense, and Durable Aqueous Organic Redox Flow Batteries: Role of the Supporting Electrolytes journal September 2018
Asymmetric allyl-activation of organosulfides for high-energy reversible redox flow batteries journal January 2019
High-Performance Oligomeric Catholytes for Effective Macromolecular Separation in Nonaqueous Redox Flow Batteries journal January 2018