Skip to main content
U.S. Department of Energy
Office of Scientific and Technical Information

Highly Stable, Low Redox Potential Quinone for Aqueous Flow Batteries**

Journal Article · · Batteries & Supercaps
Abstract

Aqueous organic redox flow batteries are promising candidates for large‐scale energy storage. However, the design of stable and inexpensive electrolytes is challenging. Here, we report a highly stable, low redox potential, and potentially inexpensive negolyte species, sodium 3,3′,3′′,3′′′‐((9,10‐anthraquinone‐2,6‐diyl)bis(azanetriyl))tetrakis(propane‐1‐sulfonate) (2,6‐N‐TSAQ), which is synthesized in a single step from inexpensive precursors. Pairing 2,6‐N‐TSAQ with potassium ferrocyanide at pH=14 yielded a battery with the highest open‐circuit voltage, 1.14 V, of any anthraquinone‐based cell with a capacity fade rate <10 %/yr. When 2,6‐N‐TSAQ was cycled at neutral pH, it exhibited two orders of magnitude higher capacity fade rate. The great difference in anthraquinone cycling stability at different pH is interpreted in terms of the thermodynamics of the anthrone formation reaction. This work shows the great potential of organic synthetic chemistry for the development of viable flow battery electrolytes and demonstrates the remarkable performance improvements achievable with an understanding of decomposition mechanisms.

Sponsoring Organization:
USDOE
Grant/Contract Number:
AC05-76RL01830
OSTI ID:
1846349
Journal Information:
Batteries & Supercaps, Journal Name: Batteries & Supercaps Journal Issue: 6 Vol. 5; ISSN 2566-6223
Publisher:
Wiley Blackwell (John Wiley & Sons)Copyright Statement
Country of Publication:
Germany
Language:
English

References (50)

Poly(TEMPO)/Zinc Hybrid-Flow Battery: A Novel, “Green,” High Voltage, and Safe Energy Storage System journal January 2016
Recent Advancements in All-Vanadium Redox Flow Batteries journal November 2015
A Total Organic Aqueous Redox Flow Battery Employing a Low Cost and Sustainable Methyl Viologen Anolyte and 4-HO-TEMPO Catholyte journal December 2015
Anthraquinone Derivatives in Aqueous Flow Batteries journal December 2016
Alkaline Benzoquinone Aqueous Flow Battery for Large-Scale Storage of Electrical Energy journal December 2017
A Phosphonate‐Functionalized Quinone Redox Flow Battery at Near‐Neutral pH with Record Capacity Retention Rate journal January 2019
Near Neutral pH Redox Flow Battery with Low Permeability and Long‐Lifetime Phosphonated Viologen Active Species journal April 2020
Redox-Flow-Batterien: von metallbasierten zu organischen Aktivmaterialien journal November 2016
A π-Conjugation Extended Viologen as a Two-Electron Storage Anolyte for Total Organic Aqueous Redox Flow Batteries journal December 2017
A pH‐Neutral, Metal‐Free Aqueous Organic Redox Flow Battery Employing an Ammonium Anthraquinone Anolyte journal September 2019
Biomimetic Amino Acid Functionalized Phenazine Flow Batteries with Long Lifetime at Near‐Neutral pH journal January 2021
Redox-Flow Batteries: From Metals to Organic Redox-Active Materials journal November 2016
A π-Conjugation Extended Viologen as a Two-Electron Storage Anolyte for Total Organic Aqueous Redox Flow Batteries journal December 2017
A pH‐Neutral, Metal‐Free Aqueous Organic Redox Flow Battery Employing an Ammonium Anthraquinone Anolyte journal November 2019
Biomimetic Amino Acid Functionalized Phenazine Flow Batteries with Long Lifetime at Near‐Neutral pH journal January 2021
Screening Viologen Derivatives for Neutral Aqueous Organic Redox Flow Batteries journal March 2020
Functioning Water‐Insoluble Ferrocenes for Aqueous Organic Flow Battery via Host–Guest Inclusion journal December 2020
A Long-Lifetime All-Organic Aqueous Flow Battery Utilizing TMAP-TEMPO Radical journal July 2019
Extremely Stable Anthraquinone Negolytes Synthesized from Common Precursors journal June 2020
N-alkyl-carboxylate-functionalized anthraquinone for long-cycling aqueous redox flow batteries journal April 2021
Alkaline Quinone Flow Battery with Long Lifetime at pH 12 journal September 2018
A highly reversible anthraquinone-based anolyte for alkaline aqueous redox flow batteries journal May 2018
Electrolyte Lifetime in Aqueous Organic Redox Flow Batteries: A Critical Review journal February 2020
Investigations Into Aqueous Redox Flow Batteries Based on Ferrocene Bisulfonate journal October 2020
Anthraquinone Flow Battery Reactants with Nonhydrolyzable Water-Solubilizing Chains Introduced via a Generic Cross-Coupling Method journal December 2021
TEMPO/Phenazine Combi-Molecule: A Redox-Active Material for Symmetric Aqueous Redox-Flow Batteries journal October 2016
A Neutral pH Aqueous Organic–Organometallic Redox Flow Battery with Extremely High Capacity Retention journal February 2017
Materials and Systems for Organic Redox Flow Batteries: Status and Challenges journal August 2017
A Sulfonate-Functionalized Viologen Enabling Neutral Cation Exchange, Aqueous Organic Redox Flow Batteries toward Renewable Energy Storage journal February 2018
High-Performance Alkaline Organic Redox Flow Batteries Based on 2-Hydroxy-3-carboxy-1,4-naphthoquinone journal September 2018
A Water-Miscible Quinone Flow Battery with High Volumetric Capacity and Energy Density journal May 2019
Molecular Engineering of an Alkaline Naphthoquinone Flow Battery journal July 2019
Status and Prospects of Organic Redox Flow Batteries toward Sustainable Energy Storage journal August 2019
Molecular Design of Fused-Ring Phenazine Derivatives for Long-Cycling Alkaline Redox Flow Batteries journal January 2020
Flow Batteries: Current Status and Trends journal September 2015
Long-Cycling Aqueous Organic Redox Flow Battery (AORFB) toward Sustainable and Safe Energy Storage journal January 2017
Extending the Lifetime of Organic Flow Batteries via Redox State Management journal April 2019
A metal-free organic–inorganic aqueous flow battery journal January 2014
A redox-flow battery with an alloxazine-based organic electrolyte journal July 2016
Mechanism of mediated alkali peroxide oxidation and triplet versus singlet oxygen formation journal March 2021
A biomimetic high-capacity phenazine-based anolyte for aqueous organic redox flow batteries journal June 2018
Improved radical stability of viologen anolytes in aqueous organic redox flow batteries journal January 2018
A highly stable neutral viologen/bromine aqueous flow battery with high energy and power density journal January 2019
In situ electrosynthesis of anthraquinone electrolytes in aqueous flow batteries journal January 2020
High-performance anthraquinone with potentially low cost for aqueous redox flow batteries journal January 2021
Enol–keto tautomerism of 9-anthrol and hydrolysis of its methyl ether journal March 2002
Electron transfer reactions in chemistry. Theory and experiment journal July 1993
Electrical Energy Storage for the Grid: A Battery of Choices journal November 2011
Alkaline quinone flow battery journal September 2015
Flow Battery Molecular Reactant Stability Determined by Symmetric Cell Cycling Methods journal January 2018

Similar Records

A Phosphonate-Functionalized Quinone Redox Flow Battery at Near-Neutral pH with Record Capacity Retention Rate
Journal Article · Tue Feb 05 19:00:00 EST 2019 · Advanced Energy Materials · OSTI ID:1661884

A Water-Miscible Quinone Flow Battery with High Volumetric Capacity and Energy Density
Journal Article · Tue May 21 20:00:00 EDT 2019 · ACS Energy Letters · OSTI ID:1597276

Related Subjects