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Title: Redox Activity Modulation in Extended Fluorenone-Based Flow Battery Electrolytes with π-π Stacking Effect

Journal Article · · Journal of the Electrochemical Society

Redox flow battery shows promise for grid-scale energy storage. Aqueous organic redox flow batteries are particularly popular due to their potentially low material cost and safe water-based electrolyte. Commonly, redox active molecules used in this field feature aromatic rings, and increasing π-aromatic conjugation has been a popular strategy to achieve high energy density, high power density, and reduced crossover in new material design. However, this approach can inadvertently hinder redox activity depending on redox mechanism. This study reveals the underlying π-π stacking effect in extended aromatic redox active compounds, where aromatic radical intermediates are involved in the redox process. We report a molecular design strategy to mitigate the negative effect of π-π stacking by altering solvation dynamics and introducing molecular steric hindrance.

Research Organization:
Pacific Northwest National Laboratory (PNNL), Richland, WA (United States)
Sponsoring Organization:
USDOE Laboratory Directed Research and Development (LDRD) Program; USDOE Office of Electricity (OE); USDOE Office of Science (SC), Biological and Environmental Research (BER)
Grant/Contract Number:
AC05-76RL01830
OSTI ID:
2440823
Report Number(s):
PNNL-SA-186885
Journal Information:
Journal of the Electrochemical Society, Journal Name: Journal of the Electrochemical Society Journal Issue: 9 Vol. 171; ISSN 0013-4651
Publisher:
IOP PublishingCopyright Statement
Country of Publication:
United States
Language:
English

References (23)

Electrochemical Pinacol Coupling of Acetophenone Using Boron‐Doped Diamond Electrode journal March 2019
Designer Two-Electron Storage Viologen Anolyte Materials for Neutral Aqueous Organic Redox Flow Batteries journal December 2017
Concentration-Dependent Dimerization of Anthraquinone Disulfonic Acid and Its Impact on Charge Storage journal May 2017
Rechargeable Batteries for Grid Scale Energy Storage journal September 2022
Electrolyte Lifetime in Aqueous Organic Redox Flow Batteries: A Critical Review journal February 2020
Hydrogen Coupling on Platinum Using Artificial Neural Network Potentials and DFT journal October 2021
Understanding Substituent Effects in Noncovalent Interactions Involving Aromatic Rings journal June 2012
Electronic Interaction in Ketyl Radicals journal July 1964
Stacking and T-shape Competition in Aromatic−Aromatic Amino Acid Interactions journal May 2002
Evidence of σ- and π-Dimerization in a Series of Phenalenyls journal December 2014
Spin Delocalization, Polarization, and London Dispersion Forces Govern the Formation of Diradical Pimers journal February 2020
Plasma Electrochemistry for Carbon–Carbon Bond Formation via Pinacol Coupling journal May 2023
Modular dimerization of organic radicals for stable and dense flow battery catholyte journal August 2023
Emerging chemistries and molecular designs for flow batteries journal June 2022
Associative pyridinium electrolytes for air-tolerant redox flow batteries journal November 2023
Improved radical stability of viologen anolytes in aqueous organic redox flow batteries journal January 2018
Interconversion of hydrated protons at the interface between liquid water and platinum journal January 2019
Reactivity of ketyl free radicals. Part 1.—Acid dissociation of aromatic ketyls and pinacols journal January 1966
Reactivity of ketyl free radicals. Part 2.—Dimerization and dismutation of fluorenone and xanthone ketyls journal January 1966
Reversible ketone hydrogenation and dehydrogenation for aqueous organic redox flow batteries journal May 2021
A general measure of conjugation in biphenyls and their radical cations journal November 2010
Theoretical Study of Proton and Solvent Effects on Molecular Stacking journal June 1983
Arylene Diimide Derivatives as Anolyte Materials with Two-Electron Storage for Ultrastable Neutral Aqueous Organic Redox Flow Batteries journal October 2023

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