High-voltage metal-free disproportionation flow batteries based on 9,10-diphenylanthracene

Several metal-free, nonaqueous, disproportionation redox-flow-battery chemistries based on electrochemically active organic molecules are presented. The electrochemistry of 9,10-diphenylanthracene (DPA), a polycyclic aromatic compound, involves two reversible redox couples separated by more than 3 V...

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Main Authors: Saraidaridis, J, Suttil, J, Monroe, C
Format: Journal article
Language:English
Published: IOP Science 2020
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author Saraidaridis, J
Suttil, J
Monroe, C
author_facet Saraidaridis, J
Suttil, J
Monroe, C
author_sort Saraidaridis, J
collection OXFORD
description Several metal-free, nonaqueous, disproportionation redox-flow-battery chemistries based on electrochemically active organic molecules are presented. The electrochemistry of 9,10-diphenylanthracene (DPA), a polycyclic aromatic compound, involves two reversible redox couples separated by more than 3 V, which are associated with electrochemical disproportionation of the neutral molecule. Nonaqueous solvents are investigated with the dual aims of realizing this high voltage in a battery cell and maximizing active-species solubility. Functionalized DPA analogues are synthesized and shown to exhibit electrochemical responses similar to pristine DPA; appending diethyleneglycoxy esters on each phenyl group to form DdPA (9,10-Bis(4-(2-(2-methoxyethoxy)ethoxy)carbonyl-phenyl)anthracene) improves solubility over DPA by a factor of 20 in acetonitrile and 5 in dimethoxyethane. The 0.21 M maximum concentration of DdPA in dimethoxyethane suggests an energy density of 8 Wh l−1, which begins to approach the energy density of state-of-the-art aqueous RFBs. Charge/discharge of a stagnant one-dimensional cell delivers the highest cell voltages from an organic single-active-species RFB chemistry yet reported. Energy and power efficiencies for DPA in dimethoxyethane and DdPA in acetonitrile are similar to nonaqueous vanadium acetylacetonate in cells of similar construction.
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spelling oxford-uuid:a7e833d7-254a-4124-9a4b-500e2276c1932022-03-27T02:57:39ZHigh-voltage metal-free disproportionation flow batteries based on 9,10-diphenylanthraceneJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:a7e833d7-254a-4124-9a4b-500e2276c193EnglishSymplectic ElementsIOP Science2020Saraidaridis, JSuttil, JMonroe, CSeveral metal-free, nonaqueous, disproportionation redox-flow-battery chemistries based on electrochemically active organic molecules are presented. The electrochemistry of 9,10-diphenylanthracene (DPA), a polycyclic aromatic compound, involves two reversible redox couples separated by more than 3 V, which are associated with electrochemical disproportionation of the neutral molecule. Nonaqueous solvents are investigated with the dual aims of realizing this high voltage in a battery cell and maximizing active-species solubility. Functionalized DPA analogues are synthesized and shown to exhibit electrochemical responses similar to pristine DPA; appending diethyleneglycoxy esters on each phenyl group to form DdPA (9,10-Bis(4-(2-(2-methoxyethoxy)ethoxy)carbonyl-phenyl)anthracene) improves solubility over DPA by a factor of 20 in acetonitrile and 5 in dimethoxyethane. The 0.21 M maximum concentration of DdPA in dimethoxyethane suggests an energy density of 8 Wh l−1, which begins to approach the energy density of state-of-the-art aqueous RFBs. Charge/discharge of a stagnant one-dimensional cell delivers the highest cell voltages from an organic single-active-species RFB chemistry yet reported. Energy and power efficiencies for DPA in dimethoxyethane and DdPA in acetonitrile are similar to nonaqueous vanadium acetylacetonate in cells of similar construction.
spellingShingle Saraidaridis, J
Suttil, J
Monroe, C
High-voltage metal-free disproportionation flow batteries based on 9,10-diphenylanthracene
title High-voltage metal-free disproportionation flow batteries based on 9,10-diphenylanthracene
title_full High-voltage metal-free disproportionation flow batteries based on 9,10-diphenylanthracene
title_fullStr High-voltage metal-free disproportionation flow batteries based on 9,10-diphenylanthracene
title_full_unstemmed High-voltage metal-free disproportionation flow batteries based on 9,10-diphenylanthracene
title_short High-voltage metal-free disproportionation flow batteries based on 9,10-diphenylanthracene
title_sort high voltage metal free disproportionation flow batteries based on 9 10 diphenylanthracene
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AT suttilj highvoltagemetalfreedisproportionationflowbatteriesbasedon910diphenylanthracene
AT monroec highvoltagemetalfreedisproportionationflowbatteriesbasedon910diphenylanthracene