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Table of Contents Experimental methods...................................................................................................................................1 Capacity fade of DHAQ symmetric cell ..........................................................................................................3 Formation and detection of 2,6-dihydroxyanthrone (DHA)..........................................................................4 Identification of DHA .....................................................................................................................................5 Oxidation of DHA ...........................................................................................................................................8 Formation and detection of (DHA)2 ...............................................................................................................9 Identification of (DHA)2................................................................................................................................10 Time-dependence of DHA formation ..........................................................................................................12 pH dependence of DHA 1H NMR spectrum .................................................................................................13 Synthesis of (DHA)2 via electrochemical oxidation of DHA .........................................................................14 Recovery of DHAQ via aeration of DHA.......................................................................................................15 Concentration dependent production of (DHA)2 ........................................................................................16 Concentration effects on capacity fade.......................................................................................................17 Characteristics of (DHA)2 cycling .................................................................................................................18 Stability of (DHA)2 ........................................................................................................................................19 Quantitative analysis of DHA and (DHA)2 formation and correlation with capacity loss............................20 DHA formation vs state of charge of DHAQ ................................................................................................23 Capacity fade mitigation strategies .............................................................................................................24 Potentiostatic cycling with Coulombic SOC cutoff ......................................................................................25 Cycling of DHAQ under aerobic conditions .................................................................................................26 Theoretical investigation of anthrone formation susceptibility..................................................................27 Annex (Details of NMR spectroscopic analysis)...........................................................................................28 Characterization of DHA ..........................................................................................................................28 Characterization of (DHA)2 ......................................................................................................................28PDF Image | Extending organic flow batteries via redox state management
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