Synthesis of Alkoxy-TEMPO Aminoxyl Radicals and Electrochemical Characterization in Acetonitrile for Energy Storage Applications

Escamilla, Maria; Zuleta, Ernesto C.; Davis, Hannah K.; Johnson, Jacob; Pentzer, Emily; Zawodzinski, Thomas

doi:10.1149/1945-7111/ad30d2

Title: Synthesis of Alkoxy-TEMPO Aminoxyl Radicals and Electrochemical Characterization in Acetonitrile for Energy Storage Applications

Journal Article · 22 April 2024 · Journal of the Electrochemical Society

DOI: https://doi.org/10.1149/1945-7111/ad30d2 · OSTI ID:2339929

Escamilla, Maria;

; Davis, Hannah K.; Johnson, Jacob; Pentzer, Emily; Zawodzinski, Thomas

In this paper, we describe the synthesis and characterization of alkoxylated TEMPO, (2,2,6,6-tetramethylpiperidin-1-yl)oxyl, radicals with potential application in organic non-aqueous redox flow batteries. The behavior of a series of TEMPO derivatives with varying lengths of alkoxy chain is analyzed in acetonitrile solutions using electrochemical techniques, electron paramagnetic resonance (EPR) spectroscopy, and measurements of permeability through three different membranes. Electrochemical redox potentials are only weakly dependent on the substituent, but, in contrast, exchange current densities derived from the data do depend on the substitution. EPR lends further insight into these properties via the determination of hyperfine splitting constant and rotational correlation time. There is a negligible effect of the substituents on those parameters among the modified TEMPO radicals. Finally, permeation rates of modified TEMPO derivatives through membranes depend significantly on both the membrane and the substitution of TEMPO, providing insights into capacity fade measurements in the literature.

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Sponsoring Organization:: USDOE

Grant/Contract Number:: SC0019409

OSTI ID:: 2339929

Journal Information:: Journal of the Electrochemical Society, Journal Name: Journal of the Electrochemical Society Journal Issue: 4 Vol. 171; ISSN 0013-4651

Publisher:: The Electrochemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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