Improved synthesis of: N -ethyl-3,7-bis(trifluoromethyl)phenothiazine

Selin Ergun; Matthew D. Casselman; Aman Preet Kaur; N. Harsha Attanayake; Sean R. Parkin; Susan A. Odom

doi:10.1039/d0nj00184h

Improved synthesis of: N -ethyl-3,7-bis(trifluoromethyl)phenothiazine

Selin Ergun, Matthew D. Casselman, Aman Preet Kaur, N. Harsha Attanayake, Sean R. Parkin, Susan A. Odom

Chemistry

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

N-Ethyl-3,7-bis(trifluoromethyl)phenothiazine is a highly soluble redox shuttle for overcharge protection in lithium-ion batteries with an oxidation potential of ca. 3.8 V vs. Li+/0 in carbonate solvents. This compound has enabled extensive overcharge protection of LiFePO4/graphite cells and does so at high charging rates at high concentrations. Our initial synthesis of this compound suffered from low yields and difficult purifications. Here we report a cleaner, higher-yielding synthesis and additional characterization of the product and its stable radical cation salt.

Original language	English
Pages (from-to)	11349-11355
Number of pages	7
Journal	New Journal of Chemistry
Volume	44
Issue number	26
DOIs	https://doi.org/10.1039/d0nj00184h
State	Published - Jul 14 2020

Bibliographical note

Funding Information:
We thank the National Science Foundation, Division of Chemistry for Award Numbers CHE-1300653 and CHE-1800482, and from support through an NSF EPSCoR grant, Award Number 1355438. Further, we the NSF for support through a Major Research Instrumentation grant through Award Number CHE-1626732.

Publisher Copyright:
© The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

ASJC Scopus subject areas

Catalysis
Chemistry (all)
Materials Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1039/d0nj00184h

Cite this

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abstract = "N-Ethyl-3,7-bis(trifluoromethyl)phenothiazine is a highly soluble redox shuttle for overcharge protection in lithium-ion batteries with an oxidation potential of ca. 3.8 V vs. Li+/0 in carbonate solvents. This compound has enabled extensive overcharge protection of LiFePO4/graphite cells and does so at high charging rates at high concentrations. Our initial synthesis of this compound suffered from low yields and difficult purifications. Here we report a cleaner, higher-yielding synthesis and additional characterization of the product and its stable radical cation salt.",

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AU - Casselman, Matthew D.

AU - Kaur, Aman Preet

AU - Attanayake, N. Harsha

AU - Parkin, Sean R.

AU - Odom, Susan A.

N1 - Funding Information: We thank the National Science Foundation, Division of Chemistry for Award Numbers CHE-1300653 and CHE-1800482, and from support through an NSF EPSCoR grant, Award Number 1355438. Further, we the NSF for support through a Major Research Instrumentation grant through Award Number CHE-1626732. Publisher Copyright: © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

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Y1 - 2020/7/14

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AB - N-Ethyl-3,7-bis(trifluoromethyl)phenothiazine is a highly soluble redox shuttle for overcharge protection in lithium-ion batteries with an oxidation potential of ca. 3.8 V vs. Li+/0 in carbonate solvents. This compound has enabled extensive overcharge protection of LiFePO4/graphite cells and does so at high charging rates at high concentrations. Our initial synthesis of this compound suffered from low yields and difficult purifications. Here we report a cleaner, higher-yielding synthesis and additional characterization of the product and its stable radical cation salt.

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Improved synthesis of: N -ethyl-3,7-bis(trifluoromethyl)phenothiazine

Abstract

Bibliographical note

ASJC Scopus subject areas

UN SDGs

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