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Tetrakis(pentafluoroethyl)gallate, [Ga(C(2)F(5))(4)](−), Ionic Liquids

We synthesized new imidazolium‐based tunable aryl alkyl ionic liquids (TAAILs) with the weakly coordinating tetrakis(pentafluoroethyl)gallate anion, [Ga(C(2)F(5))(4)](−). Phenyl and phenyl derivatives (2‐Me, 4‐OMe, 2,4‐F) were combined with varying alkyl chain lengths at the imidazolium core leading...

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Autores principales: Biller, Harry, Lerch, Swantje, Tölke, Katharina, Stammler, Hans‐Georg, Hoge, Berthold, Strassner, Thomas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8519063/
https://www.ncbi.nlm.nih.gov/pubmed/34390044
http://dx.doi.org/10.1002/chem.202102097
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author Biller, Harry
Lerch, Swantje
Tölke, Katharina
Stammler, Hans‐Georg
Hoge, Berthold
Strassner, Thomas
author_facet Biller, Harry
Lerch, Swantje
Tölke, Katharina
Stammler, Hans‐Georg
Hoge, Berthold
Strassner, Thomas
author_sort Biller, Harry
collection PubMed
description We synthesized new imidazolium‐based tunable aryl alkyl ionic liquids (TAAILs) with the weakly coordinating tetrakis(pentafluoroethyl)gallate anion, [Ga(C(2)F(5))(4)](−). Phenyl and phenyl derivatives (2‐Me, 4‐OMe, 2,4‐F) were combined with varying alkyl chain lengths at the imidazolium core leading to TAAILs, which were investigated with regard to their viscosity, conductivity, and electrochemical window and compared to EMIM and BMIM standard cations. Remarkable low viscosities of 29 cP at 25 °C for [BMIM][Ga(C(2)F(5))(4)] were achieved. However, the EMIM and BMIM gallates show electrochemical instability, releasing pentafluoroethane at a voltage of 1.5 V. The 2‐Me‐substituted gallate‐TAAILs slowly decompose over several weeks, whereas all other gallate‐TAAILs showed no decomposition at all. With electrochemical windows of up to 5.15 V and low viscosities in a range of 66–162 cP, the gallate‐TAAILs are promising candidates as electrolytes in electrochemical applications.
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spelling pubmed-85190632021-10-21 Tetrakis(pentafluoroethyl)gallate, [Ga(C(2)F(5))(4)](−), Ionic Liquids Biller, Harry Lerch, Swantje Tölke, Katharina Stammler, Hans‐Georg Hoge, Berthold Strassner, Thomas Chemistry Communications We synthesized new imidazolium‐based tunable aryl alkyl ionic liquids (TAAILs) with the weakly coordinating tetrakis(pentafluoroethyl)gallate anion, [Ga(C(2)F(5))(4)](−). Phenyl and phenyl derivatives (2‐Me, 4‐OMe, 2,4‐F) were combined with varying alkyl chain lengths at the imidazolium core leading to TAAILs, which were investigated with regard to their viscosity, conductivity, and electrochemical window and compared to EMIM and BMIM standard cations. Remarkable low viscosities of 29 cP at 25 °C for [BMIM][Ga(C(2)F(5))(4)] were achieved. However, the EMIM and BMIM gallates show electrochemical instability, releasing pentafluoroethane at a voltage of 1.5 V. The 2‐Me‐substituted gallate‐TAAILs slowly decompose over several weeks, whereas all other gallate‐TAAILs showed no decomposition at all. With electrochemical windows of up to 5.15 V and low viscosities in a range of 66–162 cP, the gallate‐TAAILs are promising candidates as electrolytes in electrochemical applications. John Wiley and Sons Inc. 2021-08-14 2021-09-20 /pmc/articles/PMC8519063/ /pubmed/34390044 http://dx.doi.org/10.1002/chem.202102097 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Biller, Harry
Lerch, Swantje
Tölke, Katharina
Stammler, Hans‐Georg
Hoge, Berthold
Strassner, Thomas
Tetrakis(pentafluoroethyl)gallate, [Ga(C(2)F(5))(4)](−), Ionic Liquids
title Tetrakis(pentafluoroethyl)gallate, [Ga(C(2)F(5))(4)](−), Ionic Liquids
title_full Tetrakis(pentafluoroethyl)gallate, [Ga(C(2)F(5))(4)](−), Ionic Liquids
title_fullStr Tetrakis(pentafluoroethyl)gallate, [Ga(C(2)F(5))(4)](−), Ionic Liquids
title_full_unstemmed Tetrakis(pentafluoroethyl)gallate, [Ga(C(2)F(5))(4)](−), Ionic Liquids
title_short Tetrakis(pentafluoroethyl)gallate, [Ga(C(2)F(5))(4)](−), Ionic Liquids
title_sort tetrakis(pentafluoroethyl)gallate, [ga(c(2)f(5))(4)](−), ionic liquids
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8519063/
https://www.ncbi.nlm.nih.gov/pubmed/34390044
http://dx.doi.org/10.1002/chem.202102097
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