DABCOnium: An Efficient and High‐voltage Stable Singlet Oxygen Quencher for Metal‐O2 Cells

Yann Kevin Petit; Christian Leypold; Nika Mahne; Eleonore Siham Mourad; Lukas Schafzahl; Christian Slugovc; Sergey Borisov; Stefan Freunberger

doi:10.1002/anie.201901869

DABCOnium: An Efficient and High‐voltage Stable Singlet Oxygen Quencher for Metal‐O2 Cells

Yann Kevin Petit, Christian Leypold, Nika Mahne, Eleonore Siham Mourad, Lukas Schafzahl, Christian Slugovc, Sergey Borisov, Stefan Freunberger

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

Abstract

Singlet oxygen ( ¹ O ₂ ) causes a major fraction of the parasitic chemistry during the cycling of non-aqueous alkali metal-O ₂ batteries and also contributes to interfacial reactivity of transition-metal oxide intercalation compounds. We introduce DABCOnium, the mono alkylated form of 1,4-diazabicyclo[2.2.2]octane (DABCO), as an efficient ¹ O ₂ quencher with an unusually high oxidative stability of ca. 4.2 V vs. Li/Li ⁺ . Previous quenchers are strongly Lewis basic amines with too low oxidative stability. DABCOnium is an ionic liquid, non-volatile, highly soluble in the electrolyte, stable against superoxide and peroxide, and compatible with lithium metal. The electrochemical stability covers the required range for metal–O ₂ batteries and greatly reduces ¹ O ₂ related parasitic chemistry as demonstrated for the Li–O ₂ cell.

Original language	English
Pages (from-to)	6535-6539
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	58
Issue number	20
DOIs	https://doi.org/10.1002/anie.201901869
Publication status	Published - 13 May 2019

Keywords

DABCOnium
electrochemistry
lithium batteries
quenchers
singlet oxygen

ASJC Scopus subject areas

Chemistry(all)
Catalysis

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10.1002/anie.201901869

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@article{c75617e5e90f42d4b60eb0da6c555c9e,

title = "DABCOnium: An Efficient and High‐voltage Stable Singlet Oxygen Quencher for Metal‐O2 Cells",

abstract = "Singlet oxygen ( 1 O 2 ) causes a major fraction of the parasitic chemistry during the cycling of non-aqueous alkali metal-O 2 batteries and also contributes to interfacial reactivity of transition-metal oxide intercalation compounds. We introduce DABCOnium, the mono alkylated form of 1,4-diazabicyclo[2.2.2]octane (DABCO), as an efficient 1 O 2 quencher with an unusually high oxidative stability of ca. 4.2 V vs. Li/Li + . Previous quenchers are strongly Lewis basic amines with too low oxidative stability. DABCOnium is an ionic liquid, non-volatile, highly soluble in the electrolyte, stable against superoxide and peroxide, and compatible with lithium metal. The electrochemical stability covers the required range for metal–O 2 batteries and greatly reduces 1 O 2 related parasitic chemistry as demonstrated for the Li–O 2 cell. ",

keywords = "DABCOnium, electrochemistry, lithium batteries, quenchers, singlet oxygen",

author = "Petit, {Yann Kevin} and Christian Leypold and Nika Mahne and Mourad, {Eleonore Siham} and Lukas Schafzahl and Christian Slugovc and Sergey Borisov and Stefan Freunberger",

note = "{\textcopyright} 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.",

year = "2019",

month = may,

day = "13",

doi = "10.1002/anie.201901869",

language = "English",

volume = "58",

pages = "6535--6539",

journal = "Angewandte Chemie - International Edition ",

issn = "1433-7851",

publisher = "Wiley-VCH ",

number = "20",

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T1 - DABCOnium: An Efficient and High‐voltage Stable Singlet Oxygen Quencher for Metal‐O2 Cells

AU - Petit, Yann Kevin

AU - Leypold, Christian

AU - Mahne, Nika

AU - Mourad, Eleonore Siham

AU - Schafzahl, Lukas

AU - Slugovc, Christian

AU - Borisov, Sergey

AU - Freunberger, Stefan

PY - 2019/5/13

Y1 - 2019/5/13

N2 - Singlet oxygen ( 1 O 2 ) causes a major fraction of the parasitic chemistry during the cycling of non-aqueous alkali metal-O 2 batteries and also contributes to interfacial reactivity of transition-metal oxide intercalation compounds. We introduce DABCOnium, the mono alkylated form of 1,4-diazabicyclo[2.2.2]octane (DABCO), as an efficient 1 O 2 quencher with an unusually high oxidative stability of ca. 4.2 V vs. Li/Li + . Previous quenchers are strongly Lewis basic amines with too low oxidative stability. DABCOnium is an ionic liquid, non-volatile, highly soluble in the electrolyte, stable against superoxide and peroxide, and compatible with lithium metal. The electrochemical stability covers the required range for metal–O 2 batteries and greatly reduces 1 O 2 related parasitic chemistry as demonstrated for the Li–O 2 cell.

AB - Singlet oxygen ( 1 O 2 ) causes a major fraction of the parasitic chemistry during the cycling of non-aqueous alkali metal-O 2 batteries and also contributes to interfacial reactivity of transition-metal oxide intercalation compounds. We introduce DABCOnium, the mono alkylated form of 1,4-diazabicyclo[2.2.2]octane (DABCO), as an efficient 1 O 2 quencher with an unusually high oxidative stability of ca. 4.2 V vs. Li/Li + . Previous quenchers are strongly Lewis basic amines with too low oxidative stability. DABCOnium is an ionic liquid, non-volatile, highly soluble in the electrolyte, stable against superoxide and peroxide, and compatible with lithium metal. The electrochemical stability covers the required range for metal–O 2 batteries and greatly reduces 1 O 2 related parasitic chemistry as demonstrated for the Li–O 2 cell.

KW - DABCOnium

KW - electrochemistry

KW - lithium batteries

KW - quenchers

KW - singlet oxygen

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U2 - 10.1002/anie.201901869

DO - 10.1002/anie.201901869

M3 - Article

SN - 1433-7851

VL - 58

SP - 6535

EP - 6539

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 20

ER -

DABCOnium: An Efficient and High‐voltage Stable Singlet Oxygen Quencher for Metal‐O2 Cells

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Oxygen Redox and Singlet Oxygen in Non-aqueous Battery Chemistries

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DABCOnium: An Efficient and High‐voltage Stable Singlet Oxygen Quencher for Metal‐O2 Cells

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Oxygen Redox and Singlet Oxygen in Non-aqueous Battery Chemistries

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