2,4-Dimethoxy-2,4-dimethylpentan-3-one: An Aprotic Solvent Designed for Stability in Li–O<sub>2</sub> Cells

Sharon, Daniel; Sharon, Pessia; Hirshberg, Daniel; Salama, Michael; Afri, Michal; Shimon, Linda J. W.; Kwak, Won‐Jin; Sun, Yang Kook; Frimer, Aryeh A.; Aurbach, Doron

doi:10.1021/jacs.7b06414

Cited by 43 publications

(29 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Modifying the molecular structure is considered to be another effective way to avoid the degradation of solvent. For example, 2,2‐dimethyl‐3,6,9,12‐tetroxa ‐2‐silatridecane (1NM3) molecule, 2,3‐dimethyl‐2,3‐dimethyoxybutane (DMDMB), 2,4‐dimethoxy‐2,4‐dimethyl‐3‐pentanone (DMDMP) were used as stable LOB electrolytes because the active α‐H atoms are partially replaced with methyl groups, so that the hydrogen abstraction reaction can be prohibited. Such methylation strategy has been proven effective.…”

Section: Methodsmentioning

confidence: 99%

A Stable Lithium–Oxygen Battery Electrolyte Based on Fully Methylated Cyclic Ether

et al. 2019

View full text Add to dashboard Cite

Ether-based electrolytes are commonly used in Li-O 2 batteries (LOBs) because of their relatively high stability. But they are still prone to be attacked by superoxides or singlet oxygen via hydrogen abstract reactions,w hich leads to performance decaying during long-term operation. Herein we propose am ethylated cyclic ether,2 ,2,4,4,5,5-hexamethyl-1,3dioxolane (HMD), as as table electrolyte solvent for LOBs. Such acompound does not contain any hydrogen atoms on the alpha-carbon of the ether,a nd thus avoids hydrogen abstraction reactions.A st he result, this solvent exhibits excellent stability with the presence of superoxideo rs inglet oxygen. In addition the CO 2 evolution during charge process is prohibited. The LOB with HMD-based electrolyte was able to run up to 157 cycles,4times more than with 1,3-dioxolane (DOL) or 1,2dimethoxyethane (DME) based electrolytes.Lithium-oxygen battery (LOB) has inspired much enthusiasm from researchers because of its high theoretical energy density.[1] However,s ome problems,s uch as low round-trip efficiency, [2] poor reversibility, [3] and inferior electrolyte stability hinder its practical application. [4] At ypical nonaqueous Li-O 2 battery stores/releases energy with the reversible electrochemical reaction between Li + and O 2 .D uring this process,some oxidizing intermediates,such as LiO 2 ,O 2 2À

show abstract

Section: Methodsmentioning

confidence: 99%

A Stable Lithium–Oxygen Battery Electrolyte Based on Fully Methylated Cyclic Ether

et al. 2019

View full text Add to dashboard Cite

show abstract

“…The 1 H nuclear magnetic resonance (NMR) spectrum of discharged electrodes showed a sixfold decrease of lithium formate, and there were no lithium acetate, dimethyl oxalate, etc., decomposition products in DMDMB electrolyte compared with DME electrolyte. [84] DMDMP Adv. The DEMS results showed a 88% decrease of CO 2 (0.872 and 0.101 μmol for DME and DMDMB, respectively), which is the main side product from electrolyte decomposition.…”

Section: Rational Design Of Solvent Moleculementioning

confidence: 99%

“…As a result, the life time of Li-O 2 battery was doubled in DMDMB electrolyte when combined with a stable TiC cathode (Figure 9c). [84] Copyright 2017, American Chemical Society. For the same purpose, Aurbach's group designed a polar solvent, 2, 4-dimethoxy-2, 4-dimethylpentan-3-one (DMDMP, Figure 9d).…”

Section: Rational Design Of Solvent Moleculementioning

confidence: 99%

Strategies Toward Stable Nonaqueous Alkali Metal–O₂ Batteries

Zhang

Huang

Liu

et al. 2019

Advanced Energy Materials

View full text Add to dashboard Cite

Alkali metal–O2 batteries, by coupling high‐capacity alkali metal anodes with gaseous oxygen, possess extremely high gravimetric energy density that is comparable to gasoline and are potential energy storage technologies beyond lithium–ion batteries. The development of alkali metal–O2 batteries has achieved great progress in recent years, from materials to prototype devices and on fundamental mechanisms. The stability of alkali metal–O2 batteries is still poor, however, leading to a huge gap between laboratory research and commercial applications. A series of parasitic reactions result in the instability, which occur during electrochemical discharging and charging. The ubiquitous active oxygen species attack both the organic electrolyte and the carbon cathode, triggering various parasitic reactions. Meanwhile, dendrite growth and volume expansion upon repeated plating/stripping and O2 crossover severely limit the reversibility of alkali metal anodes. Here, an overview of the strategies against these issues is given to improve the stability of nonaqueous alkali metal–O2 batteries, which is discussed from three aspects: air cathodes, alkali metal anodes, and aprotic electrolytes. Furthermore, perspectives for future research of stable alkali metal–O2 batteries are outlined.

show abstract

“…Eine Reihe von Charakterisierungsmethoden, darunter SERS, differenzielle elektrochemische Massenspektrometrie (DEMS), Röntgenbeugung (XRD), Fourier‐Transformations‐IR‐Spektroskopie (FTIR) und NMR‐Spektroskopie, wurden zur Analyse von Li 2 CO 3 und der Aufklärung seines Bildungsmechanismus eingesetzt. Darüber hinaus wurden beträchtliche Anstrengungen zur Identifizierung alternativer Elektrolyte unternommen, wie Dimethoxyethan (DME), Dimethylsulfoxid (DMSO), Tetraethylenglycoldimethylether (TEGDME), Dimethylformamide (DMF), N , N ‐Dimethylacetamid (DMA), Hexamethylphosphoramid (HMPA) und 2,4‐Dimethoxy‐2,4‐dimethylpentan‐3‐on (DMDMP) . Leider zeigte sich, dass alle diese Elektrolyte zu einem bestimmten Ausmaß Li 2 CO 3 bilden.…”

Section: Bildung Von Li2co3unclassified

Li₂CO₃: Die Achillesferse von Lithium‐Luft‐Batterien

2018

View full text Add to dashboard Cite

Die Lithium‐Luft‐Batterie (LAB) gilt als das ultimative Energiespeichersystem, da sie die höchste theoretische spezifische Energie unter allen bekannten Batterien aufweist. Allerdings führen parasitäre Reaktionen zu Problemen bezüglich Effizienz und Langlebigkeit von LABs, vor allem im Zusammenhang mit der Bildung und Zersetzung von Lithiumcarbonat, Li2CO3. Die Entdeckung von Li2CO3 als Hauptentladungsprodukt in Carbonat‐Elektrolyten Anfang der 2010er Jahre bedeutete das “Ende der Idylle”. In den letzten Jahren wurden erhebliche Anstregungen unternommen, um die Bildungs‐ und Zersetzungsmechanismen von Li2CO3 zu verstehen und neuartige chemische/materialbezogene Strategien zu entwerfen, um die Li2CO3‐Bildung zu unterdrücken und die Li2CO3‐Zersetzung zu beschleunigen. In Anbetracht der raschen Entwicklung des Gebiets erscheint eine Bestandsaufnahme angebracht.

show abstract

2,4-Dimethoxy-2,4-dimethylpentan-3-one: An Aprotic Solvent Designed for Stability in Li–O₂ Cells

Cited by 43 publications

References 19 publications

A Stable Lithium–Oxygen Battery Electrolyte Based on Fully Methylated Cyclic Ether

A Stable Lithium–Oxygen Battery Electrolyte Based on Fully Methylated Cyclic Ether

Strategies Toward Stable Nonaqueous Alkali Metal–O₂ Batteries

Li₂CO₃: Die Achillesferse von Lithium‐Luft‐Batterien

Contact Info

Product

Resources

About

2,4-Dimethoxy-2,4-dimethylpentan-3-one: An Aprotic Solvent Designed for Stability in Li–O2 Cells

Cited by 43 publications

References 19 publications

A Stable Lithium–Oxygen Battery Electrolyte Based on Fully Methylated Cyclic Ether

A Stable Lithium–Oxygen Battery Electrolyte Based on Fully Methylated Cyclic Ether

Strategies Toward Stable Nonaqueous Alkali Metal–O2 Batteries

Li2CO3: Die Achillesferse von Lithium‐Luft‐Batterien

Contact Info

Product

Resources

About

2,4-Dimethoxy-2,4-dimethylpentan-3-one: An Aprotic Solvent Designed for Stability in Li–O₂ Cells

Strategies Toward Stable Nonaqueous Alkali Metal–O₂ Batteries

Li₂CO₃: Die Achillesferse von Lithium‐Luft‐Batterien