Long term stability of superoxide ion in piperidinium, pyrrolidinium and phosphonium cations-based ionic liquids and its utilization in the destruction of chlorobenzenes

Hayyan, Maan; Mjalli, Farouq S.; Hashim, Mohd Ali; AlNashef, Inas M.; Al-Zahrani, S.M.; Chooi, Kim Lam

doi:10.1016/j.jelechem.2011.10.008

Cited by 54 publications

(74 citation statements)

References 71 publications

(85 reference statements)

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“…This method was previously used in order to study the lifetime of superoxide anions in the absence of Li + , concluding that superoxide anions are long lived in some electrolytes such as dimethylsulfoxide, 30 glymes 13 and pyrrolidinium based ionic liquids. 19 In this work we have observed that superoxide anions are also stable in solutions with high concentration of Li + , for superoxide concentrations < 1 mM. Figure 2 shows that the absorption band of superoxide in a 0.1 mM KO2 solution with 300 mM of LiTFSI decreases by less than 1% after 3 hours.…”

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confidence: 56%

“…11 Intensive research has been done on finding alternative electrolytes and electrode materials that are resistant towards degradation by superoxide. A few solvents like dimethyl sulfoxide 12 , some glymes 13,14 and pyrrolidinium or piperidinium based ionic liquids [15][16][17][18][19] have been identified as promising electrolyte choices. Gold 12 and TiC 20 electrodes have shown much better capacity performance than carbon, in terms of cycling stability and suppression of side reactions.…”

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confidence: 99%

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A new method to prevent degradation of lithium–oxygen batteries: reduction of superoxide by viologen

et al. 2015

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Lithium-oxygen battery development is hampered by degradation reactions initiated by superoxide, which is formed in the pathway of oxygen reduction to peroxide. This work demonstrates that the superoxide lifetime is drastically decreased upon addition of ethyl viologen, which catalyses the reduction of superoxide to peroxide.Lithium-oxygen batteries can potentially deliver 5 times more energy than lithium-ion batteries of the same weight. [1][2][3][4][5][6][7] The energy is provided by the electrochemical reaction between Li and O2, typically forming Li2O2. Since all these compounds are very light, the mass of the battery can be very small, leading to a high specific energy (i.e. energy per mass). However, several factors hamper the practical performance of current lithium-oxygen batteries. First of all, superoxide is formed as the first product of the reduction of O2: 8,9 O2 + e -+Li + → LiO2(1) It has been shown that superoxide reacts irreversibly with most known electrolytes 10 and it is also probably involved in the corrosion of carbon electrodes. 11 Intensive research has been done on finding alternative electrolytes and electrode materials that are resistant towards degradation by superoxide. A few solvents like dimethyl sulfoxide 12 , some glymes 13, 14 and pyrrolidinium or piperidinium based ionic liquids [15][16][17][18][19] have been identified as promising electrolyte choices. Gold 12 and TiC 20 electrodes have shown much better capacity performance than carbon, in terms of cycling stability and suppression of side reactions. An alternative approach to solve the superoxide problem is the introduction of catalysts to promote the reduction of superoxide to peroxide: LiO2 + e -+Li + → Li2O2(2) This would decrease the lifetime of superoxide and, with this, the long-term durability of the battery. If the superoxide lifetime were short enough, it would be conceivable that a wider range of materials could be incorporated in lithium-oxygen batteries without serious problems of degradation reactions. In addition, such catalysts would also be beneficial in order to speed up the overall 2-electron reduction of oxygen to Li2O2. In the absence of such catalyst, Li2O2 is usually formed by disproportionation of LiO2: 8, 9 2LiO2 →O2+ Li2O2 (3) However, as will be shown below, the rate of this reaction is very slow at low superoxide concentrations. Another important issue in lithium-oxygen batteries is that the discharge product, Li2O2, deposits on the surface of the electrode, blocking its electrochemical activity. This produces a very early end of discharge, with little discharge product being formed, and little capacity being delivered. An innovative solution to solve this problem is the introduction of soluble redox shuttles that can displace the formation of Li2O2 from the electrode surface to the solution, by reducing oxygen through a homogenous chemical reaction. 21,22 Soluble redox couples have also been used as mediators for the evolution of oxygen in lithium-oxygen batteries, resulting in major performance i...

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A new method to prevent degradation of lithium–oxygen batteries: reduction of superoxide by viologen

et al. 2015

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“…The pH of ILs was measured using pH strips from Merck. A very small quantity of KO 2 was added to the acidic IL until its pH became 7 [25,26,36]. AlNashef et al reported that O 2 À was not stable in some ILs because of the acidity of these ILs [37].…”

Section: Electrochemical Generation Of Omentioning

confidence: 99%

Generation and stability of superoxide ion in tris(pentafluoroethyl)trifluorophosphate anion-based ionic liquids

Hayyan

Mjalli

AlNashef

et al. 2012

Journal of Fluorine Chemistry

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“…Furthermore, long-term monitoring of the O2 − concentration allows the reaction kinetics to be studied. Several studies have reported the long-term stability of O2 − with ILs (AlNashef et al, 2010;Hayyan et al, 2012d;Hayyan et al, 2012f) and other electrolytes, such as glyme (Schwenke et al, 2013). Recently, Schwenke et al (2015) monitored O2 − with 1-butyl-1-methylpyrrolidinium bis(trifluoromethanesulfonyl)imide for 18 h.…”

Section: Introductionmentioning

confidence: 99%

“…Hence, they have been used to desulfurize fuels by various methods, including extraction (Ferreira et al, 2014;Lu et al, 2014) and oxidative desulfurization (Jiang et al, 2014;Lü et al, 2014). Recently, our group reported the possibility of using O2 − generated in ILs to destroy chlorinated hydrocarbons and sulfur compounds (Hayyan et al, 2012f;Hayyan et al, 2012e;Hayyan et al, 2015b;Hayyan et al, 2016b;AlNashef et al, 2013). Therefore, it also was worthwhile to explore using O2 − to destroy sulfur compounds in one of the studied ILs.…”

Section: Introductionmentioning

confidence: 99%

Investigating the Long-Term Stability and Kinetics of Superoxide Ion in Dimethyl Sulfoxide Containing Ionic Liquids and the Application of Thiophene Destruction

Hayyan

Ibrahim

Hayyan

et al. 2017

Braz. J. Chem. Eng.

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-after the introduction of the IL was monitored using a UV-vis spectrophotometer. The ammoniumbased ILs were found to be more stable than piperidinium-based ILs. To the best of our knowledge, this was the first time that O2 − stability with ILs has been monitored continuously for up to 24 h. This should provide a better insight into the stability and kinetics of O2 − for industrial applications and its role in energy-storage devices. The most appropriate IL as a medium was [EDMPAmm][TFSI], and O2 − generated in this IL was used to destroy nearly 90% of thiophene.

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Long term stability of superoxide ion in piperidinium, pyrrolidinium and phosphonium cations-based ionic liquids and its utilization in the destruction of chlorobenzenes

Cited by 54 publications

References 71 publications

A new method to prevent degradation of lithium–oxygen batteries: reduction of superoxide by viologen

A new method to prevent degradation of lithium–oxygen batteries: reduction of superoxide by viologen

Generation and stability of superoxide ion in tris(pentafluoroethyl)trifluorophosphate anion-based ionic liquids

Investigating the Long-Term Stability and Kinetics of Superoxide Ion in Dimethyl Sulfoxide Containing Ionic Liquids and the Application of Thiophene Destruction

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