Long‐Term Stability, Regeneration and Recycling of Imidazolium‐based Ionic Liquids

Keil, Philipp; Kick, Matthias; König, A.

doi:10.1002/cite.201100237

Cited by 22 publications

(19 citation statements)

References 65 publications

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“…In Figure 6, the electropherogram of the determined m/z ratios from the mixture of the LIB electrolyte, PS and DEP (9) is illustrated. Beside DEP (9), the decomposition products (2)(3)(4)(5)(6)(7) were the same as in the previous sample. Additionally, the m/z ratio of 126.9966 (10) was In Figure 6, the electropherogram of the determined m/z ratios from the mixture of the LIB electrolyte, PS and DEP (9) is illustrated.…”

Section: Application For the Investigation Of Decomposition Products mentioning

confidence: 99%

“…Ionic liquids (ILs) are molten salts that are liquids below 100 • C. They are used in different application fields as separation aid for complex analytes, as sample preparation methods for chromatographic analysis, or as electrolyte components in lithium ion batteries (LIBs) [1][2][3][4][5][6]. For the use of IL-based electrolytes for LIBs, high thermal stability as well as flame retardant performance and negligible vapor pressure are considered beneficial [7].…”

Section: Introductionmentioning

confidence: 99%

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Capillary Electrophoresis as Analysis Technique for Battery Electrolytes: (i) Monitoring Stability of Anions in Ionic Liquids and (ii) Determination of Organophosphate-Based Decomposition Products in LiPF6-Based Lithium Ion Battery Electrolytes

Pyschik¹,

Winter²,

Nowak³

2017

Separations

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Abstract:In this work, a method for capillary electrophoresis (CE) hyphenated to a high-resolution mass spectrometer was presented for monitoring the stability of anions in ionic liquids (ILs) and in commonly used lithium ion battery (LIB) electrolytes. The investigated ILs were 1-methyl-1-propylpyrrolidinium bis(trifluoromethanesulfonyl)imide (PYR 13 TFSI) and 1-methyl-1-propylpyrrolidinium bis(fluorosulfonyl)imide (PYR 13 FSI). The method development was conducted by adjusting the following parameters: buffer compositions, buffer concentrations, and the pH value. Also the temperature and the voltage applied on the capillary were optimized. The ILs were aged at room temperature and at 60 • C for 16 months each. At both temperatures, no anionic decomposition products of the FSI − and TFSI − anions were detected. Accordingly, the FSI − and TFSI − anions were thermally stable at these conditions. This method was also applied for the investigation of LIB electrolyte samples, which were aged at 60 • C for one month. The LP30 (50/50 wt. % dimethyl carbonate/ethylene carbonate and 1 M lithium hexafluorophosphate) electrolyte was mixed with the additive 1,3-propane sultone (PS) and with one of the following organophosphates (OP): dimethyl phosphate (DMP), diethyl phosphate (DEP), and triethyl phosphate (TEP), to investigate the influence of these compounds on the formation of OPs.

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Section: Application For the Investigation Of Decomposition Products mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Capillary Electrophoresis as Analysis Technique for Battery Electrolytes: (i) Monitoring Stability of Anions in Ionic Liquids and (ii) Determination of Organophosphate-Based Decomposition Products in LiPF6-Based Lithium Ion Battery Electrolytes

Pyschik¹,

Winter²,

Nowak³

2017

Separations

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“…Decomposition products of the electrolyte and of electrolyte additives may affect the quality of the coatings. König et al and Maase describe decomposition mechanism and products of imidazole‐based ILs during long‐term temperature stability tests and possible recycling processes (Fig. ).…”

Section: Introductionmentioning

confidence: 99%

“…Decomposition mechanisms of dialkylimidazolium cations and selected imidazoles for HPLC‐MS method development. Source: …”

Section: Introductionmentioning

confidence: 99%

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Separation of 1,3‐substituted imidazoles for quality control of a Lewis acidic ionic liquid for aluminum electroplating

et al. 2014

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Ionic liquids (ILs) are already used or have great potential in many industrial applications. Knowledge about their unique physicochemical characteristics makes ILs suitable for the electrodeposition of metals with very low negative potentials. Aluminum with its good corrosion protection behavior has great capability to be electroplated from IL electrolytes on steel substrates. The stability of the chosen electrolyte is very important to ensure industrial applicability. In this study, temperature and electrochemical long-term stability from electrolytes based on a Lewis acidic mixture of AlCl3 and 1-ethyl-3-methylimidazolium chloride are investigated. A published method was modified to identify possible degradation products using mass spectrometric detection. The optimized method used an Agilent Zorbax SB-Phenyl column (2.0 × 150 mm, 5 μm particles) with a 20 mmol TFA and 5% ACN mobile phase. This method allowed the quantification of several imidazoles from 0.1 to 100 mg/L. When analyzing the long-term stressed electrolytes, no significant changes in electrolyte composition could be observed.

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Ionic Liquids: Recycling

Sklavounos

Helminen

Kyllönen

et al. 2016

Encyclopedia of Inorganic and Bioinorganic Chemistry

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For ionic liquid processes to be adopted by industry there are two main challenges. First is the enormous capital and running costs when using expensive ionic liquids, compared to molecular solvents. In addition, if ionic liquids are disposed of there is great potential for environmental damage. These factors can be mitigated, by recycling ionic liquids in any process or product life cycle, as far as possible. This chapter reviews the topic of ionic liquid recycling, covering the main methods of recycling in the academic and patent literature. These include the classical methods of recycling compounds such as distillation, phase separation, extraction and crystallization. Adsorption and membrane methods are also covered. The various mechanisms of distillation will be covered, including distillation of ion pairs or dissociation of ionic liquids into volatile neutral species, which vaporize and recondense. The topic of aqueous biphasic systems is also covered, under the general method of phase separation. It is shown how even water miscible ionic liquids can be separated with the use of kosmotropic salts, commonly described in the Hofmeister series. Throughout this discussion the applicability to recycling of ionic liquids on an industrial scale is also considered.

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Long‐Term Stability, Regeneration and Recycling of Imidazolium‐based Ionic Liquids

Cited by 22 publications

References 65 publications

Capillary Electrophoresis as Analysis Technique for Battery Electrolytes: (i) Monitoring Stability of Anions in Ionic Liquids and (ii) Determination of Organophosphate-Based Decomposition Products in LiPF6-Based Lithium Ion Battery Electrolytes

Capillary Electrophoresis as Analysis Technique for Battery Electrolytes: (i) Monitoring Stability of Anions in Ionic Liquids and (ii) Determination of Organophosphate-Based Decomposition Products in LiPF6-Based Lithium Ion Battery Electrolytes

Separation of 1,3‐substituted imidazoles for quality control of a Lewis acidic ionic liquid for aluminum electroplating

Ionic Liquids: Recycling

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