Investigation of tetrabutylammonium bromide-glycerol-based deep eutectic solvents and their mixtures with water by spectroscopic techniques

Chromá, Renáta; Vilková, Mária; Shepa, Ivan; Makoś, Patrycja; Andruch, Vasiľ

doi:10.1016/j.molliq.2021.115617

Cited by 42 publications

(20 citation statements)

References 33 publications

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“…The spectra are quite similar, indicating successful regeneration of the [N 4444 ]HSO 4 IL. Asymmetrical C–N stretching and C–H stretching vibrations of the −CH 2 and −CH 3 groups are observed at 1021 cm –1 and at 2955–2872 cm –1 , respectively …”

Section: Results and Discussionmentioning

confidence: 99%

Novel Ionic Liquid-Based Aqueous Biphasic System with Amino Acids for Critical Metal Recovery from Lithium-Ion Batteries

Cai

Hanada

Fajar

et al. 2022

Ind. Eng. Chem. Res.

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The era of electric vehicles is rapidly approaching, and therefore, it is crucial to provide a sustainable technology for ensuring the circular economy of lithium-ion batteries. In this study, we report the development of a novel aqueous biphasic system (ABS) comprising fully biocompatible components, that is, hydrophilic ionic liquids, amino acids, and organic acids, for the selective recovery of Co(II) and Ni(II) from Mn(II), which are critical metals in spent lithium-ion batteries. Separation of Co(II), Ni(II), and Mn(II) from sulfate media was successfully carried out using the ABS in a quite straightforward manner without any hazardous reagents or organic solvents. In addition, the plausible mechanism of metal ion separation within the ABS was elucidated. The regenerated ionic liquid in the ABS exhibited remarkably stable performance during use in three consecutive experimental cycles.

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Section: Results and Discussionmentioning

confidence: 99%

Novel Ionic Liquid-Based Aqueous Biphasic System with Amino Acids for Critical Metal Recovery from Lithium-Ion Batteries

Cai

Hanada

Fajar

et al. 2022

Ind. Eng. Chem. Res.

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“… 39 In the TBAB−NA spectra, the peak of the O–H stretch overlaps with the N–H stretch from TBAB. 19 However, in both the pure NA and TBAB spectra, peaks in the region of 3000–3500 cm –1 are very broad, and it is very difficult to identify their characteristic wavelength. Therefore, the other bands should be considered to determine the interactions between TBAB and NA in DES structures.…”

Section: Resultsmentioning

confidence: 99%

“…The factor of 0.958 was adopted for the range of 4000 to 1700 cm –1 wavenumber, while a 0.983 factor was used for scaling wavenumbers from 1700 to 500 cm –1 , based on the previous studies. 19 , 30 A list of the experimental and calculated FT-IR frequencies for the main groups of pure NA, pure TBAB, and DESs composed of TBAB and NA in various molar ratios is presented in Table 2 . The theoretical results differ by a maximum of 3 cm –1 compared to experimental FT-IR spectra.…”

Section: Resultsmentioning

confidence: 99%

“…Theoretical FT-IR vibrational bands calculation of the DESs were performed according to a previous work. 19 In the first step, the structures of all DESs were generated by the Avogadro 1.2.0 software. 26 The molecular structures of the DESs were geometry-optimized using B3LYP/6-31+G** with a dispersion-corrected computational model using the Orca 4.1.1 program.…”

Section: Methodsmentioning

confidence: 99%

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Deep Eutectic Solvents or Eutectic Mixtures? Characterization of Tetrabutylammonium Bromide and Nonanoic Acid Mixtures

et al. 2022

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Deep eutectic solvents have quickly attracted the attention of researchers because they better meet the requirements of green chemistry and thus have the potential to replace conventional hazardous organic solvents in some areas. To better understand the nature of these mixtures, as well as expand the possibilities of their use in different industries, a detailed examination of their physical properties, such as density, viscosity, the nature of the interactions between their constituents, the phase diagrams, depression of their melting point, and interpretation of these results is necessary. In this work, the mixtures of tetrabutylammonium bromide (TBAB) and nonanoic acid (NA) in different molar ratios are theoretically and experimentally investigated by applying a phase diagram constructed on the basis of differential scanning calorimetry measurements and COSMO-RS model. Spectral properties are investigated based on Fourier transform infrared spectroscopy and density functional theory. The observed eutectic point indicates the formation of a DES in the TBAB−NA system in a 1:2 molar ratio. This is due to the presence of hydrogen bonds between the carboxyl group from the NA molecule and the bromine atom from the TBAB molecule. Other eutectic mixtures are most likely the solutions of TBAB in NA, in which hydrogen bonds predominate between acid molecules.

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“…Similar findings were evidenced when the cation was tetrabutylammonium (TBA), characterized by a slight decrease in the conductivity of the system ascribable to the increase in the viscosity due to higher steric hindrance of TBA + with respect to K + . Indeed, in the case of TBABr-Glycerol systems, Andruch et al [ 42 ] reported on the formulation of three mixtures in which the molar ratio of TBABr decreased from 0.5 to 0.20. The latter, having a TBABr:Glycerol ratio of 1:4, presented a DES-like behaviour with a homogeneous aspect and a relatively low melting point (233 K).…”

Section: Resultsmentioning

confidence: 99%

Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures

et al. 2022

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Deep Eutectic Solvent (DES)-like mixtures, based on glycerol and different halide organic and inorganic salts, are successfully exploited as new media in copper-free halodediazoniation of arenediazonium salts. The reactions are carried out in absence of metal-based catalysts, at room temperature and in a short time. Pure target products are obtained without the need for chromatographic separation. The solvents are fully characterized, and a computational study is presented aiming to understand the reaction mechanism.

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Investigation of tetrabutylammonium bromide-glycerol-based deep eutectic solvents and their mixtures with water by spectroscopic techniques

Cited by 42 publications

References 33 publications

Novel Ionic Liquid-Based Aqueous Biphasic System with Amino Acids for Critical Metal Recovery from Lithium-Ion Batteries

Novel Ionic Liquid-Based Aqueous Biphasic System with Amino Acids for Critical Metal Recovery from Lithium-Ion Batteries

Deep Eutectic Solvents or Eutectic Mixtures? Characterization of Tetrabutylammonium Bromide and Nonanoic Acid Mixtures

Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures

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