Mutual Solubilities of Ammonium-Based Ionic Liquids with Water and with Water/Methanol Mixture

Machanová, Karolina; Jacquemin, Johan; Wagner, Z.; Bendová, Magdalena

doi:10.1016/j.proeng.2012.07.515

Cited by 16 publications

(8 citation statements)

References 16 publications

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“…11 Comparison of the [N( 6)222][Tf 2 N] Table 3 result with a literature value obtained from the volumetric method at 30 °C produces a −71% difference (57.8 vs 200 μmol/mol). 23 All of these differences are consistent with differences reported in the literature for imidazolium-ILs that may result from the difficulty in measuring low ILs solubilities. 12 The ammonium literature comparison in the previous paragraph necessitated the use of temperatures that varied from our test conditions (22 and 30 °C vs 25 °C).…”

Section: ■ Resultssupporting

confidence: 87%

“…Comparing the mole fraction result for [N(1)444][Tf 2 N] in Table with the literature value obtained using this same dilution conductivity method results in a −81% difference (27.3 vs 140 μmol/mol) . Comparison of the [N(6)222][Tf 2 N] Table result with a literature value obtained from the volumetric method at 30 °C produces a −71% difference (57.8 vs 200 μmol/mol) …”

Section: Resultsmentioning

confidence: 68%

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Ammonium Ionic Liquid Solubilities in Water and Micellar Formation

Keyes

Scovazzo

2017

J. Phys. Chem. B

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A number of proposed applications for ionic liquids (ILs) involve IL/water interfaces, such as chemical separations or drug delivery. Therefore, an understanding of the solubility and micellar behavior ILs in aqueous environments is critical. The anion, bis(trifluoromethanesulfonyl)imide (TfN) promotes water stability and forms water immiscible ILs. This study, therefore, paired the TfN-anion with three different classes of IL cations. The three classes examined were 1-alkyl-3-methylimidazoliums (Rmim), alkyl-trimethylammoniums (CTA), and bulky ammoniums (BAM). CTAs can be synthesized from inexpensive ammonium surfactants; however, large CTAs are solids at ambient conditions. In contrast, large BAMs remain in the liquid state at ambient conditions. We used total organic carbon (TOC) analysis to determine the IL content in IL saturated water. Surface tension measurements of IL containing water determined if micelles existed in the IL saturated water. We used linear free energy relationship (LFER) semiempirical models to correlate the IL water solubility to the molecular volume and IL cation structure. The reported LFERs can predict the IL solubility in water before the IL is synthesized. Combining the LFER results with surface tension measurements and thermodynamic calculations allowed us to determine that micelle formation is not significant for the tested ILs with molecular weights ≤510.

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Section: ■ Resultssupporting

confidence: 87%

Section: Resultsmentioning

confidence: 68%

Ammonium Ionic Liquid Solubilities in Water and Micellar Formation

Keyes

Scovazzo

2017

J. Phys. Chem. B

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“…Xu et al [22] achieved the LLE data for the mixtures (ethyl acetate + TFP + water) and (isopropyl acetate+ TFP + water). Until now, ionic liquid (ILs) have been adopted to separate alcohols from its aqueous mixtures due to the advantages of good thermal, chemical stability and recyclable [23][24][25][26]. However, there have been no literatures reported the LLE data about the separation of (TFP + water) with ILs as extractants.…”

Section: Introductionmentioning

confidence: 99%

Liquid-liquid phase equilibrium and interaction exploration for separation of azeotrope (2,2,3,3-tetrafluoro-1-propanol + water) with two imidazolium-based ionic liquids

Zhang

Wang

et al. 2020

Journal of Molecular Liquids

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“…1. To the best of our knowledge there are only few reports providing the mutual solubilities of non-aromatic and non-cyclic ammonium-based 32 or phosphonium-based 33 ILs with water, and mutual solubilities between water and sulfonium-based ILs are here reported for the first time. From the obtained temperature-dependence solubility data, the thermodynamic properties of a solution of diethylmethylsulfonium bis(trifluoromethylsulfonyl)imide ) (at the IL-rich phase) were also derived and discussed.…”

Section: Introductionmentioning

confidence: 89%

“…1. To the best of our knowledge there are only few reports providing the mutual solubilities of non-aromatic and non-cyclic ammoniumbased 32 or phosphonium-based 33 2 ]) (at the ILrich phase) were also derived and discussed. In addition, two different computational approaches, namely COSMO-RS and NPA calculations, were performed aiming at gathering a broader picture behind the IL-water interactions which dominate the liquid-liquid phase behaviour.…”

Section: Introductionmentioning

confidence: 99%

Mutual solubilities between water and non-aromatic sulfonium-, ammonium- and phosphonium-hydrophobic ionic liquids

Kurnia

Quental

Santos

et al. 2015

Phys. Chem. Chem. Phys.

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Although previous studies attempted to characterize the liquid-liquid phase behaviour between water and ionic liquids (ILs), the impact of non-cyclic cations on the solubilities is poorly studied and yet to be understood. In this work, the mutual solubilities between water and ILs containing the anion bis (trifluoromethylsulfonyl) . The COSMO-RS is able to correctly predict the experimental UCST behaviour and the cation impact on the immiscibility regimes observed. Natural Population Analysis (NPA) calculations were additionally performed for the isolated cations in the gas phase indicating that the differences in the water-IL mutual miscibilities might not result only from the hydrophobicity of the cation (derived from the increase of the alkyl chains length) but also from the charge distribution of the central atom and attached methylene groups. This fact explains the enhanced solubility of ammonium-based ILs in water here identified.

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Mutual Solubilities of Ammonium-Based Ionic Liquids with Water and with Water/Methanol Mixture

Cited by 16 publications

References 16 publications

Ammonium Ionic Liquid Solubilities in Water and Micellar Formation

Ammonium Ionic Liquid Solubilities in Water and Micellar Formation

Liquid-liquid phase equilibrium and interaction exploration for separation of azeotrope (2,2,3,3-tetrafluoro-1-propanol + water) with two imidazolium-based ionic liquids

Mutual solubilities between water and non-aromatic sulfonium-, ammonium- and phosphonium-hydrophobic ionic liquids

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