Effect of aqueous phase anion on the mode of facilitated ion transfer into room-temperature ionic liquids

Garvey, Sarah L.; Hawkins, Cory A.; Dietz, Mark L.

doi:10.1016/j.talanta.2012.03.032

Cited by 29 publications

(18 citation statements)

References 22 publications

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“…First, it is well-known that large amounts of water dissolving in ILs (i.e. the lower phase in our experiments) modify the density and viscosity of that phase, which presumably plays a key role in assisted ion extraction, [51,52] but this is not the only effect to be accounted for. Many experimental studies [5,[53][54][55][56] have clearly demonstrated that cation exchange is quite a common extraction mechanism in ILs.…”

Section: Discussionmentioning

confidence: 91%

Modulating the Solubilities of Ionic Liquid Components in Aqueous–Ionic Liquid Biphasic Systems: A Q‐NMR Investigation

2015

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Aqueous-ionic liquid (A-IL) biphasic systems have been examined in terms of deuterated water, acid, and IL cation and anion mutual solubilities in the upper (water-rich, in mole fraction) and lower phase of aqueous/IL biphasic systems at ambient temperature. The biphasic mixtures were composed of deuterated acids of various concentrations (mainly DCl, DNO(3), and DClO(4) from 10(-2) to 10(-4) M) and five ionic liquids of the imidazolium family with a hydrophobic anion (CF(3)SO(2))(2) N(-), that is, [C1 Cn im][Tf(2)N], (n=2, 4, 6, 8 and 10). The analytical techniques applied were (1) H NMR, (19) F NMR, Karl-Fischer titration, pH potentiometry for IL cations and anions, and water and acid determination. The effects of the ionic strength (μ=0.1 M NaCl and NaNO(3) as well as μ=0.1 M, 0.2 M and 0.4 M NaClO(4), according to the investigated acid), the nature of the IL cation, and the nature of the mineral acid on the solubilities of the (D(2)O, D(+), Tf(2)N(-), C1 Cn im(+)) entities in the lower or upper phases were determined. The addition of sodium perchlorate was found to enhance the Tf(2)N(-) solubility while inhibiting the solubility of the ionic liquid cation. Differences in IL cation and anion solubilities of up to 42 mM were evidenced. The consequences for the characterization of the aqueous biphasic system, the solvent extraction process of the metal ions, and the ecological impact of the ILs are discussed.

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Section: Discussionmentioning

confidence: 91%

Modulating the Solubilities of Ionic Liquid Components in Aqueous–Ionic Liquid Biphasic Systems: A Q‐NMR Investigation

2015

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“…Ion exchange mechanisms involving metals and IL cations have been studied extensively [55][56][57][58][59][60], and it is observed that strongly hydrophobic cations such as 1-decyl-3-methylimidazolium generally do not undergo extensive ion exchange [61]. The trialkylammonium species in the ILs used in the current study are sufficiently hydrophobic that it would be quite surprising if they engaged in ion exchange to a significant degree.…”

Section: Mechanism Of Extractionmentioning

confidence: 96%

“…Garvey et al [56] report the crown ether-promoted transfer of alkali metals and alkaline earth metals to a series of imidazolium-based ILs under varying conditions. They studied the effect of the anion by adding varying concentrations of mineral acid (HCl, HNO 3 , etc.)…”

Section: àmentioning

confidence: 99%

Copper extraction using protic ionic liquids: Evidence of the Hofmeister effect

Janssen

Macı́as-Ruvalcaba

Aguilar-Martı́nez

et al. 2016

Separation and Purification Technology

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“…First, it is well‐known that large amounts of water dissolving in ILs (i.e. the lower phase in our experiments) modify the density and viscosity of that phase, which presumably plays a key role in assisted ion extraction,51, 52 but this is not the only effect to be accounted for. Many experimental studies5, 53–56 have clearly demonstrated that cation exchange is quite a common extraction mechanism in ILs.…”

Section: Discussionmentioning

confidence: 93%

Three‐Phase Catalytic System of H₂O, Ionic Liquid, and VOPO₄–SiO₂ Solid Acid for Conversion of Fructose to 5‐Hydroxymethylfurfural

et al. 2014

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Efficient transformation of biomass-derived feedstocks to chemicals and fuels remains a daunting challenge in utilizing biomass as alternatives to fossil resources. A three-phase catalytic system, consisting of an aqueous phase, a hydrophobic ionic-liquid phase, and a solid-acid catalyst phase of nanostructured vanadium phosphate and mesostructured cellular foam (VPO-MCF), is developed for efficient conversion of biomass-derived fructose to 5-hydroxymethylfurfural (HMF). HMF is a promising, versatile building block for production of value-added chemicals and transportation fuels. The essence of this three-phase system lies in enabling the isolation of the solid-acid catalyst from the aqueous phase and regulation of its local environment by using a hydrophobic ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([BMIM][Tf2N]). This system significantly inhibits the side reactions of HMF with H2O and leads to 91 mol % selectivity to HMF at 89 % of fructose conversion. The unique three-phase catalytic system opens up an alternative avenue for making solid-acid catalyst systems with controlled and locally regulated microenvironment near catalytically active sites by using a hydrophobic ionic liquid.

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Effect of aqueous phase anion on the mode of facilitated ion transfer into room-temperature ionic liquids

Cited by 29 publications

References 22 publications

Modulating the Solubilities of Ionic Liquid Components in Aqueous–Ionic Liquid Biphasic Systems: A Q‐NMR Investigation

Modulating the Solubilities of Ionic Liquid Components in Aqueous–Ionic Liquid Biphasic Systems: A Q‐NMR Investigation

Copper extraction using protic ionic liquids: Evidence of the Hofmeister effect

Three‐Phase Catalytic System of H₂O, Ionic Liquid, and VOPO₄–SiO₂ Solid Acid for Conversion of Fructose to 5‐Hydroxymethylfurfural

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Effect of aqueous phase anion on the mode of facilitated ion transfer into room-temperature ionic liquids

Cited by 29 publications

References 22 publications

Modulating the Solubilities of Ionic Liquid Components in Aqueous–Ionic Liquid Biphasic Systems: A Q‐NMR Investigation

Modulating the Solubilities of Ionic Liquid Components in Aqueous–Ionic Liquid Biphasic Systems: A Q‐NMR Investigation

Copper extraction using protic ionic liquids: Evidence of the Hofmeister effect

Three‐Phase Catalytic System of H2O, Ionic Liquid, and VOPO4–SiO2 Solid Acid for Conversion of Fructose to 5‐Hydroxymethylfurfural

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Three‐Phase Catalytic System of H₂O, Ionic Liquid, and VOPO₄–SiO₂ Solid Acid for Conversion of Fructose to 5‐Hydroxymethylfurfural