Unusual LCST-type behaviour found in binary mixtures of choline-based ionic liquids with ethers

Costa, Anabela J. L.; Soromenho, Mário R. C.; Shimizu, Karina; Esperança, José M. S. S.; Lopes, José N. Canongia; Rebelo, Luís Paulo N.

doi:10.1039/c3ra40327k

Cited by 24 publications

(14 citation statements)

References 71 publications

(73 reference statements)

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“…The arabic numerals indicate the number of phases present on each side of the boundaries defined by the cloud point data. (Reprinted from Costa et al, 2013 with permission from Royal Society of Chemistry).…”

Section: Reversed-charged Ionic Liquid Pairsmentioning

confidence: 99%

“…Recently, Costa et al (2013) have reported for the first time functionalized IL + ether systems exhibiting a LCST behavior. Investigating the phase behavior of binary mixtures of three N-alkyl-N,N-dimethyl-N-hydroxyethylammonium bis(trifluoromethane)sulfonylimide ILs, [N 11n2OH ][Ntf 2 ], with nine distinct ethers at atmospheric pressure, they have found that most systems exhibit unusual LCST-type of phase separation (Figure 13B).…”

Section: Reversed-charged Ionic Liquid Pairsmentioning

confidence: 99%

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Anomalous and Not-So-Common Behavior in Common Ionic Liquids and Ionic Liquid-Containing Systems

et al. 2019

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This work highlights unexpected, not so well known responses of ionic liquids and ionic liquid-containing systems, which are reported in a collective manner, as a short review. Examples include: (i) Minima in the temperature dependence of the isobaric thermal expansion coefficient of some ILs; (ii) Viscosity Minima in binary mixtures of IL + Molecular solvents; (iii) Anomalies in the surface tension within a family of ILs; (iv) The constancy among IL substitution of C p /V m at and around room temperature; (v) ILs as glass forming liquids; (vi) Alternate odd-even side alkyl chain length effects; (vii) Absolute negative pressures in ILs and IL-containing systems; (viii) Reversed-charged ionic liquid pairs; (ix) LCST immiscibility behavior in IL + solvent systems.

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Section: Reversed-charged Ionic Liquid Pairsmentioning

confidence: 99%

Section: Reversed-charged Ionic Liquid Pairsmentioning

confidence: 99%

Anomalous and Not-So-Common Behavior in Common Ionic Liquids and Ionic Liquid-Containing Systems

et al. 2019

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“…[20,21] The cation-anion interaction and its temperature behavior has been recently discussed for choline systems supported by molecular dynamics simulations. [22,23] The most interesting vibrational bands appear in the low frequency edge of the spectra at 3431 cm -1 and 3474 cm -1 . (see Fig.…”

mentioning

confidence: 99%

Spectroscopic evidence of ‘jumping and pecking’ of cholinium and H-bond enhanced cation–cation interaction in ionic liquids

Knorr

Fumino

Bonsa

et al. 2015

Phys. Chem. Chem. Phys.

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The subtle energy-balance between Coulomb-interaction, hydrogen bonding and dispersion forces governs the unique properties of ionic liquids. To measure weak interactions is still a challenge. This is in particular true in the condensed phase wherein a melange of different strong and directional types of interactions is present and cannot be detected separately. For the ionic liquids (2-hydroxyethyl)-trimethylammonium (cholinium) bis(trifluoro-methylsulfonyl)amide and N,N,N-trimethyl-N-propylammonium bis(trifluoromethylsulfonyl)amide which differ only in the 2-hydroxyethyl and the propyl groups of the cations, we could directly observe distinct vibrational signatures of hydrogen bonding between the cation and the anion indicated by 'jumping and pecking' motions of cholinium. The assignment could be confirmed by isotopic substitution H/D at the hydroxyl group of cholinium. For the first time we could also find direct spectroscopic evidence for H-bonding between like-charged ions. The repulsive Coulomb interaction between the cations is overcome by cooperative hydrogen bonding between the 2-hydroxyethyl functional groups of cholinium. This H-bond network is reflected in the properties of protic ionic liquids (PILs) such as viscosities and conductivities.

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“…For example, some biocompatible ILs have already been synthesized including cholinium-based ILs, amino acid-based ILs or pharmaceutically acceptable ILs (11)(12)(13)(14)(15)(16). However, the design of entirely green ILs is still very limited.…”

Section: Introductionmentioning

confidence: 99%

Partition Behavior of Drug Molecules in Cholinium-Based Ionic Liquids

Pei

Zhang

Song

et al. 2015

Separation Science and Technology

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In this paper, a series of ionic liquids (ILs) contains cholinium as cations were prepared. These ILs were used as extractants to separate some model drug molecules. The partition coefficients of these drug molecules between ILs and aqueous solutions were determined. Furthermore, the influence of different extraction parameters was investigated: volume ratio, equilibrium time, pH values, temperature and ILs structure. It is shown that these ILs are highly effective materials for the extraction of drug molecules. The results imply that these ILs may have potential in drug extraction or separation as a new type of media.

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Unusual LCST-type behaviour found in binary mixtures of choline-based ionic liquids with ethers

Cited by 24 publications

References 71 publications

Anomalous and Not-So-Common Behavior in Common Ionic Liquids and Ionic Liquid-Containing Systems

Anomalous and Not-So-Common Behavior in Common Ionic Liquids and Ionic Liquid-Containing Systems

Spectroscopic evidence of ‘jumping and pecking’ of cholinium and H-bond enhanced cation–cation interaction in ionic liquids

Partition Behavior of Drug Molecules in Cholinium-Based Ionic Liquids

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