L-Alkyl-3-methylimidazolium bis

Lachwa, J. et al.. Changing from an unusual high-temperature demixing to a UCST-type in mixtures of l-alkyl-3-methylimidazolium bis (trifluoromethyl) sulfonyljamide and arenes. Green Chem., 8, 262, 2006. 

Arce, A. et al.. Separation of benzene and hexane by solvent extraction with l-alkyl-3-methylimidazolium bis (trifluoromethyl)sulfonyl amide ionic liquids effect of the alkyl-substituent length, /. Phys Chem. B, 111, 4732,2007. 

Raeissi S, Peters CJ (2008) Carbon dioxide solubility in the homologous l-Alkyl-3-methylimidazolium Bis(trifluoromethylsulfonyl)imide Family. J Chem Eng Data 54(2) 382-386... 

Zaitsau DH, Kabo GJ, Strechan AA et al. (2006) Experimental vapour pressures of l-alkyl-3-methylimidazolium bis(trifluoromethyl-sulfonyl)imides and a correlation scheme for estimation of vapourization enthalpies of ionic liquids. J Phys Chem A 110 7303-7306... 

Paulechka YU, Blokhin AV, Kabo GJ et al. (2007) Thermodynamic properties and polymorphism of l-alkyl-3-methylimidazolium bis(triflamides). J Chem Thermodyn 39 866-877... 

Experimental vapor pressures of l-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imides and a correlation Scheme for estimation of vaporization enthalpies of ionic liquids. 

C. Peng, L. Yang, Z. Zhang, K. Tachibana, Y. Yang, J. Power Sources 2007, 173, 510-517. Anodic behavior of A1 current collector in l-alkyl-3-methylimidazolium bis[(trifluoromethyl) sulfonyl] amide ionic liquid electrolytes. 

Hyun, B. -R., Dzyuba, S. V., Bartsch, R. A., and Quitevis, E. L. 2002. Intermolecu-lar dynamics of room-temperature ionic liquids Femtosecond optical Kerr effect measurements on l-alkyl-3-methylimidazolium bis( (trifluoromethyl)sulfonyl) imides. J. Phys. Chem. A 106, 7579-7585. 

Bodo, E., Gontrani, L., Caminiti, R., Plechkova, N. V., Seddon, K. R. Triolo, A. (2010). Structural properties of l-alkyl-3-methylimidazolium bis(trifluoromethyl)sulfonylamide ionic liquids X-ray diffraction data and molecular d5mamics simulations, J. Phys. Chem. B 114(49) 16398-16407. 

Fitehett BD, Knepp TN, Conboy JC (2004) l-Alkyl-3-methylimidazolium Bis(perfluoroalk-ylsulfonyl)imide water-immiscible ionic liquids the effect of water on electrochemical and physical properties. J Electrochem Soc 151 E219—E225... 

Makowsaka A, Siporska A, Szydlowski J (2(X)9) Isotope effects on miscibility of l-alkyl-3-methylimidazolium Bis(trifluoromethyl)sulfonyl imides with aromatic hydrocarbons. Fluid... 

Rai N, Maginn EJ (2012) Critical behaviour and vapour-liquid coexistence of l-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide ionic liquids via Monte Carlo simulations. Faraday Disc 154 53-69... 

Nebig, S. Boelts, R. Gmehling, J. Measurement of vapor-liquid equilibria (VLE) and excess enthalpies (HE) of binary systems with l-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide and prediction of these properties and. gamma..inf. using modified UNIFAC (Dortmund). Fluid Phase Equilib. 2007, 258, 168-178. 

Shin, E. Lee, B. Limb, J. S. (2008). High-pressure solubilities of carbon dioxide in ionic liquids l-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide. /. 

Separation of C02 from N2 or CH4 comprises an area of critical industrial, social, and environmental importance where room-temperature ionic liquids (RTILs) are showing great potential [3, 63, 64], The commonly used ILs for this purpose are l-alkyl-3-methylimidazolium salts, represented by the formula [C MIm][X, where C is an n-alkyl chain of varying length and X is typically a molecular anion with a delocalized negative charge, such as bis(trifluorome-thane)sulfonimide, [Tf2N ] (Scheme 4.4) [65-71]. 

The fluorescent probe 4-aminophthalimide (63) as well as its /V,/V-diethyl homomorph (89) were used by Samanta and coworkers148 149 to study the polarity and fluorescence dynamics in l-alkyl-3-methylimidazolium salts. The alkyl groups were variously ethyl, butyl and octyl and the anions were nitrate, tetrafluoroborate, hexafluorophosphate and bis(triflyl)imide. Similar conclusions were reached concerning the effects of alkyl chain length and anion as those obtained by Carmichael and Seddon142 using Nile Red. The solvation dynamics were found to depend on the viscosity of the media. Further use of 63 in l-butyl-3-methylimidazolium hexafluorophosphate was reported by Ingram and... 

Diedenhofen M, Klamt A, Marsh K et al. (2007) Prediction of the vapor pressure and vaporization enthalpy of l-n-alkyl-3-methylimidazolium-bis-(trifluoromethanesulfonyl) amide ionic liquids. Phys Chem Chem Phys 9 4653 1656... 

ILs can act as both hydrogen bond acceptors (anions) and donors (cations), and as expected, they interact with substances with both acceptor and donor sites. In particular, 1,3-dialkylimidazolium ILs can dissolve a plethora of classical polar and non-polar compounds. All 1,3-dialkylimidazolium ILs reported to date are hygroscopic, and their miscibility with water is largely controlled by the nature of the anion. While salts containing nitrate, chloride, and perchlorate anions are usually miscible with water in all compositions, those associated with hexafluorophosphate and bis(trifluoromethane) sulfonylamidate anions are almost completely immiscible with water.It is also known that an increase in the A-alkyl chain length increases the hydrophobicity for a series of l-alkyl-3-methylimidazolium hexafluorophosphate ILs." The miscibility of water in ILs can be increased by the addition of short-chain alcohols or lowered by the addition of salts (salting-out effect). ... 

Ionic liquids have become widely used as solvents for organic reactions, however their use as solvents in extraction systems seems much promising. Separation with imidazolium ILs is best described and broadly investigated. In most cases ILs replace typical solvent extraction diluents. The most frequently applied are l-alkyl-3-methylimidazolium hexafluorophosphate [CnmimJpFe], tetrafluoroborate [Cnmim][BF4] and bis(trifluoromethyl-sulphonyl)imide [Cnmim][N(S02CF3)2] (anion also abbreviated as [Tf2N]) (Table 2). 

Because of the diversity of ionic liquid combinations, the solubility of this class of solvents is diverse, and can depend on the chemical composition of the cation or the anion, and the length of the aUcyl chain. When l-alkyl-3-methylimidazolium cations are combined with halogen anions such as chloride, iodide, and Bp4 , the ionic liquids are hydrophilic and miscible with water. When combined wifli more hydrophobic anions, the solubility of the ionic liquid decreases. For example, Alfassi et al measured the solubility of l-butyl-3-methylimidazolium hexafluorophosphate as 18.6 g/L, butylmethlpyrroli-dinium bis(trifluoromethylsulfonyl)imide as 6.0 g/L, and methyltributylammonium bis(trifluoromethylsufonyl)imide as 0.7 g/L. 

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