Separation of toluene from n-heptane using monocationic and dicationic ionic liquids

Dukhande, Vibhuti A.; Choksi, Tej S.; Sabnis, Sanket U.; Patwardhan, Ashwin W.; Patwardhan, Anand V.

doi:10.1016/j.fluid.2012.12.034

Cited by 23 publications

(24 citation statements)

References 47 publications

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“…358 The PIL of MIm HSO 4 , along with aprotic BMIm HSO 4 and two aprotic dicationic ILs, were trialed for the liquid−liquid extraction of toluene from n-heptane. 151 It was found that all four ILs had better selectivity than the currently used sulpholane, although a larger IL proportion was required. The partition coefficients and selectivity were similar for MIm HSO 4 and BMIm HSO 4 , and these were lower than the dicationic ILs.…”

Section: Liquid−liquid Extractionmentioning

confidence: 96%

“…The partition coefficients and selectivity were similar for MIm HSO 4 and BMIm HSO 4 , and these were lower than the dicationic ILs. 151 The denitrification of simulated oil was investigated using MIm H 2 PO 4 and the analogous aprotic ILs with the cations of BMIm and 1-methyl-3-(3-sulfopropyl)-imidazolium and the same anion. The PIL perfomed significantly poorer than the two aprotic ILs, which was attributed to its higher "pH".…”

Section: Liquid−liquid Extractionmentioning

confidence: 99%

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Protic Ionic Liquids: Evolving Structure–Property Relationships and Expanding Applications

2015

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Section: Liquid−liquid Extractionmentioning

confidence: 96%

Section: Liquid−liquid Extractionmentioning

confidence: 99%

Protic Ionic Liquids: Evolving Structure–Property Relationships and Expanding Applications

2015

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“…To date, the use of ionic liquids (ILs) as solvents in the liquid-liquid extraction of aromatic hydrocarbons is one of the most studied applications in the field of the separation processes, as evidenced by the large number of references that can be found in the literature. Most of the works are based on the experimental determination of liquid-liquid equilibrium (LLE) data for {aliphatic + aromatic + IL} ternary systems, after which the ability of the ILs to extract aromatic hydrocarbons is evaluated through the selectivity and solute distribution ratio values [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. In most cases, experimental LLE data are also correlated using thermodynamic models, mainly the NTRL equation.…”

Section: Introductionmentioning

confidence: 99%

“…Usually, the aromatic compounds studied are benzene, toluene, ethylbenzene and xylene isomers [3,5,6,11,[15][16][17][18] while the aliphatic hydrocarbons include linear alkanes (such as hexane, heptane, and octane), and cycloalkanes (such us cyclohexane and cyclooctane) [11,18]. Regarding hydrocarbon mixtures, the most common is that composed of heptane and toluene, which has been widely considered as model to study this kind of systems [1,2,4,7,9,[12][13][14]19,20]. Concerning the ILs applied as extraction solvents, those based on the imidazolium and pyridinium cationic families have been broadly explored, mainly in combination with bis(trifluormethylsulfonyl)imide (NTf2-) [5.6,8,9,11,15] [1,2,20], sulfonate [19], nitrate [10], or cyano [3,7,13] have been recently proposed.…”

Section: Introductionmentioning

confidence: 99%

On the volatility of aromatic hydrocarbons in ionic liquids: Vapor-liquid equilibrium measurements and theoretical analysis

Palomar

Navarro

Larriba

et al. 2018

Journal of Molecular Liquids

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El acceso a la versión del editor puede requerir la suscripción del recurso Access to the published version may require subscription AbstractThe use of ionic liquids (ILs) as solvent in the liquid-liquid extraction of aromatic compounds is one of their most studied applications. Nevertheless, the recovery of the extracted hydrocarbons has been much less investigated, being a required task to complete the global separation process. Taking into account the negligible vapor pressure of the ILs, this step could be easily carried out by flash distillation, which requires the study of vapor-liquid equilibrium (VLE). In order to study this topic deeper, in this work a systematic analysis of the VLE and vapor-liquid-liquid equilibrium (VLLE) data for {aromatic hydrocarbon + IL} binary mixtures was carried out, from both an experimental and computational point of view. For that, new experimental VLE and VLLE data of 24 {toluene + IL} binary mixtures were

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“…19 For the system of toluene and heptane, the extraction capabilities of ILs are probably mainly dependent on the polarity/polarizability (π*). 20,21 The values of π* for imidazolium-based ILs with the same cation but different anion chain length of the imidazolium-based ILs negatively affects the capacity of the ILs as solvents to separate toluene and heptane. This is similar to the effect of the alkyl chain length of ILs on the extractive capacity for the system of toluene and heptane in the literature.…”

Section: ■ Introductionmentioning

confidence: 99%

Dialkylphosphate-Based Ionic Liquids as Solvents to Extract Toluene from Heptane

et al. 2015

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In this work, the ability of ionic liquids (ILs) 1,3-dimethylimidazolium dimethylphosphate ([MMIM]-[DMP]), 1-ethyl-3-methylimidazolium diethylphosphate ([EMIM][DEP]), and 1-butyl-3-methylimidazolium dibutylphosphate ([BMIM][DBP]) as alternative solvents used in liquid removal of toluene from its combination with heptane was studied. The liquid−liquid equilibrium (LLE) data in relation to ternary systems {toluene + heptane + [MMIM]-[DMP], [EMIM][DEP], or [BMIM][DBP]} calibrated at T = 298.2 K and atmospheric pressure. The LLE results studied in relation to ternary systems were fitted by the thermodynamic nonrandom two-liquid (NRTL) model. The toluene solute distribution ratios and toluene/heptane selectivities, derived from the experimental LLE data, were compiled and analyzed to determine the extraction capacity of the studied ILs. ■ INTRODUCTIONThe separation of toluene and heptane is a difficult and complicated process because of the formation of azeotrope. For the toluene and heptane system, liquid−liquid extraction is a common industrial separation process in which conventional organic compounds such as sulfolane, N-methyl pyrrolidone, or dimethyl sulfoxide 1,2 are used as solvents. However, the disadvantage of these solvents is that they are not environmentally friendly.Over the past decade, ionic liquids (ILs) have received considerable attention for their use as possible replacements for the conventional organic solvents in liquid−liquid extraction because of their notable properties. 3−5 Currently, few publications in relation to the liquid−liquid extraction of toluene from heptane using ILs as solvents have been investigated. Meindersma et al. 6 evaluated the separation of toluene from heptane using sulfolane and 1-alkyl-3-methylimidazolium methylsulfate ([AMIM][MeSO 4 ]) ILs. Larriba et al. 7 investigated the effect of the length of alkyl substituent chain of 1-alkyl-3-methylimidazolium thiocyanate and 1-alkyl-3-methylimidazolium dicyanamide ([AMIM][DCA]) ILs, in the separation of toluene and heptane. Corderíet al. 8 investigated the separation of toluene from heptane using the IL 1-ethyl-3-methylimidazolium acetate ([EMIM][OAc]). Ebrahimi et al. 9 studied the LLE data in relation to the ternary system containing bis(trifluoromethylsulfonyl)imide-based ILs with toluene + heptane. In this work, three dialkylphosphate-based ILs, [MMIM]-[DMP], [EMIM][DEP], and [BMIM][DBP], were studied as solvents for the liquid removal of toluene from heptane. Subsequently, the experimental LLE data generated were measured for the ternary systems {toluene + heptane + [MMIM][DMP], [EMIM][DEP], or [BMIM][DBP]} at T = 298.2 K and atmospheric pressure. The NRTL 10 model was used to fit the experimental results for the ternary systems studied. The capacity of the investigated ILs as solvents in the extraction process was analyzed by applying the toluene solute distribution ratios and toluene/heptane selectivities. ■ EXPERIMENTAL SECTION Materials. Toluene with purity of 99.5 % (mass; Sinopharm Chemical Reagent Co., Ltd., Shan...

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Separation of toluene from n-heptane using monocationic and dicationic ionic liquids

Cited by 23 publications

References 47 publications

Protic Ionic Liquids: Evolving Structure–Property Relationships and Expanding Applications

Protic Ionic Liquids: Evolving Structure–Property Relationships and Expanding Applications

On the volatility of aromatic hydrocarbons in ionic liquids: Vapor-liquid equilibrium measurements and theoretical analysis

Dialkylphosphate-Based Ionic Liquids as Solvents to Extract Toluene from Heptane

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