Isobaric Vapor−Liquid Equilibria for Ethyl Acetate + Ethanol + 1-Ethyl-3-methylimidazolium Trifluoromethanesulfonate at 100 kPa

Orchillés, A. Vicent; Miguel, Pablo J.; Vercher, Ernesto; Martı́nez-Andreu, Antoni

doi:10.1021/je700322p

Cited by 78 publications

(104 citation statements)

References 44 publications

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“…23,24 Our experimental VLE data for t-BuOH + TEA or IL and water + TEA or IL binary systems were also correlated by the NRTL model. The VLE data, x 1 , x 2 , x 3 , and T, for t-BuOH (1) + TEA or IL (3) and water (2) + TEA or IL (3) binary systems were calculated by the iterative computing method for more than 800 times according to the Antoine eq 1, Raoult's Law eq 2, and the NRTL model eq 3 to 5 to get the binary interaction parameters τ ij .…”

Section: ■ Results and Discussionmentioning

confidence: 93%

Isobaric Vapor–Liquid Equilibrium of tert-Butyl Alcohol + Water + Triethanolamine-Based Ionic Liquid Ternary Systems at 101.3 kPa

Zhang

et al. 2015

J. Chem. Eng. Data

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Isobaric vapor−liquid equilibrium (VLE) data for the tert-butyl alcohol (t-BuOH) + water + triethanolamine (TEA), t-BuOH + water + triethanolamine formic acid ([TEA][Fc]), t-BuOH + water + triethanolamine acetic acid ([TEA][Ac]), and t-BuOH + water + triethanolamine lactic acid ([TEA][Lc]) ternary systems were measured at 101.3 kPa. The results indicated that all the three ILs produced a more obvious effect on the VLE behavior of t-BuOH + water system than TEA, and eliminated the azeotropic point in the whole concentration range. [TEA][Lc] was the best solvent for the separation of the t-BuOH + water system by extractive distillation among the three ILs investigated. The experimental VLE data for the ternary systems were correlated with the NRTL model equation, and good correlations were obtained with an average relative deviation of 2.4 %. ■ INTRODUCTIONExtractive distillation is a widely used way to separate azeotropic or close-boiling mixtures like alcohol + water. 1,2 For this method, the key is to select an effictive solvent (entrainer) to break the azeotrope. Organic solvents and solid salts are commonly used entrainers, but encounter many problems in use such as solvent loss, difficulty in recycling, and equipment blocking. 3,4 Ionic liquids (ILs) are a new class of compounds that are entirely composed of ions. Because of their ignorable vapor pressure, good chemical and thermal stability, and other designable physical−chemical properties, ILs instead of traditional organic solvents and solid salts have been increasingly employed as entrainers for separating azeotropes in recent years. 5−14 tert-Butyl alcohol (t-BuOH) is an important solvent in the chemical and medicine industry. A mixture of t-BuOH and water is often used for the production of pharmaceutical products by freeze-drying. The t-BuOH + water mixture presents a minimum boiling azetrope at 353.06 K at atmospheric pressure. Thus, it is impossible to separate this mixture by simple distillation. Extractive distillation is widely adopted to separate this mixture. The traditional solvent (entrainer) is ethylene glycol, which suffers the disadvantages of solvent loss and poor efficiency. ILs have been employed as new solvents to separate this azetrope in recent years. Most of the studies were performed using 1-alkyl-3-methylimidazolium based ILs, the anions of which are carboxylate or halide. Zhang et al. 15 studied the relative volatility of t-BuOH to water effected by the ILs composed of an anion chosen from [OAc] − or [Cl] − , and a cation from 1-ethyl-3-methylimidazolium ([EMIM] + ), or 1-butyl-3-methylimidazolium ([BMIM] + ), or 1-hexyl-3-methylimidazolium ([HMIM] + ), at a fixed t-BuOH mole fraction of 0.95. The effect of ILs on enhancement of the relative volatility list as [EMIM]Cl > [EMIM]OAc > [BMIM]Cl > [BMIM]OAc > [HMIM]OAc > [HMIM]Cl. These ILs were also used as entrainers to separate the methyl alcohol + water and ethyl alcohol + water azeotropic systems. 16−18 However, there is a paucity of studies on other kinds of ILs, so it is neces...

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Section: ■ Results and Discussionmentioning

confidence: 93%

Isobaric Vapor–Liquid Equilibrium of tert-Butyl Alcohol + Water + Triethanolamine-Based Ionic Liquid Ternary Systems at 101.3 kPa

Zhang

et al. 2015

J. Chem. Eng. Data

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“…where P is the total pressure of the whole system(101.3 kPa), and P i S the vapor pressure of pure component i at equilibrium temperature which can be calculated by Antoine equation [33,34] (Table 5) …”

Section: ) and Ethylmentioning

confidence: 99%

The isobaric vapor liquid equilibria of ethyl acetate + acetonitrile + bis(trifluoromethylsulfonyl)imide-based ionic liquids at 101.3 kPa

Zhu

et al. 2016

Fluid Phase Equilibria

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“…Many investigators have reported experimental measurements of ternary VLE of ester−alcoholic systems using ionic liquids as promising candidate entrainers. Orchilles et al 18,19 20 They also studied the vapor liquid equilibrium of ethyl acetate−ethanol using 1-alkyl-3-methylimdazolium tetrafluoroborate at 101.32 kPa. 21 Cai et al 22 24 In the present work, methyl acetate−methanol and ethyl acetate− ethanol systems were chosen since these are important solvents in industry.…”

Section: Introductionmentioning

confidence: 99%

Study of Ionic Liquids as Entrainers for the Separation of Methyl Acetate–Methanol and Ethyl Acetate–Ethanol Systems Using the COSMO-RS Model

Dhanalakshmi

Sai

Balakrishnan

2013

Ind. Eng. Chem. Res.

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The separation of the nonaqueous azeotropic systems methyl acetate−methanol and ethyl acetate−ethanol was investigated with 13 cations and 27 anions as entrainers to identify suitable ionic liquids using the COSMO-RS model. It is observed that the cations best suited are imidazolium > pyridinium > methyl pyrrolidinium > octyl quinolinium. The lengthening of the alkyl chain of cations was also studied as well as whether the shorter the alkyl chain, the better is the separation. It was also noticed that the efficacy of the anions is in the order

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Isobaric Vapor−Liquid Equilibria for Ethyl Acetate + Ethanol + 1-Ethyl-3-methylimidazolium Trifluoromethanesulfonate at 100 kPa

Cited by 78 publications

References 44 publications

Isobaric Vapor–Liquid Equilibrium of tert-Butyl Alcohol + Water + Triethanolamine-Based Ionic Liquid Ternary Systems at 101.3 kPa

Isobaric Vapor–Liquid Equilibrium of tert-Butyl Alcohol + Water + Triethanolamine-Based Ionic Liquid Ternary Systems at 101.3 kPa

The isobaric vapor liquid equilibria of ethyl acetate + acetonitrile + bis(trifluoromethylsulfonyl)imide-based ionic liquids at 101.3 kPa

Study of Ionic Liquids as Entrainers for the Separation of Methyl Acetate–Methanol and Ethyl Acetate–Ethanol Systems Using the COSMO-RS Model

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