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http://dx.doi.org/10.9713/kcer.2016.54.2.213

Solubility of Hydrogen Sulfide and Methane in Ionic Liquids: 1-Ethy-3-methylimidazolium Trifluoromethanesulfonate and 1-Butyl-1-methylpyrrolidinium Trifluoromethanesulfonate  

Lee, Byung-Chul (Department of Advanced Materials and Chemical Engineering, Hannam University)
Publication Information
Korean Chemical Engineering Research / v.54, no.2, 2016 , pp. 213-222 More about this Journal
Abstract
Solubility data of hydrogen sulfide ($H_2S$) and methane ($CH_4$) in two kinds of ionic liquids with the same anion: 1-ethyl-3-methylimidazolium trifluoromethanesulfonate ([emim][TfO]) and 1-butyl-1-methylpyrrolidinium trifluoromethanesulfonate ([bmpyr][TfO]) are presented at pressures up to about 30 MPa and at temperatures between 303 K and 343 K. The gas solubilities in ionic liquids were determined by measuring the bubble point pressures of the gas + ionic liquid mixtures with various compositions at different temperatures using a high-pressure equilibrium apparatus equipped with a variable-volume view cell. The $H_2S$ solubilities in ionic liquid increased with the increase of pressure and decreased with the increase of temperature. On the other hand, the $CH_4$ solubilities in ionic liquid increased significantly with the increase of pressure, but there was little effect of temperature on the $CH_4$ solubility. For the ionic liquds [emim][TfO] and [bmpyr][TfO] with the same anion, the solubility of $H_2S$ as a molality basis was substantially similar, regardless of the temperature and pressure conditions as a molar concentration basis. Comparing the solubilities of $H_2S$ and $CH_4$ in the ionic liquid [emim][TfO], the solubilities of $H_2S$ were much greater than those of $CH_4$. For the same type of ionic liquid, the solubility data of $H_2S$ and $CH_4$ obtained in this study were compared to the solubility data of $CO_2$ from the literature. When compared at the same pressure and temperature conditions, the $CO_2$ solubility was in between the solubility of $H_2S$ and $CH_4$.
Keywords
Ionic Liquid; Hydrogen Sulfide; Methane; Solubility; Natural Gas; Sweetening;
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Times Cited By KSCI : 5  (Citation Analysis)
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1 Karadas, F., Atilhan, M. and Aparicio, S., "Review on the Use of Ionic Liquids (ILs) as Alternative Fluids for $O_2$ Capture and Natural Gas Sweetening," Energy Fuels, 24, 5817-5828(2010).   DOI
2 Mortazavi-Manesh, S., Satyro, M. A. and Marriott, R. A., "Screening Ionic Liquids as Candidates for Separation of Acid Gases: Solubility of Hydrogen Sulfide, Methane, and Ethane," AIChE J., 59(8), 2993-3005(2013).   DOI
3 Ramdin, M., Balaji, S. P., Torres-Knoop, A., Dubbeldam, D., de Loos, T. W. and Vlugt, T. J. H., "Solubility of Natural Gas Species in Ionic Liquids and Commercial Solvents: Experiments and Monte Carlo Simulations," J. Chem. Eng. Data, 60, 3039-3045(2015).   DOI
4 Lee, J. H. and Shim, S.-B., "Analysis of the Gas Feed Distribution at the Gas Sweetening Absorber Using CFD," Korean Chem. Eng. Res., 52(3), 314-320(2014).   DOI
5 D'Alessandro, D. M., Smit, B. and Long, J. R., "Carbon Dioxide Capture: Prospects for New Materials," Angew. Chem., Int. Ed., 49, 6058-6082(2010).   DOI
6 Khakharia, P., Huizinga, A., Jurado Lopez, C., Sanchez, C., de Miguel Mercader, F., Vlugt, T. J. H. and Goetheer, E., "Acid Wash Scrubbing as a Countermeasure for Ammonia Emissions from a Postcombustion $O_2$ Capture Plant," Ind. Eng. Chem. Res., 53, 13195-13204(2014).   DOI
7 MacDowell, N., Florin, N., Buchard, A., Hallett, J., Galindo, A., Jackson, G., Adjiman, C. S., Williams, C., Shah, N. and Fennell, P., "An Overview of $O_2$ Capture Technologies," Energy Environ. Sci., 3, 1645-1669(2010).   DOI
8 Lei, Z., Dai, C. and Chen, B., "Gas Solubility in Ionic Liquids," Chem. Rev., 114, 1289-1326(2014).   DOI
9 Ramdin, M., de Loos, T. W. and Vlugt, T. J. H., "State-of-the-Art of $O_2$ Capture with Ionic Liquids," Ind. Eng. Chem. Res., 51, 8149-8177(2012).   DOI
10 Kim, J. E., Kang, J. W. and Lim, J. S., "Measurement of $O_2$ Solubility in Cyanide Anion Based Ionic Liquids; [$c_4mim$][SCN], [$c_4mim$][$N(CN)_2$], [$c_4mim$][$C(CN)_3$]," Korean J. Chem. Eng., 32(8), 1678-1687(2015).   DOI
11 Lee, B.-C. and Nam, S.-G., "High-Pressure Solubility of Carbon Dioxide in Pyrrolidinium-Based Ionic Liquids: [bmpyr][dca] and [bmpyr][$Tf_2N$]," Korean J. Chem. Eng., 32(3), 521-533(2015).   DOI
12 Nam, S.-G. and Lee, B.-C., "Solubility of Carbon Dioxide in Ammonium-Based Ionic Liquids: Butyltrimethylammonium Bis (trifluoromethylsulfonyl)imide and Methyltrioctylammonium Bis (trifluoromethylsulfonyl)imide," Korean J. Chem. Eng., 30(2), 474-481(2013).   DOI
13 Jin, Y. R., Jung, Y. H., Park, S. J. and Baek, I. H., "Study of $O_2$ Absorption Characteristic and Synthesis of 1-(2-Methoxyethyl)-3-methylimidazolium Methanesulfonate Ionic Liquid," Korean Chem. Eng. Res., 50(1), 35-40(2012).   DOI
14 Cho, M. H., Lee, H. and Kim, H., "$O_2$ Separation Techniques Using Ionic Liquids," Korean Chem. Eng. Res., 48(1), 1-9(2010).
15 Camper, D., Bara, J., Koval, C. and Noble, R., "Bulk-Fluid Solubility and Membrane Feasibility of Rmim-Based Room-Temperature Ionic Liquids," Ind. Eng. Chem. Res., 45, 6279-6283(2006).   DOI
16 Scovazzo, P., "Determination of the Upper Limits, Benchmarks, and Critical Properties for Gas Separations Using Stabilized Room Temperature Ionic Liquid Membranes (SILMs) for the Purpose of Guiding Future Research," J. Membr. Sci., 343, 199-211(2009).   DOI
17 Ramdin, M., Amplianitis, A., Bazhenov, S., Volkov, A., Volkov, V., Vlugt, T. J. H. and de Loos, T. W., "Solubility of $O_2$ and $CH_4$ in Ionic Liquids: Ideal $O_2$/$CH_4$ Selectivity," Ind. Eng. Chem. Res., 53, 15427-15435(2014).   DOI
18 Sumon, K. Z. and Henni, A., "Ionic Liquids for $O_2$ Capture Using COSMO-RS: Effect of Structure, Properties and Molecular Interactions on Solubility and Selectivity," Fluid Phase Equilib., 310, 39-55(2011).   DOI
19 Mortazavi-Manesh, S., Satyro, M. A. and Marriott, R. A., "Screening Ionic Liquids as Candidates for Separation of Acid Gases: Solubility of Hydrogen Sulfide, Methane, and Ethane," AIChE J., 59, 2993-3005(2013).   DOI
20 Carvalho, P. J. and Coutinho, J. A. P., "The Polarity Effect upon the Methane Solubility in Ionic Liquids: a Contribution for the Design of Ionic Liquids for Enhanced $O_2$/$CH_4$ and $H_2S$/$CH_4$ Selectivities," Energy Environ. Sci., 4, 4614-4619(2011).   DOI
21 Ramdin, M., Amplianitis, A., de Loos, T. W. and Vlugt, T. J. H., "Solubility of $O_2$/$CH_4$ Gas Mixtures in Ionic Liquids," Fluid Phase Equilib., 375, 134-142(2014).   DOI
22 Heintz, Y. J., Sehabiaue, L., Morsi, B. I., Jones, K. L., Luebke, J. D. and Pennline, H. W., "Hydrogen Sulfide and Carbon Dioxide Removal from Dry Fuel Gas Streams Using an Ionic Liquid as a Physical Solvent," Energy Fuels, 23(15), 4822-4830(2009).   DOI
23 Shokouhi, M., Adibi, M., Jalili, A. H., Hosseini-Jenab, M. and Mehdizadeh, A., "Solubility and Diffusion of $H_2S$ and $O_2$ in the Ionic Liquid 1-(2-Hydroxyethyl)-3-methylimidazolium Tetrafluoroborate," J. Chem. Eng. Data, 55(4), 1663-1668(2010).   DOI
24 Shiflett, M. B. and Yokozeki, A., "Separation of $O_2$ and $H_2S$ Using Room-Temperature Ionic Liquid [bmim][$PF_6$]," Fluid Phase Equilib., 294, 105-113(2010).   DOI
25 Jalili, A. H., Mehdizadeh, A., Shokouhi, M., Ahmadi, A. N., Hosseini-Jenab, M. and Fateminassab, F., "Solubility and Diffusion of $O_2$ and $H_2S$ in the Ionic Liquid 1-Ethyl-3-methylimidazolium Ethylsulfate," J. Chem. Thermodyn., 42(10), 1298-1303(2010).   DOI
26 Jalili, A. H., Safavi, M., Ghotbi, C., Mehdizadeh, A., Hosseini-Jenab, M. and Taghikhani, V., "Solubility of $O_2$, $H_2S$, and Their Mixture in the Ionic Liquid 1-Octyl-3-methylimidazolium Bis(trifluoromethyl) sulfonylimide," J. Phys. Chem. B, 116(9), 2758-2774(2012).
27 Shiflett, M. B., Niehaus, A. M. S. and Yokozeki, A., "Separation of $O_2$ and $H_2S$ Using Room-Temperature Ionic Liquid [bmim] [$MeSO_4$]," J. Chem. Eng. Data, 55(11), 4785-4793(2010).   DOI
28 Sakhaeinia, H., Jalili, A. H., Taghikhani, V. and Safekordi, A. A., "Solubility of $H_2S$ in Ionic Liquids 1-Ethyl-3-methylimidazolium Hexafluorophosphate ([emim][$PF_6$]) and 1-Ethyl-3-methylimidazolium Bis (trifluoromethyl)sulfonylimide ([emim][$Tf_2N$])," J. Chem. Eng. Data, 55(12), 5839-5845(2010).   DOI
29 Jalili, A. H., Rahmati-Rostami, M., Ghotbi, C., Hosseini-Jenab, M. and Ahmadi, A. N., "Solubility of $H_2S$ in Ionic Liquids [bmim] [$PF_6$], [bmim][$BF_4$], and [bmim][$Tf_2N$]," J. Chem. Eng. Data, 54(6), 1844-1849(2009).   DOI
30 Rahmati-Rostami, M., Ghotbi, C., Hosseini-Jenab, M. and Ahmadi, A. N., "Solubility of $H_2S$ in Ionic Liquids [hmim][$PF_6$], [hmim][$BF_4$], and [hmim][$Tf_2N$]," J. Chem. Thermodyn., 41(9), 1052-1055(2009).   DOI
31 Raeissi, S. and Peters, C. J., "High Pressure Phase Behaviour of Methane in 1-Butyl-3-methylimidazolium Bis(trifluoromethylsulfonyl) imide," Fluid Phase Equilib., 294, 67-71(2010).   DOI
32 Sakhaeinia, H., Taghikhani, V., Jalili, A. H., Mehdizadeh, A. and Safekordi, A. A., "Solubility of $H_2S$ in 1-(2-Hydroxyethyl)-3-methylimidazolium Ionic Liquids with Different Anions," Fluid Phase Equilib., 298(2), 303-309(2010).   DOI
33 Kumelan, J., Kamps, A. P., Tuma, D. and Maurer, G., "Solubility of the Single Gases Methane and Xenon in the Ionic Liquid [bmim] [$CH_3SO_4$]," J. Chem. Eng. Data, 52(6), 2319-2324(2007).   DOI
34 Kumelan, J., Kamps, A. P., Tuma, D. and Maurer, G., "Solubility of the Single Gases Methane and Xenon in the Ionic Liquid [hmim] [$Tf_2N$]," Ind. Eng. Chem. Res., 46(24), 8236-8240(2007).   DOI
35 Shin, E. K., Lee, B.-C. and Lim, J. S., "High-Pressure Solubilities of Carbon Dioxide in Ionic Liquids: 1-Alkyl-3-methylimidazolium Bis (trifluoromethylsulfonyl)-imide," J. Supercrit. Fluids, 45, 282-292(2008).   DOI
36 Jung, Y.-H., Jung, J.-Y., Jin, Y.-R., Lee, B.-C. and Baek, I.-H., "Solubility of Carbon Dioxide in Imidazolium-Based Ionic Liquids with a Methanesulfonate Anion," J. Chem. Eng. Data, 57, 3321-3329(2012).   DOI
37 Shin, E.-K. and Lee, B.-C., "High-Pressure Phase Behavior of Carbon Dioxide with Ionic Liquids: 1-Alkyl-3-methylimidazolium Trifluoromethanesulfonate," J. Chem. Eng. Data, 53(12), 2728-2734(2008).   DOI
38 Guide to the Expression of Uncertainty in Measurement, International Organization of Standardization (ISO), Geneva, Switzerland(1995).