ACS Publications. Most Trusted. Most Cited. Most Read
My Activity
CONTENT TYPES

Figure 1Loading Img

Solubility of Carbon Dioxide in Imidazolium-Based Ionic Liquids with a Methanesulfonate Anion

View Author Information
Greenhouse Gas Research Center, Korea Institute of Energy Research, 71-2 Jang-dong, Yuseong-gu, Daejeon 305-343, Korea
Department of Chemical Engineering and Nano-Bio Technology, Hannam University, 461-6 Jeonmin-dong, Yuseong-gu, Daejeon 305-811, Korea
§ Department of Chemical and Biological Engineering, Korea University, 1 Anam-dong, Sungbuk-gu, Seoul 136-701, Korea
*E-mail: [email protected]. Tel.: +82-42-629-8838. Fax: +82-42-629-8835 (B.-C.L.). E-mail: [email protected]. Tel.: +82-42-860-3648. Fax: +82-42-860-3134 (I.-H.B.).
Cite this: J. Chem. Eng. Data 2012, 57, 12, 3321–3329
Publication Date (Web):November 14, 2012
https://doi.org/10.1021/je3001377
Copyright © 2012 American Chemical Society

    Article Views

    1080

    Altmetric

    -

    Citations

    LEARN ABOUT THESE METRICS
    Read OnlinePDF (540 KB)
    Supporting Info (1)»

    Abstract

    Abstract Image

    For the halide-free imidazolium-based ionic liquids with a methanesulfonate anion, the solubility results of carbon dioxide (CO2) are presented at pressures up to approximately 45 MPa and temperatures ranging from 303.15 K to 343.15 K. The solubility was determined by measuring bubble pressures of mixtures of CO2 and ionic liquid using a high-pressure equilibrium apparatus equipped with a variable-volume view cell. The ionic liquids studied in this work were 1,3-dibutylimidazolium methanesulfonate, 1-ethyl-3-methylimidazolium methanesulfonate, 1-butyl-3-methylimidazolium methanesulfonate, and 1,3-dimethylimidazolium methanesulfonate. A sharp increase of equilibrium pressure was observed at high CO2 compositions. In ionic liquids, the CO2 solubility was elevated according to the increase of the total length of alkyl chains linked to the imidazole of the ionic liquids, and this increase became more apparent at higher pressures. The ionic liquids with a methanesulfonate anion gave a lower CO2 solubility than the ionic liquids with a fluorinated substituent such a fluoroalkyl group on their anions.

    Supporting Information

    ARTICLE SECTIONS
    Jump To

    Experimental procedure for synthesis of ionic liquid 1,3-dibutylimidazolium methanesulfonate ([dbim][MeSO3]); 1H NMR spectroscopic data of [dbim][MeSO3]. This material is available free of charge via the Internet at http://pubs.acs.org.

    Terms & Conditions

    Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    This article is cited by 39 publications.

    1. Shuai Qian, Jacob D. Leah, Sourav Chatterjee, Ademola Soyemi, Tibor Szilvási, Jason E. Bara. Properties of Imidazolium Ionic Liquids with Glycerol-Derived Functional Groups. Journal of Chemical & Engineering Data 2022, 67 (8) , 1905-1914. https://doi.org/10.1021/acs.jced.2c00008
    2. Kimberly R. Bourland, Oscar Morales-Collazo, Joan F. Brennecke. Inverse Gas Chromatography as a Screening Technique for Henry’s Law Constants of Gases in Ionic Liquids. Journal of Chemical & Engineering Data 2022, 67 (2) , 385-392. https://doi.org/10.1021/acs.jced.1c00838
    3. Yuqiu Chen, Xinyan Liu, John M. Woodley, Georgios M. Kontogeorgis. Gas Solubility in Ionic Liquids: UNIFAC-IL Model Extension. Industrial & Engineering Chemistry Research 2020, 59 (38) , 16805-16821. https://doi.org/10.1021/acs.iecr.0c02769
    4. Upasana Mahanta, Sambita Choudhury, R. Prasanna Venkatesh, Sujatha SarojiniAmma, S. A. Ilangovan, Tamal Banerjee. Ionic-Liquid-Based Deep Eutectic Solvents as Novel Electrolytes for Supercapacitors: COSMO-SAC Predictions, Synthesis, and Characterization. ACS Sustainable Chemistry & Engineering 2020, 8 (1) , 372-381. https://doi.org/10.1021/acssuschemeng.9b05596
    5. Catarina I. Melo, Duarte Rente, Manuel Nunes da Ponte, Ewa Bogel-Łukasik, Luís C. Branco. Carbon Dioxide to Methane Using Ruthenium Nanoparticles: Effect of the Ionic Liquid Media. ACS Sustainable Chemistry & Engineering 2019, 7 (14) , 11963-11969. https://doi.org/10.1021/acssuschemeng.8b06877
    6. F. E. B. Bioucas, S. I. C. Vieira, M. J. V. Lourenço, F. J. V. Santos, C. A. Nieto de Castro, K. Massonne. [C2mim][CH3SO3] – A Suitable New Heat Transfer Fluid? Part 1. Thermophysical and Toxicological Properties. Industrial & Engineering Chemistry Research 2018, 57 (25) , 8541-8551. https://doi.org/10.1021/acs.iecr.8b00723
    7. Alsu I. Akhmetshina, Anton N. Petukhov, Amal Mechergui, Andrey V. Vorotyntsev, Alexander V. Nyuchev, Alexandr A. Moskvichev, Ilya V. Vorotyntsev. Evaluation of Methanesulfonate-Based Deep Eutectic Solvent for Ammonia Sorption. Journal of Chemical & Engineering Data 2018, 63 (6) , 1896-1904. https://doi.org/10.1021/acs.jced.7b01004
    8. Shaojuan Zeng, Xiangping Zhang, Lu Bai, Xiaochun Zhang, Hui Wang, Jianji Wang, Di Bao, Mengdie Li, Xinyan Liu, and Suojiang Zhang . Ionic-Liquid-Based CO2 Capture Systems: Structure, Interaction and Process. Chemical Reviews 2017, 117 (14) , 9625-9673. https://doi.org/10.1021/acs.chemrev.7b00072
    9. Muhammad Usman, Huang Huang, Jun Li, Magne Hillestad, and Liyuan Deng . Optimization and Characterization of an Amino Acid Ionic Liquid and Polyethylene Glycol Blend Solvent for Precombustion CO2 Capture: Experiments and Model Fitting. Industrial & Engineering Chemistry Research 2016, 55 (46) , 12080-12090. https://doi.org/10.1021/acs.iecr.6b02457
    10. Hua Zhao, Gary A. Baker, Durgesh V. Wagle, Sudhir Ravula, and Qi Zhang . Tuning Task-Specific Ionic Liquids for the Extractive Desulfurization of Liquid Fuel. ACS Sustainable Chemistry & Engineering 2016, 4 (9) , 4771-4780. https://doi.org/10.1021/acssuschemeng.6b00972
    11. Ramesh Singh, Eliseo Marin-Rimoldi, and Edward J. Maginn . A Monte Carlo Simulation Study To Predict the Solubility of Carbon Dioxide, Hydrogen, and Their Mixture in the Ionic Liquids 1-Alkyl-3-methylimidazolium bis(trifluoromethanesulfonyl)amide ([Cnmim+][Tf2N–], n = 4, 6). Industrial & Engineering Chemistry Research 2015, 54 (16) , 4385-4395. https://doi.org/10.1021/ie503086z
    12. Zhigang Lei, Chengna Dai, and Biaohua Chen . Gas Solubility in Ionic Liquids. Chemical Reviews 2014, 114 (2) , 1289-1326. https://doi.org/10.1021/cr300497a
    13. Guocai Tian. Carbon dioxide capture and utilization in ionic liquids. 2023, 345-426. https://doi.org/10.1016/B978-0-323-99429-3.00019-9
    14. Sami-ullah Rather, Azmi M. Shariff, Aliyu Adebayo Sulaimon, Hisham S. Bamufleh, Ali Qasim, Muhammad Saad Khan, Hesham Alhumade, Usman Saeed, Walid M. Alalayah. Prediction of carbon-dioxide activity coefficient for solubility in ionic liquids using multi-non-linear regression analysis.. Chemosphere 2023, 311 , 137102. https://doi.org/10.1016/j.chemosphere.2022.137102
    15. Yunren Sui, Wei Wu. Ionic liquid screening and performance optimization of transcritical carbon dioxide absorption heat pump enhanced by expander. Energy 2023, 263 , 125689. https://doi.org/10.1016/j.energy.2022.125689
    16. Syeda Saba Fatima, Azry Borhan, Muhammad Ayoub, Noraini Abd Ghani. CO2 Adsorption Performance on Surface-Functionalized Activated Carbon Impregnated with Pyrrolidinium-Based Ionic Liquid. Processes 2022, 10 (11) , 2372. https://doi.org/10.3390/pr10112372
    17. Mallory Alvarez Becerra, Daniela Ortiz Bolaños, Jennifer Cuellar, Osvaldo Yañez, Sol M. Mejía. Exploring the potential energy surface of nCO2 (n = 1–5) capture by imidazole-and fluorine-based ionic liquids: A DFT study. Journal of Molecular Liquids 2022, 356 , 119022. https://doi.org/10.1016/j.molliq.2022.119022
    18. Tushar Patil, Swapnil Dharaskar, Manishkumar Sinha, Surendra Sasikumar Jampa. Effectiveness of ionic liquid-supported membranes for carbon dioxide capture: a review. Environmental Science and Pollution Research 2022, 29 (24) , 35723-35745. https://doi.org/10.1007/s11356-022-19586-0
    19. Amir H. Jalili, Ali Mehdizadeh, Amir N. Ahmadi, Ali T. Zoghi, Mohammad Shokouhi. Solubility behavior of CO2 and H2S in 1-benzyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ionic liquid. The Journal of Chemical Thermodynamics 2022, 167 , 106721. https://doi.org/10.1016/j.jct.2021.106721
    20. Shuang Zheng, Shaojuan Zeng, Yue Li, Lu Bai, Yinge Bai, Xiangping Zhang, Xiaodong Liang, Suojiang Zhang. State of the art of ionic liquid‐modified adsorbents for CO 2 capture and separation. AIChE Journal 2022, 68 (2) https://doi.org/10.1002/aic.17500
    21. Volker Hessel, Nam Nghiep Tran, Mahdieh Razi Asrami, Quy Don Tran, Nguyen Van Duc Long, Marc Escribà-Gelonch, Jose Osorio Tejada, Steffen Linke, Kai Sundmacher. Sustainability of green solvents – review and perspective. Green Chemistry 2022, 24 (2) , 410-437. https://doi.org/10.1039/D1GC03662A
    22. Syeda Saba Fatima, Azry Borhan, Muhammad Ayoub, Noraini Abd Ghani. Development and progress of functionalized silica-based adsorbents for CO2 capture. Journal of Molecular Liquids 2021, 338 , 116913. https://doi.org/10.1016/j.molliq.2021.116913
    23. Javid Safarov, Gulyaz Abdullayeva, Mahir Bashirov, Dirk Tuma, Rasim Bashirov. The ionic liquid 1-ethyl-3-methylimidazolium methanesulfonate revisited: Solubility of carbon dioxide over an extended range of temperature and pressure. Journal of Molecular Liquids 2021, 333 , 115920. https://doi.org/10.1016/j.molliq.2021.115920
    24. Seyedeh-Saba Ashrafmansouri, Sona Raeissi. Extension of SAFT-γ to model the phase behavior of CO2+ionic liquid systems. Fluid Phase Equilibria 2021, 538 , 113026. https://doi.org/10.1016/j.fluid.2021.113026
    25. Ilya Polishuk. Wide-ranging prediction of phase behavior in complex systems by CP-PC-SAFT with universal kij values. I. Mixtures of non-associating compounds with [C2mim][EtSO4], [C4mim][MeSO4], and [C2mim][MeSO3] ionic liquids. Journal of Molecular Liquids 2020, 310 , 113266. https://doi.org/10.1016/j.molliq.2020.113266
    26. Zi Kang Koi, Wan Zaireen Nisa Yahya, Ruwaida Asyikin Abu Talip, Kiki Adi Kurnia. Prediction of the viscosity of imidazolium-based ionic liquids at different temperatures using the quantitative structure property relationship approach. New Journal of Chemistry 2019, 43 (41) , 16207-16217. https://doi.org/10.1039/C9NJ03436F
    27. Reza Haghbakhsh, Sona Raeissi. Estimation of viscosities of 1-alkyl-3-methylimidazolium ionic liquids over a range of temperatures using a simple correlation. Physics and Chemistry of Liquids 2019, 57 (3) , 401-421. https://doi.org/10.1080/00319104.2018.1480021
    28. Stephanie Peper, José M.S. Fonseca, Ralf Dohrn. High-pressure fluid-phase equilibria: Trends, recent developments, and systems investigated (2009–2012). Fluid Phase Equilibria 2019, 484 , 126-224. https://doi.org/10.1016/j.fluid.2018.10.007
    29. Xue Wang, Dawei Shang, Shaojuan Zeng, Yuanming Wang, Xiaochun Zhang, Xiangping Zhang, Jindun Liu. Enhanced CO2 capture by binary systems of pyridinium-based ionic liquids and porous ZIF-8 particles. The Journal of Chemical Thermodynamics 2019, 128 , 415-423. https://doi.org/10.1016/j.jct.2018.08.038
    30. J. Safarov, G. Huseynova, M. Bashirov, E. Hassel, I. M. Abdulagatov. Viscosity of 1-ethyl-3-methylimidazolium methanesulfonate over a wide range of temperature and Vogel–Tamman–Fulcher model. Physics and Chemistry of Liquids 2018, 56 (6) , 703-717. https://doi.org/10.1080/00319104.2017.1379080
    31. Aqeel Taimoor, Saad Al-Shahrani, Ayyaz Muhammad. Ionic Liquid (1-Butyl-3-Metylimidazolium Methane Sulphonate) Corrosion and Energy Analysis for High Pressure CO2 Absorption Process. Processes 2018, 6 (5) , 45. https://doi.org/10.3390/pr6050045
    32. Lu Bai, Dawei Shang, Mengdie Li, Zhongde Dai, Liyuan Deng, Xiangping Zhang. CO2 absorption with ionic liquids at elevated temperatures. Journal of Energy Chemistry 2017, 26 (5) , 1001-1006. https://doi.org/10.1016/j.jechem.2017.07.009
    33. Byung-Chul Lee. Solubility of Hydrogen Sulfide and Methane in Ionic Liquids: 1-Ethy-3-methylimidazolium Trifluoromethanesulfonate and 1-Butyl-1-methylpyrrolidinium Trifluoromethanesulfonate. Korean Chemical Engineering Research 2016, 54 (2) , 213-222. https://doi.org/10.9713/kcer.2016.54.2.213
    34. Michel Krannich, Florian Heym, Andreas Jess. Continuous Gas Dehydration Using the Hygroscopic Ionic Liquid [EMIM][MeSO 3 ] as a Promising Alternative Absorbent. Chemical Engineering & Technology 2016, 39 (2) , 343-353. https://doi.org/10.1002/ceat.201500588
    35. Dong-wei Yang, Qing-yuan Li, Feng-xia Shen, Qin Wang, Lu Li, Ning Song, Yong-nian Dai, Jin Shi. Electrochemical Impedance Studies of CO 2 Reduction in Ionic Liquid/Organic Solvent Electrolyte on Au Electrode. Electrochimica Acta 2016, 189 , 32-37. https://doi.org/10.1016/j.electacta.2015.12.025
    36. Byung-Chul Lee, Sang Gyu Nam. High-pressure solubility of carbon dioxide in pyrrolidinium-based ionic liquids: [bmpyr][dca] and [bmpyr][Tf2N]. Korean Journal of Chemical Engineering 2015, 32 (3) , 521-533. https://doi.org/10.1007/s11814-014-0364-0
    37. Yujiao Xie, Yingying Zhang, Xiaohua Lu, Xiaoyan Ji. Energy consumption analysis for CO2 separation using imidazolium-based ionic liquids. Applied Energy 2014, 136 , 325-335. https://doi.org/10.1016/j.apenergy.2014.09.046
    38. Markus M. Hoffmann, Eric D. Sylvester, Joseph W. Russo. On the temperature dependence of several physicochemical properties for aqueous solutions of the ionic liquid 1-butyl-3-methylimidazolium methanesulfonate ([C4mim][MeSO3]). Journal of Molecular Liquids 2014, 199 , 175-183. https://doi.org/10.1016/j.molliq.2014.08.031
    39. Sang-Kyu Nam, Byung-Chul Lee. High-Pressure Solubility of Carbon Dioxide in 1-Butyl-3-methylpiperidinium Bis(trifluoromethylsulfonyl)imide Ionic Liquid. Analytical Science and Technology 2014, 27 (2) , 79-91. https://doi.org/10.5806/AST.2014.27.2.79

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect