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Article Navigation >  Green Energy&Environment  > 2019  >  4(2): 131-138
Zhiyong Li, Ruipeng Li, Xiaoqing Yuan, Yuanchao Pei, Yuling Zhao, Huiyong Wang, Jianji Wang. Anionic structural effect in liquid–liquid separation of phenol from model oil by choline carboxylate ionic liquids. Green Energy&Environment, 2019, 4(2): 131-138. doi: 10.1016/j.gee.2019.01.011
Citation: Zhiyong Li, Ruipeng Li, Xiaoqing Yuan, Yuanchao Pei, Yuling Zhao, Huiyong Wang, Jianji Wang. Anionic structural effect in liquid–liquid separation of phenol from model oil by choline carboxylate ionic liquids. Green Energy&Environment, 2019, 4(2): 131-138. doi: 10.1016/j.gee.2019.01.011
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Anionic structural effect in liquid–liquid separation of phenol from model oil by choline carboxylate ionic liquids

doi: 10.1016/j.gee.2019.01.011
  • a.

    Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007, China

  • b.

    Henan Key Laboratory of Green Chemistry, Henan Normal University, Xinxiang, Henan, 453007, China

More Information
  • Corresponding author: E-mail address: jwang@htu.cn (Jianji Wang)
  • Received date 09 December 2018, Accepted date 30 January 2019, RevRecd date 11 January 2019, Available online 05 February 2019, Publish date 30 April 2019,
    Abstract
  • Phenolic compounds exist in crude oil as pollutants, and their removal is vital important for the refining and further application of oils. In traditional separation approaches, strong acid and strong base have to be used to remove these compounds, which may cause serious environmental problems. In this work, 19 kinds of cholinium ionic liquids have been developed to separate phenol from model oil by liquid–liquid extraction. Structural effect of anions of the ionic liquids in the separation is systematically investigated. It is found that depending on the chemical structure of ionic liquids, phenol can be removed from toluene with single-step removal efficiency from 86 to 99% under optimal conditions. The type of substituent groups and the -CH2 number between two carboxylates have obvious effect on the removal efficiency, and more hydrophilic ionic liquids have a stronger extraction performance for phenol. Furthermore, thermodynamic, 13C NMR, 1H NMR and density functional theory calculations have been performed to characterize the extraction process and to understand the extraction mechanism. It is shown that the extraction of phenol from oil to ionic liquid is a favorable process, and this process is mainly driven by enthalpy change. The formation of the hydrogen bond between anion of the ionic liquid and -OH of phenol is the main driving force for the extraction of phenol from oil to the ionic liquids.

     

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    • References(34)
  • [1]
    R.Martinez-Palou, R.Luque Energy Environ. Sci., 7 (2014),pp. 2414-2447
    [2]
    H.Li, B.Zhang, W.Jiang, et al. Green Energy Environ., 4 (2019),pp. 38-48
    [3]
    H.S.Gao, C.Guo, J.M.Xing, et al. Green Chem., 12 (2010),pp. 1220-1224
    [4]
    R.Abro, A.A.Abdeltawab, S.S.Al-Deyab, et al. RSC Adv., 4 (2014),pp. 35302-35317
    [5]
    H.S.Gao, M.Luo, J.M.Xing, et al. Ind. Eng. Chem. Res., 47 (2008),pp. 8384-8388
    [6]
    B.N.Bhadra, I.Ahmed, S.H.Jhung Fuel, 174 (2016),pp. 43-48
    [7]
    J.Gao, Y.Dai, W.Ma, et al. Chem. Eng. J., 281 (2015),pp. 749-758
    [8]
    K.Pang, Y.Hou, W.Wu, et al. Green Chem., 14 (2012),pp. 2398-2401
    [9]
    T.Jiao, C.Li, X.Zhuang, et al. Chem. Eng. J., 266 (2015),pp. 148-155
    [10]
    J.S.Park, M.T.Brown, T.Han Aquat. Toxicol., 106–107 (2012),pp. 182-188
    [11]
    B.Lakshmi, A.Balasubramanian, S.Venkatesan Clean Soil Air Water, 41 (2013),pp. 349-355
    [12]
    M.H.Ibrahim, M.Hayyan, M.A.Hashim, et al. Renew. Sustain. Energy Rev., 76 (2017),pp. 1534-1549
    [13]
    Z.Q.Ren, L.Wei, Z.Y.Zhou, et al. Energy Fuels, 32 (2018),pp. 9172-9181
    [14]
    X.Chen, S.Yuan, A.A.Abdeltawab, et al. Separ. Purif. Technol., 133 (2014),pp. 187-193
    [15]
    R.Abro, M.Abro, S.Gao, et al. RSC Adv., 6 (2016),pp. 93932-93946
    [16]
    M.Y.Lui, L.Cattelan, L.C.Player, et al. Energy Fuels, 31 (2017),pp. 2183-2189
    [17]
    L.Y.Garcia
    [18]
    Y.Nie, L.Bai, Y.Li, et al. Ind. Eng. Chem. Res., 50 (2011),pp. 10278-10282
    [19]
    L.Bai, Y.Nie, J.Huang, et al. Fuel, 112 (2013),pp. 289-294
    [20]
    L.J.Shi, B.X.Shen, G.Q.Wang Energy Fuels, 22 (2008),pp. 4177-4181
    [21]
    Y.Hou, Y.Ren, W.Peng, et al. Ind. Eng. Chem. Res., 52 (2013),pp. 18071-18075
    [22]
    N.Sidek, A.Manan, S.Mohamad J. Mol. Liq., 240 (2017),pp. 794-802
    [23]
    Y.Ji, Y.Hou, S.Ren, et al. Energy Fuels, 31 (2017),pp. 10274-10282
    [24]
    Y.Ji, Y.Hou, S.Ren, et al. Fuel Process. Technol., 171 (2018),pp. 183-191
    [25]
    C.Yao, Y.Hou, S.Ren, et al. Chem. Eng. Process, 128 (2018),pp. 216-222
    [26]
    H.Meng, C.T.Ge, N.N.Ren, et al. Ind. Eng. Chem. Res., 53 (2014),pp. 355-362
    [27]
    Z.Li, X.Liu, Y.Pei, et al. Green Chem., 14 (2012),pp. 2941-2950
    [28]
    K.Fukumoto, M.Yoshizawa, H.Ohno J. Am. Chem. Soc., 127 (2005),pp. 2398-2399
    [29]
    A.Leo, C.Hansch, D.Elkins Chem. Rev., 71 (1971),pp. 525-616
    [30]
    J.F.B.Pereira, Á.S.Lima, M.G.Freire, et al. Green Chem., 12 (2010),pp. 1661-1669
    [31]
    Y.Pei, Z.Li, L.Liu, et al. J. Chromatogr. A, 1231 (2012),pp. 2-7
    [32]
    C.Y.Song, H.Z.Shen, J.H.Zhao, et al. J. Chem. Eng. Data, 53 (2008),pp. 1110-1115
    [33]
    M.J.Frisch, H.B.Schlegel, G.E.Scuseria, et al.
    [34]
    J.Emsley Chem. Soc. Rev., 9 (1980),pp. 91-124
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