Volume 6 Issue 3
Jun.  2021
Turn off MathJax
Article Contents
Article Navigation >  Green Energy&Environment  > 2021  >  6(3): 422-431
Chenhao Jiang, Hongye Cheng, Zexian Qin, Ruizhuan Wang, Lifang Chen, Chen Yang, Zhiwen Qi, Xiucai Liu. COSMO-RS prediction and experimental verification of 1,5-pentanediamine extraction from aqueous solution by ionic liquids. Green Energy&Environment, 2021, 6(3): 422-431. doi: 10.1016/j.gee.2020.12.011
Citation: Chenhao Jiang, Hongye Cheng, Zexian Qin, Ruizhuan Wang, Lifang Chen, Chen Yang, Zhiwen Qi, Xiucai Liu. COSMO-RS prediction and experimental verification of 1,5-pentanediamine extraction from aqueous solution by ionic liquids. Green Energy&Environment, 2021, 6(3): 422-431. doi: 10.1016/j.gee.2020.12.011
shu

COSMO-RS prediction and experimental verification of 1,5-pentanediamine extraction from aqueous solution by ionic liquids

doi: 10.1016/j.gee.2020.12.011
  • a.

    State Key Laboratory of Chemical Engineering, School of Chemical Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China

  • b.

    Institute of Biobased Materials, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China

  • c.

    Cathay Biotech Inc., 1690 Cailun Road, Shanghai, 201203, China

More Information
  • Corresponding author: E-mail address: hycheng@ecust.edu.cn (Hongye Cheng); E-mail address: zwqi@ecust.edu.cn (Zhiwen Qi)
  • Received date 29 September 2020, Accepted date 11 December 2020, Available online 13 December 2020, Publish date 30 June 2021,
    Abstract

  • 1,5-Pentanediamine (PDA) produced by biological fermentation becomes popular, but the separation of PDA from the broth is a typical difficult problem. In this work, the performance of 200 ionic liquids (ILs), formed by combining 25 cations and 8 anions, in the extraction of PDA from aqueous solution were evaluated using COSMO-RS model. The extraction mechanism was investigated with the help of σ-profile and interaction energy analyses. Both the cation and anion have impacts on the extraction efficiency, where cation mainly influences the interaction of IL with PDA and anion affects the hydrophobicity of IL. The IL composed of long alkyl-chain in cation and the anion of [PF6]- or [TF2N]-, which has the σ-profile more likely distributed in the nonpolar region but less distributed in the polar region, is favorable for extraction. The experimental liquid–liquid equilibrium demonstrated the effects of cation and anion on extraction performance, which validated the reliability of COSMO-RS model in IL screening for PDA extraction. The IL [IM-1,8][PF6] could serve as a promising extractant for the downstream separation process of the biological production of PDA.

     

    COSMO-RS model was used to predict the performance of 200 ionic liquids in the extraction of 1,5-pentanediamine from aqueous solution. Experimental liquid–liquid equilibrium experiments demonstrated the effects of cation and anion on extraction performance and verified the reliability of COSMO-RS model in ionic liquid screening for 1,5-pentanediamine extraction.

    • FullText(HTML)
  • loading
    • References(53)
  • [1]
    S. Kind, C. Wittmann, Appl. Microbiol. Biotechnol. 91 (2011) 1287-1296. doi: 10.1007/s00253-011-3457-2
    [2]
    Y.-M. Moon, S.Y. Yang, T.R. Choi, H.-R. Jung, H.-S. Song, Y.H. Han, H.Y. Park, S.K. Bhatia, R. Gurav, K. Park, J.-S. Kim, Y.-H. Yang, Enzyme Microb. Technol. 127 (2019) 58-64.
    [3]
    J. Rui, S. You, Y. Zheng, C. Wang, Y. Gao, W. Zhang, W. Qi, R. Su, Z. He, Bioresour. Technol. 302 (2020) 122844.
    [4]
    Y.K. Leong, C.-H. Chen, S.-F. Huang, H.-Y. Lin, S.-F. Li, I.S. Ng, J.-S. Chang, Biochem. Eng. J. 157 (2020) 107547.
    [5]
    W. Ma, K. Chen, Y. Li, N. Hao, X. Wang, P. Ouyang, Engineering 3 (2017) 308-317.
    [6]
    Y. Tsuge, H. Kawaguchi, K. Sasaki, A. Kondo, Microb. Cell Fact. 15 (2016) 19.
    [7]
    V.F. Wendisch, M. Mindt, F. Perez-Garcia, Appl. Microbiol. Biotechnol. 102 (2018) 3583-3594. doi: 10.1007/s00253-018-8890-z
    [8]
    Z.-G. Qian, X.-X. Xia, S.Y. Lee, Biotechnol. Bioeng. 108 (2011) 93-103. doi: 10.1002/bit.22918
    [9]
    A. Krzyzaniak, B. Schuur, A.B. De Haan, J. Chem. Technol. Biotechnol. 88 (2013) 1937-1945. doi: 10.1002/jctb.4058
    [10]
    X. Liu, C. Liu, D. Dai, B. Qin, N. Li, X. Li, Purification of cadaverine from aqueous cadaverine composition comprising involatile impurities involves distilling or evaporating aqueous cadaverine composition and recovering high boiling point solvents: U.S. Patent 9,896,409[P]. 2018-2-20.
    [11]
    J.A. Lee, J.H. Ahn, I. Kim, S. Li, S.Y. Lee, Chem. Eng. Sci. 196 (2019) 324-332. doi: 10.4094/chnr.2019.25.3.324
    [12]
    S. Zheng, H. Cheng, L. Chen, Z. Qi, J. Chem. Thermodyn. 93 (2016) 127-131.
    [13]
    Y.-G. Hong, H.-J. Kim, J.-M. Jeon, Y.-M. Moon, J.-W. Hong, J.-C. Joo, B.-K. Song, K.-M. Park, S.-H. Lee, Y.-H. Yang, J. Ind. Eng. Chem. 64 (2018) 167-172.
    [14]
    S. Kind, S. Neubauer, J. Becker, M. Yamamoto, M. Volkert, G. Von Abendroth, O. Zelder, C. Wittmann, Metab. Eng. 25 (2014) 113-123.
    [15]
    J.F. Brennecke, E.J. Maginn, AIChE J. 47 (2001) 2384-2389.
    [16]
    Z. Song, J. Zhang, Q. Zeng, H. Cheng, L. Chen, Z. Qi, Fluid Phase Equilib. 425 (2016) 244-251.
    [17]
    J. Han, C. Dai, Z. Lei, B. Chen, AIChE J. 64 (2018) 606-619. doi: 10.1002/aic.15926
    [18]
    S. Zeng, X. Zhang, L. Bai, X. Zhang, H. Wang, J. Wang, D. Bao, M. Li, X. Liu, S. Zhang, Chem. Rev. 117 (2017) 9625-9673. doi: 10.1021/acs.chemrev.7b00072
    [19]
    F.A. e Silva, M. Caban, P. Stepnowski, J.A.P. Coutinho, S.P.M. Ventura, Green Chem. 18 (2016) 3749-3757.
    [20]
    H. Cheng, J. Zhang, Z. Qi, Mol. Simulat. 44 (2018) 55-62. doi: 10.1080/08927022.2017.1337273
    [21]
    M.J. Trujillo-Rodriguez, H. Nan, M. Varona, M.N. Emaus, I.D. Souza, J.L. Anderson, Anal. Chem. 91 (2019) 505-531. doi: 10.1021/acs.analchem.8b04710
    [22]
    M. Mu, J. Cheng, C. Dai, N. Liu, Z. Lei, Y. Ding, J. Lu, Green Energy Environ. 4 (2019) 190-197.
    [23]
    P. Chandra, S.S. Shinde, A.V. Biradar, Curr. Org. Chem. 19 (2015) 728-742. doi: 10.2174/1385272819666150207001428
    [24]
    C. Jork, C. Kristen, D. Pieraccini, A. Stark, C. Chiappe, Y.A. Beste, W. Arlt, J. Chem. Thermodyn. 37 (2005) 537-558.
    [25]
    A. Klamt, Fluid Phase Equilib. 206 (2003) 223-235.
    [26]
    K. Kraemer, A. Harwardt, R. Bronneberg, W. Marquardt, Comput. Chem. Eng. 35 (2011) 949-963.
    [27]
    R. Gani, A. Fredenslund, Fluid Phase Equilib. 82 (1993) 39-46.
    [28]
    A. Klamt, Wires. Comput. Mol. Sci. 8 (2018) e1338.
    [29]
    A. Klamt, J. Reinisch, F. Eckert, J. Graton, J.-Y. Le Questel, Phys. Chem. Chem. Phys. 15 (2013) 7147-7154. doi: 10.1039/c3cp44611e
    [30]
    T. Zhou, Z. Qi, K. Sundmacher, Chem. Eng. Sci. 115 (2014) 177-185.
    [31]
    F. Eckert, A. Marat, Fluid Phase Equilib. 210 (2003) 117-141.
    [32]
    A. Klamt, F. Eckert, Fluid Phase Equilib. 260 (2007) 183-189.
    [33]
    P. Kolar, J.W. Shen, A. Tsuboi, T. Ishikawa, Fluid Phase Equilib. 194 (2002) 771-782.
    [34]
    H. Cheng, C. Liu, J. Zhang, L. Chen, B. Zhang, Z. Qi, Chem. Eng. Process. 125 (2018) 246-252.
    [35]
    Z. Song, J. Wang, K. Sundmacher, Green Energy Environ. (2020). DOI: 10.1016/j.gee.2020.11.020
    [36]
    H. Li, G. Sun, D. Li, L. Xi, P. Zhou, X. Li, J. Zhang, X. Gao, Green Energy Environ. (2020). DOI: 10.1016/j.gee.2020.11.025
    [37]
    L.Y. Garcia-Chavez, A.J. Hermans, B. Schuur, A.B. De Haan, Sep. Purif. Technol. 97 (2012) 2-10.
    [38]
    C. Zhang, J. Wu, R. Wang, E. Ma, L. Wu, J. Bai, J. Wang, Green Energy Environ. (2020). DOI: 10.1016/j.gee.2020.08.001
    [39]
    Y. Zhou, D. Xu, L. Zhang, Y. Ma, X. Ma, J. Gao, Y. Wang, J. Chem. Thermodyn. 118 (2018) 263-273.
    [40]
    R. Sulaiman, I. Adeyemi, S.R. Abraham, S.W. Hasan, I.M. Ainashef, J. Mol. Liq. 294 (2019) 111680.
    [41]
    S. Mohanty, T. Banerjee, K. Mohanty, Ind. Eng. Chem. Res. 49 (2010) 2916-2925. doi: 10.1021/ie901684q
    [42]
    E.F. Aust, W. Pitner, U. Schmid-Grossmann, M. Schulte, Liquid-liquid extraction of alcohols from aqueous solution, e.g. in production of bioethanol or biobutanol, involves using an ionic liquid containing tricyanomethide anions as the extraction solvent: U.S. Patent 8,440,869[P]. 2013-3-14.
    [43]
    K. Paduszynski, Phys. Chem. Chem. Phys. 19 (2017) 11835-11850. doi: 10.1039/C7CP00226B
    [44]
    Z. Song, X. Hu, Y. Zhou, T. Zhou, Z. Qi, K. Sundmacher, AIChE J. 65 (2019) e16625.
    [45]
    Z. Song, T. Zhou, Z. Qi, K. Sundmacher, ACS Sustain. Chem. Eng. 5 (2017) 3382-3389. doi: 10.1021/acssuschemeng.7b00024
    [46]
    J. Alsenz, M. Kuentz, Mol. Pharm. 16 (2019) 4661-4669. doi: 10.1021/acs.molpharmaceut.9b00801
    [47]
    Z. Wu, C. Liu, H. Cheng, L. Chen, Z. Qi, J. Mol. Liq. 308 (2020) 113032.
    [48]
    A. Klamt, V. Jonas, T. Burger, J.C.W. Lohrenz, J. Phys. Chem. A 102 (1998) 5074-5085.
    [49]
    S. Gao, S. Fang, R. Song, X. Chen, G. Yu, Green Energy Environ. 5 (2020) 173-182.
    [50]
    F. Eckert, A. Klamt, AIChE J. 48 (2002) 369-385.
    [51]
    J. Li, J. Wang, M. Wu, H. Cheng, L. Chen, Z. Qi, Ind. Eng. Chem. Res. 59 (2020) 9223-9232. doi: 10.1021/acs.iecr.0c00442
    [52]
    L. Sellaoui, H. Guedidi, S. Masson, L. Reinert, J.-M. Leveque, S. Knani, A. Ben Lamine, M. Khalfaoui, L. Duclaux, Fluid Phase Equilib. 414 (2016) 156-163.
    [53]
    A.M. Zissimos, M.H. Abraham, A. Klamt, F. Eckert, J. Wood, J. Chem. Inf. Comp. Sci. 42 (2002) 1320-1331.
    • Relative Articles
    • Supplements(0)
    • Cited By
  • 加载中

Catalog

    通讯作者: 陈斌, bchen63@163.com
    • 1. 

      沈阳化工大学材料科学与工程学院 沈阳 110142

    1. 本站搜索
    2. 百度学术搜索
    3. 万方数据库搜索
    4. CNKI搜索
    Get Citation
    PDF
    XML

    Article Metrics

    Article views (181) PDF downloads(16) Cited by()
    Proportional views

    Publish With GEE

    Contact

    • Email：gee@ipe.ac.cn
    • Tel：010-82627075
    • Address：North 2nd street, Zhongguancun, Haidian District, Beijing, China

    Links

    京ICP备10002620号-1京公网安备 11010802039050号

    Supported by: Beijing Renhe Information Technology Co. Ltd    

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return