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Experimental Determination and Modeling of Liquid–Liquid Equilibrium for Ternary Mixtures of Ethylene Glycol + 1,2-Butanediol + 3-Heptanone or Anisole

  • Chunli Li
    Chunli Li
    National-Local Joint Engineering Laboratory for Energy Conservation of Chemical Process Integration and Resources Utilization, School of Chemical Engineering, Hebei University of Technology, Tianjin, 300401, China
    More by Chunli Li
  • Xuefei Wang
    Xuefei Wang
    National-Local Joint Engineering Laboratory for Energy Conservation of Chemical Process Integration and Resources Utilization, School of Chemical Engineering, Hebei University of Technology, Tianjin, 300401, China
    More by Xuefei Wang
  • Hao Li*
    Hao Li
    National-Local Joint Engineering Laboratory for Energy Conservation of Chemical Process Integration and Resources Utilization, School of Chemical Engineering, Hebei University of Technology, Tianjin, 300401, China
    *E-mail: [email protected]
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  • Cong Duan
    Cong Duan
    National-Local Joint Engineering Laboratory for Energy Conservation of Chemical Process Integration and Resources Utilization, School of Chemical Engineering, Hebei University of Technology, Tianjin, 300401, China
    More by Cong Duan
  • Le An
    Le An
    National-Local Joint Engineering Laboratory for Energy Conservation of Chemical Process Integration and Resources Utilization, School of Chemical Engineering, Hebei University of Technology, Tianjin, 300401, China
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  • , and 
  • Qing Liu
    Qing Liu
    National-Local Joint Engineering Laboratory for Energy Conservation of Chemical Process Integration and Resources Utilization, School of Chemical Engineering, Hebei University of Technology, Tianjin, 300401, China
    More by Qing Liu
Cite this: J. Chem. Eng. Data 2019, 64, 4, 1780–1790
Publication Date (Web):March 13, 2019
https://doi.org/10.1021/acs.jced.8b01257
Copyright © 2019 American Chemical Society

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    Abstract

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    Experimental liquid–liquid equilibrium (LLE) data for the system ethylene glycol (EG) + 1,2-butanediol (1,2-BD) + 3-heptanone were measured at atmospheric pressure at 293.15, 303.15, and 313.15 K and the ternary LLE for systems of EG + 1,2-BD + anisole were also investigated at 303.15 K at 101.3 KPa by using liquid–liquid equilibrium kettle method. Distribution coefficient and selectivity were obtained and applied to evaluate the extraction capacity of 3-heptanone and anisole. The reliability of the experimental data was confirmed by the Hand correlation and the Othmer–Tobias correlation. The experimental LLE data were correlated by NRTL and UNIQUAC models, and the corresponding parameters were obtained. The root-mean-square deviations (RMSD) between the experimental data and calculated values were less than 1.22%. Topological concepts related to the Gibbs stability test were used to validate the consistency between model parameters and experimental data. The liquid–liquid equilibrium data provide the basic physicochemical properties for design of extraction process of 1,2-BD from EG by 3-heptanone and anisole. According to comprehensive correlation coefficient analysis, 3-heptanone is more suitable for the extraction of 1,2-BD from EG than anisole.

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.jced.8b01257.

    • Table S1, properties of the chemicals; Table S2, the results of repeated measurements of the ternary system EG (1) + 1,2-BD (2) + 3-heptanone (3) and anisole (3); Tables S3–S5, the LLE data of EG (1) + 1,2-BD (2) + 3-heptanone (3) and anisole (3) from NRTL and UNIQUAC model; Tables S6 and S7, the calculated tie-lines of EG (1) + 1,2-BDO (2) + 3-heptanone (3) and anisole (3) from NRTL and UNIQUAC model; Figures S1–S12, Representation of the GM/RT function for each one of the three binary subsystems and calculated GM/RT 3D surface and experimental LLE tie-lines for the EG (1) + 1,2-BD (2) + 3-heptanone (3) and anisole (3) ternary system at different temperatures (PDF)

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    Cited By

    This article is cited by 5 publications.

    1. Hao Li, Fengyi Zhang, Qianlong Zhang, Hongjuan Li, Zhiying Wang, Chunli Li, Jing Fang. Measurement and Correlation of the Liquid–Liquid Equilibrium for the Quaternary System N-Butanol + N-Pentanol + N-Hexanol + Water at 313.15, 323.15, and 333.15 K. Journal of Chemical & Engineering Data 2022, 67 (9) , 2556-2562. https://doi.org/10.1021/acs.jced.2c00322
    2. Wenyang Fan, Houchun Yan, Huiwen Huang, Yixin Ma, Jun Gao, Dongmei Xu, Yinglong Wang. Measurement and Thermodynamic Modeling of Ternary Liquid–Liquid Equilibrium for Extraction of 2,6-Xylenol from Aromatic Hydrocarbon Mixtures with Different Solvents. Journal of Chemical & Engineering Data 2021, 66 (1) , 330-337. https://doi.org/10.1021/acs.jced.0c00718
    3. Jia Wang, Rongchun Shen, Yueqiang Cao, Wei Li, Jinghong Zhou. Separation of ethylene glycol, 1,2‐butanediol and 1,2‐propanediol with azeotropic distillation. The Canadian Journal of Chemical Engineering 2023, 101 (7) , 4217-4229. https://doi.org/10.1002/cjce.24771
    4. Rodrigo Tinoco-Sáenz, J. Rafael Alcantara-Avila, Seyed Soheil Mansouri, Eduardo Sánchez-Ramírez, César Ramírez-Márquez, Juan Gabriel Segovia-Hernández. Design and optimization of an inherently safe and sustainable process for the separation of anisole. Journal of Loss Prevention in the Process Industries 2022, 80 , 104899. https://doi.org/10.1016/j.jlp.2022.104899
    5. Guangyuan Chen, Yunhai Shi, Rongchun Shen, Wei Li, Jinghong Zhou. Determination of Liquid−Liquid equilibria of ethylene glycol + 1,2-Butanediol + 5-Methyl-2-hexanone/Di-isobutyl ketone ternary systems. The Journal of Chemical Thermodynamics 2022, 168 , 106739. https://doi.org/10.1016/j.jct.2022.106739

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