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Liquid–Liquid Equilibrium for Ternary Systems of Ethylene Glycol, 2-Ethyl-1-Hexanol and Different Extractants at 298.2 K and 101.3 kPa

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Abstract

The liquid–liquid equilibrium (LLE) data for ethylene glycol + 2-ethyl-1-hexanol + {n-hexane, 1-hexene, 2-propyl-1-heptanol, and isopropyl ether} were measured at 298.2 K under 101.3 kPa. The distribution constant (D) and selectivity (S) of 2-ethyl-1-hexanol in the systems were calculated to analyze the extraction ability of the four extractants. The Bachman and Othmer–Tobias equations were chosen to examine the experimental LLE data. The linear correlation coefficient R2 is greater than 0.98, indicating that the linear fitting of the experimental data is good. The data were regressed by thermodynamic models NRTL and UNIQUAC. The deviation between experimental data and simulated data was calculated by the root mean square deviation (RMSD) and the absolute average deviation (AAD). The RMSD is less than 0.79% and the AAD is less than 0.46%. It indicates that the two models are suitable for the regression of the system.

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References

  1. Marten, E., Müller, R.J., Deckwer, W.D.: Studies on the enzymatic hydrolysis of polyesters. II. Aliphatic–aromatic copolyesters. Polym. Degrad. Stab. 88, 371–381 (2005)

    Article  CAS  Google Scholar 

  2. Li, X., Yang, H.T., Wang, Z.F.: Advance in polyethylene terephthalate degrading enzyme. Wei. Sheng. Wu. Xue. Bao. 59, 2251–2262 (2019)

    CAS  Google Scholar 

  3. Chang, X., Nie, X.A., Chen, J., Gao, Y.W., Liu, Q., Xu, B.: The preparation and applications of the environmentally-friendly plasticizer DOTP. Biom Chem. Eng. 46, 1–6 (2012)

    CAS  Google Scholar 

  4. Zhao, L., Lyu, X., Wang, W., Shan, J., Qiu, T.: Comparison of heterogeneous azeotropic distillation and extractive distillation methods for ternary azeotrope ethanol/toluene/water separation. Comput. Chem. Eng. 100, 27–37 (2017)

    Article  CAS  Google Scholar 

  5. Yang, Y.M., Hu, J., Hao, C., Zhang, S.D.: Separation of o-xylene and m-xylene by extractive distillation with salt. Xian. Dai. Hua. Gong. 36, 173–175 (2016)

    Google Scholar 

  6. Ma, Y., Gao, J., Li, M., Zhu, Z., Wang, Y.: Isobaric vapour–liquid equilibrium measurements and extractive distillation process for the azeotrope of (N,N-dimethylisopropylamine + acetone). J. Chem. Thermodyn. 122, 154–161 (2018)

    Article  CAS  Google Scholar 

  7. Ghuge, P.D., Mali, N.A., Joshi, S.S.: Comparative analysis of extractive and pressure swing distillation for separation of THF–water separation. Comput. Chem. Eng. 103, 188–200 (2017)

    Article  CAS  Google Scholar 

  8. Mahdi, T., Ahmad, A., Nasef, M.M., Ripin, A.: State-of-the-art technologies for separation of azeotropic mixtures. Sep. Purif. Rev. 44, 308–330 (2015)

    Article  CAS  Google Scholar 

  9. Wu, X., Wu, J., Wang, S., Gao, J., Xu, D., Zhang, L., Wang, Y.: Liquid–liquid equilibrium for ternary systems (ethyl acetate/isopropyl acetate + 2,2-difluoroethanol + water) at 298.15 and 308.15 K. J. Chem. Eng. Data. 66, 1399–1405 (2021)

    Article  CAS  Google Scholar 

  10. Yu, Y.M., Zhang, X.C., Yi, L.X., Li, M., Zhang, F.Y.: Liquid–liquid equilibrium for ternary systems of ethylene glycol + 2-ethyl-1-hexanol + (water/n-heptane) at 298.2, 308.2, and 318.2 K. J. Chem. Eng. Data. 67, 1195–1204 (2022)

    Article  CAS  Google Scholar 

  11. Renon, H., Prausnitz, J.M.: Local compositions in thermodynamic excess functions for liquid mixtures. AIChE J. 14, 135–144 (1968)

    Article  CAS  Google Scholar 

  12. Abrams, D.S., Prausnitz, J.M.: Statistical thermodynamics of liquid mixtures: a new expression for the excess Gibbs energy of partly or completely miscible systems. AIChE J. 21, 116–128 (1975)

    Article  CAS  Google Scholar 

  13. Cheng, N.L.: In: Gu, N.J. (ed.) Solvents Handbook, 4rd edn. Chemical Industry Press, Beijing (2008)

    Google Scholar 

  14. Borecka, M., Białk-Bielińska, A., Siedlewicz, G., Kornowska, K., Kumirska, J., Stepnowski, P., Pazdro, K.: A new approach for the estimation of expanded uncertainty of results of an analytical method developed for determining antibiotics in seawater using solid-phase extraction disks and liquid chromatography coupled with tandem mass spectrometry technique. J. Chromatogr. A. 1304, 138–146 (2013)

    Article  CAS  Google Scholar 

  15. Konieczka, P., Namieśnik, J.: Estimating uncertainty in analytical procedures based on chromatographic techniques. J. Chromatogr. A. 1217, 882–891 (2010)

    Article  CAS  Google Scholar 

  16. Han, Y., Yan, H., Han, M., Wang, W., Han, J., Xing, T., Li, Q.: Experiment and correlation of liquid–liquid equilibrium data for water + 2-propanol + 1-octanol or n-propyl acetate at 298.2, 308.2, and 318.2 K under 101.3 kPa. J. Chem. Eng. Data. 66, 3637–3644 (2021)

    Article  CAS  Google Scholar 

  17. Zhang, L., Liao, Z., Zhu, C., Yu, Y., Li, Q.: Determination and correlation of liquid–liquid equilibria data for ternary system isopropyl acetate + isopropanol + water at different temperatures. J. Chem. Eng. Data. 64, 972–978 (2019)

    Article  CAS  Google Scholar 

  18. Sasamori, H., Reddy, K.S., Kirkup, M.P., Shabanowitz, J., Lynn, D.G., Hecht, S.M., Sheldrick, G.M.: New cytotoxic principles from Datisca Glomerata.J. Chem. Soc.1333–1347(1983)

  19. Wondraczek, R.H., Kennedy, J.P., Storey, R.F.: New telechelic polymers and sequential copolymers by polyfunctional initiator-transfer agents (inifers). XIII. Influence of Lewis acid strength and counteranion stability on the synthesis of telechelic polyisobutylenes. J. Polym. Sci. A Polym. Chem. 20, 43–51 (1982)

    Article  CAS  Google Scholar 

  20. Derawi, S.O., Kontogeorgis, G.M., Stenby, E.H., Haugum, T., Fredheim, A.O.: Liquid–liquid equilibria for glycols + hydrocarbons: data and correlation. J. Chem. Eng. Data. 47, 169–173 (2002)

    Article  CAS  Google Scholar 

  21. Razzouk, A., Naccoul, R.A., Mokbel, I., Duchet-Suchaux, P., Jose, J., Rauzy, E., Berro, C.: Liquid – liquid equilibria for monoethylene glycol + hexane and 2,2,4-trimethylpentane, water + hexane and 2,2,4-trimethylpentane, monoethylene glycol + water + hexane, and monoethylene glycol + water + 2,2,4-trimethylpentane in the temperature range between T = 283.15 K and T = 323.15 K. J. Chem. Eng. Data. 55, 1468–1472 (2010)

    Article  CAS  Google Scholar 

  22. Zorȩbski, E., Kulig, A.: Densities, speeds of sound, and isentropic compressibilities for binary mixtures of 1, 2-ethanediol with 2-ethyl-1-hexanol, 1-heptanol, or ethanol at the temperature 298.15 k and densities for mixtures of 1, 2-ethanediol with 1-nonanol at the temperatures (293.15 and 298.15) K. J. Chem. Eng. Data. 55, 3937–3941 (2010)

    Article  Google Scholar 

  23. Dong, S., Sun, W., Jiang, Y., Jia, B.: Liquid–liquid equilibrium study for ternary systems of (water + furfuryl alcohol + solvents) at 298.2 K: Measurement and thermodynamic modelling. J. Chem. Thermodyn. 148, 106136 (2020)

    Article  CAS  Google Scholar 

  24. Esquivel, M.M., Bernardo-Gil, M.G.: Liquid–liquid equilibria for the systems: water/1-pentanol/acetic acid and water/1-hexanol/acetic acid. Fluid Phase Equilib. 62, 97–107 (1991)

    Article  CAS  Google Scholar 

  25. Shen, S., Chen, Y., Jiang, M.: Experimental measurement, correlation and COSMO-SAC prediction of liquid-liquid equilibrium for MIPK + dimethylphenols + water mixtures. J. Chem. Thermodyn. 140, 105900 (2020)

    Article  CAS  Google Scholar 

  26. Zhu, Z., Xu, Y., Feng, T., Wang, N., Liu, K., Fan, H., Wang, L.: Measurement and correlation of liquid–liquid equilibria of three imidazolium ionic liquids with acetone and cyclohexane. J. Mol. Liq. 298, 111947 (2020)

    Article  CAS  Google Scholar 

  27. Yan, H., Fan, W., Sun, S., Guo, H., Han, Y., Li, Q.: Liquid–liquid equilibria data and thermodynamic modeling for the ternary system of water, 2,2,3,3-tetrafluoro-1-propanol, and different solvents. J. Chem. Eng. Data. 66, 2327–2332 (2021)

    Article  CAS  Google Scholar 

  28. Wang, Z., Fan, W., Xu, D., He, S., Huang, H., Gao, J., Wang, Y.: Liquid–liquid-phase equilibrium for quaternary systems (n-decane + 1-tetradecene + 1-methylnaphthalene + sulfolane/dimethyl sulfoxide) for separation of 1-methylnaphthalene from FCC diesel. J. Chem. Eng. Data. 66, 2803–2811 (2021)

    Article  CAS  Google Scholar 

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Correspondence to Yingmin Yu.

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Yu, Y., Yi, L., Wei, J. et al. Liquid–Liquid Equilibrium for Ternary Systems of Ethylene Glycol, 2-Ethyl-1-Hexanol and Different Extractants at 298.2 K and 101.3 kPa. J Solution Chem 52, 91–104 (2023). https://doi.org/10.1007/s10953-022-01216-5

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