Liquid−Liquid(−Liquid) Equilibria in Ternary Systems of Aliphatic Hydrocarbons (Heptane or Octane) + Phenols + WaterClick to copy article linkArticle link copied!
Abstract
The liquid−liquid equilibria (LLE) and liquid−liquid−liquid equilibria (LLLE) in eight ternary systems were determined by photometric turbidity titration at atmospheric pressure. Additionally, the compositions of coexisting phases were determined with analytic methods. The measurements in the systems heptane or octane + phenol + water were realized at temperatures of (313.15 and 333.15) K. The equilibrium data in the systems heptane + 2-cresol or 3-cresol or 4-cresol + water and octane + 2-cresol or 3-cresol or 4-cresol + water were estimated at temperatures of (298.15 and 323.15) K. The excess Gibbs energy nonrandom two-liquid (NRTL) and universal quasichemical (UNIQUAC) activity coefficient models as well as the Elliott−Suresh−Donohue equation of state (ESD EoS) were used to predict the LLE or LLLE in the investigated ternary systems. The binary interaction parameters were calculated using vapor−liquid and LLE data from the literature or data predicted with the modified universal quasichemical functional-group activity coefficient (UNIFAC Dortmund) model.
Cited By
This article is cited by 38 publications.
- Alireza Bahramian. Unlocking the Secrets of Liquid–Liquid Interfaces and Phase Equilibria: Exploring the Interplay of Critical Composition, Interfacial Tension, and Mutual Solubility. Langmuir 2024, 40
(9)
, 4684-4701. https://doi.org/10.1021/acs.langmuir.3c03344
- Weibin Cai, Tiankun Liu, Hong Ye, Meng Chen, Xue Cheng. Measurement and Correlation of Liquid–Liquid Equilibrium Data for Cyclohexanone–Water–Phenol Ternary System. Journal of Chemical & Engineering Data 2021, 66
(2)
, 861-866. https://doi.org/10.1021/acs.jced.0c00132
- Dong NguyenHuynh, Siem T. K. Tran, Chau T. Q. Mai. Predicting the Phase Behavior of Alcohols, Aromatic Alcohols, and Their Mixtures Using the Modified Group-Contribution Perturbed-Chain Statistical Associating Fluid Theory. Industrial & Engineering Chemistry Research 2019, 58
(36)
, 16963-16977. https://doi.org/10.1021/acs.iecr.9b03198
- Meiling Jiang, Shuai Shen, Yun Chen. Experimental Measurement and Thermodynamic Model of Liquid–Liquid Equilibrium for the Ternary System of 1-Dodecanol–Phenol–Water. Journal of Chemical & Engineering Data 2019, 64
(6)
, 2801-2808. https://doi.org/10.1021/acs.jced.9b00176
- Yinshuang Zhang, Bokun Chen, Siyu Yang. Liquid–Liquid Equilibrium for the Ternary Systems (Methyl Isobutyl Ketone + Quinoline or Isoquinoline + Water) at 298.15, 318.15, and 338.15 K. Journal of Chemical & Engineering Data 2018, 63
(8)
, 2758-2765. https://doi.org/10.1021/acs.jced.8b00096
- Kangning Xiong, Xiuyu Zheng, Meiling Jiang, Dan Gao, Furong Wang, Yun Chen. Phase Equilibrium on Extraction Methylphenols from Aqueous Solution with 3,3-Dimethyl-2-butanone at 333.2 K and 353.2 K. Journal of Chemical & Engineering Data 2018, 63
(7)
, 2376-2383. https://doi.org/10.1021/acs.jced.7b00932
- Sheng Yang, Donghui Ma, and Peizhe Cui . Liquid–Liquid Equilibrium Data and Correlation for the Quaternary Systems Water + Polyphenol (Hydroquinone, Catechol, and Resorcinol) + Methyl Isobutyl Ketone + Methylbenzene. Journal of Chemical & Engineering Data 2018, 63
(1)
, 63-68. https://doi.org/10.1021/acs.jced.7b00598
- Shoutao Ma, Qiang Yu, Yafei Hou, Jinfang Li, Yuan Li, Zhanhua Ma, and Lanyi Sun . Screening Monoethanolamine As Solvent to Extract Phenols from Alkane. Energy & Fuels 2017, 31
(11)
, 12997-13009. https://doi.org/10.1021/acs.energyfuels.7b02486
- Javad Saien and Mahdieh Razi Asrami . Liquid–Liquid Equilibrium of the Ternary System of Water + Phenol + (Propan-2-yl) Benzene at Several Temperatures. Journal of Chemical & Engineering Data 2017, 62
(11)
, 3663-3670. https://doi.org/10.1021/acs.jced.7b00393
- Shaoming Zhou, Mochen Liao, Dong Liu, Libo Li, and Yun Chen . Liquid–Liquid Equilibrium for the Ternary Systems Methyl tert-Butyl Ketone + o-, m-, p-Cresol + Water at (298.2, 313.2, and 323.2) K. Journal of Chemical & Engineering Data 2017, 62
(7)
, 1929-1936. https://doi.org/10.1021/acs.jced.6b00825
- Yun Chen, Huimin Wang, Ran Lv, and Libo Li . Phase Equilibrium Measurement and Thermodynamic Modeling of the 4-Methylpentan-2-one/3-Methylphenol, and 4-Methylphenol/Water Ternary Systems at 298.2, 313.2, and 323.2 K and 0.1 MPa. Journal of Chemical & Engineering Data 2017, 62
(1)
, 141-147. https://doi.org/10.1021/acs.jced.6b00513
- Dong Liu, Libo Li, Ran Lv, and Yun Chen . Liquid–Liquid Equilibria for the Ternary System Mesityl Oxide + Phenol + Water at 298.15, 313.15, and 323.15 K. Journal of Chemical & Engineering Data 2016, 61
(7)
, 2493-2498. https://doi.org/10.1021/acs.jced.6b00186
- Chufen Yang, Yu Qian, Jianwei Guo, and Jingrui Chen . Liquid–Liquid Equilibria for the Ternary System Methyl Isobutyl Ketone + 1,2-Benzenediol + Water. Journal of Chemical & Engineering Data 2014, 59
(11)
, 3663-3667. https://doi.org/10.1021/je5005559
- Yun Chen, Zhuo Wang, and Libo Li . Liquid–Liquid Equilibria for Ternary Systems: Methyl Butyl Ketone + Phenol + Water and Methyl Butyl Ketone + Hydroquinone + Water at 298.15 K and 323.15 K. Journal of Chemical & Engineering Data 2014, 59
(9)
, 2750-2755. https://doi.org/10.1021/je500532v
- Yong Lei, Yun Chen, Xiuxi Li, Yu Qian, Siyu Yang, and Chufen Yang . Liquid–Liquid Equilibria for the Ternary System 2-Methoxy-2-methylpropane + Phenol + Water. Journal of Chemical & Engineering Data 2013, 58
(6)
, 1874-1878. https://doi.org/10.1021/je400295z
- Antje Martin, Mandy Klauck, Andreas Grenner, René Meinhardt, Klaus Taubert, Annett Precht, Diana Martin, and Jürgen Schmelzer . Vapor−Liquid Equilibria in Ternary Systems of Toluene or Octane + Phenols + Water. Journal of Chemical & Engineering Data 2011, 56
(5)
, 1869-1874. https://doi.org/10.1021/je100888h
- Roshi Dahal, Petri Uusi-Kyyny, Juha-Pekka Pokki, Ville Alopaeus. Liquid – liquid equilibria in binary and ternary systems of phenol + hydrocarbons (n–dodecane or n–hexadecane) and water + phenol + hydrocarbons (n–dodecane or n–hexadecane) at temperatures between 298K and 353K. Fluid Phase Equilibria 2022, 556 , 113402. https://doi.org/10.1016/j.fluid.2022.113402
- Ana Caroline Klemz, Silvio Edegar Weschenfelder, Sálvio Lima de Carvalho Neto, Mayra Stéphanie Pascoal Damas, Juliano Cesar Toledo Viviani, Luciana Prazeres Mazur, Belisa Alcantara Marinho, Leonardo dos Santos Pereira, Adriano da Silva, José Alexandre Borges Valle, Antônio Augusto U. de Souza, Selene M.A. Guelli U. de Souza. Oilfield produced water treatment by liquid-liquid extraction: A review. Journal of Petroleum Science and Engineering 2021, 199 , 108282. https://doi.org/10.1016/j.petrol.2020.108282
- Yifan Hao, Chau‐Chyun Chen. Nonrandom two‐liquid activity coefficient model with association theory. AIChE Journal 2021, 67
(1)
https://doi.org/10.1002/aic.17061
- Xingkun Liu, Xianglan Zhang. Solvent screening and liquid-liquid measurement for extraction of phenols from aromatic hydrocarbon mixtures. The Journal of Chemical Thermodynamics 2019, 129 , 12-21. https://doi.org/10.1016/j.jct.2018.09.006
- Shaoming Zhou, Kangning Xiong, Libo Li, Yun Chen. Liquid-liquid equilibrium for methyl butyl ketone + o-, m-, p-cresol + water ternary systems and COSMO-SAC predictions. The Journal of Chemical Thermodynamics 2018, 127 , 17-24. https://doi.org/10.1016/j.jct.2018.07.014
- Yan Lv, Weichang Ding, Li Liang, Qian Jia, Xiaoyi Liang. Liquid–Liquid Equilibrium Study in the n-Heptane + Phenol + Sulfolane Ternary System. Russian Journal of Physical Chemistry A 2018, 92
(11)
, 2124-2127. https://doi.org/10.1134/S0036024418110468
- Yun Chen, Shaoming Zhou, Youchang Wang, Libo Li. Screening solvents to extract phenol from aqueous solutions by the COSMO-SAC model and extraction process simulation. Fluid Phase Equilibria 2017, 451 , 12-24. https://doi.org/10.1016/j.fluid.2017.08.007
- Laëtitia Cesari, Laetitia Canabady-Rochelle, Fabrice Mutelet. Extraction of phenolic compounds from aqueous solution using choline bis(trifluoromethylsulfonyl)imide. Fluid Phase Equilibria 2017, 446 , 28-35. https://doi.org/10.1016/j.fluid.2017.04.022
- Shaoming Zhou, Libo Li, Youchang Wang, Yun Chen. Measurement, correlation and COSMO-SAC prediction of liquid-liquid equilibrium for the ternary systems, mesityl oxide + o-, m-, p-cresol + water, at 333.2K and 353.2 K. Fluid Phase Equilibria 2017, 440 , 45-53. https://doi.org/10.1016/j.fluid.2017.03.002
- Gaojie Xu, Deling Yang, Pengge Ning, Qingjie Wang, Fuchun Gong, Hongbin Cao. Measurements and correlation of liquid-liquid equilibrium data for the ternary (3-heptanone+phenol+water) system. The Journal of Chemical Thermodynamics 2017, 106 , 295-302. https://doi.org/10.1016/j.jct.2016.11.004
- Yun Chen, Ran Lv, Libo Li, Furong Wang. Measurement and thermodynamic modeling of ternary (liquid + liquid) equilibrium for extraction of o-cresol, m-cresol or p-cresol from aqueous solution with 2-pentanone. The Journal of Chemical Thermodynamics 2017, 104 , 230-238. https://doi.org/10.1016/j.jct.2016.09.034
- Yun Chen, Ran Lv, Huimin Wang, Mochen Liao, Libo Li. Ternary liquid – Liquid equilibria for methyl isopropyl ketone + (resorcinol or hydroquinone) + water systems at different temperatures. Fluid Phase Equilibria 2016, 429 , 93-97. https://doi.org/10.1016/j.fluid.2016.08.040
- Yun Chen, Ran Lv, Furong Wang, Libo Li. Determination and modeling of liquid-liquid equilibrium for ternary mixtures of methyl isopropyl ketone, cresol isomers and water. Fluid Phase Equilibria 2016, 429 , 107-112. https://doi.org/10.1016/j.fluid.2016.08.034
- Yun Chen, Huimin Wang, Ran Lv, Libo Li. Liquid-liquid equilibria for methyl isobutyl ketone + cresols + water at 333.15 K, 343.15 K and 353.15 K: Experimental results and data correlation. Fluid Phase Equilibria 2016, 427 , 291-296. https://doi.org/10.1016/j.fluid.2016.07.023
- Fangfang Dai, Kun Xin, Yuhe Song, Midong Shi, Haipeng Zhang, Qingsong Li. Liquid–liquid equilibria for the extraction of phenols from alkane using ethylene glycol. Fluid Phase Equilibria 2016, 419 , 50-56. https://doi.org/10.1016/j.fluid.2016.03.003
- Huimin Wang, Libo Li, Ran Lv, Yun Chen. Measurement and Correlation of Liquid−Liquid Equilibria for the Ternary Methyl Isobutyl Ketone + Phenol + Water System at (333.15, 343.15 and 353.15) K under Atmospheric Pressure. Journal of Solution Chemistry 2016, 45
(6)
, 875-884. https://doi.org/10.1007/s10953-016-0472-z
- I. Rodríguez-Escontrela, A. Arce, A. Soto, A. Marcilla, M. M. Olaya, J. A. Reyes-Labarta. Correlation of three-liquid-phase equilibria involving ionic liquids. Physical Chemistry Chemical Physics 2016, 18
(31)
, 21610-21617. https://doi.org/10.1039/C6CP03467E
- Ran Lv, Zhuo Wang, Libo Li, Yun Chen. Liquid–liquid equilibria in the ternary systems water+cresols+methyl butyl ketone at 298.2 and 313.2K: Experimental data and correlation. Fluid Phase Equilibria 2015, 404 , 89-95. https://doi.org/10.1016/j.fluid.2015.06.032
- Dong Liu, Liejin Luo, Libo Li, Yun Chen. Liquid–Liquid Equilibria for the Methyl Tert-Butyl Ketone + Phenol + Water Ternary System at 298.15, 313.15 and 323.15 K. Journal of Solution Chemistry 2015, 44
(9)
, 1891-1899. https://doi.org/10.1007/s10953-015-0382-5
- H. Ghanadzadeh Gilani, A. Ghanadzadeh Gilani, M. Sangashekan. Tie-line data for the aqueous solutions of phenol with organic solvents at T=298.2K. The Journal of Chemical Thermodynamics 2013, 58 , 142-148. https://doi.org/10.1016/j.jct.2012.10.028
- David Topping, Mark Barley, Gordon McFiggans. Including phase separation in a unified model to calculate partitioning of vapours to mixed inorganic–organic aerosol particles. Faraday Discussions 2013, 165 , 273. https://doi.org/10.1039/c3fd00047h
- Muhammad Imran Din, Muhammad Latif Mirza, Sadia Ata, Makshoof Athar, Ijaz Ul Mohsin, . Thermodynamics of Biosorption for Removal of Co(II) Ions by an Efficient and Ecofriendly Biosorbent (
Saccharum bengalense
): Kinetics and Isotherm Modeling. Journal of Chemistry 2013, 2013
(1)
https://doi.org/10.1155/2013/528542
Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.
Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.
The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.