Experimental investigation and modeling of thermophysical and extraction properties of choline chloride + dl-malic acid based deep eutectic solvent

Jelena Vuksanović, Nina Todorović, Mirjana Kijevčanin, Slobodan Šerbanovi, Ivona Radović

Abstract


The ability of non-toxic and biodegradable deep eutectic solvent (DES) choline chloride + dl-malic acid in molar ratio 1:1, for breaking the azeotropes heptane + methanol and toluene + methanol by means of liquid-liquid extraction was evaluated. Ternary liquid-liquid equilibrium experiments were performed at 298.15 K and at atmospheric pressure. Densities, viscosities and refractive indices of DES + methanol and water + DES systems were experimentally determined over a wide temperature range and at atmospheric pressure. Additionally, viscosities of DES + glycerol mixture were determined at temperatures up to 363.15 K to check how much the addition of glycerol decreases high viscosities of DES. The results indicate that addition of small amounts of water or glycerol as a third component significantly decreases viscosity of the investigated deep eutectic solvent. Based on selectivity and distribution ratio values, extraction ability of the investigated deep eutectic solvent, in comparison with conventionally used solvents, yields promising results. Non-random two-liquid (NRTL) and Universal quasichemical (UNIQUAC) models were satisfactorily applied for correlation of experimental phase equilibrium data for two ternary mixtures.


Keywords


deep eutectic solvents, choline chloride, dl-malic acid, quantitative 13C NMR spectroscopy, liquid-liquid equilibria, modeling

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References


P. T. Anastas, J. C. Warner, Green Chemistry: Theory and Practice, Oxford University Press: New York, 2000.

E. L. Smith, A. P. Abbott, K. S. Ryder, Chem. Rev. 114 (2014) 11060

A. P. Abbott, G. Capper, D. L. Davies, R. K. Rasheed, V. Tambyrajah, Chem. Commun. (2003) 70

A. P. Abbott, D. Boothby, G. Capper, D. L. Davies, R. K. Rasheed, J. Am. Chem. Soc. 126 (2004) 9142

C. Ruß, B. König, Green Chem. 14 (2012) 2969

M. Francisco, A. van den Bruinhorst, L. F. Zubeir, C. J. Peters, M. C. Kroon, Fluid Phase Equilib. 340 (2013) 77

B. Tang, K. H. Row, Monatshefte fur Chemie 144 (2013) 1427

D. Carriazo, M. C. Serrano, M. C. Gutiérrez, M. L. Ferrer, F. del Monte, Chem. Soc. Rev. 41 (2012) 4996

N. R. Rodriguez, P. F. Requejo, M. C. Kroon, ‎Ind. Eng. Chem. Res. 54 (2015) 11404

A. S. B. Gonzalez, M. Francisco, G. Jimeno, S. L. G. De Dios, M. C. Kroon, Fluid Phase Equilib. 360 (2013) 54

Y. Dai, J. van Spronsen, G. J. Witkamp, R. Verpoorte, Y. H. Choi, Anal. Chim. Acta 766 (2013) 61

Y. Dai, G. J. Witkamp, R. Verpoorte, Y. H. Choi, Anal. Chem. 85 (2013) 6272

M. Wlazło, A. Marciniak, Fluid Phase Equilib. 338 (2013) 253

S. Mandal, V. G. Pangarkar, J. Memb. Sci. 201 (2002) 175

M. S. Calado, G. R. Ivaniš, J. M. Vuksanović, M. Lj. Kijevčanin, S. P. Šerbanović, Z. P. Višak, Fluid Phase Equilib. 344 (2013) 6

M. Francisco, A. van den Bruinhorst, M. C. Kroon, Green Chem. 14 (2012) 2153

V. Najdanović-Višak, A. Rodriguez, Z. P. Višak, J. N. Rosa, C. А. M. Afonso, M. Nunes da Ponte, L. P. N. Rebelo, Fluid Phase Equilib. 254 (2007) 35

J. M. Vuksanović, E. M. Živković, I. R. Radović, B. D. Djordjević, S. P. Šerbanović, M. Lj. Kijevčanin, Fluid Phase Equilib. 345 (2013) 28

A. Z. Tasić, D. K. Grozdanić, B. D. Djordjević, S. P. Šerbanović, N. Radojković, J. Chem. Eng. Data 40 (1995) 586

H. Renon, J. M. Prausnitz, AIChE J. 14 (1968) 135

D. S. Abrams, J. M. Prausnitz, AIChE J. 21 (1975) 116

M. A. Kareem, F. S. Mjalli, M. Ali Hashim, M. K. O. Hadj-Kali, F. Saadat Ghareh Bagh,

I. M. Alnashef, J. Chem. Thermodyn. 65 (2013) 138

V. Gomis, A. Font, M. Dolores Saquete, J. García-Cano, Fluid Phase Equilib. 385 (2015) 29

R. S. Santiago, G. R. Santos, M. Aznar, Fluid Phase Equilib. 278 (2009) 54

B. E. Poling, J. M. Prausnitz, J. P. O’Connell, The Properties of gases and liquids; 5th edition, McGRAW-HILL, 2001

C. Florindo, F. S. Oliveira, L. P. N. Rebelo, A. M. Fernandes, I. M. Marrucho, ACS Sustain. Chem. Eng. 2 (2014) 2416

F. S. Oliveira, A. B. Pereiro, L. P. N. Rebelo, I. M. Marrucho, Green Chem. 15 (2013) 1326

S. J. Lue, J. S. Ou, C. H. Kuo, H. Y. Chen, T. H. Yang, J. Memb. Sci. 347 (2010) 108

A. Marciniak, M. Krolikowski, Fluid Phase Equilib. 318 (2012) 56

A. Yadav, S. Pandey, J. Chem. Eng. Data 59 (2014) 2221

A. Yadav, S. Trivedi, R. Rai, S. Pandey, Fluid Phase Equilib. 367 (2014) 135

Z. Maugeri, P. Domínguez de María, RSC Adv. 2 (2012) 421

M. C. Gutiérrez, M. L. Ferrer, C. R. Mateo, F. Del Monte, Langmuir 25 (2009) 5509

N. V. K. Dutt, Y. V. L. Ravikumar, K. Y. Rani, Chem. Eng. Commun. 200 (2013) 1600

D. B. Davies, A. J. Matheson, Trans. Faraday Soc. 63 (1967) 596.




DOI: http://dx.doi.org/10.2298/JSC170316054V

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