COSMO-RS Prediction for Choline Chloride/Urea Based Deep Eutectic Solvent: Chemical Structure and Application as Agent for Natural Gas Dehydration

Authors: Tayeb Aissaoui, Inas M. AlNashef

Abstract:

In recent years, green solvents named deep eutectic solvents (DESs) have been found to possess significant properties and to be applicable in several technologies. Choline chloride (ChCl) mixed with urea at a ratio of 1:2 and 80 °C was the first discovered DES. In this article, chemical structure and combination mechanism of ChCl: urea based DES were investigated. Moreover, the implementation of this DES in water removal from natural gas was reported. Dehydration of natural gas by ChCl:urea shows significant absorption efficiency compared to triethylene glycol. All above operations were retrieved from COSMOthermX software. This article confirms the potential application of DESs in gas industry.

Keywords: COSMO-RS, deep eutectic solvents, dehydration, natural gas, structure, organic salt.

Digital Object Identifier (DOI): doi.org/10.5281/zenodo.1127984

References:

[1] Abbott, A.P., et al., Novel solvent properties of choline chloride/urea mixtures. Chemical Communications, 2003(1): p. 70-71.
[2] Zhang, Q., et al., Deep eutectic solvents: syntheses, properties and applications. Chem. Soc. Rev., 2012. 41(21): p. 7108-7146.
[3] Hayyan, M., et al., Triethylene glycol based deep eutectic solvents and their physical properties. Journal of the Taiwan Institute of Chemical Engineers, 2015. 50: p. 24-30.
[4] García, G., et al., Deep Eutectic Solvents: Physicochemical Properties and Gas Separation Applications. Energy & Fuels, 2015. 29(4): p. 2616-2644.
[5] García, G., M. Atilhan, and S. Aparicio, An approach for the rationalization of melting temperature for deep eutectic solvents from DFT. Chemical Physics Letters, 2015. 634: p. 151-155.
[6] Shah, D. and F.S. Mjalli, Effect of water on the thermo-physical properties of Reline: An experimental and molecular simulation based approach. Physical Chemistry Chemical Physics, 2014. 16(43): p. 23900-23907.
[7] Sun, H., et al., Theoretical study on the structures and properties of mixtures of urea and choline chloride. Journal of Molecular Modeling, 2013. 19(6): p. 2433-2441.
[8] Yue, D., et al., Structure and electrochemical behavior of ionic liquid analogue based on choline chloride and urea. ElectrochimicaActa, 2012. 65: p. 30-36.
[9] GharehBagh, F.S., et al., Zinc (II) chloride-based deep eutectic solvents for application as electrolytes: Preparation and characterization. Journal of Molecular Liquids, 2015. 204: p. 76-83.
[10] Morrison, H.G., C.C. Sun, and S. Neervannan, Characterization of thermal behavior of deep eutectic solvents and their potential as drug solubilization vehicles. International Journal of Pharmaceutics, 2009. 378(1–2): p. 136-139.
[11] Gu, L., et al., A novel deep eutectic solvent for biodiesel preparation using a homogeneous base catalyst. Chemical Engineering Journal, 2015. 259(0): p. 647-652.
[12] Abbott, A.P., et al., A Comparative Study of Nickel Electrodeposition Using Deep Eutectic Solvents and Aqueous Solutions. ElectrochimicaActa, 2015. 176: p. 718-726.
[13] Mohsenzadeh, A., et al., Investigation of formation damage by Deep Eutectic Solvents as new EOR agents. Journal of Petroleum Science and Engineering, 2015. 129: p. 130-136.
[14] Abo-Hamad, A., et al., Potential applications of deep eutectic solvents in nanotechnology. Chemical Engineering Journal, 2015. 273: p. 551-567.
[15] Wu, S.-H., et al., Vapor pressure of aqueous choline chloride-based deep eutectic solvents (ethaline, glyceline, maline and reline) at 30–70 °C. ThermochimicaActa, 2012. 544(0): p. 1-5.
[16] Mulyono, S., et al., Separation of BTEX aromatics from n-octane using a (tetrabutylammonium bromide + sulfolane) deep eutectic solvent - experiments and COSMO-RS prediction. RSC Advances, 2014. 4(34): p. 17597-17606.
[17] TURBOMOLE, A development of University of Karlsruhe and Forschungszentrum Karlsruhe GmbH. 2013.
[18] Eckert, F.K., A., COSMOtherm. 2013, COSMOlogic GmbH & Co. KG: Leverkusen: Germany.
[19] Pena-Pereira, F. and J. Namieśnik, Ionic Liquids and Deep Eutectic Mixtures: Sustainable Solvents for Extraction Processes. ChemSusChem, 2014. 7(7): p. 1784-1800.
[20] Yadav, A., et al., Densities of aqueous mixtures of (choline chloride + ethylene glycol) and (choline chloride + malonic acid) deep eutectic solvents in temperature range 283.15–363.15 K. ThermochimicaActa, 2015. 600: p. 95-101.
[21] Twu, C.H., et al., Advanced equation of state method for modeling TEG–water for glycol gas dehydration. Fluid Phase Equilibria, 2005. 228–229: p. 213-221.
[22] Mokhatab, S. and W.A. Poe, Appendix 3: Physical Properties of Fluids, in Handbook of Natural Gas Transmission and Processing (Second Edition), S. Mokhatab and W.A. Poe, Editors. 2012, Gulf Professional Publishing: Boston. p. 745-757
[23] Tayeb Aissaoui, Inas M. AlNashef, Umair A. Qureshi, Yacine Benguerba. Potential Applications of Deep Eutectic Solvents in Natural Gas Sweetening for CO2 Capture. Submitted to Reviews in Chemical Engineering, (2016).