Computing solubility parameters of deep eutectic solvents from Molecular Dynamics simulations

Abstract

The solubility parameter (SP) of a solvent is a key property that measures the polarity and quantifies the 'like-dissolves-like' principle, which is an important rule in chemistry for screening solvents for separation processes. It is challenging to experimentally obtain solubility parameters of non-volatile solvents like ionic liquids (ILs), deep eutectic solvents (DESs), and polymers. Here, Molecular Dynamics (MD) simulations have been used to compute the Hildebrand and Hansen solubility parameters of DESs, which are green solvents with potential applications in many different fields. The results from MD simulations are compared with limited available experimental data and commonly used SP correlations for non-volatile solvents. Very limited information is available in literature for the vapor phase composition of DESs. Solubility parameters are computed based on the vaporization of hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA) components of the DESs as well as clusters, consisting of HBD and HBA components. The relatively large SPs computed from MD indicate that the investigated choline chloride-based DESs are polar solvents. The values of SPs are not significantly affected by temperature. A comparison of vaporization enthalpies of HBD, HBA and clusters from the DES mixture suggests that it is more likely for HBD molecules to vaporize from the DES mixture and dominate the vapor phase.

Ternary liquid–liquid equilibrium data for n-Hexane-Benzene-DES (choline chloride/ethylene glycol, choline chloride/glycerol, choline chloride/urea) at 303 K and 101.3 kPa

“…Salehi et al [27] used molecular dynamics simulation to compute the Hilderbrand and Hansen solubility parameters for DESs. Relatively large values were obtained for chlorine chloride based DES (Choline chloride/urea, choline chloride/glycerol, choline chloride/ethylene glycol) compared to molecular solvents and ILs.…”

“…Six of such solvents were prepared using different molar ratios of HBA: HBD (1:2 or 1:3) and code named DES1, DES2, DES3, DES4, DES5 and DES6. These DESs were chosen based on their highly polar nature as revealed by Salehi et al [27] and the eutectic feature of the specified molar ratios. Liquid-liquid equilibria (LLE) data for the ternary systems of n-hexane-benzene-DESs were measured at 303 K and 101.3 kPa.…”

The Development of New Molecules Having Antiemetic Activity Using Molecular Modeling

“…For the other physico-chemical properties there is a great similarity between the molecules. Thus, it can be concluded that the two proposed molecules may have antiemetic activity and the molecule_2 is the best because it has a higher solubility and also the number of HBD and HBA (Salehi et al, 2019).…”

Thermal conductivity of aqueous solutions of reline, ethaline, and glyceline deep eutectic solvents; a molecular dynamics simulation study

“…hydrogen bond network). As a result, a number of properties of DESs such as the densities [6,33,34,[38][39][40][41], viscosities [6,33,34,[38][39][40][42][43][44], diffusivities [6,34,35,44], ionic conductivities [34,35,40], speed of sound [34,42], and solubilities [16,45,46] are vastly affected, depending on the water content in the mixture.…”