Insights into the interactions and dynamics of a DES formed by phenyl propionic acid and choline chloride

Abstract

Deep eutectic solvents (DESs) have received much attention in modern green chemistry as inexpensive and easy to handle analogous ionic liquids. This work employed molecular dynamics techniques to investigate the structure and dynamics of a DES system composed of choline chloride and phenyl propionic acid as a hydrogen bond donor and acceptor, respectively. Dynamical parameters such as mean square displacement, liquid phase self-diffusion coefficient and viscosity are calculated at the pressure of 0.1 MPa and temperatures 293, 321 and 400 K. The system size effect on the self-diffusion coefficient of DES species was also examined. Structural parameters such as liquid phase densities, hydrogen bonds, molecular dipole moment of species, and radial and spatial distribution functions (RDF and SDF) were investigated. The viscosity of the studied system was compared with the experimental values recently reported in the literature. A good agreement was observed between simulated and experimental values. The electrostatic and van der Waals nonbonding interaction energies between species were also evaluated and interpreted in terms of temperature. These investigations could play a vital role in the future development of these designer solvents.

Computer Simulations of Deep Eutectic Solvents: Challenges, Solutions, and Perspectives

“…Role of HBD can be played by acids, which can endow a DES with unique properties [ 68 , 220 , 221 , 222 , 223 , 224 ]. Fu et al [ 220 ] developed a DES based on acrylic acid and estimated the stability of the ChCl-acrylic acid complexes by QM calculations.…”

“…These DESs can be used to enhance the solubility of active ingredients, membrane transport, drug delivery, and bioavailability [ 225 , 226 ]. Saha et al [ 222 ] used combined DFT/MD simulations to study the possibility of developing DESs based on acetylsalicylic acid (aspirin), and Bonab et al [ 223 , 224 ] simulated DESs based on ChCl and phenyl propionic acid, which have a wide variety of uses including cosmetics, food additives, and pharmaceuticals [ 227 ]. The authors aimed to understand the physical mechanisms occurring at the eutectic composition point.…”

“… Parameters are given DES for CO 2 capture [ 52 ] 61 ChCl:Malonic acid ChCl:Oxalic acid ChCl:Succinic acid ChCl:Fumaric acid Different molar ratios GAFF/no corrections Investigation of DES structure [ 221 ] 62 ChCl:Malonic acid (1:1, 1:2) GAFF/no corrections Separation of nitrogen-containing aromatics by DES [ 384 ] 63 ChCl:Oxalic acid (1:1) CHARMM 36/no corrections Biomass separation [ 341 ] 64 ChCl:Phenyl propionic acid (1:2) CHARMM 36/charges scaling is 0.8. Investigation of DES structure [ 224 ] 65 ChCl:Phenyl propionic acid Different molar ratios CHARMM 36/no corrections Investigation of DES structure [ 223 ] 66 ChCl:Phenylacetic acid (1:2) No name of FF. Parameters are given CO 2 absorption with DES [ 53 ] 67 ChCl:Propylene glycol (1:2) ChCl:Ethylene glycol (1:2) …”

Fine-Tuning the Polarizable CL&Pol Force Field for the Deep Eutectic Solvent Ethaline

“…This includes properties such as density, viscosity, and diffusion coefficients . More complex evaluations of liquid structure and dynamic behavior of common DESs have been performed with traditional nonpolarizable force fields, such as the OPLS, − CHARMM/CGenFF, ,, and AMBER/GAFF ,, families. Of these force fields, only OPLS has been specifically tuned for DESs .…”

Molecular and Spectroscopic Insights into a Metal Salt-Based Deep Eutectic Solvent: A Combined Quantum Theory of Atoms in Molecules, Noncovalent Interaction, and Density Functional Theory Study

“…Abranches et al reported that the CT behavior of the chloride anion is responsible for the formation and properties of these mixtures . Similarly, to optimize the design of type I DESs for a particular chemical process, further information about their structural, physicochemical, and transport properties, as well as their relationship to temperature, is required, allowing for the accurate design of a task-specific solvent for a variety of applications . The knowledge related to the interactions between choline chloride and metal halide salts is limited.…”