Molecular Dynamic Simulations for the Extraction of Quinoline from Heptane in the Presence of a Low-Cost Phosphonium-Based Deep Eutectic Solvent.

The present study aims at the extraction of a polyaromatic hydrocarbon from fuel oils using a novel low-cost deep eutectic solvent (DES). The DES is prepared by mixing the hydrogen bond acceptor (HBA; methyltriphenylphosphonium bromide, MTPB) and hydrogen bond donor (HBD; ethylene glycol) at a molar ratio of 1:4. The liquid-liquid equilibrium is then measured at ambient condition. The classical molecular dynamic (MD) simulation technique is then employed to investigate and compare the experimental phase behavior of a DES-quinoline-heptane ternary system. For performing the MD simulations, two experimental feed points are considered which gave high selectivity and distribution coefficient values. The interaction energies of different species and the structural properties such as radial distribution functions, average number of hydrogen bonds, and spatial distribution functions (SDFs) are then computed. It is found that the cation within the HBA, namely, MTP, possesses favorable interactions with quinoline when compared to HBD or anion (Br). MTP here acts as a HBA and contributes to the hydrogen bonding with quinoline, which results in higher experimental selectivity values. The calculations of SDFs further reveal the fact that the DES molecules are evenly distributed around the active sites of the quinoline molecule, whereas heptane molecules are found to be distributed around the nonactive sites of the aromatic ring.