Quantitative structure properties relationship for deep eutectic solvents using Sσ-profile as molecular descriptors

Lemaoui, Tarek; Hammoudi, N.; AlNashef, Inas M.; Balsamo, Marco; Erto, Alessandro; Ernst, Barbara; Benguerba, Yacine

doi:10.1016/j.molliq.2020.113165

Cited by 46 publications

(32 citation statements)

References 22 publications

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“…Table lists the measured density (ρ), dynamic viscosity (η), and water content of Bet/LevA (1:7) at 298.15 K and 1.01 bar. The viscosity was found to be 117.7 mPa s, which is considered moderate, compared to other natural deep eutectic solvents . The water content of freshly made NADESs was found to be less than 0.80 wt %.…”

Section: Resultsmentioning

confidence: 81%

Extraction of Thiophene, Pyridine, and Toluene from n-Decane as a Diesel Model Using Betaine-Based Natural Deep Eutectic Solvents

et al. 2020

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In an attempt to develop an alternative process that meets the criteria of "green" and economically sound technology in fuel purification, simultaneous extractive desulfurization, denitrification, and dearomatization using natural deep eutectic solvents (NADESs) were investigated. A NADES composed of betaine (Bet) as a hydrogen bond acceptor (HBA) and levulinic acid (LevA) as a hydrogen bond donor (HBD) was investigated for its extraction capacity of thiophene, pyridine, and toluene from n-decane via liquid−liquid extraction. First, the HBA/HBD molar ratio was optimized based on the highest overall extraction efficiency, which was achieved for Bet/ LevA (1:7). Furthermore, the selected NADES was characterized by measuring its density, dynamic viscosity, and water content. Then, the solubility of each fuel impurity in the NADES was measured. Moreover, the liquid−liquid equilibrium (LLE) data of the pseudo-ternary systems {n-decane (1) + thiophene/pyridine/ toluene (2) + Bet/LevA (1:7) (3)} were determined at 298.15 K and 1.01 bar. The assumption of a pseudo-ternary system, which means that the NADES stays intact in one phase, was validated experimentally. The solute distribution ratios, selectivities, and the extraction efficiencies of each impurity at a 1:1 solvent-to-feed mass ratio were calculated from the experimental LLE data and compared to a benchmark solvent (i.e. sulfolane) and other ionic liquids and DESs reported in the literature. The LLE data were also correlated using the nonrandom two-liquid thermodynamic model. The regressed LLE data showed good agreement with the experimental data as the root-mean-square deviation was found to be ≤0.29%. Finally, it is clear that Bet/LevA (1:7) can be considered as a potential natural solvent for combined desulfurization, denitrification, and dearomatization processes.

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Section: Resultsmentioning

confidence: 81%

Extraction of Thiophene, Pyridine, and Toluene from n-Decane as a Diesel Model Using Betaine-Based Natural Deep Eutectic Solvents

et al. 2020

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“…Viscosity calculations were computed based on the multiple linear regression model proposed by Lemaoui and co-workers. 36 The model uses Sσ values, or areas of the sigma profile distribution, as a quantitative measure of the surface's polar screening charge. Several Sσ values were calculated, and certain regions were found to have a larger influence on viscosity values.…”

Section: Methodsmentioning

confidence: 99%

Exploring the Interactions of Ionic Liquids with Bio-Organic Amphiphiles Using Computational Approaches

et al. 2021

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Bio-organic amphiphiles have been shown to effectively impart unique physicochemical properties to ionic liquids resulting in the formation of versatile hybrid composites. In this work, we utilized computational methods to probe the formation and properties of hybrids prepared by mixing three newly designed bio-organic amphiphiles with 14 ionic liquids containing cholinium or glycine betaine cations and a variety of anions. The three amphiphiles were designed such that they contain unique biological moieties found in nature by conjugating (a) malic acid with the amino acid glutamine, (b) thiomalic acid with the antiviral, antibacterial pyrazole compound [3-(3,5-dimethyl-1H-pyrazol-1yl)benzyl]amine, and (c) Fmoc-protected valine with diphenyl amine. Conductor-like screening model for real solvents (COSMO-RS) was used to obtain sigma profiles of the hybrid mixtures and to predict viscosities and mixing enthalpies of each composite. These results were used to determine optimal ionic liquid-bio-organic amphiphile mixtures. Molecular dynamics simulations of three optimal hybrids were then performed, and the interactions involved in the formation of the hybrids were analyzed. Our results indicated that cholinium-based ILs interacted most favorably with the amphiphiles through a variety of inter-and intramolecular interactions. This work serves to illustrate important factors that influence the interactions between bio-organic amphiphiles and bio-ILs and aids in the development of novel ionic liquid-based composites for a wide variety of potential biological applications.

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“…The results are listed in Table 5. The viscosity of the HDES can be considered relatively '"low" compared to many other HDESs such as ammonium-based hydrophobic deep eutectic solvents where the viscosity of the former is an order of magnitude lower [22,43]. Melting point, Tm (K) 296.17 [41] Water Content, 𝑤 The density-temperature dependence in the range of 298.2 ≤ T ≤ 368.2 for freshly prepared and water-saturated Men:LaAc (1.5:1) has also been measured and is shown in Figure 5.…”

Section: Hdes Characterizationmentioning

confidence: 99%

Green Extraction of Volatile Fatty Acids from Fermented Wastewater Using Hydrophobic Deep Eutectic Solvents

et al. 2021

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Volatile fatty acids (VFAs) are carboxylic acids mainly produced via the fermentation of organic waste streams. Being industrial platform chemicals, sustainable, green and economical recovery of VFAs is necessary. Herein, hydrophobic deep eutectic solvents (HDES), “a new generation of water-immiscible designer solvents”, were assessed for the recovery of VFAs via liquid–liquid extraction. The eutectic mixture of menthol-lauric acid exhibited the highest stability and hydrophobicity. The binary solubility of the pairs {VFA in water} and {VFA in HDES}—and the saturation of the HDES with water were measured. Furthermore, the influences of key parameters on the extraction efficiency were investigated. On multi-stage extraction, an efficiency of 88% was achieved in 4 stages, and the HDES was successfully regenerated using vacuum evaporation. The HDES performance was also compared to other reported relevant solvents. It was concluded that menthol-lauric acid HDES is a promising candidate for the green extraction of VFAs from fermented wastewater.

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Quantitative structure properties relationship for deep eutectic solvents using Sσ-profile as molecular descriptors

Cited by 46 publications

References 22 publications

Extraction of Thiophene, Pyridine, and Toluene from n-Decane as a Diesel Model Using Betaine-Based Natural Deep Eutectic Solvents

Extraction of Thiophene, Pyridine, and Toluene from n-Decane as a Diesel Model Using Betaine-Based Natural Deep Eutectic Solvents

Exploring the Interactions of Ionic Liquids with Bio-Organic Amphiphiles Using Computational Approaches

Green Extraction of Volatile Fatty Acids from Fermented Wastewater Using Hydrophobic Deep Eutectic Solvents

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