Systematic evaluation of hydrophobic deep-melting eutectics as alternative solvents for the extraction of organic solutes from aqueous solution

Kaul, Michael J.; Qadah, Diab; Mandella, Victoria; Dietz, Mark L.

doi:10.1039/c9ra01596e

Cited by 20 publications

(17 citation statements)

References 61 publications

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“…Finally, different menthol:decanoic acid mixtures were studied as members of the class of hydrophobic DES. 49,50 2. Methods Mixtures were prepared by weighting and adding their constituents.…”

Section: Introductionmentioning

confidence: 99%

Do Deep Eutectic Solvents Form Uniform Mixtures Beyond Molecular Microheterogeneities?

et al. 2020

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We have performed small angle neutron scattering (SANS) in a momentum transfer range (0.05 < Q < 0.5 Å -1 ) to study long range order and concentration fluctuations in deep eutectic solvents (DESs) and their aqueous solutions. Ethaline (choline chloride:ethylene glycol), glycerol:lactic acid, and menthol:decanoic acid mixtures were selected to illustrate respectively the case of ionic, nonionic and hydrophobic mixtures. Different carefully designed isotopic labelling was used to emphasize selectively the spatial correlations between the different solvent components. For ethaline DESs and their aqueous solutions, a weak low-Q peak observed only for certain compositions and some partial structure factors revealed the mesoscopic segregation of ethylene glycol molecules that do not participate to the solvation of ionic units, either because they are in excess with respect the eutectic stoichiometry (1:4 neat ethaline) or substituted by water 2 (4w-ethaline and higher aqueous dilutions). For the nonionic hydrophilic solutions, such a mesoscopic segregation was not observed. This indicates that the better balanced interactions between the three nonionic H-bonded components (water, lactic acid, and glycerol) favor homogeneous mixing. For the hydrophobic DESs, we observed an excess of coherent scattering intensity centered at Q = 0, which could be reproduced by a model of non-interacting spherical domains. Local concentration fluctuations are not excluded either. However, unlike liquid mixtures with a tendency to demix, we have found no evidence of expansion of domains with different compositions to a large scale.

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Section: Introductionmentioning

confidence: 99%

Do Deep Eutectic Solvents Form Uniform Mixtures Beyond Molecular Microheterogeneities?

et al. 2020

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“…For this reason, they are potentially both green and biphasic solvents. In recent years a list of possible hydrophobic DESs have been characterized, but mainly for applications related to the removal of pollutants, pesticides and pigments from water and diluted aqueous solutions [147][148][149][150][151]. Zubeir et al (2018) [152] were the first to measure CO 2 solubility in a number of hydrophobic DES.…”

Section: Co 2 Capture Deep Eutectic Solventsmentioning

confidence: 99%

New Solvents for CO2 and H2S Removal from Gaseous Streams

et al. 2021

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Acid gas removal from gaseous streams such as flue gas, natural gas and biogas is mainly performed by chemical absorption with amines, but the process is highly energy intensive and can generate emissions of harmful compounds to the atmosphere. Considering the emerging interest in carbon capture, mainly associated with increasing environmental concerns, there is much current effort to develop innovative solvents able to lower the energy and environmental impact of the acid gas removal processes. To be competitive, the new blends must show a CO2 uptake capacity comparable to the one of the traditional MEA benchmark solution. In this work, a review of the state of the art of attractive solvents alternative to the traditional MEA amine blend for acid gas removal is presented. These novel solvents are classified into three main classes: biphasic blends—involving the formation of two liquid phases, water-lean solvents and green solvents. For each solvent, the peculiar features, the level of technological development and the main expected pros and cons are discussed. At the end, a summary on the most promising perspectives and on the major limitations is provided.

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“…Nonionic hydrophobic DESs can be made using quaternary ammonium halides and natural compounds such as carboxylic acids, thymol and menthol 15,16,30,31 . The chemical stability of hydrophobic DESs in aqueous environments makes them promising candidates for extraction applications involving aqueous solutions 15,32 .…”

Section: Introductionmentioning

confidence: 99%

Molecular dynamics simulations of heterogeneous hydrogen bond environment in hydrophobic deep eutectic solvents

et al. 2021

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Hydrophobic deep eutectic solvents (DESs) have emerged as excellent extractants. Their performance depends on the heterogeneous hydrogen bond environment formed by multiple hydrogen bond donors and acceptors. Understanding this heterogeneous hydrogen bond environment can help develop principles for designing high‐performance DESs for extraction and other separation applications. We investigate the structure and dynamics of hydrogen bonds in eight hydrophobic DESs formed by decanoic acid, menthol, thymol, and lidocaine using molecular dynamics simulations. The results show the diversity of hydrogen bonds in the eight DESs and their impact on diffusivity and molecular association. Each DES possesses four to six types of hydrogen bonds and one or two of them overwhelm the others in quantity and lifetime. The dominating hydrogen bonds determine whether the DESs are governed by intra‐ or inter‐component associations. The component diffusivity presents an inverse relationship with the hydrogen bond strength.

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Systematic evaluation of hydrophobic deep-melting eutectics as alternative solvents for the extraction of organic solutes from aqueous solution

Abstract: Organic solute partitioning between a hydrophobic deep eutectic solvent and water is directly related to the corresponding Pow values.

Cited by 20 publications

References 61 publications

Do Deep Eutectic Solvents Form Uniform Mixtures Beyond Molecular Microheterogeneities?

Do Deep Eutectic Solvents Form Uniform Mixtures Beyond Molecular Microheterogeneities?

New Solvents for CO2 and H2S Removal from Gaseous Streams

Molecular dynamics simulations of heterogeneous hydrogen bond environment in hydrophobic deep eutectic solvents

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