Hydrophobic deep eutectic solvents as water-immiscible extractants
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Hydrophobic deep eutectic solvents consisting of decanoic acid and various quaternary ammonium salts are presented and evaluated as extractants.
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Hydrophobic DESs are very low viscous solvents even when in contact with water, which facilitates mass transfer between phases.
“They are incredibly advantageous for water applications as they are very low viscous solvents, even when in contact with water, which facilitates the mass transfer between phases.”
From Deep eutectic solvents: overcoming 21st century challenges (2019) · cites this paper as [14]
The Results and discussion section describes the hydrophobic DESs’ viscosities as moderate, ranging from 173 to 783 mPa·s at 25 °C, contrary to the claim that they are very low-viscosity solvents. It reports water content after mixing but does not say that viscosity remains low on contact with water or that low viscosity facilitates mass transfer. The supplied copy gives no page number for these passages. (LLM, conf=0.87)
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Experimental — accuracy not yet measuredDESs have the ability to extract both dissociated and undissociated forms of acidic compounds.
“These solvents have the ability to extract both dissociated and undissociated forms of acidic compounds [143].”
From Liquid-phase microextraction of polycyclic aromatic hydrocarbons: A review (2020) · cites this paper as [143]
In the section labeled “14,15” (page not supplied), the paper says the new hydrophobic DESs “could have” the capability to extract both forms of the acids. The citing sentence presents that tentative possibility as an established ability of DESs generally. The same passage reports the established ability for Aliquat 336, a different extractant. (LLM, conf=0.88)
Experimental — accuracy not yet measuredMost NADES reported in the literature are hydrophilic, while hydrophobic NADES were first reported in 2015 and their utilization is yet to be explored.
“Most of NADES reported in the literature are hydrophilic, while hydrophobic NADES were reported in the literature for the first time in 2015(van Osch et al. 2015;;Ribeiro et al. 2015) and their utilization is yet to be explored.”
From The perspectives of natural deep eutectic solvents in agri-food sector (2020) · cites this paper as van Osch et al. 2015
The Introduction (page unavailable) says DESs are generally hydrophilic and presents hydrophobic DESs for the first time. It does not identify them as natural deep eutectic solvents (NADES). The Conclusions (page unavailable) report their use to extract volatile fatty acids, so the claim that their utilization had yet to be explored is not supported. (LLM, conf=0.86)
Experimental — accuracy not yet measuredHydrophobic NADES made of decanoic acid and various quaternary ammonium salts are efficient for recovery of volatile fatty acids from diluted aqueous solutions.
“Hydrophobic NADES consisting of decanoic acid and various quaternary ammonium salts were shown to be efficient for the recovery of volatile fatty acids from diluted aqueous solutions (van Osch et al., 2015), although a few years later van Osch et al.”
From The perspectives of natural deep eutectic solvents in agri-food sector (2020) · cites this paper as van Osch et al., 2015
The paper’s extraction discussion reports that decanoic-acid/quaternary-ammonium-salt DESs extracted volatile fatty acids from diluted aqueous solutions more efficiently than trioctylamine. The Introduction and Conclusions call them hydrophobic DESs, not natural deep eutectic solvents (NADES), so the “NADES” designation is not supported by our copy. The supplied passages have section labels but no page numbers. (LLM, conf=0.86)
Experimental — accuracy not yet measuredHydrophobic DESs can be designed to be immiscible with water, so no contamination of the water phase is observed while achieving great efficiency in removal of micropollutants.
“On top of that, they can be designed to be immiscible with water, and thus, no contamination of the water phase is observed while achieving great efficiency in the removal of micropollutants [13,14].”
From Deep eutectic solvents: overcoming 21st century challenges (2019) · cites this paper as [14]
The Introduction describes the developed hydrophobic DESs as water-immiscible, and the Conclusions report efficient extraction of volatile fatty acids. But the Results and discussion report salt leaching into the water phase, contrary to the claim of no contamination. The extraction tests concern volatile fatty acids, not micropollutants. (LLM, conf=0.90)
Experimental — accuracy not yet measured
The hydrophobic DESs based on DL-Menthol and N4444Cl have already been reported and characterized by NMR and FTIR.
“These hydrophobic DESs based on DL-Menthol and N4444Cl have already been reported and characterized by NMR and FTIR [32,33].”
From Development of hydrophobic deep eutectic solvents for extraction of pesticides from aqueous environments (2017) · cites this paper as [33]
The Introduction identifies N4444-Cl as a component of the reported hydrophobic DESs, and the Results and discussion describe NMR analysis of a DecA:N4444-Cl mixture. The source uses decanoic acid (DecA), not DL-menthol, and its discussion of a C=O stretch does not explicitly identify FTIR characterization. It therefore does not support the claim about a DL-menthol-based DES characterized by both methods. (LLM, conf=0.87)
Experimental — accuracy not yet measuredThe two families of hydrophobic DES based on DL-Menthol and N4444Cl are highly fluid compounds at room temperature, with viscosities ranging between 11 and 300 mPa s, overcoming the high viscosities of hydrophilic DES.
“These two families of hydrophobic DES are highly fl uid compounds at room temperature, with viscosities ranging between 11 and 300 mPa s, clearly overcoming one the major drawbacks of hydrophilic DES, their high viscosities [32,33].”
From Development of hydrophobic deep eutectic solvents for extraction of pesticides from aqueous environments (2017) · cites this paper as [33]
Table 1 (page unavailable) reports a hydrophobic DES made with N4444-Cl whose viscosity is 265.26 mPa·s at 25 °C, within the claimed range. But the Introduction identifies decanoic acid—not DL-menthol—as the other component, and the Results and discussion give an overall viscosity range of 173–783 mPa·s, not 11–300 mPa·s. The paper does not establish that these DESs overcome the high viscosity of hydrophilic DESs. (LLM, conf=0.88)
Experimental — accuracy not yet measuredKroon's group reported preparation of hydrophobic DES using several quaternary ammonium salts and decanoic acid and their use in recovery of volatile fatty acids from diluted aqueous solutions.
“Kroon's group [33] also reported the preparation of hydrophobic DES using several quaternary ammonium salts and decanoic acid and their use in the recovery of volatile fatty acids from diluted aqueous solutions.”
From Development of hydrophobic deep eutectic solvents for extraction of pesticides from aqueous environments (2017) · cites this paper as [33]
These two groups showed the hydrophobicity of DES by mixing them with water and observing the distinct formation of two phases in equilibrium.
“These two groups showed the hydrophobicity of DES by mixing them with water, and observing the distinct formation of two phases in equilibrium.”
From Development of hydrophobic deep eutectic solvents for extraction of pesticides from aqueous environments (2017) · cites this paper as [33]
The water-immiscible HDES from van Osch was applied to extract water-insoluble volatile organic compounds and reported high extraction yield and efficiency.
“The water-immiscible solvent was applied to extract water-insoluble volatile organic compounds, which reported a high extraction yield and efficiency [21].”
From Recent Advances in Hydrophobic Deep Eutectic Solvents for Extraction (2019) · cites this paper as [21]
The concept of hydrophobic DES was introduced by van Osch and co-workers in 2015 when they combined diverse quaternary ammonium salts with decanoic acid.
“The concept of hydrophobic DES (HDES) was introduced by van Osch and co-workers [21] in 2015 when they combined diverse quaternary ammonium salts (QAS) with decanoic acid (DecA).”
From Recent Advances in Hydrophobic Deep Eutectic Solvents for Extraction (2019) · cites this paper as [21]
HDES have notable limitations of high viscosity, cloudiness, and difficulty in phase separation during liquid-liquid extraction.
“Despite the numerous advantages of HDES in extraction, some of the notable limitations of these solvents are high viscosity, cloudiness, and difficulty in phase separation during liquid-liquid extraction [21].”
From Recent Advances in Hydrophobic Deep Eutectic Solvents for Extraction (2019) · cites this paper as [21]
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“The concept of hydrophobic DES (HDES) was introduced by van Osch and co-workers [21] in 2015 when they combined diverse quaternary ammonium salts (QAS) with decanoic acid (DecA).”
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- Authors
- van Osch, D. J. G. P., Zubeir, L. F., van den Bruinhorst, A., Rocha, M. A. A., & Kroon, M. C.
- Affiliations
- Eindhoven University of Technology, Department of Chemical Engineering and Chemistry, Separation Technology Group, 5600 MB Eindhoven, The Netherlands
- Eindhoven University of Technology (NL)
- Corresponding author
- Rocha, Marisa A.A.
- Kroon, Maaike C.
- Venue
- Green Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2015
- Volume
- 17
- Issue
- 9
- Pages
- 4518-4521
- ISSN
- 1463-9262 (ISSN-L)
- 1463-9270
- OpenAlex
- W1922564622
- Cited by
- 987
- References
- 24
- Citations by year
- 2026: 113 · 2025: 155 · 2024: 128 · 2023: 130 · 2022: 107 · 2021: 110 · 2020: 86 · 2019: 68 · 2018: 47 · 2017: 28 · 2016: 13 · 2015: 2
- FWCI
- 10.13
- Type
- journal article
- Language
- en
- Open access
- green
- research.tue.nl
- Licence
- Locations
- Green Chemistry (publishedVersion)
- TU/e Research Portal (submittedVersion, other-oa)
- TU/e Research Portal (submittedVersion)
- Funders
- Technische Universiteit Eindhoven
- Nederlandse Organisatie voor Wetenschappelijk Onderzoek
- Teknologian Tutkimuskeskus VTT
- Stichting voor de Technische Wetenschappen
- Topics
- Physical Sciences › Chemical Engineering › Catalysis › Ionic liquids properties and applications
- Physical Sciences › Chemical Engineering › Filtration and Separation › Chemical and Physical Properties in Aqueous Solutions
- Physical Sciences › Engineering › Mechanical Engineering › Extraction and Separation Processes
- Keywords
- deep eutectic solvents, hydrophobic solvents, capric acid, quaternary ammonium compounds, solvent extraction, green solvents
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