Low‐Transition‐Temperature Mixtures (LTTMs): A New Generation of Designer Solvents

Francisco, María; Bruinhorst, Adriaan van den; Kroon, Maaike C.

doi:10.1002/anie.201207548

Cited by 1,161 publications

(760 citation statements)

References 70 publications

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“…They may also be classified as designer solvents since their structures can be adjusted by selecting the hydrogen-bond donoreacceptor combinations, tailoring their phase behavior and physical properties [4]. Moreover, it was shown that addition of agents able to break the DES complex allows recrystallization and recovery of one or both of the initial components, since these remain in their molecular state upon melting [5,6]. DES exhibit a wide range of properties which make them an attractive family of solvents for different applications in catalysis, organic synthesis, dissolution and extraction processes, electrochemistry and material chemistry [2e5, 7,8].…”

Section: Introductionmentioning

confidence: 99%

Measurement and PC-SAFT modeling of solid-liquid equilibrium of deep eutectic solvents of quaternary ammonium chlorides and carboxylic acids

Pontes

Crespo

Martins

et al. 2017

Fluid Phase Equilibria

110

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a b s t r a c tIn this study the solid-liquid equilibria (SLE) of 15 binary mixtures composed of one of three different symmetrical quaternary ammonium chlorides and one of five different fatty acids were measured. The experimental data obtained showed extreme negative deviations to ideality causing large meltingtemperature depressions (up to 300 K) that are characteristic for deep eutectic systems. The experimental data revealed that cross-interactions between quaternary ammonium salt and fatty acid increase with increasing alkyl chain length of the quaternary ammonium chloride and with increasing chain length of the carboxylic acid. The pronounced decrease of melting temperatures in these deep eutectic systems is mainly caused by strong hydrogen-bonding interactions, and thermodynamic modeling required an approach that takes hydrogen bonding into account. Thus, the measured phase diagrams were modeled with perturbed-chain statistical associating fluid theory based on the classical molecular homonuclear approach. The model showed very good agreement with the experimental data using a semi-predictive modeling approach, in which binary interaction parameters between quaternary ammonium chloride and carboxylic acid correlated with chain length of the components. This supports the experimental findings on the phase behavior and interactions present in these systems and it allows estimating eutectic points of such highly non-ideal mixtures.

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Section: Introductionmentioning

confidence: 99%

Measurement and PC-SAFT modeling of solid-liquid equilibrium of deep eutectic solvents of quaternary ammonium chlorides and carboxylic acids

Pontes

Crespo

Martins

et al. 2017

Fluid Phase Equilibria

110

View full text Add to dashboard Cite

show abstract

“…[1,2,3,4,5] Historically, researches about DESs are related to the Ionic liquids (ILs) that are organic salts with a low melting point (<100°C) combining an organic cation with an organic or inorganic anion. [6,7,8,9,10] DESs and ILs have both attractive physical properties: they are non-volatile, non-flammable and their solvent properties could be tailored by designed functions, therefore the considered applications of DESs or ionic liquids are often similar.…”

Section: Introductionmentioning

confidence: 99%

“…Abbott et al have reported the first associations between choline chloride and natural compounds such as urea in 2003. [3] A C C E P T E D M A N U S C R I P T 2 Associations in DESs could involve different interactions such as hydrogen bonds between a hydrogen-bonding donor (HBD) and a hydrogen-bonding acceptor (HBA). The choice of the components to form a DES is thus immense as DES could associate one to several compounds in different proportions.…”

Section: Introductionmentioning

confidence: 99%

Diffusion of redox active molecules in deep eutectic solvents

Fryars

Limanton

Gauffre

et al. 2018

Journal of Electroanalytical Chemistry

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Classical electrochemical approaches were evaluated for investigating the basic properties of deep eutectic solvents (DES) with a special focus on the mass transport phenomena and diffusion of charged species in DES. Three classical DES were considered: Reline, Ethaline and cholinechloride-lactic acid mixture. Cyclic voltammetries of the ferrocene oxidation and of the ferricyanide reduction, respectively with charge 0 and -3, exhibit well-defined responses in these media. For all considered DES and redox molecules, diffusion processes govern the masstransport of the redox molecules from the solution to the electrode. Derived diffusion coefficients were extracted and found to present some inconstancies with the classical StokesEinstein law for homogeneous media. The diffusion coefficients were found to be almost unaffected by the charge present on the diffusing molecules contrarily to observations made for ionic liquids.

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“…In 2003, Abbott et al presented a new class of solvents-deep-eutectic solvents (DES). A DES is a mixture of two or more compounds with a melting point lower than its individual components that includes both a quaternary ammonium salt as a hydrogen bond acceptor (HBA) and a hydrogen bond donor (HBD) that associate with each other by hydrogen bonding (Abbott et al 2003;Francisco et al 2013, Shishov et al 2017. Recently, Dai et al (2013) reported the preparation of several DES reagents of natural origin termed natural (Dai et al 2013;Choi et al 2011).…”

Section: Introductionmentioning

confidence: 99%

Development of a Method Based on Natural Deep Eutectic Solvents for Extraction of Flavonoids from Food Samples

2017

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Natural deep eutectic solvents (NADES) are promising green solvents for the extraction of compounds from natural products. This is the first study to use a sample preparation method based on NADES for the extraction of flavonoids (rutin, hesperidin, neohesperidin, naringenin, naringin, quercetin, hesperetin, and chrysin) from fruits, vegetables, and spices. In total, 17 types of NADES based on choline chloride, acetylcholine chloride, choline tartrate, betaine, and carnitine with different compositions were tailored to test their extraction efficiency. Operational conditions such as water content in NADES and liquid/solid ratios were also studied. A response surface methodology was used for multivariate optimization of some extraction parameters. Efficient recovery of extracted flavonoids (higher than 70%) was achieved using a 30% water solution of acetylcholine chloride/lactic acid ratio (2:1) as an extraction solvent. Other conditions for SLE-NADES were as follows: liquid/solid ratio 3:1, extraction temperature 60°C, extraction time 30 min, and stirring speed 1400 rpm. Each extract was analyzed by UHPLC with UVand MS/ MS detection. The developed method was applied for analysis of flavonoids in fruits (cranberry, fruits of Lycium barbarum L., grape, plum, and orange peel), vegetables (onion and broccoli), and spices (mustard, rosemary, and black pepper).

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Low‐Transition‐Temperature Mixtures (LTTMs): A New Generation of Designer Solvents

Cited by 1,161 publications

References 70 publications

Measurement and PC-SAFT modeling of solid-liquid equilibrium of deep eutectic solvents of quaternary ammonium chlorides and carboxylic acids

Measurement and PC-SAFT modeling of solid-liquid equilibrium of deep eutectic solvents of quaternary ammonium chlorides and carboxylic acids

Diffusion of redox active molecules in deep eutectic solvents

Development of a Method Based on Natural Deep Eutectic Solvents for Extraction of Flavonoids from Food Samples

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