Glucose-based deep eutectic solvents: Physical properties

Hayyan, Adeeb; Mjalli, Farouq S.; AlNashef, Inas M.; Al-Wahaibi, Yahya; Al-Wahaibi, Talal; Hashim, Mohd Ali

doi:10.1016/j.molliq.2012.11.025

Cited by 300 publications

(155 citation statements)

References 17 publications

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“…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]. The [Ch]Cl:urea mixture (1:2 mol), for example, was used in the Perkin condensation of cinnamic acid [9], reduction of epoxides [10] or in an electrophilic substitution of quinone derivatives [11].…”

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

109

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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

109

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“…Likewise, the density of DES from choline chloride-diacid mixture decreases with increasing chain length (oxalic acid > malonic acid > glutaric acid) at a molar ratio of salt to acid of 1:1 [16]. The molecular characteristics of the HBD and the mole ratio of salt to HBD have a large effect on the density of DES [9]. According to the hole theory (hard sphere model), the density of DES is affected by free volume [14].…”

Section: Resultsmentioning

confidence: 99%

“…For instance, the density of choline chloride-fructose based DES, and choline chloride-glucose based DES tend to decrease with increase in concentration of salt in the mixture (in the range of choline chloride to sugar molar ratio of 1:1 to 2.5:1). At the same temperature and molar ratio of salt to sugar, the densities of choline chloride-fructose based DES are higher than choline chloride-glucose based DES [8,9]. Zahrina, et al [10] reported that the mixture of betaine monohydrate and organic acid (propionic or acetic acid) form eutectic at a mole ratio of 1:2.…”

Section: Introductionmentioning

confidence: 99%

Physicochemical properties of betaine monohydrate-carboxylic acid mixtures

Zahrina

Nasikin

Mulia

2018

IOP Conf. Ser.: Mater. Sci. Eng.

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“…Hayyan et al [25] studied choline chloride (2-hydroxyethyl-trimethylammonium)-based DESs with D-glucose in different molar ratios (1:1; 1.5:1; 2:1; 2.5:1; 1:1.5; 1:2; 1:2.5) and concluded that these DESs at different ratios were colourless even after heating at high temperature (358.15 K), which indicated that caramelization reactions did not occur at this temperature. All densities of ChCl-D-glucose DESs were above 1200.00 kg·m -3 , and these values were between the room temperature densities of pure ChCl (1185.60 kg·m [29].…”

Section: Resultsmentioning

confidence: 99%

“…Also, viscous solvents need to be preheated before processing and require more pumping energy [35]. Hayyan et al [25] reported that, at room temperature ChCl-D-glucose DES (molar ratio 2.5:1) had the highest viscosity value of 10. [26].…”

Section: Resultsmentioning

confidence: 99%

Citric acid-based deep eutectic solvents: Physical properties and their use as cosolvents in sulphuric acid-catalysed ethanolysis of oleic acid

Troter¹,

Zlatkovic²,

Djokic-Stojanovic³

et al. 2016

Adv techn

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Deep eutectic solvents (DESs) are noted to be green ionic liquid (IL) analogues, and their many favourable properties made them interesting for the scientific community. In this study, two novel DESs of citric acid with the monosaccharides D-glucose or D-fructose (1:1 molar ratio) were prepared and characterized. At the atmospheric pressure, the density, the dynamic viscosity, and the electrical conductivity of these eutectic solvents were measured and analysed as the function of temperature in the practical temperature range of 293.15-363.15 K. Arrhenius theory was employed for understanding the transport phenomena in these DESs. By using the experimental data, some important properties were calculated such as molecular volume, lattice energy, heat capacity, molar Gibbs energy, enthalpy and entropy of activation of viscous flow for the synthesized DESs. The fractional Walden rule was employed to establish the relationship between molar conductivity and viscosity, which proved an excellent linear behaviour.Finally, these DESs were tested as cosolvents in oleic acid (oA) ethanolysis. The investigated DESs possess many desirable properties, such as low vapour pressure, inflammability, biodegradability, and can be obtained from available renewable resources. These DESs showed to have the potential to be utilized for several industrial applications, like processing and separation of food constituents, pharmaceutical applications, and mediums for chemical reactions.

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Glucose-based deep eutectic solvents: Physical properties

Cited by 300 publications

References 17 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

Physicochemical properties of betaine monohydrate-carboxylic acid mixtures

Citric acid-based deep eutectic solvents: Physical properties and their use as cosolvents in sulphuric acid-catalysed ethanolysis of oleic acid

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