scholarly journals Structure and Hydrogen Bonds of Hydrophobic Deep Eutectic Solvent-Aqueous Liquid-Liquid Interfaces

2021 ◽  
Author(s):  
Usman Abbas ◽  
Qi Qiao ◽  
Manh Tien Nguyen ◽  
Jian Shi ◽  
Qing Shao
Keyword(s):  
Dipole Moment ◽  
Hydrogen Bonds ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Decanoic Acid ◽  
Structural Features ◽  
Liquid Interface ◽  
Organic Substrates ◽  
Liquid Interfaces ◽  
Extraction Ability

Hydrophobic deep eutectic solvents (DESs) emerge as candidates to extract organic substrates from aqueous solutions. The DES-aqueous liquid-liquid interface plays a vital role in the extraction ability of hydrophobic DES because the non-bulk structure of molecules at the interface could cause thermodynamic and kinetic barriers. One question is how the DES compositions affect the structural features of the DES-aqueous liquid-liquid interface. We investigate the density profile, dipole moment and hydrogen bonds of eight hydrophobic DES-aqueous liquid-liquid interfaces using molecular dynamics simulations. The eight DESs are composed of four organic compounds: decanoic acid, menthol, thymol, and lidocaine. The simulation results show the variations of dipole moment and hydrogen bond structure and dynamics at the liquid-liquid interfaces. Such variations could influence the extraction ability of DES through adjusting the partition and kinetics of organic substrates in the DES-aqueous biphasic systems.

scholarly journals Structure and Hydrogen Bonds of Hydrophobic Deep Eutectic Solvent‐Aqueous Liquid‐Liquid Interfaces

AIChE Journal ◽  
2021 ◽  
Author(s):  
Usman L. Abbas ◽  
Qi Qiao ◽  
Manh Tien Nguyen ◽  
Jian Shi ◽  
Qing Shao
Keyword(s):  
Hydrogen Bonds ◽  
Deep Eutectic Solvent ◽  
Liquid Interfaces

scholarly journals Enzymatic Synthesis of Glucose Monodecanoate in a Hydrophobic Deep Eutectic Solvent

2020 ◽  
Vol 21 (12) ◽  
pp. 4342 ◽  
Author(s):  
Rebecca Hollenbach ◽  
Katrin Ochsenreither ◽  
Christoph Syldatk
Keyword(s):  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Decanoic Acid ◽  
Significant Loss ◽  
Esterification Reaction ◽  
Initial Reaction ◽  
Reaction Velocity ◽  
Glycolipid Synthesis ◽  
Reaction Media ◽  
First Time

Environmentally friendly and biodegradable reaction media are an important part of a sustainable glycolipid production in the transition to green chemistry. Deep eutectic solvents (DESs) are an ecofriendly alternative to organic solvents. So far, only hydrophilic DESs were considered for enzymatic glycolipid synthesis. In this study, a hydrophobic DES consisting of (-)-menthol and decanoic acid is presented for the first time as an alternative to hydrophilic DES. The yields in the newly introduced hydrophobic DES are significantly higher than in hydrophilic DESs. Different reaction parameters were investigated to optimize the synthesis further. Twenty milligrams per milliliter iCalB and 0.5 M glucose resulted in the highest initial reaction velocity for the esterification reaction, while the highest initial reaction velocity was achieved with 1.5 M glucose in the transesterification reaction. The enzyme was proven to be reusable for at least five cycles without significant loss of activity.

scholarly journals The Entropy of Deep Eutectic Solvent Formation

Entropy ◽  
2018 ◽  
Vol 20 (7) ◽  
pp. 524 ◽  
Author(s):  
Yizhak Marcus
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Freezing Point ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Mutual Relationship ◽  
Hydrogen Bond Acceptor ◽  
Solvent Formation ◽  
Liquid Binary Mixtures

The standard entropies S298°E of deep eutectic solvents (DESs), which are liquid binary mixtures of a hydrogen bond acceptor component and a hydrogen bod donor one, are calculated from their molecular volumes, derived from their densities or crystal structures. These values are compared with those of the components—pro-rated according to the DES composition—to obtain the standard entropies of DES formation ΔfS. These quantities are positive, due to the increased number and kinds of hydrogen bonds present in the DESs relative to those in the components. The ΔfS values are also compared with the freezing point depressions of the DESs ΔfusT/K, but no general conclusions on their mutual relationship could be drawn.

scholarly journals Molecular Dynamics Simulations of Heterogeneous Hydrogen Bond Environment in Hydrophobic Deep Eutectic Solvents

2021 ◽  
Author(s):  
Usman Abbas ◽  
Manh Tien Nguyen ◽  
Qi Qiao ◽  
Jian Shi ◽  
Qing Shao
Keyword(s):  
Molecular Dynamics ◽  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Molecular Dynamics Simulations ◽  
High Performance ◽  
Deep Eutectic Solvents ◽  
Decanoic Acid ◽  
Hydrogen Bond Strength ◽  
Multiple Hydrogen Bond ◽  
Dynamics Simulations

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. An understanding of this heterogeneous hydrogen bond environment can be used to 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-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.

Probing the Structural Features and the Micro-heterogeneity of Various Deep Eutectic Solvents and their Water Dilutions by the Photophysical Behaviour of Two Fluorophores

2020 ◽  
Author(s):  
Matteo Tiecco ◽  
Irene Di Guida ◽  
Pier Luigi Gentili ◽  
Raimondo Germani ◽  
Carmela Bonaccorso ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Transient Absorption ◽  
Photophysical Properties ◽  
Deep Eutectic Solvents ◽  
Structural Features ◽  
Solvation Dynamics ◽  
Structured Systems ◽  
Reduced Viscosity ◽  
Bond Network ◽  
Fluorescent Molecules

<div><div><div><p>The structural features of a series of diverse Deep Eutectic Solvents (DESs) have been investigated and characterized by means of two fluorescent probes. The spectral and photophysical properties of the latter are strictly dependent on the experienced environment, so that they can provide insights into the polarity, viscosity, hydrogen-bond network, and micro-heterogeneity of the various DESs.</p><p>In fact, the investigated DESs exhibit a variety of properties with regards to their hydrophilicity, acidity, and hydrogen-bond ability, and these details were deeply probed by the two fluorescent molecules. The effect of the addition of water, which is a key strategy for tuning the properties of these structured systems, was also tested. In particular, the excited state dynamics of the probes, measured by femtosecond-resolved transient absorption, proved instrumental in understanding the changes in the structural properties of the DESs, namely reduced viscosity and enhanced heterogeneity, as the water percentage increases. Differences between the various DESs in terms of both local microheterogeneity and bulk viscosity also emerged from the peculiar multi-exponential solvation dynamics undergone by the excited states of the probes.</p></div></div></div>

Probing the Structural Features and the Micro-heterogeneity of Various Deep Eutectic Solvents and their Water Dilutions by the Photophysical Behaviour of Two Fluorophores

2020 ◽  
Author(s):  
Matteo Tiecco ◽  
Irene Di Guida ◽  
Pier Luigi Gentili ◽  
Raimondo Germani ◽  
Carmela Bonaccorso ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Transient Absorption ◽  
Photophysical Properties ◽  
Deep Eutectic Solvents ◽  
Structural Features ◽  
Solvation Dynamics ◽  
Structured Systems ◽  
Reduced Viscosity ◽  
Bond Network ◽  
Fluorescent Molecules

<div><div><div><p>The structural features of a series of diverse Deep Eutectic Solvents (DESs) have been investigated and characterized by means of two fluorescent probes. The spectral and photophysical properties of the latter are strictly dependent on the experienced environment, so that they can provide insights into the polarity, viscosity, hydrogen-bond network, and micro-heterogeneity of the various DESs.</p><p>In fact, the investigated DESs exhibit a variety of properties with regards to their hydrophilicity, acidity, and hydrogen-bond ability, and these details were deeply probed by the two fluorescent molecules. The effect of the addition of water, which is a key strategy for tuning the properties of these structured systems, was also tested. In particular, the excited state dynamics of the probes, measured by femtosecond-resolved transient absorption, proved instrumental in understanding the changes in the structural properties of the DESs, namely reduced viscosity and enhanced heterogeneity, as the water percentage increases. Differences between the various DESs in terms of both local microheterogeneity and bulk viscosity also emerged from the peculiar multi-exponential solvation dynamics undergone by the excited states of the probes.</p></div></div></div>

Toxico-metabolomics study of a deep eutectic solvent comprising choline chloride and urea suggests in vivo toxicity involving oxidative stress and ammonia stress

2021 ◽  
Vol 23 (3) ◽  
pp. 1300-1311 ◽  
Author(s):  
Dasom Jung ◽  
Jae Back Jung ◽  
Seulgi Kang ◽  
Ke Li ◽  
Inseon Hwang ◽  
...  
Keyword(s):  
Oxidative Stress ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
In Vivo Toxicity ◽  
Metabolomics Study ◽  
Ammonia Stress

The in vitro and in vivo studies suggest that choline chloride-based deep eutectic solvents may not be considered as pure, safe mixtures even if they consist of safe compounds.

scholarly journals Deep Eutectic Solvents Based Choline Chloride for Enzymatic Biodiesel Production from Degumming Palm Oil

2020 ◽  
Vol 32 (4) ◽  
pp. 733-738 ◽  
Author(s):  
R. Manurung ◽  
Taslim ◽  
A.G.A. Siregar
Keyword(s):  
Palm Oil ◽  
Raw Materials ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Biodiesel Production ◽  
Chloride Salt ◽  
Enzymatic Reactions ◽  
Potential Applications ◽  
Palm Oil Biodiesel

Deep eutectic solvents (DESs) have numerous potential applications as cosolvents. In this study, use of DES as organic solvents for enzymatic biodiesel production from degumming palm oil (DPO) was investigated. Deep eutectic solvent was synthesized using choline chloride salt (ChCl) compounds with glycerol and 1,2-propanediol. Deep eutectic solvent was characterized by viscosity, density, pH and freezing values, which were tested for effectiveness by enzymatic reactions for the production of palm biodiesel with raw materials DPO. Deep eutectic solvent of ChCl and glycerol produced the highest biodiesel yield (98.98%); weight of DES was only 0.5 % of that of the oil. In addition, the use of DES maintained the activity and stability of novozym enzymes, which was assessed as the yield until the 6th usage, which was 95.07 % biodiesel yield compared with the yield without using DES. Hence, using DES, glycerol in enzymatic biodiesel production had high potentiality as an organic solvent for palm oil biodiesel production

scholarly journals Deep Eutectic Solvents for the Valorisation of Lignocellulosic Biomasses towards Fine Chemicals

Biomass ◽  
2021 ◽  
Vol 1 (1) ◽  
pp. 29-59
Author(s):  
Enrico Scelsi ◽  
Antonella Angelini ◽  
Carlo Pastore
Keyword(s):  
Environmental Impact ◽  
Lignocellulosic Biomass ◽  
Deep Eutectic Solvent ◽  
Modern Society ◽  
Deep Eutectic Solvents ◽  
Critical Discussion ◽  
Fine Chemicals ◽  
Enzymatic Transformation ◽  
Alternative Sources ◽  
Industrial Level

The growing demand for energy and materials in modern society pushes scientific research to finding new alternative sources to traditional fossil feedstocks. The exploitation of biomass promises to be among the viable alternatives with a lower environmental impact. Making biomass exploitation technologies applicable at an industrial level represents one of the main goals for our society. In this work, the most recent scientific studies concerning the enhancement of lignocellulosic biomasses through the use of deep eutectic solvent (DES) systems have been examined and reported. DESs have an excellent potential for the fractionation of lignocellulosic biomass: the high H-bond capacity and polarity allow the lignin to be deconvolved, making it easier to break down the lignocellulosic complex, producing a free crystallite of cellulose capable of being exploited and valorised. DESs offer valid alternatives of using the potential of lignin (producing aromatics), hemicellulose (achieving furfural) and cellulose (delivering freely degradable substrates through enzymatic transformation into glucose). In this review, the mechanism of DES in the fractionation of lignocellulosic biomass and the main possible uses for the valorisation of lignin, hemicellulose and cellulose were reported, with a critical discussion of the perspectives and limits for industrial application.

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