Features of solvation of phenolic acids in supercritical carbon dioxide modified by methanol and acetone

Гурина, Д. Л.; Одинцова, Е. Г.; Golubev, Vasiliy A.; Антипова, М. Л.; Петренко, В. Е.

doi:10.1016/j.supflu.2017.01.012

Cited by 16 publications

(6 citation statements)

References 44 publications

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“…This assumption is now confirmed, according to the findings of the present study. Note also that previous studies in the literature have also found that the solubility of phenolic acids in supercritical carbon dioxide modified by methanol and acetone was increased due to the formation of hydrogen bonds between the solute and the cosolvent molecules. This behavior has also been observed for the solvation of acetylsalicylic acid and benzoic acid in supercritical carbon dioxide modified by polar cosolvents such as methanol, ethanol, and acetone. , All of these findings further confirm the above-mentioned proposed mechanism.…”

Section: Resultsmentioning

confidence: 57%

The Polar Cosolvent Effect on Caffeine Solvation in Supercritical CO₂–Ethanol Mixtures: A Molecular Modeling Approach

Skarmoutsos

Petsalakis

Samios

2021

Ind. Eng. Chem. Res.

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The effect of the addition of a small amount of ethanol cosolvent in supercritical CO2 on the solvation structure and dynamics of caffeine in a mixed supercritical solvent has been investigated using a systematic multiscale molecular modeling approach. An effective interaction potential model has been employed for caffeine, using the intramolecular geometry and charge distribution from quantum chemical calculations performed in the present treatment and adopting well-established Lennard-Jones parameters from the literature. The solvation structure and related dynamics have been further investigated by means of classical molecular dynamics simulations. The results obtained have revealed an enhancement of the local mole fraction of ethanol around caffeine due to the formation of hydrogen bonds between caffeine and its nearest ethanol molecules. This effect becomes less pronounced as the pressure of the system increases due to the denser packing of CO2 molecules in the first solvation shell of caffeine. The reorientational dynamics of caffeine is controlled by the intermittent hydrogen-bond dynamics, and its translational diffusion has been found to be significantly lower in comparison with the values obtained for ethanol and CO2. The pressure effects on the self-diffusion have also been found to be more pronounced in the cases of CO2 and EtOH in comparison with caffeine. The findings of the present study confirm a previous hypothesis in the literature, according to which polar solutes approach the polar domains formed by the alcohol aggregates and become more easily dissolved in the mixed CO2–ethanol solvent than in pure supercritical CO2.

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Section: Resultsmentioning

confidence: 57%

The Polar Cosolvent Effect on Caffeine Solvation in Supercritical CO₂–Ethanol Mixtures: A Molecular Modeling Approach

Skarmoutsos

Petsalakis

Samios

2021

Ind. Eng. Chem. Res.

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“…For scCO 2 , organic cosolvents are usually required to increase the solubility of solid reagents and products, as the polarity of pure scCO 2 is very low . Computational studies suggest that the formation of hydrogen bonds between solutes and cosolvents plays an important role in the solvation process. , Furthermore, additives known as “CO 2 -philes” have been developed, which can increase the solubility of insoluble materials by acting as chelating agents or ligands. CO 2 -philes are fluorocarbons, siloxanes, and polyether-carbonate copolymers, but they can also be based on natural materials such as sugars and proteins.…”

Section: Co2 Tunable Solventsmentioning

confidence: 99%

Green and Sustainable Solvents in Chemical Processes

et al. 2018

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Sustainable solvents are a topic of growing interest in both the research community and the chemical industry due to a growing awareness of the impact of solvents on pollution, energy usage, and contributions to air quality and climate change. Solvent losses represent a major portion of organic pollution, and solvent removal represents a large proportion of process energy consumption. To counter these issues, a range of greener or more sustainable solvents have been proposed and developed over the past three decades. Much of the focus has been on the environmental credentials of the solvent itself, although how a substance is deployed is as important to sustainability as what it is made from. In this Review, we consider several aspects of the most prominent sustainable organic solvents in use today, ionic liquids, deep eutectic solvents, supercritical fluids, switchable solvents, liquid polymers, and renewable solvents. We examine not only the performance of each class of solvent within the context of the reactions or extractions for which it is employed, but also give consideration to the wider context of the process and system within which the solvent is deployed. A wide range of technical, economic, and environmental factors are considered, giving a more complete picture of the current status of sustainable solvent research and development.

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“…The mixing of CO 2 with EtOH increases the solvent polarity and improves phenolics solubility through solute-cosolvent hydrogen bonds [35]. Nonetheless, that mixture was not polar enough to extract phenolics as efficiently as pure ethanol for which an increase of 10fold was obtained for the yield.…”

Section: Extract Characterizationmentioning

confidence: 99%

Extraction of phenolics from pomegranate residues: Selectivity induced by the methods

Harscoat–Schiavo

Khoualdia

Savoire

et al. 2021

The Journal of Supercritical Fluids

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Features of solvation of phenolic acids in supercritical carbon dioxide modified by methanol and acetone

Cited by 16 publications

References 44 publications

The Polar Cosolvent Effect on Caffeine Solvation in Supercritical CO₂–Ethanol Mixtures: A Molecular Modeling Approach

The Polar Cosolvent Effect on Caffeine Solvation in Supercritical CO₂–Ethanol Mixtures: A Molecular Modeling Approach

Green and Sustainable Solvents in Chemical Processes

Extraction of phenolics from pomegranate residues: Selectivity induced by the methods

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Features of solvation of phenolic acids in supercritical carbon dioxide modified by methanol and acetone

Cited by 16 publications

References 44 publications

The Polar Cosolvent Effect on Caffeine Solvation in Supercritical CO2–Ethanol Mixtures: A Molecular Modeling Approach

The Polar Cosolvent Effect on Caffeine Solvation in Supercritical CO2–Ethanol Mixtures: A Molecular Modeling Approach

Green and Sustainable Solvents in Chemical Processes

Extraction of phenolics from pomegranate residues: Selectivity induced by the methods

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Product

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The Polar Cosolvent Effect on Caffeine Solvation in Supercritical CO₂–Ethanol Mixtures: A Molecular Modeling Approach

The Polar Cosolvent Effect on Caffeine Solvation in Supercritical CO₂–Ethanol Mixtures: A Molecular Modeling Approach