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"Solvents"
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Insight into Indole Derivatives by Experimental and Theoretical Methods
Solvent effect on fluorescence and absorption spectra of fluorescent Indole derivative viz, 5-chloro-3-phenyl-1H-indole-2-carbohydrazide (CPIC) has been studied in different solvents at room temperature. The shifts in the position, intensities and shapes of the absorption and fluorescence bands have been observed. The ground and excited state dipole moment of the fluorescent molecule have been calculated from the Solvatochromic shift method. The excited-state dipole moments were estimated from Lippert, Bakhshiev and Kawski–Chamma–Viallet equations by using the variation of the Stokes’ shift with the solvent dielectric constant and refractive index. The Reichardt‘s microscopic solvent polarity parameter has been used to calculate change in dipole moment. It was found that the excited-state dipole moments were higher than those of the ground-state dipole moment. The large value of dipole moment in the excited state is due to more polar nature. The HOMO-LUMO energy gap and MEP map estimated theoretically by using B3LYP/6-31+G (d, p) basis set of Gaussian 16 program.
Journal Article
Review of Alternative Solvents for Green Extraction of Food and Natural Products: Panorama, Principles, Applications and Prospects
In recent years, almost all extraction processes in the perfume, cosmetic, pharmaceutical, food ingredients, nutraceuticals, biofuel and fine chemical industries rely massively on solvents, the majority of which have petroleum origins. The intricate processing steps involved in the industrial extraction cycle makes it increasingly difficult to predict the overall environmental impact; despite the tremendous energy consumption and the substantial usage of solvents, often the yields are indicated in decimals. The ideal alternative solvents suitable for green extraction should have high solvency, high flash points with low toxicity and low environmental impacts, be easily biodegradable, obtained from renewable (non-petrochemical) resources at a reasonable price and should be easy to recycle without any deleterious effect to the environment. Finding the perfect solvent that meets all the aforementioned requirements is a challenging task, thus the decision for the optimum solvent will always be a compromise depending on the process, the plant and the target molecules. The objective of this comprehensive review is to furnish a vivid picture of current knowledge on alternative, green solvents used in laboratories and industries alike for the extraction of natural products focusing on original methods, innovation, protocols, and development of safe products.
Journal Article
Utilization of green organic solvents in solvent extraction and liquid membrane for sustainable wastewater treatment and resource recovery—a review
Water pollution and depletion of natural resources have motivated the utilization of green organic solvents in solvent extraction (SX) and liquid membrane (LM) for sustainable wastewater treatment and resource recovery. SX is an old and established separation method, while LM, which combines both the solute removal and recovery processes of SX in a single unit, is a revolutionary separation technology. The organic solvents used for solute removal in SX and LM can be categorized into sole conventional, mixed conventional-green, and sole green organic solvents, whereas the stripping agents used for solute recovery include acids, bases, metal salts, and water. This review revealed that the performance of greener organic solvents (mixed conventional-green and sole green organic solvents) was on par with the sole conventional organic solvents. However, some green organic solvents may threaten food security, while others could be pricey. The distinctive extraction theories of various sole green organic solvents (free fatty acid-rich oils, triglyceride-rich oils, and deep eutectic solvents) affect their application suitability for a specific type of wastewater. Organic liquid wastes are among the optimal green organic solvents for SX and LM in consideration of their triple environmental, economic, and performance benefits.
Journal Article
Deep Eutectic Solvents as Efficient Solvents in Biocatalysis
‘Ideal’ solvents in biocatalysis have to fulfill a large number of requirements, such as high substrate solubility, high enzyme activity and stability, and positive effects on reaction equilibrium. In the past decades, many enzymatic synthesis routes in water-based and nonaqueous (organic solvents, ionic or supercritical fluids) reaction media have been developed. However, no solvent meets every demand for different reaction types at the same time, and there is still a need for novel solvents suited for different reaction types and applications. Deep eutectic solvents (DESs) have recently been evaluated as solvents in different biocatalytic reactions. They can improve substrate supply, conversion, and stability. The best results were obtained when the DES is formed by the substrates of an enzymatic reaction.
A wide range of inexpensive renewables can be used as components of deep eutectic solvents; therefore, the solvents are often biodegradable, nontoxic, nonvolatile, and nonflammable.
A broad range of enzymatic and chemo-enzymatic synthesis reactions can be performed in deep eutectic solvents. Most of the reactions, covering transesterifications, epoxidations, and C–C bond formations, are catalyzed by lipases.
Deep eutectic solvents can be used to enable new biocatalytic synthesis routes that cannot be realized in conventional reaction media (i.e., aqueous buffers).
Components of deep eutectic solvents can be used as substrate and solvent at the same time; this virtually solvent-free approach enables processes with high substrate conversion and high atom efficiency.
Journal Article
Optimization of Extraction of Phlorotannins from the Arctic Fucus vesiculosus Using Natural Deep Eutectic Solvents and Their HPLC Profiling with Tandem High-Resolution Mass Spectrometry
Phlorotannins are secondary metabolites produced mainly by brown seaweeds (Phaeophyceae) and belong to the class of polyphenolic compounds with diverse bioactivities. The key factors in the extraction of polyphenols are the selection of a suitable solvent, method of extraction and selection of optimal conditions. Ultrasonic-assisted extraction (UAE) is one of the advanced energy-saving methods suitable for the extraction of labile compounds. Methanol, acetone, ethanol and ethyl acetate are the most commonly used solvents for polyphenol extraction. As alternatives to toxic organic solvents, a new class of green solvents, natural deep eutectic solvents (NADES), has been proposed for the efficient extraction of a wide range of natural compounds including polyphenols. Several NADES were screened previously for the extraction of phlorotannins; however, the extraction conditions were not optimized and chemical profiling of NADES extract was not performed. The purpose of this work was to study the effect of selected extraction parameters on the phlorotannin content in NADES extract from Fucus vesiculosus, optimization of extraction conditions and chemical profiling of phlorotannins in the NADES extract. A fast and green NADES-UAE procedure was developed for the extraction of phlorotannins. Optimization was performed through an experimental design and showed that NADES (lactic acid:choline chloride; 3:1) provides a high yield (137.3 mg phloroglucinol equivalents per g dry weight of algae) of phlorotannins under the following extraction conditions: extraction time 23 min, 30.0% water concentration and 1:12 sample to solvent ratio. The antioxidant activity of the optimized NADES extract was equal to that of EtOH extract. In total, 32 phlorotannins have been identified (one trimer, two tetramers, six pentamers, four hexamers, six heptamers, six octamers and seven nonamers) in NADES extracts from arctic F. vesiculosus using the HPLC-HRMS and MS/MS technique. It was noted that all the above-mentioned phlorotannins were identified in both EtOH and NADES extracts. Our results suggest that NADES could be considered as an alternative to the conventional techniques for the effective extraction of phlorotannins from F. vesiculosus with high antioxidant potential.
Journal Article
Opportunities for Bio-Based Solvents Created as Petrochemical and Fuel Products Transition towards Renewable Resources
The global bio-based chemical market is growing in size and importance. Bio-based solvents such as glycerol and 2-methyltetrahydrofuran are often discussed as important introductions to the conventional repertoire of solvents. However adoption of new innovations by industry is typically slow. Therefore it might be anticipated that neoteric solvent systems (e.g., ionic liquids) will remain niche, while renewable routes to historically established solvents will continue to grow in importance. This review discusses bio-based solvents from the perspective of their production, identifying suitable feedstocks, platform molecules, and relevant product streams for the sustainable manufacturing of conventional solvents.
Journal Article
Basics and properties of deep eutectic solvents: a review
Deep eutectic solvents have emerged in green chemistry only seventeen years ago and yet resulted in a plethora of publications covering various research areas and diverse fields of application. Deep eutectic solvents appear as promising alternatives to conventional organic solvents due to their straightforward preparation using highly accessible and natural compounds. They display also high tunability. Here we present the classification and preparation methods of deep eutectic solvents. We detail their physicochemical properties such as phase behavior, density, viscosity, ionic conductivity, surface tension, and polarity. Properties are controlled by the choice of the forming compounds, molar ratio, temperature, and water content.
Journal Article
Physico-Chemical Characterization of Amino Acid-Based Deep Eutectic Solvents
Deep eutectic solvents are an exciting class of designer solvents that are increasingly gaining popularity. Deep eutectic solvents based on amino acids are particularly interesting for biomedical applications due to their potential low toxicity. However, very few have been reported to date, and only one of these has been comprehensively studied, made from a combination of proline and glycerol. Here, we report for the first time a systematic investigation into amino acid-based deep eutectic solvents, with a particular focus on the structural features of amino acids that promote eutectic formation and their influence on viscosity, refractive index, surface tension and thermal behavior. Of the 22 amino acids (and related compounds) examined, only 3 (lysine, arginine and, as previously reported, proline) formed stable homogenous liquids in combination with glycerol or ethylene glycol. For these mixtures, it was found that the second component (glycerol or ethylene glycol) had a much more significant influence on the physical properties than the identity of the amino acid. Most significantly, it was found that far fewer amino acids readily formed deep eutectic solvents than has been generally assumed. This is the first work to systematically characterize deep eutectic solvents based on amino acids and, as such, paves the way for future biomedical applications of these solvents.
Journal Article
Green Solvents for the Extraction of High Added-Value Compounds from Agri-food Waste
Large amounts of agri-food by-products, non-edible food, and waste are produced throughout the supply chain from the initial production to the final consumption stages. The valorization of this biomass to obtain high value-added compounds has been the focus of extensive research in the last decade. For this purpose, the use of green techniques is essential to reduce the negative impact on the health and the environment. In this review, we discuss the use of green solvents for the valorization of agri-food waste and by-products, and we consider their potential to replace conventional organic solvents in order to provide more environmentally friendly and sustainable processes. The use of supercritical fluids, neoteric (ionic liquids and deep eutectic solvents), bio-based, and supramolecular solvents is critically dicussed. Parameters affecting extraction efficiency are detailed for each type of solvent along with advantages and limitations for application at the industrial scale.
Journal Article