scholarly journals Synthesis of five propargylamines derivative via the multicomponent reaction catalyzed by a deep eutectic solvent

2020 ◽  
Vol 5 (1) ◽  
pp. first
Author(s):  
Hàng Thị Anh Hưng ◽  
Lý Đức Phát ◽  
Phuong Hoang Tran
Keyword(s):  
Ethylene Glycol ◽  
High Efficiency ◽  
Biomass Conversion ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Industrial Applications ◽  
Three Component Reaction ◽  
New Generation ◽  
Reaction Processes

Deep eutectic solvents (DES), a new generation ionic liquids, are green reactive media in organic synthesis, electrochemical, and biomass conversion. In this paper, we have developed a deep eutectic solvent [ethylene glycol]4[ZnCl2], simply prepared from choline chloride with ethylene glycol and used as a catalyst for the three-component reaction to synthesize propargylamine from available substrates including piperidine, phenylacetylene and benzaldehyde derivatives. The reaction mixture was activated by magnetic stirring and the optimization of conditions was investigated including temperature, time, catalytic mass, substrate effect and recycled catalyst. At 80 ◦ C, we successfully synthesized 5 propargylamine derivatives over a period of 180 minutes with high efficiency and only used 2% moles of catalyst. Desired products are structurally identified by NMR and MS (nuclear magnetic resonance 1H, 13C NMR and gas chromatography coupled mass spectrometry GC-MS). The results showed that DES [ethylene glycol]4[ZnCl2] catalyzed the efficiency of this reaction and the ability to reuse many times with negligible reduction in activity. Research to expand the scope of the substrate (heterocyclic oxygen and nitrogen compounds) and reaction mechanism are underway in the laboratory. Simple, efficient reaction processes have been the potential for industrial applications.

scholarly journals Cross-dehydrogenative coupling reaction using copper oxide impregnated on magnetite in deep eutectic solvents

2016 ◽  
Vol 18 (3) ◽  
pp. 826-833 ◽  
Author(s):  
Xavier Marset ◽  
Juana M. Pérez ◽  
Diego J. Ramón
Keyword(s):  
Ethylene Glycol ◽  
Copper Oxide ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Coupling Reaction ◽  
Deep Eutectic Solvents ◽  
Dehydrogenative Coupling

The synthesis of different tetrahydroisoquinolines using choline chloride : ethylene glycol as a deep eutectic solvent (DES) and copper(ii) oxide impregnated on magnetite as a catalyst has been accomplished successfully.

scholarly journals Adsorption phenomena at the interface between mercury and solutions containing choline chloride, ethylene glycol and water

2021 ◽  
pp. 50-58
Author(s):  
F.I. Danilov ◽  
◽  
Y.D. Rublova ◽  
V.S. Protsenko ◽  
◽  
...  
Keyword(s):  
Free Energy ◽  
Ethylene Glycol ◽  
Choline Chloride ◽  
Specific Interaction ◽  
Mercury Electrode ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Charged Surface ◽  
Free Energies ◽  
Adsorption Phenomena

Adsorption of the components of deep eutectic solvent ethaline (ethylene glycol and choline chloride) on mercury electrode is investigated by electrocapillary measurements. It is determined that choline cations are mainly adsorbed on the negatively charged surface of mercury, while chloride anions are mainly adsorbed on the positively charged surface. The corresponding values of free energies of adsorption and interactions of adsorbate and solvent with metal are calculated and analyzed. An anomalous increase in both the apparent value of the adsorption at limiting coverage and the free energy of the interaction of the choline cation with mercury is observed in the transition from aqueous to ethylene glycol solutions, which is explained by the formation of complexes in a surface layer that exist in deep eutectic solvents and are capable of adsorbing on the electrode surface. The free energy of interaction with the mercury surface is higher than the energy of squeezing out from the volume of the solution onto its surface, which indicates the specific interaction of the adsorbate with mercury. A marked decrease in interfacial tension on both branches of the electrocapillary curve is observed when water is added to ethaline.

Application of deep eutectic solvents (DES) to the denitrification of transportation fuels : insights from experimental liquid-liquid phase equilibrium data

2018 ◽  
Author(s):  
◽  
Sanele Enough Msibi
Keyword(s):  
Ethylene Glycol ◽  
Fossil Fuels ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Distribution Coefficients ◽  
Liquid Equilibrium ◽  
Transportation Fuels ◽  
Basic Nitrogen ◽  
Equilibrium Data

Air pollution by combustion of fossil fuels is of global concern in this decade and beyond. The presence of nitrogen and sulphur impurities pose deleterious effects to refinery equipment, the environment, and human health. Therefore, many governments continue to impose stringent environmental regulations and standards on transportation fuels emissions. The current study evaluates alternate processing solutions to complement or replace the currently used processes to refine these impurities to meet the increasingly stringent fuel standards. This study evaluates the use of a class extractive solvents called Deep Eutectic Solvents (DES) for the removal of basic nitrogen impurities from refining streams by liquid-liquid extraction. This process is evinced as energy saving and environmentally friendly. The removal of pyridine and quinoline by the direct analytical method with choline chloride based deep eutectic solvent (DES) was studied. Liquid-liquid equilibrium measurements data were undertaken at 298.15 K and atmospheric pressure for n-heptane + pyridine/quinoline + [choline chloride + glycerol] DES and n-heptane + pyridine/quinoline + [choline chloride + ethylene glycol] DES systems. The obtained data were then regressed using the Non Random Two Liquid and Universal Quasi-Chemical models activity coefficient, and their mathematical reliability was validated using the Othmer Tobias and Hand correlations. A mixture of choline chloride and glycerol (DES1) showed greater extraction potential for basic nitrogen containing compounds compared to choline chloride and ethylene glycol with a distribution coefficient and selectivity of 22.7 and 2056 for pyridine, and 3.3 and 164.9 for quinoline respectively. The studied solvents showed comparability to organic and ionic liquids solvents in selectivity and distribution coefficients. The obtained liquid-liquid equilibrium data can be used in the design of a solvent extraction equipment, as phase diagrams plays an important role in separation process design.

scholarly journals Separation of iron(iii), zinc(ii) and lead(ii) from a choline chloride–ethylene glycol deep eutectic solvent by solvent extraction

RSC Advances ◽  
2020 ◽  
Vol 10 (55) ◽  
pp. 33161-33170 ◽  
Author(s):  
Stylianos Spathariotis ◽  
Nand Peeters ◽  
Karl S. Ryder ◽  
Andrew P. Abbott ◽  
Koen Binnemans ◽  
...  
Keyword(s):  
Solvent Extraction ◽  
Ethylene Glycol ◽  
Aqueous Phase ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents

Deep eutectic solvents (DESs) were used as alternatives to the aqueous phase in solvent extraction of iron(iii), zinc(ii) and lead(ii).

scholarly journals Fracto-eutectogels: SDS dendritic fractals via counterion condensation in a deep eutectic solvent

2021 ◽  
Author(s):  
Lauren Matthews ◽  
Silvia Ruscigno ◽  
Sarah E. Rogers ◽  
Paul Bartlett ◽  
Andrew Johnson ◽  
...  
Keyword(s):  
Self Assembly ◽  
Molecular Mechanisms ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Industrial Applications ◽  
Nonaqueous Solvent ◽  
Counterion Condensation

Glyceline, a deep eutectic solvent comprising glycerol and choline chloride, is a green nonaqueous solvent with potential industrial applications. Molecular mechanisms of surfactant self-assembly in deep eutectic solvents are expected...

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

Green Synthesis of 2-thioxothiazolidin-4-one Derivatives in Deep Eutectic Solvents via Knoevenagel Condensation

2022 ◽  
Vol 19 ◽  
Author(s):  
Melita Lončarić ◽  
MAJA MOLNAR
Keyword(s):  
Chemical Synthesis ◽  
Green Synthesis ◽  
Environmental Pollution ◽  
Knoevenagel Condensation ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Model Reaction ◽  
Methods And Techniques ◽  
New Generation ◽  
Toxic Organic Solvents

Abstract: Recently, more and more researchers are resorting to green methods and techniques to avoid environmental pollution. Accordingly, many researchers have been working on the development of new green synthetic procedures trying to avoid the use of toxic organic solvents. A sustainable concept of green and environmentally friendly solvents in chemical synthesis nowadays encompasses a relatively new generation of solvents called deep eutectic solvents (DESs). DESs often have a dual role in the synthesis, acting as both, solvents and catalysts. In this study, DESs are used in the Knoevenagel synthesis of rhodanine derivatives, with no addition of conventional catalysts. A model reaction of rhodanine and salicylaldehyde was performed in 20 different DESs at 80 °C, in order to find the best solvent, which was further used for the synthesis of the series of desired compounds. A series of rhodanines was synthesized in choline chloride: acetamide (ChCl:acetamide) DES with good to excellent yields (51.4 – 99.7 %).

Formation of Double-Cone-Shaped ZnO Mesocrystals by Addition of Ethylene Glycol to ZnO Dissolved Choline Chloride–Urea Deep Eutectic Solvents and Observation of Their Manners of Growth

CrystEngComm ◽  
2021 ◽  
Author(s):  
Hajime Wagata ◽  
Ginji Harada ◽  
Eriko Nakashima ◽  
Motoki Asaga ◽  
Tomoaki Watanabe ◽  
...  
Keyword(s):  
Ethylene Glycol ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Double Cone ◽  
Crystal Shapes ◽  
Physical And Chemical

ZnO mesocrystals have been explored for various physical and chemical applications. In spite of effort by a number of researches, it is still difficult to grow specific crystal shapes in...

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