scholarly journals Solubility of Carbon Dioxide in Deep Eutectic Solvents Based on 3-Amino-1-Propanol and Tetraalkylammonium Salts at Low Pressure

Materials ◽  
2021 ◽  
Vol 14 (3) ◽  
pp. 594
Author(s):  
Iwona Cichowska-Kopczyńska ◽  
Dorota Warmińska ◽  
Bartosz Nowosielski
Keyword(s):  
Hydrogen Bond ◽  
Alkyl Chain ◽  
Deep Eutectic Solvents ◽  
Molar Ratio ◽  
Co2 Uptake ◽  
Hydrogen Bond Donor ◽  
Molar Ratios ◽  
The Fourier Transform ◽  
Low Pressures ◽  
Anion Type

Deep eutectic solvents (DESs) became an object of a great interest as an alternative to ionic liquids (ILs) and commonly used in CO2 capture amine solutions. In the present study, five different DESs based on 3-amino-1-propanol as physical-chemical CO2 absorbents were used. The composition was chosen in order to estimate the effects of hydrogen bond acceptor:hydrogen bond donor (HBA:HBD) molar ratio, anion type and length of alkyl chain of composing salt. The Fourier Transform Infrared (FTIR) spectroscopy was used to confirm chemical reaction. The solubility of CO2 was measured at low pressures up to 170 kPa at the temperature range of 293–318 K. Viscosity, polarity and Kamlet–Taft parameters were determined in order to estimate the dependences of the parameters and the CO2 capacity. CO2 uptake was observed to improve with decreasing molar ratio of hydrogen bond donor. Comparing the CO2 capacity of [TBAC]-based DESs, at the approximate pressure of 50 kPa, it was observed that the capacity increased in the following order of molar ratios—1:8 < 1:6 < 1:4 and a decrease in molar ratio from 1:8 to 1:4 resulted in about a 100% increase of capacity. Compared to [TBAC][AP] DESs, the [TEAC][AP] 1:4 and [TBAB][AP] 1:4 exhibited higher CO2 uptake, though the best results were obtained for [TBAB][AP].

Deacidification of Crude Rice Bran Oil (CRBO) to Remove FFA and Preserve γ-Oryzanol Using Deep Eutectic Solvents (DES)

2019 ◽  
Vol 964 ◽  
pp. 109-114 ◽  
Author(s):  
Siti Zullaikah ◽  
Nizar Dwi Wibowo ◽  
I Made Gede Eris Dwi Wahyudi ◽  
M. Rachimoellah
Keyword(s):  
Hydrogen Bond ◽  
Rice Bran ◽  
Rice Bran Oil ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Molar Ratio ◽  
Extraction Temperature ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
C 50

High content of free fatty acids (FFA) in crude rice bran oil (CRBO) needs to be separated through deacidification. Generally, deacidification process that is widely used are chemical and physical processes which causes the loss of bioactive compounds (γ-oryzanol) and un-environmentally friendly. The liquid-liquid extraction (LLE) using deep eutectic solvents (DES) to remove FFA and preserve g-oryzanol would be implemented in this study. DES with different hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA) with certain molar ratio such as Choline Chloride (ChCl)-Ethylene glycol 1:2 (DES I), ChCl-Glycerol 1:1 (DES II), ChCl-Urea 1:2 (DES III), ChCl-Oxalic acid 1:2 (DES IV), and Betaine Monohydrate-Glycerol 1:8 (NADES) were used as solvent to extract FFA from dewaxed/degummed RBO (DDRBO) for certain extraction time (30, 60, 120, 180, and 240 min) and extraction temperature (30°C, 40°C, 50°C, 60°C, and 70°C) under stirring (200 rpm). Deacidification using DES I for 240 min. and temperature of 50 °C was the optimum solvent to remove FFA (19.03 ± 2.33 %) and preserve g-oryzanol (recovery of g-oryzanol was 51.30 ± 1.77 %). The results also revealed that the longer time of extraction would be increased removal of FFA and decreased recovery of g-oryzanol. The higher temperature of extraction would be increased removal of FFA. In this work, temperature of 50 °C was the best extraction temperature of FFA since DES has highest solubility at this temperature.

scholarly journals Effect of Four Novel Bio-Based DES (Deep Eutectic Solvents) on Hardwood Fractionation

Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2157 ◽  
Author(s):  
Paulo Torres ◽  
Mercè Balcells ◽  
Enrique Cequier ◽  
Ramon Canela-Garayoa
Keyword(s):  
Hydrogen Bond ◽  
Lactic Acid ◽  
Scale Up ◽  
Deep Eutectic Solvents ◽  
Molar Ratio ◽  
Olive Pomace ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Raw Glycerol ◽  
Lignin Recovery

Using the basic principle of construction between a hydrogen bond acceptor (HBA) and a hydrogen bond donor (HBD), four bio-based deep eutectic solvents (DESs) were prepared in a 1:2 molar ratio of HBA:HBD. 2,3-Dihydroxypropyl-1-triethylammonium chloride ([C9H22N+O2]Cl−) was synthesized from raw glycerol and used as an HBA. Lactic acid, urea, pure glycerol, and ethylene glycol were selected as HBD. Attempts to prepare DESs, using citric acid and benzoic acid as HBDs, were unsuccessful. All these DESs were characterized using FTIR and NMR techniques. Besides, physicochemical parameters such as pH, viscosity, density, and melting point were determined. The behavior of these DES to fractionate olive pomace was studied. Lignin recovery yields spanned between 27% and 39% (w/w) of the available lignin in olive pomace. The best DES, in terms of lignin yield ([C9H22N+O2]Cl− -lactic acid), was selected to perform a scale-up lignin extraction using 40 g of olive pomace. Lignin recovery on the multigram scale was similar to the mg scale (38% w/w). Similarly, for the holocellulose-rich fractions, recovery yields were 34% and 45% for mg and multi-gram scale, respectively. Finally, this DES was used to fractionate four fruit pruning samples. These results show that our novel DESs are alternative approaches to the ionic liquid:triethylammonium hydrogen sulfate and the widely used DES: choline chloride:lactic acid (1:10 molar ratio) for biomass processing.

Electrodeposition of Cu onto Au(111) from Deep Eutectic Solvents: Molar Ratio of Salt and Hydrogen Bond Donor

2021 ◽  
Author(s):  
Tanja Geng ◽  
Sven J. Zeller ◽  
Ludwig A. Kibler ◽  
Maximilian Urs Ceblin ◽  
Timo Jacob
Keyword(s):  
Hydrogen Bond ◽  
Deep Eutectic Solvents ◽  
Molar Ratio ◽  
Hydrogen Bond Donor

Deep eutectic solvents : investigation of solvent structure and its applications

2017 ◽  
Author(s):  
◽  
Durgest Vinod Wagle
Keyword(s):  
Hydrogen Bond ◽  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Quantum Chemical ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Molar Ratio ◽  
Hydrogen Bond Donor ◽  
Diffusion Dynamics ◽  
Pi Interactions

[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT AUTHOR'S REQUEST.] Deep eutectic solvents (DESs) represent an alternative class of ionic fluids closely resembling room-temperature ionic liquids (RTILs), they are distinguished by the fact that they also contain an organic molecular component (typically, a hydrogen-bond donor like a urea, amide, acid, or polyol), frequently as the predominant constituent. DESs possess several advantages over RTILs while being less expensive, synthetically accessible, nontoxic, and biodegradable. In this work we have probed into liquid structure of DES using quantum chemical calculations and neutron scattering experiments to elucidate the molecular interactions, charge transfer interactions, thermodynamics and mass transport associated with these systems. The DESs studied comprise 1:2 choline chloride/urea (reline), 1:2 choline chloride/ethylene glycol (ethaline), 1:2 molar ratio of choline chloride to glycerol (glyceline) and 1:1 choline chloride/malonic acid (maloline). The DESs were found to be stabilized by both conventional hydrogen bonds and C-H...[pi] interactions with significant charge transfer from choline and chloride to the hydrogen-bond donors, further confirmed by density of states analysis. Consequently, it was found that the sum of the bond orders of various choline-C1[minus] interactions in the DESs correlates directly with the melting temperatures of the DESs. From macroscopic measurements of glyceline, it was observed that the long-range translational diffusion of the larger cation (choline) is slower compared to the smaller glycerol molecule. However, the diffusion dynamics analyzed on the subnanometer length scale revealed that the displacements associated with the localized diffusive motions are actually larger for choline. This is due to ability of glycerol to form stronger hydrogen bonds with chloride anions compared to choline cation. Quantum chemical simulations performed on ASCs paired reline and ethaline DES systems revealed that ASCs interacted with the choline and HBD components of DESs through multiple unconventional non-covalent interactions i.e., CH...[pi], C=O...[pie], O-H...[pi] and N-H...[pi] interactions. Oxidation of ASCs improved interaction with DES components due enhanced ability to form multiple hydrogen bonds. ASCs exhibited significant improvement in change free energy of solvation upon oxidation indicating that oxidation could aid in enhancing selective extraction of oxidized ASCs from liquid fuel using DES.

scholarly journals pH, Viscosity of Hydrophobic Based Natural Deep Eutectic Solvents and the Effect of Curcumin Solubility in it

2021 ◽  
Vol 11 (6) ◽  
pp. 14620-14633
Keyword(s):  
Hydrogen Bond ◽  
Room Temperature ◽  
Water Solubility ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Molar Ratio ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Natural Deep Eutectic Solvents ◽  
Self Association

Turmeric contains curcumin as one of the active constituents, which gives yellow color and possesses lots of pharmacological actions. Even though curcumin has lots of pharmacological actions till now, it has not been approved as a medicine due to its low water solubility, permeability, and poor bioavailability. Deep eutectic solvent (DES) can be prepared by simply mixing two or more solid components, [among the two one is hydrogen bond donor (HBD) and another is hydrogen bond acceptor (HBA)] at a definite molar ratio where the solid components by self-association converted into a liquid at room temperature (RT). Natural deep eutectic solvents (NADES) are a specific subgroup of DES containing primary plant-based metabolites such as organic acids, alcohols, amino acids, or sugars. In this work, natural hydrophobic DESs were prepared with Camphor, Menthol, and Thymol. This was prepared from different ratios of Menthol:Thymol 1:1 to 1:5 and 1:1 to 5:1 (MT-DES); Camphor:Thymol 1:1 to 1:5 and 1:1 to 5:1 (CT-NADES); Camphor:Menthol 1:1 to 1:5 and 1:1 to 2:1 (CM-NADES). The pH and viscosity of prepared DESs were determined with the help of a digital pH meter and Brookfield viscometer. The solubility of curcumin in different NADESs was determined at room temperature (RT) to higher temperatures. The formation of different clear DES was obtained with slight heat. There was no difference in pH for the NADESs prepared without and with heat. Regarding the viscosity CM-DES (1:1) showed less viscosity when compared to other NADESs. The solubility of curcumin was found to be nearly double when it was dissolved in NADES for 1 hr at 35-40°C compared to 48 h stirring at 500 rotations per minute (rpm) at RT. Among different NADESs, curcumin solubility was found to be more in CM (1:1) ratio when compared to other NADESs.

scholarly journals Densities and Refractive Indices of Potassium Carbonate -Based Deep Eutectic Solvents with Dual Hydrogen Bond Donors at Several Temperatures (293.15 to 343.15 K)

2017 ◽  
Author(s):  
Hosein Ghaedi ◽  
Muhammad Ayoub ◽  
Suriati Sufian ◽  
Azmi Mohd Shariff ◽  
Bhajan Lal
Keyword(s):  
Hydrogen Bond ◽  
Refractive Index ◽  
Potassium Carbonate ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Molar Ratio ◽  
Hydrogen Bond Acceptor ◽  
Molar Ratios ◽  
Experimental Density ◽  
Hydrogen Bond Donors

Deep eutectic solvents (DESs) are known as tunable solvents. It is possible to prepare ternary deep eutectic solvent (TDES) are used for desired purpose by selecting the suitable molar ratio and components of mixture. Therefore, four DESs and two TDESs were prepared in this work. DESs and TDESs were prepared with potassium carbonate (PC) as a hydrogen bond acceptor (HBA) and three hydrogen bond donors (HBDs) such as glycerol (GL), ethylene glycol (EG) and 2-amino-2methyl-1-3-propanediol (AMPD) known as a hindered amine (HA). Binary DESs were PC-GL with molar ratios 1:10 and 1:16 and PC-EG with the same molar ratios. TDES were prepared by adding AMPD in binary DESs such as PC-GL-AMPD 1:16:1 and PC-EG-AMPD 1:10:1. The experimental density and refractive index of all DESs and TDESs were measured at the temperature of 293.15 to 343.15 K with an interval of 5 K. The effect of temperature, molar ratio and alkyl chain length on the properties was investigated. The molar volumes and isobaric thermal expansion were calculated using experimental density data. The experimental refractive index data was used to derive the specific refraction, molar refraction, free molar volume, electronic polarization, polarizability constant and internal pressure at several temperatures.

Role of the hydrogen bond donor component for a proper development of novel hydrophobic deep eutectic solvents

2019 ◽  
Vol 281 ◽  
pp. 423-430 ◽  
Author(s):  
Matteo Tiecco ◽  
Federico Cappellini ◽  
Francesco Nicoletti ◽  
Tiziana Del Giacco ◽  
Raimondo Germani ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Deep Eutectic Solvents ◽  
Hydrogen Bond Donor

Hydrogen-bonded bent-core blue phase liquid crystal complexes containing various molar ratios of proton acceptors and donors

RSC Advances ◽  
2016 ◽  
Vol 6 (38) ◽  
pp. 32319-32327 ◽  
Author(s):  
Chun-Chieh Han ◽  
Yu-Chaing Chou ◽  
San-Yuan Chen ◽  
Hong-Cheu Lin
Keyword(s):  
Liquid Crystal ◽  
Chain Length ◽  
Alkyl Chain ◽  
Alkyl Chain Length ◽  
Chiral Center ◽  
Molar Ratio ◽  
Core Complex ◽  
Molar Ratios ◽  
Phase Liquid ◽  
Blue Phase

The molar ratio, alkyl chain length, lateral fluoro-substitution and the chiral center of H-bonded bent-core supramolecules would affect the BP ranges of BPLC complexes. H-bonded bent-core complex PIIIC9/AIIF* (3/7 mol mol−1) displayed the widest BPI range of ΔTBPI = 12 °C.

scholarly journals Study on the Dissolution Mechanism of Cellulose by ChCl-Based Deep Eutectic Solvents

Materials ◽  
2020 ◽  
Vol 13 (2) ◽  
pp. 278 ◽  
Author(s):  
Heng Zhang ◽  
Jinyan Lang ◽  
Ping Lan ◽  
Hongyan Yang ◽  
Junliang Lu ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Oxalic Acid ◽  
Deep Eutectic Solvents ◽  
Solvent System ◽  
Hydroxyl Group ◽  
Regenerated Cellulose ◽  
Dissolution Mechanism ◽  
Hydroxyl Groups ◽  
Type I ◽  
Hydrogen Bond Donor

Four deep eutectic solvents (DESs), namely, glycerol/chlorocholine (glycerol/ChCl), urea/ChCl, citric acid/ChCl, and oxalic acid/ChCl, were synthesized and their performance in the dissolution of cellulose was studied. The results showed that the melting point of the DESs varied with the proportion of the hydrogen bond donor material. The viscosity of the DESs changed considerably with the change in temperature; as the temperature increased, the viscosity decreased and the electrical conductivity increased. Oxalic acid/ChCl exhibited the best dissolution effects on cellulose. The microscopic morphology of cellulose was observed with a microscope. The solvent system effectively dissolved the cellulose, and the dissolution method of the oxalic acid/ChCl solvent on cellulose was preliminarily analyzed. The ChCl solvent formed new hydrogen bonds with the hydroxyl groups of the cellulose through its oxygen atom in the hydroxyl group and its nitrogen atom in the amino group. That is to say, after the deep eutectic melt formed an internal hydrogen bond, a large number of remaining ions formed a hydrogen bond with the hydroxyl groups of the cellulose, resulting in a great dissolution of the cellulose. Although the cellulose and regenerated cellulose had similar structures, the crystal form of cellulose changed from type I to type II.

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