scholarly journals Significant Increase in the Solubility of Celecoxib in Presence of Some Deep Eutectic Solvents as Novel Sustainable Solvents and the Thermodynamic Analysis of These Systems

2020 ◽  
Vol 26 (4) ◽  
pp. 423-433
Author(s):  
Hemayat Shekaari ◽  
Masomeh Mokhtarpour ◽  
Fereshteh Mokhtarpour ◽  
Saeid Faraji ◽  
Fleming Martinez ◽  
...  
Keyword(s):  
Choline Chloride ◽  
Aqueous Solubility ◽  
Weight Fraction ◽  
Deep Eutectic Solvents ◽  
Solubility Data ◽  
Driving Mechanism ◽  
Solvent Mixtures ◽  
Molar Ratios ◽  
Different Temperatures ◽  
B Vitamin

Background: Deep eutectic solvents (DESs) exist a wide variety of potential and existing applications. Based on the fact that the choline chloride (ChCl) is a complex B vitamin and widely used as food additive, the choline-based DESs are generically regarded as being harmless and non-toxic. In this regard, the low aqueous solubility of celecoxib (CLX) have been increased by use of DESs as neoteric class of solvents at T = (298.15 to 313.15) K. Methods: DESs were prepared by combination of the ChCl/EG, U and G with the molar ratios: 1:2 and ChCl/MA with 1:1. The shake flask method was used to measure the solubility of CLX in the aqueous DESs solutions at different temperatures. Results: The solubility of the CLX increased with increasing the weight fraction of DESs. The observed solubility data was subjected to evaluate the relative performance of a number of models including Apelblat, Yalkowsky and Jouyban–Acree models for their correlation efficacy. Moreover, the apparent dissolution enthalpy, entropy and Gibbs free energy were obtained from the experimental solubility values. Conclusion: It was found that the solubility data was satisfactorily fitted using the mentioned models at different temperatures. The dissolution process of CLX in the studied solvent mixtures within investigated temperature range was endothermic, and the driving mechanism is the positive entropy.

scholarly journals Performance of Local Composition Models to Correlate the Aqueous Solubility of Naproxen in Some Choline Based Deep Eutectic Solvents at T = (298.15-313.15) K

2019 ◽  
Vol 25 (3) ◽  
pp. 244-253 ◽  
Author(s):  
Masumeh Mokhtarpour ◽  
Hemayat Shekaari ◽  
Fleming Martinez ◽  
Mohammed Taghi Zafarani-Moattar
Keyword(s):  
Oxalic Acid ◽  
Choline Chloride ◽  
Aqueous Solubility ◽  
Weight Fraction ◽  
Deep Eutectic Solvents ◽  
Solubility Data ◽  
Green Solvents ◽  
Local Composition ◽  
Molar Ratios ◽  
Different Temperatures

Background: To overcome low solubility of naproxen (NAP), deep eutectic solvents (DESs) based on choline chloride (ChCl) with glycerol (G) and oxalic acid (OA) as green solvents have been used up to 0.9 mole fraction of DES at T = (298.15 to 313.15) K. Methods: DESs were prepared by combination of the two components with the molar ratios: ChCl/glycerol (1:2) and ChCl/oxalic acid (1:1). The solubility of NAP in the aqueous DESs solutions was measured at different temperatures with shake flask method. Results: The solubility in these solvents increased with increasing the weight fraction of DESs, especially in ChCl/OA. The solubility data were correlated by e-NRTL, Wilson and UNIQUAC models. Also, the thermodynamic functions, Gibbs energy, enthalpy, and entropy of dissolution were obtained. Conclusion: Oxalic acid based DES exhibits higher solubility than glycerol based DES. The thermodynamic models were successfully used to correlate solubility data. In addition, the results show that, the main contribution for NAP solubility in the aqueous DES solutions is the enthalpy.

scholarly journals Solubility Enhancement of Betamethasone, Meloxicam and Piroxicam by Use of Choline-Based Deep Eutectic Solvents

2020 ◽  
Vol 27 (1) ◽  
pp. 86-101
Author(s):  
Salva Golgoun ◽  
Masumeh Mokhtarpour ◽  
Hemayat Shekaari
Keyword(s):  
Choline Chloride ◽  
Aqueous Solubility ◽  
Weight Fraction ◽  
Deep Eutectic Solvents ◽  
Molar Ratios ◽  
New Class ◽  
Different Temperatures ◽  
Calculated Solubility ◽  
Experimental Values ◽  
Good Agreement

Background: The low aqueous solubility of three important drugs (betamethasone (BETA), meloxicam (MEL) and piroxicam (PIR)) have been increased by use of deep eutectic solvents (DESs) based choline chloride/urea (ChCl/U), choline chloride/ethylene glycol (ChCl/EG) and choline chloride/glycerol (ChCl/G) as new class of solvents at T = (298.15 to 313.15) K. Methods: DESs were prepared by combination of the ChCl/EG, U and G with the molar ratios: 1:2. The solubility of drugs in the aqueous DESs solutions was measured at different temperatures with shake flask method. Results: The solubility of the investigated drugs increased with increasing the weight fraction of DESs. The solubility data were correlated by e-NRTL and Wilson models. Also, the thermodynamic functions, Gibbs energy, enthalpy, and entropy of dissolution were calculated. Conclusion: At the same composition of co-solvents and temperature, the BETA, PIR and MEL solubility was highest in (ChCl/U + water), (ChCl/U + water) and (ChCl/EG + water) respectively. The calculated solubility based on these models was in good agreement with the experimental values. In addition, the results show that, the main contribution for drugs solubility in the aqueous DES solutions is the enthalpy.

scholarly journals Thermal Conductivities of Choline Chloride-Based Deep Eutectic Solvents and Their Mixtures with Water: Measurement and Estimation

Molecules ◽  
2020 ◽  
Vol 25 (17) ◽  
pp. 3816
Author(s):  
Taleb H. Ibrahim ◽  
Muhammad A. Sabri ◽  
Nabil Abdel Jabbar ◽  
Paul Nancarrow ◽  
Farouq S. Mjalli ◽  
...  
Keyword(s):  
Atmospheric Pressure ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Standard Uncertainty ◽  
Heat Transfer Fluids ◽  
Wide Range ◽  
Different Temperatures ◽  
Experimental Values ◽  
Water Measurement ◽  
Thermal Conductivities

The thermal conductivities of selected deep eutectic solvents (DESs) were determined using the modified transient plane source (MTPS) method over the temperature range from 295 K to 363 K at atmospheric pressure. The results were found to range from 0.198 W·m−1·K−1 to 0.250 W·m−1·K−1. Various empirical and thermodynamic correlations present in literature, including the group contribution method and mixing correlations, were used to model the thermal conductivities of these DES at different temperatures. The predictions of these correlations were compared and consolidated with the reported experimental values. In addition, the thermal conductivities of DES mixtures with water over a wide range of compositions at 298 K and atmospheric pressure were measured. The standard uncertainty in thermal conductivity was estimated to be less than ± 0.001 W·m−1·K−1 and ± 0.05 K in temperature. The results indicated that DES have significant potential for use as heat transfer fluids.

scholarly journals Delignification of unbleached pulp by ternary deep eutectic solvents

2021 ◽  
Vol 10 (1) ◽  
pp. 666-676
Author(s):  
Veronika Majová ◽  
Michal Jablonský ◽  
Marek Lelovský
Keyword(s):  
Hydrogen Bond ◽  
Lactic Acid ◽  
Lignin Content ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Kappa Number ◽  
Molar Ratios ◽  
The Individual ◽  
Low Solubility ◽  
Unbleached Pulp

Abstract The processing of lignocellulosic materials is very limited because of their low solubility in water and some organic solvents. Fifteen ternary deep eutectic solvents (DESs) were prepared and tested as solvents suitable for delignification of unbleached pulp. The selected ternary DESs are composed of quaternary ammonium salts and amino acids as hydrogen-bond acceptors, and organic acids and polyvalent alcohols as hydrogen bond donors, with molar ratios varying for the individual components. The delignification efficiency is significantly influenced by the degree of penetration of the solvent into the pulp fibre structure. Therefore, the density and viscosity analysis of individual solvents was performed. Unbleached beech pulp with initial kappa number 13.9 was treated with the prepared DESs. The kappa number indicates the residual lignin content or the bleachability of pulp. The efficiency of the solvents ranged from 1.4% to 28.1%. The most suitable for the pretreatment of fibres, based on lignin removal efficiency, were found to be three DESs, in the following order: malonic acid/choline chloride/1,3-propanediol (1:1:3) > choline chloride/acetamide/lactic acid (1:2:3) > choline chloride/urea/lactic acid (1:2:3).

scholarly journals A Comprehensive Study of CO2 Absorption and Desorption by Choline-Chloride/Levulinic-Acid-Based Deep Eutectic Solvents

Molecules ◽  
2021 ◽  
Vol 26 (18) ◽  
pp. 5595
Author(s):  
Mohaned Aboshatta ◽  
Vitor Magueijo
Keyword(s):  
Hydrogen Bond ◽  
Co2 Capture ◽  
Levulinic Acid ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Absorption Capacity ◽  
Co2 Absorption ◽  
Operating Pressure ◽  
Hydrogen Bond Acceptor ◽  
Different Temperatures

Amine absorption (or amine scrubbing) is currently the most established method for CO2 capture; however, it has environmental shortcomings and is energy-intensive. Deep eutectic solvents (DESs) are an interesting alternative to conventional amines. Due to their biodegradability, lower toxicity and lower prices, DESs are considered to be “more benign” absorbents for CO2 capture than ionic liquids. In this work, the CO2 absorption capacity of choline-chloride/levulinic-acid-based (ChCl:LvAc) DESs was measured at different temperatures, pressures and stirring speeds using a vapour–liquid equilibrium rig. DES regeneration was performed using a heat treatment method. The DES compositions studied had ChCl:LvAc molar ratios of 1:2 and 1:3 and water contents of 0, 2.5 and 5 mol%. The experimental results showed that the CO2 absorption capacity of the ChCl:LvAc DESs is strongly affected by the operating pressure and stirring speed, moderately affected by the temperature and minimally affected by the hydrogen bond acceptor (HBA):hydrogen bond donator (HBD) molar ratio as well as water content. Thermodynamic properties for CO2 absorption were calculated from the experimental data. The regeneration of the DESs was performed at different temperatures, with the optimal regeneration temperature estimated to be 80 °C. The DESs exhibited good recyclability and moderate CO2/N2 selectivity.

scholarly journals Investigation of Total Phenolic Content and Antioxidant Activities of Spruce Bark Extracts Isolated by Deep Eutectic Solvents

Crystals ◽  
2020 ◽  
Vol 10 (5) ◽  
pp. 402 ◽  
Author(s):  
Michal Jablonsky ◽  
Veronika Majova ◽  
Petra Strizincova ◽  
Jozef Sima ◽  
Jozef Jablonsky
Keyword(s):  
Total Phenolic Content ◽  
Phenolic Content ◽  
Antioxidant Activities ◽  
Radical Scavenging Activity ◽  
Choline Chloride ◽  
Radical Scavenging ◽  
Deep Eutectic Solvents ◽  
Total Phenolic ◽  
Molar Ratios ◽  
Spruce Bark

Extracts from spruce bark obtained using different deep eutectic solvents were screened for their total phenolic content (TPC) and antioxidant activities. Water containing choline chloride-based deep eutectic solvents (DESs) with lactic acid and 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, and 1,5-pentanediol, with different molar ratios, were used as extractants. Basic characteristics of the DESs (density, viscosity, conductivity, and refractive index) were determined. All the DESs used behave as Newtonian liquids. The extractions were performed for 2 h at 60 °C under continuous stirring. TPC was determined spectrophotometrically, using the Folin-Ciocalteu reagent, and expressed as gallic acid equivalent (GAE). The antioxidant activity was determined spectrophotometrically by 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay. The TPC varied from 233.6 to 596.2 mg GAE/100 g dry bark; radical scavenging activity (RSA) ranged between 81.4% and 95%. This study demonstrated that deep eutectic solvents are suitable solvents for extracting phenolic compounds from spruce bark.

Effect of choline chloride based natural deep eutectic solvents on aqueous solubility and thermodynamic properties of acetaminophen

2021 ◽  
Vol 323 ◽  
pp. 114834
Author(s):  
Dorota Warmińska ◽  
Bartosz Nowosielski ◽  
Adrian Szewczyk ◽  
Jakub Ruszkowski ◽  
Magdalena Prokopowicz
Keyword(s):  
Thermodynamic Properties ◽  
Choline Chloride ◽  
Aqueous Solubility ◽  
Deep Eutectic Solvents ◽  
Natural Deep Eutectic Solvents

Enhancement of curcumin solubility by some choline chloride-based deep eutectic solvents at different temperatures

2021 ◽  
Vol 532 ◽  
pp. 112917
Author(s):  
Hemayat Shekaari ◽  
Masumeh Mokhtarpour ◽  
Saeid Faraji ◽  
Mohammed Taghi Zafarani-Moattar
Keyword(s):  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Different Temperatures

scholarly journals Solubility, Solution Thermodynamics, and Preferential Solvation of Amygdalin in Ethanol + Water Solvent Mixtures

2020 ◽  
Vol 13 (11) ◽  
pp. 395
Author(s):  
Abdelkarim Aydi ◽  
Cherifa Ayadi ◽  
Kaouther Ghachem ◽  
Abdulaal Al-Khazaal ◽  
Daniel Delgado ◽  
...  
Keyword(s):  
Standard Gibbs Energy ◽  
Preferential Solvation ◽  
Solubility Data ◽  
Driving Mechanism ◽  
Standard Entropy ◽  
Solvent Mixtures ◽  
Equilibrium Solubility ◽  
Water Solvent ◽  
Solvation Parameters ◽  
Rich Mixtures

The equilibrium solubility of amygdalin in [ethanol (1) + water (2)] mixtures at 293.15 K to 328.15 K was reported. The thermodynamic properties (standard enthalpy ΔsolnH°, standard entropy ΔsolnS°, and standard Gibbs energy of solution ΔsolnG°) were computed using the generated solubility data via van’t Hoff and Gibbs equations. The dissolution process of amygdalin is endothermic and the driving mechanism in all mixtures is entropy. Maximal solubility was achieved in 0.4 mole fraction of ethanol at 328.15 K and the minimal one in neat ethanol at 293.15 K. Van’t Hoff, Jouyban–Acree–van’t Hoff, and Buchowski–Ksiazczak models were used to simulate the obtained solubility data. The calculated solubilities deviate reasonably from experimental data. Preferential solvation parameters of amygdalin in mixture solvents were analyzed using the inverse Kirkwood–Buff integrals (IKBI) method. Amygdalin is preferentially solvated by water in ethanol-rich mixtures, whereas in water-rich mixtures, there is no clear evidence that determines which of water or ethanol solvents would be most likely to solvate the molecule.

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