scholarly journals Integration of Choline Chloride-Based Natural Deep Eutectic Solvents and Macroporous Resin for Green Production of Enriched Oil Palm Flavonoids as Natural Wound Healing Agents

Antioxidants ◽  
2021 ◽  
Vol 10 (11) ◽  
pp. 1802
Author(s):  
Mohamad Shazeli Che Zain ◽  
Jen Xen Yeoh ◽  
Soo Yee Lee ◽  
Adlin Afzan ◽  
Khozirah Shaari
Keyword(s):  
Hydrogen Bond ◽  
Wound Healing ◽  
Oil Palm ◽  
Choline Chloride ◽  
Radical Scavenging ◽  
Deep Eutectic Solvents ◽  
Hydrogen Bond Acceptor ◽  
Molar Ratios ◽  
Natural Deep Eutectic Solvents ◽  
Water Contents

Huge quantities of oil palm (Elaeis guineensis Jacq.) leaves (OPL) are generated as agricultural biomass from oil palm plantations. OPL are known to contain significant amounts of flavonoids. For maximal exploitation of these valuable antioxidant compounds, an innovative and sustainable extraction method employing natural deep eutectic solvents (NaDES) combined with ultrasonic assisted extraction was developed. Various NaDES composed of choline chloride as the hydrogen bond donor (HBD) and 1,2 propanediol (PD), 1,4 butanediol (BD), glycerol (GLY), glucose (GLU), maltose (MAL), and lactic acid (LA) as the hydrogen bond acceptor (HBA) were synthesized. The influence of these compositions, the methods of their synthesis, molar ratios, and water contents on their capacity to extract flavonoids from OPL was evaluated. Based on the results, it was found that methods which incorporate a heating step produced NaDES with the best capacity to extract OPL flavonoids. These thermal methods combined with molar ratios of 1:3 or 1:4 and water contents of 17 to 50% were found to be the optimal conditions for preparing NaDES, specifically when applied to the PD, BD, and GLY NaDES. Subsequently, UHPLC-UV/PDA-MS/MS analysis revealed NaDES extracts recovered by macroporous adsorption resin XAD7HP were able to optimally extract at least twelve luteolin and apigenin derivatives in OPL NaDES extracts prepared from glycerol and 1,4-butanediol demonstrated better and comparable efficiency as aqueous methanol in extracting flavonoids from OPL. The in vitro studies of antioxidant and wound healing properties supported these findings by exhibiting good free radical scavenging, cell proliferation, and migration activities. Additionally, the NaDES extracts also showed non-cytotoxicity effects at 1000 µg/mL and below on 3T3 fibroblast cells. Results of the study showed that NaDES could be a promising eco-friendly green solvent to extract bioactive OPL flavonoids that have great potential for applications as wound healing agents.

scholarly journals Choline Chloride Based Natural Deep Eutectic Solvents as Extraction Media for Extracting Phenolic Compounds from Chokeberry (Aronia melanocarpa)

Molecules ◽  
2020 ◽  
Vol 25 (7) ◽  
pp. 1619 ◽  
Author(s):  
Maša Islamčević Razboršek ◽  
Milena Ivanović ◽  
Peter Krajnc ◽  
Mitja Kolar
Keyword(s):  
Hydrogen Bond ◽  
Phenolic Compounds ◽  
Choline Chloride ◽  
Dry Weight ◽  
Deep Eutectic Solvents ◽  
Ultrasound Assisted Extraction ◽  
Hydrogen Bond Acceptor ◽  
Mean Values ◽  
Natural Deep Eutectic Solvents ◽  
The Individual

For the isolation of selected phenolic compounds from dried chokeberries, natural deep eutectic solvents (NADESs) were investigated as a green alternative to conventionally used extraction solvents. Four types of NADESs were synthesised, with choline chloride as the hydrogen bond acceptor in combination with different hydrogen bond donors (sugars, organic acid and urea). Ultrasound-assisted extraction was used to improve the extractability of the phenolic compounds and the results were compared to those obtained with 80% methanol as the extraction media. The highest values of total phenols and total flavonoids were found in the extract obtained with choline chloride–fructose NADES (36.15 ± 3.39 mg gallic acid g−1 dry weight (DW) and 4.71 ± 0.33 mg rutin g−1 DW, respectively). The extraction recoveries for the individual phenolic compounds depended strongly on the phenolic compound’s structure, with relative mean values between 70% and 97%.

scholarly journals Effect of Hydrogen Bond Donors and Acceptors on CO2 Absorption by Deep Eutectic Solvents

Processes ◽  
2020 ◽  
Vol 8 (12) ◽  
pp. 1533
Author(s):  
Tausif Altamash ◽  
Abdulkarem Amhamed ◽  
Santiago Aparicio ◽  
Mert Atilhan
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Gas Absorption ◽  
Carbon Dioxide Absorption ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Natural Deep Eutectic Solvents ◽  
Absorption Performance

The effects of a hydrogen bond acceptor and hydrogen bond donor on carbon dioxide absorption via natural deep eutectic solvents were studied in this work. Naturally occurring non-toxic deep eutectic solvent constituents were considered; choline chloride, b-alanine, and betaine were selected as hydrogen bond acceptors; lactic acid, malic acid, and fructose were selected as hydrogen bond donors. Experimental gas absorption data were collected via experimental methods that uses gravimetric principles. Carbon dioxide capture data for an isolated hydrogen bond donor and hydrogen bond acceptor, as well as natural deep eutectic solvents, were collected. In addition to experimental data, a theoretical study using Density Functional Theory was carried out to analyze the properties of these fluids from the nanoscopic viewpoint and their relationship with the macroscopic behavior of the system, and its ability for carbon dioxide absorption. The combined experimental and theoretical reported approach work leads to valuable discussions on what is the effect of each hydrogen bond donor or acceptor, as well as how they influence the strength and stability of the carbon dioxide absorption in deep eutectic solvents. Theoretical calculations explained the experimental findings, and combined results showed the superiority of the hydrogen bond acceptor role in the gas absorption process, with deep eutectic solvents. Specifically, the cases in which choline chloride was used as hydrogen bond acceptor showed the highest absorption performance. Furthermore, it was observed that when malic acid was used as a hydrogen bond donor, it led to low carbon dioxide solubility performance in comparison to other studied deep eutectic solvents. The cases in which lactic acid was used as a hydrogen bond donor showed great absorption performance. In light of this work, more targeted, specific, deep eutectic solvents can be designed for effective and alternative carbon dioxide capture and management.

scholarly journals Physicochemical Properties of Choline Chloride-Based Natural Deep Eutectic Solvents (NaDES) and Their Applicability for Extracting Oil Palm Flavonoids

2021 ◽  
Vol 13 (23) ◽  
pp. 12981
Author(s):  
Mohamad Shazeli Che Zain ◽  
Jen Xen Yeoh ◽  
Soo Yee Lee ◽  
Khozirah Shaari
Keyword(s):  
Physicochemical Properties ◽  
Oil Palm ◽  
Elaeis Guineensis ◽  
Choline Chloride ◽  
Radical Scavenging ◽  
Deep Eutectic Solvents ◽  
Green Technology ◽  
Bioactive Metabolites ◽  
Aqueous Methanol ◽  
Natural Deep Eutectic Solvents

Oil palm (Elaeis guineensis Jacq.) leaf (OPL) is abundantly generated from oil palm plantations as biomass that is rich in bioactive metabolites, primarily flavonoids. Six natural deep eutectic solvents (NaDES) were synthesized using a direct heating technique from different combinations of choline chloride with 1,2-propanediol (PD), 1,4-butanediol (BD), glycerol (GLY), glucose (GLU), maltose (MAL) and lactic acid (LA). The synthesized NaDES were subjected to physicochemical and biological evaluations comprising physical appearance, density, water activity, viscosity, polarity, thermal behaviors, spectroscopic analysis, cytotoxicity, radical scavenging activities and solubility tests. Compared to aqueous methanol, the synthesized NaDES, which appeared as a slightly to moderately viscous transparent liquid, showed favorable physicochemical properties as extraction solvents with a low cytotoxicity profile on cultured fibroblast cells. Further, the NaDES obtained from the choline chloride:lactic acid (LA) combination showed high free radical scavenging characteristics. Hydrogen bonding interactions were shown to play a significant role in the formation of the NaDES. Further, ultra-high-performance liquid chromatography ultraviolet/photodiode array (UHPLC-UV/PDA) analysis revealed that the NaDES from the choline chloride:glycerol (GLY) combination had comparable efficiencies with aqueous methanol regarding extracting flavonoids (luteolin and apigenin derivatives) from OPLs. The results of the present study suggested that the tailor-made NaDES were not only easy-to-use, stable and safe solvents but also suitable for extracting bioactive phytochemical compounds. The study highlighted their potential as an alternative green technology for applications in oil palm biomass utilization programs.

scholarly journals Review on Carbon Dioxide Absorption by Choline Chloride/Urea Deep Eutectic Solvents

2018 ◽  
Vol 2018 ◽  
pp. 1-6 ◽  
Author(s):  
Rima J. Isaifan ◽  
Abdukarem Amhamed
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Ionic Liquids ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Absorption Capacity ◽  
Carbon Dioxide Absorption ◽  
Hydrogen Bond Donor ◽  
Separation Processes ◽  
Hydrogen Bond Acceptor

In the recent past few years, deep eutectic solvents (DESs) were developed sharing similar characteristics to ionic liquids but with more advantageous features related to preparation cost, environmental impact, and efficiency for gas separation processes. Amongst many combinations of DES solvents that have been prepared, reline (choline chloride as the hydrogen bond acceptor mixed with urea as the hydrogen bond donor) was the first DES synthesized and is still the one with the lowest melting point. Choline chloride/urea DES has proven to be a promising solvent as an efficient medium for carbon dioxide capture when compared with amine alone or ionic liquids under the same conditions. This review sheds light on the preparation method, physical and chemical characteristics, and the CO2 absorption capacity of choline chloride/urea DES under different temperatures and pressures reported up to date.

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 Amino Acid-Based Deep Eutectic Solvents in Biomass Processing - Recent Advances

2021 ◽  
Author(s):  
Gustavo Gomes ◽  
Renan Mattioli ◽  
Julio Cezar Pastre
Keyword(s):  
Hydrogen Bond ◽  
Amino Acid ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Chemical Conversion ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Platform Chemicals ◽  
Biomass Processing ◽  
Solvent Systems

The use of non-conventional solvent systems, such as deep eutectic solvents (DES), for biomass processing is a growing interest. DES are formed by two or more components, usually solids at room temperature, which can interact with each other via hydrogen bonding, from a hydrogen bond acceptor (HBA) and a hydrogen bond donor (HBD), resulting in a liquid phase. The most studied HBA in the literature is choline chloride with several HBD and their use have been extensively reviewed. However, other abundant and natural HBA can be successfully applied on the preparation of different DES, e.g., amino acids. These amino acid-based DES have been used in biomass pretreatment, providing the fractionation of the main macromolecular components by lignin solubilization. In addition, amino acid-based DES can be applied in biomass chemical conversion to obtaining platform chemicals such as furanic derivatives. Bearing this in mind, this review focuses on exploring the use of amino acid-based DES on biomass processing, from pretreatment to chemical conversion.

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 Ternary liquid–liquid equilibrium data for n-Hexane-Benzene-DES (choline chloride/ethylene glycol, choline chloride/glycerol, choline chloride/urea) at 303 K and 101.3 kPa

2020 ◽  
Vol 10 (3) ◽  
pp. 125-137
Author(s):  
Mohammed Awwalu Usman ◽  
Olumide Kayode Fagoroye ◽  
Toluwalase Olufunmilayo Ajayi ◽  
Abiola John Kehinde
Keyword(s):  
Hydrogen Bond ◽  
Ethylene Glycol ◽  
Choline Chloride ◽  
Ternary Systems ◽  
Deep Eutectic Solvents ◽  
Binary Interaction ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Separation Factors ◽  
Lle Data

Abstract In this study, deep eutectic solvents (DESs) were prepared using choline chloride as hydrogen bond acceptor (HBA) and ethylene glycol (EG) or glycerol (GLY) or urea (U) as hydrogen bond donor (HBD) and were evaluated as solvents in the extraction of benzene from n-hexane. Six of such solvents were prepared using different molar ratios of HBA: HBD and code named DES1, DES2, DES3, DES4, DES5 and DES6. Liquid–liquid equilibria (LLE) data for the ternary systems of n-hexane-benzene-DESs were measured at 303 K and 101.3 kPa. Solubility data and mutual solubilities between n-hexane and DES were measured using the traditional cloud point method. The tie lines were obtained using titration and refractive index measurements on both phases (n-hexane phase and DES-phases). The ternary systems exhibit type-1 phase behavior. The Othmer-Tobias and Hands equations were applied to examine the reliability of the LLE data. The tie-line data were correlated using the nonrandom two-liquid (NRTL) and universal quasichemical (UNIQUAC) thermodynamic models, and their corresponding binary interaction parameters were determined. The results show that the maximum separation factors were 31.24, 462.00, 15.24, 37.83, 174.60 and 126.00 for DES1, DES2, DES3, DES4, DES5 and DES6, respectively. The glycerol based DES (DES2 and DES5) show the highest separation factors and thus considered the most suitable for separating benzene from hexane. The regression coefficient for both Othmer-Tobias and Hand equations are higher than 0.99 for all DESs, indicating the reliability and consistency of the data. Both NRTL and UNIQUAC models adequately capture the experimental data.

scholarly journals Absorptive Desulfurization of Model Biogas Stream Using Choline Chloride-Based Deep Eutectic Solvents

2020 ◽  
Author(s):  
Edyta Słupek ◽  
Patrycja Makoś
Keyword(s):  
Hydrogen Bond ◽  
Density Functional ◽  
Absorption Rate ◽  
Choline Chloride ◽  
Dimethyl Disulfide ◽  
Deep Eutectic Solvents ◽  
Absorption Capacity ◽  
Molar Ratio ◽  
Absorption Mechanism ◽  
Hydrogen Bond Acceptor

The paper presents a synthesis of deep eutectic solvents (DESs) based on choline chloride (ChCl) as hydrogen bond acceptor and phenol (Ph), glycol ethylene (EG), and levulinic acid (Lev) as hydrogen bond donors in 1:2 molar ratio. DESs were successfully used as absorption solvents for removal of dimethyl disulfide from (DMDS) from model biogas steam. Several parameters affecting the absorption capacity and absorption rate has been optimized including kind of DES, temperature, the volume of absorbent, model biogas flow rate, and initial concentration of DMDS. Furthermore, reusability and regeneration of DESs by means of adsorption and nitrogen barbotage followed by the mechanism of absorptive desulfurization by means of density functional theory (DFT) as well as FT-IR analysis were investigated. Experimental results indicate that the most promising DES for biogas purification is ChCl:Ph, due to high absorption capacity, relatively long absorption rate, and easy regeneration. The research on the absorption mechanism revealed that van der Waal interaction is the main driving force for DMDS removal from model biogas.

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.

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