JOURNAL OF MOLECULAR LIQUIDS
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2022
·
IF 6.633
Ang Li,Siru Ren,Chuanjiang Teng,Hongmei Liu,Qi Zhang
Deep eutectic solvents (DESs) are emerging as potential candidates as additives/modifiers in chiral electrokinetic chromatography (EKC). However, the true role of DESs in the chiral separation process is far from being fully elucidated. Since most previous studies have been restricted to using choline chloride as the hydrogen-bond acceptor (HBA) in DESs, here we first evaluated the effect of five types of DESs (containing different HBAs) on the enantioseparation performance of an α-CD-based EKC system. The results demonstrate that these DESs are capable of moderately improving the enantioresolutions of several model drugs. A series of comparative experiments indicate that the improvement is mainly due to the contribution of the HBAs, rather than the selected hydrogen-bond donors (HBDs). Considering that most of these DESs are achiral, we further prepared five chiral DESs, aiming to investigate whether there is a synergistic effect between α-cyclodextrin and chiral DESs. However, these chiral DESs did not show obvious superiority compared with achiral DESs. This conclusion is different from the use of achiral or chiral ionic liquids (ILs) as additives in chiral EKC, in which chiral ILs usually exhibit significantly better enantioseparation performance than achiral ILs. Another important conclusion of this work is that there seems to be no significant difference between using DESs and their individual components, which is also different from the performance of most previously reported ILs. This conclusion indicates that the DESs may be virtually completely dissociated into their initial components (HBAs + HBDs) in the separation medium due to the destruction of their hydrogen-bond network. Therefore, a question which deserves particular attention of researchers in this field is raised here: whether it is absolutely necessary to use DESs in chiral EKC since adding HBAs and HBDs separately seems to have the same function?
研究领域:
分析化学
·
色谱技术
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DOI
高影响因子
GREEN CHEMISTRY
·
2016
·Vol. 18
·期 10
·3089-3097
·
IF 8.506
Yan Wang,Yucui Hou,Weize Wu,Dongdong Liu,Youan Ji,Shuhang Ren
As analogues of ionic liquids, deep eutectic solvents (DESs) have attracted considerable attention in the field of separating aromatics from aromatics/aliphatics mixtures. In this work, the performance of a series of DESs was evaluated for their selective extraction of toluene from toluene/n-heptane mixtures. The results showed that the extraction ability for toluene using DESs was greatly influenced by hydrogen bond acceptors (HBAs) and hydrogen bond donors (HBDs) which formed the DESs. The selectivity of toluene was distinctly enhanced by short side chains, a small central atom of the cation and a large anion of the HBA, together with a suitable position for an alkyl chain and appropriate functional group of the HBD. It was also found that an increase of extraction temperature at the studied range could enhance the selectivity for toluene. This work makes the roles of HBAs and HBDs clear in the extraction of aromatics, providing information for designing more effective DESs for aromatics extraction.
研究领域:
化学工程
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分离科学
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DOI
高影响因子
CHEMICAL ENGINEERING SCIENCE
·
2023
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IF 4.7
Linsheng Wang,Yulou Cui,Jiangtao Li,Zhen Song,Hongye Cheng,Zhiwen Qi
Associative extraction by selectively forming deep eutectic solvent (DES) with the target solute exhibits high performance toward many hard-to-separate systems; however, selecting a proper associative extractant for a specific task is challenging as high extraction efficiency and forming liquid DES should be satisfied simultaneously. In this work, a systematic component pairing method is proposed to rationally select suitable hydrogen bond acceptors (HBA) for associative extraction, which includes three steps: collecting HBA candidates, theoretical pairing from extraction potential evaluation and solid–liquid phase behavior estimation, and experimental validation. For two exemplary separation cases, (i.e., detergent range alcohol-alkane mixture and phenol-toluene mixture), suitable HBAs with high extraction performance and wide liquid operating window are successfully selected, demonstrating the reliability of the method. Hydrogen bonding interaction drives the selective formation of DES with the target solute, and the interaction strength depends on the solute structure, which in turn determines the selection of suitable HBAs.
研究领域:
化学工程
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材料科学
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产品关联
DOI
高影响因子
FOOD CHEMISTRY
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2023
·
IF 8.8
Zhixin Xiao,Min Liu,Wentao Bi,David Da Yong Chen
In-depth studies of the extraction mechanism using deep eutectic solvents (DES), especially extraction through the formation of a deep eutectic system (DESys), revealed commonalities between the DES- and ionic liquids (IL)-based extraction systems. New applications of ILs and DES for extraction of nutritional natural products were presented. In this study, the extraction behavior of choline chloride (ChCl) and 1-(2-hydroxyethyl)-3-methylimidazolium chloride ([HMIm][Cl]) in DES and IL, respectively, in mechanochemical extraction of target compounds from Moringa oleifera leaves was systematically studied. The results suggested that both extraction methods were based on the formation of a DESys, either a normal DESys or an IL DESys. Considering the DESys-based one-step extraction improves the extraction efficiency and reduces the preparation time, the same idea can be used in IL for performance improvement. By formation of a new IL deep eutectic system based on hydrogen bond interaction in extraction, similar improvement was obtained.
研究领域:
植物学
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化学
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食品科学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
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2022
·
IF 6.633
Xiangyu Wang,Zhiheng Li,Xuhao Wang,Chongchong Wu,Ian D. Gates,Shuhai Guo,Bo Wu,Wei Zhu,Meixia Gu,Mingwei Gao,Dong Liu,Caili Dai
Deep eutectic solvents (DESs) have great potential for desulfurization/denitrification of oil. This work investigated the underlying effect of hydrogen bond acceptors (HBAs) in DESs on the extractive removal of quinoline, carbazole and dibenzothiophene (DBT) from oil on the basis of the intermolecular interactions. With the acid-base interaction, quinoline was almost completely removed (∼100 wt%) in the acidic DES solvents. Differently, the hydrogen-bonding interactions enable the effective removal of near-neutral carbazole (96.0 wt%) and DBT (92.6 wt%) with assistance of H 2 O 2 . The partial addition of metal chlorides as the HBAs could further increase the desulfurization efficiencies to 94.7 wt% in 40 min due to the coordination-bonding interactions. Density functional theory (DFT) results confirmed that the HBAs are capable of regulating the interactions between heteroatomic compounds (e.g., carbazole) and DES components by manipulating the intrinsic hydrogen-bonding interactions in DESs, which further determines the desulfurization/denitrification performance. For the purification of catalytic diesel, the H 2 O 2 -assisted desulfurization and denitrification efficiencies were 60.0–69.0 % and 62.0–65.0 %, respectively. The intermolecular interaction analysis examined here provides guidance to improve the desulfurization/denitrification efficiencies in green DES extractants.
研究领域:
化学工程
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环境科学
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催化与反应工程
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产品关联
DOI
高影响因子
BIORESOURCE TECHNOLOGY
·
2025
·
IF 9
Li Yang,Jia Chen,Kangshun Xie,Kaiwen He,Wenyang Sheng,Mi Zhou,Guangyang Jiang,Yongqiang Tian
Eighteen deep eutectic solvent (DES) systems were systematically evaluated to optimize laccase biocatalysis. Five hydrogen bond acceptors (HBAs) significantly enhanced both enzyme activity and thermal stability. The choline dihydrogen phosphate (ChDHP)-glycerol DES yielded the highest activity increase (198 %). Moreover, a 50 % betaine-sorbitol (BS) solution retained 92 % activity after 1 h at 70 °C—55-fold higher than buffer—addressing a key thermal stability challenge. Fluorescence spectroscopy (FS) and molecular docking revealed that DES solutions stabilized laccase’s native structure by forming hydrogen bonds with catalytic center histidine (His) and phenylalanine (Phe) residues. BS-laccase pretreatment increased glucose conversion by 30 % in distillers’ grains (DG) and 54 % in poplar wood (PW). These findings establish DES as a sustainable, low-cost co-solvent that boosts enzymatic efficiency, offering molecular insights into HBA-enzyme interactions to guide biocatalytic system design for circular bioeconomy.
研究领域:
生物催化
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酶学
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绿色化学
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蛋白质工程
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生物化学
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产品关联
DOI
PubMed
高影响因子
BIORESOURCE TECHNOLOGY
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2021
·
IF 9.642
Xinquan Liang,Yuan Zhu,Benkun Qi,Shiqian Li,Jianquan Luo,Yinhua Wan
Herein, ten types of lactic acid-based deep eutectic solvents (DESs) with differently structured hydrogen bond acceptors (HBAs) were used for corn stover pretreatment. Among the tested DESs, those composed of HBAs with short alkyl chain were more effective to remove lignin and xylan, resulting in higher enzymatic digestion of the pretreated solids than their counterparts with long alky chain. Also, functional groups of HBAs demonstrated significant effects on biomass deconstruction. In order to interpret the different pretreatment performance of the tested DESs, Kamlet-Taft solvent polarity parameters of the tested DESs were correlated to their lignocellulose pretreatment performance. It was found that hydrogen bond acidity (Kamlet-Taft α parameter) had strong positive relationships with pretreatment efficacy of the studied DESs. These findings not only clarified the structure–property-performance relationships of the DESs, but also provided novel insights into design and selection of DESs for lignocellulose pretreatment.
研究领域:
生物化学
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可再生资源工程
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产品关联
DOI
PubMed
高影响因子
Nanomaterials
·
2022
·Vol. 12
·期 8
·1287
·
IF 5.719
Hongrui Yang,Chen Wang,Wenjuan Zhu,Xia Zhang,Tiemei Li,Jing Fan
Deep eutectic solvents are a new generation of green solvents composed of hydrogen bond acceptors and donors. However, when used as extractants in liquid–liquid separation, they are difficult to recycle and easy to lose. In order to solve these problems, herein, immobilized hydrogen bond acceptor adsorbent material was prepared for the separation and enrichment of antiviral drug arbidol from seven kinds of environmental water samples by in situ formation of hydrophobic deep eutectic solvents. The structure, morphology and thermal stability of the adsorbents were characterized, the separation and enrichment conditions for the targeted analyte were optimized, and the adsorption thermodynamics and kinetics were investigated. It was found that the adsorbent material could effectively enrich trace arbidol with the recovery more than 95% at the concentration above 7.5 ng/mL, and the enrichment factor was as high as 634.7. Coexisting substances, such as NaCl, KCl, CaCl2and MgCl2, did not interfere with the adsorption of arbidol, even if their concentration was high, up to 1.0 mol/L, and the relative recovery for real samples was in the range from 92.5% to 100.3%. Furthermore, the immobilized hydrogen bond acceptor could be recycled and reused, and the recovery of arbidol was still above 95% after 12 adsorption–desorption cycles. The mechanism study demonstrates that the synergistic effect of hydrogen bonding and π-π stacking is the primary factor for the high adsorption efficiency.Keywords:immobilized hydrogen bond acceptor;separation and enrichment;arbidol;environmental waters
研究领域:
环境科学
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分析化学
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绿色化学
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产品关联
DOI
PubMed
高影响因子
BIORESOURCE TECHNOLOGY
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2024
·
IF 9.7
Pengfei Zhao,Fulong Pu,Changsheng Su,Yefan Wan,Texin Huang,Xuedan Hou,Di Cai
Deep eutectic solvents (DESs) offer a potential opportunity in biomass utilization industries. This work emphasized the impact of hydrogen bond donors (HBD) and acceptors (HBA) on deconstruction and valorization of rice straw. Acidity, alkyl chain length, hydrogen bonding ability and functional groups of HBD and HBA appeared to be important factors affecting the fractionated pulps and lignins, which further influenced ethanol fermentation. Among the candidate DESs, lactic acid/guanidine hydrochloride (LGH) was proved to be the most suitable one due to the excellent delignification and xylan removal. For the downstream fermentation process, 0.47 g g −1 of bioethanol with 0.55 g/L h −1 of productivity can be obtained from the LGH pulp’s hydrolysate. Mass balance showed 302.8 g bioethanol and 119.0 g technical lignin can be co-generated from 1 kg dried rice straw. This “green” valorization strategy offers a promising scheme in biorefinery of lignocelluloses.
研究领域:
生物技术
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化学工程
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可再生能源
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可持续化学
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DOI
PubMed
高影响因子
BIORESOURCE TECHNOLOGY
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2017
·
IF 5.651
Xue-Dan Hou,Ao-Lin Li,Kai-Peng Lin,Yuan-Yuan Wang,Zhi-Yin Kuang,Shi-Lin Cao
Rice straw pretreatment mediated by choline chloride (ChCl) or lactic acid (Lac) sequences deep eutectic solvents (DESs) was investigated in this work. Hydrogen bond acceptors (HBAs) and hydrogen bond donors (HBDs) proved to be both important for DESs pretreatment efficiency. DESs containing lots of hydroxyl or amino groups with a high intermolecular hydrogen-bond (H-bond) strength exhibited weak biomass deconstruction abilities. The presence of strong electron-withdrawing groups in DESs was benefit for xylan removal, thus furnishing higher cellulose digestibility. The relationships between the properties of DESs, xylan removal and cellulose digestibility of pretreated biomass were established. It was found that xylan removal was negatively correlated with the pKa values of HBDs, and the enzymatic cellulose digestibility of the residues was linearly and positively related to xylan removal instead of delignification. These results provide a preliminary reference for rational design of novel DESs for biomass pretreatment.
研究领域:
化学工程
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生物质加工
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可持续化学
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产品关联
DOI
PubMed
高影响因子
MICROCHIMICA ACTA
·
2025
·Vol. 192
·期 9
·1-17
·
IF 5.3
Chen Mengtian,Yuan Mengdi,Bu Tong,Wang Yang,Huang Xianqing,Song Lianjun,Zhang Pingan,Mao Yexuan,Zhang Xiya
D ifferent samples may cause various types of matrix interference in lateral flow immunoassay (LFA), while deep eutectic solvents (DESs) as emerging green solvents can be synthesized to adapt to different extraction processes by adjusting the composition of hydrogen bond donors (HBDs) and hydrogen bond acceptors (HBAs). Initially, 30 types of food samples were selected to explore the total dilution factors (tDFs) and limit of detection (LODs) on AFB 1 detection by acetonitrile/water extraction. The matrix effect may be induced by some food matrices with high-fat content, including pumpkin seed kernel, almond, pecan, black sesame seed, walnut, and pine nut (tDFs exceeding 70-fold). DES-5 composed of Bet and EG with a molar ratio of 1:3, and a water content of 5% was selected as the optimal extraction solvent, which possessed a strong binding energy with AFB 1 (− 147.35 kJ/mol) but weak interaction with four main fatty acids (− 67.28 kJ/mol to − 74.20 kJ/mol). The DES-based LFA demonstrated that the LODs of pumpkin seed kernel, almond, pecan, black sesame seed, walnut, and pine nut were 0.74 μg/kg, 1.18 μg/kg, 1.01 μg/kg. 0.68 μg/kg, 0.98 μg/kg, and 1.21 μg/kg with recoveries of 79.39% ~ 94.21%, which was about 50% lower than that by acetonitrile/water extraction. According to the results of Soxhlet extraction, 73.46% ~ 85.91% of the total fat content of six food samples with high-fat content was transferred to the upper layer, and the fat content of detection phases (1.16 ~ 3.71 mg/g) by DES extraction (2 mL) was much lower than that of detection phases (4.76 ~ 6.35 mg/g) by acetonitrile/water extraction (2 mL). These results demonstrate that DESs as promising green extraction solvents can weaken the fat-induced matrix effect to achieve accurate detection of AFB 1 , which may provide a new strategy for reducing the interference of other compounds in the use of LFA. Graphical abstract
研究领域:
食品科学
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分析化学
·
环境科学
·
免疫学
·
绿色化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
CRYSTAL GROWTH & DESIGN
·
2020
·
IF 4.089
Mengwei Wang,Yiming Ma,Peng Shi,Shichao Du,Songgu Wu,Junbo Gong
There have been many studies on the preparation of cocrystals based on the synthon structures, but the synthons cannot completely guarantee the formation of cocrystals. On the basis of the widespread presence of the amino-pyridine synthon, we selected nimesulide (NMS) as the host component and a series of pyridine analogues (pyrazine (PYE), 4,4′-bipyridine (BP), trans-1,2-bis(4-pyridyl)ethylene (BPE), 1,2-bis(4-pyridyl)ethyne (BPY), 1,2-bis(4-pyridyl)ethane (BPA), and 1,3-bis(4-pyridyl)propane (BPP)) as coformers and thoroughly explored the difference in the ability of cocrystal formation. We successfully obtained four new cocrystals of NMS-BP/BPE/BPA/BPY, while cocrystals of NMS and PYE/BPP were not identified. By means of structural analysis and theoretical computation, we believe that PYE, with the weakest H-bond acceptor capacity and insufficient benzene ring, has difficulty in constructing a three-dimensional structure with NMS through effective N–H···N H-bonds and π–π stacking. Molecular flexibility could be a great resistance to form a cocrystal between BPP and NMS. Through quantitative calculation of Ridge and Lasso regression, it is found that the molecular electrostatic potential (MESP), h_ema (sum of hydrogen bond acceptor strengths), Kier flex (molecular flexibility), and the horizontal distance of two N atom projections of coformers have a descending effect on the cocrystal formation.
研究领域:
药物化学
·
晶体工程
·
物理化学
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产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）