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Ionic liquids
CHEMICAL ENGINEERING RESEARCH & DESIGN · 2017 · IF 2.538

Ether-functionalized ionic liquids: Highly efficient extractants for hordenine

Yunchang Fan,Xiaojing Li,Lei Zhang,Peigao Duan,Feifei Li,Dan Zhao,Yuan Wang,Hongwei Wu

The application of ether-functionalized ionic liquids (ILs) as alternatives to conventional organic solvents in liquid-liquid extraction of hordenine was investigated. The parameters affecting the extraction ability of ILs such as the pH of the aqueous phase, the chemical structures of the IL cation and anion, the phase volume ratio and the hordenine concentration were evaluated. Experimental results indicate that the ether-functionalized ILs possess stronger extraction ability than the dialkylimidazolium-based ones. The extraction efficiency is highly dependent on the pH of the aqueous phase. Driving forces underlying the extraction processes include hydrogen-bonding interaction, hydrophobic interaction and steric hindrance effect. The recovery of hordenine from the IL phase and the recycling of the IL phase can be realized by using the pH swing effect. These results suggest that the ether-functionalized ILs are ideal alternatives to the conventional organic solvents for the extraction of hordenine from aqueous phases.

CAS / MDL: 109-65-9 67-56-1
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JOURNAL OF MOLECULAR STRUCTURE · 2024 · IF 4

Homogeneous and heterogeneous ionic liquids catalyze CO2 cycloaddition reaction

Jian-Fei Sun,Yu-Jin Qin,Yong-Liang Zhang,Zhan-You Sa,Jie Liu,Yu-Hua Wang,Chun-Yuan Wang,Qing-Lei Tan

The synthesis of cyclic carbonates, which are essential solvents for lithium-ion batteries, through the cycloaddition of carbon dioxide (CO 2 ) and epoxides, and further ester exchange with methanol to form linear carbonates has always been one of the effective ways for CO 2 resource utilization. In this work, the kinetics and reactor technology selection of ionic liquids as catalysts for CO 2 conversion were analyzed from the perspective of process systems engineering. Firstly, ethanol (EtOH) was used as the solvent, and 1‑butyl‑3-methylimidazolium bromide ([Bmim] Br) was used to catalyze the CO 2 cycloaddition reaction in a batch reactor. The effect of reaction conditions on the kinetic performance of synthesizing propylene carbonate (PC) was studied. Secondly, a supported polyelectrolyte liquid membrane was designed and prepared, and a continuous ionic liquid membrane reactor was established for the continuous catalytic reaction of CO 2 and epichlorohydrin (PO). The performance of the continuous catalytic reaction was studied and compared with batch reaction experiments. Based on the results of kinetic experiments, the reaction order of the reaction rate equation and the activation energy in the reaction system were determined. Finally, under the premise of achieving high PC yield goals and optimizing process conditions, a dual zone dynamic modeling was conducted on the batch reactor to guide the comprehensive evaluation of technology, economy, and environment under uncertain conditions, laying the foundation for the pilot scale clean production of high-value chemicals synthesized by chemical conversion of CO 2 .

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Journal of Physical Chemistry C · 2010 · IF 4.224

Redox Charging of Nanoparticle Thin Films in Ionic Liquids

Wanzhen Li,Bin Su

Thin films consisting of alkanethiolate protected gold nanoparticles (MPCs) immersed in room temperature ionic liquids (ILs) were investigated by electrochemistry. The anion-dependent oxidative charging of MPC films was observed in imidazolium based ILs, which is similar to that of anion-rectified/limited oxidative charging previously observed in aqueous media. The absence of reductive charging in imidazolium ILs is simply because of the inadequate hydrophobicity of the imidazolium cation. Replacing the imidazolium cation with more hydrophobic tetrahexylammonium, the reductive charging of MPC films was observed. The ionic dependence manifests the charging process to be an ion-coupled electron transfer event, with the oxidative/reductive charging of MPCs at the electrode/film interface concomitant with the ionic partition at the film/IL interface. This system provides a diverse possibility of regulating the electronic properties of nanoparticle thin films by ionic/solvent functions, given that ILs are “designed solvents” with structures and functions easily tuned by ionic components (both anion and cation).

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JOURNAL OF MOLECULAR LIQUIDS · 2025 · IF 5.2

Multicyclopropyl-functionalized hypergolic ionic liquids with enhanced energetic performance

Nianming Jiao,Zhang Jiang,Yuan Yao,Long Liu,Yanqiang Zhang

This study presents a class of hypergolic ionic liquids featuring cyclopropyl groups as key structural motifs. The synthesized ionic liquids were comprehensively characterized, and showed wide liquid-phase range with melting points below −40 °C and thermal decomposition temperatures over 289 °C. The intrinsic folded geometry of cyclopropyl groups facilitates dense molecular packing, resulting in high densities ( ρ  = 1.04–1.09 g∙cm −3 ). The inherent strain energy in the cyclopropyl rings enhances their energetic performance, as indicated by heat of formation (Δ f H  = 1.52–2.79 kJ∙g −1 ), specific impulse ( I sp  ≈ 320 s), and notably density-specific impulse ( ρI sp  > 440 s∙g∙cm −3 ), which significantly surpasses that of conventional unsymmetrical dimethylhydrazine (UDMH, 402.9 s∙g∙cm −3 ). Additionally, all ionic liquids exhibit hypergolic behavior upon contact with white fuming nitric acid. This work provides an innovative strategy for the design of strained-ring hypergolic ionic liquids as high-energy propellants.

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CHEMICAL PHYSICS LETTERS · 2019 · IF 1.901

Double bond carboxylate ionic liquids for reversible SO2 capture

Liang Wei,Yilin Wang,Zhongjiao Fan,Rujia Wang,Yuan Wang,Jianqiu Chen,Yun Xu

Solubility of SO 2 in [N 2224 ][Met] was measured at temperature from 313.2 to 333.2 K and pressure up to 1.8 bar. The [N 2224 ][Met] absorbed SO 2 at high speed and could be recycled for four times. The Reaction Equilibrium Thermodynamic Model (RETM) was used to correlate the experimental data, Henry’s constant ( H ), reaction equilibrium constant ( K 0 ), and thermodynamic properties ( Δ r H m 0 , Δ r G m 0 , Δ r S m 0 , Δ H phy a n d Δ H chem ) were derived. Considering the absorption capacity and low absorption enthalpy, as well as the fast absorption process, [N 2224 ][Met] is thought to be a promising absorbent to ordinary solvent as a desulfurizer.

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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2025 · IF 9.7

CO2-switchable self-healing of ionic liquids-based hydrogels

Dazhen Xiong,Huihui Ma,Jiaming He,Yijie Han,Wenjie Ma,Cailing Wu,Yunlei Shi,Zhiyong Li,Huiyong Wang,Yang Zhao,Jianji Wang

High-performance soft materials with stimulus-responsive and self-healing properties have received a lot of attention in modern environmental and energy technologies. However, it was difficult to construct supramolecular hydrogels integrating different functionalities. In this work, we reported a novel class of supramolecular hydrogels made of ionic liquids (ILs) with CO 2 -responsive and self-healing properties. These ILs were found to form hydrogels with H 2 O. Upon bubbling with CO 2 , the transparent and stable IL-based hydrogels transformed into sols, which returned to their initial gel state after bubbling with N 2 at 65°C. The reversible gel-sol phase transformation behavior was demonstrated by rheological, polarizing, scanning and cryogenic transmission electron microscopy measurements. Spectroscopic studies indicated that the mechanism of gel-sol transition was attributed to reversible reaction between the anions of the ILs and CO 2 in the hydrogel, which destroyed the hydrogen bonding between the anions and water. Self-healing ability of the hydrogels was confirmed by rheological measurements. The self-healing mechanism was ascribed to the disruption and reconstruction of hydrogen bonds in IL-based hydrogels using temperature-dependent Fourier transform infrared spectroscopy. The CO 2 -responsive and self-healing ability make these novel hydrogels attractive in smart soft materials.

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JOURNAL OF PHYSICAL CHEMISTRY B · 2019 · IF 2.923

Surfactant-Free Microemulsion Based on CO2-Induced Ionic Liquids

Ying Zhang,Dongfang Liu,Shanshan Dai,Hongsheng Lu

A novel surfactant-free microemulsion (SFME) based on CO2-induced ionic liquids (ILs) was prepared. Among them, dipropylamine (DPA) was directly reacted with CO2 to form the ILs that were composed of the ammonium salts and the ammonium carbamate salts, which was confirmed by 13C NMR, Fourier transform infrared, electrical conductivity, and pH. In addition, the purity of ILs was determined by 1H NMR. We used water as a polar phase, ILs as an amphi-solvent, and 1-dodecanol as a nonpolar phase to prepare SFME. The multiphase zone and the single-phase zone of the SFME were obtained from the ternary-phase diagram. Then, the microstructure of the studied SFME was determined to be the O/W type by the staining method. The demulsification process of SFME was explored by means of conductivity, pH, dynamic light scattering, and gas chromatography. Under the introduction of N2, CO2 could be removed, and the ILs could be reversibly restored to DPA, resulting in a change in polarity, which caused most of DPA to transfer into the oil phase, eventually leading to demulsification.

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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2014 · IF 2.235

Extraction of Phenols from Water with Functionalized Ionic Liquids

Yunchang Fan,Yun Li,Xing Dong,Guitao Hu,Shaofeng Hua,Juan Miao,Dongdong Zhou

A series of hydroxyl-, benzyl-, and dialkyl-functionalized ionic liquids (ILs) were synthesized, and their extraction abilities for phenol, resorcinol, p-nitrophenol, guaiacol, and o-cresol were investigated. Results showed that the extraction efficiencies of the five phenols were significantly influenced by the pH values, salt added, phase ratio, and chemical structure of the IL. Phenols present in nonionized forms were preferable to transfer into IL phases. The anion/cation hydrogen-bonding characters of ILs were the main structural factors affecting the extraction efficiency, which also increased with increased hydrophobicity of phenols. These results are promising for the liquid–liquid extraction and enrichment of phenols in separation science and related industrial processes.

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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2015 · IF 2.587

Extraction of l-Tryptophan by Hydroxyl-Functionalized Ionic Liquids

Yunchang Fan,Xing Dong,Yun Li,Yingying Zhong,Juan Miao,Shaofeng Hua,Yongchun Sun

In this work, several hydroxyl-functionalized ionic liquids (ILs) were synthesized and used to extract tryptophan from the aqueous phase. The experimental results indicated that the hydroxyl-functionalized ILs presented better extraction ability than the dialkylimidazolium-based ILs. The extraction efficiency was significantly influenced by the pH of the aqueous phase. Moreover, the cationic form of tryptophan preferred to transfer into the IL phase, thereby suggesting a cation-exchange extraction mechanism. Driving forces of the extraction processes included hydrogen bonding, hydrophobicity, π–π stacking, and the screening effect. Among these factors, hydrogen bonding was the main parameter, as suggested by the results of thermodynamic analysis. After extraction, [C1C6OHim]NTf2 could be reused by using the pH swing effect. These findings demonstrate that [C1C6OHim]NTf2 is a good alternative to conventional solvents for recovering tryptophan from the aqueous phase.

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SEPARATION AND PURIFICATION TECHNOLOGY · 2023 · IF 8.6

Selective extraction of polyhydroxy compounds using hydrophobic ionic liquids

Jiming Yang,Kai Luo,Xingmei Lu,Wei He,Shuangfei Zhao,Zheng Fang,Yirong Feng,Ning Zhu,Kai Guo

Polyhydroxy compounds such as sugar alcohols /derivatives are high value chemicals with application potential in medicine, materials and other fields. Researches on preparation and selective extraction of polyhydroxy compounds have attracted wide attention in the world. However, the selective extraction of polyhydroxy compounds is still a major challenge. In this paper, hydrophobic ionic liquids (ILs) 1-butyl-3-methylimidazole bis(trifluoromethanesulfon)imide salt ([Bmim][Ntf 2 ]), 1-ethyl-3-methylimidazole bis(trifluoromethanesulfon)imide salt ([Emim][Ntf 2 ]) and 1-allyl-3-methylimidazole bis(trifluoromethanesulfon)imide salt ([Amim][Ntf 2 ])) were used for the dissolution and selective extraction of polyhydroxy compounds. In addition, the interaction between ionic liquids and polyhydroxy compounds was characterized and analyzed by NMR and contact angle analysis. The partition coefficients of polyhydroxy compounds in water and hydrophobic ionic liquids were also investigated. It was shown that among the ILs used, the solubility of polyhydroxy compounds fluctuated strongly (from 0 wt% to 19.50 wt%), and the solubility in [Amim][Ntf 2 ] was the highest. These hydrophobic ionic liquids showed strong selective extraction ability when fractionating mixtures composed of sugar alcohols and their dehydrated derivatives (1:1, w / w). The results showed that the purities of isosorbide and isomannide separated were more than 99.60 wt% and 99.99 wt% respectively. Polyhydroxy compounds dissolved in hydrophobic ionic liquids could be directly extracted by water without chemical modification. The regeneration rate of ionic liquids reached 93.22%−97.04%. The NMR characterization of the regenerated ionic liquid showed that water could fully extract polyhydroxy compounds dissolved in the ionic liquids and the structure of the regenerated ionic liquid did not change. It was promising to construct a green and efficient method for fractionating such polyhydroxy compounds based on hydrophobic ionic liquids, and it is suggested to further strengthen the research in this field.

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RSC Advances · 2017 ·Vol. 7 ·期 76 ·47990-47998 · IF 3.108

Ionic liquids as efficient pretreatment solvents for lignocellulosic biomass

Fu-Ling Wang,Shuang Li,Yi-Xin Sun,Hui-Ying Han,Bi-Xian Zhang,Bao-Zhong Hu,Yun-Fei Gao,Xiao-Mei Hu

Ionic liquid (IL)-assisted pretreatment of lignocellulosic biomass has been extensively studied. Cellulose and hemicelluloses are rich resources of sugars for biofuels. Lignin is a valuable feedstock for aromatic-based platform chemicals. In this study, a series of ionic liquids (ILs) were prepared with one-step synthesis and were investigated for their activity to pretreat lignocelluloses. High yields of lignin (61.0% and 60.4%) were achieved through [Hpy]Cl and [Hmim]Cl pretreatment of poplar. Lignin yields of 51.7% and 50.3% were obtained with a [Hpy]Cl and [Hnmp]Cl pretreatment of bamboo. Improving enzymatic hydrolysis was observed from the regenerated poplar with [Hpy]Cl pretreatment and the regenerated bamboo with [Hmim]Cl pretreatment. The isolated fractions were characterized by FTIR (Fourier transform infrared) spectroscopy. SEM (Scanning electron microscopy) and XRD (X-ray diffractometry) were employed to examine the cellulose-rich materials. A 2D 1H–13C heteronuclear single quantum coherence (HSQC) nuclear magnetic resonance (NMR) spectroscopy was employed to analyze lignin fraction. These ionic liquids were particularly effective to extract lignin from lignocelluloses to obtain cellulose-rich materials for biofuels.

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JOURNAL OF CATALYSIS · 2025 · IF 6.5

Ionic liquids modified electrochemical interfaces for enhanced biomass valorization

Xinyu Liu,Jiansong Wang,He Li,Xiaoliang Qu,Yipu Xu,Liu-Liu Shen,Gui-Rong Zhang,Donghai Mei

Electrochemical oxidation of 5-hydroxymethylfurfural (HMF) to 2,5-furandicarboxylic acid (FDCA) offers a sustainable route for biomass valorization. The technoeconomic viability of this promising route, however, hinges on developing efficient electrocatalysts. Moving beyond conventional structural engineering of catalysts, we introduce a surface modification strategy using a small amount of hydrophobic ionic liquids (ILs) to adjust the local electrochemical microenvironment. Specifically, by modifying a porous conductive metal organic framework (Ni-HHTP) with [MTBD][NTf 2 ], the FDCA yield and Faradaic efficiency (FE) are significantly enhanced to 99.9% and 97.0%, respectively, along with a threefold increase in FDCA production rate compared to the unmodified catalyst. Mechanistic studies reveal that the ILs facilitate HMF enrichment at the catalyst surface while preventing water-induced blockage of active sites. This work highlights the transformative potential of interfacial engineering with ILs as a versatile strategy for advancing electrocatalytic systems in biomass conversion applications.

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