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Ionic liquids
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY · 2014 ·Vol. 27 ·期 6 ·498-503 · IF 1.245

Physicochemical characterization of paramagnetic ionic liquids 1-vinyl-3-alkylimidazolium tetrahalogenidoferrate(III) [VRIM][FeClmBr4 − m]

Yimei Tang,Xiaoling Hu,Ping Guan,Xiangping Lin,Xiaoqian Li

Using microwave-assisted synthesis method, a series of paramagnetic ionic liquids comprising 1-vinyl-3-alkylimidazolium VRIM + cation and tetrahalogenidoferrate (III) FeCl m Br 4 − m − anion were designed and synthesized. The structure was analyzed using 1 H NMR and Raman spectroscopy. Ultraviolet–visible absorption spectra, thermal stability, magnetic susceptibility, viscosity, ionic conductivity, and solubility were characterized. Results show that elongation of the alkyl chain leads to replacement of bromides with a small amount of chlorides in the anion, shifting of UV maximum absorption peaks to shorter wavelengths, reduction of ionic conductivity, and solubility in polar solvents, as well as increase in fluidity, magnetic susceptibility, and solubility in nonpolar solvents. Copyright © 2014 John Wiley & Sons, Ltd.

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RSC Advances · 2014 ·Vol. 4 ·期 62 ·32902-32913 · IF 3.708

Roles of anion of polyoxometalate-based ionic liquids in properties of intumescent flame retardant polypropylene

Shengjiao Chen,Juan Li,Yingke Zhu,Shengpei Su

Three polyoxometalates-based ionic liquid (PIL) hybrid materials with different anions were prepared and introduced into polypropylene/intumescent flame retardants (PP/IFR) system to modify its flame retardant efficiency. It is found that the anions of PILs play great roles in the flame retardant properties of PP/IFR composites. The synergistic effect of [BMIm]3PW (PIL1) on the flame retardant properties of PP composites is better than that of [BMIm]4SiW (PIL3), and [BMIm]3PMo (PIL2) has the best suitability to PP/IFR composites. The PP composite with 15 wt% total amount of PIL2 and IFR has a LOI 28.0 and passes the UL-94 V-0 test without melt-dripping, while that for PP/IFR is only 23.7 and not classified at the same content. The morphology of char residue reveals that the PIL2 promotes the reaction between APP and PER, accelerates the formation of a compact and continuous charring layer and enhances the char accumulating degree that is the inherent reason for good flame retardant properties. However, PIL1 and PIL3 show poor synergistic effects on charring behavior. A good char layer can protect the inside matrix from the erosion of heat and gas, resulting in good flame retardant properties.

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POLYMER DEGRADATION AND STABILITY · 2015 · IF 3.163

Efficient conversion of chitosan into 5-hydroxymethylfurfural via hydrothermal synthesis in ionic liquids aqueous solution

Mingguang Li,Hongjun Zang,Jiaxuan Feng,Qing Yan,Nianqin Yu,Xiaolong Shi,Bowen Cheng

A new process for the efficient conversion of chitosan into 5-hydroxymethylfurfural (5-HMF) has been developed. Chitosan was hydrolyzed in the presence of acidic ionic liquids (ILs), with N-methyl imidazolium hydrogen sulfate ([MIM]HSO 4 ) giving the best results. The effects of reaction time, temperature and quantity of water and IL were investigated in detail. The optimal reaction conditions were found to be 4wt % IL ([MIM]HSO 4 ) aqueous solution under hydrothermal condition, 180 °C and a reaction time of 5 h. A yield of 29.5 mol% 5-HMF was obtained from 100 mg chitosan. Furthermore, chitosan with different molecular weight could be directly converted into 5-HMF in good yields under these conditions. More importantly, [MIM]HSO 4 could be recovered by simple post-processing and exhibited constant activity over 5 cycles.

CAS / MDL: 67-47-0 7439-91-0
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RSC Advances · 2013 ·Vol. 4 ·期 1 ·1-7 · IF 2.562

SO3H-functionalized Brønsted acidic ionic liquids as efficient catalysts for the synthesis of isoamyl salicylate

Duan-Jian Tao,Jing Wu,Zhen-Zhen Wang,Zhang-Hui Lu,Zhen Yang,Xiang-Shu Chen

Six Brønsted acidic ionic liquids (BAILs) composed of [HSO4] were prepared, characterized, and used as catalysts of low dosage in the synthesis of isoamyl salicylate. The effects of various parameters such as the kind of BAILs, temperature, catalyst loading, and molar ratio of the reactants on the conversion of salicylic acid were also examined in detail. The results suggested that the catalytic performances of BAILs were of close relevance to their Hammett acidities. The SO3H-functionalized BAILs 1-(4-sulfonic acid) butyl-3-methylimidazolium hydrogen sulfate ([BSmim][HSO4]) and N-(4-sulfonic acid) butyl triethylammonium hydrogen sulfate ([BSEt3N][HSO4]) of strong acidities exhibited excellently catalytic activities and selectivities in the esterification of salicylic acid with isoamyl alcohol. The fully optimized geometries of [BSmim][HSO4] and [BSEt3N][HSO4] further manifest that their strong acidities are derived from the strong interactions between the anion with the sulfonic acid group. In addition, it was found that [BSmim][HSO4] could be also recovered easily and used repetitively at least six times without obvious decline in activity and quantity.

CAS / MDL: 1633-83-6 616-47-7
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CHEMICAL ENGINEERING JOURNAL · 2013 · IF 3.473

SO2 absorption in acid salt ionic liquids/sulfolane binary mixtures: Experimental study and thermodynamic analysis

Kuan Huang,Yong-Le Chen,Xiao-Min Zhang,Shuang Xia,You-Ting Wu,Xing-Bang Hu

Two new simple acid salt ionic liquids (ASILs), tetraethylammonium diglutarate ([N 2222 ][diglutarate]) and dimethylethanolammonium diglutarate ([DMEA][diglutarate]) were synthesized and the ASILs/sulfolane binary mixtures containing 40   wt% ASILs were prepared for SO 2 absorption in this work. The SO 2 absorption rate is found to be quite fast with an equilibrium time within 2   min, due to the low viscosity of the mixtures. The solubilities of SO 2 in the two binary mixtures were measured under the pressure range of 0–1   bar and the temperature range of 303.15–333.15   K and results demonstrate the binary mixtures could trap as much as 6.836–7.624   mol SO 2 /kg absorbents at 1   bar and 303.15   K. The solubilities are 0.826–0.954   mol SO 2 /kg absorbents at a pressure as low as 0.004   bar, which is important for capturing SO 2 from the flue gas with low content of SO 2 . Thermodynamic analysis based on a Reaction Equilibrium Thermodynamic Model (RETM) was used to calculate the Henry’s law constants, reaction equilibrium constants, chemical absorption capacity, physical absorption capacity and thermodynamic functions of SO 2 absorption in the mixtures. The calculated absorption enthalpy are −53.73 and −47.15   kJ/mol for the two binary mixtures, respectively. The ASILs/sulfolane binary mixtures are shown to be an attractive alternative to pure ILs to be applied in SO 2 absorption due to the large absorption capacity and low absorption enthalpy, as well as the fast absorption rate.

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AICHE JOURNAL · 2015 ·Vol. 61 ·期 6 ·2016-2027 · IF 2.748

Design and screening of ionic liquids for C2H2/C2H4 separation by COSMO-RS and experiments

Xu Zhao,Qiwei Yang,Dan Xu,Zongbi Bao,Yi Zhang,Baogen Su,Qilong Ren,Huabin Xing

Ionic liquids (ILs) have been proposed as promising solvents for separating C 2 H 2 and C 2 H 4 , but screening an industrially attractive IL with high capacity from numerous available ILs remains challenging. In this work, a rapid screening method based on COSMO-RS was developed. We also present an efficient strategy to improve the C 2 H 2 capacity in ILs together with adequate C 2 H 2 /C 2 H 4 selectivity with the aid of COSMO-RS. The essence of this strategy is to increase molecular free volume of ILs and simultaneously enhance hydrogen-bond basicity of anions by introducing flexible and highly asymmetric structures, which is validated by a new class of tetraalkylphosphonium ILs featuring long-chain carboxylate anions. At 298.1 K and 1 bar, the solubility of C 2 H 2 in ILs reaches 0.476 mol/mol IL, very high for a physical absorption, with a selectivity of up to 21.4. The separation performance of tetraalkylphosphonium ILs to the mixture of C 2 H 2 /C 2 H 4 was also evaluated. © 2015 American Institute of Chemical Engineers AIChE J , 61: 2016–2027, 2015

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CHEMOSPHERE · 2017 · IF 4.208

Assessment and prediction of joint algal toxicity of binary mixtures of graphene and ionic liquids

Zhuang Wang,Fan Zhang,Se Wang,Willie J.G.M. Peijnenburg

Graphene and ionic liquids (ILs) released into the environment will interact with each other. So far however, the risks associated with the concurrent exposure of biota to graphene and ILs in the environment have received little attention. The research reported here focused on observing and predicting the joint toxicity effects in the green alga Scenedesmus obliquus exposed to binary mixtures of intrinsic graphene (iG)/graphene oxide (GO) and five ILs of varying anionic and cationic types. The isolated ILs in the binary mixtures were the main contributors to toxicity. The binary GO-IL mixtures resulted in more severe joint toxicity than the binary iG-IL mixtures, irrespective of mixture ratios. The mechanism of the joint toxicity may be associated with the adsorption capability of the graphenes for the ILs, the dispersion stability of the graphenes in aquatic media, and modulation of the binary mixtures-induced oxidative stress . A toxic unit assessment showed that the graphene and IL toxicities were additive at low concentration of the mixtures but antagonistic at high concentration of the mixtures. Predictions made using the concentration addition and independent action models were close to the observed joint toxicities regardless of mixture types and mixture ratios. These findings provide new insights that are of use in the risk assessment of mixtures of engineered nanoparticles and other environmentally relevant contaminants.

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SEPARATION AND PURIFICATION TECHNOLOGY · 2017 · IF 3.359

Recovery of methacrylic acid from dilute aqueous solutions by ionic liquids though hydrogen bonding interaction

Yinge Bai,Ruiyi Yan,Feng Huo,Jianguo Qian,Xiangping Zhang,Suojiang Zhang

The recovery of carboxylic acids from dilute aqueous solution is necessary but difficult in chemical industry. Methacrylic acid (MAA) is an important chemical widely used in polymer industry. In this work, the recovery of carboxylic acid from diluted aqueous solution by liquid-liquid extraction using ionic liquids (ILs) as extractants was studied. MAA was employed as model carboxylic acid. The partition coefficients of MAA in biphasic system and the extraction efficiencies of MAA were determined for imidazolium-based ILs and quaternary ammonium salt ILs with different structure of cation and anion. The extraction conditions such as extraction time, extraction temperature, mass ratio of ILs to MAA aqueous solution, initial concentrations of MAA, and water content were evaluated. An internal mechanism of the MAA extract by ILs was revealed by combining solvatochromic study, FT-IR and quantum chemical calculations. The results show that the strong hydrogen bond basicity (β) of ILs results in the high partition coefficient of MAA, which provides guidance to molecular design of ILs for the high efficient extractive separation of MAA from diluted aqueous solution. Based on this, IL with strong hydrogen bond basicity ([N 8881 ]Cl) was used to extract MAA from dilute aqueous solution. Compared with hexane which is conventional solvent used in MAA extractive separation, [N 8881 ]Cl can get 49 times higher of partition coefficient value and the extraction efficiency reach 94.57% for the single-stage extraction.

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NEW JOURNAL OF CHEMISTRY · 2017 ·Vol. 41 ·期 12 ·5091-5097 · IF 3.269

Organic superbase derived ionic liquids based on the TFSI anion: synthesis, characterization, and electrochemical properties

Zhi Wang,Zuopeng Li,Yunhe Jin,Wei Liu,Linhai Jiang,Qinghua Zhang

A series of hydrophobic room temperature ionic liquids (RTILs) composed of organic superbase-derived cations and the TFSI anion (bis(trifluromethylsulfonyl)imide) were designed and synthesized. The structures of these new RTILs were determined using 1H-NMR, 13C-NMR, IR, and elemental analysis. Their physicochemical properties, including thermal properties, density, viscosity, and electrochemical properties, were investigated. Thermogravimetric analysis (TGA) revealed that these superbase-derived RTILs have high decomposition temperatures of up to 450 °C. Studies on their electrochemical properties demonstrated that these RTILs have relatively wide electrochemical windows of up to 4.6 V and good ionic conductivities at room temperature. Their application potential as novel electrolytes in supercapacitors was also evaluated.

CAS / MDL: 90076-65-6
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Nanoscale · 2024 · IF 5.8

Enhancing the performance of PbS:CsPbBr3 bulk-heterojunction photodetectors by treating with imidazolium-based ionic liquids

Ying Wang,Shengyi Yang,Muhammad Sulaman,Guanzhen Zou,Haiyuan Xin,Zhenhua Ge,Zhenheng Zhang,Mengchun Zhu,Bingsuo Zou,Yurong Jiang

All-inorganic lead halide perovskites and quantum dots (QDs) have gained significant attention since their emergence, owing to their immense potential for applications in optoelectronic devices. Here, enhanced-performance broadband photodetectors based on the bulk-heterostructure of a CsPbBr3 perovskite and PbS colloidal quantum dots (CQDs) are presented, and 1-ethyl-3-methylimidazolium tetrafluoroborate ([EMIM]BF4) ionic liquids as a dual-purpose additive were introduced in the blended film to regulate the surface of QDs by facilitating surface passivation, adjusting energy levels, and coupling with longer alkyl chains as compared to iodide ions (I−). As a result, a superior-quality bulk-heterostructure based photodetector with long-term stability was obtained, showing outstanding performance in photodetection across the visible to near-infrared wavelength range, demonstrating a high photoresponsivity of 22.4 A W−1 with a response time of 16.2 ms and a specific detectivity of 1.58 × 1014 Jones under 405 nm illumination. Thus, this work provides a novel modification strategy for PbS:CsPbBr3 as a promising material for novel optoelectronics.

CAS / MDL: 143314-16-3 109-86-4
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TALANTA · 2024 · IF 5.6

High-resolution performance of pillar[6]arene functionalized with imidazolium ionic liquids for gas chromatography

Tao Sun,Yanli Song,YuanYuan Zhang,Mengyi Ba,Wen Li,Zhiqiang Cai,Shaoqiang Hu,Xianming Liu,Shusheng Zhang

Pillar[ n ]arenes (P[ n ]A, n  = 5–10) have attracted much attention because of their highly symmetric pillar-shaped architecture with π -electron rich cavity. Nevertheless, the use of ionic liquid functionalized P[ n ]A in chromatography has not been reported up to data. This work reports the investigation of the imidazolium ionic liquids functionalized pillar[6]arene (P6A-C10-IM-C8[NTf 2 ]) as the stationary phase for gas chromatography (GC). The statically coated P6A-C10-IM-C8[NTf 2 ] column (0.25 mm i.d.) showed moderate polarity and high column efficiency of 4733 plates/m determined by n -dodecane at 120 °C ( k  = 2.29). Owing to its unique amphiphilic conformation, the P6A-C10-IM-C8[NTf 2 ] showed good column inertness and resolving capability for a wide range of analytes and isomers. Particularly, the P6A-C10-IM-C8[NTf 2 ] column exhibited distinctly advantageous performance for the challenging isomers of halogenated benzenes, benzaldehydes, phenols and anilines over the common commercial columns, namely 5% phenyl methyl polysiloxane (HP-5) and 35% phenyl methyl polysiloxane (HP-35). In addition, it exhibited good column repeatability and reproducibility with RSD values on the retention times less than 0.05% for run-to-run, 0.38% for day-to-day and 2.94% for column-to-column, respectively. This work demonstrates the promising future of ionic liquid P[ n ]A stationary phases for chromatographic separations.

CAS / MDL: 75-05-8 30525-89-4
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Journal of Energy Chemistry · 2025 · IF 14.9

Ionic liquids-assisted in-situ targeted defect-healing strategy for high-performance sprayed perovskite modules

Jize Wang,Xinxin Yu,Cong Geng,Wangnan Li,Ying Liang,Bin Li,Yong Peng,Yi-Bing Cheng

In the process of spraying coating perovskite films, the “coffee ring” effect (CRE) leads to the problem of excessive organic ammonium salt accumulation in local areas that cannot be completely eliminated. We introduce an in-situ targeted defect-healing strategy by incorporating butylamine formate (BAFa) ionic liquid into the spray ink. Ionic liquids, due to their long carbon chain structure, tend to target flow towards the CRE region during the droplet evaporation process. The coordination between the lone pair electrons in the C O group of BAFa and Pb 2+ effectively reduces defects in perovskite and suppresses non-radiative recombination losses. Simultaneously, amine ligands, which are repelled to the film surface and grain boundaries, form a thin insulating monolayer in the CRE areas, forcing charge carriers to transport through areas of the perovskite with fewer defects. This approach enables the crystallization control and defect-heal over the Cs 0.19 FA 0.81 PbI 3-x-y Br x Cl y perovskite films. Consequently, the champion perovskite solar cell achieved a power conversion efficiency of 22.04%, while mini-modules with an effective area of 64.8 cm 2 reached a peak power conversion efficiency of 18.35%, demonstrating the significant potential for commercializing large-area perovskite solar cells.

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