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Ionic Liquid
ACS Sustainable Chemistry & Engineering · 2024 · IF 7.1

Novel 1,3-Dimethylimidazolium Dimethyl Phosphate Ionic Liquid for Efficient Separation of the 1,3,5-Trioxane/Water Azeotropic System by Extractive Distillation: Molecular Insights and Process Enhancement

Zhiyuan Wang,Zhiyong Su,Yuan Xu,Jianguang Qi,Baohui Qi,Xueyang Wei,Xingjian Chen,Yufeng Hu,Zhichang Liu,Xin Guo

With the increasing emphasis on sustainable development, people have realized that energy transformation is the key to solving the global energy and climate crisis. 1,3,5-Trioxane (TOX), as a crucial chemical raw material, is an important substitute for anhydrous formaldehyde, and the production of bulk industrial products through TOX is a significant way to extend the C1 industry chain. However, in the industrial synthesis process of TOX, coexisting water (H2O) and TOX form an azeotrope. This paper proposes for the first time a novel method of using green and environmentally friendly 1,3-dimethylimidazolium dimethyl phosphate ([MMIM][DMP]) ionic liquid as an entrainer to separate TOX and H2O through extractive distillation. Based on the COSMO-RS model, [MMIM][DMP] was screened and understood to be the most promising entrainer. Vapor–liquid equilibrium (VLE) experiments demonstrated that [MMIM][DMP] can obviously break the azeotropic point of the (TOX + H2O) system, the critical concentration for breaking the azeotropic point is about 1 mol/kg. The TOX + H2O + [MMIM][DMP] ternary VLE data were regressed by the NRTL model, e-NRTL model, Wilson model, and UNIQUAC model, and the results showed that the NRTL model achieved the best regression accuracy. In addition, the separation mechanism of [MMIM][DMP] breaking the azeotropic point of the TOX + H2O system was evidenced by the density functional theory and the COSMO-RS model. Finally, by conducting experiments on the extractive distillation pilot device, it was further verified that under the conditions of solvent ratio 2 and reflux ratio 1, TOX could be completely separated from H2O by using [MMIM][DMP] as an entrainer, and the TOX product with a mass fraction greater than 99.5% was obtained. Compared with the traditional use of organic solvents as extractants to separate TOX, this method can avoid the challenges of volatility and toxicity, demonstrating its enormous potential in promoting sustainable development.

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NEW JOURNAL OF CHEMISTRY · 2025 ·Vol. 49 ·期 9 ·3526-3535 · IF 2.5

Removal of volatile organic compounds using a membrane catalytic process involving a [BMIM]PF6 ionic liquid membrane and visible light-driven N–La–TiO2 photocatalysts

Shuang Meng,Yan Zhuang,Xue Yang,Dongxuan Guo,Jinlong Li

Volatile organic compounds (VOCs) emitted from industrial activities and transportation pose significant health risks to humans and contribute to environmental issues. As a result, there has been growing interest in developing effective technologies for VOC removal. This study investigates the removal of low-concentration VOCs from air using a membrane catalytic process that combines a supported ionic liquid membrane (SILM) with a novel visible light-driven photocatalyst. The system, consisting of a 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM]PF6) SILM and N-doped La–TiO2 photocatalysts, achieves a mineralization rate of 40%–60% and a removal efficiency of approximately 75% for VOCs under visible light exposure for 10 hours. The synergistic effects of membrane separation and photocatalytic degradation significantly enhance the overall VOC removal efficiency compared to using either method alone. The membrane catalytic system demonstrates particular applicability and stability for various organic compounds, including toluene, acetone, chloroform, benzene, and xylene. Overall, this work presents a promising approach for the removal and mineralization of VOCs.

CAS / MDL: 174501-64-5
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ANALYST · 2019 ·Vol. 144 ·期 9 ·3013-3022 · IF 4.019

Hydrothermal synthesis of N-doped carbon dots from an ethanolamine–ionic liquid gel to construct label-free multifunctional fluorescent probes for Hg2+, Cu2+ and S2O32−

Baogang Wang,Hui Tan,Tailiang Zhang,Wenmeng Duan,Yuanqiang Zhu

N-Doped carbon dots (NCDs) were facilely synthesized by a hydrothermal method using an ethanolamine–ionic liquid (1-carboxyethyl-3-methyl imidazole chloride) gel as a precursor. The NCDs had an average particle size of 3.4 nm and were partially crystalline and abundant in amide and hydroxyl groups and pyridinic/pyrrolic nitrogen atoms on their surfaces. In water, the NCDs showed excitation- and concentration-dependent photoluminescence (PL) properties with a high salt tolerance and a quantum yield of 24.7% under 350 nm excitation. The PL of the aqueous suspension of NCDs remained stable in a pH range of 4–11 and was significantly quenched by Hg2+ and Cu2+ owing to the strong interactions between the metal ions and the surface groups and/or nitrogen atoms of the NCDs. The possible quenching mechanism was determined to be photo-induced electron transfer. By introducing the masking agents of P2O74− and S2O32− into the aqueous suspension of NCDs, two label-free “turn-off” fluorescent probes for Hg2+ and Cu2+ with a high sensitivity and selectivity were built, respectively. Moreover, the quenched NCDs–Hg2+ system could be used as a selective “turn-on” fluorescent probe for S2O32− due to the strong affinity of S2O32− to Hg2+. The above described three probes all illustrated two good linear detection ranges for Hg2+ (0–10 and 10–50 μM), Cu2+ (0–2.5 and 2.5–40 μM) and S2O32− (0–20 and 20–80 μM), and their limits of detection were calculated to be 0.076, 0.125 and 1.17 μM. The recovery tests demonstrated that the above described probes were reliable and capable of detecting corresponding ions in tap water samples with satisfactory results.

✓ 已验证 DOI PubMed 高影响因子
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ADVANCED FUNCTIONAL MATERIALS · 2011 ·Vol. 21 ·期 23 ·4470-4477 · IF 8.508

Dual Phase-Controlled Synthesis of Uniform Lanthanide-Doped NaGdF4 Upconversion Nanocrystals Via an OA/Ionic Liquid Two-Phase System for In Vivo Dual-Modality Imaging

Meng He,Peng Huang,Chunlei Zhang,Hengyao Hu,Chenchen Bao,Guo Gao,Rong He,Daxiang Cui

A novel OA/ionic liquid two-phase system combining the merits of thermal decomposition method, the IL-based strategy, and the two-phase approach is introduced to synthesize high-quality lanthanide-doped NaGdF 4 upconversion nanocrystals with different crystal-phases in OA-phase and IL-phase through a one-step controllable reaction. Oil-dispersible cubic-phase NaGdF 4 :Yb, Er (Ho, Tm) nanocrystals with ultra-small size (∼5 nm) and monodispersity are obtained in the OA phase of the two-phase system via an IL-based reaction. More importantly, water-soluble hexagonal-phase NaGdF 4 :Yb, Er nanocrystals are obtained in the same system simply by adopting an extremely facile method to complete the dual phase-transition (crystal-phase transition and OA-phase to IL-phase transition) simultaneously. The synthesized lanthanide-doped NaGdF 4 upconversion nanocrystals are effective for dual-mode UCL imaging and CT imaging in vivo.

✓ 已验证 DOI 高影响因子
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JOURNAL OF MOLECULAR LIQUIDS · 2021 · IF 6.165

A LCST-type ionic liquid used as the recyclable extractant for the extraction and separation of liquiritin and glycyrrhizic acid from licorice (Glycyrrhiza uralensis Fisch)

Lingqi Wang,Xueying Chen,Jiajia Liu,Zhijian Tan

Recently, the use of stimuli-responsive ionic liquids (ILs) as extractants has received close attention due to their retrievability. In this study, a temperature-responsive ionic liquid (TR-IL) was synthesized and used for the extraction and subsequent separation of liquiritin (LQ) and glycyrrhizic acid (GA) from licorice ( Glycyrrhiza uralensis Fisch) root. This TR-IL was used as the extractant below its lower critical solution temperature (LCST), whereas it became hydrophobic to form a biphasic system to separate the two target compounds above its LCST. LQ and GA were distributed in the IL and aqueous phases, respectively. Moreover, the factors influencing the extraction and separation processes were studied to optimize the experimental conditions. The extraction yields of 9.63 and 28.51 mg/g and the distribution coefficients of 3.2 and 4.42 were obtained for LQ and GA, respectively. The selectivity coefficient of this biphasic system for LQ and GA was 14.2. Finally, the TR-IL was recycled and reused after extraction and separation. This study developed an efficient, green and sustainable strategy for the extraction and selective separation of bioactive ingredients from natural products.

✓ 已验证 DOI 高影响因子
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JOURNAL OF MOLECULAR LIQUIDS · 2019 · IF 4.561

Enantioselective liquid-liquid extraction of valine enantiomers in the aqueous two-phase system formed by the cholinium amino acid ionic liquid copper complexes and salt

Lianglei Liu,Danyu Sun,Fenfang Li,Shaoping Ma,Zhijian Tan

It was widely reported that the heterocyclic ionic liquids (ILs) had relatively high biotoxicity and the cholinium amino acid ionic liquids (ChAAILs) were much environmentally friendly. Therefore, the ChAAILs/salt aqueous two-phase systems (ATPSs) were developed for the chiral resolution of valine enantiomers in this study. The copper complexes were prepared by ChAAILs and Cu(Ac) 2 , which can be used as both the phase-forming components and the chiral selectors. A series of factors affecting the enantioseparation result were investigated, including type and concentration of ChAAILs, molar ratio of ChAAIL and Cu(Ac) 2 , type and concentration of salt, concentration of valine, and operation temperature. The valine enantiomers were preferentially recognized in the ChAAIL-rich phase (top phase) and the maximum e.e. value of 55.6% was obtained in the top phase. This ATPS used for the enantioseparation of valine enantiomers has the advantages of environmental friendliness, high enantioseparation efficiency and simple operation by one step extraction.

✓ 已验证 DOI 高影响因子
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Data in Brief · 2018 · IF 0

Data for the synthesis of β-oxopropylcarbamates from propargylic alcohols, secondary amines and CO2 catalyzed by a recyclable AgBr/ionic liquid system under ambient pressure

Dandan Song,Di Li,Xuan Xiao,Cheng Chen,Somboon Chaemchuen,Ye Yuan,Francis Verpoort

Data presented here are related with the research article entitled “Synthesis of ß -oxopropylcarbamates in a recyclable AgBr/ionic liquid catalytic system: An efficient assembly of CO 2 under ambient pressure” (Song et al., 2018) [1] . In this data article, the general synthetic procedures of ß-oxopropylcarbamates through the three-component reaction of propargylic alcohols, secondary amines and carbon dioxide (CO 2 ) catalyzed by a recyclable AgBr/ionic liquid (IL) system under mild pressure are described. Furthermore, the process for recycling the catalysts is supplied as well. Specifically, the investigative data for the temperature, amount of ILs, reaction time as well as the state of silver in the system are also reported. Finally, all the target products are confirmed by 1 H NMR, 13 C NMR, and high-resolution mass spectroscopy (HR-MS).

✓ 已验证 DOI PubMed
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FOOD CHEMISTRY · 2022 · IF 9.231

Dispersive micro solid phase extraction based ionic liquid functionalized ZnO nanoflowers couple with chromatographic methods for rapid determination of aflatoxins in wheat and peanut samples

Afang Zhu,Tianhui Jiao,Shujat Ali,Yi Xu,Qin Ouyang,Quansheng Chen

Aflatoxins (AFs) contaminate agricultural products in a wide range of ways during their harvesting, storage and transport. Therefore, the detection of AFs has certain practical significance. Herein, a dispersive micro solid phase extraction (D-µSPE) technology was constructed based on 1-hexyl-3-methylimidazolium hexafluorophosphate ([HMIM][PF 6 ]) fabricated ZnO nanoflowers for AFs extraction from food matrix before HPLC procedure. The key parameters affecting the extraction efficiency were studied. Under optimal experimental conditions, the method showed excellent linearity with high correlation coefficients (≥0.994). LOD and LOQ were 0.034 and 0.114 μg/kg for AFB1, 0.024 and 0.082 μg/kg for AFB2, 0.067 and 0.226 μg/kg for AFG1 and 0.025 and 0.084 μg/kg for AFG2. The recovery of actual samples spiked with analytes (at 5, 15 and 20 μg/kg) were from 93.8 to 105.1%. Overall, an accurate AFs analysis method was developed and could be applied to the determination of AFs in various food and agricultural products.

✓ 已验证 DOI PubMed 高影响因子
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ANALYTICAL AND BIOANALYTICAL CHEMISTRY · 2017 ·Vol. 409 ·期 27 ·6287-6303 · IF 3.431

Salting-out-enhanced ionic liquid microextraction with a dual-role solvent for simultaneous determination of trace pollutants with a wide polarity range in aqueous samples

Gao Man,Qu Jingang,Chen Kai,Jin Lide,Dahlgren Randy Alan,Wang Huili,Tan Chengxia,Wang Xuedong

In real aquatic environments, many occupational pollutants with a wide range of polarities coexist at nanogram to milligram per liter levels. Most reported microextraction methods focus on extracting compounds with similar properties (e.g., polarity or specific functional groups). Herein, we developed a salting-out-enhanced ionic liquid microextraction based on a dual-role solvent (SILM-DS) for simultaneous detection of tetracycline, doxycycline, bisphenol A, triclosan, and methyltriclosan, with log K ow ranging from −1.32 to 5.40 in complex milk and environmental water matrices. The disperser in the ionic-liquid-based dispersive liquid–liquid microextraction was converted to the extraction solvent in the subsequent salting-out-assisted microextraction procedures, and thus a single solvent performed a dual role as both extractant and disperser in the SILM-DS process. Acetonitrile was selected as the dual-role solvent because of its strong affinity for both ionic liquids and water, as well as the extractant in the salting-out step. Optimized experimental conditions were 115 μL [C 8 MIM][PF 6 ] as extractor, 1200 μL acetonitrile as dual-role solvent, pH 2.0, 5.0 min ultrasound extraction time, 3.0 g Na 2 SO 4 , and 3.0 min vortex extraction time. Under optimized conditions, the recoveries of the five pollutants ranged from 74.5 to 106.9%, and their LODs were 0.12–0.75 μg kg −1 in milk samples and 0.11–0.79 μg L −1 in environmental waters. Experimental precision based on relative standard deviation was 1.4–6.4% for intraday and 2.3–6.5% for interday analyses. Compared with previous methods, the prominent advantages of the newly developed method are simultaneous determination of pollutants with a wide range of polarities and a substantially reduced workload for ordinary environmental monitoring and food tests. Therefore, the new method has great application potential for simultaneous determination of trace pollutants with strongly contrasting polarities in several analytical fields. A salting-out-enhanced ionic liquid microextraction based on a dual-role solvent (SILM-DS) was developed for simultaneous detection of tetracycline, doxycycline, bisphenol A, triclosan and methyltriclosan, with log K ow ranging from –1.32 to 5.40. The novelty of SILM-DS method lies in (1) simultaneous quantification of pollutants with contrasting polarity; (2) microextraction based on a dual-role solvent (as a disperser and extractant); (3) giving high recoveries for analytes with a wide range of polarities; and (4) reducing workload for ordinary environmental monitoring and food tests.

✓ 已验证 DOI PubMed 高影响因子
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JOURNAL OF CATALYSIS · 2021 · IF 7.92

A green and recyclable CuSO4·5H2O/ionic liquid catalytic system for the CO2-promoted hydration of propargyl alcohols: an efficient assembly of α-hydroxy ketones

Ye Yuan,Jia Hu,Yu Wang,Leilei Huang,Jiayun Zheng,Yufeng Zhao,Yiyun Chen,Cheng Chen,Francis Verpoort

α-Hydroxy ketones are important building blocks in biological, pharmaceutical and synthetic chemistry. In this work, diverse α-hydroxy ketones were efficiently constructed through the CO 2 -promoted hydration process of propargyl alcohols, which was catalyzed by a system consisted of economical CuSO 4 ·5H 2 O and a green 1-butyl-3-methylimidazolium acetate ionic liquid. Particularly, this catalytic system exhibited excellent activity under atmospheric CO 2 or even mimetic flue gas (20 vol% of CO 2 ). Moreover, this system employed the lowest metal loading ever reported (0.004–0.25 mol%) meanwhile reached the highest turnover number (11700) for the target hydration reaction. Additionally, this is the first reported Cu catalytic system with reliable recyclability, which could be easily reused at least 6 times with yields higher than 85%.

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ANALYST · 2013 ·Vol. 138 ·期 22 ·6834-6843 · IF 3.969

Dispersive micro-solid phase extraction based on self-assembling, ionic liquid-coated magnetic particles for the determination of clofentezine and chlorfenapyr in environmental water samples

Bing Peng,Jiaheng Zhang,Runhua Lu,Sanbing Zhang,Wenfeng Zhou,Haixiang Gao

Two ionic liquid-coated-Fe3O4 magnetic particles (IL-Fe3O4 MPs) were developed for use in two types of dispersive micro-solid phase extraction (D-μ-SPE) for the high-performance liquid chromatographic analysis of clofentezine and chlorfenapyr in environmental water samples. Self-assembling IL-Fe3O4 MPs were used in D-μ-SPE as adsorbents. Two D-μ-SPE extraction methods, namely, direct dispersive micro-solid phase extraction (d-D-μ-SPE) and in situ solvent formation-based dispersive micro-solid phase extraction (ISF-D-μ-SPE), were proposed, using [C8MIM][PF6] to extract analytes through two pathways. Lower IL doses were required in the extraction process compared with those in other IL-based methods. Fe3O4 MPs can also be recycled and reused after extraction and are thus environmentally friendly. These newly developed methods were demonstrated to be feasible for use in the quantitation of clofentezine and chlorfenapyr at trace levels, with lower limit of detection values ranging from 0.4 to 0.5 ng mL−1 for d-D-μ-SPE and 0.4 ng mL−1 for ISF-D-μ-SPE. Finally, relative standard deviations of less than 6.0% were obtained.

✓ 已验证 DOI PubMed 高影响因子
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ANALYTICA CHIMICA ACTA · 2016 · IF 4.712

Doping of three-dimensional porous carbon nanotube-graphene-ionic liquid composite into polyaniline for the headspace solid-phase microextraction and gas chromatography determination of alcohols

Lulu Li,Mian Wu,Yingying Feng,Faqiong Zhao,Baizhao Zeng

In this work, ionic liquid (IL, i.e. 1-hydroxyethyl-3-methylimidazolium tetrafluoroborate), carboxyl multiwall carbon nanotubes (MWCNTs) and reduced graphene oxide (rGO) were used to prepare three-dimensional porous material (MWCNTs-rGO-IL) by one-step self-assembly, then it was co-electrodeposited with polyaniline (PANI) on stainless steel wires by cyclic voltammetry . The resulting coating (PANI-MWCNTs-rGO-IL) was characterized by using FT-IR and scanning electron microscopy etc, and it showed porous structure and had high thermal stability . Furthermore, it was found to be very suitable for the headspace solid-phase microextraction of alcohols (i.e. octanol , nonanol, geraniol , decanol, undecanol and dodecanol). By coupling with gas chromatography , wide linear ranges and low limits of detection (i.e. 2.2–28.3 ng L −1 ) were obtained for the alcohols. The coating also presented good repeatability and reproducibility; the relative standard deviations for intra-fiber and fiber-to-fiber were less than 5.6% (n = 5) and 7.0% (n = 5) respectively. In addition, the proposed method was successfully applied to the determination of alcohols in tea drinks, and the recoveries for standards added were 85.6–114%.

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