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Ionic Liquid
ACS Sustainable Chemistry & Engineering · 2023 · IF 8.4

Design of Dual Stimuli-Responsive Copolymerized Ionic Liquid with Flexible Phase Transition Temperature and Its Application in Selective Separation of Artemisitene/Artemisinin

Yingying Cao,Yaofeng Wang,Bingtong Chen,Yiwei Zhu,Hui Wang

Smart materials are a kind of material which can respond to subtle changes in the environmental conditions, and their use in chemical processes is becoming increasingly widespread. In this work, stimuli-responsive copolymerized ionic liquids (ILs) were designed to ease the recycling of IL, and they were prepared by free radical polymerization of isopropylacrylamide and 1-methyl-3-(4-vinylbenzyl)imidazolium chloride. The turbidity point temperature (for phase transition) of the copolymerized IL aqueous solution can be precisely controlled by varying the IL concentration in the copolymerized IL, adding inorganic salt, and changing the salt content. It was demonstrated that the introduction of IL increased the interaction between the copolymerized IL and water, resulting in higher turbidity point temperature of the copolymerized IL than that of polyisopropylacrylamide. The addition of salt weakened the electrostatic shielding and increased the cation−π interaction, resulting in particle agglomeration and precipitation of the copolymerized IL. Moreover, the copolymerized IL aqueous solution exhibited excellent performance for selective separation of artemisitene/artemisinin (ARE/ART), two structural analogues. The separation selectivity of ARE/ART increased with the increase of IL content in the copolymerized IL, reaching 3.62 for the copolymer containing 11.25 mol % IL. Additionally, the copolymerized IL can be easily recycled by the dual stimuli response of heating and addition of salt.

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Journal of Oleo Science · 2019 · IF 1.208

One Step Conversion of Glucose into 5-Hydroxymethylfurfural (HMF) via a Basic Catalyst in Mixed Solvent Systems of Ionic Liquid-Dimethyl Sulfoxide

Zhe Tang,Jianhui Su

A simple solid base catalyst, ammonium aluminum carbonate hydroxide (AACH), was prepared and its structure was characterized by many technologies, including XRD, FT-IR, SEM, BET and Elemental Analysis. The prepared catalyst was used to catalyze the conversion of glucose into 5-hydroxymethylfurfural (HMF) in ionic liquid 1-butyl-3-methylimidazolium chloride ([Bmim]+Cl–) and dimethyl sulfoxide (DMSO) mixtures. Various reaction conditions, including catalyst loading, reaction temperature, reaction duration and solvent, were investigated. A moderated HMF yield of 52.17 % was obtained at the mild reaction conditions (120°C for 4 h). More importantly, the catalyst could be reused for several times without the loss of its significant catalytic activities. After five reaction runs, a HMF yield about 49.34 % was also obtained.

✓ 已验证 DOI PubMed 高影响因子
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MOLECULES · 2018 ·Vol. 23 ·期 11 ·3033 · IF 3.098

Ionic Liquid-Promoted Three-Component Domino Reaction of Propargyl Alcohols, Carbon Dioxide and 2-Aminoethanols: A Thermodynamically Favorable Synthesis of 2-Oxazolidinones

Shumei Xia,Yu Song,Xuedong Li,Hongru Li,Liang-Nian He

To circumvent the thermodynamic limitation of the synthesis of oxazolidinones starting from 2-aminoethanols and CO2and realize incorporation CO2under atmospheric pressure, a protic ionic liquid-facilitated three-component reaction of propargyl alcohols, CO2and 2-aminoethanols was developed to produce 2-oxazolidinones along with equal amount of α-hydroxyl ketones. The ionic liquid structure, reaction temperature and reaction time were in detail investigated. And 15 mol% 1,5,7-triazabicylo[4.4.0]dec-5-ene ([TBDH][TFE]) trifluoroethanol was found to be able to synergistically activate the substrate and CO2, thus catalyzing this cascade reaction under atmospheric CO2pressure. By employing this task-specific ionic liquid as sustainable catalyst, 2-aminoethanols with different substituents were successfully transformed to 2-oxazolidinones with moderate to excellent yield after 12 h at 80 °C.Keywords:ionic liquid;synergistic activation;aminoethanol;2-oxazolidinone;atmospheric CO2;sustainable catalysis

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NEW JOURNAL OF CHEMISTRY · 2019 ·Vol. 43 ·期 7 ·2899-2907 · IF 3.069

Synthesis and characterization of a supported ionic-liquid phase catalyst with a dual-mesoporous structure derived from poly(ionic liquids) and P123

Beibei Wang,Xiaoli Sheng,Yuming Zhou,Huaying Gao,Zhiying Zhu,Saichun Hu,Qiang Liao,Xiao Sha

Herein, a novel strategy was proposed for the fabrication of hierarchical porous silica materials templated by a poly ionic liquid (PIL, a copolymer of 1-butyl-3-vinylimidazolium bromide and acrylamide) and P123 (PEO20PPO70PEO20). The PIL acts as a co-solvent as well as a co-template in the system. The effects of the concentration of the PIL and pH on the morphology and structure of silica materials were systematically investigated. Hierarchical porous silica materials were characterized by X-ray diffraction, N2 adsorption–desorption, transmission electron microscopy and Fourier transform infrared (FTIR) spectroscopy. Moreover, the results demonstrated that the porous silica materials were equipped with a dual-mesoporous channel structure and possessed a high surface area and large pore volumes up to 1274 m2 g−1 and 1.41 cm3 g−1, respectively. Furthermore, a high-performance catalyst-based supported ionic liquid phase (SILP) was obtained by surface modification with the IL (1-(tri-ethoxy-silyl-propyl)-3-methylimidazolium chloride) of the carrier and anion exchange with HPW. Catalytic performances were investigated in the alkylation of styrene with o-xylene. Moreover, it was found that the as-synthesized catalysts showed high catalytic performance in terms of styrene conversion and selectivity to 1-phenyl-1-xylyl ethane (PXE). Specifically, the catalyst PIL-1.0g-2-IL-HPW showed excellent activities in both the yield (91.5%) and selectivity (96.8%) for this alkylation reaction.

CAS / MDL: 79-06-1 1033461-45-8
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TALANTA · 2019 · IF 4.916

Ionic liquid-organic-functionalized ordered mesoporous silica-integrated dispersive solid-phase extraction for determination of plant growth regulators in fresh Panax ginseng

Runsheng Si,Yehong Han,Di Wu,Fengxia Qiao,Ligai Bai,Zhiqiang Wang,Hongyuan Yan

The massive accumulation of plant growth regulators (PGRs) in Panax ginseng causes serious harm to human health. A new analytical method for the simultaneous determination of multiple PGRs in 19 types of fresh Panax ginseng is developed by a new designed wool cluster-inspired ionic liquid-functionalized ordered mesoporous silica-integrated dispersive solid-phase extraction coupled to high performance liquid chromatography (IL-WFOMS-I-DSPE-HPLC). The proposed method combines the advantages of the multiple adsorption mechanisms, high mass transfer rate and large adsorption capacity of the synthesized IL-WFOMS adsorbent with the safe, convenient operation of the new designed I-DSPE method. Under optimized conditions, the recoveries at three spike levels were in a range of 77.6–98.3% for 3-indole acetic acid (IAA), 3-indole propionic acid (IPA), 3-indole butyric acid (IBA), and 1-naphthaleneacetic acid (NAA) with the relative standard deviations (RSD) ≤8.6%, n = 3. This method exhibits the advantages of safety, convenience, reliability, and has great potential for simultaneous determination of multiple trace PGRs in complex sample matrices.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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Environmental Chemistry Letters · 2018 ·Vol. 17 ·期 1 ·501-508 · IF 3.125

Quaternary phosphonium cationic ionic liquid/porous metal–organic framework as an efficient catalytic system for cycloaddition of carbon dioxide into cyclic carbonates

Hu Yu Lin,Zhang Rui Li,Fang Dong

Global warming and climate change concerns are triggering worldwide interest for sustainable transformation of CO 2 into useful chemicals. Here, a new and efficient multifunctional catalytic system for the cycloaddition of carbon dioxide with epoxides to synthesize cyclic carbonates under mild and solvent-free reaction conditions has been developed. The catalytic tests revealed that [P 12,4,4,4 ]Br/MIL-53(Cr) (MIL: Materials of Institut Lavoisier) was the best and powerful catalytic system in the cycloaddition with excellent yields (96–99%) under solvent-free condition and 100 °C, 1.0 MPa for 2–3 h. The synergistic effect of anion and cation of ionic liquid [P 12,4,4,4 ]Br as well as the chromium site of cocatalyst MIL-53(Cr) contributed to the excellent catalytic activity. The present catalytic system has several unique features such as simple operation, good to excellent yields, high catalytic activity, environmentally benign and safe. This study provides a sustainable and efficient synergistic strategy for chemical carbon dioxide fixation via the combination of ionic liquids and metal–organic frameworks.

✓ 已验证 DOI 高影响因子
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MOLECULES · 2019 ·Vol. 24 ·期 9 ·1832 · IF 3.06

Eco-Friendly Ca-Montmorillonite Grafted by Non-Acidic Ionic Liquid Used as A Solid Acid Catalyst in Cellulose Hydrolysis to Reducing Sugars

Yang Zhou,Miao Yang,Dongshen Tong,Haiyan Yang,Kai Fang

An effective and friendly method was developed for the production of reducing sugars (RS) from the hydrolysis of cellulose over the solid catalyst of Ca-montmorillonite (Mt) grafted by non-acidic ionic liquid (Mt-IL) in water. The effect of mass ratio, water dosage, reaction temperature, and time were investigated in a batch reactor. Raw Mt showed only a 7.9% total reducing sugars (TRS) yield for the catalytic hydrolysis of cellulose in water. As the Mt was grafted by -SO3H and IL, the TRS yield greatly increased under the same reaction conditions. The highest TRS yield of 35.7% was obtained on the catalyst of Mt grafted by non-acidic IL at 200 °C with the mass ratio of catalyst to cellulose of 0.2 for 120 min. The high TRS yield for Mt-IL should be attributed to the synergistic effect of the dissolution of cellulose by IL and the exposed metal ions on the layer with water. Although the yield of TRS on Mt-IL decreased gradually with recycling runs, the decrease after the first run was not very serious compared to the fresh catalyst. This work provides a promising strategy for efficient cellulose hydrolysis into fine chemicals by Mt with non-acidic IL.Keywords:montmorillonite;ionic liquid;cellulose;hydrolysis;reducing sugars

✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF CHROMATOGRAPHY A · 2019 · IF 3.858

Preparation of two ionic liquid bonded stationary phases and comparative evaluation under mixed-mode of reversed phase/ hydrophilic interaction/ ion exchange chromatography

Xiang Wang,Jingdong Peng,Huanjun Peng,Jun Chen,Hong Xian,Ranxi Ni,Shiyu Li,Dengying Long,Zhongying Zhang

The present work describes the preparation of two ionic liquid and carboxyl acid silane reagents via photo-initiated thiol-ene click chemistry that have been bonded to silica to afford two mixed-mode stationary phases (Sil-C4Im-C9Co and Sil-C9Im-C4Co). The two stationary phases provided satisfactory retention repeatability and efficiencies. The influence of acetonitrile content, salt concentration and pH of the mobile phase was investigated to clarify the retention properties of the prepared stationary phases. The results showed that the prepared Sil-C4Im-C9Co and Sil-C9Im-C4Co undergo multiple interactions with solutes under different chromatographic conditions. The retention mechanisms were further studied by the linear energy solvation relationship and Van’t Hoff plots. Finally, the stationary phases were employed to separate hydrophobic solutes (alkylbenzenes and polycyclic aromatic hydrocarbons) under reversed phase liquid chromatography (RPLC) mode, hydrophilic solutes (carboxylic acids, nucleosides and bases) under hydrophilic interaction liquid chromatography (HILIC) mode and inorganic anions under ion-exchange chromatography (IEC) mode, providing excellent performance and varying selectivity when compared with a commercial column. The bonding method in this work is feasible and the prepared stationary phases are promising when employed in RPLC/HILIC/IEC mixed-mode chromatography applications.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2019 · IF 3.375

Experimental and Kinetic Study of Arabinose Conversion to Furfural in Renewable Butanone–Water Solvent Mixture Catalyzed by Lewis Acidic Ionic Liquid Catalyst

Yuan Zhao,Hao Xu,Kaifeng Lu,Yang Qu,Lingjun Zhu,Shurong Wang

Arabinose, the second most abundant pentose in lignocellulosic biomass, can be dehydrated to produce a well-known platform chemical named furfural. However, the lowest reactivity of arabinose among the aldopentoses in biomass has hindered its application. In this work, a butanone–water mixture as a green solvent system was employed in the production of furfural from arabinose, and a Lewis acidic ionic liquid was chosen as the catalyst. An excellent furfural yield of 60% and corresponding arabinose conversion of 100% was obtained at 140 °C within 30 min. The kinetic analysis indicated that the decreasing furfural yield was mainly due to the condensation reaction between furfural and the intermediate, which came from arabinose dehydration. Self-degradation of furfural played a minor role in the falling yield at prolonged reaction time. Moreover, the butanone–water solvent mixture was beneficial for increasing the activation energy of furfural degradation, and therefore, the formation of byproducts was suppressed.

CAS / MDL: 98-01-1
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Scientific Reports · 2017 ·Vol. 7 ·期 1 ·1-9 · IF 4.259

Ionic liquid-based dispersive liquid-liquid microextraction combined with functionalized magnetic nanoparticle solid-phase extraction for determination of industrial dyes in water

Liang Ning,Hou Xiaohong,Huang Peiting,Jiang Chao,Chen Lijuan,Zhao Longshan

N-butyl pyridinium bis((trifluoromethyl)sulfonyl)imide ([Hpy]NTf 2 ) functionalized core/shell magnetic nanoparticles (MNPs, Fe 3 O 4 @SiO 2 @[Hpy]NTf 2 )) were prepared and applied as an adsorbent for magnetic solid phase extraction (MSPE) of three commonly used industrial dyes including malachite green, crystal violet and methylene blue. Extraction solution was mixed with 100 mg extraction material of Fe 3 O 4 @SiO 2 @[Hpy]NTf 2 , and 1 mL of acetonitrile was used to elute target analytes for further extraction and purification. [Hpy]NTf 2 was used as extraction solution, and 500 μL methanol was selected as dispersive solvent in ionic liquid (IL) dispersive liquid–liquid microextraction (DLLME) method. After sonication for 5 min and centrifugation at 447 g for 10 min, 20 μL of sedimented phase was injected into HPLC-UV system. The limit of detection (LOD) and limit of quantification (LOQ) of current method were 0.03 and 0.16 μg·L −1 , respectively, which indicated the sensitivity was comparable or even superior to other reported methods. The relative recoveries of the target analytes ranged from 86.1% to 100.3% with relative standard deviations between 0.3% and 4.5%. The developed method has been successfully applied to determine the level of three industrial dyes in different water samples.

✓ 已验证 DOI PubMed 高影响因子
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INTERNATIONAL JOURNAL OF PHARMACEUTICS · 2025 · IF 5.2

Co-delivery of minoxidil and finasteride via ionic liquid and cyclodextrin-assisted in situ thermosensitive hydrogel for synergistic treatment of androgenic alopecia

Ziyi Liu,Xiaojuan Li,Sha Xiong,Ting Xiao,Siwen Jiao,Guihong Chai,Yuehong Xu

Androgenic alopecia (AGA), the most prevalent type of progressive hair loss, currently lacks an effective topical treatment regimen. In this study, we synthesized an ionic liquid (IL) to co-solubilize minoxidil (MXD) and finasteride (FIN) and subsequently formulated them into an in situ thermosensitive ionic liquid/cyclodextrin/poloxamer hydrogel (ICPG), termed M + F@ICPG. M + F@ICPG was developed for the transdermal co-delivery of these two drugs, aiming to provide a multipath therapeutic approach for AGA while avoiding the adverse effects commonly associated with oral FIN and topical MXD tincture. The thermosensitive characteristics, skin penetration, hair follicle (HF) targeting efficiency, biosafety, and in vivo therapeutic efficacy of M + F@ICPG were evaluated using an AGA mouse model. Our results demonstrated that M + F@ICPG was a thermosensitive hydrogel, transitioning from solution to gel upon contact with the scalp. Compared to the FIN suspension and MXD tincture, M + F@ICPG significantly enhanced the skin penetration (∼2.2-fold) and retention (∼8.6-fold) of FIN and increased the relative retention of MXD (∼6.3-fold) in the skin. Moreover, M + F@ICPG exhibited a HF targeting index of 1.74 for MXD and 1.46 for FIN, indicating enhanced drug targeting to HF. M + F@ICPG showed superior in vivo efficacy in terms of hair regeneration, anagen recovery, inflammation mitigation, and microvessel reconstruction. The underlying mechanism was attributed to the upregulation of hair growth genes, downregulation of hair loss genes, and reduction of abnormally elevated inflammatory factors. These findings suggest that this novel M + F@ICPG is a promising topical co-delivery system for the synergistic treatment of AGA.

CAS / MDL: 128446-35-5 9005-38-3
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2024 · IF 9.4

Construction of 3D-graphene/NH2-MIL-125 nanohybrids via amino-ionic liquid dual-mode bonding for advanced acetaldehyde photodegradation under high humidity

Syed Jalil Shah,Xinqi Luan,Xin Yu,Weige Su,Yucheng Wang,Zhongxing Zhao,Zhenxia Zhao

The development of metal organic framework (MOF)-based π-π conjugated structures capable of effectively transforming H 2 O from humid air to • OH radicals for VOCs photodegradation is a significant but difficult task. Herein, an amino-ionic liquid (NH 2 -IL) based dual-mode bridging strategy was proposed to connect 3D-graphene with NH 2 -MIL-125 forming IL-3DGr/NM(Ti) nanohybrids for advanced acetaldehyde photodegradation. The rational integration of these components was responsible for: (1) maintaining π-π conjugated electron transport system; (2) generating abundant coordinatively unsaturated sites and oxygen vacancies; (3) increasing surface area of the nanohybrids. With these attributes, IL-3DGr/NM(Ti) demonstrated enhanced charge separation and transportation electrochemical impedance spectroscopy (EIS): 7-times), acetaldehyde adsorption (22 %), light absorption (bandgap: 1.51 eV). The rapid H 2 O adsorption and photoconversion to • OH radicals by IL-3DGr/NM(Ti) enabled it to demonstrate superior CH 3 CHO photodegradation rate under high humidity, surpassing many state-of-the-art photocatalysts by 9 to 187 times under static air conditions and with nearly similar catalyst dosages* (photocatalyst weight and initial acetaldehyde concentration (mg ppm −1 ) ratio). Interestingly, the IL-3DGr/NM(Ti) photocatalytic activity was enhanced by increasing RH% up-to 80 %. Besides, the nanohybrids demonstrated tremendous stability, with only a 3.9 % decline observed after 5 consecutive-cycles. This strategy provides new prospects to improve the compatibility of graphene/MOF materials for futuristic photoelectrical applications under high humidity.

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