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Ionic liquids
CHEMICAL ENGINEERING & TECHNOLOGY · 2022 ·Vol. 46 ·期 2 ·383-389 · IF 2.215

Effect of 2-Pyrrolidone Protic Ionic Liquids on Removal of Pyridine from Fossil Fuel Model Mixtures

Hui Yang,Dan Wang,Jun Gao,Lianzheng Zhang,Tao Zhang,Dongmei Xu,Yinglong Wang

To reduce emission of nitrogen oxides (NO x ) mainly produced from the combustion of nitrogen compounds (NCs) in fossil fuels, it is necessary to decrease the NCs content in fossil fuels. 2-Pyrrolidone-based protic ionic liquids (PrILs) with three different anions were synthesized by a one-step method. The three PrILs were used as extractants to extract pyridine from the model mixtures. The extraction efficiency ( EE ) was considered to evaluate the extraction performance of the PrILs. The interactions between the PrILs and pyridine were analyzed by σ-profiles, bond length, and deformation charge density. The results show that the hydrogen bond (H-bond) formed between pyridine and the three PrILs is the main driving force for the extraction of pyridine from the model mixtures.

CAS / MDL: 7697-37-2
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Reaction Chemistry & Engineering · 2023 ·Vol. 8 ·期 9 ·2365-2374 · IF 3.9

Metal–organic framework-supported ionic liquids for lipase immobilization: design, characterization, and investigation of catalytic performance

Hongbo Suo,Qi Qi,Xusheng Dai,Xinyue Geng,Qi Li,Jie Yang,Guoyun Liu,Renmin Liu,Lili Xu

Recently, ionic liquids (ILs) have shown potential in enzyme activation and stabilization. In this work, ILs consisting of imidazolium-based cations coupled with [Tf2N]− anions were grafted onto a magnetic Ca2+-based metal–organic framework (CaBDC), and the composites were then employed to immobilize lipase. The support of ILs/MCaBDC and immobilized porcine pancreatic lipase (PPL) of PPL-ILs/MCaBDC were thoroughly characterized and fully investigated. Compared with a wild enzyme, PPL-ILs/MCaBDC showed 2.16 times higher activity. After introducing the ILs into the supports, PPL-ILs/MCaBDC showed enhanced thermal, storage, and stability properties compared with PPL–MCaBDC. After 10 cycles, PPL-ILs/MCaBDC retained a higher (83.2%) fraction of its initial activity than PPL–MCaBDC (73.4%). Furthermore, the relationship between the support–enzyme interactions and the structural changes of immobilized lipase was also analyzed in detail. Application of circular dichroism (CD) spectroscopy analysis helped us understand the changes of the enzyme secondary structure. Therefore, this work further confirmed the effectiveness of ILs for enzyme immobilization.

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NEW JOURNAL OF CHEMISTRY · 2022 ·Vol. 46 ·期 47 ·22621-22632 · IF 3.925

Preparation and properties of multifunctional phenoxyacetate-based ionic liquids and their application in citrus bacteriostatic preservation

Yifei Zhou,Qiuxiao Wang,Tao Wang,Haixiang Gao

Recently, 2,4-dichlorophenoxyacetic acid, 4-chlorophenoxyacetic acid, and 2-methyl-4-chlorophenoxyacetic acid have been extensively used as herbicides in field crops and they can also act as a plant growth regulator at low concentrations. However, these compounds possess high vapor pressure and high volatility. In this regard, the introduction of ionic liquids (ILs) has emerged as an effective approach to overcome these shortcomings. The present study aimed to prepare a series of ILs with bactericidal activity cations and phenoxyacetic acid series compounds as anions. The synthesized compounds were tested for their physicochemical properties, antibacterial activity and citrus preservation through experiments. ILs showed lower volatility, better soil adsorption capacity, and dual functions of plant growth regulation and antibacterial activity. The tested ILs effectively delayed the aging rate of citrus, reduced the decay rate, inhibited citrus storage diseases, and improved the storage quality of citrus. Overall, the study results provide a theoretical basis for the development of sustainable multifunctional ILs by introducing anions and cations with targeted effects. These newly synthesized ILs allowed us to achieve benefits far exceeding the simple additive rule, improving the physical and chemical properties and reducing environmental pollution by decreasing the amount of chemicals.

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Nanoscale · 2022 ·Vol. 15 ·期 2 ·631-643 · IF 8.307

Highly efficient silica coated perovskite nanocrystals with the assistance of ionic liquids for warm white LEDs

Yanqiao Xu,Xiaobo Hu,Huidong Tang,Qing Hu,Sanhai Wang,Ting Chen,Xiaojun Zhang,Weihui Jiang,Lianjun Wang,Wan Jiang

Given the inherent characteristics of defect-tolerant, tunable emission performance, and high extinction coefficient, lead halide perovskite nanocrystals (NCs) have attracted widespread attention as a promising material in optoelectronic fields. However, their poor structural stability greatly impedes their practical applications. Herein, a novel strategy for synthesizing stable CsPbBr3@SiO2 NCs via the hydrolytic polycondensation of (3-aminopropyl)triethoxysilane (APTES) in the presence of ionic liquids (ILs) is deliberately designed. The problems of fluorescence quenching and undesirable agglomeration of NCs resulting from ligand loss and surface erosion existing in common encapsulation methods can be effectively resolved. The fast and controllable growth of the SiO2 shell around the CsPbBr3 NCs is realized owing to the high polarity and hygroscopicity of the IL. Moreover, the dual effects of the IL for passivating the surface defects and avoiding the structural degradation of NCs during the hydrolysis process of APTES are demonstrated. As a result, CsPbBr3@SiO2 NCs with a high photoluminescence quantum yield of 85.7% and excellent stability are realized. Furthermore, this method proves to be a versatile tool to obtain CsPbX3@SiO2 NCs with different halide compositions, realizing a broad tunable wavelength from 421.2 nm to 651.6 nm. A warm white LED with a high color rending index was assembled through packaging CsPbBr3@SiO2 NCs and Cu–In–Zn–S/ZnS/PVP composites on a commercial blue chip. These findings are expected to facilitate the development of perovskite NCs, which provides access to their optoelectronic applications.

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JOURNAL OF MOLECULAR LIQUIDS · 2022 · IF 6.633

Experimental and theoretical study on the extraction of keratin from human hair using protic ionic liquids

Junlei Wang,Hongshuai Gao,Congwen Qin,Zhimin Zhao,Hanmeng Yuan,Jia Wei,Yi Nie

Keratin, the naturally derived biomaterials have been developed and widely applied in many different fields. Among the resources containing keratin, human hair is one of the most abundant natural fibers rich in keratin and one of the most abundant waste materials produced by humans. It is critical for both value-added human hair utilization and environmental protection if suitable solvents for the dissolution and regeneration of the keratin were developed. Ionic liquids (ILs) have been evidenced to be the green solvents to extract keratin from waste human hair. In this work, five novel Protic ILs were designed and synthesized in one step with inexpensive raw materials under mild conditions. The effect of different anions and cations, temperature, and water content on the dissolution ability of Protic ILs for human hair was investigated in depth. The best IL [MEA]HCOO with high solubilization capacity (9 h, 130 °C) for human hair was finally obtained by considering the time required for complete hair dissolution and the properties of regenerated keratin. The results of FTIR, XRD, and TGA showed that the α-helix structure of regenerated keratin was not destroyed. The recycling result indicates that the dissolution ability of [MEA]HCOO for human hair kept stable after 5 times recovery. Furthermore, the density functional theory (DFT) calculations and independent gradient model (IGM) analysis uncover the dissolution of human hair by ILs through synergistic interaction between the cations and anions of ILs.

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Asian Journal of Organic Chemistry · 2022 ·Vol. 11 ·期 8 ·e202200234 · IF 3.116

In-situ Synthesis of Ionic Liquids on B-doped Mesoporous SiO2 Catalyst for Epoxide-CO2 Cycloaddition

Yifei Ye,Yanglin Chen,Junzhe Huang,Jianmin Sun

Graphical A series of functionalized ionic liquids (ILs) immobilized on B-doped mesoporous SiO 2 catalysts were fabricated for effectively converting CO 2 into cyclic carbonates under metal-absent and cocatalyst-free conditions A series of functionalized ionic liquids (ILs) immobilized on B-doped mesoporous SiO 2 catalysts were fabricated for effectively converting CO 2 into cyclic carbonates under metal-absent and cocatalyst-free conditions. Functionalized imidazolium ILs were in-situ synthesized by Debus-Rdziszewski imidazole reaction. Among the prepared catalysts, 5B−SiO 2 −NH 2 −3−I catalyst owing to the synergistic effects of nucleophile, Lewis acid-base and hydroxyl hydrogen bond donors in the catalyst, presented the better catalytic activity for propylene epoxide to the product of propylene carbonate with 99% yield and selectivity at 110 °C and 2 MPa CO 2 . The catalyst also displayed moderate yield for various mono-substituent epoxides. Besides, the gradual decline in the product yield during consecutive runs could be easily refreshed by aqueous acidic solution washing.

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APPLIED CLAY SCIENCE · 2022 · IF 5.907

Highly efficient and recyclable conversion of CO2 using supported metal-free ionic liquids on ball clay

Jiangtao Peng,Ruifeng Guo,Xiongxi Shi,Peiping Zhang,Fagui Qiu,Wenqing Li,Cundi Wei,Shiding Miao

A type of clay-supported catalysts was developed for cycloaddition of CO 2 by immobilizing metal-free ionic liquids (IL) on ball clay (BC) via a one-step strategy. The metal-free IL was loaded on the surface of BC via thermal and acid treatment. The synthesized materials (IL@P-BC) were characterized by Fourier transform infrared spectroscopy (FTIR), N 2 adsorption-desorption, and transmission electron microscopy (TEM). The composite IL@P-BC demonstrated excellent catalytic performance (yield 94.0%, selectively >99%) for coupling of CO 2 with epoxides to produce cyclic carbonates under the lack of any co-catalyst. The good recyclability and excellent suitability were obtained for the composite IL@P-BC. These experimental analyses deepen comprehension of the rational design of clay-based catalysts for CO 2 cycloaddition, further confirmed ball clay was a promising support.

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RENEWABLE ENERGY · 2022 · IF 8.634

Selective and simultaneous membrane separation of CO and H2 from N2 by protic chlorocuprate ionic liquids

Zhuoheng Tu,Ping Zhang,Mingzhen Shi,Xiaomin Zhang,Youting Wu,Xingbang Hu

Efficient recovery of CO and H 2 from offgas streams is environmentally and economically meaningful from the view point of the wide use of syngas (CO/H 2 ) in the chemical industry. This work reports selective and simultaneous separation of CO and H 2 from N 2 using protic chlorocuprate ionic liquids (PCILs)-based membranes. The chemical structures of the prepared PCILs were characterized using FTIR , NMR and ESI-MS, and the thermal stability, melting points, viscosity and density of PCILs were determined. The morphology and elemental distribution of PCIL-based membranes were characterized by SEM and EDS. Facilitated transport of CO is observed in these membranes, and the CO permeability is up to 178.3 barrers (0.1 bar, 40 °C) in [TEAH][CuCl 2 ], with a CO/N 2 selectivity of 26.2. H 2 permeability and H 2 /N 2 selectivity are also found to reach 198.2 barrers (0.5 bar, 40 °C) and 29.1, respectively. The permeability of CO and the selectivity of CO/N 2 can be further optimized to 405.9 barrers and 69.9 by altering the Cu(I) content, respectively. In addition, the selectivity of CO/H 2 can be tuned drastically via varying the Cu(I) content (from 0.77 to 12.0) and the operating temperature (from 2.14 to 0.42), which may be applied to the composition adjustment of syngas. In a word, this work offers a new strategy for designing IL-based membranes that used for CO and H 2 capture.

CAS / MDL: 7758-89-6
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JOURNAL OF MOLECULAR LIQUIDS · 2022 · IF 6.633

Molecular structure insight into the tribological behavior of sulfonate ionic liquids as lubricants for titanium alloys

Haolin Li,Lin Ma,Ping Wen,Yunyan Han,Rui Dong,Mingjin Fan

The wide industrial application of titanium alloys requires lubricating materials with superior performance. Although ionic liquids have been recognized as potential choices for excellent lubricants, research on their tribological properties as applied to titanium alloys is not mature and systematic. In this work, a series of halogen-free sulfonate IL lubricants with different anions and cations were designed, synthesized, and applied to the titanium alloy (Ti-6Al-4V) friction pairs. From the perspective of molecular structure, the influencing factors on their physicochemical properties (thermal stability, viscosity) and tribological performances (friction-reducing and anti-wear performances) were explored, including the influences derived from their active element, chain length, molecular rigidity and branched chain structure. The lubricating mechanism contributed by the IL molecules and the Ti surfaces during sliding were analyzed by means of SEM, XPS, ECR and QCM. The results showed that physical adsorption and tribo-chemical reactions were involved during the sliding process. And the lubricating performances of the synthesized ILs may largely depend on their ability to form physical/chemical adsorption films on the titanium interfaces. The rigid benzene ring structure and flexible alkyl chain are conducive to strengthening the stability and efficiency of the formed interfacial tribo-film.

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ACS Omega · 2022 · IF 4.132

Absorption and Conversion of SO2 in Functional Ionic Liquids: Effect of Water on the Claus Reaction

Yucui Hou,Qi Zhang,Minjie Gao,Shuhang Ren,Weize Wu

The absorption of SO2 from flue gas and its conversion to chemicals is important in the industry. Functional ionic liquids (ILs) have been broadly used to absorb SO2 in flue gas, but seldom convert it to chemicals. As we know, water is inevitable in a desulfurization process. In this work, three functional ILs (monoethanolaminium lactate-[MEA][Lac], 1,1,3,3-tetramethylguanidinium lactate-[TMG][Lac], tetraethylammonium lactate-[N2222][Lac]) with or without water were used as absorbents to absorb SO2 in flue gas, and then the absorbed SO2 in the absorbents was converted to sulfur via a Claus reaction. The result shows that the three ILs can efficiently absorb SO2 and convert it to sulfur. But the addition of water in the ILs can reduce the conversion of absorbed SO2, and the conversion increases with increasing the acidity of absorbents. To explain this phenomenon, we studied the Claus reaction in H2SO3, NaHSO3 and Na2SO3 aqueous solutions. It turns out that the conversion of the Claus reaction is related to the species of S (IV) in the order of the oxidability: H2SO3 > HSO3– > SO32–, and their proportions dependent on the pH of solutions. On the basis of the absorption mechanism of SO2 in functional ILs aqueous solution, H2S reacts with HSO3– and SO32– with weaker oxidability, resulting in the lower conversion. Importantly, we found that the addition of lactic acid could increase the conversion of SO2 via the Claus reaction.

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ENERGY & FUELS · 2022 · IF 4.654

Molecular Simulation and Experimental Study on Low-Viscosity Ionic Liquids for High-Efficient Capturing of CO2

Zhijun Zhao,Jubao Gao,Mingsheng Luo,Xinyue Liu,Yongsheng Zhao,Weiyang Fei

In recent decades, ionic liquids (ILs) have been developed as an ideal and reversible decarbonization solvent. However, some pitfalls, such as the low CO2 capacity and high viscosity of ILs, limit their further scale up and industrial application. Therefore, in this work, three novel functional ILs [N8881][NIA], [N8881][For], and [N8881][Ac] were synthesized after using a molecular design method to capture CO2 at 303.15–333.15 K and pressures up to 1000 kPa. The experimental results illustrate that [N8881][NIA] presents the smallest viscosity and the highest CO2 solubility. The capacity order is [N8881][NIA] > [N8881][For] > [N8881][Ac] under the same experimental conditions. The CO2 recyclability experiments using [N8881][NIA] show the stability of CO2 solubility after 5 cycles. The quantum chemistry simulations at the level of DFT/B3LYP with 6-311++G(d,p) basis sets were used to study the CO2 absorption mechanism in the studied ILs from the molecular viewpoint. Simulation results illustrated that the higher interaction energy between CO2 and ILs means more CO2 absorbed in these ILs, which agreed well with the experimental results. The atoms in molecules theory and the function of the reduced density gradient were also used to calculate the interactions in these IL–CO2 systems. Results show that the majority of these interactions present an electrostatic character.

CAS / MDL: 64-19-7 64-18-6 59-67-6
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SCIENCE OF THE TOTAL ENVIRONMENT · 2022 · IF 10.753

Metabolomic analysis of Scenedesmus obliquus reveals new insights into the phytotoxicity of imidazolium nitrate ionic liquids

Zhiheng Li,Jiazheng Chen,Jie Chen,Jiaojun Jin,Hanmei Chen,Huijun Liu

Due to the persistence of ionic liquids (ILs) in aquatic environments, it is necessary to reveal their ecological risk to aquatic organisms. Herein, the biotoxicity of two alkyl-methylimidazolium nitrate ILs ([C 10 mim]NO 3 and [C 12 mim]NO 3 ) against Scenedesmus obliquus were studied. Results showed that the growth inhibition of S. obliquus increased with increasing concentrations of ILs, maximum values of 94.61% at 4 mg/L of [C 10 mim]NO 3 and 97.34% at 0.8 mg/L of [C 12 min]NO 3 were observed. The fluorescence parameters of photosystem II, such as light quantum yield and electron transfer rate, showed a negative relationship with the exposure dose. [C 12 mim]NO 3 had a more significant effect than [C 10 mim]NO 3 . Moreover, the redox homeostasis of algae was disrupted; the accumulation of reactive oxygen species , leading to obvious inhibition of superoxide dismutase and catalase activities was observed. A metabolomic analysis indicated that the contents of most metabolites were reduced significantly, and fructose and galactose decreased significantly by 42.3% and 88.6%, respectively, in the [C 10 mim]NO 3 treatment compared to those in the control. The inhibition of amino acid biosynthesis and glyoxylate and dicarboxylate metabolism explained the more serious biotoxicity of [C 12 mim]NO 3 than that of [C 10 mim]NO 3 . This study facilitates a better understanding of the environmental safety and ecological risks of ILs.

CAS / MDL: 67-56-1 67-66-3
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