ChemistrySelect
·
2024
·Vol. 9
·期 3
·e202303342
·
IF 1.9
Nianming Jiao,Junjie Cui,Long Liu,Yuan Yao,Yangfeng Xia,Yanqiang Zhang
Graphical Pyridinium trifluoroacetate-based ILs effectively catalyzed the cyclization of 2-propyl ketazine to pyrazolines, achieving conversion and selectivity rates of 98 % and 99 %, respectively. Thermodynamic data were obtained through DFT calculations and calorimeter tests, providing valuable insights for the practical application of ketazine intramolecular cyclization to synthesize pyrazolines. In this work, pyridinium trifluoroacetate ionic liquids, as a protonic acid catalyst, were used to catalyze intramolecular cyclization of ketazine to synthesize 2-pyrazoline. The investigation encompassed the impact of temperature, solvent, dosage of ionic liquid catalyst, and the structure-activity relationship in the cyclization reaction of 2-propyl ketazine. The optimal catalytic performance was achieved at 100 °C with 8 mol % of 3,5-dimethylpyridinium trifluoroacetate in a solvent-free environment. Moreover, thermodynamic and kinetic data were determined through density functional theory calculations and calorimetric experiments. These protonic acid ionic liquids address the issue of excessive traditional protonic acid dosage in the intramolecular cyclization of ketazine, while also presenting a viable pathway for the catalytic synthesis of 2-pyrazolines.
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JOURNAL OF MOLECULAR LIQUIDS
·
2024
·
IF 5.3
Tianhao Xie,Yuan Yao,Xiaofang Yang,Long Liu,Peihao Dou,Yanqiang Zhang
Hypergolic ionic liquids are a new type of liquid propellants, and the energy density is critical to propulsion performance. We propose to combine cage structures with tensile rings to design and synthesize new ionic liquid molecules. Cycloalkane-substituted 1-aza-bicyclo[2.2.2]octane and 1,4-diazabicyclo[2.2.2]octane-like ionic liquids were synthesized using dicyanamide root as an anion, and their structure and properties were determined. The obtained ionic liquids possess higher energy density up to 1.87 kJ·mL −1 . The three-membered ring substituent can increase the energy density of ionic liquids by 79.8 % and reduce the ignition delay time by 52.5 % than that of straight-chain alkanes. This work provides an important basis for the design and synthesis of the new type of hypergolic ionic liquids.
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POLYMER
·
2024
·
IF 4.1
Huimin Xue,Guidong Li,Lifei Liu,Tong Feng,Chun Li,Jiayang Sui,Weizhen Zhao
The stereochemistry of polymethyl methacrylate (PMMA) has a profound influence over its material properties; however, the pursuit of high tacticity in bulk free radical polymerization presents a formidable challenge. Consequently, the procurement of a methodology that facilitates the synthesis of highly tactic polymers during bulk free radical polymerization is both desirable and challenging. In this investigation, the propagation of methyl methacrylate (MMA) within an ionic liquids (ILs) medium was employed via bulk free radical polymerization to harness tacticity. The reactivity of polymerization and the propensity for isotactic polymer formation were potentiated by the incorporation of ILs, specifically 1-octyl-3-methylimidazolium hexafluorophosphate as an additive. The resultant polymer exhibited a triad isotacticity (mm) of 33%, achieved in the presence of a 5 wt% concentration of 1-octyl-3-methylimidazolium hexafluorophosphate. The isotactic selectivity of the ILs appeared to arise from their dynamic interplay with the monomeric or polymer chains, an interaction elucidated by 1 H NMR and DFT analyses. The research imparts critical understanding into the manipulation of PMMA tacticity and presents an enaging prospect for the production of highly tactic polymers via bulk free radical polymerization.
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JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY
·
2024
·
IF 1.9
Gege Zhao,Haoyu Xu,Hai Zhang,Hong Zhang,Yanlan Bi,Xuebing Xu
Crude coconut oil often contains high levels of polycyclic aromatic hydrocarbons (PAHs), which are commonly carcinogenic. The present work demonstrated that PAHs in coconut oil were significantly removed by ionic liquids (ILs). The relationship between the removal efficiency and the structures of ILs was investigated, using 12 different types ILs. Among these, 1-butyl-3-methylimidazolium tosylate ([Bmim][TOS]) showed the highest efficiency in removing benzo(a)pyrene (BaP). The optimal process conditions for the removal of PAHs using [Bmim][TOS] were explored, and the removal efficiency for benzo(a)anthracene (BaA), chrysene (CHR), benzo(b)fluoranthene (BbF), and BaP under the optimal conditions were 42.7 ± 1.0, 33.3 ± 1.4, 88.8 ± 0.9, and 73.8 ± 1.0%, respectively. Importantly, [Bmim][TOS] could be recycled up to five times without a significant decrease in PAHs removal. The quantum chemistry calculations and spectrum analyses were conducted to study the interactions between ILs and PAHs, using BaP as a model compound. The ability of [Bmim][TOS] to remove PAHs originate its high hydrogen bond accepting ability and the collaborative hydrogen bond interactions between the PAHs and ILs.
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MOLECULES
·
2024
·Vol. 30
·期 1
·24
·
IF 4.2
Mengyue Zhang,Fan Yang,Nan Wang,Jifu Du,Juntao Yan,Ya Sun,Manman Zhang,Long Zhao
The efficient removal of dyes is of significant importance for environmental purification and human health. In this study, a novel material (Si-MPTS-IL) has been synthesized by the immobilization of imidazole ionic liquids (ILs) onto nano-silica using the radiation grafting technique. The adsorption performance of Si-MPTS-IL for Coomassie Brilliant Blue (CBB) removal is studied by a series of static adsorption experiments. It is found that Si-MPTS-IL has ultra-fast adsorption kinetics, reaching equilibrium within 2 min. The adsorption process for CBB conforms to the Langmuir model. In addition, Si-MPTS-IL exhibits a negligible impact on the adsorption efficiency of CBB with the increase in salt concentration. After six cycles of adsorption–desorption, the adsorption efficiency of Si-MPTS-IL remained above 80%, indicating excellent regenerative properties and a promising candidate for the treatment of wastewater containing CBB. A study of the mechanism indicates that the CBB capture by Si-MPTS-IL can be attributed to the synergistic effects of electrostatic interactions and pore filling.
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PubMed
高影响因子
ADVANCED FUNCTIONAL MATERIALS
·
2024
·Vol. 34
·期 34
·2400829
·
IF 18.5
Zhiwu Chen,Chenhao Song,Xiaodong Lian,Beihang Xu,Yapei Wang
Given the pollution and waste of resources caused by electronic waste, the search for recyclable alternatives to printed circuit boards (PCBs) is an attractive approach to alleviating this situation. For the next generation of recyclable integrated PCBs, it is imperative to further consider both the recyclability of the integrated electronics and the appropriate welding technique. Herein, a fully dynamic ionic network based on dynamic ionic liquids and dynamic cross-linkers is developed as the host of PCBs, while liquid metal droplets, which can be easily recycled, are selected as conductive fillers. By virtue of concentration-induced polymerization, a conductive coating can be obtained after solvent evaporation, which exhibits outstanding adhesion to multiple substrates. Furthermore, conductive circuits can be customized by activating the conductivity of liquid metal droplets under patterned pressure. The fully dynamic ionic network can also function as versatile electronics that can be easily integrated into PCBs through healing welding. It demonstrates the ability to provide 2D imaging of pressure and temperature distributions. Owing to the multiple stimulation responses of the abundant disulfide bonds, the fully dynamic ionic network exhibits intrinsic recyclability, and the disulfide bonds can also be degraded by reducing reagents to achieve the recycling of the embedded liquid metal.
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Materials
·
2025
·Vol. 18
·期 8
·1889
·
IF 3.2
Xinyu Liu,Xing Zhao,Hongda Qiu,Weida Liang,Linlin Liu,Yunyu Sun,Lingling Zhao,Xiao Wang,Hongze Liang
The development of antibiotic-independent antimicrobial materials is critical for addressing bacterial resistance to conventional antibiotics. Currently, there is a lack of comprehensive understanding of ionic liquid-modified composites in antimicrobial applications. Here, we innovatively prepared GO-based composites modified with phosphonate ionic liquids via a series of surface functionalizations. The resulting antibacterial composites exhibit significant broad-spectrum activity against both Gram-negative and Gram-positive bacteria, including drug-resistant strains, with stronger efficacy against Gram-negative species. Additionally, the material features excellent long-term reusability and the ability to inhibit/destroy biofilms, which is vital for combating persistent infections. Mechanistic studies reveal its antibacterial effects through multiple pathways: disrupting bacterial membranes, inducing ROS, and inactivating intracellular substances—mechanisms less likely to promote resistance. Overall, these phosphonate ionic liquid-modified polycationic materials demonstrate substantial potential in treating bacterial infections, offering a promising strategy to tackle antibiotic resistance challenges.
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PubMed
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IONICS
·
2025
·
IF 2.6
Wang Ying,Liu Wenda,Zhao Huimin,Zhu Yu,Wang Qiqi,Wei Jinli,Javed Maroosha,Zhuang Linghua,Wang Guowei
Two hydroxyl-containing ionic liquids (HCILs) were synthesized and used for dissolving microcrystalline cellulose (MCC). Two HCILs were [MPmim][Cl] (1-methyl-3-(3-hydroxypropyl)-imidazolium chloride) and [MPbim][Cl] (1-butyl-3-(3-hydroxypropyl)-imidazolium chloride). Two hydroxyl-containing ionic liquids were studied with nuclear magnetic resonance ( 1 H NMR and 13 C NMR), Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), and elemental analysis. Solvatochromic parameters ( β and π * values) of two HCILs were studied. MCC dissolution performance was evaluated and the regenerated MCC was characterized. Density functional theory (DFT) calculations were employed to gain insights into dissolution mechanism of MCC in [MPmim][Cl] or [MPbim][Cl]. [MPmim][Cl] and MPbim][Cl] demonstrated approximately same β value (0.72, or 0.73), while π * value of [MPmim][Cl] ( π * = 1.11) was slightly higher than that of [MPbim][Cl] ( π * = 1.02). At same temperature, MCC dissolution time in HCILs shortened from butyl group ([MPbim][Cl]) to methyl group ([MPmim][Cl]). DFT calculations revealed that hydroxyl group in [MPmim][Cl] or [MPbim][Cl] formed strong hydrogen bonds with hydroxyl groups of cellobiose. The strong hydrogen bonds were formed between cellobiose and imidazolium cation, as O44-H45…O67 (1.777 Å) and O67-H68…O42 (2.022 Å), which weakened the intermolecular hydrogen bonding network of MCC, thus improving the MCC dissolution process. Characterization of regenerated MCC confirmed that the highly crystalline cellulose transformed into more amorphous form during the ionic liquid dissolution process. The results will shed light on preparation and selection of functional ionic liquids for cellulose dissolution and broaden industrial application of cellulose materials.
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Nature Communications
·
2025
·Vol. 16
·期 1
·1-15
·
IF 15.7
Xing Yuyuan,Hu Yanhui,Zhang Xiao,Zheng Diwei,Ma Guanghui,Diao Yanyan,Yue Hua,Wei Wei,Zhang Suojiang
While ionic liquids (ILs) have diverse applications, their potential in biomedical applications remains largely untapped due to gaps in systematic understanding of the spectrum of IL biosafety (biocompatibility/toxicity). Here, we establish an IL library and identify an in vitro reduction in biocompatibility (increased toxicity) with increased ILs’ cationic alkyl chain length. Particularly, we present compelling evidence for IL nanoaggregates in aqueous environment, thereby elucidating the mechanisms involved in cell interactions. ILs with short cationic alkyl chains (scILs) are restricted in intracellular vesicles, whereas ILs with long cationic alkyl chains (lcILs) accumulate to the mitochondria for inducing mitophagy and apoptosis. The occurrence of dysfunctional behaviour in lcILs is also observed in vivo, with a positive correlation between the lcIL signal in tissues and mitophagy/apoptotic levels. Irrespective of the administration routes (oral/intramuscular/intravenous), scILs exhibit ~30–80 times greater tolerance than lcILs. The feasibility of scIL nanoaggregates as carriers for insoluble drugs is thus validated, and an enhanced bioavailability over the commercial tablet is acquired. The findings obtained by integrating computational analysis with diverse cell/animal evaluations (from multiple cell lines, cell spheroids, patient-derived organoids to male murine and canine models) offer unique insights into the behaviour, mechanisms, and biomedical application scenarios of IL nanoaggregates.
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PubMed
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FUEL
·
2024
·
IF 6.7
Jiaxi Yang,Dan Gao,Heng Zhang,Qun Yi
The efficient capture of carbon dioxide (CO 2 ) by porous ionic liquids (PILs) has become one of the important ways to deal with the greenhouse effect and enhance environmental protection. In order to enhance the CO 2 capture efficiency of PILs, 2 amino-functional ionic liquids (ILs) were synthesized in deionized water: tetraethylenepentamine-2-methylimidazole ([TEPA][MIm]) and diethylenetriamine-2-methylimidazole ([DETA][MIm]). 2 zeolite imidazolidin-8 frames (ZIF-8-W and ZIF-8-M) were prepared in methanol and deionized water. The performance of the material was verified through FT-IR infrared spectroscopy, TGA-DTG curves, XRD spectra, adsorption desorption curves, and corrosive changes. Based on this, the porous ionic liquid ZIF-8-W/[TEPA][MIm] with the best performance and ZIF-8-W with the best environmental friendliness were successfully constructed. The chemical reaction mechanism of CO 2 in PILs were explored. The results showed that the thermogravimetric temperature of all materials was greater than 370 K, and the difference in adsorption capacity between ZIF-8-W and ZIF-8-M was only about 36.3 ml/g, the maximum mass change rates of the two ILs after immersion in ceramic and stainless steel tubes for 7 days were only 0.78 % and 0.29 %, respectively. On the premise of ensuring fluidity, the maximum capture capacity of ZIF-8-W/[TEPA][MIm] for pure CO 2 reached 2.22 mol/mol PILs, and the maximum capture capacity for CO 2 in artificial flue gas reached 2.03 mol/mol PILs, which was 21.9 % and 31.6 % higher than the maximum capture capacity of pure ionic liquids, respectively. When [TEPA][MIm] in PILs reacts with CO 2 , it conforms to the characteristics of “zwitterions”.
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ACS Applied Materials & Interfaces
·
2020
·
IF 8.758
Wenyu Zhang,Xiaojie Liu,Benlin He,Zekun Gong,Jingwei Zhu,Yang Ding,Haiyan Chen,Qunwei Tang
The defect passivation of perovskite films is an efficacious way to further boost the power conversion efficiency (PCE) and long-term stability of perovskite solar cells (PSCs). In this work, ionic liquids (ILs) of 1-butyl-2,3-dimethylimidazolium chloride ([BMMIm]Cl) are used as a modification layer in perovskite films in carbon-based CsPbBr3 PSCs without a hole-transporting material (HTM) for passivating the surface defects. The preliminary results demonstrate that the [BMMIm]Cl modifier passivates the surface defects of the perovskite film and reduces the valence band of perovskite close to the work function of the carbon electrode, which causes a remarkably inhibited nonradiative and radiative charge recombination, improved energy-level matching, and decreased energy loss. After optimization, a champion efficiency of 9.92% with a Voc as high as 1.61 V is achieved for the [BMMIm]Cl tailored carbon-based CsPbBr3 PSC without HTM, which is improved by 61.3% in comparison with 6.15% for the control device. Furthermore, the encapsulation-free PSC presents good long-term stability after storage in an air atmosphere with 70% RH at 20 °C or 0% RH at 80 °C as well as under continuous illumination conditions for 30 days. The significantly improved PCE and stability in high humidity or temperature suggest that the perovskite passivation by ILs is an effective strategy for fabricating high-PCE and stable PSCs.
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International Journal of Greenhouse Gas Control
·
2019
·
IF 3.231
Fangfang Li,Yinge Bai,Shaojuan Zeng,Xiaodong Liang,Hui Wang,Feng Huo,Xiangping Zhang
Protic ionic liquids (PILs) are considered as potential solvents for CO 2 capture due to their simple synthetic routes and unique properties. In this work, three low viscous PILs, tetramethylgunidinium imidazole ([TMGH][Im]), tetramethylgunidinium pyrrole ([TMGH][Pyrr]) and tetramethylgunidinium phenol ([TMGH][PhO]) were synthesized and the effect of anions, temperature, CO 2 partial pressure and water content on CO 2 absorption performance of PILs was also systematically studied. It was found that the PILs with larger basicity show higher CO 2 absorption capacity, and [TMGH][Im] simultaneously shows relatively high absorption rate and CO 2 absorption capacity of 0.154 g CO 2 /g IL at 40 °C, 1 bar. The addition of H 2 O has a positive effect on gravimetric absorption capacity of CO 2 at the range of 0–20 wt% H 2 O, and the highest capacity of 0.186 g CO 2 /g IL was achieved as the water content was 7 wt%. In situ FTIR, 13 C NMR and theoretical calculations verified that more stable bicarbonate are produced during CO 2 absorption by [TMGH][Im]-H 2 O system. However, neat [TMGH][Im] can react with CO 2 to form the reversible carbamate, leading to excellent recyclability after four absorption-desorption cycles. The results implied that neat [TMGH][Im] shows great potentials in CO 2 absorption applications.
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