CRYSTAL GROWTH & DESIGN
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2025
·
IF 3.4
Lei Gao,Jin-Qing Li,Hui-Jun Chen,Xian-Ying Xie,Yan Liu,Xian-Rui Zhang
This study uncovers the molecular mechanism of water-triggered reversible fluorescence switching through cocrystalline assemblies of 2-methylbenzimidazole and 1,2,4,5-tetracyanobenzene. Single-crystal analysis reveals that in the hydrated phase (2METC-2), water molecules bridge donor–acceptor units via O–H···N/N–H···O hydrogen bonds, inducing substantial molecular distortion (dihedral angle change Δθ = 50.67°) and π–π compression (interplanar spacing reduction Δd = 0.209 Å). These structural rearrangements enhance exciton coupling and activate nonradiative decay pathways, quenching the fluorescence quantum yield from 13.70% (anhydrous phase, 2METC-1) to 0.48%. Variable-temperature PXRD, DSC, TGA, and cycling experiments confirm >5 reversible transitions at 80 °C/solvent with <8% intensity decay, demonstrating exceptional thermal-humidity dual responsiveness. Theoretical analyses establish that methyl-directed steric effects and cooperative C–H···O interactions construct dynamic hydrogen-bonding networks, providing an alternative strategy to conventional hydrophilic group dependency. This work establishes a new design paradigm for highly stable stimuli-responsive luminescent materials.
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Catalysts
·
2022
·Vol. 12
·期 12
·1658
·
IF 4.501
Rong-Kuan Jiang,Yue Pan,Li-Hua Du,Ling-Yan Zheng,Zhi-Kai Sheng,Shi-Yi Zhang,Hang Lin,Ao-Ying Zhang,Han-Jia Xie,Zhi-Kai Yang,Xi-Ping Luo
Benzimidazole scaffolds became an attractive subject due to their broad spectrum of pharmacological activities. In this work, a methodology was developed for the synthesis of N-substituted benzimidazole derivatives from benzimidazoles and α, β-unsaturated compounds (acrylonitriles, acrylate esters, phenyl vinyl sulfone) catalyzed by lipase TL IM fromThermomyces lanuginosusin continuous-flow microreactors. Investigations were conducted on reaction parameters such as solvent, substrate ratio, reaction temperature, reactant donor/acceptor structures, and reaction time. The transformation is promoted by inexpensive and readily available lipase in methanol at 45 °C for 35 min. A wide range of β-amino sulfone, β-amino nitrile, and β-amino carbonyl compounds were efficiently and selectively synthesized in high yields (76–97%). All in all, a microfluidic biocatalysis system was applied to the synthesis of N-substituted benzimidazole derivatives, and could serve as a promising fast synthesis strategy for further research to develop novel and highly potent active drugs.Keywords:enzymatic synthesis;benzimidazole derivatives;continuous-flow reaction technology;continuous-flow microreactor;aza-Michael addition
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POLYMERS FOR ADVANCED TECHNOLOGIES
·
2021
·Vol. 33
·期 2
·610-626
·
IF 3.665
Haolan Gou,Yingying Zhao,Yanglong Zhou,Wei Wei,Xiaoma Fei,Xiaojie Li,Xiaoya Liu
For the molding compounds used in electronic packaging, curing accelerators play a significant effect on the curing behavior of thermosetting resins, thus the cross-linked structure and performance of the cured product. In this study, nine commercially available imidazole compounds, divided into three types, were introduced into a polyfunctional epoxy resin (E 1 )/XYLOK phenolic resin (P 1 )/MDA benzoxazine (B 1 ) ternary system to reduce the curing temperature for molding processing. To understand the cross-linked structure of the cured product, the ternary system was divided into unitary system and binary system, and the curing behavior and chemical structure of each system was monitored by differential scanning calorimetry and Fourier transform-infrared systematically. Due to the nucleophilicity of tertiary amines influenced by the steric hindrance effect, it was discovered that the reaction activity of epoxy resin initiated by nine imidazole compounds, was significantly different. However, the ring opening of benzoxazine occurs at a high temperature, even catalyzed with imidazoles, and its curing behavior was nearly the same owing to the unique ring-opening mechanism initiated by active hydrogen of imidazole. In addition, phenolic resin elevates reaction activity for both epoxy resin and benzoxazine. The cross-linked structure of E 1 P 1 B 1 ternary system was proposed based on the experimental results from each system. It suggested that the formed network of the E 1 P 1 B 1 cured product with Type I and II imidazoles is mainly IPN structure, while the cured products of E 1 P 1 B 1 + Type III is the copolymerization of epoxy, phenolic and benzoxazine. This paper systematically illustrated the ideal chemical structures of epoxy resin/phenolic resin/benzoxazine ternary system with different imidazole compounds, which is valuable for industrial application of resin-based materials.
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DYES AND PIGMENTS
·
2020
·
IF 4.613
Kang-Nan Wang,Xiang-Jun Peng,Yi Li,Hai-Tao Tang,Ying-Ming Pan,Liang He
In addition to being associated with energy supply, lipid droplets (LDs) play vital roles in many other important physiological and some pathological processes. Fluorescent probes are useful tools for studying the biological functions of LDs. In this study, we develop three new highly fluorescent LD-specific bioprobes, which can be excited by one- and two-photon, with favorable biocompatibility. They have little crosstalk with some commonly used commercially-available green- and red-emissive probes, such as BODIPY 493/503, MitoTracker Red CMXRos (MTR) and LysoTracker Red DND-99 (LTR), thus allowing the simultaneous multicolor imaging. Notably, one of the probes, BIP-1 , has superior photostability and allows excellent 3D imaging of cellular LDs. BIP-1 can be used to monitor the number and morphological changes of LDs, and the interactions of LDs with other organelles (e.g. mitochondria) under specific physiological conditions (e.g. starvation). Overall, BIP-1 is a promising alternative fluorescent bioprobe for live-cell LD-specific imaging and long-term tracking during LD-related research.
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Journal of Materials Chemistry A
·
2019
·Vol. 7
·期 43
·25120-25131
·
IF 10.733
Taotao Sun,Liguo Yue,Ning Wu,Mengni Xu,Wenhu Yang,Hao Guo,Wu Yang
High-performance electrode materials were obtained by isomorphism and intercalation methods, resulting in multi-types of redox reaction centers and a bridge for charge transfer. Some of the Co ions (clusters) were replaced by Ni ions with little difference in radius and different types of redox reactions were constructed. At the same time, the introduction of 2-methylbenzimidazole in the intercalation of two-dimensional (2D) Ni/Co-MOF accelerated the charge transfer. The synthetic composite electrode material exhibited high specific capacitance of 2422.7 F g−1 at a current density of 1.0 A g−1 in three systems and cycle retention of 86% after 3000 cycles. An asymmetric supercapacitor device assembled with the composite material and activated carbon exhibited a maximum energy density of 82.8 W h kg−1 at a power density of 700 W kg−1, showing that the composite has good potential application value.
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NEW JOURNAL OF CHEMISTRY
·
2019
·Vol. 43
·期 11
·4425-4431
·
IF 3.069
Taotao Sun,Hao Guo,Liguo Yue,Huiqin Chen,Mingyue Wang,Ning Wu,Hui Liu,Yuying Yang,Wu Yang
A novel tetrahydroxy-anthraquinone zeolitic framework (TZM) with a Viburnum blossom-like structure is synthesized via a simple solvothermal method by using tetrahydroxy-anthraquinone to substitute imidazolate without carbonization at high temperature. Considering the excellent electrochemical performance of the TZM, including a high specific capacitance of 2030 F g−1 at a current density of 1 A g−1, and good cycling stability with a capacitance retention of 94% of the initial capacitance after 1000 cycling charge/discharge measurements, an aqueous TZM//AC asymmetric supercapacitor (ASC) in 1 M KOH electrolyte is successfully fabricated by using the resultant TZM as the positive electrode and activated carbon nanosheets (ACS) as the negative electrode, respectively. The as-assembled aqueous ASC delivers a high energy density of 47.7 W h kg−1 at a power density of 750 W kg−1 with a high potential window of 0–1.5 V. Moreover, for the purpose of exploring the practical application of the active materials, an all-solid-state ASC TZM//ACS device with PVA-KOH gel electrolyte and separator is assembled and connected, which can light up a red light-emitting diode (LED). Its good performance demonstrates that the TZM//ACS ASC is a promising energy-storage system.
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JOURNAL OF ALLOYS AND COMPOUNDS
·
2019
·
IF 4.175
Hao Guo,Taotao Sun,Liguo Yue,Ning Wu,Qi Li,Wenqing Yao,Wenhu Yang,Wu Yang
As a kind of energy storage device, supercapacitors have attracted the attention of researchers, and the development of high-performance electrode materials is also the focus of attention. In this paper, template synthesis and pyrolysis were combined to prepare high performance porous carbon electrode materials. The carbonized electrode material effectively increased the capacitance storage capacity and charge transfer rate. The results revealed that the derivative had a relatively low charge-transfer resistance and high specific capacitance of 1059 F·g −1 at a current density of 1.0 A·g −1 in a three-electrode system. To further exploring practical application, a device based on the derivative and hemp-activated carbon asymmetric supercapacitor was assembled in 0.1 M Na 2 SO 4 neutral electrolyte, which exhibited an energy density of 20.35 Wh·kg −1 at a power density of 400 W·kg −1 . Interestingly, it showed capability retention of nearly of 91.7% and columbic efficiency of 100% even after 10000 charging/discharging cycles in the neutral electrolyte.
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CHINESE JOURNAL OF POLYMER SCIENCE
·
2017
·Vol. 36
·期 1
·129-138
·
IF 1.692
Pan Yu,Wang Ting-Yun,Yan Xiao-Ming,Xu Xiao-Wei,Zhang Qi-Dong,Zhao Bao-Lin,El Hamouti Issam,Hao Ce,He Gao-Hong
The stability of anion exchange membranes (AEMs) is an important feature of alkaline exchange membrane fuel cells (AEMFCs), which has been extensively studied. However it remains a real challenge due to the harsh working condition. Herein, we developed a novel type of polysulfone-based AEMs with three modified 1,2-dimethylbenzimidazoliums containing different substitutes at C4- and C7-position. The results showed that the introduction of the substitutes could obviously improve the dimensional and alkaline stabilities of the corresponding membranes. The swelling ratios of resultant AEMs were all lower than 10% after water immersion. The membrane with 4,7-dimethoxy-1,2-dimethylbenzimidazolium group exhibited the highest alkaline stability. Only 9.2% loss of hydroxide conductivity was observed after treating the membrane in 1 mol·L −1 KOH solution at 80 °C for 336 h. Furthermore, the density functional theory (DFT) study on the three functional group models showed that the substitutes at C4- and C7-position affected the lowest unoccupied molecular orbital (LUMO) energies of the different 1,2-dimethylbenzimidazolium groups.
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Materials Today Chemistry
·
2025
·
IF 6.7
Huaiyin Chen,Zhonghe Wang,Jun Li,Xiaolin Liu,Congxiang Li,Yongzhao Li,Weihe Yu,Longmin Liu,Yi Zhang,Yuekun Lai,Weilong Cai
ZIF-8 is considered as a promising functional material in anti-corrosion coating applications. However, ZIF-8 hydrolyzes easily, especially in acidic and salty media, due to its unstable Zn–N coordination bonding and hydrophilic crystal surface, which reduces anti-corrosion durability of the coatings. In this study, highly hydrophobic modification of ZIF-8 particles was performed through simple surface ligand exchange with 5,6-dimethylbenzimidazole (DMBIM). The as-prepared ZIF-8/DMBIM particles showed high water-repellency and enhanced chemical stability in acidic, neutral, and alkaline media, and excellent compatibility and barrier function in epoxy coatings. As a consequence, ZIF-8/DMBIM modified epoxy coatings showed significantly enhanced corrosion resistances in acid, alkali and salt aqueous solutions with pH 3.0–11.0. Electrochemical impedance spectroscopy tests demonstrated that, after 20 days of immersion in 3.5 wt% NaCl solution at all the studied pH, the |Z| 0.01 Hz values of ZIF-8/DMBIM modified epoxy coatings were approximately two orders of magnitude higher than of the original epoxy coatings. This work provides an idea for the development and application of ZIF materials in more fields, and innovative anti-corrosion coatings based on functional modification of materials.
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Journal of Physical Chemistry C
·
2024
·
IF 3.3
Rong Sun,Xinle Lu,Minlu Zhou,Jiamin Yao,Pengzhen Chen,Wen-Yi Tong,Chun-Gang Duan,Jun Zhang
In this study, the self-assembly structures of 2-methylbenzimidazole (MBI) molecules on Cu(100) and Cu(111) surfaces were examined using scanning tunneling microscopy (STM), atomic force microscopy (AFM), and density functional theory (DFT) calculations. It was found that MBI molecules form hydrogen-bonded structures in one-dimensional (1D) or two-dimensional (2D) configurations on both Cu(100) and Cu(111) surfaces. On the Cu(100) surface, the hydrogen-bonded lines are aligned along two equivalent Cu ⟨11̅0⟩ directions, matching the lattice of the underlying surface. This alignment agrees with calculation results, which shows MBI molecules preferentially adsorbing on hollow sites with their molecular backbones perpendicular to these lines. The molecular lines spread out across the surface area, and the distance between them gradually decreases as coverage increases, indicating repulsive interactions between the lines. Conversely, on the Cu(111) surface, the 1D molecular chains are curly, with the molecular backbones oriented in various directions relative to the substrate, indicating a weaker interaction between the molecules and the substrate compared to that on the Cu(100) surface. With further increases in coverage on both surfaces, densely packed 2D molecular structures emerge, albeit with different lattice parameters. The 2D structures on Cu(100) adjust to match the substrate, whereas those on Cu(111) may assume various orientations. The distance between molecules is greater on Cu(111) than on Cu(100), suggesting a restriction of hydrogen bonding structures on the Cu(100) surface. Additionally, a noticeable height difference among the molecules in the 2D structures was observed, possibly due to a slight tilting of the molecular backbone when more molecules are integrated into the lattice. These findings demonstrate how the assembly structures of molecules depend on the interaction between molecule–molecule and molecule–substrate interactions.
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JOURNAL OF COLLOID AND INTERFACE SCIENCE
·
2024
·
IF 9.4
Zhongyu Jing,Wenli Su,Yu Fan
The development of a new system for the electrochemical carbon dioxide reduction reaction (ECO 2 RR) to methane (CH 4 ) is challenging, and novel conductive metal organic frameworks (c-MOFs) for efficient ECO 2 RR to CH 4 are critical to this system. Here, we report a novel c-MOF, copper-pyromellitic dianhydride-2-methylbenzimidazole (Cu-PD-2-MBI), in which the introduction of electron-withdrawing 2-methylbenzimidazole (2-MBI) into the copper-pyromellitic dianhydride (Cu-PD) interlayer elevated the valence of copper (Cu) ions, which improved the ECO 2 RR performance of Cu-PD-2-MBI. Cu-PD-2-MBI was tested in a flow cell, and the Faradaic efficiency of CH 4 reached 73.7 %, with a corresponding partial current density of −428.3 mA·cm −2 at −1.3 V, which was higher than those of most reported Cu-based catalysts. Further exploration via theoretical calculations indicated that the intercalated 2-MBI in Cu-PD-2-MBI induced a shift in the d-band center in the Cu sites from −2.63 to −1.86 eV and reduced the formation energy of the *COOH and *CHO intermediates in the process of generating CH 4 compared with those of the reference Cu-PD catalyst.
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PubMed
高影响因子
TALANTA
·
2024
·
IF 5.6
Yingjiang Wang,Mingjing Li,Lingbo Qu,Lanlan Yu,Zhaohui Li
Laccase is well-known for its eco-friendly applications in environmental remediation and biotechnology, but its high cost and low stability have limited its practical use. Therefore, there is an urgent need to develop efficient laccase mimetics. In this study, a novel laccase-mimicking nanozyme (MBI-Cu) was successfully synthesized using 2-methylbenzimidazole (MBI) coordinated with Cu 2+ by mimicking the copper active site and electron transfer pathway of natural laccase. MBI-Cu nanozyme exhibited excellent catalytic activity and higher stability than laccase, and was utilized to oxidize a series of phenolic compounds. Environmental pollutant aminophenol isomers were found to display different color in solution when catalytically oxidized by MBI-Cu, which provided a simple and feasible method to identify them by the naked eye. Based on the distinct absorption spectra of the oxidized aminophenol isomers, a colorimetric method for quantitatively detecting o-AP, m-AP, and p-AP was established, with detection limits of 0.06 μM, 0.27 μM, and 0.18 μM, respectively. Furthermore, by integrating MBI-Cu-based cotton pad colorimetric strips with smartphone and utilizing color recognition software to identify and analyze the RGB values of the images, a portable colorimetric sensing platform was designed for rapid detection of aminophenol isomers without the need for any analytical instrument. This work provides an effective reference for the design of laccase nanozymes and holds significant potential for applications in the field of environmental pollutant monitoring.
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