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NEW JOURNAL OF CHEMISTRY · 2023 ·Vol. 47 ·期 10 ·4911-4919 · IF 3.3

A cycloruthenated 2-phenylimidazole: chromogenic sensor for nitrite in acidic buffer and fluoride in CH3CN

Zhen Li,Yirong Wang,Ce Xu,Xianghong Li,Bingguang Zhang

A cyclometalated ruthenium complex (1) using 2-phenylimidazole as the C, N-ligand was successfully synthesized and used as a chromogenic sensor. The as-prepared sensor displayed a good absorption centered at 565 nm in the visible region. Due to strong hydrogen bonding, the complex demonstrated high sensitivity and selectivity to fluoride over other common anions in CH3CN solution. A large red-shift from 565 to 618 nm accompanied by a solution color change from red to green was achieved. However, in CH3CN/Britton-Robinson buffer (V/V = 1 : 9, pH 4.5), the competition with water resulted in no changes for fluoride. Only the presence of nitrite caused the absorption intensity between 400 and 600 nm to decrease remarkably with the solution color fading to yellow. This phenomenon could be attributed to the formation of ruthenium nitrosyl, which was then isolated and characterized by MS, FT-IR and NMR spectra. Therefore, complex 1 can be used as a chromogenic chemosensor to detect fluoride in CH3CN and nitrite in an acidic aqueous system, respectively.

研究领域: 分析化学 · 配位化学
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Journal of Environmental Chemical Engineering · 2025 · IF 7.2

Selective flotation separation of chalcopyrite from pyrite using 2-phenylimidazoline as a collector: Flotation performance and surface adsorption mechanism

Songlin Chen,Zhihao Shen,Zhengyong Song,Guang Han,Qicheng Feng

The flotation separation of Cu–Fe sulfide minerals often encounters challenges due to the use of inhibitors, which can lead to difficulties in recovering precious metals and the activation of inhibited minerals, thereby limiting the overall efficiency of resource utilization. Therefore, the exploration of highly selective collectors is of great significance. In this study, 2-phenylimidazoline (2-PI) was investigated as a novel collector for the selective flotation separation of chalcopyrite from pyrite. The variations in the surface properties of minerals were analyzed by means of contact angle tests, zeta potential tests, X-ray photoelectron spectroscopy (XPS), Fourier Transform infrared spectroscopy (FT-IR), atomic force microscopy (AFM), and localized electrochemical impedance spectroscopy (LEIS) tests. Flotation experiments indicated that after being treated with 1 × 10 –5 mol/L 2-PI, the flotation recovery of chalcopyrite exceeded 90 %, while that of pyrite was below 10 %. The results of contact angle, zeta potential, AFM, and LEIS tests demonstrated that 2-PI exhibited a stronger affinity for the surface of chalcopyrite. XPS and FT-IR analyses revealed that 2-PI underwent chemical adsorption on the chalcopyrite surface, with no significant adsorption on the pyrite surface. Consequently, 2-PI has the potential to be an alternative collector for the flotation separation of Cu–Fe sulfide minerals and shows promising applications for achieving the selective separation of chalcopyrite and pyrite in the absence of inhibitors.

研究领域: 矿物加工工程 · 化学工程 · 材料科学
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JOURNAL OF ELASTOMERS AND PLASTICS · 2013 · IF 0.623

A novel single component epoxy resin adhesive with microcapsule latent curing agent of 2-phenylimidazole/polymethyl acrylic glycidyl ester

Aijie Ma,Qiuyu Zhang,Hepeng Zhang,Youqiang Shi,Yu Liu

2-Phenylimidazole (2-PZ) and polymethyl acrylic glycidyl ester (PGMA) are performed to fabricate a novel microcapsule latent curing agent of 2-PZ/PGMA by solvent evaporation method with 2-PZ as the core material and PGMA as the shell material. A novel single-component 2-PZ/PGMA/epoxy adhesive is also prepared by mixing 2-PZ/PGMA with epoxy resin matrix. The 2-PZ/PGMA microcapsules are characterized using scanning electron microscopy and granulometer. The curing kinetics and thermal properties of 2-PZ/PGMA/epoxy resin system are also investigated using differential scanning calorimeter, Fourier transform infrared spectrometer, and thermogravimetric analysis. Results show that 2-PZ/PGMA has good sphericity and narrow diameter distribution. The curing process of the 2-PZ/PGMA/epoxy resin system contains autocatalytic mechanism. Compared with that of pure epoxy, the presence of the 2-PZ/PGMA has little effect on thermal stability for the epoxy.

研究领域: 材料科学 · 化学工程
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CORROSION SCIENCE · 2023 · IF 8.3

Synergistic inhibition of azoles compounds on chloride-induced atmospheric corrosion of copper: Experimental and theoretical characterization

Xiao-Ze Ma,Guang-Yi Cai,Xiang-Kang Cao,Xin-Xin Zhang,Ling-Dong Meng,Ze-Hua Dong

Synergistic implementation of corrosion inhibitors is an efficient and economic method for metal protection. The adsorption dynamics and inhibition behavior of 2-phenyl imidazoline (2-PI) and benzotriazole (BTA) are investigated in atmospheric and aqueous environments by electrochemical and quartz crystal microbalance sensors. Moreover, their synergistic mechanisms are illustrated from molecule scales by theoretical calculations. Electrochemical tests show that 2-PI and BTA exhibit promising synergistic effects on the corrosion of copper with inhibition efficiency up to 99.1% in 0.1 mol/L NaCl solution and 94.1% in the atmosphere, respectively. In addition, the adsorption kinetics of inhibitors on copper obey a pseudo-first-order kinetic model characteristic of exponential damping. Quantum chemical and molecule dynamic calculations also suggest that there exists an intermolecular interaction between 2-PI and BTA molecules in a parallel adsorption manner when they are co-adsorbed on the surface of copper.

CAS / MDL: 95-14-7 936-49-2
研究领域: 材料科学 · 电化学 · 理论计算
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MATERIALS CHEMISTRY AND PHYSICS · 2021 · IF 4.094

Investigation on initial atmospheric corrosion of copper and inhibition performance of 2-phenyl imidazoline based on electrical resistance sensors

Shan Wan,ZeHua Dong,Xinpeng Guo

The initial atmospheric corrosion of copper was investigated by electrical resistance sensor under different environmental factors (relative humidity, temperature, and NaCl loading density). The corrosion rate of Cu increases evidently with NaCl loading density, temperature and RH, but decreases with prolonged test. 2-phenyl imidazoline (2-PI) presents increasing inhibition efficiency on Cu with elevated temperatures at low NaCl loading density (≤40 μg/cm 2 ), mainly due to that elevated temperature enhances the vapour pressure of 2-PI, however, 2-PI shows inferior performance on pre-corroded Cu at high NaCl loading density, possibly due to that the defective corrosion product layer formed at high RH retards the adsorption of 2-PI. Finally, molecular dynamic simulations were conducted to evidence the competitive adsorption advantage of 2-PI against H 2 O on Cu 2 O surface through chelation of 1-N of imidazoline with Cu(I).

CAS / MDL: 936-49-2
研究领域: 材料科学 · 腐蚀与防护 · 化学工程
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CORROSION SCIENCE · 2020 · IF 6.479

Inhibition of 2-phenyl imidazoline on chloride-induced initial atmospheric corrosion of copper by quartz crystal microbalance and electrochemical impedance

Shan Wan,Xiao-Ze Ma,Chun-Hui Miao,Xin-Xin Zhang,Ze-Hua Dong

Initial atmospheric corrosion of clean copper and NaCl-deposited copper was investigated by quartz crystal microbalance and electrochemical impedance spectroscopy. 2-phenyl imidazoline (2-PI) exhibits increasing inhibition efficiency with temperature on chloride-induced atmospheric corrosion of Cu. However, on the NaCl-deposited Cu, adsorption amount of 2-PI is much higher than that on clean Cu possibly due to that rough corrosion products entrap lots of 2-PI molecules. The adsorption of 2-PI on corroded Cu is suggested to obey a capillary condensation and entrapment mechanism, but in dry argon atmosphere, it obeys a simple pseudo first-order model for lack of corrosion products.

研究领域: 材料科学 · 腐蚀与防护 · 电化学
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Carbon Capture Science & Technology · 2024 · IF 10.4

Tunable protic ionic liquid catalysts for the efficient one-step synthesis of isosorbide-based polycarbonates

Ming Jiang,Xintong Zhang,Mi Feng,Shijie Wang,Zhencai Zhang,Xiangping Zhang,Xingmei Lu,Fei Xu

Using CO 2 -derived dimethyl carbonate (DMC) instead of diphenyl carbonate (DPC) as a carbonyl source for synthesizing bio-based polycarbonates is a green and cost-effective route. However, the synthesis of high-performance polycarbonates via the DMC route remains challenging due to the poor reactivity and selectivity of DMC compared to DPC. Herein, we designed a series of highly active protic ionic liquid (PIL) catalysts for the synthesis of poly(isosorbide carbonate) (PIC) from DMC with ISB. The influences of the structures of anion and cation on the catalytic activity of PILs were systematically studied. Compared with the reported aprotic IL catalysts, the unique reactive hydrogen of the cation in PILs could form a strong hydrogen bond interaction with the carbonyl group of DMC, resulting in higher reactivity of the carbonyl carbon of DMC. Moreover, the nucleophilicity of the anion could be easily tuned by adjusting the p K a value, which effectively realized the balance of the reactivity difference between exo -OH and endo -OH in ISB. Among them, [DBUH][Im] showed the highest catalytic activity, and the weight-average molecular weight ( M w ) and glass transition temperature of PIC reached 55,700 g/mol and 160 °C, respectively. Combined with NMR analyses and DFT calculations, the mechanism that exhibited the synergetic catalytic effect of anion-cation for the polymerization of DMC and ISB was presented.

研究领域: 材料科学 · 聚合物化学 · 绿色化学 · 催化
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JOURNAL OF APPLIED POLYMER SCIENCE · 2020 ·Vol. 138 ·期 4 ·49730 · IF 2.52

Novel imidazole derivatives with recoverable activity as latent curing agents for epoxy

Kunxiang Shi,Yucai Shen,Yunxu Yang,Tingwei Wang

A series of latent curing agents were developed by replacing the hydrogen atom on secondary amine in imidazole with methoxy polyethylene glycol maleate diesters via Michael addition reaction. Methoxy polyethylene glycol maleate diesters with different molecular weight also restrained the reactivity of tertiary amine in imidazole ring. The curing properties and pot-life of the modified imidazole/epoxy systems were measured by differential scanning calorimeter and rotational rheometer. The modified imidazole/epoxy system could be cured quickly at 175°C. The modified imidazole shows good latency. After stored for more than 1 month, viscosity of modified imidazole/epoxy system remains unchanged. The longer chain polyether had the better thermal latency these curing agents had. Compared with unmodified imidazole, the novel latent curing agents led to better impact strength for cured epoxy. However, the compatibility between epoxy and latent curing agent will get worse if the molecular weight of polyether unite is over 750.

研究领域: 材料科学 · 化学工程
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DALTON TRANSACTIONS · 2019 ·Vol. 48 ·期 7 ·2300-2307 · IF 4.052

Enhanced CO2 capture by reducing cation–anion interactions in hydroxyl-pyridine anion-based ionic liquids

Xiao-Yan Luo,Xiao-Yan Chen,Rong-Xing Qiu,Bao-You Pei,Yi Wei,Min Hu,Jin-Qing Lin,Jing-Yang Zhang,Geng-Geng Luo

In this work, an efficient strategy for improving CO2 capture based on anion-functionalized ionic liquids (ILs) by reducing cation–anion interactions in ILs was reported. The influence of the cationic species on CO2 absorption was investigated using 2-hydroxyl pyridium anions ([2-Op]) as a probe. CO2 capture experiments indicated that the CO2 absorption capacity in [2-Op] anion-based ILs varied from 0.94 to 1.69 mol CO2 per mol IL at 30 °C and 1 atm. Spectroscopic analysis and quantum chemical calculations suggested that the increase of the CO2 absorption capacity may be ascribed to the reduction of the strength of cation–anion interactions in ILs, and stronger cation–anion interactions would make one CO2 site in the [2-Op] anion inactive. Furthermore, the effect of the cation unit on the anion was evidenced by FT-IR spectra, implying that strong interactions between ions may lead to the decrease of the IR absorption wavenumber of hydroxy pyridium and work against CO2 capture. Following this strategy, it was finally found that [Ph-C8eim][2-Op] (Ph-C8eim = 1-N-ethyl-3-N-octyl-2-phenylimidazolium) with weaker cation–anion interactions exhibited a significant increase in the CO2 uptake capacity, and extremely high capacities of 1.69 and 1.83 mol CO2 per mol IL could be achieved at 30 and 20 °C, respectively. The study presented here would be helpful for further designing novel and effective ILs for advancing CO2 capturing performance.

研究领域: 化学工程 · 环境科学
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POLYMERS FOR ADVANCED TECHNOLOGIES · 2021 ·Vol. 33 ·期 2 ·610-626 · IF 3.665

Effects of different imidazole accelerators on curing behavior and cross-linked network of epoxy resin/phenolic resin/benzoxazine ternary system

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.

研究领域: 材料科学 · 化学工程
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JOURNAL OF PHYSICS D-APPLIED PHYSICS · 2021 ·Vol. 54 ·期 37 ·375304 · IF 3.207

Understanding the sintering and heat dissipation behaviours of Cu nanoparticles during low-temperature selective laser sintering process on flexible substrates

Guannan Yang,Guangdong Xu,Quanzhen Li,Yujie Zeng,Yu Zhang,Mingming Hao,Chengqiang Cui

In this paper, a facile method was introduced to fabricate fine conductive patterns by low-temperature selective laser sintering of Cu nanoparticles. By virtue of a nanosecond-pulsed ultraviolet laser source, fine circuits with a thickness of ∼8 μm and a conductivity of 3–6.5 × 106 S m−1 was successfully fabricated from Cu nanoparticle paste with a high metal content >80 wt.% on a flexible substrate at a wide scan rate range of 5–500 mm s−1. The sintered circuits exhibited a special sandwich morphology, with fully melted features in the centre and thermally sintered neck-connected features on the edges. A twofold linear relationship between the width of thermally sintered region and the reciprocal of the laser scan rate was revealed, indicating a heat dissipation mode transition from metal layer dominated dissipation to substrate dominated dissipation with the decrease of the laser scan rate. Finite element simulations were carried out to study the evolutions of temperature field and heat dissipation with changing laser scan rate and power, and the results fitted well with experimental results. On this basis, a relational expression was further proposed to determine the optimal processing window for laser sintering of metal nanoparticle layers. Our method extends the producible thickness and improves the fabrication efficiency of laser-printed circuits with desirable conductivity. The findings of this study can provide a guidance for understanding and controlling the sintering and heat transfer process of printing methods with similar materials and techniques.

研究领域: 材料科学 · 电子工程
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FOOD CHEMISTRY · 2022 · IF 9.231

Phenyl-imidazole based and nitrogen rich hyper-crosslinked polymer for sensitive determination of aflatoxins

Mingming Xu,Zhijun Zhou,Lin Hao,Zhi Li,Jie Li,Qianqian Wang,Weihua Liu,Chun Wang,Zhi Wang,Qiuhua Wu

Using heterocyclic phenyl-imidazole (2-phenylimidazole, 4,5-diphenylimidazole and 2,4,5-triphenylimidazole) as monomer, three novel hyper-crosslinked polymers (PI-HCP, DPI-HCP and TPI-HCP) with large specific surface area and excellent chemical stability were fabricated by Friedel-Crafts reaction. With PI-HCP as solid phase extraction adsorbent, a high performance liquid chromatography-fluorescence detection method was developed for sensitive determination of aflatoxins B 1 , B 2 , G 1 and G 2 in rice and fragrant rice samples. Under optimized conditions, the established method provided wide linear range, low detection limit and satisfactory recovery. Moreover, the adsorption mechanism was also explored. The polar interaction, hydrogen bonding and π-π stacking interactions between PI-HCP and AFs might be the main adsorption mechanisms. This work provides a powerful tool for simultaneous determination of four AFs in food grains with great application potential in AFs monitoring.

研究领域: 分析化学 · 食品科学 · 高分子科学
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