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EUROPEAN JOURNAL OF ORGANIC CHEMISTRY · 2014 ·Vol. 2015 ·期 3 ·631-637 · IF 3.154

ZnCl2-Promoted One-Pot Three-Component Synthesis of Multisubstituted Thiazolo[4,5-b]pyridines and Thieno[2,3-b:4,5-b′]dipyridines

Laichun Luo,Lanlan Meng,Yangqiu Peng,Yongning Xing,Qi Sun,Zemei Ge,Runtao Li

Graphical A facile ZnCl 2 -promoted one-pot three-component synthesis of thiazolo[4,5- b ]pyridines and thieno[2,3- b :4,5- b′ ]dipyridines is described. This approach involves a tandem S N 2/Thorpe–Ziegler cyclization/Friedländer reaction to give fused pyridines in moderate to good yields. A ZnCl 2 -promoted one-pot synthesis of multisubstituted thiazolo[4,5- b ]pyridines and thieno[2,3- b :4,5- b′ ]dipyridines from mercaptonitrile salts, α-bromo ketones and ketones has been developed. This approach involves a tandem S N 2 alkylation/Thorpe–Ziegler cyclization/Friedländer reaction, which allows the creation of two hetero rings and four new bonds in a single operation. The reaction proceeds smoothly under solvent-free conditions to afford fused pyridines in moderate to good yields.

研究领域: 有机化学 · 药物化学
✓ 已验证 DOI 高影响因子
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JOURNAL OF MOLECULAR STRUCTURE · 2024 · IF 4

High contrast stimuli-responsive fluorescence emitters based on carbazole-cyanostilbene derivatives with aggregation induced emission properties

Wenlong Qu,Xiaoling Niu,Haoyu Ma,Yongliang Liu,Zhen Feng,Shengbo Zhu

Due to the aggregation induced emission (AIE) materials exhibiting obvious fluorescent emission changes under the external stimuli of heat, solvent, force and so on, significant efforts have been directed toward developing AIE-active materials with high contrast stimuli-responsive fluorescence behaviors. Herein, three electron-donor(D)-electron-acceptor(A) and D-A-D type organic fluorescence emitters of Cz-DC-tBu, Cz-DC-CN and Cz-DC-OMe were facilely synthesized using carbazole group as D unit and cyano group as A unit. They showed typical AIE features and exhibited remarkable color changes under mechanical force and in different polarity solvents, respectively. The stimuli-responsive mechanism of the compounds were investigated by powder X-ray Diffraction (PXRD) and density functional theory calculations (DFT), which revealed that the mechanofluorochromic behaviors were associated with the molecular packing modes, and the solvatochromic effects were caused by the intramolecular charge-transfer transition (ICT) effect. Significantly, it was found that Cz-DC-tBu showed high contrast stimuli-responsive behaviors through adjusting the substituent groups on the cyanostilbene unit with CN, OMe, and tBu groups, respectively. This study provided a new strategy for the design of AIE-active stimuli-responsive fluorescence emitters, and made them possible using in stress sensors, chemical detection, memory storage, anti-counterfeiting applications.

研究领域: 材料科学 · 有机化学
✓ 已验证 DOI 高影响因子
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2020 · IF 3.573

Notably Improved Dispersion of Carbon Black for High-Performance Natural Rubber Composites via Triazolinedione Click Chemistry

Shifeng Fang,Siwu Wu,Jing Huang,Dong Wang,Zhenghai Tang,Baochun Guo,Liqun Zhang

As the principal reinforcement filler, carbon black (CB) has been used in the rubber industry for over a century. However, the poor dispersity of CB in rubber matrices is still a bottleneck for preparing high-performance CB-filled rubber composites. In this contribution, we utilized the triazolinedione (TAD)-ene click chemistry to introduce the active urazole groups onto the natural rubber (NR) chains. The grafted urazole groups could be converted to the stable urazole radicals through the transformation from rubber macroradicals or under thermal oxidation and then trapped by CB to form the covalent interaction between rubber and CB. The enhanced interfacial interaction greatly improves the dispersion of CB in the NR matrix, leading to a significantly suppressed filler network. With a suitable TAD grafting ratio, the modulus and the wet-traction of NR/CB composite are improved, meanwhile the rolling resistance is strikingly reduced, which is very promising for the application of energy-saving tires.

研究领域: 材料科学 · 高分子化学
✓ 已验证 DOI 高影响因子
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JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY · 2011 ·Vol. 60 ·期 2 ·214-220 · IF 1.525

Bithiazole-bridged polysilsesquioxane and its metal complexes: synthesis and magnetic properties

Wu Lianbin,Chen Qiu,Lv Zhiqing,Sun Weilin,Chen Limin,Wu Jirong

A novel alkoxysilylated derivative based on 2,2′-diamino-4,4′-bithiazole (DABTH) was firstly synthesized. The corresponding polysilsesquioxane (PBSIBTH) and its metal complexes (PBSIBTH-Eu 3+ , PBSIBTH-Tb 3+ and PBSIBTH-Ni 2+ ) were also obtained via sol–gel method, respectively. The morphology of their xerogels was investigated by scanning electron microscopy means. The magnetic measurements of these polymer complexes show all obtained solid materials feature soft ferromagnet properties at low temperature. The metal ions in polymer complexes have a significant influence on both microstructure and magnetic properties.

研究领域: 材料科学 · 配位化学 · 磁性材料 · 溶胶-凝胶技术
✓ 已验证 DOI 高影响因子
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2023 · IF 9.9

Immobilization CoOOH nanosheets on biochar for peroxymonosulfate activation: Built-in electric field mediated radical and non-radical pathways

Minghui Xiong,Bo Chai,Guozhi Fan,Xiaohu Zhang,Chunlei Wang,Guangsen Song

The strong electron interaction between metal oxide–carbon-based catalyst components plays a vital role in the peroxymonosulfate (PMS) activation for pollutant degradation. Herein, a novel CoOOH nanosheets anchored on rape straw-derived biochar (BC) surface (labeled as CoOOH/BC) as an efficient PMS activator toward degrading sulfamethoxazole (SMX) was synthesized. Experimental results indicated that integrating CoOOH nanosheets on the BC surface could inhibit CoOOH aggregation to increase the specific surface areas, exert a component synergistic effect to enhance activation degradation activity, and improve the catalyst stability. As a result, a 96 % degradation efficiency of SMX was achieved within 20 min over 20 wt% CoOOH/BC composite catalyst under the optimal conditions. Density functional theory (DFT) calculations disclosed that a built-in electric field (BIEF) pointing from BC to CoOOH was constructed at their interface, which could mediate PMS activation for reactive oxygen species (ROS) generation and induce direct electron transfer from SMX to PMS, resulting in efficient SMX degradation via both radical and non-radical pathways. Moreover, quenching experiments and electron paramagnetic resonance (EPR) measurements confirmed that single oxide ( 1 O 2 ) and superoxide radical ( O 2 · - ) are the dominant active species in the current system. Additionally, the possible SMX degradation routes were reasonably proposed based on liquid chromatography-mass spectrometry (LC-MS) results. This work provides an in-depth understanding of the role of BIEF in PMS activation, and expands the application of biochar-based materials in the field of environmental remediation.

研究领域: 环境科学 · 材料化学 · 污染修复
✓ 已验证 DOI 高影响因子
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CHINESE JOURNAL OF CATALYSIS · 2015 ·Vol. 36 ·期 2 ·204-208 · IF 1.964

Simple primary amine catalyzed aerobic reductive ring-cleavage of isoxazole motif

Zhongkui Zhao,Renzhi Li,Yu Li,Guiru Wang

A clean and highly efficient catalytic aerobic reductive ring-cleavage of 3–methylanthra[1,2- c ]isoxazole-6,11-dione to 1-amino-2-acetylanthraquinone was performed using simple organic amines as organocatalysts and water as a green reaction medium. This method provides a new clean transformation of isoxazole-containing compounds to the corresponding ortho -amino ketones . The catalytic performance of various organic amines was carefully screened, and simple organic primary amines were found to be promising practical catalysts with outstanding catalytic performance. Isopropylamine as the organocatalyst gave 97.2% conversion of 3–methylanthra[1,2- c ]isoxazole-6,11-dione, with 97.2% selectivity to 1-amino-2–acetylanthraquinone, in the presence of oxygen only, using 1 equiv. of hydrazine hydrate at room temperature for 3 h. A possible mechanism is also proposed.

研究领域: 有机化学 · 催化化学 · 绿色化学 · 药物化学 · 合成方法学
✓ 已验证 DOI 高影响因子
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DALTON TRANSACTIONS · 2018 ·Vol. 47 ·期 41 ·14483-14490 · IF 4.099

Amino-nitramino functionalized triazolotriazines: a good balance between high energy and low sensitivity

Jinchao Ma,Guangbin Cheng,Xuehai Ju,Zhenxin Yi,Shunguan Zhu,Zaichao Zhang,Hongwei Yang

Using a simple and efficient approach, a series of fused triazolo-triazine compounds, namely, 2,5-dinitramide-7-amino-[1,2,4]triazolo[1,5-a][1,3,5]triazine (2) and its energetic salts (4–9, 11–13), were prepared by nitration of 2,5,7-triamine [1,2,4]triazolo[1,5-a][1,3,5]triazine (1) with 100% nitric acid, followed by reacting with the corresponding bases. All new compounds were comprehensively characterized. Structures of 2 and 4 were further confirmed by single crystal X-ray diffraction. Based on the measured densities and calculated heats of formation (Gaussian 09), detonation pressures and velocities were evaluated by EXPLO5, falling in the range of 21.5–34.2 GPa and 7823–9313 m s−1, respectively. Notably, impact and friction tests show that these compounds are very insensitive (IS > 40 J; FS > 360 N). Moreover, two representative compounds 5 and 6 with high decomposition temperature (5: 194 °C; 6: 199 °C), excellent detonation properties (vD = 9313, 9088 m s−1; P = 33.9, 34.1 GPa) as well as rarely low sensitivities (IS > 40 J; FS > 360 N) are promising candidates as high-energy and insensitive explosives.

研究领域: 化学 · 材料科学
✓ 已验证 DOI 高影响因子
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BIOORGANIC & MEDICINAL CHEMISTRY · 2024 · IF 3.3

Structure optimization of Cmpd-15 as negative allosteric modulators for the β2-adrenergic receptor

Xue Guo,Zhijie Luo,Ying Qi,Xiaoyuan Hei,Xin Zhang,Xuli Cao,Mingcheng Qian,Shuai Zhao,Yanan Hou,Xin Chen

19 derivatives of 1-benzyl-3-arylpyrazole-5-carboxamides ( H 1 - H 19 ) and 5 derivatives of 1-benzyl-5-arylpyrazole-3-carboxamides ( J 1 - J 5 ) have been designed and synthesized as potential negative allosteric modulators (NAMs) for the β 2 -adrenergic receptor (β 2 AR). The new pyrazole derivatives were screened on the classic G-protein dependent signaling pathway at β 2 AR. The majority of 1-benzyl-3-aryl-pyrazole-5-carboxamide derivatives show more potent allosteric antagonistic activity against β 2 AR than Cmpd-15, the first reported β 2 AR NAM. However, the 1-benzyl-5-arylpyrazole-3-carboxamide derivatives exhibit very poor or even no allosteric antagonistic activity for β 2 AR. Furthermore, the active pyrazole derivatives have relative better drug-like profiles than Cmpd-15. Taken together, we discovered a series of derivatives of 1-benzyl-3-arylpyrazole-5-carboxamides as a novel scaffold of β 2 AR NAM.

研究领域: 药理学 · 分子生物学 · 药物化学
✓ 已验证 DOI PubMed 高影响因子
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JOURNAL OF THE ELECTROCHEMICAL SOCIETY · 2018 ·Vol. 165 ·期 11 ·F914 · IF 3.662

Phosphoric Acid Doped Crosslinked Polybenzimidazole/Modified Graphene Oxide Composite Membranes for High Temperature Proton Exchange Membrane Applications

Yangben Cai,Zhouying Yue,Xin Teng,Shiai Xu

A radiation grafting graphene oxide reinforced polybenzimidazole (PBI-RGO) was fabricated and then crosslinked with a self-made crosslinker containing benzimidazole groups by a facile method to obtain crosslinked PBI/RGO (cPBI/RGO) membrane, which was further doped with phosphoric acid (PA) for high temperature proton exchange membrane (HT-PEM) applications. The introduction of benzimidazole groups in the crosslinker results in an increase in PA uptake from 222% to 303% and a reduction of tensile strength of the membrane. The crosslinking structure can effectively improve the tensile strength compared with uncrosslinked membrane at the same PA uptake. The crosslinked membrane shows higher remaining weight after immersion in Fenton's solution for 6 days and PA for 8 days than uncrosslinked membrane, indicating that it has better oxidative and chemical stability. The introduction of RGO and the crosslinking structure can also improve the proton conductivity of membrane. The proton conductivity of PA-doped cPBI/RGO membrane is 58.6 mS·cm−1 at 170°C without humidity, which is increased by 2.6 times compared with that of PA-doped PBI membrane. The crosslinking structure allows the membrane to have better stability and higher proton conductivity, thus making it suitable for HT-PEM applications.

研究领域: 材料科学 · 化学工程
✓ 已验证 DOI 高影响因子
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2019 · IF 3.131

pH-responsive magnetic graphene oxide/poly(NVI-co-AA) hydrogel as an easily recyclable adsorbent for cationic and anionic dyes

Guohong Yao,Wendie Bi,Hui Liu

pH-responsive magnetic graphene oxide/poly(N-vinylimidazole-co-acrylic acid) hydrogel (MGO/PNA) was synthesized by random copolymerization of N-vinylimidazole (NVI) and acrylic acid (AA) in the presence of ethylenediamine-modified magnetic graphene oxide (MGO). The resulting hydrogel was systematically characterized by mean of Fourier transform infrared spectrometer, X-ray photoelectron spectroscopy, Raman spectrum, Thermogravimetric analysis, and Scanning electron microscope. The swelling percentage of the hydrogel attained the extremely high value at pH = 2 and pH = 12. The resulting MGO/PNA was used as an easily recyclable adsorbent to remove cationic and anionic dyes, and the effects of solution pH, adsorption time, adsorption temperature, and initial concentration on the adsorption process were systematically investigated. The maximum theoretical adsorption capacities of methyl violet (MV), methylene blue (MB), tartrazine (TZ), and amaranth (AR) were 609.8, 625.0, 613.5 and 609.8 mg/g, respectively. The adsorption behaviors of the hydrogel conformed to Langmuir isothermal model and pseudo-second-order model. The mechanism analysis indicated that the addition of Fe 3 O 4 into the hydrogel not only endowed MGO/PNA with easily recyclable characteristic, but also improved the adsorption capacity of the hydrogel to some degree. MGO/PNA hydrogel could maintain good adsorption effect after five adsorption-desorption cycles, so the hydrogel might have the wide application prospect in adsorption science and technology area.

研究领域: 材料科学 · 环境科学
✓ 已验证 DOI 高影响因子
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ENERGY & FUELS · 2017 · IF 3.091

Research on the Synthesis of Ionic Liquids/Layered Double Hydroxides Intercalation Composites and Their Application on the Removal of Naphthenic Acid from Oil

XiangSheng Shao,Guanhao Liu,Jingyi Yang,Xinru Xu

Three kinds of imidazolium ionic liquids were synthesized, and [Bmim][CH3COO] was selected as a result of its higher deacidification rate at a lower cost. Then, the synthetic ionic liquid was immobilized by layered double hydroxides, and the composites were characterized by Fourier transform infrared (FTIR) spectroscopy, proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR), electrospray ionization mass spectrometry (ESI–MS), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive spectroscopy (EDS), and N2 adsorption–desorption isotherms. The results showed that [Bmim][CH3COO] synthesized by the intercalation method exhibited a better deacidification property compared to the dipping method. When [Bmim][CH3COO]/Mg0.5Ca2.5Al1 (I) synthesized by the intercalation method was used as a reagent, the deacidification rate reached 97.61%. The optimum reaction conditions were at the reagent/oil mass ratio of 0.08, the reaction temperature of 313 K, and the reaction time of 1 h. Moreover, the composites still had excellent performance on deacidification after being repeatedly used 6 times.

研究领域: 化学工程 · 环境科学
✓ 已验证 DOI 高影响因子
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CHEMICAL ENGINEERING JOURNAL · 2020 · IF 10.652

Facile synthesis of Mn-doped BiOCl for metronidazole photodegradation: Optimization, degradation pathway, and mechanism

Jinyan Cao,Jianjun Li,Wei Chu,Wanglai Cen

Manganese-doped bismuth oxychloride (Mn-BiOCl) photocatalysts were facilely synthesized for the photodegradation of metronidazole (MTZ), and the as-prepared Mn-BiOCl was systematically characterized. The results show that the introduction of Mn 2+ to BiOCl increases its MTZ removal efficiency through increasing its specific surface area, broadening its light absorption region, and facilitating photoinduced carrier separation. The enhancement of the optical properties is ascribed to the generation of an intermediate Mn 3p-O 2d energy level in the forbidden gap of Mn-BiOCl based on the density functional theory calculations. Mn-BiOCl also exhibited favorable stability and recyclability after four cycles. Moreover, the results of the quenching experiments indicate that superoxide radicals (O 2 − ), hydroxyl radicals (OH ) and holes ( h + ) participated in MTZ degradation over Mn-BiOCl, and the electron spin resonance (ESR) test demonstrated that more OH was generated in the Mn-BiOCl process than the BiOCl process. This was explained by the H 2 O adsorption energy and bond parameter on the photocatalyst’s surface. Finally, the photodegradation pathway of MTZ was elaborated based on the intermediate analysis, and a mechanism for the promotion of MTZ photodegradation through Mn-doping BiOCl was proposed.

研究领域: 环境科学 · 材料科学
✓ 已验证 DOI 高影响因子
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