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HIGH PERFORMANCE POLYMERS · 2021 · IF 2.161

Polyimides from 2,5-bis[4-(4-aminophenoxy)benzoyl]furan and their thermal crosslinking reaction

Kai Ma,Hanzhou Jiang,Guofei Chen,Wei Wang,Yonggang Zhang

Several polyimides were prepared via two-step polycondensation from novel 2,5-furandicarboxylic acid–based diamine, 2,5-bis[4-(4-aminophenoxy)benzoyl]furan, with commercial dianhydrides. The chemical structures of the monomers and polymers were characterized by FT-IR and NMR in detail, respectively. The polyimides exhibited high performances with 5 wt% weight loss temperatures of over 410 oC, glass transition temperatures of over 214 oC, and tensile strengths and Young’s moduli of up to 130 MPa and 3.2 GPa, respectively. The thermal crosslinking mechanism was studied by FT-IR, Raman spectroscopy, and model reaction analysis, which showed the Diels–Alder reaction between the furan group and diphenylethylene group was the main reaction. The crosslinked polyimide films showed improved solvent resistance, and thermal and mechanical properties.

研究领域: 材料科学 · 化学工程
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Polymer Chemistry · 2020 ·Vol. 11 ·期 37 ·5992-5997 · IF 5.342

A water-soluble sunlight erasable ink based on [4 + 4] cycloaddition of 9-substituted anthracene

Haipeng Lu,Xiang Wang,Xianjing Zhou,Wei Zhang,Xinping Wang

Over the past few decades, global paper consumption has continued to increase. The growing demand for paper has aggravated the negative impact on the environment. Therefore, the development of an erasable ink or rewritable paper seems to be an ideal way to alleviate this crisis. In this work, a hydrophilic anthracene derivative with nucleophilic substitution at position 9 was designed and synthesized. Such an anthracene derivative could disperse in aqueous solution and dimerize fast under irradiation of UV or visible light, accompanied by fluorescence quenching. Its aqueous solution could be used as a novel ink to be written on conventional paper, of which the handwriting was only visible under ultraviolet light. When exposed to sunlight, the handwriting would gradually disappear and not reappear after irradiating with ultraviolet light or heating. Therefore, it can be used as an erasable ink for applications in data confidentiality or paper reuse.

研究领域: 材料科学 · 环境科学 · 化学
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ELECTROCHIMICA ACTA · 2017 · IF 4.798

Synthesis and characterization of dual-colored electrochromic materials based on 4′-(4-alkyl ester)-4,2′:6′,4″-terpyridinium derivatives

Jun-fei Long,Qian Tang,Zhen Lv,Chun-rong Zhu,Xiang-kai Fu,Cheng-bin Gong

This study aims to achieve dual-color properties for pyridinium-salt-based electrochromic materials. A novel series of 4′-(4-alkyl ester)-4,2′:6′,4″-terpyridinium derivatives were designed and synthesized through the introduction of an ester group onto the benzene ring of 2,4-di(4-pyridyl)-4-benzylpyridinium derivatives. Dual-electrochromic devices based on these compounds were fabricated. Multiple shades of green and yellowish green colors were obtained by changing the type of carboxylic acids and the nitrogen substituents. The type of carboxylic acids and the nitrogen substituents significantly influenced their electrochromic properties. 4′-(4-Alkyl ester)-4,2′:6′,4″-terpyridinium derivatives show good electrochromic properties such as high coloration efficiency, reasonable contrast, satisfactory optical memories, and redox stability. The dual-electrochromic materials are promising candidates for applications in electrochromic display systems.

CAS / MDL: 1122-54-9 123-08-0
研究领域: 材料科学 · 化学
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JOURNAL OF CHEMICAL SCIENCES · 2020 ·Vol. 132 ·期 1 ·1-14 · IF 1.406

trans-4-[4-(Dimethylamino)styryl]-1-methylpyridinium iodide@cyclopentanocucurbit[6]uril as a fluorescent probe for anion recognition

Cheng Si Yuan,Yang Xi Nan,Tao Zhu,Wei Lian Tong,Zhao Wei Wei,Jiang Dao Fa,Jin Yan Mei,Gao Jie,Ma Pei Hua

Abstract The host–guest binding characteristics of cyclopentanocucurbit[6]uril (CyP 6 Q[6]) and cyanine dye trans -4-[4-(dimethylamino)styryl]-1-methylpyridinium iodide ( t -DSMI) have been studied. The results show that CyP 6 Q[6] and t -DSMI form a 1:1 inclusion system, generating strong fluorescence. On this basis, the fluorescent probe t -DSMI@CyP 6 Q[6] has been constructed, and its anion recognition ability has been investigated. In a neutral environment, BF 4 − , H 2 PO 4 − , and I − elicit obvious specific responses from the probe, since they have stronger binding forces. This probe shows greater sensitivity than the previously reported probe t -DSMI@HMeQ[6]. Graphic abstract Since the complex formed by CyP 6 Q[6] and t -DSMI can produce strong fluorescence at pH > 4.6, t -DSMI@CyP 6 Q[6] was constructed to recognize the anions at pH  ≅  5. The results show that in a near neutral environment, BF 4 − , H 2 PO 4 − , and I − elicit obvious specific responses from the probe.

研究领域: 分析化学 · 材料科学 · 化学传感器
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JOURNAL OF CHEMICAL THERMODYNAMICS · 2022 · IF 3.269

Solid-liquid equilibrium of 1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethenone in twelve mono-solvents: Solubility determination, Hansen solubility parameter and thermodynamic analysis

Pengshuai Zhang,Ruping Ge,Chunxia Jin,Jixiu Deng,Feiyang Dai,Yameng Wan,Beibei Zhang,Shuwei Yu,Xing Li,En Zhang,Lan Zhang,Lu Zhang

The mole fraction solubility of 1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethenone (1-HPE) in twelve mono-solvent systems namely “2-methoxyethanol (2-ME), methanol (MeOH), ethanol (EtOH), butan-1-ol ( n -BuOH), 2-propoxyethanol (2-PE), propan-2-ol ( i -PrOH), 2-methylpropan-1-ol ( i -BuOH), Acetonitrile (MeCN), ethane-1,2-diol (EG), 2-ethoxyethanol (2-EE), propan-1-ol ( n -PrOH), 2-butoxyethanol (2-BE)” were determined from 283.15 K to 323.15 K under 0.1 MPa. The experimental solubility order follows: 2-ME > 2-EE > 2-PE > 2-BE > MeOH > EtOH >  n -PrOH >  i -PrOH ≈  n -BuOH >  i -BuOH ≈ MeCN > EG. The UNIQUAC model, modified Apelblat model, NRTL model, Wilson model, Jouyban model and NRTL-SAC model equation were used to correlate of 1-HPE solubility, and the average 10 4 RMSD of them was 0.89, 1.21, 0.94, 4.72, 0.60 and 1.25, respectively. Furthermore, Hansen solubility parameters analysis (HSP) was used to evaluate the miscibility of 1-HPE in the selected solvents. Hirshfeld surface (HS) analysis was performed to discuss the electrostatic features and the patterns of intermolecular interactions of 1-HPE. Thermodynamic properties (Δ mix G , Δ mix S , Δ mix H , Δ dis G , Δ dis S , Δ dis H ) were calculated by the UNIQUAC model. The calculated results indicated that the dissolution and mixing process of 1-HPE in the mono-solvents selected in this work was spontaneous and entropy increment.

研究领域: 化学工程 · 物理化学
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PROGRESS IN ORGANIC COATINGS · 2018 · IF 2.955

2-Amino-4-(4-methoxyphenyl)-thiazole as a novel corrosion inhibitor for mild steel in acidic medium

Weinan Gong,Xiaoshuang Yin,Ying Liu,Yun Chen,Wenzhong Yang

The inhibitory effects of 2-amino-4-(4-methoxyphenyl)-thiazole (MPT) on mild steel corrosion were evaluated in 0.5 M H 2 SO 4 and 1 M HCl solutions, respectively. From the analysis of potentiodynamic polarization curves and electrochemical impedance spectroscopy, MPT can effectively inhibit the corrosion of mild steel in acidic solutions. Under the optimal conditions, the inhibition efficiency ( η ) was as high as 95% in 0.5 M H 2 SO 4 solution. The inhibition property of MPT was much better than that of the reported corrosion inhibitor 2-amino-4-phenylthiazole (APT). Polarization curves also demonstrated that MPT mainly inhibited the anodic corrosion of mild steel in HCl solution and the cathodic corrosion in H 2 SO 4 solution, respectively. The adsorption of MPT on the surface of mild steel was found to obey Langmuir adsorption isotherm in both acid solutions. Quantum calculations suggest that the addition of electron donor group (−OCH 3 ) endowed the molecule better adsorption ability on mild steel surface. The interaction between protonated MPT and anions on Fe (0 0 1) surface was firstly investigated using molecular dynamic stimulations, and the results showed that with the adsorption of sulfate ions, MPTH + had a superior binding energy on the surface of Fe. The investigation of UV–vis spectrum demonstrated the direct correlation of the experimental data and the theoretical calculations.

研究领域: 材料科学 · 腐蚀工程 · 电化学 · 表面科学
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JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY · 2018 ·Vol. 85 ·期 3 ·506-513 · IF 1.745

Preparation of tetraethoxysilane-based silica aerogels with polyimide cross-linking from 3, 3′, 4, 4′-biphenyltetracarboxylic dianhydride and 4, 4′-oxydianiline

Fei Zhifang,Yang Zichun,Chen Guobing,Li Kunfeng

Abstract Polyimide cross-linked silica aerogels with different weight percentages of polyimide were prepared through sol–gel technology and supercritical CO 2 fluid drying technology. Tetraethoxysilane (TEOS) was used as a silica source precursor, 3-aminopropyltriethoxysilane (APTES) end-capped polyimide was used as a cross-linking agent, derived from 3, 3′, 4, 4′-biphenyltetracarboxylic dianhydride (BPDA) and 4, 4′-oxydianiline (ODA). The acid produced during the imidization process catalyzed the hydrolysis reaction without additional catalyst. After condensation reaction catalyzed by ammonium hydroxide solution, the polyimide cross-linked silica gels were obtained and then dried in supercritical CO 2 . The polyimide cross-linked silica aerogels have low density (0.132~0.187 g/cm 3 ), high specific surface area (623–741 m 2 /g), low thermal conductivity (0.0306~0.0347 W/m K at room temperature), relatively high compressive strength (1.03~3.82 MPa) and high thermal decomposition temperature (360 °C). This research provided a simple and efficient method that used the polyimide as a strengthening phase to improve the mechanical properties of TEOS-based silica aerogels.

研究领域: 材料科学 · 化学工程
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JOURNAL OF MOLECULAR STRUCTURE · 2020 · IF 2.463

Structural variability, topology and luminescent properties of three new cadmium (II) coordination polymers based on 4′,4′,4′-[(trimethylamino)]-tris[(1,1′-biphenyl)-2-carboxylate]

Meiyu Xu,Guangming Liang,Shuang Wang,Xueli Ma,Guangyuan Liang,Qingling Ni

The semi-rigid polycarboxylic acid, 4′,4′,4′-[(trimethylamino)]-tris[(1,1′-biphenyl)-2-car- boxylic acid] (H 3 TMCA), is first synthesized and used to self-assembly three cadmium coordination polymers , formulated as {[Cd(HTMCA)]•(H 2 O)•(DMA)} n (1), {[Cd(HTMCA)(H 2 O)]·(H 2 O) 5 } n (2), {[Cd(TMCA)] - (CH 3 CH 3 NH 2 ) + •H 2 O} n (3) by the reaction of Cd(NO 3 ) 2 ·4H 2 O under solvothermal conditions. The coordination polymers have been characterized by elemental analysis , IR spectroscopy , thermogravimetric analysis and single-crystal X-ray diffraction. Complex 1 is a 2D framework with a point symbol of {6˄3}. Complex 2 exhibit a 3D topology net with point symbol of {10˄3}. Complex 3 display a (3,6)-connected 3D topology net with point symbol of {4.6 2 } 2 {4 2 .6 10 .8 3 }. The structural comparison of complexes 1–3 shows that the final frameworks can be adjusted by changes in the reaction of temperature and solvents. Moreover, the solid-state photoluminescence properties of 1 – 3 have also been investigated.

CAS / MDL: 1336-21-6 10022-68-1
研究领域: 化学 · 材料科学
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Current Pharmaceutical Analysis · 2023 ·Vol. 19 ·期 6 ·511-520 · IF 0.6

Determination of Two Potential Genotoxic Impurities in Crisaborole API by UPLC-MS/MS

Zhang Mengmeng,Zou Qiaogen

Background: Atopic dermatitis (AD) is an allergic skin disease that can be inherited. Crisaborole is a specific drug developed to deal with this disease. The compounds of 4-(4- Bromo-3-formyl-phenoxy)-benzonitrile and 4-(4-(4-bromo-3-formylphenoxy)-3- formylphenoxy) benzonitrile are the representative impurities in the synthesis of Crisaborole active pharmaceutical in gradient (API). Owing to the genotoxic impurities that could lead to cancer and gene mutations, it is necessary to develop a simple, efficient, sensitive, and accurate method to detect these impurities. In this study, the 4-(4-Bromo-3-formyl-phenoxy)-benzonitrile and 4-(4-(4- bromo-3-formylphenoxy)-3-formylphenoxy)benzo- nitrile present in Crisaborole API were detected using UPLC-MS/MS. Methods: The separation was made on a ZORBAX Eclipse XDB-Pheny column (4.6 mm ×75mm, 3.5 μm) with the mobile phase of acetonitrile solution containing 0.1% trifluoroacetic acid (A) and water containing 0.1% formic acid (B) in gradient elution mode. Quantification was performed using positive ion electrospray ionization (ESI), and the contents of two compounds were determined using the multiple reaction monitoring (MRM) modes. Results: The quantitative analytical method was fully validated with respect to linearity (r > 0.9998), sensitivity, precision, accuracy (the average recovery of two impurities was 84.1% to 90.7%), and robustness. Conclusion: Three batches of samples were detected by UPLC-MS/MS, indicating that the proposed approach was applicable for the quality evaluation of Crisaborole.

研究领域: 药物分析 · 皮肤病学 · 毒理学
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Microorganisms · 2026 ·Vol. 14 ·期 2 ·322 · IF 4.2

Antifungal Mechanism of 4-(4-Hydroxyphenyl)-2-butanone Against Fusarium solani

Yifan Chen,Li Zhang,Yan Chen,Wenpei Ge,Hongling Wang,Zhanying Xue,Xinran Cui,Xin Wang,Aimei Liao,Yuansen Hu,Na Liu

Fusarium solani , a widely distributed plant pathogenic fungus, poses a significant threat to various crops due to its complex pathogenic mechanisms and being difficult to control. In this study, LC–TOF–MS analysis identified 4-(4-hydroxyphenyl)-2-butanone (RK) as a metabolite detected in Bacillus amyloliquefaciens strain M1, and a commercially available RK standard was subsequently used to evaluate its antifungal activity against F. solani . Antifungal assays demonstrated that RK effectively suppressed fungal growth. Further physiological and biochemical assays confirmed that RK disrupts the cell membrane and mitochondrial function, leading to intracellular reactive oxygen species (ROS) accumulation. This study offers new perspectives on the antifungal mechanism of RK and offers theoretical support for the development of innovative agricultural disease management strategies.

CAS / MDL: 5471-51-2
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JOURNAL OF APPLIED POLYMER SCIENCE · 2012 ·Vol. 128 ·期 3 ·2020-2029 · IF 1.289

Preparation and properties of 4, 4′-diphenylmethane diisocyanate blocking modified poly(propylene carbonate)

Sujuan Pang,Nai Xu,Guang Xu,Lisha Pan,Qiang Lin,Xin Wang

Poly(propylene carbonate) (PPC) is inferior in thermal stability and liable to incur thermal degradation, especially in the existence of residual bimetal catalyst. In this article, PPC containing residual catalyst was end-capped with 4, 4′-diphenylmethane diisocyanate (MDI) through melt compounding. The blends were characterized by infrared spectra, melt flow index (MFI), gel permeation chromatography (GPC), gel content measurement, thermogravimetric analysis, scanning electron microscopy, and tensile test. The effect of MDI on thermal stability, molecular weight, and tensile properties of PPC was studied. Thermal degradation kinetics of neat PPC and PPC+MDI blending samples was discussed with Friedman method. MFI, GPC, and gel content measurements showed that mainly end-capping reaction was carried out on PPC chains when 0.1% of MDI was added. However, as the amount of MDI exceeded to 0.3%, end-capping, chain-extension, and crosslinking reactions were synchronously carried out on PPC. Results showed that the end-capping, chain-extension, and crosslinking reaction occurring between PPC and MDI could effectively inhibit the unzipping degradation even when the residual catalyst was not removed thoroughly. When the content of MDI reached 1.0%, the initial degradation temperatures ( T - 5% ) increased from 176.26°C for neat PPC to 259.56°C. As a result, the processing temperature range and processing time were largely extended, and the heat resistance of PPC was improved remarkably. Meanwhile, the tensile property of the modified PPC was enhanced obviously. It may be due to the fact that the molecular weight and gel content of PPC were increased with the increasing amount of MDI. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

研究领域: 高分子化学 · 材料科学 · 热分析
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JOURNAL OF MATERIALS SCIENCE · 2016 ·Vol. 51 ·期 16 ·7585-7597 · IF 2.302

Study of 4, 4′-methylenebis-cyclohexanamine as a high temperature-resistant shale inhibitor

Zhong Hanyi,Qiu Zhengsong,Tang Zhichuan,Zhang Xin,Xu Jiangen,Huang Weian

In order to develop high-performance water-based drilling fluid with the aim of meeting the increasing requirement of drilling industry, highly inhibitive and high-temperature-resistant shale inhibitors are essential. In this study, 4, 4′-methylenebis-cyclohexanamine was introduced as a potential shale inhibitor. The inhibitive properties of the amine compound in comparison with currently available polyether diamine inhibitor were evaluated using bentonite inhibition test, shale cuttings hot-rolling dispersion test, linear swelling test, and pressure transmission test. The inhibitive mechanism was investigated with zeta potential measurement, X-ray diffraction analysis, and contact angle measurement. The results indicated that 4, 4′-methylenebis-cyclohexanamine can inhibit shale hydration and dispersion effectively, and prevent pressure transmission to a certain extent, performing better than that of polyether diamine. Furthermore, the new diamine provides reliable thermal stability as high as 220 °C, preserving the benefits of high-temperature wells application. This novel diamine inhibits shale hydration and dispersion with the combination of chemical inhibition and physical plugging. The intercalation into the interlayer of clay with monolayer collapses the hydrated clay structure and expels the water molecules. After adsorption, clay surface became more hydrophobic, which prevents the imbibition of water. The variation of solubility separates the compound from the solution, which can plug the micro-pores of shale and prevent fluid invasion.

研究领域: 石油工程 · 材料科学 · 化学工程
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