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JOURNAL OF APPLIED POLYMER SCIENCE · 2022 ·Vol. 139 ·期 26 ·e52427 · IF 3.057

Ultraviolet resistance modification of poly(1,3,4-oxadiazole) fibers by dihydroxyterephthalic acid

Wenjie Feng,Qibao Xie,Wentao Li,Jian Gao,Jinsong Liang,Mengjin Jiang

Dihydroxyl poly(1,3,4-oxadiazole) (DHPOD) polymers are synthesized by copolymerization of 2,5-dihydroxyterephthalic acid (2,5-DHTA) and terephthalic acid with hydrazine sulfate in oleum, and then DHPOD fibers are prepared by wet-spinning. The effects of UV irradiation on POD fibers' mechanical properties and surface morphology with and without hydroxyl groups were investigated. As proved by tensile testing and scanning electron microscope measurement, the UV resistance of DHPOD fibers is improved compared to that of p-POD fibers. Besides, the heat resistance of POD fibers is not damaged by the introduction of phenolic hydroxyl groups. The UV and fluorescence spectra are used to analyze the UV resistance mechanism of the POD containing phenolic hydroxyl groups. Results show that the UV resistance mechanism of DHPOD is related to the proton transfer reaction between the 1,3,4-oxadiazole ring and ortho phenolic hydroxyl group.

研究领域: 材料科学 · 化学
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MOLECULES · 2023 ·Vol. 28 ·期 6 ·2442 · IF 4.6

Design, Synthesis and Bioactivity Evaluation of Novel 2-(pyrazol-4-yl)-1,3,4-oxadiazoles Containing an Imidazole Fragment as Antibacterial Agents

Hongwu Liu,Shan Yang,Ting Li,Siyue Ma,Peiyi Wang,Guoqing Wang,Shanshan Su,Yue Ding,Linli Yang,Xiang Zhou,Song Yang

Imidazole alkaloids, a common class of five-membered aromatic heterocyclic compounds, exist widely in plants, animals and marine organisms. Because of imidazole’s extensive and excellent biological and pharmacological activities, it has always been a topic of major interest for researchers and has been widely used as an active moiety in search of bioactive molecules. To find more efficient antibacterial compounds, a series of novel imidazole-fragment-decorated 2-(pyrazol-4-yl)-1,3,4-oxadiazoles were designed and synthesized based on our previous works via the active substructure splicing principle, and their bioactivities were systematically evaluated both in vitro and in vivo. The bioassays showed that some of the target compounds displayed excellent in vitro antibacterial activity toward three virulent phytopathogenic bacteria, includingXanthomonas oryzaepv.oryzae(Xoo),Xanthomonas axonopodispv.citri(Xac) andPseudomonas syringaepv.actinidiae(Psa), affording the lowest EC50values of 7.40 (7c), 5.44 (9a) and 12.85 (9a) μg/mL, respectively. Meanwhile, compound7cpossessed good in vivo protective and curative activities to manage rice bacterial leaf blight at 200 μg/mL, with control efficacies of 47.34% and 41.18%, respectively. Furthermore, compound9ashowed commendable in vivo protective and curative activities to manage kiwifruit bacterial canker at 200 μg/mL, with control efficacies of 46.05% and 32.89%, respectively, which were much better than those of the commercial bactericideTC(31.58% and 17.11%, respectively). In addition, the antibacterial mechanism suggested that these new types of title compounds could negatively impact the cell membranes of phytopathogenic bacteria cells and cause the leakage of the intracellular component, thereby leading to the killing of bacteria. All these findings confirm that novel 2-(pyrazol-4-yl)-1,3,4-oxadiazoles containing an imidazole fragment are promising lead compounds for discovering new bactericidal agents.

CAS / MDL: 75-15-0
研究领域: 药理学 · 植物病理学 · 有机化学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2024 · IF 2

Measurement and Model Evaluation of Solubility of 2-(4-tert-Butylphenyl)-5-(4-biphenyl)-1,3,4-oxadiazole in Different Organic Solvents at Various Temperatures

Zheng-En Piao,Jingzhou Guo,Dan Wang,Wei Mao,Yuan Pu,Jian-Feng Chen

2-(4-tert-Butylphenyl)-5-(4-biphenyl)-1,3,4-oxadiazole (PBD) is one of the most widely used electron transport layer materials in optoelectronic devices, and studies on the solubility of PBD in various solvents are critical for development of solution-processable roll-to-roll electronic devices. In this study, the isothermal saturation method is used to determine the solubility data of PBD in 12 commonly used organic solvents. The experimental solubility of PBD increases gradually with enhanced temperature for the examined temperature range of 283.15–323.15 K in n-hexane, methanol, ethanol, isopropanol, tetrahydrofuran (THF), acetonitrile, ethyl acetate, N-methylpyrrolidone (NMP), toluene, and chlorobenzene, while the temperature ranges were 293.15–333.15 K and 273.15–303.15 K for dimethyl sulfoxide and dichloromethane, respectively. The obtained solubility values of PBD are correlated by three models including the modified Apelblat equation, λh equation, and Yaws equation. Comparison of the calculated Akaike information criterion values resulted in selecting the optimal model for each solvent. Of the five solvents calculated, n-hexane, methanol, toluene, THF, and NMP, the λh equation provides an optimal fit. Both the modified Apelblat equation and the Yaws equation work well in chlorobenzene. Among the other six solvents, the fit of the Yaws equation is the best. These results of solubility provide the basic data for the synthesis of PBD nanoparticles via high-gravity-assisted antisolvent precipitation processing.

研究领域: 材料科学 · 化学工程 · 物理化学 · 光电子学
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