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交联壳聚糖/多壁碳纳米管复合材料作为合成某些新型苄叉二噻唑的环保型生物催化剂

Cross-Linked Chitosan/Multi-Walled Carbon Nanotubes Composite as Ecofriendly Biocatalyst for Synthesis of Some Novel Benzil Bis-Thiazoles.

作者信息

Alshabanah Latifah A, Gomha Sobhi M, Al-Mutabagani Laila A, Abolibda Tariq Z, El-Ghany Nahed A Abd, El-Enany Waleed A M A, El-Ziaty Ahmed K, Ali Rania S, Mohamed Nadia A

机构信息

Department of Chemistry, College of Science, Princess Nourah bint Abdulrahman University, Riyadh 11671, Saudi Arabia.

Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt.

出版信息

Polymers (Basel). 2021 May 25;13(11):1728. doi: 10.3390/polym13111728.

Abstract

Aminohydrazide cross-linked chitosan (CLCS) and its MWCNTs (CLCS/MWCNTs) were formulated and utilized as a potent ecofriendly basic heterogeneous biocatalyst under ultrasonic irradiation for synthesis of two novel series of benzil bis-aryldiazenylthiazoles and benzil bis-arylhydrazonothiazolones from the reaction of benzil bis-thiosemicarbazone with 2-oxo-'-arylpropanehydrazonoyl chlorides and ethyl 2-chloro-2-(2-phenylhydrazono) acetates, respectively. The chemical structures of the newly synthesized derivatives were elucidated by spectral data and alternative methods, where available. Additionally, their yield % was estimated using a traditional catalyst as TEA and green recyclable catalysts as CLCS and CLCS/MWCNTs composite in a comparative study. We observed that, under the same reaction conditions, the yield % of the desired products increased by changing TEA to CLCS then to CLCS/MWCNT from 72-78% to 79-83% to 84-87%, respectively. The thermal stability of the investigated samples could be arranged as CLCS/MWCNTs composite > CLCS > chitosan, where the weight losses of chitosan, CLCS and CLCS/MWCNTs composite at 500 °C were 65.46%, 57.95% and 53.29%, respectively.

摘要

制备了氨基酰肼交联壳聚糖(CLCS)及其与多壁碳纳米管的复合材料(CLCS/MWCNTs),并将其作为一种高效的环保型碱性多相生物催化剂,在超声辐射下,通过苯偶酰双硫代氨基脲分别与2-氧代-α-芳基丙酰肼酰氯和2-氯-2-(2-苯基腙基)乙酸乙酯反应,合成了两个新型系列的苯偶酰双芳基重氮基噻唑和苯偶酰双芳基腙基噻唑酮。通过光谱数据和其他可用方法阐明了新合成衍生物的化学结构。此外,在一项对比研究中,使用传统催化剂三乙胺(TEA)以及绿色可回收催化剂CLCS和CLCS/MWCNTs复合材料,估算了它们的产率%。我们观察到,在相同反应条件下,将TEA换成CLCS,再换成CLCS/MWCNT时,所需产物的产率%分别从72 - 78%提高到79 - 83%,再提高到84 - 87%。所研究样品的热稳定性顺序为CLCS/MWCNTs复合材料>CLCS>壳聚糖,其中壳聚糖、CLCS和CLCS/MWCNTs复合材料在500℃时的失重分别为65.46%、57.95%和53.29%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d42/8198799/e3028b090de7/polymers-13-01728-g001.jpg

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