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磁性可生物降解微胶囊负载钯纳米粒子的简便合成及其在 Suzuki-Miyaura 反应和对硝基苯酚还原反应中作为高效可回收催化剂的应用。

Facile synthesis of palladium nanoparticles immobilized on magnetic biodegradable microcapsules used as effective and recyclable catalyst in Suzuki-Miyaura reaction and p-nitrophenol reduction.

机构信息

Department of Chemistry, Faculty of Science and Letters, Aksaray University, 68100 Aksaray, Turkey.

Department of Chemistry, Faculty of Science, University of Qom, 3716146611, Qom, Iran.

出版信息

Carbohydr Polym. 2019 Oct 15;222:115029. doi: 10.1016/j.carbpol.2019.115029. Epub 2019 Jun 26.

Abstract

This study reports (i) preparation and characterization of palladium nanoparticles (Pd NPs) stabilized on magnetically separable chitosan/agar microcapsules (Pd NPs@FeO/CS-AG microcapsules) and (ii) investigation of catalytic behaviors of the prepared nanoparticles in Suzuki-Miyaura C-C cross-coupling reactions and reduction of p-nitrophenol (p-NP). Fourier transforms infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), X-ray diffraction (XRD), elemental mapping, inductively coupled plasma-optical emission spectrometry (ICP-OES) and thermogravimetry/derivative thermogravimetry (TG/DTG) techniques were used for analyzing the Pd NPs@FeO/CS-AG microcapsules. Characterization studies showed that Pd NPs@FeO/CS-AG microcapsules were successfully synthesized and the size of the particles was in the range of 28-39 nm. Pd NPs@FeO/CS-AG microcapsules displayed highly effective catalytic performance in the conversion of various aryl halides into the corresponding biaryl derivatives by Suzuki-Miyaura reaction under solvent-free conditions in 5 min. Pd NPs@FeO/CS-AG microcapsules were also successfully employed in p-NP reduction to p-aminophenol (p-AP) in water at room temperature in 180 s. Moreover, reproducibility studies showed that Pd NPs@FeO/CS-AG microcapsules were highly efficient and could be used many times in both catalytic reactions due to their magnetically separable nature. According to the results of this work, Pd NPs@FeO/CS-AG microcapsules are highly efficient, economical, practical and environmentally superb catalysts for Suzuki-Miyaura reaction and p-NP reduction.

摘要

本研究报告了(i)钯纳米粒子(Pd NPs)稳定在可磁化壳聚糖/琼脂微胶囊(Pd NPs@FeO/CS-AG 微胶囊)上的制备和表征,以及(ii)所制备的纳米粒子在铃木-宫浦 C-C 交叉偶联反应和对硝基苯酚(p-NP)还原中的催化行为的研究。傅里叶变换红外光谱(FT-IR)、扫描电子显微镜(SEM)、X 射线衍射(XRD)、元素映射、电感耦合等离子体-光学发射光谱(ICP-OES)和热重/导数热重(TG/DTG)技术用于分析 Pd NPs@FeO/CS-AG 微胶囊。表征研究表明,成功合成了 Pd NPs@FeO/CS-AG 微胶囊,颗粒尺寸在 28-39nm 范围内。Pd NPs@FeO/CS-AG 微胶囊在无溶剂条件下,通过铃木-宫浦反应,在 5min 内将各种芳基卤化物转化为相应的联芳基衍生物,显示出高效的催化性能。Pd NPs@FeO/CS-AG 微胶囊还成功地用于在室温下将 p-NP 还原为对氨基酚(p-AP),在水中 180s 内即可完成。此外,重现性研究表明,由于其可磁化的性质,Pd NPs@FeO/CS-AG 微胶囊在这两种催化反应中都非常高效且可多次使用。根据这项工作的结果,Pd NPs@FeO/CS-AG 微胶囊是铃木-宫浦反应和 p-NP 还原的高效、经济、实用和环境友好的催化剂。

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