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基于苯基和离子液体的双功能介孔有机硅负载铜:一种用于清洁生产多氢喹啉的高效纳米催化剂。

Phenyl and ionic liquid based bifunctional periodic mesoporous organosilica supported copper: An efficient nanocatalyst for clean production of polyhydroquinolines.

机构信息

Department of Chemistry, Yasouj University, Yasouj 75918-74831, Iran.

Department of Chemistry, Yasouj University, Yasouj 75918-74831, Iran.

出版信息

J Colloid Interface Sci. 2017 Nov 1;505:1177-1184. doi: 10.1016/j.jcis.2017.07.010. Epub 2017 Jul 3.

Abstract

A novel phenyl and ionic liquid based bifunctional periodic mesoporous organosilica supported copper (Cu@BPMO-Ph-IL) is prepared, characterized and its catalytic application is developed in the clean production of polyhydroquinolines. The Cu@BPMO-Ph-IL was prepared via chemical grafting of ionic liquid groups onto phenyl-based PMO followed by treatment with copper acetate. This nanocatalyst was characterized with transmission electron microscopy (TEM), scanning electron microscopy (SEM), diffuse reflectance infrared Fourier transform spectroscopy (DRIFTs), thermal gravimetric analysis (TGA), powder X-ray diffraction (PXRD), nitrogen-sorption and energy dispersive X-ray (EDX) analyses. This was successfully applied in the one-pot Hantzsch condensation of aldehydes, ammonium acetate, alkylacetoacetates and dimedone to prepare a set of different derivatives of polyhydroquinolines in high yields and selectivity. The catalyst was effectively recovered and reused several times without important decrease in efficiency. The recovered catalyst was also characterized with TEM analysis to study its stability and durability under applied conditions.

摘要

一种新型的苯基和离子液体双功能介孔有机硅负载铜(Cu@BPMO-Ph-IL)被制备、表征,并在多氢喹啉的清洁生产中发展了其催化应用。Cu@BPMO-Ph-IL 通过离子液体基团化学接枝到苯基 PMO 上,然后用醋酸铜处理而制备。该纳米催化剂通过透射电子显微镜(TEM)、扫描电子显微镜(SEM)、漫反射红外傅里叶变换光谱(DRIFTs)、热重分析(TGA)、粉末 X 射线衍射(PXRD)、氮气吸附和能量色散 X 射线(EDX)分析进行了表征。该纳米催化剂在一锅法醛、乙酸铵、乙酰乙酸烷基酯和二亚甲基酮的 Hantzsch 缩合反应中成功地应用于制备了一系列不同的多氢喹啉衍生物,具有高产率和高选择性。该催化剂可以有效地回收并重复使用数次,而效率没有重要下降。还通过 TEM 分析对回收的催化剂进行了表征,以研究其在应用条件下的稳定性和耐用性。

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