Synthesis and characterization of ionic liquid based bifunctional periodic mesoporous organosilica supported potassium carbonate as very efficient nanocatalyst for the Knoevenagel condensation

被引:29
作者
Elhamifar, Dawood [1 ]
Kazempoor, Somayeh [1 ]
机构
[1] Univ Yasuj, Dept Chem, Yasuj 7591874831, Iran
基金
美国国家科学基金会;
关键词
Bifunctional PMO; Ionic liquid; Basic PMO-IL; Knoevenagel condensation; Recoverable nanocatalyst; SULFONIC-ACID; REUSABLE NANOCATALYST; SELECTIVE OXIDATION; HIGHLY EFFICIENT; ORGANIC GROUPS; CATALYSTS; SILICA; FRAMEWORK; HYDROTALCITE; PALLADIUM;
D O I
10.1016/j.molcata.2016.01.001
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A novel ionic liquid based bifunctional periodic mesoporous organosilica supported potassium carbonate (BPMO-IL-KCO3) is prepared, characterized and its catalytic efficiency is studied in the Knoevenagel reaction. The BPMO-IL-KCO3 was prepared by chemical attachment of 1-methyl-(3-trimethoxysilylpropyl) imidazolium chloride on an ionic liquid based PMO followed by treatment with potassium carbonate under ambient temperature. This material was characterized with thermal gravimetric analysis (TGA), energy-dispersive X-ray (EDX) spectroscopy, powder X-ray diffraction (PXRD), scanning electron microscopy (SEM) and transmission electron microscopy (TEM). The BPMO-IL-KCO3 was then successfully applied as efficient base catalyst in the Knoevenagel condensation of different aldehydes with ethyl cyanoacetate and gave high to excellent yields of the corresponding coupling products. The catalyst was recovered and reused several times without significant decrease in activity and selectivity. The recovered catalyst was also analyzed with TEM and nitrogen sorption experiment to investigate structural stability and durability of the material under applied conditions. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:74 / 81
页数:8
相关论文
共 79 条
[1]   Direct synthesis of bifunctional mesoporous organosilicas containing chelating groups in the framework and reactive functional groups in the channel pores [J].
Alauzun, Johan ;
Mehdi, Ahmad ;
Reye, Catherine ;
Corriu, Robert J. P. .
JOURNAL OF MATERIALS CHEMISTRY, 2007, 17 (04) :349-356
[2]  
[Anonymous], 1991, Comprehensive Organic Synthesis
[3]   Periodic mesoporous organosilicas with organic groups inside the channel walls [J].
Asefa, T ;
MacLachlan, MJ ;
Coombs, N ;
Ozin, GA .
NATURE, 1999, 402 (6764) :867-871
[4]   Novel bifunctional periodic mesoporous organosilicas, BPMOs: Synthesis, characterization, properties and in-situ selective hydroboration-alcoholysis reactions of functional groups [J].
Asefa, T ;
Kruk, M ;
MacLachlan, MJ ;
Coombs, N ;
Grondey, H ;
Jaroniec, M ;
Ozin, GA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (35) :8520-8530
[5]  
Asefa T, 2000, ANGEW CHEM INT EDIT, V39, P1808, DOI 10.1002/(SICI)1521-3773(20000515)39:10<1808::AID-ANIE1808>3.0.CO
[6]  
2-G
[7]   Magnesium perchlorate as efficient Lewis acid for the Knoevenagel condensation between β-diketones and aldehydes [J].
Bartoli, Giuseppe ;
Bosco, Marcella ;
Carlone, Armando ;
Dalpozzo, Renato ;
Galzerano, Patrizia ;
Melchiorre, Paolo ;
Sambri, Letizia .
TETRAHEDRON LETTERS, 2008, 49 (16) :2555-2557
[8]   Investigation of the basis of catalytic activity of solid state phosphate complexes in the Knoevenagel condensation [J].
Bennazha, J ;
Zahouilly, M ;
Boukhari, A ;
Holt, EM .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 202 (1-2) :247-252
[9]   Base supported ionic liquid-like phases as catalysts for the batch and continuous-flow Henry reaction [J].
Burguete, M. Isabel ;
Erythropel, Hanno ;
Garcia-Verdugo, Eduardo ;
Luis, Santiago V. ;
Sans, Victor .
GREEN CHEMISTRY, 2008, 10 (04) :401-407
[10]   Gem-diamines as highly active organocatalysts for carbon-carbon bond formation [J].
Climent, Maria J. ;
Corma, Avelino ;
Dominguez, Irene ;
Iborra, Sara ;
Sabater, Maria J. ;
Sastre, German .
JOURNAL OF CATALYSIS, 2007, 246 (01) :136-146