Friedel-Crafts acylation of anisole over hybrid zeolitic-mesostructured materials

被引:42
作者
Serrano, D. P. [1 ,2 ]
Garcia, R. A. [1 ]
Otero, D. [1 ]
机构
[1] Rey Juan Carlos Univ, ESCET, Dept Chem & Environm Technol, Madrid 28933, Spain
[2] IMDEA Energia, Madrid 28933, Spain
关键词
Anisole acylation; Mesostructured zeolitic materials; Al-MCM-41; ZSM-5; ALUMINOSILICATE MESOSTRUCTURES; MESOPOROUS MATERIALS; ACETIC-ANHYDRIDE; CATALYSTS; ACETYLATION; SILICA; DEACTIVATION; MCM-41;
D O I
10.1016/j.apcata.2009.02.013
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
The application of hybrid zeolitic-mesostructured materials (HZM) as catalysts in Friedel-Crafts acylation has been investigated and compared with the behaviour of standard ordered mesoporous Al-MCM-41 and nanocrystalline ZSM-5 samples. Hybrid zeolitic-mesoporous samples were prepared from zeolite seeds obtained in different stages of ZSM-5 crystallization by assembling around cetyltrimethyl ammonium bromide (CTAB) micelles to obtain materials having a combination of both zeolitic and mesostructured properties. Acylation of anisole with acetyl chloride and acetic anhydride has been investigated over this type of catalysts, the highest conversions being obtained in all cases with the former acylating agent. The activity of the hybrid materials (HZM) was found to be remarkably higher than those exhibited by Al-MCM-41 and ZSM-5 materials, which has been interpreted as a convenient combination of accessibility and zeolitic features in the former. Deactivation, re-use and regenerability of the HZM material were also investigated. With all catalysts, a decline of activity was observed along the reaction time denoted by the fact that the conversion reaches a plateau. This deactivation is caused mainly by product inhibition associated to the strong adsorption of p-MAP on the acid sites. Nevertheless, the hybrid catalysts could be regenerated by calcination and further re-used efficiently for the anisole acylation. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:69 / 78
页数:10
相关论文
共 34 条
[1]   Nafion-functionalized mesoporous MCM-41 silica shows high activity and selectivity for carboxylic acid esterification and Friedel-Crafts acylation reactions [J].
Alvaro, M ;
Corma, A ;
Das, D ;
Fornés, V ;
García, H .
JOURNAL OF CATALYSIS, 2005, 231 (01) :48-55
[2]  
[Anonymous], 1965, FREIDEL CRAFTS REL
[3]   Improved performance of nano-size H-BEA zeolite catalysts for the Friedel-Crafts acetylation of anisole by acetic anhydride [J].
Derouane, EG ;
Schmidt, I ;
Lachas, H ;
Christensen, CJH .
CATALYSIS LETTERS, 2004, 95 (1-2) :13-17
[4]   Zeolite catalysts as solid solvents in fine chemicals synthesis - 1. Catalyst deactivation in the Friedel-Crafts acetylation of anisole [J].
Derouane, EG ;
Dillon, CJ ;
Bethell, D ;
Derouane-Abd Hamid, SB .
JOURNAL OF CATALYSIS, 1999, 187 (01) :209-218
[5]   An ordered mesoporous aluminosilicate with completely crystalline zeolite wall structure [J].
Fang, Yunming ;
Hu, Haoquan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (33) :10636-10637
[6]   Acetylation of 2-methoxynaphthalene with acetic anhydride over a HBEA zeolite [J].
Fromentin, E ;
Coustard, JM ;
Guisnet, M .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2000, 159 (02) :377-388
[7]   Catalytic cracking of HDPE over hybrid zeolitic-mesoporous materials [J].
García, RA ;
Serrano, DP ;
Otero, D .
JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, 2005, 74 (1-2) :379-386
[8]   Investigation of synthesizing MCM-41/ZSM-5 composites [J].
Huang, LM ;
Guo, WP ;
Deng, P ;
Xue, ZY ;
Li, QZ .
JOURNAL OF PHYSICAL CHEMISTRY B, 2000, 104 (13) :2817-2823
[9]   Composites of micro- and mesoporous materials:: simultaneous syntheses of MFI/MCM-41 like phases by a mixed template approach [J].
Karlsson, A ;
Stöcker, M ;
Schmidt, R .
MICROPOROUS AND MESOPOROUS MATERIALS, 1999, 27 (2-3) :181-192
[10]  
Kloetstra KR, 1997, CHEM COMMUN, P2281