Selective benzoylation of o-xylene to 3,4-dimethylbenzophenone using various zeolite catalysts

Citation
B. Jacob et al., Selective benzoylation of o-xylene to 3,4-dimethylbenzophenone using various zeolite catalysts, J MOL CAT A, 139(1), 1999, pp. 43-53
Citations number
28
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
ISSN journal
13811169 → ACNP
Volume
139
Issue
1
Year of publication
1999
Pages
43 - 53
Database
ISI
SICI code
1381-1169(19990219)139:1<43:SBOOT3>2.0.ZU;2-Z
Abstract
The liquid phase benzoylation of o-xylene with benzoyl chloride (BOC) over various zeolite catalysts is studied in a batch reactor at atmospheric pres sure and 411 K. The results obtained over different zeolite catalysts are c ompared with the homogeneous Lewis acid catalyst, AlCl3 and amorphous silic a-alumina. The protonic form of zeolite beta is found to be an efficient ca talyst compared to other zeolites in the benzoylation of o-xylene. The conv ersion of BOG, turnover rate of BOC conversion (TOF) and selectivity for 3, 4-dimethylbenzophenone (3,4-DMBP) over zeolite H-beta are found to be 52.8 wt.%, 69.7 x 10(-5) s(-1) mol(-1) Al and 94.7 wt.%, respectively, at the fo llowing reaction conditions [H-beta to BOC (w/w) = 0.28, o-xylene to BOC (m olar ratio)= 5; 411 K; 1 atm]. The non-shape selective AlCl3 catalyst produ ces higher amount of consecutive products (16.2 wt.%) and hence gives lower selectivity for 3,4-DMBP (76.5 wt.%). The acidity and pore structure of H- beta appeared to be responsible for good performance. increase in reaction time, catalyst concentration, reaction temperature, o-xylene to BOC molar r atio enhances the conversion of BOG, whereas it decreases with the increase in degree of Na-exchange and SiO2/Al2O3 molar ratios of H-beta. The zeolit e H-beta is recycled three times without the loss of 3,4-DMBP selectivity b ut with a decline in the catalytic activity of H-beta. Additionally, the be nzoylation of m-xylene and p-xylene is also investigated using H-beta. The Friedel-Crafts acylation reaction mechanism involves the formation of an el ectrophile (C6H5CO+) over an acidic zeolite catalyst which attacks the xyle ne ring resulting in the formation of dimethyl benzophenones. (C) 1999 Else vier Science B.V. All rights reserved.