Esterification of different acids over heterogeneous and homogeneous catalysts and correlation with the Taft equation

被引:179
作者
Lilja, J
Murzin, DY [1 ]
Salmi, T
Aumo, J
Arvela, PM
Sundell, M
机构
[1] Abo Akad, Proc Chem Grp, Lab Ind Chem, FIN-20500 Turku, Finland
[2] Smoptech Ltd, FIN-20300 Turku, Finland
关键词
esterification; carboxylic acid; fibrous polymer; supported sulphonic acid catalyst; Taft equation; kinetic modelling;
D O I
10.1016/S1381-1169(01)00495-2
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
Esterification of acetic, propanoic and pentanoic acid with methanol, ethanol, 1-propanol, 2-propanol, butanol and 2-butanol was studied in the presence of a fibrous polymer-supported sulphonic acid catalyst, Smopex-101. The reaction temperature in the experiments was 60 degreesC. Comparative experiments were carried out on an ion-exchange resin, Amberlyst 15 and with a homogeneous catalyst, liquid HCl. The effect of different molar ratios between the reactants (acid and alcohol) on the reaction rate was investigated. The rate constants were related to the substituent effects of the reacting molecules according to the Taft equation. The substituent effects of alcohols were found to follow the Taft relationship, which was not the case for the acids. The experimental results were modelled according to a simple second-order model and a more advanced adsorption-based model. The adsorption-based model, which includes the adsorption of carboxylic acid and water and is consistent with structure-activity relationship, was superior to the second-order model. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:555 / 563
页数:9
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