A comparative investigation of palmitic acid esterification over p-sulfonic acid calix[4]arene and sulfuric acid catalysts via 1H NMR spectroscopy

被引：24

作者：

Fernandes, Sergio Antonio ^{[1
]}

Natalino, Ricardo ^{[1
]}

da Silva, Marcio Jose ^{[1
]}

Lima, Claudio Ferreira ^{[1
]}

机构：

[1] Univ Fed Vicosa, Dept Quim, GQSB, CCE, BR-36570000 Vicosa, MG, Brazil

来源：

CATALYSIS COMMUNICATIONS | 2012年 / 26卷

关键词：

p-Sulfonic acid calix[4]arene; NMR spectroscopy; Organocatalysts; Fatty acid esterification; BIODIESEL PRODUCTION; ORGANOCATALYSTS; CALIXARENES; EFFICIENT;

D O I：

10.1016/j.catcom.2012.05.007

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：

This work reports the novel results of p-sulfonic acid calix[4]arene-catalyzed esterification reactions of palmitic acid with deuterated methanol. The p-sulfonic acid calix[4]arene organocatalyst is easily obtained and handled, and is significantly less corrosive than mineral acids commonly used in esterification reactions. Although used in homogeneous conditions, p-sulfonic acid calix[4]arene catalyst can be recovered and reused without losing its activity and may therefore be potentially useful in biodiesel production. A comparative study by use of in situ H-1 NMR spectroscopy between the kinetic and thermodynamic parameters obtained from the palmitic acid esterification reaction, showed that at 0.5 mol% concentration the activation energy of the p-sulfonic acid calix[4]arene-catalyzed reaction is lower than that measured for sulfuric acid. However, a higher dependence in relation to sulfuric acid concentration was observed. Conversely, Delta G values obtained suggested that this reaction becomes more spontaneous with an increase in temperature than calix[4]arene catalyzed esterification reactions. (C) 2012 Elsevier B.V. All rights reserved.

引用

页码：127 / 131

页数：5

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