p-Sulfonic acid calix[n]arenes as organocatalysts for the transesterification reaction of Passiflora seed oil

The catalytic activity of p -sulfonic acid calix[4]arene was studied in the transesterification reactions of Passiflora seed oil with methanol or ethanol. Calix[ n ]arenes are highly versatile organocatalysts and conversion rates >98 % were obtained for the transformation of Passiflora seed oil t...

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Published inMonatshefte für Chemie Vol. 146; no. 11; pp. 1927 - 1934
Main Authors Almeida, Camila G., Souza, Isabella F., Liberto, Natália A., Da Silva, Márcio J., Fernandes, Sergio A., Le Hyaric, Mireille
Format Journal Article
LanguageEnglish
Published Vienna Springer Vienna 01.11.2015
Subjects
Analytical Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Inorganic Chemistry
Organic Chemistry
Original Paper
Physical Chemistry
Theoretical and Computational Chemistry
Calix
Seed oil
Catalysis
arenes
Biodiesel
Fatty acids
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Summary:The catalytic activity of p -sulfonic acid calix[4]arene was studied in the transesterification reactions of Passiflora seed oil with methanol or ethanol. Calix[ n ]arenes are highly versatile organocatalysts and conversion rates >98 % were obtained for the transformation of Passiflora seed oil to its methyl or ethyl esters after 5 h of reaction in the presence of p -sulfonic acid calix[4]arene (3.52 mol % in ethanol; 5.28 mol % in methanol). Moreover, the organocatalyst was recovered and reused in two subsequent cycles without a significant decrease in the activity or selectivity. The use of a non-corrosive and reusable organocatalyst is the positive aspect of this process. Graphical abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-015-1546-0