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Reaction of Fatty Acid Methyl Ester with Monoethanolamine and Diethanolamine

Reaktion von Fettsäuremethylester mit Monoethanolamin und Diethanolamin
Markéta Berčíková, Jiří Lád, Iveta Hrádková, Monika Kumherová and Jan Šmidrkal

Abstract

The course of the reaction between lauric acid and monoethanolamine as well as the reaction of methyl laurate with monoethanolamine and diethanolamine were investigated. Thin layer chromatography with flame ionisation detector was used for reaction mixture analysis. The fatty acid methyl ester is more suitable for production of monoethanolamide and diethanolamide. Sodium methoxide or potassium hydroxide (0.02 mol % ester) was used as suitable alkaline catalysts of reaction. The optimal temperature of methyl laurate or coconut oil with diethanolamine reaction is 80°C. Higher temperatures (over 100°C) lead to a higher concentration of amide ester in the product.

Zusammenfassung

Untersucht wurden der Verlauf der Reaktion zwischen Laurinsäure und Monoethanolamin sowie die Reaktion von Methyllaurat mit Monoethanolamin und Diethanolamin. Zur Analyse des Reaktionsgemisches wurde die Dünnschichtchromatographie mit Flammen-Ionisations-Detektor eingesetzt. Zur Herstellung von Monoethanolamid und Diethanolamid ist der Fettsäuremethylester besser geeignet. Als geeignete alkalische Reaktionskatalysatoren wurden Natriummethoxid oder Kaliumhydroxid (0,02 Mol-% Ester) verwendet. Die optimale Temperatur für die Reaktion von Methyllaurat oder Kokosnussöl mit Diethanolamin liegt bei 80°C. Höhere Temperaturen (über 100°C) führen zu einer höheren Konzentration von Amidester im Produkt.


Ms Assistant Prof. Dr. Markéta Berčíková Ms Assistant Prof. Dr. Iveta Hrádková Department of Dairy Fat and Cosmetics University of Chemistry and Technology Prague Technická 5 166 28 Prague 6 Czech Republic Telephone: (+420) 220443822 Fax: (+420) 220443285;

Acknowledgements

This work was supported by specific university research (MSMT No. 20-SVV/2020).

Abbreviations

DEA,

diethanolamine;

DIPA,

diisopropylamine;

HPLC,

High Pressure Liquid Chromatography;

LaAc,

lauric acid;

MEA,

monoethanolamine;

MeLa,

methyl ester of lauric acid;

MIPA,

monoisopropanolamine;

TLC/FID,

Thin Layer Chromatography/Flame Ionisation Detector.

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Received: 2020-11-09
Accepted: 2021-02-18
Published Online: 2021-07-29
Published in Print: 2021-07-31

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