Synthesis and Properties of Disodium Mono-fatty Alcohol Citrate

Jin-ling Song; Xiu-quan Yang; Zhang-cai Zhou

doi:10.3139/113.110162

Article

Synthesis and Properties of Disodium Mono-fatty Alcohol Citrate

Jin-ling Song , Xiu-quan Yang and Zhang-cai Zhou

Published/Copyright: May 18, 2013

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From the journal Tenside Surfactants Detergents Volume 49 Issue 2

Abstract

The long reaction time and low conversion of the existing technologies in indirect synthesis of disodium mono-fatty alcohol citrate constrain their industrialized application. Here, we developed a new technology and synthesized a series of monoester of citric acid salts different carbon atoms in hydrophobic group. The structures of intermediate and products were defined by infrared spectra and hydrogen nuclear magnetic resonance spectra. Their physico-chemical properties were systematically studied for the first time, including equilibrium surface tension, wetting ability, emulsification stability and foaming behavior in aqueous solution. The results show that ifs the number of carbon atoms in the hydrophobic group increases, the critical micelle concentration (CMC) decreases, wetting ability weakens, the foaming volume in hard water increases and emulsification stability for liquid paraffin and bean oil increases, but opposite for oil acid.

Kurzfassung

Die gegenwärtigen Verfahren der indirekten Synthese von Di-Natriummonofettalkoholcitrat erfordern lange Reaktionszeiten und liefern eine geringe Umsetzung, was ihrer industriellen Anwendung entgegensteht. In dieser Arbeit entwickelten wir eine neue Methode und synthetisierten eine Reihe von Monoestercitraten mit unterschiedlich langen, hydrophoben Alkylketten. Die Strukturen der Zwischen- und Endprodukte wurden bestimmt mit Hilfe der Infrarot-Spektren und der H-NMR-Spektren. Ihre physikochemischen Eigenschaften in wässriger Lösung, wie die Gleichgewichtsoberflächenspannung, das Benetzungsvermögen, die Emulsionsstabilität und das Schaumvermögen wurden zum ersten Mal systematisch untersucht. Die Ergenisse zeigen, dass mit steigender Zahl der Kohlenstoffatome in der hydrophoben Gruppe die kritische Mizellbildungskonzentration (CMC) abnimmt und das Benetzungsvermögen geschwächt wird. Des Weiteren nimmt das Schaumvolumen in hartem Wasser und die Emulsionsstabilität mit flüssigem Paraffin und Sojabohnenoil (im Gegensatz zur Ölsäure) zu.

Keywords: Citric acid; citric acid anhydride; esterification; monoester of citric acid; critical micelle concentration

Schlüsselwörter: Citronensäure; Citronensäureanhydrid; Versterung; Monoester der Zitronensäure; kritische Mizellbildungskonzentration

∗ Correspondence to School of Rare EarthInner Mongolia University of Science and Technology, 7 Aerding St., BaoTou, Inner Mongolia 014010, P. R. China, Tel.: +86 472 59 51 536, Fax: +86 472 59 51 536, E-mail: sjl2010004@imust.cn

Dr. Xiu-quan Yang was born in 1966. He obtained his M.S. in fine chemicals from Dalian University of Technology in 1990. Since then, he has been teaching and working in China Research Institute of Daily-Chemical Industry. His focus is on synthesis, physical-chemistry and application properties of surfactants, chemical engineering and green chemistry.

Jin-ling Song; was born in 1982. Dr. Song is working in School of Rare Earth, Inner Mongolia University of Science and Technology. She is engaged in studying synthesis, mechanism and applications of nanomaterials and surfactants. E-mail: sjl2010004@imust.cn.

Zhang-cai Zhou was born in 1979. He obtained his M.S. from China Research Institute of Daily-Chemical Industry in 2008. Since then, he has been working in Inner Mongolia Mengda New Energy Chemical Industry Base Development CO. LTD.

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Received: 2011-5-17

Published Online: 2013-05-18

Published in Print: 2012-03-01

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https://doi.org/10.3139/113.110162

Keywords for this article

Citric acid; citric acid anhydride; esterification; monoester of citric acid; critical micelle concentration