O-(2-Hydroxyethyl)cellulose–derived Surfactants Prepared by Microwave–assisted Transesterification

S. Miníková; I. Sroková; V. Sasinková; A. Malovíková; A. Ebringerová

doi:10.3139/113.110020

Article

O-(2-Hydroxyethyl)cellulose–derived Surfactants Prepared by Microwave–assisted Transesterification

S. Miníková , I. Sroková , V. Sasinková , A. Malovíková and A. Ebringerová

Published/Copyright: April 2, 2013

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From the journal Tenside Surfactants Detergents Volume 46 Issue 3

Abstract

A series of polymeric surfactants were prepared from O-(2-hydroxyethyl)cellulose (HEC, DS = 1) by transesterification of methyl laurate and the complex of methyl esters of rape seed oil fatty acids in the H₂O/DMF system using microwave irradiation as heating source. The obtained derivatives were characterized by FTIR spectroscopy and viscometry, and their surfaceactive, foaming, emulsification and performance properties evaluated. The results indicate that under microwave heating water-soluble HEC-fatty acid esters with very low degree of esterification can be obtained in a few minutes and at temperatures not exceeding 100°C. The derivatives exhibited foaming ability and significant emulsifying efficiency for ‘oil in water’-type emulsions comparable to that of commercial surfactants as well as a good washing power and very high antiredeposition efficiency.

Kurzfassung

Eine Reihe polymerer Tenside wurden aus O-(2-Hydroxyethyl)cellulose (HEC, DS = 1) durch Umesterung von Methyllaurat und dem Komplex von Methylester des Rapsöls im H₂O/DMF-System mit Mikrowellenbestrahlung als Wärmeenergie gewonnen. Die Charakterisierung der Derivate erfolgte mittels FTIR-Spektroskopie und Viskosimetrie und hinsichtlich der physikochemischen Eigenschaften und Anwendungspotentiale. Die Mikrowellenbehandlung ermöglicht wasserlösliche HEC-Fettsäureester in einigen Minuten und bei Temperaturen die 100°C nicht übersteigen herzustellen. Die Derivate weisen ein Schaumbildungsvermögen und eine exzellente Emulgierwirkung für Emulsionen vom Typ ‘Öl-in-Wasser’, die mit kommerziellen Tensiden vergleichbar sind sowie eine gute Waschkraft und eine sehr effektive Verhinderung der Rückverschmutzung auf.

Key words:: Hydroxyethylcellulose; polymeric surfactant; transesterification; microwave irradiation; rapeseed oil methyl esters

Stichwörter:: Hydroxyethylcellulose; polymere Tenside; Umesterung; Mikrowellenbestrahlung; Rapsölmethylester

^∗ Dr. Anna Ebringerová, Institute of Chemistry, Center of Glycomics, Slovak Academy of Sciences, Dúbravská cesta 9SK-84538 Bratislava, Slovakia, Tel.: +421259410284, Fax: +421259410222, E-Mail: chemebri@savba.sk

Slávka Miníková was born in 1977 and graduated from the Department of Chemistry and Technology of Rubber and Textiles, Faculty of Industrial Technolgies, University of Trencín in Púchov, in 2001, where she is working as aresearch assistant.

Iva Sroková was born in 1945 and graduated from the Slovak Technical University, Department of Organic Technology in 1968. She obtained her PhD in 1978, and since 1989 has been Associate Professor in the Department of Fibres and Textile Chemistry, Faculty of Chemical Technology, where in 1997 she was appointed head ofthe Department of Textil and Clothing. Her area ofresearch is the chemical modification of polysaccharides and characterization of their functional properties.

Vlasta Sasinková was born in 1954 and graduated from the Faculty of Natural Sciences at Comenius University in 1980. Since 1980 she has been at the Institute of Chemistry of the Slovak Academy of Sciences in Bratislava and since 1999 has been head ofthe FTIR laboratory. Her area ofresearch up to 1996 was the synthesis and characterization ofsubstituted oxazolidines, while since 1997 she has been working in the field of FT-IR spectroscopy of mono-, oligo- and polysaccharides and their derivatives.

Anna Malovíková was born in 1951 and graduated from the Faculty of Natural Sciences, Comenius University, Bratislava in 1975. Since then she has been working at the Institute of Chemistry of the Slovak Academy of Sciences in Bratislava where she received PhD degree in 1981. Her research field is the study of structural and physico-chemical properties (solution behaviour, interactions) of the plant anionic polysaccharides, native and chemically modified.

Anna Ebringerová was born in 1934 and studied chemistry at the Slovak Technical University, Bratislava from 1953 to 1958. Subsequently, she was employed at the Institute of Chemistry of the Slovak Academy of Science in Bratislava, where she obtained a PhD in Natural Sciences in 1967. Since 1970, she has been the leader of several research groups working on the chemistry of wood hemicelluloses and other plant polysaccharides. From 1990–1996, she was the head of the Scientific Council of the Institute of Chemistry. Her main research field is the isolation, chemical modification, and structural analysis of unmodified and modified plant polysaccharides.

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Received: 2008-10-23

Revised: 2008-11-24

Published Online: 2013-04-02

Published in Print: 2009-05-01

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https://doi.org/10.3139/113.110020

Keywords for this article

Hydroxyethylcellulose; polymeric surfactant; transesterification; microwave irradiation; rapeseed oil methyl esters