Skip to content
Licensed Unlicensed Requires Authentication Published by De Gruyter April 5, 2013

Synthesis, Characterization and Surface Active Properties of Imidazolinium Surfactant Derived from Oleic Acid and Diethylenetriamine

Synthese, Charakterisierung und oberflächenaktive Eigenschaften von Imidazolinium-Tensid, derivatisiert aus Ölsäure und Diethylentriamin
D. Bajpai and V. K. Tyagi

Abstract

This paper describes an efficient method for the synthesis of long chain alkylamido imidazolines by the reaction of diethylenetriamine and oleic acid under non-solvent microwave irradiation using calcium oxide as support and their comparison with conventional thermal condensation process. Synthesized imidazolines were then quaternized by using dimethylsulfate as a quaternizing agent and isopropanol as a solvent, to produce cationic imidazolinium salts which were evaluated for yield and cationic content. The instrumental techniques, viz. FT-IR and 1H-NMR verified the formation of imidazolines and its subsequent quaternization. The surface active and performance properties of cationic imidazolines in terms of c.m.c., surface tension, dispersability, emulsion stability, softening, rewettability and detergency were also reported.

Kurzfassung

Diese Arbeit beschreibt eine effiziente Methode zur Synthese von langkettigen Alkylamidoimidazolinen durch Reaktion von Diethylentriamin und Ölsäure unter lösungsmittelfreier Mikrowellenbestrahlung mit Kalziumoxid als Hilfsmittel im Vergleich zu konventionellen thermischen Kondensationsverfahren. Die synthetisierten Imidazoline wurden mit Dimethylsulfat als Quaternisierungsmittel und Isopropanol als Lösungsmittel zur Darstellung von kationischen Imidazoliniumsalzen quaternisiert, die dann nach Ausbeute und kationischem Gehalt bewertet wurden. Die instrumentellen Methoden, und zwar FT-IR and 1H-NMR verifizieren die Ausbildung von Imidazolinen mit nachfolgender Quaternisierung. Über die oberflächenaktiven und Leistungseigenschaften bezüglich c.m.c., Oberflächenspannung, Dispergierbarkeit, Emulsionsstabilität, Weichmachung, Wiederbenetzung und Waschkraft wird ebenfalls berichtet.


V. K. Tyagi, Department of Oil and Paint Technology, Harcourt Butler Technological Institute, Kanpur-208002, India. E-Mail: , E-Mail:

Divya Bajpai was born in 1980 in India. She received her bachelors, masters in 2000 and 2002, respectively from C.S.J.M university, Kanpur, India and currently persuing doctorate from Harcourt Butler Technological Institute, Kanpur (INDIA). She has published 8 papers in referred international journals. Her research interests are surfactants and detergents, novel surfactants and oleo chemicals.

Vinod Kumar Tyagi was born in 1959 in India. He received his bachelors, masters and doctoral degree in Chemical Technology in 1984, 1986 and 1992, respectively from Harcourt Butler Technological Institute, Kanpur, India. He joined as a faculty in the Department of Oil and Paint Technology in 1988 at Harcourt Butler Technological Institute, Kanpur India. Currently, he is working as a Professor in the same department. He is having 20 years experience of teaching under graduate and post graduate students of Oil Technology. He has supervised more than 22 candidates for masters and doctoral thesis. He has published more than 35 papers in referred national and international journals and had presented 18 papers in national and international conferences in India and abroad. His research interests are surfactants and detergents, novel surfactants and oleo chemicals.


References

1. Bajpai, D. and Tyagi, V. K.: Fatty Imidazolines: Chemistry, synthesis, properties and their industrial applications, Journal of Oleo Science Vol. 55 (2006) 319329. 10.5650/jos.55.319Search in Google Scholar

2. Rolfpuchta, Popa: The chemistry of heterocyclic compounds, Interscience Publishers, Inc., New York, London, (1953) 213226.Search in Google Scholar

3. Martínez-Palou, R., de Paz, G., Marín-Cruz, J. and Zepeda, L. G.: Synthesis of long chain 2-alkyl-1-(2-hydroxy ethyl)-2-imidazolines under microwave in solvent free conditions, Synlett. (2003) 18471849. 10.1055/s-2003-41410Search in Google Scholar

4. Methods of sampling and Test for oil and fats, Bureau of Indian standards8 (1978) 4955.Search in Google Scholar

5. Hamirin, K., Nakasato, S. and Rahman, M. A.: Imidazoline Amphoteric Surfactants from Palm and Palm Kernel Fatty Acids, ELAEIS3 (1) (1991) 296.Search in Google Scholar

6. Takeshi, H.: Bull. Chem. Soc. Japan43 (1970) 22362240. 10.1246/bcsj.43.2236Search in Google Scholar

7. Perez, L., Pinazo, A., Rosen, M. J. and Infante, M. R.: Langmuir Vol. 14 (1998) 2307. 10.1021/la971135uSearch in Google Scholar

8. Ginn, M. E., Schenach, T. A. and JungermannE.: Ibid42 (1965) 1084.Search in Google Scholar

9. Egan, R. R.: J. Amer. Oil Chem. Soc.55 (1978) 118. 10.1007/BF02673399Search in Google Scholar

10. Indian Standard Methods for performance Part IV Relative Detergency 1976.Search in Google Scholar

Received: 2008-04-21
Published Online: 2013-04-05
Published in Print: 2008-09-01

© 2008, Carl Hanser Publisher, Munich

Downloaded on 30.11.2022 from frontend.live.degruyter.dgbricks.com/document/doi/10.3139/113.100383/html
Scroll Up Arrow