Preparation and Surface Activities of Novel Sodium Sulfated Aryl Oleic Acid Alkanolamides
-
Xu Zhigang
, Yuan Bing , Yan Jie , Li Zongshi , Qiao Weihong und Lubo Cheng
Abstract
Novel sodium sulfated aryl oleic acid alkanolamide surfactants (SSAOAA) with different hydrophobic groups are prepared. An aromatic ring introduced to a long alkyl chain has a significant effect on the effectiveness in reducing water surface tension. The critical micelle concentration (c.m.c.) of one product and the surface tension (γc.m.c.) at the c.m.c. are investigated. Surface active properties of sodium sulfated aryl oleic acid alkanolamides are compared to those of conventional sulfated fatty acid alkanolamides. Results show that the c.m.c. decreases with increasing the sizes of alkyl chains.
Kurzfassung
Neuartige Tenside aus natriumsulfatierten Aryl-Ölsäure-Alkanolamiden mit verschiedenen hydrophoben Gruppen wurden dargestellt. Die Einfügung eines aromatischen Ringes an eine lange Alkylkette hat einen signifikanten Einfluss auf die Effektivität der Verringerung der Wasseroberflächenspannung. Die kritische Mizellbildungskonzentration (c.m.c.) eines Produktes und die Oberflächenspannung (γc.m.c.) bei der c.m.c. wurden untersucht. Die Oberflächenaktivität von natriumsulfatiertem Aryl-Ölsäure-Alkanolamid wurde mit herkömmlichen sulfatierten Fettsäure-Alkanolamiden verglichen. Die Ergebnisse zeigen, dass mit Erhöhung der Alkylkettegröße die c.m.c. abnimmt.
References
1. Maag, H.: Fatty acid derivatives: important surfactants for household, cosmetic and industrial purposes. J. Am. Oil Chem. Soc.61 (1984) 259.10.1007/BF02678778Suche in Google Scholar
2. Garrison, J.: Monoethanolamides. Detergent Age. (1968) 27–29.Suche in Google Scholar
3. Hildreth, J.: Amphiphatic compounds. International patent application, Patent WO8304412, 1983.Suche in Google Scholar
4. Maugard, T., Remaud-Simeon, M., Petre, D. and Monsan, P.: Enzymatic synthesis of glycamide surfactants by amidification reaction. Tetrahedron.53 (1997) 5185.10.1016/S0040-4020(97)00181-6Suche in Google Scholar
5. Xu, Zhi-gang, Zhao, Yu, Yuan, Bing, Qiao, Wei-hong, LI, Zong-shi and ChengLu-bo: Synthesis of Novel Arylkyl Sulfontes, Tenside Surf. Det.1 (2004) 41.Suche in Google Scholar
6. Paul, D. B., Christle, H. B. and Iris, K. H.: Anionic Surfactants Based on Alkene Sulfonic Acid, U.S. Patent 6043391, 2000.Suche in Google Scholar
7. Smith, F. D., Stirton, A. J. and Nunez-Ponzoa, M. V.: Phenyloctadecanol and Surface_Active Derivatives, J. Am. Oil Chem. Soc.44 (1967) 413.10.1007/BF02666781Suche in Google Scholar
8. Stirton, A. J., Schaeffer, B. B., Stawitzke, A. A., Weil, J. K. and Ault, W. C.: J. Am. Oil Chem. Soc.25 (1948) 365.Suche in Google Scholar
9. Ault, W.C. and Eisner, A.: Ibid.39(1962) 132.10.1007/BF02631690Suche in Google Scholar
10. Eisner, A., Peristein, T. and Ault, W. C.: Ibid.39 (1962) 290.Suche in Google Scholar
11. Eisner, A., Peristein, T. and Ault, W. C.: Ibid.40 (1963) 594.Suche in Google Scholar
12. Kanerva, L. T., Kosonen, M., Vänttinen, E., Huuhtanen, T. and Dahlqvist, M.: Studies of the chemo and enantio-selectivity of the enzymatic monoacylations of amino alcohols. Acta Chemica Scandinavica.46 (1992) 1101–1105.10.3891/acta.chem.scand.46-1101Suche in Google Scholar
13. Gotor, V., Brieva, R. and Rebolledo, F.: Enantioselective acylation of aminoalcohols by porcine pancreatic lipase. J. Chem. Soc. Chem. Commun. (1988) 957.10.1039/c39880000957Suche in Google Scholar
14. Kanerva, L. T., Rahiala, K. and Vänttinen, E.: Lipase catalysis in the optical resolution of 2-amino-1-phenylethanol derivatives. J. Chem. Soc. Perkin Trans.1 (1992) 1759–1762.10.1039/p19920001759Suche in Google Scholar
15. Furutani, T., Furui, M., Ooshima, H. and Kato, J.: N-acylation of β-amino alcohol by acyl migration following enzyme catalyzed esterification. Enzyme Microb. Technol.19 (1996) 578.10.1016/S0141-0229(97)82684-1Suche in Google Scholar
16. KimuraChikai: Preparation and surface activity of sulfated fatty acid alkanolamides. J. Yukagaku.32 (1983) 692.Suche in Google Scholar
17. Jun, Tang, Dianzeng, Jia and Xiaoqiang, Han.: Synthesis of Petroleum Cyclocarboxylic Alkanolamide Sulfate and Study of Its Interfacial Tension. Fine Chemicals20 (2003) 543.Suche in Google Scholar
18. Bisline, R. G., Noble, W. R. and Smith, F. D.: Cosulfation of fatty acid alkanolamides and lower molecular weight alcohols. J. Am. Oil Chem. Soc.54 (1977) 37.Suche in Google Scholar
19. Li, Zong-shi, Liu, Ping-qin and Xu, Ming-xin: Synthesis and Technology of Surfactants (Chinese), Beijing, the Publishing Company of Light Industry (1995) 3–5.Suche in Google Scholar
20. ZhaoGuo-xi and Zhu, Bu-yao.: Principles of Surfactant Action (Chinese), Bei-ing, the Publishing Company of Light Industry (2003) 67–71.Suche in Google Scholar
21. Tuvell, M. E., Kuehnhanss, G. O., Heidbrecht, G. D., Hu, P. C. and Dzielinski, A.: J. Am. Oil Chem. Soc.55 (1978) 79.Suche in Google Scholar
22. Kravetx, L., Chung, H. and Repears, J. C.: J. Am. Oil Chem. Soc.59 (1982) 206.Suche in Google Scholar
23. LuShao-fen: Studies on Preparation and Surface Properties of the Sodium Alkyl Alcohol Amide Sulfates. Shandong Chemicals2 (1998) 19.Suche in Google Scholar
© 2005, Carl Hanser Publisher, Munich
Artikel in diesem Heft
- Contents/Inhalt
- Contents
- Abstracts
- Abstracts
- Application
- Dynamic Surface Tension: Industrial Applications and Characterisation of Commercial Surfactants*
- New Detergency Aspects through Visualisation of Soil Release Polymer Films on Textile Surfaces
- Physical Chemistry
- Foam Film Characterization of Commercial Surfactants and their Mixtures
- Alkali Metal Cationization of Alkyl Glucosides under Electrospray Ionization Conditions
- Conductivity of Strontium Soaps in Water
- Surface and Foaming Properties of Alkylamine Oxide: Protonation and Counterion Effects
- Synthesis
- Synthesis and Investigation of Surfactants to the Purpose of Development of Fire Extinguishing Substances and Organisation of their Production in Ukraine*
- Preparation and Surface Activities of Novel Sodium Sulfated Aryl Oleic Acid Alkanolamides
- Synthesis and Surfactant Properties of New Ester-capped Poly(oxyalkylated) Alcohols
- Laudation
- Heinz Hoffmann
Artikel in diesem Heft
- Contents/Inhalt
- Contents
- Abstracts
- Abstracts
- Application
- Dynamic Surface Tension: Industrial Applications and Characterisation of Commercial Surfactants*
- New Detergency Aspects through Visualisation of Soil Release Polymer Films on Textile Surfaces
- Physical Chemistry
- Foam Film Characterization of Commercial Surfactants and their Mixtures
- Alkali Metal Cationization of Alkyl Glucosides under Electrospray Ionization Conditions
- Conductivity of Strontium Soaps in Water
- Surface and Foaming Properties of Alkylamine Oxide: Protonation and Counterion Effects
- Synthesis
- Synthesis and Investigation of Surfactants to the Purpose of Development of Fire Extinguishing Substances and Organisation of their Production in Ukraine*
- Preparation and Surface Activities of Novel Sodium Sulfated Aryl Oleic Acid Alkanolamides
- Synthesis and Surfactant Properties of New Ester-capped Poly(oxyalkylated) Alcohols
- Laudation
- Heinz Hoffmann