An Advanced Method for the Preparation of Erucyl Dimethyl Amidopropyl Betaine and Acid Solution Properties
-
Hongsheng Lu
Abstract
In this paper, an improved method for the preparation of erucyl dimethyl amidopropyl betaine (EDAB) was provided. The synthesis conditions were investigated. N,N-dimethyl-N′-erucyl-1,3-propylenediamine was synthesized by the reaction of erucic acid with N,N-dimethyl-1,3-propylenediamine at 170°C for 7 h, and then the intermediate was reacted with sodium chloroacetate in the mixture of methanol and water (3:7 v/v) at 60°C. The product was obtained after 6 h. The compounds were confirmed by IR and 1H-NMR. The properties of EDAB acid solution were also studied. The results indicated that viscosity of acid solution increased with decreasing hydrochloric acid concentration and was mainly controlled by surfactant concentration and temperature. The viscosity of an acid solution was maximum when the concentration of hydrochloric acid was at 15 wt%.
Kurzfassung
In diesem Manuskript wird eine verbesserte Methode zur Herstellung von Erucyldimethylamidopropylbetain (EDAB) vorgestellt. Die Synthesebedingungen wurden untersucht. N,N-Dimethyl-N′-erucyl-1,3-propylenediamin wurde erzeugt, in dem man Erucasäure mit N,N-Dimethyl-1,3-propylenediamin 7 Stunden bei 170°C reagieren ließ. Das Zwischenprodukt wurde dann bei 60°C mit Natriumchloracetat in einer Lösemittelmischung aus Methanol und Wasser (3:7, v/v) umgesetzt. Nach 6 Stunden erhielt man das Endprodukt. Die Verbindungen wurden mittels IR und 1H-NMR bestätigt. Die Eigenschaften der sauren EDAB-Lösung wurden auch untersucht. Die Ergebnisse zeigten, dass die Viskosität der sauren Lösung mit abnehmender Salzsäurekonzentration zunahm. Sie wurde hauptsächlich von der Tensidkonzentration und der Temperatur kontrolliert. Bei einer Salzsäurekonzentration von 15 w% trat ein Viskositätsmaximium der sauren Lösung auf.
References
1. Hoffmann, H.: Structure and Flow in: Surfactant Solutions, Herb, C. A., Prud'homme, R. K., Eds., American Chemical Society: Washington, DC (1994) 2.10.1021/bk-1994-0578.ch001Suche in Google Scholar
2. Cates, M. E.: Macromolecules20 (1987) 2289.10.1021/ma00175a038Suche in Google Scholar
3. Danino, D., Talmon, Y., Levy, H., Beinert, G. and Zana, R.: Science269 (1995) 1420.10.1126/science.269.5229.1420Suche in Google Scholar PubMed
4. Zana, R. and Kaler, E. W., (Eds.) Giant Micelles: Properties and Applications, Surfactant Series, CRC Press: Boca Raton, FL140 (2007).Suche in Google Scholar
5. Cates, M. E.: Macromolecules20 (1987) 2289.10.1021/ma00175a038Suche in Google Scholar
6. Siriwatwechakul, W., LaFleur, T., Prud'homme, R. K. and Sullivan, P.: Langmuir20 (2004) 8970.10.1021/la035853uSuche in Google Scholar PubMed
7. Raghavan, S. R., Fritz, G. and Kaler, E. W.: Langmuir18 (2002) 3793.Suche in Google Scholar
8. Croce, V., Cosgrove, T., Dreiss, C. A., Maitland, G., Hughes, T. and Karlsson, G.: Langmuir20 (2004) 7984.10.1021/la0487500Suche in Google Scholar PubMed
9. Siriwatwechakul, W., LaFleur, T., Prud'homme, R. K. and Sullivan, P.: Langmuir20 (2004) 8970.10.1021/la035853uSuche in Google Scholar
10. Bakshi, M. S., Kaur, G., Yoshimura, T. and Esumi, K.: Colloids and Surfaces A: Physicochem. Eng. Aspects281 (2006) 163–170.10.1016/j.colsurfa.2006.02.058Suche in Google Scholar
11. Bakshi, M. S., Singh, J., Singha, K. and Kaur, G.: Journal of Photochemistry and Photobiology A: Chemistry169 (2005) 63–70.10.1016/j.jphotochem.2004.04.017Suche in Google Scholar
12. Bakshi, M. S., Singh, K. and Singh, J.: Journal of Colloid and Interface Science297 (2006) 284–291.10.1016/j.jcis.2005.10.034Suche in Google Scholar PubMed
13. Bakshi, M. S., Singh, J. and Kaur, G.: Chemistry and Physics of Lipids138 (2005) 81–92.10.1016/j.chemphyslip.2005.08.005Suche in Google Scholar
14. Yang, J.: Curr. Opin. Colloid Interface Sci.7 (2002) 276.10.1016/S1359-0294(02)00071-7Suche in Google Scholar
15. Zakin, J. L. and Bewersdroff, H. W.: Rev. Chem. Eng.14 (1998) 253.10.1515/REVCE.1998.14.4-5.253Suche in Google Scholar
16. Qi, Y. and Zakin, J. L.: Ind. Chem. Res.41 (2002) 6326.10.1021/ie0110484Suche in Google Scholar
17. Soussan, E., Cassel, S., Blanzat, M. and Rico-Lattes, I.: Angew. Chem., Int. Ed.48 (2009) 274.10.1002/anie.200802453Suche in Google Scholar PubMed
18. Dwars, T., Paetzold, E. and Oehme, G.: Angew. Chem. Int. Ed.44 (2005) 7174.10.1002/anie.200501365Suche in Google Scholar PubMed
19. Zemb, Th., Budois, M., Deme, B. and Gulik-Krzywicki, Th.: Science283 (1999) 816.10.1126/science.283.5403.816Suche in Google Scholar PubMed
20. Lin, H. and Mou, Ch.: Acc. Chem. Res.35 (2002) 927.10.1021/ar000074fSuche in Google Scholar PubMed
21. Stukan, M. R., Boek, E. S., Padding, J. T., Briels, W. J. and Crawshaw, J. P.: Soft Matter4 (2008) 870.10.1039/b713498cSuche in Google Scholar PubMed
22. Ezrahi, S., Tuval, E. and Aserin, A.: Adv. Colloid Interface Sci.77 (2006) 128.Suche in Google Scholar
23. Chase, B., Wells, N., Territories, N., Chmilowski, W., Marcinew, R., Mitchell, C., Dang, Y., Krauss, D., Nelson, E., Lantz, T., Parham, C. and Plummer, J.: Oilfield Rev.9 (1997) 20.Suche in Google Scholar
24. Samuel, M., Card, R. and Nelson, E.: SPE Annual Technical Conference and Exhibition: San Antonio, Texas SPE38622 (1997).Suche in Google Scholar
25. Miller, M. and Dismuck, K.: Ross. Khim. Zh.47 (2003) 78.Suche in Google Scholar
26. Alleman, D., Qu, Q. and Keck, R.: SPE International Symposium on Oilfield Chemistry: Lafayette, Louisiana SPE80222 (2003).Suche in Google Scholar
27. Chang, F., Qu, Q. and Frenier, W.: SPE International Symposium on Oilfield Chemistry: Houston, Texas SPE65033 (2001).Suche in Google Scholar
28. Huang, T. and Crews, J.: SPE International Symposium on Oilfield Chemistry: Houston, Texas SPE112484 (2008).Suche in Google Scholar
29. Zheng, Y., Zhao, L., Liu, P. and Shen, J.: Drilling Fluid & Completion Fluid (2006) 23.Suche in Google Scholar
30. Volkbert, B. and Essen, F.: US Patent No.,: 4 832 871 (1989).Suche in Google Scholar
31. Volkbert, B. and Essen, F.: US Patent No.,: 4 861 517 (1989).Suche in Google Scholar
32. QB/T 2344–1997.Suche in Google Scholar
33. EN 15608: 2008.Suche in Google Scholar
© 2012, Carl Hanser Publisher, Munich
Artikel in diesem Heft
- Contents/Inhalt
- Contents
- Abstracts
- Abstracts
- Application
- An Advanced Method for the Preparation of Erucyl Dimethyl Amidopropyl Betaine and Acid Solution Properties
- Development and Validation of Micellar-Enhanced Spectrofluorimetric Method for Determination of Sulpiride in Pharmaceutical Formulations and Biological Samples
- Influence of Heat Treatment on the Performance of Polymers as Gypsum (CaSO4 · 2H2O) Scale Inhibitors for Industrial Water Applications
- Environmental Chemistry
- Adsorption Kinetics of Cu(II) from Aqueous Solution by Low Cost Chemically Modified Saw Dust of Morus alba
- Immobilized Micro-Organism in Mesoporous Activated Carbon for Treatment of Tannery Waste Water
- Physical Chemistry
- Kinetic Studies of Glutamic Acid Oxidation by Hexavalent Chromium in Presence of Surfactants
- Mixed Micelles Containing Sodium Laurate: Effect of Chain Length, Polar Head Group, and Added Salt
- Synthesis
- Investigating of Synthesis Parameters, Kinetics and Pilot Plant of Sodium Sarcosinate
- Synthesis and Surface Properties of CO2H Type Gemini Surfactant Having Semifluoroalkyl Group as Hydrophobic Group
Artikel in diesem Heft
- Contents/Inhalt
- Contents
- Abstracts
- Abstracts
- Application
- An Advanced Method for the Preparation of Erucyl Dimethyl Amidopropyl Betaine and Acid Solution Properties
- Development and Validation of Micellar-Enhanced Spectrofluorimetric Method for Determination of Sulpiride in Pharmaceutical Formulations and Biological Samples
- Influence of Heat Treatment on the Performance of Polymers as Gypsum (CaSO4 · 2H2O) Scale Inhibitors for Industrial Water Applications
- Environmental Chemistry
- Adsorption Kinetics of Cu(II) from Aqueous Solution by Low Cost Chemically Modified Saw Dust of Morus alba
- Immobilized Micro-Organism in Mesoporous Activated Carbon for Treatment of Tannery Waste Water
- Physical Chemistry
- Kinetic Studies of Glutamic Acid Oxidation by Hexavalent Chromium in Presence of Surfactants
- Mixed Micelles Containing Sodium Laurate: Effect of Chain Length, Polar Head Group, and Added Salt
- Synthesis
- Investigating of Synthesis Parameters, Kinetics and Pilot Plant of Sodium Sarcosinate
- Synthesis and Surface Properties of CO2H Type Gemini Surfactant Having Semifluoroalkyl Group as Hydrophobic Group