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The present work contributes to the analysis of the effect of electrolyte and pH on the adsorption of dicephalic N-dodecyl-N,N-bis[(3-D-aldonylamido) propyl]amines (aldonyl = gluconyl and lactobionyl) at the air/water interface. The headgroup of these surfactants consists of two amide groups connected by a central tertiary amine, which may be protonated in an aqueous environment. We performed measurements of surface tension isotherms of aqueous solutions of the studied dicephalics in the presence of NaCl and NaOH and applied the STDE model for evaluation of the experimental results. They showed that the adsorption of the surfactants at the air/water interface was pH- and electrolyte- dependent, since addition of NaCl and NaOH had different effects on the surface activity and critical micelle concentration values (CMC). The theoretical model reflected well the surface tension isotherms obtained for a broad range of surfactants concentration, confirming the theoretical predictions concerning the protonation of tertiary amines, which was additionally supported by the measurements of solution pH.
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102--110
Opis fizyczny
Bibliogr. 25 poz., rys., tab.
Twórcy
autor
- Department of Organic and Pharmaceutical Technology, Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
autor
- Department of Organic and Pharmaceutical Technology, Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
autor
- J. Haber Institute of Catalysis and Surface Chemistry, Polish Academy of Sciences, Niezapominajek 8, 30-239 Kraków, Poland
autor
- J. Haber Institute of Catalysis and Surface Chemistry, Polish Academy of Sciences, Niezapominajek 8, 30-239 Kraków, Poland
autor
- Department of Organic and Pharmaceutical Technology, Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
Bibliografia
- BURCZYK B., WILK K.A., SOKOŁOWSKI A., SYPER L., 2001. Synthesis and surface properties of N–alkyl–N–methylgluconamides and N–alkyl-N–methyllactobionamides. J. Colloid Interface Sci., 240, 552-558.
- CARNERO RUIZ, C., 2008. SugarbBased surfactants. Fundamentals and applications. Taylor & Francis, New York, U.S.A.
- CLAESSON M., KJELLIN U.R.M., 2006. Sugar surfactants. in: SOMASUNDARAN P., HUBBARD A. (Eds.), Encyclopedia of Surface and Colloid Science, Taylor & Francis, New York, U.S.A.
- DOREN VAN H. A., SMITS E., PESTMAN J.M., ENGBERTS J.B.F.N., KELLOGG R.M., 2000. Mesogenic sugars. From aldoses to liquid crystals and surfactants. Chem. Soc. Rev., 29, 183–199.
- ESTROFF L.A., HAMILTON A.D., 2004. Water gelation by small organic molecules. Chem. Rev., 104, 1201-1217.
- FOLEY P., KERMANSHAHI A., BEACH E. S. ZIMMERMAN J. B., 2012. Derivation and synthesis of renewable surfactants. Chem. Soc. Rev., 41, 1499–1518.
- Holmberg K., 2001. Natural surfactants, Curr. Opin. Colloid Interface Sci., 6, 148–157.
- JAREK E., WYDRO P., WARSZYŃSKI P., PALUCH M., 2006. Surface properties of mixtures of surface-active sugar derivatives with ionic surfactants: Theoretical and experimental investigations. J. Colloid Interface Sci., 293, 194-202.
- JOHNSSON M., ENGBERTS, J.B.F.N., 2004. Novel sugar-based gemini surfactants: aggregation properties in aqueous solution. J. Phys. Org. Chem., 17, 934–944.
- JOHNSSON M., WAGENAAR A., STUART M. C. A., ENGBERTS, J. B. F. N., 2003. Sugar-based gemini surfactants with pH-dependent aggregation behavior: Vesicle-to-micelle transition, critical micelle concentration, and vesicle surface charge reversal. Langmuir, 19, 4609-4618.
- KOMOREK U., WILK K.A., 2004. Surface and micellar properties of new nonionic gemini aldonamide-type surfactants. J. Colloid Interface Sci., 271, 206-211.
- LASKA U., WILK K.A., MALISZEWSKA I., SYPER L., 2006. Novel glucose- derived gemini surfactants with 1,1’ethylenebisurea spacer: preparation, thermotropic behavior and biological properties. J. Surfactants Deterg., 9, 115-124.
- LUK Y.-Y., ABBOTT N.L., 2002. Applications of functional surfactants. Curr. Opin. Colloid Interface Sci., 7, 267–275.
- OSKARSSON H, FRANKENBERG M, ANNERLING A, HOLMBERG K., 2007. Adsorption of Novel Alkylaminoamide sugar surfactants at tailor-made surfaces. J. Surfactants Deterg., 10, 41–52
- PARA G., JAREK E., WARSZYŃSKI P., 2006. The Hofmeister series effect in adsorption of cationic surfactants—theoretical description and experimental results. Adv. Colloid Interface Sci., 122, 39–55.
- PARA G., ŁUCZYŃSKI J., PALUS J., JAREK E., WILK K.A., WARSZYŃSKI P., 2016. Hydrolysis driven surface activity of esterquat surfactants. J. Colloid Interface Sci., 465, 174–182.
- SKRZELA R., PARA G., WARSZYŃSKI P., WILK K.A., 2010. Experimental and theoretical approach to nonequivalent adsorption of novel dicephalic ammonium surfactants at the air/solution interface. J. Phys. Chem. B, 114, 10471–10480.
- SÖDERMAN O., JOHANSSON I., 2000. Polyhydroxyl-based surfactants and their physico-chemical properties and applications. Curr. Opin. Colloid Interface Sci., 4, 391-401
- STUBENRAUCH C., 2001. Sugar surfactants – aggregation, interfacial, and adsorption phenomena. Curr. Opin. Colloid Interface Sci., 6, 160–170.
- WARSZYŃSKI P., LUNKENHEIMER K., CZICHOCKI G., 2002. Effect of counterions on the adsorption of ionic surfactants at fluid fluid Interfaces. Langmuir, 18, 2506-2514.
- WĘGRZYŃSKA J., PARA G., CHLEBICKI J., WARSZYŃSKI P., WILK K.A., 2008. Adsorption of Multiple Ammonium Salts at the Air/Solution Interface. Langmuir, 24, 3171-3180.
- WILK K. A., LASKA U., ZIELIŃSKA K., OLSZOWSKI A., 2011. Fluorescence probe studies upon microenvironment characteristics and aggregation properties of gemini sugar surfactants in an aquatic environment. J. Photochem. Photobiol., A, 219, 204–210.
- WILK K.A., SYPER L., BURCZYK B., SOKOLOWSKI A., DOMAGALSKA B., 2000. Synthesis and surface properties of new dicephalic saccharide – derived surfactants. J. Surfactants Deterg., 3, 185-192.
- WILK K.A., ZIELIŃSKA K., JEZIERSKI A., 2009. Structural aspects in saccharide-derived micelles studied by a spin probe technique. Colloids Surf., A, 343, 64-69.
- ZIELIŃSKA K., WILK K.A., JEZIERSKI A., JESIONOWSKI T., 2008.Microstructure and structural transition in microemulsions stabilized by aldonamide -type surfactants.J. Colloid Interface Sci., 321, 408-417.
Typ dokumentu
Bibliografia
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