Complexation of β-cyclodextrin with a gemini surfactant studied by isothermal titration microcalorimetry and surface tensiometry

Langmuir

Volumn 30, Issue 23, 2014, Pages 6756-6762

  Benkö, Mária ^a,c   Király, László A ^a   Puskás, Sándor ^b   Király, Zoltán ^a  

^a UNIVERSITY OF SZEGED   (Hungary)

^b MOL Group   (Hungary)

^c UNIVERSITY OF SZEGED   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

CALORIMETERS; CRITICAL MICELLE CONCENTRATION; ISOTHERMS; TITRATION;

COMPLEX FORMATIONS; CRITICAL MICELLE CONCENTRATION (CMC); ENTHALPY OF COMPLEXATION; EXPERIMENTAL TECHNIQUES; ISOTHERMAL TITRATION CALORIMETRY; ISOTHERMAL TITRATION MICROCALORIMETRY; SURFACE TENSIOMETRY; THERMODYNAMIC PARAMETER;

CYCLODEXTRINS;

EID: 84902602898     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la501386j     Document Type: Article

References (37)

1. Szejtli, J. Cyclodextrin technology; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1988.
2. Szejtli, J. Cyclodextrins and their inclusion complexes; Academic Press: Budapest, Hungary, 1982.
3. Del Valle, E. M. M. Cyclodextrins and their uses: A review Process Biochem. 2004, 39, 1033-1046
4. Zou, C.; Zhao, P.; Ge, J.; Lei, Y.; Luo, P. β-Cyclodextrin modified anionic and cationic acrylamide polymers for enhancing oil recovery Carbohydr. Polym. 2012, 87, 607-613
5. Rosen, M. J. Surfactants and interfacial phenomena, 3 rd ed.; John Wiley & Sons, Inc.: Hoboken, NJ, 2004.
6. Myers, D. Surfactant science and technology, 3 rd ed.; John Wiley & Sons, Inc.: Hoboken, NJ, 2006.
7. Tadros, T. F. Applied surfactants, principles and applications; WILEY-VCH Verlag GmbH & Co. KGaA: Weinheim, Germany, 2005.
8. Zana, R. Dimeric (gemini) surfactants: Effect of the spacer group on the association behavior in aqueous solution J. Colloid Interface Sci. 2002, 248, 203-220
9. Hait, S. K.; Moulik, S. P. Gemini surfactants: A distinct class of self-assembling molecules Curr. Sci. 2002, 9, 1101-1111
10. Laschewsky, A.; Lunkenheimer, K.; Rakotoaly, R. H. Spacer effects in dimeric cationic surfactants Colloid Polym. Sci. 2005, 283, 469-479
11. Menger, F. M.; Keiper, J. S. Gemini surfactants Angew. Chem., Int. Ed. 2000, 39, 1906-1920
12. Páhi, A. B.; Király, Z.; Mastalir, á.; Dudás, J.; Puskás, S.; Vágó, á. Thermodynamics of micelle formation of the counterion coupled gemini surfactant bis(4-(2-dodecyl) benzenesulfonate)-Jeffamine salt and its dynamic adsorption on sandstone J. Phys. Chem. B 2008, 112, 15320-15326
13. Rist, Ø.; Rike, A.; Jones, L.; Carlsen, P. H. J. Synthesis of novel diammonium gemini surfactants Molecules 2001, 6, 979-987
14. Zana, R.; Xia, J. Gemini surfactants: Synthesis, interfacial and solution-phase behavior, and application; Surfactant Science Series, Vol. 117; CRC Press: Dekker, NY, 2004.
15. Weifeng, Lv.; Bazin, B.; Desheng, M.; Liu, Q.; Han, D.; Wu, K. Static and dynamic adsorption of anionic and amphoteric surfactants with and without the presence of alkali J. Pet. Sci. Eng. 2011, 77, 209-218
16. Nilsson, M.; Valente, A. J. M.; Olofsson, G.; Söderman, O.; Bonini, M. Thermodynamic and kinetic characterization of host-guest association between bolaform surfactants and α- and β-cyclodextrins J. Phys. Chem. B 2008, 112, 11310-11316
17. Nilsson, M.; Cabaleiro-Lago, C.; Valente, A. J. M.; Söderman, O. Interaction between gemini surfactants, 12-s-12, and β-cyclodextrin as investigated by NMR and electric conductometry Langmuir 2006, 22, 8663-8669
18. Sun, D. Z.; Mei Qiu, X. M.; Li, L.; Wei, X. L.; Yin, B. L. A study of α-cyclodextrin with a group of cationic gemini surfactants utilizing isothermal titration calorimetry and NMR J. Chem. Thermodyn. 2006, 38, 773-777
19. Sehgal, P.; Mizuki, T.; Doe, H.; Wimmer, R.; Larsen, K. L.; Otzen, D. E. Interaction and influence of α-cyclodextrin on the aggregation and interfacial properties of mixtures of nonionic and zwitterionic surfactants Colloid Polym. Sci. 2009, 287, 1243-1252
20. Alami, S. A.; Alami, E.; Eastoe, J.; Cosgrove, T. Interaction between a novel gemini sufractant and cyclodextrin: NMR and surface tension studies J. Colloid Interface Sci. 2002, 246, 191-202
21. Carvalho, R. A.; Correia, H. A.; Valente, A. J. M.; Söderman, O.; Nilsson, M. The effect of the head-group spacer length of 12-s-12 gemini surfactants in the host-guest association with β-cyclodextrin J. Colloid Interface Sci. 2011, 354, 725-732
22. Carlstedt, J.; Bilalov, A.; Krivtsova, E.; Olsson, U.; Lindman, B. Cyclodextrin-surfactant coassembly depends on the cyclodextrin ability to crystallize Langmuir 2012, 28, 2387-2394
23. Bouchemal, K. New challenges for pharmaceutical formulations and drug delivery systems characterization using isothermal titration calorymetry Drug Discovery Today 2008, 13, 960-972
24. Guerrero-Martínez, A.; Domínguez-Gutiérrez, D.; Palafox, M. A.; Tardajos, G. Studying the transfer process of a gemini surfactant from water to β-cyclodextrin at a molecular level Chem. Phys. Lett. 2007, 446, 92-97
25. Martini, A.; Artico, R.; Civarol, P.; Muggetti, L.; De Ponti, R. Critical micellar concentration shifting as a simple tool for evaluating cyclodextrin/enhancer interaction Int. J. Pharm. 1996, 127, 239-244
26. Hernández-Pascacio, J.; Garza, C.; Banquy, X.; Díaz-Vergara, N.; Amigo, A.; Ramos, S.; Castillo, R.; Costas, M.; Pineiro, A. Cyclodextrin-based self-assembled nanotubes at the water/air interface J. Phys. Chem. B 2007, 111, 12625-12630
27. Bai, Y.; Xu, G. Y.; Pang, J. Y.; Sun, H. Y.; Hao, A. Y.; Xin, X.; Qiao, M.; Yang, X. D. Comparative study on the effect of NaBr on the interaction between alkyltrimethylammonium bromide and β-cyclodextrin J. Dispersion Sci. Technol. 2010, 31, 945-953
28. Qiu, X. M.; Sun, D. Z.; Wei, X. L.; Yin, B. L. Thermodynamic study of the inclusion interaction between gemini surfactants and cyclodextrins by isothermal titration microcalorimetry J. Solution Chem. 2007, 36, 303-312
29. Alami, E.; Abrahmsén-Alami, S.; Eastoe, J.; Grillo, I.; Heenan, R. K. Interaction between a nonionic gemini surfactant and cyclodextrins investigated by small-angle neutron scattering J. Colloid Interface Sci. 2002, 255, 403-409
30. Benkö, M.; Király, Z. Thermodynamics of inclusion complex formation of β-cyclodextrin with a variety of surfactants differing in the nature of headgroup J. Chem. Thermodyn. 2012, 54, 2111-2116
31. Wisemann, T.; Williston, S.; Brandts, J.; Lin, L. Rapid measurement of binding constants and heats of binding using a new titration calorimeter Anal. Biochem. 1989, 179, 131-137
32. van Os, N. M.; Haak, J. R.; Rupert, L. A. M. Physico-chemical properties of selected anionic, cationic and nonionic surfactant; Elsevier: Amsterdam, The Netherlands, 1993; pp 90-96.
33. Liu, L.; Guo, Q. X. The driving forces in the inclusion complexation of cyclodextrins J. Incl. Phenom. Macro 2002, 42, 1-14
34. Némethy, G.; Scheraga, H. A. Structure of water and hydrophobic bonding in proteins. I. A Model for the thermodynamic properties of liquid water J. Chem. Phys. 1962, 36, 3382-3400
35. Frank, H. S.; Evans, M. W. Free volume and entropy in condensed systems III. Entropy in binary liquid mixtures; partial molal entropy in dilute solutions; structure and thermodynamics in aqueous electrolytes J. Chem. Phys. 1945, 13, 507-533
36. Tanford, C. The hydrophobic effect: formation of micelles and biological membranes; John Wiley & Sons: New York, 1973.
37. Blokzij, W.; Engberts, J. B. F. N. Hydrophobic effects. Opinion and facts Angew. Chem., Int. Ed. Engl. 1993, 32, 1545-1579