Cucurbituril and α- and β-Cyclodextrins as Ligands for the Complexation of Nonionic Surfactants and Polyethyleneglycols in Aqueous Solutions
Tóm tắt
The complexation of nonionicsurfactants and polyethylene glycols by the ligandscucurbituril, α- and β-cyclodextrin wasstudied in aqueous solution. All the examined guestmolecules form complexes with these ligands.Calorimetric titrations were performed to determinedirectly the stability constants and reactionenthalpies. The presence of an aromatic part innonionic surfactants leads to more stable complexeswith β-cyclodextrin than with the other ligands.If the surfactants contain no benzene group, theinteractions with α-cyclodextrin are strongercompared to other ligands. The chain length of thepolyethylene glycols has only an influence upon thevalues of the reaction enthalpy in the case ofα-cyclodextrin.
Tài liệu tham khảo
J. Szejtli: Cyclodextrin Technology, Kluwer, Dordrecht (1988).
W. Saenger: Angew. Chem.Int. Ed. Engl. 19, 344 (1980).
G. Wenz: Angew. Chem. Int. Ed. Engl. 33, 803 (1994).
D. Duchêne (ed.): Cyclodextrins and their industrial uses, Editions de Santé, Paris (1987).
K.-H. Frömming and J. Szejtli: Cyclodextrins in Pharmacy, Kluwer, Dordrecht (1994).
R. Behrend, E. Meyer, and F. Rusche: Justus Liebigs Ann. Chem. 339,1 (1905).
A. Freeman, W. L. Mock, and N.-Y. Shih: J. Am. Chem. Soc. 103, 7367 (1981).
P. Cintas: J. Incl. Phenom. 17, 205 (1994).
W. L. Mock: Topics Curr. Chem. 175, 1 (1995).
H.-J. Buschmann: in: Schriftenreihe Biologische Abwasserreinigung 9, Technische Universität Berlin, Berlin (1997), pp. 101-129.
W. L. Mock and N.-Y. Shih: J. Org. Chem. 51, 4440 (1986).
H.-J. Buschmann, K. Jansen, C. Meschke, and E. Schollmeyer: J. Solution Chem. 27, 135 (1998).
H.-J. Buschmann, E. Cleve, and E. Schollmeyer: Inorg. Chim. Acta 193, 93 (1992).
Y.-M. Jeon, J. Kim, D. Whang, and K. Kim: J. Am. Chem. Soc. 118, 9790 (1996).
D. Whang, J. Heo, J. H. Park, and K. Kim: Angew. Chem. Int. Ed. Engl. 37, 78 (1998).
R. Palepu and V. C. Reinsborough: Can. J. Chem. 66, 325 (1988).
R. Isnin, H. R. Yoon, R. Vargas, P. A. Quintela, and A. E. Kaifer: Carbohydr. Res. 192, 357 (1989).
L. Mitterhauszerova and K. Kralova: Tenside Surf. Det. 26, 355 (1989).
V. K. Smith, T. T. Ndou, A. Munoz De La Pena, and I. M. Warner: J. Incl. Phenom. 10, 471 (1991).
V. T. Liveri, G. Cavallaro, G. Giammona, G. Pitarresi, G. Puglisi, and C. Ventura: Thermochim. Acta 199, 125 (1992).
T. Cserhati and J. Szejtli: Carbohydr. Res. 224, 165 (1992).
V. K. Smith, T. T. Ndou, and I. M. Warner: Appl. Spectrosc. 46, 659 (1992).
T. Cserhati, E. Fenyvesi, and J. Szejtli: J. Incl. Phenom. 14, 181 (1992).
H. Mwakibete, R. Christantino, D. M. Bloor, E. Wyn-Jones, and J. F. Holzwarth: Langmuir 11, 57 (1995).
A. Harada and M. Kamachi: Macromolecules 23, 2821 (1990).
A. Harada, J. Li and M. Kamachi: Macromolecules 26, 5698 (1993).
A. Harada, J. Li and M. Kamachi: Macromolecules 27, 4538 (1994).
A. Harada, J. Li and M. Kamachi: Nature 370, 126 (1994).
A. Harada: Adv. Polym. Sci. 133, 141 (1997).
M. Ceccato, P. Lo Nostro, and P. Baglioni: Langmuir 13, 2436 (1997).
M. Ceccato, P. Lo Nostro, C. Rossi, C. Bonechi, A. Donati, and P. Baglioni: J. Phys. Chem. B 101, 5094 (1997).
H. W. Gibson, M. C. Bheda, and P. T. Engen: Prog. Polym. Sci. 19, 843 (1994).
D. Whang, K.-M. Park, J. Heo, P. Ashton, and K. Kim: J. Am. Chem. Soc. 120, 4899 (1998).
C. Meschke, H.-J. Buschmann, and E. Schollmeyer: Macromol. Rapid Commun. 19, 59 (1998).
S.-G. Roh, K.-M. Park, G.-J. Park, S. Sakamoto, K. Yamaguchi, and K. Kim: Angew. Chem. Int. Ed. Engl. 38, 638 (1999).
C. Meschke, H.-J. Buschmann, and E. Schollmeyer: Polymer 40, 945 (1999).
J. J. Christensen, J. Ruckman, D. J. Eatough, and R. M. Izatt: Thermochim. Acta 3, 203 (1972).
D. J. Eatough, R. M. Izatt, and J. J. Christensen: Thermochim. Acta 3, 219 (1972).
D. J. Eatough, R. M. Izatt, and J. J. Christensen: Thermochim. Acta 3, 233 (1972).
H.-J. Buschmann: Inorg. Chim. Acta 195, 51 (1992).
H.-J. Buschmann, E. Cleve, and E. Schollmeyer: J. Incl. Phenom. 33, 233 (1999).