Abstract
We have studied micelle formation of two series of D-glucose amphiphilic derivatives: 3-deoxy-S-alkyl-1,2-O-isopropylidene-α-D-glucofuranose, marked MAG-Sn and 3-deoxy-S-alkyl-D-glucopyranose, marked GLU-Sn, where n is the carbon atom number of the alkyl chain R in the alkyl group (R=n-CnH2n+1; n=8, 12, 16, 18). CMC in water and corresponding surface tension γ have been determined at 25°, 30°, 40° and 50°C by the Wilhelmy plate method. Results show that surface tension is not much altered, either by alkyl chain length or by free hydroxyl group number (2 for MAG-Sn series; 4 GLU-Sn series), whereas these parameters have a great influence on CMC values. Experimental determination of free energy, enthalpy and entropy of micellization shows that micelle formation is an entropic phenomenon (T ΔS m>ΔH m); the monomer association is easier for GLU-Sn type than for MAG-Sn one (ΔH m(MAG-Sn)>ΔH m(GLU-Sn)); the interactions between hydrophilic heads and water molecules are greater for GLU-Sn compounds than for MAG-Sn ones (ΔS m(MAG-Sn) > ΔS m(GLU-Sn)). Quantitative influences of both the alkyl chain length and the free hydroxyl group number, on CMC correlations and on thermodynamics data have been studied. The results are very close to those reported for the corresponding 3-O-alkyl D-glucose and 3-O-acyl-D-glucose derivatives.
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References
Pieri F, Ronco G, Segard E, Villa P, Brev (1987) FR 87/13294; PCT FR 88 00470; WO 89 02895; Brev, USA/07/501080 (1990)
Postel D, Ronco G, Villa P, Brev. FR 88/05230, Université de Picardie (1988), publié Brev. FR no 26300445 (1989)
Postel D, These, Amiens (1990)
Armand V, Louvel J, Postel D, Pumain R, Ronco G, Villa P, Brev. FR 94/08542 (11/07/94)
Planchon P, Raux H, Magnien V, Ronco G, Villa P, Crepin M, Brouty-Boye D (1991) Int J Cancer 48:443
Pouillart P, Cerutti I, Ronco G, Villa P, Chany C (1992) Int J Cancer 51:596
Pouillart P, Ronco G, Cerutti I, Trouvin JH, Pieri F, Villa P, J Pharm Sciences 81(3), 241 (1992)
Armand V (1994) Thesis, Amiens
Bikanga R, Godé P, Ronco G, Van Roekeghem P, Villa P (1994) Jorn Com Esp Deterg 25:607
Goueth PY, Gogalis P, Bikanga R, Godé P, Postel D, Ronco G, Villa R (1994) J Carbohydt Chem 13(2):249
Ueno M, Takasawa Y, Tabata Y, Sawamura T, Kawahashi N, Meguro K, Yukagatu (1981) CA 94:90032 e, 30:421
Meguro K, Muto K, Ueno M (1980) Nippon Kagatu Kaishi, CA 92:169876, a, 394
Sharma B, Rakshit AK (1989) J Colloid Interface Sci 129(1):139
Zourab SM, Saber VM, Abo-El Dahab H (1991) J Dispersion Sci Technology 12(1):25–36
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© 1996 Dr. Dietrich Steinkopff Verlag GmbH & Co. KG
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Bikanga, R., Bault, P., Godé, P., Ronco, G., Villa, P. (1996). 3-Deoxy-s-alkyl-d-glucose derivative micelle formation, CMC and thermodynamics. In: Solans, C., Infante, M.R., García-Celma, M.J. (eds) Trends in Colloid and Interface Science X. Progress in Colloid & Polymer Science, vol 100. Steinkopff. https://doi.org/10.1007/BFb0115750
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DOI: https://doi.org/10.1007/BFb0115750
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