New insights in cyclodextrin: surfactant mixed systems from the use of neutral and anionic cyclodextrin derivatives

J Phys Chem B. 2007 Nov 8;111(44):12756-64. doi: 10.1021/jp073510p. Epub 2007 Oct 16.

Abstract

The kinetics of the hydrolysis of 4-methoxybenzenesulfonyl chloride (MBSC) have been studied in mixed systems made up of surfactant, sodium dodecyl sulfate (SDS) or tetradecyltrimethylammonium bromide (TTABr), and cyclodextrin, beta-CD or SBE-beta-CD(Captisol). The use of SBE-beta-CD instead of beta-CD allowed us to indicate certain characteristics of the mixed cyclodextrin-surfactant system: (a) The percentage of uncomplexed cyclodextrin is higher for SBE-beta-CD than for beta-CD when we use SDS, but the opposite effect was observed when we use TTABr. This behavior can be explained by taking into account the increase in salinity when we add SBE-beta-CD, and the electrostatic forces between the SBE-beta-CD and the surfactant that have influence on the complexation. (b) The presence or even the charge of cyclodextrin has no effect on the properties of surfactant micelles once they have been formed; in particular, it does not alter K(s)(m) or k(m), parameters very sensitive to the micellar system structure. Therefore, we can conclude that for surfactants concentrations lower than the micellization point, the charge of cyclodextrin modifies the cyclodextrin-surfactant interactions but once the micelles have been formed there is no interaction between them and the cyclodextrins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anions / chemistry
  • Cations / chemistry
  • Cyclodextrins / chemistry*
  • Hydrolysis
  • Kinetics
  • Micelles
  • Molecular Structure
  • Sulfones / chemistry*
  • Surface-Active Agents / chemistry*

Substances

  • 4-methoxybenzenesulfonyl chloride
  • Anions
  • Cations
  • Cyclodextrins
  • Micelles
  • Sulfones
  • Surface-Active Agents