Control of dual stimuli-responsive vesicle formation in aqueous solutions of single-tailed ferrocenyl surfactant by varying pH and redox conditions

J Oleo Sci. 2014;63(3):239-48. doi: 10.5650/jos.ess13164. Epub 2014 Feb 3.

Abstract

This paper reports a method to control the formation and disruption of vesicles from a novel single-tailed surfactant (11-ferrocenylundecylammonium bromide, 11-FAB), which contains two stimuli-responsive groups corresponding to pH variation and redox reaction conditions, by external stimuli. Although 11-FAB is a single-tailed surfactant, pure 11-FAB spontaneously forms vesicles in water. Microscopic observations of 2.5 mM aqueous solutions of pure 11-FAB (pH = 5.2) show that a number of 11-FAB vesicles are giant, with diameters of 10-30 μm. The disruption of vesicles is observed in aqueous 11-FAB solutions under basic conditions. The vesicles are then reformed under acidic conditions. Reduced 11-FAB also forms large vesicles in electrolyte solutions. These vesicles are disrupted by electrochemical oxidation and reformed by subsequent chemical reduction. This reversible disruption and reformation of vesicles is attributed to the drastic change in the molecular structure of 11-FAB. To our knowledge, this is the first report of control over the formation and disruption of vesicles using two stimuli responses.

MeSH terms

  • Ferrous Compounds / chemical synthesis
  • Ferrous Compounds / chemistry*
  • Hydrogen-Ion Concentration
  • Molecular Structure
  • Oxidation-Reduction
  • Solutions
  • Surface-Active Agents / chemistry*
  • Water

Substances

  • 11-ferrocenylundecyltrimethylammonium bromide
  • Ferrous Compounds
  • Solutions
  • Surface-Active Agents
  • Water