Ester aminolysis by morpholine in AOT-based water-in-oil microemulsions

L García-Rio1, J C Mejuto, M Pérez-Lorenzo

  • 1Departamento de Química Física, Facultad de Química, Universidad de Santiago de Compostela, 15782 Santiago, Spain. qflgr3cn@usc.es

Insights

The aminolysis of p-nitrophenyl acetate (NPA) by morpholine (MOR) occurs primarily at the interface and in water microdroplets of AOT/isooctane/water microemulsions. Reaction rates were independent of water content due to offsetting changes in interfacial and microdroplet reaction constants.

Area of Science:

  • Physical Chemistry
  • Supramolecular Chemistry

Background:

  • Surfactant-based microemulsions offer unique environments for chemical reactions.
  • Understanding reaction kinetics within microemulsion systems is crucial for their application.

Purpose of the Study:

  • To investigate the kinetics of p-nitrophenyl acetate (NPA) aminolysis by morpholine (MOR).
  • To determine the reaction site and rate constants within AOT/isooctane/water (w/o) microemulsions.

Main Methods:

  • Kinetic study of aminolysis reaction.
  • Application of the pseudo-phase model.
  • Analysis of reactant partitioning between microemulsion phases (continuous, interface, water microdroplets).

Main Results:

  • The aminolysis reaction primarily occurs at the interface and within water microdroplets, with negligible reaction in the continuous isooctane phase.
  • Rate constants at the interface (k(2)(i)) and in water microdroplets (k(2)(w)) were determined.
  • Both k(2)(i) and k(2)(w) were found to be independent of the water content (W) of the microemulsion.

Conclusions:

  • The independence of rate constants from water content is due to counteracting effects of increasing water microdroplet size and decreasing interfacial area.
  • The reaction proceeds predominantly at the interface, with a decreasing contribution from water microdroplets as water content decreases.

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