A nucleophilic substitution reaction performed in different types of self-assembly structures

Langmuir : the ACS Journal of Surfaces and Colloids
Maria HägerKrister Holmberg

Abstract

A nucleophilic substitution reaction between 4-tert-butylbenzyl bromide and potassium iodide has been performed in oil-in-water microemulsions based on various C12Em surfactants, i.e., dodecyl ethoxylate with m number of oxyethylene units. The reaction kinetics was compared with the kinetics of reactions performed in other self-assembly structures based on very similar surfactants and in homogeneous liquids. The reaction was fastest in the micellar system, intermediate in rate in the microemulsions, and most sluggish in the liquid crystalline phase. Reaction in a Winsor I system, i.e., a two-phase system comprising an oil-in-water microemulsion in equilibrium with excess oil, was equally fast as reaction in a one-phase microemulsion. The reactions in microemulsion were surprisingly fast compared to reaction in homogeneous, protic liquids such as methanol and ethanol. The rate was independent of the microstructure of the microemulsion; however, the rate was very dependent on the type of surfactant used. When the C12Em surfactant was replaced by a sugar-based surfactant, octyl glucoside, the reaction was much more sluggish. The high reactivity in microemulsions based on C12Em surfactants is belived to be due to a favorable microe...Continue Reading

References

Apr 24, 2002·Physical Review. E, Statistical Physics, Plasmas, Fluids, and Related Interdisciplinary Topics·S EgelhaafH Wennerström

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Citations

Dec 29, 2015·Chemical Reviews·Keti PiradashviliKatharina Landfester
Sep 21, 2004·Chemistry : a European Journal·Maria Häger, Krister Holmberg
Apr 24, 2007·Journal of Colloid and Interface Science·Fredrik CurrieKrishnan Gunaseelan
Mar 3, 2007·Journal of Colloid and Interface Science·Tomasz Witula, Krister Holmberg
Nov 7, 2006·Chemistry : a European Journal·Thomas WielpützAlbrecht Berkessel
Oct 1, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Thomas WielpützThomas Sottmann
Aug 28, 2020·Nanomaterials·Giuseppe TartaroGerardo Palazzo
Sep 1, 2007·The Journal of Physical Chemistry. B·L García-RíoM Pérez-Lorenzo
Apr 20, 2005·Langmuir : the ACS Journal of Surfaces and Colloids·Tomasz Witula, Krister Holmberg

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