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Partitioning and Localization of Fragrances in Surfactant Mixed Micelles

  • Original Article
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Journal of Surfactants and Detergents

Abstract

The localization and dynamics of fragrance compounds in surfactant micelles are studied systematically in dependence on the hydrophobicity and chemical structure of the molecules. A broad range of fragrance molecules varying in octanol/water partition coefficients P ow is employed as probe molecules in an aqueous micellar solution, containing anionic and nonionic surfactants. Diffusion coefficients of surfactants and fragrances obtained by Pulsed Field Gradient (PFG)-NMR yield the micelle/water distribution equilibrium. Three distinct regions along the log(P ow) axis are identified: hydrophilic fragrances (log(P ow) < 2) distribute almost equally between micellar and aqueous phases whereas hydrophobic fragrances (log(P ow) > 3.5) are fully solubilized in the micelles. A steep increase of the incorporated fraction occurs in the intermediate log(P ow) region. Here, distinct micelle swelling is found, while the incorporation of very hydrophobic fragrances does not lead to swelling. The chemical structure of the probe molecules, in addition to hydrophobicity, influences fragrance partitioning and micelle swelling. Structural criteria causing a decrease of the aggregate curvature (flattening) are identified. 2H-NMR spin relaxation experiments of selectively deuterated fragrances are performed monitoring local mobility of fragrance and leading to conclusions about their incorporation into either micellar interface or micelle core. The tendencies of different fragrance molecules (i) to cause interfacial incorporation, (ii) to lead to a flattening of the micellar curvature and (iii) to incorporate into micelles are shown to be correlated.

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Acknowledgments

The authors would like to thank Christine Vuilleumier for providing the log(P ow) values of the fragrance compounds and Alan Parker as well as Kenneth Wong of Firmenich Corporate Research for helpful discussions.

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Authors and Affiliations

  1. Institute of Physical Chemistry, University of Münster, Corrensstr. 30, 48149, Münster, Germany

    Elmar Fischer & Monika Schönhoff

  2. Corporate R&D Division, Firmenich S.A., P.O. Box 239, 1211, Geneva 8, Switzerland

    Wolfgang Fieber, Horst Sommer, Daniel Benczédi & Maria Inés Velazco

  3. Perfumery Division, Firmenich S.A., P.O. Box 239, 1211, Geneva 8, Switzerland

    Charles Navarro

Authors
  1. Elmar Fischer
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  2. Wolfgang Fieber
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  3. Charles Navarro
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  4. Horst Sommer
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  5. Daniel Benczédi
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  6. Maria Inés Velazco
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  7. Monika Schönhoff
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Corresponding author

Correspondence to Monika Schönhoff.

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Fischer, E., Fieber, W., Navarro, C. et al. Partitioning and Localization of Fragrances in Surfactant Mixed Micelles. J Surfact Deterg 12, 73–84 (2009). https://doi.org/10.1007/s11743-008-1104-4

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  • DOI: https://doi.org/10.1007/s11743-008-1104-4

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