Partitioning of Selected Anisole and Veratrole Derivatives between Water and Anionic Surfactant Micelles

Molecules. 2020 Dec 9;25(24):5818. doi: 10.3390/molecules25245818.

Abstract

The UV absorption spectra of six structurally related derivatives of anisole and veratrole, i.e., anisaldehyde, (E)-anethole, estragole, veratraldehyde, methyleugenol and (E)-methylisoeugenol, were recorded at various concentrations of the anionic surfactants, either sodium lauryl sulfate (SLS) or sodium lauryl ether sulfate (SLES) at T = 298 K. In addition, conductivity and density measurements were made for the SLS and SLES solutions to determine the volumetric properties of the studied surfactants. Next, using the W. Al-Soufi, L. Pińeiro and M. Novo model (APN model) including the pseudo-phase model for micellar solubilization, the values of micelle-water partition coefficients for each perfume-surfactant system were determined. In addition, the relations between the molecular structures of the solute and the head group of the surfactant and the value of the micelle-water partition coefficient as well as the octanol-water one were discussed.

Keywords: APN model; SLES; SLS; anisole and veratrole derivatives; micelle-water partitioning.

MeSH terms

  • Anions
  • Anisoles / chemistry*
  • Anisoles / isolation & purification
  • Micelles
  • Perfume / chemistry
  • Sodium Dodecyl Sulfate / analogs & derivatives
  • Sodium Dodecyl Sulfate / chemistry
  • Solubility
  • Solutions
  • Spectrophotometry, Ultraviolet
  • Surface-Active Agents / chemistry
  • Water

Substances

  • Anions
  • Anisoles
  • Micelles
  • Perfume
  • Solutions
  • Surface-Active Agents
  • sodium dodecyl dioxyethylene sulfate
  • Water
  • Sodium Dodecyl Sulfate
  • veratrole