The effect of the nature of H-bonding groups on diffusion through PDMS membranes saturated with octanol and toluene

• Published in: European journal of pharmaceutical sciences Vol. 15; no. 1; pp. 63 - 69
• Main Authors: Du Plessis, Jeanetta, Pugh, W.John, Judefeind, Anja, Hadgraft, Jonathan
• Format: Journal Article
• Language: English
• Published: Shannon Elsevier B.V 01-02-2002; Elsevier
• Subjects: Biological and medical sciences; Diffusion; Dimethylpolysiloxanes - chemistry; General pharmacology; Hydrogen Bonding; Medical sciences; Membranes, Artificial; Nylons - chemistry; Octanols - chemistry; Octanols - pharmacokinetics; Permeability; Pharmaceutical technology. Pharmaceutical industry; Pharmacology. Drug treatments; Phenols; Silicone; Skin; Solubility; Solvatochromic effects; Solvents; Spectroscopy, Fourier Transform Infrared; Thermodynamic activity; Thermodynamics; Toluene - chemistry; Toluene - pharmacokinetics; Thermodynamic activity; Silicone; Phenols; Skin; Diffusion; Hydrogen bonding; Solvatochromic effects; Stratum corneum; Octanol; Toluene; Permeation; Solubility; Partition coefficient; Artificial membrane; Permeability; Siloxane polymer; Hydrogen bond
• ISSN: 0928-0987; 1879-0720
• DOI: 10.1016/S0928-0987(01)00212-3

The permeation of a series of structurally related compounds across silicone membranes (PDMS) was studied. The PDMS was saturated either with toluene, to mimic a functionally inert barrier, or octanol, to mimic the polar/hydrogen bonding environment of the stratum corneum lipid barrier. Phenol, salicylic acid, benzoic acid, anisole, phenylethanol and benzyl alcohol were chosen in an attempt to relate permeation to their different H-bonding capabilities. The flux was lower through the octanol system suggesting retardation by polar/H-bonding interactions. Separation of the permeability coefficient into its thermodynamic (partition coefficient) and kinetic (diffusion coefficient) terms suggests that the effect of altering polarity within the membrane has a greater impact on the diffusion of permeant rather than its chemical potential within the membrane.