Direct Octanol Water Partition Coefficient Determination Using Co-current Chromatography

Abstract

Octanol-water partition coefficients, Koc can be measured directly using countercurrent chromatography (CCC) with an octanoi-water biphasic solvent system. The mobile phase is water saturated with octanol, and the stationary phase is octanol saturated with water. The measurable Koct, range was 0.003 to 300. A liquid stationary octanol phase permits the development of a dual-mode elution method using CCC which extends the measurable Koct range to 5,000 (log K = 3.7). The co-current CCC method was developed to extend the range to Koct = 20,000 (log Koc = 4.3). In co-current CCC, both the water and the octanol phase move in the same direction at different rates. Using the complete theory that was developed recently (Berthod, A. Analusis, 18, 352, 1990), it was possible to measure with a hydrostatic CCC apparatus loaded with 2 cartridges (800 channels, 49 mL internal volume) the Koct values 10 solutes. The K values ranged from 11 (Phthalimide) to 20,000 (Phenanthrene). The continuous detection problem was solved by the post-column addition of 2-propanol as a solubilizing agent with mild heating. As predicted by the theory, the maximum Kocl selectivity depends on the octanol to water flow rate ratio. It was found that the efficiency increases with octanol flow rate and, at a given octanol flow rate, the efficiency increases with the solute retention volume (or solute hydrophobicity). The continuous input of octanol at the head of the CCC apparatus produced an autofocusing effect which limits band broadening and peak tailing of the injected band of solute located in the octanol phase. © 1992, Taylor & Francis Group, LLC. All rights reserved.

Department(s)

Chemistry

Comments

Centre National de la Recherche Scientifique, Grant UA 435

International Standard Serial Number (ISSN)

0148-3919

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 2023 Taylor and Francis Group; Taylor and Francis, All rights reserved.

Publication Date

01 Nov 1992

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