The impact of the structuring of hydrotropes in water on the mesoscale solubilisation of a third hydrophobic component

Buchecker, Thomas and Krickl, Sebastian and Winkler, Robert and Grillo, Isabelle and Bauduin, Pierre and Touraud, Didier and Pfitzner, Arno and Kunz, Werner (2017) The impact of the structuring of hydrotropes in water on the mesoscale solubilisation of a third hydrophobic component. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 19 (3). pp. 1806-1816. ISSN 1463-9076, 1463-9084

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Abstract

In the present contribution, the pre-structuring of binary mixtures of hydrotropes and H2O is linked to the solubilisation of poorly water miscible compounds. We have chosen a series of short-chain alcohols as hydrotropes and benzyl alcohol, limonene and a hydrophobic azo-dye (Disperse Red 13) as organic compounds to be dissolved. A very weak pre-structuring is found for ethanol/H2O and 2-propanol/H2O mixtures. Pre-structuring is most developed for binary 1-propanol/H2O and tert-butanol/H2O mixtures and supports the bicontinuity model of alcohol-rich and water-rich domains as already postulated by Anisimov et al. Such a pre-structuring leads to a high solubilisation power for poorly water miscible components (limonene and Disperse Red, characterized by high octanol/water partition coefficients, log(P) values of 4.5 and 4.85), whereas a very weak pre-structuring leads to a high solubilisation power for slightly water miscible components (benzyl alcohol). This difference in solubilisation power can be linked to (i) the formation of mesoscale structures in the cases of ethanol and 2-propanol and (ii) the extension of pre-structures in the cases of 1-propanol and tert-butanol. Three different solubilisation mechanisms could be identified: bulk solubilisation, interface solubilisation and a combination of both. These supramolecular structures in binary and ternary systems were investigated by small-and-wide-angle X-ray and neutron scattering, dynamic light scattering and conductivity measurements (in the presence of small amounts of salt).

Item Type: Article
Uncontrolled Keywords: TERT-BUTYL ALCOHOL; SURFACTANT-FREE MICROEMULSIONS; LIQUID-LIQUID EQUILIBRIA; AQUEOUS-SOLUTIONS; PARTITION-COEFFICIENTS; BINARY-MIXTURES; SYSTEMS; ETHANOL; DYNAMICS; BUTANOL;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Chair Prof. Dr. Arno Pfitzner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 14 Dec 2018 13:01
Last Modified: 26 Feb 2019 07:29
URI: https://pred.uni-regensburg.de/id/eprint/543

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