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A Journey toward Sulfolane Microemulsions Suggested as Inert, Nonaqueous Reaction Media

, , , und . Langmuir, 31 (41): 11227-11235 (2015)PMID: 26421439.
DOI: 10.1021/acs.langmuir.5b02529

Zusammenfassung

Recently, it turned out that nanostructured reaction media containing highly inert solvents as tetrahydrothiophen-1,1-dioxide (sulfolane) are beneficial for strongly oxidizing or reductive reactions. Because of their ability of solubilizing polar and nonpolar solvents with a large nanostructured interface in particular microemulsions provide such interesting reaction media. Starting from the pseudoternary microemulsion H2O–n-octane–C12E4/C12E5 (polyoxyethylene n-alkyl ether), water was successively replaced by the highly inert tetrahydrothiophen-1,1-dioxide (sulfolane). We found that an increasing sulfolane content drives the system beyond the tricritical point. Replacing the already long chain surfactants C12E4 and C12E5 by a mixture of the even longer chain surfactants C18E6 and C18E8, we were able to prepare nonaqueous sulfolane microemulsions for the first time. We also teach how in a second step the phase behavior of the hydrophilic sulfolane–n-octane–C18E8 system can be tuned at constant temperature (as required by the reaction conditions) by addition of the hydrophobic cosurfactant 1-octanol (C8E0). The change in curvature that occurs by adding 1-octanol is demonstrated measuring the size of reverse micelles by DLS. We found that the radius varies from at least 8 to 16 nm, a suitable sizes for inverse nanoreaction vessels.

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