Perfluoroalkyl- vs alkyl substituted malonamides: Supramolecular effects and consequences for extraction of metals

Substitution of extracting molecules with long perfluoroalkyl chain to modulate the weak intermolecular interactions and the supramolecular ordering of solvent extraction systems.

(Equipes LHYS et LTSM)

The fluorous compounds were compared to their hydrocarbon counterparts: both molecules present a hydrophilic moiety, responsible for metal chelation, and a hydrophobic chain, which enables solubility into organic media. But this chain is also oleophobic in the case of the fluorous compound. We observed that the oleophobic character the fluorous chain prevails over the tendency of hydrophilic moieties to self-assemble: in the organic phase, fluorous compounds lead to direct aggregates with a fluorous core, whereas hydrocarbon compounds lead to reverse aggregates with a hydrophilic core.

Lire l'article DOI : 10.1016/j.jfluchem.2017.06.001
M. C. Dul, B. Braibant, S. Dourdain, S. Pellet-Rostaing, D. Bourgeois and D. Meyer. Journal of Fluorine Chemistry 200, 59 (2017)