Abstract

Surface-modified inorganic nanoparticles with organic groups allowing thermoreversible cross-linking are versatile building blocks for nanocomposites with improved lifetimes. We studied the synthesis of various organophosphorus coupling agents consisting of phosphonic acid anchor groups, different alkyl spacers (C3, C10), and furan- or maleimide functional groups. The obtained molecules, which are able to undergo Diels–Alder (DA) reactions, were attached to the surface of well-defined preformed magnetite/maghemite nanoparticles by an exchange reaction of the stabilizing oleic acid ligands under mild conditions. A dilution of the reactive functional groups with unreactive methyl phosphonic acid resulted in a cofunctionalization of the surface with nonreactive groups. The reactivity of the modified particle surface toward DA reactions was systematically explored by converting these particles with maleimide/methylfuran or N-dodecylmaleimide/dodecylfuran. Fourier transform infrared spectroscopy, differential ...

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