Amphiphilic anthanthrene trimers that exfoliate graphite and individualize single wall carbon nanotubes

A phosphodiester-linked dialkynyl substituted anthanthrene trimer (1) has been designed and synthesized. Its graphene ribbon like structure is expected to facilitate interactions with nanographene (NG) and single wall carbon nanotubes (SWCNT) to yield novel and stable carbon-based nanomaterials. Interactions with trimer 1 lead to exfoliation of NG and to the individualization of SWCNTs. Phosphate groups, in general, and their negative charges, in particular, render the resulting nanomaterials soluble in ethanol, which is ecologically favourable over DMF required for the processing of pristine NG or SWCNTs. The newly formed nanomaterials were probed by complementary spectroscopic and microscopic techniques. Of particular importance were transient absorption and fluorescence excitation measurements, which revealed an efficient energy transfer within the carbon-based nanomaterials.