Abstract: Rodlike pi-conjugated molecules in which two OPV fragments are connected through a diacetylene bond self-assemble in aqueous and organic media. Optical spectroscopy and AFM measurements indicated that, in water, strong hydrophobic interactions between pi-cores promote aggregation into robust, uniform micellar structures. In contrast, in apolar solvents, a fibrilar morphology is obtained by coiling of columnar stacks. These stacks are formed in a nucleation-elongation process with degrees of cooperativity of 0.006, that is influenced by the low rotation barriers around the o-bonds in the diacetylene linker.

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