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Small molecule organic semiconductors hold great promise for efficient,printable, and flexible optoelectronic applications like solar cells anddisplays. However, strong excited-state quenching due to uncontrolledaggregation currently limits their performance and employability in devices.Here, we report on the self-assembly of a supramolecular pseudo-cube formedfrom six modified tetradentate perylene diimides (PDIs). The rigid,shape-persistent cage sets the distance and orientation of the PDI chromophoresand suppresses intramolecular rotations and vibrations, leading tonon-aggregated, monomer-like electronic properties in solution as well as inthe solid state, in contrast to the fast fluorescence quenching in the freeligand. The stabilized excited state and electronic purity of the cage enablethe observation of delayed fluorescence due to a bright excited multimer state,which acts as an excited state reservoir, due to a rare case of benigninter-chromophore interactions in the cage. Our results suggest that not onlythe photophysical properties of the subcomponents but the geometric structureis crucial for the overall optoelectronic properties of supramolecular systems.We show that self-assembly provides a powerful tool for retaining andcontrolling the electronic properties of well-studied chromophores, providing aroute to bring molecular electronics applications in reach.

Supramolecular self-assembly as a tool to preserve electronic purity of perylene diimide chromophores