Crafting the structure and function of organic materials using the strategies of self-assembly and supramolecular chemistry has progressed over the past two decades in materials chemistry. A variety of systems have been engineered where function is directly linked to non-covalent interactions, such as ionic, hydrophobic, van der Waals, hydrogen, and coordination bonds. They also influence solid-state self-organization to produce an organized structure at any scale, ranging from the nano and micrometer scales to microscopic dimensions. Here we present a fused-arene based molecular dyads and triads with polarizable functional groups to serve as a comprehensive guide for designing next generation of 1D and 2D functional materials. We utilize strong π−π stacking interactions of the polycyclic, planar, rigid aromatic rings and electrostatic interactions, mainly sigma-hole (σ-holes) interactions of the polarizable groups as an effective approach to fabricate versatile 1D and 2D assemblies. The building block molecules include four different planar aromatic molecules: perylene tetracarboxylic diimide (PDI), anthracene, pyrene, and carbazole. A derivative of PDI forms a class of n-type semiconductor and later three are of p-type character. Studying both types of semiconductors will provide well rounded, integrated understanding of the optoelectronic properties of fused arene-based organic materials and the potential applications in nanoscale devices.

Hierarchical self-assembly of novel organic polycyclic aromatic molecular systems into 1D and 2D nanomaterials

253rd National Meeting (2017)

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