Surface-assisted molecular self-assembly is a powerful strategy for forming molecular-scale architectures on surfaces, which have potential applications as molecular semi-conductors. Understanding the intermolecular interactions on a surface can help predict packing, stacking, charge transport, and other key properties and allow for new molecular designs to be tailored for a required organic semiconductor function. This presentation will compare studies of a series of molecules related to tris(N-phenyltriazole) (TPT). TPT was shown by our group to exhibit exception stacking characteristics with planar stacking through &gt; 20 molecular layers by donor–acceptor (D–A) type intermolecular π–π contacts between the electron-deficient tris(triazole) core and electron-rich peripheral phenyl units. We investigated an expanded family of TPT-based molecules with variations made on the peripheral aryl groups to modulate the molecular electron distribution and examine the impact on molecular packing and charge-transport properties. Molecular-resolution scanning tunneling microscopy was used to compare the molecular packing in the monolayer and to investigate the effects that the structural and electronic modifications have on the stacking in subsequent layers. Conductivity measurements were made using the four-point probe van der Pauw technique to demonstrate charge transport properties comparable to pentacene. Although molecular packing is clearly impacted by the chemical structure, we find that the charge transport efficiency is quite tolerant to small variations in the molecular structure.

Monolayer assembly, film morphology, and charge transport of organic semiconductor layers and films

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.