Tailored Solution-Based N-heterotriangulene Thin Films: Unravelling the Self-Assembly |
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Authors: | Tim Hawly Fabian Streller Manuel Johnson Dr. Sandra Miguez-Lago Dr. Natalie Hammer Dr. Frank Hampel Dustin Vivod Prof. Dr. Dirk Zahn Prof. Dr. Milan Kivala Robert Branscheid Prof. Dr. Erdmann Spiecker Prof. Dr. Rainer H. Fink |
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Affiliation: | 1. Friedrich-Alexander-Universität Erlangen-Nürnberg, Chair of Physical Chemistry II, Egerlandstraße 3, 91058 Erlangen, Germany;2. Friedrich-Alexander-Universität Erlangen-Nürnberg, Chair of Organic Chemistry I, Nikolaus-Fiebiger-Str. 10, 91052 Erlangen, Germany;3. Friedrich-Alexander-Universität Erlangen-Nürnberg, Chair of Theoretical Chemistry, Nägelsbachstraße 25, 91052 Erlangen, Germany;4. Ruprecht-Karls-Universität Heidelberg, Institute of Organic Chemistry & Centre of Advanced Materials, Im Neuenheimer Feld 270 & 225, 69120 Heidelberg, Germany;5. Institute of Micro- and Nanostructure Research & Center for Nanoanalysis and Electron Microscopy (CENEM), Friedrich-Alexander-Universität Erlangen-Nürnberg, IZNF, Cauerstraße 3, 91058 Erlangen, Germany |
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Abstract: | The ability of a series of bridged triarylamines, so-called N-heterotriangulenes, to form multilayer-type 2D-extended films via a solution-based processing method was examined using complementary microscopic techniques. We found that the long-range order, crystallinity, and layer thickness decisively depend on the nature of the substituents attached to the polycyclic backbone. Owing to their flat core unit, compounds exhibiting a carbonyl unit at the bridge position provide a superior building block as compared to thioketone-bridged derivatives. In addition, nature and length of the peripheral substituents affect the orientation of the aromatic core unit within highly crystalline films. Hence, our results stress the significance of a suitable molecular framework and provide deeper understanding of structure formation in 2D-confined surroundings for such compounds. |
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Keywords: | bridged triarylamines self-assembly organic semiconductors 2D nanomaterials organic electronics |
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