Berlin 2024 – scientific programme

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O: Fachverband Oberflächenphysik

O 63: Poster DS (joint session DS/MM/O)

O 63.26: Poster

Wednesday, March 20, 2024, 17:00–19:00, Poster B

A new design concept for SAMs of N-heterocyclic carbenes — Mateusz Wróbel¹, Daria M. Cegiełka¹, Andika Asyuda², Krzysztof Kozieł³, •Michael Zharnikov², and Piotr Cyganik¹ — ¹Smoluchowski Institute of Physics, Jagiellonian University, 30-348 Krakow, Poland — ²Angewandte Physikalische Chemie, Universität Heidelberg, 69120 Heidelberg, Germany — ³Faculty of Chemistry, Jagiellonian University, 30-387 Krakow, Poland

Self-assembled monolayers (SAMs) of N-heterocyclic carbenes (NHCs) on metal substrates are currently one of the most promising systems in context of molecular engineering of surfaces and interfaces. Interest in these systems is mainly driven by their assumingly higher thermal stability compared to thiolate SAMs most broadly used at the moment. Most of the NHC SAMs utilize imidazolium as an anchoring group for linking molecules to the metal substrate via carbene C atom. It is well established in the literature that upright-oriented and stable NHC SAMs can only be built when using bulky side groups attached to nitrogen heteroatoms in imidazolium moiety, which, however, reduce significantly the packing density. In contrast, combining several complementary experimental techniques, we show that aromatic monolayers exhibiting at least double surface density, upright molecular orientation, and ultra-high thermal stability compared to the NHC SAMs reported before can be readily fabricated on the basis of NHCs with small methyl side groups in combination with simple solution-based preparation procedure. These parameters are crucial for numerous applications, including molecular and organic electronics.

Keywords: Self-assembled monolayers; N-heterocyclic carbenes; thermal stability