A dithiocarbamate anchoring group as a flexible platform for interface engineering
The molecular organization and electronic properties of dithiocarbamate (DTC) anchored self-assembled monolayers (SAMs) linked to Au(111) substrates are studied by a combination of X-ray photoelectron spectroscopy (XPS), near-edge X-ray absorption fine structure (NEXAFS) spectroscopy, and state-of-t...
Gespeichert in:
| Hauptverfasser: | , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
04 Oct 2019
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| In: |
Physical chemistry, chemical physics
Year: 2019, Jahrgang: 21, Heft: 40, Pages: 22511-22525 |
| ISSN: | 1463-9084 |
| DOI: | 10.1039/C9CP03306H |
| Online-Zugang: | Verlag, Volltext: https://doi.org/10.1039/C9CP03306H Verlag, Volltext: https://pubs.rsc.org/en/content/articlelanding/2019/cp/c9cp03306h 
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| Verfasserangaben: | Eric Sauter, Giulia Nascimbeni, Daniel Trefz, Sabine Ludwigs, Egbert Zojer, Florian von Wrochem and Michael Zharnikov |
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| 520 | |a The molecular organization and electronic properties of dithiocarbamate (DTC) anchored self-assembled monolayers (SAMs) linked to Au(111) substrates are studied by a combination of X-ray photoelectron spectroscopy (XPS), near-edge X-ray absorption fine structure (NEXAFS) spectroscopy, and state-of-the-art density functional theory calculations. For that, several piperidine/piperazine precursors with different architecture and substitution patterns are selected. The presented data show that the DTC anchor provides a useful building block for monomolecular self-assembly on coinage metals with both sulfur atoms bonded to the substrate in a way similar to what is usually observed for the more commonly applied thiolate docking group. The combination of the DTC group with the quite flexible piperidine/piperazine cyclic linkers results in a dense molecular packing with an upright orientation of the terminal moieties. The latter comprise phenyl rings bearing various substituents, which enables tuning the interfacial dipole over a wide range. Simulations on two prototypical DTC-docked SAMs help to better understand the experimental observations and provide insight into the local origin of the SAM-induced shifts in the electrostatic energy. In particular, a comparison of measured and simulated XP spectra reveals the significant contribution of the DTC group to the interfacial dipole. | ||
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