Jump to main content
Jump to site search


A dithiocarbamate anchoring group as a flexible platform for interface engineering

Author affiliations

Abstract

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.

Graphical abstract: A dithiocarbamate anchoring group as a flexible platform for interface engineering

Back to tab navigation

Supplementary files

Publication details

The article was received on 11 Jun 2019, accepted on 24 Sep 2019 and first published on 04 Oct 2019


Article type: Paper
DOI: 10.1039/C9CP03306H
Phys. Chem. Chem. Phys., 2019, Advance Article

  •   Request permissions

    A dithiocarbamate anchoring group as a flexible platform for interface engineering

    E. Sauter, G. Nascimbeni, D. Trefz, S. Ludwigs, E. Zojer, F. von Wrochem and M. Zharnikov, Phys. Chem. Chem. Phys., 2019, Advance Article , DOI: 10.1039/C9CP03306H

Search articles by author

Spotlight

Advertisements