Abstract
We report a scanning tunneling microscopy (STM) and scanning tunneling spectroscopy (STS) study on the structural and electronic transport properties of self-assembled monolayers of functionalized hexa-peri-hexabenzocoronenes (HBCs) at the graphite–solution interface. The HBCs bearing either one pyrene (PY) or six anthraquinone (AQ) substituents form two-dimensional crystalline arrays where the HBC and the additional moieties are phase segregated on the nanoscale. Differences in contrast between the HBCs and their substituents can be correlated with the results of quantum chemical calculations on the frontier orbitals of the different moieties. The variation of the tunneling parameters in the STM provides further insight into the markedly different electronic properties of the HBC and the AQ moieties at the interface. Furthermore, STS investigations revealed an inverse rectifying behavior of the two different moieties within the tunneling junction, which can be explained with resonantly enhanced tunneling through the HOMO of the HBC and the LUMO of the AQ. This study opens new possibilities for the research towards mono-molecular electronics.
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