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Regensburg 2013 – scientific programme

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O: Fachverband Oberflächenphysik

O 29: Organic/bio Molecules on Metal Surfaces III

O 29.10: Talk

Tuesday, March 12, 2013, 12:45–13:00, H38

Trimesic acid-assisted self-assembly of oligoethynylene-thiophene macrocycles: A donor-acceptor rectifier bilayer — •Jose D. Cojal1, Masahiko Iyoda2, and Jürgen P. Rabe11Department of Physics, Humboldt-Universität zu Berlin, Berlin, Germany — 2Department of Chemistry, Tokyo Metropolitan University, Tokyo, Japan

Fully conjugated π-expanded macrocyclic oligothiophenes [1] have attracted considerable interest due to their structural and optoelectronic properties. They have been envisaged for photovoltaic applications, host-guest systems and as building blocks of supramolecular nanostructures. Here, a self-assembled monolayer of trimesic acid (TMA) at the interface between its heptanoic acid solution and highly oriented pyrolytic graphite (HOPG) provided a way to template the 2D self-assembly of oligoethynylene-thiophene macrocycles. The so-formed bilayer was confirmed using STM tomography [2], i.e. discrete bias set-point imaging of each layer. Scanning Tunneling Spectroscopy of the macrocycle layer allowed us to determine the HOMO-LUMO gap of the bilayer and the position of the combined frontier orbitals, The I-V characteristics revealed an underneath TMA layer with acceptor (A) characteristics and an upper donor (D) macrocycle layer, forming a D-A rectifier bilayer.
K. Nakao, M. Nishimura, T. Tamachi, Y. Kuwatani, H. Miyasaka, T. Nishinaga and M. Iyoda, J. Am. Chem. Soc. 128 (2006) 16740
C. Seifert, D. Skuridina, X. Dou, K. Müllen, N. Severin and J. P. Rabe, Phys. Rev. B 80 (2009) 245429

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