Berlin 2015 – scientific programme
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O: Fachverband Oberflächenphysik
O 3: Inorganic/Organic Interfaces: Growth I
O 3.2: Talk
Monday, March 16, 2015, 10:45–11:00, MA 005
Schiff base formation on metal surfaces: towards low dimensional conjugated nanomaterials — •Li Jiang1, Anthoula C. Papageorgiou1, Seung Cheol Oh1, Özge Sağlam1, David D. Duncan1, Yi-Qi Zhang1, Florian Klappenberger1, Sandeep More2, Rajesh Bhosale2, Aurelio Mateo-Alonso2,3, Joachim Reichert1, and Johannes V. Barth1 — 1TU München, DE — 2Albert-Ludwigs-Universität Freiburg, DE — 3Ikerbasqu, ES
Recently, graphene nanoribbons, especially doped with heteroatoms have spurred extensive attention and exploration [1] and covalent organic frameworks (COF) have been successfully synthesized based on Schiff base formation [2]. Inspired by these findings, we systematically investigated the condensation reaction of a tetraamine molecule with a tetraketone molecule on the three coinage close packed metal surfaces Au, Ag and Cu under ultrahigh vacuum conditions by scanning tunneling microscopy. On all three substrates the reactants readily intermix at room temperature forming two-dimensional bi-component networks. We demonstrated the feasibility to form Schiff base conjugated oligomers on the Ag(111) surface by thermal treatment and further investigated the X-ray photoelectron spectroscopy signatures of the reactants and products as a function of the annealing temperature. In contrast to the behavior on Ag(111), the monomers desorb from the Au(111) surface before they react, whereas on the Cu(111) surface undesired thermal decomposition is observed after annealing at temperatures too low for imine formation.
1) Science 2011, 333, 999; 2) Chem. Sci. 2014, 5, 2789.