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DS: Fachverband Dünne Schichten
DS 30: Poster: Organic Thin Films and Thin Oxides
DS 30.8: Poster
Mittwoch, 18. März 2020, 15:00–18:00, P1A
Self-assembled monolayers of triptycene tripods — Fumitaka Ishiwari1, Eric Sauter2, Giulia Nascimbeni3, Hiromu Tago1, Yoshiaki Shoji1, Shintaro Fujii4, Manabu Kiguchi4, Tomofumi Tada1, Egbert Zojer3, •Michael Zharnikov2, and Takanori Fukushima1 — 1Laboratory for Chemistry and Life Science, Tokyo Institute of Technology, Yokohama 226-8503, Japan — 2Applied Physical Chemistry, Heidelberg University, Heidelberg 69120, Germany — 3Institute of Solid State Physics, NAWI Graz, Graz University of Technology, Graz 8010, Austria — 4Department of Chemistry, Tokyo Institute of Technology, Meguro, Tokyo 152-8551, Japan
We designed 1,8,13-trimercaptomethyltriptycene (T1) and 1,8,13-trimercaptotriptycene (T2) as potential tripodal precursors for self-assembled monolayers (SAMs) and investigated their adsorption behavior on Au(111). Both SAMs adopt dense, nested hexagonal structures but differ in their adsorption configurations and structural uniformity. While the T2 SAM exhibits a low degree of order and noticeable deviation from the desired tripodal anchoring, all three anchoring groups of T1 are equally bonded to the surface as thiolates, resulting in an almost upright orientation of the benzene rings and large-area structural uniformity. These superior properties are attributed to the effect of conformationally flexible methylene linkers at the anchoring groups, absent in the case of T2. Since the triptycene framework can be functionalized by tail groups in various positions and with high degree of alignment, especially T1 appears as an ideal docking platform for complex and highly functional molecular films.