Berlin 2012 – scientific programme

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CPP: Fachverband Chemische Physik und Polymerphysik

CPP 17: Poster: Crystallisation, Nucleation and Self assembly

CPP 17.5: Poster

Tuesday, March 27, 2012, 18:15–20:15, Poster A

Shape-persistent macrocycles: 1D and 2D aggregation — Joscha Vollmeyer, •Stefan-Sven Jester, Friederike Eberhagen, and Sigurd Höger — Rheinische Friedrich-Wilhelms-Universität Bonn, Kekulé-Institut für Organische Chemie und Biochemie, Gerhard-Domagk-Str. 1, 53121 Bonn, Germany

The aggregation of shape-persistent macrocycles towards one-dimensional supramolecular fibers is investigated. Atomic force microscopy investigation of individual supported fibers indicates lengths of up to several micrometers and diameters as low as 3 nm. The interaction of such highly anisotropic aggregates in cyclohexane leads microscopically to the formation of networks and macroscopically to a gel phase which was also characterized by means of differential scanning calorimetry and UV-vis spectrometry. Intraannular substitution of the macrocyclic cavity with an undecyldiether strand and a tetraethylene glycol strand significantly affect the aggregation behavior as compared to a macrocycle with hollow cavity. The same molecules form two-dimensional self-assembled monolayers at the solution/solid interface (1,2,4-trichlorobenzene/HOPG). However, all three shape-persistent macrocycles - independent of the intraannular substitutents - form adlayers with identical pattern structures. The results are of fundamental interest for the tailored design of sensor materials as well as functionalized adsorbate layers.