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Updated: May 29, 2025

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
Diaminotriazinyl-Substituted N-Heterotriangulene: Hydrogen Bonding-Driven Self-Assembly in the Solid State, in the
Jan Borstelmann1, Sandra Míguez-Lago2, David Gessner3
1Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Abstract:
We report the synthesis and comprehensive characterization of a dimethylmethylene-bridged N-heterotriangulene (N-HTA) with diaminotriazinyl groups to guide the self-assembly through directional hydrogen bonding. Mass spectrometry collision-induced dissociation experiments indicated the formation of multiply charged clusters in the gas phase. Single crystal X-ray diffraction studies revealed that the solid state packing is governed by an interplay between the hydrogen bonding and the solvent system used for crystallization. The self-assembly on both semiconducting and insulating surfaces upon simple drop-casting was disclosed by atomic force microscopy and scanning tunneling microscopy. The strong hydrogen bonding leads to robust self-assembly on surfaces, which can be conveniently achieved by simple solution processing techniques under ambient conditions.
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