Development of a robust supramolecular method to prepare well-defined nanofibrils from conjugated molecules
| Autor: | Roman Marty, Eike-Christian Spitzner, Mario Zerson, Liangfei Tian, Ruth Szilluweit, Louis Bertschi, Robert Magerle, Holger Frauenrath |
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| Jazyk: | angličtina |
| Rok vydání: | 2012 |
| Předmět: |
Materials science
Polymers Topochemical Polymerization Supramolecular chemistry Beta sheet Conjugated system 010402 general chemistry 01 natural sciences chemistry.chemical_compound Polymer chemistry Molecule Oligo(P-Phenylene Vinylene) Assemblies chemistry.chemical_classification Diacetylene 010405 organic chemistry Organic-Solvents General Chemistry Polymer Chemical Sensors Combinatorial chemistry 0104 chemical sciences Beta-Sheet chemistry Polymerization Chromatic Transition Self-Organization Perylene |
| Zdroj: | Chemical Science Chem. Sci. |
| ISSN: | 2041-6520 |
| DOI: | 10.1039/c2sc00977c |
| Popis: | In order to produce materials with tailored structures and functions via supramolecular self-assembly of molecular precursors in a predictable fashion, it is necessary to develop 'supramolecular methods' based on structurally simple 'supramolecular synthons'. Thus, the formation of one-dimensional aggregates from pi-conjugated molecules requires a combination of non-covalent interactions that efficiently suppresses lateral aggregation, promotes one-dimensional aggregation, and is also compatible with a productive pi-pi overlap of the constituent molecules. In the present work, we demonstrate that oligopeptide-polymer derivatives comprising a flexible polymer segment terminally attached to a beta-sheet-forming oligopeptide segment are structurally simple substituents that perfectly fulfill these requirements. We synthesized a matrix of diacetylene model compounds that carried oligopeptide-polymer substituents with varying degrees of polymerization of the attached polymers and different length oligopeptide segments. We combined solution-phase IR spectroscopy, AFM imaging and the topochemical diacetylene polymerization as a highly sensitive probe for the molecular arrangement and the degree of order inside aggregates obtained in organic solvents. The thus determined molecular parameters for the reliable formation of well-defined nanoscopic fibrillar structures with uniform diameters, and defined helical 'core-shell' morphologies were then successfully transferred to analogous perylene bisimide and quaterthiophene derivatives, demonstrating the versatility and robustness of the chosen molecular design. |
| Databáze: | OpenAIRE |
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