| Title: |
Fullerene‐Filled Stilbene Stars: The Balance between Isolated C 60 Helices and 3D Networks in Liquid‐Crystal Self‐Assemblies |
| Authors: |
Hügel, Markus; Dechant, Moritz; Scheuring, Nikolai; Ghosh, Tapas; Lehmann, Matthias |
| Contributors: |
Deutsche Forschungsgemeinschaft; Alexander von Humboldt-Stiftung |
| Source: |
Chemistry – A European Journal ; volume 25, issue 13, page 3352-3361 ; ISSN 0947-6539 1521-3765 |
| Publisher Information: |
Wiley |
| Publication Year: |
2019 |
| Collection: |
Wiley Online Library (Open Access Articles via Crossref) |
| Description: |
A series of shape‐persistent star‐shaped oligo(phenylene vinylene) liquid crystals and derivatives with fullerene tethered through spacers of different lengths to one arm were successfully synthesized. Solution studies by NMR, UV/Vis and fluorescence spectroscopy revealed the preferential location of the C 60 acceptor in the vicinity of the peripheral donor unit, which affects the quenching of the emission of the conjugated stilbenoid scaffold in the donor–acceptor dyad. The fluorescence was completely absent in the liquid crystal phase due to the extraordinary hierarchical self‐assembly. In this family of mesogens, the intrinsic free space has to be filled either by an extremely tight packing of the stars or by the fullerenes as guests. The spacer lengths control the nanosegregation of the C 60 units in the cavities of the stars in either independent triple helices or unprecedented 3D networks, in which fullerenes are positioned at the interface of neighboring columns. Eventually, the clearing temperature of such large complex donor–acceptor systems can be tuned by an entropy effect defined by the length of the spacer. The accessibility of the isotropic phase without decomposition is an important prerequisite for future alignment studies associated with potential material applications in organic electronics. |
| Document Type: |
article in journal/newspaper |
| Language: |
English |
| DOI: |
10.1002/chem.201805606 |
| Availability: |
https://doi.org/10.1002/chem.201805606; https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fchem.201805606; https://onlinelibrary.wiley.com/doi/pdf/10.1002/chem.201805606; https://onlinelibrary.wiley.com/doi/full-xml/10.1002/chem.201805606 |
| Rights: |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
| Accession Number: |
edsbas.D0B0E0D1 |
| Database: |
BASE |