Self-assembly of multi-stranded perylene dye J-aggregates in columnar liquid-crystalline phases
Please always quote using this URN: urn:nbn:de:bvb:20-opus-319914
- Many discoid dyes self-assemble into columnar liquid-crystalline (LC) phases with packing arrangements that are undesired for photonic applications due to H-type exciton coupling. Here, we report a series of crystalline and LC perylene bisimides (PBIs) self-assembling into single or multi-stranded (two, three, and four strands) aggregates with predominant J-type exciton coupling. These differences in the supramolecular packing and optical properties are achieved by molecular design variations of tetra-bay phenoxy-dendronized PBIs with two N–HMany discoid dyes self-assemble into columnar liquid-crystalline (LC) phases with packing arrangements that are undesired for photonic applications due to H-type exciton coupling. Here, we report a series of crystalline and LC perylene bisimides (PBIs) self-assembling into single or multi-stranded (two, three, and four strands) aggregates with predominant J-type exciton coupling. These differences in the supramolecular packing and optical properties are achieved by molecular design variations of tetra-bay phenoxy-dendronized PBIs with two N–H groups at the imide positions. The self-assembly is driven by hydrogen bonding, slipped π–π stacking, nanosegregation, and steric requirements of the peripheral building blocks. We could determine the impact of the packing motifs on the spectroscopic properties and demonstrate different J- and H-type coupling contributions between the chromophores. Our findings on structure–property relationships and strong J-couplings in bulk LC materials open a new avenue in the molecular engineering of PBI J-aggregates with prospective applications in photonics.…
Author: | Stefanie Herbst, Bartolome Soberats, Pawaret Leowanawat, Matthias Stolte, Matthias Lehmann, Frank Würthner |
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URN: | urn:nbn:de:bvb:20-opus-319914 |
Document Type: | Journal article |
Faculties: | Fakultät für Chemie und Pharmazie / Institut für Organische Chemie |
Language: | English |
Parent Title (English): | Nature Communications |
Year of Completion: | 2018 |
Volume: | 9 |
Article Number: | 2646 |
Source: | Nature Communications (2018) 9:2646. https://doi.org/10.1038/s41467-018-05018-6 |
DOI: | https://doi.org/10.1038/s41467-018-05018-6 |
Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 547 Organische Chemie |
Tag: | liquid crystals; self-assembly |
Release Date: | 2024/07/04 |
Licence (German): | CC BY: Creative-Commons-Lizenz: Namensnennung 4.0 International |