Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 19, Issue 42, Pages 14090-14097Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201302146
Keywords
chirality; circular dichroism; dyes; pigments; luminescence; self-assembly
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Funding
- Ministry of Education, Culture, Sports, Science and Technology (MEXT) of Japan
- Green Photonics Project at the Nara Institute of Science and Technology (NAIST)
- MEXT
- Grants-in-Aid for Scientific Research [25620060] Funding Source: KAKEN
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Chiral bichromophoric perylene bisimides are demonstrated as active materials of circularly polarized emission. The bichromophoric system exhibited circularly polarized luminescence with dissymmetry factors typical of that of similar organic chiral chromophoric systems in the monomeric state. Variation in solvent composition led to the formation of stably soluble helical aggregates through intermolecular interactions. A large enhancement in the dissymmetry of circularly polarized luminescence was exhibited by the aggregated structures both in the solution and solid states. The sum of excitonic couplings between the individual chromophoric units in the self-assembled state results in relatively large dissymmetry in the circularly polarized luminescence, thereby giving rise to enhanced dissymmetry factors for the aggregated structures. The spacer between chiral center and chromophoric units played a crucial role in the effective enhancement of chiroptical properties in the self-assembled structures. These materials might provide opportunities for the design of a new class of functional bichromophoric organic nanoarchitectures that can find potential applications in the field of chiroptical memory and light-emitting devices based on supramolecular electronics.
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