AIE Active Carbazole-Benzothiazole Based ESIPT Motifs: Positional Isomers Directing the Optical and Electronic Properties
| Autor: | Ken Ichi Sakai, Norimitsu Tohnai, Daisuke Sakamaki, Tomoyuki Akutagawa, Tsuneaki Sakurai, Kenji Kuwada, Vikas S. Padalkar, Shu Seki |
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| Rok vydání: | 2017 |
| Předmět: |
Materials science
Carbazole 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences Fluorescence 0104 chemical sciences chemistry.chemical_compound symbols.namesake chemistry Benzothiazole Suzuki reaction Stokes shift symbols Structural isomer Quantum efficiency 0210 nano-technology Electronic properties |
| Zdroj: | ResearcherID |
| ISSN: | 2365-6549 |
| Popis: | Three positional isomers based on carbazole (Cz) and hydroxy benzothiazole (HBT) were synthesized targeting solid state organic emitters by Suzuki coupling reaction and their optical, structural and electronic properties were compared. The changing of position of HBT unit on 9-phenyl-9H-carbazole alters the optical and structural properties significantly. The synthesized compounds are highly emissive in solid and aggregated state (Φf=∼ 40 %) and weakly emissive in solvents of different polarities (Φf=2.6-17 %). The difference in the fluorescence quantum efficiency among the positional isomers can be assigned to conformational differences which were further supported by geometrical parameters computed by DFT computations. The present Cz-HBT based ESIPT motifs are endowed with aggregation induced emission (AIE), solid state and polarity sensitive emission with large Stokes shift. |
| Databáze: | OpenAIRE |
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