Back to Search
Start Over
3,4-Donor- and 2,5-acceptor-functionalized dipolar siloles: synthesis, structure, photoluminescence and electroluminescence
- Source :
- Journal of Materials Chemistry C. 5:4867-4874
- Publication Year :
- 2017
- Publisher :
- Royal Society of Chemistry (RSC), 2017.
-
Abstract
- Siloles are a group of outstanding silicon-containing five-membered heterocyclics with intense solid-state fluorescence and superior electron-transporting ability. However, most studies focus on functionalization at the 1,1- and 2,5-positions of siloles, and siloles functionalized with electron donor and acceptor moieties at the 2,3,4,5-positions are scarcely investigated. Herein, two new silole derivatives functionalized with acceptors of cyano or dimesitylboryl groups at their 2,5-positions and donors of diphenylamino groups at their 3,4-positions are successfully synthesized and fully characterized via spectroscopy, thermal analysis, crystallography, electrochemistry and theory calculations. These two functionalized silole derivatives are thermally stable and exhibit aggregation-induced emission (AIE) characteristics with intense fluorescence in solid films. Their HOMO energy levels are increased because of the incorporation of diphenylamino groups, whereas they have lowered LUMO energy levels due to the additional electron acceptors. The application of these new siloles as light-emitting materials for OLEDs is evaluated, where the nondoped OLEDs based on them display good device performances. These dipolar siloles can be useful models to further understand the structure–property relationship of siloles and provide a useful design principle for solid-state luminescent materials.
- Subjects :
- chemistry.chemical_classification
Photoluminescence
Materials science
Electron donor
02 engineering and technology
General Chemistry
Electron acceptor
Electroluminescence
010402 general chemistry
021001 nanoscience & nanotechnology
Photochemistry
01 natural sciences
Acceptor
0104 chemical sciences
chemistry.chemical_compound
chemistry
Materials Chemistry
OLED
0210 nano-technology
Luminescence
HOMO/LUMO
Subjects
Details
- ISSN :
- 20507534 and 20507526
- Volume :
- 5
- Database :
- OpenAIRE
- Journal :
- Journal of Materials Chemistry C
- Accession number :
- edsair.doi...........0466c46657ffa9f85a7ddf60a27e0883