期刊
CHEMICAL SCIENCE
卷 3, 期 2, 页码 549-558出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1sc00688f
关键词
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资金
- National Science Foundation of China [20974028, 20974098]
- Ministry of Science and Technology of China [2009CB623605]
- Research Grants Council of Hong Kong [603509, HKUST2/CRF/10, 604711]
- Cao Guangbiao Foundation of Zhejiang University
Three dimethyltetraphenylsiloles (DMTPSs) symmetrically substituted on their 2,5-positions with electron-accepting (A), i.e. aldehyde (ALD) and dicyanovinyl (DCV) or donating (D), i.e. diphenylamine (DPA) moieties were designed and synthesized via facile reaction procedures. The propeller-shaped luminogens exhibit aggregation-induced/enhanced emission characteristics with high quantum yields up to 74.0% in the solid state, and are thermally stable, showing high degradation temperatures and melting points up to 388 and 246 degrees C, respectively. Thanks to the contained A or D moieties, the siloles show intriguing solvatochromism: DMTPS-ALD exhibits almost no response to solvents due to the balance of electron affinities of the aldehyde and the silole core. Whereas, DMTPS-DCV and DMTPS-DPA possess outward intramolecular charge-transfer (ICT) from the silole core and the phenyl rings on its 3,4-positions to dicyanovinyl groups, and inward ICT from diphenylamine groups to the silole core, respectively, showing positive solvatochromism. A multilayer organic light-emitting diode using DMTPS-DPA among the luminogens as an emitter layer shows the highest performance with turn-on voltage, maximum luminance, current, power, and external efficiencies of 3.1 V, 13405 cd m(-2), 8.28 cd A(-1), 7.88 lm W-1, and 2.42%, respectively. Furthermore, DMTPS-DPA can also serve in hole-transporting layers because of its high hole-mobility. Therefore, the incorporation of a triphenylamine moiety into a silole system not only changes the classical aggregation-caused quenching fluorophore into AEE-active DMTPS-DPA, another example of turning stone into gold, but also enhances the hole-transporting ability of siloles.
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