Synthesis, aggregation-induced emission and electroluminescence properties of three new phenylethylene derivatives comprising carbazole and (dimesitylboranyl)phenyl groups

• Published in: Journal of materials chemistry. C, Materials for optical and electronic devices Materials for optical and electronic devices, 2017, Vol.5 (45), p.11741-1175
• Main Authors: Shi, Heping, Zhang, Xinlei, Gui, Chen, Wang, Shujuan, Fang, Li, Zhao, Zujin, Chen, Shuming, Tang, Ben Zhong
• Format: Article
• Language: English
• Subjects: Derivatives; Diodes; Electroluminescence; Electron transport; Fluorescence; Light emitting diodes; Luminous intensity; Mass spectrometry; NMR; Nuclear magnetic resonance; Organic light emitting diodes; Solid state
• ISSN: 2050-7526; 2050-7534
• DOI: 10.1039/c7tc03968a

It is essential that light-emitting materials possess high fluorescence intensity in the solid-state and a stable charge-transporting ability for the construction of organic light-emitting diodes (OLEDs) with outstanding performance. In this paper, three phenylethene derivatives, 3-(4-(dimesitylboryl)phenyl)-6-(1,2,2-triphenylvinyl)-9-ethyl-9 H -carbazole ( DBPTECZ ), 3-(4-(dimesitylboryl)phenyl)-6-(1,2-diphenylvinyl)-9-ethyl-9 H -carbazole ( DBPDPECZ ) and 3-(1-(4′-(dimesitylboryl)-[1,1′-biphenyl]-4-yl)-2-phenylvinyl)-9-ethyl-9 H -carbazole ( DBBPPECZ ) with a hole-transporting group (carbazole) and an electron-transporting group ((dimesitylboranyl)phenyl group), are synthesized and sufficiently characterized using elemental analysis, and 1 H NMR, 13 C NMR and mass spectrometry. All three compounds show typical AIE features with strong solid-state fluorescence. Besides, they also possess good thermal stabilities with T d of 219 °C, 188 °C and 167 °C respectively. Furthermore, non-doped OLED devices employing DBPTECZ , DBPDPECZ , and DBBPPECZ as functional layers are fabricated, showing remarkable performance with blue-green, deep blue and sky blue emissions, respectively. The L max values of the three molecules reach up to 21 054 cd m −2 , 4376 cd m −2 and 12 080 cd m −2 , and η C,max are 3.34 cd A −1 , 2.34 cd A −1 and 1.73 cd A −1 , respectively. These results demonstrate that the present compounds are promising candidates for OLEDs. It is essential that light-emitting materials possess high fluorescence intensity in the solid-state and a stable charge-transporting ability for the construction of organic light-emitting diodes (OLEDs) with outstanding performance.