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

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Abstract

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-9H-carbazole (DBPTECZ), 3-(4-(dimesitylboryl)phenyl)-6-(1,2-diphenylvinyl)-9-ethyl-9H-carbazole (DBPDPECZ) and 3-(1-(4′-(dimesitylboryl)-[1,1′-biphenyl]-4-yl)-2-phenylvinyl)-9-ethyl-9H-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 1H NMR, 13C NMR and mass spectrometry. All three compounds show typical AIE features with strong solid-state fluorescence. Besides, they also possess good thermal stabilities with Td 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 Lmax values of the three molecules reach up to 21 054 cd m−2, 4376 cd m−2 and 12 080 cd m−2, and ηC,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.

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

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Publication details

The article was received on 31 Aug 2017, accepted on 06 Oct 2017 and first published on 09 Oct 2017


Article type: Paper
DOI: 10.1039/C7TC03968A
Citation: J. Mater. Chem. C, 2017, Advance Article
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    Synthesis, aggregation-induced emission and electroluminescence properties of three new phenylethylene derivatives comprising carbazole and (dimesitylboranyl)phenyl groups

    H. Shi, X. Zhang, C. Gui, S. Wang, L. Fang, Z. Zhao, S. Chen and B. Z. Tang, J. Mater. Chem. C, 2017, Advance Article , DOI: 10.1039/C7TC03968A

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