Thioxanthene and dioxothioxanthene dihydroindeno[2, 1-b]fluorenes: synthesis, properties and applications in green and sky blue phosphorescent OLEDs. Issue 8 (4th February 2016)

• Record Type: Journal Article
• Authors: Romain, Maxime; Quinton, Cassandre; Tondelier, Denis; Geffroy, Bernard; Jeannin, Olivier; Rault-Berthelot, Joëlle; Poriel, Cyril
• Is Part Of: Journal of materials chemistry. Volume 4:Issue 8(2016)
• Page Start: 1692
• Page End: 1703
• Publication Date: 2016-02-04
• Subjects: Materials -- Periodicals; Chemistry, Analytic -- Periodicals; Optical materials -- Research -- Periodicals; Electronics -- Materials -- Research -- Periodicals; 543.0284
• DOI: 10.1039/c5tc04039f
• Languages: English
• ISSNs: 2050-7526

Abstract

Abstract : We report the synthesis, the properties and the PhOLED applications of two dihydroindeno[2, 1- b ]-fluorene host materials. Abstract : We report herein the synthesis, and structural, electrochemical and photophysical properties of new dihydroindeno[2, 1- b ]fluorene-based semi-conductors, i.e. dispiro[thioxanthene-9, 5′-indeno[2, 1- b ]fluorene-7′, 9′′-thioxanthene]2 and dispiro-[dioxothioxanthene-9, 5′-indeno[2, 1- b ]fluorene-7′, 9′′-thioxanthene]3 . These properties will be compared to those of the pure hydrocarbon derivative dispiro[fluorene-9, 5′-indeno[2, 1- b ]fluorene-7′, 9′′-fluorene]1 previously described. The incorporation of the sulfur atom within the bridged units allows tuning the HOMO and LUMO energy levels, nevertheless retaining the high E T of the dihydroindeno[2, 1- b ]fluorenyl core ([2, 1- b ]IF), the key feature of further device applications. This control of the properties has allowed incorporating3 as the host material in blue and green phosphorescent OLEDs (PhOLEDs) with an EQE of 12.8% (at 1 mA cm −2 with the corresponding CE and PE of 48.6 cd A −1 and 29.5 lm W −1 ) for the green device and an EQE of 4.8% (at 1 mA cm −2 with the corresponding CE and PE of 14.8 cd A −1 and 8.2 lm W −1 ) for the sky-blue device. To the best of our knowledge, this work is the second example of incorporation of a dihydroindeno[2, 1- b ]fluorene based semi-conductor in a blue PhOLED and highlights the potential of this fragment in organic electronics.