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A rational molecular design strategy for carbazole–oxadiazole based bipolar host materials was developed to improve the device efficiency of blue phosphorescent organic light-emitting diodes (PHOLED). Steric effects of strategically placed methyl groups led to an increase of triplet energies (o-2MPCzPOXD: 2.66 eV and o-3MPCzPOXD: 2.73 eV versus the initial host material o-PczPOXD: 2.62 eV) while less pronouncedly affecting singlet energies and, therefore, retaining low driving voltages, high power efficiencies and remarkably low efficiency roll-offs in PHOLEDs. The maximum quantum efficiencies (EQE) for blue devices (FIrpic) were significantly raised for o-2MPCzPOXD (13.6%) and o-3MPCzPOXD (11.5%) versus o-PCzPOXD (9.0%) although yielding comparable values for green devices (Ir(ppy)3; 12.9% and 15.4% versus 13.2%). Supported by theoretical calculations a structure–property relationship was established from photo-physical properties, PHOLED performance measurements and structural characterization from single crystal data. |
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A series of 6 novel triarylamine-containing oxadiazole compounds (o-PCzPOXD, o-ICzPOXD, o-TPATOXD, o-PCzTOXD, o-ICzTOXD, o-CzTOXD) have been designed, synthesized and characterized concerning applications as host materials in PHOLED devices. To further improve the ortho-linkage concept, the impact of incorporating planarized electron-donating triarylamine (TAA) structures on intramolecular charge transfer was examined. The effect was evaluated for two series of electron-accepting oxadiazole scaffolds, realizing ortho-linkage on the benzene (POXD) and the thiophene (TOXD) core. Thermal analysis shows increased glass-transition temperatures for planarized structures indicating an improved morphological stability. A higher degree of planarization also results in significantly increased singlet and triplet energy values, revealing the impact on the intramolecular charge transfer. Employing the developed materials, red (o-TPATOXD: CEmax: 28.8 cd A-1, EQEmax: 16.9%), green (o-PCzPOXD: CEmax: 62.9 cd A-1, EQEmax: 17.1%) and blue (o-PCzPOXD: CEmax: 29.8 cd A-1, EQEmax: 13.4%) devices were achieved showing remarkably low efficiency roll-off for planarized donors. Hence, this is the first report of efficient blue devices for this specific class of host materials. It is proposed that the results correlate with an increasing ortho-linkage effect and decreasing donor strength of the TAA moiety by planarization and, thus, tackling one of the major challenges in PHOLED research: improving both triplet energy and compound stability. |