4.6 Article

A Novel Linking Strategy of Using 9,10-Dihydroacridine to Construct Efficient Host Materials for Red Phosphorescent Organic Light-Emitting Diodes

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 45, Pages 11755-11762

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201802030

Keywords

charge transfer; conjugation; host materials; organic electronics; phosphorescence

Funding

  1. National Key R&D Program of China [2016YFB0400703]
  2. National Natural Science Foundation of China [21472135]
  3. Natural Science Foundation of Jiangsu Province of China [BK20151216]
  4. Collaborative Innovation Center of Suzhou Nano Science and Technology (CIC-Nano), Jiangsu Key Laboratory for Carbon-Based Functional Materials and Devices, Soochow University
  5. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
  6. Key Research and Development Plan of Shaanxi Province [2017ZDCXL-GY-06-03]
  7. Special Scientific Research Plan of Shaanxi Provincial Education Department [17JK0095]

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Three novel 9,10-dihydroacridine derivatives, 4'(10-methyl-9,9-diphenyl-9,10-dihydroacridin-4-yl)[1,1'-biphenyl]-4-carbonitrile (MeAcPhCN), 4'-(9,9,10-triphenyl-9,10-dihydroacridin-4-yl)[1,1'-biphenyl]-4-carbonitrile (PhAcPhCN), and 5-[4-(9,9,10-triphenyl-9,10-dihydroacridin-4-yl) phenyl] picolinonitrile (MeAcPyCN), were prepared by the attachment of [1,1'-biphenyl]-4-carbonitrile or 5-phenylpicolinonitrile to the 4-position of 9,10-dihydroacridine. This special linking strategy limited the conjugation length, maintained the triplet energy, and inhibited the intermolecular charge-transfer (ICT) characteristics of these compounds. Notably, the enhanced accepting strength of the picolinonitrile segment rel-ative to that of benzonitrile led to relatively strong ICT characteristics, a low energy gap, and a low triplet energy for MeAcPyCN. The thermal, photophysical, electrochemical, and electroluminescent properties of these host materials were studied systematically. Consequently, (acetylacetonato) bis(2-methyldibenzo[f, h] quinoxaline) iridium(III) [Ir(MDQ)(2)(acac)]based red phosphorescent organic light-emitting diodes (PHOLEDs) were fabricated with these three host materials. As a result, the device hosted by MeAcPhCN showed good device performance with a maximum external quantum efficiency of 20.5 %.

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