Four-coordinate boron compounds derived from 2-(2-pyridyl)phenol ligand as novel hole-blocking materials for phosphorescent OLEDs

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Four-coordinate boron compounds of Ph2B . 1 (2) and (C(6)F(5))(3)B(1 . H) (3) were prepared from the reaction of 2-(2-pyridyl) phenol (1 . H) ligand with triarylborane starting materials, BPh(3) and B(C(6)F(5))(3), respectively, and tested as hole-blocking layer (HBL) materials in phosphorescent OLEDs. While the crystal structure of 2 reveals the pseudo-tetrahedral geometry around the boron center with bidentate [N, O] chelation by 1, 3 is characterized as the zwitterionic four-coordinate system where the ligand 1 . H acts as monodentate [O] chelator with N-protonation. UV-Vis absorption and PL spectra of 2 and 3 are consistent with the ligand-centered, HOMO-LUMO electronic transitions with charge transfer from a phenoxide ring to a pyridine, which was further supported by time dependent DFT calculation for 2. Both compounds are found to possess the HOMO-LUMO energy gap of 3.1 eV appropriate for hole-blocking materials for phosphorescent OLEDs. The devices incorporating 2 and 3 as HBL materials displayed stable green phosphorescence of Ir(ppy)(3) (ppy = 2-phenylpyridine) with low turn-on voltage of 3.2 and 3.4 V, respectively, indicating that 2 and 3 function as HBL materials. Although both devices show the short lifetime (<1 h) probably owing to the low thermal stability, the device based on 2 displays better performances in terms of luminance, power and luminance efficiency, and external quantum efficiency in a wide range of current densities (0.1-100 mA/cm(2)) than the reference device incorporating BAlq as HBL materials. (C) 2009 Elsevier B.V. All rights reserved.
Publisher
ELSEVIER SCIENCE SA
Issue Date
2009-05
Language
English
Article Type
Article
Keywords

ORGANIC ELECTROLUMINESCENT DEVICES; AMORPHOUS MOLECULAR MATERIALS; PYRIDINE BERYLLIUM COMPLEX; DENSITY-FUNCTIONAL THEORY; LIGHT-EMITTING-DIODES; ELECTROPHOSPHORESCENT DEVICES; ENERGY-TRANSFER; BLUE; EMISSION; LUMINESCENCE

Citation

JOURNAL OF ORGANOMETALLIC CHEMISTRY, v.694, no.12, pp.1922 - 1928

ISSN
0022-328X
DOI
10.1016/j.jorganchem.2009.01.035
URI
http://hdl.handle.net/10203/10517
Appears in Collection
CH-Journal Papers(저널논문)
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