Modified Julolidine-Containing Emitters for Red Organic Light-Emitting Diodes

概要

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The compounds 2.1.1-(2-(4-pentylbicyclo[2.2.2]octan-1-yl)-6-(2-(1,1,7,7-tetramethyl-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)vinyl)-4H-pyran-4-ylidene)malononitrile (Red 1) and 2-(2-(2-(1,1-dimethyl-7,7-bis((trimethylsilylmethyl)-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)vinyl)-6-(4-pentylbicyclo[2.2.2]octan-1-yl)-4H-pyran-4-ylidene)malononitrile (Red 2) with modified julolidine moieties were developed and synthesized. To determine the electroluminescence properties of these materials, multilayered organic light-emitting diodes (OLEDs) were fabricated with a device structure of indium tin oxide (ITO)/N,N$'$-diphenyl-N,N$'$-(1-napthyl)-(1,1$'$-phenyl)-4,4$'$-diamine (50 nm)/tris(8-quinolinolato)-aluminum (Alq3):dopants Red 1 and Red 2 (30 nm, 1–5%)/Alq3 (50 nm)/8-hydroxyquinolatolithium (2 nm)/Al. All devices exhibited efficient red emission. In particular, a device using Red 2 as the dopant material showed a maximum luminance of 1455 cd/m2 at 12.0 V, and maximum luminous and power efficiencies of 1.71 cd/A and 1.32 lm/W, respectively. The Commission Internationale de l’Eclairage coordinates of this device were $(0.64,0.36)$ at 7.0 V, which indicated stable color chromaticity at various voltages.
2010-08-25