Novel D-A-D Fluorescent Dyes Based on 9-(<i>p</i>-Tolyl)-2,3,4,4a,9,9a-hexahydro-1<i>H</i>-carbazole as a Donor Unit for Solution-Processed Organic Light-Emitting-Diodes

Abstract

New fluorescent D-A-D dyes containing 9-(p-tolyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole as a donor unit and 2,1,3-benzochalcogenadiazoles as an electron-withdrawing group were synthesized. The photoluminescent and electroluminescent properties of novel dyes for fluorescent OLED application were investigated. It was demonstrated that the replacement of lightweight heteroatoms by heavier ones enables the fine tuning of the maximum emission without significantly reducing the luminescence quantum yield. The maximum quantum yield value of 62.6% for derivatives based on 2,1,3-benzoxadiazole (1a) in cyclohexane was achieved. Two devices with the architecture of glass/ITO/PEDOT-PSS/poly-TPD/EML/TPBi/LiF/Al (EML = emitting layer) were fabricated to check the suitability of the synthesized compounds as a single active emission layer in OLED. These OLEDs exhibited clear red electroluminescence of the dyes with the maximum current efficiency of 0.85 Cd/A.

Keywords

• 2,1,3-benzochalcogenadiazoles
• 2,3,4,4a,9,9a-hexahydro-1<i>H</i>-carbazole
• D-A-D dyes
• luminescence
• OLEDs