Two carbazole dimers (1 and 10) were synthesized from 9-ethyl-9H-carbazole-3-carbaldehyde and 6-bromo-9-ethyl-9H-carbazole-3-carbaldehyde by McMurry C-C coupling reaction. Palladium(0)-catalyzed C-N coupling reactions of 10 and various diarylamines result in the formation of stable carbazole derivatives in good yields. These compounds are fluorescent in blue to yellow region with moderate to good quantum yields. Also, they are thermally stable and capable of hole-transporting due to the presence of the carbazole moieties. The electroluminescent devices fabricated using 1, 2, and 3 as hole-transporters/emitters with a bilayer structure ITO/Cpd/TPBI or Alq3/LiF/Al (Cpd=1, 2, and 3) exhibit good performance (e.g., ηext=1.0-2.1%; ηp=0.9-1.9 lm/W; ηc=2.4-4.8 cd/A at a current density of 100 mA/cm2).
- Carbazole dimmer
- McMurry C-C coupling reaction
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry