Synthesis and characterization of phenanthroimidazole derivatives for applications in organic electroluminescent devices

Pyrenoimidazole‐Based Deep‐Blue‐Emitting Materials: Optical, Electrochemical, and Electroluminescent Characteristics

“…[27][28][29][30] With this result in mind, we have focused our attention on the less-explored pyrenoimidazole derivatives. In contrast, phenanthroimidazole [33] and fluorenoimidazole [34] derivatives have displayed low oxidation potentials and longer-wavelength photophysical characteristics compared to their corresponding benzimidazole analogues, owing to elongation of the conjugation in the former compounds. Benzimidazole and phenanthroline À imidazole moieties has also been shown to be good electron-transporting materials [32a, 35] for OLEDs, owing to their strong electron affinity.…”

“…Benzimidazole and phenanthroline À imidazole moieties has also been shown to be good electron-transporting materials [32a, 35] for OLEDs, owing to their strong electron affinity. In contrast, phenanthroimidazole [33] and fluorenoimidazole [34] derivatives have displayed low oxidation potentials and longer-wavelength photophysical characteristics compared to their corresponding benzimidazole analogues, owing to elongation of the conjugation in the former compounds. On this basis, we expected that the pyrenoimidazole moiety (V), with their outer p-electron cloud, would definitely enhance the electron density on the imidazole segment and the resulting materials might display unique electronic properties.…”

“…[21] Pyrene derivatives those have been exploited in efficient blue OLEDs include polypyrenes, [21d, 22] dipyrenylbenzene, [23] alkynylpyrene, [21c, 24] pyrene-functionalized calix [4]arenes, [25] and aryl-functionalized pyrenes, [13a, 21a, 26] as well as pyrene À carbazole, [24b, 27] pyrene À fluorene, [28] pyrene À triphenylamine, [29] and pyrene À anthracene [30] hybrids. Fused imidazoles (Scheme 1), such as benzimidazole (I), [31] phenanthroline À imidazole (II), [32] phenanthroimidazole (III), [33] and fluorenoimidazole (IV), [34] have been used in the construction of blue-light-emitting materials. [27][28][29][30] With this result in mind, we have focused our attention on the less-explored pyrenoimidazole derivatives.…”

“…[27][28][29][30] With this result in mind, we have focused our attention on the less-explored pyrenoimidazole derivatives. Fused imidazoles (Scheme 1), such as benzimidazole (I), [31] phenanthroline À imidazole (II), [32] phenanthroimidazole (III), [33] and fluorenoimidazole (IV), [34] have been used in the construction of blue-light-emitting materials. Benzimidazole and phenanthroline À imidazole moieties has also been shown to be good electron-transporting materials [32a, 35] for OLEDs, owing to their strong electron affinity.…”

19‐4: Boosting OLED Performance with Ab‐initio Modeling of Roll‐off and Quenching Processes

“…To allow direct comparison to experimental data from UPS measurements, theoretically predicted IP values (computed as the mean of a distribution) were corrected by the energetic disorder, and a global (material independent) linear correction to theoretically predicted values was applied. The comparison between computed and experimental transport levels (from [16]- [18]), displayed in Fig. 4, shows remarkable agreement.…”