Blue organic light‐emitting diodes based on fluorene‐bridged quinazoline and quinoxaline derivatives

Abstract

Two blue emitters based on fluorene-bridged quinazoline and quinoxaline derivatives were prepared via the Suzuki reaction. Their photoluminescent properties were investigated. Furthermore, theoretical studies on these materials using the density functional theory calculation were conducted. To explore their electroluminescent properties, multilayered organic light-emitting diodes were fabricated with the following device structure: indium-tin-oxide (180 nm)/4,4'-bis(N-(1-naphthyl)-N-phenylamino)biphenyl (50 nm)/blue emitting materials (1 and 2) (30 nm)/bathophenanthroline (35 nm)/8-hydroxy-quinolinato lithium (2 nm)/Al (100 nm). Two devices showed efficient blue emission with the external quantum efficiencies of 1.58% and 1.30%, respectively, at 20 mA/cm , and Commission Internationale dÉclairage coordinates of (0.18, 0.24) and (0.19, 0.27) at 6.0 V. These results suggest that the self-aggregation properties of emitters would have considerable effects on their photoluminescent and electroluminescent properties.

Functionalized benzazines as luminescent materials and components for optoelectronics

“…124 5-Aryl-, 6-aryl-and 5,8-diarylquinoxalines can be easily obtained by Suzuki or Stille cross coupling reactions from the corresponding bromo or iodo derivatives. 111,125,126 Nafe and coworkers have synthesized chromophore 153 that exhibits blue luminescence in solution (unspecified solvent, λ em = 467 nm, Φ F = 0.6). 127 Achelle et al have synthesized chromophore 154.…”

Synthesis and photophysical properties of quinoxaline-based blue aggregation-induced emission molecules

“…24 Quinoxaline derivatives are heterocyclic aromatic hydrocarbon are widely used in medicine, optoelectronic materials, photocatalysis, and other scientific fields. [25][26][27][28][29][30] For example, Chen et al released a series of luminescent materials with a push-pull structure by aggregation-induced enhanced emission different substituent groups. 31 Most recent, our research group discovered new quinoxalinyl derivatives by introducing biphenyl as a substituent into the quinoxaline skeleton show AIE blue light properties, and doped OLED devices with CIEy = 0.06.…”

Synthesis of cinnamils and quinoxalines and their biological evaluation as anticancer agents

“…[33,34] Further, their flat and rigid conjugated systems have allowed their application in many fields, such as in the synthesis of luminescent materials, [35][36][37][38][39] dye-sensitized solar cells [40][41][42][43][44][45] and semiconductors. [46][47][48] In addition, the nitrogen atoms of pyrazine of quinoxaline are oxidized to quinoxaline 1,4-di-N-oxides, which act as antitumor agents (Figure 1c). [49] Interestingly, both cinnamils and quinoxalines were used as dyes for the detection of volatile amines in food packages.…”