5-bromo-11-phenyl-11H-benzo[a]carbazole
>99%
light white powder
Handan City,Hebei Province, China
Hebei Huaqing Optoelectronics focuses on the research and production of OLED materials.
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*The following content is generated by AI and is for reference only.
5-Bromo-11-phenyl-11H-benzo[a]carbazole is a sophisticated organic compound widely utilized in advanced materials science, particularly within the realm of organic electronics and optoelectronics. With the molecular formula C23H14BrN and a CAS number of 100769-84-8, this molecule features a rigid, planar polycyclic aromatic structure that combines a carbazole core with a bromine substituent and a phenyl group. The presence of the bromine atom at the fifth position significantly enhances its utility as a versatile synthetic intermediate, facilitating further cross-coupling reactions such as Suzuki or Buchwald-Hartwig couplings to construct complex heterocyclic architectures.
The primary application of this compound lies in the fabrication of high-performance Organic Light-Emitting Diodes (OLEDs) and organic photovoltaic cells. Its unique electronic properties, including high triplet energy levels and excellent thermal stability, make it an ideal candidate for use as a host material or a hole-transporting layer in device architectures. The extended conjugation system allows for efficient charge transport and balanced carrier injection, which are critical for achieving high luminous efficiency and color purity in display technologies. Furthermore, the steric hindrance provided by the N-phenyl group helps prevent aggregation-induced quenching, thereby maintaining optimal emission characteristics even in solid-state films.
Beyond display applications, researchers also explore its potential in synthesizing novel fluorescent probes and sensors due to its strong fluorescence quantum yield and tunable emission wavelengths. The bromine moiety serves as a strategic handle for introducing additional functional groups, enabling the fine-tuning of energy gaps and solubility profiles to meet specific device requirements. As the demand for flexible, energy-efficient lighting and high-resolution displays continues to grow, compounds like 5-bromo-11-phenyl-11H-benzo[a]carbazole remain indispensable building blocks in the development of next-generation organic semiconductors. Their role in advancing the efficiency and longevity of electronic devices underscores their significance in modern chemical research and industrial manufacturing processes.