4-BroMo-9H-carbazole CAS 3652-89-9

A synthesis method of 4‑bromocarazole belongs to the field of organic synthesis. In this method, o-chloronitrobenzene is used as the starting material, and 2,2 '‑ dinitrobiphenyl is synthesized by high temperature coupling reaction under the catalysis of copper powder. After that, 4 ‑ nitrocarbazole is obtained by cyclization of triethyl phosphite, and diazonium salt is obtained by reduction and diazotization of 4 ‑ nitrocarbazole under acidic conditions, and then reacts with cuprous bromide to synthesize 4 ‑ bromocarazole. The method has the advantages of easy raw materials, low production cost, yield of more than 70%, and easy industrial production, which provides a basis for the industrialization of 4-bromocarazole and its subsequent derivatives.

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At present, organic electroluminescent devices have been developed towards practicality and commercialization, but the brightness, efficiency and life of devices still need to be further improved. In view of the current situation that most of the existing charge transfer compounds have low mobility and poor stability, it has become a new research direction to develop organic macromolecules with strong electron attracting groups and continuous π conjugated systems, and to assemble molecules with multiple functional groups into the same molecule and use hole charges to transport. Carbazole and its derivatives belong to electron rich systems, which not only have large π conjugated systems, but also have strong intramolecular electron transfer properties. In terms of structure, carbazole electrophilic n atom attracts electrons of π conjugated system through induction effect. Due to the p - π conjugation effect, the lone pair electrons of n atom also supply π conjugated system, making π conjugated system rich in electrons. Therefore, carbazole compounds have strong hole transport capacity. The electronic effects of carbazole ring are completely different due to the different positions of substituents, and the hole transport capacity is also greatly different. In recent years, polymers containing carbazole fragments have received more and more attention in the field of optoelectronic devices.

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