699119-23-8

Basic information

• Product Name: 9-(4-bromo-3-methyl-phenyl)-9H-carbazole
• Synonyms: 9-(4-bromo-3-methyl-phenyl)-9H-carbazole
• CAS NO: 699119-23-8
• Molecular Weight: 336.231
• Mol File: 699119-23-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 9-(4-bromo-3-methyl-phenyl)-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(4-bromo-3-methyl-phenyl)-9H-carbazole(699119-23-8)
• EPA Substance Registry System: 9-(4-bromo-3-methyl-phenyl)-9H-carbazole(699119-23-8)

Safety Data

• Hazardous Substances Data: 699119-23-8(Hazardous Substances Data)

Upstream product

• 615-59-8 1,4-dibromo-2-methylbenzene 
• 86-74-8 9H-carbazole 
• 2052-07-5 2-Bromobiphenyl 
• 1097885-39-6 4-azido-1-bromo-2-methylbenzene 
• 4688-76-0 2-Biphenylboronic acid 
• 202865-85-8 1-bromo-4-iodo-2-methylbenzene 

Downstream Products

• 1246290-86-7 9,9'-(2-((4-phenyl-1,2,3-triazol-1-yl)methyl)biphenyl-4,4'-diyl)biscarbazole 
• 699119-26-1 [4-(9H-carbazol-9-yl)-2-methylphenyl]boronic acid 

Relevant articles and documents

High Efficiency Deep-Blue Phosphorescent Organic Light-Emitting Diodes with CIE x, y (≤ 0.15) and Low Efficiency Roll-Off by Employing a High Triplet Energy Bipolar Host Material

Recently, bipolar host materials are the most promising candidates for achieving high performance phosphorescent organic light-emitting diodes (PHOLEDs) in order to maximize recombination efficiency. However, the development of host material with high triplet energy (E T) is still a great challenge to date to overcome the limitations associated with the present PHOLEDs. Herein, a highly efficient donor-π-acceptor (D-π-A) type bipolar host (4′-(9H-carbazol-9-yl)-2,2′-dimethyl-[1,1′-biphenyl]-4-yl)diphenylphosphine oxide (m-CBPPO) comprising of carbazole, 2,2′-dimethylbiphenyl and diphenylphosphoryl as D-π-A unit, respectively, is developed. Interestingly, a high E T of 3.02 eV is observed for m-CBPPO due to highly twisted conformation. Furthermore, the new host material is incorporated in PHOLEDs as emissive layer with a new carbene type Ir(cb)3 material as a deep-blue emitter. The optimized devices show an excellent external quantum efficiency (EQE) of 24.8% with a notable Commission internationale de l'éclairage (x, y) ≤ 0.15, (0.136, 0.138) and high electroluminescence performance with extremely low efficiency roll-off. Overall, the above EQE is the highest reported for deep-blue PHOLEDs with very low efficiency roll-off and also indicate the importance of appropriate host for the development of high performance deep-blue PHOLEDs.

Rh(III)-Catalyzed C-H Activation of Boronic Acid with Aryl Azide

A Rh(III)-catalyzed C-H activation of boronic acid with aryl azide to obtain unsymmetric carbazoles, 1H-indoles, or indolines has been developed. The reaction constructs dual distinct C-N bonds via sp2/sp3 C-H activation and rhodium nitrene insertion. Synthetically, this approach represents an access to widely used carbazole derivatives. The practical application to CBP and unsymmetric TCTA derivatives has also been performed. Mechanistic experiments and DFT calculations demonstrate that a five-membered rhodacycle species is the key intermediate.

A bipolar host containing 1,2,3-triazole for realizing highly efficient phosphorescent organic light-emitting diodes

We have developed a novel host material, 9,9′-(2-((4-phenyl-1,2,3- triazol-1-yl)methyl)biphenyl-4,4′-diyl)biscarbazole (CBP-TA), for realizing highly efficient blue phosphorescent OLEDs. The maximum external quantum efficiency of the OLED device developed using CBP-TA doped with a blue phosphorescent material was 30% greater than that of a CBP-based device. This enhanced external quantum efficiency resulted from the bipolar properties of the new host, owing to which well-balanced hole and electron transport through the emitting layer was achieved. The excellent bipolar carrier transport properties of the new host were experimentally verified using various OLED device data.