2-broMoindolo[3,2,1-jk]carbazole Chemical Properties

Melting point:

208-210℃

Boiling point:

439.9±27.0 °C(Predicted)

Density 

1.57±0.1 g/cm3(Predicted)

form 

powder to crystal

color 

White to Light yellow to Light orange

InChI

InChI=1S/C18H10BrN/c19-11-9-14-12-5-1-3-7-16(12)20-17-8-4-2-6-13(17)15(10-11)18(14)20/h1-10H

InChIKey

HJZQSJLJBZFEDS-UHFFFAOYSA-N

SMILES

N12C3=C(C4C1=C(C=C(Br)C=4)C1=C2C=CC=C1)C=CC=C3

Safety Information

HS Code 

2933.99.8290

2-broMoindolo[3,2,1-jk]carbazole Usage And Synthesis

Description

2-bromoindolo[3,2,1-jk]carbazole is also called ICz-Br. It can be used as a raw material to synthesize TADF emitters 2-(3-(4,6-diphenyl-1,3,5-triazin-2-yl) -2-(9-phenyl-9H,9H-[3,3-bicarbazol]-9-yl)phenyl)indolo[3,2,1-jk]carbazole (TrzCbzICz-1). As an OLED intermediate, it is commonly used to prepare highly efficient thermally activated delayed fluorescence emitters.

Uses

2-Bromoindolo[3,2,1-jk]carbazole has a fully planarised arylamine structural unit which can be weakly electron accepting or electron donating. It can be used as a host material for newly developed materials to prepare highly efficient organic light-emitting diodes.

Synthesis

Dissolve indole [3,2,1-jk] carbazole (2.40 g, 10 mmol) and chloroform (20 mL) in a 100 mL single-necked flask and place in ice water. Then, N-bromosuccinimide (NBS, 1.96 g, 11 mmol) was added in portions and reacted at room temperature overnight. Anti-Upon completion, the reaction solution was extracted three times with dichloromethane (DCM) and washed three times with water, dried over anhydrous sodium sulfate, and filtered and spun dry. Use 200-300 mesh silica gel for column chromatography, and select eluent petroleum ether / DCM. The product ratio is 5: 1 to obtain 3.04 g of white solid 2-broMoindolo[3,2,1-jk]carbazole with a yield of 95%.