2-Bromo-9,9-diphenyl-9H-fluorene

Description

2-bromo-9, 9-diphenylfluorene appears as an off-white solid. It belongs to the fluorene group compound. It is a kind of OLED (organic light-emitting diodes) intermediate. It can be used for the production of 9, 9-diphenylfluorene-capped oligothiophenes which can be used as active materials such as filed-effect transistors and light-emitting diodes.

Chemical properties

off-white powder

Synthesis

10 g (30 mmol) of 2-bromo-9-phenyl-9H-fluoren-9-ol was dissolved in 60 ml of benzene, and 2.4 ml (45 mmol) of concentrated sulfuric acid diluted with a small amount of benzene was added to the solution. The mixture was stirred for 5 hours at 80?? C, and after evaporating the benzene, 1 N sodium hydroxide solution was added to the remaining solution to a pH of around 7. The mixture was extracted 3 times with ethyl acetate (40 ml). The collected organic layer was dried with magnesium sulfate, and the residue obtained by evaporating the solvent was separated and purified by silica gel column chromatography. 6 g of Intermediate N (yield: 50%).

References

(2015). Synthesis method of 2-bromo-9, 9-diphenylfluorene, Google Patents.
Wong, Ken-Tsung, et al. "Synthesis and properties of novel thiophene-based conjugated homologues: 9, 9-diphenylfluorene-capped oligothiophenes."Organic letters 4.25 (2002): 4439-4442.