474918-32-6 Usage
Uses
2-Bromo-9,9-dimethylfluorene is a fluorene derivative which shows π-electron conjugation. It has a high fluorescent and high electron delocalization. It can be used as a non-linear optical (NLO) material. 2-bromo-9, 9-diphenylfluorene can be synthesized by using 2-bromofluorene and iodomethane as the major reactants. It can be majorly used in organic electronic based applications.
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.
InChI:InChI=1/C25H17Br/c26-20-15-16-22-21-13-7-8-14-23(21)25(24(22)17-20,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H
