474918-32-6 Usage
Description
2-Bromo-9,9-diphenylfluorene is a fluorene derivative that exhibits π-electron conjugation, characterized by its high fluorescence and electron delocalization. It is an off-white solid and belongs to the fluorene group of compounds. 2-Bromo-9,9-diphenylfluorene is also an OLED (organic light-emitting diodes) intermediate, playing a crucial role in the production of advanced organic electronic materials.
Uses
Used in Organic Electronics Industry:
2-Bromo-9,9-diphenylfluorene is used as a key intermediate for the synthesis of 9,9-diphenylfluorene-capped oligothiophenes, which serve as active materials in field-effect transistors and light-emitting diodes. Its high fluorescent properties and electron delocalization make it a valuable component in the development of efficient and high-performance organic electronic devices.
Used as a Non-Linear Optical (NLO) Material:
Due to its π-electron conjugation and high electron delocalization, 2-bromo-9,9-diphenylfluorene can be utilized as a non-linear optical material. This application is particularly relevant in the field of photonics, where materials with non-linear optical properties are essential for the development of advanced optical devices and systems.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 474918-32-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,7,4,9,1 and 8 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 474918-32:
(8*4)+(7*7)+(6*4)+(5*9)+(4*1)+(3*8)+(2*3)+(1*2)=186
186 % 10 = 6
So 474918-32-6 is a valid CAS Registry Number.
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
474918-32-6Relevant articles and documents
Preparation method 2 -amino -9-9 - diphenyl fluorene
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, (2021/11/03)
The invention discloses a preparation method of 2 - amino -9 and 9 - diphenyl fluorene, which comprises the following steps: taking 9 - fluorenone as a raw material, and carrying out bromination reaction to obtain 2 - bromo -9 - fluorenone. 2 - Bromo -9 - fluorenone and bromobenzene formative reagent are reacted to obtain 2 - bromo -9 - phenyl -9 - hydroxyl - fluorene. 2 - Bromo -9 - phenyl -9 - hydroxy - fluorene was subjected to an alkylation reaction with benzene to give 2 - bromo -9, 9 - diphenylfluorene. 2 - Bromo -9, 9 - diphenylfluorene and cuprous oxide, palladium acetate (II) and N - methylpyrrolidinone were reacted in liquid ammonia to give 2 - amino -9, 9 - diphenylfluorene. The preparation method is used for preparing 2 - amino -9 and 9 - diphenylfluorene, the used preparation is easy to obtain, the technological process is simple, the product yield is high, the production cost is reduced, 2 - amino -9 and 9 - diphenyl fluorene are produced.
A 2 - bromo - 9, 9 - diphenyl wu synthetic method
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Paragraph 0031; 0032; 0033; 0034; 0035; 0036; 0037, (2017/07/18)
The invention discloses a synthetic method of 2-bromo-9,9-diphenyl fluorene. The synthetic method comprises the following steps: (1) mixing trifluoroacetic acid, aluminium chloride anhydrous and benzene in a molar ratio to obtain A liquid; (2) mixing 2-bromo-9-phenyl-fluoren-9-ol and benzene in a molar ratio to obtain B liquid; (3) under gas shield, mixing the A liquid and the B liquid in proportion while stirring, and controlling the system temperature to be not over 50 DEG C at the same time; (4) raising the temperature to be 65-75 DEG C, reacting for 1-1.5 h, supplementing trifluoroacetic acid, and continuously reacting for 2-4 h; and (5) separating and purifying to obtain the 2-bromo-9,9-diphenyl fluorene. The synthetic method is simple in operation and mild in reaction condition, has higher yield and lower cost, and has wide industrial popularization prospect.
DERIVATIVES OF 2-DIARYLAMINOFLUORENE AND ORGANIC ELECTRONIC COMPOUNDS CONTAINING THEM
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Page/Page column, (2015/07/27)
The present invention relates to certain fluorenes, to the use of the compounds in an electronic device, and to an electronic device comprising at least one of these compounds. The present invention furthermore relates to a process for the preparation of the compounds and to a formulation and composition comprising one or more of the compounds.