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9,9-Dioctyl-2,7-dibromofluorene


Product Code B331
Price $79.00 ex. VAT

9,9-Dioctyl-2,7-dibromofluorene can be used for the synthesis of polymer semiconductors, engaging either Suzuki coupling or Stille coupling reactions.

Alkyl-substituted polyfluorenes have emerged as a very attractive class of conjugated polymers, especially for display applications. This is due to their pure blue and efficient electroluminescence, coupled with a high charge-carrier mobility and good processability.

Their unique molecular structure, joined biphenyl at 9-position for a maximum pi-conjugation and planar structure, and also their excellent optical and electronic properties altogether have brought semiconducting polyfluorenes to the focus of scientific and industrial interest. Polyfluorenes are known as semiconducting materials used for light emitting diodes, organic photovoltaics and interface layer materials for organic electronics. By reacting with 9,9-Dioctylfluorene-2,7-diboronic acid bis(pinacol) ester in toluene, it yields PFO (F8).

Synthesis of PCPDTBT from benzothiadiazole boronic ester
Synthesis of PFO (F8) from 9,9-Dioctylfluorene-2,7-diboronic acid bis(pinacol) ester and 9,9-Dioctyl-2,7-dibromofluorene in toluene with Et4NOH as the base and Pd(OAc)2/(o-tolyl)3P as the catalyst engaging Suzuki coupling reaction

General Information

CAS number 198964-46-4
Chemical formula C29H40Br2
Molecular weight 548.44 g/mol
Synonyms
  • 2,7-Dibromo-9,9-dioctyl-9H-fluorene
  • 2,7-Dibromo-9,9-dioctylfluorene
  • 2,7-Dibromo-9,9-di-n-octylfluorene
Classification / Family Fluorene, Halogenated fluorene, Organic materials, Semiconductor Synthesis, Low band gap polymers, OFETs, Organic Photovoltaics, Polymer Solar Cells, Polymer light-emitting diodes

Product Details

Purity 98%
Melting point 59-63 °C
Appearance White crystals/solid

Chemical Structure

Chemical structure of 9,9-dioctyl-2,7-dibromofluorene
Chemical structure of 9,9-Dioctyl-2,7-dibromofluorene

Charaterisation

1H NMR dibromo-dioctylfluorene in CDCl3  
1H-NMR spectrum of 9,9-Dioctyl-2,7-dibromofluorene in CDCl3: Instrument AVIIIHD400 (view full version)

MSDS Documentation

9,9-Dioctyl-2,7-dibromofluorene MSDS9,9-Dioctyl-2,7-dibromofluorene MSDS sheet

Literature and Reviews

  1. Synthesis and Spectroscopy of Poly(9,9-dioctylfluorene-2,7-diyl-co-2,8-dihexyldibenzothiophene-S,S-dioxide-3,7-diyl)s: Solution-Processable, Deep-Blue Emitters with a High Triplet Energy, K. Kamtekar et al., Macromolecules, 43 (10), 4481–4488 (2010).
  2. Synthesis and electroluminescence properties of fluorene–anthracene based copolymers for blue and white emitting diodes, H. Song et al., J. Industr. and Eng. Chem., 17, 352–357 (2011).
  3. Enhanced Efficiency of Polyfluorene Derivatives: Organic–Inorganic Hybrid Polymer Light-Emitting Diodes, J. LEE et al., J. Poly. Sci.: Part A: Poly. Chem., 9, 2943 (2006).
  4. Dioctylfluorene-thiophene based conjugated copolymers for bulk heterojunction solar cells and enhanced power conversion efficiency via methanol treatment, H-Y. Chuang et al., Polym. Int.(2015); DOI 10.1002/pi.4979.


To the best of our knowledge the information provided here is accurate. However, Ossila assume no liability for the accuracy of this page. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. All products are for laboratory and research and development use only, and may not be used for any other purpose including health care, pharmaceuticals, cosmetics, food or commercial applications.

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