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2,7-Dibromocarbazole

2,7-dibromocarbazole chemical structure
Product Code B251
Price $59.00 ex. VAT
$ USD

2,7-Dibromo-9H-carbazole, high quality and high purity monomer

Popular candidate for the application of organic electronics

Applications

2,7-dibromocarbazole, also known as 2,7-dibromo-9H-carbazole, is a building block for the synthesis of small molecules of carbazole series or carbazole back-boned polymers in the application of OFETs, OLEDs, PLEDs and OPVs.

Carbazole derivatives, small molecules or poly(2,7-carbazole)s, have been one of the most popular candidates for the application of organic electronics due to their well-known good electron-donating abilities and chemical stability comparing with fluorene units. Also, the functional group on the 9-position makes them chemically available to be easily adjustable to different aromatic or alkyl chains to allow solubility for devices film morphology or even further tuning the energy levels of such compounds.

One of the most popular products made available from 2,7-dibromocarbazole is PCDTBT, a well-known polymer semiconductor used for polymer solar cells. A good example for adjusting the solubility of the carbazole compounds by using 2,7-dibromocarbazole as the starting materials is the synthesis of 2,7-dibromo-9-heptadecanylcarbazole.

synthesis of dibromo-9-heptadecanylcarbazole using dibromocarbazole as starting material
Synthesis of 2,7-dibromo-9-heptadecanylcarbazole using 2,7-dibromocarbazole as starting material

General Information

CAS number 136630-39-2
Chemical formula C12H7Br2N
Molecular weight 325.0 g/mol
Synonyms 2,7-Dibromo-9H-carbazole
Classification / Family Monomers, Building blocks, Carbazoles, Halogenated heterocycles, Chemical synthesis for low band gap polymers, Intermediates for semiconducting polymers 

Product Details

Purity >99%
Melting point 226-230°C
Appearance Off White powder

Chemical Structure

2,7-dibromocarbazole, 136630-39-2
Chemical structure of 2,7-dibromocarbazole, CAS 136630-39-2

Characterisation by 1H-NMR (example)

1H NMR of 2-7-dibromocarbazole in CDCl3, 136630-39-2
1H NMR spectrum of 2,7-Dibromo-9H-carbazole in CDCl3 (view full version)

MSDS Documentation

2,7-Dibromocarbazole MSDS2,7-Dibromocarbazole MSDS sheet

Literature and Reviews

  1. Solution-processed blue phosphorescent OLEDs with carbazole-based polymeric host materials, F. Dumur et al., Org. Electronics 25, 21–30 (2015)
  2. Synthesis, Characterization, and Use as Emissive Layer of White Organic Light Emitting Diodes of the Highly Isotactic Poly(N-pentenyl-carbazole), A. Botta et al., poly. Composites, 1110-1117 (2015)
  3. A low bandgap carbazole based small molecule for organic solar cells, M. Li, et al., Org. Electronics 24, 89-95 (2015)
  4. Thioalkyl-Substituted Benzothiadiazole Acceptors: Copolymerization with Carbazole Affords Polymers with Large Stokes Shifts and High Solar Cell Voltages, A. Casey et al., Macromolecules 47, 2279−2288 (2014)
  5. Pendant group effects on the optical and electrical properties of carbazole-diketopyrrolopyrrole copolymers, O. Kwon et al., J. Mater. Chem. A, 1, 7118-7124 (2013)
  6. Morphology control in polycarbazole based bulk heterojunction solar cells and its impact on device performance, T-Y. Chu et al., Appl. Phys. Lett. 98, 253301 (2011)
  7. Largely Enhanced Efficiency with a PFN/Al Bilayer Cathode in High Efficiency Bulk Heterojunction Photovoltaic Cells with a Low Bandgap Polycarbazole Donor, Z. He., et al., Adv. Mater., 23, 3086–3089 (2011)
  8. Poly(2,7-carbazole)s: Structure-Property Relationships, N. Blouin et al., Acc. Chem. Res., 41 (9), 1110–1119 (2008)

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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