4,7-Dibromo-2,1,3-benzothiadiazole


Order Code: B101
Not in stock

General Information

CAS number 15155-41-6
Chemical formula C6H2Br2N2S
Molecular weight 293.97 g/mol
Synonyms
  • Dibromo Benzothiodiazole
  • Dibromo-BT
Classification / Family Benzothiodiazole, PCPDTBT, Semiconductor synthesis, Low band gap polymers, Acceptors, Organic Photovoltaics, Polymer solar cells

Product Details

Purity >95%
Melting point 187-190°C
Appearance Light yellow crystals
chemical structure of dibromobenzothiadiazole cas number 15155-41-6
Chemical structure of 4,7-Dibromo-2,1,3-benzothiadiazole. CAS number: 15155-41-6. Chemical formula: C6H2Br2N2S.

 

Applications

4,7-Dibromo-2,1,3-benzothiadiazole is the building block or monomer for organic semiconductors synthesis in the application of light-emitting diodes and photovoltaic devices. Intermediate for the synthesis of i.e. PCDTBT and PCPDTBT.

4,7-Dibromo-2,1,3-benzothiadiazole can be synthesised by using 2,1,3-benzothiadiazole as starting materials to react with bromine in hydrobromic acid. Further bromination of 4,7-Dibromo-2,1,3-benzothiadiazole affords 4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole, a red monomer leading to our pilot polymer PCDTBT which can be used for OPV devices. 4,7-Dibromo-2,1,3-benzothiadiazole is also used for the synthesis of PCPDTBT, a good candidate for the polymer solar cell devices.

dibromo thienyl benzothiadiazole synthesis with benzothiadiazole via dibromo benzothiadiazole
Synthesis of 4,7-bis(5-bromothiophen-2-yl)benzo[c][1,2,5]thiadiazole from 2,1,3-benzothiadiazole via 4,7-Dibromo-2,1,3-benzothiadiazole.

 

Characterisation

1H NMR of Dibromo-benzothiadiazole in CDCl3
1H NMR spectrum of 4,7-Dibromo-2,1,3-benzothiadiazole in CDCl3: Instrument AVIIIHD400 (see full version).

 

Literature and Reviews

  1. Introduction of Perylene Units for Enhanced Interchain Interaction in Conjugated Polymers for Organic Photovoltaic Devices, K. Ji-Hoon et al., Macromolecules, 45(5), 2367-2376 (2012)
  2. Fluorinated Copolymer PCPDTBT with Enhanced Open-Circuit Voltage and Reduced Recombination for Highly Efficient Polymer Solar Cells, S. Albrecht et al., J. Am. Chem. Soc., 134, 14932-14944 (2012)

 


To the best of our knowledge the technical information provided here is accurate. However, Ossila assume no liability for the accuracy of this information. The values provided here are typical at the time of manufacture and may vary over time and from batch to batch.