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

CAS Number 15155-41-6

Chemistry Building Blocks, Dibromo Monomers, Heterocyclic Building Blocks, Monomers


Product Code B101-5g
Price $90 ex. VAT

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High purity monomer for organic semiconductor synthesis

Used for applications in LEDs and photovoltaic devices


4,7-Dibromo-2,1,3-benzothiadiazole, CAS number 15155-41-6, 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

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

Chemical Structure

chemical structure of dibromobenzothiadiazole cas number 15155-41-6
Chemical structure of 4,7-Dibromo-2,1,3-benzothiadiazole

Product Details

Purity >95%
Melting Point 187 °C - 190 °C
Appearance Light yellow crystals

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)

MSDS Documentation

4,7-Dibromo-2,1,3-benzothiadiazole MSDS4,7-Dibromo-2,1,3-benzothiadiazole MSDS sheet

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 information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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