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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 £72 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)
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