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4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole

CAS Number 1295502-53-2

Chemistry Building Blocks, Dibromo Monomers, Fluorinated Building Blocks, Monomers


Product Code B161-1g
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High purity monomer for organic semiconductor synthesis

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5,6-Difluoro-4,7-dibromobenzo[c][1,2,5]thiadiazole (CAS number 1295502-53-2) is the building block/monomer for organic semiconductor synthesis in the application of light-emitting diodes and photovoltaic devices. Extra fluorine atoms on the benzothiadiazole ring makes the compounds more electron-withdrawing when the unit is embedded into low-band gap polymer semiconductors, to introduce better electron affinity and further lower the band gap of the semiconducting materials.

It is the intermediate for the synthesis of i.e. 4-7-bis(5-bromo-4-2-octyldodecylthiophen-2-yl)-5,6-difluorobenzo[c][1,2,5]-thiadiazole which is the monomer for polymer semiconductor PffBT4T-2OD (PCE11) with high device performance efficiency.

synthesis of pce11 monomer difluoro-dibromobenzothiadiazole,  bis-bromo-octyldodecylthiophenyl-difluorobenzothiadiazole
Synthesis of 4-7-bis(5-bromo-4-2-octyldodecylthiophen-2-yl)-5,6-difluorobenzo[c][1,2,5]-thiadiazole with 5,6-difluoro-2,3-diamine dihydrochloric acid via 5,6-difluoro-4,7-dibromobenzo[c][1,2,5]-thiadiazole
Capped with bromide

Capped with bromide

For facil coupling reactions

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Fluorinated building block

Benzothiadiazole building block

for semiconductors, OFETs, and solar cells

High purity 1295502-53-2

High purity

>98% High purity

General Information

CAS Number 1295502-53-2
Chemical Formula C6Br2F2N2S
Molecular Weight 329.95 g/mol
Synonyms 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole
5,6-Difluoro-4,7-dibromobenzo-2,1,3-thiadiazole
5,6-Difluoro-4,7-dibromobenzo[c][1,2,5]thiadiazole
DFBT
bb-F2BT
Classification / Family Benzothiodiazole, Fluorinated compounds, Organic materials, Semiconductor synthesis, Acceptors, Organic Photovoltaics, Polymer solar cells, Monomers, Building blocks

Chemical Structure

chemical structure dibromodifluorobenzothiadiazole, pce11 monomer, difluorodibromobenzothiadiazole, CAS 1295502-53-2
Chemical structure of 5,6-Difluoro-4,7-dibromobenzo[c][1,2,5]thiadiazole

Product Details

Purity >98%
Melting Point 153 °C - 156 °C
Colour White/Off-white crystalline solid

MSDS Documentation

DFBT MSDSDFBT MSDS sheet

Literature and Reviews

  1. Development of Fluorinated Benzothiadiazole as a Structural Unit for a Polymer Solar Cell of 7% Efficiency, H. Zhou et al., Angew. Chem. Int. Ed., 50, 2995-2998 (2011)
  2. Fluorinated Benzothiadiazole-Based Conjugated Polymers for High-Performance Polymer Solar Cells without Any Processing Additives or Post-treatments, N. Wang et al., J. Am. Chem. Soc., 135 (45), 17060-17068 (2013)
  3. Highly Efficient Inverted Organic Solar Cells Through Material and Interfacial Engineering of Indacenodithieno[3,2- b ]thiophene-Based Polymers and Devices, J.J. Intemann et al., Adv. Funct. Mater., 24, 1465-1473 (2014)
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