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

Order Code: B161

Price

(excluding Taxes)

£199.00


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

 

Product Details

Purity

>98%

Melting point

153-156°C

Colour White/Off white crystalline solid

 

Chemical Structure

chemical structure dibromodifluorobenzothiadiazole, pce11 monomer, difluorodibromobenzothiadiazole, cas number1295502-53-2
Chemical structure of 5,6-Difluoro-4,7-dibromobenzo[c][1,2,5]thiadiazole
CAS number 1295502-53-2; Chemical formula C6Br2F2N2S

 

Applications

5,6-Difluoro-4,7-dibromobenzo[c][1,2,5]thiadiazole is the building block or 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

 

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)