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Sigma-Aldrich

4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole

99% (HPLC)

Synonym(s):

Dibromo-FBT

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About This Item

Empirical Formula (Hill Notation):
C6HBr2FN2S
CAS Number:
1347736-74-6
Molecular Weight:
311.96
MDL number:
MFCD26939241
UNSPSC Code:
12352103
PubChem Substance ID:
329765777
NACRES:
NA.23

assay

99% (HPLC)

form

solid

mp

158-163 °C

SMILES string

BrC1=C(F)C=C(Br)C2=NSN=C21

InChI

1S/C6HBr2FN2S/c7-2-1-3(9)4(8)6-5(2)10-12-11-6/h1H

InChI key

KVZDYOVYIHJETJ-UHFFFAOYSA-N

Application

Monomer for synthesis of polymers for high power conversion efficiency (PCE) organic solar cells and high mobility OFETs.
Fluorination lowers the polymer HOMO level; resulting in high open-circuit voltages well exceeding 0.7 V.
High-Efficiency Polymer F-PCPDTBT:PC70BM Bulk Heterojuction Organic Solar Cells (OPVs):
  • JSC = 14.1 mA/cm2
  • VOC = 0.74 V
  • FF = 0.58
  • PCE = 6.2%

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Steve Albrecht et al.
Journal of the American Chemical Society, 134(36), 14932-14944 (2012-08-07)
A novel fluorinated copolymer (F-PCPDTBT) is introduced and shown to exhibit significantly higher power conversion efficiency in bulk heterojunction solar cells with PC(70)BM compared to the well-known low-band-gap polymer PCPDTBT. Fluorination lowers the polymer HOMO level, resulting in high open-circuit
Yong Zhang et al.
Chemical communications (Cambridge, England), 47(39), 11026-11028 (2011-09-13)
Small band-gap conjugated polymers based on monofluoro- and difluoro-substituted benzothiadiazole were developed. Highly efficient polymer solar cells (PCE as high as 5.40%) could be achieved for devices made from these polymers.

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