766585
1,3-Dibromo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione
≥99.5% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C14H17Br2NO2S
CAS Number:
Molecular Weight:
423.16
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
≥99.5% (HPLC)
Form:
solid
InChI
1S/C14H17Br2NO2S/c1-2-3-4-5-6-7-8-17-13(18)9-10(14(17)19)12(16)20-11(9)15/h2-8H2,1H3
SMILES string
CCCCCCCCN1C(=O)c2c(Br)sc(Br)c2C1=O
InChI key
GSGMEQUXTCYOAU-UHFFFAOYSA-N
assay
≥99.5% (HPLC)
form
solid
mp
105-109 °C
General description
1,3-Dibromo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione is a thienopyrrolodione (TPD) based electron acceptor material (n-type semiconductor) which is used widely for organic photovoltaic (OPV) applications. They have very powerful electron withdrawing capability. TPD based conjugated polymers have exhibited a Power Conversion Efficiency (PCE) of as high as 7.3% in bulk heterojunction polymer solar cells.
Application
Used as an electron acceptor material (n-type semiconductor) in Polymer Solar Cells.
Features and Benefits
High electron withdrawing capability, deeper HUMO levels leading to high Voc.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Bridget Carsten et al.
Journal of the American Chemical Society, 133(50), 20468-20475 (2011-11-15)
A new low band gap copolymer PBB3 containing [6,6']bi[thieno[3,4-b]thiophenyl]-2,2'-dicarboxylic acid bis-(2-butyloctyl) ester (BTT) and 4,8-bis(2-butyloctyl)benzo[1,2-b:4,5-b']dithiophene (BDT) units was synthesized and tested for solar cell efficiency. PBB3 showed a broad absorbance in the near-IR region with a substantially red-shifted (by more
Conjugated polymers based on 1, 3-dithien-2-yl-thieno [3, 4-c] pyrrole-4, 6-dione: synthesis, characterization, and solvent effects on photovoltaic performance
Zhou, Erjun, et al.
The Journal of Physical Chemistry C, 116(3), 2608-2614 (2012)
Alternating Copolymers Consisting of Dialkoxylated Naphthalene along with Either Dithiophenylated 1, 4-Dioxopyrrolo-[3, 4c]-pyrrole or 5H-thieno [3, 4-c] pyrrole-4, 6-dione: Synthesis and Photo-Electrochemical Properties
Lim, Young Lae, et al.
Bull. Korean Chem. Soc., 34(1), 313-316 (2013)
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