766585
1,3-Dibromo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione
≥99.5% (HPLC)
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Empirical Formula (Hill Notation):
C14H17Br2NO2S
CAS Number:
Molecular Weight:
423.16
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
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Assay
≥99.5% (HPLC)
form
solid
mp
105-109 °C
SMILES string
CCCCCCCCN1C(=O)c2c(Br)sc(Br)c2C1=O
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
InChI key
GSGMEQUXTCYOAU-UHFFFAOYSA-N
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
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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