759910
1,3-Dibromo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole- 4,6(5H)-dione
97%
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About This Item
Empirical Formula (Hill Notation):
C14H17Br2NO2S
CAS Number:
Molecular Weight:
423.16
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
Quality Level
Assay
97%
form
solid
mp
109-114 °C
SMILES string
CCCCC(CC)CN1C(=O)c2c(Br)sc(Br)c2C1=O
InChI
1S/C14H17Br2NO2S/c1-3-5-6-8(4-2)7-17-13(18)9-10(14(17)19)12(16)20-11(9)15/h8H,3-7H2,1-2H3
InChI key
AOZLCBYWDXFKCJ-UHFFFAOYSA-N
General description
1,3-Dibromo-5-(2-ethylhexyl)-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
- This monomer is used in the synthesis of low band gap polymers for numerous OPV devices including bulk heterojunction solar cells.
- 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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Yuan; Mao-Chuan; Chou; et al.
Polymer, 52, 2792-2798 (2011)
Jong-jin Ha et al.
Chemistry, an Asian journal, 9(4), 1045-1053 (2014-01-31)
Two small molecules named BT-TPD and TBDT-TTPD with a thieno[3,4-c]pyrrole-4,6-dione (TPD) unit were designed and synthesized for solution-processed bulk-heterojunction solar cells. Their thermal, electrochemical, optical, charge-transport, and photovoltaic characteristics were investigated. These compounds exhibit strong absorption at 460-560 nm and low
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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