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
UNSPSC Code:
12352103
PubChem Substance ID:
MDL number:
Assay:
97%
Form:
solid
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
SMILES string
CCCCC(CC)CN1C(=O)c2c(Br)sc(Br)c2C1=O
InChI key
AOZLCBYWDXFKCJ-UHFFFAOYSA-N
assay
97%
form
solid
mp
109-114 °C
Quality Level
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.
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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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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