802123
6,6′-Dibromoisoindigo
Synonym(s):
6-Bromo-3-(6-bromo-1,2-dihydro-2-oxo-3H-indol-3-ylidene)-1,3-dihydro-2H-indol-2-one
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About This Item
Empirical Formula (Hill Notation):
C16H8Br2N2O2
CAS Number:
Molecular Weight:
420.05
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
SMILES string
O=C1NC2=C(C=CC(Br)=C2)/C1=C3C(NC4=C\3C=CC(Br)=C4)=O
InChI
1S/C16H8Br2N2O2/c17-7-1-3-9-11(5-7)19-15(21)13(9)14-10-4-2-8(18)6-12(10)20-16(14)22/h1-6H,(H,19,21)(H,20,22)/b14-13+
InChI key
TWTPKJYUWWAHQJ-BUHFOSPRSA-N
assay
98%
form
powder
mp
>300 °C
Quality Level
Related Categories
Application
Electron accepting building block for the preparation of electroactive materials for organic electronics.
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Ergang Wang et al.
Journal of the American Chemical Society, 133(36), 14244-14247 (2011-08-19)
A new, low-band-gap alternating copolymer consisting of terthiophene and isoindigo has been designed and synthesized. Solar cells based on this polymer and PC(71)BM show a power conversion efficiency of 6.3%, which is a record for polymer solar cells based on
Yi Ren et al.
ACS applied materials & interfaces, 6(16), 14533-14542 (2014-08-05)
We designed and synthesized a series of isoindigo-based derivatives to investigate how chemical structure modification at both the 6,6'- and 5,5'-positions of the core with electron-rich and electron-poor moieties affect photophysical and redox properties as well as their solid-state organization.
Ting Lei et al.
Journal of the American Chemical Society, 133(16), 6099-6101 (2011-04-07)
Two conjugated polymers, IIDDT and IIDT, based on an isoindigo core were developed for organic field-effect transisitors. Investigation of their field-effect performance indicated that IIDDT exhibited air-stable mobility up to 0.79 cm(2) V(-1) s(-1), which is quite high among polymer
Jianguo Mei et al.
Organic letters, 12(4), 660-663 (2010-01-27)
Isoindigo, as a new electron acceptor unit for organic electronic materials, was integrated into two low-energy gap oligothiophenes. Optical and electrochemical studies of the newly synthesized oligomers demonstrate broad absorption through the visible spectrum, along with appropriate energy levels, as
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