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
Assay
98%
Quality Level
form
powder
mp
>300 °C
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
Related Categories
Application
Electron accepting building block for the preparation of electroactive materials for organic electronics.
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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
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
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
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.
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