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802123

Sigma-Aldrich

6,6′-Dibromoisoindigo

Sinónimos:

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

Fórmula empírica (notación de Hill):
C16H8Br2N2O2
Número de CAS:
1147124-21-7
Peso molecular:
420.05
UNSPSC Code:
12352103
PubChem Substance ID:
329768730
NACRES:
NA.23

assay

98%

Quality Level

100

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

Application

Electron accepting building block for the preparation of electroactive materials for organic electronics.

pictograms

Environment
GHS09

hcodes

H411

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk_germany

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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