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760137

Sigma-Aldrich

Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione

97%

Synonym(s):

Thieno[2,3-f]benzothiophene-4,8-dione

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About This Item

Empirical Formula (Hill Notation):
C10H4O2S2
CAS Number:
32281-36-0
Molecular Weight:
220.27
MDL number:
MFCD01927240
UNSPSC Code:
12352103
PubChem Substance ID:
329766840
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

100

Assay

97%

form

solid

mp

260-265 °C

SMILES string

O=C1c2ccsc2C(=O)c3ccsc13

InChI

1S/C10H4O2S2/c11-7-5-1-3-13-9(5)8(12)6-2-4-14-10(6)7/h1-4H

InChI key

SIUXRPJYVQQBAF-UHFFFAOYSA-N

General description

Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione (BDTD) is a conductive polymer with a symmetric and planar conjugated structure which has a hole mobility of 0.25 cm2V-1s-1.[1][2]

Application

BDTD can be used as an acceptor layer in the fabrication of polymer based solar cells.[1][2][3][4]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000181585
MKCR7740
MKCR4684
MKCF7926
MKBT3446V

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Low bandgap polymers with benzo (1, 2-b: 4, 5-b?) dithiophene and bisthiophene-dioxopyrrolothiophene units for photovoltaic applications.
Zhang G, et al.
Polymer, 52(2), 415-421 (2011)
Optimization of side chains in alkylthiothiophene-substituted benzo (1, 2-b: 4, 5-b?) dithiophene-based photovoltaic polymers.
Zhang S, et al.
Polym. Chem., 6(14), 2752-2760 (2015)
Coffin; R. C.; MacNeill; C. M.; Peterson; E. D.; et al.
Journal of Nanotechnology, 572329-572329 (2011)
Yongye Liang et al.
Journal of the American Chemical Society, 131(22), 7792-7799 (2009-05-21)
This paper describes synthesis and photovoltaic studies of a series of new semiconducting polymers with alternating thieno[3,4-b]thiophene and benzodithiophene units. The physical properties of these polymers were finely tuned to optimize their photovoltaic effect. The substitution of alkoxy side chains
Synthesis and photovoltaic properties of low band gap polymers containing benzo (1, 2-b: 4, 5-c?) dithiophene-4, 8-dione.
Cao J, et al.
Macromolecules, 45(3), 1710-1714 (2012)
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