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760137

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
NACRES:
NA.23
PubChem Substance ID:
329766840
UNSPSC Code:
12352103
MDL number:
MFCD01927240
Assay:
97%
Form:
solid

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InChI

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

SMILES string

O=C1c2ccsc2C(=O)c3ccsc13

InChI key

SIUXRPJYVQQBAF-UHFFFAOYSA-N

assay

97%

form

solid

mp

260-265 °C

Quality Level

100

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This Item
767638710172776289
Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione 97%

Sigma-Aldrich

760137

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

Dinaphtho[2,3-b:2′,3′-f]thieno[3,2-b]thiophene sublimed grade, 99%

Sigma-Aldrich

767638

Dinaphtho[2,3-b:2′,3′-f]thieno[3,2-b]thiophene

Dithieno[3,2-b:2′,3′-d]thiophene 97% (HPLC)

Sigma-Aldrich

710172

Dithieno[3,2-b:2′,3′-d]thiophene

N,N′-Bis(3-pentyl)perylene-3,4,9,10-bis(dicarboximide) 98% (HPLC)

Sigma-Aldrich

776289

N,N′-Bis(3-pentyl)perylene-3,4,9,10-bis(dicarboximide)

assay

97%

assay

99%

assay

97% (HPLC)

assay

98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

powder or crystals

form

powder

form

powder

mp

260-265 °C

mp

425-430 °C

mp

65-70 °C

mp

>450 °C

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

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
0000181585
MKCR7740
MKCR4684
MKCF7926

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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)
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
Coffin; R. C.; MacNeill; C. M.; Peterson; E. D.; et al.
Journal of Nanotechnology, 572329-572329 (2011)
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)
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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