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Sigma-Aldrich

Dithieno[3,2-b:2′,3′-d]thiophene

97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C8H4S3
CAS Number:
3593-75-7
Molecular Weight:
196.31
MDL number:
MFCD00506977
UNSPSC Code:
12352103
PubChem Substance ID:
329762542
NACRES:
NA.23

Assay

97% (HPLC)

form

powder

mp

65-70 °C

SMILES string

c1cc2sc3ccsc3c2s1

InChI

1S/C8H4S3/c1-3-9-7-5(1)11-6-2-4-10-8(6)7/h1-4H

InChI key

VGWBXRXNERKBSJ-UHFFFAOYSA-N

General description

Dithieno[3,2-b:2′,3′-d]thiophene (DTT) is a conductive material that acts as a donor building block for synthesizing a variety of optoelectronic materials. It can be used as an active layer with high charge mobility and environmental stability for development of organic electronic devices.

Application

DTT can be used for a wide range of applications which include electro-luminescence, organic thin film transistors, photochromism, and organic photovoltaic (OPV) solar cells.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

247.1 °F - closed cup

Flash Point(C)

119.5 °C - closed cup

Certificates of Analysis (COA)

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Improved synthesis of dithieno [3, 2-b: 2?, 3?-d] thiophene (DTT) and derivatives for cross coupling.
Frey J, et al.
Chemical Communications (Cambridge, England), 10(20), 2424-2425 (2002)
Highly luminescent p-conjugated dithienometalloles: photophysical properties and their application in organic light-emitting diodes
Kondo, R.;Yasuda, T.; Adachi, C.; et al.
Journal of Materials Chemistry, 22, 16810-16816 (2012)
Reduced Band Gap Dithieno [3, 2-b: 2 `, 3 `-d] pyrroles: New n-Type Organic Materials via Unexpected Reactivity.
Pappenfus TM, et al.
Organic Letters, 10(8), 1553-1556 (2008)
Novel copolymers incorporating dithieno [3, 2-b: 2?, 3?-d] thiophene moieties for air-stable and high performance organic field-effect transistors.
Lu K, et al.
Journal of Materials Chemistry, 18(29), 3426-3432 (2008)
A new reaction of P4S10 and Lawesson's reagent; a new method for the synthesis of dithieno [3, 2-b; 2?, 3?-d] thiophenes.
Ertas E and Ozturk T
Tetrahedron Letters, 45(17), 3405-3407 (2004)
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Organic materials in optoelectronic devices like LEDs and solar cells are of significant academic and commercial interest.

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