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Sigma-Aldrich

Thieno[3,2-b]thiophene

95%

Synonym(s):

1,4-Dithiapentalene, 1,4-Thiophthene

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About This Item

Empirical Formula (Hill Notation):
C6H4S2
CAS Number:
251-41-2
Molecular Weight:
140.23
MDL number:
MFCD00179479
UNSPSC Code:
12352103
PubChem Substance ID:
329762392
NACRES:
NA.23

Quality Level

100

Assay

95%

form

solid

mp

53-58 °C

SMILES string

c1cc2sccc2s1

InChI

1S/C6H4S2/c1-3-7-6-2-4-8-5(1)6/h1-4H

InChI key

VJYJJHQEVLEOFL-UHFFFAOYSA-N

General description

Thieno(3,2-b)thiophene (TT) is an electron rich conjugated polymer that has a quinoidal structure with a narrow band gap. It facilitates a strong intermolecular networking.

Application

TT may be used as conjugated side chains in the synthesis of donor-acceptor copolymers. It finds potential applications in the enhancement of power conversion efficiency (PCE) for organic solar cells.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

210.0 °F

Flash Point(C)

98.9 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN1178
MKCL1173
MKCJ9683
MKCG0016
MKCB0141V

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Andrei Chernyshev et al.
Polymers, 13(3) (2021-01-28)
Four new bis(tpy) unimers with different linkers between the thieno[3,2-b]thiophene-2,5-diyl central unit and terpyridine-4'-yl (tpy) end-groups: no linker (Tt), ethynediyl (TtE), 1,4-phenylene (TtPh) and 2,2'-bithophene-5,5'-diyl (TtB) are prepared, characterized, and assembled with Fe2+ ions to metallo-supramolecular polymers (Fe-MSPs). The Fe-MSP
Synthesis and photovoltaic properties of 2D-conjugated polymers with alkylsilyl-substituted thieno (3, 2-b) thiophene conjugated side chains
Yan T, et al.
Organic Electronics, 57(41), 255-262 (2018)
Hocheon Yoo et al.
Nature communications, 10(1), 2424-2424 (2019-06-05)
Multilevel metal interconnects are crucial for the development of large-scale organic integrated circuits. In particular, three-dimensional integrated circuits require a large number of vertical interconnects between layers. Here, we present a novel multilevel metal interconnect scheme that involves solvent-free patterning

Articles

Development of Organic Semiconductors from Highly Ordered Oligo and Polythiophenes

The soaring global demand for energy, coupled with the limited supply of fossil fuels, has increased the need for renewable, low-cost energy sources. Organic electronics have shown great promise for applications in lighting, power, and circuitry, with rapidly improving performance already surpassing that of amorphous silicon-based counterparts.

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