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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:
Molecular Weight:
140.23
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A fused thieno (3, 2-b) thiophene-dithiophene based donor molecule for organic photovoltaics: a structural comparative study with indacenodithiophene
Abe Y, et al.
Journal of Material Chemistry C, 4(41), 9656-9663 (2016)
A solution-processed high performance organic solar cell using a small molecule with the thieno (3, 2-b) thiophene central unit
Zhang, Q, et al.
Chemical Communications (Cambridge, England), 51(83), 15268-15271 (2015)
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)
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
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

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