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Thienothiophene, Thieno[3,2-b]thiophene

CAS Number 251-41-2

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

Thienothiophene, Thieno[3,2-b]thiophene CAS 251-41-2
Product Code B141-1g
Price $84 ex. VAT
$ USD

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Thienothiophene, for the synthesis of small molecules and polymers

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Specifications | MSDS | Literature and Reviews

Thieno[3,2-b]thiophene (CAS number 251-41-2), also known as thienothiophene (TT), is a heterocyclic compound. It belongs to the family of fused thiophenes and is widely used as an intermediate for the synthesis of small molecules and polymers in the application of organic field-effect transistors (OFETs) and organic photovoltaic devices (OPV).

Fused thiophenes are more electron-rich and more structurally rigid, with extended π-conjugation so they are good candidates for adjusting the band gap of the organic polymer semiconducting materials, i.e. Poly[2,5-bis(3-hexadecylthiophen-2-yl)thieno[3,2-b]thiophene] (also known as PBTTT).

pbttt synthesis with 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene and 5,5'-dibromo-4,4'-didodecyl-2,2'-bithiophene or 5,5'-dibromo-4,4'-dihexadecyl-2,2'-bithiophene or 5,5'-dibromo-4,4'-ditetradecyl-2,2'-bithiophene
PBTTT-C12 (R = dodecyl), PBTTT-C14 (R = tetradecyl), PBTTT-C16 (R = hexadecyl) synthesis with 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene and 5,5'-dibromo-4,4'-alkyl-2,2'-bithiophene via Stille Coupling polymerisation
Thienothiophene building block

Thienothiophene building block

for semiconductors, OFETs, and solar cells

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With extended π-conjugation

With extended π-conjugation

for adjusting the band gap of organic semiconductors

High purity

High purity

>95% Purity

General Information

CAS Number 251-41-2
Chemical Formula C6H4S2
Molecular Weight 140.23 g/mol
Synonyms

1,4-Dithiapentalene

Thienothiophene
Classification / Family Thiophene, Fused thiophene, Dithiapentalene, Heterocylic aromatics, Five-membered ring, Semiconductor synthesis intermediates, Low band gap polymers OFETs, Organic Photovoltaics, Polymer solar cells

Chemical Structure

chemical structure of thienothiophene, thieno-3-2-b-thiophene,cas number-251-41-2
Chemical Structure of Thieno[3,2-b]thiophene, 251-41-2

Product Details

Purity >95%
Melting Point 56 °C - 58 °C
Appearance White crystals

MSDS Documentation

Thieno[3,2-b]thiophene MSDSThieno[3,2-b]thiophene MSDS sheet

Literature and Reviews

  1. Thienothiophenes, Dithienothiophenes, and Thienoacenes: Syntheses, Oligomers, Polymers, and Properties, M. E. Cinar et al., Chem. Rev., (2015), DOI: 10.1021/cr500271a
  2. A stable solution-processed polymer semiconductor with record high-mobility for printed transistors, Li et al., Sci. Reports, 2, 754, (2012) DOI: 10.1038/srep00754.
  3. Liquid-crystalline semiconducting polymers with high charge-carrier mobility, I. McCulloch et al., Nat. Mater., 5, 328 (2006)
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