Thieno[3,2-b]thiophene

Order Code: B141

Price

(excluding Taxes)

£69.00


General Information

CAS number 251-41-2
Chemical formula C6H4S2
Molecular weight 140.23 g/mol
Synonyms

1,4-Dithiapentalene

Thienothiophene

TT

Classification / Family

Thiophene, Fused thiophene, Dithiapentalene, Heterocylic aromatics, Five-membered Ring

Semiconductor Synthesis Intermediates, Low band gap polymers

OFETs, Organic Photovoltaics, Polymer Solar Cells

 

Product Details

Purity

>95%

Melting point

56-58°C

Color

White crystals

 

Chemical Structure

chemical structure of thienothiophene, thieno-3-2-b-thiophene,cas number-251-41-2
Chemical Structure of Thieno[3,2-b]thiophene; CAS No. 251-41-2; Chemical Formula C6H4S2

 

Applications

Thieno[3,2-b]thiophene, also known as thienothiophene (TT), is a heterocyclic compound. It belongs to the family of fused thiopehenes and is widely used as a intermediates 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 structurally more 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

 

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)

 

To the best of our knowledge the technical information provided here is accurate. However, Ossila assume no liability for the accuracy of this information. The values provided here are typical at the time of manufacture and may vary over time and from batch to batch.