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CAS Number 40985-58-8

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

Product Code B281-1g
Price £130 ex. VAT

Thieno[3,2-b]thiophene-2-carbonitrile, high purity monomer

Used to adjust the bandgap of organic polymer semiconducting materials

Specifications | Literature and Reviews

Thieno[3,2-b]thiophene-2-carbonitrile (CAS number 40985-58-8), also known as 2-Cyanothieno[3,2-b]thiophene, belongs to the family of fused thiophenes which are electron-rich and structurally rigid with extended π-conjugation. They are good candidates for adjusting the band gap of organic polymer semiconducting materials. Thieno[3,2-b]thiophene-2-carbonitrile is used as an intermediate for the synthesis of small molecules and polymers in the application of organic field-effect transistors (OFETs), and as organic photovoltaic devices (OPV) interface layers as HTL or ETL materials.

Synthesis of 3,6-bis(thieno[3,2-b]thiophen-5-yl)-2,5-bispyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione with Thieno[3,2-b]thiophene-2-carbonitrile as starting material
Synthesis of 3,6-bis(thieno[3,2-b]thiophen-5-yl)-2,5-bispyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione, using Thieno[3,2-b]thiophene-2-carbonitrile
Bearing a nitrile group

Bearing a nitrile group

For a facial synthesis of pyrrolopyrrole

Thienothiophene building block

Thienothiophene building block

For semiconductors, OFETs, and solar cells

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High purity 40985-58-8

High purity

>98% High purity

General Information

CAS Number 40985-58-8
Chemical Formula C7H3NS2
Molecular Weight 165.23 g/mol
Synonyms 2-Cyanothieno[3,2-b]thiophene
Classification / Family Thiophene, Thienothiophene, Fused thiophene, Heterocyclic five-membered ring, Organic materials, Semiconductor synthesis, Low band gap polymers, OFETs, Organic photovoltaics, Polymer solar cells

Chemical Structure

chemical structure thienothiophene-2-carbonitrile
Chemical structure of Thieno[3,2-b]thiophene-2-carbonitrile, CAS 40985-58-8

Product Details

Purity 98%
Melting Point 48 °C - 50 °C
Appearance Off-white powder/crystals

Literature and Reviews

  1.  Thieno[3,​2-​b]​thiophene-​diketopyrrolopyrrole-​containing polymers for high-​performance organic field-​effect transistors and organic photovoltaic devices, H. Bronstein et al., J. Am. Chem. Soc., 133 (10), 3272–3275 (2011), DOI: 10.1021/ja110619k.
  2. Alkyl Chain Extension as a Route to Novel Thieno[3,2-b]thiophene Flanked Diketopyrrolopyrrole Polymers for Use in Organic Solar Cells and Field Effect Transistors, I. Meager et al., Macromolecules, 46 (15), 5961–5967 (2013), DOI: 10.1021/ma401128s.
  3. Photocurrent Enhancement from Diketopyrrolopyrrole Polymer Solar Cells through Alkyl-Chain Branching Point Manipulation, I. Meager et al.,, J. Am. Chem. Soc., 135 (31), 11537–11540 ( 2013 ), DOI: 10.1021/ja406934j.

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