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2,5-bis(trimethylstannyl)-thieno[3,2-b]thiophene

CAS Number 469912-82-1

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers, Organotin Compounds


Product Code B171-1g
Price £180 ex. VAT

High-purity monomer used in organic electronic devices

High-quality and expert support available online


Specifications | MSDS | Literature and Reviews


2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene, CAS number 469912-82-1, can be prepared by using thieno[3,2-b]thiophene as starting material, further reaction with dibromo compounds (Stille Coupling) to form oligomers or polymers which can be used for organic electronic devices.

Thienothiophene is fused with extend conjugation over two thiophene rings. Thienothiophene is proven to be a good candidate for the materials that are used for Organic Field Effect Transistors, Sensors and OPV devices. Thienothiophene provide further tuning of energy gap of polymer materials with higher electron density over the conjugated ring systems.

dppt-co-tt synthesis with 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene and  3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
DPPT-co-TT synthesis with 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene and 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione via Stille Coupling polymerisation

Note: This product has been used in our own lab by Ossila chemists for the synthesis of DPP-DTT (high mobility p-type polymer), one of our most popular products for optoelectronic devices.

Capped with trimethyltin

Capped with trimethyltin

For facil coupling reactions

Thienothiophene building block

Thienothiophene building block

For semiconductors, OFETs, and solar cells

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High purity 469912-82-1

High purity

>98% High purity

General Information


CAS Number 469912-82-1
Chemical Formula C12H20S2Sn2
Molecular Weight 465.84 g/mol
Synonyms
  • Stannane, 1,1'-thieno[3,2-b]thiene-2,5-diylbis(1,1,1-trimethyl)
  • Thieno[3,2-b]thien-2,5-diylbis(trimethylstannan)
  • Thieno[3,2-b]thiene-2,5-diylbis(trimethylstannane)
  • 2,5-bis(trimethyltin)thieno[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 of 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene, CAS 469912-82-1
Chemical structure of 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene, CAS 469912-82-1

Product Details


Purity >98% (NMR)
Melting Point 128 °C - 131 °C
Appearance White crystals

Charaterisation


1H NMR bis-trimethylstannyl-thienothiophene
1H NMR spectrum of 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene in CDCl(view full version)

MSDS Documentation


2,5-bis(trimethylstannyl)-thieno[3,2-b]thiophene MSDS2,5-bis(trimethylstannyl)-thieno[3,2-b]thiophene MSDS sheet

Literature and Reviews


  1. A High Mobility P-Type DPP-Thieno[3,2-b]thiophene Copolymer for Organic Thin-Film Transistors, Y. Li et al., Adv. Mater., 22, 4862-4866 (2010)
  2. Thieno[3,2-b]thiophene-Bridged D−π–A Polymer Semiconductor Based on Benzo[1,2-b:4,5-b′]dithiophene and Benzoxadiazole, X. Wang et al., Macromolecules, 46 (12), 4805-4812 (2013)
  3. Liquid-crystalline semiconducting polymers with high charge-carrier mobility, I. Mcculloch et al., Nat. Mater., 5, 328 (2006).
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