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5,5'-bis(trimethylstannyl)-2,2'-bithiophene

CAS Number 143367-56-0

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


Product Code B221-1g
Price £180 ex. VAT

High purity monomer for applications in OFETs, OLED, PLED and OPV

For the synthesis of small molecules and semiconducting polymers


Specifications | MSDS | Literature and Reviews


5,5'-bis(trimethylstannyl)-2,2'-bithiophene, CAS number 143367-56-0, can be used for the synthesis of small molecules and polymer semiconductors for OFETs, OLED, PLED, OPV applications.5,5'-bis(trimethylstannyl)-2,2'-bithiophene can be prepared from 2,2'-bithiophene which is an electron rich and donating unit if it is embedded into low band-gap polymer semiconductors.

Reacting with 4,9-dibromo-2,7-bis(2-octyldodecyl)-Benzo[3,8]phenanthroline-1,3,6,8-(2H,7H)-tetrone, 5,5'-bis(trimethylstannyl)-2,2'-bithiophene yields a heavily n-dopable π-conjugated redox polymer, poly{[N,N′-bis(2-octyldodecyl)-1,4,5,8-naphthalenedicarboximide-2,6-diyl]-alt-5,5′-(2,2′-bithiophene)} (PNDI2OD-T2).

Synthesis of PNDI2OD-T2 by reacting 4,9-dibromo-2,7-bis(2-octyldodecyl)-Benzo[3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone with 5,5'-bis(trimethylstannyl)-2,2'-bithiophene via Stille Coupling polymerisation
Synthesis of PNDI2OD-T2 by reacting 4,9-dibromo-2,7-bis(2-octyldodecyl)-Benzo[3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone with 5,5'-bis(trimethylstannyl)-2,2'-bithiophene via Stille Coupling polymerisation

Note: This product has been used in our own lab by for the synthesis of PDPP4T and DPPDPyBT (n-type).

Bithiophene building block

Bithiophene building block

for semiconductors, OFETs, and solar cells

Worldwide shipping

Worldwide shipping

Quick and reliable shipping

Capped with trimethyltin

Capped with trimethyltin

a monomer for PDPP4T and DPPDPyBT

High purity

High purity

>98% Purity

General Information


CAS Number 143367-56-0
Chemical Formula C14H22S2Sn2
Molecular Weight 491.87 g/mol
Synonyms 5,5-Ditrimethylstannyl-2,2'-bithiophene
5,5'-Bis(trimethyltin)-2,2'-bithiophene
Classification / Family Bithiophene, Thiophene, Heterocyclic five-membered ring, Organic semiconducting materials, Semiconductor Synthesis, Low band gap polymers, OFETs, OLED, Organic Photovoltaics, Polymer Solar Cells

Chemical Structure


Chemical structure of 5,5'-bis(trimethylstannyl)-2,2'-bithiophene
Chemical structure of 5,5'-bis(trimethylstannyl)-2,2'-bithiophene

Product Details


Purity >98%
Melting Point 96 °C - 100 °C
Appearance White flakes

Characterisation


1H NMR bistrimethylstannylbithiophene in CDCl3
1H NMR spectrum of 5,5'-bis(trimethylstannyl)-2,2'-bithiophene in CDCl3; 400 MHz spectrometer

MSDS Documentation


5,5'-bis(trimethylstannyl)-2,2'-bithiophene MSDS5,5'-bis(trimethylstannyl)-2,2'-bithiophene MSDS sheet

Literature and Reviews


  1. A Polythiophene Derivative with Superior Properties for Application in Polymer Solar Cells, M. Zhang, Adv. Mater., 26 (33), 5880-5885 (2014)
  2. Low Band-Gap Conjugated Polymers with Strong Interchain Aggregation and Very High Hole Mobility Towards Highly Efficient Thick-Film Polymer Solar Cells, Z. Chen, Adv. Mater., 26 (16), 2586-2591 (2014)
  3. A high-mobility electron-transporting polymer for printed transistors, H. Yan, Nat. Mater., 457, 679 (2009)

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