5,5'-bis(trimethylstannyl)-2,2'-bithiophene
CAS Number 143367-56-0
Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers, Organotin Compounds
High purity monomer for applications in OFETs, OLED, PLED and OPV
For the synthesis of small molecules and semiconducting polymers
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).
Note: This product has been used in our own lab by for the synthesis of PDPP4T and DPPDPyBT (n-type).
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
Product Details
Purity | >98% |
Melting Point | 96 °C - 100 °C |
Appearance | White flakes |
Characterisation
MSDS Documentation
5,5'-bis(trimethylstannyl)-2,2'-bithiophene MSDS sheet
Literature and Reviews
- A Polythiophene Derivative with Superior Properties for Application in Polymer Solar Cells, M. Zhang, Adv. Mater., 26 (33), 5880-5885 (2014)
- 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)
- A high-mobility electron-transporting polymer for printed transistors, H. Yan, Nat. Mater., 457, 679 (2009)
- Bithiophene-Imide-Based Polymeric Semiconductors for Field-Effect Transistors: Synthesis, Structure-Property Correlations, Charge Carrier Polarity, and Device Stability, X. Guo et al., J. Am. Chem. Soc., 133, 1405-1418 (2011)
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