3,4-Difluorothiophene-2,5-diyl)bis(trimethylstannane)
A thiophene derivative bearing fluorines for the synthesis of semiconducting oligomers, polymers in application of OFETs, OSCs, and OLEDs
Specifications | MSDS | Literature and Reviews
2FT-2Sn, 3,4-difluorothiophene-2,5-diyl)bis(trimethylstannane), is a difluoro-substituted thiophene intermediate bearing trimethylstannane functional groups for the synthesis of oligomers, polymer semiconductors and small molecules via C-C coupling reactions, i.e. Stille coupling.
Polymer organic solar cells based on fluorine substituted thieno[3,4-c]pyrrole-4,6-dione (TPD)-terthiophene copolymers as the donor and PC61BM as the acceptor demonstrate power conversion efficiency (PCE) up to 9.68% with increased open-circuit voltage (VOC) and short-circuit current density (JSC). With the increasing ratio of fluorine substituents on the centre thiophene unit, the copolymers show improved crystallinity of lamellar stacking and π–π stacking structures and virtually coplanar conformation of terthiophene units. The incorporation of fluorine atoms into thiophene enhances light-harvesting ability of polymer with down-shifted HOMO energy level, and improves the compatibility between polymer donor and PC61BM, thus enhancing cell performance.
Also, by incorperating difluoroterthiophene units into a low triplet interlayer hole-transporting polymer T2fQ, high mobility and confined excitons at the emissive layer/electron transporting material interface are achieved. Blue TADF-OLEDs based on T2fQ as hole-transporting interlayer material show a below-bandgap turn-on voltage of 2.5 V and an external quantum efficiency (EQE) of 41.2% with suppressed efficiency roll-off maintaining an EQE of 34.8% at 1000 cd m–2.
General Information
| CAS Number | 870718-97-1 |
|---|---|
| Chemical Formula | C10H18F2SSn2 |
| Full Name | 3,4-Difluorothiophene-2,5-diyl)bis(trimethylstannane) |
| Molecular Weight | 445.73 g/mol |
| Synonyms | 3,4-Difluorothiophene-2,5-diyl)bis(trimethylstannane), 2FT-2Sn, 2,5-Bis(trimethylstannyl)-3,4-difluorothiophene |
| Classification / Family | Thiophenes, semiconductor synthesis intermediates, low band gap polymers, OLED, OFETs, organic photovoltaics |
Chemical Structure
Product Details
| Purity | >98% (HNMR) |
|---|---|
| Melting Point | N/A |
| Appearance | White powder/crystals |
MSDS Documentation
2FT-2Sn MSDS SheetLiterature and Reviews
- A. Fenta et al. (2020); Increasing the Fluorine Substituent of Thieno[3,4-c]pyrrole-4,6-dione Terthiophene Copolymers Progressively Narrows the Nanofibrils and Enhances the Efficiency of Fullerene-Based Polymer Photovoltaics, Macromolecules, 53 (16), 7073–7083; DOI: 10.1021/acs.macromol.0c01042.
- M. Vasilopoulou et al. (2021); High efficiency blue organic light-emitting diodes with below-bandgap electroluminescence, Nat. Commun., 12, 4868 (2021); DOI: 10.1038/s41467-021-25135-z.