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RESEARCH PRODUCT
Boron–nitrogen substituted dihydroindeno[1,2-b]fluorene derivatives as acceptors in organic solar cells
Thomas PicklJ. Mikko RautiainenWarren E. PiersMatthew M. MorganMaryam NazariGregory C. WelchBenjamin S. GelfandHeikki M. Tuononensubject
PAH-yhdisteetMaterials scienceOrganic solar cellchemistry.chemical_elementFluoreneOrganoboron chemistry010402 general chemistryPhotochemistry7. Clean energy01 natural sciencesBorylationCatalysischemistry.chemical_compoundTransmetalationMaterials ChemistryBoronaurinkokennot010405 organic chemistryDopingMetals and AlloysGeneral Chemistry0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialschemistryElectrophileCeramics and Compositesvalokemiadescription
The electrophilic borylation of 2,5-diarylpyrazines results in the formation of boron–nitrogen doped dihydroindeno[1,2-b]fluorene which can be synthesized using standard Schlenk techniques and worked up and handled readily under atmospheric conditions. Through transmetallation via diarylzinc reagents a series of derivatives were synthesized which show broad visible to near-IR light absorption profiles that highlight the versatility of this BN substituted core for use in optoelectronic devices. The synthesis is efficient, scalable and allows for tuning through changes in substituents on the planar heterocyclic core and at boron. Exploratory evaluation in organic solar cell devices as non-fullerene acceptors gave power conversion efficiencies of 2%. peerReviewed
year | journal | country | edition | language |
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2019-08-29 | Chemical Communications |