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Issue 74, 2019
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Boron–nitrogen substituted dihydroindeno[1,2-b]fluorene derivatives as acceptors in organic solar cells

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Abstract

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%.

Graphical abstract: Boron–nitrogen substituted dihydroindeno[1,2-b]fluorene derivatives as acceptors in organic solar cells

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Article information


Submitted
04 Jul 2019
Accepted
20 Aug 2019
First published
20 Aug 2019

Chem. Commun., 2019,55, 11095-11098
Article type
Communication

Boron–nitrogen substituted dihydroindeno[1,2-b]fluorene derivatives as acceptors in organic solar cells

M. M. Morgan, M. Nazari, T. Pickl, J. M. Rautiainen, H. M. Tuononen, W. E. Piers, G. C. Welch and B. S. Gelfand, Chem. Commun., 2019, 55, 11095
DOI: 10.1039/C9CC05103A

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