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Boron-nitrogen substituted dihydroindeno[1,2-b]fluorene derivatives as acceptors in organic solar cells.
Morgan, Matthew M; Nazari, Maryam; Pickl, Thomas; Rautiainen, J Mikko; Tuononen, Heikki M; Piers, Warren E; Welch, Gregory C; Gelfand, Benjamin S.
Afiliação
  • Morgan MM; Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta T2N 1N4, USA. wpiers@ucalgary.ca.
  • Nazari M; Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta T2N 1N4, USA. wpiers@ucalgary.ca.
  • Pickl T; Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta T2N 1N4, USA. wpiers@ucalgary.ca.
  • Rautiainen JM; Department of Chemistry, Nanoscience Center, University of Jyväskylä, P.O. Box 35, FI-40014 Jyväskylä, Finland.
  • Tuononen HM; Department of Chemistry, Nanoscience Center, University of Jyväskylä, P.O. Box 35, FI-40014 Jyväskylä, Finland.
  • Piers WE; Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta T2N 1N4, USA. wpiers@ucalgary.ca.
  • Welch GC; Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta T2N 1N4, USA. wpiers@ucalgary.ca.
  • Gelfand BS; Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta T2N 1N4, USA. wpiers@ucalgary.ca.
Chem Commun (Camb) ; 55(74): 11095-11098, 2019 Sep 21.
Artigo em Inglês | MEDLINE | ID: mdl-31460525
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%.

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Texto completo: Disponível Coleções: Bases de dados internacionais Base de dados: MEDLINE Idioma: Inglês Revista: Chem Commun (Camb) Assunto da revista: Química Ano de publicação: 2019 Tipo de documento: Artigo País de afiliação: Estados Unidos