Crowning of dibenzosilole with a naphthalenediimide functional group to prepare an electron acceptor for organic solar cells

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Gupta, Akhil
Hangarge, Rahul V
Wang, Xizu
Alford, Ben
Chellapan, Vijila
Jones, Lathe A
Rananaware, Anushri
Bilic, Ante
Sonar, Prashant
Bhosale, Sheshanath V
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2015
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Abstract

A novel, solution-processable non-fullerene electron acceptor 9,9′-(5,5-dioctyl-5H-dibenzo [b,d]silole-3,7-diyl)bis(2,7-dioctyl-4-(octylamino)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone) (B3) based on dibenzosilole and naphthalenediimide building blocks was designed, synthesized, characterized and successfully used in a bulk-heterojunction organic solar cell. B3 displayed excellent solubility, thermal stability and acquired electron energy levels matching with those of archetypal donor polymer poly(3-hexylthiophene). Solution-processable bulk-heterojunction devices afforded 1.16% power conversion efficiency with a high fill factor of 53%. B3 is the first example in the literature using this design principle, where mild donor units at the peripheries of end-capped naphthalenediimide units tune solubility and optical energy levels simultaneously.

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Dyes and Pigments

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120

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© 2015 Elsevier. Licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International Licence (http://creativecommons.org/licenses/by-nc-nd/4.0/) which permits unrestricted, non-commercial use, distribution and reproduction in any medium, providing that the work is properly cited.

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Physical chemistry

Chemical engineering

Science & Technology

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Chemistry, Applied

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Gupta, A; Hangarge, RV; Wang, X; Alford, B; Chellapan, V; Jones, LA; Rananaware, A; Bilic, A; Sonar, P; Bhosale, SV, Crowning of dibenzosilole with a naphthalenediimide functional group to prepare an electron acceptor for organic solar cells, Dyes and Pigments, 2015, 120, pp. 314-321

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