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Functionalization of spiro[fluorene-9,9′-xanthene] with diketopyrrolopyrrole to generate a promising, three-dimensional non-fullerene acceptor

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Abstract

A spiro[fluorene-9,9′-xanthene], often described as a “low-cost spiro,” has been functionalized with terminal diketopyrrolopyrrole units to generate a promising, three-dimensional non-fullerene acceptor. The new acceptor, coded as SFX1, was readily synthesized using the Suzuki cross-coupling reaction and was sufficiently soluble in a variety of commonly used, film-processing solvents such as chlorobenzene and o-dichlorobenzene. SFX1 displayed promising optoelectronic properties and the HOMO/LUMO energy levels complementary to the commercially available and commonly used donor polymers P3HT and PTB7. The joining of two high-potential building blocks – the spiro[fluorene-9,9′-xanthene] and diketopyrrolopyrrole – demonstrates a new strategy where the device performance [D : A 1 : 1.2 = 9.42% (D = PTB7)] validates its use as a potential, three-dimensional non-fullerene acceptor.

Graphical abstract: Functionalization of spiro[fluorene-9,9′-xanthene] with diketopyrrolopyrrole to generate a promising, three-dimensional non-fullerene acceptor

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Article information


Submitted
26 Jul 2020
Accepted
11 Sep 2020
First published
15 Sep 2020

Mater. Chem. Front., 2020, Advance Article
Article type
Research Article

Functionalization of spiro[fluorene-9,9′-xanthene] with diketopyrrolopyrrole to generate a promising, three-dimensional non-fullerene acceptor

A. K. Hundal, S. Ali, M. Jameel, L. Jones, N. Kaur, R. A. Evans, J. Li, S. J. Langford and A. Gupta, Mater. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QM00515K

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