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Issue 7, 2020
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The first connection of carbonyl-bridged triarylamine and diketopyrrolopyrrole functionalities to generate a three-dimensional, non-fullerene electron acceptor

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Abstract

We report for the first time the use of a carbonyl-bridged triarylamine core with diketopyrrolopyrrole terminal units to generate a three-dimensional, non-planar non-fullerene electron acceptor with favourable properties for use in organic photovoltaic devices. The carbonyl-bridged triarylamine-functionalized, small molecule non-fullerene electron acceptor, 2,6,10-tris(5-(2,5-bis(2-ethylhexyl)-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl)thiophen-2-yl)-4H-benzo[9,1]quinolizino[3,4,5,6,7-defg]acridine-4,8,12-trione (coded as R1), was synthesized via the industrially viable, Suzuki cross-coupling reaction using commercially and cheaply available substrates. Using PTB7 as a donor, a power conversion efficiency of 9.33% was achieved in simple, solution-processable bulk-heterojunction devices, a result that is amongst the best in the literature for three-dimensional non-fullerene acceptors.

Graphical abstract: The first connection of carbonyl-bridged triarylamine and diketopyrrolopyrrole functionalities to generate a three-dimensional, non-fullerene electron acceptor

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Supplementary files

Article information


Submitted
21 Jan 2020
Accepted
30 May 2020
First published
08 Jun 2020

Mater. Chem. Front., 2020,4, 2176-2183
Article type
Research Article

The first connection of carbonyl-bridged triarylamine and diketopyrrolopyrrole functionalities to generate a three-dimensional, non-fullerene electron acceptor

R. W. Jadhav, R. V. Hangarge, M. D. Aljabri, K. S. More, J. Chen, L. A. Jones, R. A. Evans, J. Li, S. V. Bhosale and A. Gupta, Mater. Chem. Front., 2020, 4, 2176
DOI: 10.1039/D0QM00041H

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