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Issue 6, 2019
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An efficient, three-dimensional non-fullerene electron acceptor: functionalizing tetraphenylethylene with naphthalene diimides

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Abstract

A tetraphenylethylene-functionalized, three-dimensional non-fullerene electron acceptor, 9,9′,9′′,9′′′-(ethene-1,1,2,2-tetrayltetrakis(benzene-4,1-diyl))tetrakis(4-(4-methylpiperidin-1-yl)-2,7-dioctylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone) (coded as W8), which used naphthalene diimide units as terminal functionalities, was designed, synthesized and characterized. It was highly soluble (i.e. >20 mg mL−1 in o-dichlorobenzene), thermally stable, and exhibited energy levels complementing those of the commonly used donor polymers, P3HT and PTB7. Not only is W8 the first reported example in the literature that comprises tetraphenylethylene and naphthalene diimide building blocks, but the device performances [D : A 1 : 1.2 = 5.26% (P3HT); 8.58% (PTB7)] outlined herein are among the best in the investigated class of three-dimensional non-fullerene electron acceptors.

Graphical abstract: An efficient, three-dimensional non-fullerene electron acceptor: functionalizing tetraphenylethylene with naphthalene diimides

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Supplementary files

Article information


Submitted
27 Feb 2019
Accepted
29 Apr 2019
First published
30 Apr 2019

Mater. Chem. Front., 2019,3, 1231-1237
Article type
Research Article

An efficient, three-dimensional non-fullerene electron acceptor: functionalizing tetraphenylethylene with naphthalene diimides

S. M. Wagalgave, S. V. Bhosale, R. S. Bhosale, A. L. Puyad, J. Chen, J. Li, R. A. Evans, A. Gupta and S. V. Bhosale, Mater. Chem. Front., 2019, 3, 1231
DOI: 10.1039/C9QM00129H

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