Issue 11, 2017

Catalyst-free one-step synthesis of ortho-tetraaryl perylene diimides for efficient OPV non-fullerene acceptors

Abstract

ortho-Functionalized perylene diimides (PDIs) display better electronic properties than their bay-substituted counterparts, yet their synthesis requires expensive catalysts. We report the regioselective 2,5,8,11-functionalization of PDI via the less commonly observed 1,4-addition of aryl Grignard reagents. This direct functionalization offers a simple and low-cost method to synthesize desirable ortho-substituted PDIs. Four tetraarylated PDIs are reported along with their electronic and optoelectronic properties. Preliminary organic photovoltaic devices using these molecules as non-fullerene acceptors showed good power conversion efficiencies (PCEs) up to 5%, a new record for an acceptor with a single PDI core.

Graphical abstract: Catalyst-free one-step synthesis of ortho-tetraaryl perylene diimides for efficient OPV non-fullerene acceptors

Supplementary files

Article information

Article type
Communication
Submitted
17 jan 2017
Accepted
14 feb 2017
First published
02 mar 2017

J. Mater. Chem. C, 2017,5, 2781-2785

Catalyst-free one-step synthesis of ortho-tetraaryl perylene diimides for efficient OPV non-fullerene acceptors

X. Li, H. Wang, J. A. Schneider, Z. Wei, W. Lai, W. Huang, F. Wudl and Y. Zheng, J. Mater. Chem. C, 2017, 5, 2781 DOI: 10.1039/C7TC00263G

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