Issue 7, 2020

Diketopyrrolopyrrole linked porphyrin dimers for visible-near-infrared photoresponsive nonfullerene organic solar cells

Abstract

Two new A2–π–D–A1–D–π–A2 structural porphyrin small molecules denoted as TDPP-2P and ETDPP-2P are constructed from dimeric porphyrin centers, in which the two porphyrin moieties are linked by either the electron deficient 3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (TDPP) for the former, or diethynyl substituted TDPP for the latter, further symmetrically π-extended with electron withdrawing rhodanine units through phenylenethynylene π-bridges. For both, 2-butyloctyl and 1-octylundecyl branched alkyl chains are attached to TDPP and porphyrin moieties, respectively, to improve their solubility and self-assembly properties. Compared to TDPP-2P, ETDPP-2P shows a broader absorption in the near-infrared (NIR) range over 1000 nm due to the enhanced coplanarity of the dimeric porphyrin center. Using IT-M as the acceptor, the blend film ETDPP-2P:IT-M accomplishes a panchromatic photoresponse from 300–900 nm, and as a result, the device exhibits a prominent PCE of 5.69%, whereas, the film TDPP-2P:IT-M shows a lower PCE of 4.12% due to the lack of NIR photoresponses. These primary results open up a promising avenue for constructing porphyrin-based all small molecule organic solar cells with a panchromatic photoresponse.

Graphical abstract: Diketopyrrolopyrrole linked porphyrin dimers for visible-near-infrared photoresponsive nonfullerene organic solar cells

Supplementary files

Article information

Article type
Paper
Submitted
08 jul 2020
Accepted
11 set 2020
First published
15 set 2020
This article is Open Access
Creative Commons BY license

Mater. Adv., 2020,1, 2520-2525

Diketopyrrolopyrrole linked porphyrin dimers for visible-near-infrared photoresponsive nonfullerene organic solar cells

V. Piradi, X. Xu, Q. Peng and X. Zhu, Mater. Adv., 2020, 1, 2520 DOI: 10.1039/D0MA00487A

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