Issue 17, 2016

Effective modulation of an aryl acetylenic molecular system based on dithienyldiketopyrrolopyrrole for organic solar cells

Abstract

We report the synthesis and photovoltaic properties of two conjugated small-molecule acetylenic compounds based on a dithienyldiketopyrrolopyrrole (DT-DPP) core. In contrast with the parent molecule in which the DT-DPP core and the 9-(1-(3-dodecylthienyl)ethynyl)anthracen-10-yl endgroups are bridged through an acetylenic bond, incorporating a 1,4-phenylene moiety, connected to the same core and endgroups via the acetylenic linkage, leads to considerably enhanced power conversion efficiency (PCE). Specifically, the lowering of the HOMO level of the resulting compound is supported by DFT calculation of the molecular structures, cyclic voltammetry experiments and increased open-circuit voltage (Voc). Moreover, while the lowest-energy absorption maximum is blueshifted, this molecular engineering produces a strong and broad absorption in the visible, as well as a high mobility of 4.50 × 10−4 cm2 V−1 s−1, thus contributing to improve the short-circuit current (Jsc), as evidenced by EQE measurements. The preliminary characterization of the solar cells based on the 1,4-phenylene engineered compound (ITO/PEDOT:PSS/acetylenic molecular compound:PC61BM/Al) yielded a PCE of ≈5% with Jsc = 9.24 mA cm−2, Voc = 0.87 V, and FF = 63%, which is of considerable significance in view of synthetic accessibility and involving no high-boiling-point solvent additives or solvent vapor annealing, whereas a PCE of 3.86% was obtained for the parent compound with Jsc = 8.18 mA cm−2, Voc = 0.73 V, and FF = 64.6%. The present result may provide a simple approach for modulating the electronic properties of organic semiconductors for organic solar cells.

Graphical abstract: Effective modulation of an aryl acetylenic molecular system based on dithienyldiketopyrrolopyrrole for organic solar cells

Supplementary files

Article information

Article type
Paper
Submitted
18 11 2015
Accepted
15 1 2016
First published
18 1 2016

J. Mater. Chem. C, 2016,4, 3757-3764

Effective modulation of an aryl acetylenic molecular system based on dithienyldiketopyrrolopyrrole for organic solar cells

C. Zhang, L. Wang, W. Tan, S. Wu, X. Liu, P. Yu, J. Huang, X. Zhu, H. Wu, C. Zhao, J. Peng and Y. Cao, J. Mater. Chem. C, 2016, 4, 3757 DOI: 10.1039/C5TC03844H

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