Issue 3, 2014

A bipolar small molecule based on indacenodithiophene and diketopyrrolopyrrole for solution processed organic solar cells

Abstract

A new linear A–D–A type low band gap small molecule (IDT-2DPP) based on 4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene (IDT) and 2,5-bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) was designed and synthesized by Pd-catalyzed Stille coupling reaction. IDT-2DPP exhibits good solubility and good thermal stability with a decomposition temperature of 395 °C. IDT-2DPP shows strong absorption from 500 to 700 nm with a high molar extinction coefficient of 1.3 × 105 M−1 cm−1 at the absorption peak (640 nm) in chloroform solution. The HOMO and LUMO levels of IDT-2DPP were estimated to be −5.11 and −3.32 eV, respectively. Solution processed bulk-heterojunction solar cells using IDT-2DPP as a donor material blending with PC71BM as an acceptor yielded a power conversion efficiency of 2.82%, and solar cells using IDT-2DPP as an acceptor material blending with P3HT as a donor yielded a power conversion efficiency of 0.83% with a high Voc of 1.17 V.

Graphical abstract: A bipolar small molecule based on indacenodithiophene and diketopyrrolopyrrole for solution processed organic solar cells

Supplementary files

Article information

Article type
Paper
Submitted
23 Sep 2013
Accepted
04 Nov 2013
First published
05 Nov 2013

J. Mater. Chem. A, 2014,2, 778-784

A bipolar small molecule based on indacenodithiophene and diketopyrrolopyrrole for solution processed organic solar cells

H. Bai, P. Cheng, Y. Wang, L. Ma, Y. Li, D. Zhu and X. Zhan, J. Mater. Chem. A, 2014, 2, 778 DOI: 10.1039/C3TA13816J

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