Solution-Processed Organic Solar Cells with Power Conversion Efficiencies of 2.5% using Benzothiadiazole/Imide-Based Acceptors

Jason T. Bloking, Xu Han, Andrew T. Higgs, John P. Kastrop, Laxman Pandey, Joseph E. Norton, Chad Risko, Cynthia E. Chen, Jean-Luc Brédas, Michael D. McGehee, Alan Sellinger

Research output: Contribution to journalArticlepeer-review

213 Scopus citations

Abstract

A new series of electron-deficient molecules based on a central benzothiadiazole moiety flanked with vinylimides has been synthesized via Heck chemistry and used in solution-processed organic photovoltaics (OPV). Two new compounds, 4,7-bis(4-(N-hexyl-phthalimide)vinyl)benzo[c]1,2,5-thiadiazole (PI-BT) and 4,7-bis(4-(N-hexyl-naphthalimide)vinyl)benzo[c]1,2,5-thiadiazole (NI-BT), show significantly different behaviors in bulk heterojunction (BHJ) solar cells using poly(3-hexylthiophene) (P3HT) as the electron donor. Two-dimensional grazing incidence X-ray scattering (2D GIXS) experiments demonstrate that PI-BT shows significant crystallization in spin-coated thin films, whereas NI-BT does not. Density functional theory (DFT) calculations predict that while PI-BT maintains a planar structure in the ground state, steric interactions cause a twist in the NI-BT molecule, likely preventing significant crystallization. In BHJ solar cells with P3HT as donor, PI-BT devices achieved a large open-circuit voltage of 0.96 V and a maximum device power-conversion efficiency of 2.54%, whereas NI-BT containing devices only achieved 0.1% power-conversion efficiency. © 2011 American Chemical Society.
Original languageEnglish (US)
Pages (from-to)5484-5490
Number of pages7
JournalChemistry of Materials
Volume23
Issue number24
DOIs
StatePublished - Dec 27 2011
Externally publishedYes

Fingerprint Dive into the research topics of 'Solution-Processed Organic Solar Cells with Power Conversion Efficiencies of 2.5% using Benzothiadiazole/Imide-Based Acceptors'. Together they form a unique fingerprint.

Cite this