New Fluorinated Dithienyldiketopyrrolopyrrole Monomers and Polymers for Organic Electronics

Thomas Bura, Serge Beaupré, Olzhas Ibraikulov , Marc André Légaré, Jesse Quinn, Patrick Lévêque, Thomas Heiser, Yuning Li, Nicolas Leclerc, Mario Leclerc

Research output: Contribution to journalArticlepeer-review

28 Citations (Scopus)

Abstract

Diketopyrrolopyrrole (DPP) derivatives are among the most efficient materials studied for both polymer solar cells (PSCs) and organic field-effect transistors (OFETs) applications. We report here the synthesis of new fluorinated dithienyldiketopyrrolopyrrole (fDT-DPP) monomers suitable for direct heteroarylation polymerization. fDT-DPP copolymers were then prepared to probe the effect of the fluorination. It was found that they feature deeper HOMO energy levels and smaller bandgaps than their non-fluorinated analogues. Moreover, some fDT-DPP copolymers show ambipolar behavior when tested in OFETs. For example, P2 shows hole mobility up to 0.8 cm2 V-1 s-1 and electron mobility up to 0.5 cm2 V-1 s-1. Inverted PSCs with power conversion efficiency (PCE) up to 7.5% were also obtained for P5. These results reported here (OFETs and PSCs) confirm that the fluorination of dithienyl-DPP moieties improves the performance of organic electronics devices. This study is also evidencing the strength of the direct heteroarylation polymerization and fDT-DPP as a new class of conjugated polymers.

Original languageEnglish
Pages (from-to)7080-7090
Number of pages11
JournalMacromolecules
Volume50
Issue number18
DOIs
Publication statusPublished - Sep 26 2017

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Fingerprint Dive into the research topics of 'New Fluorinated Dithienyldiketopyrrolopyrrole Monomers and Polymers for Organic Electronics'. Together they form a unique fingerprint.

Cite this