[en] To establish a correlation between the molecular structure, physicochemical properties, thin film morphology, charge carrier mobility and photovoltaic performance of isoindigo-based electron donor type molecular semiconductors, a series of branched and linear A2–D–A1–D–A2 small molecules (A = acceptor, D = donor) are synthesized. The extended π-conjugated molecular chromophores have an electron-accepting isoindigo core, a bridging oligothiophene electron donor part and terminal octyl cyanoacrylate acceptor moieties. Their photophysical, thermal and electrochemical properties are analysed and the materials are applied in organic field-effect transistors and bulk heterojunction organic solar cells. Compared to an analogous benzothiadiazole-based small molecule, the isoindigo core deepens the HOMO energy level, enabling higher open-circuit voltages in organic solar cells. The linear isoindigo-based small molecule shows an enhanced hole mobility compared to the branched derivatives. The best power conversion efficiency of the investigated set is also obtained for the solar cell based on the linear (CA-3T-IID-3T-CA-l) donor molecule in combination with PC71BM.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM)
Disciplines :
Materials science & engineering Chemistry
Author, co-author :
Tomassetti, Mirco ; University of Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Ouhib, Farid ; University of Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Cardinaletti, Ilaria; Hasselt University, Material Physics Division, Diepenbeek
Verstappen, Pieter; Hasselt University, Institute for Materials Research (IMO-IMOMEC), Design & Synthesis of Organic Semiconductors (DSOS)
Salleo, Alberto; Department of Materials Science and Engineering, Stanford, California
Jérôme, Christine ; University of Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Maes, Wouter; Hasselt University, Institute for Materials Research (IMO-IMOMEC), Design & Synthesis of Organic Semiconductors (DSOS) > IMEC, IMOMEC, Diepenbeek
Detrembleur, Christophe ; University of Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Language :
English
Title :
Branched and linear A2–D–A1–D–A2 isoindigo-based solution-processable small molecules for organic field-effect transistors and solar cells
Publication date :
2015
Journal title :
RSC Advances
eISSN :
2046-2069
Publisher :
Royal Society of Chemistry Publishing, Cambridge, United Kingdom
Volume :
5
Issue :
104
Pages :
85460-85469
Peer reviewed :
Peer Reviewed verified by ORBi
Funders :
The European Commission and the Walloon Region in the frame of the interreg "Organext" project F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE] BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique
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