Acceptor copolymers with low lowest unoccupied molecular orbital (LUMO) energy levels are key materials for organic electronics. In the present work, quaternization of pyridine-flanked diketopyrrolopyrrole (PyDPPPy) is used to lower the LUMO energy level of the resulting monomer (MePyDPPPy) by as much as 0.7 eV. The drastically changed electronic properties of MePyDPPPy hinder a second methylation step even in an excess of trimethyloxonium tetrafluoroborate and thereby give access to the asymmetric functionalization of N-heterocycle-flanked DPP building blocks. The corresponding n-type polymeric ionene PMePyDPPPyT2 with bithiophene as comonomer forms thixotropic organogels with the p-type polythiophene P(g42T-TT), indicative of specific cross-interactions between this couple of copolymers. Gelation of polymer blend solutions, which is absent for other couples of p-type/ n-type polymers, is of general interest for (co)processing and orientation of different electronic polymers simultaneously into films or filaments. Detailed optical and electronic characterization reveals that films processed from organogels exhibit ground-state electron transfer (GSET) enabled by suitably positioned highest occupied molecular orbital (HOMO) and LUMO energy levels of P(g42T-TT) (−4.07 eV) and PMePyDPPPyT2 (−4.20 eV), respectively. Furthermore, molecular interactions related to gelation and GSET do not appear to significantly influence the morphology of the polymer blend films.
| Identifer | oai:union.ndltd.org:DRESDEN/oai:qucosa:de:qucosa:81150 |
| Date | 22 June 2023 |
| Creators | Stegerer, Dominik, Pracht, Martin, Günther, Florian, Sun, Hengda, Preis, Kevin, Zerson, Mario, Maftuhin, Wafa, Tan, Wen Liang, Kroon, Renee, McNeill, Christopher R., Fabiano, Simone, Walter, Michael, Biskup, Till, Gemming, Sibylle, Magerle, Robert, Müller, Christian, Sommer, Michael |
| Contributors | Technische Universität Chemnitz, Chalmers University of Technology, Universidade de Saõ Paulo, Linköping University, Technische Universität Chemnitz, Technische Universität Chemnitz, Albert-Ludwigs-Universität Freiburg, Monash University, Universität des Saarlandes, Technische Universität Chemnitz |
| Publisher | ACS Publications |
| Source Sets | Hochschulschriftenserver (HSSS) der SLUB Dresden |
| Language | English |
| Detected Language | English |
| Type | info:eu-repo/semantics/acceptedVersion, doc-type:article, info:eu-repo/semantics/article, doc-type:Text |
| Rights | info:eu-repo/semantics/openAccess |
| Relation | 0024-9297, 1520-5835, 10.1021/acs.macromol.2c00655, info:eu-repo/grantAgreement/Fundação de Amparo à Pesquisa do Estado de São Paulo/Postdoctoral fellowship/2018/15670-5//Novel Semiconducting Materials based on PDMS and DPP for Flexible and Stretchable Electronics: Fabrication, Analysis and Applications in Organic Devices, info:eu-repo/grantAgreement/European Union/H2020-MSCA-ITN-2020/955837//Hybrid and Organic Thermoelectric Systems/HORATES, info:eu-repo/grantAgreement/Swedish Research Council/NT 2018/2018-03824//Dubbel Dopning av Halvledande Polymerer, info:eu-repo/grantAgreement/Knut and Alice Wallenberg Foundation/Wallenberg Scholar grant/KAW 2021.0295//Electrically Mechanomutable Polymers, info:eu-repo/grantAgreement/Deutsche Forschungsgemeinschaft/Germany’s Excellence Strategy–EXC-2193/1–390951807/EXC-2193/1–390951807//LivMatS |
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