Achieving high circularly polarized luminescence with push–pull helicenic systems: from rationalized design to top-emission CP-OLED applications
| Autor: | Bassem Jamoussi, Laura Abella, Benoit Racine, Sylvia Meunier-Della-Gatta, Thierry Roisnel, Nicolas Vanthuyne, Etienne Quesnel, Ludovic Favereau, Grégory Pieters, Kais Dhbaibi, Jeanne Crassous, Jochen Autschbach |
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| Přispěvatelé: | Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Synthèse Caractérisation Analyse de la Matière (ScanMAT), Université de Rennes (UR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), University at Buffalo [SUNY] (SUNY Buffalo), State University of New York (SUNY), Commissariat à l'énergie atomique et aux énergies alternatives - Laboratoire d'Electronique et de Technologie de l'Information (CEA-LETI), Direction de Recherche Technologique (CEA) (DRT (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA), Institut des Sciences Moléculaires de Marseille (ISM2), Aix Marseille Université (AMU)-École Centrale de Marseille (ECM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), King Abdulaziz University, Médicaments et Technologies pour la Santé (MTS), Université Paris-Saclay-Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), National Science Foundation, NSF: CHE-1855470, University at Buffalo, UB, University of Gabès, UNIVGB, Campus France, Université de Rennes 1, Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA), Centre National de la Recherche Scientifique (CNRS)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Institut de Chimie du CNRS (INC) |
| Rok vydání: | 2021 |
| Předmět: |
Dipole transition moment
Luminescence Exciton 02 engineering and technology 010402 general chemistry 01 natural sciences chemistry.chemical_compound Crucial parameters Stereochemistry Theoretical investigations OLED [CHIM]Chemical Sciences Relative orientation Circular polarization Luminescence process business.industry Excited states General Chemistry 021001 nanoscience & nanotechnology Molecular orientation 0104 chemical sciences Organic light emitting diodes (OLED) Chemistry Chiroptical properties Dipole Circularly polarized luminescence Helicene chemistry Excited state Optoelectronics Mutual orientation 0210 nano-technology business Magnetic dipole |
| Zdroj: | Chemical Science Chemical Science, 2021, 12 (15), pp.5522-5533. ⟨10.1039/d0sc06895k⟩ Chemical Science, The Royal Society of Chemistry, 2021, 12 (15), pp.5522-5533. ⟨10.1039/d0sc06895k⟩ |
| ISSN: | 2041-6539 2041-6520 |
| Popis: | While the development of chiral molecules displaying circularly polarized luminescence (CPL) has received considerable attention, the corresponding CPL intensity, glum, hardly exceeds 10−2 at the molecular level owing to the difficulty in optimizing the key parameters governing such a luminescence process. To address this challenge, we report here the synthesis and chiroptical properties of a new family of π-helical push–pull systems based on carbo[6]helicene, where the latter acts as either a chiral electron acceptor or a donor unit. This comprehensive experimental and theoretical investigation shows that the magnitude and relative orientation of the electric (μe) and magnetic (μm) dipole transition moments can be tuned efficiently with regard to the molecular chiroptical properties, which results in high glum values, i.e. up to 3–4 × 10−2. Our investigations revealed that the optimized mutual orientation of the electric and magnetic dipoles in the excited state is a crucial parameter to achieve intense helicene-mediated exciton coupling, which is a major contributor to the obtained strong CPL. Finally, top-emission CP-OLEDs were fabricated through vapor deposition, which afforded a promising gEl of around 8 × 10−3. These results bring about further molecular design guidelines to reach high CPL intensity and offer new insights into the development of innovative CP-OLED architectures. A CPL intensity of up to 3 × 10−2 is achieved in π-extended 6-helicene derivatives, owing to an intense helicene-mediated exciton coupling. Corresponding top-emission CP-OLEDs afforded a promising gEl of around 8 × 10−3. |
| Databáze: | OpenAIRE |
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