Synthesis, characterization, morphological behaviour, and photo-and electroluminescence of highly blue-emitting fluorene-carbazole copolymers with alkyl side-chains of different lengths

Autor: Gaël Zucchi, Michel Ephritikhine, Bernard Geffroy, Robert Pansu, Alessandra Sergent, Marc Chaigneau, Denis Tondelier
Přispěvatelé: Service Interdisciplinaire sur les Systèmes Moléculaires et les Matériaux (ex SCM) (SIS2M UMR 3299), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de physique des interfaces et des couches minces [Palaiseau] (LPICM), École polytechnique (X)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Photophysique et Photochimie Supramoléculaires et Macromoléculaires (PPSM), École normale supérieure - Cachan (ENS Cachan)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie des Surfaces et Interfaces (LCSI), Commissariat à l'énergie atomique et aux énergies alternatives (CEA), Institut Rayonnement Matière de Saclay (IRAMIS), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Paris-Saclay
Jazyk: angličtina
Rok vydání: 2013
Předmět:
Zdroj: Journal of Materials Chemistry C
Journal of Materials Chemistry C, Royal Society of Chemistry, 2013, 1 (19), pp.3207-3216. ⟨10.1039/C3TC00060E⟩
Journal of Materials Chemistry C, 2013, 1 (19), pp.3207-3216. ⟨10.1039/C3TC00060E⟩
ISSN: 2050-7526
2050-7534
DOI: 10.1039/C3TC00060E⟩
Popis: International audience; Four novel phenyl-end-capped π-conjugated polymers comprising alkyl chains of different lengths were synthesized: the poly(9,9-dihexyl-2,7-fluorene-alt-9,9-dioctylfluorene) (P0), the alternating fluorene-carbazole copolymers P1 and P2 comprising 20% and 50% of carbazole, respectively, and the homopolymer poly(9-hexyl-9H-carbazole) (P3). The non-end-capped alternating fluorene-carbazole copolymer P4 comprising 20% of carbazole was also synthesized for the sake of comparison with P1. P0-P2 and P4 were synthesized by a Pd-catalyzed Suzuki-Miyaura coupling in good yields (80-89%), while P3 was obtained by a Ni-catalyzed Yamamoto coupling reaction from the 3,6-dibromocarbazole monomer in a moderate yield (52%). P0-P4 polymers were characterized by NMR, elemental analysis, and GPC. The molecular weights are 40.30, 23.42, 14.33, 3.92, and 37.49 kDa, with polydispersity indices of 2.5, 1.7, 1.8, 1.3, and 2.6, for P0, P1, P2, P3, and P4, respectively. These polymers were found to show a high thermal stability, with decomposition temperatures in the range of 395-420 °C, and the glass transition temperature was found to regularly increase with the amount of carbazole inserted in the conjugated backbone. AFM images obtained on thin films (thickness of about 90 nm) of P0-P2 revealed films with surfaces of good quality, being homogeneous with low roughness (0.2 nm for the smaller ones). These polymers were found to be blue-emitting both in diluted dichloromethane and chlorobenzene solutions as well as in thin films and exhibit relatively high values of the absolute quantum yields in the range of 100-5.5% in dichloromethane and 51.4-7.7% in thin films. Blue-emitting electroluminescent devices were obtained with P0 and P1 as emitting layers, respectively. The device built with P1 showed improved performances (EQE of 1.32%) with respect to the one built with the parent polyfluorene material (EQE of 0.75%).
Databáze: OpenAIRE
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