Bipolar charge transport in organic electron donor-acceptor systems with stable organic radicals as electron-withdrawing moieties

Two very stable organic radical adducts 1 and 2 formed by an electron donor-acceptor system with bipolar charge transport behavior have been investigated. Both present the same electron donor moiety, 3,6-bis(N-carbazolyl)carbazole, and are distinguished by the paramagnetic electron-withdrawing moiet...

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Detalles Bibliográficos
Autores: Bobet, Ares, Cuadrado, Alba, Fajarí, Lluís, Sirés, Ignasi, Brillas, Enric, Almajano, María Pilar, Jankauskas, Vygintas, Velasco, Dolores, Juliá, Lluís
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2019
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/200816
Acceso en línea:http://hdl.handle.net/10261/200816
Access Level:acceso abierto
Palabra clave:Band gap
Absorptivity
Bipolar charge
Cyclic voltammetry
Organic radicals
Descripción
Sumario:Two very stable organic radical adducts 1 and 2 formed by an electron donor-acceptor system with bipolar charge transport behavior have been investigated. Both present the same electron donor moiety, 3,6-bis(N-carbazolyl)carbazole, and are distinguished by the paramagnetic electron-withdrawing moiety, tris(2,3,5,6-tetrachlorophenyl)methyl radical (DTM) in 1 and tris(2,4,6-trichlorophenyl)methyl radical (TTM) in 2. They exhibit low band gaps (difference between HOMO and LUMO orbitals), 1.54 and 1.81 eV for 1 and 2, respectively, absorbing in the visible rang of the electromagnetic spectrum. Both radical adducts present suitable charge transport results with the DTM derivative 1 showing the best performance. Thus, 1 with higher structural congestion displays a well-balanced ambipolar behavior and the highest hole and electron mobility values. © 2019 John Wiley & Sons, Ltd.