English   español  
Por favor, use este identificador para citar o enlazar a este item: http://hdl.handle.net/10261/121331
Compartir / Impacto:
Estadísticas
Add this article to your Mendeley library MendeleyBASE
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL
Título

Dithienopyrrole as a rigid alternative to the bithiophene π relay in chromophores with second-order nonlinear optical properties

AutorMarco, A. Belén; Martínez de Baroja, Natalia; Franco, Santiago; Garín, Javier; Orduna, Jesús; Villacampa, Belén; Revuelto, Alejandro; Andreu, Raquel
Palabras claveCharge transfer
Chromophores
Donor–acceptor systems
Heterocycles
Nonlinear optics
Fecha de publicaciónene-2015
EditorWiley-VCH
CitaciónChemistry – An Asian Journal 10(1): 188-197 (2015)
Resumen4H-Pyranylidene-containing push-pull chromophores built around a bithiophene (BT) π relay or a rigidified thiophene-based unit, namely cyclopenta[1,2-b:3,4-b′]dithiophene (CPDT) or dithieno[3,2-b:2′,3′-d]pyrrole (DTP), have been synthesized and characterized. The effect of these different relays on the polarization and the second-order nonlinear optical (NLO) properties has been studied. For the sake of comparison, the corresponding reported dithieno[3,2-b:2′,3′-d]thiophene (DTT) derivatives have also been included in the discussion. Replacement of the BT core by a rigidified unit (CPDT, DTP) leads to more polarized systems. Calculated NBO charges and electrochemical measurements show that dithienopyrrole has a remarkable donor character that allows an important charge transfer between the donor and the acceptor. The influence of the rigidification of the BT relay on the NLO responses depends on the acceptor strength. For the weakest acceptor used (thiobarbituric acid), passing from the BT relay to the rigidified units always involves an increase in the μβ0 figure of merit. Nevertheless, for the strongest acceptor (2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (TCF)), a slight increase in μβ0 with respect to the BT chromophore is only observed for the DTP derivative. Thus, rigidification of the BT core is not enough to improve the second-order nonlinearity and the incorporation of a DTP moiety has proven to be the most efficient approach for this purpose.
Versión del editorhttp://dx.doi.org/10.1002/asia.201402870
URIhttp://hdl.handle.net/10261/121331
DOI10.1002/asia.201402870
ISSN1861-4728
E-ISSN1861-471X
Aparece en las colecciones: (ICMA) Artículos
Ficheros en este ítem:
Fichero Descripción Tamaño Formato  
Dithienopyrrole.pdf480,99 kBAdobe PDFVista previa
Visualizar/Abrir
Mostrar el registro completo
 

Artículos relacionados:


NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.