Bistriazine based streptocyanines. Preparation, structural determination and optoelectronic properties

A series of bistriazine-based streptocyanines has been selectively prepared. A variety of substituents has been introduced into the triazine ring with p-phenylenediamine as a conjugated spacer between the triazine and the streptocyanine moieties. Fukui indices have been used to explain the different...

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Detalhes bibliográficos
Autor: F. León, P. Elizalde, P. Prieto, A.M. Rodríguez, A. Sánchez-Migallón, A. de la Hoz
Formato: artículo
Fecha de publicación:2016
País:España
Recursos:Universidad de Castilla-La Mancha
Repositorio:RUIdeRA. Repositorio Institucional de la UCLM
OAI Identifier:oai:ruidera.uclm.es:10578/38577
Acesso em linha:https://hdl.handle.net/10578/38577
Access Level:acceso embargado
Palavra-chave:Triazine, Streptocyanine, Computational calculations, DNMR, Luminescence, Microwave
Descrição
Resumo:A series of bistriazine-based streptocyanines has been selectively prepared. A variety of substituents has been introduced into the triazine ring with p-phenylenediamine as a conjugated spacer between the triazine and the streptocyanine moieties. Fukui indices have been used to explain the different sequential reactivity of the chlorine atoms in the triazine ring. 1D- and 2D-DNMR spectroscopy and computational calculations have been carried out to explain the dynamic behavior of these complex systems, which can be explained by the presence of a Cl…H bond. This method was used to build conjugated systems and to show the interaction between the triazine part, the spacer, and the streptocyanine moiety. A study of the optoelectronic properties has been performed by UVevis and fluorescence spectroscopy. Streptocyaninebased bistriazines are violet-blue emitters and large Stokes shifts of more than 6000 cm 1 were observed. The title compounds showed interesting properties which have potential for use in optoelectronic devices.