Layer-stacking-driven fluorescence in a two-dimensional imine-linked covalent organic framework

Schiff-condensation reactions carried out between 1,6-diaminopyrene (DAP) and the tritopical 1,3,5 benzenetricarbaldehyde (BTCA) or 2,4,6-triformylphloroglucinol (TP) ligands give rise to the formation of two-dimensional imine-based covalent-organic frameworks (COFs), named IMDEA-COF-1 and -2, respe...

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Detalles Bibliográficos
Autores: Albacete Carrizo, Pablo, Martínez Ruiz, José Ignacio, López Moreno, Alejandro, Mena Hernando, Sofía, Platero Prats, Ana Eva, Li, Xing, Loh, Kian Ping, Montoro Cano, María del Carmen, Zamora Abanades, Félix Juan, Pérez, Emilio M.
Tipo de recurso: artículo
Fecha de publicación:2018
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:español
OAI Identifier:oai:repositorio.uam.es:10486/719118
Acceso en línea:http://hdl.handle.net/10486/719118
https://dx.doi.org/10.1021/jacs.8b07450
Access Level:acceso abierto
Palabra clave:chemical structure
covalent organic frameworks
layers
materials
molecular structure
Química
Descripción
Sumario:Schiff-condensation reactions carried out between 1,6-diaminopyrene (DAP) and the tritopical 1,3,5 benzenetricarbaldehyde (BTCA) or 2,4,6-triformylphloroglucinol (TP) ligands give rise to the formation of two-dimensional imine-based covalent-organic frameworks (COFs), named IMDEA-COF-1 and -2, respectively. These materials show dramatic layer-packing-driven fluorescence in solid state arising from the three-dimensional arrangement of the pyrene units among layers. Layer stacking within these 2D-COF materials to give either eclipsed or staggered conformations can be controlled, at an atomic level through chemical design of the building blocks used in their synthesis. Theoretical calculations have been used to rationalize the different preferential packing between both COFs. IMDEA-COF-1 shows green emission with absolute photoluminescence quantum yield of 3.5% in solid state. This material represents the first example of imine-linked 2D-COF showing emission in solid state