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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Bibliographic Details
Authors: 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.
Format: article
Publication Date:2018
Country:España
Institution:Universidad Autónoma de Madrid
Repository:Biblos-e Archivo. Repositorio Institucional de la UAM
Language:Spanish
OAI Identifier:oai:repositorio.uam.es:10486/719118
Online Access:http://hdl.handle.net/10486/719118
https://dx.doi.org/10.1021/jacs.8b07450
Access Level:Open access
Keyword:chemical structure
covalent organic frameworks
layers
materials
molecular structure
Química
Description
Summary: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