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Issue 48, 2019
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Strong dual emission in covalent organic frameworks induced by ESIPT

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Abstract

Here we reveal the effects of hydrogen bonds and alkyl groups on the structure and emission of covalent organic frameworks (COFs). Hydrogen bonds improve molecular rigidity leading to high crystallinity and restrict intramolecular rotation to enhance the emission of COFs. An excited-state intramolecular proton transfer (ESIPT) effect for dual emission is achieved via the intramolecular hydrogen bonds between hydroxyl groups and imine bonds. Alkyl groups increase interlayer spacing as a natural “scaffold” and achieve a staggered AB stacking mode to decrease aggregation-caused quenching. Based on the above guidance, COF-4-OH with strong emission is prepared with 2,4,6-triformylphloroglucinol (TFP) and 9,9-dibutyl-2,7-diaminofluorene (DDAF). Strong dual emission is observed and used to differentiate organic solvents with different polarities, to determine the water content in organic solvents, and to detect different pH levels. Our work serves as a guide for the rational design of functional monomers for the preparation of emissive COFs.

Graphical abstract: Strong dual emission in covalent organic frameworks induced by ESIPT

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Article information


Submitted
20 Jun 2019
Accepted
15 Oct 2019
First published
16 Oct 2019

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2019,10, 11103-11109
Article type
Edge Article

Strong dual emission in covalent organic frameworks induced by ESIPT

H. Yin, F. Yin and X. Yin, Chem. Sci., 2019, 10, 11103
DOI: 10.1039/C9SC03040A

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

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    [Original citation] - Published by The Royal Society of Chemistry.

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