Issue 48, 2019

Strong dual emission in covalent organic frameworks induced by ESIPT

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

Supplementary files

Article information

Article type
Edge Article
Submitted
20 Jūn. 2019
Accepted
15 Okt. 2019
First published
16 Okt. 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 11103-11109

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. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements