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Perylene-Based Covalent Organic Frameworks for Acid Vapor Sensing.

Accepted version
Peer-reviewed

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Authors

Ascherl, Laura 
Evans, Emrys W 
Orsborne, Sarah 
Bessinger, Derya 

Abstract

Traditionally, the properties and functions of covalent organic frameworks (COFs) are defined by their constituting building blocks, while the chemical bonds that connect the individual subunits have not attracted much attention as functional components of the final material. We have developed a new series of dual-pore perylene-based COFs and demonstrated that their imine bonds can be protonated reversibly, causing significant protonation-induced color shifts toward the near-infrared, while the structure and crystallinity of the frameworks are fully retained. Thin films of these COFs are highly sensitive colorimetric acid vapor sensors with a detection limit as low as 35 μg L-1 and a response range of at least 4 orders of magnitude. Since the acidochromism in our COFs is a cooperative phenomenon based on electronically coupled imines, the COFs can be used to determine simultaneously the concentration and protonation strength of nonaqueous acid solutions, in which pH electrodes are not applicable, and to distinguish between different acids. Including the imine bonds as function-determining constituents of the framework provides an additional handle for constructing multifunctional COFs and extending the range of their possible applications.

Description

Keywords

3403 Macromolecular and Materials Chemistry, 34 Chemical Sciences

Journal Title

Journal of the American Chemical Society

Conference Name

Journal ISSN

0002-7863
1520-5126

Volume Title

141

Publisher

American Chemical Society

Rights

All rights reserved
Sponsorship
European Research Council (670405)