Issue 36, 2015
From the journal:

Chemical Communications

Halochromic and hydrochromic squaric acid functionalized perylene bisimide†

Takeshi Maeda*ab  and  Frank Würthner*a  

* Corresponding authors

a Universität Würzburg, Institut für Organische Chemie and Center for Nanosystems Chemistry, Am Hubland, 97074 Würzburg, Germany
E-mail: wuerthner@chemie.uni-wuerzburg.de

b Osaka Prefecture University, Department of Applied Chemistry, Graduate School of Engineering, Naka-ku, Sakai 599-8531, Japan
E-mail: tmaeda@chem.osakafu-u.ac.jp

Abstract

The functionalization of perylene bisimide by squaric acid afforded halochromic dyes with pronounced acidity. The dye senses solvent polarity, pH and humidity by means of pronounced changes in absorption spectra and thin film color through the intramolecular charge transfer between perylene and cyclobutene cores initiated by protonation/deprotonation.

Graphical abstract: Halochromic and hydrochromic squaric acid functionalized perylene bisimide

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Article information

DOI
https://doi.org/10.1039/C5CC01691F
Article type
Communication
Submitted
25 Feb 2015
Accepted
24 Mar 2015
First published
07 Apr 2015

Chem. Commun., 2015,51, 7661-7664

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Halochromic and hydrochromic squaric acid functionalized perylene bisimide

T. Maeda and F. Würthner, Chem. Commun., 2015, 51, 7661 DOI: 10.1039/C5CC01691F

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