Issue 39, 2007
From the journal:

Journal of Materials Chemistry

“Catch-and-release” of porphyrins by photoswitchable self-assembled monolayers

Fiorella L. Callaria  and  Salvatore Sortino*a  

* Corresponding authors

a Dipartimento di Scienze Chimiche, Università di Catania, Viale Andrea Doria 8, Catania, Italy
E-mail: ssortino@unict.it

Abstract

A novel cationic, photoresponsive azobenzene derivative with the characteristic of self-assembly, 2-{4-[(E)-(4-{[11-(dodecylthio)undecyl]oxy}phenyl)diazenyl]phenoxy}-N,N,N-trimethylethanaminium bromide (1), has been synthesized. Self-assembled monolayers (SAMs) of 1 on ultrathin, transparent platinum electrodes have been fabricated and the reversible trans ⇆ cis interconversion has been demonstrated by absorption spectroscopy in transmission mode and contact angle measurements. It is shown that such photoresponsive SAMs promote the binding of anionic porphyrins at the metal surface and trigger their release upon light excitation exploiting the different light-controlled electrostatic interactions with the two isomeric forms of 1.

Graphical abstract: “Catch-and-release” of porphyrins by photoswitchable self-assembled monolayers

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Article information

DOI
https://doi.org/10.1039/B708851E
Article type
Paper
Submitted
11 Jun 2007
Accepted
19 Jul 2007
First published
06 Aug 2007

J. Mater. Chem., 2007,17, 4184-4188

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“Catch-and-release” of porphyrins by photoswitchable self-assembled monolayers

F. L. Callari and S. Sortino, J. Mater. Chem., 2007, 17, 4184 DOI: 10.1039/B708851E

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