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Issue 24, 2014
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Preparation and ion recognition features of porphyrin–chalcone type compounds as efficient red-fluorescent materials

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Abstract

A series of porphyrins containing an α,β-unsaturated ketone unit in a β-pyrrolic position (4a–e) were synthesized and characterized. Their sensing ability towards Ag+, Cu2+, Zn2+, Cd2+, and Hg2+ was evaluated in solution by absorption and fluorescence spectroscopy and in the gas phase using MALDI-TOF-MS spectrometry. The versatility of these types of compounds towards other metals was also analysed by studying the behaviour of compound 4d in the presence of Na+, K+, Tl+, Ca2+, Mg2+, Mn2+, Co2+, Ni2+, Pb2+, Fe2+, Fe3+, Cr3+ and Al3+. Polymeric films of polymethylmethacrylate (PMMA) doped with ligand 4d were prepared and their ability to be used as metal ion-probes in the solid state was studied. Compounds of type 4 showed the best performance to be analytically used in developing new Zn2+ ratiometric molecular devices.

Graphical abstract: Preparation and ion recognition features of porphyrin–chalcone type compounds as efficient red-fluorescent materials

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Article information


Submitted
17 Dec 2013
Accepted
01 Apr 2014
First published
04 Apr 2014

J. Mater. Chem. C, 2014,2, 4772-4783
Article type
Paper
Author version available

Preparation and ion recognition features of porphyrin–chalcone type compounds as efficient red-fluorescent materials

N. M. M. Moura, C. Núñez, M. A. F. Faustino, J. A. S. Cavaleiro, M. G. P. M. S. Neves, J. L. Capelo and C. Lodeiro, J. Mater. Chem. C, 2014, 2, 4772
DOI: 10.1039/C3TC32496F

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