Photooxidation of anthracene under visible light with metallocarboxyphenylporphyrins

In this work, three novel carboxyphenylporphyrins (TcPP-M, M= H, Cu y Zn) have been synthesized and their efficiency in the photooxidation of anthracene under visible light (l> 500 nm) through generation of oxygen singlet (1O2) has been evaluated. The presence of 1O2 was evidenced by Electron Pa...

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Bibliographic Details
Main Authors: Carlos Enrique Díaz-Uribe, William Andrés Vallejo-Lozada, Fernando Martínez-Ortega
Format: Article
Language:English
Published: Universidad de Antioquia 2014-11-01
Series:Revista Facultad de Ingeniería Universidad de Antioquia
Subjects:
Online Access:https://revistas.udea.edu.co/index.php/ingenieria/article/view/17273
Description
Summary:In this work, three novel carboxyphenylporphyrins (TcPP-M, M= H, Cu y Zn) have been synthesized and their efficiency in the photooxidation of anthracene under visible light (l> 500 nm) through generation of oxygen singlet (1O2) has been evaluated. The presence of 1O2 was evidenced by Electron Paramagnetic Resonance (EPR), where  it reacts with 2,2,6,6-tetramethyl-4-piperidone-N (TEMP) to produce 2,2,6,6-tetramethyl-4-piperidone-N-oxyl radical (TEMPO). The catalytic results indicated that the incorporation of the metal in the porphyrin ring strongly affects their efficiency on the anthracene oxidation. The TcPPH showed a higher photonic efficiency (31%) in the anthracene conversion than TcPPZn (13%) and TcPPCu (9%). This result may be related to the disruption of the planarity of the porphyrin ring. Finally the formation of anthraquinone and oxanthrone was detected as the oxidation products in the anthracene oxidation with 1O2.
ISSN:0120-6230
2422-2844