Photooxidation of anthracene under visible light with metallocarboxyphenylporphyrins

Authors

  • Carlos Enrique Díaz-Uribe Universidad del Atlántico
  • William Andrés Vallejo-Lozada Universidad del Atlántico
  • Fernando Martínez-Ortega Universidad Industrial de Santander https://orcid.org/0000-0002-5931-4712

Keywords:

Porphyrin, singlet oxygen, anthracene, TEMPO

Abstract


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.

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Author Biographies

Carlos Enrique Díaz-Uribe, Universidad del Atlántico

PhD in Chemistry-UIS

Assistant Professor, Faculty of Basic Sciences, Chemistry Program

Research Group in Photochemistry and Photobiology

William Andrés Vallejo-Lozada, Universidad del Atlántico

Research Group in Photochemistry and Photobiology, Faculty of Basic Sciences, Professor

Fernando Martínez-Ortega, Universidad Industrial de Santander

Center for Research in Catalysis, School of Chemistry

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Published

2014-11-13

How to Cite

Díaz-Uribe, C. E., Vallejo-Lozada, W. A., & Martínez-Ortega, F. (2014). Photooxidation of anthracene under visible light with metallocarboxyphenylporphyrins. Revista Facultad De Ingeniería Universidad De Antioquia, (73), 225–233. Retrieved from https://revistas.udea.edu.co/index.php/ingenieria/article/view/17273