Synthesis and spectroscopic characterization of new phthalocyanine derivatives:application as photocatalysts for the degradation of Orange G

Abstract

New derivatives of 2(3),9(10),16(17),23(24)-tetrakis-(6-methylpyridin-2-yloxy)phthalocyanine (Pc) (2b, 2c, and 2d) were synthesized and their structures were characterized by elemental analysis, IR, 1 H NMR, and high-resolution mass spectrometry. The spectral results were in line with the proposed structures. The photodegradation of Orange G (OG) dye in DMSO by the Pc derivatives was investigated. The compounds showed relatively high photodegradation rates that increased with increasing size of the central atoms. The Pc photodegradation rates showed fair correlation with the singlet oxygen generation efficiencies (Φ∆). The observed rate constants were higher than the values already reported for other Pcs in the literature for the photodegradation of OG in aqueous media.

Aggregation Effect on Phthalocyanine Photocatalytic Degradation Efficiency Using Orange G and Methyl Orange as Test‐pollutant Compounds in Aqueous Medium

“…The difficulty faced in getting Pcs solubilized in aqueous media for environmental safety application is a familiar challenge, which has limited the number of research papers available under this subject. The few research papers that are available are a combination of works carried out in aqueous or non‐aqueous media [28–35] . The best results so far, to the best of our knowledge, are those reported by Mapukata et al .…”

“…The few research papers that are available are a combination of works carried out in aqueous or non-aqueous media. [28][29][30][31][32][33][34][35] The best results so far, to the best of our knowledge, are those reported by Mapukata et al where they employed two different Pcs: 2-[5-(phenoxy)-isophthalic acid] 9 (10), 16 (17), 23(24)-tris (tertbutyl)phthalocyaninato Zn(II) (M1) and 2, 10, 16, 24-tetra 5-(phenoxy)-isophthalic acid phthalocyaninato Zn(II) (M2), as photocatalysts embedded in polymer material for the photodegradation of MO and OG in aqueous media. [35] They found that the observed k obs were decreasing with increasing concentration of the pollutants (MO or OG).…”