Ferulic Acid Substituted Zn(II) Phthalocyanine: Synthesis, Characterization and Investigation of Photophysical and Photochemical Properties

Abstract

In this study, novel peripherally ferulic acid tetra-substituted Zn(II) phthalocyanine was synthesized for the first time. The synthesized phthalocyanine was characterized by elemental analysis, infrared spectroscopy, UV-Vis spectrophotometry, 1 H-NMR spectroscopy, and MALDI-TOF MS techniques. The photophysical, photochemical and aggregation properties of this phthalocyanine were also investigated in DMSO and DMF solvents. The aggregation studies showed that the synthesized Zn(II) phthalocyanine does not aggregate in DMSO and DMF. Fluorescence quantum yield (ΦF: 0.23 in DMSO and 0.17 in DMF), singlet oxygen quantum yield (Φ∆:0.57 in DMSO and 0.45 in DMF) and photodegradation quantum yield (Φd:1.08x10 -5 in DMSO and 4.44x10 -5 in DMF) were also determined. These results show that the synthesized phthalocyanine has potential use in photodynamic therapy.

Synthesis and Spectroscopic and Luminescent Properties of Er, Yb and Lu Complexes with Cyano-Substituted Phthalocyanine Ligands

“…In view of the relatively large size of the molecule, this process can be observed even at low concentrations of complexes in solution [30][31][32], which, despite this, often leads to a decrease in the ability of complexes to absorb light [33,34], a decrease in the quantum yields of fluorescence [35] and singlet oxygen [36], and also electrical conductivity [34]. Thus, in order to prevent the occurrence of molecular aggregation, it is necessary to fine-tune the structure of the obtained phthalocyaninates, which consists in the selection of suitable substituents and the central metal ion [37]. It is known that aromatic fragments give the compounds under study good solubility in most commonly used organic solvents [38,39], which opens up the possibility of studying their properties and further application [40,41], on the other hand, the presence of oxygen bridges [42,43] binding aromatic fragments of the substituent, gives these fragments the necessary spatial flexibility, thereby preventing the occurrence of aggregation processes.…”

Fabrication of Tetra-Substituted Copper(II) Phthalocyanine-Graphene Modified Pencil Graphite Electrode for Amperometric Detection of Hydrogen Peroxide

“…[21][22][23][24][25][26][27] Metallophthalocyanines (MPcs) are transitional metal complexes of exceptional versatility due to their various characteristic properties. 28,29 The adsorption of MPcs can offer monitoring of H 2 O 2 at low potentials. When MPcs are applied as electrocatalysts, they cause clogging of the electron transfer between Pcs and theelectrode.…”