Synthesis, characterization, photophysical and photochemical properties of peripherally tetra-1,2,4-triazol-3-ylthio substituted metal-free phthalocyanine and its zinc(II) and lead(II) derivatives

DEMİRBAŞ Ü., Yanik H., AKÇAY H. T., Durmus M., BEKİRCAN O., KANTEKİN H.

JOURNAL OF COORDINATION CHEMISTRY, vol.75, no.3-4, pp.448-456, 2022 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 75 Issue: 3-4
  • Publication Date: 2022
  • Doi Number: 10.1080/00958972.2022.2053846
  • Journal Name: JOURNAL OF COORDINATION CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, Metadex
  • Page Numbers: pp.448-456
  • Keywords: Triazole, phthalocyanine, singlet oxygen, fluorescence quenching, photosensitizer, TRIAZOLES, DESIGN, NI(II), FILMS, ACID
  • Karadeniz Technical University Affiliated: Yes

Abstract

Phthalonitrile (3) including 4-(4-fluorophenyl)-5-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thio substituent and its peripherally tetra substituted metal-free (4), zinc(II) (5) and lead(II) (6) phthalocyanine derivatives were prepared and characterized by FTIR, mass, H-1-NMR and C-13-NMR spectroscopic data. All studied phthalocyanines had good solubility in common organic solvents and did not aggregate. The photophysical and photochemical behaviors of the phthalocyanine complexes (4-6) were examined in DMSO to determinate their PDT potential. Singlet oxygen, fluorescence and photodegradation quantum yields showed that zinc(II) phthalocyanine (5) has potential as Type II photosensitizer for PDT applications.