Synthesis, characterization, photophysical and photochemical properties of peripherally tetra benzodioxane substituted metal-free phthalocyanine and its zinc(II) and magnesium(II) derivatives

DEMİRBAŞ Ü., Omeroglu I., AKÇAY H. T., Durmus M., KANTEKİN H.

JOURNAL OF MOLECULAR STRUCTURE, vol.1223, 2021 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1223
  • Publication Date: 2021
  • Doi Number: 10.1016/j.molstruc.2020.128992
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
  • Keywords: Singlet oxygen, phthalocyanine, 1,4-benzodioxane, Fluorescence quenching, Photosensitizer, BEHAVIOR, SOLVENT, FILMS
  • Karadeniz Technical University Affiliated: Yes


The phthalonitrile (3) including 2-(methoxymethyl)-2,3-dihydro-1,4-benzodioxane substituent and peripherally tetra substituted metal-free (4), zinc(II) (5) and magnesium(II) (6) phthalocyanines were synthesized. The photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen generation and photodegradation) properties of phthalocyanines (4-6) were examined in DMSO solutions. The zinc(II) phthalocyanine (5) showed higher singlet oxygen quantum yield (Phi(Delta)=0.82) compared to metal-free (4) (Phi(Delta)=0.13) and magnesium(II) (5) (Phi(Delta)=0.29) phthalocyanine. Also, the fluorescence quenching behaviors of phthalocyanines (4-6) by 1,4-benzoquinone (BQ) were investigated. (C) 2020 Elsevier B.V. All rights reserved.