Phthalocyanine photosensitizers with bathochromic shift, of suitable brightness, capable of producing singlet oxygen with effective efficiency

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dc.contributor.authorPiskin, Mehmet
dc.date.accessioned2025-01-27T20:59:52Z
dc.date.available2025-01-27T20:59:52Z
dc.date.issued2023
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractIn this study, novel 3-(2,3-dimethoxyphenoxy)phthalonitrile 2 and its non-peripheral tetra-2,3-dimethox-yphenoxy substituted metal-free phthalocyanine 3 compounds were synthesized. Then, the magnesium(II), zinc (II), and indium(III) acetate phthalocyanine complex derivatives (4-6) of compound 3 were synthesized using the corresponding metal salts by the template effect. The structures of novel phthalonitrile derivative 2 and its metal-free phthalocyanine compounds 3 as well as different metal-containing phthalocyanine complexes (4-6) were characterized by elemental analysis, FTIR, UV-vis, 1H-NMR, and MALDI-TOF mass spectroscopic tech-niques. The phthalocyanines (3-6) can dissolve well in different polar protic, polar aprotic, and non-polar solvent types without aggregation, with maximum absorption intensity and bathochromic effect. Photophysicochemical properties of the phthalocyanines (3-6) in dimethyl sulfoxide and important spectral parameter values such as molar extinction coefficient, oscillator strength, and electrical dipole strength were determined, and they were also compared with each other and with their unsubstituted counterparts. It was determined that the phthalo-cyanines (3-6) have suitable and sufficient fluorescence quantum yields, fluorescence lifetimes, fluorescence brightness, and other photophysical properties, as well as singlet oxygen generation, phototoxic power, and photostability properties. The phthalocyanines (3-6), particularly zinc(II) and indium(III) acetate phthalocya-nines have remarkable potential for use as Type II photosensitizers for cancer therapy in photodynamic therapy. The phthalocyanines (3-6) may be promising candidates for various applications as photosensitizers for photodynamic therapy, especially in combination with fluorescent imaging.
dc.description.sponsorshipCanakkale Onsekiz Mart University Scientific Research Projects Coordination Unit [3355, FBA-2021-3355]
dc.description.sponsorshipThis work was supported by the Canakkale Onsekiz Mart University Scientific Research Projects Coordination Unit, Project ID: 3355, Project Code: FBA-2021-3355 (Canakkale/Turkey).
dc.identifier.doi10.1016/j.jphotochem.2022.114325
dc.identifier.issn1010-6030
dc.identifier.issn1873-2666
dc.identifier.urihttps://doi.org/10.1016/j.jphotochem.2022.114325
dc.identifier.urihttps://hdl.handle.net/20.500.12428/26860
dc.identifier.volume435
dc.identifier.wosWOS:000874811000002
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.language.isoen
dc.publisherElsevier Science Sa
dc.relation.ispartofJournal of Photochemistry and Photobiology A-Chemistry
dc.relation.publicationcategoryinfo:eu-repo/semantics/openAccess
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subjectPhotosensitizer
dc.subjectBathochromic shift
dc.subjectBrightness
dc.subjectPhotophysicochemical properties
dc.titlePhthalocyanine photosensitizers with bathochromic shift, of suitable brightness, capable of producing singlet oxygen with effective efficiency
dc.typeArticle

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