Novel phthalocyanines bearing 7-oxy-3-(3,5-difluorophenyl)coumarin moieties: Synthesis, characterization, photophysical and photochemical properties

被引：22
|
作者：
Erdogan, Tolga [1 ]
Bulut, Mustafa [1 ]
Camur, Meryem [2 ]
机构：
[1] Marmara Univ, Dept Chem, TR-34722 Istanbul, Turkey
[2] Kirklareli Univ, Dept Chem, TR-39100 Kirklareli, Turkey
来源：
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 2015年 / 300卷
关键词：
Phthalocyanine; Coumarin; Zinc; Indium; Photodegradation; Singlet oxygen; PHOTODYNAMIC THERAPY; ZINC(II) PHTHALOCYANINE; INDIUM PHTHALOCYANINES; SUBSTITUTED GALLIUM; OPTICAL-PROPERTIES; COUMARIN; PHOTOSENSITIZERS; DERIVATIVES;
D O I：
10.1016/j.jphotochem.2014.12.005
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Two novel phthalonitriles,7-(2,3-dicyanophenoxy)-3-(3,5-difluorophenyl) coumarin (2), 7-(3,4-dicyanophenoxy)-3-(3,5-difluorophenyl) coumarin (3), and corresponding zinc(II)-, indium(III) phthalocyanines were prepared. Additionally, photophysical (fluorescence quantum yields and lifetimes), photochemical (singlet oxygen generation and photodegradation under light irradiation) and spectral properties of the resulting peripherally/non-peripherally tetra 7-oxy-3-(3,5-difluorophenyl) coumarin substituted zinc (II) and indium (III) phthalocyanines (4-7) were investigated. All compounds (1-7) were characterized by elemental analysis, IR, H-1 NMR, mass and UV-vis spectral data. The obtained 7-oxy-3-(3,5-difluorophenyl) coumarin bearing pure zinc (II) and indium (III) phthalocyanine complexes were well soluble in organic solvents and displayed good singlet-oxygen generation and appropriate photodegradation. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码：6 / 14
页数：9
相关论文
共 50 条
  • [21] Synthesis, characterization, photophysical, and photochemical properties of novel phthalocyanines containing thymoxy groups as bioactive units
    Rovshen Atajanov
    Khaoula Khezami
    Mahmut Durmuş
    Zafer Odabaş
    Transition Metal Chemistry, 2023, 48 : 79 - 89
  • [22] Synthesis, characterization, photophysical, and photochemical properties of novel phthalocyanines containing thymoxy groups as bioactive units
    Atajanov, Rovshen
    Khezami, Khaoula
    Durmus, Mahmut
    Odabas, Zafer
    TRANSITION METAL CHEMISTRY, 2023, 48 (02) : 79 - 89
  • [23] Synthesis, photophysical and photochemical properties of highly soluble phthalocyanines substituted with four 3,5-dimethylpyrazole-1-methoxy groups
    Bayrak, Riza
    Akcay, Hakki Turker
    Durmus, Mahmut
    Degirmencioglu, Ismail
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (23) : 3807 - 3815
  • [24] Synthesis and characterization of 6,8-di-tert-butyl-3-[p-(propynyl) phenoxy]coumarin substituted phthalocyanines and investigation of their photophysical and photochemical properties
    Can, Oksan Soyer
    Ku, Aysegul
    Kaya, Esra Nur
    Durmus, Mahmut
    Bulut, Mustafa
    INORGANICA CHIMICA ACTA, 2017, 465 : 31 - 37
  • [25] Synthesis, characterization, photophysical and photochemical properties of zinc and indium phthalocyanines bearing a vanillylacetone moiety known as an anticarcinogenic agent
    Kiyak, Bulent
    Esenpinar, Aliye Asli
    Bulut, Mustafa
    POLYHEDRON, 2015, 90 : 183 - 196
  • [26] Synthesis, characterization and investigation of the photophysical and photochemical properties of highly soluble novel metal-free, zinc(II), and indium(III) phthalocyanines substituted with 2,3,6-trimethylphenoxy moieties
    Gurel, Ekrem
    Piskin, Mehmet
    Altun, Selcuk
    Odabas, Zafer
    Durmus, Mahmut
    DALTON TRANSACTIONS, 2015, 44 (13) : 6202 - 6211
  • [27] Novel soluble octa-substituted phthalocyanines bearing chloro and long alkyl chain containing fluorine: Synthesis, characterization and photophysical and photochemical properties
    Erdogmus, Ali
    Arici, Mursel
    JOURNAL OF FLUORINE CHEMISTRY, 2014, 166 : 127 - 133
  • [28] Synthesis, characterization, spectroscopic and electrochemical properties of phthalocyanines substituted with four 3-ferrocenyl-7-oxycoumarin moieties
    Camur, Meryem
    Esenpinar, A. Asli
    Ozkaya, A. Riza
    Bulut, Mustafa
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (09) : 1868 - 1873
  • [29] Synthesis and Properties of 1-[2-trifluoromethylphenyl]-2-[2-methyl-5-(3,5-difluorophenyl)-3-thienyl] perfluorocyclopentene
    Liao, Guanming
    Pu, Shouzhi
    Sun, Zhiyuan
    RESEARCH ON MATERIAL ENGINEERING AND MANUFACTURING ENGINEERING, 2014, 468 : 75 - 78
  • [30] Synthesis and properties of 1-(2-cyanophenyl)-2-[2-methyl-5-(3,5-difluorophenyl)-3-thienyl]perfluorocyclopentene
    Xue, Dandan
    Pu, Shouzhi
    Sun, Zhiyuan
    RESEARCH ON MATERIAL ENGINEERING AND MANUFACTURING ENGINEERING, 2014, 468 : 87 - 90
12345