Synthesis of both peripheral and non-peripheral substituted metal-free phthalocyanines and characterization

被引:17
作者
Ekineker, Gulcin [1 ]
Goksel, Meltem [1 ]
机构
[1] Kocaeli Univ, Kosekoy Vocat Sch, TR-41135 Kocaeli, Turkey
关键词
Metal-free phthalocyanine; Metallo phthalocyanine; Non-peripheral; Peripheral; Photophysico-chemical properties; PHOTOCHEMICAL PROPERTIES; ZINC PHTHALOCYANINES;
D O I
10.1016/j.tet.2019.130878
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The phthalocyanines were synthesized via phthalonitrile cyclotetramerization in the presence of lithium metal and/or zinc acetate in this study. New symmetric peripheral-tetra and non-peripheral-tetra substituted phthalocyanines were substituted with N-Boc-ethanolamine. All newly synthesized phthalocyanines and starting materials were characterized by spectroscopic methods such as FT-IR, MALDI-TOF, H-1-NMR and UV-vis. Non-peripheral (3, 5, 5') and peripheral (4, 4', 6) phthalocyanine derivatives were determined aggregation, photophysical properties (such as fluorescence quantum yields and lifetimes) and photochemical properties (such as singlet oxygen generation and photostability) in dimethylsulfoxide (DMSO). (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页数:5
相关论文
共 21 条
  • [1] Antunes Edith M., 2008, Metal-Based Drugs, P498916, DOI 10.1155/2008/498916
  • [2] Investigation of the Qx-Qy Equilibrium in a Metal-Free Phthalocyanine
    Baeten, Yannick
    Fron, Eduard
    Ruzie, Christian
    Geerts, Yves Henri
    Van Der Auweraer, Mark
    [J]. CHEMPHYSCHEM, 2015, 16 (18) : 3992 - 3996
  • [3] Gas sensing mechanism in chemiresistive cobalt and metal-free phthalocyanine thin films
    Bohrer, Forest I.
    Sharoni, Amos
    Colesniuc, Corneliu
    Park, Jeongwon
    Schuller, Ivan K.
    Kummel, Andrew C.
    Trogler, William C.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (17) : 5640 - 5646
  • [4] Molecular cosensitization for efficient panchromatic dye-sensitized solar cells
    Cid, Juan-Jose
    Yum, Jun-Ho
    Jang, Song-Rim
    Nazeeruddin, Mohammad K.
    Ferrero, Eugenia Martinez
    Palomares, Emilio
    Ko, Jaejung
    Graetzel, Michael
    Torres, Tomas
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (44) : 8358 - 8362
  • [5] ACIDITY AND BASICITY SCALES FOR POLAR-SOLVENTS
    FAWCETT, WR
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (37) : 9540 - 9546
  • [6] A Bottom-up Synthesis of Antiaromatic Expanded Phthalocyanines: Pentabenzotriazasmaragdyrins, i.e. Norcorroles of Superphthalocyanines
    Furuyama, Taniyuki
    Sato, Takehito
    Kobayashi, Nagao
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (43) : 13788 - 13791
  • [7] Amino-functionalized water-soluble zinc phthalocyanines: Synthesis, photophysical, photochemical and protein binding properties
    Goksel, Meltem
    Durmus, Mahmut
    Atilla, Devrim
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2013, 266 : 37 - 46
  • [8] A comparative study on photophysical and photochemical properties of zinc phthalocyanines with different molecular symmetries
    Goksel, Meltem
    Durmus, Mahmut
    Atilla, Devrim
    [J]. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2012, 16 (7-8) : 895 - 906
  • [9] Synthesis, photophysical and photochemical properties of substituted zinc phthalocyanines
    Guerol, Ilke
    Durmus, Mahmut
    Ahsena, Vefa
    Nyokong, Tebello
    [J]. DALTON TRANSACTIONS, 2007, (34) : 3782 - 3791
  • [10] Liquid crystalline phthalocyanine-fullerene dyads
    Ince, Mine
    Victoria Martinez-Diaz, M.
    Barbera, Joaquin
    Torres, Tomas
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (05) : 1531 - 1536