Synthesis, photophysical and photochemical properties of crown ether substituted zinc phthalocyanines

Three types of amphiphilic water-soluble fluorinated zinc phthalocyanines are characterized. They have absorption bands at long wavelength, which cause greater penetration depth of a tissue. The uptake and photodynamic activity of the phthalocyanines against HeLa cells were measured, showing that the phthalocyanines exhibited higher photodynamic activities than zinc tetrasulfonated phthalocyanine.

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Tetra-2-[2-(dimethylamino)ethoxy]ethoxy substituted zinc phthalocyanines and their quaternized analoques: Synthesis, characterization, photophysical and photochemical properties

Journal of Photochemistry and Photobiology A Chemistry ◽

10.1016/j.jphotochem.2011.05.006 ◽

2011 ◽

Vol 222 (1) ◽

pp. 87-96 ◽

Cited By ~ 51

Author(s):

Zekeriya Bıyıklıoğlu ◽

Mahmut Durmuş ◽

Halit Kantekin

Keyword(s):

Zinc Phthalocyanines ◽

Photochemical Properties

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Photophysical and photochemical properties of newly synthesized zinc(II) and chloroindium(III) phthalocyanines substituted with 3,5-bis (trifluoromethyl)phenoxy groups

Journal of Porphyrins and Phthalocyanines ◽

10.1142/s108842461950055x ◽

2019 ◽

Vol 23 (07n08) ◽

pp. 960-968 ◽

Cited By ~ 9

Author(s):

Erem Ahmetali ◽

Göknur Yaşa Atmaca ◽

Hande Pekbelgin Karaoğlu ◽

Ali Erdoğmuş ◽

Makbule Burkut Koçak

Keyword(s):

Photodynamic Therapy ◽

Photophysical Properties ◽

Quantum Yields ◽

Fluorescence Quantum Yields ◽

Zinc Phthalocyanines ◽

Photochemical Properties ◽

Photocatalytic Applications

4,5-bis(3,5-bis(trifluoromethyl)phenoxy)phthalonitrile (1) and its complexes, namely 2,3,9,10,16,17,23,24-octakis[3,5-bis(trifluoromethyl)phenoxy] phthalocyaninato zinc(II) (2) and 2,3,9,-10,16,17,23,24-octakis[3,5-bis(trifluoromethyl)phenoxy]phthalocyaninato indium(III) (3) are synthesized and characterized. Aggregation of the phthalocyanines was studied in tetrahydrofuran in different concentrations. Photochemical and photophysical properties of 2 and 3 in THF were investigated. A comparison between the photophysicochemical parameters of 2 and 3 yielded that 3 is a better photosensitizer than 2. The fluorescence quantum yields (ΦF) and 1O2 formation ([Formula: see text] for compound 3 are 0.016 and 0.84, respectively. The values for compound 2 are 0.135 and 0.54, respectively. The values of indium and zinc phthalocyanines (2 and 3) could be classified as photosensitizers in the photocatalytic applications such as photodynamic therapy (PDT) of cancer.

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Tetra-3-[(2-diethylamino)ethyl]-7-oxo-4-methylcoumarin-substituted zinc phthalocyanines: Synthesis, characterization and aggregation effects on photophysical/photochemical properties

Journal of Photochemistry and Photobiology A Chemistry ◽

10.1016/j.jphotochem.2010.05.021 ◽

2010 ◽

Vol 213 (2-3) ◽

pp. 171-179 ◽

Cited By ~ 22

Author(s):

Aliye Aslı Esenpınar ◽

Mahmut Durmuş ◽

Mustafa Bulut

Keyword(s):

Zinc Phthalocyanines ◽

Photochemical Properties

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Synthesis, photophysical and photochemical properties of zinc phthalocyanines bearing fluoro-functionalized substituents

Journal of Luminescence ◽

10.1016/j.jlumin.2013.09.019 ◽

2014 ◽

Vol 145 ◽

pp. 899-906 ◽

Cited By ~ 14

Author(s):

Ayşe Aktaş ◽

Mehmet Pişkin ◽

Mahmut Durmuş ◽

Zekeriya Bıyıklıoğlu

Keyword(s):

Zinc Phthalocyanines ◽

Photochemical Properties

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Asymmetric zinc phthalocyanines substituted with a single carboxyl and triethyleneoxysulfonyl groups: synthesis, characterization and validation for photodynamic therapy

Journal of Porphyrins and Phthalocyanines ◽

10.1142/s1088424614500709 ◽

2014 ◽

Vol 18 (10n11) ◽

pp. 899-908 ◽

Cited By ~ 8

Author(s):

Duygu Aydın Tekdaş ◽

Ayşe G. Gürek ◽

Vefa Ahsen

Keyword(s):

Photodynamic Therapy ◽

Singlet Oxygen ◽

Monocarboxylic Acid ◽

Quantum Yields ◽

Zinc Phthalocyanines ◽

Photochemical Properties

This work describes modular pathway towards the synthesis of new specific unsymmetrically (AB3) zinc phthalocyanines that contains three polyoxy ethylene and monocarboxylic acid groups as photosensitizers. Their photophysical and photochemical properties are studied. General trends are described for quantum yields of fluorescence, photodegradation and singlet oxygen quantum yields of these compounds. Therefore, these novel phthalocyanines could potentially be good photosensitizers for photodynamic therapy.

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