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

Erem Ahmetali; Göknur Yaşa Atmaca; Hande Pekbelgin Karaoğlu; Ali Erdoğmuş; Makbule Burkut Koçak

doi:10.1142/S108842461950055X

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

Erem Ahmetali
, Göknur Yaşa Atmaca
, Hande Pekbelgin Karaoğlu
, Ali Erdoğmuş
, Makbule Burkut Koçak^*

^*Corresponding author for this work

Department of Chemistry

Istanbul Technical University
Yildiz Technical University

Research output: Chapter in Book/Report/Conference proceeding › Chapter › peer-review

Abstract

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 (φ_F) and ¹O₂ formation (φ_δ) 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.

Original language	English
Title of host publication	Porphyrin Science By Women (In 3 Volumes)
Publisher	World Scientific Publishing Co.
Pages	689-697
Number of pages	9
ISBN (Electronic)	9789811223556
DOIs	https://doi.org/10.1142/S108842461950055X
Publication status	Published - 1 Jan 2020

Bibliographical note

Publisher Copyright:
© 2021 by World Scientific Publishing Co. Pte. Ltd.

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Chloroindium(iii) phthalocyanine
Photochemistry
Photophysics
Singlet oxygen
Zinc(ii) phthalocyanine

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10.1142/S108842461950055X

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Ahmetali, E., Atmaca, G. Y., Karaoğlu, H. P., Erdoğmuş, A., & Koçak, M. B. (2020). Photophysical and photochemical properties of newly synthesized zinc(II) and chloroindium(III)phthalocyanines substituted with 3, 5-bis(trifluoromethyl)phenoxy groups. In Porphyrin Science By Women (In 3 Volumes) (pp. 689-697). World Scientific Publishing Co.. https://doi.org/10.1142/S108842461950055X

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

abstract = "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 (φδ) 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.",

keywords = "Chloroindium(iii) phthalocyanine, Photochemistry, Photophysics, Singlet oxygen, Zinc(ii) phthalocyanine",

author = "Erem Ahmetali and Atmaca, \{G{\"o}knur Ya{\c s}a\} and Karaoğlu, \{Hande Pekbelgin\} and Ali Erdoğmu{\c s} and Ko{\c c}ak, \{Makbule Burkut\}",

note = "Publisher Copyright: {\textcopyright} 2021 by World Scientific Publishing Co. Pte. Ltd.",

year = "2020",

month = jan,

day = "1",

doi = "10.1142/S108842461950055X",

language = "English",

pages = "689--697",

booktitle = "Porphyrin Science By Women (In 3 Volumes)",

publisher = "World Scientific Publishing Co.",

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Ahmetali, E, Atmaca, GY, Karaoğlu, HP, Erdoğmuş, A & Koçak, MB 2020, Photophysical and photochemical properties of newly synthesized zinc(II) and chloroindium(III)phthalocyanines substituted with 3, 5-bis(trifluoromethyl)phenoxy groups. in Porphyrin Science By Women (In 3 Volumes). World Scientific Publishing Co., pp. 689-697. https://doi.org/10.1142/S108842461950055X

Photophysical and photochemical properties of newly synthesized zinc(II) and chloroindium(III)phthalocyanines substituted with 3, 5-bis(trifluoromethyl)phenoxy groups. / Ahmetali, Erem; Atmaca, Göknur Yaşa; Karaoğlu, Hande Pekbelgin et al.
Porphyrin Science By Women (In 3 Volumes). World Scientific Publishing Co., 2020. p. 689-697.

Research output: Chapter in Book/Report/Conference proceeding › Chapter › peer-review

TY - CHAP

T1 - Photophysical and photochemical properties of newly synthesized zinc(II) and chloroindium(III)phthalocyanines substituted with 3, 5-bis(trifluoromethyl)phenoxy groups

AU - Ahmetali, Erem

AU - Atmaca, Göknur Yaşa

AU - Karaoğlu, Hande Pekbelgin

AU - Erdoğmuş, Ali

AU - Koçak, Makbule Burkut

PY - 2020/1/1

Y1 - 2020/1/1

N2 - 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 (φδ) 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.

AB - 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 (φδ) 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.

KW - Chloroindium(iii) phthalocyanine

KW - Photochemistry

KW - Photophysics

KW - Singlet oxygen

KW - Zinc(ii) phthalocyanine

UR - https://www.scopus.com/pages/publications/85109651795

U2 - 10.1142/S108842461950055X

DO - 10.1142/S108842461950055X

M3 - Chapter

AN - SCOPUS:85109651795

SP - 689

EP - 697

BT - Porphyrin Science By Women (In 3 Volumes)

PB - World Scientific Publishing Co.

ER -

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

Abstract

Bibliographical note

UN SDGs

Keywords

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