Araştırma Makalesi

Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity

Cilt: 9 Sayı: 4 15 Temmuz 2026
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Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity

Öz

Recent advances in fluorine-organic chemistry have significantly expanded the range of methods available for the targeted incorporation of fluorine into organic molecules. This study reports the synthesis of a novel silicon (IV) phthalocyanine (SiPc) bearing 3,5-bis(trifluoromethyl)phenoxy groups at axial positions. Characterization of SiPc was carried out by performing 1H NMR, FT-IR, and ultraviolet-visible (UV-vis) spectroscopy. Electronic absorption spectra of SiPc were recorded at various concentrations in multiple solvents to investigate the effects of concentration and solvent on aggregation behavior. The photodynamic therapy potential of SiPc was assessed by measuring its singlet-oxygen quantum yield. SiPc demonstrated high solubility at the studied concentrations in ethanol, dichloromethane, N,N-dimethylformamide, and dimethyl sulfoxide. The singlet oxygen quantum yield was determined to be 0.72, exceeding that of unsubstituted zinc(II) phthalocyanine.

Anahtar Kelimeler

Etik Beyan

Ethics committee approval was not required for this study because there was no study on animals or humans.

Kaynakça

  1. Anula, H. M., Berlin, J. C., Wu, H., Li, Y. S., Peng, X., Kenney, M. E., & Rodgers, M. A. J. (2006). Synthesis and photophysical properties of silicon phthalocyanines with axial siloxy ligands bearing alkylamine termini. The Journal of Physical Chemistry A, 110(16), 5215–5223. https://doi.org/10.1021/jp056279t
  2. Atmaca, G. Y., Dizman, C., Eren, T., & Erdoğmuş, A. (2015). Novel axially carborane-cage substituted silicon phthalocyanine photosensitizer; synthesis, characterization and photophysicochemical properties. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 137, 244–249. https://doi.org/10.1016/j.saa.2014.08.035
  3. Bartlett, M. A., Mark, K., & Sundermeyer, J. (2018). Synthesis, spectroscopy and singlet oxygen quantum yield of a non-aggregating hexadecamethyl-substituted phthalocyanine silicon(IV) derivative. Inorganic Chemistry Communications, 98, 41–43. https://doi.org/10.1016/j.inoche.2018.07.032
  4. Bayliss, N. S. (1950). The effect of the electrostatic polarization of the solvent on electronic absorption spectra in solution. The Journal of Chemical Physics, 18(3), 292–296. https://doi.org/10.1063/1.1747621
  5. Bergkamp, J. J., Sherman, B. D., Mariño-Ochoa, E., Palacios, R. E., Cosa, G., Moore, T. A., Gust, D., & Moore, A. L. (2011). Synthesis and characterization of silicon phthalocyanines bearing axial phenoxyl groups for attachment to semiconducting metal oxides. Journal of Porphyrins and Phthalocyanines, 15(9-10), 943–950. https://doi.org/10.1142/S1088424611003847
  6. Bıyıklıoğlu, Z., & Çakır, D. (2012). Novel axially disubstituted non-aggregated silicon phthalocyanines. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 98, 178–182. https://doi.org/10.1016/j.saa.2012.08.065
  7. Cheng, Y., Samia, A. C., Meyers, J. D., Panagopoulos, I., Fei, B., & Burda, C. (2008). Highly efficient drug delivery with gold nanoparticle vectors for in vivo photodynamic therapy of cancer. Journal of the American Chemical Society, 130(32), 10643–10647. https://doi.org/10.1021/ja801631c
  8. Claessens, C. G., Hahn, U., & Torres, T. (2008). Phthalocyanines: From outstanding electronic properties to emerging applications. The Chemical Recordヌ, 8(2), 75–97. https://doi.org/10.1002/tcr.20139

Ayrıntılar

Birincil Dil

İngilizce

Konular

İnorganik Malzemeler

Bölüm

Araştırma Makalesi

Yayımlanma Tarihi

15 Temmuz 2026

Gönderilme Tarihi

20 Nisan 2026

Kabul Tarihi

18 Haziran 2026

Yayımlandığı Sayı

Yıl 2026 Cilt: 9 Sayı: 4

Kaynak Göster

APA
Farajzadeh Öztürk, N. (2026). Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity. Black Sea Journal of Engineering and Science, 9(4), 1765-1772. https://doi.org/10.34248/bsengineering.1934809
AMA
1.Farajzadeh Öztürk N. Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity. BSJ Eng. Sci. 2026;9(4):1765-1772. doi:10.34248/bsengineering.1934809
Chicago
Farajzadeh Öztürk, Nazli. 2026. “Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity”. Black Sea Journal of Engineering and Science 9 (4): 1765-72. https://doi.org/10.34248/bsengineering.1934809.
EndNote
Farajzadeh Öztürk N (01 Temmuz 2026) Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity. Black Sea Journal of Engineering and Science 9 4 1765–1772.
IEEE
[1]N. Farajzadeh Öztürk, “Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity”, BSJ Eng. Sci., c. 9, sy 4, ss. 1765–1772, Tem. 2026, doi: 10.34248/bsengineering.1934809.
ISNAD
Farajzadeh Öztürk, Nazli. “Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity”. Black Sea Journal of Engineering and Science 9/4 (01 Temmuz 2026): 1765-1772. https://doi.org/10.34248/bsengineering.1934809.
JAMA
1.Farajzadeh Öztürk N. Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity. BSJ Eng. Sci. 2026;9:1765–1772.
MLA
Farajzadeh Öztürk, Nazli. “Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity”. Black Sea Journal of Engineering and Science, c. 9, sy 4, Temmuz 2026, ss. 1765-72, doi:10.34248/bsengineering.1934809.
Vancouver
1.Nazli Farajzadeh Öztürk. Axially Disubstituted Silicon (IV) Phthalocyanine Bearing Fluorinated Groups: Synthesis, Aggregation Behavior, and Singlet Oxygen Production Capacity. BSJ Eng. Sci. 01 Temmuz 2026;9(4):1765-72. doi:10.34248/bsengineering.1934809

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