1. Gallium chloride phthalocyanines possessing 4‐(trifluoromethoxy)phenoxy units: Synthesis, characterization, and photophysicochemical investigations
- Author
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Farajzadeh, Nazli, Atmaca, Göknur Yaşa, Cinar, Mehmet Emin, Erdoğmuş, Ali, and Koçak, Makbule Burkut
- Abstract
This study reports synthesis of three new metallophthalocyanines namely 1(4),8(11),15(18),22(25)‐tetrakis‐(4‐(trifluoromethoxy)phenoxy) phthalocyaninato} Gallium chloride (1‐Ga), {2(3),9(10),16(17),23(24)‐tetrakis‐(4‐(trifluoromethoxy)phenoxy)phthalocyaninato} Gallium chloride (2‐Ga), and {2,3,9,10,17,18,23,24‐octakis‐(4‐(trifluoromethoxy)phenoxy)phthalocyaninato} Gallium chloride (3‐Ga). The newly synthesized macromolecules were characterized using different spectroscopic approaches, such as Fourier‐transform infrared (FT‐IR), ultraviolet–visible (UV–vis), and mass (MS) spectroscopy. Aggregation properties of the resulting compounds were studied at different concentrations ranging from 4 × 10−6to 14 × 10−6M. Density functional theory level computations were conducted to shed light on their electronic properties. The effect of the number and position of the substituent on photophysicochemical properties of the gallium chloride complexes (1‐Ga, 2‐Ga, and 3‐Ga) was studied for the examination of their performance as photosensitizer candidates in photodynamic therapy (PDT), comparatively. The complex 3‐Gashows up the highest singlet oxygen quantum yield (ΦΔ= 0.87). The photophysical and photochemical features of the stated compounds are useful for PDT applications. This study reports the synthesis and characterization of new peripherally/non‐peripherally metallophthalocyanines bearing fluorinated groups. The influence of concentration on aggregation features of the resulting macromolecules was studied. Density functional theory level computations were applied to compare experimental and theoretical results obtained for their electronic properties. Also, photophysicochemical properties of the resulting complexes were studied.
- Published
- 2021
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