Synthesis of fluorine-containing phthalocyanines and investigation of the photophysical and photochemical properties of the metal-free and zinc phthalocyanines

Kaya, Elif Çelenk; Ersoy, Sibel; Durmuş, Mahmut; Kanteki̇n, Hali̇t

doi:10.1515/hc-2018-0049

Cited by 2 publications

(1 citation statement)

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“…The absorbance values also correspond in this structural design, with compound 60 having a larger absorbance value by 18 nm compared to dye 59. In literature, a similar phthalocyanine was reported by Çelenk Kaya et al with the structure different in one carbon between sulfur and the phenyl ring, indicating a similar absorbance of 694 nm compared to the absorbance of 60 [57]. Fluorophore 60 is also similar to the structure of compound 56 with how many fluorine atoms are present in the chemical structure and differing sulfur for oxygen; however, the absorbance of dye 56 is similar to the value of compound 59, demonstrating the effect of the trifluoromethyl group on the aromatic ring being comparable to the effect sulfur has on phthalocyanine.…”

Section: Optical Properties Of Fluorinated Phthalocyanine Dyessupporting

confidence: 76%

Synthesis and Applications of Selected Fluorine-Containing Fluorophores

Casa

Henary

2021

Molecules

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The synthesis of fluorine-containing small molecules has had numerous benefits of improving the quality and efficiency of many applications of these compounds. For example, fluorine adds promising functionalities in various areas of imaging (MRI, PET, and NIR); gives cell-targeting properties; and has demonstrated improvements in cell permeability, solubility, and other pharmacologic properties. For these and other numerous reasons, fluorination of molecules has grown in popularity in various fields of chemistry. Many reports show the effects observed from increasing the number of fluorine atoms on a fluorophore scaffold. This report will cover the most significant applications and improvements that fluorine has contributed to in various dye scaffolds such as BODIPY, rhodamine, phthalocyanine, and cyanine in the recent decade.

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Section: Optical Properties Of Fluorinated Phthalocyanine Dyessupporting

confidence: 76%

Synthesis and Applications of Selected Fluorine-Containing Fluorophores

Casa

Henary

2021

Molecules

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Perfluoralkyl/Rose Bengal Functionalized Janus Silica Nanoparticles for Photocatalytic Transformations with Singlet Oxygen

Pourshiani,

Romero,

Ganji

et al. 2024

ChemCatChem

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A Janus mesoporous silica material with an imidazolium‐based ionic liquid and perflouroalkyl motifs was synthesized using hollow Stöber particles. Its morphology, chemical composition and surface properties were characterized by N2 adsorption‐desorption analysis, scanning and transmission electron microscopy, elemental mapping, thermogravimetric and elemental analysis, and solid state NMR spectroscopy. The Janus nanoparticles have independent faces with fluorophilic and hydrophilic properties suitable for interaction with oxygen and Rose Bengal, which is a known photosensitizer for singlet oxygen generation. The catalytic activity of these Janus particles was evaluated in a series of transformations using singlet oxygen. They provide the desired products in high yield and selectivity.

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Synthesis of fluorine-containing phthalocyanines and investigation of the photophysical and photochemical properties of the metal-free and zinc phthalocyanines

Abstract: 4-(3-(Trifluoromethyl)benzylthio)phthalonitrile (1) was synthesized. Metal-free phthalocyanine 2, zinc(II) phthalocyanine 3 and cobalt(II) phthalocyanine 4 were synthesized starting with dinitrile compound 1. Photodynamic therapy properties of 2 and 3 were studied.

Cited by 2 publications

References 20 publications

Synthesis and Applications of Selected Fluorine-Containing Fluorophores

Synthesis and Applications of Selected Fluorine-Containing Fluorophores

Perfluoralkyl/Rose Bengal Functionalized Janus Silica Nanoparticles for Photocatalytic Transformations with Singlet Oxygen

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