Synthesis and electrochemical and spectroelectrochemical characterization of chloromanganese(III) phthalocyanines

Özçeşmeci, Mukaddes; Nar, Ilgın; Hamuryudan, Esin

doi:10.3906/kim-1405-43

Cited by 25 publications

(6 citation statements)

References 15 publications

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“…Fluorescence emission peak of 5 was detected at 705 nm and Stokes' shifts was evaluated as 27 nm. The observed Stokes' shift was within the region ∼20-30 nm as typical for Pc complexes (46). The excitation spectrum was similar to absorption spectrum and both were mirror images of the fluorescent spectra for 5 in DMF.…”

Section: Synthesis and Spectroscopic Characterizationsupporting

confidence: 65%

Synthesis and photophysical properties of usymmetrically substituted phthalocyanine-pyrene conjugate

Karaoğlu

Burat

2019

Journal of the Turkish Chemical Society Section A: Chemistry

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An unsymmetrical zinc phthalocyanine (ZnPc) (5) bearing one pyrene (Py) and six tertbutylphenoxy units was synthesized in 3 steps. The unsymmetrical zinc phthalocyanine carrying the protecting group was synthesized in the first step. In the second stage, the protecting group was removed and in the final stage pyrene structure was introduced with the Sonagashira coupling reaction. The new compound was characterized by using spectroscopic techniques. The photophysical measurements of the conjugated structure were performed to determine the effect of the pyrene group on the fluorescence of Pc. It was determined that the absorption of the pyrene structure around 350 nm was overlapping with the B-band of phthalocyanine after conjugation. Fluorescence quantum yield (ΦF) and lifetime (τF) were calculated. The fluorescence quenching examinations were performed by adding the different concentration of 1,4-benzoquinone (BQ) in N,N-dimethylformamide (DMF) and the Stern-Volmer constant (Ksv) and quenching constant (kq) values of unsymmetrical zinc phthalocyanine (5) were determined.

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Section: Synthesis and Spectroscopic Characterizationsupporting

confidence: 65%

Synthesis and photophysical properties of usymmetrically substituted phthalocyanine-pyrene conjugate

Karaoğlu

Burat

2019

Journal of the Turkish Chemical Society Section A: Chemistry

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“…As expected, H 2 Pc with D 2 h symmetry was confirmed by two absorption bands in the visible region (685 and 713 nm). [ 49–51 ]…”

Section: Resultsmentioning

confidence: 99%

Effect of heteroatom‐doped carbon quantum dots on the red emission of metal‐conjugated phthalocyanines through hybridization

et al. 2021

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Quantum dots (QDs) are significant fluorescent materials for energy transfer studies with phthalocyanines (Pcs) and phthalocyanine (Pc)‐like biomolecules (such as chlorophylls). Carbon‐based QDs, especially, have been used in numerous studies concerning energy transfer with chlorophylls, but the numbers of studies concerning energy transfer between phthalocyanines and carbon‐based QDs are limited. In this study, peripherally, hydroxythioethyl terminal group substituted metal‐free phthalocyanine (H2Pc) and zinc phthalocyanine (ZnPc) were noncovalently (electrostatic and/or π–π interaction) attached to carbon QDs containing boron and nitrogen to form QD‐Pc nanoconjugates. The QD‐Pc conjugates were characterized using different spectroscopic techniques (Fourier transform infrared spectroscopy and transmission electron microscopy). The absorption and fluorescence properties of QD‐Pc structures in solution were studied. It was found that the quantum yields of the QDs slightly decreased from 30% to 25% upon doping the QDs with heteroatoms B and N. Förster resonance energy transfer efficiency was calculated as 33% for BCN‐QD/ZnPc. For the other conjugates, almost no energy transfer from QDs to Pc cores was observed. It was shown that the energy transfer between QDs to Pc cores was completely different from the energy transfer between QDs and photosynthetic pigments, and therefore we concluded that heteroatom doping in the QD structure and the existence of zinc metal in the phthalocyanine structure is obligatory for an efficient energy transfer.

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“…However, many potent phthalocyanines are hydrophobic and are poorly soluble in water [37]. Studies have shown that solubility of phthalocyanine plays a major role in determining its electrochemical, chemical, and physical properties [9,12].…”

Section: Applications Of Phthalocyaninementioning

confidence: 99%

Antimicrobial Photodynamic Activity of Phthalocyanine Derivatives

Nyamu

Ombaka

Masika

et al. 2018

Advances in Chemistry

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Microbial pathogens have increasingly shown multidrug resistance posing a serious threat to the public health. Advances in technology are opening novel avenues for discovery of compounds that will mitigate the ever-increasing drug-resistant microbes. Use of photodynamic photosensitizer is one of the promising alternative approaches since they offer low risk of bacteria resistance as they use generated reactive oxygen species to kill the microbes. Phthalocyanine (Pc) is one such photosensitizer which has already shown promising antimicrobial photodynamic therapeutic properties. Previous studies have shown effectiveness of the Pc against Gram-positive bacteria. However, its effectiveness toward Gram-negative bacteria is limited by the impermeability of the bacteria’s outer membrane which is made up of lipopolysaccharides layer. The effectiveness of this photosensitizer is determined by its photophysical and photochemical properties such as singlet/triplet lifetimes, singlet oxygen quantum yields, and fluorescence quantum yield. Therefore, this review focuses on the recent significance advances on designing Pc that have this improved property by either conjugating with nanoparticles, quantum dots, functional groups in peripheral position, considering effect of cationic charge, and its position on the macrocycle.

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Synthesis and electrochemical and spectroelectrochemical characterization of chloromanganese(III) phthalocyanines

Cited by 25 publications

References 15 publications

Synthesis and photophysical properties of usymmetrically substituted phthalocyanine-pyrene conjugate

Synthesis and photophysical properties of usymmetrically substituted phthalocyanine-pyrene conjugate

Effect of heteroatom‐doped carbon quantum dots on the red emission of metal‐conjugated phthalocyanines through hybridization

Antimicrobial Photodynamic Activity of Phthalocyanine Derivatives

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