Synthesis, characterization and photochemical properties of novel octakis(p–fluorophenoxy)substituted phthalocyanine and its gallium and indium complexes

Burtsev, Ivan D.; Platonova, Ya.B.; Volov, Alexander N.; Tomilova, Larisa G.

doi:10.1016/j.poly.2020.114697

Cited by 8 publications

(4 citation statements)

References 33 publications

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“…A phthalocyanine (Pc) macrocycle has a planar 18 -electrons aromatic system with peculiar optical and redox properties that can be largely influenced by peripheral substituents and the central metal ion [1]. Trivalent metals (e.g., Al, Ga, In) additionally coordinate an axial ligand such as chloride, fluoride, hydroxide, phenolate and others [2][3][4]. Aluminum (Al 3+ ) with a high charge density due to its small size is of special interest because of its strong impact on charge distribution in the Pc macrocycle and the axial ligand.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical and spectroelectrochemical studies of tert-butyl-substituted aluminum phthalocyanine

et al. 2021

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Section: Introductionmentioning

confidence: 99%

Electrochemical and spectroelectrochemical studies of tert-butyl-substituted aluminum phthalocyanine

et al. 2021

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“…These values were increased to 0.94 in the sono-photochemical measurements. Heavy metals such as indium, palladium, and gallium located in the central cavity of phthalocyanines contribute positively to the formation of singlet oxygen by inducing the ISC. The presence of both the gallium atom and the synergistic effect of ultrasound led to a substantial enhancement in the singlet oxygen generation capacity of GaPc in the sono-photochemical method.…”

Section: Resultsmentioning

confidence: 99%

Hybrid Sono-Photodynamic Combination Therapy Mediated by Water-Soluble Gallium Phthalocyanine Enhances the Cytotoxic Effect against Breast Cancer Cell Lines

Turkkol,

Can Karanlık,

Calıskan

et al. 2024

ACS Appl. Bio Mater.

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Breast cancer is a life-threatening disease that is gaining increasing importance due to its rising incidence, highlighting the need for novel treatment methods with the least disadvantages. Recently, scientists have focused on developing therapeutic treatment modalities for effective cancer treatment. In contrast to conventional cancer treatment methods such as immunotherapy, surgery, chemotherapy, or radiotherapy, photodynamic therapy (PDT) is gaining prominence. Besides, sonodynamic treatment (SDT) is a noninvasive therapeutic approach that uses ultrasound to induce high tissue penetration. In both methods, sensitizers are activated to generate cytotoxic reactive oxygen species such as •OH and 1O2. In particular, the combined use of hybrid and complementary treatment methods has become an important modality in cancer treatment in recent years. Sono-photodynamic therapy (SPDT), which is an important method applied in combination with PDT and SDT, has started to be preferred in terms of reducing potential side effects compared to monotherapy. One of the most important types of sensitizers used in PDT and SDT is known as phthalocyanines (Pcs). Motivated by these facts, this research presents the sono-photochemical, in vitro cytotoxicity, and theoretical evaluation of water-soluble gallium phthalocyanine (GaPc). The results indicate that the quantum yield of the generation of singlet oxygen increased in sono-photochemical studies (ΦΔ = 0.94), compared to photochemical studies (ΦΔ = 0.72). In vitro analyses revealed that GaPc did not exhibit significant cytotoxic effects at the specified varying concentration doses (1–20 μM). Furthermore, GaPc-mediated SPDT triggered cell death by inducing reactive oxygen species formation in the breast cancer cell line (MCF-7). The interaction mechanism of the GaPc with EGFR and VEGFR2 target proteins, which are critical regulators of metastasis, proliferation, and angiogenesis, was investigated by molecular docking simulation. GaPc has effective binding affinities against target proteins, and this affinity was found to be the highest against VEGFR2. Molecular docking results showed a good correlation with the obtained biological results. Eventually, this molecular building of the efficient water-soluble phthalocyanine-based sensitizer is a potential therapeutic for PDT, SDT, and SPDT applications.

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“…The semiconductor films deposited by this technique present high thermal and chemical stability, which happens with metallophthalocyanines (MPcs) films. The MPcs have shown interesting performance for OFET devices applications (Lu et al, 2019;Lv et al, 2015;Mahato et al, 2019;Sánchez-Vergara, Hamui & Habib, 2019;Yenilmez et al, 2021), a consequence of several properties such as symmetry and planarity, as well as chemical uniformity, and large area deposition (Atmaca, 2021;Burtsev et al, 2020;Ruzgar et al, 2017;Sevim et al, 2014).…”

Section: Introductionmentioning

confidence: 99%

Novel Frequency Dependent OFET Attenuator Using ClInPc with Al2O3 Embedded Nanoparticles in Nylon 11 for Flexible Electronics

Hamui,

Sánchez-Vergara,

Ferrer-Garcia

2023

JART

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The Organic field-effect transistors (OFETs) have been largely investigated due to their low-cost manufacturing, flexibility, and lightweight, as well as their optical and electrical characteristics. That allow its application in sensors, amplifiers, attenuators signal filtering, and high-frequency response devices, like biosensing, wearable electronics, optoelectronics, telecommunications, and other potential applications. Throughout this investigation, a ClInPc flexible OFET with Al2O3 embedded particles in nylon 11, was manufactured and characterized to evaluate the optoelectronic and morphological properties. For the manufacturing, a high-vacuum thermal evaporation deposition technique was used, and UV-vis spectroscopy analysis and scanning electron microscopy were conducted to evaluate the optoelectronic and morphological properties. Also, a study regarding the electrical characteristics for different time-dependent wavefunction input signals, changing the input voltage and frequency, has been conducted. The latter was driven to determine the time-response characteristics, gains, phase shift and to determine whether the device function as an attenuator or an amplifier with the selected configuration. The device has been modelled to obtain the OFET operation parameters. A resulting capacitance of 567 pF was calculated. Uniform and continuous films where obtained, which guarantees an efficient charge transport. For all signals the output voltage is lower than that of the input voltage. Also, for the higher frequency the output voltage is decreased compared to lower frequencies. Gains decreasing variation of up to 0.05 indicate the operating application as an attenuator. Phase variation of up to 100 °, resulted while varying the input frequency. The model resulted on a gate capacitance value between 500 and 1180 pF, and gate-drain capacitance value between 50 and 500 pF. All of this could give evidence that state of the art ClInPc flexible OFET device with Al2O3 embedded nanoparticles in nylon 11 could be used toward current high-performance frequency-dependent flexible applications.

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Synthesis, characterization and photochemical properties of novel octakis(p–fluorophenoxy)substituted phthalocyanine and its gallium and indium complexes

Cited by 8 publications

References 33 publications

Electrochemical and spectroelectrochemical studies of tert-butyl-substituted aluminum phthalocyanine

Electrochemical and spectroelectrochemical studies of tert-butyl-substituted aluminum phthalocyanine

Hybrid Sono-Photodynamic Combination Therapy Mediated by Water-Soluble Gallium Phthalocyanine Enhances the Cytotoxic Effect against Breast Cancer Cell Lines

Novel Frequency Dependent OFET Attenuator Using ClInPc with Al2O3 Embedded Nanoparticles in Nylon 11 for Flexible Electronics

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