The new metal-free, zinc, magnesium, indium ball-type phthalocyanines and their hybrids with graphene oxide: Synthesis, investigation of photophysical, photochemical properties and theoretical studies

IF 4.1 3区化学 Q2 CHEMISTRY, PHYSICAL Journal of Photochemistry and Photobiology A-chemistry Pub Date : 2024-11-07 DOI:10.1016/j.jphotochem.2024.116138

Ketrin Zeki , Süeda Asrak , Fatma Nur Yabaş , Nergis Çevik , Ebru Yabaş , Samson Khene , Bekir Salih , Mevlüde Canlıca

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Abstract

In this study, four ball-type phthalocyanines (BTPc-H₂-4, BTPc-Zn-5, BTPc-Mg-6, BTPc-In-7) were synthesized from 3,3′,((3,5-di-tert-butyl-1,2-phenylene)bis(oxy)diphthalonitrile in a single reaction step. Non-covalent ball-type phthalocyanine (BTPc)-graphene oxide (GO) hybrids (BTPc-GO) were prepared by simple sonication method. The structures were confirmed by elemental analysis, ultraviolet–visible (UV–Vis), fourier-transform infrared (FT-IR), proton nuclear magnetic resonance (¹H NMR), MALDI-TOF MS spectroscopies, elemental analysis and scanning electron microscope (SEM). The photophysical and photochemical properties of ball-type phthalocyanines were investigated in dimethyl sulfoxide (DMSO) and tetrahydrofuran (THF). In this way, the contribution of solution polarity to these properties was compared. The contribution of GO was examined by examining the singlet oxygen quantum yields of BTPc-GO hybrids in DMSO. In addition, the structural properties of ball-type phthalocyanines were examined through theoretical studies and the effect of structural properties on experimentally determined band gaps was examined. Interestingly, we also report that ball-type thalocyanines are both photostable and exhibit extremely high singlet oxygen quantum yields. In addition, we can state that hybrids of these compounds with GO also show the ability to increase the singlet oxygen quantum yield, depending on the degree of interaction.

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新型无金属锌、镁、铟球型酞菁及其与氧化石墨烯的混合物：合成、光物理、光化学性质调查和理论研究

本研究以 3,3′,((3,5-二叔丁基-1,2-亚苯基)双(氧)二酞腈为原料，通过单一反应步骤合成了四种球型酞菁（BTPc-H2-4、BTPc-Zn-5、BTPc-Mg-6、BTPc-In-7）。通过简单的超声法制备了非共价的球型酞菁（BTPc）-氧化石墨烯（GO）混合物（BTPc-GO）。通过元素分析、紫外可见光（UV-Vis）、傅立叶变换红外（FT-IR）、质子核磁共振（1H NMR）、MALDI-TOF MS 光谱、元素分析和扫描电子显微镜（SEM）确认了其结构。研究了球型酞菁在二甲基亚砜（DMSO）和四氢呋喃（THF）中的光物理和光化学特性。通过这种方法，比较了溶液极性对这些特性的影响。通过检测二甲基亚砜中 BTPc-GO 杂化物的单线态氧量子产率，研究了 GO 的贡献。此外，我们还通过理论研究考察了球型酞菁的结构特性，并考察了结构特性对实验测定的带隙的影响。有趣的是，我们还发现球型酞菁既具有光稳定性，又具有极高的单线态氧量子产率。此外，我们还发现，这些化合物与 GO 的混合物也能提高单线态氧量子产率，具体取决于相互作用的程度。

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来源期刊

Journal of Photochemistry and Photobiology A-chemistry 化学-物理化学

CiteScore

7.90

自引率

7.00%

发文量

580

审稿时长

48 days

期刊介绍： JPPA publishes the results of fundamental studies on all aspects of chemical phenomena induced by interactions between light and molecules/matter of all kinds. All systems capable of being described at the molecular or integrated multimolecular level are appropriate for the journal. This includes all molecular chemical species as well as biomolecular, supramolecular, polymer and other macromolecular systems, as well as solid state photochemistry. In addition, the journal publishes studies of semiconductor and other photoactive organic and inorganic materials, photocatalysis (organic, inorganic, supramolecular and superconductor). The scope includes condensed and gas phase photochemistry, as well as synchrotron radiation chemistry. A broad range of processes and techniques in photochemistry are covered such as light induced energy, electron and proton transfer; nonlinear photochemical behavior; mechanistic investigation of photochemical reactions and identification of the products of photochemical reactions; quantum yield determinations and measurements of rate constants for primary and secondary photochemical processes; steady-state and time-resolved emission, ultrafast spectroscopic methods, single molecule spectroscopy, time resolved X-ray diffraction, luminescence microscopy, and scattering spectroscopy applied to photochemistry. Papers in emerging and applied areas such as luminescent sensors, electroluminescence, solar energy conversion, atmospheric photochemistry, environmental remediation, and related photocatalytic chemistry are also welcome.