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新型 BODIPY-芴-富勒烯和 BODIPY-芴-BODIPY 衍生物的合成、表征、光物理和光化学性质。

Novel BODIPY-Fluorene-Fullerene and BODIPY-Fluorene-BODIPY Conjugates: Synthesis, Characterization, Photophysical and Photochemical Properties.

机构信息

Department of Chemistry, Karabuk University, Karabuk, 78050, Turkey.

Department of Chemistry, Gebze Technical University, Gebze, Kocaeli, 41400, Turkey.

出版信息

J Fluoresc. 2023 Jan;33(1):297-304. doi: 10.1007/s10895-022-03060-8. Epub 2022 Nov 21.

DOI:10.1007/s10895-022-03060-8
PMID:36409387
Abstract

Two new BODIPY-fluorene-fullerene (3) and BODIPY-fluorene-BODIPY (4) conjugates were designed, synthesized, and characterized for the first time. The structural properties of compounds were investigated with elemental analysis, mass, H, and C NMR techniques. Absorption and fluorescence spectroscopy were used to examine the photophysical (absorption and emission profiles, fluorescence quantum yields, and lifetimes) and photochemical (formation of singlet oxygen (O)) properties. It was observed that the novel compounds (3) and (4) showed high molar extinction coefficients and good O quantum yields. O formation ability of the BODIPY-fluorene-fullerene conjugate (3) was more efficient than that of the BODIPY-fluorene-BODIPY conjugate (4). Furthermore, photosensitization ability of both conjugate systems was more remarkable than some commonly used BODIPY based photosensitizers. The data presented in this work indicate that these two novel systems are effective O photosensitizers that might be used for various areas of applications such as photodynamic therapy and photocatalysis.

摘要

两种新型 BODIPY-芴并富勒烯(3)和 BODIPY-芴并 BODIPY(4)化合物首次被设计、合成和表征。通过元素分析、质量、H 和 C NMR 技术研究了化合物的结构性质。吸收和荧光光谱用于研究光物理性质(吸收和发射光谱、荧光量子产率和寿命)和光化学性质(单线态氧(O)的形成)。结果表明,新型化合物(3)和(4)表现出高摩尔消光系数和良好的 O 量子产率。BODIPY-芴并富勒烯共轭物(3)的 O 形成能力比 BODIPY-芴并 BODIPY 共轭物(4)更有效。此外,两种共轭体系的光敏化能力比一些常用的基于 BODIPY 的光敏剂更为显著。本工作提供的数据表明,这两种新型体系是有效的 O 光敏剂,可用于光动力治疗和光催化等各个领域的应用。

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