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A new spirofluorene-based nonplanar PBI-dyad and its utilization in the film-based photo-production of singlet oxygen
Science China Chemistry ( IF 9.6 ) Pub Date : 2020-03-11 , DOI: 10.1007/s11426-019-9676-y
Wenjun Xu , Yanyu Qi , Kun Zhou , Zhaolong Wang , Gang Wang , Gang He , Yu Fang

Abstract

Traditional photosensitizers are predominantly based on various types of polypyrrole macrocycles, which are generally used in homogeneous and/or suspension states. In the present study, a new non-polypyrrole-based photosensitizer (LW-PBI) was developed via the introduction of a nonplanar spirofluorene into a derivative of perylene bisimides (PBI) containing two longalkyl chains. Photophysical studies demonstrated that the compound shows good solubility in common organic solvents, great photochemical stability, and high absorption efficiency in the visible light region. Due to containing of two energetically matchable, independent fluorescent units, the compound as prepared displays strong tendency to form non-fluorescent charge-separated states under light irradiation in polar solvents. Based on the merits, LW-PBI was examined for its catalytic property in the photo-production of singlet oxygen in film state. Luckily, the compound is an effective photosensitizer in the generation of the active oxygen species as verified by its unique reaction with uric acid (UA). Further studies revealed that the effective photo-production of singlet oxygen can be also realized via the utilization of a tiny and low-price LED lamp as a light source and as a film support. Detailed studies on the application of the conceptual device as a medical instrument for photodynamic therapy (PDT) are in progress.



中文翻译:

一种新的基于螺芴的非平面PBI二元化合物及其在单线态氧的基于胶片的光生产中的应用

摘要

传统的光敏剂主要基于各种类型的聚吡咯大环,通常以均相和/或悬浮态使用。在本研究中,通过将非平面螺芴引入含有两个长烷基链的per双酰亚胺(PBI)衍生物中,开发了一种新的非基于聚吡咯的光敏剂(LW-PBI)。光物理研究表明,该化合物在常见的有机溶剂中显示出良好的溶解性,良好的光化学稳定性以及在可见光区域的高吸收效率。由于包含两个能量上可匹配的,独立的荧光单元,所制备的化合物在极性溶剂的光照射下显示出形成非荧光电荷分离态的强烈趋势。基于优点,检查了LW-PBI在成膜状态的单线态氧的光生产中的催化性能。幸运的是,通过与尿酸(UA)的独特反应,该化合物在活性氧的生成中是一种有效的光敏剂。进一步的研究表明,通过使用纤巧,价格低廉的LED灯作为光源和薄膜支撑件,也可以实现有效的单线态氧的光生产。关于将概念装置用作光动力疗法(PDT)的医疗器械的详细研究正在进行中。进一步的研究表明,通过使用纤巧,价格低廉的LED灯作为光源和薄膜支撑件,也可以实现有效的单线态氧的光生产。关于将概念装置用作光动力疗法(PDT)的医疗器械的详细研究正在进行中。进一步的研究表明,通过使用纤巧,价格低廉的LED灯作为光源和薄膜支撑件,也可以实现有效的单线态氧的光生产。关于将概念装置用作光动力疗法(PDT)的医疗器械的详细研究正在进行中。

更新日期:2020-03-16
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