吩嗪类光敏剂可产生单线态氧,Materials Chemistry Frontiers

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吩嗪类光敏剂可产生单线态氧
Materials Chemistry Frontiers ( IF 6.0 ) Pub Date : 2019/12/12 , DOI: 10.1039/c9qm00685k
Keiichi Imato _{1,

2,

3,

4,

5} , Kazuki Ohira _{1,

2,

3,

4,

5} , Masakuni Yamaguchi _{1,

2,

3,

4,

5} , Toshiaki Enoki _{1,

2,

3,

4,

5} , Yousuke Ooyama _{1,

2,

3,

4,

5}

Affiliation

在光照射下具有产生单线态氧（¹ O ₂）的能力的光敏剂因其以光动力疗法为代表的引人入胜的应用而备受关注。杂蒽族作为光敏剂已被广泛研究，因为它们具有¹ O ₂代以及四吡咯的高量子产率。但是，尽管有很大的潜力，但以前的研究缺乏对吩嗪类光敏剂的了解。在这里，我们开发新的吩嗪衍生物，并研究它们的光物理性质和产生¹ O _2的光敏能力。。通过引入两个羟基并与两个噻吩环共轭，并进一步通过硝基修饰，吩嗪在长波长区域的光吸收得以增强，这将光吸收扩展至近红外区域，但会干扰光敏剂^1。由于激发态的快速非辐射衰变，产生了O ₂。根据El-Sayed的法则，通过用甲酰基进行修饰，赋予了新的吩嗪以优异的光敏能力，可产生¹ O ₂。具有改善的光吸收和¹ O ₂的吩嗪类光敏剂量子产率有望在未来的实际应用中获得，所获得的发现将有助于建立具有出色的¹ O ₂生成能力的新型光敏剂的合成指南。

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Phenazine-based photosensitizers for singlet oxygen generation

Photosensitizers with the ability to produce singlet oxygen (¹O₂) under light irradiation have attracted much attention because of their fascinating applications as represented by photodynamic therapy. A family of heteroanthracenes have been extensively studied as photosensitizers because of their high quantum yields of ¹O₂ generation as well as tetrapyrroles. However, the previous research studies lack insight into phenazine-based photosensitizers despite their considerable potential. Here we develop new phenazine derivatives and investigate their photophysical properties and photosensitizing abilities to produce ¹O₂. The photoabsorption of phenazine is enhanced in the long wavelength region by the introduction of two hydroxyl groups and conjugation with two thiophene rings, and further by modification with a nitro group, which extends the photoabsorption to the near-infrared region but interferes with the photosensitized ¹O₂ generation due to the fast nonradiative decay of excited states. A superior photosensitizing ability to produce ¹O₂ is imparted to the new phenazines by modification with formyl groups, according to El-Sayed's rule. The phenazine-based photosensitizers with improved photoabsorption and ¹O₂ quantum yields promise future practical applications, and the obtained findings will contribute to the establishment of synthetic guidelines for new photosensitizers with the excellent ability to produce ¹O₂.

更新日期：2020-02-13

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