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Phosphorous tetrabenzocorrolazine from its metal-free phthalocyanine precursor: Its facile synthesis, high fluorescence emission, efficient singlet oxygen formation, and promising hole transporting material
Dyes and Pigments ( IF 4.1 ) Pub Date : 2020-04-05 , DOI: 10.1016/j.dyepig.2020.108421
Xulin Lu , Xian-Fu Zhang

We have synthesized tetra(4-tert-butyl phenoxy)-tetrabenzocorrolazine phosphorous POTBC(β-OPB)4, a functional π-conjugated macrocycle compound derived from corrole or corrolazine, by a one step procedure from its metal free phthalocyanine precursor. The product structure is characterized by UV–Vis absorption, MS, NMR and IR spectral methods. We have also studied their fluorescence properties, excited triplet state formation, photosensitized singlet oxygen production, and their application as undoped hole transporting layer (HTL) in perovskite solar cells (PSC). The results show that POTBC(β-OPB)4 is highly emissive (fluorescence quantum yield 0.60 in the red region which is little affected by solvent), it also exhibits significant singlet oxygen formation ability (quantum yield 0.40 which is little influenced by solvent), and show remarkable power conversion efficiency (15.8%) as undoped HTL. These facts suggest that POTBC(β-OPB)4 is a promising fluorescence imaging agent and good singlet oxygen photosensitizer for photodynamic therapy of tumor. It is also a good candidate as undoped hole transporting material for PSC.



中文翻译:

由其无金属的酞菁前体制成的四苯并四氢萘酚磷:易合成,高荧光发射,有效的单线态氧形成和有希望的空穴传输材料

我们通过一步法从其金属游离的酞菁前体中合成了四(4-叔丁基苯氧基)-四苯并吡咯嗪磷POTBC(β-OPB)4,一种衍生自corrole或corrolazine的官能π共轭大环化合物。产品结构的特征在于紫外可见吸收,质谱,核磁共振和红外光谱法。我们还研究了它们的荧光特性,激发的三重态形成,光敏单线态氧的产生及其在钙钛矿型太阳能电池(PSC)中作为未掺杂空穴传输层(HTL)的应用。结果表明POTBC(β-OPB)4具有高发射率(红色区域的荧光量子产率为0.60,几乎不受溶剂影响),还具有显着的单线态氧形成能力(量子产率为0.40,几乎不受溶剂影响),并显示出显着的功率转换效率(15.8%)作为未掺杂的HTL。这些事实表明POTBC(β-OPB)4是一种有前途的荧光成像剂和良好的单线态氧光敏剂,用于肿瘤的光动力治疗。作为PSC的无掺杂空穴传输材料,它也是一个不错的选择。

更新日期:2020-04-06
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