Synthesis of Highly Photostable Benzoindolenine‐Based Squaraine Dyes by using Aromatic Fluorine Atoms

Synthesis of Highly Photostable Benzoindolenine‐Based Squaraine Dyes by using Aromatic Fluorine Atoms
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DOI:
10.1002/slct.202300309
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发表时间:
2023-03
期刊:
影响因子:
2.1
通讯作者:
Yuki Uehashi;S. Izawa;Y. Yamada;Yohei Miwa;Toshiyasu Inuzuka;Y. Kubota;M. Hiramoto;K. Funabiki
Yuki Uehashi;S. Izawa;Y. Yamada;Yohei Miwa;Toshiyasu Inuzuka;Y. Kubota;M. Hiramoto;K. Funabiki
中科院分区:
化学4区
文献类型:
--
作者:
Yuki Uehashi;S. Izawa;Y. Yamada;Yohei Miwa;Toshiyasu Inuzuka;Y. Kubota;M. Hiramoto;K. Funabiki

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我们已经阐明了在溶液中具有低光稳定性的基于非氟化苯并吲哚啉的SQ染料的光降解的细节,并提出了改善其光稳定性的假设。基于结果,用氟原子或非氟化苯并吲哚啉SQ染料的氧阴离子的甲基化取代苯并吲哚啉环上的所有氢原子导致光稳定性的改善。此外,对合成的SQ染料用于有机光致发光的初步研究表明,具有大体积含氟阴离子的O-甲基化SQ染料提供了比类似的基于苯并吲哚啉的SQ染料高得多的VOC。
We have elucidated the details of the photodegradation of non‐fluorinated benzoindolenine‐based SQ dyes with low photostability in solution and proposed a hypothesis to improve their photostability. Based on the results, replacing all the hydrogen atoms on the benzoindolenine ring with fluorine atoms or methylation of the oxygen anions of the non‐fluorinated benzoindolenine SQ dye resulted in improvement of photostability. Furthermore, a preliminary investigation of the synthesized SQ dyes for organic photovoltaics revealed that theO‐methylated SQ dye with bulky fluorine‐containing anions provided a much higherVocthan similar benzoindolenine‐based SQ dyes.