T‐Shaped Benzimidazole Derivatives as Blue‐Emitting Materials: The Role of C2 Substituents on Photophysical Properties,Asian Journal of Organic Chemistry

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T‐Shaped Benzimidazole Derivatives as Blue‐Emitting Materials: The Role of C2 Substituents on Photophysical Properties
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2018-02-01 , DOI: 10.1002/ajoc.201800003
K. R. Justin Thomas ₁ , Govardhana Babu Bodedla ₁

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The synthesis, characterization and photophysical properties of a series of T‐shaped benzimidazole derivatives decorated with triphenylamine donors at positions C4 and C7 and various aromatic units at C2 are reported. The absorption properties of the dyes are predominantly influenced by the electronic properties of the benzimidazole and triphenylamine units, whereas the emission characteristics are determined by the nature of the aromatic segment at C2. All the compounds display blue emission with moderate quantum yields in solution and solid states. They displayed multiple quasi‐reversible oxidations originating from the triphenylamine units, demonstrating the electronic communication between these moieties. In addition, they showed high thermal stability with decomposition onset temperatures greater than 384 °C. The excited‐state lifetime of the dyes varied in the range 2.00–6.18 ns. A pyrene‐containing dye exhibited the longest lifetime in the series, attributable to the formation of excimers in the excited state.

中文翻译：

T形苯并咪唑衍生物作为发蓝光材料：C2取代基对光物理性质的作用

报道了一系列在T4和C7位置装饰有三苯胺供体和在C2上具有各种芳族单元的T形苯并咪唑衍生物的合成，表征和光物理性质。染料的吸收特性主要受苯并咪唑和三苯胺单元的电子特性影响，而发射特性则取决于C2上芳族链段的性质。所有化合物在溶液和固态下均显示蓝色发射，并具有中等量子产率。他们显示出源自三苯胺单元的多个准可逆氧化，证明了这些部分之间的电子通信。此外，它们还具有较高的热稳定性，分解起始温度高于384°C。染料的激发态寿命在2.00–6.18 ns范围内变化。含pyr的染料在该系列中具有最长的寿命，这归因于在激发态下形成了受激准分子。

更新日期：2018-02-01

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