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High dual-state blue emission of a functionalized pyrazoline derivative for picric acid detection
CrystEngComm ( IF 2.6 ) Pub Date : 2020-11-10 , DOI: 10.1039/d0ce01195a
Shengmei Guo 1, 2, 3, 4, 5 , Yuyang Zhang 1, 2, 3, 4, 5 , Jianyan Huang 1, 2, 3, 4, 5 , Lin Kong 1, 2, 3, 4, 5 , Jiaxiang Yang 1, 2, 3, 4, 5
Affiliation  

Developing dual-state fluorescence materials with high emission efficiency both in solution and solid states is still a challenge. Herein, a functionalized pyrazoline derivative (NF) was designed and synthesized. NF exhibited high blue emission efficiency in both THF solution and solid states with the absolute fluorescence quantum yields of 58% and 43%, respectively. The mechanism of this unique fluorescence behavior was systematically studied with the help of single-crystal structure analysis. The results showed that a close-knit molecular structure existed due to intramolecular C–H⋯π interactions, which can impair the intramolecular rotation to accelerate the radiative transition in the mono-molecule state (in dilute solution). Moreover, the steric hindrance and intermolecular hydrogen-bond interactions of the substituent groups can restrict the close packing and prompt the formation of J-aggregates in the aggregation state, which resulted in high emission performance in the solid state. Meanwhile, the dual-state blue emission property of NF was utilized for the picric acid (PA) detection in the solution state and on a test paper by the synergistic effects of photo-induced electron transfer (PET) and Förster resonance energy transfer (FRET) processes. The limit of detection as low as 6.80 × 10−7 M achieved in the THF–H2O mixture. This work provided a new scope for the design of high dual-state blue emission materials.

中文翻译:

用于苦味酸检测的功能化吡唑啉衍生物的高双态蓝色发射

开发在溶液和固态下均具有高发射效率的双态荧光材料仍然是一个挑战。在此,设计并合成了功能化的吡唑啉衍生物(NF)。NF在THF溶液和固态中均显示出高蓝色发射效率,绝对荧光量子产率分别为58%和43%。在单晶结构分析的帮助下,系统地研究了这种独特的荧光行为的机理。结果表明,由于分子内C–H⋯π相互作用而存在紧密的分子结构,这会削弱分子内旋转,从而加速单分子状态(在稀溶液中)的辐射跃迁。此外,取代基的位阻和分子间氢键相互作用可限制紧密堆积,并促使以聚集态形成J-聚集体,从而在固态下具有高发射性能。同时,双态蓝光发射特性通过光诱导电子转移(PET)和福斯特共振能量转移(FRET)过程的协同效应,NF用于溶液状态和试纸上的苦味酸(PA)检测。在THF-H 2 O混合物中,检出限低至6.80×10 -7M。这项工作为高双态蓝色发射材料的设计提供了新的范围。
更新日期:2020-11-25
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