当前位置: X-MOL 学术Asian J. Org. Chem. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Fluorescent Assembles of 2‐Amino‐3‐cyanothiophenes with Azoles. Design and Peculiar Properties of Absorption and Emission
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2020-12-16 , DOI: 10.1002/ajoc.202000663
Kseniya I. Lugovik 1 , Ali Kanaa 1 , Enrico Benassi 2 , Nataliya P. Belskaya 1
Affiliation  

Three new types of azolylthiophene fluorescent dyes, (1‐aryl‐1H‐1,2,3‐triazole‐4‐carbonyl)thiophenes (ATTs), (3‐arylisoxazole‐4‐carbonyl)thiophenes (AITs), 1‐aryl‐1H‐pyrazole‐4‐carbonyl)thiophenes (APTs), were synthesized by the 1,3‐dipolar cycloaddition reaction. All the synthesized luminophores exhibited blue emission with high quantum yields (QYs) and positive solvato(fluoro)chromism. Photophysical investigations established the role of the heterocyclic core, substituents, and their combinations for the azolylthiophenes emission. ATTs and AITs exhibited a decrease in QY in polar solvents, while APTs showed the largest QYs in DMSO and DMF. Solvato(fluoro)chromism was analyzed by using the Lippert‐Mataga equation. These results revealed that ATTs are the most sensitive to the environment interactions among the investigated compounds. Azolylthiophenes exhibited intense green emission in the solid state (up to 75.9%). The experimental work was supported by quantum chemical calculations.

中文翻译:

2-氨基-3-氰基噻吩和腈的荧光组装体。吸收和发射的设计和特殊性能

三种新型的偶氮基噻吩荧光染料,(1-芳基-1 H -1,2,3-三唑-4-羰基)噻吩(ATTs),(3-芳基异恶唑-4-羰基)噻吩(AITs),1-芳基‐1吡唑-4-羰基)噻吩(APT)是通过1,3-偶极环加成反应合成的。所有合成的发光体均显示出具有高量子产率(QYs)的蓝色发射和正溶剂化(氟)色度。光物理研究确定了杂环核心,取代基及其组合对于偶氮基噻吩发射的作用。ATT和AIT在极性溶剂中的QY降低,而APT在DMSO和DMF中的QY最大。通过使用Lippert-Mataga方程分析了Solvato(氟)变色现象。这些结果表明,ATT对所研究化合物之间的环境相互作用最敏感。固氮噻吩在固态下表现出强烈的绿色发射(高达75.9%)。实验工作得到了量子化学计算的支持。
更新日期:2021-02-10
down
wechat
bug