Highly fluorescent donor-acceptor stilbazoles based on 3,4-dicyanopyrid-2-one for selective detection of ethylamines

IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED
Saveliy P. Sorokin, Oleg V. Ershov
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引用次数: 0

Abstract

A series of new Donor-Acceptor Stilbazoles based on a 2-OxoNicotinonitrile fragment (DASONs) with a rigid structure, as well as their pyrrolidinium salts, have been synthesized. The quantum yields of some of these compounds in solution reach up to 87 %. A strategy for obtaining salts exhibiting the rare phenomenon of dual-state emission based on pyridone molecules has been proposed. While the pyridones themselves show almost no fluorescence in the solid state, their pyrrolidinium salts exhibit fluorescence both in solution and over a wide range of the visible spectrum (516 nm–633 nm) when solid, demonstrating dual-state emission. Using DASON with a branched hydrocarbon radical as an example, along with ethylamines (EtNH2, Et2NH, Et3N), it was demonstrated that the fluorescent properties of DASON salts enable selective detection of amine vapors with similar structures due to the selective fluorescent response to each amine (λem(max) = 523 nm, 558 nm, 576 nm). The passage of an amine mixture selectively leads to the formation of the diethylamine salt, which is important for monitoring its concentration in various environments.
基于3,4-二氰吡啶-2- 1的高荧光给受体二苯醚选择性检测乙胺
合成了一系列基于刚性结构的2-氧基烟碱腈片段(DASONs)的新型供体-受体二苯醚及其吡咯吡啶盐。其中一些化合物在溶液中的量子产率高达87%。提出了一种以吡啶酮分子为基料制备具有罕见双态发射现象盐的方法。虽然吡啶酮本身在固体状态下几乎没有荧光,但它们的吡啶鎓盐在溶液中和固体状态下在宽可见光谱范围(516 nm - 633 nm)内都表现出荧光,表现出双态发射。以含支链烃自由基的DASON盐和乙胺(EtNH2, et2nhh, Et3N)为例,证明了DASON盐的荧光特性,由于对每种胺(λem(max) = 523 nm, 558nm, 576nm)的选择性荧光响应,可以选择性地检测具有相似结构的胺蒸气。胺混合物的通过选择性地导致二乙胺盐的形成,这对于监测其在各种环境中的浓度是重要的。
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来源期刊
Dyes and Pigments
Dyes and Pigments 工程技术-材料科学:纺织
CiteScore
8.20
自引率
13.30%
发文量
933
审稿时长
33 days
期刊介绍: Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied. Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media. The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.
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