{"title":"Highly fluorescent donor-acceptor stilbazoles based on 3,4-dicyanopyrid-2-one for selective detection of ethylamines","authors":"Saveliy P. Sorokin, Oleg V. Ershov","doi":"10.1016/j.dyepig.2025.112908","DOIUrl":null,"url":null,"abstract":"<div><div>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 (EtNH<sub>2</sub>, Et<sub>2</sub>NH, Et<sub>3</sub>N), 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 (<em>λ</em><sub>em(max)</sub> = 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.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"241 ","pages":"Article 112908"},"PeriodicalIF":4.2000,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Dyes and Pigments","FirstCategoryId":"88","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0143720825002785","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
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.
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.