2-Thiopyridone-based stilbazoles:合成、光物理性质以及对 Hg(II) 和 Cd(II) 离子的传感

IF 4.1 3区 工程技术 Q2 CHEMISTRY, APPLIED Dyes and Pigments Pub Date : 2024-11-10 DOI:10.1016/j.dyepig.2024.112538
Anastasia I. Ershova, Ilzia I. Khakimova, Mikhail Yu. Ievlev, Oleg V. Ershov
{"title":"2-Thiopyridone-based stilbazoles:合成、光物理性质以及对 Hg(II) 和 Cd(II) 离子的传感","authors":"Anastasia I. Ershova,&nbsp;Ilzia I. Khakimova,&nbsp;Mikhail Yu. Ievlev,&nbsp;Oleg V. Ershov","doi":"10.1016/j.dyepig.2024.112538","DOIUrl":null,"url":null,"abstract":"<div><div>A method of preparation of new representatives of donor-acceptor stilbazoles based on pyridine-2-thione containing a cyano group and a trifluoromethyl moiety in the acceptor part of the molecule was developed. The synthesized stilbazoles exhibited pronounced fluorescence, with quantum yields up to about 15 % significantly improved compared to traditional thioxonicotinonitriles, which typically lack such properties. The emission turned out to be strongly dependent on the tautomeric equlibrium in the solution that was studied using both computational methods and comprehensive spectroscopic analysis. Solvato(fluoro)chromism and the influence of the substituent on the spectral characteristics of the compounds were also investigated. It was established that the emission maximum could be tuned from 418 to 630 nm covering almost the entire visible spectrum. The design of stilbazoles enhanced their photophysical properties making them suitable candidates for environmental monitoring or biological sensing. As a result a new chemosensor was developed demonstrating high selectivity for the detection of micromolar concentration of mercury(II) ions (LoD 1.34 μM) and submicromolar concentration of cadmium(II) ions (LoD 0.875 μM) in aqueous media.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"233 ","pages":"Article 112538"},"PeriodicalIF":4.1000,"publicationDate":"2024-11-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"2-Thiopyridone-based stilbazoles: Synthesis, photo-physical properties and sensing of Hg(II) and Cd(II) ions\",\"authors\":\"Anastasia I. Ershova,&nbsp;Ilzia I. Khakimova,&nbsp;Mikhail Yu. Ievlev,&nbsp;Oleg V. Ershov\",\"doi\":\"10.1016/j.dyepig.2024.112538\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A method of preparation of new representatives of donor-acceptor stilbazoles based on pyridine-2-thione containing a cyano group and a trifluoromethyl moiety in the acceptor part of the molecule was developed. The synthesized stilbazoles exhibited pronounced fluorescence, with quantum yields up to about 15 % significantly improved compared to traditional thioxonicotinonitriles, which typically lack such properties. The emission turned out to be strongly dependent on the tautomeric equlibrium in the solution that was studied using both computational methods and comprehensive spectroscopic analysis. Solvato(fluoro)chromism and the influence of the substituent on the spectral characteristics of the compounds were also investigated. It was established that the emission maximum could be tuned from 418 to 630 nm covering almost the entire visible spectrum. The design of stilbazoles enhanced their photophysical properties making them suitable candidates for environmental monitoring or biological sensing. As a result a new chemosensor was developed demonstrating high selectivity for the detection of micromolar concentration of mercury(II) ions (LoD 1.34 μM) and submicromolar concentration of cadmium(II) ions (LoD 0.875 μM) in aqueous media.</div></div>\",\"PeriodicalId\":302,\"journal\":{\"name\":\"Dyes and Pigments\",\"volume\":\"233 \",\"pages\":\"Article 112538\"},\"PeriodicalIF\":4.1000,\"publicationDate\":\"2024-11-10\",\"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/S0143720824006041\",\"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}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Dyes and Pigments","FirstCategoryId":"88","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0143720824006041","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

摘要

本研究开发了一种基于吡啶-2-硫酮的供体-受体链烷唑新代表的制备方法,该吡啶-2-硫酮在分子的受体部分含有一个氰基和一个三氟甲基。合成的苯并唑具有明显的荧光,量子产率高达约 15%,与通常缺乏此类特性的传统硫酮腈相比有显著提高。通过计算方法和综合光谱分析研究发现,发射与溶液中的同分异构体平衡密切相关。此外,还研究了溶解(氟)发色性以及取代基对化合物光谱特性的影响。结果表明,发射最大值可在 418 至 630 纳米之间调节,几乎覆盖了整个可见光谱。苯并唑的设计增强了其光物理性质,使其成为环境监测或生物传感的合适候选化合物。因此,我们开发出了一种新型化学传感器,对检测水介质中微摩尔浓度的汞(II)离子(LoD 1.34 μM)和亚摩尔浓度的镉(II)离子(LoD 0.875 μM)具有很高的选择性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
2-Thiopyridone-based stilbazoles: Synthesis, photo-physical properties and sensing of Hg(II) and Cd(II) ions
A method of preparation of new representatives of donor-acceptor stilbazoles based on pyridine-2-thione containing a cyano group and a trifluoromethyl moiety in the acceptor part of the molecule was developed. The synthesized stilbazoles exhibited pronounced fluorescence, with quantum yields up to about 15 % significantly improved compared to traditional thioxonicotinonitriles, which typically lack such properties. The emission turned out to be strongly dependent on the tautomeric equlibrium in the solution that was studied using both computational methods and comprehensive spectroscopic analysis. Solvato(fluoro)chromism and the influence of the substituent on the spectral characteristics of the compounds were also investigated. It was established that the emission maximum could be tuned from 418 to 630 nm covering almost the entire visible spectrum. The design of stilbazoles enhanced their photophysical properties making them suitable candidates for environmental monitoring or biological sensing. As a result a new chemosensor was developed demonstrating high selectivity for the detection of micromolar concentration of mercury(II) ions (LoD 1.34 μM) and submicromolar concentration of cadmium(II) ions (LoD 0.875 μM) in aqueous media.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
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.
期刊最新文献
A ratiometric fluorescent probe based on FRET mechanism for pH and its cell imaging Dynamic optical and thermal modulation of electrochromic smart windows and sunglasses based on benzothiadiazole-extended viologen derivatives First oxidative coupling of cyclazine heterocycle via regioselective dimerization of 1,2-dicarbomethoxy-3-phenylcycl[3.2.2]azine: Synthesis, theoretical aspects and physicochemical studies 1-Alkylamino-3H-naphtho[1,2,3-de]quinoline-2,7-diones. Visualization of lipid droplets in living cells Palladium catalyzed homocoupling reactions of gem-dibromo BODIPYs: Formation of dimer and trimer products
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1