Intermolecular C–H⋯O hydrogen bond–induced H-aggregates for rapid, real-time detection of cyanide

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments Pub Date : 2024-11-27 DOI:10.1016/j.dyepig.2024.112567

Sachin D. Padghan , Jiun-Wei Hu , Li-Ching Wang, Yin-Hsuan Hsu, Kew-Yu Chen

{"title":"Intermolecular C–H⋯O hydrogen bond–induced H-aggregates for rapid, real-time detection of cyanide","authors":"Sachin D. Padghan , Jiun-Wei Hu , Li-Ching Wang, Yin-Hsuan Hsu, Kew-Yu Chen","doi":"10.1016/j.dyepig.2024.112567","DOIUrl":null,"url":null,"abstract":"<div><div>A specialized chemodosimeter, H1, incorporates a solid red fluorophore formed using a nearly planar dimethylaniline–indanedione conjugate, leveraging an intramolecular charge transfer (ICT) mechanism engineered for cyanide detection. Chemodosimeter H1 exhibits strong ICT-induced emission in polar organic solvents, although its fluorescence diminishes in the solid state. Compared with the J-aggregated solid red fluorophore J1, which has a similar dimethylaniline–indanedione conjugate structure, chemodosimeter H1, with an extended vinyl conjugation, displays a relatively weak and blue-shifted red emission in the solid state because of formation of H-aggregates induced by intermolecular C–H⋯O hydrogen bonds. Binding between cyanide and chemodosimeter H1 results in color and emission changes for the latter, resulting in formation of a highly twisted structure, denoted as H1–CN, which subsequently impedes ICT. Furthermore, test strips employing the H-aggregated red fluorophore H1 present a promising approach for quantitative and rapid detection of cyanide (CN−). These results provide a new approach to designing solid red fluorophores based on H-aggregation for CN− detection.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"235 ","pages":"Article 112567"},"PeriodicalIF":4.1000,"publicationDate":"2024-11-27","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/S0143720824006338","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 specialized chemodosimeter, H1, incorporates a solid red fluorophore formed using a nearly planar dimethylaniline–indanedione conjugate, leveraging an intramolecular charge transfer (ICT) mechanism engineered for cyanide detection. Chemodosimeter H1 exhibits strong ICT-induced emission in polar organic solvents, although its fluorescence diminishes in the solid state. Compared with the J-aggregated solid red fluorophore J1, which has a similar dimethylaniline–indanedione conjugate structure, chemodosimeter H1, with an extended vinyl conjugation, displays a relatively weak and blue-shifted red emission in the solid state because of formation of H-aggregates induced by intermolecular C–H⋯O hydrogen bonds. Binding between cyanide and chemodosimeter H1 results in color and emission changes for the latter, resulting in formation of a highly twisted structure, denoted as H1–CN, which subsequently impedes ICT. Furthermore, test strips employing the H-aggregated red fluorophore H1 present a promising approach for quantitative and rapid detection of cyanide (CN⁻). These results provide a new approach to designing solid red fluorophores based on H-aggregation for CN⁻ detection.

Abstract Image

查看原文本刊更多论文

求助全文

约1分钟内获得全文求助全文

来源期刊

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.