Dinaphtho[1,2-a:1′,2′-h]anthracene diimides: Synthesis, properties, and visualization of latent fingerprint application

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments Pub Date : 2025-03-14 DOI:10.1016/j.dyepig.2025.112754

Caihang Zhang, Hepeng Duan, Bingshan Zhang, Ping Deng, Yan Yu

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引用次数: 0

Abstract

Imide-functionalized polycyclic aromatic hydrocarbons (PAHs) endow fascinating optoelectronic properties, rendering them suitable for many applications. Developing these new kinds of functional materials is interesting and challenging. Dinaphtho[1,2-a:1′,2′-h]anthracene (DNphA), a non-planar S-shaped double helical helicene within the PAH class, has received relatively little research. In this contribution, a series of solution-processable DNphA diimide derivative dyes (M1∼M5) were designed and synthesized. The density functional theory calculation, photophysical and electrochemical properties of the new fluorescent dyes have been investigated. Notably, M5 was used as a fluorescent developer for latent fingerprint visualization, where fingerprints on different substrates displayed clear yellow-green fluorescence. This research provides insights into the efficient design strategy of the imide functionalization of DNphA and the synthesis and application of DNphA diimide-based functional dyes.

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二萘磺[1,2-a:1′，2′-h]蒽二亚胺：合成、性质及潜在指纹应用可视化

亚胺功能化多环芳烃（PAHs）具有优异的光电性能，具有广泛的应用前景。开发这些新型功能材料既有趣又具有挑战性。Dinaphtho[1,2-a:1 ',2 ' -h]anthracene （DNphA）是多环芳烃类中的非平面s型双螺旋螺旋烯，研究较少。在这篇贡献中，设计和合成了一系列可溶液处理的DNphA二亚胺衍生物染料（M1 ~ M5）。研究了新型荧光染料的密度泛函理论计算、光物理和电化学性能。值得注意的是，M5作为荧光显影剂用于潜在指纹可视化，不同底物上的指纹显示出清晰的黄绿色荧光。本研究为DNphA亚胺功能化的高效设计策略以及DNphA二亚胺基功能染料的合成与应用提供了新的思路。

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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.