Optical detection of hydrogen sulfide by Turn-ON chemosensors based on 2-nitro-5,10,15,20-tetraphenylporphyrins

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments Pub Date : 2025-04-11 DOI:10.1016/j.dyepig.2025.112801

Carla I.M. Santos , Ana M. Santiago , Cristina J. Dias , Ana R. Araújo , Daniel Cavaco , Gonçalo Justino , Manuel Melle-Franco , M. Amparo F. Faustino , M. Graça P.M. S. Neves , JoséM.G. Martinho , Ermelinda M.S. Maçôas

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引用次数: 0

Abstract

The sensing ability of 2-nitro-5,10,15,20-tetraphenylporphyrin (P–NO₂) and of the corresponding Zn(II) complex (ZnP–NO₂) towards hydrogen sulfide (H₂S) was investigated using UV–vis absorption and emission spectroscopy. The presence of H₂S induced strong alterations in the excited state of P–NO₂ and ZnP–NO₂. Specifically, the originally broad fluorescence emission observed around 700 nm was strongly quenched, while new sharp bands emerged at lower wavelengths. Both P–NO₂ and ZnP–NO₂ showed a clear sensitive and turn-ON response to the presence of H₂S, with detection limits (LOD) of 3 μM for P–NO₂ and 7 μM for ZnP–NO₂. In the case of ZnP–NO₂, the spectral shift enables a ratiometric sensing of H₂S, making this approach particularly robust against variations in sensor concentration, environmental effects and instrumentation errors. Interestingly, the spectral changes induced by H₂S were reversible suggesting that it is possible to reuse the sensor. The sensing mechanism was evaluated by ¹H NMR and HRMS-ESI experiments and corroborated by density functional theory (DFT) calculations. Overall, the results emphasized that the β-nitroporphyrins based probes are a powerful tool for the detection of H₂S and present potential as a new sensing approach.

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基于2-硝基-5,10,15,20-四苯基卟啉的Turn-ON化学传感器光学检测硫化氢

利用紫外-可见吸收和发射光谱研究了2-硝基-5,10,15,20-四苯基卟啉（P-NO2）及其相应的Zn（II）配合物（ZnP-NO2）对硫化氢（H2S）的传感能力。H2S的存在引起了P-NO2和ZnP-NO2激发态的强烈改变。具体来说，在700 nm附近观察到的原本宽的荧光发射被强烈猝灭，而在较低波长处出现了新的尖锐波段。P-NO2和ZnP-NO2对H2S的存在表现出明显的敏感和开启响应，P-NO2的检测限（LOD）为3 μM， ZnP-NO2的检测限（LOD）为7 μM。在ZnP-NO2的情况下，光谱位移使H2S的比例传感成为可能，使这种方法对传感器浓度、环境影响和仪器误差的变化特别可靠。有趣的是，H2S引起的光谱变化是可逆的，这表明传感器可以重复使用。通过1H NMR和HRMS-ESI实验对其传感机理进行了评价，并通过密度泛函理论（DFT）计算对其进行了验证。总的来说，结果强调了基于β-硝基卟啉的探针是检测H2S的有力工具，并且具有作为一种新的传感方法的潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.