Schiff bases derivatives containing salicylaldimine and (benzo)pyrazole with fluorescence performance as dissociative proton detection probes in water/oil phases system

IF 4.6 2区化学 Q1 SPECTROSCOPY

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy Pub Date : 2025-10-02 DOI:10.1016/j.saa.2025.126998

Shulan Ji , Yu Zhang , Xun Li , Fei Wang

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引用次数: 0

Abstract

In order to exploit novel fluorescence materials with probe properties, salicylaldehyde was introduced into pyrazole (A1), methylpyrazole (A2), indazole (A3), and methylindazole (A4) through an imine bond. The fluorescence quantum yield of these compounds in solid state (11.2 %–34.3 %) is significantly higher than that in liquid state (oil and water phases). Among them, A4 exhibits better fluorescence performance compared to the other title compounds. This phenomenon was caused by compound A4 possesses both a benzoheterocyclic heterocycle (indazole) and an electron-donating group (methyl). These two categories of electron-donating fragments make compound A4 as a kind of donor-π-donor (D-π-D) system. In addition, compound A4 can transform from enol to ketone under acidic conditions, and also significantly enhancing its fluorescence performance (fluorescence quantum yield increased from 4.1 % to 26.4 % in biodiesel). This process enables A4 to be used for acidity detection in biodiesel system.

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含水杨醛二胺和（苯并）吡唑的希夫碱衍生物在水/油相体系中用作荧光解离质子检测探针。

为了开发具有探针性质的新型荧光材料，将水杨醛通过亚胺键引入吡唑（A1）、甲基吡唑（A2）、吲哚唑（A3）和甲基林唑（A4）中。这些化合物在固态（11.2% ~ 34.3%）下的荧光量子产率明显高于液相（油相和水相）。其中，A4比其他标题化合物具有更好的荧光性能。这种现象是由于化合物A4同时具有一个苯并杂环（茚唑）和一个供电子基（甲基）。这两类给电子碎片使化合物A4成为一种给体-π-给体（D-π-D）体系。此外，化合物A4可以在酸性条件下由烯醇转化为酮，也显著增强了其荧光性能（荧光量子产率在生物柴油中从4.1%提高到26.4%）。该工艺使A4可用于生物柴油系统的酸度检测。

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来源期刊

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 物理-光谱学

CiteScore

8.40

自引率

11.40%

发文量

1364

审稿时长

40 days

期刊介绍： Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (SAA) is an interdisciplinary journal which spans from basic to applied aspects of optical spectroscopy in chemistry, medicine, biology, and materials science. The journal publishes original scientific papers that feature high-quality spectroscopic data and analysis. From the broad range of optical spectroscopies, the emphasis is on electronic, vibrational or rotational spectra of molecules, rather than on spectroscopy based on magnetic moments. Criteria for publication in SAA are novelty, uniqueness, and outstanding quality. Routine applications of spectroscopic techniques and computational methods are not appropriate. Topics of particular interest of Spectrochimica Acta Part A include, but are not limited to: Spectroscopy and dynamics of bioanalytical, biomedical, environmental, and atmospheric sciences, Novel experimental techniques or instrumentation for molecular spectroscopy, Novel theoretical and computational methods, Novel applications in photochemistry and photobiology, Novel interpretational approaches as well as advances in data analysis based on electronic or vibrational spectroscopy.