{"title":"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。","authors":"Shulan Ji , Yu Zhang , Xun Li , Fei Wang","doi":"10.1016/j.saa.2025.126998","DOIUrl":null,"url":null,"abstract":"<div><div>In order to exploit novel fluorescence materials with probe properties, salicylaldehyde was introduced into pyrazole (<strong>A1</strong>), methylpyrazole (<strong>A2</strong>), indazole (<strong>A3</strong>), and methylindazole (<strong>A4</strong>) 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, <strong>A4</strong> exhibits better fluorescence performance compared to the other title compounds. This phenomenon was caused by compound <strong>A4</strong> possesses both a benzoheterocyclic heterocycle (indazole) and an electron-donating group (methyl). These two categories of electron-donating fragments make compound <strong>A4</strong> as a kind of donor-π-donor (D-π-D) system. In addition, compound <strong>A4</strong> 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 <strong>A4</strong> to be used for acidity detection in biodiesel system.</div></div>","PeriodicalId":433,"journal":{"name":"Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy","volume":"347 ","pages":"Article 126998"},"PeriodicalIF":4.6000,"publicationDate":"2025-10-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Schiff bases derivatives containing salicylaldimine and (benzo)pyrazole with fluorescence performance as dissociative proton detection probes in water/oil phases system\",\"authors\":\"Shulan Ji , Yu Zhang , Xun Li , Fei Wang\",\"doi\":\"10.1016/j.saa.2025.126998\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>In order to exploit novel fluorescence materials with probe properties, salicylaldehyde was introduced into pyrazole (<strong>A1</strong>), methylpyrazole (<strong>A2</strong>), indazole (<strong>A3</strong>), and methylindazole (<strong>A4</strong>) 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, <strong>A4</strong> exhibits better fluorescence performance compared to the other title compounds. This phenomenon was caused by compound <strong>A4</strong> possesses both a benzoheterocyclic heterocycle (indazole) and an electron-donating group (methyl). These two categories of electron-donating fragments make compound <strong>A4</strong> as a kind of donor-π-donor (D-π-D) system. In addition, compound <strong>A4</strong> 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 <strong>A4</strong> to be used for acidity detection in biodiesel system.</div></div>\",\"PeriodicalId\":433,\"journal\":{\"name\":\"Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy\",\"volume\":\"347 \",\"pages\":\"Article 126998\"},\"PeriodicalIF\":4.6000,\"publicationDate\":\"2025-10-02\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1386142525013058\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"SPECTROSCOPY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1386142525013058","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"SPECTROSCOPY","Score":null,"Total":0}
Schiff bases derivatives containing salicylaldimine and (benzo)pyrazole with fluorescence performance as dissociative proton detection probes in water/oil phases system
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.
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.