Yaming Sun , Wenjie Sun , Junqi Wang , Chenchen Song , Yongxing Hu , Renyong Zhao , Wenjie Zhao , Lijun He
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The COFs particles was constructed onto silica surface by the covalent conjugation of 1,3,5-tris(4-aminophenyl)benzene and 2,5-divinylterephthalaldehyde. GSH containing abundant –NH<sub>2</sub> and –COOH groups was bonded onto the surface of COFs@SiO<sub>2</sub> to further enhance hydrophilicity. The resulting GSH-COFs@SiO<sub>2</sub> exhibited balanced hydrophilicity-hydrophobicity and can be used in hydrophilic/reversed-phase liquid chromatography modes through multiple retention mechanisms. Consequently, a variety of compounds with different polarity, including nucleosides/bases, benzoic acids, anilines, phenols, alkylbenzenes and polycyclic aromatic hydrocarbons, were well separated with ideal resolution, satisfactory column efficiency and good peak shapes. Furthermore, this novel column exhibited remarkable column stability, as evidenced by intra-day relative standard deviations of 0.08 %–0.18 % for retention time and 0.45 %–1.47 % for peak area.</div></div><div><h3>Significance and novelty</h3><div>This work demonstrates the superior hydrophilic-hydrophobic selectivity of GSH-COFs@SiO<sub>2</sub> stationary phases towards compounds with a wide range of polarity and provides a very facile and easily popularized post-synthetic modification route for hydrophilic-hydrophobic balanced COFs-based HPLC stationary phases.</div></div>","PeriodicalId":240,"journal":{"name":"Analytica Chimica Acta","volume":"1335 ","pages":"Article 343477"},"PeriodicalIF":5.7000,"publicationDate":"2024-11-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Glutathione-functionalized covalent organic frameworks@silica as a hydrophilic-hydrophobic balanced mixed-mode stationary phase for highly efficient separation of compounds with a wide range of polarity\",\"authors\":\"Yaming Sun , Wenjie Sun , Junqi Wang , Chenchen Song , Yongxing Hu , Renyong Zhao , Wenjie Zhao , Lijun He\",\"doi\":\"10.1016/j.aca.2024.343477\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><h3>Background</h3><div>Covalent organic frameworks (COFs) are a highly promising stationary phase for high-performance liquid chromatography (HPLC), but the separation of polar compounds is limited by their low hydrophilicity. Therefore, it is crucial to develop novel COFs-based stationary phases with balanced hydrophilicity-hydrophobicity for the efficient separation of different polar compounds.</div></div><div><h3>Results</h3><div>In this paper, glutathione (GSH)-functionalized COFs@silica microspheres (GSH-COFs@SiO<sub>2</sub>) were synthesized <em>via</em> a two-step, post-synthesis modification strategy. The COFs particles was constructed onto silica surface by the covalent conjugation of 1,3,5-tris(4-aminophenyl)benzene and 2,5-divinylterephthalaldehyde. GSH containing abundant –NH<sub>2</sub> and –COOH groups was bonded onto the surface of COFs@SiO<sub>2</sub> to further enhance hydrophilicity. The resulting GSH-COFs@SiO<sub>2</sub> exhibited balanced hydrophilicity-hydrophobicity and can be used in hydrophilic/reversed-phase liquid chromatography modes through multiple retention mechanisms. Consequently, a variety of compounds with different polarity, including nucleosides/bases, benzoic acids, anilines, phenols, alkylbenzenes and polycyclic aromatic hydrocarbons, were well separated with ideal resolution, satisfactory column efficiency and good peak shapes. Furthermore, this novel column exhibited remarkable column stability, as evidenced by intra-day relative standard deviations of 0.08 %–0.18 % for retention time and 0.45 %–1.47 % for peak area.</div></div><div><h3>Significance and novelty</h3><div>This work demonstrates the superior hydrophilic-hydrophobic selectivity of GSH-COFs@SiO<sub>2</sub> stationary phases towards compounds with a wide range of polarity and provides a very facile and easily popularized post-synthetic modification route for hydrophilic-hydrophobic balanced COFs-based HPLC stationary phases.</div></div>\",\"PeriodicalId\":240,\"journal\":{\"name\":\"Analytica Chimica Acta\",\"volume\":\"1335 \",\"pages\":\"Article 343477\"},\"PeriodicalIF\":5.7000,\"publicationDate\":\"2024-11-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Analytica Chimica Acta\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0003267024012789\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ANALYTICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Analytica Chimica Acta","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0003267024012789","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ANALYTICAL","Score":null,"Total":0}
Glutathione-functionalized covalent organic frameworks@silica as a hydrophilic-hydrophobic balanced mixed-mode stationary phase for highly efficient separation of compounds with a wide range of polarity
Background
Covalent organic frameworks (COFs) are a highly promising stationary phase for high-performance liquid chromatography (HPLC), but the separation of polar compounds is limited by their low hydrophilicity. Therefore, it is crucial to develop novel COFs-based stationary phases with balanced hydrophilicity-hydrophobicity for the efficient separation of different polar compounds.
Results
In this paper, glutathione (GSH)-functionalized COFs@silica microspheres (GSH-COFs@SiO2) were synthesized via a two-step, post-synthesis modification strategy. The COFs particles was constructed onto silica surface by the covalent conjugation of 1,3,5-tris(4-aminophenyl)benzene and 2,5-divinylterephthalaldehyde. GSH containing abundant –NH2 and –COOH groups was bonded onto the surface of COFs@SiO2 to further enhance hydrophilicity. The resulting GSH-COFs@SiO2 exhibited balanced hydrophilicity-hydrophobicity and can be used in hydrophilic/reversed-phase liquid chromatography modes through multiple retention mechanisms. Consequently, a variety of compounds with different polarity, including nucleosides/bases, benzoic acids, anilines, phenols, alkylbenzenes and polycyclic aromatic hydrocarbons, were well separated with ideal resolution, satisfactory column efficiency and good peak shapes. Furthermore, this novel column exhibited remarkable column stability, as evidenced by intra-day relative standard deviations of 0.08 %–0.18 % for retention time and 0.45 %–1.47 % for peak area.
Significance and novelty
This work demonstrates the superior hydrophilic-hydrophobic selectivity of GSH-COFs@SiO2 stationary phases towards compounds with a wide range of polarity and provides a very facile and easily popularized post-synthetic modification route for hydrophilic-hydrophobic balanced COFs-based HPLC stationary phases.
期刊介绍:
Analytica Chimica Acta has an open access mirror journal Analytica Chimica Acta: X, sharing the same aims and scope, editorial team, submission system and rigorous peer review.
Analytica Chimica Acta provides a forum for the rapid publication of original research, and critical, comprehensive reviews dealing with all aspects of fundamental and applied modern analytical chemistry. The journal welcomes the submission of research papers which report studies concerning the development of new and significant analytical methodologies. In determining the suitability of submitted articles for publication, particular scrutiny will be placed on the degree of novelty and impact of the research and the extent to which it adds to the existing body of knowledge in analytical chemistry.