“Turn-on” mode fluorescence detection of amines based on a cationic covalent organic framework linked with C−C single bond
Developing methods to detect amine pollutants at trace levels is urgently needed due to their high toxicity to both human health and environment. Covalent organic frameworks (COFs) have emerged as promising candidates for amine sensing due to their exceptional stability when exposed to corrosive ami...
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Published in | Journal of hazardous materials Vol. 489; p. 137617 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
Netherlands
Elsevier B.V
05.06.2025
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Abstract | Developing methods to detect amine pollutants at trace levels is urgently needed due to their high toxicity to both human health and environment. Covalent organic frameworks (COFs) have emerged as promising candidates for amine sensing due to their exceptional stability when exposed to corrosive amines. While several COF-based sensors have recently been developed for amine detection, to the best of our knowledge, fluorescent “turn-on” sensors have been limited to imine-linked COFs. However, the relatively low stability of imine linkages may compromise structural integrity in the presence of corrosive amines. Here, for the first time, we constructed a cationic C−C single bond linked COF (CSBL-COF-4) through the reaction between cationic porphyrin TMPyP and terephthaldicarboxaldehyde. The abundant cationic sites distributing throughout the networks not only improved the dispersity of CSBL-COF-4 in aqueous solution but also provided numerous acidic sites to enhance the affinity with alkaline amines via Lewis acid-base interaction. CSBL-COF-4 exhibited an efficient response to amine solutions or vapors and was further utilized to evaluate the freshness of meat samples, highlighting its potential for practical applications. Our result would thus open up a new avenue towards constructing a broader class of COF-based sensors for the fluorescence “turn-on” detection of amines.
[Display omitted]
•The first report on CSBL-COF as a chemosensor for detection of amines.•High stability makes CSBL-COF-4 suitable for use in corrosive environments.•The “turn-on” mode makes CSBL-COF-4 more convenience for further applications.•The successful use in meat freshness evaluation shows the real-world potential. |
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AbstractList | Developing methods to detect amine pollutants at trace levels is urgently needed due to their high toxicity to both human health and environment. Covalent organic frameworks (COFs) have emerged as promising candidates for amine sensing due to their exceptional stability when exposed to corrosive amines. While several COF-based sensors have recently been developed for amine detection, to the best of our knowledge, fluorescent "turn-on" sensors have been limited to imine-linked COFs. However, the relatively low stability of imine linkages may compromise structural integrity in the presence of corrosive amines. Here, for the first time, we constructed a cationic C-C single bond linked COF (CSBL-COF-4) through the reaction between cationic porphyrin TMPyP and terephthaldicarboxaldehyde. The abundant cationic sites distributing throughout the networks not only improved the dispersity of CSBL-COF-4 in aqueous solution but also provided numerous acidic sites to enhance the affinity with alkaline amines via Lewis acid-base interaction. CSBL-COF-4 exhibited an efficient response to amine solutions or vapors and was further utilized to evaluate the freshness of meat samples, highlighting its potential for practical applications. Our result would thus open up a new avenue towards constructing a broader class of COF-based sensors for the fluorescence "turn-on" detection of amines.Developing methods to detect amine pollutants at trace levels is urgently needed due to their high toxicity to both human health and environment. Covalent organic frameworks (COFs) have emerged as promising candidates for amine sensing due to their exceptional stability when exposed to corrosive amines. While several COF-based sensors have recently been developed for amine detection, to the best of our knowledge, fluorescent "turn-on" sensors have been limited to imine-linked COFs. However, the relatively low stability of imine linkages may compromise structural integrity in the presence of corrosive amines. Here, for the first time, we constructed a cationic C-C single bond linked COF (CSBL-COF-4) through the reaction between cationic porphyrin TMPyP and terephthaldicarboxaldehyde. The abundant cationic sites distributing throughout the networks not only improved the dispersity of CSBL-COF-4 in aqueous solution but also provided numerous acidic sites to enhance the affinity with alkaline amines via Lewis acid-base interaction. CSBL-COF-4 exhibited an efficient response to amine solutions or vapors and was further utilized to evaluate the freshness of meat samples, highlighting its potential for practical applications. Our result would thus open up a new avenue towards constructing a broader class of COF-based sensors for the fluorescence "turn-on" detection of amines. Developing methods to detect amine pollutants at trace levels is urgently needed due to their high toxicity to both human health and environment. Covalent organic frameworks (COFs) have emerged as promising candidates for amine sensing due to their exceptional stability when exposed to corrosive amines. While several COF-based sensors have recently been developed for amine detection, to the best of our knowledge, fluorescent "turn-on" sensors have been limited to imine-linked COFs. However, the relatively low stability of imine linkages may compromise structural integrity in the presence of corrosive amines. Here, for the first time, we constructed a cationic C-C single bond linked COF (CSBL-COF-4) through the reaction between cationic porphyrin TMPyP and terephthaldicarboxaldehyde. The abundant cationic sites distributing throughout the networks not only improved the dispersity of CSBL-COF-4 in aqueous solution but also provided numerous acidic sites to enhance the affinity with alkaline amines via Lewis acid-base interaction. CSBL-COF-4 exhibited an efficient response to amine solutions or vapors and was further utilized to evaluate the freshness of meat samples, highlighting its potential for practical applications. Our result would thus open up a new avenue towards constructing a broader class of COF-based sensors for the fluorescence "turn-on" detection of amines. Developing methods to detect amine pollutants at trace levels is urgently needed due to their high toxicity to both human health and environment. Covalent organic frameworks (COFs) have emerged as promising candidates for amine sensing due to their exceptional stability when exposed to corrosive amines. While several COF-based sensors have recently been developed for amine detection, to the best of our knowledge, fluorescent “turn-on” sensors have been limited to imine-linked COFs. However, the relatively low stability of imine linkages may compromise structural integrity in the presence of corrosive amines. Here, for the first time, we constructed a cationic C−C single bond linked COF (CSBL-COF-4) through the reaction between cationic porphyrin TMPyP and terephthaldicarboxaldehyde. The abundant cationic sites distributing throughout the networks not only improved the dispersity of CSBL-COF-4 in aqueous solution but also provided numerous acidic sites to enhance the affinity with alkaline amines via Lewis acid-base interaction. CSBL-COF-4 exhibited an efficient response to amine solutions or vapors and was further utilized to evaluate the freshness of meat samples, highlighting its potential for practical applications. Our result would thus open up a new avenue towards constructing a broader class of COF-based sensors for the fluorescence “turn-on” detection of amines. Developing methods to detect amine pollutants at trace levels is urgently needed due to their high toxicity to both human health and environment. Covalent organic frameworks (COFs) have emerged as promising candidates for amine sensing due to their exceptional stability when exposed to corrosive amines. While several COF-based sensors have recently been developed for amine detection, to the best of our knowledge, fluorescent “turn-on” sensors have been limited to imine-linked COFs. However, the relatively low stability of imine linkages may compromise structural integrity in the presence of corrosive amines. Here, for the first time, we constructed a cationic C−C single bond linked COF (CSBL-COF-4) through the reaction between cationic porphyrin TMPyP and terephthaldicarboxaldehyde. The abundant cationic sites distributing throughout the networks not only improved the dispersity of CSBL-COF-4 in aqueous solution but also provided numerous acidic sites to enhance the affinity with alkaline amines via Lewis acid-base interaction. CSBL-COF-4 exhibited an efficient response to amine solutions or vapors and was further utilized to evaluate the freshness of meat samples, highlighting its potential for practical applications. Our result would thus open up a new avenue towards constructing a broader class of COF-based sensors for the fluorescence “turn-on” detection of amines. [Display omitted] •The first report on CSBL-COF as a chemosensor for detection of amines.•High stability makes CSBL-COF-4 suitable for use in corrosive environments.•The “turn-on” mode makes CSBL-COF-4 more convenience for further applications.•The successful use in meat freshness evaluation shows the real-world potential. |
ArticleNumber | 137617 |
Author | Zhou, Yun-Jie Cao, Dong-Xiao Kong, De-Ming Liu, Xiao-Yang Cui, Yun-Xi Feng, Xue-Nan |
Author_xml | – sequence: 1 givenname: Xue-Nan surname: Feng fullname: Feng, Xue-Nan organization: Research Centre for Analytical Sciences, College of Chemistry, Nankai University, Tianjin 300071, PR China – sequence: 2 givenname: Xiao-Yang surname: Liu fullname: Liu, Xiao-Yang organization: Research Centre for Analytical Sciences, College of Chemistry, Nankai University, Tianjin 300071, PR China – sequence: 3 givenname: Dong-Xiao surname: Cao fullname: Cao, Dong-Xiao organization: Research Centre for Analytical Sciences, College of Chemistry, Nankai University, Tianjin 300071, PR China – sequence: 4 givenname: Yun-Jie surname: Zhou fullname: Zhou, Yun-Jie organization: Research Centre for Analytical Sciences, College of Chemistry, Nankai University, Tianjin 300071, PR China – sequence: 5 givenname: Yun-Xi surname: Cui fullname: Cui, Yun-Xi email: 9920200031@nankai.edu.cn organization: College of Life Sciences, Nankai University, Tianjin 300071, PR China – sequence: 6 givenname: De-Ming orcidid: 0000-0002-9216-8040 surname: Kong fullname: Kong, De-Ming email: kongdem@nankai.edu.cn organization: Research Centre for Analytical Sciences, College of Chemistry, Nankai University, Tianjin 300071, PR China |
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Keywords | Covalent organic frameworks Turn on fluorescent sensing C-C single bond Meat freshness monitoring Amines detection |
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SubjectTerms | Amines detection aqueous solutions C-C single bond class Covalent organic frameworks fluorescence freshness human health imines meat Meat freshness monitoring porphyrins toxicity Turn on fluorescent sensing |
Title | “Turn-on” mode fluorescence detection of amines based on a cationic covalent organic framework linked with C−C single bond |
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