Fluorescence turn on amine detection in a cationic covalent organic framework

Gobinda Das, Bikash Garai, Thirumurugan Prakasam, Farah Benyettou, Sabu Varghese, Sudhir Kumar Sharma, Felipe Gándara, Renu Pasricha, Maria Baias, Ramesh Jagannathan, Na’il Saleh, Mourad Elhabiri, Mark A. Olson and Ali Trabolsi ()
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Gobinda Das: New York University Abu Dhabi (NYUAD)
Bikash Garai: New York University Abu Dhabi (NYUAD)
Thirumurugan Prakasam: New York University Abu Dhabi (NYUAD)
Farah Benyettou: New York University Abu Dhabi (NYUAD)
Sabu Varghese: CTP, New York University Abu Dhabi (NYUAD)
Sudhir Kumar Sharma: New York University Abu Dhabi (NYUAD)
Felipe Gándara: Materials Science Institute of Madrid – CSIC
Renu Pasricha: CTP, New York University Abu Dhabi (NYUAD)
Maria Baias: New York University Abu Dhabi (NYUAD)
Ramesh Jagannathan: New York University Abu Dhabi (NYUAD)
Na’il Saleh: United Arab Emirates University
Mourad Elhabiri: Université de Strasbourg, Université de Haute-Alsace, CNRS, LIMA, UMR 7042, Equipe Chimie Bioorganique et Médicinale
Mark A. Olson: Texas A&M University Corpus Christi
Ali Trabolsi: New York University Abu Dhabi (NYUAD)

Nature Communications, 2022, vol. 13, issue 1, 1-12

Abstract: Abstract Ionic covalent organic frameworks (iCOFs) are new examples of porous materials and have shown great potential for various applications. When functionalized with suitable emission sites, guest uptake via the ionic moieties of iCOFs can cause a significant change in luminescence, making them excellent candidates for chemosensors. In here, we present a luminescence sensor in the form of an ionic covalent organic framework (TGH+•PD) composed of guanidinium and phenanthroline moieties for the detection of ammonia and primary aliphatic amines. TGH+•PD exhibits strong emission enhancement in the presence of selective primary amines due to the suppression of intramolecular charge transfer (ICT) with an ultra-low detection limit of 1.2 × 10‒7 M for ammonia. The presence of ionic moieties makes TGH+•PD highly dispersible in water, while deprotonation of the guanidinium moiety by amines restricts its ICT process and signals their presence by enhanced fluorescence emission. The presence of ordered pore walls introduces size selectivity among analyte molecules, and the iCOF has been successfully used to monitor meat products that release biogenic amine vapors upon decomposition due to improper storage.

Date: 2022
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DOI: 10.1038/s41467-022-31393-2

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