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Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials
We demonstrated in this work the use of affinity ionic liquids, AIL 1 and AIL 2, for chemoselective detection of amine and alcohol gases on a quartz crystal microbalance (QCM). These detections of gaseous amines and alcohols were achieved by nucleophilic aromatic substitution reactions with the elec...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6982797/ https://www.ncbi.nlm.nih.gov/pubmed/31892100 http://dx.doi.org/10.3390/molecules25010104 |
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author | Li, Hsin-Yi Chu, Yen-Ho |
author_facet | Li, Hsin-Yi Chu, Yen-Ho |
author_sort | Li, Hsin-Yi |
collection | PubMed |
description | We demonstrated in this work the use of affinity ionic liquids, AIL 1 and AIL 2, for chemoselective detection of amine and alcohol gases on a quartz crystal microbalance (QCM). These detections of gaseous amines and alcohols were achieved by nucleophilic aromatic substitution reactions with the electrophilic 1,3,5-triazine-based AIL 1 thin-coated on quartz chips. Starting with inexpensive reagents, bicyclic imidazolium ionic liquids AIL 1 and AIL 2 were readily synthesized in six and four synthetic steps with high isolated yields: 51% and 63%, respectively. The QCM platform developed in this work is readily applicable and highly sensitive to low molecular weight amine gases: for isobutylamine gas (a bacterial volatile) at 10 Hz decrease in resonance frequency (i.e., ΔF = −10 Hz), the detectability using AIL 1 was 6.3 ppb. Our preliminary investigation on detection of the much less nucleophilic alcohol gas by AIL 1 was also promising. To our knowledge, no example to date of reports based on nucleophilic aromatic substitution reactions demonstrating sensitive gas detection in these triazine ionic liquids on a QCM has been reported. |
format | Online Article Text |
id | pubmed-6982797 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-69827972020-02-06 Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials Li, Hsin-Yi Chu, Yen-Ho Molecules Communication We demonstrated in this work the use of affinity ionic liquids, AIL 1 and AIL 2, for chemoselective detection of amine and alcohol gases on a quartz crystal microbalance (QCM). These detections of gaseous amines and alcohols were achieved by nucleophilic aromatic substitution reactions with the electrophilic 1,3,5-triazine-based AIL 1 thin-coated on quartz chips. Starting with inexpensive reagents, bicyclic imidazolium ionic liquids AIL 1 and AIL 2 were readily synthesized in six and four synthetic steps with high isolated yields: 51% and 63%, respectively. The QCM platform developed in this work is readily applicable and highly sensitive to low molecular weight amine gases: for isobutylamine gas (a bacterial volatile) at 10 Hz decrease in resonance frequency (i.e., ΔF = −10 Hz), the detectability using AIL 1 was 6.3 ppb. Our preliminary investigation on detection of the much less nucleophilic alcohol gas by AIL 1 was also promising. To our knowledge, no example to date of reports based on nucleophilic aromatic substitution reactions demonstrating sensitive gas detection in these triazine ionic liquids on a QCM has been reported. MDPI 2019-12-27 /pmc/articles/PMC6982797/ /pubmed/31892100 http://dx.doi.org/10.3390/molecules25010104 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Communication Li, Hsin-Yi Chu, Yen-Ho Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials |
title | Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials |
title_full | Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials |
title_fullStr | Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials |
title_full_unstemmed | Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials |
title_short | Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials |
title_sort | reaction-based amine and alcohol gases detection with triazine ionic liquid materials |
topic | Communication |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6982797/ https://www.ncbi.nlm.nih.gov/pubmed/31892100 http://dx.doi.org/10.3390/molecules25010104 |
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