Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Li, Hsin-Yi, Chu, Yen-Ho
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
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
_version_ 1783491371591532544
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
work_keys_str_mv AT lihsinyi reactionbasedamineandalcoholgasesdetectionwithtriazineionicliquidmaterials
AT chuyenho reactionbasedamineandalcoholgasesdetectionwithtriazineionicliquidmaterials