Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials
We demonstrated in this work the use of affinity ionic liquids, <b>AIL 1</b> and <b>AIL 2</b>, 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 aromati...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-12-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/1/104 |
| _version_ | 1811196152942428160 |
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| author | Hsin-Yi Li Yen-Ho Chu |
| author_facet | Hsin-Yi Li Yen-Ho Chu |
| author_sort | Hsin-Yi Li |
| collection | DOAJ |
| description | We demonstrated in this work the use of affinity ionic liquids, <b>AIL 1</b> and <b>AIL 2</b>, 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 <b>AIL 1</b> thin-coated on quartz chips. Starting with inexpensive reagents, bicyclic imidazolium ionic liquids <b>AIL 1</b> and <b>AIL 2</b> 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., Δ<i>F</i> = −10 Hz), the detectability using <b>AIL 1</b> was 6.3 ppb. Our preliminary investigation on detection of the much less nucleophilic alcohol gas by <b>AIL 1</b> 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. |
| first_indexed | 2024-04-12T00:54:49Z |
| format | Article |
| id | doaj.art-960020dbfa584497b3c84384f8dab80c |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-12T00:54:49Z |
| publishDate | 2019-12-01 |
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| record_format | Article |
| series | Molecules |
| spelling | doaj.art-960020dbfa584497b3c84384f8dab80c2022-12-22T03:54:39ZengMDPI AGMolecules1420-30492019-12-0125110410.3390/molecules25010104molecules25010104Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid MaterialsHsin-Yi Li0Yen-Ho Chu1Department of Chemistry and Biochemistry, National Chung Cheng University, Chiayi 62102, TaiwanDepartment of Chemistry and Biochemistry, National Chung Cheng University, Chiayi 62102, TaiwanWe demonstrated in this work the use of affinity ionic liquids, <b>AIL 1</b> and <b>AIL 2</b>, 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 <b>AIL 1</b> thin-coated on quartz chips. Starting with inexpensive reagents, bicyclic imidazolium ionic liquids <b>AIL 1</b> and <b>AIL 2</b> 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., Δ<i>F</i> = −10 Hz), the detectability using <b>AIL 1</b> was 6.3 ppb. Our preliminary investigation on detection of the much less nucleophilic alcohol gas by <b>AIL 1</b> 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.https://www.mdpi.com/1420-3049/25/1/104ionic liquidnucleophilic aromatic substitutionquartz crystal microbalanceamine gas detectionalcohol gas analysis |
| spellingShingle | Hsin-Yi Li Yen-Ho Chu Reaction-Based Amine and Alcohol Gases Detection with Triazine Ionic Liquid Materials Molecules ionic liquid nucleophilic aromatic substitution quartz crystal microbalance amine gas detection alcohol gas analysis |
| 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 | ionic liquid nucleophilic aromatic substitution quartz crystal microbalance amine gas detection alcohol gas analysis |
| url | https://www.mdpi.com/1420-3049/25/1/104 |
| work_keys_str_mv | AT hsinyili reactionbasedamineandalcoholgasesdetectionwithtriazineionicliquidmaterials AT yenhochu reactionbasedamineandalcoholgasesdetectionwithtriazineionicliquidmaterials |