本論文包含兩個研究題目,皆是以化學合成出具有特定官能基的功能性離子液體,並以化學反應為基礎在壓電石英微天秤 (quartz crystal microbalance, QCM) 上捕捉具揮發性之有機化合物 (volatile organic compounds, VOCs)。 第一部分的研究中,我們開發銀離子液體於QCM上的應用。我們合成出具有胺基 (amine) 與胺氧基 (aminooxy) 的銀離子液體,並能成功利用亞胺化反應 (imination) 於QCM上偵測醛、酮類氣體分子。 第二部分的研究中,我們合成出具有共軛雙烯 (conjugated diene) 與親雙烯 (dienophile) 結構的離子液體,並能在QCM上觀察到與烯類氣體分子進行氣相Diels-Alder環加成反應。此應用能發展烯類氣體分子於壓電石英微天秤的檢測。
This thesis is composed of two research projects; both projects were involved the syntheses of functional ionic liquids and their applications for use as chemoselective gas sensors. Based on specific chemical reactions, the functional ionic liquids developed in this study could readily be implemented for sensing volatile organic compounds (VOCs) on a quartz crystal microbalance (QCM). For the first research project, new silver ionic liquids were designed, synthesized and used for QCM measurements of VOCs. With these, amine and aminooxy-functionalized silver ionic liquids were developed. Accordingly, aldehyde and ketone gases of low ppb were successfully detected on QCM. In the second research project, cyclopantadiene and maleimide-conjugated ionic liquids were synthesized. The Diels-Alder cycloadditions of the functionalized ionic liquids with alkenes gases were, for the first time, detected and quantitatively measured by QCM on-line and in real time. Albeit it remains a long way before a gas sensing system could function as good as a dog’s nose, we envision developing a collection of ‘sensing ionic liquid-on-QCM’ that will pave the way for complex VOC detection in the fields of environmental monitoring and disease diagnosis.