Departments of Chemistry, Istanbul Technical University, 34469 Maslak, Istanbul, Turkey.
J Fluoresc. 2020 Mar;30(2):365-373. doi: 10.1007/s10895-020-02520-3. Epub 2020 Feb 21.
In present work, a new substituted phthalonitrile derivative was prepared by the nucleophilic displacement reaction and then highly soluble zinc phthalocyanine (ZnPc) with four peripheral 1-hydroxyhexan-3-ylthio groups was synthesized by cyclotetramerization and characterized by FTIR, H and C NMRs spectroscopies, fluorescence and UV-vis measurements. The optical property and quantum yield of ZnPc were elucidated in mixed solvent of ethanol/water with varying compositions. The pH-dependent fluorescence and absorbance spectra of ZnPc in the absence and presence of Ag ions were obtained to elucidate the optimum pH value that is convenient for stable complex formation in predetermined mixture. A comparative study for recognition of Ag ion has been carried out to evaluate the effect of the solution parameters on selective sensing ability of ZnPc as a fluorescent receptor. Interference effect was investigated by spectrofluorometric titration based on fluorescence quenching of ZnPc upon addition of Ag ion in the presence of foreign metal ions. Stepwise complexation/decomplexation cycles with NaS-titration by fluorescence quenching/enhancement were investigated to establish the reversible response rate and reusability of ZnPc toward Ag ions. Graphical Abstract Selective determination of silver ion based on H-type aggregation of zinc phthalocyanine.
在本工作中,通过亲核取代反应制备了一种新型取代的苯并噁嗪衍生物,然后通过环四聚化合成了具有四个外围 1-羟基己烷-3-巯基基团的高溶性锌酞菁(ZnPc),并通过傅里叶变换红外光谱(FTIR)、氢和碳核磁共振光谱(H 和 C NMRs)、荧光和紫外可见测量对其进行了表征。在不同组成的乙醇/水混合溶剂中阐明了 ZnPc 的光学性质和量子产率。获得了 ZnPc 在不存在和存在 Ag 离子时的 pH 值依赖性荧光和吸收光谱,以阐明在预定混合物中方便稳定络合形成的最佳 pH 值。进行了 Ag 离子识别的比较研究,以评估溶液参数对 ZnPc 作为荧光受体的选择性传感能力的影响。基于加入 Ag 离子后 ZnPc 的荧光猝灭,通过荧光分光光度滴定法研究了干扰效应,以研究在存在其他金属离子的情况下对 Ag 离子的选择性检测能力。通过荧光猝灭/增强的 NaS 滴定进行逐步络合/解络合循环,以建立 ZnPc 对 Ag 离子的可逆响应速率和可重复使用性。