Rigidified naphtho-aza-crown ethers: synthesis and ion selectivity on heavy metal ions
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ORIGINAL ARTICLE
Rigidified naphtho‑aza‑crown ethers: synthesis and ion selectivity on heavy metal ions Yanru Fan1 · Dengguo Jia1 · Jie Qin2 · Yu Huang1 Received: 31 January 2020 / Accepted: 8 August 2020 © Springer Nature B.V. 2020
Abstract Crown ethers (CRs) are one of the generally used host molecules to increase selectivity of heavy metal ions (HMIs) in electrochemical analysis. To study the cavity size and geometry induced ions selectivity change in naphtho-aza-crown ethers (NACEs), three novel rigidified NACEs have been synthesized and characterized by 1H NMR, 13C NMR and high resolution mass spectra (HRMS). The optimized structures of three NACEs were calculated by using density functional theory. The ion selectivity of three NACEs modified glassy carbon electrode toward Pb(II), Cd(II), Co(II), Cu(II), Ni(II), Zn(II) were investigated in 0.1 M NaCl solution and NaAc-HAc solution by using square wave voltammetry (SWV). Three NACEs have the highest current response toward Pb(II) among the six metal ions in two kinds of supporting electrolytes. Meanwhile, NACE 1 and 3 showed relatively higher current response toward Cu(II) and Cd(II) in 0.1 M NaAc-HAc solution. The SWV response potential of each metal ion could be well separate from each other. In order to screen the superior ionophore for the selective detection of Pb(II) among three NACEs, the calibration curve and interference study of each NACE modified electrode toward detection of Pb(II) were investigated. The SWV peak currents have a good linear relationship with the concentration of Pb(II) in the range from 2 × 10–5 to 2 × 10–4 M for NACE 1, 2 systems and the range from 2 × 10–5 to 1.5 × 10–4 M for NACE 3 system. From the point of view of the interference study, NACE 3 is a optimal choice for selective detection of Pb(II). Keywords Naphtho-aza-crown ether · Ion selectivity · Synthesis · Lead · Ionophore
Introduction In recent years, heavy metal ions (HMIs) have been becoming one of the most serious contaminants because they are non-biodegradable and bioaccumulative in ecological systems through the food chain [1, 2]. Complicating matters, some HMIs have high toxicity even at low Electronic supplementary material The online version of this article (https://doi.org/10.1007/s10847-020-01020-y) contains supplementary material, which is available to authorized users. * Yu Huang [email protected] 1
Key Laboratory of Hui Ethnic Medicine Modernization, Ministry of Education, Ningxia Engineering and Technology Research Center of Characteristic Chinese Medicine Modernization, College of Pharmacy, Ningxia Medical University, Yinchuan 750004, People’s Republic of China
Sichuan Provincial Seed Station, Chengdu 610041, People’s Republic of China
2
level concentrations, such as lead (Pb), cadmium (Cd), mercury (Hg), arsenic (As), and chromium (Cr), which causes great challenges to the high selective and sensitive detection of these HMIs. Inductively coupled plasma mass spectrometry (ICP-MS) [3], atomic absorption spectrometry (AAS) [4], inductivel
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