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Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
The efficient fluorescence probe for haloacetic acids detection based on the Eu(III) complex constructed by
Quliang Lu1,2,3,4,5,6, Yiru Wu1, Ziwen He1
1Southeast University Chengxian College, Nanjing, People's Republic of China.
Abstract:
A dual-emission fluorescence probe for sensitive determination of haloacetic acids (HAAs) was fabricated based on the Eu(III) complex (DDM-Phen-Eu), while dehydroabietic amine (DDM) and 1,10-phenanthroline (Phen) served as the ligands. FTIR, UV-vis, WAXD, SEM, elemental analysis, ESI-MS, and XPS measurements were employed to disclose the coordination structure of DDM-Phen-Eu. Based on the study of the Huang-Rhys factors and the Judd-Ofelt parameters, the introduction of DDM would decrease the reorganization energy, stabilize the coordinate structure, and improve the fluorescence quantum yield of DDM-Phen-Eu up to 90.68%. Due to the hydrophobic property of DDM component, water has been excluded from the coordinate structure of DDM-Phen-Eu, which generated the fluorescence from both Phen and the Eu(III) ions of DDM-Phen-Eu in aqueous solution. The fluorescence intensities of DDM-Phen-Eu remained stable in acidic, neutral, and alkaline solutions, even with the addition of NaCl. Halogen bond between the halogen atoms of HAAs and the N atoms of Phen component, accompanied with the coordination bond between the carboxyl group of HAAs and the Eu(III) ions, induced the charge transfer from DDM-Phen-Eu to HAAs and suppressed the fluorescence of DDM-Phen-Eu. Fluorescence quenching endowed DDM-Phen-Eu with sensitivity in the detection of HAAs with the concentrations range of 0 ∼ 1.78 μM for chloroacetic acid (CA), 0 ∼ 0.875 μM for bromoacetic acid (BA), and 0 ∼ 0.758 μM for iodoacetic acid (IA), respectively. The limits of detections for CA, BA, and IA were 0.151, 0.087, and 0.077 μM, respectively.
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