Physicochemical Investigation of HDDP Azomethine Dye as Turn-On Fluorescent Chemosensor for High Selectivity and Sensitivity of Al3+ Ions

被引:19
作者
Asiri, Abdullah M. [1 ,2 ]
Sobahi, Tariq R. [1 ]
Al-Amari, Mona Mohammad [1 ]
Asad, Mohammad [1 ]
Zayed, Mohie E. M. [1 ]
Khan, Salman A. [1 ]
机构
[1] King Abdulaziz Univ, Fac Sci, Chem Dept, POB 80203, Jeddah 21589, Saudi Arabia
[2] King Abdulaziz Univ, CEAMR, POB 80203, Jeddah 21589, Saudi Arabia
关键词
Azomethine; Stokes shift; Dipole moment; Chemosensor; Metal ion; STATE DIPOLE-MOMENTS; SCHIFF-BASES; IN-VITRO; ANTIBACTERIAL ACTIVITIES; PHOTOPHYSICAL PROPERTIES; EXCITED-STATE; CHALCONE; DERIVATIVES; POLARITY; MEDIA;
D O I
10.1007/s10953-018-0805-1
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
4-[(2-Hydroxy-naphthalen-1-ylmethylene)-amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one (HDDP) was synthesized by the reaction of 4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one with 2-hydroxy-l-naphthaldehyde. The structure was confirmed by the IR, H-1-NMR, C-13-NMR, and EI-MS spectra and elemental analysis. Physicochemical parameters of the HDDP such as extinction coefficient, oscillator strength, transition dipole moment, Stokes shift, and fluorescence quantum yield in different solvents were studied on the basis of polarities. The interactions of various metal ions with HDDP were also studied using steady state fluorescence measurements. The emission profile reveals that it acts as off-on type fluorescent chemosensor for selective and sensitive detection of Al3+ ions. Complexation stoichiometry and mechanism of enhancement were determined from a Benesi-Hildebrand plot.
引用
收藏
页码:1711 / 1724
页数:14
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