Synthesis of pyrenocrown ethers as fluorescent sensors and their recognition ability of metal ions

被引:7
|
作者
Maeda, Hajime [1 ]
Hirose, Kenji [1 ]
Segi, Masahito [1 ]
机构
[1] Kanazawa Univ, Grad Sch Nat Sci & Technol, Div Mat Chem, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan
关键词
Pyrene; Crown ether; Fluorescence; Fluorescent sensor; Excimer; CYCLODEXTRIN COMPLEX SENSORS; PHOTOINDUCED CHARGE-SEPARATION; PHOTOEXCITED-STATE RESPONSE; CROWN-ETHER; ALKALI-METAL; ORIENTED PERTURBERS; MOLECULAR SENSORS; ELECTRON-TRANSFER; POTASSIUM SENSOR; LARIAT ETHERS;
D O I
10.1016/j.jlumin.2018.08.032
中图分类号
O43 [光学];
学科分类号
070207 ; 0803 ;
摘要
Novel pyrenocrown ethers having different ring sizes were synthesized, and change of fluorescence spectra was investigated upon addition of metal ions. By the addition of Li+ and Na+ ions to 10(-2) M CH3CN solutions of pyreno-15-crown-5 ether (3), excimer/monomer ratio decreased with 3-4 nm longer wavelength shift. Upon addition of Mg2+ and Ba2+ ions to the solution of 3, excimer emission increased with 11-25 nm longer wavelength shift. On the other hand, when these metal ions were added to pyreno-18-crown-6 ether (4), the excimer/monomer ratio monotonically decreased. Addition of Pb2+ ion to solutions of 3 and 4 caused dramatic decrease of both monomer and excimer fluorescence intensity. Inspection of these results indicates that 3 forms 1:1 and 2:1 complexes with respective monovalent and divalent metal ions, whereas 4 forms 1:1 complexes with both monovalent and divalent metal ions. The 1:1 complexes of 3 with monovalent and divalent metal ions emit respective excimer and monomer fluorescence, whereas the 2:1 complexes of 3 emit excimer fluorescence. Monotonical decrease of fluorescence intensity by the addition Pb2+ is attributed to heavy atom effect
引用
收藏
页码:269 / 277
页数:9
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