Citation: Chen Sufang, Hong Yubiao, Liu Yuanzhong, Xue Mingqiang, Zheng Yu, Shen Qi. Synthesis and Properties of Sodium and Europium(Ⅲ) Cryptates Incorporating the 4, 4'-Substituted-2, 2'-bipyridine Units[J]. Chinese Journal of Organic Chemistry, ;2017, 37(5): 1198-1204. doi: 10.6023/cjoc201702004 shu

Synthesis and Properties of Sodium and Europium(Ⅲ) Cryptates Incorporating the 4, 4'-Substituted-2, 2'-bipyridine Units

Chen Sufang ^a ,
Hong Yubiao ^a ,
Liu Yuanzhong ^b ,
Xue Mingqiang ^a,*,, ,
Zheng Yu ^a ,
Shen Qi ^a

a.
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123
b.
CAS Key Laboratory of Bio-Medical Diagnostics, Suzhou Institute of Biomedical Engineering and Technology, Chinese Academy of Sciences, Suzhou 215163

Corresponding author: Xue Mingqiang, xuemingqiang@suda.edu.cn
Received Date: 3 February 2017
Revised Date: 27 March 2017

Fund Project: by the National Natural Science Foundation of China 21372171

Figures(5)

A general strategy for the syntheses of 4, 4', 6, 6'-substituted-2, 2'-bipyridines starting from aromatic aldehyde is described. A series of sodium cryptates and two europium cryptates [Eu⊂bpy·bpy·bpy]·2Cl·Br (bpy=6, 6'-dimethylene-2, 2'-bipyridine-4, 4'-dimethylester) (23) and [Eu⊂bpy¹·bpy¹·bpy²]·2Cl·Br (bpy¹=6, 6'-dimethylene-2, 2'-bipyridine-4, 4'-dicarboxylic acid, bpy²=6, 6'-dimethylene-2, 2'-bipyridine-4, 4'-diformylethylenediamine) (24), were synthesized from these compounds. Sodium cryptates have been confirmed by ¹H NMR, ¹³C NMR and high resolution mass spectrum (HRMS). The structure of europium cryptate 23 was confirmed by X-ray diffraction (XRD) and HRMS. The photoluminescence (PL) spectra, decay curve and the absolute quantum efficiency (η) of 23 are presented. 23 can be efficiently excited by near-UV light and presents a bright red luminescence with the lifetime (τ) of 0.32 ms and the η of 70%. It is suggested that 23 is expected to be a potential efficient phosphor for lighting and display.
- cryptates,
- spectroscopy,
- macrocyclic compounds,
- phosphor,
- crystal structure
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