有机化学 ›› 2017, Vol. 37 ›› Issue (5): 1198-1204.DOI: 10.6023/cjoc201702004 上一篇    下一篇

研究论文

4,4'-取代-2,2'-联吡啶钠和铕穴状化合物的合成和性质(英文)

陈素芳a, 洪玉标a, 刘元忠b, 薛明强a, 郑煜a, 沈琪a   

  1. a 苏州大学材料与化学化工学部 苏州 215123;
    b 中国科学院苏州生物医学工程技术研究所 中国科学院生物医学诊断重点实验室 苏州 215163
  • 收稿日期:2017-02-03 修回日期:2017-03-27 出版日期:2017-05-25 发布日期:2017-04-01
  • 通讯作者: 薛明强 E-mail:xuemingqiang@suda.edu.cn
  • 基金资助:

    国家自然科学基金(No.21372171)资助项目.

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

Chen Sufanga, Hong Yubiaoa, Liu Yuanzhongb, Xue Mingqianga, Zheng Yua, Shen Qia   

  1. 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
  • Received:2017-02-03 Revised:2017-03-27 Online:2017-05-25 Published:2017-04-01
  • Contact: 10.6023/cjoc201702004 E-mail:xuemingqiang@suda.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21372171).

报道了由芳香醛合成4,4',6,6'-取代-2,2'-联吡啶化合物的方法,合成了一系列钠穴状化合物以及两个铕穴状化合物[Eu⊂bpy·bpy·bpy]·2Cl·Br(bpy=6,6'-二亚甲基-2,2'-联吡啶-4,4'-二甲酯)(23)和[Eu⊂bpy1·bpy1·bpy2]·2Cl·Br(bpy1=6,6'-二亚甲基-2,2'-联吡啶-4,4'-二甲酸,bpy2=6,6'-二亚甲基-2,2'-联吡啶-4,4'-二甲酰乙二胺)(24).目标化合物均经过1H NMR、13C NMR和高分辨质谱(HRMS)表征.X射线单晶衍射(XRD)和HRMS鉴定了铕穴状化合物23的结构.对23的荧光光谱(PL)、荧光衰减曲线和绝对量子产率(η)的研究结果表明,23能够有效地被近紫外光激发,显示荧光寿命(τ)为0.32 ms,η为70%的亮红色荧光,表明23是一种在发光和照明显示之中有着潜在应用的荧光材料.

关键词: 穴状化合物, 光谱, 大环化合物, 荧光材料, 晶体结构

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.

Key words: cryptates, spectroscopy, macrocyclic compounds, phosphor, crystal structure