应用化学 ›› 2015, Vol. 32 ›› Issue (2): 177-182.DOI: 10.11944/j.issn.1000-0518.2015.02.140164

• 研究论文 • 上一篇    下一篇

9,10-双-(对-(甲氧基二缩三乙二醇基)苯基乙炔基)蒽的合成、自组装及其光谱分析

金光日a, 朱吉凯a, 钟克利b, 陈铁a, 金龙一a*, *   

  1. a延边大学理学院化学系,长白山生物资源与功能分子教育部重点实验室 吉林 延吉 133002
    b渤海大学化学化工与食品安全学院,辽宁省食品安全重点实验室,辽宁省高校重大科技平台“食品贮藏加工及质量安全控制工程技术研究中心” 辽宁 锦州 121013
  • 收稿日期:2014-05-06 修回日期:2014-07-09 出版日期:2015-02-10 发布日期:2015-02-10
  • 通讯作者: 金龙一,教授; Tel/Fax:0433-2732316; E-mail:lyjin@ybu.edu.cn; 研究方向:超分子自组装
  • 基金资助:
    国家自然基金资助项目(21164013,21304009),超分子结构与材料国家重点实验室开放基金资助(sklssm201430)

Synthesis, Self-Assembly and Spectroscopic Analysis of 9,10-Bis((4-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)phenyl)ethynyl)anthracene

JIN Guangria, ZHU Jikaia, ZHONG Kelib, CHEN Tiea, JIN Longyia, *   

  1. aDepartment of Chemistry,College of Science,Yanbian University,and Key Laboratory for Organism Resources of the Changbai Mountain and Functional Molecules,Ministry of Education,Yanbian University,Yanji,Jilin 133002,China
    bFood Safety Key Lab of Liaoning Province,Engineering and Technology Research Center of Food Preservation,Processing and Safety Control of Liaoning Province,College of Chemistry,Chemical Engineering and Food Safety,Bohai University,Jinzhou,Liaoning 121013,China
  • Received:2014-05-06 Revised:2014-07-09 Published:2015-02-10 Online:2015-02-10
  • Contact: Corresponding author:JIN Longyi, professor; Tel/Fax:0433-2732316; E-mail:lyjin@ybu.edu.cn; Research interests:self-assembly of supramolecule
  • Supported by:

    ; Supported by the National Natural Science Foundation of China(No.21164013, No.21304009), Open Project of State Key Laboratory for Supramolecular Structure and Materials(No.sklssm201430)

摘要:

通过Sonogashira偶联等反应,合成了三嵌段化合物9,10-双-(对-(甲氧基二缩三乙二醇基)苯基乙炔基)蒽,通过1H NMR和基质辅助激光解吸电离时间飞行质谱(MALDI-TOF-MS)对其结构进行了表征。利用差示扫描量热仪(DSC)、偏光显微镜(POM)及小角X射线散射仪(SAXS)等技术手段对其本体自组装行为进行了研究,结果表明,化合物在固态相自组装成近晶A相(SmA相)。光谱分析表明,该化合物继承了二取代蒽类发光材料具有高荧光量子产率(Φf)的特点,是一种性能良好的光致发光材料。

 

关键词: 自组装, 蒽, 荧光量子产率, 近晶A相, Sonogashira偶联反应

Abstract:

9,10-Bis((4-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)phenyl)ethynyl)anthracene(1) was synthesized by Sonogashira coupling. Its structure was characterized by 1H NMR and MALDI-TOF mass spectroscopy. The self-assembling behavior of compound 1 was investigated by means of differential scanning calorimetry(DSC), thermal polarized optical microscopy(POM), and small-angle X-ray scattering(SAXS) at the bulk state. Compound 1 self-assembled into smectic A phase(SmA) in the solid state. Spectroscopic analysis suggested that compound 1 inherited the characteristic of high fluorescence quantum yield(Φf) of disubstituted anthracenes. The title compound 1 is a kind of photoluminescence materials with good performance.

Key words: self-assembly, anthracene, fluorescence quantum yield, smectic A phase, Sonogashira coupling reaction

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