含苯并噻唑、喹啉单元荧光材料的合成、结构与光物理性能
Synthesis, Structure and Photophysical Properties of Fluorescent Materials Containing Benzothiazole and Quinoline Units
投稿时间:2019-05-12  修订日期:2019-07-04
DOI:
中文关键词: 2-芳基苯并噻唑;Jacobson环化;喹啉化合物;Friedl?nder缩合;有机发光材料  晶体结构
英文关键词: 2-arylbenzothiazole  Jacobson cyclization  Quinoline compounds  Friedl?nder condensation  Organic light-emitting material  Crystal structure
基金项目:国家自然科学基金资助项目(21177161,31402137);湖北省杰出青年基金资助项目(2013CFA034);湖北省青年英才开发计划(RCJH15001);绿色催化四川省高校重点实验室开放课题基金项目(LYJ1107);中央高校基本科研业务费专项资金项目(CZP17077)
作者单位E-mail
陈连清 中南民族大学 化学与材料科学学院 lqchen@mail.scuec.edu.cn 
王川川 中南民族大学 化学与材料科学学院  
吴忠达 中南民族大学 化学与材料科学学院  
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中文摘要:
      为了寻找更好的发光材料, 通过Jacobson环化和缩合2-氨基苯并噻唑及苯甲醛衍生物合成5种被甲氧基取代的2-芳基苯并噻唑;通过Friedl?nder缩合法对喹啉苯环进行有目的的调控, 合成4种含喹啉单元的6-溴-2-芳基-4-苯基-喹啉化合物以及其衍生物. 通过1H-NMR、质谱、元素分析等检测方法进行表征,得到的这两类化合物的结构与设计的目标产物结构相符合. 其中2-(2,4,5-三甲氧基-苯基)-苯并噻唑,即T5通过单晶衍射确证其晶体结构. 并测试了这两类化合物的紫外-可见、荧光光谱,探讨了其光物理性能.研究结果表明:改变2-芳基苯并噻唑苯环上甲氧基的取代数目、取代位置; 改变喹啉单元的共轭体系大小、引入推拉电子基团,可改变化合物的发光性能,为设计合成具有优良发光性能的有机光电材料奠定基础.
英文摘要:
      In order to find a better photoluminescent materials, five methoxy-substituted 2-arylbenzothiazoles were synthesized by Jacobson cyclization and condensation of 2-aminobenzothiazole and benzaldehyde derivatives. The quinoline benzene ring was subjected to a targeted regulation by Friedl?nder condensation method, and four kinds of 6-bromo-2-aryl-4-phenyl-quinoline compounds containing quinoline units and their derivatives were synthesized. Characterization by 1H-NMR, mass spectrometry, elemental analysis and other detection methods, the structure of the two types of compounds obtained is consistent with the designed target product structure. Among them, 2-(2,4,5-trimethoxy-phenyl)-benzothiazole (T5)was confirmed by single crystal diffraction. The UV and fluorescence spectra of these two kinds of compounds were also tested to explore their photophysical properties. The result showed that changing the number of substitutions and substitution positions of the methoxy group on the 2-arylbenzothiazole benzene ring, the introduction of push-pull electron groups can change the luminescent properties of the compound. It lays the foundation for the design and synthesis of organic luminescent materials with excellent luminescence properties.
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