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两种新型芴类Schiff碱的合成及其溶剂效应和聚集诱导发光性质
引用本文:王文娟,张波,贾逸民,张威威,李汶卓,黄金定,冯燕.两种新型芴类Schiff碱的合成及其溶剂效应和聚集诱导发光性质[J].合成化学,2016,24(6):473-477.
作者姓名:王文娟  张波  贾逸民  张威威  李汶卓  黄金定  冯燕
作者单位:安徽大学 化学化工学院,安徽 合肥 230039
基金项目:国家自然科学基金资助项目(21102001),安徽大学211项目
摘    要:2-氨基-9,9-二甲基芴分别与2-羟基-1-萘甲醛和4-二乙胺基水杨醛经Schiff碱反应合成了两种新型芴类Schiff碱 (45),其结构经1H NMR, 13C NMR, ESI-MS和元素分析表征。通过紫外-可见吸收光谱和荧光发射光谱初步研究了45的溶剂效应和聚集诱导发光性质。结果表明: 45的紫外吸收和荧光光谱受质子性溶剂的影响明显高于非质子性溶剂,同时两者具有良好的聚集诱导发光增强效应。THF-H2-O体系中含水量分别达到60%和70%时, 45的荧光强度最大。

关 键 词:  Schiff碱  合成  溶剂效应  聚集诱导发光  
收稿时间:2015-06-23

Synthesis of Two Novel Fluorene-based Schiff Bases and Their Solvent Effects and Aggregation Induced Luminescence Properties
Abstract:Two novel Fluorene-Based Schiff Bases(4 and 5) were synthesized via Schiff base reaction of 9,9-dimethyl-9H-fluoren-2-amine with 3-hydroxy-2-naphthaldehyde or 4-(diethylamino)-2-hydroxy-benzaldehyde, respectively. The structures were characterized by 1 H NMR, 13 C NMR , ESI-MS and elemental analysis. The solvent effects and aggregation-induced emission( AIE) properties of 4 and 5 were preliminarily investigated by UV-Vis and fluorescence spectra. The results showed that the influ-ence of protonic solvents on the UV-Vis and fluorescence spectra of 4 and 5 was much higher than that of aprotic solvents. 4 and 5 possessed good properties of aggregation-induced luminescence enhance-ment. When the contents of water in THF-H2 O increased to 60% and 70%, the fluorescent intensity of 4 and 5 reached the maximum.
Keywords:fluorene  Schiff base  synthesis  solvent effect  aggregation-induced emission
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