发光学报, 2017, 38 (7): 862, 网络出版: 2017-07-05
基于四苯乙烯基的水杨醛缩芳胺希夫碱化合物的合成及性能研究
Synthesis and Properties of Salicyladehyde Schiff-base Derivatives Based on Tetraphenylethylene
四苯乙烯 水杨醛缩芳胺希夫碱 聚集诱导荧光 热稳定性 tetraphenylethylene salicyladehyde schiff-base derivatives aie effect thermal stability
摘要
将四苯乙烯基与取代水杨醛通过碳氮双键连接起来, 合成了基于四苯乙烯基的水杨醛缩芳胺希夫碱TPE-SA1、TPE-SA2、TPE-SA3、TPE-SA4、TPE-SA5。利用IR、NMR、MS和元素分析等对其分子结构进行表征, 通过紫外-可见光谱、分子荧光光谱、循环伏安分析法和热重测试分别考察了该类化合物的光学、电化学和热稳定性质。实验结果表明: 该类化合物在纯THF溶液中, 分别在260 nm和370 nm左右处出现B带和R带紫外吸收峰; 在四氢呋喃/水的混合溶液中, 表现出典型的聚集诱导发光(AIE)性能。目标化合物的热分解温度分别为262, 283, 295, 278, 299 ℃, 具有较好的热稳定性。它们的电离势分别为5.31, 5.43, 5.41, 5.30, 5.15 eV, 电子亲合势均大于4.3 eV。
Abstract
Tetraphenylethylene and salicylaldehyde were combined together to synthesize five salicyladehyde schiff-base derivatives TPE-SA1, TPE-SA2, TPE-SA3, TPE-SA4 and TPE-SA5. FT-IR, NMR, MS, elemental analysis, UV-Vis, solution fluorescence, cyclic voltammetry electrochemical analysis and TG-DTA thermal analysis were used to study their structures, optical properties, thermal stability and electrochemical properties. The results show that these compounds have two UV absorption peaks around 260 nm and 370 nm in the dilute solution of THF. A significant aggregation-induced emission (AIE) effect is found through solution fluorescence tests with different V(THF)/V(H2O) mixed solvent of these compounds. Cyclic voltammetry (CV) was employed to characterize the ionization potential and electron affinity, respectively. These results show that all of them have good hole transporting ability and good electron transporting capability. TG/DTA analysis shows that the target products possess good thermal stability.
刘瑞姣, 曾竟, 王慧. 基于四苯乙烯基的水杨醛缩芳胺希夫碱化合物的合成及性能研究[J]. 发光学报, 2017, 38(7): 862. LIU Rui-jiao, ZENG Jing, WANG Hui. Synthesis and Properties of Salicyladehyde Schiff-base Derivatives Based on Tetraphenylethylene[J]. Chinese Journal of Luminescence, 2017, 38(7): 862.