Synthesis and Properties of Salicyladehyde Schiff-base Derivatives Based on Tetraphenylethylene

LIU Rui-jiao; ZENG Jing; WANG Hui

doi:10.3788/fgxb20173807.0862

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Synthesis and Properties of Salicyladehyde Schiff-base Derivatives Based on Tetraphenylethylene

更新时间：2020-08-12

- Synthesis and Properties of Salicyladehyde Schiff-base Derivatives Based on Tetraphenylethylene
- Chinese Journal of Luminescence Vol. 38, Issue 7, Pages: 862-873(2017)
- 作者机构：
  
  新疆师范大学化学化工学院,新疆乌鲁木齐,830054
- 作者简介：
- 基金信息：
  
  Supported by Natural Science Foundation of Xinjiang Uygur Aotonomous Region (2015211
- DOI：10.3788/fgxb20173807.0862
  CLC： O621.2;O621.3
- Received：17 December 2016，
  
  Revised：19 February 2017，
  
  Published：05 July 2017
- 稿件说明：
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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): 862-873

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): 862-873
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): 862-873 DOI： 10.3788/fgxb20173807.0862.

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): 862-873 DOI： 10.3788/fgxb20173807.0862.

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

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

(THF)/

O) 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.

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references

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