基于席夫碱结构的新型光致变色材料的合成及其性能研究

发布时间：2018-03-02 08:09

本文关键词： 光致变色水杨醛席夫碱聚集诱导发光络合物　出处：《郑州大学》2017年硕士论文　论文类型：学位论文

【摘要】：近年来,光致变色材料在化学、物理和生物学等领域有着重要的应用价值,受到了人们越来越多的关注。席夫碱类化合物具有合成条件简单,成本低的优点,凭借自身独特的结构特性,在光致变色领域有着广泛的应用。本文设计合成了基于四苯乙烯水杨醛席夫碱结构的新型的具有聚集诱导发光(Aggregation-induced emission,AIE)性质的光致变色化合物,以及设计合成了基于荧烷酰肼水杨醛席夫碱-金属离子络合物的新型光致变色体系。首先,本文设计合成了一个具有聚集诱导发光性质的可逆光致变色分子即4-(1,2,2-三苯基乙烯基)苯胺水杨醛席夫碱(1)。由于其分子内旋转受限(Restricted intramolecular rotation,RIR)和激发态的分子内质子转移(Excited-state intramolecular proton transfer,ESIPT)过程,该化合物具有典型的聚集诱导发光性质。该化合物作为一个光致变色分子,在紫外光照射后,其结构中水杨醛席夫碱部分发生由烯醇式向酮式的构型转化,伴随着可逆的颜色和荧光变化。此外,该化合物具有良好的抗疲劳性能,温度或一定波长的可见光可以调控该化合物从酮式向烯醇式构型的转化速率。该化合物被成功用作具有可擦除性质的光成像材料。其次,本文开发了一系列基于荧烷酰肼水杨醛席夫碱-金属离子络合物的新型光致变色体系。该体系具有原料易得,合成条件简单且成本低。在紫外光的照射后,该体系在溶液中和固体基质上都显示出可逆的光致变色性质。机理研究表明,在紫外光照射后,络合物变色的原因是由于其结构中水杨醛席夫碱部分发生由烯醇式向酮式的构型转化,光照促使荧烷染料发生了开环反应,伴随着明显的颜色改变。此外,该体系具有良好的抗疲劳性能。将该光致变色体系引入到固体基质中,得到了可循环使用的固体光致变色材料,使得该体系被成功应用于光记录材料和防伪相关领域。
[Abstract]:In recent years, photochromic materials have important application value in chemical, physical and biological fields, and have attracted more and more attention. Schiff base compounds have the advantages of simple synthesis conditions and low cost. In this paper, a novel photochromic compound based on the structure of tetrastyrene-salicylaldehyde Schiff base has been designed and synthesized, which has the properties of agglomeration induced luminescence Aggregation-induced emission AIEs. A novel photochromic system based on fluoroyl hydrazide salicylaldehyde Schiff base and metal ion complex was designed and synthesized. In this paper, we have designed and synthesized a reversible photochromic molecule with agglomeration inductive luminescence, namely, 4-O1J 2P2-triphenylvinyl) aniline salicylidene Schiff base (Schiff base). Due to its intramolecular rotation restricted intramolecular rotation (RIRs) and excited intramolecular proton transfer (IPRs), we have designed and synthesized an aniline salicylaldehyde Schiff base (Schiff base). The Excited-state intramolecular proton transfer ESIPT process, As a photochromic molecule, salicylaldehyde Schiff base in the structure of the compound changed from enol to ketone after UV irradiation. It is accompanied by reversible changes in color and fluorescence. In addition, the compound has good fatigue resistance. The rate of conversion of the compound from ketone to enol can be regulated by visible light at a temperature or a certain wavelength. The compound has been successfully used as an erasable optical imaging material. A series of novel photochromic systems based on fluoroyl hydrazide salicylaldehyde Schiff base and metal ion complex have been developed in this paper. The system showed reversible photochromic properties on both the solution and the solid substrate. The reason for the coloration of the complex is that the structure of salicylaldehyde Schiff base is transformed from enol to ketone, and the light induces the ring opening reaction of fluorane dye, which is accompanied by obvious color change. The photochromic system is introduced into the solid matrix to obtain the solid photochromic material which can be recycled, and the system has been successfully applied in the field of optical recording materials and anti-counterfeiting.
【学位授予单位】：郑州大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：TB34

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