Novel Schiff base compound taking triphenylamine as center and preparation of novel Schiff base compound

Abstract

The invention provides a novel Schiff base compound taking triphenylamine as a center and having a structural formula I, and a preparation method of the novel Schiff base compound. The preparation method comprises steps of: reacting triphenylamine with DMF and POCl3 to prepare 4,4-diformyltriphenylamine; preparing N-ethylcarbazole from carbazole and bromoethane; nitrifying N-ethylcarbazole to obtain 3-nitro-N-ethylcarbazole; further reducing nitro to obtain 3-amino-N-ethylcarbazole; and finally reacting 4,4-diformyltriphenylamine with 3-nitro-N-ethylcarbazole to obtain the Schiff base compound. The prepared Schiff base compound has carbon-nitrogen double bonds (C=N) and a relatively large pi electron delocalization skeleton, which provides the compound with a relatively large fluorescence absorption coefficient. Due to the presence of lone pair electrons of C=N, the novel Schiff base compound has a potential application to detection of metal ions.

Description

technical field [0001] The invention relates to a novel Schiff base compound centered on triphenylamine and a preparation method thereof, belonging to the technical field of organic synthesis. technical background [0002] The Schiff base compound can be used as a fluorescent indicator, and its fluorescence absorption or fluorescence intensity can change according to the influence of the surrounding environment, so it can provide some specific information existing in the surrounding environment. The structure of the Schiff base has "C=N" , the lone pair of electrons contained in the C=N functional group makes it well coordinated with metal ions. In addition, conjugated Schiff bases containing large π bonds generally have good fluorescence properties. Metal ions and triphenylamine The heterocyclic atoms O and N in the new Schiff base compound as the center have the possibility of complexation, so that it has the function of ion detection, so as to design and synthesize fluo...

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Problems solved by technology

[0003] Now commonly used methods for metal ion detection include spectrophotometry, atomic absorption method, high performance liquid chromatography, etc.; these methods are more sensitive, but they have disadvantages such as time-consuming, complicated pretreatment of samples, easy loss of samples, and low results. , fluorescence method is one of the feasible methods to eliminate the shortcomings of the above-mentioned commonly used methods. In recent years, many methods have been reported to determine metal ions by fluorescence method. These methods are not only simple, but also have high sensitivity, excellent selectivity, and detection limit also keeps decreasing

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