6-Bromoisovanillin reduced long-chain organic amine Schiff base and preparation method thereof

Abstract

The invention relates to 6-bromoisovanillin and long chain organic amine condensate Schiff base and a preparation method thereof. The preparation method comprises the following steps: dissolving 6-bromoisovanillin into an anhydrous methanol-acetonitrile mixed solvent, and then dissolving long chain organic amine into ethanol to prepare a solution, wherein the long chain organic amine is selected from n-hexyl amine, n-heptyl amine or n-dodecylamine; dropwise adding the prepared ethanol solution of the long chain organic amine into the 6-bromoisovanillin for carrying out condensation reaction, wherein the substance amount ratio of the 6-bromoisovanillin to the long chain organic amine is equal to 1 to (1.1 to 1.5), and the reaction temperature is 75-85 DEG C; carrying out heating reflux; naturally cooling to the room temperature, and separating out crystal form solid so as to obtain the target product 6-bromoisovanillin and long chain organic amine condensate Schiff base. According to the preparation method, the 6-bromoisovanillin and the long chain organic amine are taken as raw materials, and the novel 6-bromoisovanillin Schiff base compound is synthesized by adopting a mixed solvent method and controlling the experimental conditions. The preparation method is mild in reaction conditions and high in yield, adopts the recyclable solvent, and does not produce three-waste pollution.

Description

technical field [0001] The invention relates to a novel functional compound and the field of preparation thereof, in particular to a novel 6-bromoisovanillin reduced long-chain organic amine Schiff base and a preparation method thereof. Background technique [0002] Since Schiff base was first discovered in 1864, it has been widely recognized for its excellent properties such as sterilization, anti-virus, anti-cancer, reversible binding of oxygen, nonlinear optics, photo-induced and thermal-induced discoloration, fluorescence, magnetism, and enzyme-like catalysis. Extensive and in-depth research has been carried out. At present, Schiff base compounds and their complexes have important applications in the fields of medicine, catalysis, analytical chemistry, corrosion and photochromism. [0003] In recent years, especially with the development of functional complexes and bioinorganic chemistry, the development of Schiff base compounds has been promoted. The study of Schiff b...

AI Technical Summary

Problems solved by technology

6-Bromoisovanillin contains aldehyde groups, which have strong activity and are prone to redox reactions; in its structure, the presence of hydroxyl on the benzene ring leads to the activation of the benzene ring and is easy to be replaced; the long-chain organic amine is due to the space Due to steric hindrance, it is not easy to condense with aldehyde groups, resulting in difficulties in the formation of 6-bromoisovanillin and long-chain organic amine Schiff bases

[0006] At present, there are relatively few studies on the Schiff base derivatives of 6-bromoisovanillin, and its use has not been widely tapped and applied. Due to the special biological properties of Schiff base compounds, therefore, the study of 6-bromoisovanillin Schiff Alkali compound, screening 6-bromoisovanillin derivatives with special biological activity, has certain significance

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