Preparation method of 4-nitrodiphenylamine and 4-nitrosodiphenylamine

Abstract

The invention provides a preparation method of 4-nitrodiphenylamine and 4-nitrosodiphenylamine. The preparation method comprises the following steps: (1) dissolving anhydride and / or aromatic dibasic acid as well as aniline into an organic solvent and performing ammonolysis or acylation reaction; and (2) adding nitrobenzene and a catalyst into the solution obtained in the step (1) and performing condensation reaction to generate the 4-nitrodiphenylamine and the 4-nitrosodiphenylamine. A reaction product of the aniline and the anhydride and / or the aromatic dibasic acid is used for replacing theaniline to react with the nitrobenzene, so on one hand, the steric hindrance of the reaction product and nitrobenzene ortho-reaction is increased and generation of ortho-reaction byproducts is effectively inhibited; and on the other hand, the protective effect on amino is achieved and the side reaction that two molecule aniline are condense to generate azobenzene is avoided, so that the yield of the target product is increased and energy consumption in the separation and purification link is reduced. Furthermore, the cost of the raw materials such as the anhydride and the aromatic dibasic acidis low, and the method is suitable for industrialized production.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to a preparation method of 4-nitrodiphenylamine and 4-nitrosodiphenylamine. Background technique [0002] 4-Aminodiphenylamine (4-ADPA), commonly known as RT base, is an important intermediate of functional polymers, especially an important raw material for the production of functional additives such as anti-aging agents, stabilizers and anti-degradants in the rubber industry. At present, there are more than ten kinds of synthesis techniques of 4-aminodiphenylamine reported in the literature, and they are still under development. However, there are four main methods used in industrial production: aniline method, diphenylamine method, formanilide method and nitrobenzene method. Each of the four routes has its own characteristics: [0003] The aniline method is simple in process and low in cost, but the reaction temperature is high, the side reactions are many...

AI Technical Summary

Problems solved by technology

[0010] However, in this process, N-carbanilide is only used as a reaction starting material. Since the reaction process is unstable, aniline still needs to be added to ensure a good yield of the final product. Therefore, it is impossible to avoid the condensation of two molecules of aniline to produce azobenzene

Moreover, the raw material N-carbanilide is expensive. Although the process yield is high, the cost cannot be accepted by most manufacturers, so the industrialization bottleneck of this technology is very obvious.