A kind of preparation method of styrenated diphenylamine antioxidant

Abstract

The invention provides a preparation method of a styrenated diphenylamine antiager. The styrenated diphenylamine antiager is prepared from diphenylamine and styrene; compound catalysts composed of a catalytic component A (mesoporous silica-loaded zinc chloride or aluminum chloride) and a catalytic component B (molecular sieve-loaded imidazole ion liquid), and a promotor namely nanometer aluminum oxide compose a catalyst system. The preparation method of the styrenated diphenylamine antiager can prepare styrenated diphenylamine antiager products high in purity and yield; being ultrahigh in content of disubstituted diphenylamine, the prepared products can effectively improve the quality.

Description

technical field [0001] The invention relates to a compound synthesis method, in particular to a preparation method of styrenated diphenylamine as a rubber anti-aging agent, and belongs to the fields of organic synthesis and anti-aging agent synthesis. Background technique [0002] Natural rubber has excellent mechanical and processing properties, but because it contains a large number of unsaturated bonds, it is prone to chemical reactions, making its aging resistance unsatisfactory. Similarly, rubber products based on natural rubber will be affected by environmental factors such as oxygen, ozone, light, and heat during storage and use, and will undergo discoloration, frosting, stickiness, hardening, brittleness, cracks, etc., and appear at the same time. The mechanical properties of rubber are reduced, the strength and elongation are greatly reduced, the air permeability is enhanced, and the dielectric properties are weakened, all of which have a significant impact on the s...

AI Technical Summary

Problems solved by technology

Diphenylamine is directly used as an antioxidant, which has the disadvantages of being easy to volatilize and having poor antioxidant durability

In this process, a relatively large amount of starting material, usually 6-12% of the diphenylamine is unreacted, which reduces the antioxidant efficiency of the alkylated diphenylamine, leads to the precipitation of sludge, and makes the product have undesirable toxicity

US3496230 discloses to AlCl 3 As a catalyst, nonene and diphenylamine are catalyzed to prepare a mixture of nonylated diphenylamines. This invention embodies the AlCl 3 High activity and high selectivity of the catalyst, containing about 8% AlCl at 120-130°C 3 The catalyst is reacted for 6h to obtain 80% dinonylated diphenylamine and 15% monononylated diphenylamine. The disadvantage is that a large amount of sewage will be produced in the process of removing the catalyst

[0009] US4263456 discloses that active clay is used as a catalyst, and styrene and diphenylamine are catalyzed to prepare a styrenated diphenylamine mixture. The reaction is carried out at 204 ° C, containing about 10% of the catalyst, and the result is that the product contains 0.5% unreacted diphenylamine ; 4.4% ortho monostyrenated diphenylamine; 7.5% para monostyrenated diphenylamine; 9.4% ortho-ortho distyrenated diphenylamine; 11.7% para-ortho diphenyl Ethylenated diphenylamine; 37.4% p-position-para-position di-styrenated diphenylamine, 27.0% p-position-ortho-para-position tristyrenated diphenylamine. Carbon deposition; high content of tristyrenated diphenylamine, low selectivity of para-para bistyrenated diphenylamine

However, in this method, the preparation process of self-made molecular sieve catalyst is cumbersome, and the efficiency of catalyst improvement is not significant. Compared with activated soil, it is only increased by about 10%, and the highest yield of styrenated diphenylamine antioxidant is only 84%. ; In addition, this method adopts section heating, and the total reaction time is relatively long, and the product purity that obtains is lower

[0013] In this field, well-known, lower antioxidant purity can cause the anti-oxidation or anti-aging effect of diphenylamine anti-aging agent to reduce, and make the product have the undesirable toxicity that raises; Higher reaction temperature not only energy consumption is high , it is also easy to cause carbon deposition and reduce catalyst life