Synthesizing method and application of 1,2,4,5-tetraamine benzene

Abstract

The invention discloses a synthesizing method and application of 1,2,4,5-tetraamine benzene. The synthesizing method comprises the following steps: preparing a chlorobenzene byproduct which is 1,2,3-trichlorobenzene as a raw material; nitrifying to obtain 4,6-binitro-1,2,3-trichlorobenzene; further performing ammonolysis in an organic solvent A to obtain 4,6-binitro-2-chlorine-1,3-phenylenediamine; dissolving an ammonolysis product into an organic solvent B; performing catalytic hydrogenolysis to obtain 1,2,4,5-tetraamine benzene. Compared with the prior art, the method has the advantages thatthe chlorobenzene byproduct which is 1,2,3-trichlorobenzene is utilized, and moreover, nitroreduction and halogen hydrogenolysis are integrated during the hydrogenolysis process, thereby facilitatingindustrial production, and providing raw material support to development of downstream products. The application is that 1,2,4,5-tetraamine benzene is used as the raw material and polymerized with 2,5-dihydroxy terephthalic acid to obtain PDBI resin which is an engineering fiber material being high in spinnability and high in modulus.

Description

technical field [0001] The invention belongs to the technical field of compound preparation, and in particular relates to a synthesis method and application of 1,2,4,5-tetraaminobenzene. Background technique [0002] 1,2,4,5-Tetraaminobenzene, or TAB for short, is an aromatic tetraamine with a relatively simple structure. The application of 1,2,4,5-tetraaminobenzene and its hydrochloride in the research of new materials There are many reports, such as the fiber with improved durability can be prepared with 2,5-dihydroxyterephthalic acid (DHTA), but the synthesis of 1,2,4,5-tetraaminobenzene is rarely reported. Design a It is particularly important to synthesize 1,2,4,5-tetraaminobenzene with a suitable process route, realize the industrial production of 1,2,4,5-tetraaminobenzene, and promote the application of new materials polyester and polyfiber. [0003] Jin Ning et al. used 4,6-dichloro-m-dinitrobenzene as raw material, used ammonia water as ammonolysis agent to carry o...

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Problems solved by technology

[0004] The Chinese patent application with the application number CN2013107227365 discloses a synthesis method of 1,2,3,5-tetraamino hydrochloride. First, m-dichlorobenzene is digested in a mixed acid of concentrated sulfuric acid and fuming nitric acid to prepare 1,3 -dichloro-4,6-dinitrobenzene; then ammonolyzed with ammonia water at 150°C to obtain 4,6-dinitro-1,3-phenylenediamine; followed by hydrogenation reduction to obtain TAB, and then It is introduced into the enoic acid solution to prepare 1,2,3,5-tetraamino hydrochloride, and the yield of 1,2,3,5-tetraamino hydrochloride prepared by this method is improved, but due to the raw material The price of m-dichlorobenzene is high, and the production cost rises, which is not conducive to industrial production

[0005] In summary, there are two main problems in the synthesis methods of TAB reported at present: on the one hand, the total yield of TAB is low; The price of m-dichlorobenzene is relatively high, which is not conducive to industrial production

[0006] Chlorinated benzene is an important chemical raw material and organic intermediate. With the rapid development of the chlorinated benzene industry, the production capacity of chlorinated benzene has increased rapidly; however, in the production process of chlorinated benzene, about Produce 1 ton of by-products containing organic matter, direct discharge not only pollutes the environment, does not meet the discharge requirements, but also a serious waste of resources

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