Preparation method of 2,2'-diamido-diphenic acid

Abstract

The invention discloses a preparation method of 2,2'-diamido-diphenic acid. The preparation method comprises the following steps: firstly, mixing [1,1'-biphenyl]-4,4'-dimethyl dicarboxylate with a reaction solution C, stirring and reacting under the condition of ice bath, reacting at room temperature and adding ice blocks; after extracting, washing with saturated salt water, drying with anhydroussodium sulfate, and carrying out decompressing and spin drying to obtain a compound A; secondly, mixing the compound A with methanol for stirring, adding palladium carbon, displacing the air with hydrogen, stirring at room temperature, removing the palladium carbon by filtering and carrying out decompression concentration to obtain a compound B; thirdly, dissolving the compound B in tetrahydrofuran, adding double distilled water and potassium hydroxide, stirring at room temperature, washing with organic phase for two times and combining the water phase with water for cleaning the organic phaseto obtain a mixed solution F; adjusting the pH value of the mixed solution F to 3 by using concentrated hydrochloric acid, filtering and carrying out air drying to obtain the 2,2'-diamido-diphenic acid. The preparation method of the 2,2'-diamido-diphenic acid disclosed by the invention has the advantages of simplicity, high yield and low production cost.

Description

Technical field [0001] The present invention relates to the technical field of material production, in particular to a preparation method of 2,2'-diamino-biphthalic acid. Background technique [0002] At the end of the last century, metal-organic framework (MOF) began to emerge as a new type of porous material. The metal-organic framework is a porous hybrid material composed of inorganic metal nodes and organic bridging ligands. Metal-organic framework materials have great application potential in gas adsorption and separation, heterogeneous catalysis, chemical detection, biopharmaceutics, proton transfer, drug release, contrast agents and other fields. [0003] 2,2'-Diamino-biphthalic acid is a kind of metal organic framework material, which is a reaction-separation dual-function series catalyst. It can act as a knoevenagel condensation reaction in a catalytic reaction system, which refers to the condensation reaction of aldehydes or ketones with compounds with active α-hydrogen...

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Problems solved by technology

In the method using tin powder and hydrochloric acid as reducing agent, in the process of heating and refluxing, hydrochloric acid is easy to volatilize; and in the method using palladium carbon and ammonium formate system as reducing agent, also under the condition of heating and refluxing, Ammonium formate is easy to volatilize, and it is easy to block the reflux condenser

The yield of these two methods does not exceed 30%, the yield is very low

In the method using iron powder and acetic acid as reducing agent, subsequent 2,2'-diamino[1,1'-biphenyl]-4,4'-dicarboxylic acid dimethyl ester and ferrous acetate (Fe( Ac) 2 ) usually becomes a paste, it is extremely difficult to separate by filtration, and the color of the product becomes darker. In order to obtain pure dimethyl 2,2'-diamino[1,1'-biphenyl]-4,4'-dicarboxylate, Then in the follow-up, it is necessary to increase the process of separating the two, which makes the whole preparation method more complicated and the production cost is higher.

Simultaneously, in the third step, methanol is used as a solvent, and post-treatment needs to remove methanol under reduced pressure, and then extract the product with ethyl acetate, which will further complicate the entire preparation method and cause product loss Many, low output

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