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Process for producing m-dimethylamine benzoic acid

A technology of dimethylaminobenzene and nitrobenzoic acid is applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., and can solve the problem of solvent methanol recycling, high production cost and large energy consumption without involving catalyst service life. and other problems, to achieve good economic benefits, good product quality, and reduce production costs.

Inactive Publication Date: 2003-05-21
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The technical problem to be solved by this invention is to overcome the defects in the prior art that do not involve the service life of the catalyst and the recycling of solvent methanol, large energy consumption and high production cost, and provide a method for producing m-dimethylaminobenzoic acid. The catalyst used in the method has a long service life, a small amount of solvent methanol, can completely recycle the methanol solvent, and has the characteristics of low production cost, and at the same time, the yield and purity of the product m-dimethylaminobenzoic acid are improved compared with the prior art

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

[0025] Catalysts were prepared under the same conditions as in Example 1, except that the types and weight percentages of the catalyst components were changed to prepare catalysts B, C, D, and E respectively. The catalyst composition is shown in Table 1.

[0026] Example

[0027] Catalysts A, B, C, D, and E prepared in Examples 1 to 2 are used in m-nitrobenzoic acid reduction-alkylation under different reaction conditions to prepare m-dimethylaminobenzoic acid, wherein the m-nitrobenzoic acid is fixed Benzoic acid amount 0.1 mole, catalyst consumption, acetic acid consumption are based on 0.1 mole (16.7 grams) m-nitrobenzoic acid, and other reaction process conditions are listed in Table 2, and concrete reaction process is as follows:

[0028] With 0.1 mole (16.7 grams) m-nitrobenzoic acid (chemically pure), methyl alcohol (chemically pure), acetic acid (chemically pure) and catalyzer, add in the autoclave, feed the air in the nitrogen displacement reactor 2 times, th...

Embodiment 1

[0031] Catalyst A life test prepared in Example 1.

[0032] Catalyst A is used for the reaction of preparing m-dimethylaminobenzoic acid, wherein 0.1 mole of m-nitrobenzoic acid is fixed, and acetic acid and catalyst consumption are based on 0.1 mole (16.7 grams) m-nitrobenzoic acid, and the amount of acetic acid is 1%, specifically The reaction process is the same as in Example 3, and other different process conditions and product yields are shown in Table 4. After the first reaction finishes, the catalyst is filtered out for the next reaction; or for intermittent and continuous reactions, catalyst A is preserved in methanol solution In , the catalyst was filtered out when it was used again, and it was directly put into the reactor for use without regeneration treatment. Catalyst A was recycled 50 times in total.

[0033] Catalyst heavy

[0034] It can be seen from the reaction results in Table 4 that after the catalyst A was recycled 50 times, it still showed good ...

Embodiment 5

[0035] Methanol solvent recycling experiment, according to the above reaction process, specific reaction process conditions:

[0036] 0.1 mole m-nitrobenzoic acid, m-nitrobenzoic acid: hydrogen: formaldehyde molar ratio is 1: 5: 2.2, 60 ℃ of reaction temperature, reaction pressure 0.5MPa, by m-nitrobenzoic acid weight, organic acid amount is 1 %, the composition of catalyst D: C: 60, Pd: 3, Cu: 20, Ni: 17, the dosage is 3%, based on 0.1 mole of m-nitrobenzoic acid, the dosage of methanol is 50 ml. The reaction results are listed in Table 5.

[0037] Cycles

[0038] It can be seen from the experimental results that the recovery of the solvent has no adverse effect on the product yield, and the recycling of the solvent is feasible. The recycling of solvent not only greatly reduces the consumption of raw materials, but also makes the process a clean process with zero pollution. [Comparative Example 1]

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Abstract

The method for producing m-dimethylaminobenzoic acid includes the following steps: in the presence of catalyst and methyl alcohol solvent making raw material m-nitrobenzoic acid and hydrogen gas produce reduction reaction to obtain intermediate product, making said intermediate product continuously implement ankylation reaction with formaldehyde to obtain crude product, making said crude product undergo the processes of filtering, washing and purification so as to obtain the invented product m-dimethylaminobenzoic acid. Its catalyst uses active carbon as carrier, and its effective component is selected from palladium, platinum, rhodium or their mixture and selected from iron, cobalt, nickel, copper zinc or their mixture. Said catalyst is long in service life, and the methyl alcohol can berecovered for reuse.

Description

technical field [0001] The invention relates to a method for producing m-dimethylaminobenzoic acid. Background technique [0002] m-Dimethylaminobenzoic acid is an important organic intermediate, which can be used as an intermediate in the synthesis of pesticides and medicines, as an intermediate in the synthesis of liquid crystal materials, dyes, pigments, pigments, and photosensitive materials, such as synthetic thermosensitive dyes Anti-counterfeiting marks, color-changing coatings, pressure-sensitive dye carbonless copy paper, etc., these materials play an extremely important role in the field of information materials. Because m-dimethylaminobenzoic acid has such a wide range of uses, its preparation and production have received widespread attention and attention. In the prior art, there are many methods for producing m-dimethylaminobenzoic acid, mainly including: 1. using m-nitrophthalic acid as a raw material, through reaction steps such...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C227/04C07C229/60
Inventor 乔建江张卫东陈永福张磊
Owner CHINA PETROLEUM & CHEM CORP
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