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A kind of catalyst for preparing m-toluic acid and its preparation method and application

A technology of methyl benzoic acid and catalysts, applied in chemical instruments and methods, physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, etc., can solve the problems of high impurities, increased solid waste, and unfriendly environment and other issues, to achieve good selectivity, reduce impurities, and environmental friendliness

Active Publication Date: 2021-10-15
荆州市诺亚化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] 2) Inorganic cobalt salt is used as a catalyst, and the selectivity of the catalyst is poor, such as: there are many impurities such as m-methylbenzyl alcohol and m-methylbenzaldehyde, and the product purity is low;
[0007] 3) The amount of catalyst is large, solid waste increases, the environment is not friendly, and the cost increases;
[0008] 4) The intermittent production process has a long cycle and low efficiency. The single-pass yield of the product is within 47%, and the total yield is within 60%. The energy consumption is high and the cost is high.

Method used

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  • A kind of catalyst for preparing m-toluic acid and its preparation method and application
  • A kind of catalyst for preparing m-toluic acid and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Under the protection of nitrogen, add deionized water (26kg), porphyrin tetrasulfonic acid (9.35kg), and cobalt acetate (1.77kg) to a 50L glass reactor in sequence, react at 60°C for 2 hours, and distill off the water under reduced pressure and acetic acid, the resulting solid was recrystallized from aqueous methanol to give cobalt porphyrin sulfonic acid. Under nitrogen protection, deionized water (25kg) and recrystallized cobalt porphyrin sulfonic acid were successively added to a 50L glass reactor, and at 15°C, manganese hydroxide (1.78kg) ultrafine powder was slowly added in batches, and stirred for 6 hour, then warming up to reflux reaction for 6 hours, steaming water under reduced pressure, and drying the solid in vacuum to obtain cobalt porphyrin manganese sulfonate (i.e. M in formula I 1 for Co, M 2 For Mn) catalyst.

[0039] Pour m-xylene and manganese cobalt porphyrin sulfonate into the material mixer. The ratio of the above materials is 1:15ppm respectively...

Embodiment 2

[0042] Under nitrogen protection, deionized water (26kg), porphyrin tetrasulfonic acid (9.35kg), and manganese acetate (1.73kg) were successively added to a 50L glass reactor, reacted at 60°C for 2 hours, and evaporated under reduced pressure to remove water and acetic acid, the resulting solid was recrystallized from aqueous methanol to give cobalt porphyrin sulfonic acid. Under nitrogen protection, deionized water (25kg) and recrystallized manganese porphyrin sulfonic acid were successively added to a 50L glass reactor, and at 15°C, cobalt hydroxide (1.86kg) ultrafine powder was slowly added in batches, and stirred for 6 hour, then raise the temperature and reflux reaction for 6 hours, steam off the water under reduced pressure, and the gained solid is vacuum-dried to obtain the cobalt manganese porphyrin sulfonate catalyst (i.e. M in the formula I 1 for Mn, M 2 for Co).

[0043]Pour m-xylene and cobalt manganese porphyrin sulfonate into the material mixer. The ratio of th...

Embodiment 3

[0046] Under nitrogen protection, deionized water (26kg), porphyrin tetrasulfonic acid (9.35kg), and manganese acetate (1.73kg) were successively added to a 50L glass reactor, reacted at 60°C for 2 hours, and evaporated under reduced pressure to remove water and acetic acid, the resulting solid was recrystallized from aqueous methanol to give cobalt porphyrin sulfonic acid. Under nitrogen protection, deionized water (25kg) and recrystallized manganese porphyrin sulfonic acid were successively added to a 50L glass reactor, and at 15°C, manganese hydroxide (1.78kg) ultrafine powder was slowly added in batches, and stirred for 6 hour, then warming up and reflux reaction for 6 hours, steamed water under reduced pressure, and the gained solid was vacuum-dried to obtain manganese porphyrin sulfonate manganese catalyst (i.e. M in formula I 1 , M 2 are both Mn).

[0047] Pour m-xylene and manganese manganese porphyrin sulfonate into the material mixer. The ratio of the above materia...

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Abstract

The invention relates to the field of organic synthesis, in particular to a catalyst for preparing m-toluic acid, a preparation method and application thereof. The catalyst is a metal porphyrin sulfonate with a structure such as formula I, and has the characteristics of high activity, low dosage and good selectivity, and the required reaction temperature and pressure are low during application, less solid waste and friendly to the environment. The present invention further proposes a method for applying the catalyst to prepare m-toluic acid. The method uses m-xylene as a raw material and metal porphyrin sulfonate as a catalyst. The obtained m-toluic acid is in the form of white flakes or granules, the total yield is 82.8-94.2%, and the content is above 99% (HPLC). The reaction process is a continuous operation with staged temperature rise, with less impurities and high content. After the reaction is completed, there is no need for post-treatment, and the product is directly distilled, with less solid waste, environmentally friendly, simple operation, and low energy consumption.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a catalyst for preparing m-toluic acid, a preparation method and application thereof. Background technique [0002] M-toluic acid is an important organic chemical raw material, which can be used as an intermediate of mosquito repellent N,N-diethyl m-toluamide, and is a derivative of non-steroidal anti-inflammatory analgesic drug ketoprofen Intermediates can also be used to synthesize flavors and fragrances. At the same time, it is widely used as a developer for color film and as an auxiliary filler for chromatographic columns to study the chemical behavior of biological nucleotides. [0003] In China, m-toluic acid has been industrialized by oxidation of m-xylene for more than 30 years. The chemical oxidation method is usually adopted. After washing, decolorizing and drying, the product obtained is light yellow and has high impurities. Chinese invention patent (CN1111233A) prop...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22C07C51/265C07C63/04C07D487/22
CPCB01J31/1691B01J31/183B01J2531/025B01J2531/72B01J2531/845C07C51/265C07D487/22C07C63/04Y02P20/584
Inventor 王思聪宋莉红周序辉张道远
Owner 荆州市诺亚化工有限公司
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