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Method for preparation of aryl amides by aromatic carboxylic acid amination

A technology of aryl carboxylic acid amine and aryl amide, which is applied in the preparation of carboxylic acid amide, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of low activity, difficult-to-separate by-products, poor product selectivity, etc., Achieve high activity, reduce toxicity and cost, and the product does not contain salt impurities

Active Publication Date: 2015-03-18
沧州磐希化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] In order to solve the current use of amorphous SiO 2 Or the prominent problems such as low activity of the alumina catalyst system, poor product selectivity, and generation of by-products that are difficult to separate. The present invention has developed a new catalyst system for the amination of aryl carboxylic acids to prepare aryl amides, which not only has high efficiency and High selectivity, and can significantly reduce catalyst toxicity and cost

Method used

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  • Method for preparation of aryl amides by aromatic carboxylic acid amination

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Experimental program
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Effect test

Embodiment 1

[0023] Using silica sol as the silicon source, aluminum nitrate as the aluminum source, hexamethyleneimine (HMI) as the template, adding sodium hydroxide and water to adjust the sol, NaOH, Al(NO 3 ) 2 ·9H 2 O, SiO 2 , H 2 The ratio of the amount of O and HMI is 20:3:100:4000:6, magnetically stirred, and crystallized at 60°C for 7 days. The synthesized product is filtered, washed, dried and calcined at 600°C to remove the template. Then ion exchange is carried out with zinc nitrate with a mass concentration of 2%, and Zn-MCM-22 is obtained after roasting.

[0024] Adopt Micromeritics TriStar II3020 adsorption instrument and NH 3 The specific surface area, pore size and acid distribution of the sample Zn-MCM-22 were measured by temperature programmed desorption. The sample test data is shown in Table 1.

Embodiment 2

[0026] Using silica sol as the silicon source, aluminum nitrate as the aluminum source, hexamethyleneimine (HMI) as the template, adding sodium hydroxide and water to adjust the sol, NaOH, Al(NO 3 ) 2 ·9H 2 O, SiO 2 , H 2 The ratio of the amount of O and HMI is 20:2:100:4000:5, magnetically stirred, and crystallized at 60°C for 7 days. The synthesized product is filtered, washed, dried and calcined at 600°C to remove the template. Then, ion exchange is carried out with tin nitrate solution with a mass concentration of 2%, and Sn-MCM-22 is obtained after roasting.

[0027] Adopt Micromeritics TriStar II3020 adsorption instrument and NH 3 The specific surface area, pore size and acid distribution of sample Sn-MCM-22 were measured by temperature programmed desorption. The sample test data is shown in Table 1.

Embodiment 3

[0029] Using silica sol as the silicon source, aluminum nitrate as the aluminum source, hexamethyleneimine (HMI) as the template, adding sodium hydroxide and water to adjust the sol, NaOH, Al(NO 3 ) 2 ·9H 2 O, SiO 2 , H 2 The ratio of the amount of O and HMI is 20:1:100:4000:5, magnetic stirring, crystallization at 60°C for 7 days, the synthesized product is filtered, washed, dried and calcined at 600°C to remove the template, then The bismuth nitrate solution with a mass concentration of 2% is used for ion exchange, and Bi-MCM-22 is obtained after roasting.

[0030] Adopt Micromeritics TriStar II3020 adsorption instrument and NH 3 The specific surface area, pore size and acid distribution of Bi-MCM-22 were measured by temperature-programmed desorption. The sample detection data are shown in Table 1.

[0031] Table 1 Comparison of physical and chemical properties of four synthetic molecular sieve samples

[0032]

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Abstract

The invention relates to a catalyst for preparation of aryl amides by aromatic carboxylic acid amination. Under the suitable reaction conditions, by catalytic effect of zinc, tin or bismuth and other element modified MCM-22, dehydration reaction of an ammonium salt formed by aryl carboxylic acid and amine ammonium is directly performed, and high yield of benzamide or other aryl amide compounds can be obtained. The catalyst has high activity, acid resistance and stable performance. BY use of the catalyst, continuous amide production process can be achieved, and the production process has the advantages of being clean and environmentally-friendly, and the like, and the product does not contain salts and other impurities.

Description

Technical field [0001] The invention relates to a catalyst for preparing aryl amide by amination of aryl carboxylic acid and its application method. Background technique [0002] Phenylamide compounds have a wide range of uses. Because the molecular structure contains polar amine groups, they have excellent surface polarity, high melting point and good thermal stability. They can replace other similar additives and are widely used in plastics, Rubber, printing, machinery and other industries. For example, benzamide is used as a processing aid for plastics such as polyethylene and polypropylene, which not only prevents products from sticking, increases lubricity, but also enhances the thermoplasticity and heat resistance of plastics; when benzamide is mixed into rubber, it can Improve the gloss, tensile strength and elongation of rubber products, enhance vulcanization acceleration and abrasion resistance; adding benzamide to the ink can increase the adhesion, scratch resistance, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C233/65C07C231/02B01J29/70
Inventor 朱益民王新红
Owner 沧州磐希化工有限公司
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