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Catalyst of imide synthesized by aromatic nitro compound and benzaldehyde or furfural and derivative thereof as well as preparation method and application

A technology of aromatic nitro group and derivatives is used in catalysts, preparation methods and application fields for synthesizing imines from aromatic nitro compounds, benzaldehyde or furfural and derivatives thereof, and can solve the problem of increasing reaction costs, hidden dangers of operator safety, High reaction temperature and other problems, to achieve the effect of low production cost, low equipment investment and high atom economy

Active Publication Date: 2019-02-22
SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the reaction process usually requires a higher reaction temperature, which will not only increase the reaction cost, but also bring a lot of safety hazards to the operators.

Method used

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  • Catalyst of imide synthesized by aromatic nitro compound and benzaldehyde or furfural and derivative thereof as well as preparation method and application
  • Catalyst of imide synthesized by aromatic nitro compound and benzaldehyde or furfural and derivative thereof as well as preparation method and application
  • Catalyst of imide synthesized by aromatic nitro compound and benzaldehyde or furfural and derivative thereof as well as preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] CoS 2 @MoS 2 -220-0.25 preparation: get 750mg ammonium heptamolybdate ((NH 4 ) 6 Mo 7 o 24 4H 2 O), 252.8mg cobalt chloride (CoCl 2 ·6H 2 0), add 30mL ethylene glycol and 30mL deionized water to make a mixed solution, the total concentration of the mixed solution is 0.089mol / L, and the mixed solution is constantly stirred at room temperature. Add 510mg of sulfur powder to the mixed solution obtained above and keep stirring for 0.5h, make it fully mixed, then add 6mL of hydrazine hydrate, and stir vigorously for 1h. The resulting mixed solution was raised to 220° C. at a heating rate of 5° C. / min and left to react for 6 h. The obtained catalyst was washed with deionized water and ethanol three times respectively, and then vacuum-dried at 40° C. for 24 h.

[0047]In a 50mL autoclave reactor, add nitrobenzene (123mg, 1mmol), benzaldehyde (138mg, 1.3mmol), 80mg of catalyst, ethanol (10mL) and a stirring magnet, and replace the reaction system with hydrogen for 5 ti...

experiment example 2

[0049] CoS 2 @MoS 2 -160-1 preparation: get 750mg ammonium heptamolybdate ((NH 4 ) 6 Mo 7 o 24 4H 2 O), 1011.2mg cobalt chloride (CoCl 2 ·6H 2 0), add 10mL ethylene glycol and 50mL deionized water to make a mixed solution, the total concentration of the mixed solution is 0.14mol / L, and the mixed solution is constantly stirred at room temperature. Add 816 mg of sulfur powder to the mixed solution obtained above and keep stirring for 1 h, make it fully mixed, then add 10 mL of hydrazine hydrate, and stir vigorously for 1 h. The resulting mixed solution was raised to 160° C. at a heating rate of 5° C. / min and left to react for 24 hours. The obtained catalyst was washed with deionized water and ethanol three times respectively, and then vacuum-dried at 60° C. for 6 h.

[0050] In a 50mL autoclave reactor, add nitrobenzene (123mg, 1mmol), p-chlorobenzaldehyde (183mg, 1.3mmol), 80mg of catalyst, ethanol (10mL) and a stirring magnet, and replace the reaction system with hydr...

experiment example 3

[0052] CoS 2 @MoS 2 -180-0.5 preparation: get 750mg ammonium heptamolybdate ((NH 4 ) 6 Mo 7 o 24 4H 2 O), 505.6mg cobalt chloride (CoCl 2 ·6H 2 0), add 50mL ethylene glycol and 10mL deionized water to make a mixed solution, the total concentration of the mixed solution is 0.106mol / L, and the mixed solution is constantly stirred at room temperature. Add 612 mg of sulfur powder to the mixed solution obtained above and keep stirring for 1 h, make it fully mixed, then add 8 mL of hydrazine hydrate, and stir vigorously for 2 h. The resulting mixed solution was raised to 180° C. at a heating rate of 10° C. / min and left to react for 12 hours. The obtained catalyst was washed with deionized water and ethanol three times respectively, and then vacuum-dried at 80° C. for 12 h.

[0053] In a 50mL autoclave reactor, add nitrobenzene (123mg, 1mmol), p-tolualdehyde (240mg, 2mmol), 80mg of catalyst, ethanol (10mL) and a stirring magnet, and replace the reaction system with hydrogen ...

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Abstract

The invention discloses a catalyst of imide synthesized by an aromatic nitro compound and benzaldehyde or furfural and a derivative thereof as well as a preparation method and an application. The catalyst of the imide synthesized by the aromatic nitro compound and the benzaldehyde or the furfural and the derivative thereof is in a vulcanizing state, and the composition is shown as MS2@MoS2, wherein an auxiliary M is Fe, Co, Ni or Cu, and a ratio of the quantity of a substance M to the quantity of a substance M0 is 0.25 to 1. The catalyst disclosed by the invention has the advantages of mild reaction conditions, high conversion ratio, high selectivity and low cost.

Description

technical field [0001] The invention belongs to a catalyst for synthesizing imine from aromatic nitro compounds, benzaldehyde or furfural and derivatives thereof, a preparation method and application. Background technique [0002] Imines, also known as "Schiff bases", are widely used in the synthesis of agricultural chemicals, pharmaceuticals, bioactive compounds and fine chemicals, etc. At present, the traditional methods of synthesizing imines include shrinkage polymerization of amine compounds and carbonyl compounds, self-coupling of primary amine compounds and oxidative dehydrogenation of secondary amines. Shrinkage polymerization of amine compounds and carbonyl compounds is the main method for synthesizing imines. Although this method can obtain a variety of asymmetric imines, such reactions are often stimulated by acid catalysts, and most of them require reflux and dehydration devices, which is cumbersome to operate. The self-coupling reaction of primary amine compoun...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J27/051C07C249/02C07C251/24C07D307/52
CPCB01J27/0515C07C249/02C07D307/52C07C251/24
Inventor 葛晖韩文鹏李学宽唐明兴邓天昇杜明仙周立公杨英
Owner SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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