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Process for synthesizing arene amine through catalyzing and aminolysis of polychlorinated aromatic hydrocarbons by modified Cu-13X molecular sieve

A technology for catalyzing the ammonia hydrolysis of chlorinated aromatic hydrocarbons and chlorinated aromatic hydrocarbons by molecular sieve is applied in the direction of molecular sieve catalyst, preparation of amino compounds, preparation of organic compounds, etc., which can solve the problems of increasing the solubility of chlorides, control side reactions and improve yield. , the effect of reducing the reaction temperature and pressure

Active Publication Date: 2015-04-15
JIANGSU LONGCHANG CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although aromatic compounds are poorly soluble in ammonia, most reactions can still be carried out in the aqueous phase because the solubility of chlorides in ammonia increases with increasing mild ammonia concentrations

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Into a 500mL autoclave, put about 50g of modified Cu-13X molecular sieve with 2~2.5 meshes into about 50g, press into 118g of 2,5-dichloronitrobenzene, add 279g of 30% (mass fraction) ammonia water, and raise the temperature to 100°C. Keep warm for 1h. After completion of the reaction, cool to 30°C, filter with 10 mesh, recover Cu-13X molecular sieve, filter with qualitative filter paper, wash with water, and dry to obtain 105 g of p-chloro-o-nitroaniline with a yield of 99% and a product content of 99.8%.

Embodiment 2

[0017] Put about 50 g of the modified Cu-13X molecular sieve recovered in Example 1 into a 500 mL autoclave, press in 118 g of 2,5-dichloronitrobenzene, add 279 g of 30% (mass fraction) ammonia water, and raise the temperature to 100°C. Keep warm for 1h. After the reaction, cool to 30°C, filter with 10 mesh, recover Cu-13X molecular sieve, filter with qualitative filter paper, wash with water, and dry to obtain 105 g of p-chloro-o-nitroaniline with a yield of 99% and a product content of 99.85%.

Embodiment 3

[0019] Put into a 500mL autoclave about 50g of modified Cu-13X molecular sieve of 2~2.5 meshes, press in 118g of 2,4-dichloronitrobenzene, add 279g of 30% (mass fraction) ammonia water, and raise the temperature to 100°C. Keep warm for 1h. After completion of the reaction, cool to 30°C, filter with 10 mesh, recover Cu-13X molecular sieve, filter with qualitative filter paper, wash with water, and dry to obtain 105 g of 5-chloro-2-nitroaniline with a yield of 99% and a product content of 99.7%.

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PUM

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Abstract

The invention discloses a modified Cu-13X molecular sieve (3±1.2[Cu(NH3)2]OH·0.84Na2O·Al2O3·(2.5±1.5)SiO2·(6.5±2.5)H2O) catalyzed ammonolytic chlorination Aromatic synthesis of aromatic amines, effectively improving the process environment, reducing reaction temperature and pressure, controlling side reactions, increasing the yield of the main product aromatic amines, combining the catalytic ammonolysis of copper ammonium complexes with the positioning catalytic effect of molecular sieves. Combined together, the yield of aromatic chloride ammonolysis to synthesize aromatic amine is increased to more than 99%, and the direct synthesis content reaches more than 99.5%.

Description

technical field [0001] The invention relates to a process for synthesizing aromatic hydrocarbon amines by using modified Cu-13X molecular sieves to catalyze ammonolysis of chlorinated aromatic hydrocarbons, and belongs to the field of catalytic ammonolysis of aromatic hydrocarbon chlorides. Background technique [0002] For active aromatic chlorides, such as halogen derivatives containing nitro groups on the aromatic ring, when treated with ammonia water, the halogens can be replaced by amino groups. Although aromatic compounds are poorly soluble in ammonia, most reactions can still be carried out in the aqueous phase because the solubility of chlorides in ammonia increases with increasing mild ammonia concentrations. Reaction belongs to SN 2 The process is a bimolecular nucleophilic substitution reaction. First, the ammonia molecule with an unshared electron pair undergoes a nucleophilic attack on the carbon atom connected to the aromatic ring and chlorine, and a polar int...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/52C07C209/10B01J29/14
Inventor 赵雪松吴春江蔡建忠陈巧玲佘卫民
Owner JIANGSU LONGCHANG CHEM
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