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Method for preparing 1,5-diaminonaphthalene and 1,8-diaminonaphthalene

A technology of diaminonaphthalene and dinitronaphthalene, which is applied in the field 1, can solve problems such as diaminonaphthalene preparation and separation difficulties, and achieve the effects of high purity, low device investment, and simplified production process

Inactive Publication Date: 2011-04-20
常州介孔催化材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

1,5-dinitronaphthalene and 1,8-dinitronaphthalene are two isomers of dinitronaphthalene. Due to their similar properties, the separation of the two is difficult, so a single isomer diamino The preparation of naphthalene poses difficulties

Method used

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  • Method for preparing 1,5-diaminonaphthalene and 1,8-diaminonaphthalene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] In a stainless steel autoclave with stirring, add catalyst 1%Pd / C 0.05g (carrier activated carbon without pretreatment), dinitronaphthalene mixture 4g, isopropanol 40ml, close the reactor, replace the reactor with nitrogen Then replace the nitrogen in the reactor with hydrogen for three times and maintain the pressure in the reactor, raise it to 90°C, fill in hydrogen to make the reaction pressure to 4MPa, start stirring, keep the constant temperature reaction until the pressure no longer drops, take out The reaction liquid is filtered to remove the catalyst, the filtrate is separated by rectification to obtain 1,8-diaminonaphthalene, and the bottom material is crystallized to obtain 1,5-diaminonaphthalene.

Embodiment 2

[0027] In the stainless steel autoclave with stirring, add catalyst 1%Pd / C 0.05g (carrier gac is passed through H 2 o 2 pretreatment), dinitronaphthalene mixture 4g, isopropanol 40ml, close the reactor, replace the air in the reactor with nitrogen three times, then replace the nitrogen in the reactor with hydrogen three times and keep the pressure in the reactor, raise To 90°C, fill in hydrogen to make the reaction pressure to 4MPa, start stirring, keep the temperature until the pressure no longer drops, take out the reaction solution, filter to remove the catalyst, and separate the filtrate by rectification to obtain 1,8-diaminonaphthalene, bottom material 1,5-diaminonaphthalene was obtained by crystallization.

Embodiment 3

[0029] In a stainless steel autoclave with stirring, add catalyst 1% Pd / Al 2 o 3 0.04g (carrier aluminum oxide is pretreated through ammonium chloride), dinitronaphthalene mixture 4g, N-methylaniline 40ml, close reactor, replace the air in the reactor with nitrogen three times, then replace the nitrogen in the reactor with hydrogen Nitrogen three times and keep the pressure in the reactor, raised to 90 ° C, filled with hydrogen to make the reaction pressure to 3MPa, start stirring, constant temperature reaction until the pressure no longer drops, take out the reaction liquid, filter to remove the catalyst, and the filtrate is separated by rectification 1,8-diaminonaphthalene is obtained, and the bottom material is crystallized to obtain 1,5-diaminonaphthalene.

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Abstract

The invention discloses a method for preparing 1,5-diaminonaphthalene and 1,8-diaminonaphthalene, which comprises the steps of: (1) using the dinitronaphthalene containing 1,5-diaminonaphthalene and 1,8-diaminonaphthalene as the raw materials, and performing hydrogenation reaction in the presence of hydrogenation catalyst and solvent so as to acquire the mixture of the 1,5-diaminonaphthalene and 1,8-diaminonaphthalene, and (2) separating the catalyst and evaporating the solvent from the mixture obtained from the hydrogenation reaction in the step (1), and then performing reduced pressure distillation and recovering the distillate so as to obtain the 1,8-diaminonaphthalene and crystallizing the solution in a reduced pressure distillation so as to obtain the 1,5-diaminonaphthalene. The method of the invention has the advantages of reducing the catalyst consumption, efficiently increasing the conversion ratio, having high selectivity and low consumption in production process.

Description

technical field [0001] The present invention relates to a preparation method of 1,5-diaminonaphthalene and 1,8-diaminonaphthalene, in particular to a method for preparing 1,5-diaminonaphthalene and 1,5-diaminonaphthalene and 1 , 8-diaminonaphthalene method. Background technique [0002] The reduction of dinitronaphthalene to diaminonaphthalene is an important organic synthesis unit reaction and an important way to prepare diaminonaphthalene, and the product diaminonaphthalene is an important pigment intermediate. Diaminonaphthalene mainly includes 1,5-diaminonaphthalene and 1,8-diaminonaphthalene. [0003] 1,5-diaminonaphthalene and 1,8-diaminonaphthalene are two important compounds in diaminonaphthalene isomers, mainly used as intermediates of dyes (pigments), and also as intermediates of resins and pesticides. raw material. Among them, in addition to being used to prepare azo dyes, 1,5-diaminonaphthalene is also an important polyurethane material intermediate. 1,5-napht...

Claims

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Application Information

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IPC IPC(8): C07C209/36C07C209/86C07C211/58
Inventor 张伟鲁墨弘李明时沈俭一
Owner 常州介孔催化材料有限公司
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