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Catalyst for preparing halogenated aniline through catalytic hydrogenation of halogenated nitrobenzene and application thereof

A technology for halogenated nitrobenzene and halogenated aniline production, which is applied in the field of catalysts for halogenated nitrobenzene catalytic hydrogenation to produce halogenated aniline, and can solve the problems of high production cost, difficult catalyst recovery, and expensive carbon nanotubes. , to achieve the effect of easy separation, easy solid-liquid separation, and inhibition of dechlorination side reactions

Active Publication Date: 2013-10-16
XIAN CATALYST NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The catalyst is used to catalyze the liquid-phase catalytic hydrogenation of halogenated nitrobenzene to produce the corresponding halogenated aniline, which can completely avoid hydrogenation and dehalogenation, but it is difficult to recover compared with carbon-supported catalysts.
Chinese patent CN1199935 provides a production method for synthesizing haloanilines by catalytic hydrogenation of halonitrobenzenes. The method uses carbon nanotubes as carriers to support Pd and Pt as hydrogenation catalysts, which effectively suppresses dehalogenation, but carbon nanotubes Expensive, high production costs

Method used

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  • Catalyst for preparing halogenated aniline through catalytic hydrogenation of halogenated nitrobenzene and application thereof
  • Catalyst for preparing halogenated aniline through catalytic hydrogenation of halogenated nitrobenzene and application thereof
  • Catalyst for preparing halogenated aniline through catalytic hydrogenation of halogenated nitrobenzene and application thereof

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Experimental program
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Effect test

Embodiment 1

[0026] Step 1, the specific surface area of ​​10g is 1200m 2 / g of activated carbon was treated with nitric acid with a mass concentration of 15% at 100°C for 2 hours, then washed with water to neutrality, and dried for later use;

[0027] Step 2. Place 9.9 g of activated carbon dried in step 1 in an aqueous solution of sodium carbonate with a mass concentration of 0.05%, and soak for 0.5 h at a temperature of 60° C.;

[0028] Step three, put H 2 PtCl 6 Dissolve in water to obtain an active component solution with a platinum content of 0.05 g / mL;

[0029] Step 4. Under the condition that the temperature is 80°C, add 2 mL of the active component solution described in Step 3 dropwise to the aqueous sodium carbonate solution impregnated with activated carbon in Step 2. After the addition is completed, keep warm and soak for 2 hours, and then use a mass concentration of 5% NaOH solution adjusts the pH value of the system to 9.0, filters after cooling, and obtains a filter cake;...

Embodiment 2

[0032] Step 1, the specific surface area of ​​10g is 1500m 2 / g of activated carbon was treated with nitric acid with a mass concentration of 30% at 90°C for 1 h, then washed with water to neutrality, and dried for later use;

[0033] Step 2. Place 9.7 g of activated carbon dried in step 1 in an aqueous solution of sodium carbonate with a mass concentration of 0.25%, and soak for 0.5 h at a temperature of 70° C.;

[0034] Step three, put H 2 PtCl 6 Dissolve in water to obtain an active component solution with a platinum content of 0.05 g / mL;

[0035]Step 4. Under the condition that the temperature is 70°C, add 6 mL of the active component solution described in Step 3 dropwise to the aqueous sodium carbonate solution impregnated with activated carbon in Step 2. After the addition is completed, keep warm and soak for 3 hours, and then use a mass concentration of 5% KOH solution adjusted the pH value of the system to 9.0, filtered after cooling to obtain a filter cake;

[003...

Embodiment 3

[0038] Step 1, the specific surface area of ​​10g is 800m 2 1 / g of activated carbon was treated with hydrochloric acid with a mass concentration of 5% at 90°C for 3 hours, then with nitric acid with a mass concentration of 15% at 90°C for 2 hours, washed with water until neutral, and dried for later use;

[0039] Step 2. Place 9.9 g of activated carbon dried in step 1 in an aqueous solution of potassium carbonate with a mass concentration of 0.01%, and soak for 5 hours at a temperature of 20° C.;

[0040] Step three, put H 2 PtCl 6 Dissolve in water to obtain an active component solution with a platinum content of 0.05 g / mL;

[0041] Step 4. Under the condition that the temperature is 80°C, add 2 mL of the active component solution described in Step 3 dropwise to the aqueous sodium carbonate solution impregnated with activated carbon in Step 2. After the addition is completed, keep warm and soak for 1 hour, and then use a mass concentration of 5% KOH solution adjusted the p...

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Abstract

The invention discloses a catalyst for preparing halogenated aniline through catalytic hydrogenation of halogenated nitrobenzene. The catalyst comprises an activated carbon carrier and active component platinum adhered to the activated carbon carrier, and the mass percent of platinum in the catalyst is 0.1%-5%. The preparation method of the catalyst comprises the following steps: 1, pretreating activated carbon with inorganic acid, then washing to be neutral, and reserving after drying; 2, placing the dried activated carbon in carbonate aqueous solution for impregnating; 3, dissolving a platinum compound in water to obtain active component solution; 4, dripping the active component solution into the carbonate aqueous solution with impregnated activated carbon, carrying out insulated impregnating, adjusting the pH value of the system, and filtering after cooling to obtain a filter cake; 5, reducing the filter cake with a reducing agent, washing to be neutral, and drying to obtain the catalyst. The catalyst is simple in preparation process, can be repeatedly used, is high in reactivity, high in selectivity and good in stability, and can inhibit the side reactions of dehalogenation effectively.

Description

technical field [0001] The invention belongs to the technical field of preparation of noble metal catalysts, and in particular relates to a catalyst for preparing haloaniline by catalytic hydrogenation of halonitrobenzene and its application. Background technique [0002] Halogenated anilines are an important class of organic intermediates, which are widely used in the fields of medicine, pesticides, dyes and daily chemicals, and the market demand is very large. At present, most of the halogenated anilines are prepared by reducing the corresponding halogenated nitrobenzenes, including iron powder, alkali sulfide, hydrazine hydrate reduction and catalytic hydrogenation reduction. Iron powder reduction is widely used in China, but there are defects such as easy agglomeration of iron powder, difficulty in slag removal, large amount of wastewater discharge, environmental pollution and high labor intensity. The production cost of the alkali sulfide reduction method is relatively...

Claims

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Application Information

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IPC IPC(8): B01J23/42C07C209/36C07C211/52
Inventor 闫江梅曾永康朱柏烨曾利辉张之翔
Owner XIAN CATALYST NEW MATERIALS CO LTD
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