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Carrier type platinum-ruthenium catalyst and application to hydrogenation of halide-containing nitro compound

A technology of nitro compounds and ruthenium catalysts, which is applied in the preparation of amino compounds, the preparation of organic compounds, catalysts for physical/chemical processes, etc., can solve the problems of slowing down the reaction speed, affecting the activity of the catalyst, increasing the amount of the catalyst, and achieving the reaction speed. Speed ​​up, increase catalyst activity, improve the effect of activity

Active Publication Date: 2013-01-09
康纳新型材料(杭州)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] (2) Selectivity is poor, product yield is low, and reaction temperature is high
The reaction temperature using Raney nickel catalyst is usually higher than 100°C, and amino compounds are easy to generate tar above 100°C, which affects the yield and the normal progress of the reaction
[0010] (3) Catalyst consumption is large
Due to the low activity of the Raney nickel catalyst, a large amount of catalyst needs to be added in the reaction. In addition, the recovery of the catalyst is difficult, which increases the consumption of the catalyst and increases the production cost.
[0011] (4) There are potential safety hazards in production
For example, the addition of dehalogenation inhibitors will cause the inhibitors to remain in the product, increasing the production process and production costs; adding other metal components does not improve the selectivity of the single platinum catalyst, or affects the catalyst activity, so that the reaction speed is greatly reduced. Slow; improving the preparation method basically improves the reaction selectivity by reducing the activity of the catalyst and slowing down the reaction speed, but the reduction in activity increases the amount of the catalyst, greatly increasing the production cost, and the reaction conditions are not improved at the same time; using a homogeneous catalyst, At present, the yield and selectivity are not as good as those of platinum-supported catalysts, and at the same time, it has the disadvantage of difficulty in recovery and application

Method used

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  • Carrier type platinum-ruthenium catalyst and application to hydrogenation of halide-containing nitro compound
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  • Carrier type platinum-ruthenium catalyst and application to hydrogenation of halide-containing nitro compound

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] The preparation of embodiment 1 catalyst

[0060] Pour the chloroplatinic acid solution containing 2.7gPt into a 500ml beaker and stir, add RuCl containing 0.3gRu 3 Crystals, stirred and dissolved, added to an aqueous solution containing 97g of activated carbon, continued stirring to raise the temperature to 80°C, and adjusted the pH to 9-10 with sodium hydroxide solution, added sodium borohydride solution, and then filtered and washed to obtain 2.7% Pt-0.3% Ru / C catalyst.

Embodiment 2

[0061] The preparation of embodiment 2~6 catalyst

[0062] The catalyst was prepared by the preparation method of Example 1, and the parameters of catalyst preparation are shown in Table 1.

[0063] Table 1

[0064]

[0065] Comparative example Pt / C catalyst catalyzes o-chloronitrobenzene hydrogenation (patent US6197716 method embodiment B 1 )

[0066] Add 300mg of ammonium vanadate into 600ml of pure water, stir to dissolve, add 20g of activated carbon, stir for 30 minutes, filter, wash with 600ml of pure water, and then dry at 60°C to obtain vanadium-containing activated carbon. Vanadium activated carbon is mixed with 48g o-chloronitrobenzene, then add 300mg 1%Pt / C (the quality of platinum is 1% of the total mass of the catalyst) catalyst, 50ml methyl alcohol and 3ml 50% phosphoric acid, stir for 15 minutes, make the catalyst fully Disperse, then add the resulting mixture to the autoclave, and react for 1 hour at 80°C under a hydrogen pressure of 4.0MPa. Halfway throug...

Embodiment 7

[0067] Example 7 Selective Catalytic Hydrogenation of Halogenated Nitro Compounds

[0068] Add 200mg (water content about 55%) 3.0% Pt / C catalyst and 100mg 0.1% ammonium vanadate aqueous solution into 200g mass fraction and be 10% in the ethanol solution of halogen-containing nitro compound (catalyst consumption is 135ppm, promptly catalyst carrier supports platinum and ruthenium The total mass is 135ppm of the mass of the halogen-containing nitro compound), stirred for 15 minutes to fully disperse the catalyst, and the resulting mixture was added to a 500ml high-pressure reactor, and reacted at 65°C under 1.0MPa hydrogen pressure until the hydrogen pressure no longer dropped.

[0069] The reaction products were detected by gas chromatography. Gas chromatograph model GC1690A, the detector is a hydrogen flame detector, the column used is FFAP 30m*0.32mm*0.25μm, the column temperature is 160°C, the injection port is 250°C, the FID detector is 250°C, the carrier gas is hydrogen, ...

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PUM

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Abstract

The invention discloses a carrier type platinum-ruthenium catalyst. Platinum and ruthenium in the catalyst are loaded on a same carrier, the mass ratio of the platinum to the ruthenium in the catalyst is 1: (0.01-5), and the total mass of the platinum and the ruthenium in the catalyst is 0.1-20% of the total mass of the catalyst. The invention further provides an application of the carrier type platinum-ruthenium catalyst to a selective hydrogenation method of a halide-containing nitro compound. The active component platinum and the active component ruthenium are loaded on the same carrier, so that activity of the catalyst is improved; and when the catalyst is applied to the selective hydrogenation reaction of the halide-containing nitro compound, other auxiliaries are not required to be added, reaction speeds can be greatly accelerated, and high conversion rates and high selectivity of the reaction can be kept under low temperatures and low pressure.

Description

technical field [0001] The invention relates to a carrier-type catalyst, in particular to a carrier-type platinum-ruthenium catalyst and its application in hydrogenation of halogen-containing nitro compounds. Background technique [0002] Amine compounds and their derivatives are widely used in chemical industry, medicine, dyes, pesticides and other fields, and most of the amine compounds and their derivatives are derived from the reduction of corresponding nitro compounds. [0003] The reduction of nitro compounds to amine compounds mainly includes classical chemical reduction method, electrolytic reduction method, CO / H 2 O system reduction method and selective catalytic hydrogenation reduction method. [0004] Classical chemical reduction methods mainly include iron powder method, formaldehyde method, soda sulfide method, hydrazine hydrate method, etc. These methods have a long process flow, a lot of three wastes, and great environmental pollution. It is necessary to find...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J23/46C07B43/04C07C209/36C07C211/52
Inventor 王定军吴旭东
Owner 康纳新型材料(杭州)有限公司