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Application of a gold-nickel alloy catalyst in the selective hydrogenation of aromatic nitro compounds

An aromatic nitro, gold-nickel alloy technology, applied in the preparation of amino compounds, the preparation of organic compounds, the preparation of amino hydroxyl compounds, etc., can solve the problem of low selectivity, and achieve the effects of high selectivity, easy separation and simple operation

Active Publication Date: 2016-04-20
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At room temperature, the substituents are R=F, Cl, Br, I, CHO, CN, NH 2 、CH 3 CO, OH, etc. all show high activity and selectivity, but for the substituent -C=C-, the selectivity shown is very low

Method used

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  • Application of a gold-nickel alloy catalyst in the selective hydrogenation of aromatic nitro compounds
  • Application of a gold-nickel alloy catalyst in the selective hydrogenation of aromatic nitro compounds
  • Application of a gold-nickel alloy catalyst in the selective hydrogenation of aromatic nitro compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Embodiment 1: take by weighing 0.956gSiO 2-APTES in 15.4mL aqueous solution, add 4.6mL9.56mg / mLHAuCl 4 The solution was stirred for 30 minutes, and the solid was separated by suction filtration after stirring. The separated solid was dispersed in 10 mL of water, and 10 mL of 0.165 mol / L sodium borohydride solution was added, and stirred for 15 minutes. After stirring, the solid was separated by suction filtration, and the separated solid was dispersed in 13.4mL of 0.05M nickel nitrate solution, 10mL of 0.447mol / L tert-butylamine borane solution was added, stirred for 15min, and the solid was separated and dried by suction filtration after stirring. The drying temperature is 80°C, and the drying time is 12h; the dried catalyst is calcined in a muffle furnace at 500°C for 6h to obtain the catalyst Au1Ni 3 / SiO 2 catalyst.

Embodiment 2

[0040] Embodiment 2: take by weighing 0.956gSiO 2 -APTES in 15.4mL aqueous solution, add 4.6mL9.56mg / mLHAuCl 4 The solution was stirred for 30 minutes, and the solid was separated by suction filtration after stirring. The separated solid was dispersed in 10 mL of water, and 10 mL of 0.165 mol / L sodium borohydride solution was added, and stirred for 15 minutes. After stirring, the solid was separated by suction filtration, and the separated solid was dispersed in 4.5mL of 0.05M nickel nitrate solution, 10mL of 0.159mol / L tert-butylamine borane solution was added, stirred for 15min, and the solid was separated and dried by suction filtration after stirring. The drying temperature is 80°C, and the drying time is 12h; the dried catalyst is calcined in a muffle furnace at 500°C for 6h to obtain the catalyst Au 1 Ni 1 / SiO 2 catalyst.

Embodiment 3

[0041] Embodiment 3: take by weighing 0.956gSiO 2 -APTES in 15.4mL aqueous solution, add 4.6mL9.56mg / mLHAuCl 4 The solution was stirred for 30 minutes, and the solid was separated by suction filtration after stirring. The separated solid was dispersed in 10 mL of water, and 10 mL of 0.165 mol / L sodium borohydride solution was added, and stirred for 15 minutes. After stirring, the solid was separated by suction filtration, and the separated solid was dispersed in 2.23mL of 0.05M nickel nitrate solution, 10mL of 0.075mol / L tert-butylamine borane solution was added, stirred for 15min, and the solid was separated and dried by suction filtration after stirring. The drying temperature is 80°C, and the drying time is 12h; the dried catalyst is calcined in a muffle furnace at 500°C for 6h to obtain the catalyst Au 3 Ni 1 / SiO 2 catalyst.

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Abstract

The invention discloses an application of a gold-nickel alloy catalyst in selective hydrogenation of an aromatic nitro compound. Active components are Au and Ni, and a carrier is commercial SiO2. The content of the active components is 0.1-5 wt%, Au and Ni form an alloy, the particle size is 1-6 nm, and the relative molar ratio of Au to Ni is 1 / 6-6 / 1. The catalyst shows high activity and high selectivity in a selective hydrogenation reaction of the aromatic nitro compound.

Description

technical field [0001] The invention relates to the application of a gold-nickel alloy catalyst in the selective hydrogenation of aromatic nitro compounds Background technique [0002] The selective hydrogenation of aromatic nitro compounds to obtain corresponding functionalized anilines has important applications in many fields, such as pesticides, medicines, dyes and high molecular polymers. For the hydrogenation of simple aromatic nitro compounds, there are mature technologies in industry, but for the substituents that are reducible groups, such as carbon-carbon double bonds, carbon-carbon triple bonds, carbon-oxygen double bonds, carbon-nitrogen In the presence of triple bonds, etc., it is still a challenging subject to selectively reduce the nitro group while keeping the double bond from hydrogenation. In industry, for the selective hydrogenation of aromatic nitro compounds containing reducible groups, metered reducing agents are generally used, such as Na 2 S 2 o 4...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07B43/04C07C209/36C07C211/45C07C211/52C07C213/02C07C215/76C07C253/30C07C255/58
CPCY02P20/584
Inventor 张涛魏海生王爱琴杨小峰卫星
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI