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Ion liquid cross-linked polymer supported nanometer palladium metal catalytic material, preparation method and applications thereof

A technology of cross-linked polymers and ionic liquids, which is applied in the preparation of amino compounds, organic compounds, and aminohydroxyl compounds. It can solve the problems of unreviewed catalyst reusability, complex catalyst preparation process, and harsh reaction conditions. , to achieve the effect of good reusability, suitable for large-scale production, and mild reaction conditions

Active Publication Date: 2017-12-19
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

) reported that weakly basic, moderately basic and strongly basic anion exchange resins were used as carriers to prepare supported palladium catalysts by adsorption and mechanical mixing methods, and the results of liquid-phase catalytic hydrogenation of p-nitrobenzene showed that: In the catalyst prepared by mechanical mixing method, the catalyst activity of Pd–ion exchange resin was better than that of the catalyst prepared by adsorption method, but the reusability of the catalyst was not investigated.
[0007] Most of the existing catalysts in the liquid-phase catalytic hydrogenation of nitroaromatics to aromatic amines have the following problems: low catalytic activity, poor selectivity, harsh reaction conditions, complex catalyst preparation process, high cost, etc. place

Method used

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  • Ion liquid cross-linked polymer supported nanometer palladium metal catalytic material, preparation method and applications thereof
  • Ion liquid cross-linked polymer supported nanometer palladium metal catalytic material, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Preparation of nano-palladium metal catalytic material P(DVB-DIIL)-Pd (2.5 wt%) supported by ionic liquid crosslinked polymer with 2.5% palladium mass content

[0045] (1) Synthesis of biimidazole-based ionic liquid bromide 1,4-bis[3-(1-vinylimidazole)]butane

[0046] Under argon atmosphere, in a 100 mL round bottom flask, add 1-vinylimidazole (9.412 g, 0.10 mol), 1,4-dibromobutane (10.80 g, 0.05 mol) and 50 mL of acetone, at 60 Stir at ˚C for 24 h. After the reaction was complete, the white precipitate was washed successively with chloroform (30 mL×3) and acetone (30 mL×3). The product was dried under vacuum at 40 ˚C for 12 h to obtain 1,4-bis[3-(1-vinylimidazole)]butane bromide.

[0047] (2) Preparation of biimidazole-based ionic liquid and cross-linked copolymer carrier material P(DVB-DIIL)

[0048] Under an argon atmosphere, in a 100ml reaction flask, add divinylbenzene (DVB) (1.302 g, 10.0 mmol), 1,4-bis[3-(1-vinylimidazole)]butane bromide (4.041 g , 10.0 mmol)...

Embodiment 2

[0052] Preparation of nano-palladium metal catalytic material P(DVB-DIIL)-Pd (6.7wt%) supported by ionic liquid cross-linked polymer with palladium mass content of 6.7%

[0053] (1) Synthesis of biimidazole-based ionic liquid bromide 1,4-bis[3-(1-vinylimidazole)]butane

[0054] Under argon atmosphere, in a 100 mL round bottom flask, add 1-vinylimidazole (9.412 g, 0.10 mol), 1,4-dibromobutane (10.80 g, 0.05 mol) and 50 mL of acetone, at 60 Stir at ˚C for 24 h. After the reaction was complete, the white precipitate was washed successively with chloroform (30 mL×3) and acetone (30 mL×3). The product was dried under vacuum at 40 ˚C for 12 h to obtain 1,4-bis[3-(1-vinylimidazole)]butane bromide.

[0055] (2) Preparation of biimidazole-based ionic liquid and cross-linked copolymer carrier material P(DVB-DIIL)

[0056] Under an argon atmosphere, in a 100ml reaction flask, add divinylbenzene (DVB) (1.302 g, 10.0 mmol), 1,4-bis[3-(1-vinylimidazole)]butane bromide (4.041 g , 10.0 mm...

Embodiment 3

[0060] Preparation of nano-palladium metal catalytic material P(DVB-DIIL)-Pd (9.25%) supported by ionic liquid cross-linked polymer with palladium mass content of 9.25%

[0061] (1) Synthesis of biimidazole-based ionic liquid bromide 1,4-bis[3-(1-vinylimidazole)]butane

[0062] Under argon atmosphere, in a 100 mL round bottom flask, add 1-vinylimidazole (9.412 g, 0.10 mol), 1,4-dibromobutane (10.80 g, 0.05 mol) and 50 mL of acetone, at 60 Stir at ˚C for 24 h. After the reaction was complete, the white precipitate was washed successively with chloroform (30 mL×3) and acetone (30 mL×3). The product was dried under vacuum at 40 ˚C for 12 h to obtain 1,4-bis[3-(1-vinylimidazole)]butane bromide.

[0063] (2) Preparation of biimidazole-based ionic liquid and cross-linked copolymer carrier material P(DVB-DIIL)

[0064] Under an argon atmosphere, in a 100ml reaction flask, add divinylbenzene (DVB) (1.302 g, 10.0 mmol), 1,4-bis[3-(1-vinylimidazole)]butane bromide (4.041 g , 10.0 mm...

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Abstract

The present invention discloses an ion liquid cross-linked polymer supported nanometer palladium metal catalytic material, which is short for P(DVB-DIIL)-Pd, and has the structure defined in the specification. The invention further discloses a preparation method of the catalytic material, and applications of the catalytic material in preparation of aromatic amine compounds through liquid phase catalytic hydrogenation of nitro aromatic hydrocarbons. According to the present invention, the ion liquid cross-linked polymer supported nanometer palladium metal catalytic material can provide high catalytic selectivity and high conversion rate for the liquid phase hydrogenation reactions of a variety of nitro aromatic hydrocarbon compounds, and can be recycled.

Description

technical field [0001] The invention relates to an ionic liquid cross-linked polymer-loaded nano-palladium metal catalytic material, a preparation method thereof, and an application in liquid-phase catalytic hydrogenation of nitroaromatics to prepare aromatic amino compounds. Background technique [0002] Aromatic amine compounds are a very important class of chemical raw materials and fine chemical and pharmaceutical intermediates, widely used in the synthesis of polyurethane materials, dyes, medicines, pesticides and auxiliaries. At present, the methods for producing aromatic amino compounds mainly include nitrobenzene iron powder reduction method, nitrobenzene catalytic hydrogenation reduction method, phenol ammonia solution method, etc. Among them, the development of the iron powder reduction method is limited due to the corrosion of equipment and environmental pollution, and the ammonolysis method has been phased out due to the disadvantages of complicated separation an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/06C07C209/36C07C211/46C07C211/47C07C211/52C07C211/50C07C211/51C07C213/02C07C217/84C07C215/76C07C215/80C07C253/30C07C255/58C07C221/00C07C223/06C07C225/22C07C227/04C07C229/60C07B43/04
CPCB01J31/06B01J31/069C07B43/04C07C209/36C07C213/02C07C221/00C07C227/04C07C253/30C07C211/46C07C211/47C07C211/52C07C211/50C07C211/51C07C217/84C07C215/76C07C215/80C07C255/58C07C223/06C07C225/22C07C229/60
Inventor 刘建华焦念明夏春谷
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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