Polystyrene-loaded multiphase Cu/TEMPO catalyst nano-particles as well as preparation method and application thereof

A polystyrene and nanoparticle technology, applied in the field of catalysis, can solve problems such as the difficulty in accurately regulating the content of Cu/TEMPO catalyst components, the inability to control the ratio of ligands and TEMPO, and the inability to meet the requirements of different catalytic performances, etc., to achieve large-scale Effects of large-scale industrial production, improved catalytic performance, and ease of large-scale industrial production

Active Publication Date: 2021-07-09
HUBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, a variety of supports have been developed to support Cu/TEMPO catalysts, such as silica, polymers, carbon-based materials, etc., but it is difficult to precisely control the component content of Cu/TEMPO catalysts.
Recently, Fernandes et al. (Angew.Chem.Int.Ed.2016,55,11044-11048) reported a click reaction to realize the loading of Cu/TEMPO catalyst on the surface of silica. The disadvantage of this preparation method is that there are Competitive reactions betwe

Method used

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  • Polystyrene-loaded multiphase Cu/TEMPO catalyst nano-particles as well as preparation method and application thereof
  • Polystyrene-loaded multiphase Cu/TEMPO catalyst nano-particles as well as preparation method and application thereof
  • Polystyrene-loaded multiphase Cu/TEMPO catalyst nano-particles as well as preparation method and application thereof

Examples

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Example Embodiment

[0043] The specific preparation method of the styrene-p-chloromethylstyrene copolymer can be as follows: dissolving p-chloromethylstyrene and styrene in 1,4-dioxane under nitrogen protection, and then adding azobisiso Nitrile butadiene was heated to 60°C and stirred for 24 hours; after cooling to room temperature, the reaction was added dropwise to the stirred methanol solution to obtain white flocs, which were collected by filtration and dried to obtain styrene-p-chloromethylstyrene Copolymer, the yield is generally 40% to 80%. In the above preparation method, the mass of azobisisobutyronitrile is 0.1wt% to 2.0wt% of the total mass of the monomer; the mass of 1,4-dioxane is 10 to 30 times of the mass of the monomer; The molar ratio of styrene:styrene is 1:(0.4-20).

[0044] ②

[0045] The preparation method of the azide-containing copolymer can specifically be as follows: adding sodium azide and styrene-p-chloromethylstyrene copolymer to N,N-dimethylformamide under stirri...

Example Embodiment

[0057] Example 1

[0058] The present embodiment provides a polystyrene-supported heterogeneous Cu / TEMPO catalyst nanoparticle, which is prepared according to the following preparation method:

[0059] (1) Prepare raw materials:

[0060] 4-Methylaminopyridine-containing monomer: 100 ml N,N-dimethylformamide and 2.10 g 4-(N-methyl-N-(2-hydroxyethyl)amino) under nitrogen protection at 0°C Pyridine was added to the flask, followed by 906 mg of sodium hydride (60 wt% dispersed in mineral oil), stirred at room temperature for 1 hour; 2.71 g of p-chloromethylstyrene was added, stirred at room temperature for 24 hours; by column chromatography 2.14 g of 4-methylaminopyridine-containing monomer were isolated.

[0061] 4-methylaminopyridine-containing styrene polymer: 1.34 g of the above-mentioned 4-methylaminopyridine-containing monomer and 0.52 g of styrene were dissolved in 36 ml of 1,4-dioxane and added to the reaction flask; Under nitrogen protection, 19 mg of azobisisobutyroni...

Example Embodiment

[0074] Example 2

[0075] The present embodiment provides a polystyrene-supported heterogeneous Cu / TEMPO catalyst nanoparticle, which is prepared according to the following preparation method:

[0076] (1) Each raw material was prepared according to the method similar to Example 1, and the description is not repeated here.

[0077] (2) 140 mg of styrene polymer containing 4-methylaminopyridine (x=5%; weight average molecular weight is 10,000), 30 mg of TEMPO-containing styrene polymer (y=75%; weight average molecular weight is 10,000) ), 30 mg of ligand-containing styrene polymer (z=10%; weight average molecular weight 10000) were dissolved in 2 mL of tetrahydrofuran to obtain solution A.

[0078] (3) 9 mg of copper nitrate trihydrate and 200 mg of OP-10 emulsifier were dissolved in 10 ml of deionized water to obtain aqueous solution B.

[0079] (4) Under the condition of stirring at 15°C (400 rpm), the solution A was rapidly added to the aqueous solution B in less than 3s t...

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Abstract

The invention provides polystyrene-loaded multiphase Cu/TEMPO catalyst nanoparticles as well as a preparation method and application thereof, and relates to the field of catalysis. The polystyrene-loaded multiphase Cu/TEMPO catalyst nanoparticles comprise a copper salt, an organic alkali, a styrene polymer containing TEMPO and a styrene polymer containing a ligand, and are prepared by a nanoprecipitation method. The prepared polystyrene-loaded multiphase Cu/TEMPO catalyst nanoparticles are easy to regulate and control the catalytic performance, meet the special requirements of various production conditions and equipment characteristics on the catalytic performance in industrial production, and are easy to repeatedly use all components; the preparation method is simple, convenient and efficient, and can meet the requirements of large-scale production.

Description

technical field [0001] The present application relates to the field of catalysis, in particular, to a polystyrene-loaded heterogeneous Cu / TEMPO catalyst nanoparticle and its preparation method and application. Background technique [0002] Homogeneous Cu / TEMPO (2,2,6,6-tetramethylpiperidine oxynitride) catalysts can effectively catalyze the selective oxidation of primary alcohols, but the catalysts are difficult to separate and reuse. In order to solve this deficiency, the Cu / TEMPO catalyst can be supported on a solid, so that the catalyst can be easily separated from the reaction product and reused. [0003] At present, a variety of supports have been developed to support Cu / TEMPO catalysts, such as silica, polymers, carbon-based materials, etc., but it is difficult to precisely control the component content of Cu / TEMPO catalysts. Recently, Fernandes et al. (Angew.Chem.Int.Ed.2016,55,11044-11048) reported a click reaction to realize the loading of Cu / TEMPO catalyst on the ...

Claims

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Application Information

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IPC IPC(8): B01J31/02B01J31/06C07C201/12C07C205/44
CPCB01J31/006B01J31/0244B01J31/069B01J35/0013C07C201/12C07C205/44
Inventor 陈天有杨金香王子豪易昌凤徐祖顺
Owner HUBEI UNIV
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