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Preparation method of polymeric-microsphere-carrier immobilized N-hydroxyphthalimide catalyst

A technology of hydroxyphthalimide and catalyst is applied in the field of preparation of N-hydroxyphthalimide catalyst supported by polymer microspheres, and can solve the problems that restrict the practical application of NHPI, the catalyst is not easy to be separated, and the catalyst is not easy to be separated. Purification and other issues

Inactive Publication Date: 2014-10-01
ZHONGBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

NHPI homogeneous catalysis has the following problems: expensive, difficult to separate the catalyst, cannot be reused, and the system is not easy to purify, etc., which greatly restrict the practical application of NHPI

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] In a four-neck flask, soak 1g of GMA / MMA microspheres in 45mL of DMF to swell for 12 hours, add 0.2g of glyoxylic acid, 0.1g of sodium hydroxide, and react for 12h under stirring at 100°C. The product microspheres were repeatedly washed with distilled water, dried in vacuum until constant weight, and the aldehyde-modified microspheres GMA / MMA-AL were obtained. Soak 1g of GMA / MMA-AL microspheres in 45ml of DMF to fully swell for 12h, add 0.3g of 4-aminophthalic acid, and react at a constant temperature of 60°C for 12h. Filtrate, fully wash with distilled water, and vacuum-dry to constant weight to obtain modified microspheres GMA / MMA-PA bonded with phthalic acid groups. Soak 1g of GMA / MMA-PA microspheres in 20mL of dehydrated DMF to fully swell for 12h, then add 15mL of acetic anhydride, install in a drying tube, stir and react at a constant temperature at 30°C for 5h, wash fully with dehydrated ether, and dry in vacuum until constant Heavy, that is, microspheres GMA / MM...

Embodiment 2

[0018] In a four-neck flask, soak 1g of GMA / MMA microspheres in 45mL of DMF to swell for 12 hours, add 0.15g of glyoxylic acid, 0.081g of sodium hydroxide, and react for 14h under stirring at 80°C. The product microspheres were repeatedly washed with distilled water, dried in vacuum until constant weight, and the aldehyde-modified microspheres GMA / MMA-AL were obtained. Soak 1g of GMA / MMA-AL microspheres in 45ml of DMF to fully swell for 12h, add 0.2g of 4-aminophthalic acid, and react at a constant temperature of 50°C for 14h. Filtrate, fully wash with distilled water, and vacuum-dry to constant weight to obtain modified microspheres GMA / MMA-PA bonded with phthalic acid groups. Soak 1g of GMA / MMA-PA microspheres in 20mL of dehydrated DMF to fully swell for 12h, then add 10mL of acetic anhydride, install it in a drying tube, stir and react at a constant temperature of 35°C for 3h, fully wash with dehydrated ether, and vacuum-dry to constant temperature. Heavy, that is, microsp...

Embodiment 3

[0020] In a four-neck flask, soak 1g of GMA / MMA microspheres in 45mL of DMF to swell for 12 hours, add 0.35g of glyoxylic acid, 0.19g of sodium hydroxide, and react for 12h under stirring at 100°C. The product microspheres were repeatedly washed with distilled water, dried in vacuum until constant weight, and the aldehyde-modified microspheres GMA / MMA-AL were obtained. Soak 1g of GMA / MMA-AL microspheres in 45ml of DMF to fully swell for 12h, add 0.4g of 4-aminophthalic acid, and react at a constant temperature of 70°C for 10h. Filtrate, fully wash with distilled water, and vacuum-dry to constant weight to obtain modified microspheres GMA / MMA-PA bonded with phthalic acid groups. Soak 1g of GMA / MMA-PA microspheres in 20mL of dehydrated DMF to fully swell for 12h, then add 20mL of acetic anhydride, put it in a drying tube, stir and react at a constant temperature at 40°C for 2h, fully wash with dehydrated ether, and vacuum dry to constant temperature. Heavy, that is, microsphere...

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Abstract

The invention belongs to the technical field of immobilized N-hydroxyphthalimide catalysts, and specifically relates to a preparation method of polymeric-microsphere-carrier immobilized N-hydroxyphthalimide catalyst. The preparation method is characterized in that intermediate product aldehyde group modified microsphere GMA / MMA-AL, modified microsphere GMA / MMA-PA bonded with a phthalic acid group and microsphere GMA / MMA-PPA loaded with phthalic anhydride PPA are prepared, and finally a functional microsphere loaded with N-hydroxyphthalimide functional microsphere group is obtained. With the preparation method provided by the invention, the efficient organic catalyst N-hydroxyphthalimide (NHPI) is easy to separate and can be reused, a system is easy to purity, and therefore, environment-friendly catalytic oxidation is realized.

Description

technical field [0001] The invention belongs to the technical field of immobilized N-hydroxyphthalimide catalysts, and in particular relates to a preparation method of polymer microsphere-immobilized N-hydroxyphthalimide catalysts. Background technique [0002] In the field of organic synthesis industry, the oxidation of hydrocarbons to oxygenates and the oxidation of alcohols to carbonyl compounds are the most important chemical transformation processes. Compared with the traditional oxidation technology using strong oxidants, the oxidation technology route using molecular oxygen as the oxygen source is economical and environmentally friendly. However, for the stable C-H bonds of hydrocarbons, oxygen molecules are less active oxidants. In order to effectively realize the oxidation transformation of molecular oxygen to organic matter, the key issue is to use efficient catalysts to increase molecular oxygen (or bottom The reactivity of the substance) enables the oxidation ...

Claims

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Application Information

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IPC IPC(8): B01J31/06B01J35/08C08F220/32C08F220/14C08F8/32C08F8/00C07C45/33C07C45/39C07C49/403
Inventor 门吉英高保娇杨晓林余依玲
Owner ZHONGBEI UNIV
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