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Epoxy polymer microsphere immobilized tetramethyl-piperidyl-nitroxide free radical catalyst, as well as preparation method and application method thereof

A technology of tetramethylpiperidine nitroxide free radical and epoxy polymer, which is applied in the field of epoxy polymer microsphere immobilized tetramethylpiperidine nitroxide radical catalyst and its preparation, can solve the problem of non-recyclable , Difficult to separate and recycle, and restrict the development of catalytic systems, etc., to achieve the effects of improving thermal stability, easy separation, and high activity

Inactive Publication Date: 2013-09-11
ZHONGBEI UNIV
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Problems solved by technology

[0003] In order to solve the problem that the existing homogeneous catalyst TEMPO reaction is difficult to separate and recover, cannot be recycled, and seriously restricts the development of the catalytic system, the present invention provides (1) an epoxy polymer microsphere immobilized tetramethylpiperidine nitrogen Oxygen radical TEMPO catalyst; (2) a preparation method of the heterogeneous catalyst; (3) a method of using the heterogeneous catalyst prepared by the above method to catalyze the oxidation of benzyl alcohol by molecular oxygen to benzaldehyde

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  • Epoxy polymer microsphere immobilized tetramethyl-piperidyl-nitroxide free radical catalyst, as well as preparation method and application method thereof

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Embodiment Construction

[0017] (1), the embodiment of preparing epoxy polymer microspheres immobilized tetramethylpiperidine nitroxide free radical catalyst:

[0018] Example 1: In a four-neck flask, add 1.0g of cross-linked microspheres CPGMA and 20mL of DMF, soak to fully swell the microspheres; weigh 2.14g of 4-OH-TEMPO, dissolve with 30mL of DMF, add to the above solution, and then add 5mL saturated Na 2 CO 3 The solution was protected under nitrogen, reacted at 85°C for 16 hours, filtered, washed the microspheres repeatedly with distilled water and absolute ethanol, and vacuum-dried to constant weight to obtain TEMPO / CPGMA microspheres immobilized by nitroxide radicals. The immobilized amount of TEMPO in the obtained microspheres was 3.14mmol / g.

[0019] Example 2: In a four-neck flask, add 1.0g of cross-linked microspheres CPGMA and 20mL of DMF, soak to fully swell the microspheres; weigh 3.21g of 4-OH-TEMPO, dissolve it with 30mL of DMF, add it to the above solution, and then add 5mL satura...

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Abstract

The invention belongs to the field of nitroxide free radical catalysts, aims at solving the problem that the existing homogeneous catalyst TEMPO (tetramethyl-piperidyl-nitroxide free radical) is difficult to separate and recover after reaction and can not be reused to seriously restrict development of a catalytic system, and provides an epoxy polymer microsphere immobilized (tetramethyl-piperidyl-nitroxide free radical) TEMPO catalyst, as well as a preparation method and an application method thereof. According to the preparation method, 4-OH-TEMPO (4-hydroxy-2,3,6,6-tetramethyl-piperidyl-nitroxide free radical) is bonded on a (crosslinked poly glycidyl methacrylate microsphere) CPGMA to prepare the solid catalyst TEMPO / CPGMA shown in the general formula I immobilized by TEMPO. According to the preparation method, the TEMPO is subjected to chemical bonding on a solid carrier, immobilization of TEMPO is realized, homogeneous catalysis oxidation is changed to heterogeneous catalysis oxidation, and therefore, the heat stability of the catalyst is improved, separation of the catalyst from a reaction medium is convenient, the catalyst is reused, and high activity can be generated.

Description

technical field [0001] The invention belongs to the technical field of nitroxide radical catalysts, and in particular relates to an epoxy polymer microsphere immobilized tetramethylpiperidine nitroxide radical catalyst, a preparation method and an application method thereof. Background technique [0002] Oxidation of alcohols to carbonyl compounds is one of the most important chemical transformations in the organic synthesis industry, and plays a very important role in both laboratory research and fine chemical production. To achieve this transformation, some stoichiometrically strong oxidizing agents (such as CrO 3 , KMnO 4 , MnO 2 etc.), leading to several limitations and disadvantages, such as harsh reaction conditions, a large amount of waste that pollutes the environment, and the high cost of oxidants. For today's chemical processes, environmental protection and high atom economy are required. High-performance catalysts are the key to achieving pure green and efficie...

Claims

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Application Information

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IPC IPC(8): B01J31/06C07C45/38C07C47/54
CPCY02P20/584
Inventor 高保娇王蕊欣门吉英李延斌安富强余依玲
Owner ZHONGBEI UNIV
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