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Method and catalysts for the epoxidation of olefinic compounds in the presence of oxygen

A technology of epoxides and compounds, applied in the direction of metal/metal oxide/metal hydroxide catalysts, organic compounds/hydrides/coordination complex catalysts, physical/chemical process catalysts, etc., can solve the problem of low epoxidation Productivity and other issues

Inactive Publication Date: 2008-05-21
CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS (CSIC) +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

A conversion of propylene of 84% was obtained after 75 minutes, with the disadvantage that many steps involve the final separation of the catalyst from the reaction mixture
All of these catalysts above show very low yields of the desired epoxides

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1a

[0102] Example 1a: Based on CeO comprising Au in its composition 2 Preparation of the metal catalyst "CAT A" of substance. [Au / CeO2 ]

[0103] For depositing gold (Au) particles on the surface of ceria, using the dipping method, HAuCl 4 As the Au source, the detailed experimental procedure follows. 0.2M NaOH solution was added (dropwise) to 0.6 g of HAuCl diluted in 70 ml of water 4 -3H 2 O (Milli-Q mass) so that pH=10. With continuous, vigorous stirring, this Au salt solution in water (pH=10) was added to 5.7 g of CeO contained in 200 ml of water 2 (Milli-Q quality) container. The mixture thus obtained was kept stirring at room temperature for 15-16 hours, and once the solid was recovered by filtration, it was rinsed thoroughly with water and dried using a heater at 100° C. for about 12 hours. The thus-synthesized substances were fully classified using various spectroscopic techniques and chemical methods, and finally the sample Au / CeO 2 , with a solid weight of about...

Embodiment 1b

[0104] Example 1b: Preparation of a metal catalyst "CAT A" based on a mesoporous molecular sieve of type MCM-41 comprising Au in its components. [Au / MCM-41]

[0105] For the deposition of gold (Au) particles on the surface of MCM-41 type porous molecular sieves (molar ratio Si / Al = infinite), the impregnation method, HAuCl 4 As the Au source, the detailed experimental procedure follows. 0.2M NaOH solution was added (dropwise) to 1.2 g of HAuCl diluted in 100 ml of water 4 ·3H 2 O (Milli-Q mass) so that pH=10. Under constant, vigorous stirring, this Au salt solution in water (pH = 10) was added to a vessel containing 5.0 g of MCM-41 material (Milli-Q quality) in 200 ml of water. The mixture thus obtained was kept stirring at room temperature for 15-16 hours, and once the solid was recovered by filtration, it was rinsed thoroughly with water and dried using a heater at 100° C. for about 12 hours. The material thus synthesized was fully classified using various spectroscopic...

Embodiment 2a

[0106] Example 2a: Preparation of a metal catalyst "CAT T" based on a mesoporous molecular sieve of type MCM-41 comprising Ti in its components. [Ti-MCM-41]

[0107] 3.11 g of cetyltrimethylammonium bromide (CTAB) were dissolved in 20.88 g of water. To this solution was added 5.39 g of tetramethylammonium hydroxide (TMAOH) and 0.21 g of tetraethoxytitanium (TEOT), which was stirred until the titanium was fully dissolved. Then 3.43 g of silica were added, which was stirred at 250 rpm for 1 hour at room temperature to produce a gel. The resulting mixture was placed in an autoclave and heated at 100° C. for 48 hours under the self-pressure of the system. After this time, the solid was recovered by filtration, rinsed thoroughly with distilled water, and dried at 60°C for 12 hours. The solid matter thus obtained was placed in a tubular quartz reactor and subjected to a rate of 50 ml min -1 dry noise nitrogen flow, while the temperature is set at 3°C·min -1 was increased to 540...

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Abstract

The invention relates to a method for the epoxidation of an olefinic compound, which is characterised in that it comprises an oxidation reaction of at least one olefinic compound containing one or more double bonds C=C with oxygen in the presence of one or more reaction initiating agents, at least one catalyst containing at least one metal that is selected from a noble metal, a transition metal and mixtures of same, and at least one hydrocarbon that is selected from one or more branched alkanes, one or more alkyl cyclic or cyclic hydrocarbons, one or more alkyl aromatic or aromatic compounds and mixtures of same.

Description

technical field [0001] Oxidation, heterogeneous catalysis, petrochemicals. Background technique [0002] For many years, the epoxidation of olefinic compounds has attracted great interest of some researchers because of the versatility of epoxides as intermediates in organic synthesis [K.A.Jorgensen, Chem.Rev., 89, 431, 1989 ]. Oxygenated derivatives of low molecular weight olefins (ethylene, propylene, butene) for obtaining ethylene glycol, polyethylene glycol and polyethers are of particular interest in industrial terms, which are widely used in cleaning Agents, polymers, resins, varnishes, and paints and other industries ["Kirk-Othmer Encyclopedia of Chemical Technology", Vol.9, 4 th Ed., J. Wiley & Sons, NY, 1994, p.915]. [0003] The main commercial route for obtaining low molecular weight epoxides (eg, propylene oxide, PO) is a process utilizing chloroethanol and hydroperoxide, both liquid. The chloroethanol method poses serious problems of corrosion of reactors an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D301/04C07D301/10B01J23/52B01J21/06B01J29/74B01J23/89
CPCB01J35/006B01J2229/32B01J23/66B01J2229/18B01J31/0274C07D303/04B01J29/89B01J29/0325B01J21/063C07D301/10B01J35/393B01J21/06B01J23/52B01J29/74C07D301/04
Inventor 阿韦利诺·科尔马卡诺斯马塞洛爱德华多·多米内
Owner CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS (CSIC)
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