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Method for producing 4-hexene-3-one by dehydration of 4-hydroxyl-3-hexanone

A technology of hexanone and hydroxyl, applied in the field of 4-hydroxy-3-hexanone dehydration to produce 4-hexen-3-one, can solve the problems of high reaction temperature, poor catalyst activity, low space velocity, etc., and achieve effective surface area Large, good catalytic performance, the effect of many catalytic active sites

Active Publication Date: 2015-05-13
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] The technical problem to be solved by the present invention is the problem of high reaction temperature, low space velocity and poor catalyst activity in the prior art, and a new method for producing 4-hexen-3-one by dehydration of 4-hydroxy-3-hexanone is provided

Method used

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  • Method for producing 4-hexene-3-one by dehydration of 4-hydroxyl-3-hexanone
  • Method for producing 4-hexene-3-one by dehydration of 4-hydroxyl-3-hexanone
  • Method for producing 4-hexene-3-one by dehydration of 4-hydroxyl-3-hexanone

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Embodiment 1

[0017] Weigh 7.4 grams of silica sol (SiO 2 40% by weight), then add sodium metaaluminate, 40% aqueous sodium hydroxide solution, so that the molar ratio is: 6Na 2 O:Al 2 o 3 : 80SiO 2 , and add water to mix, knead and extrude. After that, it was dried at 100° C. for 1 hour, and then pelletized. A mixture of 2 grams of tetrapropylammonium bromide and 10 grams of distilled water was added in advance in the reaction kettle, a stainless steel mesh was placed above the mixture, the formed molecular sieve was placed on the stainless steel mesh, and the reaction kettle was sealed. The reactor was subjected to gas-solid phase treatment at 150°C for 4 days. After the product was taken out, it was washed with water, dried at 120°C for 10 hours, and then baked at 550°C for 5 hours to remove the template agent. For the XRD characterization results of the sample, see figure 1 . Afterwards, the obtained material was exchanged three times with 10% by weight ammonium nitrate aqueous s...

Embodiment 2

[0020] Weigh 7.4 grams of silica sol (SiO 2 40% by weight), then add sodium metaaluminate, 40% aqueous sodium hydroxide solution, so that the molar ratio is: 8Na 2 O:Al 2 o 3 : 100SiO2 2 , and add water to mix, knead and extrude. Thereafter, it was dried at 120° C. for 1 hour, and then pelletized. Add a mixture of 2 grams of tetrapropylammonium hydroxide and 10 grams of distilled water in advance in the reaction kettle, place a stainless steel mesh above the mixture, place the formed molecular sieve on the stainless steel mesh, and seal the reaction kettle. The reactor was subjected to gas-solid phase treatment at 170°C for 3 days. After the product was taken out, it was washed with water, dried at 120°C for 10 hours, and then baked at 550°C for 5 hours to remove the template. Afterwards, the obtained material was exchanged three times with 10% by weight ammonium nitrate aqueous solution at 80° C., washed twice with water, dried at 120° C. for 10 hours, and calcined at 5...

Embodiment 3

[0023] Weigh 7.4 grams of silica sol (SiO 2 40% by weight), then add sodium metaaluminate, 40% aqueous sodium hydroxide solution, so that the molar ratio is: 3.5Na 2 O:Al 2 o 3 : 60SiO 2 , and add water to mix, knead and extrude. After that, it was dried at 120° C. for 2 hours and cut into pellets. A mixture of 6 g of ethylenediamine and 10 g of distilled water was preliminarily added to the reaction kettle, a stainless steel mesh was placed above the mixture, the formed molecular sieve was placed on the stainless steel mesh, and the reaction kettle was sealed. The reactor was subjected to gas-solid phase treatment at 180°C for 2 days. After the product was taken out, it was washed with water, dried at 120°C for 10 hours, and then baked at 550°C for 5 hours to remove the template. Afterwards, the obtained material was exchanged three times with 10% by weight ammonium nitrate aqueous solution at 80° C., washed twice with water, dried at 120° C. for 10 hours, and calcined ...

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Abstract

The invention relates to a method for producing 4-hexene-3-one by dehydration of 4-hydroxyl-3-hexanone and mainly solves the problem that catalysts are low in activity, low in reaction temperature and low in space velocity in the prior art. The 4-hydroxyl-3-hexanone is used as material to contact with catalyst at the reaction temperature of 200 DEG C-400 DEG C at the weight hourly space velocity of 0.5-15 hours-1 relative to the 4-hydroxyl-3-hexanone so as to generate 4-hexene-3-one. The catalyst is adhesive-free ZSM-5 (zeolite socony mobil-5). The problem is solved well by the application of the technical scheme. The method is applicable to industrial production of 4-hexene-3-one by 4-hydroxyl-3-hexanone.

Description

technical field [0001] The invention relates to a method for dehydrating 4-hydroxy-3-hexanone to produce 4-hexen-3-one. Background technique [0002] 4-Hexen-3-one (CAS: 2497-21-4) is a unique spice (China GB 2760-2007), which is mainly used to prepare food flavors such as Laomu, butter, and horseradish, and has a wide range of uses. [0003] The dehydration reaction of hydroxyl compounds is a reaction in which the hydroxyl and hydrogen atoms on two adjacent atoms in the reactant molecule are removed in the form of water in the presence of a catalyst. Since the oxygen atom of the hydroxyl group contains a lone pair of electrons, it can interact with the proton (H + ) to form oxonium ions, which become strong electron-withdrawing groups due to the positive charges on the oxygen atoms, making the C-O bond easy to dissociate. The whole dehydration reaction includes: generating protonated oxonium salt (R-OH 2 + ), the oxonium salt slowly dissociates into a carbanion, and a h...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/203C07C45/66B01J29/40
Inventor 李亚男金照生周海春
Owner CHINA PETROLEUM & CHEM CORP
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