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Preparation method of isovaleraldehyde

A technology of isovaleraldehyde and isoamyl alcohol, applied in the field of chemical industry, can solve the problems of many side reactions, cumbersome operation, complicated process, etc., and achieve the effects of increasing specific surface and mechanical strength, avoiding dehydration reaction, and increasing reaction concentration.

Active Publication Date: 2020-09-29
WANHUA CHEM GRP CO LTD
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Problems solved by technology

[0003] Isovaleraldehyde is an important chemical raw material, which is mainly used in the fields of synthetic spices, nutraceuticals, and medicines. Currently, the industrialized liquid-phase oxidation method uses catalysts such as sulfuric acid, dichromate, and manganese oxide. Unfavorable factors such as severe corrosion, large environmental pollution, and many side reactions
[0004] Chinese patent CN1261399C mentions the method of using brass catalysts to catalyze the oxidation of isoamyl alcohol to prepare isovaleraldehyde. The brass catalysts are copper-zinc or copper-nickel-copper-tin alloys, and the reaction temperature is 400-500°C. The catalyst is prone to carbon deposition and deactivation at high temperature, and the production energy consumption is high
[0005] It is mentioned in Chinese patent CN106117024 that at 800°C, the space velocity is 0.8h -1 Isovaleraldehyde is prepared by dehydrogenation and oxidation of isoamyl alcohol under certain conditions. The catalyst used is a mixture of amorphous silica-alumina, molecular sieve, alumina, boron oxide, iron oxide, zinc oxide, and zirconia. The isovaleraldehyde semi-finished product obtained by gas phase reaction It also needs to be treated with sodium hydroxide, alumina adsorption treatment, refining and other means, which has the disadvantages of high energy consumption and complicated process. At the same time, there is also the risk of aldehyde gasification and deterioration under alkali catalysis when isovaleraldehyde is treated with sodium hydroxide.
[0006] Chinese patent CN205868243U mentions the method of producing isovaleraldehyde from isoamyl alcohol using a reactor, but there are problems such as complex operation and low production efficiency in the reactor, which is not suitable for industrialized large-scale continuous production
[0007] In view of the deficiencies in the above-mentioned processes, it is urgent to develop a novel method for producing isovaleraldehyde from isoamyl alcohol, which overcomes the serious liquid phase oxidation corrosion, large environmental pollution, high temperature of the gas phase method, easy carbon deposition, and low production capacity in the current production. high consumption

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  • Preparation method of isovaleraldehyde
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  • Preparation method of isovaleraldehyde

Examples

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Embodiment 1

[0035]Dissolve 125.5g of cuprous nitrate and 18.9g of zinc nitrate in 1000g of distilled water to obtain a mixed salt solution, raise the temperature to 60°C, add 82.1g of methylglycine diacetic acid while the mixed salt solution is stirring, and keep Stirring was continued for 5 hours, the obtained solid precipitate was suction-filtered, and dried at 100°C for 3 hours to obtain 152.1 g of metal-organic framework material, 152.1 g of metal-organic framework material and 80 g of molecular sieve were mixed evenly, and kneaded with 220 g of 5% citric acid aqueous solution to form a 2.5 -3.5mm spherical particles, the spherical particles were calcined at 300° C. for 5 hours to obtain Catalyst 1 . Through ICP analysis, it is determined that in Catalyst 1, by mass, (the crystal water of the above-mentioned metal salt raw material is not counted, organic matter and carrier are not lost, and citric acid decomposition is not counted, the same below) the percentage of the following compo...

Embodiment 2

[0037] Dissolve 188.3g of cuprous nitrate and 8.9g of manganese nitrate in 1000g of distilled water to obtain a mixed salt solution, raise the temperature to 80°C, and add 125.9g of diethylenetriaminepentaacetic acid while the mixed salt solution is stirring. Maintain the temperature and continue stirring for 3 hours, filter the resulting solid precipitate with suction, and dry at 100°C for 3 hours to obtain 223.9 g of metal-organic framework material. Mix 223.9 g of metal-organic framework material with 50 g of molecular sieve and knead with 240 g of 5% citric acid aqueous solution Spherical particles of 2.5-3.5 mm were synthesized, and the spherical particles were calcined at 320° C. for 5 hours to obtain catalyst 2 . Through ICP analysis, it is determined that in catalyst 2, by mass, the following components account for the percentage of the total mass of catalyst 2: Cu34.8%, Mn1.0%, diethylenetriaminepentaacetic acid 46.0%, carrier 18.2%, through BET analysis catalyst 2 ha...

Embodiment 3

[0039] Dissolve 125.5g of cuprous nitrate and 35.3g of molybdenum nitrate in 1000g of distilled water to obtain a mixed salt solution, raise the temperature to 70°C, add 120.6g of hydroxyethylethylenediaminetriacetic acid while the mixed salt solution is stirring, and add dropwise After the end, keep the temperature and continue to stir for 5 hours, filter the obtained solid precipitate with suction, and dry at 100°C for 3 hours to obtain 193.6g of metal-organic framework material, mix 193.6g of metal-organic framework material with 60g of molecular sieve, and then use 120g of 8% citric acid The aqueous solution is kneaded into spherical particles of 2.5-3.5 mm, and the spherical particles are calcined at 300°C for 5 hours to obtain catalyst 3. Through ICP analysis, it is determined that in catalyst 3, by mass, the following components account for the percentage of the total mass of catalyst 3: Cu25.0%, Mo3.7%, 47.6% of hydroxyethylethylenediaminetriacetic acid, carrier 23.7%, ...

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Abstract

The invention discloses a preparation method of isovaleraldehyde. The preparation method comprises the following steps: under the action of a porous metal organic Cu catalyst, carrying out a gas-phasedehydrogenation oxidation reaction on isoamyl alcohol to generate isovaleraldehyde, preferably, carrying out quenching absorption separation after the reaction is finished, carrying out liquid phasecontinuous separation to generate an isovaleraldehyde product, and recovering unreacted isoamyl alcohol for subsequent oxidation reactions. When the catalyst is used in a process for preparing isovaleraldehyde through dehydrogenation of isoamyl alcohol, the dehydrogenation conversion rate is more than 90%, the selectivity is more than 95.0%, the catalyst is stable and not easy to lose in the dehydrogenation process, the stability of the catalyst is not obviously reduced after a service life experiment (1500 hours), and the method is simple to operate and good in economic benefit.

Description

technical field [0001] The invention relates to a production method of isovaleraldehyde, in particular to a method for preparing isovaleraldehyde by oxidation of isoamyl alcohol, which belongs to the technical field of chemical industry. [0002] technical background [0003] Isovaleraldehyde is an important chemical raw material, which is mainly used in the fields of synthetic spices, nutraceuticals, and medicines. Currently, the industrialized liquid-phase oxidation method uses catalysts such as sulfuric acid, dichromate, and manganese oxide. Unfavorable factors such as severe corrosion, large environmental pollution, and many side reactions. [0004] Chinese patent CN1261399C mentions the method of using brass catalysts to catalyze the oxidation of isoamyl alcohol to prepare isovaleraldehyde. The brass catalysts are copper-zinc or copper-nickel-copper-tin alloys, and the reaction temperature is 400-500°C. The catalyst is prone to carbon deposition and deactivation at high...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/00C07C45/78C07C47/02B01J31/22B01J35/10
CPCC07C45/002C07C45/783B01J31/1691B01J31/2243B01J2531/16B01J35/618B01J35/635C07C47/02
Inventor 王中华张永振张德旸刘英俊黎源
Owner WANHUA CHEM GRP CO LTD
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