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Hydroformylation reaction catalyst composition and method for preparing aldehyde through hydroformylation reaction of propylene

A catalyst and composition technology, applied in the direction of carbon monoxide reaction preparation, organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, etc., can solve problems such as lack, achieve low steric hindrance, improve propylene conversion efficiency, strong catalytic activity and stability

Active Publication Date: 2020-04-10
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] In view of the lack of a catalytic system for reducing the normal isomerization ratio of propylene hydroformylation reaction products in the prior art, it is necessary to develop such a catalytic system to achieve flexible adjustment of the normal isomerization ratio on the basis of ensuring the noble metal active center

Method used

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  • Hydroformylation reaction catalyst composition and method for preparing aldehyde through hydroformylation reaction of propylene
  • Hydroformylation reaction catalyst composition and method for preparing aldehyde through hydroformylation reaction of propylene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Use nitrogen to replace the catalyst preparation tank until the oxygen content is lower than 0.1%, add 503 g of mixed butyraldehyde (normal to isotropic ratio 5:1), 0.7177 g of rhodium parka, and auxiliary agent A1 (bis-diphenylphosphine methane) in the preparation tank 78g, auxiliary agent B 9g, auxiliary agent C1 2,3-bis(chloroethyl)quinoxaline 9g, heated to 50°C, and stirred for 120min.

[0050] Test rhodium content 250ppm, auxiliary agent A1 (bisdiphenylphosphine methane) 13wt%, auxiliary agent B 1.5wt%, auxiliary agent C1 2,3-bis(chloroethyl)quinoxaline 1.5wt%.

[0051] Utilize propylene hydroformylation reaction to evaluate the catalytic system of the present invention:

[0052] The reaction was carried out in a tank reactor with a stirring paddle (the volume of the stirred tank was 1 L, and the stirring rate was 200 r / min), and 600 g of the prepared catalyst composition was added to the reactor in advance. Propylene (polymerization grade) and synthesis gas (the ...

Embodiment 2

[0054] Use nitrogen to replace the catalyst preparation tank until the oxygen content is lower than 0.1%, add 503 g of mixed butyraldehyde (normal to isotropic ratio 5:1), 0.7177 g of rhodium parka, and auxiliary agent A2 (bis-diphenylphosphinopropane) in the preparation tank 78g, auxiliary agent B 9g, auxiliary agent C1 2,3-bis(chloroethyl)quinoxaline 9g, heated to 50°C, and stirred for 120min.

[0055] Test rhodium content 250ppm, auxiliary agent A2 (bisdiphenylphosphinopropane) 13wt%, auxiliary agent B 1.5wt%, auxiliary agent C1 2,3-bis(chloroethyl)quinoxaline 1.5wt%.

[0056] Utilize propylene hydroformylation reaction to evaluate the catalytic system of the present invention:

[0057] The reaction was carried out in a tank reactor with a stirring paddle (the volume of the stirred tank was 1 L, and the stirring rate was 200 r / min), and 600 g of the prepared catalyst composition was added to the reactor in advance. Propylene (polymerization grade) and synthesis gas (the mo...

Embodiment 3

[0059] With nitrogen, the catalyst preparation tank is replaced to an oxygen content lower than 0.1%. In the preparation tank, 527g of mixed butyraldehyde (normal isotropic ratio 5:1) is added successively, rhodium parker 0.5742g, auxiliary agent A3 (two diphenylphosphine ethane ) 60g, auxiliary agent B 6g, auxiliary agent C1 2,3-bis(chloroethyl)quinoxaline 6g, heated to 50°C, and stirred for 120min.

[0060] Test rhodium content 200ppm, auxiliary agent A3 (bisdiphenylphosphinoethane) 10wt%, auxiliary agent B 1wt%, auxiliary agent C1 2,3-bis(chloroethyl)quinoxaline 1wt%.

[0061] Utilize propylene hydroformylation reaction to evaluate the catalytic system of the present invention:

[0062] The reaction was carried out in a tank reactor with a stirring paddle (the volume of the stirred tank was 1 L, and the stirring rate was 200 r / min), and 600 g of the prepared catalyst composition was added to the reactor in advance. Propylene (polymerization grade) and synthesis gas (the mo...

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Abstract

The invention discloses a hydroformylation reaction catalyst composition and a method for preparing aldehyde through a hydroformylation reaction of propylene. The catalyst composition comprises a catalyst active component and an auxiliary agent A; the catalyst active component is rhodium, and rhodium is from one or more of a rhodium salt, dicarbonylrhodium acetylacetonate and rhodium (triphenylphosphine)carbonylacetylacetonate; the auxiliary agent A has a structural formula shown in the description, and n in the formula is an integer from 1 to 3; and the catalyst composition preferably comprises an auxiliary agent B and / or an auxiliary agent C, the auxiliary agent B is 4-[3-(trifluoromethyl)-3H-diaziridine-3-yl]benzyl bromide, the structural formula of the auxiliary agent C is shown in thedescription, R1 and R2 in the formula are a haloalkyl group or a hydroxyalkyl group mutually independently, X is preferably OH, F, CL, Br or I, and m is an integer from 0 to 3. The catalyst composition is used for preparing aldehyde through propylene hydroformylation, a large positive-to-negative ratio adjustment range is obtained while high reaction activity is guaranteed, the low positive-to-negative ratio of the product in the process of producing aldehyde through the hydroformylation reaction of propylene is achieved, and the activity and stability of the catalyst under the working condition of the low positive-to-negative ratio are improved.

Description

technical field [0001] The invention belongs to the technical field of organic chemical industry, and in particular relates to a hydroformylation reaction catalyst composition and a method for preparing aldehyde by propylene hydroformylation reaction. Background technique [0002] Propylene hydroformylation is of great industrial significance, and its reaction products include n-butyraldehyde and isobutyraldehyde. Among them, n-butyraldehyde can be used for hydrogenation to produce butanol, and continue to be used as a downstream raw material to produce reaction products such as butyl ester; isobutyraldehyde, as a reaction by-product, has received less industrial attention. With the vigorous development of neopentyl glycol and other industries, isobutyraldehyde, as a raw material for the synthesis of neopentyl glycol, has received more and more attention, and the market gap has gradually increased. How to obtain high-quality, low-cost isobutyraldehyde raw materials has beco...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/24C07C45/50C07C47/02
CPCB01J31/2409B01J31/183B01J31/182C07C45/50B01J2531/822B01J2231/321C07C47/02
Inventor 徐艳飞孔祥明国欣白江王灿昌宿林梁健张小锋张宏科
Owner WANHUA CHEM GRP CO LTD