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Hydroformylation reaction catalyst composition and application thereof

A catalyst and composition technology, applied in the direction of carbon monoxide reaction preparation, physical/chemical process catalyst, organic compound/hydride/coordination complex catalyst, etc., can solve the problem of reducing the normal/isomerism of propylene hydroformylation reaction products Proportion, lack and other problems, to achieve the effect of strong π electron receiving ability, low steric hindrance, and improving the yield of butyraldehyde products

Pending Publication Date: 2022-05-20
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In view of the lack of a catalytic system capable of reducing the normal / isomeric 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 positive / isomeric ratio on the basis of ensuring the active center of the noble metal

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Replace the catalyst preparation tank with nitrogen until the oxygen content is lower than 0.1%, and add 575.37 g of mixed butyraldehyde (normal isotropic ratio 2:1), 0.63 g of rhodium parka, and 18 g of auxiliary agent A1 cyclohexyl diphenylphosphine to the preparation tank , Auxiliary B p-chlorobenzohydrazide 6g, heated to 50°C, stirred for 120min.

[0045] Analysis and testing rhodium content 220ppm, auxiliary agent A1 cyclohexyl diphenylphosphine 3wt%, auxiliary agent B p-chlorobenzohydrazide 1wt%.

[0046] Utilize propylene hydroformylation reaction to evaluate the catalytic system of the present invention:

[0047]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 and synthesis gas (the molar ratio of hydrogen to carbon monoxide is 1.05:1) are fed continuously from the botto...

Embodiment 2

[0049] Replace the catalyst preparation tank with nitrogen until the oxygen content is lower than 0.1%, and add 557.20 g of mixed butyraldehyde (normal to isotropic ratio 5:1), 0.80 g of rhodium parka, and 24 g of auxiliary agent A2 dicyclohexylphenylphosphine into the preparation tank , Auxiliary B p-chlorobenzohydrazide 18g, heated to 50°C, stirred for 120min.

[0050] Test rhodium content 280ppm, auxiliary agent A2 dicyclohexylphenylphosphine 4wt%, auxiliary agent B p-chlorobenzohydrazide 3wt%.

[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 and synthesis gas (the molar ratio of hydrogen to carbon monoxide is 1.05:1) are fed continuously from the bottom of the re...

Embodiment 3

[0054] Replace the catalyst preparation tank with nitrogen until the oxygen content is lower than 0.1%, and add 5557.61 g of mixed butyraldehyde (normal isotropic ratio 7:1), 0.39 g of rhodium dicarbonyl acetylacetonate, and auxiliary agent A1 cyclohexyldiphenyl Base phosphine 30g, auxiliary agent B p-chlorobenzohydrazide 12g, heated to 50°C, and stirred for 120min.

[0055] Analysis and testing rhodium content 250ppm, auxiliary agent A1 cyclohexyl diphenylphosphine 5wt%, auxiliary agent B p-chlorobenzohydrazide 2wt%.

[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 and synthesis gas (the molar ratio of hydrogen to carbon monoxide is 1.05:1) are fed continuously from...

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PUM

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Abstract

The invention provides a hydroformylation reaction catalyst composition and application thereof. The catalyst composition comprises a catalyst active component, an assistant A, an assistant B and a solvent, the catalyst active component is rhodium, the assistant A is a phosphine-containing ligand and has a general formula structure P (M1) x (M2) y, M1 is phenyl, M2 is cyclohexyl, the value ranges of x and y are x > = 0, y > = 1, and x + y = 3, and the assistant B is p-chlorobenzoyl hydrazine. The catalyst composition is used for preparing aldehyde through propylene hydroformylation, high reaction activity is guaranteed, meanwhile, a large normal / isomeric ratio adjusting range is obtained, the low normal / isomeric ratio of a product in the process of producing aldehyde through propylene hydroformylation reaction can be achieved, and the activity and stability of the catalyst are kept under the working condition of the low normal / isomeric ratio.

Description

technical field [0001] The invention belongs to the technical field of catalysts, and in particular relates to a hydroformylation reaction catalyst composition and its application. Background technique [0002] Isobutyraldehyde comes from the by-product of propylene hydroformylation reaction, and received less industrial attention in the early stage. 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 become a key factor restricting the development of the downstream neopentyl glycol industry. [0003] In recent years, the development of rhodium catalysts for olefin oxo synthesis mainly focuses on the development of new efficient phosphine ligands, improving the performance of rhodium catalysts, reducing the amount of noble metal ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/24B01J31/18B01J31/22B01J31/20C07C45/50C07C47/02
CPCB01J31/2414B01J31/1805B01J31/2213B01J31/20C07C45/505B01J2531/822B01J2531/0241B01J2231/321C07C47/02Y02P20/584
Inventor 徐艳飞孔祥明国欣白江王灿昌梁健张郁葱张宏科
Owner WANHUA CHEM GRP CO LTD