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Hydroformylation catalyst composition for preparing 2-methylbutyraldehyde, method and application

A hydroformylation catalyst, methyl butyraldehyde technology, applied in the direction of organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, chemical instrument and method, etc., can solve the problem of 2-methylbutyraldehyde Unable to achieve intermittent response and other problems

Active Publication Date: 2021-09-14
SHANGHAI HUAYI GRP CO +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, it was also found that when using tris (2,4-di-tert-butylphenyl) phosphite as a ligand in a batch reaction, the ratio of 2-methylbutyraldehyde in the product can be higher than 60%; but in butene, In the continuous reaction of continuous aeration of syngas, the ratio of 2-methylbutyraldehyde can never achieve the effect of batch reaction

Method used

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  • Hydroformylation catalyst composition for preparing 2-methylbutyraldehyde, method and application
  • Hydroformylation catalyst composition for preparing 2-methylbutyraldehyde, method and application
  • Hydroformylation catalyst composition for preparing 2-methylbutyraldehyde, method and application

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preparation example Construction

[0054] The preparation method of the monodentate complex of the present invention is not particularly limited, and may be a conventional production method known in the art. In an example of the present invention, the preparation method comprises dissolving the ligand (such as ligand L-3) and the metal compound (such as rhodium dicarbonyl acetylacetonate) in a solvent (such as toluene, valeraldehyde, etc.) according to a certain ratio, Added to the autoclave. After passing through synthetic gas for replacement (for example, replacement 3 times), pressurize (for example, pressurize to 1-2, preferably 1.5MPaG), heat the reaction (for example, heat to 60-90°C, preferably 80°C for 0.5-2 hours , preferably 1 hour), that is to form a monodentate complex (such as monodentate complex I-3).

[0055] In one example of the present invention, suitable solvents are neutral solvents such as benzene, toluene, xylene or mixtures thereof, and the like.

[0056] b) Free monophosphite (or monod...

Embodiment 1

[0116] A toluene solution of the catalyst composition is provided, the solution comprising the following components:

[0117]

[0118] Wherein, the molar ratio of Rh / P is 1:18, the molar concentration of Rh is 80ppm, and the molar ratio of rhodium complex and free phosphite ligand is 1:5.

[0119] Add 100g of the above-mentioned catalyst composition solution to a 200mL stainless steel autoclave equipped with a pressure gauge, replace the gas in the kettle with synthesis gas (the molar ratio of hydrogen:carbon monoxide is about 1:1) three times, add 10g of 1-butene, and use an electromagnetic Stir with a driven mechanical stirrer, feed the synthesis gas to the kettle pressure of 0.5 MPaG, heat up to 80°C inside the kettle, feed the synthesis gas until the total pressure is 1.5 MPaG, and maintain the temperature and pressure in the kettle to react at 0.5 Discharge after h.

[0120] Calculated on the basis of 1-butene, the conversion rate is 98%, the total selectivity of the ...

Embodiment 2

[0122] A toluene solution of the catalyst composition is provided, the solution comprising the following components:

[0123]

[0124] Wherein, the molar ratio of Rh / P is 1:18, the molar concentration of Rh is 80ppm, and the molar ratio of rhodium complex and free phosphite ligand is 1:3.

[0125] Add 100 g of the toluene solution of the above catalyst composition to a 200 mL stainless steel autoclave equipped with a pressure gauge. After replacing the gas in the kettle with synthesis gas (the molar ratio of hydrogen:carbon monoxide is about 1:1) three times, add 10 g of mixed butenes (70% by weight of 1-butene, 20% by weight of 2-butene, and 10% by weight of butane % by weight), stir with an electromagnetically driven mechanical stirrer, feed the synthesis gas to the kettle pressure of 0.5MPaG, heat up to 80°C in the kettle, feed the synthesis gas to the total pressure of 2.0MPaG, and keep the kettle The internal temperature and pressure reacted for 0.4h and then discharg...

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Abstract

The invention discloses a hydroformylation catalyst composition for preparing 2-methylbutyraldehyde, a method and application. The composition includes (a) a catalyst of formula (I) wherein R11-R35 are each independently selected from hydrogen or C1-20 alkyl, M is selected from rhodium, cobalt, iridium, ruthenium, iron, nickel, palladium, platinum, osmium, or a combination thereof; (b) a monophosphite of a formula (II) or mixture of the monophosphite and a formula (III), wherein R'11-R'35 and R"1-R"35 are independently selected from hydrogen or C1-8 alkyl; and (c) a C1-20 alkyl substituted triphenylphosphine. The amount of the component (b) is 1 to 10 moles and the amount of the component (c) is 5 to 10 moles, based on 1 mole of the component (a).

Description

technical field [0001] The present invention relates to a hydroformylation catalyst composition and its use in the catalyzed formation of valeraldehyde from n-butene. A high proportion of 2-methylbutyraldehyde can be obtained, for example, in the hydroformylation of n-butenes using the catalyst according to the invention. Background technique [0002] Hydroformylation reaction is to make olefins from petrochemical industry and synthesis gas (CO, H 2 ) react to generate normal aldehydes and isomeric aldehydes. Since the reaction product aldehyde can be oxidized or hydrogenated to obtain aldehyde derivatives (such as acids and alcohols) or further hydrogenated through self-condensation to obtain longer chain alcohols and acids, it is widely used as a solvent, additive, and plasticizer raw material , lubricant raw materials, etc. The hydroformylation reaction is the largest homogeneous catalytic reaction process in production so far, and plays a pivotal role in modern indust...

Claims

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Application Information

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IPC IPC(8): B01J31/24C07C47/02C07C45/50
CPCB01J31/2409C07C45/505B01J2531/822B01J2231/321C07C47/02
Inventor 杨旭石赖春波马利群费利江廖维林
Owner SHANGHAI HUAYI GRP CO
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