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Method for preparing aldehyde through alkene hydroformylation reaction

A technology for olefin hydroformylation reaction, which is applied in the field of olefin hydroformylation reaction to prepare aldehyde, can solve the problems of low positive-to-iso ratio, low reactivity, poor stability, etc., and achieves extended service life, high catalytic activity, improved The effect of anisotropic selectivity

Inactive Publication Date: 2014-09-24
SHANGHAI HUAYI GRP CO
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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 that in the prior art, the reactivity of the rhodium catalyst based on the phosphine ligand is low, the positive-isotropic ratio in the product is low, and the stability of the rhodium catalyst is poor with the phosphite ligand. A kind of A new method for the preparation of aldehydes by hydroformylation of olefins

Method used

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  • Method for preparing aldehyde through alkene hydroformylation reaction
  • Method for preparing aldehyde through alkene hydroformylation reaction
  • Method for preparing aldehyde through alkene hydroformylation reaction

Examples

Experimental program
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Effect test

Embodiment 1

[0049] Add rhodium(I)[Rh(acac)(CO) dicarbonyl acetylacetone to a 200mL stainless steel autoclave equipped with a pressure gauge under air atmosphere 2 ] (0.01mmol, 2.5mg, the concentration is 103mg / L) and 0.04mmol of 1,4-bis(diphenylphosphine)butane L4 bidentate phosphine ligand and 0.04mmol of L15 bidentate phosphite ligand, And 70mL of anhydrous toluene, connect the gas pipeline, replace the gas in the kettle with nitrogen three times, introduce 15g of propylene, heat up to the temperature of the reaction kettle to 100 ° C, stir with an electromagnetically driven mechanical stirrer, and feed hydrogen and carbon monoxide (volume Ratio 1:1) mixed gas to a total pressure of 2MPa, and maintain the reaction pressure at 2MPa, measure the carbon monoxide and hydrogen consumed by the reaction with a mass flow meter, and stop feeding the mixed gas of hydrogen and carbon monoxide after 1 hour of reaction. Reaction kettle is cooled with ice water, vents residual gas in fume hood, weigh...

Embodiment 2

[0051] Add [Rh(acac)(CO) to a 200mL stainless steel autoclave equipped with a pressure gauge under air atmosphere 2] (0.01mmol, 2.5mg, 103mg / L) and 0.04mmol of the L5 bidentate phosphine ligand and 0.04mmol of the L13 bidentate phosphite ligand, and 70mL of anhydrous toluene, connect the gas line, and replace the kettle with nitrogen After gas three times, introduce 15g of propylene, heat up to the inner temperature of the reactor to 100°C, stir with an electromagnetically driven mechanical stirrer, and introduce a mixture of hydrogen and carbon monoxide (volume ratio 1:1) to a total pressure of 2MPa, and maintain The reaction pressure is at 2 MPa, and the carbon monoxide and hydrogen consumed by the reaction are measured with a mass flow meter. After 1 hour of reaction, the mixed gas of hydrogen and carbon monoxide is stopped. Reactor is cooled with ice water, vents residual gas in fume hood, weighs, open still, and sampling is measured positive isotropic ratio (the mol ratio...

Embodiment 3

[0053] Add [Rh(acac)(CO) to a 200mL stainless steel autoclave equipped with a pressure gauge under air atmosphere 2 ] (0.01mmol, 2.5mg, 103mg / L) and 0.04mmol of the L3 bidentate phosphine ligand and 0.04mmol of the L15 bidentate phosphite ligand, and 70mL of anhydrous toluene, connect the gas line, and replace the kettle with nitrogen After gas three times, introduce 15g of propylene, heat up to the inner temperature of the reactor to 100°C, stir with an electromagnetically driven mechanical stirrer, and introduce a mixture of hydrogen and carbon monoxide (volume ratio 1:1) to a total pressure of 2MPa, and maintain The reaction pressure is at 2 MPa, and the carbon monoxide and hydrogen consumed by the reaction are measured with a mass flow meter. After 1 hour of reaction, the mixed gas of hydrogen and carbon monoxide is stopped. Reactor is cooled with ice water, vents residual gas in fume hood, weighs, open still, and gas chromatography (GC) is used for sampling to measure pos...

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Abstract

The invention relates to a method for preparing aldehyde through alkene hydroformylation reaction and mainly solves the problems in the prior art that the reaction activity of a rhodium catalyst based on a phosphine ligand is low, the iso-to-n ratio of a product is low and the stability of a rhodium catalyst based on a phosphite ester ligand is poor. The problems are solved by adopting the method for preparing aldehyde through the alkene hydroformylation reaction; and according to the method, alkene, carbon monoxide and hydrogen enter a hydroformylation reactor to come into contact with a catalyst at the reaction temperature of 70-120 DEG C under the reaction pressure of 1.0-4.0 Mpa to generate a product which comprises the aldehyde, wherein the catalyst comprises a rhodium-containing catalyst precursor, a double-teeth phosphine ligand and a double-teeth phosphite ester ligand. The method disclosed by the invention can be used in the alkene hydroformylation reaction.

Description

technical field [0001] The invention relates to a method for preparing aldehyde by olefin hydroformylation. Background technique [0002] Olefin hydroformylation can conveniently and effectively convert cheap and easy-to-obtain basic chemical raw materials, such as olefins, into aldehydes and other important chemical and chemical products. It is the largest homogeneous catalytic process so far. Industrially, the hydroformylation reaction of olefins is mainly catalyzed by various coordination complexes of two metals, Co and Rh, but the rhodium-based catalytic activity is 10 times higher than that of cobalt. 2 ~10 3 Since the 1970s, rhodium catalysts modified with phosphorus-containing ligands have dominated the research on the hydroformylation of olefins due to their outstanding advantages such as high activity, excellent selectivity, and mild reaction conditions. And gradually replace cobalt as a catalyst in the industrial hydroformylation process. Among them, the composi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/50C07C47/02B01J31/24
CPCC07C45/505B01J31/185B01J31/2409B01J31/2414B01J31/2476B01J2531/822C07C47/02
Inventor 廖本仁范曼曼龚磊赖春波王苏
Owner SHANGHAI HUAYI GRP CO
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