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Preparation method of catalytic system for olefin hydroformylation

An olefin hydroformylation and catalytic system technology, which is applied in the field of catalytic systems for olefin hydroformylation, can solve the problems of cumbersome preparation process, low positive-to-iso ratio of products, unsuitable for industrialized mass production, etc. Improved stability, satisfying the effect of multiple cycles

Active Publication Date: 2021-03-16
上海簇睿低碳能源技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When the catalyst catalyzes the hydroformylation of olefins, the positive and negative ratio of the product is low, and the preparation process is relatively cumbersome, so it is not suitable for industrial mass production

Method used

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  • Preparation method of catalytic system for olefin hydroformylation
  • Preparation method of catalytic system for olefin hydroformylation
  • Preparation method of catalytic system for olefin hydroformylation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The selected phosphine ligand is shown in the following formula:

[0028]

[0029] Will Co(acac) 3 (0.001mmol, 0.356mg) and phosphine ligand (0.05mmol, 19.6mg) were dissolved in 10.3mL of toluene, completely dissolved and transferred to a 50mL autoclave. After standing for 1 hour, Rh(acac)(CO) was added 2 (0.01mmol, 2.58mg) and 1-butene (4mmol, 224.44mg), closed reactor, with a certain pressure of synthesis gas (H 2 / CO=1) After replacing the reactor three times, feed synthesis gas until the total pressure is 3MPa. The reactor was heated to 120° C., the reaction temperature was kept constant, and the stirring speed was kept at 500 rpm for 8 hours. After the reaction, take out the reaction kettle and put it in an ice bath, cool the reaction kettle to room temperature or below, carefully take out the reaction product, use GC-MS for qualitative analysis, gas chromatography for quantitative analysis, and after ten cycles, take the solution and use XPS to measure rhodiu...

Embodiment 2

[0032] The selected phosphine ligand is shown in the following formula:

[0033]

[0034] Will Co(acac) 3 (0.002mmol, 0.712mg) and phosphine ligand (0.2mmol, 78.4mg) were dissolved in 5.2mL of toluene and transferred to a 50mL autoclave after complete dissolution. After standing for 1 hour, Rh(acac)(CO) was added 2 (0.01mmol, 2.58mg) and 1-butene (2mmol, 112.22mg), sealed reactor, with a certain pressure of synthesis gas (H 2 / CO=1) After replacing the reactor three times, feed synthesis gas until the total pressure is 1.5 MPa. The reactor was heated to 90° C., the reaction temperature was kept constant, and the stirring speed was kept at 500 rpm for 4 hours. After the reaction, take out the reaction kettle and put it in an ice bath, cool the reaction kettle to room temperature or below, carefully take out the reaction product, use GC-MS for qualitative analysis, gas chromatography for quantitative analysis, and after ten cycles, take the solution and use XPS to measure r...

Embodiment 3

[0037] The selected phosphine ligand is shown in the following formula:

[0038]

[0039] CoCl 3 (0.0015mmol, 0.195mg) and phosphine ligand (0.15mmol, 49.58mg) were dissolved in 1.1mL of toluene, completely dissolved and transferred to a 50mL autoclave. After standing for 1h, RhCl was added 3 (0.01mmol, 2.093mg) and 1-butene (3mmol, 168.33mg), airtight reaction vessel, with certain pressure synthesis gas (H 2 / CO=1) After the reactor was replaced three times, the synthesis gas was introduced until the total pressure was 2MPa. The reactor was heated to 110° C., the reaction temperature was kept constant, and the stirring speed was kept at 500 rpm for 2 hours. After the reaction, take out the reaction kettle and put it in an ice bath, cool the reaction kettle to room temperature or below, carefully take out the reaction product, use GC-MS for qualitative analysis, gas chromatography for quantitative analysis, and after ten cycles, take the solution and use XPS to measure rho...

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Abstract

The invention discloses a preparation method of a catalytic system for olefin hydroformylation, which is characterized by comprising the following steps of: simultaneously adding cobalt salt, a phosphine ligand and an organic solvent into a reaction kettle, uniformly mixing, adding rhodium salt and olefin, and sealing the reaction kettle; introducing a mixed gas of CO and H2 into the reaction kettle; and raising the temperature to a reaction temperature, carrying out olefin hydroformylation reaction under the condition of violent stirring, and after the reaction is finished, cooling to room temperature or below. According to the invention, the stability of the phosphine / Rh complex and the stability of the catalyst are improved, the requirement of repeated recycling can be met, the rhodiumloss rate is low, and the cost is effectively saved; and when a complex formed by the polydentate phosphine ligand and Rh is used for olefin hydroformylation, the complex has high catalytic activity and aldehyde selectivity.

Description

technical field [0001] The invention belongs to the technical field of organometallic catalysis, and relates to a catalytic system for hydroformylation of olefins and a method for using the same, more specifically to a catalytic complex formed by an N-containing multidentate phosphine ligand and active metals Rh and Co. Process for the preparation of aldehydes by hydroformylation of olefins. The Rh, Co complex has good stability and catalytic activity, high olefin conversion rate, high anisotropic ratio of the obtained product aldehyde, low Rh loss rate after multiple cycles, and has good application prospects. Background technique [0002] The hydroformylation reaction is the reaction of olefins with synthesis gas (CO and H 2 ) is a reaction process in which an aldehyde or alcohol with one more C than the original olefin is reacted under the action of a transition metal complex catalyst. The resulting aldehydes, alcohols and their derivatives are widely used as plasticize...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6503B01J31/24C07C45/50C07C47/02
CPCC07F9/65031B01J31/2404C07C45/50B01J2531/822B01J2231/321C07C47/02Y02P20/584
Inventor 孙予罕王慧杜洋马春辉宋文越王栋梁袁湘琦
Owner 上海簇睿低碳能源技术有限公司
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