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Method for synthesizing valeraldehyde through butene hydroformylation

A technology for synthesizing valeraldehyde and butene by hydroformylation of butene is applied in chemical instruments and methods, carbon monoxide reaction preparation, organic compound/hydride/coordination complex catalyst, etc. problems such as low activity and selectivity, to achieve the effect of simple separation, less investment in operating equipment, and strong industrial application prospects

Active Publication Date: 2018-05-25
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0006] The present invention aims at the prominent problem of difficult separation of catalyst and product in the existing butene hydroformylation process, as well as the problem of low activity and low selectivity in the existing heterogeneous hydroformylation process, by using a The organic polymer of phosphine or the heterogeneous catalyst of mixed polymer loaded metal compound has developed a heterogeneous catalytic method for the synthesis of valeraldehyde by butene hydroformylation. It also overcomes the problem of low activity and selectivity of conventional heterogeneous catalytic processes. It has the characteristics of excellent hydroformylation performance, easy separation of products and catalysts, simple process, and low production cost. It has broad industrial applications. Application prospect

Method used

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  • Method for synthesizing valeraldehyde through butene hydroformylation
  • Method for synthesizing valeraldehyde through butene hydroformylation
  • Method for synthesizing valeraldehyde through butene hydroformylation

Examples

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Embodiment 1

[0027] Under 298K and inert gas protection atmosphere, 0.05gRh(acac)(CO) 2 Dissolve in 100ml tetrahydrofuran solvent, add 1g tris(4-vinylphenyl) phosphine, stir the polymer at 298K and an inert gas atmosphere for 24h, then vacuum the solvent at 333K to obtain Organic polymer-supported heterogeneous catalyst for hydroformylation, denoted as 2%Rh / POL-PPh 3 .

Embodiment 2

[0029] Under 298K and inert gas protection atmosphere, 0.0035gRh(acac)(CO) 2 Dissolve in 75ml tetrahydrofuran solvent, add 1g tris(4-vinylphenyl) phosphine, stir the polymer at 298K and an inert gas atmosphere for 24h, then vacuum the solvent at 333K to obtain Organic polymer-supported heterogeneous catalyst for hydroformylation, denoted as 0.125% Rh / POL-PPh 3 .

Embodiment 3

[0031] Under 298K and an inert gas protection atmosphere, 10.0 grams of Vinyl Biphephos monomer (attached figure 1 ) was dissolved in 100.0ml tetrahydrofuran solvent, and 2.5g comonomer tris (4-vinylphenyl) phosphine (L1) was added simultaneously; Hour. The stirred solution was moved to an autoclave, and polymerized by solvothermal polymerization at 373K and an inert gas atmosphere for 24 hours. After the above polymerized solution is cooled to room temperature, the solvent is removed under vacuum at room temperature to obtain an organophosphine mixed polymer carrier copolymerized with Vinyl Biphephos and tris(4-vinylphenyl)phosphine organic monomer. figure 2 It is a schematic diagram of Vinyl Biphephos organic mixed polymer carrier polymerization technology route. Take by weighing 3.13 milligrams of tricarbonyl rhodium acetylacetonate and be dissolved in 10.0 ml of tetrahydrofuran solvent, add 1.0 gram of organic mixed polymer carriers obtained by copolymerization of Vinyl...

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Abstract

The invention relates to a method for synthesizing valeraldehyde through butene hydroformylation, and particularly provides a phosphorus-containing organic polymer supported heterogeneous catalysis method for synthesizing valeraldehyde through butene hydroformylation. The method is characterized by comprising steps as follows: liquid butene is metered by an electronic metering balance and continuously enters a reactor with synthesis gas, a hydroformylation reaction is performed under the action of a phosphorus-containing organic polymer supported heterogeneous catalyst, and a valeraldehyde product continuously flows out of the reactor and then is separated from the catalyst and produced continuously. The method has the characteristics of high catalytic activity and good product selectivity, almost no butane is contained in the product, and a molar ratio of n-valeraldehyde to isovaleraldehyde can reach 2-65; besides, the catalyst is good in stability, the product and the catalyst can achieve the excellent-performance characteristics of being simple to separate and the like, then industrial low-cost production of a butene hydroformylation product is realized, and new idea and technical guidance are provided for industrialization of the butene hydroformylation.

Description

technical field [0001] The invention relates to a method for synthesizing valeraldehyde by hydroformylation of butene, more specifically, the invention provides a heterogeneous catalytic method supported by a phosphine-containing organic polymer for synthesizing valeraldehyde by hydroformylation of butene. Background technique [0002] Olefin hydroformylation (Hydroformylation, also known as OXO-Synthesis) refers to the olefin and synthesis gas (CO / H 2 ) reaction to generate an aldehyde with one carbon higher than the raw material olefin is the most successful example of the industrial application of homogeneous catalysis so far, and belongs to a typical atom-economical reaction. [0003] The products of butene hydroformylation are n-valeraldehyde and 2-methylbutyraldehyde, both of which are flammable and colorless liquids with a strong pungent odor at room temperature. Valeraldehyde is an important intermediate in organic synthesis, which can be used to prepare products su...

Claims

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Application Information

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IPC IPC(8): C07C45/49C07C47/02B01J31/06
CPCB01J31/06C07C45/49C07C47/02
Inventor 丁云杰王玉清严丽
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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