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Olefin hydroformylation method

A technology for hydrogenation and formylation of olefins, applied in chemical instruments and methods, carbon monoxide reaction preparation, organic compound/hydride/coordination complex catalysts, etc., can solve the problems of increasing catalyst stability, cumbersome synthesis steps, and reactivity low level problem

Active Publication Date: 2021-11-26
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] U.S. Patent No. 8,710,276 discloses a cyclohexanediphenylphosphine ligand represented by ligand CHDP. Although the ligand increases catalyst stability, N / I selectivity is significantly reduced; U.S. Patent No. 8,507,731 is disclosed in Examples 8 to 14 A combined catalyst of Rh(CO)2(acac) and calixarene bidentate phosphine ligand was developed. The combined catalyst showed high N / I selectivity but low reactivity. In addition, the ligand was complex and the synthesis steps Complicated and expensive to use
Chinese patent CN103814006 discloses a hydroformylation method with improved catalyst stability in the reaction, by adding a special α,β-unsaturated carbonyl compound in the hydroformylation reaction to inhibit the ligand and catalyst The decomposition of this method increases the stability of the catalyst to a certain extent, but it also increases the reaction cost

Method used

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Examples

Experimental program
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Effect test

Embodiment 1

[0046] Such as figure 1 As shown, the 1-octene hydroformylation process for preparing nonanal is as follows: using rhodium acetylacetone dicarbonyl as the main catalyst, 2,2-bis[(diphenylphosphino)methyl]-1,1-bis[(diphenylphosphino)methyl]-1,1- Benzene (BISBI) is the ligand, the molar ratio of the main catalyst (calculated as rhodium) to the ligand is 1:5, and in terms of total moles, the molar ratio of 1-octene:Rh is 1000:1, and the concentration of Rh It is 1.6mmol / L. The closed reaction system was filled with N 2 After purging, use syngas (CO:H 2 =1:1) to replace several times and open the temperature control system of the system to maintain the temperature of the whole system at 80°C, the synthesis gas (CO:H 2 =1:1) into the gas-liquid mixer and the reactor respectively and keep the pressure in the gas-liquid mixer at 1.0MPa and the pressure in the reactor at 1.5MPa. Add toluene to the gas-liquid mixer to make toluene and synthesis gas (CO:H 2 =1:1) mixing, the reside...

Embodiment 2

[0048] The experimental method is the same as in Example 1, except that the pressure in the gas-liquid mixer is changed to 0.5 MPa, and the rest of the experimental conditions are unchanged. The test results are shown in Table 1.

Embodiment 3

[0050] The experimental method is the same as in Example 1, except that the pressure in the gas-liquid mixer is changed to 0.25 MPa, and the rest of the experimental conditions are unchanged. The test results are shown in Table 1.

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Abstract

The invention discloses an olefin hydroformylation method. The method comprises the following steps of: carrying out first mixing on CO, H2 and a solvent to obtain a first mixture; performing second mixing on the first mixture and a hydroformylation catalyst to obtain a second mixture; and preforming third mixing on the second mixture, CO, H2, and an olefin to produce an aldehyde product. According to the method, through premixing of the CO, H2 and the solvent and the pre-activation of the catalyst, the activity of the catalyst and the aldehyde selectivity in the olefin hydroformylation reaction are improved, and the production cost is reduced.

Description

technical field [0001] The invention relates to a method for olefin hydroformylation. Background technique [0002] In recent years, with the rapid development of plastic processing, automobile industry, cable industry and construction industry worldwide, the global demand for plasticizers is increasing, which in turn increases the demand for plasticizer alcohols. Nonanol is currently the plasticizer alcohol with the fastest growing demand, and it is mainly obtained by hydrogenation after hydroformylation of octene. [0003] The organometallic catalysts used in industrial hydroformylation production usually use cobalt (Co) and rhodium (Rh) as metal active centers. The industrial production of high-carbon alcohols such as isononanol is mainly based on Co-based catalysts, but due to factors such as harsh reaction conditions, poor selectivity, many side reactions, high energy consumption, and complex cobalt recovery processes required by the cobalt-catalyzed process, its compr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/50C07C47/02B01J31/24B01J31/22
CPCC07C45/50B01J31/2409B01J31/2234B01J2231/321B01J2531/822C07C47/02
Inventor 胡嵩霜吴红飞郑明芳王霄青潘峰
Owner CHINA PETROLEUM & CHEM CORP
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