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Separation method of butene hydroformylation reaction liquid effluent

The technology of a hydroformylation and separation method is applied in the field of separation of the liquid effluent of the butene hydroformylation reaction, which can solve the problem of high evaporation temperature and achieve the effects of high recovery rate, good separation and prolonged service life.

Active Publication Date: 2020-06-23
CHINA NAT OFFSHORE OIL CORP +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method also has the problem of high evaporation temperature for the separation of olefin hydroformylation products on butene.

Method used

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  • Separation method of butene hydroformylation reaction liquid effluent
  • Separation method of butene hydroformylation reaction liquid effluent
  • Separation method of butene hydroformylation reaction liquid effluent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] The reaction process of embodiment 1 is in such as figure 2 Carried out in the apparatus shown: Mixed butene hydroformylation reaction product stream from reactor (70°C-75°C, approximate composition: 5.7% butane, 6.3% trans-2-butene, cis-2-butene ene 2.1%, 1-butene 0.06%, n-valeraldehyde 53.5%, isovaleraldehyde 2.8%, high boiler 28.5%, bisphosphonite ligand catalyst (6,6'-[(3,3', 5,5'-Tetra-tert-butyl-1-1'-biphenyl) 2,2'-Dioxo]-bis-bibenzo[d,f][1,3,2]dioxaphosphorine ) 0.5%, rhodium 200ppm, and the rest are a small amount of synthesis gas, methane etc. dissolved in the liquid phase.) With the speed of 500g / hr through the pipeline 201 and from the rectifying tower 307 tower top and by the C of 540g / hr delivered by the pump 309 Reflux (35-40 ℃, approximate composition: 98.5% C4, 0.2% valeraldehyde, 1.2% methane) enters in thin-film evaporator 301 (0.12MPa, 100 ℃) together and evaporates, obtains concentrated rhodium-containing - a solution of bisphosphonite catalysts (...

Embodiment 2

[0043] The reaction process of embodiment 2 is also in such as figure 2 Carry out in the shown device: the experimental process of embodiment 2 is basically consistent with embodiment 1, and its feeding amount and composition through pipeline 201 are the same as embodiment 1, and difference is in the C4 stream that is recycled back to evaporator 301 through pipeline 215. The flow rate increased to 750g / hr, and the C4 stream extracted from the top of the rectifying tower 307 through the pipeline 216 was 70g / hr the same as in Example 1, and the amount of valeraldehyde extracted through the pipeline 213 at the bottom of the rectifying tower was 240g / hr . At this time, the evaporation temperature of the evaporator 301 drops to 95°C. The recovery rate of valeraldehyde is more than 87%, and the recovery rate of C4 is 94%.

Embodiment 3

[0045] The reaction process of embodiment 3 is in such as figure 2 Carried out in the device shown: isobutene hydroformylation reaction product stream from the reactor (90° C., approximate composition: 3.1% butane, 7.2% isobutene, 56.5% 3-methylbutanal, 27.7% high boilers, Triphenylphosphine ligand catalyst 5.1%, rhodium 200ppm, the rest is a small amount of synthesis gas, methane etc. dissolved in the liquid phase.) with the speed of 500g / hr through pipeline 201 and from rectifying tower 307 tower top and transported by pump 309 About 385g / hr of C4 reflux (35-40°C, approximate composition: 99% C4, 0.1% 3-methylbutyraldehyde, 0.5% methane) enters the thin film evaporator 301 (0.12MPa, 100°C) for evaporation , obtain the concentrated solution containing rhodium-triphenylphosphine catalyst from the bottom of evaporator 301 (approximate composition: high boiler 72.9%, 3-methylbutanal 12.2%, triphenylphosphine 13.4%, about 1.4% of C4, The remainder is trace methane, etc.), throu...

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Abstract

The invention discloses a separation method of a butene hydroformylation reaction liquid effluent. The separation method comprises the following steps: 1) carrying out a hydroformylation reaction on butene and synthesis gas in a reaction zone under the action of a catalyst to obtain a butene hydroformylation reaction liquid effluent; 2) evaporating and separating a mixture of the butene hydroformylation reaction liquid effluent and a corresponding C4 compound in an evaporation and separation zone to obtain a gas-phase material flow and a liquid-phase material flow containing a catalyst, the evaporation and separation temperature being less than or equal to 110 DEG C; 3) condensing the gas-phase material flow to obtain a non-condensable gas and a liquid phase containing a C4 compound and valeraldehyde; and 4) further separating the C4 compound and valeraldehyde in the liquid phase obtained in the step 3), the boiling point of the C4 compound being lower than the boiling point of the butene hydroformylation reaction liquid effluent. The method realizes separation of the catalyst and the product aldehyde in the liquid effluent at a low temperature, and prolongs the service life of thecatalyst.

Description

technical field [0001] The invention relates to the field of aftertreatment of olefin hydroformylation reaction products. More particularly, it relates to a method for separating the liquid effluent of a butene hydroformylation reaction. Background technique [0002] It is a well-known process that olefins and synthesis gas undergo hydroformylation reaction under the action of a catalyst to generate aldehydes with one more carbon atom than olefins. Catalysts for olefin hydroformylation have undergone several generations of development from the initial high-pressure cobalt catalysts to cobalt-alkylphosphine catalysts, to low-pressure rhodium-alkylphosphine catalysts, and rhodium-alkylphosphine catalysts with higher activity. Bisphosphonite catalysts. [0003] Because the rhodium-phosphine catalyst is dissolved in the product, it is usually necessary to separate the catalyst from the product aldehyde by evaporation, such as the method described in US4158830, directly evapora...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/81C07C45/82C07C45/78C07C45/50C07C47/02B01J31/40
CPCC07C45/81C07C45/82C07C45/78C07C45/50B01J31/4046B01J31/4053B01J2531/822B01J2231/321C07C47/02Y02P20/584
Inventor 吴青陈和傅送保侯章贵赵福军王凯王兴永张卉
Owner CHINA NAT OFFSHORE OIL CORP
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