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Method for preparing high-carbon alcohol from butene oligomer

A technology for oligomers and higher alcohols, applied in the field of preparing higher alcohols, can solve the problems of poor stability of heterogeneous catalysts, decreased reaction activity, catalyst deactivation, etc., achieves excellent reaction activity and selectivity, reduces separation costs, The effect of high economic value

Pending Publication Date: 2021-11-30
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] Balue et al. (J.Mol.Catal.A, Chem, 1999,137:193-203) utilize cation exchange resin as carrier, form heterogeneous catalyst by immobilized rhodium sulfur compound, the circulation experiment of styrene hydroformylation shows, The heterogeneous catalyst has poor stability and the phenomenon of Rh loss is more serious
Zeelie et al. (Appl.Catal.A: Gen, 2005,285:96-109) modified styrene and p-styrene diphenylphosphine on polyethylene fibers, and then Rh(acac)(CO) 2 Anchored on the modified polyethylene fiber, the results of ethylene hydroformylation show that the catalyst has a high conversion rate but poor stability at 100 ° C and 5 bar. After 50 hours of reaction, the reaction activity drops sharply. The catalyst Inactivation is more serious

Method used

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  • Method for preparing high-carbon alcohol from butene oligomer
  • Method for preparing high-carbon alcohol from butene oligomer
  • Method for preparing high-carbon alcohol from butene oligomer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 1) Preparation of heterogeneous catalyst for hydroformylation

[0028] Under 298K and Ar gas protection atmosphere, 10.0g tris (4-vinylphenyl) phosphine ligand is dissolved in 100ml tetrahydrofuran solvent, adds 0.25g free radical initiator azobisisobutyronitrile in the above-mentioned solution, stirs 1h. The stirred solution was transferred to a hydrothermal autoclave, and polymerized by solvothermal method at 373K and Ar gas protection atmosphere for 24h. After the above-mentioned polymerization, cool to room temperature, and vacuum the solvent at 338K to obtain the organic phosphine ligand polymer (its specific surface area is 1080m 2 / g, the pore volume is 1.56m 3 / g, the pore size distribution is 0.12-90.0nm). Under an atmosphere of 298K and Ar gas protection, 62.65 mg of rhodium acetylacetonate dicarbonyl was weighed and dissolved in 100 ml of tetrahydrofuran solvent, 5.0 g of the phosphine ligand polymer prepared above was added, and stirred for 24 hours. Sub...

Embodiment 2

[0036] 1) Preparation of heterogeneous catalyst for hydroformylation

[0037] The preparation of the hydroformylation heterogeneous catalyst is the same as in Example 1.

[0038] 2) Butene oligomer hydroformylation reaction process

[0039] The hydroformylation heterogeneous catalyst prepared above is loaded into a fixed-bed reactor, and quartz sand is loaded at both ends. into the synthesis gas (H 2 :CO=1:1) and raw material butene oligomer (butene dimer content 98.8%, of which 2,4,4-trimethyl-1-pentene content 89.6%, 2,4,4-trimethyl-1-pentene content 89.6%, 2,4,4-trimethyl-1 The methyl-2-pentene content is 9.2%), the butene oligomer is transported into the reaction system by a high-pressure pump, and the synthesis gas is directly fed in the form of gas. At 373K, 3MPa, butene oligomer liquid hourly space velocity 2.0h -1 , Syngas gas space velocity 1000h -1 conditions for the hydroformylation reaction. The reaction product was collected at 2.5°C via a collection tank eq...

Embodiment 3

[0045] 1) Preparation of heterogeneous catalyst for hydroformylation

[0046] The preparation of the hydroformylation heterogeneous catalyst is the same as in Example 1.

[0047] 2) Butene oligomer hydroformylation reaction process

[0048] The hydroformylation heterogeneous catalyst prepared above is loaded into a fixed-bed reactor, and quartz sand is loaded at both ends. into the synthesis gas (H 2 :CO=1:1) and raw material butene oligomer (butene trimer content 95.2%), the butene oligomer is transported into the reaction system by a high-pressure pump, and the synthesis gas is directly fed in the form of gas. At 403K, 7MPa, butene oligomer liquid hourly space velocity 1.85h -1 , Syngas gas space velocity 1000h -1 conditions for the hydroformylation reaction. The reaction product was collected at 2.5°C via a collection tank equipped with circulating cooling. The obtained liquid phase product was analyzed by HP-7890N gas chromatography, and n-propanol was used as the in...

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Abstract

The invention relates to a method for preparing high-carbon alcohol from a butene oligomer, according to the reaction, the butene oligomer is used as a raw material, and the high-carbon alcohol is synthesized by a two-step method under the action of a catalyst. The method comprises the following steps: 1) reacting the raw material butene oligomer with synthesis gas on a hydroformylation heterogeneous catalyst to generate high-carbon aldehyde; and 2) continuously reacting the high-carbon aldehyde, and carrying out aldehyde hydrogenation reaction on the hydrogenation catalyst to generate the target product high-carbon alcohol. The method is simple and feasible in reaction process, suitable for large-scale industrial production, excellent in reaction activity and selectivity and good in reaction stability; a novel solid heterogeneous catalyst is adopted in the hydroformylation reaction so that the separation cost of the catalyst from reactants and products is reduced. The method can be used for preparing the high-value-added chemical high-carbon alcohol from the cheap and easily available butene oligomer, and has a wide industrial application prospect.

Description

technical field [0001] The invention relates to a method for preparing higher-carbon alcohols from butene oligomers, belonging to the technical field of heterogeneous catalysis. Background technique [0002] With the rapid improvement of crude oil processing capacity and the continuous increase of ethylene production, as a by-product of petrochemical industry, C 4 The production of distillates (n-butene, butadiene, isobutene, etc.) will continue to increase. At present, compared with ethylene and propylene, the utilization rate and utilization value of butene are lower. In China, except a part of butene is used to prepare butadiene, most of it is used as industrial and civil fuel. Butene oligomerization is a typical acid-catalyzed reaction. Dimers and trimers produced by oligomerization are very important organic chemical intermediates, which can be used to produce long-chain olefins that are in short supply in China. Butene dimer (DIB) can be used as a gasoline blending c...

Claims

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Application Information

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IPC IPC(8): C07C29/141C07C31/12B01J31/24B01J35/10
CPCC07C45/505C07C29/141B01J31/1691B01J31/2409B01J2531/822B01J35/618B01J35/643B01J35/638B01J35/651B01J35/647C07C47/02C07C31/12
Inventor 姜淼丁云杰严丽王国庆程显波金明
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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