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Catalyst system for preparing butyraldehyde by propylene hydroformylation and use method of catalyst system

A technology for producing butyraldehyde and catalyst by hydroformylation of propylene is applied in the directions of organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, chemical instrument and method, etc. Problems such as high pressure and temperature, low catalyst activity, etc., achieve the effects of easy recovery, stable performance and simple preparation method

Active Publication Date: 2015-06-03
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

However, this process also has shortcomings, mainly because the solubility of olefin raw materials in aqueous media is lower than that in organic phases, so the catalytic reaction rate is reduced
At the same time, because this reaction is heterogeneous, the catalyst activity is quite low, the operating pressure and temperature of the water-soluble catalyst process are high, and the Rh content is high

Method used

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  • Catalyst system for preparing butyraldehyde by propylene hydroformylation and use method of catalyst system
  • Catalyst system for preparing butyraldehyde by propylene hydroformylation and use method of catalyst system
  • Catalyst system for preparing butyraldehyde by propylene hydroformylation and use method of catalyst system

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Experimental program
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Effect test

Embodiment 1

[0051] Under 298K and a nitrogen atmosphere, 100.0 grams of tris(4-vinylphenyl) phosphine ligand monomer was dissolved in 1000.0 ml of tetrahydrofuran solvent, and 10.0 grams of free radical initiator azobisisobutyronitrile was added to the above solution. Stir for 2 hours. The stirred solution was allowed to stand for 24h under 373K and nitrogen atmosphere. The solution after the above-mentioned standing is cooled to room temperature, and the solvent is vacuumed out at room temperature to obtain a P-containing complex with a hierarchical pore structure formed by solvothermal polymerization of tris(4-vinylphenyl) phosphine. Body polymer carrier. The technical route of tris(4-vinylphenyl) phosphine ligand polymer carrier polymerization in this embodiment is as follows:

[0052]

[0053] Here, the degree of polymerization n is in the independent range of 450-550.

[0054] The specific surface area and pore size distribution of the sample were measured on the Quantachrome Instrumen...

Embodiment 2

[0062] Except that the bidentate phosphite cocatalyst L2 was synthesized according to the following steps, the other processes were the same as in Example 1.

[0063] The synthetic route of L2 bidentate phosphite is as follows:

[0064]

[0065] Add compound B (71.6g, 20mmol) and triethylamine (280ml, 2mol) in tetrahydrofuran solution dropwise to PCl in an ice water bath 3 In the tetrahydrofuran solution (17ml, 200mmol), after the dropwise addition is completed, the temperature is slowly raised to reflux, and after stirring for 2 hours, the solvent is removed under reduced pressure to obtain compound C. Add triethylamine (60ml, 400mmol) in toluene solution (500ml), add dropwise to the toluene solution (1000ml) of compound D (21.6g, 80mmol) and triethylamine (6ml, 40mmol) cooled in an ice-water bath at 0°C , A white precipitate formed. Heated to 80°C and stirred overnight, purified by silica gel column to obtain bidentate phosphite cocatalyst L2. The results of the reaction are sh...

Embodiment 3

[0067] Except that 47.5 grams of iridium acetylacetonate (III) was used in the preparation of the catalyst instead of rhodium acetylacetonate (I), the other processes were the same as in Example 1. The results of the reaction are shown in Table 1.

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Abstract

The invention provides a catalyst system for preparing butyraldehyde by propylene hydroformylation and a use method of the catalyst system. The catalyst system is characterized by consisting of a multi-phase catalyst of an organic-ligand polymer self-loading transition metal and a cocatalyst of bidentate phosphate, wherein the organic-ligand polymer is of a hierarchical pore structure and is obtained by polymerizing an organic ligand monomer containing phosphorus and vinyl by virtue of a solvent thermal polymerization method, and the transition metal is one or more than one of Rh, Ir and Co. The invention also provides a method for preparing butyraldehyde by the reaction of a raw material containing propylene and a gas mixture of CO and H2 in a slurry bed reactor filled with the catalyst system. The novel catalyst system is simple in preparation method, reaction technology and device, is stable in performance when being applied to propylene hydroformylation, is high in activity, good in selectivity, is especially high in n-butanal selectivity, achieves multiphase hydroformylation reaction, and has wide industrial application prospect.

Description

Technical field [0001] The invention relates to a novel catalyst system for preparing butyraldehyde by hydroformylation of propylene and a method for preparing butyraldehyde by hydroformylation of propylene by using the catalyst system. technical background [0002] Butyraldehyde (Chemical Reviews, 2012, 112, 5675-5732) is an intermediate for the production of important organic chemical raw materials such as butanol, and an important raw material for the production of various fine chemical products. Butyraldehyde has two isomers, n-butyraldehyde and isobutyraldehyde. n-butyraldehyde is mainly used to produce n-butanol and 2-ethylhexanol, as well as trimethylolpropane and polyvinyl butyral. Isobutyraldehyde is mainly used to produce isobutanol, neopentyl glycol, condensation and esterification products 2,2,4-trimethylpentanediol, isobutyric acid, isobutyronitrile, etc. There are three main production methods for butyraldehyde: acetaldehyde condensation, oxo (hydroformylation) and...

Claims

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Application Information

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IPC IPC(8): B01J31/24B01J35/10C07C47/02C07C45/50
Inventor 丁云杰林荣和姜淼严丽
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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