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Catalytic system for preparing aldehyde by catalyzing hydroformylation of internal olefin

A technology of internal olefin hydroformyl and catalytic system, which is applied in the direction of carbon monoxide reaction preparation, catalytic reaction, physical/chemical process catalyst, etc. It can solve the problems of poor stability, easy oxidation and deactivation of catalyst, and low recycling rate.

Active Publication Date: 2021-09-07
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In view of the above deficiencies or defects, the purpose of the present invention is to provide a catalytic system for catalyzing the hydroformylation of internal olefins to aldehydes, which can effectively solve the problem of existing internal olefins In the hydroformylation reaction, the catalyst is easily oxidized and deactivated, the recycling rate is not high and the stability is poor

Method used

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  • Catalytic system for preparing aldehyde by catalyzing hydroformylation of internal olefin
  • Catalytic system for preparing aldehyde by catalyzing hydroformylation of internal olefin
  • Catalytic system for preparing aldehyde by catalyzing hydroformylation of internal olefin

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Embodiment 1

[0036] The present invention provides a method for preparing aldehyde compounds with a catalytic system that catalyzes the hydroformylation of internal olefins to produce aldehydes. The operation is as follows: 2 Add the autoclave with a molar ratio of 5:1, set s:c to 2000, then add 1.0g of raw material 2-butene and toluene solvent, then fill with 2.0MPa synthesis gas, temperature condition of 80°C, 4h The reaction was carried out under the reaction time. The product mixture was detected by gas chromatography (PANNA A91, KB-1, 30m×0.25mm×0.50μm, FID), and the specific results are as follows: (replace triphenylphosphine oxide with triindolylphosphine oxide)

[0037]

Embodiment 2

[0039] The invention provides a method for preparing aldehyde compounds with a catalytic system that catalyzes the hydroformylation of internal olefins to produce aldehydes. The operation is as follows: the pentavalent phosphine ligand metal rhodium catalyst [Rh(COD)Cl] 2 Add it to the autoclave at a ratio of 10:1, then add 1.0 g of the raw material 2-pentene and toluene solvent, then fill it with 2.0 MPa synthesis gas, and react at a temperature of 90°C and a reaction time of 4 hours. The product mixture is detected by gas chromatography, and the results are as follows:

[0040]

Embodiment 3

[0042] The invention provides a method for preparing aldehyde compounds with a catalytic system that catalyzes the hydroformylation of internal olefins to produce aldehydes. The ratio is added to the high-pressure reactor, and then 1.0 g of raw material 2-pentene and toluene solvent are added, and then 2.0 MPa synthesis gas is filled, and the reaction is carried out at a temperature of 90 ° C and a reaction time of 6 h. The product mixture is detected by gas chromatography, and the results are as follows:

[0043]

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Abstract

The invention discloses a catalytic system for preparing aldehyde by catalyzing hydroformylation of internal olefin, and belongs to the technical field of organic synthesis. The catalytic system comprises a pentavalent phosphine ligand and a rhodium catalyst precursor, can catalyze hydroformylation reaction of internal olefin to prepare aldehyde compounds, and can achieve efficient conversion of internal olefin. The catalytic system provided by the invention has the characteristics of good catalytic activity, high ligand stability and wide practicability, and can effectively solve the problems that the catalyst is easy to oxidize and inactivate, the recycling efficiency is not high and the stability is poor in the existing internal olefin hydroformylation reaction.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a catalytic system for catalyzing the hydroformylation of internal olefins to produce aldehydes. Background technique [0002] The hydroformylation reaction is olefin and synthesis gas (CO+H 2 ) reaction, the product is an aldehyde with one more carbon, which is an atom-economical reaction. At present, the world’s aldehyde production exceeds 10 million tons per year. Hydroformylation reaction is one of the most important and most successful organic applications in industry today. [0003] The low reactivity of internal olefin hydroformylation is often a problem in industrial production. The catalytic activity of some commonly used commercial trivalent phosphine ligands such as triphenylphosphine and BISBI for internal olefins sometimes cannot meet the production requirements. In the industry, the reaction activity of internal olefin hydroformylation is often increased ...

Claims

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Application Information

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IPC IPC(8): B01J31/18B01J31/24C07C45/50C07C47/02C07C47/32C07C47/347C07C47/445
CPCB01J31/2404B01J31/188B01J31/1865C07C45/50B01J2531/822B01J2231/321C07C2601/14C07C2602/42C07C2603/68C07C47/02C07C47/32C07C47/347C07C47/445Y02P20/584
Inventor 郑学丽陈华唐松柏李瑞祥袁茂林付海燕
Owner SICHUAN UNIV
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