Method for synthesis of aldehydes by hydroformylation of alkenes on one same set of production equipment

A technology for olefin hydroformylation to synthesize aldehydes and production equipment, which is applied in chemical instruments and methods, carbon monoxide reaction preparation, organic compound/hydride/coordination complex catalysts, etc., and can solve problems such as catalyst poisoning and reduced reactivity

Active Publication Date: 2017-03-08
SHANGHAI HUAYI GRP CO
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The technical problem to be solved by the present invention is that in the prior art, due to the cross-existence of catalyst ligands in the switching process of different catalysts, the reaction activity is reduced or even the catalyst is poisoned. Acylation Synthesis of Aldehydes

Method used

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  • Method for synthesis of aldehydes by hydroformylation of alkenes on one same set of production equipment
  • Method for synthesis of aldehydes by hydroformylation of alkenes on one same set of production equipment
  • Method for synthesis of aldehydes by hydroformylation of alkenes on one same set of production equipment

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Add 0.14 mmol [Rh(acac)(CO) to a 200 mL stainless steel autoclave equipped with a pressure gauge under air atmosphere 2 ], 0.56 mmol of L1 monophosphine ligand 0.56 mmol of L11 bidentate phosphite ligand, 0.07 mmol of Ru 3 (CO) 12 , and 70ml of isovaleraldehyde, feed 15g of isobutylene, connect the gas line, replace the gas in the kettle with synthesis gas (hydrogen: carbon monoxide=1:1 (molar ratio))) three times, stir with an electromagnetically driven mechanical stirrer, and heat Raise the temperature to 110°C inside the kettle, feed synthesis gas until the total pressure is 2.0MPa, react for 1.5h under the conditions of 110°C and 2.0MPa, and calculate the conversion rate of 93% based on isobutene. The selection of isovaleraldehyde produced by the reaction Sex is 98%.

Embodiment 2

[0027] Add 0.14 mmol [Rh(acac)(CO) to a 200 mL stainless steel autoclave equipped with a pressure gauge under air atmosphere 2 ], 0.70 mmol of L5 monophosphine ligand 0.56 mmol of L10 bidentate phosphite ligand, 0.07 mmol of Ru 3 (CO) 12 , and 70ml of isovaleraldehyde, feed 15g of isobutylene, connect the gas line, replace the gas in the kettle with synthesis gas (hydrogen: carbon monoxide=1:1 (molar ratio)) three times, stir with an electromagnetically driven mechanical stirrer, and heat up To the inner temperature of the kettle at 110°C, feed synthesis gas until the total pressure is 1.5MPa, react at 110°C and 1.5MPa for 1.5h, calculate the conversion rate of 90% based on isobutylene, and the selectivity of the isovaleraldehyde produced by the reaction 97%.

Embodiment 3

[0029] Add 0.14 mmol [Rh(acac)(CO) to a 200 mL stainless steel autoclave equipped with a pressure gauge under air atmosphere 2 ], 0.28 mmol of L6 monophosphine ligand 0.42 mmol of L11 bidentate phosphite ligand, 0.07 mmol of Ru 3 (CO) 12 , and 70ml of isovaleraldehyde, feed 15g of isobutylene, connect the gas line, replace the gas in the kettle with synthesis gas (hydrogen: carbon monoxide=1:1 (molar ratio)) three times, stir with an electromagnetically driven mechanical stirrer, and heat up To the internal temperature of the kettle at 110°C, feed synthesis gas until the total pressure is 2.0MPa, react at 110°C and 2.0MPa for 1.5h, the conversion rate is 95% based on isobutylene, the choice of isovaleraldehyde produced by the reaction Sex is 98%.

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Abstract

The invention relates to a method for synthesis of aldehydes by hydroformylation of alkenes on one same set of production equipment, and mainly aims to solve the problem of reaction activity decreasing and catalyst poisoning caused by cross of catalyst ligands in the switching process of different catalysts in the prior art. According to the method, at 60-130 DEG C under the reaction pressure of 1.0-6.0MPa in the switching process of different hydroformylation catalysts, a ruthenium compound is added, so that a rhodium compound, a phosphine compound and a bidentate phosphite composition can catalyze the hydroformylation for synthesis of different aldehydes; the alkenes are at least one of isobutene, cis-2-Butene, trans-2-Butene, 1-Butene, propylene and ethylene, by use of the method, the problem of reaction activity decreasing and catalyst poisoning can be well solved, and the method can be used for synthesis of the aldehydes by hydroformylation of the alkenes on one same set of production equipment.

Description

technical field [0001] The invention relates to a method for synthesizing aldehydes by hydroformylation of olefins on the same set of production equipment. Background technique [0002] Olefin hydroformylation is an important organic synthesis reaction and plays a pivotal role in modern industry. The product aldehyde is a very useful chemical intermediate, which can synthesize a variety of important chemical and chemical products. It is the largest homogeneous catalytic process so far [Trzeciak, A.M.; Ziólkowski, J.J.Coord.Chem.Rev.1999,190 -192,883-900.]. [0003] At present, there are three main types of catalyst systems that have been reported industrially: Rh / triphenylphosphine (TPP) catalyst system, Rh / water-soluble triphenylphosphine (TPPS) and Rh / bisphosphite (Phosphite) catalyst system. In actual industrial production equipment, generally a production equipment can only produce a specific aldehyde product, in order to produce different aldehyde products. For examp...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/50C07C47/02B01J31/22B01J31/24
CPCB01J31/185B01J31/2495B01J2231/321C07C45/50C07C47/02
Inventor 杨旭石赖春波范曼曼高山林林伟信陈毅立张春雷
Owner SHANGHAI HUAYI GRP CO
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