Catalyst for preparing aldehyde by two-phase catalytic hydrogen formylation reaction and application thereof

A technology for catalyzing hydroformyl and catalysts, which is applied in the preparation of carbon monoxide reactions, organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, etc., and can solve the problems of increased rhodium catalyst loss, low reaction rate, and phase separation Difficulties and other problems, to achieve the effect of eliminating emulsification and reducing the loss of rhodium in the organic phase

Active Publication Date: 2010-06-09
CHINA PETROLEUM & CHEM CORP +1
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AI Technical Summary

Problems solved by technology

[0012] In order to overcome the low hydroformylation reaction rate of high-carbon α-olefins above C5 in the existing two-phase water-soluble rhodium-phosphine catalytic process, adding a surfactant to increase the reaction rate will cause two-phase emulsification and dissolution, resulting in phase separation difficulties and increased The shortcoming of rhodium catalyst loss, the present invention provides a kind of catalyst that contains alcohol and water mixed solvent, water-soluble phosphine ligand and rhodium compound, is used for C5 above α-olefin hydroformylation reaction and prepares higher carbon aldehyde, can improve reaction rate, Or avoid emulsification to reduce rhodium catalyst loss

Method used

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  • Catalyst for preparing aldehyde by two-phase catalytic hydrogen formylation reaction and application thereof
  • Catalyst for preparing aldehyde by two-phase catalytic hydrogen formylation reaction and application thereof
  • Catalyst for preparing aldehyde by two-phase catalytic hydrogen formylation reaction and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Add 25ml of a mixed solvent with a volume ratio of ethanol and water of 1:1 into a 100ml stainless steel autoclave, and weigh a certain amount of RhCl 3 ·xH 2 O and the TPPTS ligand are added in the reactor, so that the rhodium concentration in the alcohol-water solution is 0.01mol / L, the concentration of TPPTS is 0.075mol / L, and the molar ratio of TPPTS and rhodium is 7.5:1. Then add 5ml of α-decene to the reaction kettle, and the volume ratio of water and organic phase in the reaction system is 5:1. with CO:H 2 = After replacing the air in the reactor with 1:1 synthesis gas, the reaction pressure was raised to 4.0 MPa, and the temperature was raised to 100° C., and the reaction was carried out at constant pressure for 2 hours. The temperature was lowered to 25° C., and the reaction solution was taken out. The interface between the two phases was clear without any emulsification. Two phases are separated by separating funnel, and the organic phase product is analyze...

Embodiment 2～5

[0060] The volume ratio of the ethanol-water solvent was changed to 1:4 (Example 2), 8:17 (Example 3), 2:3 (Example 4), and 3:2 (Example 5). The rest were prepared according to the method described in Example 1, and the organic phase product composition and rhodium content were analyzed after the reaction. The results are shown in Table 1.

[0061] Table 1 embodiment 2-5, the reaction system of different alcohol water volume ratio

[0062]

[0063]

Embodiment 6～7

[0068] Change the volume ratio of ethanol-water solvent to be 2: 3, and change the molar concentration of rhodium to be 0.0025mol / L (embodiment 6) and 0.005mol / L (embodiment 7) respectively, all the other prepare ten according to the method for embodiment 1 One aldehyde. After the reaction, the transformation rate of α-decene is respectively 94% (embodiment 6) and 95% (embodiment 7), and the undecanal selectivity is respectively 91% (embodiment 6) and 93% (embodiment 7), The anisotropic ratios of aldehydes were 2.7 (Example 6) and 2.7 (Example 7) respectively.

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Abstract

The invention relates to a catalyst which uses alcohol and water as a solvent and contains water soluble phosphine ligands and rhodium compounds and a method for preparing high-carbon aldehyde by a two-phase catalytic hydrogen formylation reaction by using alpha-olefin above C5 as a raw material. The invention overcomes the defects that the reaction rate of a hydrogen formylation reaction of high-carbon alpha-olefin above C5 is low, and the addition of a surface active agent for improving the reaction rate can generate two-phase emulsification and dissolution and cause phase separation difficulty and the increase of rhodium catalyst loss in a traditional two-phase water soluble rhodium-phosphine catalytic process. The invention can improve the reaction rate or avoid the emulsification, thereby reducing the rhodium catalyst loss. The innocuous and environment-friendly mixed solvent of the alcohol and the water is adopted and can be recycled, and the production cost is greatly reduced.

Description

technical field [0001] The invention relates to a catalyst, in particular to a catalyst containing water-soluble phosphine ligands and rhodium compounds using alcohol and water as solvents, and a two-phase hydroformylation reaction using C5 or more α-olefins as raw materials to prepare higher carbon aldehydes Methods. Background technique [0002] Aldehydes above C6 are commonly known as high-carbon aldehydes, and are mainly used to produce high-carbon alcohols (alcohols above C6). Higher alcohols are widely used, and it is the main raw material for the preparation of plasticizers, detergents and surfactants. At present, the high-carbon alcohol used in the production of plasticizers in my country is mainly C8 alcohol, namely 2-ethylhexanol. 2-Ethylhexanol is produced by propylene hydroformylation reaction to produce n-butyraldehyde and isobutyraldehyde, and n-butyraldehyde is further hydrogenated after aldehyde condensation under alkali catalysis. The key technology for p...

Claims

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Application Information

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IPC IPC(8): B01J31/24B01J31/28C07C45/49
Inventor 吕顺丰袁刚戴丽君吴秀香张秀英刘德弘
Owner CHINA PETROLEUM & CHEM CORP
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