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Method for preparing aldehyde by hydroformylation of olefins

A technology for the hydroformylation of olefins, applied in the preparation of carbon monoxide reactions, chemical instruments and methods, organic compound/hydride/coordination complex catalysts, etc., can solve the problem of reduced activity and selectivity of supported catalysts, metal utilization The efficiency is not high, to achieve the effect of good selectivity of the target product, good catalyst stability and high catalytic performance

Active Publication Date: 2019-06-04
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The catalyst realizes the heterogeneity of the hydroformylation homogeneous catalyst, but compared with the homogeneous catalyst, the activity and selectivity of the ligand-modified supported catalyst are greatly reduced, and the Rh metal is formed as a nanoparticle Dispersed form, low metal utilization

Method used

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  • Method for preparing aldehyde by hydroformylation of olefins
  • Method for preparing aldehyde by hydroformylation of olefins
  • Method for preparing aldehyde by hydroformylation of olefins

Examples

Experimental program
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Effect test

Embodiment 1

[0043] Preparation of the diphosphine ligand 2v-Xantphos: The synthetic route of the 2v-Xantphos ligand is attached figure 1 shown. Since 9,9-dimethylxanthene (with figure 1 Compound No. 1) has heteroatom O at the β-positions of the 4 and 5 positions, so it is easier to undergo deprotonated lithiation to generate dilithium reagent 2. Compound 5 was obtained by reacting p-bromostyrene 3 with phenylphosphine chloride after activation by Grignard reagent. The 2v-Xantphos ligand can be obtained by reacting compound 5 with dilithium reagent 2 at a molar ratio of 2:1. According to the calculation of raw material 1, the reaction yield is about 60%, and no purification and separation steps are required in the intermediate preparation process. The finally obtained 2v-Xantphos ligand is recrystallized from acetonitrile to obtain a white powdery solid. attached Figure 4 And attached Figure 5 NMR for the prepared 2v-Xantphos ligand 1 H and 31 P Spectrum.

[0044] Preparation of ...

Embodiment 2

[0047] In Example 2, except taking 10.0 grams of comonomer tris (4-vinylphenyl) phosphine (L1), replacing 2.5 grams of comonomer tris (4-vinylphenyl) phosphine, the rest of the catalyst synthesis process Same as Example 1.

Embodiment 3

[0049] In Example 3, except that 0.01 gram of free radical initiator azobisisobutyronitrile was weighed instead of 1.0 gram of free radical initiator azobisisobutyronitrile, the rest of the catalyst preparation process was the same as that of Example 1.

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Abstract

The invention discloses a method for preparing aldehyde by hydroformylation of olefins. According to the method, a catalyst is put into a reactor, and C3-C20 olefin, which is used as a raw material, is introduced along with a reaction gas mixture into the reactor to carry out hydroformylation of olefins. The main components of the gas mixture include H2 and CO. The volume content of H2+CO is 20-90%; liquid hourly space velocity is 0.01-10.0 h<-1>; gas space velocity is 100-20000h<-1>; the space velocity is preferably in the range of 1000-20000 h<-1>; the remaining gas of the gas mixture is oneor more gases of Ar, CO2, He or N2; the reactor is a fixed bed, a slurry bed, a trickle bed or a bubbling bed reactor; the reaction temperature is 323-573 K and the reaction temperature is preferably353-393 K; and the reaction pressure is preferably 0.5-2 MPa, and the reaction pressure is 0.1 to 10.0 MPa. In the technical scheme of the invention, the olefin hydroformylation reaction has the characteristics of good stability, high activity and high selectivity.

Description

technical field [0001] The invention belongs to the field of heterogeneous catalysis, and in particular relates to a method for preparing aldehydes through hydroformylation of olefins. Background technique [0002] In industry, the olefin hydroformylation reaction is considered to be the most successful example of homogeneous catalysis, in which the raw material olefin and synthesis gas (CO / H 2 ) with 100% selectivity to aldehydes with one more carbon atom than the starting alkene. Aldehydes are very useful chemical intermediates, and their subsequent conversion products alcohols, acids, esters and fatty amines are very important fine chemical products, and are widely used as organic solvents, plasticizers and surfactants. [0003] At present, the aldehyde produced by hydroformylation in the world is about 10 million tons per year, and about 50% of the aldehyde is butyraldehyde produced by propylene hydroformylation. Table 1 describes the propylene hydroformylation product...

Claims

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Application Information

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IPC IPC(8): C07C47/02C07C45/50B01J31/24B01J35/10
CPCY02P20/584
Inventor 李存耀丁云杰严丽
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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