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Process for producing isononyl aldehyde from mixed octene and synthetic gas

A technology of isononyl aldehyde and synthesis gas, applied in carbon monoxide reaction preparation, organic chemistry, etc., can solve the problems of expensive rhodium metal, harsh reaction conditions, and many process steps, and achieve low cost, mild reaction conditions, and simple process Effect

Inactive Publication Date: 2005-03-02
TSINGHUA UNIV
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AI Technical Summary

Problems solved by technology

Although the method has a higher yield of nonanal mixture under the reaction conditions of 130 DEG C, 200 atmospheric pressure, and 4 hours, it will be stabilized by adding triphenylphosphine in addition during the distillation process of catalyst and product separation. Rhodium catalyst, and the rhodium catalyst containing triphenylphosphine separated from the product can only be recycled after being oxidized
Also, rhodium metal is expensive
Therefore, there are still many processing steps in this method, harsh reaction conditions (200 atmospheres), economically unfavorable problems such as

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0022] The preparation steps of the present invention are:

[0023] (1) In a 70 ml autoclave, add a certain amount of cobalt acetate, ligand (phosphine oxide), mixed octene and solvent.

[0024] (2) After the reaction kettle is sealed, it is placed in a heating furnace, and the synthesis gas (CO / H 2 =1 / 1) After replacing the air in the reactor, heat the reactor to the reaction temperature (120-180°C).

[0025] (3) At a given reaction temperature (120-180°C), fill the reactor with synthesis gas (CO / H 2 =1 / 1) to reaction pressure (6~15MPa). Under reaction temperature and reaction pressure, react under stirring for 1 to 10 hours. During the reaction, syngas is continuously supplied and the reaction pressure is kept stable.

[0026] (4) After the reaction, the reactor was taken out from the heating furnace, and after cooling to room temperature, the pressure in the reactor was reduced to normal pressure. Open still cover, take out the reaction solution that contains isononana...

Embodiment 1

[0041] In a stainless steel autoclave with an inner volume of 70ml, add 0.2345g of cobalt acetate (Co(CH 3 COO) 2 4H 2 O, Beijing Yili Fine Chemicals Co., Ltd. product), 1.3130g triphenylphosphine oxide (Ph 3 PO, product of Beijing Hongyu Chemical Company), 15ml (10.5g) mixed octene and 5ml methanol (solvent). After sealing the reactor, fill the reactor with synthesis gas (CO / H 2 =1 / 1) to 3MPa, and then release the pressure to normal pressure, repeating this three times to replace the air in the reactor. Heat the reactor to 160°C under normal pressure, then fill the reactor with synthetic gas (CO / H 2=1 / 1) to 8MPa, react at 160°C for 2.5 hours under stirring, supply syngas continuously during the reaction and keep the pressure stable at 8MPa. After the reaction is over, stop the pressure supply, cool the reactor to room temperature and reduce the pressure inside the reactor to normal pressure, then take out the reaction solution and carry out vacuum distillation to obtain ...

Embodiment 2

[0043] Except that the reaction temperature is 140° C., other operations are the same as in Example 1. The reaction results are listed in Table 1.

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PUM

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Abstract

The present invention relates to the process of producing isononyl aldehyde from mixed octane and synthetic gas in the presence of Co / phosphine oxide catalyst, and belongs to the field of fine petrochemical industry. The present invention features that the Co / phosphine oxide catalyst system with Co compound as catalyst precursor and phosphine oxide as catalyst ligand; the synthetic gas is mixture of CO and H2 in the CO / H2 ratio of 1; and isononyl aldehyde is prepared from mixed octane and synthetic gas in the mild condition including reaction temperature of 120-200 deg.c and synthetic gas pressure of 4-20 MPa. The present invention has simple technological process, low cost, mild reaction condition and high yield of isononyl aldehyde product, and is suitable for industrial production.

Description

technical field [0001] The invention relates to a method for producing isononanal from mixed octene and synthesis gas in the presence of a cobalt / phosphine oxide catalyst, and belongs to the field of fine petrochemical industry. Background technique [0002] Isononanal is an important organic chemical. After isononanal is hydrogenated into isononyl alcohol, it is directly esterified with phthalic acid to obtain diisononyl phthalate. Diisononyl phthalate is an excellent plasticizer. [0003] In industrial production, aldehydes can be produced from olefins and synthesis gas through hydroformylation process. Since O. Roelen, a German, invented the hydroformylation catalyst in the late 1930s, a lot of development and research have been carried out on hydroformylation catalysts and their reaction processes at home and abroad, and there are many catalyst systems and processes. Used in industrial production, there are mainly cobalt carbonyl catalysts, tertiary phosphine-modified ...

Claims

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Application Information

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IPC IPC(8): C07C45/49C07C47/02
Inventor 贺德华魏岚董国利
Owner TSINGHUA UNIV
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