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Process for preparing 3-hydroxy propionic aldehyde and 1, 3-propylene glycol

A technology of hydroxypropionaldehyde and propylene glycol, which is applied in the preparation of heterocyclic compounds, the reduction preparation of oxygen-containing functional groups, organic chemistry, etc., can solve the problems such as the loss of accelerator quaternary ammonium salts, and achieve shortened residence time, inhibition of dimerization, and high selectivity sexual effect

Active Publication Date: 2005-11-02
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the recovery rate of the cobalt catalyst in the above method is very high, there is a shortcoming that the accelerator quaternary ammonium salt is easily extracted by water and lost during the water extraction and separation process of the hydroformylation reaction mixture and the product HPA

Method used

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  • Process for preparing 3-hydroxy propionic aldehyde and 1, 3-propylene glycol
  • Process for preparing 3-hydroxy propionic aldehyde and 1, 3-propylene glycol

Examples

Experimental program
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Effect test

Embodiment 1

[0032] The preparation of embodiment 1 cobalt carbonyl catalyst

[0033] 0.04g Co(OH) 2 , 0.10g Co 2 (CO) 8 (for seeds), 1.80 g of deionized water and 200 ml of THF were put into a 300 ml autoclave. React at 120°C and 10MPa synthesis gas for 3 hours. Take a small amount of still liquid and use iodine to oxidize Co 2 (CO) 8 The volume of CO released, determine the Co 2 (CO) 8 production volume. The analysis results showed that Co(OH) 2 Has been fully converted to Co 2 (CO) 8 . co 2 (CO) 8 The concentration is 0.025M.

Embodiment 2

[0034] The preparation of embodiment 2 HPA

[0035] Prepared Co according to Example 1 2 (CO) 8 After the catalyst, the temperature of the reactor was lowered to 80°C, and 10g of ethylene oxide was added, at 12MPa, CO / H 2 =React for 60 minutes under the condition of 1:1, and take samples for analysis after cooling. The ethylene oxide conversion was 64% and the HPA selectivity was 76%. The main by-products are acetaldehyde and acrolein.

Embodiment 3

[0037] Change reaction temperature to be 90 ℃, all the other conditions are the same as embodiment 2. Analysis showed 100% conversion of ethylene oxide and 68% selectivity to HPA.

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Abstract

The process of preparing 3-hydroxy propionic aldehyde and 1, 3-propyelene glycol includes: the hydrogenation and formylation of ethylene oxide and synthetic gas inside the organic solvent with the shown expression and in the presence of carbonyl cobalt catalyst; introducing air or oxygen to oxidize the carbonyl cobalt catalyst into cobalt precipitate; centrifugally separating the cobalt precipitate from the solution, filtering and returning the cobalt precipitate to reactor for next reaction; adding deionized water into the filtrate and vacuum distilling the filtrate to obtain water solution containing 3-hydroxy propionic aldehyde; and final hydrogenating to produce 1, 3-propyelene glycol. The said process has high efficiency and low cost.

Description

technical field [0001] The invention relates to a method for preparing 1,3-propanediol (1,3-PDO) and its intermediate - 3-hydroxypropanal (HPA) through hydroformylation reaction of ethylene oxide. Specifically, the present invention relates to a method for preparing 3-hydroxypropionaldehyde and 1,3-propanediol by hydroformylation of ethylene oxide in the presence of a cobalt catalyst, and recycling the cobalt catalyst. Background technique [0002] 1,3-Propanediol (PDO) is a monomer for producing polytrimethylene terephthalate (PTT), and PTT with excellent performance has broad market application prospects in industries such as fashion and carpets. [0003] PDO is known to be prepared in a two-step process comprising 1) cobalt-catalyzed hydroformylation of ethylene oxide to the intermediate 3-hydroxypropanal, and 2) catalytic addition of 3-hydroxypropanal to Hydrogen to produce PDO. The first step can be performed at temperatures above 100 °C and high syngas pressure to ac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/19
Inventor 吕顺丰王世亮彭斌秦燕璜周智泉吴秀香
Owner CHINA PETROLEUM & CHEM CORP
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