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Method for treating aqueous solution of 3-hydroxypropanal mixture containing carboxylic acid and metal cation and application thereof

A metal cation and hydroxypropionaldehyde technology, which is applied in the preparation of hydroxyl compounds, the preparation of organic compounds, the separation/purification of carbonyl compounds, etc., can solve the problems of uneven pH distribution of aqueous solutions, affecting product distillation, and insufficient stirring. Achieve the effects of reducing impact, improving recovery rate and extending life

Active Publication Date: 2019-04-19
SHANGHAI HUAYI ENERGY CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] In the patent U.S.2004 / 0087819, lye is added to neutralize the organic acid in the 3-hydroxypropanal aqueous solution. Although this process can effectively neutralize the organic acid in the 3-hydroxypropanal aqueous solution, the addition of lye cannot be achieved due to stirring. Sufficient, the pH distribution of the aqueous solution is uneven. Under the condition of high pH, ​​aldehydes are easy to condense to form acetal or aldol condensation products, which reduces the final yield of 1,3-propanediol and affects the rectification of the product

Method used

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  • Method for treating aqueous solution of 3-hydroxypropanal mixture containing carboxylic acid and metal cation and application thereof
  • Method for treating aqueous solution of 3-hydroxypropanal mixture containing carboxylic acid and metal cation and application thereof
  • Method for treating aqueous solution of 3-hydroxypropanal mixture containing carboxylic acid and metal cation and application thereof

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Experimental program
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Embodiment 1~ Embodiment 13

[0042] 1) Contact the aqueous solution of 3-hydroxypropanal mixture obtained by hydroformylation reaction of ethylene oxide with an acidic medium (placed in fixed bed reactor C-1) to obtain the first aqueous solution containing 3-hydroxypropanal mixture ;

[0043] 2) contacting the first aqueous solution containing 3-hydroxypropanal with an alkaline medium (placed in fixed bed reactor C-2) to obtain a second aqueous solution containing 3-hydroxypropanal;

[0044] 3) Hydrogenate the second aqueous solution containing 3-hydroxypropionaldehyde mixture in two stages, hydrogenation process conditions: first stage reaction temperature: 55°C; second stage reaction temperature: 120°C; liquid hourly space velocity: 0.8h -1 ; Hydrogen-aldehyde ratio: 30; 3-hydroxypropanal concentration: 18wt%; Hydrogenation catalyst: nickel-based catalyst.

[0045] Step 1) and Step 2) at 0.1MPa, 25°C, 2h -1 In the case of , the pretreatment was carried out and different types of media were used. The r...

Embodiment 14

[0055]1) The aqueous solution of the 3-hydroxypropionaldehyde mixture obtained through the hydroformylation reaction of ethylene oxide is contacted with the acidic medium D113 (placed in the fixed bed reactor C-1) to obtain the first mixture containing 3-hydroxypropionaldehyde Aqueous solution; the cobalt ion in the 3-hydroxypropanal mixture aqueous solution obtained by the hydroformylation reaction of the ethylene oxide is 1.58mmol / L, the pH is 3.9, and the 3-HPA concentration is 20wt%;

[0056] 2) contacting the first aqueous solution containing 3-hydroxypropanal with alkaline medium D301 (placed in fixed bed reactor C-2) to obtain a second aqueous solution containing 3-hydroxypropanal;

[0057] Step 1) and Step 2) at 0.1MPa, 30°C, 2.5h -1 , pre-processing;

[0058] After the pretreatment of step 1) and step 2), the recovery rate of 3-hydroxypropionaldehyde is 99.89%, the cobalt ion is 0.018mmol / L, and the pH is 5.1;

[0059] 3) Hydrogenate the second aqueous solution cont...

Embodiment 15

[0061] 1) The aqueous solution of the 3-hydroxypropionaldehyde mixture obtained through the hydroformylation reaction of ethylene oxide is contacted with the acidic medium D113 (placed in the fixed bed reactor C-1) to obtain the first mixture containing 3-hydroxypropionaldehyde Aqueous solution; the cobalt ion in the 3-hydroxypropanal mixture aqueous solution obtained by the hydroformylation reaction of the ethylene oxide is 1.58mmol / L, the pH is 3.9, and the 3-HPA concentration is 20wt%;

[0062] 2) contacting the first aqueous solution containing 3-hydroxypropanal with alkaline medium D301 (placed in fixed bed reactor C-2) to obtain a second aqueous solution containing 3-hydroxypropanal;

[0063] Step 1) and Step 2) at 0.1MPa, 30°C, 6h -1 In the case of , carry out pre-processing;

[0064] After the pretreatment of step 1) and step 2), the recovery rate of 3-hydroxypropionaldehyde is 99.83%, the cobalt ion is 0.78mmol / L, and the pH is 5.1;

[0065] 3) Hydrogenate the secon...

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Abstract

The invention relates to a method for treating an aqueous solution of a 3-hydroxypropanal mixture containing carboxylic acid and metal cation and a preparation method of 1,3-propylene glycol. The method comprises the following steps: an aqueous solution of a 3-hydroxypropanal mixture is contacted with an acidic medium and then contacted with an alkaline medium; and the treated aqueous solution ofthe 3-hydroxypropanal mixture is subjected to hydrogenation to prepare 1,3-propylene glycol. By the method for treating the aqueous solution of the 3-hydroxypropanal mixture containing carboxylic acidand metal cation, the recovery rate of the 3-hydroxypropanal is greatly improved, and the recovery rate can reach up to 99% and above; and the effect of impurities in the aqueous solution of 3-hydroxypropanal on a hydrogenation catalyst is effectively reduced, and the life of the catalyst is prolonged.

Description

technical field [0001] The invention relates to the field of raw material treatment technology, in particular to a method for treating an aqueous solution of 3-hydroxypropanal mixture containing carboxylic acid and metal cations and its application. Background technique [0002] 1,3-propanediol is an important chemical raw material, which is used to polymerize with terephthalic acid to obtain PTT polyester. PTT polyester has excellent performance, good resilience, easy processing, easy dyeing and bulkiness, etc., and has a broad market prospect. [0003] A two-step method is known to prepare PDO: (1) ethylene oxide undergoes hydroformylation reaction to generate intermediate 3-hydroxypropionaldehyde; (2) 3-hydroxypropionaldehyde is hydrogenated to obtain 1,3-propanediol. There are following characteristics in the hydrogenation product in the method for preparing 1,3-propanediol by the hydrogenation of intermediate 3-hydroxy propionaldehyde: [0004] (1) The chemical proper...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/141C07C31/20C07C45/86C07C47/19
CPCC07C29/141C07C45/86C07C31/205C07C47/19
Inventor 焦国柱王培新吴良泉李俊岭崔伟王梅桃
Owner SHANGHAI HUAYI ENERGY CHEM