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Method for removing trace aldehyde group impurities in 1, 3-propylene glycol

A technology for propylene glycol and aldehyde groups, which is applied in the field of removing trace aldehyde group impurities in 1,3-propanediol, can solve problems such as difficulty in large-scale application, and achieve the effects of green process, easy separation and recovery, and obvious process advantages.

Active Publication Date: 2022-07-29
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The present invention finds through experiments that the sulfonic acid-functionalized polymeric acidic ionic liquid is a feasible catalyst for dealdehyde grouping. The sulfonic acid-functionalized polymeric acidic ionic liquid has the dual advantages of acidic ionic liquid and polymer, and has the advantages of strong stability and high specific surface area. Large size, many active sites, easy separation, easy modification, etc., simple operation in the process of removing aldehydes, high catalytic efficiency, overcomes the separation difficulties in the homogeneous catalytic system of ionic liquids, and is difficult to apply on a large scale.

Method used

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  • Method for removing trace aldehyde group impurities in 1, 3-propylene glycol
  • Method for removing trace aldehyde group impurities in 1, 3-propylene glycol
  • Method for removing trace aldehyde group impurities in 1, 3-propylene glycol

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Experimental program
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Effect test

Embodiment 1-13

[0075] Raw material of 1,3-propanediol dehydration concentrate containing trace aldehyde-based impurities: acrolein concentrate obtained after acrolein hydration reaction, deacrolein, then hydrogenation and dehydration concentration, its composition contains 1,3-PDO content 67 %, the water content is 26%, the aldehyde group content is 836ppm, of which MW114 is 550ppm.

[0076] The above-mentioned 1,3-propanediol dehydration concentrate containing trace aldehyde-based impurities was preheated to 40-130°C, pumped into a fixed-bed reactor (D: 2.4 cm, H: 110 cm), and filled in the fixed-bed reactor Polymerized styrylimidazole / pyridinesulfonic acid ionic liquids IM-1-IM-3 and PY-1-PY-3 were used as catalysts, with a loading of about 100g, and the dealdehyde reaction was carried out, and the reaction space velocity was 0.5-5h -1 .

[0077] The 1,3-propanediol after the dealdehyde treatment is subjected to vacuum distillation, the number of plates is 30-50, the temperature of the co...

Embodiment 14-21

[0087] The raw material of the 1,3-propanediol dehydration concentrate containing a trace amount of aldehyde-based impurities is the same as that of Example 1-13.

[0088] Preheat the 1,3-propanediol dehydration concentrate with trace aldehyde impurity to 40-130℃, pump it into a 250mL stirred tank reactor, add polyethylene glycol sulfonic acid imidazolium ionic liquid PEG-1~PEG-4 To the concentration of 0.05-10wt%, carry out dealdehyde reaction, and the reaction time is 1-6h.

[0089] The 1,3-propanediol after dealdehyde treatment is rectified under vacuum, the number of plates is 30-50, the temperature of the column kettle is 121-155°C, the reflux ratio is 1:1-20:1, and the pressure at the top of the column is 0.5-10kPa. The specific operating conditions and treatment effects are shown in Table 2 below.

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Abstract

The invention relates to a method for removing trace aldehyde group impurities in 1, 3-propylene glycol. The method comprises the following steps: adding a sulfonic acid functionalized polymeric acidic ionic liquid into a dehydrated concentrated solution obtained in the preparation of 1, 3-propylene glycol, carrying out dealdehyding treatment at a certain temperature, carrying out reduced pressure rectification on the dealdehyded 1, 3-PDO solution, and condensing the distillate to obtain a high-purity fiber-grade 1, 3-PDO product. According to 1, 3-PDO produced by a common acrolein hydration route, after the method is adopted, the content of residual aldehyde group impurities can be reduced to 5 ppm or below, a product with the purity higher than 99.9%, the ultraviolet absorbance (260 nm) smaller than 0.04 and the chromaticity smaller than 5 Hazen is obtained, and the requirement for raw material quality in synthesis of high-quality polyester PTT is met. The treatment method is simple to operate, green in process, high in catalytic efficiency and good in dealdehyding effect, and the catalyst is convenient to separate and recover.

Description

technical field [0001] The invention belongs to the field of purification and purification of chemical synthesis, and particularly relates to a method for removing trace aldehyde-based impurities in 1,3-propanediol. Background technique [0002] 1,3-Propanediol (1,3-PDO) has important applications in polyester, moisturizing and antibacterial lotion of cosmetics, etc., but its main use at present is as a monomer and terephthalic acid to synthesize new polyester Material—Polytrimethylene terephthalate (PTT), which accounts for more than 80% of its downstream applications, PTT polyester fiber has nylon-like lofty feel, acrylic-like loft, polyester-like strength, lasting comfort and elasticity beyond spandex. It is a rare material in the market and an ideal fiber material, and has a very broad market application prospect. [0003] The good development prospects of PTT have attracted widespread attention. With the continuous development of new technologies, Degussa (water method...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/88C07C31/20B01J31/06
CPCC07C29/88B01J31/06C07C31/205Y02P20/584
Inventor 赵聪董龙跃牟通刘俊贤刘清贝刘喆吕艳红刘振峰
Owner WANHUA CHEM GRP CO LTD
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