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Catalyst and preparation method thereof and method for preparing 3-hydroxypropionaldehyde

A technology of hydroxypropanal and catalyst, which is applied in the field of 3-hydroxypropanal in the hydration reaction of acrolein, which can solve the problems of decreased conversion rate, increased concentration of polymerization inhibitor, and side reactions, so as to prevent catalyst deactivation and ensure conversion rate effect

Active Publication Date: 2018-07-27
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Moreover, the reaction temperature must be adjusted frequently, and the reaction conversion rate is very sensitive to changes in temperature. A slightly higher temperature adjustment will cause the conversion rate to greatly exceed the average level, and a slightly lower temperature adjustment will cause the conversion rate to drop sharply. The composition of the reactor outlet fluctuates greatly ( Acrolein Hydration and Hydrogenation Synthesis of 1,3-Propanediol New Technology Development Research - Tang Yong, Ph.D. Thesis of East China University of Science and Technology), which brings great challenges to the operation of the reaction process and the stable operation of the subsequent separation system
[0006] At the same time, the use of chelating resin catalysts also requires the addition of a polymerization inhibitor to slow down the catalyst deactivation caused by acrolein condensation deposition. On the one hand, it leads to an increase in cost. In the process of distillation, some side reactions will be caused by the increase of temperature or the increase of the concentration of polymerization inhibitor
[0007] In conclusion, it is difficult for existing technologies to solve the constraints among acrolein conversion, 3-HPA selectivity, catalyst life and operational stability in the process of acrolein hydration to 3-HPA

Method used

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  • Catalyst and preparation method thereof and method for preparing 3-hydroxypropionaldehyde
  • Catalyst and preparation method thereof and method for preparing 3-hydroxypropionaldehyde
  • Catalyst and preparation method thereof and method for preparing 3-hydroxypropionaldehyde

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Effect test

Embodiment 1

[0070] The structural formula of catalyst 1 is Its preparation method is as follows:

[0071] 1) Add 5wt% KHF in the reactor 2 DMF solvent, the temperature was raised to 80 ° C, and hexafluoropropylene was introduced and continuously replenished to maintain the pressure at 2 MPaG. After 5 hours of reaction, the unreacted hexafluoropropylene was depressurized and emptied, and the liquid phase reactant was added with water to make it Layering, the oil phase is a hexafluoropropylene oligomer, which is separated by rectification to obtain a hexafluoropropylene dimer (C6);

[0072] 2) Add aniline, aluminum powder and aluminum trichloride into a high-pressure stirred tank, the molar ratio of aluminum powder and aluminum trichloride is 3:1, the molar ratio of aluminum trichloride to aniline is 0.1, and react at 170°C After 1.5 hours, the generated hydrogen was evacuated and replaced with nitrogen. After the reactor was heated to 270° C., the hexafluoropropylene dimer prepared in s...

Embodiment 2

[0077] The structural formula of catalyst 2 is Its preparation method is as follows:

[0078] 1) Add aniline, aluminum powder and aluminum trichloride to a high-pressure stirred tank, the molar ratio of aluminum powder to aluminum trichloride is 3:1, the molar ratio of aluminum trichloride to aniline is 0.1, and react at 150°C After 0.5h, the generated hydrogen was evacuated and replaced with nitrogen. After heating the reactor to 250°C, octafluoroisobutene was introduced into the reactor. The molar ratio of octafluoroisobutene to aniline was 2.1. Quench the catalyst with 25 times the molar amount of aluminum to quench the catalyst and make the reaction solution layered. The oil phase is a branched chain alkylaniline substituted by octafluoroisobutane (the selectivity of 2,6-substituted is 83%). Distillation obtains 2,6-difluoro branched chain alkylaniline;

[0079] 2) 2,6-difluoro-branched alkylaniline reacted with 2.1 times the molar amount of sodium chloroacetate and 1.1...

Embodiment 3

[0083] The structural formula of catalyst 3 is Its preparation method is as follows:

[0084] 1) Add 3wt% KHF in the reactor 2 DMF solvent, the temperature was raised to 100 °C, and octafluoroisobutene was introduced and continuously replenished to maintain the pressure at 4MPaG. After 3 hours of reaction, the unreacted octafluoroisobutene was depressurized and emptied, and the liquid phase reactant was added with water to make it Separation, the oil phase is octafluoroisobutene oligomer, separated by rectification to obtain octafluoroisobutene dimer (C8), trimer (C12), tetramer (C16);

[0085] 2) Add aniline, aluminum powder and aluminum trichloride to a high-pressure stirred tank, the molar ratio of aluminum powder and aluminum trichloride is 3:1, the molar ratio of aluminum trichloride to aniline is 0.15, and react at 190°C After 3 hours, the generated hydrogen was evacuated and replaced with nitrogen, and the temperature of the reactor was raised to 290°C, and the octaf...

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Abstract

The invention relates to a catalyst and a preparation method thereof, and a method for preparing 3-hydroxypropionaldehyde. The catalyst has the excellent hydrophobicity, can be dissolved in a non-polar solvent and cannot be dissolved in water. The catalyst is suitable for catalyzing a hydration reaction of acrolein to prepare 3-hydroxypropionaldehyde. When an oil-water two-phase technology is usedfor preparing 3-hydroxypropionaldehyde, the catalyst cyclic utilization degree is effectively improved, the loss of the catalyst is reduced, the single-way conversion rate of acrolein of the technology is high, the technological process is easy to control, and the problems that an acrolein hydrated solid catalyst is unstable and prone to losing activity, and a water soluble catalyst is not easy to separate are effectively solved.

Description

technical field [0001] The invention relates to a catalyst, in particular to a catalyst for preparing 3-hydroxypropionaldehyde, a preparation method thereof, and a method for preparing 3-hydroxypropionaldehyde by using the catalyst to catalyze the hydration reaction of acrolein. Background technique [0002] 3-Hydroxypropionaldehyde (3-HPA) is an intermediate for the production of high-performance polymer monomer 1,3-propanediol. The preparation methods of 3-HPA mainly include acrolein hydration and ethylene oxide (EO) hydroformylation Two routes. The catalyst formula and catalyst recovery process of ethylene oxide hydroformylation are very complicated, and EO reacts with synthesis gas under high pressure, so the risk level and equipment investment are relatively high (patents US5777182, CN1216034A, CN1201407A, CN1520420A, etc.). The reaction conditions of the acrolein hydration method are mild and the investment is small. However, since the raw material acrolein and 3-HPA ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/04B01J31/02C07C229/16C07C227/08C07C227/16C07F9/38C07C47/19C07C45/64
CPCB01J31/0268B01J31/04B01J2231/32C07C45/64C07C227/08C07C227/16C07C229/16C07F9/3813C07C47/19Y02P20/584
Inventor 袁帅黄少峰王中华赵聪董龙跃刘振峰吕艳红任亚鹏许振成黎源
Owner WANHUA CHEM GRP CO LTD
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