Process for continuously preparing N-hydroxyethyl-1, 3-propane diamine by using micro-mixing and fixed bed reactor

A fixed bed reactor and hydroxyethyl technology, which is applied in the preparation of organic compounds, amino hydroxyl compounds, carboxylic acid nitriles, etc., can solve the problems of low production efficiency, many by-products, complex processes, etc., and improve efficiency , low cost, improve the effect of mass transfer and heat transfer

Pending Publication Date: 2021-07-23
DALIAN UNIV OF TECH
View PDF9 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, there are two main synthetic routes of N-hydroxyethyl-1,3-propanediamine, one is to use 1,3-propylenediamine and ethylene oxide as raw materials to prepare N-hydroxyethyl-1, 3-propanediamine (Eur J Med Chem, 30,47,1995; J Med Chem 12,236,1969; US4814443; Acta Pharmaceutica Sinica (4), 302,1981; CN1752092A) although this method is simple in synthetic route, because N-hydroxy The amino group of ethyl-1,3-propanediamine is extremely active, and it is easy to add and convert ethylene oxide into by-product N,N-dihydroxyethyl-1,3-propanediamine during the preparation process, so 1,3-propanediamine needs

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Process for continuously preparing N-hydroxyethyl-1, 3-propane diamine by using micro-mixing and fixed bed reactor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] (1) Firstly, the reactor 11 and the reactor 17 are filled with catalyst 4A type molecular sieve and Raney-Ni respectively. (2) Open the nitrogen cylinder 1, purge the whole system, discharge the air, set the pressure of the fixed bed reactor 11 through the nitrogen pressure reducing valve 14: 3MPa, and set the temperature by the temperature controller 16: 35°C. The pressure of the fixed bed reactor 17 is set by the hydrogen cylinder 19 through the pressure reducing valve 14 to the system: 3MPa, and the hydrogen flow rate is controlled by the mass flow controller 18, and the temperature is set by the temperature controller 16 to 65°C. (3) Use two double-plunger micropumps 7 to transport ethanolamine (99%) and acrylonitrile (99%) to the fixed-bed reactor 11 filled with 4A type molecular sieve catalyst in a molar ratio of 1.1:1 for reaction, At an airspeed of 0.75h -1 Under the condition, continuous reaction makes the reaction solution that contains N-hydroxyethyl-3-amino...

Embodiment 2

[0025] Using the production method of Example 1, the difference is that the ethanolamine ethanol solution with a concentration of 80% is used, the concentration of acrylonitrile is 99%, the molar ratio of ethanolamine to acrylonitrile is 2:1, the reaction temperature is 50° C., and the reaction pressure is 4 MPa. speed is 1h -1 , the catalyst is 3A molecular sieve, the catalyst for hydrogenation is: 5% NaOH ethanol solution, the content of N-hydroxyethyl-3-aminopropionitrile in the hydrogenation raw material is 30%, and the content of NaOH is 0.5%; hydrogen and N-hydroxyethyl - The molar ratio of 3-aminopropionitrile is 10:1, the reaction temperature is 70°C, the reaction pressure is 4MPa, and the space velocity is 0.8h -1 , the hydrogenation catalyst is Raney Ni, the conversion rate of acrylonitrile is 99.8%, and the yield rate of N-hydroxyethyl-1,3-propanediamine is 99.2%.

Embodiment 3

[0027] Adopt the production method of Example 1, the difference is that the ethanolamine methanol solution with a concentration of 60% is used, the concentration of acrylonitrile is 99%, the molar ratio of ethanolamine to acrylonitrile is 1.2:1, the reaction temperature is 25°C, and the reaction pressure is 2MPa. Residence time 1.2h -1 , the catalyst is 5A molecular sieve, the catalyst for hydrogenation is: methanol solution of 10% NaOH, the content of N-hydroxyethyl-3-aminopropionitrile in the hydrogenation raw material is 50%, the content of NaOH is 2%, hydrogen and N-hydroxyethyl -The molar ratio of 3-aminopropionitrile is 15:1, the reaction temperature is 55°C, the reaction pressure is 3MPa, and the space velocity is 1.1h -1 , the hydrogenation catalyst is Raney Ni, the conversion rate of acrylonitrile is 99.8%, and the yield of N-hydroxyethyl-1,3-propanediamine is 98.5%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a process for continuously preparing N-hydroxyethyl-1, 3-propane diamine by using micro-mixing and a fixed bed reactor, and belongs to the technical field of organic chemical industry. The process comprises the following steps: taking ethanolamine and acrylonitrile as raw materials, firstly, continuously reacting through a first fixed bed reactor to generate an N-hydroxyethyl-3-aminopropionitrile intermediate, then, carrying out liquid-liquid mixing on the N-hydroxyethyl-3-aminopropionitrile intermediate and a cocatalyst in a first micro-mixing reactor, and then, carrying out gas-liquid mixing on the N-hydroxyethyl-3-aminopropionitrile intermediate and hydrogen in a second micro-mixing reactor together; finally, the intermediate reaction liquid continuously enters a second fixed bed hydrogenation reactor for catalytic hydrogenation, N-hydroxyethyl-1, 3-propane diamine is generated, and the yield is larger than or equal to 98%. The process is continuous in production, simple, less in three wastes, energy-saving, environment-friendly, low in cost and easy to industrialize.

Description

technical field [0001] The invention belongs to the technical field of organic chemical industry, and relates to a process method for continuously preparing N-hydroxyethyl-1,3-propanediamine using micro-mixing and fixed-bed reactors. Background technique [0002] N-Hydroxyethyl-1,3-propanediamine belongs to lower aliphatic diamine and is an important organic chemical intermediate, widely used in medicine, feed, food and other fields. N-hydroxyethyl-1,3-propanediamine is an important intermediate for the synthesis of amifostine in the process of preparing the broad-spectrum cytoprotective agent amifostine. [0003] At present, there are two main synthetic routes of N-hydroxyethyl-1,3-propanediamine, one is to use 1,3-propylenediamine and ethylene oxide as raw materials to prepare N-hydroxyethyl-1, 3-propanediamine (Eur J Med Chem, 30,47,1995; J Med Chem 12,236,1969; US4814443; Acta Pharmaceutica Sinica (4), 302,1981; CN1752092A) although this method is simple in synthetic ro...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07C213/02C07C215/14
CPCC07C213/02C07C253/30
Inventor 孟庆伟谭威卫源安都健
Owner DALIAN UNIV OF TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap