2,2'-azo(2-methyl-N-(2-hydroxyethyl)propionamide) preparation method

A technology of hydroxyethyl and propionamide, applied in the direction of organic chemistry, can solve the problems of material loss, difficult layering operation, serious environmental pollution, etc., and achieve the effect of easy operation, clear layering interface, and avoiding material loss

Pending Publication Date: 2019-09-20
SHANGHAI SHISI CHEM PROD
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] (2) After the hydrolysis is finished, in order to obtain the intermediate dimethyl azobisisobutyrate, static layering is required. During the layering, there are a large amount of flocs in the system, and the layering operation is extremely difficult, and the separation between the aqueous phase and the organic phase cannot be guaranteed. effective separation;
[0008] (3) A large amount of sulfur dioxide harmful gas is produced in the reaction process, which seriously pollutes the environment;
[0009] (4) Need to use a large amount of anhydrous sodium carbonate desiccant;
[0010] (5) There is a certain material loss in the process of separately obtaining the intermediate dimethyl azobisisobutyrate

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
  • 2,2'-azo(2-methyl-N-(2-hydroxyethyl)propionamide) preparation method
  • 2,2'-azo(2-methyl-N-(2-hydroxyethyl)propionamide) preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] In a 500 ml three-necked flask with a stirring and reflux device, first drop 41.8 grams of 98% 2,2'-azobisisobutyronitrile (0.25mol) and 200 grams of toluene, and then drop into 18.4 grams of 99.9% methanol (0.575mol) , start stirring, and start to slowly feed 19.4 grams of 99% hydrogen chloride gas (0.525 mol) under cooling at 15° C., wherein the rate of hydrogen chloride gas feeding is 38 g / hour.

[0034] Then control the material temperature at 18°C ​​and keep it warm for 38 hours. After the reaction, the reaction solution was dripped into water at a rate of 110 g / h for hydrolysis for 0.5 hours. After the hydrolysis, the layers were separated. 12 grams of methanol was added to the organic phase, and the vacuum distillation was carried out for 2 hours. The pressure of the vacuum distillation was -0.097 MPa.

[0035] After the distillation, the organic phase was dripped into 31.5 grams of 30% sodium methylate solution (sodium methylate 0.175mol) and 33.5 grams of 98% m...

Embodiment 2

[0038] In a 500 ml three-necked flask with a stirring and reflux device, first drop 41.8 grams of 98% 2,2'-azobisisobutyronitrile (0.25mol) and 200 grams of toluene, and then drop into 16.4 grams of 99.9% methanol (0.5125mol) , start stirring, and start to feed 20.3 grams of 99% hydrogen chloride gas (0.55 mol) slowly under cooling at 15° C., wherein the hydrogen chloride gas feeding rate is 45 g / hour.

[0039] Then control material temperature 22 ℃, keep warm for 38 hours. After the reaction, the reaction solution was dripped into water at a rate of 110 g / hour to carry out the hydrolysis reaction for 1.5 hours. After the hydrolysis, the layers were separated, and 18 grams of methanol was added to the organic phase, and the vacuum distillation was carried out for 2.5 hours. The pressure of the vacuum distillation was -0.099MPa .

[0040] After the distillation, the organic phase was dripped into 27.0 grams of 30% sodium methylate solution (sodium methylate 0.15mol) and 32.7 g...

Embodiment 3

[0043] In a 500 ml three-necked flask with a stirring and reflux device, first drop 41.8 grams of 98% 2,2'-azobisisobutyronitrile (0.25mol) and 200 grams of toluene, and then drop into 17.6 grams of 99.9% methanol (0.55mol) , start stirring, and start to feed 19.4 grams of 99% hydrogen chloride gas (0.525 mol) slowly under cooling at 15° C., wherein the hydrogen chloride gas feeding rate is 42 g / hour.

[0044] Then control material temperature 20 ℃, keep warm for 38 hours. After the reaction, the reaction solution was dripped into water at a rate of 110 g / h for hydrolysis for 1.5 hours. After the hydrolysis, the layers were separated. 20 g of methanol was added to the organic phase, and the vacuum distillation was carried out for 2.5 hours. The pressure of the vacuum distillation was -0.01 MPa.

[0045]After the distillation, the organic phase was dripped into 15.3 grams of 30% sodium methoxide solution (sodium methoxide 0.085mol) and 32.7 grams of 98% monoethanolamine (0.525m...

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 2,2'-azo(2-methyl-N-(2-hydroxyethyl)propionamide) preparation method, which comprises: adding 2,2'-azobisisobutyronitrile, methanol and toluene to a reactor having a stirring and reflux device, starting stirring, slowly introducing hydrogen chloride gas under cooling, and controlling the temperature of the material and carrying out a thermal insulation reaction; after completing the reaction, adding the reaction liquid into water in a dropwise manner, carrying out a hydrolysis reaction, layering after completing the hydrolysis, adding a small amount of methanol to the organic phase, and carrying out pressure reducing distillation for a certain time; after completing the distillation, slowly adding the organic phase into a mixed solution of sodium methoxide and monoethanolamine in a dropwise manner, and carrying out thermal insulation; after completing the thermal insulation, carrying out solid-liquid separation by a centrifuge, continuously washing the solid with water, crystallizing, carrying out centrifugation until the material is dried, placing the material in a drying device, and drying; and after the drying, cooling the material to a normal temperature to obtain the 2,2'-azo(2-methyl-N-(2-hydroxyethyl)propionamide) product, wherein the product content (HPLC) is more than 98%, and the yield is 55-75%.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a preparation method of 2,2'-azo(2-methyl-N-(2-hydroxyethyl)propionamide). Background technique [0002] 2,2'-Azo(2-methyl-N-(2-hydroxyethyl)propionamide) is a safe and efficient initiator because of its stability, low toxicity and difficult to decompose. [0003] The materials related to the synthesis method of 2,2'-azo (2-methyl-N-(2-hydroxyethyl)propionamide) include: Journal of Changzhou University (Natural Science Edition), Volume 23, Issue 4 "Azo Synthesis of Diisobutyryl(N-Ethanol)amine”, December 2011. [0004] The method uses azobisisobutyronitrile and methanol as raw materials, and reacts by adding thionyl chloride dropwise to obtain azoimine methyl ether hydrochloride. After hydrolysis, layering and drying, azoimine methyl ether hydrochloride The intermediate dimethyl azobisisobutyrate is obtained, and the dimethyl azobisisobutyrate undergoes aminolysis reaction wit...

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): C07C245/04
CPCC07C245/04
Inventor 梁俊龙殷俊廖本仁
Owner SHANGHAI SHISI CHEM PROD
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