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Method for selectively synthesizing N-alkylaminodipropionate solution

An alkylamino dipropionate, selective technology, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc. The effect of improving conversion efficiency

Active Publication Date: 2020-10-30
WENZHOU INST UNIV OF CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, there is no method to generate high-purity N-alkylaminopropionate or N-alkylaminodipropionate, and for the selective generation of N - There are many studies on alkyl aminopropionate (such as US2468012, US2816911); US patent US5922909 introduces the ratio of N-alkylaminopropionate and N-alkylaminodipropionate by controlling the pH of the reaction method, but its adjustment range is not large, and it is impossible to achieve an absolute advantage
Therefore, existing synthetic method is difficult to obtain N-alkylaminodipropionate alone

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] A method for selectively synthesizing N-alkylaminodipropionate solution, comprising the following steps:

[0029] S1: Take 103 grams of methyl acrylate (1.2 moles) and dissolve it in 500 ml of methyl tert-butyl ether to make a methyl acrylate solution;

[0030] S2: Add 93 g of dodecylamine (0.5 mol) dropwise to the methyl acrylate solution, and the dropwise addition is completed in 1 hour; then react at a temperature of 30°C for 20 hours;

[0031] S3: Add 1100 ml of 1.0 mol / L potassium hydroxide solution to the reaction solution, and react at a temperature of 40° C. for 18 hours;

[0032] S4: Add 1.2 liters of pure water to the reaction solution, and then distill it under reduced pressure at a temperature of 50°C and a pressure of 0.02 MPa to reach 800 grams. The content of potassium N-alkylaminodipropionate in the obtained solution is 24.4%, and the purity is 98%. .

Embodiment 2

[0034] A method for selectively synthesizing N-alkylaminodipropionate solution, comprising the following steps:

[0035] S1: Take 215 grams of methyl acrylate (2.5 moles) and dissolve it in 1000 ml of methyl tert-butyl ether to make a methyl acrylate solution;

[0036] S2: Add 93 grams of dodecylamine (0.5 moles) dropwise to the methyl acrylate solution, and the addition is completed in 1.5 hours; then react at a temperature of 55°C for 12 hours;

[0037] S3: Add 750 ml of 2.0 mol / L potassium hydroxide solution to the reaction liquid, and react at a temperature of 55° C. for 14 hours;

[0038] S4: Add 1.8 liters of pure water to the reaction solution, and then distill it under reduced pressure at a temperature of 85°C and a pressure of 0.01 MPa to reach 800 grams. The content of potassium N-alkylaminodipropionate in the obtained solution is 22.7%, and the purity is 97%. .

Embodiment 3

[0040] A method for selectively synthesizing N-alkylaminodipropionate solution, comprising the following steps:

[0041] S1: Dissolve 86 grams of methyl acrylate (1 mole) in 500 ml of methyl tert-butyl ether to make a methyl acrylate solution;

[0042] S2: Add 93 grams of dodecylamine (0.5 moles) dropwise to the methyl acrylate solution, and the addition is completed in 0.5 hours; then react at a temperature of 18°C ​​for 30 hours;

[0043] S3: Add 2.0 liters of 0.5 mol / liter potassium hydroxide solution to the reaction liquid, and react at a temperature of 15° C. for 25 hours;

[0044] S4: Add 500 ml of pure water to the reaction solution, and then distill it under reduced pressure at a temperature of 35°C and a pressure of 0.03 MPa to reach 800 grams. The content of potassium N-alkylaminodipropionate in the resulting solution is 20.5%, and the purity is 96%. .

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PUM

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Abstract

The invention belongs to the technical field of organic synthesis and particularly discloses a method for selectively synthesizing an N-alkylaminodipropionate solution. The method comprises the following steps: with akyl primary amine and acrylate as raw materials, dissolving acrylate in an organic solvent to prepare an acrylate solution; dropwise adding alkyl primary amine into the acrylate solution so as to allow a reaction to be implemented in a direction of generating N-alkylamino dipropionic ester; and adding an aqueous solution of alkali metal hydroxide to convert N-alkylamino dipropionic ester into N-alkylaminodipropionate, and carrying out reduced-pressure distillation to remove the organic solvent in order to realize selective synthesis of N-alkylaminodipropionate. According to the method, high-purity N-alkylaminodipropionate can be obtained, and an impurity content can be reduced to 5% or below; high temperature, high pressure and complex crystallization and purification steps are not needed, so the method is simple and feasible; and the used raw materials and solvents can be recycled, so the method is very energy-saving and environment-friendly.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a method for selectively synthesizing N-alkylaminodipropionate solution. Background technique [0002] N-Alkylaminopropionates and N-Alkylaminodipropionates are two types of very useful surfactants, which are widely used as cleaning agents, emulsifiers, flotation agents and electroplating additives, etc. At present, the synthesis of these two types of compounds is basically obtained by converting fatty amines and α, β-unsaturated acids, nitriles or esters under certain conditions, but the reaction products are mixed with N-alkylaminopropionate and N-alkylaminodi Propionate, and due to the difference in the hydrophilic and lipophilic properties of N-alkylaminopropionate and N-alkylaminodipropionate and the wide application in daily chemicals such as household detergents and cosmetics, selectivity is required Both types of material were prepared in high purit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C229/16C07C227/18C07C227/40
CPCC07C227/18C07C227/08C07C227/40C07C229/16
Inventor 周华彭波谭颖
Owner WENZHOU INST UNIV OF CHINESE ACAD OF SCI
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