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Preparation method of dentritic tetrameric cationic quaternary ammonium surface activity monomer

A technology of surface active monomer and polycation, which is applied in the preparation of quaternary ammonium salt type surface active monomer and the field of preparation of quaternary ammonium salt cationic surface active monomer, which can solve the problem that affects the final performance of the polymer and the final product cannot be purified. , low molecular weight of the polymerization reaction, etc., to achieve the effect of safe use, simple operation and easy control, and simple purification

Inactive Publication Date: 2018-05-15
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, many domestic researchers have studied the preparation methods of polymerizable surface-active monomers. Usually, the synthesis methods are complicated, the product purification is difficult, the product yield is low, and the surface activity of the monomers is low after synthesis. In addition, emulsifiers are added to promote the homogeneous polymerization of oil-soluble monomers and water-soluble monomers, but the addition of emulsifiers not only makes the final product unable to be purified, but also small molecules such as emulsifiers will also promote chain transfer during the polymerization process. Make the molecular weight of the polymerization reaction low, thus affecting the final performance of the polymer
In addition, there is no public research report on the synthesis of dendritic tetramer cationic quaternary ammonium salt type surface active monomers in China.

Method used

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  • Preparation method of dentritic tetrameric cationic quaternary ammonium surface activity monomer
  • Preparation method of dentritic tetrameric cationic quaternary ammonium surface activity monomer
  • Preparation method of dentritic tetrameric cationic quaternary ammonium surface activity monomer

Examples

Experimental program
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Effect test

Embodiment 1

[0035] (1) Preparation of compound I

[0036] Build a reaction device, including a water bath, a three-necked flask, a spherical condenser, a drying tube, and a nitrogen supply device. First, put the built device in an ice-water bath, and pass nitrogen gas for 5 minutes, take 2.9g (20mmol) of 3,3-diamino-N-methyldipropylamine and dissolve it in 5ml of anhydrous methanol, add the spherical condensation In the three-necked flask of the tube and drying tube, pass nitrogen gas for another 20 minutes, then measure 13.76g (160mmol) methyl acrylate and add it into the three-necked flask at a rate of drop / 3s under dark conditions. After the addition, the system will naturally return to room temperature , and then set at 30°C and reacted for 24h. After the reaction was finished, methanol was removed by rotary evaporation, and methyl acrylate was removed by repeated addition of anhydrous methanol, and methyl acrylate was removed by rotary evaporation for more than 5 times, and finally ...

Embodiment 2

[0044] (1) Preparation of compound I

[0045] Build a reaction device, including a water bath, a three-necked flask, a spherical condenser, a drying tube, and a nitrogen supply device. First, put the built device in an ice-water bath, and pass nitrogen gas for 5 minutes, take 2.175g (15mmol) of 3,3-diamino-N-methyldipropylamine and dissolve it in 10ml of anhydrous methanol, add the spherical condensation In the three-necked flask of the tube and the drying tube, pass nitrogen gas for 20 minutes, then measure 8.6g (100mmol) methyl acrylate and add it into the three-necked flask at a rate of drop / 3s under dark conditions, and wait for the system to return to room temperature naturally after the addition , and then set at 25°C, and reacted for 30h. After the reaction was finished, methanol was removed by rotary evaporation, and methyl acrylate was removed by repeated addition of anhydrous methanol, and methyl acrylate was removed by rotary evaporation for more than 5 times, and ...

Embodiment 3

[0053] (1) Preparation of compound I

[0054] Build a reaction device, including a water bath, a three-necked flask, a spherical condenser, a drying tube, and a nitrogen supply device. First, place the built device in an ice-water bath, and pass nitrogen gas for 5 minutes, take 2.175g (15mmol) of 3,3-diamino-N-methyldipropylamine and dissolve it in 15ml of anhydrous methanol, add the top-connected spherical condensation In the three-necked flask of the tube and drying tube, pass nitrogen gas for 20 minutes, then measure 9.03g (105mmol) methyl acrylate and add it into the three-necked flask at a rate of drop / 3s under dark conditions, and wait for the system to return to room temperature naturally after the addition , and then set at 40°C, and reacted for 36h. After the reaction was finished, methanol was removed by rotary evaporation, and methyl acrylate was removed by repeated addition of anhydrous methanol, and methyl acrylate was removed by rotary evaporation for more than ...

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Abstract

The invention relates to a preparation method of a dentritic tetrameric cationic quaternary ammonium surface activity monomer, which includes steps of fully mixing methyl acrylate and monomer 3, 3-diamido-N-methyldipropylamine and then performing addition reaction; adding 6- bromine-1-hexene to perform quaternization reaction; depressurizing and removing solvent; then adding absolute ether as precipitator to wash for three times; adding N, N-dimethyl-1, 3-propane diamine to perform amidation; depressurizing and removing excessive N, N-dimethyl-1, 3-propane diamine to perform amidation; addinglong-chained monomer 1-dodecyl bromide to perform quaternary amination reaction; after finishing the reaction, repeatedly washing for over three times to obtain the pure dentritic tetrameric cationicquaternary ammonium surface activity monomer. The preparation method is easy to obtain raw materials, simple in synthesis step and product purification, high in yield, safe in use, convenient to store, low in temperature required by the process, simple and easy-controlled operation, low in energy consumption, wide in application prospect; the preparation method is applicable to the industrial production.

Description

technical field [0001] The invention relates to a preparation method of a surface active monomer, in particular to a preparation method of a quaternary ammonium salt cationic surface active monomer, in particular to a quaternary ammonium salt type surface active monomer containing a dendritic structure and a tetramer cation Monomer preparation method. Background technique [0002] Dendritic tetramer cationic quaternary ammonium salt surfactants have dendritic structure and hydrocarbon hydrophobic groups at the same time, have high surface activity, emulsification stability and aggregation performance, and can form aggregates of various structures, such as human-like Brain vesicles, nano-aggregates, and heterogeneously separated micelles can be applied in many fields such as drug carriers, oil viscosity reduction, and sewage purification treatment, and have become one of the current research hotspots. Surfactant monomer, or polymerizable surfactant (surfmer), is a functional...

Claims

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Application Information

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IPC IPC(8): C07C231/12C07C237/10B01F17/18B01F17/22C09K23/18C09K23/22
CPCC07C227/08C07C227/16C07C231/02C07C231/12C09K23/00
Inventor 车玉菊孟凡君刘宇龙马庆林
Owner SHANDONG UNIV
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