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A kind of ionic liquid base gemini cationic surfactant and synthetic method

A surfactant and ionic liquid technology, applied in the field of ionic liquid-based Gemini cationic surfactant and synthesis, can solve the problems of high toxicity, high melting point, unfavorable application, etc., and achieve the effect of low irritation and high synthesis yield

Active Publication Date: 2021-02-05
ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional Gemini cationic surfactants are mostly symmetrical, with high melting points, and the toxicity of pyridinium salts and quaternary phosphonium salts is relatively high, which is not conducive to their application in the field of biological enzyme catalysis

Method used

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  • A kind of ionic liquid base gemini cationic surfactant and synthetic method
  • A kind of ionic liquid base gemini cationic surfactant and synthetic method
  • A kind of ionic liquid base gemini cationic surfactant and synthetic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] The synthetic method of the ionic liquid-based Gemini cationic surfactant of the present embodiment is as follows:

[0030] (1) Add 40.38g (0.2mol) of 1,3-dibromopropane and 20g of methanol into a four-neck round bottom flask, heat up to boiling under stirring, add 1g of tetrabutylammonium bromide, and dropwise add 10.67g (0.05mol )N,N-Dimethyldodecyl tertiary amine, maintain the reflux temperature, stir and react for 8 hours, distill the methanol off under reduced pressure, wash the solid with ethyl acetate three times, and dry the filter cake in vacuum at 50°C for 10 hours to obtain Intermediate N,N-dimethyl (1-bromopropyl) dodecyl ammonium bromide, yield 90.5%;

[0031] (2) Add 30g of isopropanol to a four-neck round bottom flask, then add 18.79g (0.0453mol) N,N-dimethyl (1-bromopropyl) dodecyl ammonium bromide and 9.43g (0.0453mol) mol) N-decyl imidazole, then add 1g of tetrabutylammonium bromide and stir to raise the temperature to 80°C. After stirring and reactin...

Embodiment 2

[0041] The synthetic method of the ionic liquid-based Gemini cationic surfactant of the present embodiment is as follows:

[0042] (1) Add 59.78g (0.202mol) of 1,3-diiodopropane and 20g of ethanol into a four-neck round bottom flask, heat up to boiling under stirring, add 1g of tetrabutylammonium iodide, dropwise add 14.23g (0.0668mol )N,N-Dimethyldodecyl tertiary amine, maintain the reflux temperature, stir and react for 8 hours, distill off the ethanol under reduced pressure, wash the solid with chloroform three times, and dry the filter cake in vacuum at 60°C for 6 hours to obtain the intermediate N, N-dimethyl (1-iodopropyl) dodecyl ammonium iodide, yield 96%;

[0043] (2) Add 30g of ethanol to a four-neck round bottom flask, then add 32.6g (0.064mol) N,N-dimethyl (1-iodopropyl) dodecyl ammonium iodide, 15.89g (0.0672mol) N-dodecyl imidazole and 1g tetrabutylammonium iodide, stirred and raised to 70°C, stirred for 36 hours, distilled off ethanol under reduced pressure, wa...

Embodiment 3

[0046] The synthetic method of the ionic liquid-based Gemini cationic surfactant of the present embodiment, the steps are as follows:

[0047] (1) Add 19.05g (0.15mol) of 1,4-dichlorobutane and 20g of ethanol into a four-neck round bottom flask, heat up to boiling under stirring, add 1.5g of tetrabutylammonium chloride, dropwise add 10.65g ( 0.05mol) N,N-Dimethyldodecyl tertiary amine, maintain the reflux temperature, stir and react for 9 hours, distill off the ethanol under reduced pressure, wash the solid with chloroform three times, and dry the filter cake in vacuum at 60°C for 6 hours to obtain Intermediate N,N-dimethyl (1-chlorobutyl) dodecyl ammonium chloride, yield 95%;

[0048] (2) Add 20g of ethanol to a four-neck round bottom flask, then add 19.35g (0.0569mol) N,N-dimethyl (1-chlorobutyl) dodecyl ammonium chloride, 18.05g (0.068mol) N-Tetradecyl imidazole and 1g tetrabutylammonium chloride, stirred and raised to 60°C, stirred for 72 hours, distilled off ethanol unde...

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Abstract

The invention discloses an ionic liquid-based Gemini cationic surfactant and a synthesis method. Its general structural formula is as follows: wherein, m=8~16, n=8~16, s=2~6, X is I, Br or Cl. The ionic liquid-based Gemini cationic surfactant of the present invention is a functional surfactant, and its hydrophobic side chain and hydrophilic head have amphiphilic properties, and the polarity and hydrophilicity / lipophilicity can be determined by selecting suitable anion and cation to make adjustments. The product of the invention has both the characteristics of ionic liquid and the unique surface and interface properties of surfactants, and can be widely used in biological enzyme catalysis, microemulsion, material preparation, analysis and other fields, and has broad development prospects.

Description

technical field [0001] The invention relates to an ionic liquid-based Gemini cationic surfactant and a synthesis method. Background technique [0002] Gemini surfactant is composed of 1 linking group and 2 "amphiphile structures". It can be divided into cationic, anionic, nonionic and amphoteric, among which cationic is the most widely studied type. Compared with traditional single-chain surfactants, Gemini surfactants have excellent properties, such as high surface activity, low critical micelle concentration and Krafft point, good solubility and adsorption, good calcium soap dispersion properties, easy Aggregation to form micelles and excellent compounding properties, stable chemical properties, compatibility with anionic surfactants, and synergistic effects. Ionic liquids are the hotspot and frontier of current chemical research. They have the advantages of non-volatility and good thermal stability, and can fully meet the needs of green chemistry. Traditional Gemini ca...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D233/61B01F17/18B01F17/32C09K23/18C09K23/32
CPCC07D233/61C09K23/00
Inventor 杨许召王军李亚坤平丹张盈盈吴诗德
Owner ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY