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Preparation method of quaternary ammonium salt Gemini surfactant containing alkyl amide ethyl

A surfactant and alkyl amide technology, which is applied in the field of organic compound synthesis, can solve the problems of product residue, unfavorable environmental protection, single counter ion, etc., and achieve the effect that the product surface activity does not pollute the environment and the product surface activity is excellent

Inactive Publication Date: 2015-08-12
BEIJING TECHNOLOGY AND BUSINESS UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] So far, most of the research on quaternary ammonium salt Gemini surfactants has used highly toxic and corrosive alkyl halides and dihalogen compounds as methylating reagents, which are not only not conducive to environmental protection, but also have a single counterion, which will be included in the product. There are certain residues, which make surfactant products inevitably have certain irritation and toxicity

Method used

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  • Preparation method of quaternary ammonium salt Gemini surfactant containing alkyl amide ethyl
  • Preparation method of quaternary ammonium salt Gemini surfactant containing alkyl amide ethyl
  • Preparation method of quaternary ammonium salt Gemini surfactant containing alkyl amide ethyl

Examples

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Effect test

Embodiment 1

[0016] (1) Preparation of N,N'-bis(2-laurylamide ethyl)-ethylenediamine

[0017] Add 0.1mol triethylenetetramine, 0.2mol methyl laurate, 0.005mol sodium hydroxide and 30mL toluene into a 250mL round bottom flask, stir and heat to 135℃, react at a constant temperature for 20h, and remove the solvent by rotary evaporation. The volume ratio is Recrystallize 1:1 ether and absolute ethanol to obtain N,N'-bis(2-laurylamide ethyl)-ethylenediamine.

[0018] (2) Preparation of N,N'-dimethyl-bis(2-laurylamide ethyl)-ethylenediamine

[0019] Add 0.1mol N,N'-bis(2-laurylamide ethyl)-ethylenediamine and 30mL isopropanol into a 250mL round bottom flask, slowly add 0.5mol formic acid dropwise while stirring, and then slowly dropwise add 0.4mol formaldehyde The aqueous solution was heated to 98°C and reacted at a constant temperature for 20 hours, and then 5% NaOH solution was added dropwise to adjust the pH to 10-12. A white solid was precipitated, filtered and dried to obtain N,N'-dimethyl-bis( ...

Embodiment 2

[0023] (1) Preparation of N,N'-bis(2-myristylamide ethyl)-propanediamine

[0024] Add 0.1mol N,N′-bis(2-aminoethyl)-1,3-propanediamine, 0.22mol methyl myristate, 0.005mol sodium hydroxide and 30mL toluene into a 250mL round bottom flask, and react at a constant temperature After 20 hours, the solvent was removed by rotary evaporation, and recrystallized with ether and absolute ethanol in a volume ratio of 1:1 to obtain N,N'-bis(2-myristylamide ethyl)-propylene diamine.

[0025] (2) Preparation of N,N'-dimethyl-bis(2-myristylamide ethyl)-propanediamine

[0026] Add 0.1mol N,N'-bis(2-myristylamide ethyl)-propanediamine and 35mL isopropanol to a 250mL round bottom flask, slowly add 0.5mol formic acid dropwise while stirring, and then slowly dropwise add 0.4mol The aqueous formaldehyde solution was heated to 98°C and reacted at a constant temperature for 20 hours, and then 5% NaOH solution was added dropwise to adjust the pH value to 10-12. A white solid was precipitated, filtered and d...

Embodiment 3

[0030] (1) Preparation of N,N'-bis-(2-palmitylamide ethyl)-ethylenediamine

[0031] Add 0.1mol triethylenetetramine, 0.2mol methyl palmitate, 0.005mol sodium hydroxide and 40mL toluene into a 250mL round bottom flask, stir and heat to 135℃, react at a constant temperature for 20h, and remove the solvent by rotary evaporation. The volume ratio is 1:1 ether and absolute ethanol are recrystallized to obtain N,N'-bis(2-palmitylamide ethyl)-ethylenediamine.

[0032] (2) Preparation of N,N'-dimethyl-bis(2-palmitylamide ethyl)-ethylenediamine

[0033] Add 0.1mol N,N'-bis(2-palmitylamideethyl)-ethylenediamine and 40mL isopropanol to a 250mL round bottom flask, slowly add 0.5mol formic acid dropwise while stirring, and then slowly dropwise add 0.4mol formaldehyde The aqueous solution was heated to 98°C and reacted at a constant temperature for 20 hours, and then 5% NaOH solution was added dropwise to adjust the pH to 10-12. A white solid was precipitated, filtered and dried to obtain N,N'-di...

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Abstract

The invention provides a preparation method of a quaternary ammonium salt Gemini surfactant containing alkyl amide ethyl, belonging to the technical field of synthesis of organic compounds. The preparation method of the quaternary ammonium salt Gemini surfactant containing alkyl amide ethyl comprises the following steps: preparing diamine containing alkyl amide ethyl, which is prepared from triethylenetetramine or N,N'-di(2-aminoethyl)-1,3-propane diamine and fatty acid methyl ester under the action of an alkaline catalyst, carrying out reaction on diamine, formaldehyde and formic acid to prepare ditertiary amine; and finally, carrying out reaction on ditertiary amine and dimethyl carbonate to generate the quaternary ammonium salt Gemini surfactant containing alkyl amide ethyl. The preparation method has the advantages that the surface activity of a product is excellent, the environment is not polluted and the like, a green chemical principle is met and the preparation method is a clean production process.

Description

Technical field [0001] The invention relates to the preparation of a quaternary ammonium salt Gemini surfactant containing alkyl amide ethyl groups, in particular to the preparation of a quaternary ammonium salt Gemini surfactant containing alkyl amide ethyl groups by a dimethyl carbonate method, which belongs to organic compounds The field of synthesis technology. Background technique [0002] Compared with ordinary surfactants, quaternary ammonium salt Gemini surfactants have higher surface activity, lower critical micelle concentration, lower Krafft point, unusual viscoelastic properties, unique rheological properties, and excellent It has a series of unique properties such as good solubility, good biodegradability and low toxicity, as well as some unique properties such as bactericidal, antiseptic, antistatic, softness, etc., which have always been the focus and hotspot of people's research. [0003] In the long-chain fatty alkyl group in the molecular structure of the quatern...

Claims

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Application Information

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IPC IPC(8): B01F17/18B01F17/22C07C233/36C07C231/12C09K23/18C09K23/22
Inventor 刘红芹胡俊徐宝财周雅文张桂菊
Owner BEIJING TECHNOLOGY AND BUSINESS UNIVERSITY
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