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Novel amido-linkage imidazolium salt gemini surfactant and preparation method thereof

A Gemini surface and amide bond technology, which is applied in chemical instruments and methods, dissolution, organic chemistry, etc., can solve the problems of high reaction temperature, long reaction time, and solvent toxicity, and achieve low reaction temperature, short reaction time, and solvent toxicity. small effect

Inactive Publication Date: 2013-11-27
QIQIHAR UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to solve the problems of complex operation, high cost, high reaction temperature, long reaction time and high toxicity of the solvent used in the existing preparation method of heterocyclic gemini surfactants containing amide bonds, and provide a new type of amide Bonded imidazolium salt-based gemini surfactant and preparation method thereof

Method used

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  • Novel amido-linkage imidazolium salt gemini surfactant and preparation method thereof
  • Novel amido-linkage imidazolium salt gemini surfactant and preparation method thereof
  • Novel amido-linkage imidazolium salt gemini surfactant and preparation method thereof

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specific Embodiment approach 1

[0022] Specific embodiment one: The general structural formula of the novel amide-linked imidazolium-based gemini surfactant of the present embodiment is as follows:

[0023]

[0024] where R=C n h 2n+1 , n=6, 8, 10, 12, 14, 16, 18.

specific Embodiment approach 2

[0025] Specific embodiment two: the preparation method of the novel amide linkage imidazolium base gemini surfactant of the present embodiment is carried out according to the following steps:

[0026] 1. Add ethylenediamine and 1-bromoalkane to the dimethylformamide solvent, then add NaOH, and react for 26h to 30h at room temperature and at a stirring speed of 800r / pm to 1200r / pm, and the reaction is complete After filtration, a white solid was obtained. The white solid was washed 3 to 5 times with a NaOH aqueous solution with a mass fraction of 50% to 70%, and then recrystallized with an aqueous ethanol solution. Dry at 30-35°C for 5h-6h to obtain N,N'-dialkylethylenediamine; wherein the chemical formula of the 1-bromoalkane and 1-bromoalkane is C n h 2n+1Br, n=6, 8, 10, 12, 14, 16, 18, the ratio of the amount of ethylenediamine to 1-bromoalkane is 1: (2~3), the dimethyl The ratio of the volume of methyl formamide to the amount of 1-bromoalkane is 20mL: (0.02-0.03) mol, and...

specific Embodiment approach 3

[0031] Embodiment 3: This embodiment is different from Embodiment 2 in that the ratio of the amount of ethylenediamine to 1-bromoalkane in step 1 is 1:2.75. Other steps and parameters are the same as in the second embodiment.

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Abstract

The invention relates to a novel amido-linkage imidazolium salt gemini surfactant and a preparation method thereof, and the preparation method can be used for solving the problems that the existing preparation method of the amido-linkage heterocyclic gemini surfactant is complicated to operate, high in cost and reaction temperature, long in reaction time, and large in solvent toxicity. The preparation method comprises the following steps of: I, N-alkylation; II, amidation; III, quaternization to obtain the product amido-linkage imidazolium salt gemini surfactant. The preparation method is simple for three-step reaction operations, capable of shortening the reaction time, and mild in reaction conditions, the solvent toxicity is small, the raw material cost is low, the hydrophilic property of the novel amido-linkage imidazolium salt gemini surfactant can be greatly improved through introducing strong-polarity amido linkage and two positive nitrogen ion heads, the novel amido-linkage imidazolium salt gemini surfactant has good biodegradability through introducing nitrogen heterocyclic ring and amido linkage, and the environmentally-friendly gemini surfactant can be used in multiple fields of cleaning, sterilization, restraint of metal corrosion, sewage treatment and the like.

Description

technical field [0001] The invention relates to a novel gemini surfactant and a preparation method thereof. Background technique [0002] The emergence of new amphiphilic molecules has attracted a lot of scientific research by many industrial and academic research groups. These types of amphiphilic molecules are gemini or dimeric surfactants, which usually consist of two hydrocarbon chains and two head groups linked together by a rigid or flexible spacer. Compared with traditional single-chain surfactants, these surfactants have better physical and chemical properties such as: lower critical micelle concentration (cmc), higher solubility, better wetting and foaming properties. [0003] In recent years, many emerging cationic gemini surfactants have been synthesized, such as cationic gemini surfactants containing heterocycles such as imidazole, pyridine, triazine, tetrahydropyrrole, hexahydropiperidine and triazole. Nitrogen-containing heterocyclic compounds have unique bio...

Claims

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Application Information

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IPC IPC(8): B01F17/22C07D233/58C09K23/22
Inventor 王丽艳郑永杰邢凤兰秦洪磊徐群孙竹孙雷
Owner QIQIHAR UNIVERSITY
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