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A kind of polymerizable ester group gemini cationic gemini surfactant and preparation method thereof

A technology of surfactant and gemini surface, applied in the field of ester-based Gemini cationic gemini surfactant and its preparation, can solve the problems of poor biodegradability, affecting application, difficult polymerization of gemini surfactant molecules, etc., to achieve enhanced polymerization Ability, ease of operation, effect of increasing degradability

Inactive Publication Date: 2012-02-01
BENGBU BBCA MEDICINE SCI DEV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, these two kinds of linking bases have disadvantages: using saturated bonds as linking bases, its gemini surfactant molecules are difficult to polymerize, which affects its application in the field of polymer material manufacturing; using benzene rings as linking bases, biological Poor degradability

Method used

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  • A kind of polymerizable ester group gemini cationic gemini surfactant and preparation method thereof
  • A kind of polymerizable ester group gemini cationic gemini surfactant and preparation method thereof
  • A kind of polymerizable ester group gemini cationic gemini surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Example 1 Preparation of 2-butenyl bis(dimethyl n-dodecanoic acid ethyl)ammonium bromide 20.0g (0.1mol) of n-dodecanoic acid and N,N-dimethylaminoethanol 10.68g (0.12mol) is put into the round-bottomed flask with water separator, then add p-toluenesulfonic acid of 0.3% of the total mass of reactant as catalyst, melt at 150°C, and carry out esterification reaction; , monitor the reaction process by the content of water in the water separator, stop the reaction when the amount of water separated reaches 95% of the theoretical water amount, and the reaction time is 9 hours; the resulting product is dissolved in chloroform, washed with hot water, and evaporated under reduced pressure to remove chloroform , and dried with anhydrous magnesium sulfate to obtain 25.5 g of dimethyl fatty acid ethyl tertiary amine (light yellow liquid). The product content detected by gas chromatography normalization was 96.0%, and the yield was 90.3%.

[0032] In the reaction flask equipped wit...

Embodiment 2

[0036] Operate in the same manner as in Example 1, only changing 20.8g (0.08mol) of the intermediate amine ester used therein to 22.5g (0.087mol), and keeping the others unchanged, to obtain 2-butenyl bis(dimethyl n-dodecyl Alkyl) ammonium bromide 25.8g, record product content 97.6% through bromophenol blue two-phase titration method, yield 91.6%.

[0037] The overall yield of 2-butenylbis(ethyl dimethyl n-dodecanoate)ammonium bromide was 82.7% based on n-dodecanoic acid.

Embodiment 3

[0038] Example 3 Synthesis of 2-butenyl bis(dimethyl n-tetradecanoyl ethyl)ammonium bromide

[0039] Put 22.8g (0.1mol) of n-tetradecanoic acid and 10.68g (0.12mol) of N, N-dimethylaminoethanol into a round bottom flask with a water separator, then add 0.3% of the total mass of reactants to Toluenesulfonic acid is used as a catalyst and melted at 150°C for esterification reaction; during the reaction process, the reaction process is monitored by the water content in the water separator, and the reaction is stopped when the separated water amount reaches 95% of the theoretical water amount, and the reaction time is About 10 hours; the obtained product was dissolved in chloroform, washed with hot water, evaporated to remove chloroform under reduced pressure, and dried with anhydrous magnesium sulfate to obtain 26.8 g of dimethyl fatty acid ethyl tertiary amine (light yellow liquid). The product content detected by gas chromatography normalization was 95.8%, and the yield was 86....

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Abstract

The present invention provides a kind of polymerizable ester group Gemini cationic gemini surfactant, it introduces ester group in the long alkyl chain of molecular structure, uses unsaturated double bond as linking group simultaneously, not only has increased the Gemini surfactant It is degradable, friendly to the environment, and enhances the polymerization ability of molecules, so it can be better applied in the field of polymer materials. The present invention also provides a preparation method of the above-mentioned polymerizable ester-based Gemini cationic gemini surfactant, comprising the following steps: mixing long-chain fatty acid with N, N-dimethylethanolamine, adding a catalyst, and carrying out esterification under melting conditions reaction to obtain the intermediate amine ester; then the intermediate amine ester is mixed with 1,4-dibromo-2-butene, a solvent is added to carry out a quaternization reaction, and the solvent is evaporated under reduced pressure, and finally recrystallized. The method has easy-to-obtain raw materials, mild reaction conditions, simple operation, recyclable solvents, no three wastes, and no environmental pollution.

Description

technical field [0001] The invention relates to the field of cationic gemini surfactants, in particular to a polymerizable ester-based Gemini cationic gemini surfactant and a preparation method thereof. Background technique [0002] Surfactants are a class of fine chemicals widely used in various fields such as daily chemicals, pharmaceuticals, pesticides, oil extraction and water treatment. [0003] Gemini quaternary ammonium surfactants are a new class of surfactants that can effectively reduce interfacial tension. The structural characteristics of this type of surfactant are: the molecular structure contains two (or more) hydrophilic groups and two (or more) lipophilic groups. [0004] Gemini surfactants containing ester groups not only have the high-efficiency characteristics of the above-mentioned gemini quaternary ammonium salt surfactants, but also because of the presence of ester groups in the molecule, they can be naturally degraded and are environmentally friendly...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01F17/18C07C219/06C07C213/06C09K23/18
Inventor 徐荣明陈文婕韦亚锋江立新赵辉顾攀魏珺璇杨廷
Owner BENGBU BBCA MEDICINE SCI DEV