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Gemini quaternary ammonium salt cationic surfactant and synthesis method thereof

A technology of surfactants and quaternary ammonium salts, applied in the field of Gemini quaternary ammonium salt cationic surfactants and their synthesis, can solve problems such as rare reports of Gemini surfactants, and achieve mild and controllable synthesis conditions, high-performance emulsification ability, good wetting and bactericidal effects

Active Publication Date: 2015-04-22
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In the research on Gemini-type surfactants at home and abroad, most of the connecting arms are based on flexible structures, but Gemini surfactants with rigid structures such as aromatic groups as connecting arms are rarely reported.

Method used

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  • Gemini quaternary ammonium salt cationic surfactant and synthesis method thereof
  • Gemini quaternary ammonium salt cationic surfactant and synthesis method thereof
  • Gemini quaternary ammonium salt cationic surfactant and synthesis method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0031] Taking the following Gemini quaternary ammonium salt cationic surfactant as an example of the synthetic structural formula, its specific synthetic method is:

[0032]

[0033] 1. High temperature esterification

[0034] Mix 14.4g (0.1mol) of n-octanoic acid and 11.9g (0.1mol) of N-methyldiethanolamine evenly and put them into a reflux device equipped with an oil-water separator, add 60mL of toluene, 0.12g of p-toluenesulfonic acid, 0.5g zinc powder, reflux reaction at 112 ℃ for 5 hours, after the completion of the reaction, the reaction solution was successively filled with 10% Na 2 CO 3 Wash with aqueous solution and deionized water, and then dry with 3A molecular sieves. After drying, evaporate toluene to obtain a colorless transparent liquid, n-octanoic acid-N-methyldiethanolamine monoester, with a yield of 92%.

[0035] 2. Esterification at room temperature

[0036] Mix 4.90g (0.02mol) of n-octanoic acid-N-methyldiethanolamine monoester with 50mL of dichlorome...

Embodiment 2

[0041] Taking the following Gemini quaternary ammonium salt cationic surfactant as an example of the synthetic structural formula, its specific synthetic method is:

[0042]

[0043] 1. High temperature esterification

[0044]20.0g (0.1mol) of lauric acid and 14.28g (0.12mol) of N-methyldiethanolamine are mixed uniformly and put into a reflux device equipped with an oil-water separator, add 80mL of toluene, 0.1g of p-toluenesulfonic acid, 0.6 g zinc powder, reflux reaction at 115 ℃ for 6 hours, after the end of the reaction, the reaction solution was successively filled with equal volume mass fraction of 10% Na 2 CO 3 Wash with aqueous solution and deionized water, and then dry with 3A molecular sieves. After drying, distill off toluene to obtain a colorless transparent liquid, lauric acid-N-methyldiethanolamine monoester, with a yield of 87%.

[0045] 2. Esterification at room temperature

[0046] Mix 6.02g (0.02mol) of dodecanoic acid-N-methyldiethanolamine monoester w...

Embodiment 3

[0051] Taking the following Gemini quaternary ammonium salt cationic surfactant as an example of the synthetic structural formula, its specific synthetic method is:

[0052]

[0053] 1. High temperature esterification

[0054] Mix 25.6g (0.1mol) of palmitic acid and 13.09g (0.11mol) of N-methyldiethanolamine evenly and put them into a reflux device equipped with an oil-water separator, add 100mL of toluene, 0.15g of p-toluenesulfonic acid, 0.8g zinc powder, reflux reaction at 112 ℃ for 6 hours, after the end of the reaction, the reaction solution was successively filled with 10% Na 2 CO 3 It was washed with aqueous solution and deionized water, and then dried with 3A molecular sieves. After drying, the toluene was distilled off to obtain a colorless transparent liquid, namely hexadecanoic acid-N-methyldiethanolamine monoester, with a yield of 83%.

[0055] 2. Esterification at room temperature

[0056] Mix 7.14g (0.02mol) of hexadecanoic acid-N-methyldiethanolamine monoe...

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Abstract

The invention discloses a Gemini quaternary ammonium salt cationic surfactant and a synthesis method thereof. The structural formula of the surfactant is disclosed in the specification, wherein R represents straight-chain alkyl group. The synthesis method comprises the following steps: carrying out high-temperature esterification, normal-temperature esterification and methyl quaterization on fatty acid, N-methyldiethanolamine, isophthalic diformyl chloride and dimethyl sulfate used as raw materials to finally obtain the Gemini quaternary ammonium salt cationic surfactant of which the connecting arm is isophthalic diformyloxy group. The synthesis method is simple and accessible in raw materials; the synthesized Gemini quaternary ammonium salt cationic surfactant has the advantages of high purity and high water solubility; the water solution has lower surface tension; and the critical micelle concentration is less than 3*10<-4> mol / L.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis and fine chemical industry, and specifically relates to a Gemini quaternary ammonium salt cationic surfactant containing an aromatic group and a connecting arm of isophthaloyloxyethyl group and a synthesis method thereof. Background technique [0002] In recent years, with the development of chemical technology and the needs of the economy, traditional surfactants have been unable to meet people's needs due to many limitations in their own structures. Compared with traditional surfactants, Gemini-type surfactants have more advantages due to having two hydrophilic groups and two lipophilic groups, specifically including the following points: (1) high efficiency in reducing surface tension ; (2) Low CMC value, strong micelle-forming ability; (3) Good water solubility; (4) Low Kraft point; (5) Good compatibility with other surfactants. Therefore, the research on Gemini-type surfactants wit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/18C07C213/08C07C219/14C09K23/18
Inventor 陈亚芍杨杰韩莉君王晓娟张峰
Owner SHAANXI NORMAL UNIV
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