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Cationic surfactant and preparation method thereof

A surfactant and cation technology, applied in the field of preparation of indole quaternary ammonium salts, can solve the problems of reducing foam, biodegradability and poor water solubility of surfactant systems, and achieve good emulsification, simple steps and wide application. Effect

Active Publication Date: 2021-08-13
湖南华腾制药有限公司
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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 provide a new cationic surfactant for the traditional cationic surfactant will reduce the foam of the surfactant system, its biodegradability and water solubility are poor

Method used

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  • Cationic surfactant and preparation method thereof
  • Cationic surfactant and preparation method thereof
  • Cationic surfactant and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] Synthesis of Indole Quaternary Ammonium Salt of Monodisperse Pentadecyl Three-Armed Polyethylene Glycol Ether

[0031] The synthesis process contains three steps: (1) Synthesis of three-arm dodecapolyethylene glycol p-toluenesulfonate 2) Synthesis of pentadecanoic acid three-arm dodecapolyethylene glycol; (3) Pentadecyl three Synthesis of Indole Quaternary Ammonium Salts of Armed Polyethylene Glycol Ethers.

[0032] (1) Synthesis of three-arm polyethylene glycol p-toluenesulfonate

[0033] 0 o Under C, in the dichloromethane (30ml) solution of three-arm dodecapolyethylene glycol (3mmol) and triethylamine (3mmol), slowly drop p-toluenesulfonyl chloride (10mmol), continue stirring at normal temperature for 12 Hour. The reaction was quenched by saturated sodium bicarbonate (100mL), then separated, and after the organic phase was concentrated under reduced pressure, the crude product was directly put into the next reaction.

[0034] (2) Synthesis of pentadecanoic acid t...

Embodiment 2

[0039] Synthesis of Indole Quaternary Ammonium Salt of Monodisperse Pentadecyl Three-Armed Tetracospolyethylene Glycol Ether

[0040] The synthetic process contains three steps: (1) synthesis of three-arm tetracos-polyethylene glycol to DMF sulfonate 2) synthesis of pentadecanoic acid three-arm tetracos-polyethylene glycol; (3) pentadecane Synthesis of indole quaternary ammonium salts of three-arm tetracospolyethylene glycol ethers.

[0041] (1) Synthesis of three-arm tetracos-polyethylene glycol p-toluenesulfonate

[0042] 0 o C, slowly add p-DMFsulfonyl chloride (10mmol) dropwise to the dichloromethane (30ml) solution of three-arm tetractracoethylene glycol (3mmol) and triethylamine (3mmol), and continue stirring at room temperature after the dropwise addition 12 hours. The reaction was quenched by saturated sodium bicarbonate (100mL), then separated, and after the organic phase was concentrated under reduced pressure, the crude product was directly put into the next reac...

Embodiment 3

[0048] Synthesis of Indole Quaternary Ammonium Salt of Monodisperse Pentadecyl Three-Armed Fourty-Octacopolyethylene Glycol Ether

[0049] The synthesis process contains three steps: (1) synthesis of three-arm forty-octacopolyethylene glycol to DMF sulfonate 2) synthesis of pentadecanoic acid three-arm forty-octacopolyethylene glycol; (3) pentadecyl three-arm forty-eight Synthesis of indole quaternary ammonium salts of polyethylene glycol ethers.

[0050] (1) Synthesis of three-arm forty-octacopolyethylene glycol p-toluenesulfonate

[0051] 0 oC, slowly drop p-toluenesulfonyl chloride (10mmol) in the dichloromethane (30ml) solution of three-arm 48 polyethylene glycol (3mmol) and triethylamine (3mmol), continue to stir at room temperature for 12 hours after the dropwise addition . The reaction was quenched by saturated sodium bicarbonate (100mL), then separated, and after the organic phase was concentrated under reduced pressure, the crude product was directly put into the n...

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Abstract

The invention discloses a novel cationic surfactant and a preparation method thereof, in particular indole quaternary ammonium monodisperse pentadecyl three-arm polyethylene glycol ether and a preparation method thereof. Starting from hydroxypentadecanoic acid, pentadecanoic acid three-arm polyethylene glycol was obtained through an addition reaction with three-arm polyethylene glycol p-toluenesulfonate under the action of a base. Pentadecanoic acid three-arm polyethylene glycol Addition reaction of ethylene glycol and indole quaternary ammonium amine to obtain quaternary ammonium of pentadecyl three-arm polyethylene glycol ether, and acidification to obtain indole quaternary ammonium salt of pentadecyl three-arm polyethylene glycol ether. The method can be used in the preparation of long-chain alkyl ether of monodisperse three-arm polyethylene glycol and its indole quaternary ammonium salt. The present invention realizes the high-efficiency synthesis of pentadecanoic acid three-arm polyethylene glycol by using single-molecular-weight three-arm polyethylene glycol p-toluenesulfonate as a raw material. No carboxyl protecting group is used in the synthesis, and the steps are simple and suitable for industrial production. The obtained product has obvious advantages over the existing PEGylated aliphatic indole quaternary ammonium salts.

Description

technical field [0001] The invention belongs to the field of medicine and chemical industry, and in particular relates to a preparation method of indole quaternary ammonium salt of monodisperse pentadecyl three-arm polyethylene glycol ether. Background technique [0002] Polar groups in cationic surfactants are positively charged, which can easily form an adsorption film with unique properties on the surface of negatively charged substances: solid surface hydrophobization, softness, antistatic and bactericidal properties, these properties are not only cationic The application basis of surfactants in traditional application fields has expanded its application fields, and has also been widely used in some high-tech developments that have developed rapidly in recent years. [0003] Cationic surfactants were originally developed as fungicides. We know that the surface of bacteria has a multi-layer structure, which is composed of protein lecithin and cytoplasm. Its bactericidal ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01F17/42C08G65/332C08G65/333C08G65/337C09K23/42
CPCC08G65/337C08G65/3322C08G65/33317C09K23/16
Inventor 张安林邓泽平成佳赵春晖
Owner 湖南华腾制药有限公司
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