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Novel cationic surfactant and preparation method thereof

A technology of surfactant and cation, which is applied in the field of preparation of indole quaternary ammonium salt, can solve the problems of poor biodegradability and water solubility, and reduce the foam of surfactant system, etc., and achieve simple steps, good emulsification and compounding performance Good results

Inactive Publication Date: 2020-04-21
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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  • Novel cationic surfactant and preparation method thereof
  • Novel cationic surfactant and preparation method thereof
  • Novel cationic surfactant and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Synthesis of Indole Quaternary Ammonium Salt of Monodisperse Pentadecyl Three-Armed Polyethylene Glycol Ether

[0030] 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.

[0031] (1) Synthesis of three-arm polyethylene glycol p-toluenesulfonate

[0032] At 0°C, slowly add p-toluenesulfonyl chloride (10mmol) dropwise to a solution of three-arm dodecapolyethylene glycol (3mmol) and triethylamine (3mmol) in dichloromethane (30ml), and continue stirring at room temperature after the dropwise addition 12 hours. The reaction was quenched by saturated sodium bicarbonate (100 mL), and then separated. After the organic phase was concentrated under reduced pressure, the crude product was directly put into the next reaction.

[0033] (2) Syn...

Embodiment 2

[0038] Synthesis of Indole Quaternary Ammonium Salt of Monodisperse Pentadecyl Three-Armed Tetracospolyethylene Glycol Ether

[0039] The synthesis 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.

[0040] (1) Synthesis of three-arm tetracos-polyethylene glycol p-toluenesulfonate

[0041] At 0°C, slowly add p-DMFsulfonyl chloride (10mmol) dropwise to a solution of three-arm tetracosethylene glycol (3mmol) and triethylamine (3mmol) in dichloromethane (30ml), and continue at room temperature after the addition is complete. Stir for 12 hours. The reaction was quenched by saturated sodium bicarbonate (100 mL), and then separated. After the organic phase was concentrated under reduced pressure, the crude product was directly put into the next ...

Embodiment 3

[0047] Synthesis of Indole Quaternary Ammonium Salt of Monodisperse Pentadecyl Three-Armed Fourty-Octacopolyethylene Glycol Ether

[0048] 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-eight polyethylene glycol; Synthesis of indole quaternary ammonium salts of polyethylene glycol ethers.

[0049] (1) Synthesis of three-arm forty-octacopolyethylene glycol p-toluenesulfonate

[0050] At 0°C, slowly add p-toluenesulfonyl chloride (10mmol) dropwise to a solution of three-armed tetraoctaccopolyethylene glycol (3mmol) and triethylamine (3mmol) in dichloromethane (30ml), and continue stirring at room temperature for 12 Hour. The reaction was quenched by saturated sodium bicarbonate (100 mL), and then separated. After the organic phase was concentrated under reduced pressure, the crude product was directly put into the next reaction.

[0051] (2) Synthesis of ...

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Abstract

The invention discloses a novel cationic surfactant and a preparation method thereof, and particularly relates to indole quaternary ammonium of monodisperse pentadecyl triple-arm polyglycol ether anda preparation method thereof. The preparation method comprises the following steps: hydroxypentadecanoic acid and triple-arm polyethylene glycol p-toluenesulfonate are subjected to a primary additionreaction under the action of alkali to obtain pentadecanoic acid triple-arm polyethylene glycol; the pentadecanoic acid triple-arm polyethylene glycol and indole quaternary ammonium are subjected to an addition reaction to obtain quaternary ammonium of pentadecyl triple-arm polyglycol ether; and the quaternary ammonium of pentadecyl triple-arm polyglycol ether is acidified to obtain the indole quaternary ammonium salt of pentadecyl triple-arm polyglycol ether. The method can be used for preparing long-chain alkyl ether of monodisperse triple-arm polyethylene glycol and indole quaternary ammonium salt of the long-chain alkyl ether. According to the method, the pentadecanoic acid triple-arm polyethylene glycol is efficiently synthesized by taking the single-molecular-weight triple-arm polyethylene glycol p-toluenesulfonate as a raw material, a carboxyl protecting group is not used in the synthesis, the steps are simple and convenient, the method is suitable for industrial production, andthe obtained product has obvious advantages compared with the existing prepared PEGylated aliphatic indole quaternary ammonium salt.

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 Applications(China)
IPC IPC(8): B01F17/32B01F17/22B01F17/42C07D401/14A01N43/40A01P1/00C08G65/333C08G65/332C08G65/334C08G65/323C09K23/32C09K23/22C09K23/42
CPCC07D401/14A01N43/40C08G65/33317C08G65/3322C08G65/3346C08G65/323C09K23/00C09K23/16Y02P20/55
Inventor 张安林邓泽平成佳赵春晖吴四清
Owner 湖南华腾制药有限公司
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