Sugar-based quaternary ammonium salt gemini surfactant and synthesis method thereof

A technology of sugar-based quaternary ammonium salt and gemini surface, which is applied in the direction of chemical instruments and methods, amino sugar, dissolution, etc., can solve the problems that are difficult to meet industrial requirements and the yield is less than 30%, and achieve low equipment requirements and synthetic methods The effect of simplicity and simple synthesis process

Inactive Publication Date: 2011-02-16
ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
View PDF5 Cites 40 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

U.S. Patent 3931148 discloses a sugar-based quaternary ammonium salt surfactant, using chlorohydrins, glucose and long-chain tertiary ami

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Sugar-based quaternary ammonium salt gemini surfactant and synthesis method thereof
  • Sugar-based quaternary ammonium salt gemini surfactant and synthesis method thereof
  • Sugar-based quaternary ammonium salt gemini surfactant and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

Example 1

Glycosyl quaternary ammonium salt gemini surfactant, the chemical formula is as follows:

Preparation:

(1) Add 18g of anhydrous glucose, 40g of 1,3-dichloropropanol, and 0.009g of p-toluenesulfonic acid into a three-neck round-bottomed flask, raise the temperature under stirring and vacuumize, the temperature reaches 80°C, and the degree of vacuum is 0.06MPa . After stirring and reacting for 5 hours, it was cooled to below 60° C., and 40% by mass NaOH / MgO aqueous solution was added under stirring to adjust the pH to 8. Under the vacuum of 0.096 MPa, the temperature was raised to 120 °C, and the 1,3-dichloropropanol was removed under reduced pressure to obtain the dihaloglycoside intermediate;

(2) Add 50.24g of dihaloglycoside intermediate to the round-bottomed flask, add 30.2g of isopropanol and 15.0g of water as solvent, add 33.1g of dodecyl dimethyl tertiary amine, raise the temperature to 80 ℃, at The reaction was carried out for 4 hours with stirring. Afte...

Example Embodiment

Glycosyl quaternary ammonium salt gemini surfactant, the chemical formula is as follows:

Preparation:

(1) Add 18g of anhydrous glucose, 230g of 1,5-dichloropentanol, and 0.3g of dodecylbenzenesulfonic acid into a three-neck round-bottomed flask. is 0.08MPa. After stirring and reacting for 3 hours, it was cooled to below 40 °C, and a KOH / MgO aqueous solution with a mass percentage of 30% was added under stirring to adjust the pH to 8. Under the vacuum degree of 0.096 MPa, the temperature was raised to 150 °C, and 1 was removed under reduced pressure. , 5-dichloropentanol, to obtain a dihaloglycoside intermediate;

(2) 40.54g of dihaloglycoside intermediate was added to the round-bottomed flask, isopropanol aqueous solution was added, 17.27g of decyldimethyl tertiary amine was added, the temperature was raised to 85°C, and the reaction was carried out under stirring for 8 hours. After the reaction was stopped, the product was obtained.

Example Embodiment

Example 3

Glycosyl quaternary ammonium salt gemini surfactant, the chemical formula is as follows:

Preparation:

(1) Add 18g anhydrous glucose, 230g 1,4-dichlorobutanol, and 0.12g sulfuric acid into a three-neck round-bottomed flask, raise the temperature under stirring and vacuumize, the temperature reaches 110°C, and the vacuum degree is 0.08MPa. After stirring the reaction for 5 hours, it was cooled to below 50°C, and 40% NaOH / CaO aqueous solution was added under stirring to adjust the pH to 8. Under the vacuum degree of 0.096 MPa, the temperature was raised to 150°C, and 1 was removed under reduced pressure. ,4-Dichlorobutanol, to obtain the intermediate of dihaloglycosides;

(2) Add 50.24g of dihaloglycoside intermediate to the round-bottomed flask, add 30.2g of isopropanol and 15.0g of water as solvent, add 33.1g of dodecyl dimethyl tertiary amine, raise the temperature to 80 ℃, at The reaction was carried out for 4 hours with stirring. After the reaction stopped, th...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a sugar-based quaternary ammonium salt gemini surfactant, which has a general structural formula, wherein a sugar base is a glucose base; R is the long-chain alkyl of C8 to C18; X is chlorine, bromine or iodine; m is equal to 1 to 2; and n is equal to 1 to 2. A synthesis method for the surfactant is simple, comprises the steps of directly synthesizing dihalogenated glycoside and performing quaternization reaction, ensures simple synthesis process and low requirements on equipment and is suitable for industrialization. A sugar-based quaternary ammonium salt structurally has nonionic glucose hydrophilic groups and cationic bisquaternary ammonium salt hydrophilic groups. The product has the bactericidal property, antistatic behavior and hard water resistance of a cationic surfactant, relatively lower irritation, and the high performance of a gemini surfactant as the gemini surfactant, can be compounded with an anionic surfactant to realize synergism, is a multifunctional surfactant, can be widely applied to the industries of textile, papermaking, cosmetics, mining and the like, and has potential application prospect.

Description

technical field The invention relates to the technical field of surfactants, in particular to a sugar-based quaternary ammonium salt gemini surfactant and a synthesis method thereof. Background technique The synthesis of fine chemicals from biomass is one of the hotspots that people pay close attention to in the 21st century. The sugar-based surfactants that have been successfully developed commercially include alkyl polyglycosides, glucosamides and sugar esters. Their raw materials come from natural renewable resources-starch. The products are mild and safe to the human body, easy to biodegrade and environmentally compatible. Well, the range of applications is increasing, especially in pharmaceuticals, biochemistry and biomedicine with potential applications. Quaternary ammonium salt surfactants have good antistatic, soft, antiseptic, bactericidal, emulsifying, and dispersing properties, and are widely used in national pillar industries. But the shortcoming of quaternary ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): B01F17/18C07H5/06C09K23/18
Inventor 王军杨许召李妮妮田晓俊
Owner ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products