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Glycosyl quaternary ammonium salt cation surfactant, preparation method and application

A technology of surfactants and sugar-based quaternary ammonium salts, which is applied in amino sugars, chemical instruments and methods, and dissolution, and can solve problems such as difficult purification, unreported reports, and sensitivity

Inactive Publication Date: 2007-12-12
BEIJING INSTITUTE OF CLOTHING TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Today, when the green wave is sweeping the world, mild, non-toxic and excellent new surfactants developed from natural renewable resources such as sugar and amino acids have become the development direction of the surfactant field today. Alkyl glycosides developed with sugar as raw materials , Alkyl amides have excellent surface properties, but the report about cationic surfactants of this type has not been reported yet.
Since this type of substance has multiple functional groups, it is sensitive to heat, oxidants, and acids, and it is difficult to purify, which has become a difficulty in research and development.

Method used

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  • Glycosyl quaternary ammonium salt cation surfactant, preparation method and application
  • Glycosyl quaternary ammonium salt cation surfactant, preparation method and application
  • Glycosyl quaternary ammonium salt cation surfactant, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Synthesis of N-Hexyl Glucosamine

[0037] In a 250mL three-neck flask equipped with a thermometer and a spherical condenser, add 10.0g (56mmol) of anhydrous glucose, 11.1mL (84mmol) of hexylamine, and 150mL of methanol. After reacting under magnetic stirring at 30-35°C for 6-8 hours, the temperature was raised to 50-55°C, and the reaction was continued for 2-3 hours. TLC showed that the reaction was complete. Heating was stopped, and the system was left to cool, and a white solid slowly precipitated out of the system. It was suction-filtered and washed twice with 100 mL of petroleum ether to remove residual hexylamine to obtain 13.0 g of white needle-like crystals. Yield: 87.8%, melting point: 94.4-94.7°C, and its structure was characterized by electrospray mass spectrometry.

[0038] Synthesis of N-Hexyl Glucosamine Quaternary Ammonium Salt

[0039] In a 100mL flask, 20g (76.0mmol) of N-hexylglucosamine, CH 3 18.3mL (304.0mmol) of I was dissolved in 50mL of DMF, an...

Embodiment 2

[0041] Synthesis of N-octylglucosamine

[0042] In a 250mL three-necked flask equipped with a thermometer and a spherical condenser, add 10.0g (56mmol) of anhydrous glucose, 13.9mL (84mmol) of octylamine, and 150mL of methanol. React under magnetic stirring at 30-35°C for 6-8 hours, then raise the temperature to 50-55°C, continue to react for 2-3 hours, and TLC shows that the reaction is complete. Heating was stopped, and the system was left to cool, and a white solid slowly precipitated out of the system. Suction filtration and washing with 100 mL of petroleum ether twice to remove residual octylamine gave 15.0 g of white flaky crystals. Yield: 92%, melting point: 101.8-102.5°C. And its structure was characterized by electrospray mass spectrometry.

[0043] Synthesis of N-octylglucosamine quaternary ammonium salt

[0044] In a 100mL flask, 20g (68.7mmol) of N-octylglucosamine, CH 3 I 17.2mL (247.7mmol) was dissolved in DMF 50mL, and sodium carbonate 7.29g (137.3mmol) was...

Embodiment 3

[0046] Synthesis of N-dodecylglucosamine

[0047]In a 250 mL three-necked flask equipped with a thermometer and a spherical condenser, 5.0 g (28 mmol) of anhydrous glucose, 7.7 g (42 mmol) of dodecylamine, and 120 mL of methanol were added. React under magnetic stirring at 25-30°C for 6-8 hours, and the system solidifies into a white precipitate. When the temperature was raised to 50-55°C, the system became clear again. The reaction was continued for 2-3 hours, and TLC showed that the reaction was complete. Heating was stopped, and the system was left to cool, and a white solid slowly precipitated out of the system. Suction filter and wash twice with 100 mL of V (acetone): V (n-hexane) = 7: 3 mixed solvent to remove residual dodecylamine to obtain 8.95 g of crude product. Recrystallized from ethanol to obtain 7.6 g of white needle-like crystals. Yield: 79.1%, melting point: 105-106°C, literature value: 107.5-109°C. And its structure was characterized by electrospray mass ...

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Abstract

The sugar quaternary ammonium salt positive ion surface active agent is made of C6-C18 long chain alkyl chain marked by R and halide marked by X. It has good surface activeness, effectively reduced in water surface strain, releasing the fiber surface charge effectively, particularly the lactin quaternary ammonium salt, being able to reduce the half-decay time of the friction static voltage of fabrics to 4s when the volume mass being 5g / L. It is novel in structure, with material getting from natural sugar.

Description

technical field [0001] The invention relates to a sugar-based quaternary ammonium salt type cationic surfactant, a preparation method and application thereof. technical background [0002] Surfactant is a functional fine chemical, its molecular structure includes two parts: long-chain hydrophobic groups and hydrophilic ionic groups or polar groups. Surfactants can be directional adsorbed on the two-phase interface in a solution, usually an aqueous solution, thereby reducing the surface (interface) surface tension of water, and have the properties of emulsification, solubilization, dispersion, wetting, and foaming, and are widely used It is widely used in food, cosmetics, detergent, medicine, textile, printing and dyeing, paper making and other fields. [0003] Today, when the green wave is sweeping the world, mild, non-toxic and excellent new surfactants developed from natural renewable resources such as sugar and amino acids have become the development direction of the sur...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/18C07H5/06C09K23/18
Inventor 刘振东陈小斌
Owner BEIJING INSTITUTE OF CLOTHING TECHNOLOGY
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