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Novel xylosidesurfactant

An active agent, xyloside technology, applied in the field of fine chemical surfactants, can solve the problems of limiting the application field of surfactants, reducing water solubility, limiting surface activity, etc., and achieving high application value, enhanced water solubility, and improved water solubility. Effect

Inactive Publication Date: 2017-06-13
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As the carbon chain of the traditional alkyl glycoside increases, the water solubility graduall

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0030] Example 1: Hexyloxyethyl-β-D-xylopyranoside

[0031] This embodiment provides a preparation method of hexyloxyethyl-β-D-xylopyranoside surfactant, which includes the following steps:

[0032] (1) Add 0.33 mol of dried D-xylose, 1.67 mol of acetic anhydride, and 97.53 mmol of anhydrous sodium acetate to a 500 mL three-necked flask successively, install a reflux condenser, mechanical stirring, and electric heating mantle to heat up the solid After dissolving, remove the heating device and continue stirring until all the solids are dissolved and become clear, then cool to room temperature. Then add 68.63mmol of anhydrous sodium acetate, move the device into the oil bath, heat to reflux for 1h, TLC (developer: V Petroleum ether : V Ethyl acetate =1:1) Monitor the completion of the reaction. Pour the reaction solution into 800mL ice water and stir while it is hot. A large amount of solids are precipitated out. The filter cake is washed with distilled water several times to obta...

Example Embodiment

[0039] Example 2: Heptoxyethyl-β-D-xylopyranoside

[0040] (1) Same as step (1) in Example 1.

[0041] (2) Same as step (2) in Example 1.

[0042] (3) Same as step (3) in Example 1.

[0043] (4) Into a 250mL round-bottomed flask, sequentially add 23.8mmol of 2,3,4-tri-O-acetyl-D-xylopyranosyl trichloroacetimide obtained in step (3), 50mL dichloro Methane Molecular sieve dry product) and 35.6mmmol ethylene glycol monoheptyl ether, stir to dissolve, cool to 0℃ in an ice-water bath, drop 23.8mmol boron trifluoride ether solution, stir for 3h, TLC (developer: V Petroleum ether : V Ethyl acetate =5:1) The reaction is monitored to be complete. The mixed solution was washed successively with saturated sodium bicarbonate aqueous solution and saturated salt solution, dried with anhydrous sodium sulfate, filtered, the filtrate was concentrated, and the column chromatography (V Petroleum ether : V Ethyl acetate =10:1) After separation, 6.20 g of heptyloxyethyl-2,3,4-tri-O-acetyl-β-D-xylopy...

Example Embodiment

[0047] Example 3: Octyloxyethyl-β-D-xylopyranoside

[0048] (1) Same as step (1) in Example 1.

[0049] (2) Same as step (2) in Example 1.

[0050] (3) Same as step (3) in Example 1.

[0051] (4) Into a 250mL round-bottomed flask, sequentially add 23.8mmol of 2,3,4-tri-O-acetyl-D-xylopyranosyl trichloroacetimide obtained in step (3), 50mL dichloro Methane Molecular sieve dry product) and 35.6mmmol ethylene glycol monooctyl ether, stir to dissolve, cool to 0℃ in an ice-water bath, drop 23.8mmol boron trifluoride ether solution, stir for 3h, TLC (developer: V Petroleum ether : V Ethyl acetate =5:1) The reaction is monitored to be complete. The mixed solution was washed successively with saturated sodium bicarbonate aqueous solution and saturated salt solution, dried with anhydrous sodium sulfate, filtered, the filtrate was concentrated, and the column chromatography (V Petroleum ether : V Ethyl acetate =10:1) After separation, 6.75 g of octoxyethyl-2,3,4-tri-O-acetyl-β-D-xylopyran...

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PUM

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Abstract

The invention belongs to the technical field of surfactants for fine chemistry and discloses a novel sugar-based surfactant, namely, alkoxyethyl-beta-D-xylopyranoside in order to solve the problem of limitation to application of traditional alkyl glycoside as the surfactant due to the fact water solubility of traditional alkyl glycoside is gradually reduced with increase of carbon chain length. Compared with traditional alkyl glycoside with the same carbon chain length, the surfactant has better water solubility and surface activity as well as selectable and controllable foaming capacity and emulsifying property. Besides, raw materials for synthesis comprisexylose obtained from waste crop leftovers and naturally-sourced fatty alcohol and have rich sources. The glycoside can be widely applied to application industries such as biochemical engineering, pharmacy, pesticides, food processing, cosmetics, scientific research and the like.

Description

technical field [0001] The invention belongs to the technical field of fine chemical surfactants, in particular to a sugar-based surfactant alkoxyethyl-β-D-xylopyranoside surfactant and its application. Background technique [0002] Alkyl glucoside is a kind of non-ionic surfactant, which has the characteristics of easy biodegradation, no pollution to the environment, mild nature, strong functionality and strong detergency, and has good chemical and thermal stability and high surface activity. , the foam is fine and stable, low toxicity, and less harmful to the human body. It can use natural renewable resources such as corn and potato starch as raw materials, and is not restricted by petroleum resources. It has good development potential. With the increase of the base chain length, its water solubility will gradually decrease, which may limit its application as a surfactant. [0003] Most of the alkyl glycosides use glucose and fatty alcohols as raw materials, but with the ...

Claims

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Application Information

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IPC IPC(8): C07H1/00C07H15/04B01F17/56C09K23/56
CPCC07H1/00C07H15/04C09K23/00
Inventor 陈朗秋申望珍
Owner XIANGTAN UNIV
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