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Isomeric primary alcohol alkyl glycoside and synthesis method and application thereof

A technology of primary alcohol alkyl glycoside and synthesis method, which is applied in the field of fine chemical surfactants, can solve the problems of product purity and surface activity reduction, product odor and other problems, and achieve strong dispersion and decontamination capabilities, high added value, and side reactions little effect

Inactive Publication Date: 2012-08-22
SHANGHAI FINE CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The synthesis method of alkyl glycosides is generally the method of transglycosidation, the patent number is CN95116215.2, the publication number is CN1128268, and the title of the invention is "Preparation method of alkyl oligoglycosides", which discloses the method of synthesizing alkyl glycosides by transglycosidation process, The process of transglycoside synthesis of alkyl glycosides is to use the exchange of low-carbon alcohols and high-carbon alcohols to synthesize the required alkyl glycosides, so the glycosides containing low-carbon alcohols in the final product are usually butylated glycosides, and the presence of butylated glycosides It will cause the purity and surface activity of the product to be greatly reduced, and at the same time, it will cause the product to have an odor

Method used

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  • Isomeric primary alcohol alkyl glycoside and synthesis method and application thereof
  • Isomeric primary alcohol alkyl glycoside and synthesis method and application thereof
  • Isomeric primary alcohol alkyl glycoside and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0027] Example 1: Isomerized Primary Decyl Alkyl Glycosides

[0028] Add 1.14 moles of isomeric primary decanol and 0.32 moles of anhydrous glucose into the reaction kettle, add 0.58 grams of dodecylbenzenesulfonic acid, check the airtightness of the device and start to heat up, and the stirring speed is above 840r / min . Increase the temperature to 115°C (±2°C) within 20 minutes, and adjust the pressure to a residual pressure of 30mmHg. After reacting for 5.5 hours, the product was qualified, and the isomeric primary decanol alkyl glycoside was obtained through dealcoholization.

[0029] Finished product treatment: dealcoholization under pressure conditions of residual pressure less than 5mmHg and temperature conditions of 180°C, dissolving the product in deionized water to prepare a 51.0% solution, and then bleaching with 2% hydrogen peroxide relative to the mass of the alkyl glycoside solution , to obtain purified isomeric primary alcohol alkyl glycosides.

example 2

[0030] Example 2: Isomerized primary octanol alkyl glycosides

[0031] Add 1.47 moles of isomeric primary octanol and 0.28 moles of anhydrous glucose into the reaction kettle, add 0.5 grams of dodecylbenzenesulfonic acid, check the airtightness of the device and start to heat up, and the stirring speed is above 840r / min . The temperature was raised to 113°C (± 2°C) within 20 minutes. Adjust the pressure to a residual pressure of 40mmHg. After 5 hours of reaction, the product is qualified, and the isomeric primary octanol alkyl glycoside is obtained through dealcoholization.

[0032] Finished product treatment: dealcoholization under pressure conditions of residual pressure less than 5mmHg and temperature conditions of 150°C, dissolving the product in deionized water to prepare a 51.0% solution, and then bleaching with 1.5% hydrogen peroxide relative to the mass of the alkyl glycoside solution , to obtain purified isomeric primary alcohol alkyl glycosides.

example 3

[0033] Example 3: The performance experiment of the isomeric primary alcohol alkyl glycoside synthesized in embodiment 1 and 2

[0034] Prepare the straight-chain alkyl glycosides with the same carbon number as in Examples 1 and 2, and the reaction process is as follows:

[0035]

[0036] In the above formula, R represents a C6-18 alkyl group, G represents the number of sugar units, and n represents the number of sugar units combined on each alkyl group or the average degree of polymerization.

[0037] LAS is dodecylbenzenesulfonic acid.

[0038] Surface tension (mN / m), see GB / T 22237-2008 for experimental methods

[0039] Wettability (s), see GB / 11983-2008 for test method

[0040] Viscosity (mPa.s), see GB / 15357-94 for the experimental method (usually the measurement temperature is 20°C, when the viscosity is greater than 10000mPa.s, the measurement temperature should be raised to 40°C)

[0041] Foam force (mm) 30s, 3min, 5min, see GB / T 7462-94 for the test method

[0...

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Abstract

The invention belongs to the technical field of a fine chemical industry surfactant. The synthesis method of alkyl glycoside is generally a transglycosylation method, which utilizes the exchange of low-carbon alcohol and high-carbon alcohol to synthesize required alkyl glycoside, so that glucoside containing low-carbon alcohol in the final product is usually butyl glycoside, and the purity and surface activity of the product are greatly reduced and the product generates peculiar smell due to the existence of butyl glycoside. The invention aims at providing an isomeric primary alcohol alkyl glycoside, and a synthesis method and application of the isomeric primary alcohol alkyl glycoside. According to the invention, the isomeric primary alcohol alkyl glycoside is synthesized by a direct glycosidation method. The method is concise and few in subsidiary reactions, and the product is high in active matter content. The synthesized isomeric primary alcohol alkyl glycoside has the advantages of low bubble, good wetting property, strong dispersing and decontamination capability and the like.

Description

technical field [0001] The invention belongs to the technical field of fine chemical surfactants, and in particular relates to a isomeric primary alcohol alkyl glycoside and its synthesis method and application. Background technique [0002] Alkyl glucosides are synthesized from renewable starch derivatives, glucose and fatty alcohols. Due to their rapid and thorough biodegradation, non-toxic and non-irritating, they are in line with the development trend of the "green" and "environmental protection" era in modern society. The performance of surfactants, so it is called "world-class" surfactant varieties by the industry. Large-scale production has now begun in China. [0003] The synthesis method of alkyl glycosides is generally the method of transglycosidation, the patent number is CN95116215.2, the publication number is CN1128268, and the title of the invention is "Preparation method of alkyl oligoglycosides", which discloses the method of synthesizing alkyl glycosides by...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/04C07H1/00B01F17/56C11D1/66C09K23/56
Inventor 王丰收刘兵张燕山杨庆利张高飞董万田余谱军张淑楠卢丽娟李玉琴
Owner SHANGHAI FINE CHEM CO LTD
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