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Heterogeneous secondary alcohol alkyl glycoside, and synthesis method and application thereof

A technology of sec-octyl alcohol alkyl glycoside and sec-decyl alcohol alkyl glycoside, which is applied in the field of fine chemical surfactants, can solve the problems of product odor, purity and surface activity reduction, and achieve excellent emulsification ability, dispersion and decontamination ability Strong, high content of active substances in the product

Active Publication Date: 2015-03-18
SHANGHAI FINE CHEM CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The patent number is CN95116215.2, the publication number is CN1128268, and the title of the invention is "Preparation Method of Alkyl Oligoglycoside" which discloses a method for synthesizing alkyl glycosides by transglycoside technology. Exchange with high-carbon alcohols to synthesize the required alkyl glycosides, so the final product will contain low-carbon alcohol glycosides, usually butyroside, and the presence of butyroside will reduce the purity and surface activity of the product, and at the same time make the product smell

Method used

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  • Heterogeneous secondary alcohol alkyl glycoside, and synthesis method and application thereof
  • Heterogeneous secondary alcohol alkyl glycoside, and synthesis method and application thereof
  • Heterogeneous secondary alcohol alkyl glycoside, and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0029] Example 1: Isomerized 2-Octanol Alkyl Glycosides

[0030] Under normal pressure, in the reactor that agitator is housed, thermometer, dry dehydration device, add 1.30 moles of isomeric 2-octanols, 0.32 moles of anhydrous glucose, add 0.57 grams of dodecylbenzenesulfonic acid and For the composite catalyst of p-toluenesulfonic acid, heat the mixture and evacuate to a residual pressure of 40mmHg, reflux at 115°C for 4h, stop the reaction when the reaction mixture changes from a suspended state to a clear or light yellow liquid, measure the residual sugar to be 0.25%, add NaOH (32%) to neutralize to a pH of 7.5, then transfer the mixed solution to a distillation device for dealcoholization, adjust the pressure to a residual pressure of 3mmHg, start to heat up to about 150°C, and keep it for 30 minutes until the gas phase temperature drops to 20°C After the dealcoholization is completed, a dark yellow solid is obtained, and the residual alcohol is 0.3%, which is dissolved i...

example 2

[0031] Example 2: Isomerized Sec-Decanol Alkyl Glycosides

[0032] Under normal pressure, in the reactor that agitator is housed, thermometer, dry dehydration device, add 1.34 moles of isomeric sec-decyl alcohols, 0.33 moles of anhydrous glucose, add 0.6 gram of dodecylbenzenesulfonic acid and For the composite catalyst of p-toluenesulfonic acid, heat the mixture and evacuate to a residual pressure of 30mmHg, reflux at a temperature of 115°C for 5h, stop the reaction when the reaction mixture changes from suspension to clear or light yellow liquid, and the residual sugar is 0.2%. Add NaOH (32%) to neutralize until the pH is 8, then transfer the mixed solution to the distillation device for dealcoholization, adjust the pressure to a residual pressure of 3 mmHg, start to heat up to about 170°C for 30 minutes, and then wait for the gas phase temperature to drop to 20°C Dealcoholization finishes, and measuring residual alcohol is 0.4, obtains dark yellow solid, adds deionized wate...

example 3

[0033] Example 3: The performance experiment of the isomerism secondary alcohol alkyl glycoside synthesized by 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 C8-18 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] Surface tension (mN / m), see GB / T 22237-2008 for experimental methods

[0038] Viscosity (40°C), see GB / 15357-94 for the test 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)

[0039] Foam force (mm) 30s, 3min, 5min, see GB / T 7462-94 for the test method

[0040] See Table 1 for the performance comparison results of isomeric sec-octyl alcohol alkyl glycosides and linear...

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Abstract

The invention belongs to the technical field of surface active agents of fine chemical engineering, aims to provide heterogeneous secondary alcohol alkyl glycoside, and further provides a synthesis method and application of the heterogeneous secondary alcohol alkyl glycoside. An existing synthesis method of heterogeneous secondary alcohol alkyl glycoside mainly adopts trans-glycosylation and uses exchange of low-carbon alcohol and high-carbon alcohol to synthesize required alkyl glycoside, and butyl glycoside contained in a final product leads purity and surface activity to be greatly reduced, and leads the product to generate peculiar smell. The heterogeneous secondary alcohol alkyl glycoside is prepared from heterogeneous secondary alcohol and glucose, and is generated by means of acetal generation of the heterogeneous secondary alcohol and anhydrous glucose under catalysis of acid catalyst. By the synthesis method, raw material cost is reduced, process flow is simpler, side reaction is less, energy consumption is less, and active matter content of the product is high. Compared with the alkyl glycoside with the same carbon number, the heterogeneous secondary alcohol alkyl glycoside has the advantages of high wettability, good solubilizing effect, no foreign smell, high surface activity, high dispersion and decontamination capability, resistance to hard water and the like.

Description

technical field [0001] The invention belongs to the technical field of fine chemical surfactants, and in particular relates to a isomerized secondary alcohol alkyl glycoside and its synthesis method and application. Background technique [0002] Alkyl glucoside is a new type of non-ionic surfactant, because of its low surface tension, rich foam, strong detergency, non-toxic products, no irritation to the skin, so it is mainly used in detergents, cosmetics, personal care and other industries However, although traditional alkyl glycosides have good decontamination ability, they cannot be used in some washing, industrial processing emulsifiers or auxiliary agents due to problems such as large foam volume and insufficient wettability. 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 "environmen...

Claims

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Application Information

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Patent Type & Authority Patents(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