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A new synthetic method of sucrose oleate

A technology of sucrose oleate and a synthesis method, applied in the field of new sucrose oleate synthesis, to achieve the effects of improving selectivity and yield, enhancing selectivity and conversion rate, and improving purity

Active Publication Date: 2022-07-26
京山瑞生制药有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Existing technical routes need to be improved in terms of environmental friendliness and cost

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] (1) In the reactor, add ionic liquid [Bmim]Im (752g) as catalyst and solvent, add sucrose powder raw material (376g, 1.1mol), turn on stirring and mixing.

[0021] (2) After dewatering and deoxygenating the reaction system, methyl oleate (300 g, 1 mol) was slowly added at a reaction temperature of 40°C, and methanol was continuously evaporated to promote the reaction. The reaction time was 5 hours.

[0022] (3) After the reaction was completed, n-hexane was added to extract the product, and after stirring for 10 minutes, the stirring was stopped, and the mixture was left to stand for stratification. The upper extraction liquid layer, the lower ionic liquid layer. After the extraction liquid layer was collected, the solvent was removed in vacuo to obtain the product sucrose oleate with a monoester content of 91.5% and a yield of 92.7%.

Embodiment 2

[0024] (1) In the reaction kettle, add ionic liquid [Bmim]OH (513g) as catalyst and solvent, add sucrose powder raw material (513g, 1.5mol), turn on stirring and mixing.

[0025] (2) After dewatering and deoxygenating the reaction system, methyl oleate (300 g, 1 mol) was slowly added at a reaction temperature of 90°C, and methanol was continuously evaporated to promote the reaction. The reaction time was 2 hours.

[0026] (3) After the reaction was completed, n-hexane was added to extract the product, and after stirring for 10 minutes, the stirring was stopped, and the mixture was left to stand for stratification. The upper extraction liquid layer, the lower ionic liquid layer. After the extraction liquid layer was collected, the solvent was removed in vacuo to obtain the product sucrose oleate with a monoester content of 90.8% and a yield of 90.2%.

Embodiment 3

[0028] (1) In the reaction kettle, add ionic liquid [Bmim]OH (666g) as catalyst and solvent, add sucrose powder raw material (444g, 1.3mol), start stirring and mixing.

[0029] (2) After dewatering and deoxygenating the reaction system, methyl oleate (300 g, 1 mol) was slowly added at a reaction temperature of 70°C, and methanol was continuously evaporated to promote the reaction. The reaction time was 4 hours.

[0030] (3) After the reaction was completed, n-hexane was added to extract the product, and after stirring for 10 minutes, the stirring was stopped, and the mixture was left to stand for stratification. The upper extraction liquid layer, the lower ionic liquid layer. After the extraction liquid layer was collected, the solvent was removed in vacuo to obtain the product sucrose oleate with a monoester content of 95.8% and a yield of 95.2%.

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Abstract

The invention discloses a new method for synthesizing sucrose oleate, which comprises the following steps: adding ionic liquid as a catalyst and a solvent in a reaction kettle, adding sucrose powder raw materials, and starting stirring and mixing; At the reaction temperature of °C, methyl oleate was slowly added, and at the same time, methanol was continuously evaporated. The ionic liquid [Bmim]OH and the ionic liquid [Bmim]Im used in the present invention have special catalytic effect on the system, can greatly enhance the selectivity and conversion rate of the sucrose oleate reaction, and improve the reaction rate and reaction selectivity , lowering the reaction temperature. At the same time, side reactions such as coking of sucrose do not occur in the system, the selectivity and yield of the reaction are improved, the purity of the product is improved, and a product with a high monoester content is obtained. In the present invention, the ethyl oleate is added slowly and subsequently to the reaction system, which can reduce the concentration of reactants and reduce the generation probability of the diester.

Description

technical field [0001] The invention belongs to the technical field of organic chemistry, in particular to a new method for synthesizing sucrose oleate. Background technique [0002] Fatty acid sucrose ester, sucrose ester, referred to as SE (SUGAR ESTERS). A non-ionic surfactant, a simple substance or mixture formed by esterification of sucrose and fatty acid. Because sucrose contains 8 -OH groups, various products from monoesters to octaesters can be generated by esterification. It can be subdivided into mono-fatty acid esters, di-fatty acid esters and tri-fatty acid esters. The -OH group of sucrose is used as a hydrophilic group, and the carbon chain part of fatty acid is a lipophilic group. Higher fatty acids such as stearic acid, oleic acid, and palmitic acid are commonly used (the product is in powder form), and lower-grade fatty acids such as acetic acid and isobutyric acid are also used. Fatty acid (product is viscous resinous). With its non-toxicity, easy biodeg...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H13/06C07H1/00B01J31/02
CPCC07H1/00C07H13/06B01J31/0284Y02P20/54
Inventor 钟旭辉张治国周国朝李晓明
Owner 京山瑞生制药有限公司
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