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Rhamnolipid derivative as well as preparation method and application thereof

A rhamnolipid and double rhamnolipid technology, which is applied in the field of daily chemicals, can solve problems such as the compatibility between rhamnolipid and silicone oil, and achieve the expansion of types and application ranges, simple process, Effect of improving skin feel

Active Publication Date: 2022-03-22
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The amount of silicone oil added is 5000000:1 to 100:1, but through simple compounding, only a very small amount of silicone oil can be added, which cannot solve the compatibility problem between rhamnolipid and silicone oil

Method used

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  • Rhamnolipid derivative as well as preparation method and application thereof
  • Rhamnolipid derivative as well as preparation method and application thereof
  • Rhamnolipid derivative as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] The preparation of embodiment 1 monorhamnolipid derivative

[0054] References prepared a mixture with dirhamnolipid as the main component, and confirmed by HPLC that the content of monorhamnolipid was 1.51%, and that of dirhamnolipid was 80.8%. Select this mixture, add 200ppm rhamnosidase, react overnight at 50°C, analyze by HPLC until the product is completely converted into monosaccharide, heat to 80°C to inactivate the enzyme, freeze-dry to obtain monorhamnolipid product.

[0055] 45g of the prepared monorhamnolipid and 20.6g of dicyclohexylcarbodiimide were dissolved in 225g of tetrahydrofuran at 50°C. After it was completely dissolved, 9.9g of N-hydroxysuccinimide was added, and then 141.7g of Amino silicone oil (the average segment length is about 10, the molar ratio of monorhamnolipid and amino silicone oil is about 1:1.5) is slowly added to the system through a peristaltic pump, the addition speed is 1g / min, and the reaction temperature is controlled at 40- 50...

Embodiment 2

[0057] The preparation of embodiment 2 monorhamnolipid derivatives

[0058] Monorhamnolipid was prepared according to the method of Example 1.

[0059] 45g of the prepared monorhamnolipid and 20.6g of dicyclohexylcarbodiimide were dissolved in 225g of tetrahydrofuran at 50°C. After it was completely dissolved, 9.9g of N-hydroxysuccinimide was added, and then 157.8g of Amino silicone oil (the average segment length is about 15, the molar ratio of monorhamnolipid and amino silicone oil is about 1:1.5) is slowly added to the system through a peristaltic pump at a rate of 1g / min, and the reaction temperature is controlled at 50- 60°C, after the reaction was over, a crude product was obtained. According to the method of Example 1, the crude product was separated to obtain monorhamnolipid derivative 2.

Embodiment 3

[0060] The preparation of embodiment 3 rhamnolipid derivatives

[0061] References A mixture with dirhamnolipid as the main component was prepared, and the structure was confirmed by HPLC. The content of monorhamnolipid was 1.51%, and the content of dirhamnolipid was 80.8%.

[0062] Dissolve 65g of the prepared bisrhamnolipid and 20.6g of dicyclohexylcarbodiimide in 325g of tetrahydrofuran at 50°C. After it is completely dissolved, add 9.9g of N-hydroxysuccinimide, and then 94.5g of Amino silicone oil (the average segment length is about 10, the molar ratio of dirhamnolipid to amino silicone oil is about 1:1.2) is slowly added to the system through a peristaltic pump, the addition speed is 1g / min, and the reaction temperature is 50-60 °C, after the reaction was over, the crude product was obtained. According to the method of Example 1, the crude product was separated to obtain rhamnolipid derivative 3.

[0063] h 1 NMR (400Hz, deuterated DMSO, TMS as internal standard): δ: ...

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Abstract

The invention provides a rhamnolipid derivative as shown in a formula (I). The invention also provides a preparation method and application of the rhamnolipid derivative. The invention further provides a daily chemical product containing the rhamnolipid derivative. According to the rhamnolipid derivative provided by the invention, an organic silicon chain segment with a certain length is introduced into rhamnolipid, so that the rhamnolipid derivative can be effectively compatible with silicone oil, various properties such as smell, emulsifying capacity and the like of the rhamnolipid are obviously improved, and the variety and the application range of the rhamnolipid are greatly expanded. The rhamnolipid derivative provided by the invention can be applied to a variety of daily chemical products, especially cleaning wash supplies. The preparation method of the rhamnolipid derivative provided by the invention is simple and convenient in process, free of high cost and suitable for industrial production, thereby having important economic and social values;

Description

technical field [0001] The invention relates to the field of daily chemicals, in particular to a rhamnolipid derivative and its preparation method and application. Background technique [0002] Rhamnolipid is a biosurfactant, which is produced by microbial fermentation. It is an amphiphilic compound with strong emulsification and low skin irritation. Therefore, it is a green and safe surface active agent, which has been obtained It has been recognized by the majority of formulators. [0003] Because there are some alkyl carbon chains in the rhamnolipid structure, rhamnolipid has good compatibility with vegetable oil and mineral oil. And the glycosyl structure of rhamnolipid itself makes it have certain hydrophilicity, can be used in the cleaning formula of cosmetics, but, this structure has caused the compatibility of rhamnolipid and silicone oil is relatively poor, and vegetable oil 1. Mineral oil has a sticky skin feel, which leads to poor consumer experience. Moreover,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/38C09K23/54C09K23/56C09K23/22C11D1/82A61K8/891A61Q5/02A61Q19/00A61Q19/10
CPCC08G77/38C08G77/045C11D1/82A61K8/891A61Q5/02A61Q19/10A61Q19/00
Inventor 赵庆开姚丹纪学顺孙家宽
Owner WANHUA CHEM GRP CO LTD
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