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Sophorolipid deacetylation modification method and sophorolipid

A technology of deacetylation and sophorolipids, which is applied in the field of preparation of deacetylation modification of sophoryl esters, can solve problems affecting product appearance, color performance, chain breakage of fatty acid chains, affecting product performance, etc., to achieve low decolorization Cost, good chroma quality, effect of simple decolorization means

Pending Publication Date: 2022-07-08
上海龙殷生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, under alkaline heating lipolysis conditions, browning reaction of sophorose will occur, and the color will become dark brown, which will affect the appearance, color and performance of the product
Secondly, under the conditions of esterification, the fatty acid chains of some sophoryl esters will be broken, which will affect the performance of the product

Method used

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  • Sophorolipid deacetylation modification method and sophorolipid
  • Sophorolipid deacetylation modification method and sophorolipid
  • Sophorolipid deacetylation modification method and sophorolipid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: Deacetylation of Sophorolipids

[0026] Take 2g of dry sophorolipid powder and place it in a 100mL round-bottom flask. The round-bottom flask is connected with a condensing reflux tube (refrigerant temperature 10°C) and a protection tube with anhydrous calcium chloride to prevent the influence of moisture in the atmosphere. reaction. During the reaction, 25 mL of a methanol solution of 0.025 mol / L sodium methoxide was added, and a magnetic stirring reaction was carried out at room temperature of 25° C. for 5 hours to carry out an ester hydrolysis reaction. After that, 25 mL of pure water was added, and the reaction was further magnetically stirred for 1 hour. Then, the reaction solution was taken out, placed in a rotary evaporator and concentrated in vacuo at 35° C. to remove methanol in the recovered reaction system, thereby obtaining a deacetylated acid-type sophorose ester solution. The powder samples of sophorose esters were obtained from deacetylated a...

Embodiment 2

[0027] Example 2: Deacetylation of Sophorose Esters

[0028] Take 2g of dry sophorolipid powder and place it in a 100mL round-bottom flask. The round-bottom flask is connected with a condensing reflux tube (refrigerant temperature 10°C) and a protection tube with anhydrous calcium chloride to prevent the influence of moisture in the atmosphere. reaction. During the reaction, 25 mL of an ethanol solution of 0.02 mol / L sodium ethoxide was added, and a magnetic stirring reaction was carried out at 30° C. for 5 hours to carry out an ester hydrolysis reaction. Then, 25 mL of pure water was added, and the transesterification magnetic stirring reaction was carried out for 1 hour. Then, the reaction solution was taken out, placed in a rotary evaporator and concentrated in vacuo at 40° C. to remove the ethanol in the recovered reaction system, thereby obtaining a deacetylated acid-type sophorose ester solution. The powder samples of sophorose esters were obtained from deacetylated ac...

Embodiment 3

[0029] Example 3: Alkaline hydrolysis control reaction

[0030] With reference to the method described in Example 19 of the PCT patent application Improved Sopholactone Production (International Application Number: PCT / EP2011 / 059306), the deacetylated sophorolipids prepared by the alkaline hydrolysis method were prepared. The sophorolipid aqueous solution with a solid content of 50% was prepared by adding 3 times the molar equivalents of KOH and 2 times the water, after which the reaction mixture was heated to 50 °C, stirred for 10 minutes, and then passed through a glass fiber filter twice, and then the mixture was The reaction was heated to 80°C for 4 hours to complete the complete hydrolysis and obtain deacetylated sophorolipids. The pH of the reacted mixture was adjusted to pH 1.5 using 37% HCl and left to settle overnight. The acid sophorolipids were separated from the supernatant salt solution (KCl and potassium acetate) by centrifugation. The sophorolipids collected b...

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Abstract

The invention provides a sophorolipid deacetylation modification method and sophorolipid. The method comprises a step of catalyzing an esterolysis reaction of sophorolipid by using sodium alkyl alkoxide as a catalyst under an anhydrous condition. The color, performance and bond breaking influence generated in the deacetylation modification process can be reduced to the minimum.

Description

technical field [0001] The invention belongs to the technical field of modification of sophorose esters, and in particular relates to a preparation method for deacetylation modification of sophorose esters. Background technique [0002] Sophorolipids (SLs), also known as sophorose esters, are a class of glycolipid biosurfactants mainly produced by Candida bombicola using oils and sugars as carbon sources for fermentation. One of the most promising biosurfactants. SLs have 20 major structures and more than 100 minor structures due to the differences in the intramolecular groups. see figure 1 and figure 2 , its main configuration includes lactone-type sophorolipids and acid-type sophorolipids. Compared with lactone-type sophorolipids, the fatty acid chain ends of acid-type sophorolipids contain free carboxyl groups (-COOH), which makes them possess pH sensitivity. Secondly, the difference in configuration also includes the length of the carbon chain of the sophorolipid f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H1/00C07H15/10
CPCC07H1/00C07H15/10
Inventor 张鹏强耀锋樊冰李庆廷
Owner 上海龙殷生物科技有限公司
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