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Theasaponin derivative as well as preparation method and application thereof

A technology of tea saponin and derivatives, which is applied in the field of tea saponin derivatives and its preparation, can solve the problems of poor foam stabilizing performance of tea saponin, achieve strong foaming power and foam stabilizing performance, simple process, and easy control of reaction conditions Effect

Inactive Publication Date: 2011-04-27
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it has been found in practical applications that tea saponin has poor foam stabilizing performance in high-salt and high-temperature environments.

Method used

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] (1) Add 100 g of tea saponin into 300 mL of pyridine, and heat to 50° C. to dissolve it. Add triphenylchloromethane (23g) in an equimolar amount to tea saponin, keep stirring at 50°C for 8h; add potassium hydroxide (4.6g) with 1 / 5 mass of triphenylchloromethane, raise the temperature to 80°C, and stir for 1h , evaporate water and pyridine under reduced pressure. Then add 500mL of toluene to dissolve, raise the temperature to 120°C, slowly add benzyl bromide (170g) which is 12 times the molar amount of tea saponin, and stir for 8 hours. The reaction solution is called A solution;

[0031] (2) Take glucose (14.8g) in an equimolar amount to tea saponin, add 100mL of toluene, add phosphorus tribromide (7.4g) dropwise at 30°C, react for 3h, raise the temperature to 120°C, and slowly add glucose Benzyl bromide (56g) of 4 times the molar amount was stirred and reacted for 8h, and the reaction solution was called liquid B;

[0032] (3) Mix liquid A and liquid B, add 21 g of p...

Embodiment 2

[0036] (1) Add 100 g of tea saponin into 300 mL of pyridine, and dissolve it at room temperature (25° C.). Add triphenylchloromethane (34.5g) according to 1.5 times the molar amount of tea saponin, and stir for 16h; then add potassium hydroxide (6.9g) with 1 / 5 mass of triphenylchloromethane, heat up to 80°C, and stir for 1h. Evaporate water and pyridine under reduced pressure; add 500mL of toluene to dissolve, heat up to 140°C, slowly add benzyl bromide (200g) with 14 times the molar amount of tea saponin, and stir for 6 hours. The reaction solution is called A solution;

[0037] (2) Take another fructose (14.8g) in an equimolar amount to tea saponin, add 100mL of toluene, add phosphorus tribromide (7.4g) dropwise at 20°C, react for 5h, raise the temperature to 140°C, slowly add fructose 5 times The molar amount of benzyl bromide (70g) was stirred and reacted for 6h, and the reaction solution was called B liquid;

[0038] (3) Mix liquid A and liquid B, add 31 g of pyridinium ...

Embodiment 3

[0042] (1) Add 100g of tea saponin into 300mL of pyridine, and heat to 40°C to dissolve it. Add triphenylchloromethane (27.6g) according to 1.2 times the molar amount of tea saponin, keep stirring and react for 12h; then add potassium hydroxide (5.5g) with 1 / 5 mass of triphenylchloromethane, raise the temperature to 80°C, and stir for 1h , evaporate water and pyridine under reduced pressure; then add 500mL toluene to dissolve, heat up to 130°C, slowly add benzyl bromide (183g) with 13 times the molar amount of tea saponin, and stir for 7h, the reaction solution is called A solution;

[0043] (2) Take another arabinose (12.3g) in an equimolar amount to tea saponin, add 100mL of toluene, add phosphorus tribromide (7.4g) dropwise at 25°C, react for 4h, raise the temperature to 130°C, and slowly add arabinose dropwise Benzyl bromide (56g) of 4 times the molar amount was stirred and reacted for 7h, and the reaction solution was called liquid B;

[0044] (3) Mix liquid A and liquid...

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Abstract

The invention relates to a theasaponin derivative as well as a preparation method and application thereof. The theasaponin derivative has a structure shown in the formula I and is prepared by the following steps of: (1) reacting triphenylchloromethane with theasaponin, and then adding bromobenzyl to react with the theasaponin; (2) reacting phosphorus tribromide with sugar, and then reacting with the bromobenzyl; (3) mixing the theasaponin obtained in the step (1) with the sugar obtained in the step (2), and then adding tritylation deprotective agents to react; and then adding phenmethyl deprotective agents in the presence of catalysts to obtain the theasaponin derivative shown in the formula I after the reaction. The preparation method has the advantages that the process is simple, the reaction conditions are easy to control, and the preparation method can be used for the commercial production. The prepared theasaponin derivative can be used as a surface active agent, the foaming power and the foam stabilization are stronger in high-salt and high-temperature environments, and the problem of poor foam stabilization in the high-salt and high-temperature environments of the traditional theasaponin is solved.

Description

technical field [0001] The invention relates to the field of surfactants, in particular to a tea saponin derivative and a preparation method thereof, and its application as a hydrophilic nonionic biosurfactant in pesticides, building materials, and daily chemical cleaning products. Background technique [0002] Surfactants have the properties of dispersing, penetrating, solubilizing, emulsifying, wetting, foaming, lubricating, and sterilizing, and have been widely used in food, medicine, pesticides, textiles, chemicals, adhesives, mineral processing, oilfield chemicals, papermaking , leather, photosensitive materials, detergents, cosmetics and other fields, the types and consumption are increasing day by day. But for a long time, people have been using synthetic surfactants. The extensive use of synthetic surfactants will cause environmental pollution and safety issues. Non-toxic and easily degradable biosurfactants have attracted more and more attention. Many natural com...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J63/00C07H15/256C07H1/00C04B24/10A01N25/30C11D1/66C04B103/30
Inventor 叶勇王延芳
Owner SOUTH CHINA UNIV OF TECH
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