Preparation of novel whitening sunscreen agent-dioctyl ferulae and application

A technology of octyl ferulate and isooctyl ferulate is applied in the field of preparation of a new type of whitening sunscreen agent - octyl ferulate, which can solve the problems of strong hydrophilicity and poor fat solubility, and achieve easy availability of raw materials and low price. Low, high safety effect

Inactive Publication Date: 2009-06-10
安婕妤化妆品科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the short alkane in the ferulic acid molecule, strong hydrophilicity and poor fat solubility, it is difficult to be absorbed by the skin through the bilayer structure of the skin's biomembrane lipid

Method used

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  • Preparation of novel whitening sunscreen agent-dioctyl ferulae and application
  • Preparation of novel whitening sunscreen agent-dioctyl ferulae and application
  • Preparation of novel whitening sunscreen agent-dioctyl ferulae and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Example 1 Preparation of n-octyl ferulate (direct heating and reflux method)

[0017] Add ferulic acid into a reactor equipped with a stirrer, a thermometer, a reflux condenser and a water separator, and slowly add n-octanol and benzene under stirring. Heat with low heat and stir to dissolve the solid. After the solid is dissolved, the cation exchange resin is slowly added dropwise in batches, the temperature is slowly raised, and the stirring is maintained at a constant speed. When the temperature reaches about 85°C, reflux begins and keeps refluxing for 1-5 hours. After the material in the bottle is clarified, reflux is maintained for 1-2 hours until no more water is formed, and the reaction ends. Then cool to room temperature, add an appropriate amount of NaHCO3 saturated solution to neutralize, stand still to separate the organic layer, dry the organic layer with anhydrous calcium chloride, separate the layers, distill under reduced pressure to remove unreacted n-octano...

Embodiment 2

[0018] Example 2 Preparation of n-octyl ferulate (microwave method)

[0019] Ferulic acid is added to a reactor equipped with a stirrer, a thermometer, a reflux condenser and a water separator, and n-octanol, benzene, and cation exchange resin are slowly added under stirring. The reactor is irradiated with microwave (200-600W) for 20-30 minutes, and the reaction is over. Then cool to room temperature, add an appropriate amount of NaHCO3 saturated solution to neutralize, stand still to separate the organic layer, dry the organic layer with anhydrous calcium chloride, separate the layers, distill under reduced pressure to remove unreacted n-octanol to obtain a light yellow liquid, that is It is the n-octyl ferulic acid compound described in the present invention.

Embodiment 3

[0020] Example 3 Preparation of isooctyl ferulate (direct heating and reflux method)

[0021] Add ferulic acid into a reactor equipped with a stirrer, a thermometer, a reflux condenser and a water separator, and slowly add isooctyl alcohol and benzene under stirring. Heat with low heat and stir to dissolve the solid. After the solid is dissolved, the cation exchange resin is slowly added dropwise in batches, the temperature is slowly raised, and the stirring is maintained at a constant speed. When the temperature reaches about 85°C, reflux begins and keeps refluxing for 1-5 hours. After the material in the bottle is clarified, reflux is maintained for 1-2 hours until no more water is formed, and the reaction ends. Then cool to room temperature, add an appropriate amount of NaHCO3 saturated solution to neutralize, stand still to separate the organic layer, dry the organic layer with anhydrous calcium chloride, separate the layers, distill under reduced pressure to remove unreacted ...

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Abstract

The invention discloses preparation and application of a novel whitening sun shield agent of ferulic acid octyl ester. The ferulic acid octyl ester takes ferulic acid and octyl ester as main material and is synthesized by the esterifying reaction method. The ferulic acid octyl ester has double functions of whitening action achieved by inhibiting the generation of skin melanin and sun shield action achieved by absorbing ultraviolet light, and can used as a whitening agent for preparing whitening cosmetics as well as a sun shield agent for preparing sun shield cosmetics. The ferulic acid octyl ester is prepared by the esterification modification of the natural compound of the ferulic acid, so that the ferulic acid octyl ester has the advantages of overcoming the defects of strong excitability, poor stability, unideal effect and high price existing in the common whitening agent such as dihydroxybenzene, superoxide dismutase(SOD), along with good whitening effect, high safety, stable chemical property, easily bought raw material, low price and good application prospect.

Description

Technical field [0001] The invention relates to the preparation of a new type of whitening and sunscreen agent-octyl ferulate. The compound has a good function of inhibiting skin melanin and absorbing ultraviolet rays, and can be used as a whitening agent and sunscreen in cosmetics. Background technique [0002] Skin whitening research has always been a hot spot in the cosmetics industry and the pharmaceutical industry. Cosmetics with whitening concepts have become the best-selling cosmetics. At present, the management and technology of whitening cosmetics in my country have major defects. The phenomenon of illegal addition is very serious. Some even use prohibited substances such as aminomercury chloride as whitening agents or add peroxides such as hydrogen peroxide for bleaching. Many beauty accidents, even disfigurement, have caused great harm to consumers, and have attracted great attention from the country and consumers. In recent years, the whitening agents used in cosmetic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/734C07C67/08A61K8/37A61Q17/04A61Q19/04
Inventor 龚盛昭
Owner 安婕妤化妆品科技股份有限公司
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