Hyaluronic acid quaternary ammonium salt compound

A technology of hyaluronic acid and complex, applied in cosmetics, cosmetic preparations, cosmetic preparations, etc., can solve the problems of inability to obtain moisturizing effect and smoothness, and achieve the purpose of repairing keratin damage, increasing suppleness, and increasing skin moisture. Effect

Active Publication Date: 2021-01-08
SHANDONG ACADEMY OF PHARMACEUTICAL SCIENCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Cationization strengthens the attachment of HA to skin and hair, but when the degree of cationization is increased to a certain extent, satisfactory moisturizing effect and smoothness cannot be obtained

Method used

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  • Hyaluronic acid quaternary ammonium salt compound
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  • Hyaluronic acid quaternary ammonium salt compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] The preparation of embodiment 1 hyaluronic acid quaternary ammonium salt complex

[0038] Take 10g of sodium hyaluronate (average molecular weight 1680kDa) and 5.0g of 3-chloro-2-hydroxypropyltrimethylammonium chloride and mix, add 100ml of 0.5% (g / ml) sodium hydroxide hydroalcoholic mixed solution, which contains Ethanol 50% (g / ml), stirred for 1 hour at 50±2°C, add 10% (g / ml) lactic acid-sodium lactate aqueous solution 300ml, dissolve and dilute the reaction product, filter, collect the filtrate, add 95% ethanol 1500ml, precipitate, remove the supernatant, filter and collect the precipitate, then add 500ml of 95% ethanol to wash the precipitate twice, place it in a constant temperature drying oven at 40°C for 6 hours under reduced pressure to obtain hyaluronic acid with a substitution degree of 0.41 and a lactic acid binding rate of 45% Quaternary ammonium salt complex.

Embodiment 2

[0039] The preparation of embodiment 2 hyaluronic acid quaternary ammonium salt complex

[0040] Mix 10g of sodium hyaluronate (average molecular weight 840kDa) with 10g of 2,3-epoxypropyltrimethylammonium chloride, add 100ml of 1% (g / ml) sodium hydroxide hydroalcoholic mixed solution, which contains ethanol 80 % (g / ml), at 40 ± 2 ℃ of thermal insulation and stirring reaction for 2 hours, add 12% (g / ml) lactic acid-sodium lactate aqueous solution 400ml, dissolve and dilute the reaction product, filter, collect the filtrate, add 95% ethanol 2000ml, Precipitate, remove the supernatant, collect the precipitate by filtration, add 500 ml of 95% ethanol to wash the precipitate twice, and place it in a constant temperature drying oven at 40°C for drying under reduced pressure for 6 hours to obtain quaternary ammonium hyaluronate with a degree of substitution of 0.76 and a lactic acid binding rate of 85%. salt complex.

Embodiment 3

[0041] The preparation of embodiment 3 hyaluronic acid quaternary ammonium salt complex

[0042] Mix 10g of sodium hyaluronate (average molecular weight 530kDa) with 6g of 2,3-epoxypropyltrimethylammonium chloride, add 100ml of 1.5% (g / ml) aqueous sodium hydroxide solution, and keep stirring at 30±2°C React for 4 hours, add 300ml of 15% (g / ml) lactic acid-sodium lactate aqueous solution, dissolve and dilute the reaction product, filter, collect the filtrate, add 1600ml of acetone, precipitate, remove the supernatant, filter and collect the precipitate, then add absolute ethanol 500ml of the precipitate was washed twice, placed in a constant temperature drying oven at 40°C for 6 hours under reduced pressure to obtain a hyaluronic acid quaternary ammonium salt complex with a substitution degree of 1.48 and a lactic acid binding rate of 67%.

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Abstract

The invention provides a hyaluronic acid quaternary ammonium salt compound with high adhesion and high moisturizing performance and application of the hyaluronic acid quaternary ammonium salt compoundin the fields of cosmetics and medicines. The compound is characterized in that quaternary ammonium cation groups are introduced into hyaluronic acid molecules, the substitution degree of quaternaryammonium cations is 0.1-2.0, and 20%-100% of quaternary ammonium cations and lactic acid form salt. The compound provided by the invention can be used for preparing care products and cosmetics for improving skin and hair and repairing cuticle.

Description

technical field [0001] The invention relates to a hyaluronic acid quaternary ammonium salt complex with high adhesion and high moisturizing properties, and the application of the complex in the cosmetic and medical fields of improving skin and hair, repairing keratin damage and the like. Background technique [0002] Hyaluronic acid (HA), also known as hyaluronic acid, is composed of (1-β-4) D-glucuronic acid and (1-β-3) N-acetyl-D-glucosamine disaccharide units A chain-like polyanionic mucopolysaccharide composed of repeating linkages. Commercial HA can be extracted from animal tissues such as bull's eye, umbilical cord, skin, synovial fluid and cockscomb, and can also be obtained by bacterial fermentation. It has been widely used in the fields of food, cosmetics and medical supplies. [0003] HA is one of the main components that constitute the extracellular matrix of the skin. It has the functions of retaining water, maintaining extracellular space, regulating the flow a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K8/73A61K8/41A61Q19/00A61Q5/12C08B37/08
CPCA61K8/735A61K8/416A61Q19/00A61Q5/12C08B37/0072A61K2800/10
Inventor 陈建英王丽丽祝美华薛松张治云李永贵
Owner SHANDONG ACADEMY OF PHARMACEUTICAL SCIENCES
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