CN112741781A - Transparent oil solution of water-oil insoluble licoflavone, and its preparation method and application - Google Patents

Transparent oil solution of water-oil insoluble licoflavone, and its preparation method and application Download PDF

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CN112741781A
CN112741781A CN202110146125.5A CN202110146125A CN112741781A CN 112741781 A CN112741781 A CN 112741781A CN 202110146125 A CN202110146125 A CN 202110146125A CN 112741781 A CN112741781 A CN 112741781A
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licoflavone
oil
stock solution
oily stock
water
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李小虎
陈向东
程伟峰
陶礼
方慧静
张伟阳
钱佳
刘彩娥
吴薇
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Shanghai Oli Biotech Co ltd
Shanghai Aoli Industry Co ltd
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Shanghai Aoli Industry Co ltd
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Priority to PCT/CN2022/075196 priority patent/WO2022166926A1/en
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/14—Liposomes; Vesicles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/26—Optical properties
    • A61K2800/262—Transparent; Translucent

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Abstract

The invention provides a water-oil insoluble licoflavone transparent oil solution and a preparation method thereof, and particularly provides a licoflavone oil solution containing licoflavone, liposome structural analogues, grease and an emulsifier and a preparation method thereof. By utilizing the effects of the hydrophobic monomer and the hydrophilic monomer in the liposome structural analogue, the water-oil insoluble licoflavone is emulsified and dispersed in the oil solution, so that the application of the water-oil insoluble licoflavone in oil-based, water-in-oil and oil-in-water formula cosmetics is increased, the skin permeation is promoted, and the stability, the whitening and antioxidant effects are improved.

Description

Transparent oil solution of water-oil insoluble licoflavone, and its preparation method and application
Technical Field
The invention relates to the field of cosmetic raw materials, in particular to a transparent oil solution of water-oil insoluble licoflavone and a preparation method and application thereof.
Background
Licoflavone is a natural compound extracted from specific Glycyrrhrizae radix, and has multiple effects in cosmetic. The licoflavone compounds comprise liquiritin, liquiritigenin, asparagine, mannitol, glabridin, etc.
Licoflavone has effect of scavenging oxygen free radicals, and its antioxidant ability is similar to that of vitamin E and superoxide dismutase (SOD). Licoflavone has wide biological activities of resisting bacteria, inflammation, tumor, HIV, ulcer, arrhythmia, and energy consumption and metabolism.
Glabridin extracted from glycyrrhiza glabra can inhibit the activity of Tyrosinase (Tyrosinase), Dopachrome Tautomerase (Dopachrome Tautomerase) and DHICA oxidase (DHICA oxidase), has quick, efficient and safe whitening efficacy, is the most effective natural whitening component recognized in the world at present, has the whitening efficacy superior to other whitening compounds such as arbutin, nicotinamide, kojic acid, VC ethyl ether and the like, and has the names of whitening queen and whitening gold.
Licoflavone has excellent whitening effect and safety, so that licoflavone can be widely applied to whitening cosmetics, but because licoflavone is a water-oil insoluble substance, the solubility of licoflavone in an oil solution is extremely low, and the licoflavone is in a turbid and opaque state. The base materials of most cosmetics are oily, and the compatibility and application of licoflavone in cosmetics (especially oil-phase cosmetics) are greatly limited due to the water-oil insoluble characteristic of licoflavone.
Therefore, there is an urgent need in the art to develop a highly transparent, highly stable, highly biocompatible licoflavone oil solution suitable for use in cosmetics, especially those containing oily bases.
Disclosure of Invention
The invention aims to provide a licoflavone oil solution (stock solution) which is suitable for cosmetics and has high transparency, high stability and high biocompatibility, and a preparation method and application thereof.
In a first aspect of the present invention, there is provided an oily stock solution of licoflavone, comprising, based on the total weight of the oily stock solution: 0.1-10% of licoflavone, 0.05-10% of liposome structural analogue, 10-50% of grease and 5-50% of emulsifier.
In another preferred embodiment, the oily stock solution contains the balance of oil.
In another preferred embodiment, the licoflavone contains glabridin, which is a whitening active ingredient represented by formula I:
Figure BDA0002930341020000021
in another preferred embodiment, the content of the compound of formula I in licoflavone is greater than or equal to 10 wt% (e.g. 18-99 wt%), preferably greater than or equal to 30 wt%, more preferably greater than or equal to 50 wt%, most preferably greater than or equal to 70 wt%, such as 75-95 wt%, or 80-90 wt%, wherein the percentage is based on the total weight of licoflavone compounds.
In another preferred embodiment, the liposomal structural analog contains (a) a hydrophilic group; (b) a hydrophobic group.
In another preferred embodiment, the hydrophilic group has a branched structure represented by formula II:
Figure BDA0002930341020000022
in the formula, R1，R2And R3Each independently selected from: H. c1-C4Alkyl radical, C3-C4Cycloalkyl groups of (a);
wherein the hydrophobic group comprises: c5-30The structure of the fatty chain.
In another preferred embodiment, the backbone unit of the liposomal structural analogue is selected from the group consisting of:
R4selected from: A1)
Figure BDA0002930341020000023
A2)
Figure BDA0002930341020000024
A3)
Figure BDA0002930341020000025
A4)
Figure BDA0002930341020000031
A5) A1-A4 combination.
In another preferred embodiment, in A1-A5, the group represented by the moiety of formula II represented by formula II is represented by-CO-O-CH2-CH2-、-CO-O-CH2-CH2-O-, and/or-CO-O- (CH)2)m-CH2-linked to the main chain, wherein m is a positive integer from 2 to 17.
In another preferred embodiment, R is1，R2And R3Are all CH3。
In another preferred embodiment, R4Comprises the following steps:
Figure BDA0002930341020000032
in another preferred embodiment, the grease is selected from: isopropyl palmitate, isooctyl palmitate, isononyl isononanoate, white oil, glyceryl caprylate/caprate triester, octyldodecanol, coconut oil acid, lauryl alcohol, isopropyl myristate, shea butter, isooctyl 12-hydroxystearate, diisostearyl malate, squalane, jojoba oil, soybean oil, olive oil, sweet almond oil, avocado oil, wheat germ oil, or combinations thereof.
In another preferred embodiment, the emulsifier is selected from the group consisting of: polyglycerol esters, sorbitan fatty acid ester series, sorbitol cocoate, sucrose fatty acid ester, alkyl glycosides, hydrogenated lecithin, fatty alcohol polyoxyethylene ether, alkylphenol ethoxylates, fatty acid polyoxyethylene esters, polyethers, glyceryl caprylic/capric acid esters, or combinations thereof.
In another preferred embodiment, the licoflavone is encapsulated by a liposome structural analogue to form a first coating.
In a second aspect of the present invention, there is provided a method for preparing the licoflavone oily stock solution of the first aspect, comprising the steps of:
(1) providing licoflavone, liposome analogue and emulsifier, and mixing them into oil phase mixture according to a certain proportion;
(2) heating (e.g., 45-120 ℃) the oil phase blend of step (1) to form a heated blend;
(3) adding oil and fat into the mixture obtained in the step (2), and then cooling (such as cooling to 20-80 ℃, preferably 20-45 ℃) to obtain the licoflavone oily stock solution which is the licoflavone oily stock solution obtained by cooling.
In a third aspect of the present invention, there is provided a use of the licoflavone oily stock solution of the first aspect for preparing a cosmetic in oil-based, water-in-oil, oil-in-water formulation.
In a fourth aspect of the present invention, there is provided a cosmetic comprising the licoflavone oily stock solution of the first aspect.
In another preferred example, the cosmetic is oil-based, water-in-oil, oil-in-water formulation or contains oily auxiliary materials.
In another preferred embodiment, the cosmetic for preparing an oil-based, water-in-oil, oil-in-water formulation comprises: a facial mask, spray, wet wipe, lotion, cream, lotion, gel, shampoo, conditioner, hair and scalp care essence, or other cosmetic for skin and hair, or combinations thereof.
It is to be understood that within the scope of the present invention, the above-described features of the present invention and those specifically described below (e.g., in the examples) may be combined with each other to form new or preferred embodiments. Not to be reiterated herein, but to the extent of space.
Drawings
FIG. 1 shows a clear licoflavone oily stock solution prepared in one embodiment of the present invention.
FIG. 2 shows a prior art mixture (emulsion) of licoflavone and oil.
Detailed Description
The inventor of the present invention has conducted extensive and intensive studies and, through a large number of screenings, has unexpectedly developed an aqueous licoflavone stock solution (aquous stock solution) which is highly stable, highly compatible and transparent for the first time. Specifically, the present inventors have obtained an oily stock solution having high transparency, high stability, and high biocompatibility by adding a specific ingredient (liposome structural analogue). The high-transparency oily stock solution can be widely applied to cosmetics (especially oil-based, water-in-oil and oil-in-water formulas), so that the quality and the effect of the cosmetics are improved. The present invention has been completed based on this finding.
Specifically, the licoflavone oil solution (also referred to as "oily stock solution") of the present invention utilizes hydrophobic side chain groups (or monomers) and hydrophilic side chain groups (or monomers) in the liposome structural analog structure, such that the solubility of water-oil insoluble licoflavone is significantly improved, and the licoflavone oil solution is fully dispersed in the oily stock solution through various actions such as emulsification and solubilization, such that the oily stock solution with high transparency, high stability and high biocompatibility is obtained.
The transparent licoflavone oil solution of the invention is not only beneficial to applying water-oil insoluble licoflavone to cosmetics with oil-based, water-in-oil and oil-in-water formulas, but also can promote the permeation of licoflavone (such as glabridin) on skin, improve the stability and the whitening and antioxidant effects, and solve the problems of poor water solubility, poor permeability, poor stability, low bioavailability and the like of licoflavone in the prior art.
Term(s) for
As used herein, "active ingredient," "active ingredient of the invention," "licoflavone oil solution of the invention" are used interchangeably, with the mean being licoflavone containing the active ingredient glabridin.
As used herein, the terms "oily stock solution of the present invention", "transparent oil solution of the present invention", "water-oil insoluble licoflavone transparent oil solution of the present invention" and the like, which are used interchangeably, refer to an oily stock solution having high transparency, high stability, high biocompatibility, which is formed by mixing water-oil insoluble licoflavone with specific ingredients such as liposome structural analogs and emulsifiers.
Licorice root flavone
As used herein, "licoflavone," "licoflavone," and "licoflavonoid" are used interchangeably to refer to a flavonoid extracted from licorice. It is to be understood that the term also includes synthetic or semi-synthetic flavonoids. In addition, the term may include a single licoflavone compound, may also include a mixture of multiple licoflavones, and may also include an extract having licoflavone as a main ingredient.
Representative licoflavone esters include (but are not limited to): the licoflavone compounds include flavonoids, flavanones, flavonols, isoflavones, chalcones, biflavones, etc. Wherein the flavanones include liquiritin, liquiritigenin, neoliquiritin, liquiritigenin, glabridin, etc.; chalcones include isoliquiritin, isoliquiritigenin, neoisoliquiritin, etc.
Licoflavone is a natural whitening agent extracted from specific variety of licorice, can inhibit the activity of tyrosinase, inhibit the activity of dopachrome interconversion and DHICA oxidase, and is a fast, efficient and green cosmetic additive for whitening and removing spots.
Licoflavone, a compound extracted from Glycyrrhrizae radix, has multiple effects in cosmetic, and has effects in inhibiting tyrosinase activity, scavenging oxygen free radical, resisting inflammation, and resisting allergy.
In the present invention, the preferred licoflavone is glabridin, or a mixture of glabridin and other licoflavone compounds.
Preferably, the licoflavone of the present invention contains glabridin represented by formula I:
Figure BDA0002930341020000061
in another preferred embodiment, the content of the compound of formula I in licoflavone is greater than or equal to 10 wt% (e.g. 18-99 wt%), preferably greater than or equal to 30 wt%, more preferably greater than or equal to 50 wt%, most preferably greater than or equal to 70 wt%, such as 75-95 wt%, or 80-90 wt%, wherein the percentage is based on the total weight of licoflavone compounds.
In the oily stock solution of the present invention, the concentration of licoflavone (e.g., glabridin) is usually 0.1 to 10 wt%, preferably 0.5 to 8 wt%, preferably 1 to 6 wt%, based on the total weight of the oily stock solution.
Liposome-like structures
A liposome-like structure is a compound containing a hydrophilic group as well as a lipophilic group.
The liposome-like structures of the present invention comprise (a) hydrophilic groups; (b) a lipophilic group;
wherein the hydrophilic group comprises a structure represented by formula II:
Figure BDA0002930341020000062
in the formula (I), the compound is shown in the specification,R1，R2and R3Each independently selected from: H. c1-4Alkyl of, or C3-4A cycloalkyl group;
n is 1,2, 3, or 4.
Preferably, R1、R2And R3Each independently selected from: H. methyl or ethyl.
Preferably, n is 2 or 3.
Wherein the lipophilic group comprises: c5-30The structure of the fatty chain.
In another preferred embodiment, R is1，R2And R3Are all CH3。
In another preferred embodiment, R4Comprises the following steps:
Figure BDA0002930341020000063
in another preferred embodiment, the molecular weight of the liposome structural analog is not particularly limited, and a preferred weight average molecular weight or number average molecular weight is 1 to 300 ten thousand, more preferably 5 to 200 ten thousand.
The inventors have unexpectedly found that when the liposome structural analog is adopted, the solubility of the water-and-oil insoluble licoflavone can be significantly improved, wherein a molecular-level active ingredient coating is formed by a hydrophobic group of a polymer, and the coating containing the licoflavone active ingredient is well dissolved and dispersed in oil by a hydrophilic group, so that the licoflavone oil solution (oily stock solution containing a high-concentration licoflavone compound) of the invention obtains high transparency, and has excellent characteristics of higher stability, higher biocompatibility and the like, thereby significantly increasing the licoflavone content in the cosmetics prepared from the licoflavone oil solution of the invention, improving the permeability of licoflavone, enhancing the whitening effect and the like or the efficacy thereof.
Emulsifier
The emulsifier is selected from: polyglycerol esters, sorbitan fatty acid ester series, sorbitol cocoate, sucrose fatty acid ester, alkyl glycosides, hydrogenated lecithin, fatty alcohol polyoxyethylene ether, alkylphenol ethoxylates, fatty acid polyoxyethylene esters, polyethers, glyceryl caprylic/capric acid esters, or combinations thereof.
Other ingredients
In the oily stock solution of the present invention, one or more additional ingredients may be further added as long as the additional ingredients do not substantially affect the oily stock solution of the present invention (e.g., cause significant decrease in solubility of licoflavone, cause opacity, etc.).
These additional ingredients are optional, and representative additional ingredients include (but are not limited to): preservatives, perfumes, colorants (e.g. natural colorants), fragrances, antioxidants or other cosmetically acceptable active ingredients (e.g. ceramides) or adjuvants.
For example, a fragrance may be added to the oily stock solution of the present invention to obtain a predetermined fragrance.
Preservatives may be added to the oily stock solutions of the present invention to further achieve long-term shelf life performance. Representative preservatives are selected from: phenoxyethanol, methyl benzoate, sorbic acids, 1, 3-butanediol, 1, 2-pentanediol, 1, 2-hexanediol, or combinations thereof.
The antioxidant is as follows: tocopherol, tocopherol acetate, tocopherol succinate, tocopherol mixtures
Preparation method
The invention also provides a method for preparing the transparent licoflavone oily stock solution.
In a preferred embodiment, the method comprises the steps of:
(1) providing licoflavone, liposome analogue and emulsifier, and mixing them into oil phase mixture according to a certain proportion;
(2) heating (e.g., 45-120 ℃) the oil phase blend of step (1) to form a heated blend;
(3) adding oil and fat into the mixture obtained in the step (2), and then cooling (such as cooling to 20-80 ℃, preferably 20-45 ℃) to obtain a cooled oil phase mixture, namely the licoflavone oily stock solution.
The main advantages of the invention include:
(a) the method of the invention improves the solubility of licoflavone in the oily stock solution, so that the content of licoflavone in oil-based, water-in-oil and oil-in-water cosmetics prepared from the oily stock solution is increased, thereby enhancing the whitening effect of the cosmetics.
(b) The method of the invention improves the stability of licoflavone in the oily stock solution, thereby leading licoflavone to be used as an active ingredient more widely and being continuously applied to cosmetics with oil-based, water-in-oil and oil-in-water formulas.
(c) In the oily stock solution, licoflavone is fully dispersed, and turbidity caused by insolubility can not be caused, so that the biocompatibility of the cosmetics prepared from the oily stock solution in an oil-based, water-in-oil or oil-in-water formula is enhanced.
(d) The liquorice flavone oily stock solution has good transmittance.
(e) In the oily stock solution, the particle diameter of a coating formed by the liposome structural analogue and the licoflavone is in a molecular level, so that the permeability of the licoflavone active component in the cosmetics prepared by the oily stock solution in an oil-based, water-in-oil or oil-in-water formula is high.
(f) The oil solution of the invention can be directly used for preparing cosmetics of oil-based, water-in-oil and oil-in-water formulas.
The invention will be further illustrated with reference to the following specific examples. It should be understood that these examples are for illustrative purposes only and are not intended to limit the scope of the present invention. The experimental procedures, in which specific conditions are not noted in the following examples, are generally carried out under conventional conditions or conditions recommended by the manufacturers. Unless otherwise indicated, percentages and parts are percentages and parts by weight.
Example 1 preparation of clear Glycyrrhiza flavonoid oily stock solution No.1
Weighing the components according to the raw material proportion shown in the table 1, and then operating according to the following steps:
(1) providing licoflavone, liposome analogue and emulsifier, and mixing them into oil phase mixture according to a certain proportion;
(2) heating the oil phase mixture in the step (1) to 45-120 ℃;
(3) adding oil and fat into the mixture obtained in the step (2), and then cooling to 20-80 ℃, preferably 20-45 ℃ to obtain an oil phase mixture; no.1 (total 100 g).
Table 1 raw material formulation (weight percent)
Raw materials Example 1 Example 2 Comparative example 1
Licorice root flavone 1 1 1
Liposomal structural analogs 1 9 0
Oil and fat 48 50 99
Emulsifier 50 40 0
Example 2 preparation of Glycyrrhiza flavonoid oil solution No.2
Example 1 was repeated except that the components were weighed in accordance with the raw material ratios shown in Table 1 in example 2 to obtain licoflavone oily stock solution No. 2.
Comparative example 1 preparation of Licorice flavonoid Mixed solution
Example 1 was repeated except that the components were weighed in accordance with the raw material ratios of comparative example 1 shown in table 1 to prepare licoflavone mixed solution No. c 1.
Example 3. performance testing:
in this example, the licoflavone oily stock solutions No.1-2 prepared in examples 1-3 and the licoflavone mixed solution No. C1 prepared in comparative example 1 were subjected to performance measurement.
1. Appearance:
the test method comprises the following steps: room temperature, photographs were taken, contrasting transparency with the naked eye.
As a result:
example 1: transparent in appearance (fig. 1);
example 2: the appearance is transparent;
comparative example: the appearance was hazy (fig. 2).
2. Stability:
the test method comprises the following steps: the sample was left at room temperature for 1 month; circulating at 45 deg.C (standing at 45 deg.C for 24h, returning to room temperature for 24h, and circulating for 1 month); the transparency was visually checked at 5 ℃ for 1 month and at-10 ℃ for 1 month.
As a result: as shown in table 2:
table 2 stability test results
Figure BDA0002930341020000091
Figure BDA0002930341020000101
All documents referred to herein are incorporated by reference into this application as if each were individually incorporated by reference. Furthermore, it should be understood that various changes and modifications of the present invention can be made by those skilled in the art after reading the above teachings of the present invention, and these equivalents also fall within the scope of the present invention as defined by the appended claims.

Claims (10)

1. The licorice flavone oily stock solution is characterized by comprising the following components in percentage by total weight of the oily stock solution: 0.1-10% of licoflavone, 0.05-10% of liposome structural analogue, 10-50% of grease and 5-50% of emulsifier.
2. The licoflavone oily stock solution of claim 1, wherein licoflavone contains glabridin, a whitening active ingredient represented by formula I:
Figure FDA0002930341010000011
3. the licoflavone oily stock solution of claim 1, wherein the liposomal structural analogue comprises (a) hydrophilic groups; (b) a hydrophobic group.
4. The licoflavone oily stock solution of claim 3, wherein the hydrophilic group has a branched structure represented by formula II:
Figure FDA0002930341010000012
in the formula, R1，R2And R3Each independently selected from: H. c1-C4Alkyl radical, C3-C4Cycloalkyl groups of (a);
wherein the hydrophobic group comprises: c5-30The structure of the fatty chain.
5. The licoflavone oily stock solution of claim 1, wherein the oil is selected from the group consisting of: isopropyl palmitate, isooctyl palmitate, isononyl isononanoate, white oil, glyceryl caprylate/caprate triester, octyldodecanol, coconut oil acid, lauryl alcohol, isopropyl myristate, shea butter, isooctyl 12-hydroxystearate, diisostearyl malate, squalane, jojoba oil, soybean oil, olive oil, sweet almond oil, avocado oil, wheat germ oil, or combinations thereof.
6. The licoflavone oily stock solution of claim 1, wherein the emulsifier is selected from the group consisting of: polyglycerol esters, sorbitan fatty acid ester series, sorbitol cocoate, sucrose fatty acid ester, alkyl glycosides, hydrogenated lecithin, fatty alcohol polyoxyethylene ether, alkylphenol ethoxylates, fatty acid polyoxyethylene esters, polyethers, glyceryl caprylic/capric acid esters, or combinations thereof.
7. The licoflavone oily stock solution of claim 1, wherein licoflavone is encapsulated by a liposomal analogue to form a first coating.
8. A method for preparing the licoflavone oily stock solution of claim 1, comprising the steps of:
(1) providing licoflavone, liposome analogue and emulsifier, and mixing them into oil phase mixture according to a certain proportion;
(2) heating (e.g., 45-120 ℃) the oil phase blend of step (1) to form a heated blend;
(3) adding oil and fat into the mixture obtained in the step (2), and then cooling (such as cooling to 20-80 ℃, preferably 20-45 ℃) to obtain the licoflavone oily stock solution which is the licoflavone oily stock solution obtained by cooling.
9. Use of the licoflavone oily stock solution of claim 1, characterized in that it is used for the preparation of cosmetics in oil-based, water-in-oil, oil-in-water formulations.
10. A cosmetic comprising the licoflavone oily stock solution of claim 1.
CN202110146125.5A 2021-02-02 2021-02-02 Transparent oil solution of water-oil insoluble licoflavone, and its preparation method and application Pending CN112741781A (en)

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CN202110146125.5A CN112741781A (en) 2021-02-02 2021-02-02 Transparent oil solution of water-oil insoluble licoflavone, and its preparation method and application
PCT/CN2022/075196 WO2022166926A1 (en) 2021-02-02 2022-01-30 Clear oily solution of phosphorylcholine polymer, cosmetic raw material stock solution, and preparation method therefor and application thereof

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WO2022166926A1 (en) * 2021-02-02 2022-08-11 上海奥利实业有限公司 Clear oily solution of phosphorylcholine polymer, cosmetic raw material stock solution, and preparation method therefor and application thereof

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CN108210356A (en) * 2017-12-29 2018-06-29 上海乐宝日化股份有限公司 A kind of whitening emulsion and preparation method thereof
CN111803393A (en) * 2020-08-03 2020-10-23 上海奥利实业有限公司 Transparent aqueous solution of water-oil insoluble licoflavone, and preparation method and application thereof

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CN108210356A (en) * 2017-12-29 2018-06-29 上海乐宝日化股份有限公司 A kind of whitening emulsion and preparation method thereof
CN111803393A (en) * 2020-08-03 2020-10-23 上海奥利实业有限公司 Transparent aqueous solution of water-oil insoluble licoflavone, and preparation method and application thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022166926A1 (en) * 2021-02-02 2022-08-11 上海奥利实业有限公司 Clear oily solution of phosphorylcholine polymer, cosmetic raw material stock solution, and preparation method therefor and application thereof

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