CN114948771B - Composition containing tetrahydrocurcumin, preparation method thereof and skin care product - Google Patents

Composition containing tetrahydrocurcumin, preparation method thereof and skin care product Download PDF

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Publication number
CN114948771B
CN114948771B CN202210265161.8A CN202210265161A CN114948771B CN 114948771 B CN114948771 B CN 114948771B CN 202210265161 A CN202210265161 A CN 202210265161A CN 114948771 B CN114948771 B CN 114948771B
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tetrahydrocurcumin
phase
mixing
containing composition
emulsifier
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CN114948771A (en
Inventor
孙怀庆
佐佐木公夫
胡越
聂艳峰
江川霞
蒲艳
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Guangdong Marubi Biological Technology Co Ltd
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Guangdong Marubi Biological Technology Co Ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/02Preparations for care of the skin for chemically bleaching or whitening the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A40/00Adaptation technologies in agriculture, forestry, livestock or agroalimentary production
    • Y02A40/90Adaptation technologies in agriculture, forestry, livestock or agroalimentary production in food processing or handling, e.g. food conservation
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Abstract

The application relates to the field of materials, in particular to a composition containing tetrahydrocurcumin, a preparation method thereof and a skin care product. The tetrahydrocurcumin-containing composition comprises the following raw materials in percentage by mass: 0.1-20% of emulsifying agent, 0.01-5% of thickening agent, 0.05-2% of tetrahydrocurcumin, 5-30% of dipropylene glycol and 0.01-4% of pH regulator; wherein the emulsifier comprises the following components in percentage by mass: 5-15% of sodium di (lauramide glutamine) lysine, 5-15% of butanediol and 70-90% of water. The composition containing tetrahydrocurcumin provided by the application contains 0.05-2% of tetrahydrocurcumin, the tetrahydrocurcumin is displayed in the composition in a liquid state, the problem that high-concentration tetrahydrocurcumin is easy to crystallize is effectively solved, and the application way of the high-concentration tetrahydrocurcumin is widened.

Description

Composition containing tetrahydrocurcumin, preparation method thereof and skin care product
Technical Field
The application relates to the field of materials, in particular to a composition containing tetrahydrocurcumin, a preparation method thereof and a skin care product.
Background
Tetrahydrocurcumin is a natural functional whitening material, and is obtained by hydrogenating curcumin (curcumin) separated from rhizome of Curcuma longa (Curcuma longa) belonging to Zingiberaceae. Can effectively inhibit the generation of oxygen free radicals (oxygen free radicals) and remove the formed free radicals, has obvious antioxidation effect, and can be dissolved in organic solvents such as methanol, ethanol, DMSO and the like.
However, the use of high concentrations is greatly limited due to the tendency of tetrahydrocurcumin to crystallize.
Disclosure of Invention
The embodiment of the application aims to provide a composition containing tetrahydrocurcumin, a preparation method thereof and a skin care product, and aims to solve the problem that the use of high concentration is limited due to the fact that the existing tetrahydrocurcumin is easy to crystallize at high concentration.
The application provides a tetrahydrocurcumin-containing composition, which comprises the following raw materials in percentage by mass:
0.1-20% of emulsifying agent, 0.01-5% of thickening agent, 0.05-2% of tetrahydrocurcumin, 5-30% of dipropylene glycol and 0.01-4% of pH regulator;
wherein the emulsifier comprises the following components in percentage by mass: 5-15% of sodium di (lauramide glutamine) lysine, 5-15% of butanediol and 70-90% of water.
In some embodiments of the present application, the pH adjuster comprises at least one of citric acid and arginine.
The composition containing tetrahydrocurcumin provided by the application contains 0.05-2% of tetrahydrocurcumin, the tetrahydrocurcumin is displayed in the composition in a liquid state, the problem that high-concentration tetrahydrocurcumin is easy to crystallize is effectively solved, and the application way of the high-concentration tetrahydrocurcumin is widened.
In some embodiments of the present application, the starting material for the tetrahydrocurcumin-containing composition further comprises 0.1-5% preservative.
In some embodiments of the present application, the emulsifier comprises 10% sodium bis (lauramide glutamine) lysine, 10% butylene glycol, and 80% water by mass.
In some embodiments of the present application, the emulsifier is ASAHI KASEI FINECHEM CO, LTD.
In some embodiments of the present application, the starting materials of the tetrahydrocurcumin-containing composition consist of the following components in mass percent:
0.1-20% of the emulsifier, 0.01-5% of the thickener, 0.05-2% of tetrahydrocurcumin, 5-30% of dipropylene glycol, 0.1-5% of the preservative, 0.01-2% of citric acid, 0.01-2% of arginine and the balance of water.
The application also provides a preparation method of the tetrahydrocurcumin-containing composition, which comprises the following steps:
mixing the emulsifier, water and the thickener at 75-95 ℃ to obtain a first phase;
mixing the dipropylene glycol and the tetrahydrocurcumin at 75-95 ℃ to obtain a second phase;
preparing the pH regulator into 0.8-1.5vol% of aqueous solution of the pH regulator, and heating to 75-95 ℃ to obtain a third phase;
and adding the second phase into the first phase, mixing uniformly, and then adding the third phase, mixing uniformly.
In some embodiments of the present application, mixing the emulsifier, water, and the thickener, and the citric acid at 75-95 ℃ to obtain the first phase;
the arginine is prepared into 0.8-1.5vol% arginine water solution, and the arginine water solution is heated to 75-95 ℃ to obtain the third phase.
The present application also provides a method of increasing the solubility of tetrahydrocurcumin, comprising:
mixing an emulsifier, water and a thickener and citric acid at 75-95 ℃ to obtain a first phase;
mixing dipropylene glycol and tetrahydrocurcumin at 75-95deg.C to obtain a second phase;
preparing arginine into 0.8-1.5vol% aqueous solution, and heating to 75-95deg.C to obtain a third phase;
adding the second phase into the first phase, uniformly mixing, and then adding the third phase, uniformly mixing;
wherein the emulsifier comprises the following components in percentage by mass: 5-15% of sodium di (lauramide glutamine) lysine, 5-15% of butanediol and 70-90% of water;
optionally, the emulsifier is ASAHI KASEI FINECHEM CO, and the product name is PELLICER LB-10 provided by LTD.
The application also provides a skin care product, which comprises the composition containing tetrahydrocurcumin and auxiliary materials.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present application, the drawings that are needed in the embodiments will be briefly described below, it being understood that the following drawings only illustrate some embodiments of the present application and therefore should not be considered limiting the scope, and that other related drawings may be obtained according to these drawings without inventive effort for a person skilled in the art.
FIG. 1 shows a polarized light microscopic view of the tetrahydrocurcumin-containing composition provided in example 2;
FIG. 2 shows a polarized light microscopic image of the tetrahydrocurcumin-containing composition provided in comparative example 3;
FIG. 3 shows a polarized light microscopic image of the tetrahydrocurcumin-containing composition provided in comparative example 1;
FIG. 4 shows a polarized light microscopic image of the tetrahydrocurcumin-containing composition provided in comparative example 2;
fig. 5 shows a polarized light microscopic image of the tetrahydrocurcumin-containing composition provided in comparative example 4.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present application more clear, the technical solutions in the embodiments of the present application will be clearly and completely described below. The specific conditions are not noted in the examples and are carried out according to conventional conditions or conditions recommended by the manufacturer. The reagents or apparatus used were conventional products commercially available without the manufacturer's attention.
The tetrahydrocurcumin-containing composition, the preparation method thereof and the skin care product of the embodiment of the application are specifically described below.
The molecular formula of tetrahydrocurcumin is: c (C) 21 H 26 O 6 The method comprises the steps of carrying out a first treatment on the surface of the The structural formula is as follows:
tetrahydrocurcumin is extremely easy to precipitate out secondarily in a system containing water.
The tetrahydrocurcumin content in the tetrahydrocurcumin-containing composition provided by the application is larger, and the tetrahydrocurcumin content accounts for 0.05-2% of the total composition.
It should be noted that the above-mentioned percentage of tetrahydrocurcumin is 0.05-2%, which does not mean that only 0.05% -2% of tetrahydrocurcumin can be dissolved in the composition containing tetrahydrocurcumin, but at least 0.05% -2% of tetrahydrocurcumin can be dissolved in the composition containing tetrahydrocurcumin. When the tetrahydrocurcumin-containing composition contains 0.05% -2% tetrahydrocurcumin, the tetrahydrocurcumin does not crystallize.
Specifically, the tetrahydrocurcumin-containing composition comprises the following components in percentage by mass:
0.1-20% of emulsifying agent, 0.01-5% of thickening agent, 0.05-2% of tetrahydrocurcumin, 5-30% of dipropylene glycol and 0.01-4% of pH regulator.
Illustratively, the emulsifier comprises 0.1-20% of the total mass of all raw materials. For example, 0.1%, 0.2%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, etc.
In an embodiment of the present application, the emulsifier comprises the following components in mass percent: 5-15% of sodium di (lauramide glutamine) lysine, 5-15% of butanediol and 70-90% of water.
Illustratively, sodium bis (lauramide glutamine) lysine comprises 5-15% of the total mass of the emulsifier, e.g., 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, etc.
Butanediol represents 5-15% of the total mass of the emulsifier, e.g., 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, etc.
Water represents 70-90% of the total mass of the emulsifier, e.g., 70%, 72%, 76%, 79%, 80%, 83%, 85%, 87%, 89%, 90%, etc.
In some embodiments, the emulsifier comprises 10% sodium bis (lauramide glutamine) lysine, 10% butylene glycol, and 80% water by mass.
In some embodiments, the emulsifier is ASAHI KASEI FINECHEM CO, LTD, product name PELLICER LB-10, available from Asahi Kasei (China) investment Co.
The thickener accounts for 0.01-5% of the total mass of all raw materials, for example, 0.01%, 0.02%, 0.05%, 0.08%, 0.10%, 0.5%, 0.8%, 0.9%, 1%, 1.5%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5%, 5%, etc.
For example, the thickener may be any one or a combination of xanthan gum, guar gum and its derivatives, and carbomers.
Tetrahydrocurcumin comprises 0.05-2% of the total mass of all raw materials, e.g., 0.05%, 0.06%, 0.08%, 0.09%, 0.1%, 0.15%, 0.2%, 0.3%, 0.4%, 1%, 1.2%, 1.4%, 1.5%, 1.8%, 1.9%, 2%, etc.
Dipropylene glycol accounts for 5-30% of the total mass of all raw materials, e.g., 5%, 8%, 10%, 12%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 29%, 30%, etc.
The pH adjustor accounts for 0.01-4% of the total mass of all raw materials, for example, 0.01%, 0.02%, 0.05%, 0.08%, 0.1%, 0.5%, 1%, 1.2%, 1.8%, 2.1%, 2.6%, 3.1%, 3.5%, 3.6%, 3.8%, 4%, etc.
Illustratively, the pH adjustor comprises at least one of citric acid and arginine. For example, citric acid comprises 0.01-2% of the total mass of all materials, e.g., 0.01%, 0.05%, 0.1%, 0.5%, 1%, 1.3%, 2%, etc. Arginine represents 0.01-2% of the total mass of all raw materials, e.g., 0.01%, 0.04%, 0.1%, 0.6%, 1.2%, 1.6%, 2%, etc.
It is understood that in other embodiments of the present application, other pH adjusting agents may be selected, not limited to citric acid and arginine as described above.
In some embodiments of the present application, the starting materials of the tetrahydrocurcumin-containing composition described above further comprise 0.1-5% preservative. For example, 0.1%, 0.2%, 0.5%, 0.8%, 1%, 1.2%, 1.5%, 1.8%, 2%, 2.3%, 2.5%, 2.8%, 3.2%, 3.4%, 4.1%, 4.6%, 5%, etc.
For example, the preservative may be at least one selected from pentanediol, propyl hydroxybenzoate, methyl hydroxybenzoate, bis (hydroxymethyl) imidazolidinyl urea, iodopropynyl butyl and urethane.
In some embodiments of the present application, the starting materials of the tetrahydrocurcumin-containing composition consist of the following components in mass percent:
0.1-20% of the emulsifier, 0.01-5% of the thickener, 0.05-2% of tetrahydrocurcumin, 5-30% of dipropylene glycol, 0.1-5% of the preservative, 0.01-2% of citric acid, 0.01-2% of arginine and the balance of water.
In other embodiments of the present application, the starting material of the tetrahydrocurcumin-containing composition may also include other components that are not reactive with the above materials.
The composition containing tetrahydrocurcumin provided by the application contains 0.05-2% of tetrahydrocurcumin, the tetrahydrocurcumin is displayed in the composition in a liquid state, the problem that high-concentration tetrahydrocurcumin is easy to crystallize is effectively solved, and the application way of the high-concentration tetrahydrocurcumin is widened.
The application provides a preparation method of the tetrahydrocurcumin-containing composition, which comprises the following steps:
mixing the emulsifier, water and thickener at 75-95deg.C to obtain a first phase.
Mixing dipropylene glycol and tetrahydrocurcumin at 75-95deg.C to obtain a second phase;
preparing a pH regulator into a 0.8-1.vol5% aqueous solution, and heating to 75-95 ℃ to obtain a third phase;
adding the second phase into the first phase, mixing uniformly, and then adding the third phase, mixing uniformly.
For the examples where the pH adjustor comprises citric acid and arginine, the emulsifier, water, thickener, and citric acid are mixed at 75-95 ℃ to obtain a first phase; for example, the preparation of the first phase is performed in an emulsification apparatus, and the temperature at which the first phase is prepared may be 75 ℃, 78 ℃, 80 ℃, 82 ℃, 85 ℃, 88 ℃, 90 ℃, 92 ℃, 95 ℃, or the like.
Mixing dipropylene glycol and tetrahydrocurcumin at 75-95deg.C to obtain a second phase; the second phase may be prepared at a temperature of 75 ℃, 76 ℃, 79 ℃, 81 ℃, 83 ℃, 85 ℃, 86 ℃, 89 ℃, 90 ℃, 92 ℃, 95 ℃, etc.
Arginine was formulated as a 0.8-1.5vol% aqueous solution and heated to 75-95 ℃ to obtain the third phase. For example, the arginine may be present in a volume concentration of 0.8%, 0.9%, 1%, 1.2%, 1.3%, 1.4%, 1.5%, etc.
The temperature for preparing the third phase may be 75deg.C, 78deg.C, 80deg.C, 85deg.C, 88 deg.C, 90 deg.C, 92 deg.C, 95 deg.C, etc.
It will be appreciated that in other embodiments of the present application, other methods may be used to uniformly mix the raw materials of the tetrahydrocurcumin-containing composition described above to prepare the tetrahydrocurcumin-containing composition.
Based on the fact that the tetrahydrocurcumin in the composition containing tetrahydrocurcumin is high in solubility, the application further provides a method for improving the solubility of tetrahydrocurcumin, which comprises the following steps:
mixing an emulsifier, water, a thickener and citric acid at 75-95 ℃ to obtain a first phase;
mixing dipropylene glycol and tetrahydrocurcumin at 75-95deg.C to obtain a second phase;
preparing arginine into 0.8-1.5vol% aqueous solution, and heating to 75-95deg.C to obtain a third phase;
and adding the second phase into the first phase, mixing uniformly, and then adding the third phase, mixing uniformly.
Wherein the emulsifier is one of the above-mentioned emulsifiers, and the description thereof is omitted herein.
Because tetrahydrocurcumin is a natural functional whitening raw material, the application also provides a skin care product, and the skin care product comprises the composition containing tetrahydrocurcumin and auxiliary materials.
The present application is not limited to the form of the above-mentioned skin care product, and may be, for example, an aqueous agent, a paste or an emulsion. Accordingly, the application also does not limit the types and components of the auxiliary materials of the skin care product.
The features and capabilities of the present application are described in further detail below in connection with the examples.
Examples 1 to 4, comparative examples 1 to 2
Examples 1-4 and comparative examples 1-2 each provided a tetrahydrocurcumin-containing composition, the raw material formulations of which are shown in table 1. In Table 1, PELLICER LB-10 was purchased from ASAHI KASEI FINECHEM CO, LTD. The unit in Table 1 is g, and the pure water in the last line in Table 1 is used for dissolving arginine.
TABLE 1
Raw material name Example 1 Example 2 Example 3 Example 4 Comparative example 1 Comparative example 2
PELLICER LB-10 10 15 15 20 5 10
Pure water To 100 To 100 To 100 To 100 To 100 To 100
Xanthan gum 0.1 0.1 0.1 0.1 0.1 0.1
Citric acid 0.5 0.5 0.5 0.5 0 0.5
Pentanediol 5 5 5 5 5 5
Dipropylene glycol 20 10 30 20 30 30
Tetrahydrocurcumin 0.2 0.4 0.5 0.5 0.4 3
Arginine (Arg) 0.2 0.2 0.2 0.2 0 0.2
Pure water 1.8 1.8 1.8 1.8 1.8 1.8
The preparation method comprises the following steps:
adding PELLICER LB-10, water, thickener (xanthan gum) and citric acid into emulsifying pot, heating to 85deg.C; adding dipropylene glycol and tetrahydrocurcumin into an oil phase pot, and heating to 85 ℃; mixing arginine and water to prepare an arginine water solution, adding the arginine water solution into a water phase pot, heating to 85 ℃, slowly dripping the oil phase into the emulsifying pot under rapid stirring, continuously stirring for 20min, slowly dripping the water phase into the emulsifying pot, continuously stirring for 20min, cooling to 45 ℃, adding pentanediol, uniformly stirring, and discharging.
Comparative example 3-comparative example 4
Comparative examples 3-4 each provided a tetrahydrocurcumin-containing composition whose raw material formulation is shown in table 2.
TABLE 2
Raw material name Comparative example 3 Comparative example 4
A165 2.5 2.5
GTCC 6 6
1618 alcohol 1.5 1.5
2ehp 4 4
DC345 1.5 1.5
Glycerol 3 3
Xanthan gum 0.2 0.2
Carbomer (carbomer) 0.2 0.2
Pentanediol 5 5
Pure water To 100 To 100
Dipropylene glycol 5 15
Tetrahydrocurcumin 0.2 0.2
AMP-ULTRA PC 2000 0.1 0.1
A165 is a product purchased from Heda company with glycerol stearate PEG-100 stearate as the main ingredient;
GTCC is a product purchased from BASF company with caprylic/capric triglyceride as the main ingredient;
1618 alcohol is a product purchased from Emery corporation with cetyl alcohol, stearyl alcohol as the main ingredient;
2ehp is a product purchased from BASF corporation with ethylhexyl palmitate as the major component;
DC345 is a product purchased from Xinyue corporation with cyclopentadimethicone as the major component;
AMP-ULTRA PC 2000 is a product purchased from the company ANGUS and having aminomethylpropanol as the main ingredient.
The preparation method comprises the following steps:
adding A165, GTCC, 1618 alcohol, 2ehp and DC345 into an oil pan, and heating to 85 ℃; adding glycerol, xanthan gum, carbomer, pentanediol and pure water into an emulsifying pot, and heating to 85 ℃; slowly pumping the oil pan raw material into an emulsifying pan, homogenizing for 3min under vacuum, continuously stirring and cooling to 45 ℃, adding dipropylene glycol and tetrahydrocurcumin, finally adding AMP-ULTRA PC 2000, stirring uniformly, and discharging.
Test example 1
30 healthy volunteers were selected. The volunteers were divided into groups A and B, 15 each. Volunteer inclusion criteria: 1) Healthy, without any history of skin disease or systemic disease; 2) The male and female are not limited, and the ages are 18-65 years old; 3) The product can be used continuously; the excluded population is pregnant or lactating women, and sensitive skin.
Application method
After the face is cleaned, the tetrahydrocurcumin-containing liquid provided in example 2 or comparative example 3 is added at a concentration of 0.5mg/cm 2 The coating density is uniformly coated on the face, and each time in the morning and evening. The product was used continuously for 28 days.
Efficacy evaluation method
Completed in the form of a questionnaire.
The main evaluation indexes are skin improvement effect, and the evaluation contents are as follows: the absorption effect, the water wettability and the skin color are improved, the roughness is improved, and the whole body is improved.
Statistics are carried out through the skin improvement effect considered by the user, and the test results are shown in Table 3; the reference substances in table 3 are the products corresponding to tetrahydrocurcumin provided in comparative example 3; the sample was the tetrahydrocurcumin-containing counterpart product provided in example 2.
TABLE 3 Table 3
From the data analysis, the samples are better than the control samples in the aspects of absorption effect, water wettability improvement, skin color brightening, roughness improvement, overall improvement and other effects; and the reference substance has impurities in the feedback sample when in use, which influences experience.
Test example 2
The tetrahydrocurcumin-containing compositions provided in examples 1 to 4 and comparative examples 1 to 4 were stored at 45℃and 25℃alternately at-18℃to 45℃for 6 months; and respectively recording the stability of the system after different storage times, and judging whether tetrahydrocurcumin is precipitated in the system. The observation results are shown in Table 4.
TABLE 4 Table 4
In table 4, "×" represents that tetrahydrocurcumin was precipitated; "" indicates that little tetrahydrocurcumin is precipitated.
As can be seen from table 4: the composition containing tetrahydrocurcumin can well solve the problem of the solubility of tetrahydrocurcumin.
The tetrahydrocurcumin-containing compositions provided in examples 1 to 4 and comparative examples 1 to 4 were observed with a polarizing microscope.
FIG. 1 shows a polarized light microscopic image of the tetrahydrocurcumin-containing composition provided in example 2 after storage for 6 months;
FIG. 2 shows a polarized light microscopic image of the composition containing tetrahydrocurcumin provided in comparative example 3 after storage for 7 days;
FIG. 3 shows a polarized light microscopic image of the tetrahydrocurcumin-containing composition provided in comparative example 1 immediately after preparation (0 days);
FIG. 4 shows a polarized light microscopic image of the composition containing tetrahydrocurcumin provided in comparative example 2 after being stored for 7 days;
FIG. 5 shows a polarized light microscopic image of the tetrahydrocurcumin-containing composition provided in comparative example 4 after 1 month of storage;
when the precipitation of tetrahydrocurcumin occurs, the subsequent continued observation shows that tetrahydrocurcumin is not redissolved. As can be seen from FIGS. 1 to 5, the tetrahydrocurcumin-containing compositions of comparative examples 1 to 4 each had a different degree of precipitation, and the tetrahydrocurcumin-containing composition of example 1 had little precipitation.
The foregoing description is only of the preferred embodiments of the present application and is not intended to limit the same, but rather, various modifications and variations may be made by those skilled in the art. Any modification, equivalent replacement, improvement, etc. made within the spirit and principles of the present application should be included in the protection scope of the present application.

Claims (9)

1. The tetrahydrocurcumin-containing composition is characterized by comprising the following raw materials in percentage by mass:
10-20% of emulsifying agent, 0.01-5% of thickening agent, 0.05-0.5% of tetrahydrocurcumin, 5-30% of dipropylene glycol and 0.01-4% of pH regulator;
wherein the emulsifier comprises the following components in percentage by mass: 10-15% of sodium di (lauramide glutamine) lysine, 5-15% of butanediol and 70-90% of water; the pH regulator comprises citric acid and arginine.
2. The tetrahydrocurcumin-containing composition according to claim 1, wherein the starting material of the tetrahydrocurcumin-containing composition further comprises 0.1-5% of a preservative.
3. The tetrahydrocurcumin-containing composition according to claim 1, wherein the emulsifier comprises the following components in mass percent:
10% sodium di (lauramide glutamine) lysine, 10% butylene glycol and 80% water.
4. The tetrahydrocurcumin-containing composition according to claim 1, wherein the emulsifier is ASAHI KASEI FINECHEM CO, ltd.
5. The tetrahydrocurcumin-containing composition according to any one of claims 1 to 4, wherein the raw materials of the tetrahydrocurcumin-containing composition consist of the following components in percentage by mass:
10-20% of the emulsifier, 0.01-5% of the thickener, 0.05-0.5% of tetrahydrocurcumin, 5-30% of dipropylene glycol, 0.1-5% of the preservative, 0.01-2% of citric acid, 0.01-2% of arginine and the balance of water.
6. A process for the preparation of a tetrahydrocurcumin-containing composition according to any one of claims 1 to 5, comprising:
mixing the emulsifier, water and the thickener at 75-95 ℃ to obtain a first phase;
mixing the dipropylene glycol and the tetrahydrocurcumin at 75-95 ℃ to obtain a second phase;
preparing the pH regulator into 0.8-1.5vol% of aqueous solution of the pH regulator, and heating to 75-95 ℃ to obtain a third phase;
and adding the second phase into the first phase, mixing uniformly, and then adding the third phase, mixing uniformly.
7. A process for the preparation of a tetrahydrocurcumin-containing composition according to any one of claims 1 to 5, comprising:
mixing the emulsifier, water and the thickener with the citric acid at 75-95 ℃ to obtain the first phase;
mixing the dipropylene glycol and the tetrahydrocurcumin at 75-95 ℃ to obtain a second phase;
preparing arginine into 0.8-1.5vol% arginine water solution, and heating to 75-95 ℃ to obtain the third phase;
and adding the second phase into the first phase, mixing uniformly, and then adding the third phase, mixing uniformly.
8. A method of increasing the solubility of tetrahydrocurcumin comprising: mixing an emulsifier, water, a thickener and citric acid at 75-95 ℃ to obtain a first phase;
mixing dipropylene glycol and tetrahydrocurcumin at 75-95deg.C to obtain a second phase;
preparing arginine into 0.8-1.5vol% aqueous solution, and heating to 75-95deg.C to obtain a third phase;
adding the second phase into the first phase, uniformly mixing, and then adding the third phase, uniformly mixing;
wherein, when the raw materials are added according to the mass percentage, the preparation is carried out according to the following proportion: 10-20% of emulsifying agent, 0.01-5% of thickening agent, 0.05-0.5% of tetrahydrocurcumin, 5-30% of dipropylene glycol, citric acid and arginine; citric acid and arginine total 0.01-4%;
the emulsifier comprises the following components in percentage by mass: 10-15% of sodium di (lauramide glutamine) lysine, 5-15% of butanediol and 70-90% of water;
the emulsifier is ASAHI KASEI FINECHEM CO, and the product name provided by LTD is PELLICER LB-10.
9. A skin care product, characterized in that it comprises the tetrahydrocurcumin-containing composition according to any one of claims 1 to 5 and an adjuvant.
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JP3272256B2 (en) * 1997-01-17 2002-04-08 丸善製薬株式会社 Curcuminoid stabilization method and stabilized curcuminoid composition
EP3078365B1 (en) * 2015-04-10 2020-03-04 Daito Kasei Industries France Solubilizing agents and aqueous compositions comprising them
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CN109316368B (en) * 2018-11-28 2021-09-14 韩艳辉 Anti-aging skin care product and preparation method thereof
CN113164799A (en) * 2018-11-29 2021-07-23 日本乐敦制药株式会社 Composition comprising ethers synthesized from fatty alcohols and glycerol
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