A freeze-dried powder composition for acne removal, a method for preparing the same, and a cosmetic

Abstract

The application discloses a freeze-dried powder composition capable of removing acne, a preparation method thereof and a cosmetic, and belongs to the field of cosmetics. The freeze-dried powder composition capable of removing acne comprises 1-10 wt% of a freeze-dried powder and 90-99 wt% of cosmetic water; wherein the freeze-dried powder is obtained by freeze-drying of a birstin essence. The application firstly performs hydrophilic modification on birstin through a mild condensation reaction to obtain a birstin essence, then the essence is prepared into a freeze-dried powder through freeze-drying, and finally the freeze-dried powder is compounded with cosmetic water to obtain a freeze-dried powder composition. The freeze-dried powder composition has excellent oil control and acne removal effects. The application strictly controls the process parameters in the freeze-drying process, effectively protects the stability of the effective components in the birstin essence, and the freeze-dried birstin essence is more convenient for transportation and storage.

Description

Technical Field

[0001] This invention belongs to the field of cosmetic technology. Specifically, this invention relates to a freeze-dried powder composition for acne treatment, its preparation method, and cosmetics. Background Technology

[0002] Acne, also known as pimples, is a multifactorial skin disease characterized by polymorphic lesions, including comedones, papules, pustules, and nodules, primarily affecting the face. Its pathogenesis is mainly related to factors such as sex hormone levels, excessive sebum secretion, proliferation of Propionibacterium acnes, abnormal keratinization of the pilosebaceous duct, and inflammation. It is most common in adolescent males and females. Acne not only affects appearance but can also pose certain health risks; therefore, acne treatment is crucial.

[0003] In modern life, besides controlling acne through diet, appropriate acne-removing products can also be used. Acne-removing cosmetics are undoubtedly the first choice for many consumers. However, most acne-treating cosmetics on the market currently contain chemical bactericides, hormones, astringents, and anti-inflammatory agents, which are highly irritating to the skin, easily causing scarring or pigmentation, and in severe cases, even skin allergies. Furthermore, because pathogens easily develop drug resistance, the effects are often unsatisfactory. Therefore, the development of a safer, gentler, and longer-lasting acne-removing cosmetic has become an urgent need. Summary of the Invention

[0004] This invention aims to at least partially solve one of the technical problems in related technologies. To this end, embodiments of this invention provide a freeze-dried powder composition for acne treatment, its preparation method, and a cosmetic product.

[0005] In a first aspect, embodiments of the present invention provide a freeze-dried powder composition for acne treatment, comprising 1-10 wt% freeze-dried powder and 90-99 wt% toner; wherein the freeze-dried powder is obtained by freeze-drying bamboo red fungus extract.

[0006] In this embodiment of the invention, bamboo red fungus extract is used as an effective ingredient for acne treatment. After freeze-drying, it is made into freeze-dried powder, which is then compounded with toner to prepare a freeze-dried powder composition. The resulting freeze-dried powder composition has excellent oil control and acne treatment effects.

[0007] In some embodiments, the bamboo red fungus extract is prepared by a method comprising the following steps:

[0008] S1: After mixing porous organic cage-like compound COP2T, 1,3-dicyclohexylcarbodiimide, 4-dimethylaminopyridine and bamboo red fungicide, ultra-dry tetrahydrofuran was added to the mixture and the mixture was stirred at room temperature for 40-60 h; then, polyethylene glycol was added and the reaction was continued for 60-80 h; after the reaction was completed, the filtrate was evaporated to dryness to obtain a solid.

[0009] S2: The solid obtained in step S1 is placed into a cellulose dialysis bag for dialysis treatment to obtain a suspension;

[0010] S3: Dissolve and filter the suspension obtained in step S2. The filtrate is the bamboo red fungus extract.

[0011] In some embodiments, in step S1, the porous organic cage-like compound COP2T has a hollow capsule structure; the porous organic cage-like compound COP2T is composed of triangular blocks B and olefin-containing chains A, and the structural units are shown below:

[0012]

[0013] The structural unit consists of a triangular block B and an olefin-containing chain A; each structural unit has three Si-containing branches; the Si-containing branches between different structural units are connected to form a hollow capsule structure.

[0014] In some embodiments, in step S1, the mass ratio of COP2T, 1,3-dicyclohexylcarbodiimide, 4-dimethylaminopyridine, and bamboo red fungicide is (36-38):20:1:(18-20); the mass ratio of the mixture of COP2T, 1,3-dicyclohexylcarbodiimide, 4-dimethylaminopyridine, and bamboo red fungicide to polyethylene glycol is 1:(5-8); the molecular weight of polyethylene glycol is 1000-3000; and the rotary drying temperature is 30-50°C.

[0015] And / or, in step S2, the molecular weight cutoff of the cellulose dialysis bag is 3000-6000; the number of dialysis treatments is 2-5 times, and the duration of each dialysis treatment is 5-10 hours.

[0016] In some embodiments, the freeze-drying process includes a pre-freezing stage, a primary freeze-drying stage, a secondary freeze-drying stage, and a heating stage;

[0017] Preferably, the temperature of the pre-freezing stage is -35 to -30°C, the vacuum degree is 0.3 to 0.6 mbar, and the holding time is 2 to 6 hours;

[0018] Preferably, the temperature of the first freeze-drying stage is -45 to -40°C, the vacuum degree is 0.1 to 0.3 mbar, and the holding time is 12 to 18 hours;

[0019] Preferably, the temperature of the secondary freeze-drying stage is -15 to -10°C, the vacuum degree is 0.1 to 0.3 mbar, and the holding time is 4 to 8 hours;

[0020] Preferably, the temperature during the heating stage is 5–10°C, the vacuum degree is 0.3–0.5 mbar, and the holding time is 3–5 h.

[0021] In some embodiments, the toner includes, but is not limited to, the following components: 0-0.8 wt% sodium hyaluronate, 0-8 wt% glycerin, 0-15 wt% rose hydrosol, 0-0.8 wt% niacinamide, 0-0.3 wt% sodium ethylenediaminetetraacetate, with the balance being water.

[0022] In some embodiments, the toner is prepared by a method comprising the following steps: mixing sodium hyaluronate, glycerin, rose hydrosol, niacinamide, sodium EDTA and water, adjusting the pH of the mixture to 5-7, and then stirring the mixture to obtain the toner.

[0023] Furthermore, the reaction temperature of the stirring reaction is 70–90°C, and the reaction time is 10–60 min.

[0024] In a second aspect, embodiments of the present invention provide a method for preparing a freeze-dried powder composition for acne removal as described in the first aspect, comprising the following steps: dissolving the freeze-dried powder in a cosmetic solution to obtain the freeze-dried powder composition for acne removal.

[0025] Thirdly, embodiments of the present invention also provide a cosmetic product, the cosmetic product comprising the acne-removing freeze-dried powder composition as described in the first aspect or the acne-removing freeze-dried powder composition prepared by the preparation method described in the second aspect.

[0026] The advantages and beneficial effects of the embodiments of the present invention are as follows:

[0027] (1) In the embodiments of the present invention, the bamboo red fungus A-in is first hydrophilically modified by a mild condensation reaction to obtain bamboo red fungus A-in essence, and then the essence is freeze-dried to obtain freeze-dried powder. Finally, it is compounded with toner to obtain a freeze-dried powder composition. The freeze-dried powder composition has excellent oil control and acne removal effects.

[0028] (2) The embodiments of the present invention effectively protect the stability of the active ingredients in the bamboo red fungus extract by strictly controlling the process parameters during the freeze-drying process. In particular, it has a good protective effect on the characteristic that bamboo red fungus extract, a natural biological pigment, is easily oxidized and deactivated. The stability of the freeze-dried bamboo red fungus extract is effectively improved, and it is also more convenient to transport and store. Attached Figure Description

[0029] Figure 1 This is a synthetic route diagram for the bamboo red fungus extract of the present invention.

[0030] Figure 2 This is a synthetic route diagram for the porous organic cage-like compound COP2T.

[0031] Figure 3 The spatial structure of the porous organic cage-like compound COP2T is shown. Detailed Implementation

[0032] The embodiments of the present invention are described in detail below. These embodiments are exemplary and intended to explain the present invention, and should not be construed as limiting the present invention.

[0033] In this document, when values ​​are described as ranges, it should be understood that such disclosure includes disclosure of all possible subranges within that range, as well as the specific numerical values ​​falling within that range, regardless of whether the specific numerical value or specific subrange is explicitly specified.

[0034] In this article, the words “contain” and “include” and their various variations mean that other elements or wholes may be included but not specifically described.

[0035] In this article, the term "and / or" is merely a description of the relationship between related objects, indicating that there can be three kinds of relationships. For example, A and / or B can represent three cases: A exists alone, A and B exist simultaneously, and B exists alone.

[0036] In a first aspect, embodiments of the present invention provide a freeze-dried powder composition for acne treatment, comprising 1-10 wt% freeze-dried powder and 90-99 wt% toner; wherein the freeze-dried powder is obtained by freeze-drying bamboo red fungus extract.

[0037] like Figure 1 The diagram shows the synthetic route of the above-mentioned bamboo red fungus extract (COP2T-HA), which is prepared by loading bamboo red fungus extract (HA) onto a porous organic cage-like compound COP2T and then cross-linking it with polyethylene glycol (PEG). The specific preparation process includes the following steps:

[0038] S1: After mixing porous organic cage-like compound COP2T, 1,3-dicyclohexylcarbodiimide, 4-dimethylaminopyridine and bamboo red fungicide, ultra-dry tetrahydrofuran was added to the mixture and the mixture was stirred at room temperature for 40-60 h; then, polyethylene glycol was added and the reaction was continued for 60-80 h; after the reaction was completed, the filtrate was evaporated to dryness to obtain a solid.

[0039] S2: The solid obtained in step S1 is placed into a cellulose dialysis bag for dialysis treatment to obtain a suspension;

[0040] S3: Dissolve and filter the suspension obtained in step S2. The filtrate is the bamboo red fungus extract.

[0041] In this embodiment of the invention, the hydrophilicity of bamboo red fungus A is first modified by a mild condensation reaction to obtain bamboo red fungus A essence. Then, the essence is freeze-dried to obtain aggregate COP2T-HA freeze-dried powder. Finally, it is mixed with toner to obtain a freeze-dried powder composition, which has excellent oil control and acne removal functions.

[0042] In some embodiments, in step S1, the spatial structural formula of the porous organic cage-like compound COP2T is as follows: Figure 3 As shown,

[0043] The porous organic cage-like compound COP2T has an open hollow capsule structure; and it consists of eight triangular blocks B and twelve olefin-containing chains A, wherein the molecular formula of the triangular blocks B is: Among them, the molecular structural unit of R4 is Wherein, R5, R6, and R7 are hydrogen atoms; the structural formula containing olefin chain A is... Where R1 is: And R2 is: The structural units of the porous organic cage-like compound COP2T are shown below:

[0044]

[0045] The structural unit consists of a triangular block B and an olefinic chain A; each structural unit has three Si-containing branches; the Si-containing branches connecting different structural units form a hollow capsule structure. Each structure of COP2T has three reactive sites, namely three -COOH groups, and each cage-like molecule has 24 reactive sites. The ends of the Si-containing branches indicate the connection points with corresponding segments of other identical structural units.

[0046] Furthermore, the synthetic reaction design of the porous organic cage compound COP2T is as follows: the first step is to link the silane of compound A to the basic skeleton M1 of hexabromophenylbenzene; the second step is to functionalize the remaining three bromination reaction sites on hexabromophenylbenzene M1 through Suzuki coupling; the third step is to hydrolyze the ester group to obtain the carboxyl group; the fourth step is to complex with copper to obtain the complex crystal; and the fifth step is to complete the olefin metathesis reaction and stitch it together to obtain the porous organic cage compound COP2T.

[0047] The key point is that the first and second steps involve attaching different functional groups in a specific order. In the first step, the silane chain of compound A, which has greater steric hindrance, is attached to the M1 backbone first. By controlling the reaction temperature and time, it can be basically guaranteed that three bromination sites are attached, and they are spaced apart. If boric acid is reacted with the M1 bromination sites first, all six reaction sites will be filled directly, making it impossible to attach the silane chain of compound A later.

[0048] like Figure 2 The diagram shows the synthetic route for the porous organic cage-like compound COP2T, which includes the following steps:

[0049] Step 1: Synthesis of compound M2.

[0050] 26.8 g of p-dimethylaminobenzene (1.0 eq) was added to 100 mL of anhydrous diethyl ether and stirred for 10 min. Then, 1.86 g of lithium granules (2.0 eq) were added. After adding, the mixture was refluxed for 1 h and then cooled to room temperature. The reaction was then stirred at 0 °C. 30 g of compound M1 (0.25 eq) was dissolved in 200 mL of tetrahydrofuran and added to the reaction mixture at 0 °C. The mixture was stirred for 20 min. Then, 100 mL of tetrahydrofuran solution containing 78 g of compound A (2.0 eq) was slowly added dropwise to the reaction system and the reaction was carried out for 2 hours.

[0051] After the reaction was completed, 100 mL of water was added to quench the reaction. The reaction solution was then extracted with dichloromethane. The resulting organic solution was dried over anhydrous MgSO4, filtered, and the organic phases were combined. The organic phases were purified by column chromatography (petroleum ether: dichloromethane = 10:1 to 4:1) to give a total of 29.4 g of white solid M2, with a separation yield of 64%.

[0052] Step 2: Synthesis of compound M3.

[0053] 25 g of compound A (1.0 eq), 15.9 g of 3-methoxycarbonylpyridineboronic acid (4.5 eq), and 0.438 g of Pd(dppf)₂Cl₂ (0.03 eq) were added to a single-necked flask containing a mixture of 100 mL toluene and 100 mL ethanol. 12.5 g of sodium carbonate (6.0 eq) was dissolved in 100 mL of water and added to the reaction system. After purging with nitrogen five times, the reaction was carried out at 85 °C for 2 hours. TLC analysis showed that the reactants had not completely reacted. The reaction was paused and the mixture was cooled slightly. Then, 0.438 g of Pd(dppf)₂Cl₂ (0.03 eq) was added, and the reaction was repeated five times with nitrogen. The reaction was continued at 85 °C for 2 hours. TLC analysis showed that the reactants had completely reacted. The reaction was then stopped and the mixture was cooled to room temperature.

[0054] After the reaction was completed, the reaction solution was washed with water and saturated brine, extracted with dichloromethane, dried with anhydrous sodium sulfate, and the organic phases were combined and purified by column chromatography (petroleum ether: ethyl acetate = 40:1 to 20:1) to give a total of 14.1 g of white solid M3, with a separation yield of 51%.

[0055] Step 3: Synthesis of compound M4.

[0056] 10 g of compound M3 (1.0 eq) and 11.7 g of KOH (30.0 eq) were dissolved in a mixed solvent of 50 mL methanol, 50 mL water and 50 mL tetrahydrofuran. The reaction was carried out at 45 °C for 9 hours. The reaction was stopped after TLC was performed to check that the reactants had completely reacted.

[0057] After the reaction was complete, dilute hydrochloric acid was slowly added to adjust the pH to acidic on the pH paper. Water and petroleum ether were added for extraction, and the organic phases were dried over anhydrous sodium sulfate. The organic phases were combined and purified by column chromatography (dichloromethane:ethanol = 10:1) to obtain a total of 9.17 g of white solid M4, with a separation yield of 94%.

[0058] Step 4: Synthesis of Crystal M5

[0059] Dissolve 30g of compound M4 (1.0eq) in 3L of DMF and add it to a single-necked flask. Dissolve 31g of copper nitrate trihydrate (6.0eq) in 1L of ethanol and add it to the single-necked flask. Then add 3.76g of fluoroboric acid (2.0eq) dropwise to the single-necked flask. Seal the flask with a glass stopper and place it in a 75℃ constant temperature oven for 30h.

[0060] After 30 hours, blue crystals were observed to precipitate in the solution. The solution was removed, cooled to room temperature, and filtered under reduced pressure using a Buchner funnel. The solid solvent was kept moist, and the solution was washed three times with 100 mL of methanol each time. After drying, 32 g of blue crystals M5 were obtained.

[0061] Step 5: Synthesis of the porous organic cage-like compound COP2T

[0062] Dissolve 30g of blue crystal M5 in 400mL of ultra-dry THF, filter to remove a small amount of insoluble solids, add the filtrate to a three-necked flask, then add 2.6L of ultra-dry tetrahydrofuran, and purge with nitrogen three times; add 3g of cuprous iodide, bubble with nitrogen for 20min, then add 6g of Grubbs2 catalyst, the color is dark brown, purge with nitrogen three times; heat to 45℃ and stir for 10min, the color turns dark green, keep the oil level in the 45℃ oil pan slightly higher than the system liquid level, and react for 4 days;

[0063] After the reaction was completed, the system was cooled to room temperature, stirring was stopped, hydrochloric acid was added for acidification, and stirring was carried out overnight. The reaction solution was filtered and washed three times with tetrahydrofuran, 100 mL each time. The filtrates were combined and evaporated to dryness. After evaporation, 300 mL of methanol was added to the solid and stirred for 1 hour. After filtration, a filter cake was obtained. The filter cake was washed five times with methanol, 100 mL each time, until the mother liquor was colorless and transparent. The solid was dried to obtain 17 g of grayish-white solid COP2T, with a yield of 56.7% (by mass).

[0064] To enhance the acne-fighting efficacy of the serum and its corresponding products, the COP2T structure described in this invention is meticulously designed. Firstly, the addition of a benzyl group to R2 compared to the common alkyl chain structure makes the cage-like structure more stable. More importantly, by selecting the R2 structural unit, a cage-like COP2T molecule with a larger cavity structure can be prepared. The larger cavity reduces the resistance to the condensation reaction of hygroscopic hydroxyl (HA) with COP2T, making the reaction easier and allowing for a higher loading of HA. Simultaneously, R4 is changed from the common 3-benzoic acid structure to the structure of 3-pyridinecarboxylic acid (nicotinic acid), a natural vitamin found in the human body. This increases skin affinity and reduces discomfort in a facial mask serum. Furthermore, the carboxyl group of 3-pyridinecarboxylic acid is more reactive than that of 3-benzoic acid, making it easier to undergo a condensation reaction with the hydroxyl group on HA, thereby further increasing the loading of HA and enhancing the acne-fighting efficacy of the serum. Structural units, compared to the past The structural units are more hydrophilic, so the product COP2T-HA has better water solubility and is less prone to supersaturation and precipitation, which is equivalent to increasing the effective loading of bamboo red mycotoxin essence.

[0065] In some embodiments, in step S1, the mass ratio of COP2T, 1,3-dicyclohexylcarbodiimide, 4-dimethylaminopyridine to bamboo red fungicide is (36-38):20:1:(18-20); the mass ratio of the mixture of COP2T, 1,3-dicyclohexylcarbodiimide, 4-dimethylaminopyridine and bamboo red fungicide to polyethylene glycol is 1:(5-8); and the molecular weight of polyethylene glycol is 1000-3000, preferably 2000; the rotary drying temperature is 30-50°C.

[0066] And / or, in step S2, the molecular weight cutoff of the cellulose dialysis bag is 3000-6000; the number of dialysis treatments is 2-5 times, and the duration of each dialysis is 5-10 hours.

[0067] In some embodiments, the freeze-drying process includes a pre-freezing stage, a primary freeze-drying stage, a secondary freeze-drying stage, and a heating stage;

[0068] Preferably, the pre-freezing temperature is -35 to -30°C, the vacuum degree is 0.3 to 0.6 mbar, and the holding time is 2 to 6 hours. Theoretically, the pre-freezing temperature should be 5 to 15°C lower than the eutectic point (when all moisture in the material is frozen). We used a DSC8500 differential scanning calorimeter to determine that the eutectic point of the prepared bamboo red fungus extract was -23.6°C, so the preferred pre-freezing temperature is -35 to -30°C. During this pre-freezing stage, the bamboo red fungus extract can gradually change from a liquid to a solid state.

[0069] Preferably, the temperature of the first freeze-drying stage is -45 to -40°C, the vacuum degree is 0.1 to 0.3 mbar, and the holding time is 12 to 18 hours; during this stage, water molecules in the bamboo red fungus extract can be directly sublimated and removed from the solid ice crystals.

[0070] Preferably, the temperature of the second freeze-drying stage is -15 to -10°C, the vacuum degree is 0.1 to 0.3 mbar, and the holding time is 4 to 8 hours. Before this stage, the bamboo red fungus extract is a loose solid and there are bound water molecules that need to be further removed. After this freeze-drying stage, the bound water molecules are removed and a loose powder can be obtained.

[0071] Preferably, the temperature during the heating stage is 5-10°C, the vacuum degree is 0.3-0.5 mbar, and the holding time is 3-5 hours. During this stage, the bamboo red mycotoxin freeze-dried powder is basically formed, and the residual bound water molecules are further removed by heating to reduce the water content of the product.

[0072] The above-mentioned freeze-drying process freezes bamboo red mycelium glycoside extract (COP2T-HA) into a solid state, and then the water is sublimated and dried by vacuum to obtain sterile COP2T-HA powder. The two important parameters of the freeze-drying process, namely the gradient temperature setting and the temperature holding time, determine the physicochemical and biological activity properties of COP2T-HA. The reasonable freeze-drying process effectively protects the stability of the active ingredients of COP2T-HA extract, especially the characteristic of HA (bamboo red mycelium glycoside), a natural biological pigment, which is easily oxidized and deactivated. After freeze-drying, the stability of COP2T-HA extract is improved, and it is also more convenient for transportation and storage.

[0073] After drying, COP2T-HA essence is in the form of a loose powder with little change in color. At the same time, it has a very low water content (generally around 5% or even lower). When water is added, it can quickly dissolve and restore the physicochemical properties of the original aqueous solution and maintain the antibacterial activity before freeze-drying.

[0074] In some embodiments, the toner includes, but is not limited to, the following components: 0-0.8 wt% sodium hyaluronate, 0-8 wt% glycerin, 0-15 wt% rose hydrosol, 0-0.8 wt% niacinamide, 0-0.3 wt% sodium ethylenediaminetetraacetate, with the balance being water.

[0075] In some embodiments, the toner is prepared by a method comprising the following steps: mixing sodium hyaluronate, glycerin, rose hydrosol, niacinamide, sodium EDTA and water, adjusting the pH of the mixture to 5-7, and then stirring the mixture to obtain the toner.

[0076] Furthermore, the reaction temperature of the stirred reaction is 70–90°C, and the reaction time is 10–60 min.

[0077] Secondly, embodiments of the present invention provide a method for preparing a freeze-dried powder composition for acne removal as described in the first aspect, comprising the following steps: dissolving the freeze-dried powder in a cosmetic solution to obtain the freeze-dried powder composition for acne removal.

[0078] Thirdly, embodiments of the present invention also provide a cosmetic product comprising the acne-removing freeze-dried powder composition as described in the first aspect or the acne-removing freeze-dried powder composition prepared by the preparation method described in the second aspect.

[0079] The following are non-limiting embodiments and comparative examples of the present invention. It should be noted that the comparative examples are not prior art, but are only set up for comparison with the embodiments and are not intended to limit the present invention.

[0080] In the following examples and comparative examples, the bamboo red fungus extract was prepared by a method including the following steps:

[0081] S1: 14 mg COP2T (1.0 eq), 7.4 mg 1,3-dicyclohexylcarbodiimide (DCC, 25.4 eq), 0.37 mg 4-dimethylaminopyridine (DMAP, 2.0 eq), and 7.09 mg bamboo red fungicide (HA, 9.2 eq) were added to a 20 mL glass reaction flask and mixed. Then, 5 mL of ultra-dry tetrahydrofuran was added, and the mixture was stirred at room temperature for 48 h. After that, 200 mg of polyethylene glycol (PEG-2000, 89.0 eq) was added, and the reaction was continued for 72 h. After the reaction was completed, the filtrate was evaporated to dryness at 40 °C to obtain a solid.

[0082] S2: The solid obtained in step S1 is placed into a cellulose dialysis bag (molecular weight cutoff 5000) and dialyzed in deionized water for 8 hours each time. The process is repeated 3 times to obtain a suspension.

[0083] S3: Dissolve the suspension obtained in step S2 in 50 mL of deionized water and filter. The filtrate is the bamboo red fungus extract.

[0084] Example 1

[0085] This embodiment provides a method for preparing a freeze-dried powder composition that can treat acne, including the following steps:

[0086] (1) Preparation of lyophilized powder:

[0087] 50mL of bamboo red fungus extract was filled into vials, leaving them partially stopped, and then placed in a freeze dryer. The freeze-drying process consisted of four stages, and the specific freeze-drying procedure is as follows:

[0088] (1-1) Pre-freezing stage: The freeze dryer temperature is set to -35℃, the vacuum degree is set to 0.3mbar, and the holding time is 4h;

[0089] (1-2) First freeze-drying stage: The freeze dryer temperature is set to -45℃, the vacuum degree is set to 0.1mbar, and the holding time is 16h;

[0090] (1-3) Secondary freeze-drying stage: The freeze dryer temperature is set to -15℃, the vacuum degree is set to 0.1mbar, and the holding time is 6h;

[0091] (1-4) Heating stage: Set the freeze dryer temperature to 5℃, the vacuum degree to 0.3mbar, and the holding time to 4h to obtain freeze-dried powder.

[0092] (2) Preparation of toner:

[0093] Weigh out 0.5g of sodium hyaluronate, 5g of glycerin, 10g of rose hydrosol, 0.5g of niacinamide, and 0.1g of sodium EDTA-Na. Add deionized water to bring the total weight to 100g. Adjust the pH of the mixture to 5-7. Heat the mixture to 80℃ and stir it at 250rpm for 30 minutes on a magnetic stirrer. Stop stirring and let the mixture cool to room temperature to obtain the toner.

[0094] (3) Preparation of lyophilized powder composition for acne treatment:

[0095] Dissolving 5 wt% of freeze-dried powder in a cosmetic solution yields a freeze-dried powder composition that can treat acne.

[0096] The solubility of the lyophilized powder prepared in this embodiment was determined: 10 mg of lyophilized powder was added to 10 mL of deionized water at 25 ± 2 °C, and the solution was reconstituted. After ultrasonic vibration for 5 minutes, the lyophilized powder was observed to be completely dissolved. There were no suspended matter or precipitate in the reconstituted solution.

[0097] The moisture content of the lyophilized powder prepared in this embodiment was determined as follows: the lyophilized powder was placed in an evaporating dish, weighed and recorded, dried and weighed again and recorded. This process was repeated three times, and the average value was taken as the moisture content of the lyophilized powder. The moisture content of the lyophilized powder was basically controlled at 5.1%. The specific data are shown in Table 1.

[0098] Table 1

[0099]

[0100]

[0101] Example 2

[0102] This embodiment is basically the same as Embodiment 1, except that the holding time in the pre-freezing stage of step (1-1) is 6 hours, and the moisture content of the freeze-dried powder is basically controlled at 4.8%.

[0103] Example 3

[0104] This embodiment is basically the same as Embodiment 1, except that the vacuum degree in the pre-freezing stage of step (1-1) is 0.6 mbar, and the moisture content of the freeze-dried powder is basically controlled at 5.2%.

[0105] Example 4

[0106] This embodiment is basically the same as Embodiment 1, except that the holding time in the pre-freezing stage of step (1-1) is 2 hours, and the moisture content of the freeze-dried powder is basically controlled at 5.6%.

[0107] Example 5

[0108] This embodiment is basically the same as Embodiment 1, except that the holding time in the freeze-drying stage of step (1-2) is 18 hours, and the moisture content of the freeze-dried powder is basically controlled at 4.9%.

[0109] Example 6

[0110] This embodiment is basically the same as Embodiment 1, except that the vacuum degree in the freeze-drying stage of step (1-2) is 0.3 mbar, and the moisture content of the freeze-dried powder is basically controlled at 5.4%.

[0111] Example 7

[0112] This embodiment is basically the same as Embodiment 1, except that the holding time in the freeze-drying stage of step (1-2) is 12 hours, and the moisture content of the freeze-dried powder is basically controlled at 5.3%.

[0113] Example 8

[0114] This embodiment is basically the same as embodiment 1, except that the holding time in the second freeze-drying stage of steps (1-3) is 8 hours, and the moisture content of the freeze-dried powder is basically controlled at 4.7%.

[0115] Example 9

[0116] This embodiment is basically the same as Embodiment 1, except that the vacuum degree in the second freeze-drying stage of steps (1-3) is 0.3 mbar, and the moisture content of the freeze-dried powder is basically controlled at 4.8%.

[0117] Example 10

[0118] This embodiment is basically the same as Embodiment 1, except that the holding time in the second freeze-drying stage of steps (1-3) is 4 hours, and the moisture content of the freeze-dried powder is basically controlled at 5.1%.

[0119] Example 11

[0120] This embodiment is basically the same as Embodiment 1, except that the vacuum degree in the heating stage of steps (1-4) is 0.5 mbar, and the moisture content of the freeze-dried powder is basically controlled at 5.1%.

[0121] Example 12

[0122] This embodiment is basically the same as Embodiment 1, except that the temperature in the heating stage of steps (1-4) is controlled at 10°C, and the moisture content of the freeze-dried powder is basically controlled at 4.9%.

[0123] Example 13

[0124] This embodiment is basically the same as embodiment 2, except that in step (3), the content of the freeze-dried powder is 1 wt%.

[0125] Example 14

[0126] This embodiment is basically the same as embodiment 2, except that in step (3), the content of the freeze-dried powder is 2wt%.

[0127] Example 15

[0128] This embodiment is basically the same as embodiment 2, except that in step (3), the content of the freeze-dried powder is 4 wt%.

[0129] Example 16

[0130] This embodiment is basically the same as embodiment 2, except that in step (3), the content of the freeze-dried powder is 8 wt%.

[0131] Comparative Example 1

[0132] This comparative example is basically the same as Example 2, except that this comparative example does not contain lyophilized powder.

[0133] Performance testing:

[0134] The acne-removing performance of the products prepared in Examples 13-16 and Comparative Example 1, as well as two commercially available acne-removing cosmetics, was tested: 30 subjects with a lot of acne on their faces were selected and divided into 5 groups, with 6 people in each group testing one of the above products.

[0135] The testing method is as follows: After cleansing the skin, apply the above product to the face and use it twice a day. Unused samples are stored at 4°C. After one month of continuous use, the average sebum reduction rate is measured using a sebum meter. The overall appearance of the skin (out of 100 points) is scored and the average score is taken. The comparison of the effects is shown in Table 2.

[0136] Table 2

[0137]

[0138] As shown in the table above, the overall quality of the freeze-dried powder compositions prepared in Examples 13-16 of this invention is far superior to that of Comparative Example 1 (without freeze-dried powder additive) and two commercially available acne-removing cosmetics. Furthermore, the data in the table shows that excellent acne-removing effects can be achieved when the amount of freeze-dried powder added reaches 4 wt%. Therefore, the freeze-dried powder compositions prepared in this invention have excellent oil-controlling and acne-removing effects, and users experience significant acne-removing effects after long-term use, indicating broad market prospects.

[0139] In this invention, the terms "one embodiment," "some embodiments," "example," "specific example," or "some examples," etc., refer to a specific feature, structure, material, or characteristic described in connection with that embodiment or example, which is included in at least one embodiment or example of the invention. In this specification, the illustrative expressions of the above terms do not necessarily refer to the same embodiment or example. Furthermore, the specific features, structures, materials, or characteristics described may be combined in any suitable manner in one or more embodiments or examples. Moreover, without contradiction, those skilled in the art can combine and integrate the different embodiments or examples described in this specification, as well as the features of different embodiments or examples.

[0140] Although embodiments of the present invention have been shown and described above, it is understood that the above embodiments are exemplary and should not be construed as limiting the present invention. Those skilled in the art can make changes, modifications, substitutions and variations to the above embodiments within the scope of the present invention.

Claims

1. A freeze-dried powder composition for treating acne, characterized in that, It comprises 1-10 wt% freeze-dried powder and 90-99 wt% toner; wherein the freeze-dried powder is obtained by freeze-drying bamboo red fungus extract; the freeze-drying process includes a pre-freezing stage, a primary freeze-drying stage, a secondary freeze-drying stage, and a heating stage; the temperature of the pre-freezing stage is -35 to -30°C, the vacuum degree is 0.3 to 0.6 mbar, and the holding time is 2 to 6 hours; the temperature of the primary freeze-drying stage is -45 to -40°C, the vacuum degree is 0.1 to 0.3 mbar, and the holding time is 1 hour. The second freeze-drying stage has a temperature of -15 to -10°C, a vacuum of 0.1 to 0.3 mbar, and a holding time of 4 to 8 hours; the heating stage has a temperature of 5 to 10°C, a vacuum of 0.3 to 0.5 mbar, and a holding time of 3 to 5 hours; the toner comprises 0 to 0.8 wt% sodium hyaluronate, 0 to 8 wt% glycerin, 0 to 15 wt% rose hydrosol, 0 to 0.8 wt% niacinamide, 0 to 0.3 wt% sodium ethylenediaminetetraacetate, and the balance being water; The bamboo red fungus extract is prepared by a method comprising the following steps: S1: After mixing porous organic cage-like compound COP2T, 1,3-dicyclohexylcarbodiimide, 4-dimethylaminopyridine and bamboo red fungicide, ultra-dry tetrahydrofuran was added to the mixture and the mixture was stirred at room temperature for 40-60 h; then, polyethylene glycol was added and the reaction was continued for 60-80 h; after the reaction was completed, the filtrate was evaporated to dryness to obtain a solid. S2: The solid obtained in step S1 is placed into a cellulose dialysis bag for dialysis treatment to obtain a suspension; S3: Dissolve and filter the suspension obtained in step S2. The filtrate is the bamboo red fungus A extract. In step S1, the porous organic cage-like compound COP2T has a hollow capsule structure; the porous organic cage-like compound COP2T is composed of triangular blocks B and olefin-containing chains A, wherein the molecular formula of triangular block B is: Among them, the molecular structural unit of R4 is R5, R6, and R7 are hydrogen atoms; the structural formula containing olefin chain A is... R1 is: R2 is: ; The structural unit of the porous organic cage-like compound COP2T is shown below: 。 2. The lyophilized powder composition for acne treatment according to claim 1, characterized in that, In step S1, the mass ratio of COP2T, 1,3-dicyclohexylcarbodiimide, 4-dimethylaminopyridine, and bamboo red fungicide is (36~38):20:1:(18~20); the mass ratio of the mixture of COP2T, 1,3-dicyclohexylcarbodiimide, 4-dimethylaminopyridine, and bamboo red fungicide to polyethylene glycol is 1:(5~8); the molecular weight of polyethylene glycol is 1000~3000; and the rotary drying temperature is 30~50℃. And / or, in step S2, the molecular weight cutoff of the cellulose dialysis bag is 3000~6000; the number of dialysis treatments is 2~5 times, and the duration of each dialysis is 5~10 hours.

3. The lyophilized powder composition for acne treatment according to claim 1, characterized in that, The toner is prepared by a method comprising the following steps: mixing sodium hyaluronate, glycerin, rose hydrosol, niacinamide, sodium EDTA and water, adjusting the pH of the mixture to 5-7, and then stirring to obtain the toner.

4. The lyophilized powder composition for acne treatment according to claim 3, characterized in that, The reaction temperature of the stirring reaction is 70~90℃, and the reaction time is 10~60min.

5. A method for preparing a freeze-dried powder composition for acne treatment as described in any one of claims 1-4, characterized in that, The process includes the following steps: dissolving the freeze-dried powder in a cosmetic solution to obtain the freeze-dried powder composition that can treat acne.

6. A cosmetic product, characterized in that, This includes the lyophilized powder composition for acne treatment as described in any one of claims 1-4, or the lyophilized powder composition for acne treatment prepared by the method described in claim 5.

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