Method for increasing retention of volatile substance or active substance on skin via polymer carrier
Patent Information
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- SHANGHAI OLI ENTERPRISES CO LTD
- Filing Date
- 2025-12-30
- Publication Date
- 2026-07-23
Smart Images

Figure PCTCN2025146991-FTAPPB-I100001 
Figure PCTCN2025146991-FTAPPB-I100002 
Figure PCTCN2025146991-FTAPPB-I100003
Abstract
Description
A method for increasing the retention of volatile substances or active ingredients on the skin using a polymeric carrier. Technical Field
[0001] This invention belongs to the technical field of cosmetics, and relates to a method for increasing the retention of volatile substances or active ingredients on the skin using a polymeric carrier, specifically relating to a method for increasing the retention of volatile substances or active ingredients on the skin using a polymeric carrier, and its application in cosmetics. Background Technology
[0002] Prolonging the residence of active ingredients in cosmetics on human skin or scalp and reducing the exchange of substances between volatile active ingredients and air helps ensure the efficient utilization of these active ingredients and maximize their efficacy. Carrier technology in cosmetics is one of the most effective methods to solve these problems.
[0003] Patent CN114099710 discloses a hyaluronic acid-cyclodextrin nanocarrier, in which hyaluronic acid and cyclodextrin are covalently bonded to form a polymer, which is used to encapsulate active ingredients, providing a reservoir for the active ingredients and improving penetration. However, this method is complex, and the encapsulated raw materials can only be used in aqueous products. Patent CN117861574A, "A long-lasting fragrance microcapsule and its preparation method," extends the fragrance duration by making the fragrance into solid microcapsules, but the change in physical form limits the application scenarios of the fragrance. Patent CN115554213A, "A nano-sized lipid-encapsulated arginine anti-hair loss shampoo and its preparation method," discloses a technique of encapsulating active ingredients with liposomes and adding them to shampoo products. This technique improves the bioavailability of raw materials, but the liposome preparation process is complex and generally has poor stability, limiting its application. Summary of the Invention
[0004] In view of the shortcomings of the prior art described above, the purpose of this invention is to provide a method for increasing the retention of volatile substances or active ingredients on the skin using a polymer carrier. This method utilizes the significant long-lasting moisturizing effect of phosphorylcholine polymers, and uses a phosphorylcholine polymer carrier to carry volatile substances or active ingredients, thereby reducing their evaporation loss, prolonging their residence time on the skin, or reducing their loss during the washing process.
[0005] To achieve the above and other related objectives, the first aspect of the present invention provides a polymeric carrier for encapsulating volatile substances or active ingredients, comprising, by weight percentage, the following components:
[0006] Volatile substances and / or active ingredients: 0.05–12%;
[0007] First polymeric carrier: 0.05–2.0%;
[0008] Second polymeric carrier 0-35%;
[0009] Organic solvents 0-35%;
[0010] Oils and fats 0-95%;
[0011] The remainder is water.
[0012] A second aspect of the present invention provides a method for encapsulating volatile substances or active ingredients on a polymeric carrier, comprising any one of the following steps:
[0013] A) Mix a first polymeric carrier, a volatile substance and / or an active ingredient with at least one selected from organic solvents, oils or water to obtain a pre-encapsulated solution;
[0014] B) The pre-encapsulation liquid is further processed or mixed with at least one of an aqueous solution or oil selected from a second polymeric carrier to provide a polymeric carrier for encapsulating volatile substances or active ingredients.
[0015] The third aspect of the present invention provides a polymeric carrier prepared by the method provided in the second aspect of the present invention.
[0016] The fourth aspect of the present invention provides a polymer carrier as described in the first aspect of the present invention or a polymer carrier as described in the third aspect of the present invention, and its use in cosmetics.
[0017] The fifth aspect of the present invention provides a cosmetic product, including the polymer carrier provided by the first aspect of the present invention or the polymer carrier provided by the third aspect of the present invention.
[0018] The sixth aspect of the present invention provides a method for increasing the retention of volatile substances or active ingredients on the skin using a polymeric carrier, comprising applying a polymeric carrier provided in the first aspect of the present invention, a polymeric carrier provided in the third aspect of the present invention, or a cosmetic provided in the fifth aspect of the present invention to the skin or hair, and then washing or leaving it on.
[0019] The seventh aspect of this invention provides the use of a cosmetic product in any one or more of the following:
[0020] (1) Long-lasting retention of high molecular weight carriers and active ingredients on the skin;
[0021] (2) Reduce the loss of active ingredients after skin washing;
[0022] (3) Long-lasting fragrance on the skin;
[0023] (4) Long-lasting and sustained-release active ingredients for skin efficacy.
[0024] As described above, the method for increasing the retention of volatile substances or active ingredients on the skin using a polymeric carrier provided by the present invention has the following beneficial effects:
[0025] (1) The present invention provides a method for increasing the retention of volatile substances or active ingredients on the skin by a polymer carrier. It has been found that polymers containing phosphorylcholine groups have a significant long-lasting moisturizing effect, and for the first time it has been found that they can help the retention of other active ingredients.
[0026] (2) The present invention provides a method for increasing the retention of volatile substances or active ingredients on the skin by using a polymer containing phosphorylcholine groups. The polymer containing phosphorylcholine groups has a significant long-lasting moisturizing effect. The polymer is used as a carrier to carry volatile substances or active ingredients, thereby reducing their volatilization loss and prolonging their retention time on the skin. Alternatively, it can reduce the volatilization of active ingredients, the evaporation of active ingredients with solvents, or the loss of active ingredients during the washing and care process.
[0027] (3) The present invention provides a method for increasing the retention of volatile substances or active ingredients on the skin by a polymeric carrier. By inducing a non-covalent interaction between a material with film-forming properties on the human epidermis and an active ingredient with low utilization, the active ingredient is encapsulated and adsorbed, thereby increasing the retention of the active ingredient on the skin and achieving higher utilization efficiency of the active ingredient.
[0028] (4) The present invention provides a method for increasing the retention of volatile substances or active ingredients on the skin by using a polymer carrier. This method has the advantages of simple and controllable operation, stable product, high process reproducibility, controllable active ingredient content, reduced loss of active ingredient volatilization, and significantly increased retention of active ingredient. Attached Figure Description
[0029] Figure 1 shows the test graph of the evaporation rate of artemisia oil in Test Example 1 of the present invention.
[0030] Figure 2 shows a flowchart of the dandruff removal efficacy test method of the anti-dandruff product according to standard T / GDCA 010-2022 in Test Example 3 of the present invention.
[0031] Figure 3 shows a comparative photograph of the inhibition of Malassezia furfur in Test Example 3 of the present invention, wherein A is a blank control, B is a sample of Comparative Example 5 containing 4%, and C is a sample of Example 2 containing 4%.
[0032] Figure 4 shows a bar chart comparing the satisfaction levels of the target population in Test Example 4 of this invention.
[0033] Figure 5 shows a bar chart comparing the overall satisfaction level in Test Example 4 of the present invention.
[0034] Figure 6 shows a bar chart comparing the stratum corneum moisture content in Test Example 5 of the present invention.
[0035] Figure 7 shows the fluorescence staining pattern of coumarin-6 in the near-dry state in Test Example 7 of the present invention, where a is the fluorescence staining pattern of the sample of Comparative Example 7 and b is the fluorescence staining pattern of the sample of Example 4.
[0036] Figure 8 shows a bar chart comparing the effects of the product on the target population in Test Example 8 of the present invention. Detailed Implementation
[0037] The inventors of this application have developed a method for increasing the retention of volatile substances or active ingredients on the skin using a polymeric carrier. A cosmetic is also provided, comprising a carrier containing a polymer with phosphorylcholine groups carrying volatile substances or active ingredients. Furthermore, the uses of this cosmetic are provided. This achieves the encapsulation and adsorption of volatile substances or active ingredients, increasing their retention on the skin and achieving higher utilization efficiency. Thus, this invention is completed, and will be described in detail below.
[0038] The first aspect of this invention provides a polymeric carrier for encapsulating volatile substances or active ingredients, comprising the following components by weight percentage:
[0039] Volatile substances and / or active ingredients: 0.05–12%; specifically, 0.05–0.1%, 0.1–10%, 10–12%.
[0040] The first polymeric carrier is 0.05–2.0%; specifically, 0.05–0.1%, 0.1–1%, 1–1.5%, and 1.5–2.0%.
[0041] The second polymer carrier is 0-35%; specifically, 0-30% or 30-35%.
[0042] Organic solvents 0-35%; specifically, 0-30% or 30-35%;
[0043] Oils and fats 0-95%; specifically, 0-65% or 65-95%;
[0044] The remainder is water.
[0045] In one specific embodiment, the polymeric carrier having encapsulated volatile substances or active ingredients comprises, by weight percentage, the following components:
[0046] Volatile substances and / or active ingredients: 0.1%–10%; specifically, 0.1%–1%, 1%–5%, 5%–10%, 1%–4%, 4%–7%, 7%–10%;
[0047] The first polymer carrier is 0.1% to 1%; specifically, 0.1% to 0.5%, 0.5% to 1%, 0.1% to 0.3%, 0.3% to 0.6%, 0.6% to 1%, and 0.3% to 0.8%.
[0048] The second polymer carrier is 0-30%; specifically, 0-10%, 0-20%, 10-20%, 20-30%, 10-30%, 15-25%, and 15-30%.
[0049] Organic solvents 0-30%; specifically, 0-10%, 0-20%, 10-20%, 20-30%, 10-30%, 15-25%, 15-30%;
[0050] Oils and fats 0-65%; specifically, 0-10%, 0-20%, 0-30%, 0-40%, 0-50%, 10-20%, 20-30%, 30-40%, 40-50%, 50-65%, 20-40%;
[0051] The remainder is water.
[0052] In the aforementioned polymeric carriers that encapsulate volatile substances or active ingredients, the active ingredients are encapsulated by a combination of a first polymeric carrier and a second polymeric carrier.
[0053] In one specific embodiment, the weight ratio of the volatile substance to the active ingredient is 0-3:1-11, preferably 0-2.5:2-10.
[0054] In one specific embodiment, the volatile substance is selected from at least one of artemisia annua oil, patchouli essential oil, lavender essential oil, tea tree essential oil, lemon oil, camellia seed oil, Inca Inchi oil, safflower seed oil, and Melaleuca alternifolia leaf oil. The volatile substance is a cosmetic essential oil.
[0055] In one specific embodiment, the active ingredients are selected from Sophora flavescens root extract, oxacone ethanolamine salt (OCT), hydrolyzed protein, sodium hyaluronate, ceramide, ceramide-like substances, phytosphingosine, Paris polypyllayunnanensis extract, zinc PCA (zinc pyrrolidone carboxylate), sodium PCA, Salix alba bark extract, hydrolyzed conchiolin, 4-tert-butylcyclohexanol, glycyrrhizin, Glycyrrhiza glabra root extract, resveratrol, Polygonum cuspidatum root extract, oxidized resveratrol, Pterocarpus marsupium bark extract, Pterostilbene, phenylethyl resorcinol, 4-butylresorcinol, total saponins of Panax notoginseng, menthol, borneol, tetrahydromethylpyrimidine carboxylic acid, and Rosa rugosa. At least one of the following: Roxburghii fruit extract, Lithospermum erythrozhizon extract, Camellia sinensis leaf extract, salicylic acid, lactobionic acid, tranexamic acid, and nicotinamide.
[0056] In a preferred embodiment, when the active ingredient is selected from Sophora flavescens root extract, chlorhexidine ethanolamine salt, hydrolyzed protein, or similar water-soluble hair care ingredient components, the polymeric carrier encapsulating the volatile substances or active ingredients comprises oils but does not include organic solvents and water. The water-soluble hair care ingredient is a conventionally used water-soluble hair care ingredient that, when applied to hair, has effects such as dandruff removal, hair nourishment, hair protection, hair loss prevention, and oil control.
[0057] In a preferred embodiment, when the active ingredient is selected from sodium hyaluronate, ceramide, ceramide-like substances, phytosphingosine, *Paris polyphylla* extract, zinc PCA, sodium PCA, *Salix babylonica* bark extract, hydrolyzed conchiolin, 4-tert-butylcyclohexanol, glycyrrhizin, *Glycyrrhiza glabra* root extract, resveratrol, *Polygonum cuspidatum* root extract, oxidized resveratrol, *Dalbergia odorifera* bark extract, *Pterostilbene*, phenylethyl resorcinol, 4-butylresorcinol, total saponins of Panax notoginseng, menthol, borneol, tetrahydromethylpyrimidine carboxylic acid, *Rhizoma prickly pear* fruit extract, *Lithospermum erythrorhizon* extract, tea extract, salicylic acid, lactobionic acid, tranexamic acid, niacinamide, or similar skincare ingredient components, the polymeric carrier encapsulating the volatile substances or active ingredients comprises organic solvents and / or water but does not include oils. The skincare ingredients include water-soluble, oil-soluble, or alcohol-soluble ingredients, which, when applied to the skin, have whitening, moisturizing, repairing, anti-inflammatory, anti-allergic, oil-controlling, and antibacterial effects.
[0058] In a further preferred embodiment, when the active ingredient is selected from ceramides, ceramide-like substances, phytosphingosine, 4-tert-butylcyclohexanol, glycyrrhizin, licorice root extract, resveratrol, Polygonum cuspidatum root extract, oxidized resveratrol, Dalbergia odorifera bark extract, Pterostilbene, phenylethyl resorcinol, 4-butylresorcinol, total saponins of Panax notoginseng, menthol, borneol, or similar oil-soluble and alcohol-soluble skin care ingredients, the polymeric carrier encapsulating the volatile substances or active ingredients comprises organic solvents and water but excludes oils. The oil-soluble and alcohol-soluble skin care ingredients are conventionally used oil-soluble or alcohol-soluble skin care ingredients, which, when applied to the skin, have a repairing effect.
[0059] In a further preferred embodiment, when the active ingredient is selected from sodium hyaluronate, *Paris polyphylla* extract, zinc PCA, sodium PCA, *Salix babylonica* bark extract, hydrolyzed conchiolin, tetrahydromethylpyrimidine carboxylic acid, *Rhizoma Rosa rugosa* extract, *Radix Lithospermum* extract, tea extract, salicylic acid, lactobionic acid, tranexamic acid, niacinamide, or similar aqueous skincare ingredients, the polymeric carrier encapsulating the volatile substances or active ingredients comprises water and excludes organic solvents and oils. The aqueous skincare ingredient is a conventionally used water-soluble skincare ingredient that, when applied to the skin, provides moisturizing, soothing, and antioxidant effects.
[0060] In a preferred embodiment, the Sophora flavescens root extract is selected from at least one of matrine or oxymatrine. The Sophora flavescens root extract contains bioactive components extracted from Sophora flavescens, specifically including matrine and oxymatrine, and possesses anti-inflammatory, antibacterial, anti-allergic, and acaricidal effects. Experiments have shown that matrine and oxymatrine have inhibitory effects on Malassezia comparable to ketoconazole, making them ideal plant-based anti-dandruff and antipruritic agents.
[0061] The structure of the above-mentioned matrine is shown in the following formula:
[0062] The structure of the above-mentioned oxymatrine is shown in the following formula:
[0063] In one specific embodiment, the first polymeric carrier is a polymer containing phosphorylcholine groups.
[0064] In a preferred embodiment, the polymer includes, but is not limited to, at least one of polyphosphocholine glycol acrylate, polyquaternium-51, polyquaternium-61, polyquaternium-64, polyquaternium-65, or phosphorylcholine polymer-MBH, or similar polymers having phosphorylcholine groups.
[0065] The aforementioned polymers containing phosphorylcholine groups are used as biomimetic synthetic amphiphilic materials. The hydrophilic group is 2-methacryloyloxyethyl phosphorylcholine (MPC), and the hydrophobic group is a tunable methacrylic acid / ester monomer containing double bonds. Active groups such as hydroxyl, carboxyl, amino, and epoxy groups can be introduced into the hydrophobic chain molecule. Among them, polyphosphocholine glycol acrylate is a homopolymer containing phosphorylcholine groups listed in the "Catalogue of Used Cosmetic Raw Materials"; polyquaternium-51, polyquaternium-61, and polyquaternium-64 are phosphorylcholine binary copolymers; and polyquaternium-65 and phosphorylcholine polymer-MBH are phosphorylcholine terpolymers.
[0066] The aforementioned polymers containing phosphorylcholine groups, when used as carriers, can non-covalently bind with active ingredients under suitable conditions to form supramolecular copolymers, further providing encapsulation cavities for the active ingredients. Furthermore, the 2-methacryloyloxyethyl phosphorocholine (MPC) group structure in cellular phospholipids (general structural formula of cellular phospholipids is shown in Formula 2 below) is highly similar to the structure of phospholipids in human cell membranes (structural formula of natural lecithin is shown in Formula 1 below). Therefore, it exhibits good compatibility and skin adhesion with human skin, forming a soft, skin-friendly biofilm that adheres tightly to the skin surface. This helps the active ingredients to firmly adhere to and remain on the skin surface, forming an active ingredient reservoir and improving the effective utilization of the active ingredients. This advantage is particularly evident in volatile raw materials or wash-off formulations.
[0067] In Equation 2, m and n represent the number of repeating units, where m is a positive integer greater than or equal to 1, and n is an integer greater than or equal to 0. When n = 0, it is a homopolymer of the MPC group; when m is a positive integer greater than or equal to 1, it is a multi-component polymer of the MPC group and other monomers containing alkenyl double bonds. R1 is selected from (CH2). n CH3, R2 are selected from H, (CH2) n OH, (CH2) n CHOCH2 or (CH2) n NH2, where 0 ≤ n ≤ 20.
[0068] Among the polymers containing phosphorylcholine groups mentioned above, the structure of polyquaternary ammonium salt-51 is shown in the following formula:
[0069] In the formula, m and n represent the number of repeating units, and m and n are positive integers greater than or equal to 1.
[0070] Among the polymers containing phosphorylcholine groups mentioned above, the structure of polyquaternary ammonium salt-61 is shown in the following formula:
[0071] In the formula, m and n represent the number of repeating units, and m and n are positive integers greater than or equal to 1.
[0072] Among the polymers containing phosphorylcholine groups mentioned above, the structure of polyquaternium-64 is shown in the following formula:
[0073] In the formula, m and n represent the number of repeating units, and m and n are positive integers greater than or equal to 1.
[0074] Among the polymers containing phosphorylcholine groups mentioned above, the structure of polyquaternium-65 is shown in the following formula:
[0075] In the formula, m, n, and o represent the number of repeating units, and m, n, and o are positive integers greater than or equal to 1.
[0076] Among the polymers containing phosphorylcholine groups mentioned above, the structure of phosphorylcholine polymer-MBH is shown in the following formula:
[0077] In the formula, m and n are positive integers greater than or equal to 1; x, y, and z represent the number of repeating units, and x, y, and z are positive integers greater than or equal to 1.
[0078] In one specific embodiment, the second polymeric carrier is selected from at least one of cyclodextrin and its derivatives, sodium alginate and its derivatives, cellulose and its derivatives, and chitosan and its derivatives.
[0079] In a preferred embodiment, the cyclodextrin and its derivatives are selected from at least one of cyclodextrin, glucose derivatives of cyclodextrin, hydroxypropyl derivatives of cyclodextrin, and methyl derivatives of cyclodextrin.
[0080] In a further preferred embodiment, the glucose derivative of the cyclodextrin is glucosyl-β-cyclodextrin.
[0081] In a further preferred embodiment, the hydroxypropyl derivative of the cyclodextrin is hydroxypropyl-β-cyclodextrin.
[0082] In a further preferred embodiment, the methyl derivative of the cyclodextrin is methyl-β-cyclodextrin.
[0083] In a preferred embodiment, the sodium alginate and its derivatives are selected from at least one of sodium alginate, acetylated derivatives of sodium alginate, phosphorylated derivatives of sodium alginate, sulfated derivatives of sodium alginate, or graft copolymers of sodium alginate.
[0084] In a further preferred embodiment, the acetylated derivative of sodium alginate is acetylated sodium alginate. The acetylated sodium alginate is sodium alginate that has undergone acetylation modification.
[0085] In a further preferred embodiment, the phosphorylated derivative of sodium alginate is phosphorylated sodium alginate.
[0086] In a further preferred embodiment, the sulfated derivative of sodium alginate is sodium alginate sulfate.
[0087] In a further preferred embodiment, the graft copolymer of sodium alginate is polyethylene glycol (PEG) grafted sodium alginate.
[0088] In a preferred embodiment, the cellulose and its derivatives are selected from at least one of cellulose, cellulose ether, or cellulose ester.
[0089] In a further preferred embodiment, the cellulose ether is selected from at least one of methylcellulose, carboxymethylcellulose, and hydroxypropyl methylcellulose.
[0090] In a further preferred embodiment, the cellulose ester is cellulose acetate butyrate.
[0091] In a preferred embodiment, the chitosan and its derivatives are selected from at least one of chitosan, etherified derivatives of chitosan, esterified derivatives of chitosan, quaternized derivatives of chitosan, and acylated derivatives of chitosan.
[0092] In a further preferred embodiment, the etherified derivative of chitosan is hydroxypropyl chitosan.
[0093] In a further preferred embodiment, the esterified derivative of chitosan is succinic chitosan.
[0094] In a further preferred embodiment, the quaternized derivative of chitosan is a chitosan quaternary ammonium salt.
[0095] In a further preferred embodiment, the acylated derivative of chitosan is benzoyl chitosan.
[0096] In one specific embodiment, the organic solvent is selected from at least one of ethoxydiethylene glycol, glycerol, propylene glycol, 1,3-propanediol, butanediol, hexanediol, or pentanediol.
[0097] In one specific embodiment, the oil is selected from at least one of camellia seed oil, olive oil, jojoba oil, oat kernel oil, grape seed oil, squalane, isononyl isononanoate, caprylic / capric triglyceride, coconut oil alcohol-caprylate / capric acid ester (CAS No. 95912-86-0), and caprylic / capric triglycerides (mixed caprylic / capric triglyceride, CAS No. 73398-61-5).
[0098] A second aspect of the present invention provides a method for encapsulating volatile substances or active ingredients on a polymeric carrier, comprising the following steps:
[0099] A) Mix a first polymeric carrier, a volatile substance and / or an active ingredient with at least one selected from organic solvents, oils or water to obtain a pre-encapsulated solution;
[0100] B) The pre-encapsulation liquid is further processed or mixed with at least one of an aqueous solution or oil selected from a second polymeric carrier to provide a polymeric carrier for encapsulating volatile substances or active ingredients.
[0101] In step A), when the first polymeric carrier, volatile substance, and / or active ingredient are mixed with an organic solvent, the first polymeric carrier is a polymer containing phosphorylcholine groups, the polymer including but not limited to polyphosphocholine glycol acrylate, polyquaternium-51, polyquaternium-61, polyquaternium-64, polyquaternium-65, or phosphorylcholine polymer-MBH or similar polymers having phosphorylcholine groups, preferably polyquaternium-51; the active ingredient is selected from at least one of ceramides, ceramide-like substances, phytosphingosine, 4-tert-butylcyclohexanol, glycyrrhizin, licorice root extract, resveratrol, Polygonum cuspidatum root extract, oxidized resveratrol, Dalbergia odorifera bark extract, pterostilbene, phenylethyl resorcinol, 4-butylresorcinol, total saponins of Panax notoginseng, menthol, borneol or similar oil-soluble and alcohol-soluble skin care raw material ingredients, preferably ceramides.
[0102] In step A), when the first polymeric carrier, volatile substance and / or active ingredient are mixed with the organic solvent, the volatile substance and / or active ingredient are mixed with the organic solvent and then added to the first polymeric carrier for further mixing, or the first polymeric carrier, volatile substance and / or active ingredient are added to the organic solvent for mixing.
[0103] In one specific embodiment, when the first polymeric carrier, volatile substance and / or active ingredient are mixed with an organic solvent, the mixing is carried out under oxygen-free conditions.
[0104] In one specific embodiment, when the volatile substance and / or active ingredient is mixed with an organic solvent and then added to a first polymeric carrier for further mixing, the mixing temperature is 10-30°C, specifically 10-20°C, 20-30°C, preferably 25°C; the further mixing temperature is 10-60°C min, specifically 10-30°C, 30-60°C, preferably 35°C.
[0105] In one specific embodiment, when the volatile substance and / or active ingredient is mixed with an organic solvent and then added to a first polymeric carrier for further mixing, the stirring speed for further mixing is 300-1500 rpm, specifically 300-600 rpm, 600-900 rpm, 900-1200 rpm, or 1200-1500 rpm; the stirring speed for further mixing is 500-1000 rpm, specifically 500-750 rpm or 750-1000 rpm, preferably 800 rpm.
[0106] In one specific embodiment, when the volatile substance and / or active ingredient is mixed with an organic solvent and then added to a first polymeric carrier for further mixing, the mixing stirring time is 5-300 min, specifically 5-100 min, 100-200 min, 200-300 min, preferably 50 min; the further mixing stirring time is 30-300 min, specifically 30-150 min, 150-300 min, preferably 120 min.
[0107] In one specific embodiment, when the first polymeric carrier, volatile substances and / or active ingredients are added to an organic solvent for mixing, the mixing temperature is 20-50°C, specifically 20-35°C, 35-50°C, and preferably 35°C.
[0108] In one specific embodiment, when the first polymeric carrier, volatile substance and / or active ingredient are added to an organic solvent for mixing, the mixing stirring speed is 400-2000 rpm, specifically 400-800 rpm, 800-1500 rpm, 1500-2000 rpm, preferably 900 rpm.
[0109] In one specific embodiment, when the first polymeric carrier, volatile substances and / or active ingredients are added to an organic solvent for mixing, the mixing stirring time is 0.5-6.0 h, specifically 0.5-2.0 h, 2.0-4.0 h, 4.0-6.0 h, and preferably 2.5 h.
[0110] In one specific embodiment, when the first polymeric carrier, volatile substance and / or active ingredient are added to an organic solvent and mixed, the volatile substance and / or active ingredient is coumarin-6.
[0111] In step B), when the pre-encapsulation solution is obtained by mixing a first polymeric carrier, a volatile substance, and / or an active ingredient with an organic solvent, it is mixed with an aqueous solution of a second polymeric carrier to provide a polymeric carrier for encapsulating the volatile substance or active ingredient.
[0112] In one specific embodiment, the aqueous solution of the second polymeric carrier is obtained by mixing the second polymeric carrier with water.
[0113] In a preferred embodiment, when the second polymeric carrier is mixed with water, the second polymeric carrier is added to the water for mixing.
[0114] In one specific embodiment, when the pre-coating liquid is obtained by mixing a volatile substance and / or an active ingredient with an organic solvent and then adding it to a first polymeric carrier for further mixing, it is filtered after mixing with an aqueous solution of a second polymeric carrier.
[0115] In one specific embodiment, when the pre-coating liquid is obtained by mixing a volatile substance and / or an active ingredient with an organic solvent and then adding it to a first polymeric carrier for further mixing, the stirring speed during the preparation of the aqueous solution of the second polymeric carrier to be mixed with the pre-coating liquid is 100-500 rpm, specifically 100-300 rpm or 300-500 rpm; the stirring time during the preparation of the aqueous solution of the second polymeric carrier to be mixed with the pre-coating liquid is 0.3-3.0 h, specifically 0.3-1.0 h or 1.0-3.0 h, preferably 1.5 h.
[0116] In one specific embodiment, when the pre-coating solution is obtained by mixing a first polymeric carrier, a volatile substance, and / or an active ingredient in an organic solvent, the stirring speed during the preparation of the aqueous solution of the second polymeric carrier to be mixed with the pre-coating solution is 400-2000 rpm, specifically 400-900 rpm, 900-1400 rpm, or 1400-2000 rpm; the stirring time during the preparation of the aqueous solution of the second polymeric carrier to be mixed with the pre-coating solution is 0.3-6.0 h, specifically 0.3-2.0 h, 2.0-4.0 h, or 4.0-6.0 h, preferably 2.5 h.
[0117] In one specific embodiment, when the pre-coating liquid is obtained by mixing a volatile substance and / or an active ingredient with an organic solvent and then adding it to a first polymeric carrier for further mixing, the pre-coating liquid is slowly introduced into the aqueous solution of the second polymeric carrier for mixing when mixing with the aqueous solution of the second polymeric carrier.
[0118] In one specific embodiment, when the pre-coating liquid is obtained by mixing a volatile substance and / or an active ingredient with an organic solvent and then adding it to a first polymeric carrier for further mixing, the mixing of the pre-coating liquid with the aqueous solution of the second polymeric carrier is carried out under oxygen-free conditions.
[0119] In one specific embodiment, when the pre-coating liquid is obtained by mixing a volatile substance and / or an active ingredient with an organic solvent and then adding it to a first polymeric carrier for further mixing, the mixing temperature of the pre-coating liquid and the aqueous solution of the second polymeric carrier is 10-60°C, specifically 10-35°C, 35-60°C, preferably 25°C; the stirring speed of mixing the pre-coating liquid and the aqueous solution of the second polymeric carrier is 300-1500 rpm, specifically 300-800 rpm, 800-1200 rpm, 1200-1500 rpm, preferably 900 rpm; and the stirring time of mixing the pre-coating liquid and the aqueous solution of the second polymeric carrier is 1-5 hours, preferably 2-3 hours.
[0120] In one specific embodiment, when the pre-coating liquid is obtained by mixing a first polymeric carrier, a volatile substance, and / or an active ingredient in an organic solvent, the pre-coating liquid is mixed with an aqueous solution of a second polymeric carrier by slowly introducing the aqueous solution of the second polymeric carrier into the pre-coating liquid for mixing.
[0121] In one specific embodiment, when the pre-coating solution is obtained by mixing a first polymeric carrier, a volatile substance, and / or an active ingredient in an organic solvent, the stirring speed for mixing the pre-coating solution with the aqueous solution of the second polymeric carrier is 200-1000 rpm, specifically 200-600 rpm, 600-1000 rpm, preferably 500 rpm; the stirring time for mixing the pre-coating solution with the aqueous solution of the second polymeric carrier is 1-8 h, specifically 1-4 h, 4-8 h, preferably 3 h.
[0122] In step A), when the first polymeric carrier, volatile substance, and / or active ingredient are mixed with oil, the first polymeric carrier is a polymer containing phosphorylcholine groups, the polymer including but not limited to polyphosphocholine glycol acrylate, polyquaternium-51, polyquaternium-61, polyquaternium-64, polyquaternium-65, or phosphorylcholine polymer-MBH or similar polymers having phosphorylcholine groups, preferably polyquaternium-61; the active ingredient is selected from at least one of Sophora flavescens root extract, chlorhexidine ethanolamine salt, hydrolyzed protein, or similar water-soluble shampoo and conditioner ingredients, preferably Sophora flavescens root extract.
[0123] In step A), when the first polymeric carrier, volatile substance and / or active ingredient are mixed with the oil, the mixing is carried out under oxygen-free conditions.
[0124] In step A), when the first polymeric carrier, volatile substance and / or active ingredient are mixed with the oil, the first polymeric carrier, volatile substance and / or active ingredient are added to the oil and mixed.
[0125] In step A), when the first polymeric carrier, volatile substance and / or active ingredient are mixed with the oil, the oil is an octanoic acid / capric acid glyceride.
[0126] In step A), after the first polymeric carrier, volatile substances and / or active ingredients are mixed with oils, a pre-encapsulated liquid is obtained directly or after ultrasonic mixing.
[0127] In one specific embodiment, when the pre-coating liquid is obtained directly, the mixing temperature is 0-50°C, specifically 0-25°C, 25-50°C, and preferably 25°C.
[0128] In one specific embodiment, when the pre-coated liquid is obtained directly, the mixing stirring speed is 550-1500 rpm, specifically 550-1000 rpm, 1000-1500 rpm, and preferably 900 rpm.
[0129] In one specific embodiment, when the pre-coated liquid is obtained directly, the mixing stirring time is 1-5 hours, specifically 1-2.5 hours, 2.5-5 hours, and preferably 2.0 hours.
[0130] In one specific embodiment, when the pre-encapsulated liquid is obtained after ultrasonic mixing, the mixing temperature is 15-60°C, specifically 15-30°C, 30-60°C, and preferably 25°C.
[0131] In one specific embodiment, when the pre-encapsulated liquid is obtained after ultrasonic mixing, the mixing stirring speed is 250-1500 rpm, specifically 250-600 rpm, 600-1000 rpm, 1000-1500 rpm, and preferably 650 rpm.
[0132] In one specific embodiment, when a pre-encapsulated liquid is obtained after ultrasonic mixing, the mixing stirring time is 0.2-3 hours, specifically 0.2-1 hours, 1-2 hours, or 2-3 hours, preferably 1.2 hours.
[0133] In one specific embodiment, when a pre-encapsulated liquid is obtained after ultrasonic mixing, the frequency of the ultrasonic mixing is 30-100kHz, specifically 30-50kHz, 50-100kHz, and preferably 50kHz.
[0134] In one specific embodiment, when a pre-encapsulated liquid is obtained after ultrasonic mixing, the ultrasonic mixing time is 20-60 minutes, specifically 20-40 minutes, 40-60 minutes, and preferably 30 minutes.
[0135] In step B), when the pre-coating solution is obtained by mixing a first polymeric carrier, volatile substances and / or active ingredients with oils, the pre-coating solution is then mixed with the oils to provide a polymeric carrier for encapsulating volatile substances or active ingredients.
[0136] In one specific embodiment, the oil in the pre-coated liquid mixed with the oil is olive oil.
[0137] In one specific embodiment, when the pre-coating liquid is mixed with the oil, the pre-coating liquid is added to the oil for mixing.
[0138] In one specific embodiment, when the first polymeric carrier, volatile substance and / or active ingredient are mixed with oil, and the pre-encapsulated liquid obtained directly is then mixed with oil, the mixing stirring speed is 1000-3000 rpm, specifically 1000-2000 rpm, 2000-3000 rpm, preferably 2000 rpm; the mixing stirring time is 5-120 min, specifically 5-60 min, 60-120 min, preferably 45 min.
[0139] In one specific embodiment, when the first polymeric carrier, volatile substances and / or active ingredients are mixed with oils, and the pre-encapsulated liquid obtained after ultrasonic mixing is then mixed with the oils, the mixing temperature is 10-45°C, specifically 10-30°C, 30-45°C, preferably 25°C; the mixing stirring speed is 400-1200 rpm, specifically 400-8000 rpm, 800-1200 rpm, preferably 850 rpm; and the mixing stirring time is 10-300 min, specifically 10-120 min, 120-300 min, preferably 150 min.
[0140] In step A), when the first polymeric carrier, volatile substance, and / or active ingredient are mixed with water, the first polymeric carrier is a polymer containing phosphorylcholine groups, including but not limited to polyphosphocholine glycol acrylate, polyquaternium-51, polyquaternium-61, polyquaternium-64, polyquaternium-65, or phosphorylcholine polymer-MBH or similar polymers having phosphorylcholine groups, preferably polyquaternium-51; the active ingredient is selected from at least one of sodium hyaluronate, Yunnan Paris extract, zinc PCA, sodium PCA, white willow bark extract, hydrolyzed conchiolin, tetrahydromethylpyrimidine carboxylic acid, prickly pear fruit extract, comfrey extract, tea extract, salicylic acid, lactobionic acid, tranexamic acid, niacinamide, or similar water-soluble skin care ingredients, preferably sodium hyaluronate.
[0141] In step A), when the first polymeric carrier, volatile substance and / or active ingredient are mixed with water, the mixing is either a temperature-increasing mixing or a direct co-dissolution.
[0142] In one specific embodiment, the mixing temperature of the heating and mixing process is 40-70°C, specifically 40-50°C, 50-70°C, and preferably 55°C.
[0143] In one specific embodiment, the stirring speed for heating and mixing is 200-800 rpm, specifically 200-500 rpm, 500-800 rpm, and preferably 600 rpm.
[0144] In one specific embodiment, the stirring time for heating and mixing is 1-6 hours, specifically 1-3 hours, 3-6 hours, and preferably 3 hours.
[0145] In step B), when the pre-coating solution is obtained by mixing a first polymeric carrier, a volatile substance, and / or an active ingredient with water, the reprocessing of the pre-coating solution is either cooling mixing or ultrasonic mixing.
[0146] In one specific embodiment, when the pre-coating liquid is obtained by heating and mixing a first polymeric carrier, volatile substances and / or active ingredients with water, the reprocessing of the pre-coating liquid is cooling and mixing.
[0147] In a preferred embodiment, the mixing temperature of the cooling mixture is room temperature. The room temperature is 20-30°C.
[0148] In a preferred embodiment, the stirring speed for cooling and mixing is 100-600 rpm, specifically 100-300 rpm or 300-600 rpm, preferably 300 rpm.
[0149] In a preferred embodiment, the stirring time for cooling and mixing is 0.5-4 hours, specifically 0.5-2.5 hours or 2.5-4 hours, preferably 2.5 hours.
[0150] In one specific embodiment, when the pre-coating liquid is obtained by directly co-dissolving a first polymeric carrier, a volatile substance, and / or an active ingredient with water, the reprocessing of the pre-coating liquid is ultrasonic mixing.
[0151] In a preferred embodiment, the frequency of the ultrasonic mixing is 30-60kHz, specifically 30-40kHz, 40-60kHz, and preferably 40kHz.
[0152] In a preferred embodiment, the ultrasonic mixing time is 0.3-2h, specifically 0.3-1.2h, 1.2-2h, and preferably 1.0h.
[0153] In step A) or B), the mixing is performed using magnetic stirring.
[0154] The above-mentioned method for encapsulating volatile substances or active ingredients with polymeric carriers is implemented as follows: due to the self-assembly characteristics of the first polymeric material, the active ingredient can be encapsulated by the polymer containing phosphorylcholine groups as a carrier through simple co-solution with the active ingredient to form a polymeric carrier. It makes full use of supramolecular effects to form encapsulation, entanglement, adsorption and other forms with the active ingredient.
[0155] The third aspect of the present invention provides a polymeric carrier prepared by the method provided in the second aspect of the present invention.
[0156] The fourth aspect of the present invention provides a polymer carrier as described in the first aspect of the present invention or a polymer carrier as described in the third aspect of the present invention, and its use in cosmetics.
[0157] The fifth aspect of the present invention provides a cosmetic product, including the polymer carrier provided by the first aspect of the present invention or the polymer carrier provided by the third aspect of the present invention.
[0158] In one specific embodiment, the cosmetics can be formulated into various product forms, including but not limited to basic cosmetics, facial makeup cosmetics, body care products, and body wash products. Formulating these cosmetics into various products allows for better utilization of the corresponding effects of the active ingredients contained within them, such as moisturizing, anti-aging, repairing, soothing, whitening, dandruff removal, oil control, antibacterial properties, and fragrance retention.
[0159] In a preferred embodiment, the body care product includes serums and the like. These serums include, but are not limited to, essences, lotions, etc. The cosmetic described herein can be prepared using conventional methods for preparing the above-described compositions.
[0160] In one specific embodiment, the dosage form of the cosmetic is not particularly limited and can be reasonably selected according to different purposes.
[0161] In one specific embodiment, the cosmetic also includes one or more other conventional active ingredients. The content of the other active ingredients is the conventional content in the art.
[0162] The sixth aspect of the present invention provides a method for increasing the retention of volatile substances or active ingredients on the skin using a polymeric carrier, comprising applying a polymeric carrier provided in the first aspect of the present invention, a polymeric carrier provided in the third aspect of the present invention, or a cosmetic provided in the fifth aspect of the present invention to the skin or hair, and then washing or leaving it on.
[0163] In one specific embodiment, the skin includes, but is not limited to, facial skin, body skin, and scalp.
[0164] The aforementioned method of using polymeric carriers to increase the retention of volatile substances or active ingredients on the skin can incorporate the encapsulated material into the formulation to achieve retention and sustained release of the encapsulated material on the skin.
[0165] The seventh aspect of this invention provides the use of a cosmetic product in any one or more of the following:
[0166] (1) Long-lasting retention of high molecular weight carriers and active ingredients on the skin;
[0167] (2) Reduce the loss of active ingredients after skin washing;
[0168] (3) Long-lasting fragrance on the skin;
[0169] (4) Long-lasting and sustained-release active ingredients for skin efficacy.
[0170] When numerical ranges are given in the embodiments, it should be understood that, unless otherwise stated in the present invention, both endpoints of each numerical range and any value between the two endpoints may be selected. Unless otherwise defined, all technical and scientific terms used in this invention have the same meaning as commonly understood by one of ordinary skill in the art. In addition to the specific methods, apparatus, and materials used in the embodiments, based on the knowledge of the prior art possessed by one of ordinary skill in the art and the description of this invention, any prior art methods, apparatus, and materials similar to or equivalent to those described, apparatus, and materials in the embodiments of this invention may be used to implement the present invention.
[0171] Unless otherwise stated, the experimental methods, detection methods, and preparation methods disclosed in this invention all employ conventional techniques in molecular biology, biochemistry, chromatin structure and analysis, analytical chemistry, cell culture, recombinant DNA technology, and related fields.
[0172] The term "individual" or "patient" as used in this invention refers to a person, wild animal, or livestock suffering from a disease, preferably a mammal, especially a human.
[0173] The present invention will be further illustrated below with reference to specific embodiments. It should be understood that these embodiments are for illustrative purposes only and are not intended to limit the scope of protection of the present invention.
[0174] The following specific examples illustrate the implementation of the present invention. Those skilled in the art can easily understand other advantages and effects of the present invention from the content disclosed in this specification. The present invention can also be implemented or applied through other different specific embodiments, and various details in this specification can also be modified or changed based on different viewpoints and applications without departing from the spirit of the present invention.
[0175] Example 1
[0176] Under oxygen-free, constant-temperature magnetic stirring conditions at 25°C, 2.5g of artemisia annua oil was added to 30g of ethoxydiethylene glycol and completely dissolved. 0.1g of polyquaternium-51 was added to the above solution, and the artemisia annua oil reacted with polyquaternium-51 at 600rpm for 40min to prepare the pre-encapsulation solution. 25g of hydroxypropyl-β-cyclodextrin was added to 42 parts of water and stirred at 200rpm for 28min until completely dissolved to prepare the aqueous solution of the second polymeric carrier. Under oxygen-free conditions at 25°C and 500rpm, the pre-encapsulation solution was slowly introduced into the aqueous solution of the second polymeric carrier, and stirred for 2.5h until encapsulation was complete. The mixture was then filtered to obtain polymeric carrier sample 1# encapsulating volatile substances or active ingredients. Relevant component data are shown in Table 1.
[0177] Example 2
[0178] 0.5 g of polyquaternium-51, 35 g of caprylic / capric glycerides, and 5 g of matrine were stirred at 400 rpm at 20°C for 2 h. The mixture was then transferred to an ultrasonic transmitter and operated at 50 kHz for 30 min to obtain a pre-encapsulation solution. This pre-encapsulation solution was added to 59.5 g of olive oil and magnetically stirred at 550 rpm at 20°C for 20 min to obtain polymeric carrier sample 2# encapsulating volatile substances or active ingredients. Relevant component data are shown in Table 1.
[0179] Example 3
[0180] 2.0 g of sodium hyaluronate with an average molecular weight of 1.2 million Daltons and 1 g of phosphorylcholine terpolymer were weighed and added to a 250 mL round-bottom flask. Then, 97 g of deionized water was added, and the mixture was heated to 50 °C and stirred at 600 rpm for 3 hours until completely dissolved to obtain a pre-encapsulated solution. The solution was then cooled to room temperature and stirred at 300 rpm for 2.5 hours until homogeneous to obtain a modified sodium hyaluronate aqueous solution, thus obtaining polymeric carrier sample 3# encapsulating volatile substances or active ingredients. Relevant component data are shown in Table 1.
[0181] Example 4
[0182] Under oxygen-free conditions, at 25°C and 500 rpm constant temperature magnetic stirring, 0.2 g of polyquaternium-51 and 2 g of coumarin-6 were added to 10 g of ethoxydiethylene glycol, and the reaction was continued for 1 h to obtain a pre-encapsulation solution. 20 g of hydroxypropyl-β-cyclodextrin was added to 67.8 g of water and stirred at 700 rpm for 180 min until completely dissolved, providing an aqueous solution for the second polymeric carrier. The aqueous solution of the second polymeric carrier was slowly added to the pre-encapsulation solution and mixed at 500 rpm for 2 h to obtain the coumarin-6 encapsulation solution, thus obtaining polymeric carrier sample 4# encapsulating volatile substances or active ingredients. Relevant component data are shown in Table 1.
[0183] Example 5
[0184] Add 0.5g of polyquaternium-51, 2g of menthol, and 3g of total saponins of Panax notoginseng to 94.5g of water to obtain a pre-encapsulated solution. Run the solution in an ultrasonic transmitter at 40kHz for 1.5h to obtain a polymeric carrier sample (sample #5) encapsulating volatile substances or active ingredients. Relevant component data are shown in Table 1.
[0185] Example 6
[0186] Under oxygen-free conditions, at 25°C and 600 rpm constant temperature magnetic stirring, 1 g of polyquaternium-51 and 10 g of menthol were added to 25 g of caprylic / capric glycerides, and the mixture was stirred continuously for 1.5 h to obtain a pre-encapsulated solution. Then, 64 g of olive oil was added to the above solution, and the mixture was homogenized at 2000 rpm for 5 min to obtain a menthol oil solution, thus obtaining polymeric carrier sample 6# encapsulating volatile substances or active ingredients. Relevant component data are shown in Table 1.
[0187] Example 7
[0188] Under oxygen-free conditions, at 25°C and 580 rpm constant temperature magnetic stirring, 0.7 g of polyquaternium-51 and 10 g of zinc PCA were added to 89.3 g of water. After 25 min, stirring was stopped, and the mixture was kept at 30°C for 12 h to obtain polymeric carrier sample 7# encapsulating volatile substances or active ingredients. Relevant component data are shown in Table 1.
[0189] Table 1
[0190] Comparative Example 1
[0191] The specific preparation method and conditions are the same as in Example 1. The difference from Example 1 is that the first polymer carrier, polyquaternary ammonium salt-51, was not added, and comparative sample 1* was obtained. The specific addition data of the components are shown in Table 2.
[0192] Comparative Example 2
[0193] The specific preparation method and conditions are the same as in Example 1. The difference from Example 1 is that the first polymer carrier is sodium alginate. Comparative sample 2* was obtained. The specific addition data of the components are shown in Table 2.
[0194] Comparative Example 3
[0195] The specific preparation method and conditions are the same as in Example 1. The difference from Example 1 is that the first polymer carrier is hydroxyethyl cellulose. Comparative sample 3* was obtained. The specific addition data of the components are shown in Table 2.
[0196] Comparative Example 4
[0197] The specific preparation method and conditions are the same as in Example 1. The difference from Example 1 is that the first polymer carrier is chitosan quaternary ammonium salt. Comparative sample 4* was obtained. The specific addition data of the components are shown in Table 2.
[0198] Comparative Example 5
[0199] The specific preparation method and conditions are the same as in Example 2. The difference from Example 2 is that it is not encapsulated by polyquaternium-51. Instead, 5 parts of Sophora flavescens root extract are directly dissolved in 95 parts of water to obtain comparative sample 5*. The specific addition data of the components are shown in Table 2.
[0200] Comparative Example 6
[0201] The specific preparation process differs from that in Example 3. Specifically, 2.0 g of sodium hyaluronate with an average molecular weight of 1.2 million Daltons and 2.0 g of phosphorylcholine terpolymer were weighed and added to a 250 mL round-bottom flask. Then, 96 g of deionized water was added and stirred at 20 °C for 3 h to obtain a transparent aqueous solution. Comparative sample 6* was obtained. The specific addition data of the components are shown in Table 2.
[0202] Comparative Example 7
[0203] The specific preparation method and conditions are the same as in Example 4. The difference from Example 4 is that the first polymer carrier, polyquaternary ammonium salt-51, was not added, and comparative sample 7* was obtained. The specific addition data of the components are shown in Table 2.
[0204] Table 2
[0205] Test Example 1
[0206] The volatility of essential oils was tested using the weight loss method. Specifically, 100g each of the essential oil aqueous solution from Example 1, a blank aqueous solution containing an equal amount of polyquaternium-51 from Example 1, the essential oil aqueous solution, the blank aqueous solution, the essential oil alcohol solution, and the blank alcohol solution were placed in beakers and stored in a 50℃ oven. The weights were measured every 20 minutes, and the volatility of the essential oils before and after phospholipid modification was calculated. The specific test results are shown in Figure 1. Volatility (%) = (M... 样品 —M 空白 )*100% / M 总
[0207] In the formula, M 样品 The mass reduction of the sample every 20 minutes; M 空白 M represents the mass of solvent lost every 20 minutes. 总 This refers to the total amount of essential oil used.
[0208] As shown in Figure 1, after storage at 50℃ for 100 min, the volatile matter content of the modified artemisia oil aqueous solution was reduced by 14.73% compared to the aqueous solution prepared with unmodified artemisia oil, and by 24.32% compared to the alcoholic solution prepared with unmodified artemisia oil. Through the co-encapsulation of polyquaternium-51 and cyclodextrin, the artemisia oil is contained within a dense encapsulation cavity, reducing contact with air and effectively solving the problem of essential oil evaporation caused by airflow.
[0209] Test Example 2
[0210] The fragrance retention time of Artemisia annua oil body lotion was tested on sample 1# from Example 1 and samples 1-4* from Comparative Examples 1-4. A specific fragrance-retaining body lotion was selected, and its formula is shown in Table 3 below. The results of the fragrance persistence test are shown in Table 4 below.
[0211] Table 3
[0212] Table 4
[0213] As shown in Tables 3 and 4, compared with Comparative Examples 1-4, the method provided in Example 1 of this invention can significantly improve the fragrance retention time of essential oils after application to body lotion. Phosphorylcholine copolymers are charged macromolecules containing a large number of functional groups such as carboxyl and hydroxyl groups. Under specific conditions, they can interact with camphor, alkenes, and other substances in essential oils to form non-covalent polymers. Furthermore, phosphorylcholine copolymers are long-chain macromolecules, which can form folded, coiled, and entangled encapsulation forms during interactions with other substances, effectively prolonging the residence time of volatile substances and increasing fragrance retention.
[0214] Test Example 3
[0215] The Malassezia scabiosifolia inhibition test was conducted on sample 2# from Example 2 and sample 5* from Comparative Example 5, according to T / GDCA 010-2022 "Test Method for Anti-dandruff Efficacy of Anti-dandruff Products". The specific process is shown in Figure 2. The amount added in Example 2 and Comparative Example 5 was 4%. The test results are shown in Figure 3.
[0216] Figure 3 shows that pigskin was used to simulate human shampooing. Compared with the blank control (without Sophora flavescens root extract), the sample group containing 4% of Example 2 showed an inhibition rate of up to 96% against Malassezia; compared with Comparative Example 5, the Malassezia content in the culture medium of Example 2, which was encapsulated by the polymer carrier polyquaternium-51, was reduced by 66%. The encapsulation and adsorption of the polymer carrier ensures that the active ingredient remains firmly inside the carrier, and the film-forming properties of the carrier allow it to adhere tightly to the skin surface, thereby reducing the loss of active ingredients during rinsing. In addition, the encapsulation structure ensures more uniform release of active ingredients, reducing efficacy loss caused by burst release of active ingredients. This sustained release also further reduces the drawback of large amounts of active ingredients being washed away in a short time. By combining adsorption and sustained release mechanisms, the problem of low utilization rate of active ingredients in rinse-off products is improved to the greatest extent.
[0217] Test Example 4
[0218] Sample 2# from Example 2 was used in a clinical trial of a shampoo containing Sophora flavescens root extract. Specifically, 30 participants were selected. Other shampoos were discontinued, and volunteers used the test shampoo containing 0.2% of Example 2 every two days. They completed the "Anti-dandruff Shampoo Consumer Questionnaire After 2 Weeks of Use" as required. Specific test results are shown in Figures 4 and 5. Figure 4 shows the feedback from the target population (25 people) who exhibited characteristics such as oily hair, itchy scalp, and dandruff.
[0219] As shown in Figures 4 and 5, the questionnaire satisfaction standards were categorized as relatively satisfied, satisfied, and very satisfied. The satisfaction table derived from the questionnaire results indicates that approximately 70% of the target population was satisfied with the oil control, itch relief, and dandruff removal effects; the overall sample's satisfaction with the irritation level exceeded 90%. This demonstrates that the technical means proposed in this patent can effectively function in the finished product formulation while simultaneously mitigating the problem of strong irritation from raw materials.
[0220] Test Example 5
[0221] Sample 3# from Example 3 was subjected to a hyaluronic acid moisturizing clinical trial. The specific testing process is as follows.
[0222] 5.1 Clinical efficacy test methods for moisturizing
[0223] Each moisturizing water was prepared according to conventional cosmetic manufacturing processes, and the formulas are shown in Table 5. Among them, the 0.1% sodium hyaluronate group is a moisturizing water with only sodium hyaluronate added, and the 0.05% sodium hyaluronate + 0.05% polyquaternium-51 group is the moisturizing water of Example 3 with an equal amount of active ingredients added.
[0224] Table 5
[0225] 5.2 Human Testing Method
[0226] Twenty-six healthy male and female subjects aged 25–40 years were selected for the experiment, which was conducted in a constant temperature and humidity environment (21±1)℃ and (50±10)% . Before the experiment, the subjects were required to sit quietly in this environment for 30 minutes to allow the environment to reach equilibrium. A randomized, single-blind, controlled test was conducted, and moisturizing lotion (0.1% sodium hyaluronate and 0.05% sodium hyaluronate + 0.05% polyquaternium-51) was applied to the test site on the left and right forearms of the subjects according to the randomization principle, at a dose of (2.0±0.1) mg / cm2. The blank control area without moisturizing lotion was used.
[0227] 5.3 Skin Moisture Content Test
[0228] Skin moisture content (MMV) directly reflects the degree of skin dryness, and thus the moisturizing efficacy of a product. Subjects were tested by personnel before using the sample and 4 hours after using the product. The 825 skin stratum corneum moisture content tester was used to test the skin moisture content of the experimental sites. Five measurements were taken for each site, and the average value was taken. The formula for calculating the change in skin moisture content is as follows.
[0229] Change in skin moisture content = Moisture content after use - Moisture content before use (0 hours after use)
[0230] After a 4-hour test, both arms were rinsed with running water for 1 minute, and the skin's stratum corneum moisture content was tested after 5 hours. The specific test results are shown in Figure 6.
[0231] 5.4 Data Analysis
[0232] As shown in Figure 6, all experiments were conducted according to the principle of parallel design, and the effect of each sample on skin moisture content was characterized by the stratum corneum water content, change value, and change rate. The experimental results showed that the stratum corneum moisture content of the test sites increased within 0-4 hours. At 4 hours, the moisture content of the subjects who applied moisturizing water containing only 0.1% sodium hyaluronate was 43.12%, while the moisture content of the subjects who applied moisturizing water containing sodium hyaluronate coated with polyquaternium-51 was 44.86%. After rinsing, at 5 hours, the moisture content of the subjects who applied moisturizing water containing only 0.1% sodium hyaluronate was 39.38%, while the moisture content of the subjects who applied moisturizing water containing sodium hyaluronate coated with polyquaternium-51 was 41.03%. This demonstrates that the coating technology helps reduce the loss of sodium hyaluronate during rinsing. The "molecular nail effect" of polyquaternium-51 not only forms a film to lock in moisture but also firmly adsorbs active ingredients and keeps them on the skin surface, providing a space for the active ingredients to remain, which greatly increases the retention rate of active ingredients in the rinsing scenario.
[0233] Test Example 6
[0234] The moisturizing effect of hyaluronic acid-containing makeup remover was tested on sample 3# from Example 3 and sample 6* from Comparative Example 6. Fifteen healthy male or female subjects aged 25-40 years were selected. The left cheek was treated with the makeup remover containing Example 3, and the right cheek was treated with the makeup remover containing Comparative Example 6. The facial moisture content of the subjects was measured by VISIA 1-7 days after use. The specific test results are shown in Table 6.
[0235] Table 6
[0236] As shown in Table 6, the facial moisture content of the subjects gradually decreased over time. At the same time point, the facial moisture content of the subjects using the makeup remover of Example 3 was consistently higher than that of the subjects using the makeup remover of Comparative Example 6, and the decreasing trend of moisture content in the subjects using the makeup remover of Example 3 gradually slowed down. The interaction between the active ingredient and polyquaternium-51 was affected by multiple factors such as ambient temperature, substrate concentration, and reaction time. Under the optimal conditions provided in Example 3, the interaction between the two was maximized, at which point a large amount of sodium hyaluronate was encapsulated within polyquaternium-51. When the reaction conditions were unfavorable for the interaction to occur, only a small amount or no sodium hyaluronate was encapsulated, and the moisturizing effect of sodium hyaluronate on the skin was significantly weakened.
[0237] Test Example 7
[0238] The samples 4# from Example 4 and 7* from Comparative Example 7 were subjected to fluorescence staining tests of coumarin-6 in a near-dry state. The specific test results are shown in Figure 7.
[0239] As shown in Figure 7, this is a fluorescence staining image of the sample after 90% moisture evaporation to near-dry state following application to the skin. The fluorescence intensity reflects the content of the test sample in the skin. The results indicate that coumarin-6, encapsulated by cellular phospholipids, significantly reduces the loss of active ingredients due to water evaporation, effectively retaining the active ingredients on the skin. At this point, cellular phospholipids provide a reservoir effect for the active ingredients; that is, during solvent evaporation, the active ingredients can still be retained within the cellular phospholipid encapsulation layer through encapsulation, thereby greatly improving the bioavailability of the active ingredients.
[0240] Test Example 8
[0241] Test samples: 5% of the sample from Example 7 and 0.5% of PCA zinc raw material were added to two identical facial cleanser bases.
[0242] Test subjects: 30 people with oily skin, 15 men and 15 women, aged 20-45.
[0243] Test method: After cleansing with facial cleanser, take photos of your face at different times to test facial oil; compare before and after photos to see the increase in oil production.
[0244] As shown in Figure 8, there was no difference in forehead oil changes among the test subjects after their first use of the facial cleanser. However, as the usage time gradually increased, the oil change value of the test subjects using the facial cleanser containing Example 7 gradually decreased, meaning that less oil was secreted within a certain period of time, indicating an oil-controlling effect. This demonstrates that the encapsulated zinc PCA did not suffer from reduced immediate efficacy upon first use and can effectively suppress skin oil production for a long time after use. The encapsulation technology allows zinc PCA to exert a slow-release effect on the skin.
[0245] The above description is merely a preferred embodiment of the present invention and is not intended to limit the present invention in any form or substance. It should be noted that those skilled in the art can make various improvements and additions without departing from the method of the present invention, and these improvements and additions should also be considered within the scope of protection of the present invention. Any modifications, alterations, and equivalent changes made by those skilled in the art based on the above-disclosed technical content without departing from the spirit and scope of the present invention are equivalent embodiments of the present invention. Furthermore, any modifications, alterations, and evolutions made to the above embodiments based on the essential technology of the present invention still fall within the scope of the technical solution of the present invention.
Claims
1. A polymeric carrier having a function of encapsulating volatile substances or active ingredients, comprising, by weight percentage: 0.05-12% volatile substances and / or active ingredients; First polymeric carrier: 0.05–2.0%; Second polymeric carrier 0-35%; Organic solvents 0-35%; Oils and fats 0-95%; The remainder is water.
2. The polymeric carrier for encapsulating volatile substances or active ingredients according to claim 1, characterized in that, Includes one or more of the following conditions: A1) The weight ratio of the volatile substances to the active ingredients added is 0-3:1-11; A2) The volatile substances are selected from at least one of the following: artemisia annua oil, patchouli essential oil, lavender essential oil, tea tree essential oil, lemon oil, camellia seed oil, sacha inchi oil, safflower seed oil, and Melaleuca alternifolia leaf oil; A3) The active ingredients described are selected from at least one of the following: Sophora flavescens root extract, pyroxanone ethanolamine salt, hydrolyzed protein, sodium hyaluronate, ceramide, ceramide-like substances, phytosphingosine, Paris polyphylla extract, zinc PCA, sodium PCA, white willow bark extract, hydrolyzed conchiolin, 4-tert-butylcyclohexanol, glycyrrhizin, Glycyrrhiza glabra root extract, resveratrol, Polygonum cuspidatum root extract, oxidized resveratrol, Dalbergia odorifera bark extract, Pterostilbene, phenylethyl resorcinol, 4-butylresorcinol, total saponins of Panax notoginseng, menthol, borneol, tetrahydromethylpyrimidine carboxylic acid, Prickly pear fruit extract, Lithospermum erythrorhizon extract, tea extract, salicylic acid, lactobionic acid, tranexamic acid, and nicotinamide. A4) The first polymeric carrier is a polymer containing phosphorylcholine groups; preferably, the polymer includes, but is not limited to, at least one of polyphosphocholine glycol acrylate, polyquaternium-51, polyquaternium-61, polyquaternium-64, polyquaternium-65, or phosphorylcholine polymer-MBH or similar polymers having phosphorylcholine groups. A5) The second polymeric carrier is selected from at least one of cyclodextrin and its derivatives, sodium alginate and its derivatives, cellulose and its derivatives, and chitosan and its derivatives; A6) The organic solvent is selected from at least one of ethoxydiethylene glycol, glycerol, propylene glycol, 1,3-propanediol, butanediol, hexanediol or pentanediol; A7) The oils are selected from at least one of the following: camellia seed oil, olive oil, jojoba oil, oat kernel oil, grape seed oil, squalane, isononyl isononanoate, caprylic / capric triglyceride, coconut oil alcohol-caprylate / capric ester, caprylic / capric triglyceride.
3. A method for encapsulating volatile substances or active ingredients on a polymeric carrier according to any one of claims 1-2, comprising the following steps: 1) Mix the first polymeric carrier, volatile substance and / or active ingredient with at least one selected from organic solvent, oil or water to obtain a pre-encapsulated solution; 2) The pre-encapsulation liquid is further processed or mixed with at least one of an aqueous solution or oil selected from the second polymer carrier to provide a polymer carrier for encapsulating volatile substances or active ingredients.
4. The method for encapsulating volatile substances or active ingredients on a polymeric carrier according to claim 3, characterized in that, Includes one or more of the following conditions: B1) In step 1), when the first polymeric carrier, volatile substance, and / or active ingredient are mixed with an organic solvent, the first polymeric carrier is a polymer containing phosphorylcholine groups, the polymer including, but not limited to, polyphosphocholine glycol acrylate, polyquaternium-51, polyquaternium-61, polyquaternium-64, polyquaternium-65, or phosphorylcholine polymer-MBH or similar polymers having phosphorylcholine groups; the active ingredient is selected from at least one of ceramides, ceramide-like substances, phytosphingosine, 4-tert-butylcyclohexanol, glycyrrhizin, licorice root extract, resveratrol, Polygonum cuspidatum root extract, oxidized resveratrol, Dalbergia odorifera bark extract, pterostilbene, phenylethyl resorcinol, 4-butylresorcinol, total saponins of Panax notoginseng, menthol, borneol, or similar oil-soluble and alcohol-soluble skin care ingredients. B2) In step 1), when the first polymeric carrier, volatile substance and / or active ingredient are mixed with the organic solvent, the volatile substance and / or active ingredient are mixed with the organic solvent and then added to the first polymeric carrier for further mixing, or the first polymeric carrier, volatile substance and / or active ingredient are added to the organic solvent for mixing. B3) In step 2), when the pre-encapsulation liquid is obtained by mixing the first polymeric carrier, volatile substances and / or active ingredients with an organic solvent, it is mixed with an aqueous solution of the second polymeric carrier to provide a polymeric carrier for encapsulating volatile substances or active ingredients. B4) In step 1), when the first polymeric carrier, volatile substance, and / or active ingredient are mixed with oil, the first polymeric carrier is a polymer containing phosphorylcholine groups, the polymer including but not limited to polyphosphocholine glycol acrylate, polyquaternium-51, polyquaternium-61, polyquaternium-64, polyquaternium-65, or phosphorylcholine polymer-MBH or at least one of similar polymers having phosphorylcholine groups; the active ingredient is selected from at least one of Sophora flavescens root extract, chlorhexidine ethanolamine salt, hydrolyzed protein, or similar water-soluble shampoo and conditioner ingredients; B5) In step 1), when the first polymeric carrier, volatile substance and / or active ingredient are mixed with the oil, the mixing is carried out under oxygen-free conditions; B6) In step 1), after the first polymer carrier, volatile substances and / or active ingredients are mixed with oils, a pre-encapsulated liquid is obtained directly or after ultrasonic mixing. B7) In step 2), when the pre-coating liquid is obtained by mixing the first polymeric carrier, volatile substances and / or active ingredients with oils, the pre-coating liquid is then mixed with oils to provide a polymeric carrier for encapsulating volatile substances or active ingredients. B8) In step 1), when the first polymeric carrier, volatile substance, and / or active ingredient are mixed with water, the first polymeric carrier is a polymer containing phosphorylcholine groups, including but not limited to polyphosphocholine glycol acrylate, polyquaternium-51, polyquaternium-61, polyquaternium-64, polyquaternium-65, or phosphorylcholine polymer-MBH, or at least one of similar polymers having phosphorylcholine groups; the active ingredient is selected from at least one of sodium hyaluronate, Yunnan Paris extract, zinc PCA, sodium PCA, white willow bark extract, hydrolyzed conchiolin, tetrahydromethylpyrimidine carboxylic acid, prickly pear fruit extract, comfrey extract, tea extract, salicylic acid, lactobionic acid, tranexamic acid, niacinamide, or similar water-soluble skin care ingredients; B9) In step 1), when the first polymeric carrier, volatile substance and / or active ingredient are mixed with water, the mixing is either heating mixing or direct co-solution; B10) In step 2), when the pre-coating solution is obtained by mixing a first polymeric carrier, a volatile substance and / or an active ingredient with water, the reprocessing of the pre-coating solution is cooling mixing or ultrasonic mixing.
5. The method for encapsulating volatile substances or active ingredients on a polymeric carrier according to claim 4, characterized in that, It also includes one or more of the following conditions: In item B201), when the first polymeric carrier, volatile substance and / or active ingredient are mixed with an organic solvent, the mixing is carried out under oxygen-free conditions. In item B2), when volatile substances and / or active ingredients are mixed with an organic solvent and then added to a first polymeric carrier for further mixing, the mixing temperature is 10-30°C; the further mixing temperature is 10-60°C. In item B2), when volatile substances and / or active ingredients are mixed with an organic solvent and then added to a first polymeric carrier for further mixing, the stirring speed of the mixture is 300-1500 rpm. The stirring speed for the remixing is 500-1000 rpm; In item B2), when volatile substances and / or active ingredients are mixed with an organic solvent and then added to a first polymeric carrier for further mixing, the stirring time for the mixing is 5-300 min; the stirring time for the further mixing is 30-300 min. In item B2), when the first polymeric carrier, volatile substance and / or active ingredient are added to an organic solvent and mixed, the mixing temperature is 20-50°C. In item B2), when the first polymeric carrier, volatile substance and / or active ingredient are added to an organic solvent for mixing, the mixing stirring speed is 400-2000 rpm. In item B2), when the first polymeric carrier, volatile substances and / or active ingredients are added to an organic solvent for mixing, the mixing stirring time is 0.5-6 hours. In item B3), when the pre-coating solution is obtained by mixing a volatile substance and / or an active ingredient with an organic solvent and then adding it to the first polymeric carrier for further mixing, it must be filtered after mixing with the aqueous solution of the second polymeric carrier. In item B302), when the pre-coating solution is obtained by mixing a volatile substance and / or an active ingredient with an organic solvent and then adding it to a first polymeric carrier for further mixing, the stirring speed during the preparation of the aqueous solution of the second polymeric carrier to be mixed with the pre-coating solution is 100-500 rpm; the stirring time during the preparation of the aqueous solution of the second polymeric carrier to be mixed with the pre-coating solution is 0.3-3 h. In item B3), when the pre-coating solution is obtained by mixing a first polymeric carrier, a volatile substance, and / or an active ingredient in an organic solvent, the stirring speed during the preparation of the aqueous solution of the second polymeric carrier to be mixed with the pre-coating solution is 400-2000 rpm; the stirring time during the preparation of the aqueous solution of the second polymeric carrier to be mixed with the pre-coating solution is 0.3-6 h. In item B3), when the pre-coating solution is obtained by mixing a volatile substance and / or an active ingredient with an organic solvent and then adding it to a first polymeric carrier for further mixing, the pre-coating solution is mixed with an aqueous solution of a second polymeric carrier under oxygen-free conditions. In item B3), when the pre-coating solution is obtained by mixing a volatile substance and / or an active ingredient with an organic solvent and then adding it to a first polymeric carrier for further mixing, the mixing temperature of the pre-coating solution and the aqueous solution of the second polymeric carrier is 10-60℃; the stirring speed of the pre-coating solution and the aqueous solution of the second polymeric carrier is 300-1500 rpm; and the stirring time of the pre-coating solution and the aqueous solution of the second polymeric carrier is 1-5 h. In item B3), when the pre-coating solution is obtained by mixing the first polymeric carrier, volatile substances and / or active ingredients in an organic solvent, the stirring speed for mixing the pre-coating solution with the aqueous solution of the second polymeric carrier is 200-1000 rpm; the stirring time for mixing the pre-coating solution with the aqueous solution of the second polymeric carrier is 1-8 h. In item B6), when the pre-coating liquid is obtained directly, the mixing temperature is 0-50°C; In item B6), when the pre-coated liquid is obtained directly, the mixing stirring speed is 550-1500 rpm; In item B6), when the pre-coated liquid is obtained directly, the mixing stirring time is 1-5 hours. In item B6), when a pre-coating liquid is obtained after ultrasonic mixing, the mixing temperature is 15-60°C. In item B605, when a pre-encapsulated liquid is obtained after ultrasonic mixing, the mixing stirring speed is 250-1500 rpm. In item B6), when a pre-encapsulated liquid is obtained after ultrasonic mixing, the mixing stirring time is 0.2-3 hours. In item B6), when a pre-encapsulated liquid is obtained after ultrasonic mixing, the frequency of the ultrasonic mixing is 30-100 kHz. In item B6), when a pre-encapsulated liquid is obtained after ultrasonic mixing, the ultrasonic mixing time is 20-60 min. In item B7), when the pre-encapsulated liquid obtained after mixing the first polymer carrier, volatile substances and / or active ingredients with oils is then mixed with oils, the mixing stirring speed is 1000-3000 rpm; the mixing stirring time is 45-120 min. In item B7), when the first polymer carrier, volatile substances and / or active ingredients are mixed with oils, and the pre-encapsulated liquid obtained after ultrasonic mixing is then mixed with oils, the mixing temperature is 10-45℃; the mixing speed is 400-1200rpm; and the mixing time is 10-300min. In item B9), the mixing temperature of the heated mixture is 40-70°C. In item B9), the stirring speed for the heating and mixing is 200-800 rpm; In item B9), the stirring time for the heating and mixing is 1-6 hours. In item B10), when the pre-coating solution is obtained by mixing a first polymeric carrier, volatile substances, and / or active ingredients with water under elevated temperature, the reprocessing of the pre-coating solution is cooling mixing; preferably, the mixing temperature of the cooling mixing is room temperature, the stirring speed of the cooling mixing is 100-600 rpm, and the stirring time of the cooling mixing is 0.5-4 h. In item B10), when the pre-coating liquid is obtained by directly co-dissolving a first polymeric carrier, a volatile substance, and / or an active ingredient with water, the reprocessing of the pre-coating liquid is ultrasonic mixing; preferably, the frequency of the ultrasonic mixing is 30-60 kHz, and the time of the ultrasonic mixing is 0.3-2 h.
6. A polymeric carrier for encapsulating volatile substances or active ingredients, prepared by the method according to any one of claims 3-5.
7. The use of the polymeric carrier for encapsulating volatile substances or active ingredients as described in any one of claims 1-2, or the polymeric carrier for encapsulating volatile substances or active ingredients as described in claim 6, in cosmetics.
8. A cosmetic product comprising a polymeric carrier having encapsulated volatile substances or active ingredients as described in any one of claims 1-2, or a polymeric carrier having encapsulated volatile substances or active ingredients as described in claim 6.
9. A method for increasing the retention of volatile substances or active ingredients on the skin using a polymeric carrier, comprising applying the polymeric carrier for encapsulating volatile substances or active ingredients as described in any one of claims 1-2, the polymeric carrier for encapsulating volatile substances or active ingredients as described in claim 6, or a cosmetic product as described in claim 8, to the skin or hair, followed by washing or leaving the product on.
10. The use of a cosmetic product according to claim 8 in any one or more of the following: i) Long-lasting retention of polymeric carriers and active ingredients on the skin; ii) Reduce the loss of active ingredients after skin cleansing; iii) Long-lasting fragrance on the skin; iv) Long-lasting and sustained-release active ingredients for skin efficacy.