Skin repair composition, its preparation method, use, and skin care product

Abstract

The present application discloses a skin repair composition, a preparation method, uses, and a skin care product thereof. The skin repair composition includes polyquaternium-65, phytosphingosine, and D-panthenol. The skin repair composition described in the present application uses polyquaternium-65, phytosphingosine, and D-panthenol in combination, which can improve the solubility of phytosphingosine in water and alcohol, thereby enabling the skin repair composition to have good activity stability and transdermal absorption efficiency. At the same time, polyquaternium-65 can also reduce the irritation of phytosphingosine, effectively improving the safety of the skin repair composition. Moreover, the respective effects of polyquaternium-65, phytosphingosine, and D-panthenol are also retained, and the components complement each other and synergistically enhance the effect, so that the skin repair composition can play a better role in repairing and protecting the skin.

Description

Technical Field

[0001] The present application relates to the technical field of cosmetics, and particularly relates to a skin repair composition, a preparation method, a use thereof, and a skin care product. Background Art

[0002] In recent years, consumers have paid increasing attention to the problem of damaged skin barriers. When the skin is stimulated, it will overreact, showing problems such as stinging, itching, and flushing, etc. The three major factors leading to damaged skin barriers are the abuse of cosmetics, irregular and unregulated beauty services, and improper use of topical medications.

[0003] Under the long-term stimulation of ultraviolet rays, infrared rays, and medical aesthetic photoelectric beauty projects, etc., the skin is extremely prone to internal skin damage such as damaged barriers, erythema, and pigmentation. As consumers' understanding of repairing the skin barrier continues to deepen, the sales volume of products claiming to be repair products has been continuously increasing.

[0004] Phytosphingosine, with the INCI name of PHYTOSPHINGOSINE, belongs to the skin's own components and is also a precursor of ceramide in the skin's natural lipid barrier. It participates in the formation of ceramide and also exists partially free in the stratum corneum of the skin. Phytosphingosine is an important component of water retention and barrier function and is a key substance for maintaining the skin's natural defense function. Therefore, adding phytosphingosine can efficiently keep the skin soft and moist and has the effect of protecting the skin layer; phytosphingosine is also a natural inflammation regulator of the skin, with functions such as soothing and calming, desensitizing and anti-allergic, etc., eliminating sensitive phenomena such as skin redness, itching, papules, and peeling, enhancing the skin's resistance, soothing discomforts such as dryness / rash / itching / allergy caused by seasonal changes or environmental changes, and can also deeply repair and condition sensitive skin, enhancing the skin's own defense ability. It can relieve the stimulation of various inflammatory factors on the skin, so that the skin can be quickly soothed, and has a significant curative effect on the long-term disorder of the skin. In addition, phytosphingosine also has an excellent skin brightening effect on the skin, mainly manifested in that phytosphingosine has strong antioxidant effects, has an obvious protective effect on the skin free radical damage caused by ultraviolet irradiation, reduces the decomposition of collagen and the accumulation of cutin, and improves skin roughness. It also has the functions of purifying the skin quality, antibacterial, and removing ozone, sweeping away the dullness of the skin, and making the skin restore a transparent and bright texture. Although phytosphingosine can exert the above-mentioned effects, due to its poor solubility in water and alcohol, it is difficult to be used in the cosmetics industry.

[0005] A highly stable anti-aging composition anionic liposome is provided in CN117942270A, including: bakuchiol, centella asiatica extract, anionic surfactant, polyquaternium-51 (INCI name: POLYQUATERNIUM-51), and phospholipid; wherein, after adding polyquaternium-51, the stability of the liposome is higher; WO2023221544A1 makes the stability of retinol and its analogs greatly improved by adding a specific liposome structure analog polyquaternium-51, and due to encapsulation, the irritation is reduced while the solubility is increased, greatly improving the stability of the product and the content of active ingredients in the product, and improving the quality and anti-aging effect of the cosmetic; WO2021016924A1 provides a pharmaceutical composition, which mentions the use of cationic amphiphilic block copolymers such as polyquaternium-51. When its concentration exceeds a certain critical value, due to the attraction between the lyophobic part (e.g., hydrophobic part) or the lyophilic part (e.g., hydrophilic part) of the molecules, an aggregate with a solid core-shell structure is formed. Its core is composed of the lyophobic part (e.g., hydrophobic part) of the molecules, and its shell is composed of the lyophilic part (e.g., hydrophilic part) of the molecules. By the method of solution self-assembly, polymer micelles are formed, which have a solubilization effect. The above polyquaternium-51 is a binary polymer of methacryloyloxyethyl phosphorylcholine and butyl methacrylate, and it has good performance when used in water-soluble systems and water-oil amphiphilic systems. And polyquaternium-65, INCI name: POLYQUATERNIUM-65, also known as a ternary polymer of methacryloyloxyethyl phosphorylcholine, butyl methacrylate, and sodium methacrylate, is an upgraded modified product of polyquaternium-51. Compared with polyquaternium-51, it has better biocompatibility, safety, and superior moisturizing and repair functionality.

[0006] D-panthenol, INCI name: D-PANTHENOL, can improve skin moisture, increase the skin's degree of hydration, and reduce transdermal water loss of the skin. There are related applications in WO2023092926A1, WO2023103595A1, WO2024125322A1, TWI821265B, etc. At the same time, D-panthenol can moisturize and repair, and can reduce tissue damage caused by a combination of inflammatory factors, protecting the proliferation of normal cells. Therefore, panthenol can better improve most skin problems. It can also repair scars and wounds, stimulate the regeneration of injured skin, and can treat local inflammation, etc. It has a significant effect of stimulating epithelial tissue, reducing itching, and reducing skin inflammation.

[0007] Therefore, by selecting polyquaternium-65 to act together with phytosphingosine and D-panthenol, the problem of poor solubility of phytosphingosine in water and alcohol can be solved, and the moisturizing and repair efficacy can be further improved. Summary of the Invention

[0008] In view of the deficiencies in the prior art and the needs of the market, the purpose of the present invention is to provide a system that is well-dispersed and transparent in water, and to solve the problem that phytosphingosine cannot be well-dispersed in water and alcohol.

[0009] Furthermore, the present invention provides a skin repair composition, its preparation method, uses, and skin care products, which can effectively repair and care for the skin.

[0010] To achieve the above object, the present application provides the following technical solutions:

[0011] The first aspect of the present application provides a skin repair composition, the core components of which include polyquaternium-65, phytosphingosine, and D-panthenol.

[0012] In some embodiments of the first aspect, the skin repair composition includes the following components in parts by weight: 5.0 parts to 10.0 parts of polyquaternium-65, 0.1 part to 5.0 parts of phytosphingosine, and 5.0 parts to 20.0 parts of D-panthenol.

[0013] In some embodiments of the first aspect, the skin repair composition further includes a humectant and a solvent.

[0014] In some embodiments of the first aspect, the humectant includes polyols, and the polyols are one or more of ethylene glycol, glycerol, diglycerol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, 16-alcohol, 18-alcohol, or sugar alcohols, D-panthenol, hydrolyzed sodium hyaluronate, and the solvent includes water. The sugar alcohols may include sorbitol, mannitol, erythritol, maltitol, lactitol, or xylitol.

[0015] In some embodiments of the first aspect, the skin repair composition includes the following components in parts by weight: 5.0 parts to 10.0 parts of polyquaternium-65, 0.1 part to 5.0 parts of phytosphingosine, 5.0 parts to 20.0 parts of D-panthenol, 2.0 parts to 6.0 parts of humectant, and the balance is solvent.

[0016] The second aspect of the present application provides a preparation method for the skin repair composition according to any one of the above, including: heating the mixture of phytosphingosine and water to a first temperature, and adding an aqueous solution of polyquaternium-65 while stirring; after the phytosphingosine is dissolved, cooling to a second temperature; adding D-panthenol and dispersing evenly; adding a humectant and dispersing evenly.

[0017] In some embodiments of the second aspect, the first temperature is 50°C to 80°C, and the second temperature is 20°C to 30°C.

[0018] The third aspect of the present application provides the use of the skin repair composition described in any one of the above in skin care products.

[0019] The fourth aspect of the present application provides a skin care product, comprising the following components in parts by weight: 90.0 to 99.9 parts of a matrix, and 0.1 to 10.0 parts of the skin repair composition described in any one of the above.

[0020] In some embodiments of the fourth aspect, the matrix comprises the following components in parts by weight: 70.0 to 99.0 parts of water, 0.5 to 3.0 parts of glycerol, 0.01 to 1.0 part of acrylate / C10-30 alkyl acrylate cross-linked polymer, 0.1 to 0.5 part of p-hydroxyacetophenone, and 0.1 to 0.3 part of triethanolamine.

[0021] Compared with the prior art, the technical solution of the present application has the following beneficial effects:

[0022] The skin repair composition of the present application uses polyquaternium-65 in combination with phytosphingosine and D-panthenol. Among them, polyquaternium-65 is a high-molecular polymer, and its molecules can be combined with phytosphingosine and D-panthenol molecules through supramolecular forces to form a supramolecular structure, thereby improving the solubility of phytosphingosine in water and alcohol. Furthermore, the skin repair composition has good activity stability and transdermal absorption efficiency. At the same time, polyquaternium-65 can also reduce the irritation of phytosphingosine, effectively improving the safety of the skin repair composition. Moreover, the respective effects of polyquaternium-65 and phytosphingosine are retained, and the two complement each other and synergistically enhance the effect, enabling the skin repair composition to achieve good repair, moisturizing and skin protection effects. At the same time, adding D-panthenol to the skin repair composition can further improve the moisturizing and repair effect when acting together with other components. Description of the Drawings

[0023] The following drawings detail the exemplary embodiments disclosed in the present application. Wherein the same reference numerals represent similar structures in several views of the drawings. Those of ordinary skill in the art will understand that these embodiments are non-limiting, exemplary embodiments, and the drawings are only for the purpose of illustration and description, and are not intended to limit the scope of the present application. Embodiments in other ways may also achieve the inventive concept in the present application. It should be understood that the drawings are not drawn to scale. Among them:

[0024] Figure 1 It is a schematic diagram of the results of the SIRC cell experiment of the skin repair compositions of Examples 1-2 and Comparative Examples 1-2 of the present application;

[0025] Figure 2 It is a schematic diagram of the test results of the repair effect of the skin repair compositions of Example 3 and Comparative Example 6 of the present application;

[0026] Figure 3 Appearance photos of the skin repair compositions prepared in Example 4 and Comparative Examples 3-4 of this application;

[0027] Figure 4 Appearance photos of the skin repair composition prepared in Example 3 of this application after standing for three months under different environments. Detailed implementation manners

[0028] The following description provides specific application scenarios and requirements of this application, aiming to enable those skilled in the art to manufacture and use the content in this application. For those skilled in the art, various partial modifications to the disclosed embodiments are obvious, and without departing from the spirit and scope of this application, the general principles defined here can be applied to other embodiments and applications. Therefore, this application is not limited to the shown embodiments, but has the broadest scope consistent with the claims.

[0029] The terms "preferred embodiment", "more preferred embodiment", etc. in this application refer to the embodiments of this application that can provide certain beneficial effects in certain cases. However, in the same or other cases, other embodiments may also be preferred. In addition, the description of one or more preferred embodiments does not imply that other embodiments are not available, nor is it intended to exclude other embodiments from the scope of the present invention.

[0030] It should be understood that except in any operating instance or otherwise indicated, all numbers representing the amounts of ingredients used in, for example, the specification and claims should be understood to be modified by the term "about" in all cases. Therefore, unless otherwise indicated, the numerical parameters set forth in the following specification and appended claims are approximations that vary depending on the desired properties to be obtained by this application. At the very least, and not as an attempt to limit the application of the doctrine of equivalents to the scope of the claims, each numerical parameter should at least be construed in accordance with the number of significant digits reported and by applying ordinary rounding techniques.

[0031] Although the numerical ranges and parameters that set forth the broad scope of the present invention are approximations, the numerical values recited in the specific examples are reported as precisely as possible. However, any numerical value inherently contains certain errors necessarily resulting from the standard deviations found in their respective test measurements.

[0032] This application provides a skin repair composition, comprising polyquaternium-65, phytosphingosine and panthenol. Among them, polyquaternium-65 has good repair ability for the wrinkles of dehydrated skin, and also has excellent moisturizing, emollient and skin-toning abilities, and at the same time has excellent compatibility with the skin.

[0033] Phytosphingosine, which is a component of the skin itself and also a precursor of ceramide in the skin's natural lipid barrier, participates in the formation of ceramide and also exists partially free in the stratum corneum of the skin. In this application, phytosphingosine is an important component for moisture retention and barrier function and is a key substance for maintaining the skin's natural defense function. Therefore, adding phytosphingosine can efficiently keep the skin soft and moist and has the effect of protecting the skin cortex.

[0034] Phytosphingosine is also a natural inflammatory regulator of the skin, with effects such as soothing, desensitizing, and preventing allergies, eliminating sensitive phenomena such as skin redness, itching, papules, and peeling, enhancing the skin's resistance, soothing discomforts such as dryness / rash / itching / allergies caused by seasonal or environmental changes, and can also deeply repair and condition sensitive skin, enhancing the skin's own defense ability. It can relieve the irritation of various inflammatory factors to the skin, quickly soothe the skin, and has a significant effect on the long-term disorder of the skin.

[0035] In addition, phytosphingosine also has an excellent skin brightening effect on the skin, mainly manifested in that phytosphingosine has strong antioxidant effects, has an obvious protective effect on the skin free radical damage caused by ultraviolet irradiation, reduces the decomposition of collagen and the accumulation of cutin, and improves skin roughness. It also has the effects of purifying the skin quality, antibacterial, and removing ozone, sweeping away the dullness of the skin and making the skin restore a transparent and bright texture.

[0036] Although phytosphingosine can exert the above-mentioned effects, due to its poor solubility in water and alcohol, it is difficult to be used in the cosmetics industry. In this application, polyquaternium-65 is compounded with phytosphingosine, effectively solving this problem. Among them, polyquaternium-65 can modify phytosphingosine. The polyquaternium-65 molecule and the phytosphingosine molecule are combined together through supramolecular forces (such as intermolecular forces, encapsulation, etc.) to form a supramolecular structure, which can not only significantly improve the solubility and active stability of phytosphingosine in water and alcohol, but also reduce the irritation of phytosphingosine. At the same time, the respective effects of polyquaternium-65 and phytosphingosine are retained, and the two complement each other and synergistically enhance the effect, achieving an effect of 1 + 1 > 2.

[0037] In this application, D-panthenol can increase the skin moisture, increase the skin's degree of hydration, and reduce the transdermal water loss of the skin. At the same time, D-panthenol can moisturize and repair, and can also reduce the tissue damage caused by a combination of inflammatory factors and protect the proliferation of normal cells. Therefore, panthenol can better improve most skin problems. It can also repair scars and wounds, stimulate the regeneration of injured skin, and can treat local inflammation, etc. It has a significant effect of stimulating epithelial tissue, reducing itching, and reducing skin inflammation. The combined action of D-panthenol, polyquaternium-65, and phytosphingosine can further improve the effect of moisturizing and repairing.

[0038] In some preferred embodiments, the skin repair composition comprises the following components in parts by weight: polyquaternium-65 5.5 parts to 10.0 parts, phytosphingosine 0.5 parts to 2.0 parts, D-panthenol 9.0 parts to 11.0 parts.

[0039] In some embodiments, the skin repair composition further comprises a humectant and a solvent. In some preferred embodiments, the humectant comprises at least one of 1,2-hexanediol (INCI name: PENTYLENE GLYCOL). In some preferred embodiments, the solvent comprises water.

[0040] In some preferred embodiments, the skin repair composition comprises the following components in parts by weight: polyquaternium-65 5.5 parts to 10.0 parts, phytosphingosine 0.5 parts to 2.0 parts, D-panthenol 9.0 parts to 11.0 parts, 1,2-hexanediol 2.0 parts to 4.0 parts, water 73.0 parts to 83.0 parts.

[0041] In some more preferred embodiments, the skin repair composition comprises the following components in parts by weight: polyquaternium-65 5.5 parts to 6.5 parts, phytosphingosine 0.8 parts to 1.2 parts, D-panthenol 9.0 parts to 11.0 parts, 1,2-hexanediol 2.0 parts to 4.0 parts, water 77.3 parts to 82.7 parts.

[0042] Since the polyquaternium-65 of the present application has a good modification effect on phytosphingosine, on the one hand, it enables phytosphingosine to be better dispersed in water and alcohol, thereby making the skin repair composition of the present application have better activity stability and transdermal absorption efficiency; on the other hand, polyquaternium-65 can reduce the irritation of phytosphingosine and can effectively improve the safety of the skin repair composition; at the same time, the combined action of polyquaternium-65 and phytosphingosine can also play the role of repairing and protecting the skin. In addition, the skin repair composition of the present application further comprises D-panthenol, and its combined action with each component of polyquaternium-65 and phytosphingosine can further improve the effect of moisturizing and repairing.

[0043] The present application also provides a preparation method of the above-mentioned skin repair composition, comprising the following steps:

[0044] S1: Heating the mixture of phytosphingosine and water to a first temperature, and adding an aqueous solution of polyquaternium-65 while stirring;

[0045] S2: After the phytosphingosine is dissolved, cooling to a second temperature;

[0046] S3: Adding D-panthenol and dispersing evenly;

[0047] S4: Adding 1,2-hexanediol and dispersing evenly.

[0048] In some preferred embodiments, in step S1, the temperature is raised to 50°C to 80°C, which can enable rapid dissolution of phytosphingosine. And in step S2, the temperature needs to be lowered to about 25°C, preferably 20°C to 30°C, to prevent the addition of D-panthenol at a higher temperature, resulting in a decrease in the physiological activity of D-panthenol.

[0049] It should be noted that the order of the above steps S3 and S4 can be interchanged.

[0050] The skin repair composition of the present application can be applied to skin care products, mainly for repairing and caring for the skin.

[0051] In addition, the present application also provides a skin care product, including the following components in parts by weight: 90 parts to 99.9 parts of a matrix, and 0.1 part to 10 parts of the above skin repair composition.

[0052] In some preferred embodiments, the matrix includes the following components in parts by weight: 70.0 parts to 99.0 parts of water, 0.5 part to 3.0 parts of glycerol, 0.01 part to 1.0 part of acrylate / C10-30 alkyl acrylate cross-linked polymer, 0.1 part to 0.5 part of p-hydroxyacetophenone, and 0.1 part to 0.3 part of triethanolamine.

[0053] The skin care product of the present application can be made into any category, such as essence, lotion, gel, jelly or cream, etc.

[0054] Next, the technical solutions of the present application will be clearly and completely described in combination with specific embodiments of the present application. Unless otherwise specified, the reagents and raw materials used can be purchased through commercial channels. The experimental methods without specific conditions in the following specific embodiments are carried out according to conventional methods and conditions, or selected according to the product instructions.

[0055] Skin repair composition

[0056] Safety test

[0057] It is generally considered that D-panthenol has relatively low irritation. Therefore, in the following Examples 1 to 2, only the irritation problems of polyquaternium-65 and phytosphingosine are discussed.

[0058] Polyquaternium-65 was purchased from Shanghai Aoli Industry Co., Ltd., with the model number PQ65; phytosphingosine was purchased from Chongqing Zhihe Biopharmaceutical Co., Ltd.; salicylsphingosine was purchased from Evonik Specialty Chemicals (Shanghai) Co., Ltd.; dimethyl sulfoxide (DMSO) was purchased from Sinopharm Chemical Reagent Co., Ltd.; D-panthenol was purchased from DSM (China) Co., Ltd.; 1,2-hexanediol was purchased from Shanghai Qianyi Chemical Co., Ltd.

[0059] Example 1

[0060] The skin repair composition of this example includes polyquaternium-65 and phytosphingosine, and the weight ratio of each raw material component (the total weight of each raw material and the cell culture medium is 100 parts) is shown in Table 1.

[0061] Example 2

[0062] The difference from Example 1 is that DMSO is added, and the weight ratio of each raw material component (the total weight of each raw material and the cell culture medium is 100 parts) is shown in Table 1.

[0063] Comparative Example 1

[0064] The difference from Example 2 is that polyquaternium-65 is not added, and the weight difference is made up with phytosphingosine. The weight ratio of each raw material component (the total weight of each raw material and the cell culture medium is 100 parts) is shown in Table 1.

[0065] Comparative Example 2

[0066] The difference from Comparative Example 1 is that salicylsphingosine is used to replace phytosphingosine, and the weight ratio of each raw material component (the total weight of each raw material and the cell culture medium is 100 parts) is shown in Table 1.

[0067] Table 1 Composition ratios of Examples 1-2 and Comparative Examples 1-2

[0068] Component Example 1 Example 2 Comparative Example 1 Comparative Example 2 Polyquaternium-65 0.14 0.14 0 0 Phytosphingosine 0.05 0.05 0.19 0 Salicylsphingosine 0 0 0 0.19 DMSO 0 5 5 5 Cell culture medium 99.81 94.81 94.81 94.81

[0069] SIRC cell experiment

[0070] The skin repair compositions of Examples 1-2 and Comparative Examples 1-2 were subjected to rabbit corneal epithelial cell (SIRC) experiments, and the experimental method referred to "In Vitro Short-Term Exposure Test of Chemical Raw Materials for Cosmetics on Rabbit Corneal Epithelial Cells".

[0071] 1. Test materials and reagents

[0072] 1.1 Cell line

[0073] Rabbit corneal epithelial cells (SIRC) were used, donated by Shanghai Institute of Technology, and the passage number was 5.

[0074] 1.2 Culture medium

[0075] MEM culture medium was used, supplemented with 10% fetal bovine serum, 2 mmol / L glutamine and appropriate antibiotics (final concentration: penicillin 60 IU / mL, streptomycin 60 μg / mL).

[0076] 1.3 Preparation of solutions

[0077] Phosphate Buffered Saline (PBS): 9.00 g of sodium chloride, 0.73 g of disodium hydrogen phosphate heptahydrate, 0.21 g of potassium dihydrogen phosphate anhydrous, made up to 1000 mL with deionized water, adjusted to pH = 7.2 - 7.4, and autoclaved.

[0078] 1.4 Selection of solvents

[0079] Select an aqueous solution of DMSO with a mass fraction of 5%.

[0080] 1.5 Selection and preparation of test substance concentrations

[0081] Select a 5% mass concentration of the test substance for detection. Freshly prepared before use.

[0082] 1.6 Selection of controls

[0083] During the experiment, positive controls, blank controls, and solvent controls are set up simultaneously. Complete medium is used as the blank control, a physiological saline solution of sodium dodecyl sulfate (SLS) with a mass fraction of 0.01% is used as the positive control, and an aqueous solution of DMSO with a mass fraction of 5% is used as the solvent control.

[0084] 2. Test procedures

[0085] 2.1 Grouping of test substances

[0086] During the test, use an aqueous solution of DMSO with a mass fraction of 5% to prepare the skin repair compositions of Example 1 and Comparative Examples 1 - 3 into test substance solutions with a 5% mass concentration respectively.

[0087] 2.2 Cell exposure to the test substance

[0088] 2.2.1 Resuscitate the cells.

[0089] 2.2.2 Inoculate the cells into a 96 - well plate, inoculate the cells in MEM complete medium containing 10% fetal bovine serum, and observe the cell growth status every day.

[0090] 2.2.3 When the cell confluence reaches over 80%, expose them to 200 μL of the test substance solution with a 5% mass concentration for 5 minutes. Make 3 replicate wells for each sample, and perform corresponding treatments on the positive control, blank control, and solvent control simultaneously.

[0091] After the exposure, rinse with 200 μL of phosphate - buffered saline 2 - 3 times. Then add 100 μL of medium and 10 μL of enhanced CCK - 8 solution to each well, place it in a 37°C 5% CO₂ incubator for 4 hours, and measure the absorbance value (OD450 value) at 450 nm in a multi - functional microplate reader after the incubation.

[0092] Calculate the cell survival rate based on the OD value. Each sample needs to repeat the experiment three times.

[0093]

[0094] 2.2.5 Result determination

[0095] Calculate the average cell viability of each sample based on the results of three tests of the test substance, and determine the irritation level according to the determination criteria. When the cell viabilities are all > 70%, it is judged that the eye irritation intensity of the test substance is non-irritating or slightly irritating; when the cell viabilities are all ≤ 70%, it is judged that the eye irritation intensity of the test substance is corrosive (irreversible eye damage).

[0096] 3. Test results

[0097] Reference Figure 1 , the cell viability of the positive control group was only 47.06%, showing corrosiveness. The cell viability of the solvent control group was 83.02%, showing no irritation. The cell viabilities of Examples 1 - 2 and Comparative Examples 1 - 2 all exceeded 70%. Among them, the results of Example 1 and Example 2 were very close, indicating that in the composition system of polyquaternium-65, phytosphingosine, and DMSO, the interaction between polyquaternium-65 and phytosphingosine played a dominant role in improving the cell viability, while DMSO had little effect on the cell viability.

[0098] Comparing the cell viabilities of Example 2 and Comparative Example 1 shows that when phytosphingosine is modified with polyquaternium-65, the irritation of phytosphingosine can be significantly reduced. Comparing the cell viabilities of Comparative Example 1 and Comparative Example 2 shows that the irritation of phytosphingosine is higher than that of salicylsphingosine. Further, comparing Example 2 and Comparative Example 2 shows that after phytosphingosine is modified with polyquaternium-65, the irritation of phytosphingosine is greatly reduced and is much less than that of salicylsphingosine.

[0099] From the above SIRC cell experiment, it can be obtained that the polyquaternium-65 of the present application can well modify phytosphingosine, and the two can interact with each other, thereby reducing the irritation of phytosphingosine. Therefore, the skin repair composition composed of polyquaternium-65 and phytosphingosine has good safety and can be applied to skin care products.

[0100] Example 3

[0101] The skin repair composition of this example includes the following components: polyquaternium-65, phytosphingosine, D-panthenol, 1,2-hexanediol, and water. The weight ratio of each raw material component (total weight is 100 parts) is shown in Table 2.

[0102] The preparation method of the skin repair composition includes the following steps:

[0103] (1) Dissolve polyquaternium-65 in water, filter it after complete dissolution and set it aside for use.

[0104] (2) Add phytosphingosine and water into a reaction flask, stir and heat up to 60 °C, then slowly add the aqueous solution of polyquaternium-65 obtained in step (1).

[0105] (3) Wait until the solid in the reaction flask gradually decreases and the system becomes clear, then cool down to 25 °C.

[0106] (4) Add D-panthenol and disperse it evenly, and the system becomes transparent.

[0107] (5) Add 1,2-hexanediol and disperse it evenly.

[0108] (6) Filter to obtain the skin repair composition.

[0109] Example 4

[0110] The skin repair composition of this example includes the following components: polyquaternium-65, phytosphingosine, D-panthenol, 1,2-hexanediol and water. The weight ratio of each raw material component (total weight is 100 parts) is shown in Table 2. The preparation steps of this skin repair composition are the same as those of Example 3.

[0111] Comparative Example 3

[0112] The skin repair composition of this comparative example includes the following components: polyquaternium-65, phytosphingosine, D-panthenol, 1,2-hexanediol and water. The weight ratio of each raw material component (total weight is 100 parts) is shown in Table 2. The preparation steps of this skin repair composition are the same as those of Example 3.

[0113] Comparative Example 4

[0114] The skin repair composition of this comparative example includes the following components: polyquaternium-65, phytosphingosine, D-panthenol, 1,2-hexanediol and water. The weight ratio of each raw material component (total weight is 100 parts) is shown in Table 2. The preparation steps of this skin repair composition are the same as those of Example 3.

[0115] Comparative Example 5

[0116] The skin repair composition of this comparative example includes D-panthenol and water. The weight ratio of each raw material component (total weight is 100 parts) is shown in Table 2.

[0117] Table 2 Composition ratios of Examples 3-4 and Comparative Examples 3-5

[0118] Component Example 3 Example 4 Comparative Example 3 Comparative Example 4 Comparative Example 5 Polyquaternium-65 6.5 6.0 2.5 20.0 0 Phytosphingosine 1.0 1.0 1.0 1.0 0 D-Panthenol 10.0 10.0 10.0 10.0 10 1,2-Hexanediol 2.0 3.0 3.0 3.0 0 Water 80.5 80.0 83.5 66.0 90

[0119] Skin repair efficacy experiment

[0120] The skin repair compositions of Example 3 and Comparative Example 5 were tested for their repair efficacy.

[0121] 1. Test materials

[0122] 1.1 Cells: Human keratinocytes HaCaT, purchased from Beijing BioWin Biotechnology Co., Ltd.

[0123] 1.2 Main reagents and consumables

[0124] Fetal bovine serum, DMEM high-glucose medium, trypsin / EDTA solution, penicillin-streptomycin (purchased from Gibco); filaggrin FLG kit (Signalway Antibody); dimethyl sulfoxide, absolute ethanol (analytical grade, Sinopharm Chemical Reagent Co., Ltd.); phosphate buffer (PBS) (Aladdin); Triton X-100 cell lysis buffer (Shanghai Yuanye Bio-Technology Co., Ltd.); BCA protein concentration assay kit (Shanghai Beyotime Biotechnology Co., Ltd.); cell culture flasks, 96-well cell culture plates (Wuxi NEST Biotechnology Co., Ltd.).

[0125] 1.3 Main instruments

[0126] Analytical balance (ME204E, METTLER TOLEDO), biological safety cabinet (AC2-5S1, ESCO), pipette (eppendorf), CO 2 incubator (CLM-170B-8-cn, ESCO); fluorescence microplate reader ( Tecan); centrifuge (L420-A, Hunan Xiangyi); vortex mixer (V2 standard configuration, Shanghai Yiheng); cell counting chamber (MARIENFELD); fluorescence inverted microscope (EVOS M5000, Thermo); ultra-low temperature freezer (DW-86L388J, Haier); UVB irradiation lamp (Beijing Normal University Optoelectronic Technology Co., Ltd.).

[0127] 2 Test methods

[0128] 2.1 HaCaT

[0129] For cell culture, DMEM medium containing 10% (by mass) fetal bovine serum (FBS), penicillin (100 U / mL), and streptomycin (100 μg / mL) was used. The cryopreserved HaCaT cells were inoculated into 75 cm 2 culture flasks and cultured in an environment of 37 °C and 5% CO 2 When the cell confluence reached 80 - 90%, subculture was carried out, and at least one subculture was performed before the formal experiment.

[0130] 2.2 Sample preparation

[0131] The skin repair compositions of Example 3 and Comparative Example 5 were dissolved in DMEM medium to prepare samples with different test concentrations (mass concentrations) for testing. Among them, the skin repair composition of Example 3 was configured into samples with mass concentrations of 0.0078% and 0.0039%, and the skin repair composition of Comparative Example 5 was configured into samples with mass concentrations of 0.1%, 0.05%, 0.0078%, and 0.0039%. Filtration is required before use.

[0132] 2.3 Test for the content of filaggrin (FLG) after ultraviolet damage

[0133] a. HaCaT cells were seeded in 96-well plates (3×10 4 cells / well) and cultured until the cell confluence was about 40% - 60%. PBS was added to the wells and irradiated with UVB (280nm - 320nm) (dose 150mJ / cm 2 ), and a blank group (without UVB irradiation) was set at the same time. The PBS in each well was aspirated, and samples with equal volumes and different concentrations were added to each well. The blank group (without UVB irradiation) and the model group (UVB irradiated) were added with an equal volume of DMEM medium. Incubation was continued in an incubator for 24 hours.

[0134] b. The cell supernatant was discarded, and cell lysate was added to each cell well for cell lysis, and the cell lysate was collected. The total protein content of each sample was tested using the BCA method.

[0135] c. Use the filaggrin FLG kit and perform FLG detection according to the instructions.

[0136] 3. Data analysis

[0137] Calculation formula for the FLG content increase rate: Increase rate (%) = (FLG content of samples with different concentrations - FLG content of the model group) / FLG content of the model group × 100%.

[0138] 4. Result analysis

[0139] Reference Figure 2 , the skin repair composition of Example 3 had a relatively high FLG content increase rate at the measured concentrations. That is to say, the skin repair composition of Example 3 had a significant FLG enhancing effect. It can be seen that the skin repair composition of Example 3 had a strong skin barrier repair effect. While the skin repair composition of Comparative Example 5 had a relatively low FLG content increase rate at the measured concentrations, indicating that the repair effect of the skin repair composition of Comparative Example 5 was weak.

[0140] In the skin repair compositions of Example 3 and Comparative Example 5, the mass fraction of D-panthenol is 10% in both. However, compared with the repair efficacy of Comparative Example 5, the repair efficacy of the skin repair composition of Example 3 has been significantly improved, indicating that the polyquaternium-65 and phytosphingosine added in the skin repair composition of Example 3 have a significant effect of enhancing the repair efficacy.

[0141] Stability test

[0142] The stabilities of the skin repair compositions prepared in Examples 3 to 4 and Comparative Examples 3 to 4 were tested.

[0143] (1) The appearances of the skin repair compositions prepared in Examples 3 to 4 and Comparative Examples 3 to 4 were observed. It was found that the appearances of the skin repair compositions of Examples 3 to 4 were clear and transparent without a sticky feeling. Refer to Figure 3 , Figures a, b, and c are respectively the appearance photos of the skin repair compositions of Example 4, Comparative Example 3, and Comparative Example 4. Among them, the appearance of the skin repair composition of Example 4 is clear and transparent without a sticky feeling, there is obvious precipitation in the skin repair composition of Comparative Example 3, and although the appearance of the skin repair composition of Comparative Example 4 is clear and transparent, there is an obvious sticky feeling.

[0144] (2) Further tests were conducted on the stability of the skin repair composition prepared in Example 3. Equal volumes of the skin repair composition prepared in Example 3 were taken and placed in transparent containers of the same specification. They were left standing for three months under the environments of -18°C, 5°C, 25°C, 45°C, high-low temperature cycle (heating from -18°C to 45°C and then cooling from 45°C to -18°C, and so on in cycles), and light (25°C, TL84 light source), and the appearance states of the system at the first month, the second month, and the third month were observed respectively. The test results are shown in Table 3. Figure 4 Shows the appearance photos of the skin repair composition prepared in Example 3 after standing for three months. The conditions from left to right are -18°C, 5°C, 25°C, 45°C, high-low temperature cycle, and light.

[0145] Table 3 Stability test results

[0146] Item -18℃ 5℃ 25℃ 45℃ High and low temperature cycle Light The first month Clear and transparent Clear and transparent Clear and transparent Slightly yellow and foggy Slightly yellow and foggy Clear and transparent The second month Clear and transparent Clear and transparent Clear and transparent Yellow and foggy Yellow and foggy Clear and transparent The third month Clear and transparent Clear and transparent Clear and transparent Yellow and foggy Yellow and foggy Clear and transparent

[0147] From Table 3 and Figure 4 it can be seen that the skin repair composition of Example 3 of the present application shows excellent stability at 5°C to 25°C and can fully meet the daily storage requirements.

[0148] Skin care products

[0149] Examples 5 to 8

[0150] Glycerol was purchased from Shanghai Yichuan Chemical Technology Co., Ltd.; acrylate / C10-30 alkyl acrylate cross-linked polymer was purchased from Lubrizol Specialty Chemicals (Shanghai) Co., Ltd.; p-hydroxyacetophenone was purchased from Shanghai Titan Scientific Co., Ltd.; triethanolamine was purchased from Shanghai Titan Scientific Co., Ltd.; deionized water was prepared in-house.

[0151] The skin care products of each example include the following components: a matrix and the skin repair composition of Example 3. The matrix includes deionized water, glycerol, acrylate / C10-30 alkyl acrylate cross-linked polymer, p-hydroxyacetophenone, and triethanolamine. The weight part ratios of each raw material composition (the total weight part is 100 parts) are shown in Table 4.

[0152] The matrix is obtained by blending each component, and the skin care product is obtained by blending the matrix and the skin repair composition (B5Pro).

[0153] The skin care products prepared in Examples 5 to 8 are essence.

[0154] Comparative Example 6

[0155] The skin care product of this comparative example is the matrix of Examples 5 to 8 and is reserved as essence.

[0156] Table 4 Composition ratios of the skin care products of Examples 5 to 8 and Comparative Example 6

[0157]

[0158]

[0159] Moisturizing clinical efficacy test

[0160] The moisturizing effects of the skin care products of Examples 5 to 8 and Comparative Example 6 were tested.

[0161] 1. Main instruments

[0162] Analytical balance, magnetic stirrer, CM 825 skin moisture content tester, Tewameter tester, Cutometer tester.

[0163] 2. Sample preparation

[0164] Prepare the skin care products of Examples 5 to 8 and Comparative Example 6.

[0165] 3. Human test method

[0166] Select healthy male or female subjects aged 25 to 65 years old, and conduct the experiment in an environment with constant temperature and humidity, at a temperature of (21 ± 1) °C and a humidity of (50 ± 10) %. Before the experiment, the subjects need to sit still in this environment for more than 30 minutes. After the environment reaches equilibrium, a randomized, single-blind, controlled test is adopted. The essence is used on the left and right forearms of the subjects according to the random principle, and applied to the test site at a dose of (2.0 ± 0.1) mg / cm 2 The blank control group is the blank area without applying the essence.

[0167] 4. Result Detection

[0168] 4.1 Skin Moisture Content Test

[0169] The skin moisture content value (MMV value) can directly reflect the dryness of the skin, and then reflect the moisturizing effect of the product.

[0170] Before the subjects use the sample, 2 hours and 4 hours after using the product, the tester uses The CM 825 skin moisture content tester to measure the skin moisture content of the experimental site. Each site is measured 3 to 5 times, and the average value is taken. Calculate the change rate of skin moisture content. The results are shown in Table 5. The calculation formula for the change rate of skin moisture content is as follows:

[0171] Change rate of skin moisture content (%) = (moisture content after use - moisture content before use) / moisture content before use × 100%.

[0172] 4.2 Transepidermal Water Loss (TEWL) Test of Skin

[0173] The Tewameter tester is based on Fick's diffusion law to evaluate the skin barrier function. The larger the value of TEWL, the more severely the skin barrier function is damaged.

[0174] Before the subjects use the sample, 2 hours and 4 hours after using the product, the tester uses The Tewameter tester to measure the TEWL value of the experimental site, and calculate the change rate of the TEWL value. The results are shown in Table 5. The calculation formula for the change rate of the TEWL value is as follows:

[0175] Change rate of TEWL (%) = (TEWL value after use - TEWL value before use) / TEWL value before use × 100%.

[0176] 4.3 Skin Elasticity Test

[0177] The Cutometer tester is based on the principles of suction and stretching, and determines the elastic properties of the skin through software analysis. The R2 value is the ratio of the distance of skin rebound to the maximum stretching distance of the skin when negative pressure is applied during a single test cycle. The larger the R2 value and the closer it is to 1, the more complete the skin rebound and the better the skin elasticity. The F4 value indicates that as the skin is gradually fatigued by continuous application of negative pressure for stretching, it becomes increasingly difficult to return to the initial state during the rebound process. The maximum stretching amount in each test cycle will become larger and larger. After using the product, the skin's ability to rebound increases, slowing down the upward trend of the maximum stretching amount and making the F4 value smaller. The F4 value is an index of skin relaxation and firmness, and the smaller the value, the greater the skin density and the firmer the skin.

[0178] Before the subjects used the sample, and 2 hours and 4 hours after using the product, the tester used the Cutometer tester to measure the R2 value and F4 value of the experimental site of the skin, and calculate the change rates of the R2 value and F4 value. The results are shown in Table 5. The calculation formulas for the change rates of the R2 value and F4 value are as follows:

[0179] Change rate of R2 value or F4 value (%) = (R2 value or F4 value after use - R2 value or F4 value before use) / R2 value or F4 value before use × 100%.

[0180] Table 5 Test results of moisturizing efficacy

[0181]

[0182]

[0183] According to the test results of water content, compared with the skin care products of Comparative Example 6, the water contents of the skin care products of Examples 5 to 8 increased by 18.71%, 41.36%, 48.85% and 24.18% respectively, indicating that after adding the skin repair composition of the present application, the skin water content increased significantly. It can be seen that the skin repair composition of the present application has a good moisturizing effect.

[0184] According to the TEWL test results, compared with the skin care products of Comparative Example 6, the TEWL values of the skin care products of Examples 5 to 8 decreased by 26.37%, 52.51%, 59.12% and 43.06% respectively. It can be seen that after adding the skin repair composition of the present application, the TEWL value can be significantly reduced, proving that the skin repair composition of the present application has a good repair effect.

[0185] According to the skin elasticity test results, after adding the skin repair composition of the present application, the R2 value can be significantly increased and the F4 value can be reduced. It can be seen that the skin repair composition of the present application has a good anti-wrinkle and firming effect.

[0186] The above description of the embodiments is to enable those of ordinary skill in the art to understand and apply this application. It is obvious that those skilled in the art can easily make various modifications to these embodiments and apply the general principles described herein to other embodiments without creative efforts. Therefore, this application is not limited to the embodiments here, and all improvements and modifications made by those skilled in the art within the scope and spirit of this application based on the content disclosed in this application are within the scope of this application.

Claims

1. A skin repairing composition, characterized in that: The skin repair composition comprises the following components in percentage by mass: 5.0% to 10.0% of polyquaternium-65, 0.1% to 5.0% of phytosphingosine, 5.0% to 20.0% of D-panthenol, 2.0% to 6.0% of moisturizer, and the balance is water; Wherein, the moisturizing agent includes a polyol, and the polyol is selected from ethylene glycol, glycerol, diglycerol, propylene glycol, butylene glycol, pentanediol, and hexylene glycol.

2. The method for preparing the skin repairing composition according to claim 1, characterized in that: include: The mixture of phytosphingosine and water is heated to a first temperature, and an aqueous solution of polyquaternium-65 is added while stirring; After the phytosphingosine is dissolved, cooling to a second temperature; Add D-panthenol and disperse evenly; Add moisturizer and spread evenly.

3. The method for preparing the skin repairing composition according to claim 2, characterized in that: The first temperature is 50°C to 80°C, and the second temperature is 20°C to 30°C.

4. Use of the skin repairing composition according to claim 1 in preparing skin care products.

5. A skin care product, characterized in that: The invention comprises the following components in parts by weight: 90.0 parts to 99.9 parts of a matrix and 0.1 parts to 10.0 parts of the skin repairing composition according to claim 1.

6. The skin care product according to claim 5, characterized in that: The matrix comprises the following components in parts by weight: 70.0 to 99.0 parts of water, 0.5 to 3.0 parts of glycerol, 0.01 to 1.0 parts of acrylate / C10-30 alkyl acrylate cross-linked polymer, 0.1 to 0.5 parts of p-hydroxyacetophenone, and 0.1 to 0.3 parts of triethanolamine.

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