A natural source polyglyceryl-10 oleate nanocapsule with a particle size less than 20 nm, a preparation method, application and composition thereof
Nanoparticles with a particle size of less than 20 nm were prepared by a low-energy emulsification method involving polyglycerol-10 oleate with glycerol, straight-chain fats and diols. This method solves the problems of high preparation difficulty and large particle size in existing technologies, and enables the application of nanoparticles with high stability, good safety and low cost.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- SHANGHAI FOREST CABIN BIOLOGICAL-TECH CO LTD
- Filing Date
- 2026-04-16
- Publication Date
- 2026-07-28
AI Technical Summary
The preparation of small-size nano-encapsulations in existing technologies is difficult, requires high-energy emulsification equipment, is costly, lacks versatility, and has a large particle size, making it impossible to effectively load oil-soluble active substances.
Using polyglycerol-10 oleate as a single emulsifier, combined with glycerol, linear natural oils and diols, nano-encapsulations with a particle size of less than 20 nm were prepared by a low-energy emulsification method, which can be achieved using low-energy stirring.
The prepared nano-encapsulations have small and stable particle size, high safety, low cost, and wide applicability. They can effectively load oil-soluble active substances and enhance transdermal efficiency.
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Abstract
Description
Technical Field
[0001] This invention relates to the field of cosmetic technology, and more specifically, to a naturally derived polyglycerol-10 oleate nano-encapsulation with a particle size of less than 20 nm, its preparation method, application, and composition. Background Technology
[0002] In the cosmetics field, small-particle-size encapsulation systems can penetrate the stratum corneum more efficiently, improving the transdermal efficiency of active ingredients. Furthermore, due to their extremely small particle size, the systems are more stable and less prone to precipitation or stratification. However, the preparation of such small-particle-size encapsulations in current technologies still faces significant challenges: First, the preparation of small-particle-size encapsulations is difficult, requiring strict component ratios and often necessitating the use of large amounts of surfactants, which may have potential skin irritation; or it relies on high-energy emulsification equipment (such as high-pressure homogenizers and ultrasonic instruments), which is not conducive to large-scale production. Second, the particle size of nano-encapsulations in current technologies is still relatively large, mostly between 20-500 nm, and the advantages and potential of ultra-small particle sizes have not yet been fully explored.
[0003] Chinese invention patent application CN120531635A discloses an ultra-small particle size self-assembled glycyrrhizin inclusion complex, its preparation method, and its application. This patent mainly relates to a nano-encapsulation of glycyrrhizin encapsulated in licorice, constructed from a combination of licorice carrier components, specific sucrose ester emulsifiers, and polyols. The complex is prepared by simple heating and stirring, resulting in glycyrrhizin self-assembled inclusion complexes with a particle size of 10-15 nm. However, the active ingredient in this patent is only glycyrrhizin, making it unsuitable for other active ingredients and lacking versatility. It cannot load oil-soluble active ingredients. Furthermore, the licorice carrier component used is at least one of glycyrrhizic acid, ammonium glycyrrhizate, and glycyrrhetinic acid. pH significantly affects the self-assembly behavior of the glycyrrhizic acid carrier; under acidic conditions, glycyrrhetinic acid may even precipitate. This places high demands on the pH of the formulation, limiting its application range. Moreover, the emulsifier in this patent must be used by combining two emulsifiers, leading to increased production costs.
[0004] Chinese invention patent application CN117919180A discloses an idebenone nanoliposome and its preparation method. This patent mainly involves liposomes encapsulating idebenone, constructed from emulsifiers such as PEG-40 hydrogenated castor oil, polyols, phospholipids, cholesterol, and water, with a particle size below 15 nm. However, the preparation method of this patent requires high-energy emulsification processes such as ultrasonic dispersion and high-pressure homogenization, leading to increased production costs and process complexity; furthermore, it requires a combination of phospholipids and emulsifiers to achieve the desired effect.
[0005] Chinese invention patent application CN104606063A discloses a liposome containing cosmetic active ingredients, its preparation method, and its uses. It mainly involves liposome encapsulations constructed from cyclodextrin, surfactants, phospholipids, etc., using a host-guest docking method to interact host molecules such as cyclodextrin with surfactant guest molecules to prepare liposomes with a particle size of 20-50 nm. However, this technology requires the use of organic solvents such as chloroform and has strict requirements on the components, making it unsuitable for large-scale production.
[0006] In summary, existing technologies for ultra-small particle size encapsulation systems suffer from drawbacks such as strict component requirements and complex processes. Therefore, this invention uses polyglycerol-10 oleate as a single emulsifier to prepare ultra-small particle size encapsulations with a particle size of less than 20 nm. These encapsulations also possess advantages such as a total naturalness index of 1, high stability, and simple preparation, making them highly valuable for application in the cosmetics field. Summary of the Invention
[0007] To address the aforementioned technical problems, the present invention aims to provide a naturally derived polyglycerol-10 oleate nano-encapsulation with a particle size of less than 20 nm, along with its preparation method, applications, and compositions. Existing small-particle-size encapsulations often require stringent component ratios or rely on high-energy emulsification equipment, and most encapsulations still have relatively large particle sizes, indicating insufficient development of the advantages and potential of ultra-small particle sizes. Therefore, this invention uses polyglycerol-10 oleate as a single emulsifier, combined with glycerol and linear naturally derived oils, and adds a diol. Employing a low-energy emulsification route, lipid encapsulations can be prepared through mixing and stirring, ultimately yielding ultra-small particle-size encapsulations with a particle size of less than 20 nm. These encapsulations also possess advantages such as a total natural source index of 1, high stability, and simple preparation, making them highly valuable for applications in the cosmetics field.
[0008] The objective of this invention is achieved through the following technical solution:
[0009] In a first aspect, the present invention provides a naturally derived polyglycerol-10 oleate nanoparticle encapsulation with a particle size of less than 20 nm, comprising the following components by mass percentage: Polyglycerol-10 oleate: 20-30%; Glycerin: 30%-60%; Linear-chain naturally derived oils: 1%-10%; Diols: 12%-30%.
[0010] As some specific embodiments of the present invention, the diol is selected from at least one of 1,2-pentanediol and 1,3-butanediol.
[0011] Preferably, the diol comprises 1,2-pentanediol and 1,3-butanediol in a mass ratio of 2-3:2-3.
[0012] As some specific embodiments of the present invention, the linear natural source oil is selected from at least one of coconut oil octanoate decanoate and tocopheryl acetate.
[0013] In a second aspect, the present invention provides a method for preparing polyglycerol-10 oleate nano-encapsulations as described in any of the preceding claims, comprising the following steps: S1. Mix polyglycerol-10 oleate and glycerin, then heat and stir until homogeneous; S2. Add linear natural oils and heat while stirring until well combined; S3. Add diol, heat and stir until homogeneous, then cool to obtain the final product.
[0014] As some specific embodiments of the present invention, in step S1, the heating and stirring temperature is 55-75 ℃ and the time is 10-30 min.
[0015] As some specific embodiments of the present invention, in step S2, the heating and stirring temperature is 55-75 ℃ and the time is 10-30 min.
[0016] As some specific embodiments of the present invention, in step S3, the heating and stirring temperature is 55-75 ℃ and the time is 10-30 min.
[0017] As some specific embodiments of the present invention, in step S3, the cooling temperature is 0-40 ℃.
[0018] This invention employs a low-energy emulsification system to prepare polyglycerol-10 oleate nano-encapsulations. The low-energy emulsification system design is more sophisticated than that of high-energy emulsification, and the selection of emulsifiers is also more stringent. Ultimately, an anhydrous system formulation consisting only of polyglycerol-10 oleate, glycerol, linear natural oils selected from cocoyl octanoate, caprylate, and tocopheryl acetate, and diols selected from 1,2-pentanediol and 1,3-butanediol was determined. This formulation can produce small-particle-size polyglycerol-10 oleate nano-encapsulations through a simple low-energy emulsification method. The prepared nano-encapsulations can universally load oil-soluble active ingredients, and the particle size of the encapsulations is less than 20 nm, exhibiting good stability and safety.
[0019] Thirdly, the present invention provides the application of the polyglycerol-10 oleate nano-encapsulation as described in any of the preceding claims in the preparation of cosmetics or skin care products.
[0020] Fourthly, the present invention provides a composition comprising a polyglycerol-10 oleate nanoencapsulation as described in any of the preceding claims, wherein the polyglycerol-10 oleate nanoencapsulation encapsulates an oil-soluble active substance, the oil-soluble active substance comprising at least one of tocopheryl nicotinate, tetraisopalmitate ascorbate, dipalmitate ascorbate, palmitate ascorbate, stearate ascorbate, tetrahexyldecyl ascorbate, hydroxypinazone retinate, tocopheryl retinate, retinyl propionate, retinyl linoleate, retinyl acetate, retinyl palmitate, retinyl retinoate, tocopheryl linoleate, and tocopheryl palmitate.
[0021] Compared with the prior art, the present invention has the following beneficial effects: (1) The polyglycerol-10 oleate nano-encapsulations prepared in this invention have a particle size of less than 20 nm and good stability; (2) The present invention uses only a single emulsifier when preparing polyglycerol-10 oleate nano-encapsulations, and the natural source index of all components is 1. All components are of natural origin and have high safety. There is no need to compound with other emulsifiers, and the cost is lower. (3) The preparation process of the present invention is simple, does not require the use of high-energy emulsification equipment, adopts a low-energy emulsification route, and nano-encapsulations can be prepared by mixing and stirring, which is convenient for scale-up and production; (4) The polyglycerol-10 oleate nano-encapsulation prepared by the present invention can load oil-soluble active ingredients, is an anhydrous system, has stronger versatility, and can also enhance the transdermal efficiency of active ingredients. Detailed Implementation
[0022] The present invention will now be described in detail with reference to specific embodiments. These embodiments will help those skilled in the art to further understand the present invention, but do not limit the invention in any way. It should be noted that those skilled in the art can make various modifications and improvements without departing from the concept of the present invention. These all fall within the scope of protection of the present invention.
[0023] The formulations of Examples 1-12 and Comparative Examples 1-12 are shown in Table 1 below: The stability test conditions were: -18℃, 3℃, 40℃, 48℃, high and low temperature cycling (-18℃, 48℃), light exposure, and room temperature. The stability was observed by comparing the sample with the sample at 3℃.
[0024] Table 1. Material Formulation Table for Examples and Comparative Examples
[0025] Example 1 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 45 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min; cooling to room temperature yields polyglycerol-10 oleate nano-encapsulations.
[0026] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 6.24 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0027] Example 2 The formulation is shown in Table 1. The preparation method includes: weighing 20 g of polyglycerol-10 oleate and 50 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0028] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 9.90 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0029] Example 3 The formulation is shown in Table 1. The preparation method includes: weighing 30 g of polyglycerol-10 oleate and 40 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0030] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 7.25 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0031] Example 4 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 49 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 1 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0032] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 4.39 nm. Furthermore, the 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0033] Example 5 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 40 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 10 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0034] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 7.88 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0035] Example 6 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 45 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of tocopheryl acetate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0036] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 6.40 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0037] Example 7 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 58 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 12 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0038] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 10.29 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0039] Example 8 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 50 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 20 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0040] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 8.35 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0041] Example 9 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 40 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 12 g of 1,2-pentanediol and 18 g of 1,3-butanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0042] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 7.20 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0043] Example 10 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 45 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,3-butanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0044] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 8.07 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0045] Example 11 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 40 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 30 g of 1,3-butanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0046] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 17.06 nm. Furthermore, the 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0047] Example 12 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 40 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 15 g of 1,2-pentanediol and 10 g of 1,3-butanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations.
[0048] The inclusions were clear and transparent, passed the one-month stability test, and had an average particle size of 6.25 nm. Furthermore, a 10% aqueous solution of the inclusions remained clear and transparent after being placed at 48 °C for 48 h.
[0049] A comprehensive comparison of Examples 9, 10, 11, and 12 demonstrates that, under the same component conditions, the combination of 1,2-pentanediol and 1,3-butanediol in the diol is beneficial for obtaining inclusions with smaller particle sizes.
[0050] Comparative Example 1 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 laurate and 45 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 laurate nano-encapsulations; the encapsulations are semi-transparent with an average particle size of 2202 nm; and a 10% aqueous solution of the encapsulations has a milky white and turbid appearance.
[0051] Comparative Example 2 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 myristate and 45 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of cocoyl octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 myristate nano-encapsulations. The inclusions are translucent with an average particle size of 3049 nm; and a 10% aqueous solution of the inclusions has a milky white and turbid appearance.
[0052] A comprehensive comparison of Example 1, Comparative Example 1, and Comparative Example 2 demonstrates that polyglycerol-10 oleate is necessary for this system and cannot be replaced with other polyglycerol-10 fatty acid ester emulsifiers.
[0053] Comparative Example 3 The formulation is shown in Table 1. The preparation method includes: weighing 15 g of polyglycerol-10 oleate and 55 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are semi-transparent with an average particle size of 1574 nm; and a 10% aqueous solution of the encapsulations has a milky white and turbid appearance.
[0054] The above results indicate that when the content of polyglycerol-10 oleate is too low, it cannot effectively encapsulate cocoyl octanoate / decanoate, the system is semi-transparent, and the 10% aqueous solution is turbid, and the particle size of the system is large.
[0055] Comparative Example 4 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 39 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 11 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are transparent with an average particle size of 46.69 nm; and a 10% aqueous solution of the encapsulations is blue light transparent.
[0056] Comparative Example 5 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 38 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 12 g of cocoyl octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are transparent with an average particle size of 116.4 nm; and a 10% aqueous solution of the encapsulations is blue-light translucent.
[0057] Comparative Example 6 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 35 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 15 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are semi-transparent with an average particle size of 2833 nm; and a 10% aqueous solution of the encapsulations has a milky white and turbid appearance.
[0058] A comprehensive comparison of Examples 1, 5, and 4-6 shows that the particle size of the inclusions increases with the increase of oil phase content.
[0059] Comparative Example 7 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 45 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of caprylic / capric triglyceride into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are semi-transparent with an average particle size of 351 nm; and a 10% aqueous solution of the encapsulations is also semi-transparent.
[0060] Comparative Example 8 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 45 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of camellia seed oil into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 25 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are semi-transparent with an average particle size of 558 nm; and a 10% aqueous solution of the encapsulations is also semi-transparent.
[0061] A comprehensive comparison of Examples 1, 6, 7, and 8 shows that the system is selective for oils and fats, with cocoyl octanoate / decanoate and tocopheryl acetate being the preferred choices.
[0062] Comparative Example 9 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 60 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 10 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are transparent with an average particle size of 224 nm; and a 10% aqueous solution of the encapsulations is milky semi-transparent.
[0063] Comparative Example 10 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 65 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 5 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are semi-transparent with an average particle size of 5702 nm; and a 10% aqueous solution of the encapsulations has a milky white and turbid appearance.
[0064] Comparative Example 11 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 70 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are semi-transparent with an average particle size >10 μm; and a 10% aqueous solution of the encapsulations is milky white and turbid.
[0065] Comparative Example 12 The formulation is shown in Table 1. The preparation method includes: weighing 25 g of polyglycerol-10 oleate and 30 g of glycerol into a 150 g beaker, heating and stirring at 65 ℃ for 20 min; then weighing 5 g of coconut oil octanoate / decanoate into the beaker, heating and stirring at 65 ℃ for 20 min; finally weighing 40 g of 1,2-pentanediol into the beaker, heating and stirring at 65 ℃ for 20 min, and cooling to room temperature to obtain polyglycerol-10 oleate nano-encapsulations; the encapsulations are semi-transparent with an average particle size of 341 nm; and a 10% aqueous solution of the encapsulations is semi-transparent.
[0066] A comprehensive comparison of Examples 1, 7-12, and 9-12 demonstrates that the addition of diols is necessary, and that too much or too little diol will lead to an increase in the particle size of the inclusions.
[0067] Application Example 1 Weigh 3 g of tocopheryl acetate and 2 g of tocopheryl nicotinate into a 50 g beaker, heat and stir at 65 °C until homogeneous, and record as the oil phase. Weigh 25 g of polyglycerol-10 oleate and 45 g of glycerol into a 150 g beaker, heat and stir at 65 °C for 20 min until homogeneous. Then add the oil phase into the beaker, heat and stir at 65 °C for 20 min until homogeneous. Finally, weigh 15 g of 1,2-pentanediol and 10 g of 1,3-butanediol into the beaker, heat and stir at 65 °C for 20 min until homogeneous, and cool to room temperature to obtain polyglycerol-10 oleate nano-encapsulations containing 2% tocopheryl nicotinate.
[0068] Taking the sample from Application Example 1 as an example, a 10% aqueous solution was prepared, and the transdermal absorption efficacy of tocopherol acetate and tocopherol nicotinate was determined using the Franz diffusion cell method. Details are as follows: Table 2. Results of transdermal absorption in the Franz diffusion cell.
[0069] Table 2 above shows that the polyglycerol-10 oleate encapsulation has significant loading and delivery effects on both tocopheryl acetate and tocopheryl nicotinate; and the intradermal retention of tocopheryl acetate at 8 h (μg / cm³) is also significant. 2 It is 10.75 times that of tocopheryl nicotinic acid ester. The fact that it was undetectable during transdermal release indicates that the active ingredient resides more in the epidermis and dermis, and does not enter the bloodstream, making it safer to use.
[0070] The specific embodiments of the present invention have been described above. It should be understood that the present invention is not limited to the specific embodiments described above, and those skilled in the art can make various modifications or variations within the scope of the claims, which do not affect the essence of the present invention.
Claims
1. A naturally derived polyglycerol-10 oleate nanoparticle encapsulation with a particle size of less than 20 nm, characterized in that, It consists of the following components by mass percentage: Polyglycerol-10 oleate: 20-30%; Glycerin: 30%-60%; Linear-chain naturally derived oils: 1%-10%; Diols: 12%-30%; The linear naturally derived oil is selected from at least one of coconut oil caprylate decanoate and tocopheryl acetate; The diol is selected from at least one of 1,2-pentanediol and 1,3-butanediol.
2. The polyglycerol-10 oleate nanoencapsulation according to claim 1, characterized in that, The diols include 1,2-pentanediol and 1,3-butanediol, with a mass ratio of 2-3:2-3.
3. A method for preparing polyglycerol-10 oleate nanoencapsulations as described in claim 1 or 2, characterized in that, Includes the following steps: S1. Mix polyglycerol-10 oleate and glycerin, then heat and stir until homogeneous; S2. Add linear natural oils and heat while stirring until well combined; S3. Add diol, heat and stir until homogeneous, then cool to obtain the final product.
4. The preparation method according to claim 3, characterized in that, In step S1, the heating and stirring temperature is 55-75 ℃, and the time is 10-30 min.
5. The preparation method according to claim 3, characterized in that, In step S2, the heating and stirring temperature is 55-75 ℃, and the time is 10-30 min.
6. The preparation method according to claim 3, characterized in that, In step S3, the heating and stirring temperature is 55-75 ℃, and the time is 10-30 min; And / or, the cooling temperature is 0-40 °C.
7. The use of the polyglycerol-10 oleate nanoencapsulation as described in claim 1 or 2 in the preparation of cosmetics or skin care products.
8. A composition comprising the polyglycerol-10 oleate nanoencapsulation as described in claim 1 or 2, characterized in that, The polyglycerol-10 oleate nanoencapsulations encapsulate oil-soluble active substances, which include at least one of the following: tocopheryl nicotinate, tetraisopalmitate ascorbate, dipalmitate ascorbate, palmitate ascorbate, stearate ascorbate, tetrahexyldecyl ascorbate, hydroxypinazone retinate, tocopheryl retinate, retinyl propionate, retinyl linoleate, retinyl acetate, retinyl palmitate, retinyl retinoate, tocopheryl linoleate, and tocopheryl palmitate.