Polyglycerol fatty acid ester reverse micelle as well as preparation method and application thereof

Abstract

The invention provides polyglycerol fatty acid ester reverse micelles as well as a preparation method and application thereof, and relates to the technical field of polyglycerol fatty acid ester reverse micelles. The polyglycerol fatty acid ester reverse micelle is prepared from the following components in percentage by mass: 0.4%-40% of a polyglycerol ester emulsifier 1, 0.2%-30% of a polyglycerol ester emulsifier 2, 0.1%-15% of water, 0.01%-1% of a water-soluble active matter and the balance of grease, the HLB (Hydrophile-Lipophile Balance) value of the polyglycerol ester emulsifier 1 is 2.5 to 6; the HLB (Hydrophile-Lipophile Balance) value of the polyglycerol ester emulsifier 2 is 8-12; the mass ratio of the polyglycerol ester emulsifier 1 to the polyglycerol ester emulsifier 2 is (1-2): 1. The polyglycerol fatty acid ester reverse micelle disclosed by the invention is transparent in appearance, can be compatible with the essence oil to form a stable transparent appearance, and is beneficial to promoting slow release, absorption and utilization of water-soluble active matters in the essence oil.

Description

Technical Field

[0001] The present invention belongs to the technical field of polyglycerol fatty acid ester reverse micelles, and specifically relates to a polyglycerol fatty acid ester reverse micelle, a preparation method thereof, and an application thereof. Background Art

[0002] Essential oil is a skin care product refined from various vegetable oils. With vegetable oil as the main component, it can be directly applied to the skin after dilution. Usually, vegetable oil also contains unsaturated fatty acids, which can nourish and soften the skin, smooth out skin wrinkles, and delay skin aging. Skin care with oil, as the name implies, is to improve the skin dryness problem caused by less oil production of sebaceous glands by applying oils or essential oils similar to and beneficial to the sebum membrane. Essentially, it is a method of moisturizing and repairing damaged barriers. For current essential oil products, it is difficult to mix with water-soluble active ingredients to form a transparent appearance, and most of the mixed products are prone to layering or opacity.

[0003] The invention patent with the publication number WO2023243243A1 discloses a cosmetic composition, which is composed of component A, component B, and component C. Component A is an oil, and the HLB after mixing component B and component C is 11.1 - 15.0; component B is a polyglycerol fatty acid ester with an HLB less than 13.0, at least 50% of the hydroxyl groups contained therein are primary hydroxyl groups, and it contains polyglycerol with an average degree of polymerization of 6 - 14 and a fatty acid with at least 12 carbon atoms; component C is selected from at least one of polyglycerol fatty acid esters with an HLB above 13.5 or polyglycerol monoalkyl ethers with an HLB above 12; this cosmetic composition has excellent washability, usability, and transparency.

[0004] The invention patent with the publication number JP2024042765A discloses an oil-in-water emulsion composition with good stability, including components: component A is an oil, component B is a polyglycerol fatty acid ester with an average degree of polymerization of 6 - 14, 12 or more carbon atoms, and an HLB less than 13.5, and component C is a polyglycerol fatty acid ester with an HLB above 13.5 and / or a polyglycerol monoalkyl ether with an HLB above 12, wherein the combined HLB of component B and component C is 11.1 - 15.0; the oil-in-water emulsion composition of this invention has good usability and stability, can be produced into micelles, and has a complex viscoelasticity of more than 100 mPa·s at an angular velocity of 0.1 rad / s.

[0005] Publication No. CN116617117A discloses a 100% natural source reverse micelle essence oil and its preparation method. The raw materials for preparing the reverse micelle essence oil by mass include: 0.6 - 13 parts of emulsifier and 20 - 100 parts of natural source oils and fats. The emulsifier is selected from one or more of non-ionic surfactants, cationic surfactants, and anionic surfactants. However, the influence of the HLB value of polyglycerol ester emulsifier on the appearance of the essence oil is not described in this reverse micelle essence oil. Not all essence oils prepared with emulsifiers have a transparent and clear appearance after being mixed with various oils. The inventor tried to remove the ester-type non-ionic surfactant PCA glyceryl oleate from the essence oil, but the prepared product showed a turbid state instead of a transparent state.

[0006] Shi Qiru and Liu Fang (Research on the Synthesis and Properties of Polyglycerol Fatty Acid Esters [J]. Chemical Engineering Technology and Development, 2020, 49(07): 17 - 20) studied the synthesis method of polyglycerol fatty acid esters and their application in cosmetics. It is pointed out in this literature that polyglycerol fatty acid esters are used as components of emulsifiers in the preparation of cosmetics. At a relatively high content of emulsifiers, the stability of cosmetic products can be ensured, achieving a better emulsification effect. However, when polyglycerol fatty acid esters are used as emulsifiers in cosmetics, they present a non-transparent state.

[0007] The products produced by the above-mentioned prior art will become an opaque water-in-oil emulsion product once they encounter water. Therefore, it is necessary to provide a composition containing polyglycerol fatty acid esters to prepare water-soluble active substances into stable oil-in-water reverse micelles, thereby solving the problem that it is difficult to add water-soluble active substances into transparent essential oils. Summary of the Invention

[0008] In view of the problems existing in the prior art, the present invention provides a polyglycerol fatty acid ester reverse micelle, its preparation method and application. The polyglycerol fatty acid ester reverse micelle of the present invention has a transparent appearance and is essentially an oil containing water-soluble active substances. It can be compatible with essence oil and form a stable transparent appearance in compatibility with essence oils composed of various oils such as oils and fats, waxes, and alkanes, which is beneficial to promoting the slow release, absorption, and utilization of water-soluble active substances in the essence oil.

[0009] To achieve the above object, the technical solution adopted by the present invention is as follows:

[0010] In the first aspect, the present invention provides a polyglycerol fatty acid ester reverse micelle, which is composed of the following components by mass percentage: 0.4% - 40% of polyglycerol ester emulsifier 1, 0.2% - 30% of polyglycerol ester emulsifier 2, 0.1% - 15% of water, 0.01% - 1% of water-soluble active substance, and the balance of oils and fats;

[0011] The HLB value of the polyglycerol ester emulsifier 1 is 2.5 - 6; the HLB value of the polyglycerol ester emulsifier 2 is 8 - 12;

[0012] The mass ratio of the polyglycerol ester emulsifier 1 to the polyglycerol ester emulsifier 2 is 1 - 2:1;

[0013] The polyglycerol ester emulsifier 1 is selected from at least one of polyglycerol 6 - ricinoleate, polyglycerol 4 - ricinoleate, polyglycerol 2 - oleate, polyglycerol 2 - diisostearate, and polyglycerol 2 - isostearate;

[0014] The polyglycerol ester emulsifier 2 is selected from at least one of polyglycerol 4 - laurate, polyglycerol 2 - caprylate, polyglycerol 4 - isostearate, polyglycerol 6 - isostearate, polyglycerol 6 - oleate, and polyglycerol 10 - diisostearate.

[0015] Preferably, the oil or fat is selected from one or more of soybean oil, olive oil, corn germ oil, macadamia nut oil, sunflower seed oil, caprylic / capric triglyceride, oleic acid triglyceride, linoleic acid triglyceride, linolenic acid triglyceride, lauric acid triglyceride, coco-caprylate / caprate, jojoba oil, squalene, and squalane.

[0016] More preferably, the oil or fat includes one or more selected from caprylic / capric triglyceride, coco-caprylate / caprate, and jojoba oil.

[0017] Preferably, the water-soluble active substance is selected from one or more of ergothioneine, carnosine, deacyl carnosine, sodium mannan phosphate, ethyl bisiminomethylguaiacol manganese chloride, acetyl hexapeptide - 8, golytide, tripeptide - 1 copper, acetyl octapeptide - 3, nonapeptide - 1, acetyl tetrapeptide - 5, acetyl hexapeptide - 1, conotoxin, oligopeptide - 1, and dipeptide diamino butyryl benzylamide diacetate.

[0018] Preferably, the mass ratio of the polyglycerol ester emulsifier 1 to the polyglycerol ester emulsifier 2 is 1.3 - 1.8:1.

[0019] More preferably, the mass ratio of the polyglycerol ester emulsifier 1 to the polyglycerol ester emulsifier 2 is 1.33 - 1.78:1.

[0020] Preferably, the HLB value of the polyglycerol ester emulsifier 1 is 3.2 - 5.5; this HLB value includes any range, real number, and endpoint value within the numerical range, for example but not limited to 3.2 - 5.5, 3.2, 3.3, 3.4, 3.5, 3.6, 3.7, 3.8, 3.9, 4.0, 4.1, 4.2, 4.3, 4.4, 4.5, 4.6, 4.7, 4.8, 4.9, 5.0, 5.1, 5.2, 5.3, 5.4, 5.5, 3.2 - 3.3, 3.3 - 3.5, 3.2 - 4.7, 3.2 - 3.5, 3.3 - 4.7, 3.3 - 5.5, 3.5 - 4.7, 3.5 - 5.5, 4.7 - 5.5. Within the HLB value range of the above polyglycerol ester emulsifier 1, the technical effects described in this application can be achieved.

[0021] Preferably, the HLB value of the polyglycerol ester emulsifier 2 is 8.2 - 11.6; this HLB value includes any range, real number, and endpoint value within the numerical range, for example but not limited to 8.2, 8.3, 8.4, 8.5, 8.6, 8.7, 8.8, 8.9, 9.0, 9.1, 9.2, 9.3, 9.4, 9.5, 9.6, 9.7, 9.8, 9.9, 10.0, 10.1, 10.2, 10.3, 10.4, 10.5, 10.6, 10.7, 10.8, 10.9, 11.0, 11.1, 11.2, 11.3, 11.4, 11.5, 11.6, 8.2 - 8.7, 8.2 - 10.4, 8.2 - 10.8, 8.2 - 11.6, 8.7 - 10.4, 8.7 - 10.8, 8.7 - 11.6, 10.4 - 10.8, 10.4 - 11.6, 10.8 - 11.6. Within the HLB value range of the above polyglycerol ester emulsifier 2, the technical effects described in this application can be achieved.

[0022] Preferably, the polyglycerol fatty acid ester reverse micelle is composed of the following components by mass percentage: 0.4% - 40% polyglycerol ester emulsifier 1, 0.2% - 30% polyglycerol ester emulsifier 2, 0.1% - 10% water, 0.01% - 0.5% water-soluble active substance, and the balance being oil.

[0023] More preferably, the polyglycerol fatty acid ester reverse micelle is composed of the following components by mass percentage: 30% polyglycerol ester emulsifier 1, 20% polyglycerol ester emulsifier 2, 9.99% water, 0.01% water-soluble active substance, and 40% oil.

[0024] In a second aspect, the present invention provides a method for preparing the above polyglycerol fatty acid ester reverse micelle, including the steps:

[0025] S1. Mix the polyglycerol ester emulsifier 1, polyglycerol ester emulsifier 2, and oil, and stir to dissolve to form an oil solution;

[0026] S2. Dissolve the water-soluble active substance in water to form an aqueous solution;

[0027] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, and stir until transparent and homogeneous to obtain a polyglycerol fatty acid ester reverse micelle containing the water-soluble active substance.

[0028] Preferably, in step S1, the stirring and dissolving conditions are: temperature 30 - 60°C, stirring at 50 - 400 rpm for 5 - 60 min.

[0029] More preferably, in step S1, the stirring and dissolving conditions are: temperature 40 - 50°C, stirring at 200 - 300 rpm for 10 - 30 min.

[0030] Preferably, in step S3, the stirring conditions are: 30 - 60°C, stirring at 50 - 400 rpm for 10 - 60 min.

[0031] More preferably, in step S3, the stirring conditions are: 40 - 50°C, stirring at 100 - 200 rpm for 10 - 30 min.

[0032] In a third aspect, the present invention provides the application of the above polyglycerol fatty acid ester reverse micelle in the preparation of a transparent essence oil.

[0033] Preferably, the transparent essence oil is a transparent essence oil containing a water-soluble active substance.

[0034] Compared with the prior art, the present invention has the following beneficial effects:

[0035] (1) The polyglycerol fatty acid ester reverse micelle provided by the present invention has a simple preparation method, a transparent appearance, and can be miscible with the essence oil to form a transparent oil solution.

[0036] (2) The polyglycerol fatty acid ester reverse micelle provided by the present invention solves the problem that the water-soluble active substance becomes turbid when applied in the essence oil, and also has the function of slowly releasing the water-soluble active substance, and has the advantages of low safety irritation and high biocompatibility compared with polyethylene glycol fatty acid esters.

[0037] (3) The polyglycerol fatty acid ester reverse micelle provided by the present invention has the function of promoting the transdermal penetration and absorption of the water-soluble active substance. Specific embodiments

[0038] The following non-limiting examples can enable those of ordinary skill in the art to understand the present invention more comprehensively, but do not limit the present invention in any way. The following content is merely an exemplary illustration of the scope claimed by the present invention. Those skilled in the art can make various changes and modifications to the present invention based on the disclosed content, and such changes and modifications should also fall within the scope claimed by the present invention.

[0039] When the examples give a numerical range, it should be understood that unless otherwise specified in the present invention, both endpoints of each numerical range and any value between the two endpoints can be selected. Unless otherwise defined, all technical and scientific terms used in the present invention have the same meaning as commonly understood by those of ordinary skill in the technical field to which the present invention belongs.

[0040] The present invention will be further described below by way of specific examples. All chemical reagents used in the examples of the present invention are obtained through conventional commercial channels unless otherwise specified. Products from different manufacturers do not have a significant impact on the effect.

[0041] In the following examples of the present invention, the specific types and HLB values of polyglycerol ester emulsifier 1 and polyglycerol ester emulsifier 2 used are shown in Table 1. The following raw materials are only exemplary content.

[0042] Table 1

[0043]

[0044]

[0045] Examples 1 - 8

[0046] The component formulations of Examples 1 - 8 are shown in Table 2. The unit of the raw material content in the formulation table is g, and the total weight is 100 g.

[0047] The HLB value of polyglycerol ester emulsifier 1 in Table 2 is 2.5 - 6.

[0048] The HLB value of polyglycerol ester emulsifier 2 in Table 2 is 8 - 12.

[0049] Table 2

[0050]

[0051] " / " in Table 2 indicates that this component is not used.

[0052] The components in Table 2 are prepared into polyglycerol fatty acid ester reverse micelles according to the following steps:

[0053] S1. Mix polyglycerol ester emulsifier 1, polyglycerol ester emulsifier 2 and oil, and stir and dissolve at 200 rmp for 10 min at 50 °C to form an oil solution;

[0054] S2. Dissolve the water-soluble active substance in deionized water to form an aqueous solution;

[0055] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, and stir at 200 rmp for 10 min at 50 °C to form a transparent and homogeneous solution, obtaining a polyglycerol fatty acid ester reverse micelle containing the water-soluble active substance.

[0056] Example 9

[0057] S1. Mix 30 g of polyglycerol 6-ricinoleate, 20 g of polyglycerol 4-laurate, and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 40 °C to form an oil solution;

[0058] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution;

[0059] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, and stir at 200 rmp for 30 min at 40 °C to form a transparent and homogeneous solution, obtaining a polyglycerol fatty acid ester reverse micelle containing conotoxin.

[0060] Example 10

[0061] S1. Mix 20 g of polyglycerol 6-ricinoleate, 15 g of polyglycerol 4-laurate, and 60 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 40 °C to form an oil solution;

[0062] S2. Dissolve 0.5 g of carnosine in 4.5 g of deionized water to form an aqueous solution;

[0063] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, and stir at 100 rmp for 60 min at 40 °C to form a transparent and homogeneous solution, obtaining a polyglycerol fatty acid ester reverse micelle containing carnosine.

[0064] Example 11

[0065] S1. Mix 10 g of polyglycerol 6-ricinoleate, 8 g of polyglycerol 10-diisostearate, and 80 g of glyceryl oleate, and stir and dissolve at 300 rmp for 30 min at 30 °C to form an oil solution;

[0066] S2. Dissolve 0.05 g of acetyl octapeptide-3 in 1.95 g of deionized water to form an aqueous solution;

[0067] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, stir at 200 rmp for 30 min at 30 °C to form a transparent and homogeneous solution, and obtain a polyglycerol fatty acid ester reverse micelle containing acetyl octapeptide-3.

[0068] Example 12

[0069] S1. Mix 10 g of polyglycerol 6-ricinoleate, 8 g of polyglycerol 4-laurate and 79.98 g of sunflower oil, and stir and dissolve at 300 rmp for 30 min at 30 °C to form an oil solution;

[0070] S2. Dissolve 0.02 g of dipeptide diaminobutyryl benzylamide diacetate in 2 g of deionized water to form an aqueous solution;

[0071] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, stir at 300 rmp for 10 min at 30 °C to form a transparent and homogeneous solution, and obtain a polyglycerol fatty acid ester reverse micelle containing dipeptide diaminobutyryl benzylamide diacetate.

[0072] Example 13

[0073] S1. Mix 25 g of polyglycerol 6-ricinoleate, 17 g of polyglycerol 4-laurate and 52.9 g of caprylic / capric triglyceride, and stir and dissolve at 100 rmp for 10 min at 60 °C to form an oil solution;

[0074] S2. Dissolve 0.1 g of nonapeptide-1 in 5 g of deionized water to form an aqueous solution;

[0075] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, stir at 200 rmp for 20 min at 40 °C to form a transparent and homogeneous solution, and obtain a polyglycerol fatty acid ester reverse micelle containing nonapeptide-1.

[0076] Example 14

[0077] S1. Mix 25 g of polyglycerol 6-ricinoleate, 25 g of polyglycerol 4-laurate and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 40 °C to form an oil solution;

[0078] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution;

[0079] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, stir at 200 rmp for 30 min at 40 °C to form a transparent and homogeneous solution, and obtain a polyglycerol fatty acid ester reverse micelle containing conotoxin.

[0080] Comparative Example 1

[0081] Replace 30 g of polyglyceryl 6-ricinoleate in Example 9 with 30 g of polyglyceryl 4-laurate.

[0082] S1. Mix 50 g of polyglyceryl 4-laurate and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 40 °C to form an oil solution.

[0083] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution.

[0084] S3. Add the aqueous solution obtained in Step S2 to the oil solution obtained in Step S1, and stir at 200 rmp for 30 min at 40 °C to obtain a translucent mixed liquid.

[0085] Comparative Example 2

[0086] Replace 20 g of polyglyceryl 4-laurate in Example 9 with 20 g of polyglyceryl 6-ricinoleate.

[0087] S1. Mix 50 g of polyglyceryl 6-ricinoleate and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 40 °C to form an oil solution.

[0088] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution.

[0089] S3. Add the aqueous solution obtained in Step S2 to the oil solution obtained in Step S1, and stir at 200 rmp for 30 min at 40 °C to obtain a turbid liquid, and let it stand for layering.

[0090] Comparative Example 3

[0091] Change the mass ratio of polyglyceryl 6-ricinoleate to polyglyceryl 4-laurate in Example 9 to 7:3, and the specific contents are as follows:

[0092] S1. Mix 35 g of polyglyceryl 6-ricinoleate, 15 g of polyglyceryl 4-laurate and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 40 °C to form an oil solution.

[0093] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution.

[0094] S3. Add the aqueous solution obtained in Step S2 to the oil solution obtained in Step S1, and stir at 200 rmp for 30 min at 40 °C to form a translucent liquid.

[0095] After changing the mass ratio of the polyglycerol ester emulsifier to the polyglycerol ester emulsifier in this comparative example, the final solution obtained was semi-transparent, and the transparency showed an adverse phenomenon of changing from transparent to non-transparent.

[0096] Comparative Example 4

[0097] Replace 20 g of polyglycerol 4-laurate in Example 9 with polyglycerol 6-triisostearate (HLB is 7.4).

[0098] S1. Mix 30 g of polyglycerol 6-ricinoleate, 20 g of polyglycerol 6-triisostearate, and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 40 °C to form an oil solution;

[0099] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution;

[0100] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, and stir at 200 rmp for 30 min at 40 °C to obtain a semi-transparent mixed liquid.

[0101] Comparative Example 5

[0102] Replace 20 g of polyglycerol 4-laurate in Example 9 with polyglycerol 10-laurate (HLB is 14.7).

[0103] S1. Mix 30 g of polyglycerol 6-ricinoleate, 20 g of polyglycerol 10-laurate, and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 40 °C to form an oil solution;

[0104] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution;

[0105] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, and stir at 200 rmp for 30 min at 40 °C to obtain a uniform cloudy liquid (emulsion).

[0106] Comparative Example 6

[0107] Replace 20 g of polyglycerol 4-laurate in Example 9 with polyglycerol 6-stearate (HLB is 11.6).

[0108] S1. Mix 30 g of polyglycerol 6-ricinoleate, 20 g of polyglycerol 6-stearate, and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 70 °C to form an oil solution;

[0109] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution;

[0110] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, and stir at 200 rmp for 30 min at 40 °C to obtain an opaque paste.

[0111] Since polyglyceryl 6-stearate is a solid, the temperature of step S1 is adjusted to 70 °C to dissolve polyglyceryl 6-stearate; after preparation, it is restored to 40 °C.

[0112] Comparative Example 7

[0113] Replace 20 g of polyglyceryl 4-laurate in Example 9 with polyglyceryl 4-stearate (HLB = 8.4).

[0114] S1. Mix 30 g of polyglyceryl 6-ricinoleate, 20 g of polyglyceryl 4-stearate, and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 70 °C to form an oil solution;

[0115] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution;

[0116] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, and stir at 200 rmp for 30 min at 40 °C to obtain an opaque paste.

[0117] Since polyglyceryl 4-stearate is a solid, the temperature of step S1 is adjusted to 70 °C to dissolve polyglyceryl 4-stearate; after preparation, it is restored to 40 °C.

[0118] Comparative Example 8

[0119] Different from Example 9, replace 20 g of polyglyceryl 4-laurate with 20 g of polyglyceryl 4-oleate (HLB = 8.8).

[0120] S1. Mix 30 g of polyglyceryl 6-ricinoleate, 20 g of polyglyceryl 4-oleate, and 40 g of caprylic / capric triglyceride, and stir and dissolve at 300 rmp for 20 min at 40 °C to form an oil solution;

[0121] S2. Dissolve 0.01 g of conotoxin in 9.99 g of deionized water to form an aqueous solution;

[0122] S3. Add the aqueous solution obtained in step S2 to the oil solution obtained in step S1, and stir at 200 rmp for 30 min at 40 °C to form an emulsion (emulsion).

[0123] Comparative Example 9

[0124] According to the technical solution described in Embodiment 1 of the invention patent with the publication number CN116617117A, the amount of water was increased to 10%, and the obtained product was subjected to a compatibility test.

[0125] The preparation method of the polyglycerol fatty acid ester reverse micelle is as follows: 0.5 g of PCA glyceryl oleate, 1 g of polyglyceryl-2 isostearate, 1 g of polyglyceryl-4 oleate and 11 g of water are heated and melted until homogeneous, and then 97.5 g of coco-caprylate / caprate is added and stirred to form an emulsion liquid (emulsion).

[0126] Compatibility test of Experimental Example 1 with essence oil

[0127] The essence oil formula (mass fraction) used in this experiment is as follows: 30% camellia seed oil, 20% squalane, 10% coco-caprylate / caprate, 15% jojoba oil, 0.1% phytosterol, 0.2% tocopherol and 24.7% caprylic / capric triglyceride. According to the total amount of 3 kg, each component was added to a stirring tank at 60 °C and stirred for 30 min to form a uniform transparent liquid, which was cooled to room temperature for standby.

[0128] 10 g of each sample of Examples 1 - 14 and Comparative Examples 1 - 9 were taken and mixed with 90 g of essence oil respectively, stirred at room temperature for 30 min, and left to stand for 30 min. The transparency of the essence oil was observed to test its compatibility.

[0129] The transparency of the essence oil is shown in Table 3.

[0130] Table 3

[0131]

[0132]

[0133] It can be seen from Table 3 that the polyglycerol fatty acid ester reverse micelle containing water-soluble active substances of the present invention can be mixed and compatible with the oily essence oil, and still presents a transparent state after mixing.

[0134] Finally, it should be noted that the above content is only used to illustrate the technical solution of the present invention, rather than a limitation on the protection scope of the present invention. Any simple modification or equivalent replacement of the technical solution of the present invention by those of ordinary skill in the art does not depart from the essence and scope of the technical solution of the present invention.

Claims

1. A polyglycerol fatty acid ester reverse micelle, characterized in that: The invention is composed of the following components by mass percentage: 0.4%-40% polyglycerol ester emulsifier 1, 0.2%-30% polyglycerol ester emulsifier 2, 0.1%-15% water, 0.01%-1% water-soluble active substance and the balance oil; The HLB value of the polyglycerol ester emulsifier 1 is 2.5-6; the HLB value of the polyglycerol ester emulsifier 2 is 8-12; The mass ratio of the polyglycerol ester emulsifier 1 to the polyglycerol ester emulsifier 2 is 1-2:1; The polyglycerol ester emulsifier 1 is selected from at least one of polyglycerol 6-ricinoleate, polyglycerol 4-ricinoleate, polyglycerol 2-oleate, polyglycerol 2-diisostearate, and polyglycerol 2-isostearate; The polyglycerol ester emulsifier 2 is selected from at least one of polyglycerol 4-laurate, polyglycerol 2-caprylate, polyglycerol 4-isostearate, polyglycerol 6-isostearate, polyglycerol 6-oleate and polyglycerol 10-diisostearate.

2. The polyglycerol fatty acid ester reverse micelle according to claim 1, characterized in that The HLB value of the polyglycerol ester emulsifier 1 is 3.2-5.5; the HLB value of the polyglycerol ester emulsifier 2 is 8.2-11.

6.

3. The polyglycerol fatty acid ester reverse micelle according to claim 1, characterized in that The invention is composed of the following components by mass percentage: 0.4%-40% polyglycerol ester emulsifier 1, 0.2%-30% polyglycerol ester emulsifier 2, 0.1%-10% water, 0.01%-0.5% water-soluble active substance and the balance oil.

4. The polyglycerol fatty acid ester reverse micelle according to claim 1, characterized in that The oil is selected from one or more of soybean oil, olive oil, corn germ oil, macadamia nut oil, sunflower seed oil, caprylic / capric triglyceride, oleic triglyceride, linoleic triglyceride, linolenic triglyceride, lauric triglyceride, coconut oil caprylic / capric ester, jojoba oil, squalene, and squalane.

5. The polyglycerol fatty acid ester reverse micelle according to claim 1, characterized in that The water-soluble active ingredient is selected from one or more of ergothioneine, carnosine, deacidified carnosine, sodium mannose phosphate, ethylbisiminomethylguaiacol manganese chloride, acetyl hexapeptide-8, gorelatide, tripeptide-1 copper, acetyl octapeptide-3, nonapeptide-1, acetyl tetrapeptide-5, acetyl hexapeptide-1, conopeptide, oligopeptide-1, and dipeptide diaminobutyryl benzylamide diacetate.

6. The polyglycerol fatty acid ester reverse micelle according to claim 1, characterized in that The mass ratio of the polyglycerol ester emulsifier 1 to the polyglycerol ester emulsifier 2 is 1.3-1.8:

1.

7. The polyglycerol fatty acid ester reverse micelle according to claim 6, characterized in that The mass ratio of the polyglycerol ester emulsifier 1 to the polyglycerol ester emulsifier 2 is 1.33-1.78:

1.

8. The method for preparing the polyglycerol fatty acid ester reverse micelle according to any one of claims 1 to 7, characterized in that: Includes steps: S1, mixing polyglycerol ester emulsifier 1, polyglycerol ester emulsifier 2 and oil, stirring and dissolving to form an oil solution; S2, dissolving the water-soluble active substance in water to form an aqueous solution; S3, adding the aqueous solution obtained in step S2 to the oil solution obtained in step S1, stirring until transparent and uniform, to obtain polyglycerol fatty acid ester reverse micelles containing water-soluble active substances.

9. The preparation method according to claim 8, characterized in that: In step S1, the stirring and dissolving conditions are: temperature 30-60°C, stirring at 50-400 rpm for 5-60 min; In step S3, the stirring conditions are: 30-60° C., 50-400 rpm, and 10-60 min.

10. Use of the polyglycerol fatty acid ester reverse micelles according to any one of claims 1 to 7 or the polyglycerol fatty acid ester reverse micelles obtained by the preparation method according to any one of claims 8 to 9 in preparing transparent essential oil.

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