Supramolecular hyaluronic acid emulsifier as well as preparation method and application thereof

Abstract

The invention discloses a supramolecular hyaluronic acid emulsifier as well as a preparation method and application thereof, and belongs to the technical field of supramolecules. The preparation method comprises the following steps: dispersing hyaluronic acid and sodium aliphatate in water or an ethanol water solution, adding alcohol, stirring to form a uniform system, and carrying out reduced pressure distillation and vacuum drying to obtain supramolecular hyaluronic acid emulsifier powder. The supramolecular hyaluronic acid emulsifier powder disclosed by the invention is simple to prepare, low in cost and suitable for industrial production; and the prepared emulsion has good stability and can be used in the fields of cosmetics and medicines.

Description

Technical Field

[0001] This invention relates to a supramolecular hyaluronic acid emulsifier, its preparation method and application, belonging to the field of supramolecular technology. Background Technology

[0002] In the fields of cosmetics, pharmaceuticals, and food, emulsion systems are a crucial product form, and the realization of their core functions highly depends on the performance of emulsifiers. Emulsifiers reduce the oil-water interfacial tension, promoting the formation of a uniform and stable dispersion system between the immiscible oil and water phases. Simultaneously, they inhibit unstable phenomena such as droplet flocculation and aggregation, ensuring the uniformity and effectiveness of the product during storage and use. As consumers' demands for product safety, mildness, and functionality continue to rise, the application scenarios of traditional synthetic emulsifiers (such as sodium dodecylbenzenesulfonate and polyoxyethylene ethers) are gradually being limited due to potential skin irritation, poor biocompatibility, and difficulty in biodegradation. Developing natural, safe, and multifunctional green emulsifiers has become a core trend in the industry.

[0003] Hyaluronic acid (HA), a natural polysaccharide, is a homogeneous, repeating linear glycosaminoglycan polymerized from 2,000-25,000 disaccharide units of N-acetylglucosamine and glucuronic acid linked alternately by β-1,3 and β-1,4 glycosidic bonds. It is widely found in human connective tissue, synovial fluid, and skin, exhibiting excellent biocompatibility, biodegradability, and unique moisturizing properties. Its molecular chain is rich in active groups such as carboxyl and hydroxyl groups, which not only form a breathable moisturizing film on the skin surface to maintain hydration but also promote endogenous hyaluronic acid synthesis by regulating cell activity, thus possessing effects such as repairing the skin barrier and anti-wrinkle and anti-aging properties. Therefore, it is widely used in cosmetics, biomedicine, and other fields. Based on these advantages, hyaluronic acid has become an ideal base material for developing natural emulsifiers.

[0004] However, existing hyaluronic acid-based emulsification technologies still have many shortcomings that need to be addressed, limiting their large-scale application. For example: (1) Pure hyaluronic acid is extremely hydrophilic and lacks hydrophobic groups, making it difficult to effectively adsorb at the oil-water interface and reduce interfacial tension. When used alone, its emulsifying ability is weak, and it usually needs to be used in combination with other surfactants. This not only increases the complexity of the formulation, but may also reduce the stability of the emulsion due to competitive adsorption between different components; (2) In order to improve emulsification performance, existing technologies mostly use chemical modification methods to hydrophobically modify hyaluronic acid, such as grafting hydrophobic groups such as aryl, alkenyl succinic anhydride or coumarin derivatives through esterification reaction. Although this can improve its emulsification ability, the chemical modification process requires the use of organic solvents and chemical reagents, which poses a risk of reaction residues, affects the biosafety of the product, and the modification process is complex and costly, which is not conducive to industrial production.

[0005] Furthermore, the stability of existing hyaluronic acid emulsification systems still needs improvement. During storage, transportation, and use, emulsions are susceptible to environmental factors such as temperature changes, pH fluctuations, and ionic strength, leading to problems such as layering, oil separation, and droplet aggregation. Moreover, most existing hyaluronic acid emulsifiers only possess a single emulsification function, making it difficult to meet the current demand for multifunctional integration in products.

[0006] Supramolecular systems achieve ordered molecular assembly through intermolecular non-covalent bonds (such as hydrogen bonds, electrostatic interactions, hydrophobic interactions, and π-π stacking), providing a novel approach for developing new functional materials. Currently, although some studies have mentioned that hyaluronic acid can form hybrid synergistic complexes through hydrogen bonding to improve its durability in the medical aesthetics field, there are no reports on the construction of hyaluronic acid-based emulsifiers using supramolecular self-assembly, and there is a lack of research on the preparation methods and applications of supramolecular hyaluronic acid emulsifiers.

[0007] Therefore, developing a supramolecular hyaluronic acid emulsifier that achieves efficient emulsification through natural intermolecular supramolecular interactions without chemical modification, and possesses both good stability and multifunctionality, can not only fill the existing technological gap, but also meet the urgent needs of the cosmetics, pharmaceutical and other fields for natural, safe and efficient emulsifiers, and has important academic value and industrialization prospects. Summary of the Invention

[0008] [Technical Issues] Hyaluronic acid-based emulsification technologies still suffer from problems such as weak emulsification ability, high difficulty in compounding, complex modification processes, high cost, and reagent residue. Existing hyaluronic acid emulsification systems have poor stability and are difficult to meet the requirements of current products for multifunctional integration.

[0009] [Technical Solution] To address the aforementioned problems, this invention provides a supramolecular hyaluronic acid emulsifier, its preparation method, and its applications. Specifically, this invention first disperses hyaluronic acid and sodium fatty acid in an aqueous solution of water or ethanol, then adds alcohol, and forms a homogeneous system through stirring. The system is then subjected to vacuum distillation and vacuum drying to obtain a supramolecular hyaluronic acid emulsifier powder. The supramolecular hyaluronic acid emulsifier powder of this invention is simple to prepare, low in cost, and suitable for industrial production; moreover, the resulting emulsion exhibits good stability and can be used in cosmetics and pharmaceuticals.

[0010] The first objective of this invention is to provide a method for preparing a supramolecular hyaluronic acid emulsifier, comprising the following steps: (1) Disperse hyaluronic acid and sodium fatty acid in a solvent to obtain a dispersion; (2) Add alcohol to the dispersion and stir at 25-60℃ for 3-15 h to obtain a homogeneous system; (3) The homogeneous system was subjected to vacuum distillation and drying to obtain supramolecular hyaluronic acid emulsifier powder.

[0011] In one embodiment of the present invention, the solvent in step (1) is water or an aqueous solution of ethanol with a mass fraction of 40-60%.

[0012] In one embodiment of the present invention, the molecular weight range of hyaluronic acid in step (1) is 5K-2000K Da.

[0013] In one embodiment of the present invention, the dispersion in step (1) is carried out at 20-35°C (room temperature) and 0-200 rpm for 10-20 h or at 40-55°C and 200-400 rpm for 10-30 min.

[0014] In one embodiment of the present invention, the stirring speed in step (2) is 200-500 rpm.

[0015] In one embodiment of the present invention, the mass ratio of hyaluronic acid, solvent, sodium fatty acid and alcohol is 10-55:300-650:10-30:15-80.

[0016] In one embodiment of the present invention, the sodium fatty acid in step (2) is one or more of sodium stearate, sodium linoleate, sodium palmitate, sodium myristate, sodium oleate, sodium cocoate, sodium laurylate, sodium palmitate, and sodium isostearate.

[0017] In one embodiment of the present invention, the alcohol in step (2) is one or more of butyloctanol, decanol, decyltetradecylol, arachidonicol, hexyldecylol, cetyl alcohol, cetearyl alcohol, polydimethylsiloxane alcohol, behenol, lanosterol, lanolin alcohol, coconut oil alcohol, stearyl alcohol, and palm oil alcohol.

[0018] In one embodiment of the present invention, the vacuum distillation in step (3) is carried out at 40-80°C and 0.001-0.7 bar for 2-8 hours.

[0019] In one embodiment of the present invention, the drying in step (3) is vacuum drying, specifically vacuum drying at 40-105°C for 8-24 hours.

[0020] The second objective of this invention is to prepare a supramolecular hyaluronic acid emulsifier powder using the method described herein.

[0021] The third objective of this invention is the application of the supramolecular hyaluronic acid emulsifier powder described herein in the preparation of cosmetics or pharmaceuticals.

[0022] In one embodiment of the present invention, cosmetics include ointments, creams, lotions, etc.; supramolecular hyaluronic acid emulsifier powder can enhance the moisturizing, sun protection and other functions of cosmetics; medicines include dressings, etc.

[0023] The fourth objective of this invention is to provide a cosmetic product that uses the supramolecular hyaluronic acid emulsifier powder described in this invention.

[0024] In one embodiment of the present invention, the cosmetic preparation method is as follows: The supramolecular hyaluronic acid emulsifier powder was added to the oil phase and mixed evenly, then added to the aqueous phase and homogenized and emulsified to obtain the cosmetic product. The mass concentration of supramolecular hyaluronic acid emulsifier powder in the entire cosmetic product is 0.3-2%.

[0025] In one embodiment of the present invention, preservatives and some functional ingredients may be added at appropriate times as needed in the preparation method of cosmetics.

[0026] In one embodiment of the present invention, cosmetics include lotions, creams, and creases; different aqueous and oil phases can be selected as needed.

[0027] The fifth objective of this invention is to provide a method for improving emulsion stability and sun protection performance, which utilizes the supramolecular hyaluronic acid emulsifier powder described in this invention.

[0028] A sixth object of the present invention is to provide a method for enhancing the SPF value of sunscreens, which employs the supramolecular hyaluronic acid emulsifier powder described in this invention.

[0029] [Beneficial Effects] (1) The supramolecular hyaluronic acid emulsifier powder of the present invention is simple to prepare, low in cost, and suitable for industrial production.

[0030] (2) The emulsion prepared by the supramolecular hyaluronic acid emulsifier of the present invention has good stability and can be used in cosmetics and pharmaceutical fields.

[0031] (3) The supramolecular hyaluronic acid emulsifier powder of the present invention has a particle size of 300-410 nm and an EAI index of 80 nm. 2 The emulsion has a concentration of ≥ / g, an ESI index of ≥82%, and a cell viability retention rate of ≥95%. The prepared emulsion is homogeneous and stable without stratification after being placed in a high temperature and high humidity environment for 3 months. It is also homogeneous and stable without stratification after 3 months of freeze-thaw cycles. Attached Figure Description

[0032] Figure 1 The image shows the infrared spectrum of the supramolecular hyaluronic acid emulsifier powder in Example 1.

[0033] Figure 2 The images show actual samples of the emulsions from Examples 1-4, 15, 16 and Comparative Examples 3-6, taken during stability testing. Detailed Implementation

[0034] The preferred embodiments of the present invention are described below. It should be understood that the embodiments are for better explanation of the present invention and are not intended to limit the present invention.

[0035] Test method: 1. Emulsifying activity and stability (EAI / ESI index) test: Add the emulsifier powder to water to prepare an emulsifier aqueous solution with a mass concentration of 1%; weigh the emulsifier aqueous solution and liquid paraffin at a mass ratio of 1:4, vortex mix for 30 s to form an emulsion; take 0.1 mL of the emulsion and dilute it with distilled water to 10 mL (dilution factor N=100).

[0036] After standing for 10 min, using distilled water as a blank, measure the absorbance A0 at 500 nm. Substitute the absorbance into the formula to calculate EAI; EAI(m) 2 / g)={(2×2.303) / [C×(1-φ)×10 4 ]}×A 500 × dilution factor; where φ is 0.2; Transfer the emulsion to centrifuge tubes and let it stand for 4 hours. Take 0.1 mL of the upper layer of emulsion each time, dilute it, and measure the absorbance A. t ; Calculate ESI using the formula:

[0037] The emulsion was subjected to accelerated aging tests under two conditions: a high temperature and high humidity (40℃ / 75% RH) constant temperature and humidity chamber and a freeze-thaw cycle (alternating between -20℃ and 25℃, with one cycle completed every 24 hours). After one month, the emulsion was observed to determine whether it was uniform and stable and whether it separated into layers.

[0038] 2. Sunscreen performance test: Use a pipette to draw up the emulsion and apply it at the dosage specified in the 2015 edition of the "Cosmetic Safety Technical Specifications" for human testing of SPF values ​​(2.00±0.05) mg / cm³. 2 Weigh the sample to be tested, spot it evenly on a PMMA plate, apply it evenly with a disposable latex finger cot, and store it in the dark for 40 minutes. Measure the SPF value using a UV-2000S ultraviolet transmittance analyzer. Test each sample 5 times and take the average value.

[0039] 3. Cell compatibility test: The MTT (3-(4,5-dimethylthiazolyl-2-yl)-2,5-diphenyltetrazolium bromide) method is a classic cell proliferation / toxicity assay that indirectly reflects cell number and viability by detecting the ability of mitochondrial dehydrogenases in living cells to reduce MTT to formazan.

[0040] Take fibroblasts in the logarithmic growth phase and adjust the density (1×10⁻⁶). 4 (cells / well, 96-well plate); add 100 μL of complete culture medium to each well and incubate for 24 h to allow cells to adhere; Experimental Groups: Blank control group (culture medium only, no cells); Negative control group (untreated cells); Experimental group (0.5% emulsifier aqueous solution); Positive control group (10% PDGF stimulation); Add 10 μL of MTT solution (5 mg / mL, prepared in PBS) to each well (final concentration 0.5 mg / mL); incubate at 37 °C for 4 h, then discard the supernatant; add 150 μL of DMSO to each well and shake slowly for 10 min to dissolve the crystals; measure the absorbance at 490 nm using a microplate reader.

[0041] The formula for calculating cell viability retention rate is as follows: Cell viability (%) = (OD value of experimental group - OD value of blank group) / (OD value of control group - OD value of blank group) × 100% Raw materials used in the examples: Hyaluronic acid: 5K-2000K Da Sodium cocoate: 99%; Cetearyl alcohol: 99%; Sodium myristate: 98%; Polydimethylsiloxane alcohol: 99%; Sodium lauryl var.: 97%; Coconut oil alcohol: 99%; Sodium palmitate: 98%; Palm oil alcohol: 98%; Sodium linoleate: 99%; Peanutyl alcohol: 99%; Lanosterol: 85-90%; Sodium isostearate: 98%; Betaine alcohol: 98%; Hexyldecyl alcohol: 99%; Butylene glycol: ≥99.5%; 2-Phenylenimazole sulfonic acid: 2-Phenylenimazole-5-sulfonic acid, 99%; Sodium hydroxide: 99%; Eicosene copolymer: 99%; Xanthan gum: 99%; Acrylic (ester) crosspolymers / C10-30 alkyl acrylate crosspolymers: 99%; Potassium cetyl phosphate: 99%; Polydimethylsiloxane: 98%; Trimethylsilyloxysilicate: 99.9%; Glyceryl stearate (and) PEG-100 stearate: PEG-100 glyceryl stearate, 11%; Cocoyl alcohol-caprylate / capric acid ester: Saponification value: 160-170 mgKOH / g% Ethylhexyltriazine: 98%; Diethylaminohydroxybenzoyl hexyl benzoate: Diethylaminohydroxybenzoyl hexyl benzoate, 99%; Ethylhexyl methoxycinnamate: 99%; Phenoxyethanol: 99.49%; Ethylhexylglycerol: Octoxyglycerol, 98%; CalmYang®: Soothing, 98%.

[0042] Example 1 A method for preparing supramolecular hyaluronic acid emulsifier includes the following steps: (1) Hyaluronic acid and sodium palmitate were added to water and dispersed at 30°C and 30 rpm for 12 h to obtain a dispersion; (2) Add cetearyl alcohol to the dispersion and stir at 45°C and 300 rpm for 8 h to obtain a homogeneous system; (3) The homogeneous system was distilled under reduced pressure at 60℃ and 0.02 bar for 3 h, and then dried under vacuum at 40℃ for 24 h to obtain supramolecular hyaluronic acid emulsifier powder; The mass ratio of hyaluronic acid, water, sodium palmitate, and cetearyl alcohol is 40:550:20:40.

[0043] The obtained supramolecular hyaluronic acid emulsifier powder was subjected to performance testing, and the test results are as follows: Figure 1 The image shows the infrared spectrum of the supramolecular hyaluronic acid emulsifier powder used in Example 1. Figure 1 It can be seen that the emulsifier is at 3387 cm⁻¹ -1 A distinct broad peak was observed, similar to that of the raw material hyaluronic acid (3262 cm⁻¹). -1Compared to ), there is a significant shift, and at 1700 cm -1 The appearance of two new small peaks at the point is due to the shift caused by the change in electron cloud density of sodium palmitate carbonyl after the sodium palmitate peak interacts with different parts of hyaluronic acid through hydrogen bonding. These data indicate the presence of a large number of hydrogen bonds, confirming the formation of the supramolecular system.

[0044] Example 2 The water in step (1) of Example 1 was adjusted to be an aqueous ethanol solution with a mass fraction of 50%; the rest remained the same as in Example 1, and supramolecular hyaluronic acid emulsifier powder was obtained.

[0045] Example 3 In Example 1, sodium palmitate was replaced with sodium myristate in step (1), and cetearyl alcohol was replaced with polydimethylsiloxane alcohol in step (2). Other steps remained the same as in Example 1, resulting in supramolecular hyaluronic acid emulsifier powder.

[0046] Example 4 In Example 1, sodium palmitate was replaced with sodium laurylate in step (1), cetearyl alcohol was replaced with cocoyl alcohol in step (2), and the rest remained the same as in Example 1, to obtain supramolecular hyaluronic acid emulsifier powder.

[0047] Example 5 In Example 1, sodium palmitate was replaced with sodium stearate in step (1), and cetearyl alcohol was replaced with palmitole alcohol in step (2). The rest remained the same as in Example 1, and supramolecular hyaluronic acid emulsifier powder was obtained.

[0048] Example 6 In step (1) of Example 1, sodium palmitate was replaced with sodium oleate, while other steps remained the same as in Example 1, resulting in supramolecular hyaluronic acid emulsifier powder.

[0049] Example 7 In step (1) of Example 1, sodium palmitate was replaced with sodium palmitoleate, while other steps remained the same as in Example 1, resulting in supramolecular hyaluronic acid emulsifier powder.

[0050] Example 8 In Example 1, sodium palmitate was replaced with sodium linoleate in step (1), cetearyl alcohol was replaced with arachidonic alcohol in step (2), and the rest remained the same as in Example 1, to obtain supramolecular hyaluronic acid emulsifier powder.

[0051] Example 9 In Example 1, sodium palmitate was replaced with sodium cocoate in step (1), cetearyl alcohol was replaced with lanosterol in step (2), and the rest remained the same as in Example 1, to obtain supramolecular hyaluronic acid emulsifier powder.

[0052] Example 10 In Example 1, sodium palmitate was replaced with sodium isostearate in step (1), cetearyl alcohol was replaced with behenyl alcohol in step (2), and the rest remained the same as in Example 1, to obtain supramolecular hyaluronic acid emulsifier powder.

[0053] Example 11 In step (2) of Example 1, cetearyl alcohol was replaced with hexyldecyl alcohol, while other steps remained the same as in Example 1, resulting in supramolecular hyaluronic acid emulsifier powder.

[0054] Example 12 The mass ratio of hyaluronic acid, water, sodium palmitate, and cetearyl alcohol in Example 1 was adjusted to 15:500:30:55, while other aspects remained the same as in Example 1, to obtain supramolecular hyaluronic acid emulsifier powder.

[0055] Example 13 The mass ratio of hyaluronic acid, water, sodium palmitate, and cetearyl alcohol in Example 1 was adjusted to 35:650:15:50, while other aspects remained the same as in Example 1, to obtain supramolecular hyaluronic acid emulsifier powder.

[0056] Comparative Example 1 A method for preparing supramolecular hyaluronic acid emulsifier includes the following steps: Hyaluronic acid, water, sodium palmitate, and cetearyl alcohol were mixed in a mass ratio of 40:550:20:40 and stirred at 45°C and 300 rpm for 20 h. Then, the mixture was distilled under reduced pressure at 60°C and 0.02 bar for 3 h and dried under vacuum at 40°C for 24 h to obtain supramolecular hyaluronic acid emulsifier powder.

[0057] Comparative Example 2 Adjust the temperature in step (2) of Example 1 to 70°C, while keeping the other conditions the same as in Example 1, to obtain supramolecular hyaluronic acid emulsifier powder.

[0058] Comparative Example 3 The mass ratio of hyaluronic acid, water, sodium palmitate, and cetearyl alcohol in Example 1 was adjusted to 40:550:50:10, while other aspects remained the same as in Example 1, to obtain supramolecular hyaluronic acid emulsifier powder.

[0059] Comparative Example 4 The mass ratio of hyaluronic acid, water, sodium palmitate, and cetearyl alcohol in Example 1 was adjusted to 40:550:0:60, while other aspects remained the same as in Example 1, to obtain supramolecular hyaluronic acid emulsifier powder.

[0060] Comparative Example 5 Adjust step (2) of Example 1 as follows: Add the dispersion to cetearyl alcohol and stir at 45°C and 300 rpm for 8 hours to obtain a homogeneous system; Everything else remained the same as in Example 1, resulting in supramolecular hyaluronic acid emulsifier powder.

[0061] Comparative Example 6 In step (1) of Example 1, sodium palmitate was replaced with sodium octanoate, while other steps remained the same as in Example 1, resulting in supramolecular hyaluronic acid emulsifier powder.

[0062] Comparative Example 7 In step (2) of Example 1, cetearyl alcohol was replaced with octanol, while other steps remained the same as in Example 1, resulting in supramolecular hyaluronic acid emulsifier powder.

[0063] The obtained supramolecular hyaluronic acid emulsifier powder and the corresponding emulsion were subjected to performance tests, and the test results are as follows: Table 1

[0064] Example 14 A method for preparing an emulsion based on supramolecular hyaluronic acid emulsifier powder of Example 1 includes the following steps: Cetyl ethylhexanoate (7506), caprylic / capric triglyceride (gtcc), squalane, and polydimethylsiloxane were added to an oil pan and heated and stirred at 85°C and 350 rpm until completely dissolved. Then, supramolecular hyaluronic acid emulsifier powder from Example 1 was added, mixed evenly, and kept warm to obtain the oil phase. Add glycerin, 980 (carbomer), and water to an emulsifying vessel, heat at 85°C and 600 rpm and stir until completely dissolved to obtain the aqueous phase; Add the oil phase to the aqueous phase, homogenize at 2500 rpm for 5 min, and keep warm at 85℃ for 20 min; Then, the temperature was lowered to 55°C, arginine was added, and stirring and cooling continued. When the temperature reached 40°C, preservative (PE9010) was added. After the temperature dropped to room temperature, the finished emulsion was obtained. The emulsion contains, by mass percentage, 4% cetyl ethylhexanoate (7506), 3% caprylic / capric triglyceride (GTCC), 3% squalane, 1% polydimethylsiloxane, 5% glycerol, 0.3% 980 (carbomer), 1% supramolecular hyaluronic acid emulsifier powder from Example 1, 0.3% arginine, 0.5% preservatives, and the remainder is water.

[0065] The obtained emulsion was subjected to performance testing, and the test results are as follows: Table 2

[0066] Example 15 A method for preparing a cream based on supramolecular hyaluronic acid emulsifier powder from Example 1 includes the following steps: Cetyl ethylhexanoate (7506), caprylic / capric triglyceride (gtcc), squalane, cetearyl alcohol, and polydimethylsiloxane were added to an oil pan and heated and stirred at 85°C and 400 rpm until completely dissolved. The supramolecular hyaluronic acid emulsifier powder from Example 1 was added, mixed evenly, and kept warm to obtain the oil phase. Add glycerin and water to an emulsifying pot, heat and stir at 85°C and 500 rpm until completely dissolved to obtain the aqueous phase; Add the oil phase to the aqueous phase, homogenize at 3000 rpm for 2 min, add Clariant Aristoflex AVC, homogenize at 1200 rpm for 5 min, and keep warm at 85℃ for 20 min. Then, the temperature is lowered to 40°C, preservatives (PE9010) are added, and the finished cream is obtained after the temperature drops to room temperature. The cream contains, by weight percentage, 10% cetyl ethylhexanoate (7506), 7% caprylic / capric triglyceride (GTCC), 4.5% squalane, 1.5% hexadecyl alcohol, 2% polydimethylsiloxane, 3% glycerin, 0.5% Clariant Aristoflex AVC, 1.5% supramolecular hyaluronic acid emulsifier powder from Example 1, 0.5% preservatives, and the remainder is water.

[0067] The obtained cream was subjected to performance testing, and the test results are as follows: Table 3

[0068] Example 16 A method for preparing a cream based on supramolecular hyaluronic acid emulsifier powder from Example 1 includes the following steps: Add meadowfoam seed oil, caprylic / capric triglyceride (gtcc), squalane, cetearyl alcohol, polydimethylsiloxane, and shea butter to an oil pan, heat and stir at 85°C and 400 rpm until completely dissolved, add the supramolecular hyaluronic acid emulsifier powder from Example 1, mix evenly, keep warm, and obtain the oil phase; Add glycerin and water to an emulsifying pot, heat and stir at 85°C and 500 rpm until completely dissolved to obtain the aqueous phase; Add the oil phase to the aqueous phase, homogenize at 3000 rpm for 2 min, add Clariant Aristoflex AVC, homogenize at 1200 rpm for 5 min, and keep warm at 85℃ for 20 min. Then, the temperature is lowered to 40°C, preservative (PE9010) is added, and the finished cream is obtained after the temperature drops to room temperature. The cream, by weight percentage, contains: meadowfoam seed oil 5%, caprylic / capric triglyceride (GTCC) 8%, squalane 3%, cetearyl alcohol 2.5%, polydimethylsiloxane 2%, shea butter 3%, glycerin 3%, Clariant Aristoflex AVC 0.8%, supramolecular hyaluronic acid emulsifier powder from Example 1 2%, preservatives 0.5%, and the remainder is water.

[0069] The obtained frost was subjected to performance testing, and the test results are as follows: Table 4

[0070] Example 17 A method for preparing sunscreen based on supramolecular hyaluronic acid emulsifier powder of Example 1 includes the following steps: (1) First, add water to the beaker, add one-third of the 10% NaOH aqueous solution while stirring at 600 rpm, then add PBSA, add the remaining two-thirds of the 10% NaOH aqueous solution, stir at 600 rpm until dissolved and transparent, then add the other A phase raw materials, adjust the pH value to 7.0, heat to 85°C while stirring, until the material is completely dissolved; (2) Add phase B raw material to oil phase cup, heat to 85°C with stirring at 600 rpm, and stir until completely dissolved; (3) Add phase B to phase A and homogenize for 3-5 minutes; when the temperature drops to room temperature, add phase C raw material in sequence and stir for 15 minutes until the material is uniform. After passing the inspection, filter the material to obtain sunscreen. The raw materials and their proportions for phases A, B, and C are shown in Table 5 below: Table 5

[0071] Comparative Example 8 The emulsifiers in Example 1 of Example 17 were adjusted to glyceryl stearate (and) PEG-100 stearate, while other aspects remained the same as in Example 17, to obtain a sunscreen.

[0072] The obtained sunscreen was subjected to performance testing, and the test results are as follows: Table 6

[0073] Although the present invention has been disclosed above with reference to preferred embodiments, it is not intended to limit the present invention. Anyone skilled in the art can make various modifications and alterations without departing from the spirit and scope of the present invention. Therefore, the scope of protection of the present invention should be determined by the claims.

Claims

1. A method for preparing a supramolecular hyaluronic acid emulsifier, characterized in that, Includes the following steps: (1) Disperse hyaluronic acid and sodium fatty acid in a solvent to obtain a dispersion; (2) Add alcohol to the dispersion and stir at 25-60℃ for 3-15 h to obtain a homogeneous system; (3) The homogeneous system was subjected to vacuum distillation and drying to obtain supramolecular hyaluronic acid emulsifier powder.

2. The method according to claim 1, characterized in that, In step (1), the solvent is water or an aqueous solution of ethanol with a mass fraction of 40-60%.

3. The method according to claim 1, characterized in that, The mass ratio of hyaluronic acid, solvent, sodium fatty acid, and alcohol is 10-55:300-650:10-30:15-80.

4. The method according to claim 1, characterized in that, In step (2), the sodium fatty acid is one or more of sodium stearate, sodium linoleate, sodium palmitate, sodium myristate, sodium oleate, sodium cocoate, sodium laurylate, sodium palmitate, and sodium isostearate.

5. The method according to claim 1, characterized in that, In step (2), the alcohol is one or more of the following: butyloctanol, decanol, decyltetradecol, arachidonicol, hexyldecol, cetyl alcohol, cetearyl alcohol, polydimethylsiloxane alcohol, behenol, lanosterol, lanolin alcohol, coconut oil alcohol, stearyl alcohol, and palm oil alcohol.

6. The supramolecular hyaluronic acid emulsifier powder prepared by the method according to any one of claims 1-5.

7. The application of the supramolecular hyaluronic acid emulsifier powder according to claim 6 in the preparation of cosmetics or pharmaceuticals.

8. A cosmetic product, characterized in that, It uses the supramolecular hyaluronic acid emulsifier powder as described in claim 6.

9. A method for improving the stability and sun protection properties of an emulsion, characterized in that, It uses the supramolecular hyaluronic acid emulsifier powder as described in claim 6.

10. A method for enhancing the SPF value of a sunscreen agent, characterized in that, It uses the supramolecular hyaluronic acid emulsifier powder as described in claim 6.

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