Skin surface moisturizer and water-light spray
By designing a hydrophilic-hydrophobic macromolecular star-shaped polyol, the problem of poor occlusion and moisture absorption effects of existing moisturizers was solved, achieving a balance between occlusion and moisture absorption on the skin surface, thus improving the moisturizing effect and stability of the water-light spray.
Patent Information
- Application Number
- CN202511566221.X
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-10-30
- Publication Date
- 2026-02-06
AI Technical Summary
Existing moisturizers cannot simultaneously achieve both occlusive and hygroscopic effects. Occlusives have poor breathability and can easily cause skin problems, while hygroscopics lose moisture in cold and dry environments, leading to dry skin. Furthermore, the molecular structures of occlusives and hygroscopics are very different and have poor compatibility.
We designed hydrophilic-hydrophobic macromolecular star-shaped polyols, synthesized the central core and side arm structures through hydrosilylation reactions, and combined them with platinum complex catalysis to prepare polyols with both sealing and hygroscopic functions for use in water-light spray compositions.
It forms an oil film on the skin surface to seal in moisture while absorbing moisture from the environment, thus improving moisturizing effect and stability, making it suitable for use as a water-light spray.
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Figure CN121471252A_ABST
Abstract
Description
Technical Field
[0001] This invention belongs to the field of cosmetic technology, and relates to a star-shaped polyol and its preparation method and application, as well as a corresponding water-light spray composition and its preparation method and application. Background Technology
[0002] Moisture in the stratum corneum keeps the skin hydrated and healthy. Insufficient moisture in the stratum corneum can cause dry skin. Skin moisture is often bound to the stratum corneum as bound water. Various substances that maintain moisture in the stratum corneum are collectively called skin moisturizers. According to their moisturizing mechanism, moisturizers can be divided into two main categories: occlusives and humectants. Occlusives are non-polar lipids that form a thin, hydrophobic oil film on the skin surface. This film prevents moisture evaporation from the skin, achieving a moisturizing effect. The disadvantage of occlusives is that the oil film they form has poor breathability, which can easily induce skin problems such as acne and pimples after use. Commonly used occlusives include mineral oil and petrolatum. Mineral oil is a mixture of liquid hydrocarbons obtained by hydrogen refining in the petroleum industry. It is mainly a mixture of saturated cycloalkanes and alkanes. Its low molecular weight makes it easy to evaporate, which makes it difficult for the oil film formed on the skin surface to last long, resulting in short moisturizing time and unsatisfactory moisturizing effect. Vaseline is a semi-liquid mixture of saturated hydrocarbons obtained by petroleum fractionation. At room temperature, it is between a solid and a liquid and is difficult to flow. Therefore, Vaseline is not easy to apply evenly to the skin and does not easily form a uniform oil film on the skin.
[0003] Another type of humectant is a substance with a chemical structure similar to the natural moisturizing factors in the epidermis and human proteins and polysaccharides. Humectants themselves readily absorb water. Applying these water-absorbing substances to the skin's surface allows it to absorb moisture from the environment, maintaining the skin's moisture balance. Commonly used humectants include glycerin, sorbitol, chitosan, sodium hyaluronate, and various isomers of sugars. A drawback of using humectants is that in cold, dry climates, or windy autumn and winter seasons, applying these water-absorbing substances can cause them to draw moisture from deeper layers of the skin. This absorbed moisture is then lost through evaporation from the epidermis, making the skin even drier.
[0004] Based on experience in formulating cosmetic products, several moisturizers are usually selected for compound use. However, the molecular structures of occlusive agents and humectants are very different and their compatibility is poor. As formulation components, they are not compatible and are difficult to use in the same formulation at the same time. It is difficult to balance the moisturizing effect on the skin. Based on this problem, this invention starts from the perspective of molecular structure design and designs a hydrophilic-hydrophobic macromolecular moisturizer that takes into account both the occlusive effect and the humectant effect of moisturizer. Summary of the Invention
[0005] To address the shortcomings of existing technologies, the technical problem to be solved by this invention is to design a hydrophilic-hydrophobic macromolecular moisturizer that simultaneously achieves both the occlusive and moisture-absorbing effects of the moisturizer, while also being soluble in water and capable of being processed into a water-light spray that can be applied to the skin surface via spraying.
[0006] To achieve the above-mentioned technical objectives, the technical solution adopted by the present invention is as follows:
[0007] In a first aspect, a star-shaped polyol includes a hydrophobic central core and at least three side arms, the side arms being sequentially connected to the central core of a polysiloxane, wherein the hydrophobic central core contains at least one Si-O bond and the side arms contain at least one hydroxyl group.
[0008] Preferably, the hydrophobic central core of the star-shaped polyol is: or Any one of them.
[0009] Preferably, the side arm is selected from: or Any one of them.
[0010] Preferably, the molecular structural formula of the star-shaped polyol is: , , or Any one of them.
[0011] Secondly, the method for preparing the star-shaped polyol described above includes: performing a hydrosilylation reaction between a vinyl monomer containing vinyl groups and other reactive functional groups and a central core containing silane bonds to obtain an intermediate product, and then reacting the intermediate product with diethanolamine to obtain the final star-shaped polyol.
[0012] Preferably, the other reactive functional groups include isocyanate groups or epoxy groups; more preferably, the vinyl monomer is selected from any one of 3-isopropyl-dimethylbenzyl isocyanate (TMI) or allyl glycidyl ether (AGE).
[0013] Preferably, the central nucleus containing silane bonds is selected from: cyclic or linear hydrogen-containing silanes containing at least 3 silane bonds; more preferably, the central nucleus containing silane bonds is selected from: methyltris(dimethylsiloxane)silane (T3H) or 2,4,6,8-tetramethylcyclotetrasiloxane (D4H).
[0014] Furthermore, in the hydrosilylation reaction, the molar ratio of the silane group (Si-H) of the central core to the vinyl group (C=C) of the vinyl monomer is 1:(1.1-1.3), preferably, the molar ratio of the silane group (Si-H) of the central core to the vinyl group (C=C) of the vinyl monomer is 1:1.2.
[0015] Furthermore, in the hydrosilylation reaction, a platinum complex is also required as a catalyst;
[0016] The platinum complex is selected from one or more combinations of platinum-isopropanol complex catalysts, platinum-ene complex catalysts, platinum-phosphine amine complex catalysts, and platinum-(N-heterocyclic carbene) complexes. Preferably, the hydrosilylation catalyst is selected from platinum-ene complex catalysts; more preferably, the hydrosilylation catalyst is selected from platinum-divinyltetramethyldisiloxane complexes.
[0017] Preferably, in the hydrosilylation reaction, the amount of platinum complex is 0.5 wt% of the total amount of reactants.
[0018] Further, the molar ratio of the silane group (Si-H) of the central core to the active hydrogen (NH) of diethanolamine is 1:(1.2-1.4); preferably, the molar ratio of the silane group (Si-H) of the central core to the active hydrogen (NH) of diethanolamine is 1:1.3.
[0019] Furthermore, after the hydrosilylation reaction is completed, excess unreacted vinyl monomers are removed by vacuum distillation.
[0020] Furthermore, after the reaction between diethanolamine and the intermediate product is completed, excess unreacted diethanolamine is removed by vacuum distillation.
[0021] Furthermore, either nitrogen or an inert gas is continuously introduced during the hydrosilylation reaction.
[0022] Thirdly, the use of the star-shaped polyols mentioned above as skin surface moisturizers.
[0023] Fourthly, a water-light spray composition includes: the star-shaped polyol, p-hydroxyacetophenone, diol, a hygroscopic agent with a molecular weight of less than 200, and deionized water as described above;
[0024] The diol is selected from C3-C6 diols, namely one or more of propylene glycol, butanediol, pentanediol and hexanediol;
[0025] Hygroscopic agents with a molecular weight of less than 200 are selected from one or more of glycerol, lactic acid and its salts, pyrrolidone carboxylic acid and its salts, urea, erythritol, xylitol, rhamnose, mannose and sorbitol;
[0026] Furthermore, to improve the anti-corrosion effect of the water-light spray, a preservative is added to the water-light spray composition, wherein the preservative is selected from one or more of phenoxyethanol, benzoic acid and its salts, and sorbic acid and its salts;
[0027] Furthermore, from a cost perspective, polyols or yeast extracts with a molecular weight higher than 200 can be added to the water-light spray composition, and the star-shaped polyols mentioned above can be compounded with polyols or yeast extracts with a molecular weight higher than 200.
[0028] Among them, the polyols with a molecular weight higher than 200 are selected from natural polysaccharides. Preferably, the natural polysaccharides are selected from one or more of trehalose, raffinose and maltotetraose.
[0029] Furthermore, the water-light spray composition comprises, by weight percentage: 10-20% of the star-shaped polyol described above, 1-10% of p-hydroxyacetophenone, 5-15% of diol, 1-5% of a hygroscopic agent with a molecular weight of less than 200, and deionized water to make up to 100%;
[0030] And / or, the above-mentioned star-shaped polyol 10-20%, p-hydroxyacetophenone 1-10%, diol 5-15%, hygroscopic agent with a molecular weight of less than 200 1-5%, preservative 1-5%, and deionized water to make up to 100%;
[0031] And / or, the above-mentioned star-shaped polyol 10-20%, polyol with a molecular weight higher than 200 or yeast extract 1-10%, p-hydroxyacetophenone 1-10%, diol 5-15%, hygroscopic agent with a molecular weight lower than 200 1-5%, preservative 1-5%, and deionized water to make up to 100%.
[0032] Fifthly, in the preparation method of the above-mentioned water-light spray composition, the star-shaped polyol is premixed with water and stirred, and then the remaining formulation components are added and mixed and stirred.
[0033] Preferably, the star-shaped polyol is premixed with water and stirred at 800-1500 rpm for 10-30 min, then the remaining components are added and stirred at 500-1000 rpm for 10-60 min.
[0034] And / or, premix star-shaped polyols, polyols with a molecular weight greater than 200, or yeast extracts with water, stir, and then add the remaining formulation components for mixing and stirring.
[0035] Preferably, star-shaped polyols, polyols with a molecular weight greater than 200, or yeast extracts are premixed with water and stirred at 800-1500 rpm for 10-30 min. Then, the remaining components are added and stirred at 500-1000 rpm for 10-60 min.
[0036] Sixthly, the use of the above-described water-light spray composition for surface moisturizing of the skin.
[0037] The beneficial effects of this invention are as follows: First, a star-shaped polyol with both hygroscopic and occlusive functions is synthesized. The central core structure of the molecule is a silane containing Si-O bonds, which is highly hydrophobic and can form an oil film on the skin surface, thereby playing an occlusive role. Each side arm of the polyol contains multiple hydroxyl groups, which have water absorption properties and provide higher water solubility, which is beneficial to the solubility of the star-shaped polyol in water. At the same time, it has better thermal stability, freeze-thaw stability and centrifugal stability, and has good compatibility with other high molecular weight hygroscopic agents or low molecular weight alcohol solvents, making it suitable for use as a moisturizer in water-light sprays. Attached Figure Description
[0038] Figure 1 The ATR-FTIR spectrum of the star-shaped polyol prepared in Example 1 is shown.
[0039] Figure 2 The ATR-FTIR spectrum of the star-shaped polyol prepared in Example 3 is shown. Detailed Implementation
[0040] The present invention will be further illustrated below with reference to specific embodiments. It should be understood that these embodiments are for illustrative purposes only and are not intended to limit the scope of the invention. Furthermore, it should be understood that after reading the teachings of this invention, those skilled in the art can make various alterations or modifications to the invention, and these equivalent forms also fall within the scope defined by the appended claims.
[0041] It should be noted that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to limit the scope of exemplary embodiments according to the invention. As used herein, the singular form is intended to include the plural form as well, unless the context clearly indicates otherwise. Furthermore, it should be understood that when the terms "comprising" and / or "including" are used in this specification, they indicate the presence of features, steps, operations, devices, components, and / or combinations thereof.
[0042] Unless otherwise specified, the experimental conditions used in the examples are generally in accordance with conventional conditions in the art or the conditions recommended by the reagent company. Unless otherwise specified, the materials and reagents used in the examples can be purchased commercially.
[0043] Example 1
[0044] Preparation of star-shaped polyols: 3-Isopropyl-dimethylbenzyl isocyanate (TMI, purchased from American Polymer Co., Ltd.) containing vinyl groups was used as a raw material. Cyanamid was subjected to vacuum distillation under continuous nitrogen protection. The fraction was collected at 125-128 °C / 13 torr for subsequent reactions. 72.45 g (0.36 mol) of TMI and 26.86 g (0.1 mol) of methyltris(dimethylsiloxane)silane (T3H) containing silane-hydrogen bonds were added to a three-necked flask, controlling the molar ratio of silane-hydrogen groups (Si-H) to vinyl groups (C=C) at 1:1.2. Then, 0.5 wt% of a platinum-divinyltetramethyldisiloxane catalyst was added to the three-necked flask. The reaction mixture was then continuously mechanically stirred and protected with nitrogen. No solvent was required during the reaction. The reaction temperature was controlled at 70 °C, and the reaction time was 48 hours. After the reaction, unreacted TMI monomers were removed by vacuum distillation at 60 °C / 0.8 torr, finally yielding the hydrosilylation product T3-TMI. The structure of T3-TMI is as follows:
[0045] Using the above product T3-TMI as a reactant, 41.00 g (0.39 mol) of diethanolamine was added to a three-necked flask. The reaction temperature was controlled at 45-50 °C and the reaction time was 4 hours. After the reaction was completed, the unreacted diethanolamine was removed by vacuum distillation at 90 °C / 0.8 torr to obtain the star-shaped polyol prepared in Example 1.
[0046] Characterization of the star-shaped polyol prepared in Example 1 included 1H NMR and 1C NMR.
[0047] Among them, the nuclear magnetic hydrogen spectrum 1H NMR (CDCl3, 400 MHz): δ 0.01-0.11 (18H, 0.06 (s), 0.06 (s)), 0.49 (3H, s), 0.80-0.92 (6H, 0.86 (d, J = 10.07 Hz), 0.86 (d, J = 10.07 Hz), 0.86 (d, J = 10.07 Hz), 0.86 (d, J = 10.07 Hz)), 1.05-1.17 (9H, 1.11 (d, J = 6.97 Hz), 1.11 (d, J = 6.97 Hz)), 1.63-1.73 (18H, 1.68 (s), 1.68 (s), 1.68 (s), 1.68 (s), 1.68 (s), 2.96-3.16 (3H, 3.06 (ddq, J = 10.07, 10.07, 6.97 Hz),3.06 (ddq, J = 10.07, 10.07, 6.97 Hz)), 3.42-3.68 (24H, 3.49 (dd, J = 6.17, 6.17 Hz), 3.49 (dd, J = 6.17, 6.17 Hz), 3.49 (dd, J = 6.17, 6.17 Hz), 3.49 (dd, J = 6.17, 6.17 Hz), 3.62 (dd, J = 6.17, 6.17 Hz), 3.62 (dd, J = 6.17, 6.17 Hz), 3.62 (dd, J = 6.17, 6.17 Hz), 3.62 (dd, J = 6.17, 6.17 Hz)), 4.35(br.,6H), 6.62-6.73 (3H, 6.68 (ddd, J = 1.54, 1.44, 0.54 Hz), 6.68 (ddd, J =1.54, 1.44, 0.54 Hz)), 6.85-6.98 (3H, 6.91 (ddd, J = 8.03, 2.43, 1.44 Hz), 6.91 (ddd, J = 8.03, 2.43, 1.44 Hz)), 7.06-7.19 (3H, 7.13 (ddd, J = 7.98, 2.43, 1.54 Hz), 7.13 (ddd, J = 7.98, 2.43, 1.54 Hz)), 7.22-7.36 (3H, 7.29(ddd, J = 8.03, 7.98, 0.54 Hz), 7.29 (ddd, J = 8.03, 7.98, 0.54 Hz).
[0048] Carbon NMR 13 C NMR (CDCl3, 100 MHz): δ -0.93 (1C, s), 0.55-0.65 (6C, 0.60(s), 0.60 (s)), 21.05-21.15 (3C, 21.10 (s), 21.10 (s)), 21.95-22.05 (3C,22.00 (s), 22.00 (s)), 28.59-28.69 (6C, 28.64 (s), 28.64 (s), 28.64 (s),28.64 (s)), 39.45-39.55 (3C, 39.50 (s), 39.50 (s)), 53.56-53.66 (6C, 53.61(s), 53.61 (s)), 56.21-56.31 (3C, 56.26 (s), 56.26 (s)), 61.95-62.05 (6C,62.00 (s), 62.00 (s)), 127.55-127.65 (3C, 127.60 (s), 127.60 (s)), 128.95-129.05 (3C, 129.00 (s), 129.00 (s)), 129.30-129.40 (3C, 129.35 (s), 129.35(s)), 129.51-129.61 (3C, 129.56 (s), 129.56 (s)), 131.55-131.65 (3C, 131.60 (s), 131.60 (s)), 148.45-148.55 (3C, 148.50 (s), 148.50 (s)), 157.40-157.50 (3C, 157.45 (s), 157.45 (s)).
[0049]
[0050] Example 2
[0051] Preparation of star-shaped polyol: 96.60 g (0.48 mol) of TMI and 24.05 g (0.1 mol) of 2,4,6,8-tetramethylcyclotetrasiloxane (D4H) containing silane bonds were added to a three-necked flask. The molar ratio of silane group (Si-H) to vinyl group (C=C) was controlled at 1:1.2. Then, 0.5 wt% of a platinum-divinyltetramethyldisiloxane catalyst was added to the three-necked flask. The reaction mixture was then continuously mechanically stirred and protected with a nitrogen flow. No solvent was required during the reaction. The reaction temperature was controlled at 70 °C, and the reaction time was 48 hours. After the reaction, unreacted TMI monomers were removed by vacuum distillation at 60 °C / 0.8 torr to obtain the hydrosilylation product D4-TMI. The structure of D4-TMI is as follows:
[0052]
[0053] Using the above product D4-TMI as a reactant, 54.67 g (0.52 mol) of diethanolamine was added to a three-necked flask. The reaction temperature was controlled at 45-50 °C, and the reaction time was 4 hours. After the reaction was completed, the unreacted diethanolamine was removed by vacuum distillation at 90 °C / 0.8 torr to obtain the star-shaped polyol prepared in Example 2.
[0054]
[0055] Example 3
[0056] Preparation of star-shaped polyols: Allyl glycidyl ether (AGE, purchased from Jiangsu Boste Chemical Co., Ltd.), containing vinyl groups, was subjected to vacuum distillation under continuous nitrogen protection. The fraction was collected at 94-98℃ / 13 torr for subsequent reactions. 41.10 g (0.36 mol) of AGE and 26.86 g (0.1 mol) of methyltris(dimethylsiloxane)silane (T3H) containing silane-hydrogen bonds were added to a three-necked flask, controlling the molar ratio of silane-hydrogen groups (Si-H) to vinyl groups (C=C) at 1:1.2. Then, 0.5 wt% of a platinum-divinyltetramethyldisiloxane catalyst was added to the three-necked flask. The reaction mixture was then continuously mechanically stirred and protected with nitrogen. No solvent was required during the reaction. The reaction temperature was controlled at 85℃, and the reaction time was 24 hours. After the reaction was completed, the mixture was cooled at 50℃ / 0.8 wt%. Unreacted AGE monomers were removed by vacuum distillation under torr, ultimately yielding the hydrosilylation product T3-AGE.
[0057]
[0058] Using the above product T3-AGE as a reactant, 40.95 g (0.39 mol) of diethanolamine was added to a three-necked flask. The reaction temperature was controlled at 40-45 °C and the reaction time was 3 hours. After the reaction was completed, the unreacted diethanolamine was removed by vacuum distillation at 90 °C / 0.8 torr to obtain the star-shaped polyol prepared in Example 3.
[0059] Characterization of the star-shaped polyol prepared in Example 3 included 1H NMR and 1C NMR.
[0060] Among them, the hydrogen nuclear magnetic spectrum 1H NMR (CDCl3, 400 MHz): δ 0.01-0.11 (18H, 0.06 (s), 0.06(s)), 0.47 (3H, s), 0.65-0.79 (6H, 0.72 (dd, J = 7.57, 7.57 Hz), 0.72 (dd, J = 7.57, 7.57 Hz), 0.72 (dd, J = 7.57, 7.57 Hz), 0.72 (dd, J = 7.57, 7.57Hz)), 1.71-1.89 (6H, 1.80 (dddd, J = 7.57, 7.57, 7.50, 7.50 Hz), 1.80 (dddd, J = 7.57, 7.57, 7.50, 7.50 Hz), 1.80 (dddd, J = 7.57, 7.57, 7.50, 7.50 Hz), 1.80 (dddd, J = 7.57, 7.57, 7.50, 7.50 Hz)), 2.76-2.92 (18H, 2.82 (d, J =4.90 Hz), 2.82 (d, J = 4.90 Hz), 2.82 (d, J = 4.90 Hz), 2.82 (d, J = 4.90Hz), 2.86 (dd, J = 2.67, 2.67 Hz), 2.86 (dd, J = 2.67, 2.67 Hz), 2.86 (dd, J = 2.67, 2.67 Hz), 2.86 (dd, J = 2.67, 2.67 Hz)), 3.31-3.60 (24H, 3.37 (dd, J= 7.50, 7.50 Hz), 3.37 (dd, J = 7.50, 7.50 Hz), 3.37 (dd, J = 7.50, 7.50 Hz),3.37 (dd, J = 7.50, 7.50 Hz), 3.50 (d, J = 5.29 Hz), 3.50 (d, J = 5.29 Hz),3.50 (d, J = 5.29 Hz), 3.50 (d, J = 5.29 Hz), 3.54 (dd, J = 2.67, 2.67 Hz),3.54 (dd, J = 2.67, 2.67 Hz), 3.54 (dd, J = 2.67, 2.67 Hz), 3.54 (dd, J =2.67, 2.67 Hz)), 3.77-3.93 (3H, 3.85 (dddd, J = 5.29, 5.29, 4.90, 4.90 Hz), 3.85 (dddd, J = 5.29, 5.29, 4.90, 4.90 Hz)), 4.30 (br.,9H). .
[0061] Carbon NMR 13 C NMR (CDCl3, 100 MHz): δ -0.93 (1C, s), 0.19-0.29 (6C, 0.24(s), 0.24 (s)), 17.74-17.84 (3C, 17.79 (s), 17.79 (s)), 25.45-25.55 (3C,25.50 (s), 25.50 (s)), 55.84-55.94 (6C, 55.89 (s), 55.89 (s)), 56.80-56.90 (3C, 56.85 (s), 56.85 (s)), 59.42-59.52 (6C, 59.47 (s), 59.47 (s)), 65.25-65.35 (3C, 65.30 (s), 65.30 (s)), 70.89-70.99 (3C, 70.94 (s), 70.94 (s)), 72.45-72.55 (3C, 72.50 (s), 72.50 (s)).
[0062]
[0063] Example 4
[0064] Preparation of star-shaped polyols: 54.80 g (0.48 mol) of AGE and 24.05 g (0.1 mol) of 2,4,6,8-tetramethylcyclotetrasiloxane (D4H) containing silane bonds were added to a three-necked flask. The molar ratio of silane group (Si-H) to vinyl group (C=C) was controlled at 1:1.2. Then, 0.5 wt% of a platinum-divinyltetramethyldisiloxane catalyst was added to the three-necked flask. The reaction mixture was then continuously mechanically stirred and protected with a nitrogen flow. No solvent was required during the reaction. The reaction temperature was controlled at 85 °C and the reaction time was 24 hours. After the reaction was completed, the unreacted AGE monomers were removed by vacuum distillation at 50 °C / 0.8 torr to finally obtain the hydrosilylation product D4-AGE.
[0065]
[0066] Using the above product D4-AGE as a reactant, 54.67 g (0.52 mol) of diethanolamine was added to a three-necked flask. The reaction temperature was controlled at 40-45 °C, and the reaction time was 3 hours. After the reaction was completed, the unreacted diethanolamine was removed by vacuum distillation at 90 °C / 0.8 torr to obtain the star-shaped polyol prepared in Example 4.
[0067]
[0068] Example 5
[0069] The composition of the water-light spray, by weight percentage, is as follows: 17% of the star-shaped polyol prepared in Example 1, 2% of glycerol, 3.5% of 1,3-butanediol, 3.5% of propylene glycol, 1.5% of phenoxyethanol, 4.5% of p-hydroxyacetophenone, 1% of potassium sorbate, and the remainder is made up to 100% with deionized water.
[0070] To prepare the water-light spray, the star-shaped polyol in the above formula is premixed with water and stirred at 1000 rpm for 15 minutes. Then, the remaining components are added to the mixture according to the formula amount, and the mixture is stirred continuously at 600 rpm for 30 minutes. After that, the mixture is discharged, filtered, and packaged to obtain the water-light spray.
[0071] Example 6
[0072] The composition of the water-light spray, by weight percentage, is as follows: 12.5% of the star-shaped polyol prepared in Example 1, 1.5% of glycerol, 5% of α,α-trehalose, 2.5% of 1,3-butanediol, 2.5% of 1,2-pentanediol, 1.5% of phenoxyethanol, 5.5% of p-hydroxyacetophenone, 1% of potassium sorbate, and the remainder is made up to 100% with deionized water.
[0073] For the preparation of the water-light spray, the star-shaped polyol and α,α-trehalose in the above formula are premixed with water and stirred at 1000 rpm for 15 minutes. The remaining operations are the same as in Example 5.
[0074] Example 7
[0075] The composition of the water-light spray, by weight percentage, is as follows: 17% of the star-shaped polyol prepared in Example 2, 2% of glycerol, 3.5% of 1,3-butanediol, 3.5% of propylene glycol, 1.5% of phenoxyethanol, 4.5% of p-hydroxyacetophenone, 1% of potassium sorbate, and the remainder is made up to 100% with deionized water.
[0076] The preparation method for the water-light spray is the same as in Example 5.
[0077] Example 8
[0078] The composition of the water-light spray, by weight percentage, is as follows: 12.5% of the star-shaped polyol prepared in Example 2, 1.5% of glycerol, 5% of maltotetrasaccharide (G4), 2.5% of 1,3-butanediol, 2.5% of 1,2-pentanediol, 1.5% of phenoxyethanol, 5.5% of p-hydroxyacetophenone, 1% of potassium sorbate, and the remainder is made up to 100% with deionized water.
[0079] For the preparation of the water-light spray, the star-shaped polyol and maltotetrasaccharide in the above formula are premixed with water and stirred at 1000 rpm for 15 minutes. The remaining operations are the same as in Example 5.
[0080] Example 9
[0081] The composition of the water-light spray, by weight percentage, is as follows: 17% of the star-shaped polyol prepared in Example 3, 2% of glycerol, 3.5% of 1,3-butanediol, 3.5% of propylene glycol, 1.5% of phenoxyethanol, 4.5% of p-hydroxyacetophenone, 1% of potassium sorbate, and the remainder is made up to 100% with deionized water.
[0082] The preparation method for the water-light spray is the same as in Example 5.
[0083] Example 10
[0084] The composition of the water-light spray, by weight percentage, is as follows: 12.5% of the star-shaped polyol prepared in Example 3, 1.5% of glycerol, 5% of α,α-trehalose, 2.5% of 1,3-butanediol, 2.5% of 1,2-pentanediol, 1.5% of phenoxyethanol, 5.5% of p-hydroxyacetophenone, 1% of potassium sorbate, and the remainder is made up to 100% with deionized water.
[0085] The preparation method for the water-light spray is the same as in Example 5.
[0086] Example 11
[0087] The composition of the water-light spray, by weight percentage, is as follows: 17% of the star-shaped polyol prepared in Example 4, 2% of glycerol, 3.5% of 1,3-butanediol, 3.5% of propylene glycol, 1.5% of phenoxyethanol, 4.5% of p-hydroxyacetophenone, 1% of potassium sorbate, and the remainder is made up to 100% with deionized water.
[0088] The preparation method for the water-light spray is the same as in Example 5.
[0089] Example 12
[0090] The composition of the water-light spray, by weight percentage, is as follows: 12.5% of the star-shaped polyol prepared in Example 4, 1.5% of glycerol, 5% of maltotetrasaccharide (G4), 2.5% of 1,3-butanediol, 2.5% of 1,2-pentanediol, 1.5% of phenoxyethanol, 5.5% of p-hydroxyacetophenone, 1% of potassium sorbate, and the remainder is made up to 100% with deionized water.
[0091] The preparation method for the water-light spray is the same as in Example 8.
[0092] Comparative Example 1
[0093] The composition of the water-light spray, by weight percentage, is as follows: sodium hyaluronate 17%, glycerin 2%, 1,3-butanediol 3.5%, propylene glycol 3.5%, phenoxyethanol 1.5%, p-hydroxyacetophenone 4.5%, potassium sorbate 1%, and the remainder is made up to 100% with deionized water.
[0094] For the preparation of the water-light spray, the sodium hyaluronate in the above formula is premixed with water and stirred at 1000 rpm for 15 minutes. The remaining operations are the same as in Example 5.
[0095] Comparative Example 2
[0096] The composition of the water-light spray, by weight percentage, is as follows: sodium hyaluronate 12.5%, glycerin 1.5%, maltotetrasaccharide (G4) 5%, 1,3-butanediol 2.5%, propylene glycol 2.5%, phenoxyethanol 1.5%, p-hydroxyacetophenone 5.5%, potassium sorbate 1%, and the remainder is made up to 100% with deionized water.
[0097] For the preparation of the water-light spray, the sodium hyaluronate, maltodextrose and water in the above formula are premixed and stirred at 1000 rpm for 15 minutes. The remaining operations are the same as in Example 5.
[0098] Comparative Example 3
[0099] The composition of the water-light spray, by weight percentage, is: 17% fatty alcohol mixture (C16-C20), 2% glycerin, 3.5% 1,3-butanediol, 3.5% 1,2-pentanediol, 1.5% phenoxyethanol, 4.5% p-hydroxyacetophenone, 1% potassium sorbate, and the remainder is made up to 100% with deionized water.
[0100] For the preparation of the water-light spray, the fatty alcohol mixture in the above formula is premixed with water and stirred at 1000 rpm for 15 minutes. The remaining operations are the same as in Example 5.
[0101] Test section
[0102] Structural characterization: Attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR) was performed on the products of Examples 1 and 3, and the results are as follows: Figure 1 , 2 As shown.
[0103] Moisturizing rate test: The moisturizing performance of the water-light sprays prepared in Examples 5-12 and Comparative Examples 1-3 was tested. Samples were accurately weighed and placed in weighing dishes, then placed in desiccators containing saturated ammonium sulfate solution at 80% humidity at a constant temperature of 20±0.5℃ for 5 days to absorb moisture. The samples were then quickly placed in a silica gel desiccator at an ambient temperature of 25±0.5℃. The mass of the samples was measured at 6h, 12h, and 24h. The moisturizing rate was calculated based on the mass change, and the moisturizing effect was evaluated by measuring the sample moisturizing rate. The moisturizing rate was calculated using the following formula:
[0104] Moisture retention rate = [(mass of the sample after a certain period of time - initial mass of the sample) / initial mass of the sample] × 100%
[0105] The stability of the water-light spray was tested on the water-light spray samples prepared in Examples 5-12 and Comparative Examples 1-3, specifically the thermal stability, freeze-thaw stability and centrifugal stability.
[0106] Thermal stability: The sample was placed in a constant temperature incubator at (40±1℃) for 7 days. After being taken out and allowed to return to room temperature, the sample was observed for discoloration, layering, precipitation, etc., to determine the thermal stability of the sample.
[0107] Freeze-thaw stability: The sample was placed in a refrigerator at (-5±1℃) for 7 days. After being taken out and allowed to return to room temperature, the sample was observed for discoloration, layering, precipitation, etc., to determine the freeze-thaw stability of the sample.
[0108] Centrifugation stability: Place the sample in a centrifuge and centrifuge at (2000-4000) r / min for 30 min. Then take it out and observe the separation and stratification of the sample.
[0109] The moisturizing rate and stability test results of the water-light spray samples prepared in Examples 5-12 and Comparative Examples 1-3 are listed in Table 1. The data comparison in Table 1 shows that the water-light spray using the star-shaped polyol prepared in Examples 1-4 in Examples 5-12 has a better moisturizing effect, with a significantly higher moisturizing rate within 6-24 hours. Simultaneously, the skin surface moisturizer has excellent solubility in aqueous solution, and its molecular structure is hydrophobic at the core but hydrophilic on the outer side arms. Each hydrophilic side arm contains multiple hydroxyl groups to provide water solubility. The hydroxyl groups on the side arms of the moisturizer prepared in Examples 1-4 can adsorb water molecules through hydrogen bonding, and the hydrophobic core can form a hydrophobic oil film on the skin surface, thereby simultaneously achieving the functions of a conventional occlusive agent and a humectant, resulting in a better moisturizing effect.
[0110] Comparative Examples 1 and 2 used conventional hygroscopic agent sodium hyaluronate instead of the star-shaped polyols prepared in Examples 1-4. The resulting water-light sprays lacked the blocking effect of non-polar hydrophobic segments, and their moisturizing effect was significantly lower than that of Examples 5-12.
[0111] Comparative Example 3 used a mixture of C16-C20 fatty alcohols that have both hygroscopic and sealing effects. The non-polar long carbon chains in the mixture also have a sealing effect, which can form an oil film to prevent water evaporation. However, the corresponding water solubility is poor, and it is easily emulsified in aqueous solution. Therefore, in the heat resistance, freeze-thaw resistance and centrifugal stability tests, the appearance becomes cloudy, precipitates or separates.
[0112] Table 1
[0113]
[0114] Finally, it should be noted that the above description is merely a preferred embodiment of the present invention and is not intended to limit the present invention. Although the present invention has been described in detail with reference to the foregoing embodiments, those skilled in the art can still modify the technical solutions described in the foregoing embodiments or make equivalent substitutions for some of them. Any modifications, equivalent substitutions, improvements, etc., made within the spirit and principles of the present invention should be included within the protection scope of the present invention. Although the specific embodiments of the present invention have been described above, they are not intended to limit the protection scope of the present invention. Those skilled in the art should understand that various modifications or variations that can be made by those skilled in the art without creative effort based on the technical solutions of the present invention are still within the protection scope of the present invention.
Claims
1. A star-shaped polyol, characterized in that, It includes a hydrophobic central core and at least three side arms, which are sequentially connected to the central core of the polysiloxane. The hydrophobic central core contains at least one Si-O bond, and the side arms contain at least one hydroxyl group.
2. The method for preparing the star-shaped polyol as described in claim 1, characterized in that, Vinyl monomers containing vinyl groups and other reactive functional groups undergo hydrosilylation reaction with a central core containing silane-hydrogen bonds to obtain an intermediate product. The intermediate product is then reacted with diethanolamine to obtain the final star-shaped polyol. The other reactive functional groups include: isocyanate group or epoxy group; The central nucleus containing silane-hydrogen bonds is selected from: cyclic or linear hydrogen-containing silanes containing at least 3 silane-hydrogen bonds.
3. The method for preparing the star-shaped polyol according to claim 2, characterized in that, In the hydrosilylation reaction, the molar ratio of the silane group (Si-H) of the central core to the vinyl group (C=C) of the vinyl monomer is 1:(1.1-1.3); And / or, the molar ratio of the silane group (Si-H) of the central core to the active hydrogen (NH) of diethanolamine is 1:(1.2-1.4); And / or, in hydrosilylation reactions, platinum complexes are required as catalysts; The platinum complex is selected from one or more combinations of platinum-isopropanol complex catalysts, platinum-ene complex catalysts, platinum-phosphine amine complex catalysts, and platinum-(N-heterocyclic carbene) complexes. And / or, in hydrosilylation reactions, the amount of platinum complex used is 0.5 wt% of the total amount of reactants.
4. The method for preparing the star-shaped polyol according to claim 2, characterized in that, Excess unreacted vinyl monomers were removed by vacuum distillation after the hydrosilylation reaction was completed. And / or, after the reaction of diethanolamine with the intermediate product is complete, excess unreacted diethanolamine may be removed by vacuum distillation; And / or, during the hydrosilylation reaction, either nitrogen or an inert gas is continuously introduced.
5. The use of a star-shaped polyol as described in claim 1, characterized in that, The use of star-shaped polyols as skin surface moisturizers.
6. A water-light spray composition, characterized in that, The water-light spray composition comprises: the star-shaped polyol as described in claim 1, p-hydroxyacetophenone, diol, a hygroscopic agent with a molecular weight of less than 200, and deionized water; The diol is selected from C3-C6 diols, namely one or more of propylene glycol, butanediol, pentanediol and hexanediol; Hygroscopic agents with a molecular weight of less than 200 are selected from one or more of glycerol, lactic acid and its salts, pyrrolidone carboxylic acid and its salts, urea, erythritol, xylitol, rhamnose, mannose and sorbitol.
7. The water-light spray composition according to claim 6, characterized in that, The water-light spray composition includes a preservative, which is selected from one or more of phenoxyethanol, benzoic acid and its salts, and sorbic acid and its salts; And / or, the water-light spray composition includes a polyol with a molecular weight greater than 200 or a yeast extract, wherein the polyol with a molecular weight greater than 200 is selected from natural polysaccharides.
8. The water-light spray composition according to claim 6, characterized in that, The water-light spray composition comprises, by weight percentage: 10-20% of the star-shaped polyol as described in claim 1, 1-10% of p-hydroxyacetophenone, 5-15% of a diol, 1-5% of a hygroscopic agent with a molecular weight of less than 200, and deionized water to make up to 100%; And / or, as described in claim 1, 10-20% of the star-shaped polyol, 1-10% of p-hydroxyacetophenone, 5-15% of the diol, 1-5% of the hygroscopic agent with a molecular weight less than 200, 1-5% of the preservative, and deionized water to make up to 100%; And / or, 10-20% of the star-shaped polyol of claim 1, 1-10% of the polyol with a molecular weight higher than 200 or yeast extract, 1-10% of p-hydroxyacetophenone, 5-15% of the diol, 1-5% of the hygroscopic agent with a molecular weight lower than 200, 1-5% of the preservative, and deionized water to make up to 100%.
9. A method for preparing a water-light spray, characterized in that, The star-shaped polyol in the water-light spray composition of claim 6 is premixed with water and stirred. Then, the remaining water-light spray composition formulation components of claim 6 are added and mixed and stirred. And / or, the star-shaped polyol, polyol with a molecular weight greater than 200, or yeast extract in the water-light spray composition of claim 6 are premixed with water and stirred, and then the remaining water-light spray composition formulation components of claim 6 are added and mixed and stirred.
10. Use of the water-light spray composition according to any one of claims 6-8, characterized in that, The water-light spray composition is used for surface moisturizing of the skin.