Silicone wax emulsion and method for preparing the same

By constructing a comb-like molecular structure through the hydrosilylation reaction of end-side hydrogen-containing silicone oil with C20+ long-chain α-olefins and the introduction of alkenyl sulfonate compounds, the problem of insufficient stability of traditional silicone wax emulsions at high temperatures is solved, and the stability of the emulsion at high temperatures and the transdermal absorption of active ingredients are achieved.

CN120272010BActive Publication Date: 2026-04-07HANGZHOU TOP WIN TECH DEV CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2025-04-08
Publication Date
2026-04-07

AI Technical Summary

Technical Problem

Traditional silicone wax emulsions are not stable enough at high temperatures, which leads to problems such as silicone wax migration and surface oil film precipitation during high-temperature testing of cosmetics or drying of leather coatings.

Method used

A comb-like molecular structure was constructed by hydrosilylation reaction of end-side hydrogen-containing silicone oil with C20+ long-chain α-olefins, and alkenyl sulfonate compounds were introduced to enhance the stability of emulsion droplets and the selective permeability of the interfacial membrane.

Benefits of technology

It improves the high-temperature stability of silicone wax emulsions at 60–80°C, inhibits oil phase migration, enhances the storage stability of the emulsion, and promotes the transdermal absorption of hydrophilic active ingredients.

✦ Generated by Eureka AI based on patent content.

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Abstract

The application discloses a silicone wax emulsion and a preparation method thereof. The silicone wax emulsion comprises silicone wax, an emulsifier and water, wherein the silicone wax is prepared by a hydrosilylation reaction of raw materials comprising a terminal hydrogen-containing silicone oil and an alpha-olefin, the molar ratio of the alpha-olefin to the silicon hydrogen group in the terminal hydrogen-containing silicone oil is 1.1-1.5:1, and the number of carbon atoms of the alpha-olefin is greater than or equal to 20. The silicone wax emulsion has good high-temperature (60-80 DEG C) stability and is not prone to oil agent precipitation.
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Description

TECHNICAL FIELD

[0001] The present application relates to the field of organosilicon compounds, in particular to a silicone wax emulsion and a preparation method thereof. BACKGROUND

[0002] Due to its unique molecular structure, silicone wax has low surface tension, flexibility, thickening and film-forming properties of waxes, and exhibits excellent lubricity, moisturizing and skin affinity in leather care agents, cosmetic creams, textile coatings and other fields. Traditional silicone wax emulsion is prepared by mechanically mixing silicone oil and natural wax or paraffin (such as polyethylene wax, beeswax) for co-emulsification, and the hydrophobic phase is dispersed by surfactants, but the silicone chain and the wax molecules are only combined by van der Waals force, and the poor interfacial compatibility leads to poor storage stability of the emulsion, and the wax phase is easily precipitated, the silicone oil is "coarse", and even the emulsion is broken after long-term storage at high temperature.

[0003] To break this bottleneck, the industry has developed long-chain alkyl grafted modified silicone oil, which bonds C12 long-chain alkene to the siloxane backbone through silicon hydrogen addition reaction, so that the molecule has low viscoelasticity of silicone oil and crystallization characteristics of wax, significantly improving the interfacial strength of the emulsion droplets and solving the fundamental problem of poor compatibility of the compounded emulsion. However, the silicone wax emulsion prepared from such long-chain alkyl silicone oil has stability defects at high temperature (≥60℃), which causes the silicone wax to migrate and the surface oil film to precipitate during high-temperature testing of cosmetics or leather finishing, affecting the appearance and performance of the product. SUMMARY

[0004] The present application provides a silicone wax emulsion based on long-chain alkyl silicone oil and a preparation method thereof, which has good high-temperature (60-80℃) stability and is not prone to oil precipitation.

[0005] In a first aspect, the present application provides a silicone wax emulsion comprising silicone wax, emulsifier and water, wherein the silicone wax is prepared from raw materials comprising end-side hydrogen-containing silicone oil and α-olefin through silicon hydrogen addition reaction, the molar ratio of the α-olefin to the silicon hydrogen group in the end-side hydrogen-containing silicone oil is 1.1-1.5:1, and the number of carbon atoms in the α-olefin is ≥20.

[0006] In any of the above technical solutions, the number of carbon atoms in the α-olefin is 20-45, and is particularly preferably 20-30.

[0007] In any of the above technical solutions, the temperature of the silicon hydrogen addition reaction is 70-135℃.

[0008] In any of the above technical solutions, the platinum catalyst used in the silicon hydrogen addition reaction is 2-100 ppm, and the reaction time is 2-8 h.

[0009] In any of the above technical solutions, the hydrogen-containing amount of the end-side hydrogen-containing silicone oil is 0.3-1.55 wt%.

[0010] It should be noted that the end-side hydrogen silicone oil refers to a polysiloxane having silicon hydrogen groups at both ends and side chains.

[0011] The traditional long-chain alkyl silicone oil usually adopts a silicone oil containing active hydrogen end groups to carry out main chain branching with C12-C18 alpha-olefins. The obtained product has insufficient density of alkyl side chains and high regularity of short-chain alkyl groups, and the molecular chain is easy to form local ordered arrangement through van der Waals force, resulting in crystallization-melting phase transition of the material when the temperature fluctuates, which shows that the oil phase of the emulsion system exudes. Therefore, the end-side hydrogen-containing silicone oil is introduced as a reaction matrix, and the active sites of Si-H in the molecular chain of the end-side hydrogen-containing silicone oil can react with C20+ long-chain alpha-olefins in the process of silicon hydrogen addition to realize multi-site grafting. The higher steric hindrance significantly interferes with the regular arrangement of the molecules, reduces the crystallinity of the material, and widens the melting temperature range, so that the molecular chain can still maintain the entangled state at high temperature, reducing the tendency of oil separation caused by phase separation.

[0012] In addition, the long-chain alkyl (C20+) has stronger van der Waals interaction than the short chain, and after grafting, a more compact physical crosslinking network is formed through hydrophobic association between alkyl chains. At the same time, side grafting significantly increases the molecular weight and enhances the steric hindrance effect, so that the molecular chain segment is limited. This helps to increase the cohesive energy of the material and effectively inhibit the diffusion and migration of small molecular chain segments at high temperature, thereby reducing the probability of exudation of oily ingredients.

[0013] Further, in the silicone wax emulsion, the C20+ long chain can deeply penetrate into the oil droplet core, and the short chain plays a stronger anchoring role, ensuring the firm adsorption of the silicone wax molecules. The comb-shaped molecular configuration can improve the density and mechanical strength of the interfacial film, and the inhibition ability of long-chain alkyl groups to droplet migration and coalescence, ultimately realizing high temperature resistance.

[0014] It should be noted that the alpha-olefins used in the present application have a carbon atom number of ≥20. Due to the difficulty in obtaining high-purity monomers of long-chain alpha-olefins, the actual raw material is usually an industrial-grade wide-fraction mixture, which contains alpha-olefin homologues of different carbon chain lengths. Although this multi-component system introduces molecular weight distribution characteristics, the stability of the silicone wax emulsion can still be effectively improved through the multi-site grafting reaction of the end-side hydrogen-containing silicone oil.

[0015] In any of the above technical solutions, the raw material of the silicon hydrogen addition reaction further comprises an alkenyl sulfonate compound; the molar ratio of the alkenyl sulfonate compound to the silicon hydrogen group in the hydrogen-containing silicone oil is 0.05-0.1:1.

[0016] In any of the above technical solutions, the alkenyl sulfonate compound is sodium allyloxyhydroxypropyl sulfonate and / or sodium allyl succinate alkyl sulfonate.

[0017] In any of the above technical solutions, the preparation method of the silicone wax emulsion comprises: mixing the alkenyl sulfonate compound and the end-side hydrogen-containing silicone oil in proportion, adding 10-20 wt% platinum gold catalyst, and reacting at 70-90°C for 1-2h under nitrogen protection; then adding α-olefin and the remaining platinum gold catalyst, and heating to 130-135°C for 2-6h to obtain the silicone wax.

[0018] The present application further introduces a small amount of alkenyl sulfonate compound into the silicone hydride addition system, which has both olefin reaction sites and sulfonate ion groups in the molecule. After the silicone hydride addition reaction, the sulfonate group is embedded in the silicone wax molecular chain. When such modified silicone wax is dispersed in an aqueous system, the surface-enriched sulfonate ions enhance the stability of the emulsion droplets through electrostatic repulsion and steric hindrance effects, reducing the risk of emulsion demulsification. More importantly, in cosmetic applications, the introduction of sulfonate groups breaks the limitation of the complete hydrophobicity of the traditional silicone wax film. Traditional silicone wax emulsions are used as wetting agents in cosmetics by forming a silicone wax film on the skin surface, slowing down the evaporation of skin moisture, and promoting the repair of the skin keratin layer barrier. However, the closed nature of this wax film layer also inhibits the absorption of hydrophilic active ingredients in cosmetics by the skin. The introduction of sulfonate groups can not only reduce trans-epidermal water loss (TEWL), but also allow the directional diffusion of water molecules and small molecule active ingredients (such as niacinamide and panthenol), solving the problem of active ingredient absorption inhibition caused by the excessive closedness of traditional silicone wax.

[0019] It is worth noting that sodium allyloxyhydroxypropyl sulfonate and sodium allyl succinate alkyl sulfonate not only have olefin reaction sites and sulfonate ion groups, but also have hydrophilic groups such as hydroxyl groups and ester groups, which have more prominent active substance delivery capabilities.

[0020] In any of the above technical solutions, the silicone wax emulsion comprises 15-25 wt% silicone wax, 3-8 wt% emulsifier, and the balance being water.

[0021] In any of the above technical solutions, the emulsifier is a non-ionic surfactant.

[0022] For example, the emulsifier is selected from fatty alcohol polyoxyethylene ethers, alkylphenol polyoxyethylene ethers, polyethylene glycol fatty acid esters, or polyol esters.

[0023] In a second aspect, the present application provides a preparation method of a silicone wax emulsion, comprising:

[0024] Silicone wax and emulsifier are added to an emulsification kettle and stirred at a constant temperature of 70-80°C to melt them, thus obtaining an oil phase. Deionized water at 70-80°C is added dropwise to the oil phase. After the addition is complete, the mixture is stirred evenly to obtain an emulsion. The emulsion is then homogenized under high pressure until the average particle size of the emulsion is 50-100 nm.

[0025] In any of the above technical solutions, the stirring speed is 4000-6000 rpm.

[0026] In summary, this application has the following beneficial effects:

[0027] This application uses end-chain hydrogen-containing silicone oil as the reaction matrix and grafts C20+ long-chain α-olefins onto the siloxane backbone at multiple sites via hydrosilylation to construct a comb-like molecular structure. The synergistic effect of the high hydrophobicity of the long-chain alkyl groups and the flexibility of the siloxane chains not only reduces crystallinity and widens the melting temperature range through physical entanglement, but also forms a dense network through van der Waals forces between alkyl chains. This allows the emulsion to suppress oil phase migration at high temperatures of 60–80°C and maintain homogeneity and stability after long-term storage. Simultaneously, an alkenyl sulfonate compound is introduced, whose sulfonate groups are embedded in the silicone wax molecular chain. On the one hand, this enhances the stability of emulsion droplet dispersion through electrostatic repulsion; on the other hand, it overcomes the limitation of traditional silicone wax films being completely hydrophobic, forming a selective permeation interface that reduces skin moisture loss and promotes the transdermal absorption of hydrophilic active ingredients. Detailed Implementation

[0028] Preparation Example

[0029] Preparation Example 1: A silicone wax, with the following raw material formulation:

[0030] Hydrogen-containing silicone oil on the end side: 1000g (hydrogen content 0.36wt%), model Runhe Materials RH-H536;

[0031] α-Olefin: 67.75g (molar ratio Si-H:olefin = 1:1.3), model Chevron Alpha Olefin C30+ (molecular weight 420);

[0032] Sodium allyl hydroxypropyl sulfonate: 3.72 g (molar ratio Si-H:sulfonate = 1:0.1);

[0033] Platinum catalyst mother liquor (1wt% Pt): added in two portions, 0.2g the first time and 1.9g the second time (corresponding to 0.021g of platinum metal, accounting for 20ppm of the reaction system).

[0034] The preparation steps are as follows:

[0035] Hydrogen-containing silicone oil, sodium allyl oxyhydroxypropyl sulfonate, and 0.2g of platinum catalyst mother liquor were added to the reactor. The mixture was heated to 80°C under ammonia protection and stirred (300rpm) for 1.5h.

[0036] α-olefin and the remaining 1.9 g of platinum catalyst mother liquor were added, the temperature was raised to 132 °C, and the reaction was continued for 4 h. After cooling to room temperature, a pale yellow transparent silicone wax was obtained.

[0037] Preparation Example 2: A silicone wax, with the following raw material formulation:

[0038] Hydrogen-containing silicone oil on the end side: 1000g (hydrogen content 1.0wt%), model: Jiangsu Kexing DSH-100;

[0039] α-olefin: 150.68g (molar ratio Si-H:olefin = 1:1.4); type C20-C24 α-olefin (molecular weight 308);

[0040] Sodium allyl succinate alkyl ester sulfonate: 6.03 g (molar ratio Si-H: sulfonate = 1:0.05);

[0041] Platinum catalyst mother liquor (1wt% Pt): added in two portions, 0.2g the first time and 1.0g the second time (total platinum content 1.2g mother liquor, corresponding to 0.012g platinum metal, accounting for 10ppm of the reaction system).

[0042] The preparation steps are as follows:

[0043] Hydrogen-containing silicone oil, sodium allyl succinate alkyl ester sulfonate, and 0.2g of platinum catalyst mother liquor were added to the reactor. The mixture was heated to 70°C under ammonia protection and stirred (300rpm) for 1 hour.

[0044] Add α-olefin and the remaining 1.0 g of platinum catalyst mother liquor, heat to 130 °C, and continue the reaction for 3 h. Cool to room temperature to obtain pale yellow transparent silicone wax.

[0045] Preparation Example 3: A silicone wax, with the following raw material formulation:

[0046] Hydrogen-containing silicone oil on the end side: 1000g (hydrogen content 0.36wt%), model Runhe Materials RH-H536;

[0047] α-olefin: 52.89g (molar ratio Si-H:olefin = 1:1.15), model: Daopu Chemical C24-C28 α-olefin (molecular weight 364);

[0048] Sodium allyl succinate alkyl ester sulfonate: 4.34 g (molar ratio Si-H: sulfonate = 1:0.1);

[0049] Platinum catalyst mother liquor (10wt% Pt): added in two portions, 0.05g the first time and 0.48g the second time (total platinum content 0.53g mother liquor, corresponding to 0.053g platinum metal, accounting for 50ppm of the reaction system).

[0050] The preparation steps are as follows:

[0051] Hydrogen-containing silicone oil, sodium allyl succinate alkyl ester sulfonate, and 0.05g of platinum catalyst mother liquor were added to the reactor. The mixture was heated to 90°C under ammonia protection and stirred (300rpm) for 2 hours.

[0052] α-olefin and the remaining 0.48 g of platinum catalyst mother liquor were added, the temperature was raised to 135 °C, and the reaction was continued for 5 h. After cooling to room temperature, a pale yellow transparent silicone wax was obtained.

[0053] Preparation Example 4: A silicone wax, differing from Preparation Example 1 in that the molar ratio of sodium allyl hydroxypropyl sulfonate to the hydroxyl groups in the hydrogen-containing silicone oil is 0.03:1, while other components and proportions remain unchanged. The amount of sodium allyl hydroxypropyl sulfonate used is 1.12 g.

[0054] Preparation Example 5: A silicone wax, differing from Preparation Example 1 in that the molar ratio of sodium allyl hydroxypropyl sulfonate to the hydroxyl groups in the hydrogen-containing silicone oil is 0.15:1, while other components and proportions remain unchanged. The amount of sodium allyl hydroxypropyl sulfonate used is 5.58 g.

[0055] Preparation Example 6: A silicone wax, differing from Preparation Example 1 in that an equimolar amount of C30+ α-olefin was used to replace sodium allyloxyhydroxypropyl sulfonate, while other components and proportions remained unchanged. The amount of α-olefin used was 73.08 g (molar ratio Si-H:olefin = 1:1.4).

[0056] Preparation Example 7: A silicone wax, differing from Preparation Example 1 in that an equimolar amount of C18 α-olefin (1-octadecene, molecular weight 252) was used instead of the C30+ α-olefin, while the other components and proportions remained unchanged. The amount of 1-octadecene used was 41.18 g (molar ratio Si-H:olefin = 1:1.3).

[0057] Preparation Example 8: A silicone wax, with the following raw material formulation:

[0058] Hydrogen-containing silicone oil: 1000g (hydrogen content 0.18wt%), model Runhe Materials RH-H518;

[0059] α-Olefin: 33.9g (molar ratio Si-H:olefin = 1:1.3), model Chevron Alpha Olefin C30+ (molecular weight 420);

[0060] Sodium allyl hydroxypropyl sulfonate: 1.86 g (molar ratio Si-H:sulfonate = 1:0.1);

[0061] Platinum catalyst mother liquor (1wt% Pt): added in two portions, 0.21g the first time and 1.86g the second time (corresponding to 0.0207g of platinum metal, accounting for 20ppm of the reaction system).

[0062] The preparation steps are the same as in Preparation Example 1.

[0063] Preparation Example 9: A silicone wax, with the following raw material formulation:

[0064] Hydrogen-containing silicone oil: 1000g (hydrogen content 0.18wt%), model Runhe Materials RH-H518;

[0065] α-olefin: 13.25g (molar ratio Si-H:olefin = 1:1.3), 1-dodecene (molecular weight 168);

[0066] Platinum catalyst mother liquor (10wt% Pt): 0.2g (corresponding to 0.02g of platinum metal, accounting for 20ppm of the reaction system).

[0067] The preparation steps are as follows: Hydrogen-terminated silicone oil, α-olefin, and platinum catalyst mother liquor are added to a reaction vessel, heated to 132°C under ammonia protection, and stirred (300 rpm) for 8 hours. After cooling to room temperature, silicone wax is obtained.

[0068] Example

[0069] Example 1: A silicone wax emulsion was prepared according to the following steps:

[0070] 200g of silicone wax from Preparation Example 1 and 50g of emulsifier (fatty alcohol polyoxyethylene ether, HLB=12) were added to an emulsification kettle and melted at a constant temperature of 70°C with a stirring speed of 5000rpm. 750g of deionized water at 75°C was slowly added dropwise, and stirring was continued for 30min after the addition was complete to obtain a mixture. The mixture was then subjected to high-pressure homogenization (600bar, 3 cycles) to obtain an emulsion with an average particle size of 80nm.

[0071] Example 2: A silicone wax emulsion was prepared according to the following steps:

[0072] 150g of silicone wax from Preparation Example 2 and 30g of emulsifier (alkylphenol polyoxyethylene ether, HLB=14) were added to an emulsification kettle and melted at a constant temperature of 70°C with a stirring speed of 5000rpm. 820g of deionized water at 80°C was slowly added dropwise, and stirring was continued for 30min after the addition was complete to obtain a mixture. The mixture was then subjected to high-pressure homogenization (800bar, 4 cycles) to obtain an emulsion with an average particle size of 50nm.

[0073] Example 3: A silicone wax emulsion was prepared according to the following steps:

[0074] 250g of silicone wax from Preparation Example 3 and 80g of emulsifier (fatty alcohol polyoxyethylene ether, HLB=12) were added to an emulsification kettle and melted at a constant temperature of 80°C with a stirring speed of 6000rpm. 670g of deionized water at 80°C was slowly added dropwise, and stirring was continued for 30min after the addition was complete to obtain a mixture. The mixture was then subjected to high-pressure homogenization (1000bar, 5 cycles) to obtain an emulsion with an average particle size of 50nm.

[0075] Example 4, a silicone wax emulsion, differs from Example 1 in that an equal amount of the silicone wax used in Example 4 is used instead of the silicone wax used in Example 1.

[0076] Example 5, a silicone wax emulsion, differs from Example 1 in that an equal amount of the silicone wax used in Example 5 is used instead of the silicone wax used in Example 1.

[0077] Example 6, a silicone wax emulsion, differs from Example 1 in that an equal amount of the silicone wax used in Example 6 is used instead of the silicone wax used in Example 1.

[0078] Comparative Example

[0079] Comparative Example 1 is a silicone wax emulsion, which differs from Example 1 in that an equal amount of the silicone wax used in Preparation Example 7 is used instead of the silicone wax used in Preparation Example 1.

[0080] Comparative Example 2 is a silicone wax emulsion, which differs from Example 1 in that an equal amount of the silicone wax used in Preparation Example 8 is used instead of the silicone wax used in Preparation Example 1.

[0081] Performance testing

[0082] Experiment 1: High Temperature Stability Test

[0083] Sample preparation: Take 50 mL of each of the silicone wax emulsions of Examples 1-6 and Comparative Examples 1-3 and dispense them into transparent glass bottles with stoppers and ground glass joints.

[0084] Experimental method: The sample was placed in a constant temperature chamber and left to stand at 60℃ and 80℃ respectively. The state of the emulsion was observed and recorded daily, and the number of days when oil separation (floating oil on the surface) occurred was recorded.

[0085] Table 1. High-Temperature Stability Test Results

[0086]

[0087] The experimental results show that the silicone wax emulsion prepared by Comparative Example 1 (using short-chain octadecene as raw material), Comparative Example 2 (using hydrogen-terminated silicone oil as raw material), and Comparative Example 3 (using dodecene and hydrogen-terminated silicone oil as raw materials) all exhibited significantly shortened oil separation cycles at high temperatures. This indicates that using α-olefins with carbon chain lengths less than C20 and / or silicone oils with hydrogen-free side chains as raw materials results in decreased high-temperature stability of the obtained silicone wax emulsions.

[0088] Experiment 2: Performance Testing of Silicone Wax Emulsion Cosmetics

[0089] (1) Safety performance test

[0090] Samples: Silicone wax emulsions prepared in the above examples and comparative examples.

[0091] Human skin patch testing was conducted according to the human skin patch test method in the "2015 Cosmetic Safety Technical Specifications". Thirty subjects aged 18-60 years were selected, and patches with an area not exceeding 50 mm² were used. 2 A qualified spot test apparatus with a depth of approximately 1 mm was used. 0.02 mL of the above sample was placed in the small chamber of the apparatus, with a blank control (no substance placed in the control well). The sample containing the silicone wax emulsion was then applied to the flexor side of the subject's forearm using hypoallergenic adhesive tape. The palm was gently pressed to ensure even application to the skin, and the application was left for 24 hours. Skin reactions were observed according to the standards in Table 2 at 30 min, 24 h, and 48 h after removing the sample apparatus, and the results were recorded. The test results are shown in Table 3.

[0092] Table 2. Grading Criteria for Skin Reaction in Skin Patch Tests

[0093]

[0094] Table 3. Safety test results of human skin patches

[0095] Sample 30 min 24h 48h Overall result Example 1 0 0 0 No positive reactions in 30 persons Example 2 0 0 0 No positive reactions in 30 persons Example 3 0 0 0 No positive reactions in 30 persons Example 4 0 0 0 No positive reactions in 30 persons Example 5 0 0 0 No positive reactions in 30 persons Example 6 0 0 0 No positive reactions in 30 persons Comparative Example 1 0 0 0 No positive reactions in 30 persons Comparative Example 2 0 0 0 No positive reactions in 30 persons Comparative Example 3 0 0 0 No positive reactions in 30 persons

[0096] The test results show that the silicone wax emulsions prepared in all examples and comparative examples passed the human patch safety test.

[0097] (2) Water retention performance (transdermal water loss rate TEWL) test

[0098] Sample preparation: Prepare 10g of silicone wax emulsion (Examples 1-6 and Comparative Examples 1-3), 5g of glycerin, 2g of nicotinamide, 0.5g of carbomer, and 82.5g of deionized water. Mix the silicone wax emulsion, glycerin, and nicotinamide, and add carbomer to homogenize and emulsify.

[0099] Experimental method: Fifty healthy women (with normal skin barrier) aged 35±3 years were selected as subjects and divided into 10 groups (including blank control group), with 5 people in each group.

[0100] Test procedure: 1. Mark the test area (2×2cm) on the inner side of the subject's forearm. 2 After cleaning, the initial TEWL value (T) was measured. O Apply the sample (2 mg / cm²) evenly to the test area. 2 After 8 hours, the TEWL value (T1) was measured, and the transdermal water loss rate was calculated: Transdermal water loss rate = (T1 / T2) / T1. O -T1) / T O ×100%. The test was conducted in three parallel trials, and the average value was taken.

[0101] Table 4 Results of transdermal water loss rate test

[0102]

[0103] The experimental results show that silicone waxes prepared using α-olefins with ≥20 carbon atoms and end-hydrogen-containing silicone oils have significantly better water retention capacity than silicone waxes prepared using C18 / C12 α-olefins or end-hydrogen-containing silicone oils.

[0104] Experiment 3: Directional diffusion ability of active ingredients in silicone wax emulsion

[0105] Sample preparation: Example emulsion containing 0.5% sodium fluorescein (simulating small molecule active ingredient).

[0106] Experimental method: The Franz diffusion cell method was used for testing.

[0107] Diffusion medium: phosphate buffer (pH 7.4), receiving cell volume 5 mL.

[0108] Skin model: pig ear skin (0.5 mm thick), pretreated and fixed in a diffusion cell.

[0109] Experimental conditions: constant temperature of 37℃, magnetic stirring (300 rpm), and determination of sodium fluorescein concentration in the receiving solution after 24 h (HPLC method).

[0110] Permeation rate: Cumulative permeation rate (ug / cm2) compared with the control group (silicone wax-free emulsion).

[0111] Table 5 Results of the test on the directional diffusion ability of active ingredients

[0112]

[0113] The experimental results show that, compared with Examples 1-5, the silicone wax emulsion of Example 6 (without the addition of alkenyl sulfonate in the reaction raw materials) has a significantly reduced ability to allow the directional diffusion of active ingredients, indicating that it has a high barrier effect on effective hydrophilic active ingredients in cosmetics, which is not conducive to the active ingredients' effects on skin hydration, repair and other functions.

[0114] This specific embodiment is merely an explanation of this application and is not intended to limit it. After reading this specification, those skilled in the art can make modifications to this embodiment without contributing any inventive step, but such modifications are protected by patent law as long as they fall within the scope of the claims of this application.

Claims

1. A silicone wax emulsion, characterized in that, The product comprises silicone wax, an emulsifier, and water. The silicone wax is prepared by a hydrosilylation reaction of terminally hydrogen-containing silicone oil, α-olefin, and alkenyl sulfonate compound. The molar ratio of hydroxyl groups, α-olefin, and alkenyl sulfonate compound in the terminally hydrogen-containing silicone oil is 1:1.1–1.5:0.05–0.1, and the α-olefin has ≥20 carbon atoms. The alkenyl sulfonate compound is sodium allyloxyhydroxypropyl sulfonate and / or sodium allyl succinate alkyl ester sulfonate. The terminally hydrogen-containing silicone oil is a polysiloxane with hydroxyl groups at both ends and on its side chains. The silicone wax is prepared by mixing the alkenyl sulfonate compound and the terminally hydrogen-containing silicone oil in a specific ratio, adding 10–20 wt% of a platinum catalyst, and reacting at 70–90°C for 1–2 h under nitrogen protection. Then, the α-olefin and the remaining platinum catalyst are added, the temperature is raised to 130–135°C, and the reaction is carried out for 2–6 h to obtain the silicone wax.

2. The silicone wax emulsion according to claim 1, characterized in that, The amount of platinum catalyst used in the hydrosilylation reaction is 2 to 100 ppm.

3. The silicone wax emulsion according to claim 1, characterized in that, The hydrogen content of the end-side hydrogen-containing silicone oil is 0.3 to 1.55 wt%.

4. The silicone wax emulsion according to claim 1, characterized in that, The silicone wax emulsion contains 15-25 wt% silicone wax, 3-8 wt% emulsifier, and the balance being water.

5. The silicone wax emulsion according to claim 1, characterized in that, The emulsifier is a nonionic surfactant.

6. The method for preparing the silicone wax emulsion according to any one of claims 1 to 5, characterized in that, include: Silicone wax and emulsifier are added to an emulsification kettle and stirred at a constant temperature of 70-80°C to melt them, thus obtaining an oil phase. Deionized water at 70-80°C is added dropwise to the oil phase. After the addition is complete, the mixture is stirred evenly to obtain an emulsion. The emulsion is then homogenized under high pressure until the average particle size of the emulsion is 50-100 nm.

Citation Information

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