Oleogel with high oryzanol loading capacity as well as preparation method and application of oleogel

By using a specific combination of emulsifiers and polar oils, the problem of insufficient loading of oryzanol in daily chemical products has been solved, achieving stable oleogel preparation, improving product stability and uniformity, and making it suitable for large-scale production.

CN121512872APending Publication Date: 2026-02-13SHANGHAI ZHONGYI DAILY CHEM CO LTD
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Patent Information

Application Number
CN202511897698.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-12-16
Publication Date
2026-02-13

AI Technical Summary

Technical Problem

The application of oryzanol in the daily chemical industry is limited, mainly due to its extremely low solubility and insufficient loading capacity, which makes it impossible to form a stable dosage form and easily leads to problems such as undissolved particles, layering, and precipitation.

Method used

By using a specific combination of emulsifiers and polar oils, and through steps such as heating to dissolve oryzanol to form phase A, followed by mixing, stirring, and high-pressure homogenization, an oleogel with a high oryzanol loading was prepared, forming a stable three-dimensional network structure.

Benefits of technology

It improves the solubility and uniform dispersion of oryzanol in oleogels, avoids problems such as undissolved particles, stratification, and precipitation, and ensures the stability and uniformity of the oleogel system, making it suitable for large-scale industrial production.

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Abstract

The invention relates to the technical field of cosmetics, in particular to oryzanol high-loading-capacity oleogel and a preparation method and application thereof.The oleogel is prepared from, by weight, 0.1%-8% of oryzanol, 0.3%-20% of emulsifier, 50%-90% of grease, 10%-30% of polyhydric alcohol and the balance water; the critical stacking parameter of the emulsifier is 0.8 to 1.2. According to the invention, by selecting the specific emulsifier, grease and polyol, the solubility of oryzanol in grease is greatly improved, so that oryzanol can be uniformly dispersed in an oleogel system with high loading capacity, and the stability and uniformity of the oleogel system are ensured; and the possibility is provided for the application of the compound in gel-type products in daily chemicals.
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Description

Technical Field

[0001] This invention relates to the field of cosmetic technology, specifically to an oil gel with a high loading of oryzanol, its preparation method, and its application. Background Technology

[0002] Oryzanol is composed of ferulic acid esters, mainly cycloarpine, and sterol ferulic acid esters, with cycloarpine ferulic acid esters accounting for about 80%. Oryzanol, also known as rice bran extract, is found in cereal grains, and its content varies depending on the climatic conditions of rice cultivation, rice variety, and rice bran oil extraction process.

[0003] Currently, oryzanol is widely researched and applied in the pharmaceutical and food fields. For example, Chinese invention patent CN104689328B provides an oil-based liquid pharmaceutical composition of oryzanol for oral or injectable use; Chinese invention patent CN102178141B provides a lily and jujube oryzanol jelly. However, its application and research in the daily chemical industry are still relatively limited.

[0004] The main reason for the current limitation of oryzanol application is its extremely low solubility. Oryzanol is an oil-soluble substance with extremely high solvent selectivity. Too low a loading amount means that the efficacy of oryzanol cannot be fully exerted. In addition, problems such as undissolved particles, layering, and precipitation are prone to occur, making it impossible to form a stable dosage form. Summary of the Invention

[0005] To address the problems in the prior art, a first aspect of the present invention provides a oryzanol-loaded oleogel, wherein, by weight percentage, the oleogel comprises: Oryzanol 0.1-8% Emulsifier 0.3-20% Oils 50-90% Polyols 10-30% Water to replenish the remaining amount; The critical packing parameter of the emulsifier is 0.8-1.2.

[0006] In one embodiment, the oleogel comprises, by weight percentage: Oryzanol 3-6% Emulsifier 0.3-15% Oils 50-75% Polyols 10-20% Add water to make up the remaining amount.

[0007] In one embodiment, the grease includes polar grease.

[0008] In a preferred embodiment, the polar grease is a medium polar grease or a low polar grease.

[0009] In a more preferred embodiment, the polar oil comprises at least one of the following: caprylic / capric triglyceride, isopropyl myristate, ethylhexyl palmitate, C12-15 alkyl benzoate, ethylhexyl stearate, cetyl ethylhexanoate, caprylic / capric / myristic / stearic triglyceride, C10-18 fatty acid triglycerides, dioctyl carbonate, triglyceride (ethylhexanoate), isononyl isononanoate, pentaerythritol tetrastearate, pentaerythritol tetraisostearate, myristyl myristate, pentaerythritol tetra(ethylhexanoate), and hydrogenated polydecene.

[0010] In a more preferred embodiment, the polar oil is caprylic / capric triglyceride.

[0011] In one embodiment, the emulsifier includes one or more of the following: sodium subtilisin, polyglycerol emulsifier, polyether emulsifier, and sucrose emulsifier.

[0012] In a preferred embodiment, the emulsifier has an HLB value ≥ 12.

[0013] In one embodiment, the polyglycerol emulsifier includes at least one of polyglycerol-10 stearate, polyglycerol-10 oleate, polyglycerol-10 myristate, and polyglycerol-2 oleate.

[0014] In a preferred embodiment, the polyglycerol emulsifier comprises polyglycerol-10 stearate, brand name NIKKOL Decaglyn 1-SV, from Nikko Chemical Co., Ltd.

[0015] In one embodiment, the polyether emulsifier includes at least one of octyldodecyl alcohol polyether-16, octyldodecyl alcohol polyether-20, and octyldodecyl alcohol polyether-25.

[0016] In a preferred embodiment, the polyether emulsifier includes octyldodecyl alcohol polyether-16, brand name EMLEX OD-16, from Nippon Emulsification Co., Ltd.

[0017] In one embodiment, the sucrose emulsifier includes at least one of sucrose laurate, sucrose palmitate, sucrose stearate, sucrose oleate, and sucrose decanoate.

[0018] In a preferred embodiment, the sucrose emulsifier is sucrose laurate and sucrose stearate, and the mass ratio of sucrose laurate to sucrose stearate is (1-2):(0.4-0.8).

[0019] In a preferred embodiment, the mass ratio of sucrose laurate to sucrose stearate is 1.6:0.4.

[0020] In one embodiment, the polyol includes one or more of glycerol, sorbitol, and butylene glycol.

[0021] In a preferred embodiment, the polyol comprises glycerol.

[0022] A second aspect of this invention provides a method for preparing a oryzanol-loaded oleogloss, comprising at least the following steps: S1. Heat the oil to dissolve oryzanol, forming phase A; S2. Disperse and dissolve the emulsifier in the polyol to form phase B; S3. While stirring, pour phase A into phase B and continue stirring for 10-20 minutes to obtain a material. S4. After homogenizing the material under high pressure at 4000-5000 rpm for 2-5 minutes, add water and continue homogenizing for 2-5 minutes. Stir and cool to room temperature to obtain the oryzanol high-loading oleogel.

[0023] In one embodiment, the heating temperature in step S1 is 65-75°C.

[0024] In a preferred embodiment, the heating temperature in step S1 is 68-72°C; more preferably, the heating temperature in step S1 is 70°C.

[0025] In one embodiment, the stirring rate in step S3 is 800-1000 rpm.

[0026] In a preferred embodiment, the stirring rate in step S3 is 800-900 rpm; more preferably, the stirring rate in step S3 is 800 rpm.

[0027] In one embodiment, the stirring rate in step S4 is 4000-4500 rpm; preferably, the stirring rate in step S4 is 4000 rpm.

[0028] The third aspect of this invention provides an application of a high-loading oryzanol oleogluconate oleogel, which is used in the preparation of gel-type products in daily chemical products.

[0029] Beneficial effects 1. This application uses a specific emulsifier that can effectively reduce the interfacial tension between oil and water and form a stable interfacial film. The ratio of hydrophilic groups to hydrophobic groups in its molecular structure is moderate, which can effectively encapsulate oil droplets and form a three-dimensional network structure, thus forming a stable oleogel system.

[0030] 2. This application selects polar oils, especially caprylic / capric triglycerides, as the oil phase to dissolve oryzanol. Its polar properties are compatible with the structure of oryzanol, which greatly improves the solubility of oryzanol in oils. This allows oryzanol to be uniformly dispersed in the oleogel system with a high loading, avoiding problems such as undissolved particles, layering, and precipitation, and ensuring the stability and uniformity of the oleogel system.

[0031] 3. The preparation method used in this application is simple and easy to implement. By heating the oil to dissolve oryzanol to form phase A, and dispersing the emulsifier in the polyol to form phase B, the two phases are then mixed, stirred, and homogenized under high pressure. This method can efficiently prepare oleoglucogels with high oryzanol loading. The operating conditions are mild, requiring no complex equipment or cumbersome processes, which is conducive to large-scale industrial production, reduces production costs, and improves production efficiency.

[0032] 4. The high-loading oryzanol oleogel of this application, when used in the preparation of gel-type products in daily chemical products, can fully exert the efficacy of oryzanol. Oryzanol possesses various physiological activities such as antioxidant, anti-inflammatory, and regulation of skin sebum secretion. Adding it to gel-type products in a high-loading form can significantly enhance product efficacy, meeting consumers' diverse needs for daily chemical products in skincare and beauty, and bringing new development opportunities and product innovation ideas to the daily chemical industry. Attached Figure Description

[0033] Figure 1 The images show the appearance of the oleogels prepared in Examples 1-6.

[0034] Figure 2 Appearance images of the products prepared for comparative examples 1-5.

[0035] Figure 3 Appearance of the product prepared for comparative examples 6-10. Detailed Implementation

[0036] To make the objectives, technical solutions, and advantages of this invention clearer, the invention will be further described in detail below with reference to embodiments and accompanying drawings. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention. Experimental methods not specifying specific conditions in the embodiments were performed under conventional conditions or conditions recommended by the manufacturer. Reagents not specifying manufacturers are all commercially available conventional products.

[0037] The raw material information used in each embodiment and comparative example is as follows: Polyglycerol-10 stearate, brand name NIKKOL Decaglyn 1-SV, is from Nikko Chemical Co., Ltd.

[0038] Octyl dodecyl alcohol polyether-16, brand name EMLEX OD-16, is from Nippon Emulsification Co., Ltd.

[0039] Stearyl alcohol polyether-21, model SP BRIJ S721 MBAL-PA-(SG), is from CRODA.

[0040] Stearyl alcohol polyether-2, model number BRIJTM S2-PA-(SG), is from CRODA.

[0041] Polysorbate-60, model number Tween 60, is from CRODA.

[0042] Polyglycerol-3-methylglucose distearate, model TEGO Care 450, is from Evonik in Germany.

[0043] PEG-100 stearate / glyceryl stearate, model number TEGO Care 165, is from Evonik, Germany.

[0044] PEG-20 glyceryl isostearate, model number M-FINE OIL ISG-20M, is from Miyoshi Oils Co., Ltd. of Japan.

[0045] Example 1 The first aspect of this example provides a oryzanol-loaded oleogel, which, by weight percentage, comprises: 5% oryzanol Emulsifier 0.5% Oils 70.5% 20% polyols Water 4%.

[0046] The emulsifier is sodium subtilisin.

[0047] The oil is caprylic / capric triglyceride.

[0048] The polyol is glycerol.

[0049] The second aspect of this example provides a method for preparing a oryzanol-loaded oleogloss, comprising the following steps: S1. Heat the oil to 70℃ to dissolve oryzanol, forming phase A; S2. Disperse and dissolve the emulsifier in the polyol to form phase B; S3. Pour phase A into phase B while stirring at 800 rpm, and continue stirring for 10 minutes to obtain the material. S4. After homogenizing the material under high pressure at 4000 rpm for 3 minutes, add water and continue homogenizing for 3 minutes. Stir and cool to room temperature to obtain the oryzanol high-loading oleogel.

[0050] The third aspect of this example provides an application of a high-loading oryzanol oleogluconate in the preparation of gel-type products in daily chemical products.

[0051] Example 2 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol Emulsifier 1.6% Oils 69.4% 20% polyols Water 4%.

[0052] The emulsifier is sucrose laurate.

[0053] The oil is caprylic / capric triglyceride.

[0054] The polyol is glycerol.

[0055] Example 3 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0056] The emulsifier is polyglycerol-10 stearate.

[0057] The oil is caprylic / capric triglyceride.

[0058] The polyol is glycerol.

[0059] Example 4 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 15% emulsifier Oils 56% 20% polyols Water 4%.

[0060] The emulsifier is octyldodecyl alcohol polyether-16.

[0061] The oil is caprylic / capric triglyceride.

[0062] The polyol is glycerol.

[0063] Example 5 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol Emulsifier 0.3% Oils 70.7% 20% polyols Water 4%.

[0064] The emulsifier is sodium subtilisin.

[0065] The oil is caprylic / capric triglyceride.

[0066] The polyol is glycerol.

[0067] Example 6 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 2% emulsifier 69% oil 20% polyols Water 4%.

[0068] The emulsifier is sucrose laurate and sucrose stearate, and the mass ratio of sucrose laurate to sucrose stearate is 1.6:0.4.

[0069] The oil is caprylic / capric triglyceride.

[0070] The polyol is glycerol.

[0071] Figure 1 The images show the appearance of the oleogels prepared in Examples 1-6.

[0072] Comparative Example 1 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0073] The emulsifier is glyceryl stearate.

[0074] The oil is caprylic / capric triglyceride.

[0075] The polyol is glycerol.

[0076] Comparative Example 2 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 3% emulsifier 68% oil 20% polyols Water 4%.

[0077] The emulsifier is stearyl alcohol polyether-21.

[0078] The oil is caprylic / capric triglyceride.

[0079] The polyol is glycerol.

[0080] Comparative Example 3 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0081] The emulsifiers are stearyl alcohol polyether-2 and stearyl alcohol polyether-21, and the mass ratio of stearyl alcohol polyether-2 to stearyl alcohol polyether-21 is 2:3.

[0082] The oil is caprylic / capric triglyceride.

[0083] The polyol is glycerol.

[0084] Comparative Example 4 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0085] The emulsifier is polysorbate-60.

[0086] The oil is caprylic / capric triglyceride.

[0087] The polyol is glycerol.

[0088] Comparative Example 5 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0089] The emulsifier is polysorbate-60 and sorbitan monostearate, and the mass ratio of polysorbate-60 to sorbitan monostearate is 3:2.

[0090] The oil is caprylic / capric triglyceride.

[0091] The polyol is glycerol.

[0092] Figure 2 Appearance images of the products prepared for comparative examples 1-5.

[0093] Comparative Example 6 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0094] The emulsifier is a C14-22 alcohol / C12-20 alkyl glucoside.

[0095] The oil is caprylic / capric triglyceride.

[0096] The polyol is glycerol.

[0097] Comparative Example 7 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0098] The emulsifier is arachidonic acid / behenol / arachidonic acid glucoside.

[0099] The oil is caprylic / capric triglyceride.

[0100] The polyol is glycerol.

[0101] Comparative Example 8 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0102] The emulsifier is PEG-100 stearate / glyceryl stearate.

[0103] The oil is caprylic / capric triglyceride.

[0104] The polyol is glycerol.

[0105] Comparative Example 9 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0106] The emulsifier is polyglycerol-3-methylglucose distearate.

[0107] The oil is caprylic / capric triglyceride.

[0108] The polyol is glycerol.

[0109] Comparative Example 10 The specific implementation method in this example is the same as in Example 1, except that, by weight percentage, the oleogel comprises: 5% oryzanol 5% emulsifier 66% oil 20% polyols Water 4%.

[0110] The emulsifier is PEG-20 glyceryl isostearate.

[0111] The oil is caprylic / capric triglyceride.

[0112] The polyol is glycerol.

[0113] Figure 3 Appearance of the product prepared for comparative examples 6-10.

[0114] Performance testing Observe whether the samples prepared in Examples 1-6 and Comparative Examples 1-10 form a homogeneous phase, and the results are as follows. Figure 1-3 As shown.

[0115] As can be seen from the figures, the products prepared in Examples 1-6 of this application all exhibit a uniform appearance without any stratification. This indicates that by using the specific emulsifier and polar oil combination provided in this application, along with the corresponding preparation method, a stable oryzanol-loaded oleogel can be successfully prepared. In contrast, the products in Comparative Examples 1-10 showed more obvious stratification and failed to form a uniform phase.

Claims

1. A oryzanol-loaded oleogel, characterized in that, The oleogel comprises, by weight percentage: Oryzanol 0.1-8% Emulsifier 0.3-20% Oils 50-90% Polyols 10-30% Water to replenish the remaining amount; The critical packing parameter of the emulsifier is 0.8-1.

2.

2. The oryzanol-loaded oleogel according to claim 1, characterized in that, The oleogel comprises, by weight percentage: Oryzanol 3-6% Emulsifier 0.3-15% Oils 50-75% Polyols 10-20% Add water to make up the remaining amount.

3. The oryzanol-loaded oleogel according to claim 1, characterized in that, The oils include polar oils.

4. The oryzanol-loaded oleogel according to claim 3, characterized in that, The polar oils include at least one of the following: caprylic / capric triglyceride, isopropyl myristate, ethylhexyl palmitate, C12-15 alkyl benzoate, ethylhexyl stearate, cetyl ethylhexanoate, caprylic / capric / myristic / stearic triglyceride, C10-18 fatty acid triglycerides, dioctyl carbonate, triglyceride (ethylhexanoate), isononyl isononanoate, pentaerythritol tetrastearate, pentaerythritol tetraisostearate, myristyl myristate, pentaerythritol tetra(ethylhexanoate), and hydrogenated polydecene.

5. The oryzanol-loaded oleogel according to claim 1, characterized in that, The emulsifier includes one or more of the following: sodium subtilisin, polyglycerol emulsifier, polyether emulsifier, and sucrose emulsifier.

6. The oryzanol-loaded oleogel according to claim 5, characterized in that, The emulsifier has an HLB value ≥ 12.

7. The oryzanol-loaded oleogel according to claim 6, characterized in that, The sucrose emulsifier includes at least one of sucrose lauryl ester and sucrose stearate.

8. The oryzanol-loaded oleogel according to claim 1, characterized in that, The polyols include one or more of glycerol, sorbitol, and butylene glycol.

9. A method for preparing a oryzanol-loaded oleogel according to any one of claims 1-8, characterized in that, At least the following steps are included: S1. Heat the oil to dissolve oryzanol, forming phase A; S2. Disperse and dissolve the emulsifier in the polyol to form phase B; S3. While stirring, pour phase A into phase B and continue stirring for 10-20 minutes to obtain a material. S4. After homogenizing the material under high pressure at 4000-5000 rpm for 2-5 minutes, add water and continue homogenizing for 2-5 minutes. Stir and cool to room temperature to obtain the oryzanol high-loading oleogel.

10. The application of a high-loading oryzanol oleogel according to any one of claims 1-8, characterized in that, It is used in the preparation of gel-type products in daily chemical products.

Citation Information

Patent Citations

  • Lily, Chinese date and oryzanol jelly

    CN102178141B

  • Oryzanol composition

    CN104689328B