A daily-use base oil composition, a preparation method and application thereof
By mixing the cholesterol-decanoate product generated by the cholesterol-decanoate esterification reaction with crocodile oil diglyceride, the problems of strong hydrophobicity and high refractive index of crocodile oil in cosmetics are solved, thereby improving the stability and user experience of cosmetics and enhancing the free radical scavenging ability.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- JINAN UNIVERSITY
- Filing Date
- 2023-11-02
- Publication Date
- 2026-05-19
AI Technical Summary
Crocodile oil has several drawbacks in cosmetics, including strong hydrophobicity, a greasy feel when applied, and high refractive index, which can lead to low transparency in cosmetic emulsions.
By esterifying cholesterol with decanoic acid to generate a cholesterol-decanoic acid esterified product, and then mixing it with crocodile oil diglyceride, a base oil composition for daily chemical use is formed to reduce hydrophobicity and refractive index, and enhance viscosity spreadability and oxidative stability.
It improved the stability of crocodile oil in cosmetics, reduced hydrophobicity and refractive index, enhanced viscosity spreadability and oxidative stability, and improved free radical scavenging ability.
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Figure CN117462458B_ABST
Abstract
Description
Technical Field
[0001] This invention belongs to the field of light industrial oils and fats, specifically relating to a daily chemical base oil composition containing crocodile oil, its preparation method, and its application. Background Technology
[0002] Oils can form a hydrophobic film on the skin's surface, giving it softness, smoothness, and luster. They also help prevent the invasion of harmful external substances and resist various natural aggressors, resulting in smooth, supple, and elastic skin, keeping it in good health. Oils are widely used in cosmetics, improving their spreadability and significantly influencing the feel of skincare products. They also greatly affect the appearance, viscosity, stability, efficacy, and irritation of creams. With the increasing trend towards "returning to nature and embracing green living," the use of natural animal and plant oils in cosmetics is becoming increasingly popular. Crocodile oil, extracted from crocodiles, primarily contains unsaturated fatty acids, trace elements, and other nutrients. Its physicochemical properties are very similar to human fat, resulting in excellent permeability and easy absorption by the body. It actively regulates skin cell metabolism, enhances skin immunity, penetrates deeply, provides multi-layered nourishment, moisturizes and locks in moisture, and provides comprehensive and balanced nutrition. This achieves effects such as moisturizing, wrinkle reduction, repair, whitening, and anti-aging.
[0003] However, crocodile oil still exhibits strong hydrophobicity, resulting in a "greasy" feel when used in cosmetics. Its high refractive index leads to low transparency in cosmetic emulsions. Traditionally, this is addressed by increasing the refractive index of the aqueous phase. For example, some low-carbon alcohols, such as propylene glycol, glycerin, and 1,3-butanediol, generally have refractive indices above 1. Therefore, propylene glycol, glycerin, and 1,3-butanediol can be used to adjust the refractive index of the aqueous phase, making the refractive indices of the oil and aqueous phases consistent, thus obtaining a transparent emulsion. However, none of these methods are optimal. Summary of the Invention
[0004] To address the shortcomings of crocodile oil in terms of poor skin feel and excessive refractive index, the primary objective of this invention is to provide a method for preparing a base oil composition for daily chemical applications. To improve the stability of crocodile oil, this invention involves diesterizing crocodile oil to obtain crocodile oil diglyceride. Then, a cholesterol-decanoate ester is uniformly mixed with the crocodile oil diglyceride. This reduces the hydrophobicity of the base oil and significantly lowers the refractive index, making it suitable for the preparation of water-based emulsion cosmetics.
[0005] Another object of the present invention is to provide a daily chemical base oil composition prepared by the above method.
[0006] Another object of the present invention is to provide the above-mentioned crocodile oil-containing base oil composition for use in cosmetics. The present invention utilizes cholesterol (C... 27 H 45 After esterification of OH with decanoic acid (C10), the resulting cholesterol-decanoate ester was applied to crocodile oil diglyceride as a cosmetic base oil. Experimental results showed that the cholesterol-decanoate ester reduced hydrophobicity, enhancing the "skin feel," lowering refractive index, improving viscosity and spreadability, and enhancing oxidative stability and free radical scavenging ability.
[0007] The objective of this invention is achieved through the following technical solution:
[0008] A method for preparing a daily chemical base oil composition includes the following steps:
[0009] (1) Cholesterol and decanoic acid were esterified under vacuum to obtain cholesterol-decanoic acid esterified product;
[0010] (2) Mix crocodile oil diglyceride with cholesterol-decyl esterification product to obtain a daily chemical base oil composition.
[0011] The vacuum condition described in step (1) is preferably an absolute pressure of 500-2000 Pa;
[0012] The esterification reaction in step (1) is a chemically catalytic esterification, wherein the catalyst used is preferably concentrated sulfuric acid (mass fraction > 90%), and the amount of concentrated sulfuric acid added is preferably 0.5-1% of the substrate mass, more preferably 0.7%.
[0013] The reaction temperature of the esterification reaction in step (1) is 170-190℃, preferably 180℃; the reaction time is 20-60 min, preferably 30 min.
[0014] The cholesterol (C) mentioned in step (1) 27 H 45 The mass ratio of OH to decanoic acid (C10) is preferably 1:0.5 to 1:1, more preferably 1:1.
[0015] The amount of cholesterol-decanoate esterified product used in step (2) is such that the mass ratio of the cholesterol-decanoate esterified product to the mass of crocodile oil diglyceride is 0.2 to 0.8%, preferably 0.5%.
[0016] The stirring and mixing in step (2) is carried out at 50-60℃ for 10-30 minutes.
[0017] The crocodile oil diglyceride described in step (2) is prepared by the following steps: crocodile oil is added to glycerol, and then stirred at 50-65°C. Lipase is added and the mixture is reacted under vacuum for 60-90 minutes. The crude product is then subjected to molecular distillation to remove free fatty acids, glycerol, and monoglycerides to obtain crocodile oil diglyceride.
[0018] Preferably, in step (2), the mass ratio of crocodile oil to glycerol is 1-3:10; the lipase is LipozymeTL IM; the amount of lipase used is 0.1-0.3% of the substrate mass; the vacuum refers to an absolute pressure of 500-2000 Pa; molecular distillation refers to the heavy phase product obtained by molecular distillation at 150-170℃.
[0019] The crocodile oil diglyceride mentioned in step (2) has a diglyceride content of 40-80%.
[0020] A daily chemical base oil composition prepared by the above method. This invention utilizes cholesterol (C... 27 H 45 After esterification of OH with decanoic acid (C10), the resulting cholesterol-decanoate ester was applied to crocodile oil diglyceride as a base oil in daily chemical products. Experimental results showed that the cholesterol-decanoate ester could reduce hydrophobicity and enhance the "skin feel", reduce refractive index, enhance viscosity spreadability, and enhance oxidative stability and free radical scavenging ability.
[0021] The above-mentioned daily chemical base oil composition is used in cosmetics, especially in the preparation of water-based emulsion cosmetics.
[0022] Compared with the prior art, the present invention has the following advantages and beneficial effects:
[0023] This invention is the first to utilize cholesterol (C 27 H 45 The esterification product of OH and decanoic acid (C10) is used as a stabilizer for cosmetic base oils. It is combined with crocodile oil diglyceride to form a novel composition. Compared with traditional triglyceride base oils, this oil composition has a suitable melting point at body temperature, reduced hydrophobicity and enhanced "skin feel", reduced refractive index, enhanced viscosity and spreadability, improved oxidative stability and enhanced free radical scavenging ability, making it a good choice for cosmetic base oils. Attached Figure Description
[0024] Figure 1 It is the change in the hydrophobic contact angle of the product.
[0025] Figure 2 This is the data on the 1,1-diphenyl-2-trinitrophenylhydrazine (DPPH) radical scavenging rate of the product. Detailed Implementation
[0026] The present invention will be further described in detail below with reference to embodiments, but the embodiments of the present invention are not limited thereto. All raw materials involved in the present invention can be purchased directly from the market. For process parameters not specifically specified, conventional techniques can be referred to. The crocodile oil used in the embodiments and comparative examples is derived from Nile crocodiles and has a melting point of 32°C.
[0027] This invention aims to improve cholesterol (C) 27 H 45 Esterification of OH with decanoic acid (C10) yields a product that can be added to crocodile oil diglyceride for use in cosmetics. This cosmetic base oil exhibits increased viscosity, decreased hydrophobicity, reduced refractive index, enhanced free radical scavenging ability, and improved oxidative stability. The following examples illustrate experimental and comparative test data characterizing the physicochemical properties of this base oil.
[0028] In the example, crocodile oil diglyceride was prepared by the following method: 10g of crocodile oil was added to 100g of glycerol, and then stirred at 60°C. 0.2% of lipase Lipozyme TL IM was added, and the mixture was reacted for 60min under an absolute pressure of 2000pa. The crude product was then subjected to molecular distillation at 170°C to remove free fatty acids, glycerol, and monoglycerides to obtain crocodile oil diglyceride. The diglyceride content in crocodile oil diglyceride was 50%.
[0029] Example 1
[0030] (1) Weigh out cholesterol (C 27 H 45 1g of OH and 1g of decanoic acid (C10) were heated to melt and mix thoroughly, then placed in a reactor and the reaction temperature was set to 180℃. When the temperature was constant, 1% by weight of concentrated sulfuric acid (mass fraction > 90%) of the substrate was added, and the mixture was stirred with a magnetic stirrer (50 r / min). The reaction was carried out under vacuum conditions (absolute pressure = 2000 Pa) with a water circulation pump. After the esterification reaction was completed in 30 min, the reaction solution was centrifuged to separate the layers, and the oil sample was collected. After washing with water and drying, the esterification product was obtained.
[0031] (2) Heat 100g of crocodile oil diglyceride to 40°C, then add the cholesterol-decanoate esterification product at 0.5% of the mass of crocodile oil diglyceride to obtain a composition for testing;
[0032] (3) Melting point determination
[0033] Melting point is expressed as sliding melting point temperature, determined by the capillary method, referring to ISO 6321 method, using a melting point apparatus, and the sliding melting point is rounded to the integer part.
[0034] (4) Oxidative stability
[0035] Oxidative stability analysis was performed using the Rancimat method. A sample oil weighing 3.0 g was used, the treatment temperature was 100℃, the gas flow rate was 20 L / h, and the oxidation induction time was recorded. A longer induction time resulted in better oxidative stability.
[0036] (5) Hydrophobicity
[0037] The hydrophobicity of oils is expressed by the contact angle. The laboratory test method is as follows: after melting the sample, place it in a 6 mm thick mold to solidify for 24 hours. Then, place 1 drop of deionized water on the sample surface. After 1 minute, record the contact angle between the water droplet and the sample surface. The larger the contact angle, the more hydrophobic the sample surface is.
[0038] (6) Viscosity
[0039] Viscosity was measured using a Malvern rheometer, with shear rates ranging from 0.1 to 100 s⁻¹. -1 .
[0040] (7) Refractive index
[0041] To determine the refractive index of grease using a refractometer, drop a drop of melted grease onto the prism, close the upper and lower prisms, adjust the reflecting mirror to allow light to enter the prism, observe through the eyepiece, rotate the prism knob to divide the field of view into bright and dark parts, rotate the prism knob until the boundary between bright and dark is at the crossroads, and take the reading on the ruler through the magnifying glass.
[0042] (8) Free radical scavenging rate
[0043] For the free radical scavenging rate test, 4.0 mL of 1,1-diphenyl-2-trinitrophenylhydrazine (DPPH) solution was added to a 10 mL volumetric flask, followed by 4.0 mL of the test solution. The solution was then diluted to the mark with anhydrous ethanol and shaken well. The 1 cm cuvette was immediately rinsed with the test solution, and the optical density (OD1) was measured at 517 nm. After storage at room temperature in the dark for 30 min, the optical density (OD2) was measured. For the control test, only 4.0 mL of DPPH ethanol solution was added, and the optical density (OD3) was measured at 517 nm after storage at room temperature in the dark for 30 min. Similarly, the optical density (OD) of other test samples was measured using the same method. The measurements were repeated three times, and the average value was taken as the final result. The free radical scavenging rate K (%) was calculated using the formula: (Experimental group OD1 - Experimental group OD2) / Blank group OD3 × 100%.
[0044] The composition obtained in Example 1 has a melting point of 35°C, a viscosity of 128 mPa·s, a refractive index of 1.4248, an oxidation induction time of 3.58 h, a hydrophobic angle of 77.3 degrees, and a free radical scavenging rate of 43.5%.
[0045] Example 2
[0046] This embodiment is the same as that in Embodiment 1 except for the following technical features: the amount of cholesterol-decanoate esterification product added in step (2) is 0.8%.
[0047] Based on the method described in Example 1 and the calculations performed, the composition obtained in this example has a melting point of 36°C, a viscosity of 130 mPa·s, a refractive index of 1.4314, an oxidation induction time of 3.10 h, a hydrophobic angle of 79.3 degrees, and a free radical scavenging rate of 39.3%.
[0048] Example 3
[0049] Except for the following technical features, this embodiment is the same as that in embodiment 1: the amount of cholesterol-decanoate esterification product added in step (2) is 0.2%.
[0050] Based on the method described in Example 1 and the calculations performed, the composition obtained in this example has a melting point of 35°C, a viscosity of 129 mPa·s, a refractive index of 1.4287, an oxidation induction time of 3.18 h, a hydrophobicity angle of 79.2 degrees, and a free radical scavenging rate of 40.3%.
[0051] Example 4
[0052] Except for the following technical features, this embodiment is the same as that in embodiment 1: the amount of cholesterol-decanoate esterification product added in step (2) is 0.1%.
[0053] Based on the method described in Example 1 and the calculations performed, the composition obtained in this example has a melting point of 36°C, a viscosity of 121 mPa·s, a refractive index of 1.4307, an oxidation induction time of 3.23 h, a hydrophobic angle reduction of 77.7 degrees, and a free radical scavenging rate of 39.5%.
[0054] Example 5
[0055] This embodiment is the same as that in Embodiment 1 except for the following technical features: the amount of cholesterol-decanoate esterification product added in step (2) is 0.6%.
[0056] Based on the method described in Example 1 and the calculations performed, the composition obtained in this example has a melting point of 37°C, a viscosity of 118 mPa·s, a refractive index of 1.4289, an oxidation induction time of 3.00 h, a hydrophobic angle reduction to 78.0 degrees, and a free radical scavenging rate of 37.5%.
[0057] Comparative Example 1
[0058] A composition was obtained by heating 100g of crocodile oil diglyceride to 40°C, followed by adding cholesterol at 0.5% of the mass of crocodile oil diglyceride. The composition was then tested.
[0059] Based on the method described in Example 1 and the calculations performed, the composition obtained in this comparative example has a melting point of 39°C, is a liquid at room temperature, has a viscosity of 108 mPa·s, a refractive index of 1.4647, an oxidation induction time of 3.48 h, a hydrophobic angle of 81.4 degrees, and a free radical scavenging rate of 29.0%.
[0060] Comparative Example 2
[0061] A composition was obtained by heating 100g of crocodile oil diglyceride to 40℃, followed by adding 0.5% decanoic acid (by mass of crocodile oil diglyceride) to the crocodile oil diglyceride. The composition was then tested.
[0062] Based on the method described in Example 1 and the calculations performed, the composition obtained in this comparative example has a melting point of 34°C, a slightly lower viscosity of 109 mPa·s, a refractive index of 1.4630, an oxidation induction time of 3.20 h, a hydrophobic angle of 78.0 degrees, and a free radical scavenging rate of 32.5%.
[0063] Comparative Example 3
[0064] A composition was obtained by heating 100g of crocodile oil diglyceride to 40°C, followed by the addition of cholesterol and decanoic acid at 0.25% of the mass of crocodile oil diglyceride, respectively, and then testing was performed.
[0065] Based on the method described in Example 1 and the calculations performed, the composition obtained in this comparative example has a melting point of 37°C, a viscosity of 110 mPa·s, a refractive index of 1.4622, an oxidation induction time of 3.39 h, a hydrophobicity angle of 79.1 degrees, and a free radical scavenging rate of 31.3%.
[0066] Comparative Example 4
[0067] A composition was obtained by heating 100g of crocodile oil diglyceride to 40°C, followed by adding hydrogenated castor oil CO40 at 0.5% of the mass of crocodile oil diglyceride to obtain the composition for testing.
[0068] Based on the method described in Example 1 and the calculations performed, the composition obtained in this comparative example has a melting point of 33°C, a viscosity of 111 mPa·s, a refractive index of 1.4534, an oxidation induction time of 3.05 h, a hydrophobicity angle of 79.1 degrees, and a free radical scavenging rate of 20.3%.
[0069] Comparative Example 5
[0070] A composition was obtained by heating 100g of crocodile oil diglyceride to 40°C, followed by adding polyethylene glycol at 0.5% of the mass of crocodile oil diglyceride to obtain the composition for testing.
[0071] Based on the method described in Example 1 and the calculations performed, the composition obtained in this comparative example has a melting point of 34°C, a viscosity of 87 mPa·s, a maximum refractive index of 1.4659, an oxidation induction time of 1.80 h, a hydrophobicity angle of 84.9 degrees, and a free radical scavenging rate of 24.8%.
[0072] Comparative Example 6
[0073] A composition was obtained by adding cholesterol-decanoate esterified product to 100g of crocodile oil at 0.5% of the crocodile oil mass, and then testing was performed.
[0074] Based on the method described in Example 1 and the calculations performed, the composition obtained in this comparative example has a melting point of 25°C, a viscosity of 70 mPa·s, a maximum refractive index of 1.4709, an oxidation induction time of 1.45 h, a hydrophobicity angle of 85.1 degrees, and a free radical scavenging rate of 20.8%.
[0075] Comparative Example 7
[0076] This comparative example is the same as Example 1 except for the following technical features: in step (1), decanoic acid is replaced with palmitic acid.
[0077] Based on the method described in Example 1 and the calculations performed, the comparative composition has a melting point of 37°C, a viscosity of 90 mPa·s, a refractive index of 1.4714, an oxidation induction time of 2.15 h, a hydrophobic angle of 81.3 degrees, and a free radical scavenging rate of 19.3%.
[0078] Table 1 shows the oxidation induction time of the products of the examples and comparative examples.
[0079] Table 2 shows the viscosity and refractive index changes of the products of the examples and comparative examples.
[0080] Table 1
[0081]
[0082] Table 2
[0083]
[0084] Conclusion: Cholesterol (C 27 H 45 The esterified product obtained by esterification of OH with decanoic acid (C10) is added as a stabilizer to crocodile oil diglyceride. In tests as a base oil for daily chemical applications, the hydrophobicity and refractive index of the oil are significantly lower than those of base oils containing ordinary hydrogenated castor oil, polyethylene glycol, cholesterol, decanoic acid, and a 1:1 mass ratio of cholesterol and decanoic acid. Simultaneously, the cholesterol-decanoic acid esterified product effectively improves the oxidative stability, viscosity, and free radical scavenging rate of the base oil, thus making it suitable for use in cosmetics.
[0085] The above embodiments are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above embodiments. Any changes, modifications, substitutions, combinations, or simplifications made without departing from the spirit and principle of the present invention shall be considered equivalent substitutions and shall be included within the protection scope of the present invention.
Claims
1. A method for preparing a base oil composition for daily chemical applications, characterized in that... Includes the following steps: (1) Cholesterol and decanoic acid were esterified under vacuum to obtain cholesterol-decanoic acid esterified product; (2) Mix crocodile oil diglyceride with cholesterol-decanoate esterification product to obtain a daily chemical base oil composition; The crocodile oil diglyceride mentioned in step (2) has a diglyceride content of 40-80%.
2. The method for preparing the daily chemical base oil composition according to claim 1, characterized in that: The vacuum condition described in step (1) is an absolute pressure of 500-2000 Pa; The esterification reaction described in step (1) is a chemical catalytic esterification, wherein the catalyst used is concentrated sulfuric acid, and the amount of concentrated sulfuric acid added is 0.5~1% of the substrate mass.
3. The method for preparing the daily chemical base oil composition according to claim 1, characterized in that: The esterification reaction in step (1) is carried out at a temperature of 170-190°C and for a time of 20-60 min. The mass ratio of cholesterol to decanoic acid in step (1) is 1:0.5 to 1:
1.
4. The method for preparing the daily chemical base oil composition according to claim 1, characterized in that: The amount of cholesterol-decanoate esterified product used in step (2) is such that the ratio of the mass of the cholesterol-decanoate esterified product to the mass of crocodile oil diglyceride is 0.2 to 0.8%.
5. The method for preparing the daily chemical base oil composition according to claim 1, characterized in that: The stirring and mixing in step (2) is carried out at 50-60℃ for 10-30 minutes.
6. The method for preparing the daily chemical base oil composition according to claim 1, characterized in that: The crocodile oil diglyceride described in step (2) is prepared by the following steps: crocodile oil is added to glycerol, and then stirred at 50-65°C. Lipase is added and the mixture is reacted under vacuum for 60-90 min. The crude product is then subjected to molecular distillation to remove free fatty acids, glycerol, and monoglycerides to obtain crocodile oil diglyceride.
7. The method for preparing the daily chemical base oil composition according to claim 6, characterized in that: In step (2), the mass ratio of crocodile oil to glycerol is 1-3:10; the lipase is Lipozyme TL IM; the amount of lipase used is 0.1-0.3% of the substrate mass; the vacuum refers to an absolute pressure of 500-2000 Pa; molecular distillation refers to the heavy phase product obtained by molecular distillation at 150-170℃.
8. A daily chemical base oil composition prepared by the method according to any one of claims 1-7.
9. The application of the daily chemical base oil composition according to claim 8 in the preparation of cosmetics.
10. The use of the daily chemical base oil composition according to claim 8 in the preparation of aqueous emulsion cosmetics.