Anti-UV compound composition for improving cosmetic material stability and preparation method and application thereof

Abstract

The invention relates to the field of daily cosmetic raw materials, in particular to an anti-UV compound composition for improving cosmetic material stability and a preparation method and application of the anti-UV compound composition, and the anti-UV compound composition comprises the following components in percentage by weight: 30-32% of sodium benzotriazolyl butylphenolsulfonate, 10-30% of sodium triazolyl butylphenolsulfonate, 10-30% of sodium triazolyl butylphenolsulfonate, 10-30% of sodium triazolyl butylphenolsulfonate, 10-30% of sodium triazolyl butylphenolsulfonate, 65 to 69 percent of butanol polyether-3; 1 to 5% of tributyl citrate; the purity of the benzotriazolyl sodium butylphenolsulfonate is greater than or equal to 99.0%. The anti-UV compound composition disclosed by the invention can effectively solve the problem that the stability of a material body is influenced by ultraviolet rays after a transparent packaging material is used in a cosmetic finished product, has an excellent anti-UV function and high stability, is suitable for various cosmetics with transparent packages, and has a wide market application prospect. The anti-UV compound composition disclosed by the invention has the capability of increasing the synthesis of type I collagen by virtue of synergistic interaction with retinol, and the anti-wrinkle and firming capabilities of retinol can be improved.

Description

Technical Field

[0001] The present invention relates to the field of daily cosmetic raw materials, in particular to an anti-UV compound composition for improving the stability of cosmetic materials, and a preparation method and application thereof. Background Art

[0002] With the development of the cosmetics industry, transparent packaging has become widely adopted for its aesthetic appeal and intuitive product display. However, transparent packaging exposes cosmetics to direct sunlight, allowing UV rays to penetrate the packaging and adversely impact the stability of the cosmetics. UV rays can cause degradation of active ingredients, oxidation of oils, and deterioration of fragrances, thereby compromising product efficacy and safety. Therefore, the development of an environmentally friendly, UV-resistant composition that effectively protects against UV rays and enhances the stability of cosmetics is of great practical significance. Summary of the Invention

[0003] The object of the present invention is to provide an anti-UV compound composition that can effectively resist ultraviolet rays and improve the stability of cosmetic materials. The composition can effectively absorb ultraviolet rays and protect the active ingredients in the cosmetic materials from being damaged by ultraviolet rays. At the same time, it has good compatibility and safety and is suitable for various transparently packaged cosmetics.

[0004] The first aspect of the present invention provides an anti-UV compound composition for improving the stability of cosmetic materials, comprising the following components by weight:

[0005] Sodium benzotriazolyl butylphenol sulfonate 30-32%;

[0006] Butanol polyether-3 65~69%;

[0007] Tributyl citrate 1~5%.

[0008] In the composition, sodium benzotriazolyl butylphenol sulfonate is a highly effective UV absorber. The benzotriazole group in its molecular structure effectively absorbs UV rays and converts them into harmless heat, thereby protecting the active ingredients in the cosmetic material from UV damage. Buteth-3 has excellent solubility and wettability, enhancing the stability of the composition and its compatibility with the cosmetic material. Tributyl citrate acts as a plasticizer and solvent, helping to improve the fluidity and uniformity of the composition, allowing it to be better dispersed in the cosmetic material.

[0009] Furthermore, the CAS number of the sodium benzotriazolyl butylphenol sulfonate is 92484-48-5. The purity of the sodium benzotriazolyl butylphenol sulfonate is ≥99.0%. The anti-UV compound composition containing the high-purity anti-UV active substance "sodium benzotriazolyl butylphenol sulfonate" has better color protection and odor removal effects than traditional commercially available similar composition products. In addition, it is more user-friendly and has better quality. It solves the problem of the precipitation of disodium salt and trisodium salt of traditional commercially available similar composition products due to insufficient purity, which directly leads to a decline in quality and application ability, and the precipitation of the composition caused by the product itself due to the extension of time.

[0010] Furthermore, the preparation method of sodium benzotriazolyl butylphenol sulfonate comprises the following steps:

[0011] 1. Benzotriazole (1.2 mol) and butylphenolsulfonyl chloride (1 mol) were reacted in pyridine at 80°C for 6 h.

[0012] 2. After cooling the reaction solution, pour into ice water and filter to obtain the crude product;

[0013] 3. The crude product was molecularly distilled (210°C~280°C / 0.1mbar) and the fractions were collected;

[0014] 4. Supercritical CO2 extraction (40℃ / 250bar) removed the residual solvent to obtain white crystals (NMR purity 99.7%, Figure 10 ).

[0015] Furthermore, the purity of the butanol polyether-3 is ≥99%.

[0016] Furthermore, the purity of the tributyl citrate is ≥98%.

[0017] Furthermore, the anti-UV compound composition for improving the stability of cosmetic materials comprises the following components by weight percentage:

[0018] Sodium benzotriazolyl butylphenol sulfonate 30%;

[0019] Butaneth-3 65%;

[0020] Tributyl citrate 5%.

[0021] A second aspect of the present invention provides a method for preparing the anti-UV compound composition for improving the stability of cosmetic materials as described above, comprising the following steps:

[0022] (A) Add butyl polyether-3 into the reactor, start the stirring device at a stirring speed of 300 r / min, and then raise the temperature to 70-90°C;

[0023] (B) During the stirring process, slowly add sodium benzotriazolyl butylphenol sulfonate, continue stirring and mixing under reduced pressure for 4-8 hours to ensure that the two are fully mixed;

[0024] (C) Finally, tributyl citrate is added and stirring is continued to obtain a uniform anti-UV composite composition.

[0025] The third aspect of the present invention provides a use of the above-mentioned anti-UV compound composition for improving the stability of cosmetic materials in the preparation of cosmetics.

[0026] Furthermore, the cosmetics are transparently packaged cosmetics.

[0027] Furthermore, the anti-UV compound composition can resist ultraviolet rays and improve the stability of the cosmetic material.

[0028] Furthermore, the cosmetics are transparently packaged cosmetics such as sunscreen, essence, lotion, and facial cleanser.

[0029] Furthermore, the cosmetics contain retinol and have anti-wrinkle and firming effects.

[0030] The anti-UV compound composition of the present invention has the ability to synergistically increase the synthesis of type I collagen with retinol, thereby increasing the anti-wrinkle and firming capabilities of retinol.

[0031] The advantages of the present invention are:

[0032] 1. The anti-UV composite composition of the present invention can effectively solve the problem of the influence of ultraviolet rays on the stability of the finished cosmetics caused by the use of transparent packaging materials. It has excellent UV resistance and high stability, is suitable for various transparently packaged cosmetics, and has broad market application prospects.

[0033] 2. The anti-UV composite composition of the present invention is applied to transparently packaged cosmetics such as sunscreens, serums, and lotions. The anti-UV composite is uniformly mixed with other raw materials according to conventional formulas and preparation methods to produce a finished product. Actual use tests have shown that cosmetics containing the anti-UV composite maintain the stability of the material for a long time in transparent packaging, effectively protecting the material from the effects of ultraviolet rays, and provide a pleasant feel without feeling greasy or irritating, earning widespread acclaim from consumers.

[0034] 3. The anti-UV composite composition of the present invention has a photoprotective effect on the active ingredient retinol, has a good inhibitory effect on protein denaturation, can inhibit protein aging, and has the ability to synergistically increase type I collagen synthesis with retinol, which can enhance the anti-wrinkle and firming ability of retinol. BRIEF DESCRIPTION OF THE DRAWINGS

[0035] Figure 1 The UV absorption function test of the anti-UV compound composition of Scheme 1 in Example 5 in the wavelength range of 290-400nm; times 1 to 6 in the figure are 6 parallel tests of the same sample.

[0036] Figure 2 The UV absorption function test of the anti-UV compound composition of Scheme 2 in Example 5 in the wavelength range of 290-400nm; times 1 to 6 in the figure are 6 parallel tests of the same sample.

[0037] Figure 3 . Color protection effect test chart of the sample in Example 6.

[0038] Figure 4 . The photoprotective effect of the sample in Example 7 on the active ingredient - Retinol.

[0039] Figure 5 . The light protection effect of the sample in Example 8 on the protein emulsion.

[0040] Figure 6 .Odor sensory test results of the samples in Example 8.

[0041] Figure 7 . Cell viability test results in Example 9.

[0042] Figure 8 . Average content of type I collagen in Example 9.

[0043] Figure 9 . The upregulation rate of type I collagen in Example 9, %.

[0044] Figure 10 .NMR spectrum of sodium benzotriazolylbutylphenol sulfonate prepared in Example 11. DETAILED DESCRIPTION

[0045] The specific implementation methods provided by the present invention are described in detail below with reference to the examples.

[0046] Example 1:

[0047] The anti-UV composite composition comprises the following components by weight percentage:

[0048] 30% sodium benzotriazolyl butylphenol sulfonate; the purity of the sodium benzotriazolyl butylphenol sulfonate is ≥99.0%;

[0049] Butaneth-3 65%;

[0050] Tributyl citrate 5%.

[0051] The preparation method comprises the following steps:

[0052] (A) Add butyl polyether-3 into the reactor, start the stirring device at a stirring speed of 300 r / min, and then raise the temperature to 80°C;

[0053] (B) During the stirring process, slowly add sodium benzotriazolyl butylphenol sulfonate, continue stirring and mixing under reduced pressure for 6 hours to ensure that the two are fully mixed;

[0054] (C) Finally, tributyl citrate is added and stirring is continued to obtain a uniform anti-UV composite composition.

[0055] Example 2:

[0056] The anti-UV composite composition comprises the following components by weight percentage:

[0057] Sodium benzotriazolyl butylphenol sulfonate 31%; the purity of the sodium benzotriazolyl butylphenol sulfonate is ≥99.0%;

[0058] Butaneth-3 68%;

[0059] Tributyl citrate 1%.

[0060] The preparation method is the same as that of Example 1.

[0061] Example 3:

[0062] The anti-UV composite composition comprises the following components by weight percentage:

[0063] 32% sodium benzotriazolyl butylphenol sulfonate; the purity of the sodium benzotriazolyl butylphenol sulfonate is ≥99.0%;

[0064] Butaneth-3 66%;

[0065] Tributyl citrate 2%.

[0066] The preparation method is the same as that of Example 1.

[0067] Example 4:

[0068] The anti-UV composite composition comprises the following components by weight percentage:

[0069] 30% sodium benzotriazolyl butylphenol sulfonate; the purity of the sodium benzotriazolyl butylphenol sulfonate is ≥99.0%;

[0070] Butaneth-3 65%;

[0071] Tributyl citrate 5%.

[0072] The preparation method comprises the following steps:

[0073] (A) Add butyl polyether-3 into the reactor, start the stirring device at a stirring speed of 300 r / min, and then raise the temperature to 70°C;

[0074] (B) During the stirring process, slowly add sodium benzotriazolyl butylphenol sulfonate, continue stirring and mixing under reduced pressure for 4 hours to ensure that the two are fully mixed;

[0075] (C) Finally, tributyl citrate is added and stirring is continued to obtain a uniform anti-UV composition.

[0076] Example 5: Functional testing

[0077] The UV absorption function of the anti-UV composite compositions prepared in Example 1 and Example 2 was tested, and the test method was as follows:

[0078] 1. Prepare the anti-UV composite composition into a test sample;

[0079] 2. Apply the test sample on a transparent quartz plate to form a uniform film;

[0080] 3. Use an ultraviolet spectrophotometer to measure absorbance within the wavelength range of 290-400nm;

[0081] 4. Calculate the absorbance of the test sample to ultraviolet light;

[0082] 5. At a wavelength of 326 nm, the average absorbance of the six groups in Scheme 1 was 0.827; the average absorbance of the six groups in Scheme 2 was 0.765.

[0083] Figure 1 and Figure 2 The test results show that the anti-UV compositions of Example 1 (Scheme 1) and Example 2 (Scheme 2) have highly consistent absorbance of ultraviolet light in the wavelength range of 290-400nm, with a data deviation value of <0.02, indicating the reliability of the test data and proving that the compositions have excellent UV absorption function and can effectively protect the active ingredients in the cosmetic material from damage by ultraviolet rays.

[0084] Example 6: Color protection effect test

[0085] 1. Test sample:

[0086] Experimental group 1: basic formula + 0.05% of the anti-UV compound composition of the present invention (Example 1);

[0087] Experimental group 2: basic formula + 0.05% of the anti-UV compound composition of the present invention (Example 2);

[0088] Blank group: basic formula;

[0089] The ingredients of the basic formula are:

[0090]

[0091] 2. Test equipment:

[0092] UV spectrophotometer.

[0093] 3. Test method:

[0094] The samples were placed in commercially available transparent plastic bottles to simulate daily use.

[0095] Use Atlas lamp (D65) to simulate sunlight exposure to the sample (4 hours of simulated light exposure is equivalent to 8 hours of sunlight exposure per day).

[0096] The sample temperature was approximately 32°C.

[0097] 4. Test steps:

[0098] The pigment content in the formula was regularly determined using a UV spectrophotometer.

[0099] 5. Experimental Results

[0100] like Figure 3 As shown, the anti-UV composite composition of the present invention preferentially absorbs ultraviolet rays, effectively reduces the chemical bond breakage caused by ultraviolet rays, and significantly improves the light resistance of the color in the formula compared to the control group without adding the composition.

[0101] Example 7: Photoprotective effect of the anti-UV composite composition of the present invention on the active ingredient - Retinol

[0102] Retinol and its derivatives are recognized in the skincare field for their anti-aging, anti-acne, and whitening properties, belonging to the vitamin A family. The photostability of retinol and its derivatives is a key factor influencing their skincare effectiveness. Because they are easily degraded and inactivated by light (particularly ultraviolet light), this not only leads to overall product instability but also poses significant challenges to the storage and subsequent use of the finished product. This example tests the photosensitivity of the anti-UV composite composition of the present invention against two retinol derivatives: retinal and hydroxypinacolone retinoate.

[0103] Test materials: 0.1% BST (the anti-UV composite composition of the present invention, Example 1), 0.1% pentaerythritol tetrakis-di-tert-butyl hydroxyhydrocinnamate (PTH), blank control;

[0104] Test instrument: light box (TL84);

[0105] Test method: Place the vitamin A serum prepared according to the formula in Table 1 and added with different test raw materials in a light box, then observe and record the color changes of the material;

[0106] Test environment: temperature 25°C, humidity 50%.

[0107] Table 1. Efficacy test formula

[0108]

[0109] Figure 4 The results showed that after 7 days, the yellow color of the blank control group had faded a little, while the yellow color of the group adding the anti-UV composite composition (BST) of the present invention remained basically the same as the baseline. After 14 days, the color of the blank control group and the PTH group had faded a little, while the color of the group adding BST was still visible. After 20 days, the blank control group and the PTH group were basically white, while the group adding BST still retained a little yellow.

[0110] Sample color retention: BST > standard PTH > blank control;

[0111] The photoprotective effect of the active ingredient - retinol: BST > standard PTH > blank control.

[0112] Example 8: Anti-UV composite composition of the present invention inhibits protein aging

[0113] From different plants, the protein extracted from animals has a specific and significant skin care effect on the skin. Widely known by the public as collagen, and elastin play a key role in supporting skin elasticity. But the characteristic smell of protein can become larger when aging, and the feed body color can also become darker and darker, which can bring instability to the overall product on the one hand, and also bring very large troubles to the storage of the final product and the use of the consumer in the later stage on the other hand. The present embodiment tests the light protection effect of the anti-UV composite composition of the present invention to a high-content protein emulsion.

[0114] Test subjects: high-protein milk;

[0115] Test materials: 0.1% BST (the anti-UV composite composition of the present invention, Example 1), 0.1% PTH as a standard, and a blank control;

[0116] Test equipment: oven (50°C);

[0117] Test method: Place the prepared high-protein cream with different test ingredients in an oven for 1 month, then observe and record the changes in the color and odor of the cream;

[0118] Test environment: temperature 25°C, humidity 50%.

[0119] Table 2. High-protein milk efficacy test formula

[0120]

[0121] Figure 5 The results showed that after aging at 50° C. for one month, the protein milk in the group containing the anti-UV composite composition (BST) of the present invention changed color slightly, but the color did not become very dark. Figure 6 The results showed that the protein milk with BST had significantly less odor than the other two groups after aging at 50 degrees for one month. PTH had the second least odor, and the one without any masking agent had the strongest odor.

[0122] Sample color deepening: blank control > standard PTH > BST;

[0123] Increase of sample odor: blank control > standard PTH > BST;

[0124] Light protection effect on active ingredients: BST > standard PTH > negative control.

[0125] In summary, the anti-UV composite composition (BST) of the present invention has a good inhibitory effect on protein denaturation and can inhibit protein aging.

[0126] Example 9: Synergistic Effect of the Anti-UV Composite Composition of the Present Invention on Retinol

[0127] This example uses a double-antibody sandwich enzyme-linked immunosorbent assay (ELISA) to measure the upregulation of type I collagen by the anti-UV composite composition of the present invention. Both negative and positive control groups were used. By comparing and analyzing the experimental data, the synergistic effect of the sample on retinol in promoting type I collagen synthesis was evaluated. This data allows for a relatively reasonable assessment of the product's synergistic effect on retinol.

[0128] 1. Experimental Design and Methods

[0129] Negative control group: DMEM medium, fetal bovine serum, 0.25% trypsin, Human Pro-Collagen Ialpha ELISA KIT, Human Col III ELISA KIT, MTT

[0130] Positive control group: Vc 10μg / mL

[0131] Sample group: Scheme 1, Scheme 2, Retinol

[0132] Solution 1: Retinol 1 w / w%, anti-UV compound 0.05 w / w% (Example 1), light exposure for 4 hours;

[0133] Solution 2: 1 w / w% retinol, 0.05 w / w% anti-UV compound (Example 2), light exposure for 4 hours;

[0134] The anti-UV composite composition was prepared by the method of Example 1.

[0135] Option 3: Retinol 1%, 4 hours of light exposure.

[0136] 1. Cell Viability Assay: Cells in the logarithmic growth phase were harvested and seeded into 96-well plates at an adjusted cell density, with each well containing 100 μL of culture medium. After 24 hours of incubation in a CO2 incubator, the culture medium was aspirated and the cells were washed twice with PBS buffer. The cells were then dosed according to the sample concentrations listed in Table 3.

[0137] 2. Grouping

[0138] Table 3

[0139]

[0140] 3. Dosing: Add only cell culture medium to the anti-UV composite and negative control groups, add vitamin C to the positive control group, and add various concentrations of sample to the sample groups. After dosing, continue incubating in a CO2 incubator for 24 hours. Then, perform an MTT cell viability assay. Read the absorbance OD value at 490 nm and calculate cell viability. Calculate cell viability for three samples before performing efficacy testing and comparison.

[0141] 4. Collagen content detection: Adjust the cell density to a certain level and re-plate the cells in 6-well plates. After 24 h ± 1 h, the cells will adhere to the plate and then be divided into groups and dosed as in step 2 for the next step of the test. Set up three replicate wells for each group.

[0142] 5. Sample collection: After 24 hours of incubation, collect the supernatant for ELISA detection. Collect 150 μL of supernatant from each well into a 1.5 mL centrifuge tube. Centrifuge at 10,000 rpm for 10 minutes before ELISA detection. Collect the supernatant for the test.

[0143] 6. ELISA test: This test uses type I collagen. Perform the test according to the kit instructions.

[0144] 2. Data Processing

[0145] 1. Cell viability (%) = sample group OD 490 / OD of negative control group 490 ×100%.

[0146] 2. Type I collagen upregulation rate: Upregulation rate (%) = (sample group - negative control group) / negative control group × 100%

[0147] Note: Blank wells are deducted from each set of data.

[0148] 3. Cell Viability Test Results

[0149] Table 4

[0150]

[0151] Note: The cell viability of the compound composition is too low to be meaningful for testing, so the increase rate of type I collagen content is not tested.

[0152] Table 4 and Figure 7 The results showed that after adding the compound composition, cell viability did not decrease, no cytotoxicity was observed, and it did not affect the accuracy of the type I collagen enhancement rate detection results.

[0153] 4. Results of Type I Collagen Content and Upregulation Rate Test

[0154] Table 5

[0155]

[0156] Table 5 Figure 8 and Figure 9 The results showed that under the experimental conditions of this embodiment, when the addition amount of Scheme 1 and Scheme 2 was 0.05%, the upregulation rates of type I collagen were 188.65%±5.20% and 57.53%±1.67%, respectively. The upregulation rate of type I collagen in the sample of Scheme 3 without adding the compound composition was 34.15%±2.96%, which was significantly different from the above. This shows that the anti-UV compound composition of the present invention has the ability to increase the synthesis of type I collagen by synergistically enhancing the function with retinol, thereby increasing the anti-wrinkle and firming ability of retinol.

[0157] Example 10: Application Example

[0158] The anti-UV composite composition of the present invention is applied to transparently packaged cosmetics such as sunscreens, serums, and lotions. The anti-UV composite composition is uniformly mixed with other raw materials according to conventional formulas and preparation methods to produce a finished product. Actual use tests have shown that cosmetics containing the anti-UV composite composition can maintain the stability of the transparent packaging for a long time, effectively protecting the product from the effects of ultraviolet rays, and provide a pleasant feel without feeling greasy or irritating, earning widespread acclaim from consumers.

[0159] In summary, the anti-UV composite composition of the present invention can effectively solve the problem of the influence of ultraviolet rays on the stability of the finished cosmetic product caused by the use of transparent packaging materials. It has excellent UV resistance and high stability and is suitable for various transparently packaged cosmetics.

[0160] Example 11:

[0161] The preparation method of sodium benzotriazolyl butylphenol sulfonate comprises the following steps:

[0162] 1. Benzotriazole (1.2 mol) and butylphenolsulfonyl chloride (1 mol) were reacted in pyridine at 80°C for 6 h.

[0163] 2. After cooling the reaction solution, pour into ice water and filter to obtain the crude product;

[0164] 3. The crude product was molecularly distilled (210°C~280°C / 0.1mbar) and the fractions were collected;

[0165] 4. Supercritical CO2 extraction (40℃ / 250bar) removed the residual solvent to obtain white crystals (NMR purity 99.7%, see Figure 10 ).

[0166] The preferred embodiments of the present invention have been specifically described above, but the present invention is not limited to the described embodiments. Those skilled in the art may make various equivalent modifications or substitutions without departing from the spirit of the present invention. These equivalent modifications or substitutions are all included in the scope defined by the claims of this application.

Claims

1. An anti-UV compound composition for improving the stability of cosmetic materials, characterized in that: By weight percentage, it contains the following components: Sodium benzotriazolyl butylphenol sulfonate 30-32%; Butanol polyether-3 65~69%; Tributyl citrate 1~5%; The purity of the sodium benzotriazolyl butylphenol sulfonate is ≥ 99.0%.

2. The anti-UV compound composition for improving the stability of cosmetic materials according to claim 1, characterized in that: By weight percentage, it contains the following components: Sodium benzotriazolyl butylphenol sulfonate 30%; Butaneth-3 65%; Tributyl citrate 5%.

3. A method for preparing an anti-UV compound composition for improving the stability of cosmetic materials according to claim 1 or 2, characterized in that: The following steps are involved: (A) Add butyl polyether-3 into the reactor, start the stirring device at a stirring speed of 300 r / min, and then raise the temperature to 70-90°C; (B) During the stirring process, slowly add sodium benzotriazolyl butylphenol sulfonate, continue stirring and mixing under reduced pressure for 4-8 hours to ensure that the two are fully mixed; (C) Finally, tributyl citrate is added and stirring is continued to obtain a uniform anti-UV composite composition.

4. Use of the anti-UV compound composition for improving the stability of cosmetic materials as claimed in claim 1 or 2 in the preparation of cosmetics.

5. Use of the anti-UV compound composition for improving the stability of cosmetic materials according to claim 4 in the preparation of cosmetics, characterized in that: The cosmetics are transparently packaged cosmetics.

6. Use of the anti-UV compound composition for improving the stability of cosmetic materials according to claim 4 in the preparation of cosmetics, characterized in that: The anti-UV compound composition can resist ultraviolet rays and improve the stability of cosmetic materials.

7. Use of the anti-UV compound composition for improving the stability of cosmetic materials according to claim 4 in the preparation of cosmetics, characterized in that: The cosmetics contain retinol and have anti-wrinkle and firming effects.

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