A composition for inhibiting discoloration of whitening agents, its preparation method and application

CN119587390BActive Publication Date: 2026-09-01GUANGZHOU HUANYA COSMETIC SCI & TECH CO LTD
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Patent Information

Application Number
CN202411581037.8
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-11-07
Publication Date
2026-09-01
Estimated Expiration
2044-11-07

AI Technical Summary

Technical Problem

[0003]目前,美白类化妆品的产品变色问题是困扰产品开发的重要问题,传统大多是通过在美白类化妆品中添加抗氧化剂以避免美白剂变色,例如常用的抗氧化剂包括维生素C和维生素E,但维生素C本身活性强,且存在变色问题,而维生素E作为抗氧化剂,其抗氧能力有限,且肤感较粘

Benefits of technology

[0017] Compared with the prior art, the beneficial effects of the present invention are as follows:

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Abstract

This invention belongs to the field of cosmetic technology and discloses a composition for inhibiting the discoloration of whitening agents, its preparation method, and its application. The composition of this invention comprises the following components: pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, sodium metabisulfite, and astaxanthin. This invention achieves a synergistic effect by rationally combining pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, sodium metabisulfite, and astaxanthin. These three components work together to inhibit the discoloration of whitening agents through multiple dimensions, including interrupting free radicals, inhibiting electron transitions, absorbing ultraviolet light, and inhibiting free radical reactions.
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Description

Technical Field

[0001] This invention belongs to the field of cosmetic technology, and specifically relates to a composition for inhibiting the discoloration of whitening agents, its preparation method, and its application. Background Technology

[0002] Cosmetic discoloration mainly includes oxidation of oils, discoloration of polysaccharides, discoloration of polyphenols, and discoloration of fragrances. Cosmetics are prone to discoloration due to various factors, including temperature, active water content, oxygen content, light exposure, and ions. Oxygen free radicals, ions, and light energy can affect the structure of active ingredients, leading to discoloration. For example, phenolic compounds in fragrances, such as ethyl maltol and eugenol, will produce red or brown substances when they encounter fragrances containing iron ions. This is mainly because the phenolic hydroxyl groups can react with ferric chloride to produce a color change, which can be used as a method to identify phenols or iron ions. Furthermore, raw materials containing indole, methyl anthranilate, and eugenol will darken in color under sunlight. In addition, active ingredients can also undergo chemical reactions under certain conditions. For example, tranexamic acid and polyhydroxy sugar derivatives will brown when used in combination at high temperatures. This is mainly due to an interaction similar to the Maillard reaction. The Maillard reaction is a non-enzymatic browning reaction that produces large, brown-black molecules. Studies have found that tranexamic acid and polyhydroxy sugar derivatives do not show color changes at high temperatures when they are present alone in aqueous solutions, but when they are used together, browning is aggravated.

[0003] Currently, the discoloration problem of whitening cosmetics is a significant issue hindering product development. Traditionally, most whitening cosmetics are prevented from discoloring by adding antioxidants, such as vitamin C and vitamin E. However, vitamin C is highly active and has a discoloration problem, while vitamin E, as an antioxidant, has limited antioxidant capacity and a sticky texture.

[0004] Therefore, it is necessary to develop a product that can effectively inhibit the discoloration of whitening agents. Summary of the Invention

[0005] The present invention aims to at least solve one of the technical problems existing in the prior art. To this end, the present invention provides a composition for inhibiting discoloration of whitening agents, a method for preparing the composition, and its application. This composition can effectively solve the problem of whitening products darkening or changing color under light and high temperature conditions.

[0006] In a first aspect, the present invention provides a composition comprising the following components: pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, sodium metabisulfite, and astaxanthin.

[0007] In some embodiments of the present invention, the composition comprises, by weight, the following components: 30-70 parts of pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, 30-70 parts of sodium metabisulfite, and 0.1-10 parts of astaxanthin.

[0008] In some embodiments of the present invention, the composition comprises, by weight, the following components: 35-65 parts of pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, 35-65 parts of sodium metabisulfite, and 0.1-5 parts of astaxanthin.

[0009] In some embodiments of the present invention, the composition comprises, by weight, the following components: 40-60 parts of pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, 40-60 parts of sodium metabisulfite, and 0.1-1 parts of astaxanthin.

[0010] A second aspect of the present invention provides a method for preparing the composition described in the first aspect of the present invention, comprising the following steps:

[0011] The composition is obtained by mixing the pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, sodium metabisulfite, and astaxanthin.

[0012] A third aspect of the present invention provides a cosmetic product comprising the composition described in the first aspect of the present invention.

[0013] In some embodiments of the present invention, the cosmetic also includes a whitening agent.

[0014] In some embodiments of the present invention, the whitening agent includes at least one of phenylethyl resorcinol, ascorbic acid, and tranexamic acid.

[0015] In some embodiments of the present invention, the composition is present in a cosmetic at a concentration of 0.1-5 wt%.

[0016] In some embodiments of the present invention, the composition is present in a cosmetic at a concentration of 0.1-1 wt%.

[0017] Compared with the prior art, the beneficial effects of the present invention are as follows:

[0018] This invention rationally combines pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, sodium metabisulfite, and astaxanthin. These three components work synergistically to inhibit the discoloration of whitening agents from multiple dimensions, such as interrupting free radicals, inhibiting electron transitions, absorbing ultraviolet light, and inhibiting free radical reactions. When the composition of this invention is used in whitening cosmetics, the components themselves will not aggravate the darkening of the product's color, and the discoloration of the product under light and high temperature conditions can be significantly improved. Attached Figure Description

[0019] Figure 1 Images of the face creams used in Examples 1-3 and Comparative Example 4 before and after 2 weeks of storage;

[0020] Figure 2 Images of the face creams used in Example 4 and Comparative Example 5 before and after 2 weeks of storage;

[0021] Figure 3 Images of the face creams used in Example 5 and Comparative Example 6 before and after 2 weeks of storage;

[0022] Figure 4 Images of the face creams used in Example 1 and Comparative Examples 1-4 and 8-10 before and after 2 weeks of storage;

[0023] Figure 5 Images of the face creams used in Example 2 and Comparative Example 7 before and after 2 weeks of storage;

[0024] Figure 6 Images of the face creams used in Examples 3-5 and Comparative Examples 4-6 after 2 months at high temperatures. Detailed Implementation

[0025] To enable those skilled in the art to more clearly understand the technical solutions described in this invention, the following embodiments are provided for illustration. It should be noted that the following embodiments do not constitute a limitation on the scope of protection claimed by this invention.

[0026] Unless otherwise specified, the raw materials, reagents or devices used in this invention can be obtained from conventional commercial sources or by existing known methods.

[0027] In this embodiment of the invention, pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester was purchased from BASF (China) Co., Ltd., sodium metabisulfite and astaxanthin were purchased from Guangzhou Nuowei Biotechnology Co., Ltd., and phenylethyl resorcinol was purchased from Symrise Fragrance & Flavor (Shanghai) Co., Ltd.

[0028] Examples 1-3

[0029] Examples 1-3 each provide a composition, and the specific formulation of the composition is shown in Table 1; the unit is parts by weight.

[0030] Table 1

[0031]

[0032]

[0033] The composition in Table 1 is prepared by mixing pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, sodium metabisulfite, and astaxanthin.

[0034] Application Examples 1-5

[0035] Application Examples 1-5 each provide a face cream, with specific formulas shown in Table 2; the unit is wt%.

[0036] Table 2

[0037]

[0038]

[0039] The preparation method of the face creams in Examples 1-5 includes the following steps:

[0040] Mix the components in phase A evenly according to the proportions in Table 2, dissolve and stir evenly at 80℃, mix the components in phase B evenly, heat to 80℃, then add the phase B mixture to phase A, homogenize for 10 minutes, then cool to 40℃, add phase C and phase D, and homogenize for 2 minutes.

[0041] Application Comparative Examples 1-10

[0042] Comparative Examples 1-10 each provide a face cream, and the specific formulas are shown in Table 3; the unit is wt%.

[0043] Table 3

[0044]

[0045]

[0046] The preparation method of the face creams using Comparative Examples 1-10 is the same as that used in the application examples.

[0047] Light-induced color-changing effect test

[0048] Test samples: face creams prepared using Examples 1-5 and Comparative Examples 1-10.

[0049] Test method: Place each group of test samples indoors and expose them to sunlight for 2 weeks, then compare the color change of each group of face creams.

[0050] Color change observed in Application Examples 1-5 and Comparative Examples 4-6

[0051] like Figure 1 As shown, where, Figure 1 (a) is a picture before irradiation. The samples from left to right correspond to Application Comparative Example 4, Application Example 1, Application Example 2, and Application Example 3, respectively. Figure 1 (b) is an image taken 2 weeks after irradiation, with the sample arrangement order consistent with... Figure 1 (a) Same.

[0052] like Figure 2 As shown, where, Figure 2 (a) is a picture before irradiation. The samples from left to right correspond to Application Comparative Example 5 and Application Example 4, respectively. Figure 2 (b) is an image taken 2 weeks after irradiation, with the sample arrangement order consistent with... Figure 2 (a) Same.

[0053] like Figure 3 As shown, where, Figure 3 (a) is a picture before irradiation. The samples from left to right correspond to Application Comparative Example 6 and Application Example 5, respectively. Figure 3 (b) is an image taken 2 weeks after irradiation, with the sample arrangement order consistent with... Figure 3 (a) Same.

[0054] Comparing application examples 1-3 with application example 4, which does not contain any color-inhibiting ingredients, from Figure 1 It can be seen that the discoloration of the ointment was reduced after adding the compositions of Examples 1-3. Furthermore, comparing the applications of Examples 4-5 and Comparative Examples 5-6, from... Figure 2 , Figure 3 It can be seen that replacing the whitening agent with ascorbic acid and tranexamic acid also inhibited the discoloration. This confirms that the composition of the present invention has an inhibitory effect on the discoloration of structurally similar compounds such as phenylethyl resorcinol, ascorbic acid, and tranexamic acid.

[0055] Color change observed in Application Example 1 and Comparative Examples 1-4 and 8-10

[0056] like Figure 4 As shown, where, Figure 4 (a) is a picture before irradiation. The samples from left to right correspond to Application Example 1, Application Comparative Example 1, Application Comparative Example 2, Application Comparative Example 3, Application Comparative Example 4, Application Comparative Example 8, Application Comparative Example 9, and Application Comparative Example 10. Figure 4 (b) is an image taken 2 weeks after irradiation, with the sample arrangement order consistent with... Figure 4 (a) Same.

[0057] from Figure 4It can be seen that adding 0.1% of the composition in Application Example 1, and adding 0.1% of pentaerythritol tetra(bis-tert-butylhydroxycinnamic acid), sodium metabisulfite, and astaxanthin to the comparative examples, as well as 0.05% pentaerythritol tetra(bis-tert-butylhydroxycinnamic acid) + 0.05% sodium metabisulfite, 0.05% pentaerythritol tetra(bis-tert-butylhydroxycinnamic acid) + 0.05% astaxanthin, and 0.05% sodium metabisulfite + 0.05% astaxanthin respectively, shows that Application Example 1 has a stronger color-inhibiting effect. This indicates that under the same amount of color-inhibiting ingredients, the composition in the application examples has a stronger color-inhibiting effect; the color change in Comparative Examples 8-10 is significantly more severe than that in Application Example 1, confirming the synergistic color-inhibiting effect among pentaerythritol tetra(bis-tert-butylhydroxycinnamic acid), sodium metabisulfite, and astaxanthin in the composition of the present invention.

[0058] This study suggests that the discoloration of phenylethyl resorcinol is due to its phenolic hydroxyl group, which can form a p-π conjugated structure with the benzene ring. The larger the conjugated group, the darker the color. Furthermore, it is more likely to form a free radical structure after ultraviolet irradiation, thus triggering a reaction. In the application examples, pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, sodium metabisulfite, astaxanthin, and other components are included. Pentaerythritol tetra(bis-tert-butylhydroxycinnamic acid) ester, sodium metabisulfite, and astaxanthin are all antioxidants. It is speculated that the components in the composition of this invention can synergistically inhibit the discoloration of the whitening agent because: the conjugated double bond of astaxanthin is longer than that of phenylethyl resorcinol, enabling it to donate electrons to free radicals or attract unpaired electrons from free radicals. This may affect the electron cloud structure of the P-π bond of phenylethyl resorcinol, thus affecting its reactivity with free radicals and preferentially donating electrons to them; sodium metabisulfite produces reducing components under light, disrupting unsaturated bonds and inhibiting the red shift of chromophores leading to color deepening of the active ingredient; pentaerythritol tetra(bis-tert-butylhydroxycinnamic acid) ester can capture oxygen free radicals, reducing their attack on the active ingredient and thus reducing the discoloration of the active component. Therefore, the composition of this invention synergistically inhibits the color change of the active ingredient from multiple dimensions by altering the electronic structure of phenylethyl resorcinol, disrupting the unsaturated bonds of the active ingredient, and capturing reactive oxygen free radicals. The composition of the present invention also has a certain inhibitory effect on discoloration of ascorbic acid and tranexamic acid.

[0059] Color change in Application Example 2 and Comparative Example 7

[0060] like Figure 5 As shown, where, Figure 5 (a) is a picture before irradiation. The samples from left to right correspond to Application Example 2 and Application Comparative Example 7, respectively. Figure 5 (b) is an image after 2 weeks of irradiation. The samples from left to right correspond to Application Comparative Example 7 and Application Example 2, respectively.

[0061] from Figure 5 As can be seen, compared with the commonly used antioxidant tocopheryl acetate, the application example 2 with the composition of the present invention has a stronger anti-discoloration ability than the application example 7 with tocopheryl acetate. Therefore, it is proved that the anti-discoloration ability of the composition of the present invention is superior to the antioxidants commonly used in the cosmetics field.

[0062] High-temperature color-changing effect test

[0063] Test samples: face creams prepared using Examples 3-5 and Comparative Examples 4-6.

[0064] Test method: After placing each group of test samples at a high temperature of 48℃ for 2 months, the color change of each group of face creams was compared.

[0065] like Figure 6 As shown, Figure 6 The results are for two months later; among them, Figure 6 (a) The samples from left to right correspond to Application Example 3 and Application Comparative Example 4, respectively; Figure 6 (b) The samples from left to right correspond to Application Example 4 and Application Comparative Example 5, respectively; Figure 6 (c) The samples from left to right correspond to Application Example 5 and Application Comparative Example 6, respectively.

[0066] from Figure 6 It can be seen that the composition of the present invention also has an inhibitory effect on the discoloration of phenylethyl resorcinol, ascorbic acid, and tranexamic acid at high temperatures.

[0067] The preferred embodiments of the present invention have been described in detail above, but the present invention is not limited to the embodiments described. Those skilled in the art can make various equivalent modifications or substitutions without departing from the spirit of the present invention, and these equivalent modifications or substitutions are all included within the scope defined by the claims of this application.

Claims

1. A composition for inhibiting discoloration of a whitening agent, benzene-ethyl- resorcinol, characterized in that, The composition comprises, by weight, 35-65 parts of pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, 35-65 parts of sodium metabisulfite, and 0.1-5 parts of astaxanthin.

2. The composition of claim 1, wherein, The composition comprises, by weight, 40-60 parts of pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, 40-60 parts of sodium metabisulfite, and 0.1-1 parts of astaxanthin.

3. Process for the preparation of a composition according to claim 1 or 2, characterised in that, Includes the following steps: The composition is obtained by mixing the pentaerythritol tetra(bis-tert-butylhydroxyhydrocinnamic acid) ester, sodium metabisulfite, and astaxanthin.

4. A cosmetic product, characterized by, The cosmetic product includes the composition according to claim 1 or 2, and the whitening agent phenylethyl resorcinol.

5. The cosmetic product according to claim 4, characterized in that, The content of the composition is 0.1-5 wt%.

6. The cosmetic product according to claim 5, characterized in that, The content of the composition is 0.1-1 wt%.

Citation Information

Patent Citations

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