An oil-soluble composition of phytosphingosine, its preparation method and applications

A transparent and stable oil-soluble sphinganol compound is formulated using specific ratios of sphinganol, 1,2-propanediol, and cetyl alcohol, addressing insolubility issues and expanding cosmetic applications while lowering production costs.

CN119868182BActive Publication Date: 2025-07-15GUANGZHOU BIOHOPE CO LTD
View PDF 2 Cites 0 Cited by

Patent Information

Application Number
CN202510369336.3
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2025-03-27
Publication Date
2025-07-15
Estimated Expiration
2045-03-27

AI Technical Summary

Technical Problem

The application of phytosphingosine in cosmetics is difficult to use, difficult to dissolve in water and oil, resulting in limited dosage, and the existing process is complex and costly, which limits its application in different product dosage forms.

Method used

A specific ratio combination of phytosphingosine, 1,2-hexanediol, dipropylene glycol and octyldodecanol was used to obtain a clear and transparent oil solution by heating and mixing and cooling after dissolving, ensuring low temperature stability.

Benefits of technology

A clear and transparent oil solution was prepared, which had good low temperature stability, simplified the preparation process, reduced costs, and expanded the application range in cosmetics.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN119868182B_ABST
    Figure CN119868182B_ABST
Patent Text Reader

Abstract

The present invention discloses an oil-soluble composition of phytosphingosine, which comprises phytosphingosine, 1,2-hexanediol, dipropylene glycol and octyldodecanol; in the oil-soluble composition, the mass ratio of phytosphingosine, 1,2-hexanediol, dipropylene glycol and octyldodecanol is 1:A:B:C, wherein A, B and C satisfy: 4≤A≤96, 4≤B≤96, 0≤C≤250, and A+B+C≥28, A+B≥14. The present invention also discloses a preparation method, an application of the oil-soluble composition of phytosphingosine, and a cosmetic comprising the oil-soluble composition of phytosphingosine. The oil-soluble composition of phytosphingosine disclosed by the present invention is a clear and transparent oil solution, which not only facilitates the use of phytosphingosine in various cosmetic product formulations, but also can prepare a pure transparent oil agent product, expanding the application prospect of phytosphingosine; the preparation process of the oil-soluble composition is simple, greatly reducing the application difficulty of phytosphingosine, and being beneficial to reducing the application costs of factories and consumers.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to the technical field of cosmetics, and in particular to an oil-soluble composition of phytosphingosine and a preparation method and application thereof. Background Art

[0002] Phytosphingosine is an octadecyl amino alcohol containing an unsaturated hydrocarbon chain. Its molecular formula is as follows: Figure 1 As shown. Phytosphingosine is one of the components of cell membranes and is also a lipid signaling molecule that participates in a variety of cellular processes. At the same time, phytosphingosine is a lipid naturally produced by the skin that has the function of inhibiting microorganisms, and plays an important role in regulating the skin's microecology. Related studies have found that phytosphingosine has high inhibitory activity against a variety of harmful bacteria, such as Staphylococcus aureus, Propionibacterium acnes, Malassezia, etc. These microorganisms are closely related to atopic dermatitis, acne, seborrheic dermatitis and other problems. Phytosphingosine has a very high application value in cosmetics and its market price is relatively high. However, its molecular structure contains fatty chains and hydroxyl groups, which make it neither completely soluble in water nor completely soluble in oil. It is difficult to apply in formulations, and its dosage is also subject to certain restrictions.

[0003] With the development of synthetic biology, the industrialization of phytosphingosine has made great progress, and the market price has also dropped significantly. However, due to its high difficulty in application, when it was used in actual cosmetic formulas in the past, it needed to be made into a water-soluble package through a special process, which was not cost-effective and the dosage was limited, which restricted its application in different product dosage forms, such as transparent essence oil system or transparent aqueous system. Summary of the invention

[0004] The technical problem to be solved by the present invention is to provide an oil-soluble composition of phytosphingosine, which is a clear and transparent oil solution, which not only facilitates the use of phytosphingosine in various cosmetic product formulas, but also can prepare pure and transparent oil products, thereby expanding the application prospects of phytosphingosine; the preparation process of the oil-soluble composition is simple, which greatly reduces the application difficulty of phytosphingosine and is conducive to reducing the application costs of factories and consumers.

[0005] In order to solve the above technical problems, the present invention provides the following technical solutions:

[0006] A first aspect of the present invention provides an oil-soluble composition of phytosphingosine, comprising phytosphingosine, 1,2-hexanediol, dipropylene glycol and octyldodecanol; in the oil-soluble composition, the mass ratio of phytosphingosine, 1,2-hexanediol, dipropylene glycol and octyldodecanol is 1:A:B:C, wherein A, B and C satisfy: 4≤A≤96, 4≤B≤96, 0≤C≤250, and A+B+C≥28, A+B≥14.

[0007] The molecular structure of phytosphingosine has a fatty chain and a hydroxyl group, making it neither completely soluble in water nor completely soluble in oil. Therefore, there are certain difficulties in its formulation application, and its dosage is also limited. It has been found that 1,2 - hexanediol and octyldodecanol have a certain solubility for phytosphingosine and can dissolve phytosphingosine under heating conditions to obtain a clear and transparent oil solution. However, the low - temperature stability of this oil solution is poor, and phytosphingosine will slowly precipitate after cooling, resulting in the solution no longer being clear and transparent.

[0008] In the present invention, 1,2 - hexanediol, dipropylene glycol and octyldodecanol are compounded in a certain proportion, and the obtained mixed solvent can play a good role in enhancing the dissolution of phytosphingosine, so that phytosphingosine can be completely dissolved in the mixed solvent after heating to form a clear and transparent oil solution; and the obtained oil solution also has good low - temperature stability and will not precipitate particles after being placed at a low temperature of 4 °C, and can still maintain a clear and transparent state.

[0009] In the oil - soluble composition of the present invention, the addition amount A of 1,2 - hexanediol satisfies 4 ≤ A ≤ 96. Exemplarily, the value of A can be 4, 5, 6, 8, 10, 20, 30, 40, 50, 60, 70, 80, 90, 96, etc.

[0010] In the oil - soluble composition of the present invention, the addition amount B of dipropylene glycol satisfies 4 ≤ B ≤ 96. Exemplarily, the value of B can be 4, 5, 6, 8, 10, 20, 30, 40, 50, 60, 70, 80, 90, 96, etc.

[0011] In the oil - soluble composition of the present invention, the addition amount C of octyldodecanol satisfies 0 ≤ C ≤ 250. Exemplarily, the value of C can be 0, 5, 10, 20, 30, 40, 50, 60, 70, 80, 90, 100, 110, 120, 130, 140, 150, 160, 170, 180, 190, 200, 210, 220, 230, 240, 250, etc.

[0012] In the oil - soluble composition of the present invention, the sum of the addition amounts of 1,2 - hexanediol, dipropylene glycol and octyldodecanol satisfies A + B + C ≥ 28. Exemplarily, the value of A + B + C can be 28, 30, 32, 35, 40, 45, 50, 60, 70, 80, 90, 100, 110, 120, 130, 140, 150, 160, 170, 180, 190, 200, 210, 220, 230, 240, 250, etc.

[0013] In the oil-soluble composition of the present invention, the total amount of 1,2-hexanediol and dipropylene glycol added satisfies A + B ≥ 14. Exemplarily, the value of A + B can be 14, 15, 16, 18, 20, 25, 30, 35, 40, 45, 50, 60, 70, 80, 90, 100, 110, 120, 130, 140, 150, 160, 170, 180, 190, etc.

[0014] In some embodiments of the present invention, the oil-soluble composition consists of phytosphingosine, 1,2-hexanediol, dipropylene glycol, and octyldodecanol.

[0015] In some embodiments of the present invention, only 1,2-hexanediol and dipropylene glycol can be used in combination as solvents to dissolve phytosphingosine, and a transparent oil solution with good stability can also be obtained. In this embodiment, the amounts of 1,2-hexanediol and dipropylene glycol need to be increased accordingly.

[0016] Specifically, in this embodiment, the oil-soluble composition of phytosphingosine includes phytosphingosine, 1,2-hexanediol, and dipropylene glycol; in the oil-soluble composition, the mass ratio of phytosphingosine, 1,2-hexanediol, and dipropylene glycol is 1:A:B, where A and B satisfy: 4 ≤ A ≤ 96, 4 ≤ B ≤ 96, and A + B ≥ 28.

[0017] The second aspect of the present invention provides a preparation method of the oil-soluble composition of the phytosphingosine described above, including the following steps:

[0018] Mix the formulated amounts of phytosphingosine powder, dipropylene glycol, 1,2-hexanediol, and optional octyldodecanol, heat and keep warm until completely dissolved; after stirring and cooling, the oil-soluble composition of phytosphingosine is obtained.

[0019] The oil-soluble composition of phytosphingosine provided by the present invention can be prepared only through several steps of mixing, heating and dissolving, and stirring, without using a complex preparation process.

[0020] In some preferred embodiments of the present invention, the heating temperature is 75 - 90 °C. Exemplarily, it can be 75 °C, 76 °C, 77 °C, 78 °C, 79 °C, 80 °C, 81 °C, 82 °C, 83 °C, 84 °C, 85 °C, 86 °C, 87 °C, 88 °C, 89 °C, 90 °C, etc.; the heat preservation time is 10 - 25 min. Exemplarily, it can be 10 min, 11 min, 12 min, 13 min, 14 min, 15 min, 16 min, 17 min, 18 min, 19 min, 20 min, 21 min, 22 min, 23 min, 24 min, 25 min, etc.

[0021] The third aspect of the present invention provides the application of the oil-soluble composition of phytosphingosine in cosmetics.

[0022] The fourth aspect of the present invention discloses a cosmetic, which contains the above-mentioned oil-soluble composition of phytosphingosine.

[0023] In some preferred embodiments of the present invention, the cosmetics include but are not limited to essence, facial mask, cream, color cosmetic products and washing and care products.

[0024] Compared with the prior art, the beneficial effects of the present invention are as follows:

[0025] 1. The oil-soluble composition of phytosphingosine provided by the present invention is a clear and transparent oil solution, and this oil solution has good low-temperature stability. After being placed at a low temperature of 4°C, no particulate matter will precipitate, and it can still maintain a clear and transparent state.

[0026] 2. The preparation process of the oil-soluble composition of phytosphingosine provided by the present invention is very simple, which greatly reduces the application difficulty of phytosphingosine and the production and application costs.

[0027] 3. The oil-soluble composition of phytosphingosine provided by the present invention can be applied to systems such as essence, facial mask, emulsion, color cosmetic products and washing and care products. It not only facilitates the use of phytosphingosine in various cosmetic product formulas, but also can prepare pure transparent oil products, expanding the application prospects of phytosphingosine. Description of the Drawings

[0028] Figure 1 is the structural formula of phytosphingosine;

[0029] Figure 2 is the state diagram of the phytosphingosine oil solution of Examples 1 to 3 after standing at 4°C;

[0030] Figure 3 is the state diagram of the phytosphingosine oil solution of Examples 4, 10 to 11 after standing at 4°C;

[0031] Figure 4 is the state diagram of the phytosphingosine oil solution of Comparative Examples 1 to 3 after standing at 4°C;

[0032] Figure 5 is the state diagram of the phytosphingosine oil solution of Comparative Examples 7 to 9 after standing at 4°C. Detailed Embodiments

[0033] The present invention will be further described below in conjunction with specific embodiments, so that those skilled in the art can better understand the present invention and be able to implement it, but the specific embodiments cited do not limit the present invention.

[0034] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the technical field to which this invention belongs. The terms used in the description of this invention are for the purpose of describing specific embodiments only and are not intended to limit the invention. The term "and / or" used herein includes any and all combinations of one or more of the related listed items.

[0035] Unless otherwise specified, the experimental methods used in the following examples and comparative examples are all conventional methods, and the materials, reagents, etc. used can be obtained from commercial sources unless otherwise specified.

[0036] Experiment 1: Examples and Comparative Examples

[0037] Example 1

[0038] This example provides an oil-soluble composition of phytosphingosine, which is composed of phytosphingosine, 1,2-hexanediol, dipropylene glycol and octyldodecanol, and the ratio of the three is 1:4:10:15.

[0039] The preparation process of the oil-soluble composition of phytosphingosine in this example is as follows:

[0040] According to the above ratio, mix phytosphingosine, 1,2-hexanediol, dipropylene glycol and octyldodecanol, heat to 80 °C, and keep warm until clear and transparent; then stir and cool to room temperature to obtain the oil-soluble composition of phytosphingosine.

[0041] Examples 2 to 15

[0042] The preparation process of the oil-soluble composition of phytosphingosine in Examples 2 to 15 is the same as that in Example 1, and its formula and transparency after standing are shown in Table 1.

[0043] Table 1

[0044]

[0045] Comparative Examples 1 to 9

[0046] The preparation process of the oil-soluble composition of phytosphingosine in Comparative Examples 1 to 9 is the same as that in Example 1, and its formula and transparency after standing are shown in Table 2.

[0047] Table 2

[0048]

[0049] As can be seen from Table 2, in Comparative Examples 6 to 8, when only one of 1,2-hexanediol, dipropylene glycol and octyldodecanol is used as the solvent, phytosphingosine can also be dissolved under heating conditions, and a clear and transparent oil solution can be obtained at 80 °C; however, the low-temperature stability of this oil solution is poor. As attachedFigure 5 As shown, when the oil solutions in Comparative Examples 7 - 8 were allowed to stand and cool to 4°C, obvious precipitation of particulate matter occurred.

[0050] In Comparative Example 2, the addition amount A of 1,2 - hexanediol in the compounded solvent was 0; in Comparative Example 3, the addition amount B of dipropylene glycol in the compounded solvent was 0. Since the condition of 4 ≤ A ≤ 96 and 4 ≤ B ≤ 96 was not satisfied, the solubilization effect of the compounded solvent on phytosphingosine was poor. Although a clear and transparent oil solution could be obtained under heating conditions, its low - temperature stability was poor. As shown in the appendix Figure 4 When the oil solutions in Comparative Examples 2 - 3 were allowed to stand and cool to 4°C, they became turbid.

[0051] In Comparative Example 5, the total addition amount A + B of 1,2 - hexanediol and dipropylene glycol in the compounded solvent was 13; in Comparative Example 9, the total addition amount A + B of 1,2 - hexanediol and dipropylene glycol in the compounded solvent was 9. Since the condition of A + B ≥ 14 was not satisfied, the solubilization effect of the compounded solvent on phytosphingosine was poor. Although a clear and transparent oil solution could be obtained under heating conditions, its low - temperature stability was poor, and obvious precipitation of particulate matter occurred when the oil solution was allowed to stand and cool to 4°C.

[0052] In Comparative Example 1, the total addition amount A + B + C of 1,2 - hexanediol, dipropylene glycol and octyldodecanol in the compounded solvent was 26; in Comparative Example 4, the total addition amount A + B + C of 1,2 - hexanediol, dipropylene glycol and octyldodecanol in the compounded solvent was 25. Since the condition of A + B + C ≥ 28 was not satisfied, the solubilization effect of the compounded solvent on phytosphingosine was poor. Although a clear and transparent oil solution could be obtained under heating conditions, its low - temperature stability was poor. As shown in the appendix Figure 4 When the oil solution in Comparative Example 1 was allowed to stand and cool to 4°C, obvious precipitation of particulate matter occurred.

[0053] As can be seen from Table 1, in Examples 1 - 15, the addition amount A of 1,2 - hexanediol, the addition amount B of dipropylene glycol, and the addition amount C of octyldodecanol in the compounded solvent all satisfied the conditions: 4 ≤ A ≤ 96, 4 ≤ B ≤ 96, 0 ≤ C ≤ 250, and A + B + C ≥ 28, A + B ≥ 14. At this time, the compounded solvent showed a good solubilization effect on phytosphingosine. Not only could a clear and transparent oil solution be dissolved under heating conditions, but the oil solution also had good low - temperature stability. As shown in the appendix Figures 2 - 3 When the oil solutions in Examples 1 - 4 and Examples 10 - 11 were allowed to stand and cool to 4°C, neither precipitation of particulate matter nor turbidity occurred, and they still remained clear and transparent.

[0054] Experiment Two: Application Example

[0055] 1., Phytosphingosine Essential Oil

[0056] This application case provides a phytosphingosine essence oil, and its formula is shown in Table 3.

[0057] Table 3

[0058]

[0059] The preparation process of the phytosphingosine essence oil in this application case is as follows:

[0060] Heat the A phase to above 80 °C and dissolve it until transparent, then add the B phase and stir evenly to obtain it.

[0061] 2. Phytosphingosine milk

[0062] This application case provides a phytosphingosine milk, and its formula is shown in Table 4.

[0063] Table 4

[0064]

[0065] The preparation process of the phytosphingosine milk in this application case is as follows:

[0066] First, heat the A2 phase to 70 °C and dissolve it until transparent for standby; then heat the A1 phase and the B phase to 80 °C respectively, and then add the B phase to the A1 phase for emulsification and homogenization; then add the A2 phase and continue homogenization, and then add the C phase and homogenize for 2 - 3 minutes; stir and cool down to 45 °C, add the D phase and the E phase (the E phase is heated not exceeding 60 °C and dissolved until transparent), and stir evenly to obtain it.

[0067] 3. Phytosphingosine cream

[0068] This application case provides a phytosphingosine cream, and its formula is shown in Table 5.

[0069] Table 5

[0070]

[0071] The preparation process of the phytosphingosine cream in this application case is as follows:

[0072] First, heat the A2 phase to 70 °C and dissolve it until transparent for standby; then heat the A1 phase and the B phase to 80 °C respectively, and then add the B phase to the A1 phase for emulsification and homogenization, and then add the A2 phase and continue homogenization; stir and cool down to 45 °C and add the D phase and the E phase (the E phase is heated not exceeding 60 °C and dissolved until transparent), and stir evenly to obtain it.

[0073] 4. Phytosphingosine gel

[0074] This application case provides a phytosphingosine gel, and its formula is shown in Table 6.

[0075] Table 6

[0076]

[0077] The preparation process of the phytosphingosine gel in this application case is as follows:

[0078] Heat the Phase A2 to 70°C and dissolve it until transparent for standby; then heat Phase A1 and Phase B to 80°C respectively, and then add Phase B to Phase A1 for emulsification and homogenization; then add Phase A2 and continue homogenization, and then add Phase C and homogenize for 2 - 3 minutes; stir and cool down to 45°C, add Phase D1 and Phase D2 (Phase D2 is heated not exceeding 60°C and dissolved until transparent), and stir evenly to obtain.

[0079] 5. Phytosphingosine essence

[0080] This application case provides a phytosphingosine essence, and its formula is shown in Table 7.

[0081] Table 7

[0082]

[0083] The preparation process of the phytosphingosine essence in this application case is as follows:

[0084] Heat the Phase A2 to 70°C and dissolve it until transparent for standby; then heat Phase A1 and Phase B to 80°C respectively, and then add Phase B to Phase A1 for emulsification and homogenization; then add Phase A2 and continue homogenization, and then add Phase C and homogenize for 2 - 3 minutes; stir and cool down to 45°C, add Phase D (Phase D is heated not exceeding 60°C and dissolved until transparent), and stir evenly to obtain.

[0085] 6. Phytosphingosine facial mask liquid

[0086] This application case provides a phytosphingosine facial mask liquid, and its formula is shown in Table 8.

[0087] Table 8

[0088]

[0089] The preparation process of the phytosphingosine facial mask liquid in this application case is as follows:

[0090] Heat the Phase A2 to 70°C and dissolve it until transparent for standby; then heat Phase A1 and Phase B to 80°C respectively, and then add Phase B to Phase A1 for emulsification and homogenization; then add Phase A2 and continue homogenization; stir and cool down to 45°C, add Phase D (Phase D is heated not exceeding 60°C and dissolved until transparent), and stir evenly to obtain.

[0091] In summary, the present invention provides an oil-soluble composition of phytosphingosine, which is a clear and transparent oil solution. It not only facilitates the use of phytosphingosine in various cosmetic product formulations but also enables the preparation of pure transparent oil products, expanding the application prospects of phytosphingosine. Moreover, the preparation process of this oil-soluble composition is simple, greatly reducing the application difficulty of phytosphingosine and being conducive to reducing the application costs of factories and consumers.

[0092] The above-described embodiments are merely preferred embodiments cited to fully illustrate the present invention, and the protection scope of the present invention is not limited thereto. Equivalent substitutions or transformations made by those skilled in the art on the basis of the present invention are all within the protection scope of the present invention. The protection scope of the present invention shall be subject to the claims.

Claims

1. An oil-soluble composition of phytosphingosine, characterized in that, The oil-soluble composition of phytosphingosine is a clear and transparent oil solution; the oil-soluble composition is composed of phytosphingosine, 1,2-hexanediol, dipropylene glycol, and octyldodecanol; In the oil-soluble composition, the mass ratio of phytosphingosine, 1,2-hexanediol, dipropylene glycol, and octyldodecanol is 1:A:B:C, where A, B, and C satisfy: 4 ≤ A ≤ 80, 4 ≤ B ≤ 90, 10 ≤ C ≤ 200, and A + B + C ≥ 28, A + B ≥ 14.

2. An oil-soluble composition of phytosphingosine, characterized in that, The oil-soluble composition of phytosphingosine is a clear and transparent oil solution; the oil-soluble composition is composed of phytosphingosine, 1,2-hexanediol, and dipropylene glycol; In the oil-soluble composition, the mass ratio of phytosphingosine, 1,2-hexanediol, and dipropylene glycol is 1:14:

15.

3. A method for preparing an oil-soluble composition of phytosphingosine as described in claim 1, characterized in that, It includes the following steps: Mix the formulated amounts of phytosphingosine powder, 1,2-hexanediol, dipropylene glycol, and octyldodecanol, heat and keep warm until completely dissolved; after stirring and cooling, the oil-soluble composition of phytosphingosine is obtained.

4. The preparation method of the oil-soluble composition of phytosphingosine according to claim 3, characterized in that, The temperature of the heating is 75-90 °C, and the time of the heat preservation is 10-25 min.

5. Use of the oil-soluble composition of phytosphingosine according to claim 1 or 2 in cosmetics.

6. A cosmetic, characterized in that, The cosmetics contain the oil-soluble composition of phytosphingosine according to claim 1 or 2.

7. The cosmetic according to claim 6, characterized in that, The cosmetics include: essence, facial mask, and cream.

8. The cosmetic according to claim 6, characterized in that, The cosmetics include: makeup products and washing and care products.

Citation Information

Patent Citations

  • Modified water-soluble powder, preparation method and cosmetic

    CN115025003A

  • Transparent sphingolipid composition

    JP1997315929A