Bionic membrane composition for forming lip barrier protection and use thereof

Abstract

A membrane composition for forming lip barrier protection, comprising a VP / olefin copolymer, lecithin, and phytosterol. The mass ratio of the VP / olefin copolymer to lecithin to phytosterol is (0.5-5):(0.1-1):(0.1-10), and olefin in the VP / olefin copolymer is olefin having 12-22 carbon atoms. By using the VP / olefin copolymer, lecithin, and phytosterol in combination, the composition can prevent irritants such as toner from permeating into the lip mucosa, reducing the lip staining, reducing the degree of damage of makeups to lips.

Description

A biomimetic film composition for forming lip barrier protection and its application

[0001] This application claims priority to the Chinese patent application filed with the State Intellectual Property Office of China on August 31, 2023, with application number 202311112710.9 and invention name “A composition for forming a lip barrier protective film and its application”, the entire contents of which are incorporated by reference into this application. Technical Field

[0002] The present invention relates to the technical field of cosmetics, and more particularly to a biomimetic film composition for forming lip barrier protection and application thereof. Background Art

[0003] The lips are a transitional tissue from normal skin to mucosal tissue. The normal skin epidermis gradually transforms from the keratinized epithelium of the vermilion zone to a thick, less keratinized intermediate tissue (premucosal zone), and then to a non-keratinized or less keratinized mucosa. In other words, the lips have only a very thin keratinized layer (non-perkeratinized). Furthermore, the submucosal layer of the vermilion lip lacks minor salivary glands and sebaceous glands, preventing the formation of a sebum membrane. Consequently, the lip barrier function is very fragile, allowing external irritants to easily penetrate the lips, causing irritation and inflammation. Lip makeup is an integral part of daily beauty and is closely linked to lip health. Lip makeup products come in a wide variety of colors, and a variety of colorants are often used in the preparation process. However, the lip mucosa is not fully keratinized, so some colorants can penetrate into the lip mucosa during long-lasting application. Even after lipstick is wiped off or removed, noticeable residual pigment remains on the lips, resulting in the lip staining phenomenon. Long-term lip staining can damage the lips, trigger allergies, and cause symptoms such as itching and peeling. In addition, in order to remove the residual pigment on the lips, it is necessary to increase the intensity of makeup removal and cleaning, which will further damage the fragile lip barrier.

[0004] Summary of the Invention

[0005] In view of this, the object of the present invention is to provide a biomimetic film composition for forming a lip barrier protection and its application, which can prevent color powder from penetrating into the lip mucosa, reduce lip staining, and reduce the degree of damage to the lips caused by makeup.

[0006] The present invention provides a lip composition comprising a VP / olefin copolymer, lecithin and phytosterol;

[0007] The mass ratio of the VP / olefin copolymer, lecithin and phytosterol is (0.5-5): (0.1-1): (0.1-10);

[0008] The olefin in the VP / olefin copolymer is an olefin with 12 to 22 carbon atoms.

[0009] The present application uses VP / olefin copolymer, lecithin and phytosterols in combination, which can prevent color powder from penetrating into the lip mucosa, reduce lip staining, and reduce the degree of damage to the lips caused by makeup. VP / olefin copolymer is a film-forming agent, and test results show that it has a certain effect of preventing color powder from penetrating into the lip mucosa; lecithin is a commonly used amphiphilic substance, and its effect on color powder penetrating into the lip mucosa is not significant; phytosterols used alone not only cannot prevent color powder from penetrating into the lip mucosa, but will promote the penetration of color powder into the lip mucosa. However, the combined use of VP / olefin copolymer, lecithin and phytosterols can significantly prevent color powder from penetrating into the lip mucosa, reduce lip staining, and thus reduce the degree of damage to the lips caused by makeup. The surface of the lips is not covered with a sebum film and is more susceptible to external stimuli. Human skin contains components such as sterol esters, phospholipids and proteins. The biomimetic protective film formed on the lips by the composition containing VP / olefin copolymer, lecithin and phytosterol provided by the present invention also contains components such as sterol esters, phospholipids and structures such as lactams, which are similar to the molecular structure of the skin. These amphiphilic macromolecular components are mixed to form an ordered molecular aggregate, which blocks the migration of pigment molecules and can also cover the lips to act as an external physical barrier to realize the functional protection of the sebum membrane, forming a simulated affinity lipid protective film with a more affinity protective effect.

[0010] In some specific implementations, the VP / olefin copolymer includes but is not limited to VP / tetradecene copolymer, VP / hexadecene copolymer, VP / octadecene copolymer, VP / eicosene copolymer, preferably VP / hexadecene copolymer. In some specific implementations, the lecithin is preferably hydrogenated lecithin. In some specific implementations, the phytosterol is a phytosterol ester, including but not limited to bis-behenyl / isostearyl / phytosterol dimer dilinoleyl dimer dilinoleate, bis-diglycerol polyacyl dioleate-2, phytosterol / octyldodecyl lauroyl glutamate, phytosterol / isostearyl / cetyl / stearyl / behenyl dimer dilinoleate, phytosterol / isostearyl / cetyl / stearyl / behenyl dilinoleate or at least one mixture thereof.

[0011] In some specific implementations, the mass ratio of the VP / olefin copolymer, lecithin and phytosterol is (2-5):(0.5-1):(0.1-5), preferably 0.5:1:10 or 5:1:0.1 or 2:0.5:5 or 5:0.1:1 or 2:0.5:1 or 2:1:5.

[0012] The present invention also provides a use of the lip composition in preparing a product for preventing external irritants from penetrating into the mouth and lips. In some specific implementations, the external irritant is selected from color powder and histamine.

[0013] The present invention provides a lip cosmetic comprising: color powder and the composition described in the above technical solution. The composition described in the above technical solution can prevent external irritants such as color powder from penetrating into the lip mucosa, reduce lip staining, and thus reduce the degree of damage caused by makeup to the lips.

[0014] Specifically, the present invention provides a lip cosmetic comprising:

[0015] 5wt% to 15wt% of toner;

[0016] 2wt% to 15wt% of the composition described in the above technical solution;

[0017] and the remaining grease.

[0018] In some specific implementations, the oil includes but is not limited to one or more of pentaerythritol adipate / caprate / caprylate / heptanoate, diisostearyl maleate, hydrogenated polyisobutene, dipentaerythritol hexahydroxystearate / hexastearyl ester / hexaaromatic ester, dipentaerythritol hexahydroxystearate, dipentaerythritol hexahydroxystearate / tetrastearate / tetraisostearate, glyceryl ethylhexanoate / stearate / adipate, caprylic / capric / myristic / stearic triglycerides, preferably caprylic capric triglyceride.

[0019] In some specific implementations, the lip cosmetics include:

[0020] 8 wt% to 12 wt% of toner;

[0021] 5wt% to 12wt% of the composition described in the above technical solution;

[0022] and the remaining grease.

[0023] In some specific implementations, the lip cosmetics include:

[0024] 9wt% to 11wt% toner;

[0025] 5.5 wt% to 13 wt% of the composition described in the above technical solution;

[0026] and the remaining grease.

[0027] The present invention also provides a lipstick comprising:

[0028] 5wt% to 15wt% of toner;

[0029] 10 wt% to 20 wt% of wax;

[0030] 2wt% to 15wt% of the composition described in the above technical solution;

[0031] Remaining grease.

[0032] In some specific implementations, the wax includes but is not limited to a mixture of one or more of polyethylene wax, ozokerite, paraffin wax, microcrystalline wax, synthetic wax, beeswax, and palm wax, preferably one or more of synthetic wax, beeswax, ozokerite, and palm wax, more preferably a mass ratio of (5-10): (5-10): (1-5): (1-3) of synthetic wax, beeswax, ozokerite, and palm wax, most preferably a mass ratio of 7:6:2:1 of synthetic wax, beeswax, ozokerite, and palm wax.

[0033] In some specific implementations, the oils include but are not limited to pentaerythritol adipate / caprate / octanoate / heptanoate, diisostearyl maleate, hydrogenated polyisobutene, dipentaerythritol hexahydroxystearate / hexastearyl ester / hexaaromatic ester, dipentaerythritol hexahydroxystearate, dipentaerythritol hexahydroxystearate / tetrastearate / tetraisostearate, glyceryl ethylhexanoate / stearate / adipate, caprylic / capric / myristic / stearic triglyceride, squalane. , octyldodecanol, preferably one or more of squalane, octyldodecanol, hydrogenated polyisobutene and caprylic capric triglyceride, more preferably squalane, octyldodecanol, hydrogenated polyisobutene and caprylic capric triglyceride in a mass ratio of (1-10): (10-20): (15-30): (20-40), and most preferably squalane, octyldodecanol, hydrogenated polyisobutene and caprylic capric triglyceride in a mass ratio of 5:14:20: (20-40).

[0034] In some specific implementations, the lipstick includes:

[0035] 8 wt% to 12 wt% of toner;

[0036] 12 wt% to 18 wt% of wax;

[0037] 5wt% to 13wt% of the composition described in the above technical solution;

[0038] Remaining grease.

[0039] In some specific implementations, the lipstick includes:

[0040] 9wt% to 11wt% toner;

[0041] 15 wt% to 17 wt% of wax;

[0042] 5.5 wt% to 12 wt% of the composition described in the above technical solution;

[0043] Remaining grease.

[0044] The present invention provides a lip composition comprising a VP / olefin copolymer, lecithin, and phytosterols; the mass ratio of the VP / olefin copolymer, lecithin, and phytosterols is (0.5-5):(0.1-1):(0.1-10); the olefin in the VP / olefin copolymer is an olefin having 12 to 22 carbon atoms. The combined use of the VP / olefin copolymer, lecithin, and phytosterols in this application can prevent colorant from penetrating the lip mucosa, reduce lip staining, and thus minimize the damage caused by makeup to the lips. VP / olefin copolymer is a film-forming agent. Test results show that it has a certain effect in preventing color powder from penetrating into the lip mucosa. Lecithin is a commonly used amphiphilic substance, which has no significant effect on the penetration of color powder into the lip mucosa. Phytosterols used alone not only cannot prevent color powder from penetrating into the lip mucosa, but will promote the penetration of color powder into the lip mucosa. However, the combined use of VP / olefin copolymer, lecithin and phytosterols can significantly prevent color powder from penetrating into the lip mucosa, reduce lip staining, and thus reduce the degree of damage to the lips caused by makeup. BRIEF DESCRIPTION OF THE DRAWINGS

[0045] FIG1 is a photograph of a semipermeable membrane having different compositions and colors;

[0046] FIG2 is a photograph of a semipermeable membrane having different compositions seeping into a paste;

[0047] Figure 3 is a photograph of the lipstick residue after removal from the skin;

[0048] Figure 4 is a photograph of histamine-irritated skin;

[0049] FIG5 is a microscope photographic result of the samples obtained in Example 9 and Comparative Example 17;

[0050] FIG6 is a microscope photographic result of the samples obtained in Example 10 and Comparative Example 18;

[0051] FIG7 is a microscope photographic result of the samples obtained in Example 11 and Comparative Example 19;

[0052] FIG8 is an absorption spectrum diagram of the samples prepared in Example 12 and Comparative Example 20 of the present application, FIG8A is a complete spectrum diagram, and FIG8B is an enlarged view of the framed portion of FIG8A . DETAILED DESCRIPTION

[0053] The following will clearly and completely describe the technical solutions of the present invention in conjunction with the embodiments of the present invention. Obviously, the embodiments described are only some embodiments of the present invention, not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without making creative efforts are within the scope of protection of the present invention.

[0054] In order to further illustrate the present invention, the following examples are given below to provide a detailed description.

[0055] In the following examples, VP / hexadecene copolymer was purchased from Givaudan; hydrogenated lecithin was purchased from Nikkol; and phytosterol esters were purchased from Nippon Seika Co., Ltd.

[0056] Examples 1 to 3 and Comparative Examples 1 to 8

[0057] First, mix 10g of Red 33 color powder with 20g of caprylic / capric triglyceride (GTCC) and grind three times on a three-roll mill to produce a uniform color paste. Then, mix the remaining components listed in Table 1 with the color paste according to their type and mass ratios. Heat to 90°C, hold for 15 minutes, and then cool to room temperature to obtain a suspension of the resulting composition, which was then tested.

[0058] Table 1 Component types and proportions of the composition

[0059] Color bleeding test of the composition in liquid state:

[0060] Deionized water and oleic acid were mixed in a 95:5 ratio to create a water-oil mixture. A 44mm wide, 300mm long, 1000Da molecular weight cutoff (MWCO) dialysis bag was immersed in the water-oil mixture for 30 minutes, then removed. 500μL of the water-oil mixture was injected into the bag, sealed at both ends with sealing clips, and laid flat on a white porcelain plate. Excess liquid on the bag surface was blotted with filter paper to simulate the lip mucosa. 100μL of the suspension of the composition was dripped onto the surface of the bag. After 60 minutes, the droplet was wiped from the surface of the bag and the degree of pigment penetration into the semipermeable membrane was observed. A handheld colorimeter was used to measure the color difference before and after the addition of the suspension.

[0061] The results of the color bleeding test of the composition in the liquid state are shown in Table 2 and Figure 1. Table 2 shows the color difference changes of the semipermeable membrane caused by the color bleeding of different compositions, and Figure 1 shows photos of the semipermeable membrane with different color bleeding of different compositions.

[0062] Table 2 Changes in color difference of semi-permeable membrane caused by color bleeding of different compositions (Δa value)

[0063] The a value represents the red-green value in the CIE Lab color space; a larger value indicates a redder color. Test results indicate that the amount of pigment permeating into the semipermeable membrane in Examples 1-3 is significantly lower than that in the comparative example. The increase in the a value in Example 3 is only 0.23, demonstrating that the composition effectively prevents pigment permeation.

[0064] Examples 4-5 and Comparative Examples 9-13

[0065] First, mix 10g of Red 33 color powder and 20g of GTCC evenly. Grind three times using a three-roll mill to make a uniform color paste. Then, mix the remaining components listed in Table 3 with the color paste according to their types and masses. Heat to 90°C and keep warm for 30 minutes. Fill the mixture into a lipstick mold. After cooling, remove the lipstick paste and test it.

[0066] Table 3 Lipstick paste formula containing different compositions

[0067] Color bleeding test of the composition in paste state:

[0068] Deionized water and oleic acid were mixed in a 95:5 ratio to create a water-oil mixture. A 44 mm wide, 300 mm long, 1000 Da molecular weight cut-off (MWCO) dialysis bag was immersed in the water-oil mixture for 30 minutes, then removed. 500 μL of the water-oil mixture was injected into the bag, sealed at both ends with sealing clips, and laid flat on a transparent glass plate. Excess liquid on the bag surface was blotted with filter paper to simulate the lip mucosa. 0.05 g of lipstick paste was evenly applied to a 30 × 30 mm area on the bag surface. After 60 minutes, the lipstick paste was wiped off the bag surface to observe the degree of pigment penetration into the semipermeable membrane. A handheld colorimeter was used to measure the color difference between the bag before and after application of the lipstick paste. The results are shown in Table 4 and Figure 2. Table 4 shows the color difference changes in the semipermeable membrane caused by the bleeding of different compositions into the paste, while Figure 2 shows photographs of the semipermeable membrane after the different compositions had bleeded into the paste.

[0069] Table 4 Changes in color difference of semi-permeable membrane caused by color bleeding of different compositions in paste (Δa value)

[0070] The test results show that the amount of pigments in Examples 4 to 5 that penetrate into the semipermeable membrane is significantly lower than that in the comparative example, proving that the composition can also effectively prevent the pigment from penetrating into the semipermeable membrane when used in lipstick paste.

[0071] Example 6 and Comparative Examples 14 to 16

[0072] The components in the types and mass ratios listed in Table 5 were mixed, heated to 90° C., kept warm for 15 minutes, and cooled to room temperature to obtain a composition, which was then tested.

[0073] Table 5 Component types and proportions of the composition

[0074] Composition to reduce the penetration of skin irritating ingredients test:

[0075] Histamine is a skin irritant commonly used in cosmetics testing. Allergies caused by histamine stimulation are mainly manifested as erythema, papules, and wheals on the local skin, accompanied by obvious itching.

[0076] Thirty healthy volunteers aged 18 to 60 were selected. 100 μL of the composition was applied to a 30×30 mm area on the inner forearm of the volunteers. After 10 minutes, the remaining liquid was removed with filter paper. 50 μL of a 10% histamine aqueous solution was then evenly applied to the test area using a latex fingertip. The subjects then self-assessed their redness, swelling, stinging, and itching. See Table 6 for the severity rating of histamine-induced skin reactions. See Table 7 for the self-assessment of adverse reactions to histamine-induced skin reactions, and Figure 4 for photographs of histamine-induced skin reactions.

[0077] Table 6 Score table for severity of histamine skin irritation reaction

[0078] Table 7 Self-assessment results of adverse reactions to histamine irritation to the skin by subjects

[0079] The self-evaluation results of the subjects show that compared with Comparative Examples 14-16, Example 6 can effectively slow down the irritating ingredients from penetrating into the skin and causing allergic reactions.

[0080] Example 7 Anti-migration test

[0081] 15.0±0.2 mg of the sample prepared in Example 5 and Comparative Example 12 was evenly applied to an area of ​​30×30 mm on the upper surface of the artificial leather. The surface was completely covered with a 40×40 mm paper towel. A 200 g weight was rolled back and forth on the surface twice. The added weight of the paper towel was measured, and the amount of lipstick migration was calculated. The test results are shown in Table 8, which shows the anti-migration test structure of lipstick.

[0082] Table 8 Anti-migration test results of lipstick

[0083] In order to test the performance of the composition, a very simple formula was used for the lipstick paste, so the paste base had poor anti-migration performance. However, it can be seen from the test results of Example 5 and Comparative Example 12 that the composition can significantly reduce the migration amount of the lipstick paste.

[0084] Example 8 Sensory Evaluation Test

[0085] Thirty volunteers aged 18 to 60 were selected and asked to apply lipstick samples prepared in Example 5 and Comparative Example 12 to the inside of their arms. The samples were then rated for skin feel and finish. The total score was 5: 1 for "very dissatisfied," 2 for "unsatisfied," 3 for "average," 4 for "satisfied," and 5 for "very satisfied." The evaluation results are shown in Table 9, which shows the sensory test results for the lipstick pastes.

[0086] Table 9 Sensory test results of lipstick paste

[0087] The sensory evaluation of the subjects on the lipstick paste showed that the composition can enhance the makeup effect of the lipstick, with significant improvements in color uniformity, color rendering, glossiness, and moisturizing properties.

[0088] Examples 9-11

[0089] First, mix 10g of color powder with 20g of solvent (GTCC or squalane) and grind three times on a three-roll mill to make a uniform color paste. Then, mix the remaining components listed in Table 10 with the color paste according to their type and mass ratios. Heat to 90°C, hold for 15 minutes, and then cool to room temperature.

[0090] Table 10 Component types and proportions of the composition

[0091] Microscopic observation of color powder and composition:

[0092] The samples of Examples 9-10 and Comparative Examples 17-18 were respectively dropped onto a glass slide, placed under a LABOMED Lx POL polarizing microscope, and observed and photographed (ordinary optical micrographs);

[0093] The samples of Example 11 and Comparative Example 19 were dropped onto glass slides, placed under an Olympus LSM780 microscope, and excited using a 633 nm laser. The images were then observed and photographed (fluorescence confocal imaging). The results are shown in Figures 5, 6, and 7. Figure 5 shows the microscopic images of the samples obtained in Example 9 and Comparative Example 17, Figure 6 shows the microscopic images of the samples obtained in Example 10 and Comparative Example 18, and Figure 7 shows the microscopic images of the samples obtained in Example 11 and Comparative Example 19. These images demonstrate that both the inorganic toner red iron oxide and the organic toners Pink 28 and Red 33 are better dispersed in the composition. This is likely due to the amphiphilic components forming an ordered aggregated film within which the toners are complexed, resulting in a more uniform distribution.

[0094] Example 12 and Comparative Example 20

[0095] Example 12: The sample of Example 11 was washed with chloroform, centrifuged three times (14000 rpm, 10 min, the following centrifugation conditions were the same), washed with acetone, centrifuged three times, and vacuum dried to obtain a sample to be tested.

[0096] Comparative Example 20: The sample of Comparative Example 19 was washed with chloroform, centrifuged three times, washed with acetone, centrifuged three times, and vacuum dried to obtain a sample to be tested.

[0097] 1 mg of dried sample was taken respectively, 100 mg of KBr was added, and the mixture was ground and pressed into tablets. The absorption spectrum was measured using a German Bruker Tensor27 Fourier transform infrared spectrometer, as shown in Figure 8. Figure 8 is the absorption spectrum of the samples prepared in Example 12 and Comparative Example 20 of the present application, Figure 8A is the complete spectrum, and Figure 8B is an enlarged view of the boxed portion of Figure 8A.

[0098] As can be seen from Figure 8, after cleaning and centrifugation, compared with Comparative Example 20, Example 12 has a higher -1 and 2950cm -1 Obvious stretching vibration absorption peaks appeared on the left and right, proving that the composition was still adsorbed on the toner even after centrifugal washing with chloroform and acetone.

[0099] The above description of the disclosed embodiments will enable one skilled in the art to implement or use the present invention. Various modifications to these embodiments will be readily apparent to one skilled in the art, and the general principles defined herein may be implemented in other embodiments without departing from the spirit or scope of the present invention. Therefore, the present invention is not limited to the embodiments shown herein but is to be construed in the widest manner consistent with the principles and novel features disclosed herein.

Claims

1. A composition for forming a lip barrier protective film, comprising VP / olefin copolymer, lecithin and phytosterol; The mass ratio of the VP / olefin copolymer, lecithin and phytosterol is (0.5-5): (0.1-1): (0.1-10); The olefin in the VP / olefin copolymer is an olefin having 12 to 22 carbon atoms.

2. The composition according to claim 1, characterized in that The VP / olefin copolymer is a VP / hexadecene copolymer; The lecithin is hydrogenated lecithin; The phytosterols are phytosterol esters.

3. The composition according to claim 1, characterized in that The mass ratio of the VP / olefin copolymer, lecithin and phytosterol is (2-5): (0.5-1): (0.1-5).

4. The composition according to claim 3, characterized in that The mass ratio of the VP / olefin copolymer, lecithin and phytosterol is 0.5:1:10 or 5:0.1:1 or 2:0.5:5 or 5:1:0.1 or 2:0.5:1 or 2:1:

5.

5. Use of the composition according to any one of claims 1 to 4 in the preparation of a product for preventing external irritants from penetrating into the oral and lip skin.

6. The use according to claim 5, characterized in that: The external stimulus is selected from toner or histamine.

7. A lip cosmetic, characterized in that: include: 5wt% to 15wt% of toner; 2 wt% to 15 wt% of the composition according to any one of claims 1 to 4; and excess grease.

8. The lip cosmetic according to claim 7, characterized in that: The oil is caprylic / capric triglyceride.

9. A lipstick, characterized in that: include: 5wt% to 15wt% of toner; 10 wt% to 20 wt% of wax; 2 wt% to 15 wt% of the composition according to any one of claims 1 to 4; Excess grease.

10. The lipstick according to claim 9, characterized in that The wax comprises synthetic wax, beeswax, ozokerite and palm wax in a mass ratio of (5-10):(5-10):(1-5):(1-3); The oil is selected from squalane, octyldodecanol, hydrogenated polyisobutene and caprylic capric triglyceride in a mass ratio of (1-10):(10-20):(15-30):(20-40).

Images