Supramolecular composition, supramolecular structure-based anti-VC (Vitamin C) discoloration composition, application and cosmetic

Abstract

The invention belongs to the field of daily chemicals, and discloses a supramolecular composition which comprises the following components in parts by weight: 35-40 parts of betaine; 25 to 35 parts of dihydric alcohol; and 30-40 parts of vitamin C. The composition adopts the betaine, the dihydric alcohol and the vitamin C to form a supramolecular structure, and the dihydric alcohol is mixed and melted with the betaine, so that the dihydric alcohol and the vitamin C can form the supramolecular structure by a conventional synthesis method, and VC discoloration is effectively inhibited. Meanwhile, the invention further provides a composition based on a supramolecular structure and capable of resisting VC discoloration, and in the application process, plant extracts are supplemented, so that better whitening and brightening effects can be achieved. In addition, the invention further discloses application of the composition and cosmetics.

Description

Technical Field

[0001] The invention relates to the field of daily chemicals, and in particular to a supramolecular composition, a supramolecular structure-based composition and an anti-VC discoloration composition, a use and a cosmetic. Background Art

[0002] Supramolecular molecules usually refer to two or more molecules that are combined together by intermolecular interactions to form complex, organized aggregates that maintain a certain integrity and have clear microstructures and macroscopic properties.

[0003] The patent application with publication number CN116751176A, entitled "A supramolecular VC nicotinamide cocrystal and its preparation method and application", discloses the structure of a supramolecular eutectic formed by vitamin C and nicotinamide through CO2.

[0004] This method was proposed to avoid the degradation of VC caused by traditional supramolecular synthesis methods.

[0005] Therefore, the technical problem solved by the present invention is: how to prepare vitamin C supramolecules with high stability under conventional processes. Summary of the invention

[0006] The purpose of the present invention is to provide a supramolecular composition, which uses betaine, diol and vitamin C to form a supramolecular structure. Due to the use of diol mixed betaine, it can form a supramolecular structure with vitamin C by a conventional synthesis method, effectively inhibiting VC discoloration.

[0007] At the same time, the present invention also proposes a composition based on a supramolecular structure and resistant to VC discoloration, which, when used in combination with plant extracts, can achieve better whitening and brightening effects.

[0008] In addition, the invention also discloses an application of the composition and cosmetics.

[0009] To achieve the above objectives, this application discloses:

[0010] A supramolecular composition comprises the following components in parts by weight:

[0011] Betaine 35-40 parts;

[0012] 25-35 parts of diol;

[0013] Vitamin C 30-40 parts;

[0014] The preparation method of the supramolecular composition is as follows: the components are mixed and dissolved by heating to form the supramolecular composition.

[0015] The supramolecular composition of the present invention has the following advantages:

[0016] 1. It can be prepared by conventional process;

[0017] 2. Inhibit the discoloration and decomposition of vitamin C during storage and improve the efficacy of the supramolecular composition;

[0018] 3. Provide excellent whitening and brightening properties through supramolecular composition.

[0019] The supramolecular composition comprises the following components in parts by weight:

[0020] Betaine 36-38 parts;

[0021] 27-32 parts of diol;

[0022] Vitamin C 31-35 parts.

[0023] In the supramolecular composition, the diol is 1,3-propylene glycol.

[0024] In the supramolecular composition, the preparation method of the supramolecular composition is: betaine and diol are mixed and heated to 70 to 80° C. to dissolve the betaine; then the temperature is lowered to 60° C., vitamin C is added, dissolved, and stirred to obtain the supramolecular composition.

[0025] At the same time, the present invention also discloses a composition based on supramolecular structure and anti-VC discoloration, comprising a supramolecular composition and a plant extract; the plant extract is an extract of the bark of Elliotia glabra and / or an extract of Terminalia fadyensis fruit;

[0026] The weight ratio of the plant extract to the supramolecular composition is 1 to 2:100;

[0027] The content of the effective ingredient in the plant extract is 2-4.5 wt%.

[0028] The composition of the present invention comprises two important components: a supramolecular composition and a plant extract;

[0029] The use of the supramolecular composition has two purposes: the first purpose is to inhibit the discoloration and decomposition of vitamin C during storage and improve the efficacy of the supramolecular composition; the second purpose is to provide excellent whitening and brightening performance through the supramolecular composition;

[0030] The plant extract is selected from the bark extract of Elaeagnus glabra and / or the fruit extract of Terminalia tataricus. The bark extract of Elaeagnus glabra and / or the fruit extract of Terminalia tataricus are rich in polyphenols (mainly vitamin E, tocopherol). The tocopherol contained in the plant extract can work together with the supramolecular composition to achieve a synergistic whitening effect, and the vitamin E (tocopherol acetate) contained therein has obvious synergy with vitamin C in the antioxidant mechanism.

[0031] By combining the supramolecular composition and the plant extract, the storage stability of VC can be improved and the whitening performance of the composition can be improved.

[0032] It should be noted that during storage and sales, the plant extract and the supramolecular composition are stored separately and added to the application formula when used.

[0033] In addition, the present invention also discloses the use of the supramolecular composition or the combination as described above to prepare cosmetics.

[0034] Finally, the present invention also discloses a cosmetic comprising any of the supramolecular compositions described above, or the composition described above.

[0035] In the above cosmetics, the supramolecular composition or composition contains 1 to 50 wt%.

[0036] This application has at least the following beneficial effects:

[0037] The present invention adopts betaine, diol and vitamin C to form a supramolecular structure. Since diol mixed betaine is adopted, it can form a supramolecular structure with vitamin C by a conventional synthesis method. Meanwhile, during the application process, it is supplemented with plant extracts to achieve better whitening and brightening effects. BRIEF DESCRIPTION OF THE DRAWINGS

[0038] Figure 1 is the molecular formula of the supramolecular composition;

[0039] Figure 2 It is a molecular schematic diagram of the supramolecular composition;

[0040] Figure 3 It is the distribution of the van der Waals surface electrostatic potential of the molecules in the supramolecular structure, showing a schematic diagram of the electrostatic interaction area;

[0041] Figure 4 It is a schematic diagram to further clarify the hydrogen bonding and electrostatic interactions through IRI analysis;

[0042] Figure 5 It is the NMR spectrum of the supramolecular composition;

[0043] Figure 6 are photos of the supramolecular composition 1 stored at room temperature and high temperature;

[0044] Figure 7 are photos of the supramolecular composition 2 stored at room temperature and high temperature;

[0045] Figure 8 are photos of the supramolecular composition 3 stored at room temperature and high temperature;

[0046] Fig. 9 This is a photo of VC-propylene glycol solution stored at room temperature;

[0047] Fig.10 This is a photo of VC-propylene glycol solution stored at high temperature;

[0048] Fig.11 This is a photo of VC-niacinamide-propylene glycol solution stored at room temperature;

[0049] Fig.12 This is a photo of VC-niacinamide-propylene glycol solution stored at high temperature;

[0050] Fig.13 The photos show the room temperature and high temperature test samples of supramolecular compositions 1 to 3 side by side.

[0051] Specific embodiment

[0052] Below in conjunction with embodiments of the present invention, the present invention is clearly and completely described. In the description of the present invention, it should be noted that, in the embodiments, those not indicating specific conditions, are carried out according to the conditions of normal conditions or manufacturer's suggestions. Reagents used or instruments not indicating manufacturers are conventional products that can be obtained by commercial purchase. In the case of not making special instructions, the parts used in the embodiments of the present invention are all parts by weight.

[0053] Part I Preparation of supramolecular compositions

[0054] The supramolecular composition is prepared according to the following process:

[0055] Step 1: Mix betaine and diol and heat to 70 to 80°C to dissolve the betaine;

[0056] Step 2: Cool the solution of step 1 to 60° C., add vitamin C, dissolve and stir at a constant temperature of 60° C. under vacuum conditions to obtain the supramolecular composition.

[0057] Its formula is shown in Table 1;

[0058] Table 1 Recipe

[0059] Betaine 1,3-Propanediol Vitamin C Supramolecular composition 1 35 35 30 Supramolecular composition 2 38 30 32 Supramolecular composition 3 40 25 35

[0060] The verification of the physicochemical properties of the supramolecular composite includes two parts: the first part is computer simulation, and the second part is nuclear magnetic resonance detection.

[0061] First, the interactions among betaine, ascorbic acid, and 1,3-propylene glycol were determined by computer simulation;

[0062] Calculation process

[0063] (1) Use the CREST program to perform conformational searches on monomers and complexes of betaine, ascorbic acid, and 1,3-propylene glycol;

[0064] (2) Perform structural optimization and high-precision single-point energy calculation on the searched conformations at the DFT level;

[0065] (3) Draw the distribution of van der Waals surface electrostatic potential of molecules with stable structures;

[0066] (4). IRI analysis of weak interactions between molecules.

[0067] Calculation results

[0068] By using the above method, 4 conformations of betaine, 145 conformations of ascorbic acid, 37 conformations of 1,3-propanediol, and 153 conformations of the complex of the three were obtained at the xtb level;

[0069] The binding free energy of the complex was calculated to be -27.4 kcal / mol at the M06-2X / 6-311++G(d,p) / / 6-31+G(d,p) level, indicating a strong interaction between the three. Further analysis of the most stable structure of the complex revealed the presence of multiple hydrogen bond interactions and electrostatic interactions in the complex. Among them, the carboxylate of betaine forms hydrogen bonds with the hydroxyl group of 1,3-propylene glycol and the primary alcohol of ascorbic acid. In addition, the enol of ascorbic acid forms hydrogen bonds with its own secondary alcohol oxygen and the hydroxyl oxygen of 1,3-propylene glycol. At the same time, the quaternary ammonium cation region will have an electrostatic interaction with the ester group; the structure of the resulting supramolecular composite is referenced. Figure 1 and Figure 2 ; At the same time, the van der Waals surface electrostatic potential distribution of the stable structure of the molecule is drawn to show the electrostatic interaction area, refer to Figure 3 In addition, IRI analysis was performed to further clarify hydrogen bonding and electrostatic interactions, referring to Figure 4 ;

[0070] The supramolecular composition 2 was sent for inspection and analyzed by NMR. The NMR spectrum results can be referred to Figure 5 It can be seen that by comparing the nuclear magnetic resonance hydrogen spectra of the supramolecular composite and the three raw materials, no new proton peaks appeared, but the proton peaks of the three raw materials were shifted, especially the proton peaks of the hydroxyl groups of 1,3-propylene glycol and Vc, which were significantly shifted, and the hydroxyl hydrogens were shifted. The two boxes show that the supramolecular composite has been formed.

[0071] Therefore, through the above experiments, it can be determined that the composition of the present invention is a supramolecular compound.

[0072] Storage stability test:

[0073] Testing method: Place the samples in normal temperature and high temperature environment for testing; the normal temperature is 25±1℃, the storage time is 3 months; the high temperature environment is 45±2℃, the storage time is 3 months;

[0074] Test samples: the supramolecular compositions 1 to 3, VC-propylene glycol solution, and VC-nicotinamide-propylene glycol solution;

[0075] The VC-propylene glycol solution is formed by mixing VC and 1,3-propylene glycol, with a concentration of 30wt%;

[0076] The VC-nicotinamide-propylene glycol solution is formed by mixing VC, nicotinamide and 1,3-propylene glycol, wherein the concentration of VC is 30wt%, the concentration of nicotinamide is 35wt%, and the solution is prepared by the same preparation method as above;

[0077] The test results are shown in Table 1 below;

[0078] Table 1 Stability test results

[0079]

[0080] Fig.13 The room temperature and high temperature test samples of supramolecular compositions 1 to 3 are displayed side by side. It can be seen from the side-by-side display that there is no obvious difference in color between the samples.

[0081] Part II Functional Verification of the Composition

[0082] Before describing the formula and application efficacy of the present invention, the relevant information of the plant extract of the present invention is first explained:

[0083] Ulmus glabra bark extract solution: Manufacturer Givaudan France SAS Contains 4.5% Ulmus glabra bark extract

[0084] Terminalia tatarica fruit extract solution: Manufacturer Lucas Meyer Cosmetics Contains 2% Terminalia tatarica fruit extract

[0085] The composition of the present invention can be directly added to water to form a primary skin care product for use, so this section directly adds the above composition to water to perform relevant functional verification;

[0086] The formula of the composition can be referred to Table 2;

[0087] Table 2 Formula Weight g

[0088]

[0089]

[0090] Performance Test:

[0091] Test Item 1: Safety Test

[0092] The skin safety test was carried out using Examples 1 to 5, and the test method is as follows:

[0093] 1. Skin occlusion patch test

[0094] A total of 30 subjects with healthy skin and no history of cosmetic allergies were selected, aged 20-40 years old. The selected area should not exceed 50mm 2 , and a qualified spot test device with a depth of about 1mm. Samples are formed according to the proportions in the formulas of Examples 1-5 in Table 2, and water is used as a blank sample. Each sample and blank sample are added to the spot tester, and the amount used is about 0.020mL-0.025mL. The spot tester is applied to the back of the subject and removed after 24 hours. 30 minutes after removing the test object spot tester (after the indentation disappears), observe the skin reaction according to the standards in Table 3 and record the observation. The results are shown in Table 4.

[0095] Table 3: Skin occlusion patch test skin reaction grading criteria

[0096]

[0097] Table 4: Skin occlusion patch test results

[0098]

[0099]

[0100] Result analysis:

[0101] It can be seen that there are no adverse reactions and the composition provided by the present invention has high safety.

[0102] Test item 2: Whitening performance test

[0103] Whitening tests were performed using Examples 1 to 5 and Comparative Examples 1 to 4, and the testing method was as follows:

[0104] A total of 35 subjects with normal healthy skin and no history of cosmetic allergy were selected, aged 25-40 years old, and various ingredients except water in Examples 1-5 and Comparative Examples 1 to 4 were added to the application formula (Table 5) to form samples. A blank sample was also provided. The formula of the blank sample was as shown in Table 5 without the above composition, and the excess was replaced by deionized water. The above samples and blank samples were divided into 10 groups, with 5 people in each group. Two samples were tried in each group. The face was cleaned before application, and the corresponding product was applied after the skin was dried. Each group applied the corresponding product twice a day for 4 consecutive weeks, and the changes in skin melanin content (MI value) and brightness (L* value) were measured 0 week before using the product and 2 and 4 weeks after using the product. The results are shown in Tables 5 and 6.

[0105] The higher the MI value, the higher the melanin content. The higher the L* value, the brighter the skin.

[0106] The application formula is shown in Table 5 below;

[0107] Table 5 Formulation table of application formula

[0108]

[0109]

[0110] The addition amount of the composition of the present invention in the above application formula is shown in Table 6;

[0111] Table 6 Addition amount of the composition in the application formula Unit: g

[0112]

[0113]

[0114] The test results are shown in Table 7:

[0115] Table 7 Changes in skin melanin content (MI value)

[0116] Group 0 Weeks 2 weeks 4 weeks 0-week to 4-week difference Sample 1 186.12 181.21 177.88 -8.24 Sample 2 186.53 175.70 168.54 -17.99 Sample 3 186.33 160.64 160.54 -25.79 Sample 4 186.40 172.71 164.73 -21.67 Sample 5 185.88 169.98 162.91 -22.97 Comparative sample 1 186.32 179.24 171.71 -14.61 Comparative sample 2 186.20 180.12 174.03 -12.17 Comparative sample 3 186.35 179.08 173.21 -13.14 Comparative sample 4 186.21 182.92 172.83 -13.38 Blank 186.35 185.71 185.22 -1.13

[0117] Table 6 Changes in skin brightness (L* value)

[0118]

[0119]

[0120] Result analysis:

[0121] It can be seen from the above-mentioned samples 1 to 3 that as the amount of the composition increases, the amount of melanin is reduced and the skin brightness is significantly increased. It can be seen that there is a positive correlation between the amount of the composition of the present invention and the whitening and brightening effect.

[0122] It can be seen from Sample 2, Sample 4 and Sample 5 that the Terminalia tatarica fruit extract solution cooperates with the supramolecular composition to achieve better whitening and brightening effects.

[0123] By comparing sample 1 and sample 4, it can be seen that the performance difference between the supramolecular composition itself and the equivalent VC solution is not large. In other words, the greatest advantage of the supramolecular composition of the present invention is to maintain the stability of VC; when plant ingredients with polyphenols and antioxidant effects are added, the application performance of the supramolecular composition can be effectively improved. In the present invention, it can be reasonably expected that other plant extracts similar to the elm bark extract and the terminalia fadyensis fruit extract can also achieve similar synergistic effects.

[0124] Through the comparison of sample 2, comparative sample 2 and comparative sample 3, and sample 4 and sample 5, it can be seen that the extract from the bark of Elaeagnus glabra and the extract from Terminalia tataricus can produce obvious synergy with the supramolecular composition, but cannot produce obvious synergy with free VC; the possible reason is that the above-mentioned plant extracts participate in the formation of supramolecular compositions, and during the mixing process, they are connected with the supramolecular composition based on weak bonds such as hydrogen bonds, and after acting on the skin, they may be released synchronously and sustained-released with active ingredients such as VC, thereby achieving better effects.

[0125] It will be apparent to those skilled in the art that the present invention is not limited to the details of the exemplary embodiments described above and that the present invention can be implemented in other specific forms without departing from the spirit or essential features of the present invention. Therefore, the embodiments should be considered exemplary and non-limiting in all respects, and the scope of the present invention is defined by the appended claims rather than the above description, and it is intended that the equivalents falling within the claims be included. All changes in the meaning and scope of the elements are encompassed by the present invention. Any reference numeral in a claim should not be considered as limiting the claim to which it relates.

Claims

1. A supramolecular composition, characterized in that: It includes the following components by weight: Betaine 35-40 parts; 25-35 parts of diol; Vitamin C 30-40 parts; The preparation method of the supramolecular composition is as follows: the components are mixed and dissolved by heating to form the supramolecular composition.

2. The supramolecular composition according to claim 1, characterized in that It includes the following components by weight: Betaine 36-38 parts; 27-32 parts of diol; Vitamin C 31-35 parts.

3. The supramolecular composition according to claim 1 or 2, characterized in that: The diol is 1,3-propylene glycol.

4. The supramolecular composition according to claim 1, characterized in that The preparation method of the supramolecular composition comprises the following steps: mixing betaine and diol and heating the mixture to 70 to 80° C. to dissolve the betaine; then cooling the mixture to 60° C., adding vitamin C, dissolving the mixture, and stirring the mixture to obtain the supramolecular composition.

5. A composition based on supramolecular structure and resistant to VC discoloration, characterized in that: The invention comprises a supramolecular composition and a plant extract; the plant extract is an extract of the bark of Elaeagnus glabra and / or an extract of Terminalia tataricus fruit; The weight ratio of the plant extract to the supramolecular composition is 1 to 2:100; The content of the effective ingredient in the plant extract is 2-4.5 wt%.

6. Use of the supramolecular composition according to any one of claims 1 to 4 in preparing cosmetics.

7. Use of the composition according to claim 5 in preparing cosmetics.

8. A cosmetic, characterized in that: Contains the supramolecular composition according to any one of claims 1 to 4, or the composition according to claim 5.

9. The cosmetic according to claim 8, characterized in that: The said composition contains 1 to 50 wt% of the supramolecular composition or the composition.

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