A mild and effective anti-dandruff composition and its preparation method and application

Abstract

The present invention relates to the field of A61K8 / 18, and specifically to a mild and effective anti-dandruff composition and a preparation method and application thereof. The mild and effective anti-dandruff composition comprises at least an acrylate copolymer containing an amino group in a side chain, a long-chain alkyl glycol and a short-chain alkyl alcohol, wherein the number of carbon atoms in the long-chain alkyl glycol is ≥7, and the short-chain alkyl alcohol is at least one of a C2-C6 monohydric alcohol, a dihydric alcohol and a trihydric alcohol. By combining an acrylate / dimethylaminoethyl methacrylate copolymer and 1,2-decanediol in the presence of 1,3-butylene glycol, the provided anti-dandruff composition will not cause irritation after acting on the scalp, is safe and mild, and has an effective Malassezia inhibition effect and oil control effect, thereby ensuring an excellent anti-dandruff effect, and effectively solving the problems of dandruff and scalp itching caused by the existing small molecule anti-dandruff agent penetrating into the scalp to cause irritation, and the sebum deterioration caused by excessive scalp sebum secretion or long-term non-cleaning.

Description

Technical Field

[0001] The invention relates to the field of A61K8 / 18, and in particular to a mild and effective anti-dandruff composition and a preparation method and application thereof. Background Art

[0002] Anti-dandruff products have always been the development focus of shampoo products. Currently, anti-dandruff products are mainly achieved by adding anti-dandruff agents to shampoo. This is because Malassezia can decompose scalp oil to produce unsaturated fatty acids that cause dandruff. For example, zinc pyrithione (ZPT), piroctone olamine (OCT), climbazole (CLM), selenium disulfide, etc., which are well-known in the field, all achieve anti-dandruff effects by inhibiting the activity of Malassezia. For example, a Chinese patent (authorization announcement number is CN114522130B) discloses a composition with anti-dandruff efficacy and a preparation method thereof, which mainly reduces dandruff by using piroctone olamine, plant extracts and conditioners in a certain proportion. However, selenium disulfide products have unstable performance, are easy to change color at high temperatures, and have complex production processes. In addition, the above-mentioned anti-dandruff agents are all small molecule antibacterial ingredients, which are easy to penetrate the skin and irritate the scalp. In addition, the quality is uneven. Long-term use will cause drug dependence, reduce the scalp's antibacterial, anti-toxic and anti-disease immunity, and instead cause hair loss and other hair damage problems.

[0003] A Chinese patent application (authorization publication number CN115414301B) discloses a plant anti-dandruff composition, a preparation method and an application thereof. The composition is designed to be composed of sophorolipids, rosemary leaf water and Platycladus orientalis leaf extract. The composition achieves an excellent removal effect on Malassezia through synergistic effects. However, scalp problems such as dandruff and itchy scalp are also related to excessive secretion of scalp sebum or long-term non-cleaning leading to sebum deterioration. Therefore, it is of great significance to provide a mild and effective anti-dandruff composition. Summary of the invention

[0004] On the one hand, the present invention provides a mild and effective anti-dandruff composition, the preparation raw materials of which include at least: an acrylic copolymer containing an amino group in the side chain, a long-chain alkyl diol, and a short-chain alkyl alcohol, wherein the number of carbon atoms in the long-chain alkyl diol is ≥7, and the short-chain alkyl alcohol is at least one of a monohydric alcohol, a dihydric alcohol, and a trihydric alcohol of C2-C6.

[0005] As a preferred technical solution, the mass ratio of the acrylic copolymer containing amino groups in the side chains, the long-chain alkyl glycol, and the short-chain alkyl alcohol is (4-30):(1-3):(25-180), preferably (15-30):(1.5-3):(60-180).

[0006] As a preferred technical solution, the acrylic acid ester copolymer containing amino groups in the side chain is selected from at least one of acrylic acid (ester) / ethylhexyl acrylate copolymer, acrylic acid (ester) / dimethylaminoethyl methacrylate copolymer, and styrene / acrylic acid (ester) copolymer, and is preferably acrylic acid (ester) / dimethylaminoethyl methacrylate copolymer.

[0007] As a preferred technical solution, the long-chain alkyl diol is selected from at least one of octanediol, nonanediol and decanediol, preferably 1,2-decanediol.

[0008] As a preferred technical solution, the short-chain alkyl alcohol is selected from at least one of ethanol, propylene glycol, butanediol, pentanediol, and hexanediol, preferably 1,3-butanediol.

[0009] The anti-dandruff composition provided by the present invention is mainly designed to comprehensively solve the problems of dandruff and itching caused by excessive secretion of scalp sebum or sebum deterioration caused by long-term non-cleaning. The inventor found that by combining acrylic acid (ester) / dimethylaminoethyl methacrylate copolymer and 1,2-decanediol in the presence of 1,3-butanediol, the anti-dandruff composition provided will not produce irritation after acting on the scalp, and it is safe and mild, and has effective Malassezia inhibition and oil control effects, ensuring excellent anti-dandruff effect. Further, by controlling the mass ratio of acrylic acid ester copolymer, long-chain alkyl glycol, and short-chain alkyl alcohol to (4-30): (1-3): (25-180), the anti-dandruff composition provided has a significantly higher inhibitory effect on Malassezia than the commonly used anti-dandruff agents ZPT and OCT, effectively reducing the amount of anti-dandruff agent added in subsequent shampoo products. The inventors analyzed that the reason may be: at this mass ratio, the introduction of 1,2-decanediol promotes the inhibitory activity of acrylic acid (ester) / dimethylaminoethyl methacrylate copolymer against Malassezia, and can also slow down the activity of scalp sebum secretion, effectively preventing Malassezia from decomposing scalp oil to produce unsaturated fatty acids and causing dandruff problems. However, if the addition amount of acrylic acid (ester) / dimethylaminoethyl methacrylate copolymer and 1,2-decanediol is too high, it will affect the feel of the hair after washing with subsequent shampoo products.

[0010] In addition, the anti-dandruff composition provided by the present invention has high compatibility in the formula system added to shampoo, and can be added to achieve excellent anti-dandruff effects without affecting the stability, fluidity and usability of the shampoo product system, and has extremely high market application and promotion value.

[0011] On the other hand, the present invention provides a method for preparing a mild and effective anti-dandruff composition, which comprises stirring and mixing an acrylic copolymer containing an amino group in the side chain, a long-chain alkyl glycol, and a short-chain alkyl alcohol at 60-75° C. and then cooling the mixture to 20-30° C. to obtain the anti-dandruff composition.

[0012] The third aspect of the present invention provides an application of a mild and effective anti-dandruff composition for the preparation of shampoo products, wherein the amount of the anti-dandruff composition added to the shampoo product is 0.01-1.0%, preferably 0.03-0.3%.

[0013] As a preferred technical solution, the shampoo product is shampoo, and its preparation raw materials include at least, by mass percentage: 0.03-0.5% of anti-dandruff composition, 0.1-1% of cationic conditioner, 15-25% of surfactant, 0.1-2% of softening and repairing composition, 0.1-1% of preservative composition, 0.01-0.3% of chelating agent, 0.1-1% of thickener, 0-01% of fragrance, 0.01-0.3% of pH adjuster, and deionized water to make up the balance.

[0014] As a preferred technical solution, the cationic conditioning agent is guar hydroxypropyltrimethylammonium chloride.

[0015] As a preferred technical solution, the surfactant is at least one of cocamidopropyl betaine, sodium laureth sulfate, sodium C14-C16 olefin sulfonate, sodium cocoyl propionate, sodium methyl cocoyl taurate, and cocoyl methyl MEA.

[0016] Preferably, the surfactant is a combination of at least two of cocamidopropyl betaine, cocoyl methyl MEA and sodium laureth sulfate, sodium C14-C16 olefin sulfonate, and sodium cocoylaminopropionate (surfactant combination A). Preferably, the mass ratio of cocamidopropyl betaine, cocoyl methyl MEA and surfactant combination A is (2-5): (2-5): (13-15).

[0017] The shampoo provided by the present invention controls the surfactant in the system to be a combination of cocamidopropyl betaine, cocoyl methyl MEA and surfactant combination A, and controls the mass ratio of cocamidopropyl betaine, cocoyl methyl MEA and surfactant combination A to be (2-5): (2-5): (13-15), so that the provided shampoo product has suitable fluidity and foaming properties and hair smoothness after use. On this basis, by introducing guar hydroxypropyl trimethyl ammonium chloride and a smoothness repairing composition, the prepared shampoo product makes the hair smooth, not dry and not knotted after shampooing.

[0018] As a preferred technical solution, the softening and repairing composition is a combination of phytosterol / octyldodecanol lauroyl glutamate, PPG-9 diglycerol ether, polypropylene glycol-34, and PG-52 butyl ether.

[0019] As a preferred technical solution, the thickener is at least one of sodium chloride, ammonium chloride, polyethylene glycol derivatives, hydroxyethyl cellulose, and xanthan gum, preferably sodium chloride.

[0020] Preferably, the chelating agent is EDTA-disodium.

[0021] Preferably, the preservative composition comprises at least sodium benzoate and phenoxyethanol.

[0022] Preferably, the pH adjuster is citric acid.

[0023] The preparation method of the shampoo comprises at least the following steps: adding a cationic conditioning agent to deionized water at 20-30°C and then heating while stirring, adding a surfactant, a pH adjusting agent and a chelating agent after they are completely dissolved, keeping the temperature at 70-85°C and stirring until they are completely dissolved, starting to cool down, adding an anti-dandruff composition, a softening and repairing composition and a thickener in sequence after the temperature drops to below 60°C, adding a preservative composition and a fragrance after the temperature drops to below 50°C, and stirring until they are completely dissolved.

[0024] Beneficial Effects

[0025] 1. The present invention provides a mild and effective anti-dandruff composition, which is prepared by combining an acrylic acid (ester) / dimethylaminoethyl methacrylate copolymer and 1,2-decanediol in the presence of 1,3-butanediol, so that the anti-dandruff composition does not cause irritation after acting on the scalp. It is safe and mild, and has effective Malassezia inhibition and oil control effects, thereby ensuring excellent anti-dandruff effects, and effectively solving the problems of dandruff and itching caused by excessive scalp sebum secretion or sebum deterioration caused by long-term non-cleaning.

[0026] 2. In the present invention, by controlling the mass ratio of the acrylic copolymer containing amino groups in the side chain, the long-chain alkyl glycol, and the short-chain alkyl alcohol to (4-30): (1-3): (25-180), the anti-dandruff composition provided has a significantly higher inhibitory effect on Malassezia than the commonly used anti-dandruff agents ZPT and OCT, and the amount of anti-dandruff agents added in subsequent shampoo products is effectively reduced.

[0027] 3. The anti-dandruff composition provided by the present invention has high compatibility when added to shampoo. It can be added to achieve excellent anti-dandruff effect without affecting the stability, fluidity and usability of the shampoo product system, and has extremely high market application and promotion value.

[0028] 4. The shampoo provided by the present invention controls the surfactant in the system to be a combination of cocamidopropyl betaine, cocoyl methyl MEA and surfactant combination A, and controls the mass ratio of cocamidopropyl betaine, cocoyl methyl MEA and surfactant combination A to be (2-5): (2-5): (13-15), so that the provided shampoo product has suitable fluidity and foaming properties and hair softness after use.

[0029] 5. The shampoo provided by the present invention introduces guar hydroxypropyltrimethylammonium chloride and a softening and repairing composition to make the hair soft, non-dry and non-tangled after shampooing. BRIEF DESCRIPTION OF THE DRAWINGS

[0030] Figure 1-3 They are respectively the pictures of the inhibition zones of 10% aqueous solutions of Application Example 3, a commercial anti-dandruff shampoo containing ZPT (Head & Shoulders H&S Pro Anti-dandruff Shampoo), and a commercial anti-dandruff shampoo containing OCT (Head & Shoulders H&S Scalp Anti-dandruff Shampoo).

[0031] Figure 4 , 5 They are respectively the foam test result diagrams of Application Example 3 and Application Comparative Example 4. DETAILED DESCRIPTION

[0032] The information of the raw materials used in the application examples of the present invention is as follows:

[0033] Acrylic acid (ester) / dimethylaminoethyl methacrylate copolymer containing amino groups in the side chain, from Nippon Shokubai;

[0034] 1,2-Decanediol, trade name SymClariol, from Symrise;

[0035] Guar hydroxypropyltrimonium chloride, trade name Soft-5H, from Jingkun Chemical;

[0036] Cocamidopropyl betaine, trade name TC-CAB35, comes from Guangzhou Tianci New Materials;

[0037] Sodium laureth sulfate, trade name Texapon N70, from BASF;

[0038] Sodium C14-C16 olefin sulfonate, trade name BIO-TERGE AS-35, from STEPAN;

[0039] Sodium cocoamidopropionate, sold under the trade name Eversoft ACS, from SinoLion;

[0040] Sodium methyl cocoyl taurate, trade name Neoscoap CN-30, from Toho Chemical;

[0041] Cocoamide methyl MEA, trade name Aminon C-11S, from KAO;

[0042] The smoothing and repairing composition includes: 10% phytosteryl / octyldodecanol lauroyl glutamate, 70% PPG-9 diglyceryl ether, 10% polypropylene glycol-34, 10% PG-52 butyl ether, the trade name is Bitaku Si-Fi CL, from NOF;

[0043] The preservative composition includes sodium benzoate 0.25% and phenoxyethanol 0.4%, and the trade names are Microcare BNA and Microcare PE, both of which are from THOR;

[0044] The remaining raw materials are commercially available.

[0045] Examples 1-7

[0046] Examples 1-7 of the present invention provide a mild and effective anti-dandruff composition. The raw materials for its preparation are shown in Table 1 in parts by weight.

[0047] Table 1

[0048]

[0049]

[0050] The preparation method of the composition comprises the following steps: mixing an acrylic copolymer containing an amino group in a side chain, a long-chain alkyl glycol and a short-chain alkyl alcohol under a condition of 70° C., and then cooling the mixture to 25° C. to obtain the composition.

[0051] Application Examples 1-5

[0052] Application Examples 1-5 of the present invention provide a shampoo, and the raw materials for its preparation are shown in Table 2 in terms of mass percentage.

[0053] Table 2

[0054]

[0055]

[0056] The preparation method of the shampoo comprises the following steps: adding a cationic conditioning agent to deionized water at 25°C and then heating while stirring, adding a surfactant, a pH adjusting agent and a chelating agent after they are completely dissolved, keeping the temperature at 80°C and stirring until they are completely dissolved, starting to cool down, adding an anti-dandruff composition, a softening and repairing composition and a thickener in sequence after the temperature is cooled to 55°C, adding a preservative composition and a fragrance after the temperature is cooled to 40°C, and stirring until they are completely dissolved.

[0057] Application Comparative Examples 1-5

[0058] The comparative application examples 1-5 of the present invention provide a shampoo, and the raw materials for its preparation are shown in Table 3 by mass percentage.

[0059] Table 3

[0060]

[0061]

[0062] The preparation method of the shampoo comprises the following steps: adding a cationic conditioning agent to deionized water at 25°C and then heating while stirring, adding a surfactant, a pH adjusting agent and a chelating agent after they are completely dissolved, keeping the temperature at 80°C and stirring until they are completely dissolved, starting to cool down, adding an anti-dandruff composition, a softening and repairing composition and a thickener in sequence after the temperature is cooled to 55°C, adding a preservative composition and a fragrance after the temperature is cooled to 40°C, and stirring until they are completely dissolved.

[0063] Performance Testing Methods

[0064] 1. Antibacterial properties of anti-dandruff composition:

[0065] (1) The anti-dandruff composition provided in Examples 1-7 was mixed with the reference substance zinc pyrithione (ZPT for short)

[0066] and piroctone olamine salt (OCT for short) were dissolved in dimethyl sulfoxide to prepare a 2% (w / v) solution, which was further diluted with sterile water to prepare a 20 ppm aqueous solution (test sample);

[0067] (2) Cultivating Malassezia furfur in a culture medium for 4 days and then preparing a bacterial solution with a concentration of 10^9 CFU / mL;

[0068] (3) Add the Malassezia solution prepared in step (2) to the test sample prepared in step (1), and place it at 25° C. to calculate the number of Malassezia reproduction (logarithm) after 0 h, 24 h, 48 h, and 72 h. The results are recorded in Table 4.

[0069] Table 4

[0070]

[0071] 2. Fluidity: The fluidity of the shampoos provided in the application examples and the comparative examples was evaluated. The fluidity evaluation criteria were whether the shampoo could be poured out and whether it would slip through the fingers within 5 seconds after being poured on the hands. If the shampoo could be poured out and would not slip through the fingers within 5 seconds, it was recorded as "good fluidity". If the shampoo could not be poured out or the shampoo slipped through the fingers within 5 seconds, it was recorded as "poor fluidity". The results are shown in Table 5.

[0072] 4. Usability: The shampoos provided in the application examples and the comparative examples were evaluated for usability. The usability evaluation standard was whether the hair was smooth or dry and tangled after using the shampoo. The results are recorded in Table 5.

[0073] 5. Foam property: The foam property of the shampoos provided in the application examples and the comparative examples was evaluated. The foam property evaluation standard is as follows: based on the Blender Foam Volume Drainage method, 0.7 g of shampoo was mixed with 149.3 g of deionized water and stirred evenly. The mixture was poured into a measuring cylinder after being rotated and stirred for 10 seconds using a juicer. After 30 seconds, the foam height was read from the scale of the measuring cylinder. The obtained value was the amount of foam generated. If the foam height was ≥250 mL, the foam property was judged to be good, and if the foam height was <250 mL, the foam property was judged to be poor. The results are recorded in Table 5.

[0074] Table 5

[0075]

[0076] 6. Antibacterial property of shampoo: The antibacterial property of the shampoos provided in the application examples and the comparative examples and the control shampoos (commercial anti-dandruff shampoo containing ZPT and commercial anti-dandruff shampoo containing OCT) were evaluated:

[0077] (1) Malassezia furfur was cultured in a culture medium for 2 days.

[0078] (2) Dilute shampoo with sterile water to different multiples of aqueous solution (test sample) and add it to the center of the Malassezia culture medium.

[0079] (3) The diameter of the Malassezia inhibition zone was measured. The results are shown in Table 6, where the inhibition zone images of the 10% aqueous solution of Application Example 3, the commercial anti-dandruff shampoo containing ZPT, and the commercial anti-dandruff shampoo containing OCT are shown in Table 6. Figure 1-3 .

[0080] Table 6

[0081]

Claims

1. A mild and effective anti-dandruff composition, characterized in that: The preparation raw materials at least include: an acrylic acid ester copolymer containing an amino group in the side chain, a long-chain alkyl glycol, and a short-chain alkyl alcohol. The acrylic acid ester copolymer containing an amino group in the side chain is an acrylic acid (ester) / dimethylaminoethyl methacrylate copolymer; the long-chain alkyl glycol is 1,2-decanediol; the short-chain alkyl alcohol is 1,3-butanediol; the mass ratio of the acrylic acid ester copolymer containing an amino group in the side chain, the long-chain alkyl glycol, and the short-chain alkyl alcohol is (4-30): (1-3): (25-180).

2. A method for preparing the mild and effective anti-dandruff composition according to claim 1, characterized in that: The acrylic acid ester copolymer containing amino groups in the side chain, long-chain alkyl glycol and short-chain alkyl alcohol are stirred and mixed at 60-75° C. and then cooled to 20-30° C. to obtain the product.

3. A use of the mild and effective anti-dandruff composition according to claim 1, characterized in that: The invention is applied to the preparation of shampoo products, wherein the anti-dandruff composition is added in an amount of 0.01-1.0% in the shampoo products.

4. The use of the mild and effective anti-dandruff composition according to claim 3, characterized in that: The shampoo product is shampoo, and its preparation raw materials at least include, by mass percentage: 0.03-0.5% of an anti-dandruff composition, 0.1-1% of a cationic conditioner, 15-25% of a surfactant, 0.1-2% of a softening and repairing composition, 0.1-1% of an antiseptic composition, 0.01-0.3% of a chelating agent, 0.1-1% of a thickener, 0-01% of a fragrance, 0.01-0.3% of a pH regulator, and the balance is made up of deionized water.

5. Use of the mild and effective anti-dandruff composition according to claim 4, characterized in that: The surfactant is at least one of cocamidopropyl betaine, sodium laureth sulfate, sodium C14-C16 olefin sulfonate, sodium cocoylaminopropionate, sodium methyl cocoyl taurate, and cocoyl methyl MEA.

6. Use of the mild and effective anti-dandruff composition according to claim 4, characterized in that: The preparation method of the shampoo comprises at least the following steps: adding a cationic conditioning agent to deionized water at 20-30°C and then heating while stirring, adding a surfactant, a pH adjusting agent and a chelating agent after they are completely dissolved, keeping the temperature at 70-85°C and stirring until they are completely dissolved, starting to cool down, adding an anti-dandruff composition, a softening and repairing composition and a thickener in sequence after the temperature drops to below 60°C, adding a preservative composition and a fragrance after the temperature drops to below 50°C, and stirring until they are completely dissolved.

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