Cosmetic composition comprising hinokitiol

By formulating physalis phenol with organic UVA filter in a specific ratio in care products, the problem of photostability of physalis phenol was solved, and the stability and bioactivity of physalis phenol under light were enhanced.

CN117222395BActive Publication Date: 2026-04-28UNILEVER IP HLDG BV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
UNILEVER IP HLDG BV
Filing Date
2022-03-30
Publication Date
2026-04-28

AI Technical Summary

Technical Problem

Phyllanthol is unstable under light, making it difficult for it to maintain its biological activity in scalp and hair care products.

Method used

Phyllanthus phenol and organic UVA filter are co-formulated into a composition in a certain proportion, so that the weight ratio of UVA filter to phyllus phenol in the composition is at least 1:20, thereby improving the photostability of phyllus phenol.

Benefits of technology

It significantly improved the stability of physalisol under light conditions and enhanced its bioactivity in scalp and hair care products.

✦ Generated by Eureka AI based on patent content.

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Abstract

A cosmetic composition comprising hinokitiol and an organic UVA filter selected from butyl methoxydibenzoylmethane, bis-ethylhexyloxyphenol methoxyphenyl triazine, diethylamino hydroxybenzoyl hexyl benzoate, methylene bis-benzotriazolyl tetramethylbutylphenol and mixtures thereof is disclosed. It has proven to improve the stability of hinokitiol.
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Description

Technical Field

[0001] This invention relates to cosmetic compositions, preferably hair care compositions. More specifically, this invention relates to cosmetic compositions comprising hinokitol. Background Technology

[0002] Dandruff is a condition experienced by many people worldwide. Dandruff conditions range from mild symptoms like peeling skin to severe scalp inflammation and itching. Some believe that Malassezia yeasts (such as Malassezia furfur) are the main cause of dandruff, although this may not fully reflect the scientific picture, Malassezia yeasts do appear to be closely associated with dandruff. Therefore, the traditional strategy for treating dandruff is the topical application of antifungal agents, usually delivered through shampoo, such as zinc pyrithione (ZnPTO), piroctone olamine, clomiprazole, and ketoconazole.

[0003] Pleuronectin, a cycloheptatrienol ketone originally isolated from the heartwood of giant cypress (T. plicata), possesses diverse biological activities, including antifungal, antibacterial, and antiproliferative properties. Pleuronectin has been used in oral, hair, and skin care products. Typically, pleuronectin is dissolved in the base composition of the product, which includes surfactants, water, polymers, and coloring and fragrance ingredients. When a user applies the composition to hair, mouth, or skin, the pleuronectin compound is deposited thereon. However, pleuronectin is known to be photoinstable, and deposited pleuronectin may not be bioavailable because it tends to react with UV radiation that destabilizes it.

[0004] Therefore, the purpose of this invention is to enhance the stability of physalisol bioactive substances.

[0005] US8382856B2 (FUJI FILM Corporation) relates to a non-oxidative dye with good lightfastness, dyeability, and safety. Example 9 of D1 discloses a hair dye composition comprising physalisol and a UVA filter, wherein the UVA filter is oxybenzone-3.

[0006] WO2018172948A1 (RATTI KARAN) relates to a composition for brightening skin and reducing hyperpigmentation. It contains an organic photoprotective agent and cypressin.

[0007] XP007125378 discloses an anti-dandruff hair composition containing physalisol.

[0008] XP055860817 discloses a functional supplement for treating hair loss, which contains pine phenol and tea leaf extract.

[0009] XP055860871 discloses a no-rinse treatment for dandruff, which contains physalisol and benzyl salicylate. Summary of the Invention

[0010] The inventors have determined a new method for improving the photostability of physalis phenol, a photostability-labile active substance. We have determined that co-formulating physalis phenol and an organic UVA filter in a specific ratio into a composition can improve the photostability of physalis phenol.

[0011] According to a first aspect, a cosmetic composition is disclosed, comprising:

[0012] (i) Phyllanthol;

[0013] (ii) An organic UVA filter selected from butyl methoxydibenzoylmethane, bis(ethylhexyloxyphenol) methoxyphenyl triazine, diethylaminohydroxybenzoylhexylbenzoate, methylenebisbenzotriazolyltetramethylbutylphenol, and mixtures thereof; and

[0014] (iii) A cosmetically acceptable carrier;

[0015] The weight ratio of the UVA filter to pine phenol is at least 1:20.

[0016] According to the second aspect, a method for providing local antimicrobial benefits is disclosed, comprising the step of applying a safe and effective amount of the composition of the first aspect.

[0017] According to a third aspect, a method for preventing or alleviating dandruff symptoms on the scalp and / or hair is disclosed, comprising the step of applying the composition according to the first aspect to the scalp and / or hair. Detailed Implementation

[0018] To avoid ambiguity, any feature of one aspect of the invention may be used in any other aspect of the invention. The word “comprising” is intended to mean “including” but not necessarily “consisting of” or “made up of”. In other words, the listed steps or options need not be exhaustive. It should be noted that the embodiments given in the following specification are intended to illustrate the invention and not to limit the invention to these embodiments alone. Similarly, unless otherwise stated, all percentages are weight / weight percentages. Except in the operational and comparative embodiments, or where otherwise expressly stated, all figures indicating the amount of material or reaction conditions, physical properties of the material, and / or uses in this specification and claims should be understood to be modified by the word “about”. Numerical ranges expressed in the format “from x to y” should be understood to include both x and y. When multiple preferred ranges are described in the format “from x to y” for a particular feature, it should be understood that all ranges combining different endpoints are also considered. Unless otherwise stated, the indefinite article “a” or “an” and its corresponding definite article “the” as used herein refer to at least one or more. Where appropriate, various features of the invention mentioned in the foregoing individual sections may be applied to other sections with appropriate modifications. Therefore, features specified in one section may be combined with features specified in other sections where appropriate. The addition of any section headings is merely for convenience and is not intended to limit this disclosure in any way.

[0019] As used herein, "cosmetic composition" refers to compositions intended for topical application to the skin, hair, and / or scalp of mammals, particularly humans. Such compositions are typically applied to the desired local surface of the body for a period ranging from a few seconds to up to 24 hours. When the application period is short, such as a few seconds to a few minutes, followed by rinsing or wiping off the composition with water, such compositions are referred to as cleansing compositions or wash-off compositions. Conversely, when the composition is applied for a longer period (e.g., from a few minutes to up to 24 hours) and is typically washed off during normal personal hygiene routines, such compositions are referred to as no-rinse compositions. Compositions according to the invention include any products also intended for application to the human body to improve appearance, cleanliness, odor control, or overall aesthetics.

[0020] As used herein, "hair care composition" means a composition intended for topical application to the hair or scalp of mammals, particularly humans. Topical application means applying the composition to an external surface of the body. In this invention, this is achieved by applying the composition to the hair or scalp. Such compositions are generally classified as leave-in or wash-off and include any product applied to improve the appearance, cleanliness, odor control, or overall aesthetics of the scalp and hair. The hair care compositions of this invention may be in the form of liquids, lotions, creams, foams, scrubs, gels, shampoos, conditioners, shower gels, or strips. Preferably, the hair care compositions of this invention are leave-in compositions. Alternatively, the hair care compositions of this invention may be wash-off compositions. Compositions that provide the desired benefits through human ingestion are excluded from the scope of this invention.

[0021] Phyllanthol

[0022] The β-thujone of the present invention is a monoterpenoid compound, which is a cyclohepta-2,4,6-trien-1-one with a hydroxyl group substituted at the 2-position and an isopropyl group substituted at the 4-position. It has CAS number 499-44-5 and the compound has the following general formula (I):

[0023] (I)

[0024] The amount of physalisol in the compositions of the present invention depends on the type of cosmetic composition and the exact nature of the other antimicrobial agents used. Preferably, the composition contains 0.01-10% by weight of the composition, more preferably 0.05-5% by weight, and even more preferably 0.1-3% by weight of the physalisol.

[0025] Organic UVA filter

[0026] Pleurotus erythrorhizon is known to be light-labile. It has been found that the UVA filter of the present invention unexpectedly improves the stability of pleurotus erythrorhizon. The composition comprises a UVA filter and pleurotus erythrorhizon in a weight ratio of at least 1:20, preferably at least 1:10. Preferably, the composition comprises a UVA filter and pleurotus erythrorhizon in a weight ratio of 1:20 to 10:1, preferably 1:10 to 10:1, more preferably 1:5 to 10:1, and most preferably 1:2 to 5:1.

[0027] Organic UVA filters are single compounds or mixtures that absorb ultraviolet A (UVA) light. The organic UVA filter according to the present invention is selected from butylmethoxydibenzoylmethane, bis(ethylhexyloxyphenol)methoxyphenyltriazine, diethylaminohydroxybenzoylhexylbenzoate, methylenebisbenzotriazolyltetramethylbutylphenol, and mixtures thereof. Furthermore, preferably, the organic UV filter according to the present invention is selected from butylmethoxydibenzoylmethane, bis(ethylhexyloxyphenol)methoxyphenyltriazine, and mixtures thereof.

[0028] Most preferably, the organic UVA filter according to the present invention is butyl methoxydibenzoylmethane.

[0029] The amount of organic UVA filter added to the composition may depend on the amount of physalisol used. The preferred amount of organic UVA filter is 0.1-5% of the total weight of the composition, more preferably 0.5-5%, and even more preferably 1-3%.

[0030] Preferably, the composition of the present invention further comprises an organic compound. This organic compound can improve the solubility of the organic UVA filter used in the composition. The UVA filter has a solubility of at least 5% in the organic compound. It may be selected from essential oils, emollient oils such as alcohols, fatty esters, ethers, triglycerides, carbonates, and mixtures thereof. More preferably, it may be selected from ethylhexyl methoxycinnamate, C12-15 alkylbenzoate, dibutyl adipate, dioctyl carbonate, propylheptaethyl octanoate, glyceryl cocoate, octyl methoxylene, homosalate, ethylhexyl salicylate, diethylhexyl hydroxydimethoxybenzyl malonate, diethylhexyl syringylidene malonate, caprylic / capric triglyceride, ethyl butyl acetaminopropionate, capric / capric triglyceride, dioctyl ether, ethylhexyl palmitate, sweet almond oil (almond oil), octyl-caprylate / capric ester, cocoyl caprylate, isopropyl palmitate, jojoba oil, and mixtures thereof. More preferably, the organic compound is ethylhexyl methoxycinnamate.

[0031] The amount of additional organic compound in the composition may depend on the amount of organic UVA filter used. The preferred amount of such organic compound is 0.2-30% of the total composition weight, more preferably 1-10%, and even more preferably 2-6%.

[0032] When butyl methoxydibenzoylmethane is used in the composition, the organic compound preferably comprises ethylhexyl methoxycinnamate. The amount of ethylhexyl methoxycinnamate added to the composition may depend on the amount of butyl methoxydibenzoylmethane used. The preferred amount of ethylhexyl methoxycinnamate is 0.2-30% of the total weight of the composition, more preferably 1-10%, and even more preferably 2-6%.

[0033] cosmetic composition

[0034] The compositions of the present invention preferably contain a cosmetically acceptable carrier. A cosmetically acceptable carrier allows the compositions to be formulated as, for example, shampoos, conditioners, shower gels, hand sanitizers or facial cleansers, creams, lotions, gels, powders, ointments, deodorants, hand sanitizers or soap bars, with the remaining ingredients varying accordingly.

[0035] Preferably, the composition is a skin or hair product comprising wash-off and leave-in products, more preferably a hair care composition. Preferably, the composition is a wash-off product.

[0036] Hair care composition

[0037] Preferably, the composition is a shampoo, hair conditioner, hair cream, hair gel, hair serum, mousse, or hair oil. More preferably, the composition is a shampoo composition.

[0038] Antidandruff agents are compounds with antidandruff activity and are typically antimicrobial, preferably antifungal. The minimum inhibitory concentration of antidandruff agents against Malassezia is typically about 50 mg / ml or lower.

[0039] In addition to physalisol, the hair care composition according to the invention may also contain additional free anti-dandruff agents, which are different from those present. Preferably, the hair care composition of the invention contains 0.1-5% by weight, more preferably 0.5-2% by weight, of the additional anti-dandruff agent, as long as it is present.

[0040] The additional anti-dandruff agent is preferably selected from piroctone ketone compounds, azoles, selenium sulfide, salicylic acid, and combinations thereof. Azoles include ketoconazole and clomibazole, with clomibazole being preferred. Preferably, the additional anti-dandruff agent is a piroctone ketone compound, more preferably piroctone ketone ethanolamine.

[0041] Preferably, the hair care composition further comprises a cationic polymer. A suitable cationic polymer can be a homopolymer or formed from two or more types of monomers. The molecular weight of the polymer is typically 5,000-10,000,000 g / mol, typically at least 10,000 g / mol, and preferably 100,000-2,000,000 g / mol. The polymer has a cationic nitrogen-containing group, such as a quaternary ammonium or protonated amino group, or a mixture thereof. The cationic nitrogen-containing group is typically present as a substituent on a portion of the total monomer units of the cationic polymer. Therefore, when the polymer is not a homopolymer, it may contain spaced non-cationic monomer units. The ratio of cationic monomer units to non-cationic monomer units is selected to obtain a polymer with a cationic charge density within a desired range.

[0042] Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functional groups with water-soluble spacer monomers, such as (meth)acrylamide, alkyl and dialkyl (meth)acrylamide, alkyl (meth)acrylates, vinylcaprolactone, and vinylpyrrolidine. Alkyl and dialkyl-substituted monomers preferably have C1-C7 alkyl groups, more preferably C1-C3 alkyl groups. Other suitable spacer groups include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol, and ethylene glycol.

[0043] Preferably, the cationic polymer is a cationic polysaccharide polymer, such as cationic guar gum, cationic starch, and cationic cellulose. Suitablely, such cationic polysaccharide polymer has a molecular weight of 100,000 g / mol to 2,300,000 g / mol, more preferably 150,000 g / mol to 2,000,000 g / mol. This cationic polysaccharide polymer preferably has a cationic charge density of 0.1-4 meq / g.

[0044] The cationic polysaccharide polymers suitable for the compositions of the present invention include those represented by the following general formulas:

[0045] AO-[R 1 -N + (R 2 (R) 3 (R) 4 )X - ]

[0046] Where: A is a dehydrated glucose residue, such as a starch or cellulose dehydrated glucose residue. R 1 It is an alkylene group, an alkylene oxide group, a polyalkylene oxide group, or a combination thereof. 2 R 3 and R 4 Independently representing alkyl, aryl, alkylaryl, aralkyl, alkoxyalkyl, or alkoxyaryl, each group contains a maximum of about 18 carbon atoms. The total number of carbon atoms in each cationic moiety (i.e., R) 2 R 3 and R 4 The total number of carbon atoms in X is preferably about 20 or less, and X is an anionic counterion.

[0047] Cationic cellulose, as a salt of hydroxyethyl cellulose reacted with a trimethylammonium-substituted epoxide (known industrially (CTFA) as polyquaternium salt 10), is available from Amerchol Corp. (Edison, NJ, USA) with its JR (trademark) and LR (trademark) series polymers. Another type of cationic cellulose includes polymeric quaternium salts of hydroxyethyl cellulose reacted with a lauryl dimethylammonium-substituted epoxide, known industrially (CTFA) as polyquaternium salt 24. These materials are available from Amerchol Corp. (Edison, NJ, USA) under the trade name Polymer LM-200.

[0048] Other suitable cationic polysaccharide polymers include quaternary nitrogen-containing cellulose ethers (e.g., as described in U.S. Patent 3,962,418) and copolymers of etherified cellulose and starch (e.g., as described in U.S. Patent 3,958,581).

[0049] A particularly preferred type of cationic polysaccharide polymer that can be used in the compositions of the present invention is a cationic guar gum derivative, such as guar hydroxypropyltrimethylammonium chloride (e.g., commercially available from Solvay under its Jaguar brand or from Ashland under its N-Hance brand). Examples of such materials include Jaguar® C-13S, Jaguar® C-14S, Jaguar® C-17, Jaguar® Excel, Jaguar® C-162, Jaguar® C-500, Jaguar® Optima, Jaguar® LS, and N-Hance. TM BF17, N-Hance TM BF13 and N-Hance TM CCG45.

[0050] Any mixture of the above-mentioned cationic polymers can be used. The cationic polymer preferably comprises cationic cellulose, cationic guar gum, or a mixture thereof. Particularly preferred is guar gum hydroxypropyltrimethylammonium chloride.

[0051] When used, the amount of cationic polymer present in the hair care composition of the present invention is generally 0.001-1% of the weight of the hair care composition, more preferably 0.01-0.5%, and most preferably 0.03-0.3%, based on the total weight of the hair care composition.

[0052] The hair care composition may also contain a copolymer of acrylamide propyltrimethylammonium chloride. Preferably, in addition to acrylamide propyltrimethylammonium chloride, the copolymer also contains acrylamide. Particularly preferred copolymers are copolymers of acrylamide propyltrimethylammonium chloride and acrylamide.

[0053] The copolymer preferably has a charge density of 1.0-3.0 meq / g, more preferably 1.1-2.5 meq / g, even more preferably 1.2-2.5 meq / g, and most preferably 1.3-2.5 meq / g. The copolymer preferably has a molecular weight of 100,000-3,000,000 g / mol, more preferably 500,000-2,800,000 g / mol, even more preferably 800,000-2,500,000 g / mol, and most preferably 1,000,000-2,500,000 g / mol. Examples of suitable copolymers can be found from Ashland under the trade name N-Hance SP-100. ® Commercial purchase. N-Hance SP-100 ® Its charge density is 1.8-2.2 meq / g, and its molecular weight is 1,800,000-2,200,000 g / mol.

[0054] Based on the total weight of the hair care composition, the hair care composition of the present invention preferably contains 0.001-2%, more preferably 0.01-1%, even more preferably 0.01-0.8%, and most preferably 0.05-0.5% of a copolymer.

[0055] Hair care compositions may additionally include conditioning agents to provide conditioning benefits. Preferably, the hair care composition comprises discrete, dispersed droplets of a non-water-soluble conditioning agent with an average droplet diameter (D). 3,2 The average droplet diameter (D) of the water-insoluble conditioner is less than 15 micrometers, preferably less than 10 micrometers, more preferably less than 5 micrometers, and most preferably less than 3 micrometers. 3,2 It can be measured using laser scattering technology, for example, using the Malvern Instruments 2600D particle size analyzer.

[0056] Water-insoluble conditioning agents may include non-siloxane conditioning agents, comprising non-siloxane oily or fatty substances, such as hydrocarbon oils, fatty esters, and mixtures thereof. Preferably, the water-insoluble conditioning agent is an emulsified silicone oil.

[0057] Suitable siloxanes include polydimethylsiloxanes, particularly polydimethylsiloxanes having the CTFA name dimethyl silicone oil. Also suitable for the compositions of the present invention (particularly shampoos and conditioners) are polydimethylsiloxanes with hydroxyl-terminated groups, having the CTFA name polydimethylsiloxane alcohol. Also suitable for the compositions of the present invention are silicone rubbers with a slight degree of crosslinking, such as those described, for example, in WO 96 / 31188. Preferably, the silicone oil comprises polydimethylsiloxane, polydimethylsiloxane alcohol, or mixtures thereof.

[0058] The emulsified siloxanes suitable for the hair care compositions of the present invention are available as pre-formed siloxane emulsions from siloxane suppliers such as Dow Corning and GE Silicones. Such pre-formed siloxane emulsions are preferred for ease of processing and control of siloxane particle size. These pre-formed siloxane emulsions typically additionally contain suitable emulsifiers and can be prepared by chemical emulsification processes (e.g., emulsion polymerization) or by mechanical emulsification using a high-shear mixer. Examples of suitable pre-formed siloxane emulsions include DC1785, DC1788, and DC7128, all available from Dow Corning. These are emulsions of polydimethylsiloxane alcohol / polydimethylsiloxane.

[0059] Another class of siloxanes that can be used are functionalized siloxanes, such as amino-functionalized siloxanes, meaning siloxanes containing at least one primary, secondary, or tertiary amine or quaternary ammonium group. Examples of suitable amino-functionalized siloxanes include polysiloxanes with the CTFA name "amino-terminated polydimethylsiloxane".

[0060] Based on the total weight of the hair care composition, the water-insoluble conditioning agent is typically present in the hair care composition of the present invention in an amount of 0.05-15%, preferably 0.1-10%, more preferably 0.5-8%, and most preferably 1-5%.

[0061] In a preferred embodiment, the hair care composition is a shampoo. Therefore, in a preferred embodiment, the composition comprises a cleansing surfactant. Non-limiting examples of suitable anionic cleansing surfactants are alkyl sulfates, alkyl ether sulfates, alkylaryl sulfonates, alkyl acyl hydroxyethyl sulfonates, alkyl succinates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, N-alkyl sarcosine salts, alkyl phosphates, alkyl ether phosphates, and alkyl ether carboxylic acids and their salts, especially their sodium, magnesium, ammonium, and mono, di, and triethanolamine salts. The alkyl and acyl groups typically contain 8 to 18, preferably 10 to 16 carbon atoms, and may be unsaturated. Alkyl ether sulfates, alkyl ether sulfosuccinates, alkyl ether phosphates, and alkyl ether carboxylic acids and their salts may contain 1-20 ethylene oxide or propylene oxide units per molecule. Typical anionic cleaning surfactants used in the compositions of the present invention include, but are not limited to: sodium oleyl succinate, ammonium lauryl sulfosuccinate, sodium lauryl sulfate, sodium lauryl ether sulfate, sodium lauryl ether sulfosuccinate, ammonium lauryl sulfate, sodium dodecylbenzene sulfonate, triethanolamine dodecylbenzene sulfonate, sodium cocoyl hydroxyethyl sulfonate, sodium lauryl hydroxyethyl sulfonate, lauryl ether carboxylic acid, sodium N-lauryl sarcosinate, or mixtures thereof. Preferred anionic cleaning surfactants are alkyl sulfates and alkyl ether sulfates. Preferred alkyl sulfates are C... 8-18 Alkyl sulfate, more preferably C 12-18Alkyl sulfates are preferably in the form of salts with solubilizing cations such as sodium, potassium, ammonium, or substituted ammonium. Examples are sodium lauryl sulfate (SLS) or sodium dodecyl sulfate (SDS). Particularly preferred are anionic cleaning surfactants, specifically alkyl ether sulfates. Preferred alkyl ether sulfates are those having the following formula: RO(CH2CH2O) n SO3M; wherein R is an alkyl or alkenyl group having 8 to 18 (preferably 12 to 18) carbon atoms; n is a number with an average value greater than at least 0.5, preferably between 1 and 3, more preferably between 2 and 3; and M is a solubilizing cation such as sodium, potassium, ammonium, or substituted ammonium. An example is sodium lauryl ether sulfate (SLES). Preferred alkyl ether sulfates are sodium lauryl ether sulfates with an average degree of ethoxylation of 0.5-3, preferably 1-3, more preferably 2-3.

[0062] Based on the total weight of the hair care composition, the anionic cleansing surfactant is typically present in the hair care composition of the present invention at a level of 0.5-45%, more preferably 1.5-35%, and most preferably 5-20%, including all ranges covered herein.

[0063] The compositions according to the invention optionally and preferably additionally comprise a co-surfactant, such as an amphoteric or zwitterionic surfactant, to provide mildness to the composition. Suitable examples include alkylamine oxides, alkyl betaines, alkylamidopropyl betaines, alkyl sulfonobetaines (sulfonobetaines), alkyl amphoteric acetates, alkyl amphoteric propionates, and alkylamidopropyl hydroxysulfonobetaine, wherein the alkyl group has 8-19 carbon atoms. Preferably, the co-surfactant is a betaine surfactant. Cocamidopropyl betaine (CAPB) is particularly preferred.

[0064] When used, the co-surfactant typically accounts for 0.1-15% of the total weight of the hair care composition, more preferably 0.5-8%, and most preferably 0.5-4%, including all ranges covered herein, based on the total weight of the hair care composition.

[0065] Preferably, the compositions of the present invention further comprise a suspending agent. Suitable suspending agents are selected from polyacrylic acid, crosslinked polymers of acrylic acid, copolymers of acrylic acid with hydrophobic monomers, copolymers of carboxylic acid monomers with acrylates, crosslinked copolymers of acrylic acid with acrylates, heteropolysaccharide gums, and crystalline long-chain acyl derivatives. Long-chain acyl derivatives are ideally selected from ethylene glycol stearate, alkanolamides of fatty acids having 16-22 carbon atoms, and mixtures thereof. Ethylene glycol distearate and polyethylene glycol 3-distearate are preferred long-chain acyl derivatives because they impart a pearlescent sheen to the composition. Polyacrylic acid is commercially available as Carbopol 420, Carbopol 488, or Carbopol 493. Polymers of acrylic acid crosslinked with multifunctional agents can also be used; these are commercially available as Carbopol 910, Carbopol 934, Carbopol 941, and Carbopol 980. An example of a suitable copolymer of carboxylic acid monomers and acrylates is Carbopol 1342. All Carbopol (trademark) materials are available from Goodrich.

[0066] Suitable crosslinking polymers for acrylic acid and acrylates are Pemulen TR1 or Pemulen TR2. Suitable heterosaccharide gums are xanthan gum, such as xanthan gum obtainable as Kelzan mu.

[0067] A mixture of any of the above-mentioned suspending agents can be used. A mixture of cross-linked polymers of acrylic acid and crystalline long-chain acyl derivatives is preferred.

[0068] Based on the total weight of the hair care composition, the suspending agent is typically present in the hair care composition of the present invention in an amount of 0.1-10%, more preferably 0.2-6%, and most preferably 0.3-4%, including all ranges covered herein.

[0069] The hair care composition of the present invention may also contain a preservative to prevent the growth of potentially harmful microorganisms. Suitable conventional preservatives include alkyl esters of para-hydroxybenzoic acid, hydantoin derivatives, propionates, and various quaternary ammonium compounds. Exemplary but non-limiting examples of preservatives that can be used in the present invention include, for example, phenoxyethanol, sodium salicylate, methylparaben, butylparaben, propylparaben, diazoalkylurea, sodium dehydroacetate, benzyl alcohol, sodium benzoate, iodopropynyl butylcarbamate, octyl glycol, disodium EDTA, or mixtures thereof. In a particularly preferred embodiment, the preservative is sodium benzoate, phenoxyethanol, sodium salicylate, or mixtures thereof. The amount of preservative used is preferably from 0.01% to 2% by weight of the hair care composition.

[0070] Further preferably, the hair care composition of the present invention comprises cosmetic ingredients. Preferably, the cosmetic ingredients are selected from siloxanes, antibacterial agents other than anti-dandruff agents, foam enhancers, fragrances, encapsulants (e.g., encapsulated aromatics), dyes, colorants, pigments, preservatives, thickeners, proteins, phosphate esters, buffers, pH adjusters, pearlescent agents (e.g., mica, titanium dioxide, titanium dioxide-coated mica, ethylene glycol distearate (INCI distearate) and / or sunscreens), viscosity modifiers, emollients, sunscreens, emulsifiers, sensory active substances (e.g., menthol and menthol derivatives), vitamins, mineral oils, essential oils, lipids, natural active substances, glycerin, natural hair nutrients such as plant extracts, fruit extracts, sugar derivatives and amino acids, microcrystalline cellulose and mixtures thereof.

[0071] Preferably, the composition of the present invention comprises at least one cosmetic ingredient in 0.01-20% by weight of the total weight of the composition, more preferably 0.05-10% by weight, even more preferably 0.075-7.5% by weight, and most preferably 0.1-5% by weight.

[0072] The compositions of the present invention may also contain synergistic antimicrobial compounds that, when used in combination with antimicrobial active substances, can impart synergistic antimicrobial benefits to enhance their performance and further inhibit bacterial / fungal growth. Non-limiting examples of such compounds include compounds having an alcohol group (e.g., magnolol, honokiol, or paeonol), piperazines, and phenolic compounds found in natural plant extracts, namely thymol and terpeniol.

[0073] Methods and uses

[0074] The present invention also provides a method for enhancing the stability of physalisol on the scalp, comprising the steps of applying the composition of the first aspect to the surface of an individual's scalp and then rinsing the surface with water. This method is preferably non-therapeutic in nature, and more preferably cosmetic in nature.

[0075] The present invention also provides a non-therapeutic method for preventing or alleviating dandruff symptoms on the scalp and / or hair, comprising the step of applying the composition of the first aspect to the scalp and / or hair.

[0076] The present invention also provides a composition for the prevention or relief of dandruff symptoms in a first aspect. This use is preferably non-therapeutic, and more preferably cosmetic.

[0077] How to use

[0078] The compositions of the present invention are primarily intended for use on hair and skin, preferably for topical application on hair and scalp.

[0079] When the composition is a shampoo, apply it topically to the hair and massage it into the hair and scalp. Rinse with water before drying the hair. As a leave-in hair care composition, hair oil or conditioner can be left on for 1-10 hours after application, then rinse off.

[0080] The present invention will be further illustrated by the following non-limiting embodiments, wherein, unless otherwise stated, all percentages cited are based on total weight by weight.

[0081] These embodiments are intended to illustrate the invention and are not intended to limit the invention to these embodiments alone.

[0082] Example

[0083] Example 1

[0084] This example demonstrates that UVA filters can affect the stability of physalisol in model sebum solutions. All ingredients are expressed as a percentage of the total formulation and at the level of active ingredient.

[0085] The preparation of model sebum is shown in Table 1.

[0086] Table 1

[0087]

[0088] The preparation of solution samples is shown in Table 2.

[0089] Table 2

[0090]

[0091]

[0092] The compositions / ingredients shown in Table 2 above were tested, and the results provide an estimate of the residual amount of physalisol after prolonged exposure to UV light. Model sebum was used to simulate the environment following physalisol deposition on the scalp. The average % residual amount of physalisol was measured using the in vitro methods described below.

[0093] method

[0094] Place 1 mL of sample into a 2 mL clear glass vial. Place the vial in a UV light source (UVA: 250 µw / cm²). 2 UVB: 110 µw / cm 2w) Perform 4 hours of UV exposure. Take 200 μL of the UV-exposed sebum solution and dilute with 800 μL of methanol, and shake the mixture vigorously on a micro shaker for 1 minute. After the sebum layer settles to the bottom of the methanol solution, take 200 μL of the supernatant for UPLC analysis to quantify the amount of physophorol remaining after UV irradiation, denoted as A. left As described above, another model sebum solution containing physalisol and a UV filter without UV exposure was diluted with methanol, and the amount of physalisol in the solution was quantified by UPLC, denoted as A. total Then, the residual physalisol after UV exposure can be calculated using the following formula: Physalisol residue (%) = A left / A total .

[0095] The results are summarized in Table 3.

[0096] Table 3

[0097]

[0098] The data contained in Table 3 clearly demonstrate that, compared with corresponding samples other than those of the present invention (composition A without UV filter, compositions B and C containing organic UVB filter, and compositions G, H and 1 containing other UVA filter), the stability of physalisol is significantly improved when the organic UVA filter (compositions 2-5) according to the present invention is used during the experiment.

[0099] Example 2

[0100] This example demonstrates that the weight ratio of UV filter to physalisol can affect the stability of physalisol in model sebum solutions. All ingredients are expressed as a percentage of the total formulation and at the level of active ingredient.

[0101] The preparation of solution samples is shown in Table 4.

[0102] Table 4

[0103]

[0104] The compositions / ingredients shown in Table 4 above were tested, and the results provide an estimate of the amount of physalisol residue after prolonged exposure to UV light. Model sebum was used to simulate the environment following the deposition of physalisol on the scalp. The % average physalisol residue was measured using the same in vitro method described in Example 1.

[0105] The results are summarized in Table 5.

[0106] Table 5

[0107]

[0108] The data in Table 5 clearly demonstrate that the stability of physalisol is improved when the weight ratio of organic UVA filter to physalisol is at least 1:20. Samples 8 and 9, which contain a higher weight ratio of organic UVA filter to physalisol compared to samples 6 and 7, exhibit significantly better stability.

[0109] Example 3

[0110] This example demonstrates that UVA filters can affect the stability of physalisol after the shampoo composition is applied to the scalp. All ingredients are expressed as a percentage by weight of the total formulation and at the level of active ingredient.

[0111] The preparation of shampoo samples is shown in Table 6.

[0112] Table 6

[0113]

[0114] method

[0115] -Deposition scheme

[0116] A piece of vitroskin (5.2 cm × 5.2 cm) is fixed to a plastic ring to obtain a vitroskin board (approximately 11 cm in area). 2 Add 0.2 g of physalis shampoo sample to the plate. Add 1.8 mL of deionized water and mix with the shampoo on the VITROSKIN plate for 60 seconds using a Teflon stir bar. Then, remove the shampoo slurry using a pipette. To rinse, add 4 mL of deionized water to the plate and stir with a Teflon bar for 30 seconds, then remove all liquid from the plate. Repeat the rinsing step once. The shampoo-treated VITROSKIN plate was allowed to air dry in the dark. The dried VITROSKIN plate was then cut off from the plastic holder and sonicated for 10 minutes in 7 mL of methanol in a 15 mL centrifuge tube. 1 mL of the methanol solution was passed through a 0.2 μm PTFE filter, and the filtrate was transferred to a sample vial for liquid chromatography analysis to obtain the amount of deposited physalis shampoo, denoted as D0.

[0117] - UV treatment solution

[0118] After washing a Vitroskin plate with the pine phenol shampoo sample as described above and allowing it to air dry in the dark, 120 μL of model sebum was applied to the Vitroskin plate and evenly dispersed. The plate was then placed under UV light (UVA: 250 µw / cm²). 2 UVB: 110 µw / cm 2 The plate was then exposed to UV light in a chamber for 1 hour. The Vitroskin plate was then cut from its plastic holder and immersed in 7 mL of methanol in a 15 mL centrifuge tube for 10 minutes of sonication. 4 mL of the methanol solution was concentrated to dryness. The residue was redissolved in 0.2 mL of methanol. 0.2 mL of the methanol solution was passed through a 0.2 μm PTFE filter, and the filtrate was transferred to a sample vial for liquid chromatography analysis to obtain the residual amount of physalisol after UV treatment, denoted as D.

[0119] The residual physalis phenol after deposition and UV treatment can then be calculated using the following formula: Physalis phenol residue (%) = D / D0

[0120] The results are summarized in Table 7.

[0121] Table 7

[0122]

[0123] The data contained in Table 7 clearly demonstrate that when the shampoo samples contain the organic UVA filter according to the invention, the stability of physalisol is significantly improved after application to the scalp.

[0124] Example 4

[0125] This example demonstrates that the addition of ethylhexyl methoxycinnamate to a shampoo containing physalisol and butyl methoxydibenzoylmethane can affect the stability of physalisol after the shampoo composition is applied to the scalp. All ingredients are expressed as a percentage by weight of the total formulation and at the level of active ingredient.

[0126] Shampoo samples were prepared as shown in Table 8.

[0127] Table 8

[0128]

[0129] method

[0130] The average percentage of physalisol residue after shampoo application to the scalp was measured using the same in vitro method as disclosed in Example 3.

[0131] The results are summarized in Table 9.

[0132] Table 9

[0133]

[0134] The data contained in Table 9 clearly demonstrate that the addition of an organic compound for organic UVA filters to the compositions according to the invention can improve the stability of physalisol.

[0135] Example 5

[0136] This embodiment demonstrates that UVA filters outside the scope of this invention cannot improve the stability of physalisol in model sebum solutions. All ingredients are expressed as a percentage by weight of the total formulation and at the level of active ingredient.

Claims

1. A cosmetic composition comprising: (i) Phyllanthol, wherein the amount of said physalisol is from 0.01% to 10% by weight of the composition; (ii) An organic UVA filter selected from butyl methoxydibenzoylmethane, bis(ethylhexyloxyphenol)methoxyphenyltriazine, diethylaminohydroxybenzoylhexylbenzoate, methylenebisbenzotriazolyltetramethylbutylphenol, and mixtures thereof, wherein the amount of said organic UVA filter is 0.1%-5% of the weight of the composition; and (iii) A cosmetically acceptable carrier; The UVA filter to cypressin is in a weight ratio of at least 1:20, and the composition is a shampoo composition.

2. The cosmetic composition according to claim 1, wherein the composition further comprises an organic compound selected from ethylhexyl methoxycinnamate, C12-15 alkylbenzoate, dibutyl adipate, dioctyl carbonate, propylheptaethyl octanoate, cocoyl glycerol, octocrylene, homosalate, ethylhexyl salicylate, diethylhexyl hydroxydimethoxybenzyl malonate, diethylhexyl eugenol malonate, caprylic / capric triglyceride, ethylbutyl acetaminopropionate, caprylic / capric triglyceride, dioctyl ether, ethylhexyl palmitate, sweet almond oil, octyl-caprylate / capric acid ester, cocoyl caprylate, isopropyl palmitate, jojoba oil, and mixtures thereof.

3. The cosmetic composition according to claim 2, wherein the organic compound is ethylhexyl methoxycinnamate.

4. The cosmetic composition according to any one of claims 1 to 3, wherein the weight ratio of the UVA filter to pine phenol is 1:20 to 10:

1.

5. The cosmetic composition according to any one of claims 1 to 3, wherein the weight ratio of the UVA filter to pine phenol is 1:10 to 10:

1.

6. The cosmetic composition according to any one of claims 1 to 3, wherein the weight ratio of the UVA filter to pine phenol is 1:5 to 10:

1.

7. The cosmetic composition according to any one of claims 1 to 3, wherein the weight ratio of the UVA filter to pine phenol is 1:2 to 5:

1.

8. The cosmetic composition according to any one of claims 1 to 3, wherein the amount of physalisol is 0.05% to 5% of the weight of the composition.

9. The cosmetic composition according to any one of claims 1 to 3, wherein the amount of physalisol is 0.1% to 3% of the weight of the composition.

10. The cosmetic composition according to any one of claims 1-3, wherein the amount of said organic UVA filter is 0.5%-5% of the weight of the composition.

11. The cosmetic composition according to any one of claims 1-3, wherein the amount of the organic UVA filter is 1%-3% of the weight of the composition.

12. The cosmetic composition according to any one of claims 1-3, further comprising a cleansing surfactant.

13. The cosmetic composition of claim 12, wherein the cleansing surfactant is sodium lauryl ether sulfate.

14. The beauty composition according to any one of claims 1-3, wherein the composition comprises a conditioning agent.

15. The cosmetic composition of claim 14, wherein the conditioning agent is silicone oil.

16. The cosmetic composition of claim 14, wherein the conditioning agent is polydimethylsiloxane, polydimethylsiloxane alcohol, or a mixture thereof.

17. The cosmetic composition according to any one of claims 1-3, wherein the composition further comprises a cationic polymer.

18. The cosmetic composition of claim 17, wherein the cationic polymer is selected from cellulose, cationic guar gum, or mixtures thereof.

19. The cosmetic composition of claim 17, wherein the composition comprises a cationic guar gum polymer.

20. The cosmetic composition of claim 19, wherein the cationic guar polymer is guar hydroxypropyltrimethylammonium chloride.

21. The cosmetic composition according to any one of claims 1 to 3, used to prevent or alleviate dandruff symptoms.

22. Use of the composition according to any one of claims 1-21 for preparing a product for enhancing the stability of physalisol on the scalp.

23. Use of the composition according to any one of claims 1 to 21 in the preparation of a product for preventing or alleviating dandruff symptoms on the scalp and / or hair.

Citation Information

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