Antidandruff shampoo

Abstract

Antidandruff shampoos which are based on a natural active antidandruff ingredient a) and at least one surfactant b) and in which a) are compounds of the following formula (I) R1-O-[CH2-CH(OH)-CH2-O]n-H (I), in which R1 means a branched C6-C16 alkyl, alkenyl or alkynyl group and n means a number of 1-3, are suitable for controlling dandruff.

Description

[0001] Anti-dandruff shampoo

[0002] The present invention relates to a specific anti-dandruff shampoo comprising glycerol ethers, as well as to the cosmetic use of the anti-dandruff shampoo for cleansing hair and for preventing, reducing, eliminating, and alleviating dandruff on hairy body surfaces. The present invention further relates to a cosmetic method for combating scalp dandruff using the compositions.

[0003] Even mild flaking of the scalp or other hairy areas of the body is perceived as a sign of poor care and hygiene. Dandruff is usually accompanied by excruciating itching, which can trigger scratching and lead to injury to the affected skin areas. Skin injuries, in turn, often form the basis for infections and pathogens.

[0004] Dandruff formation can be caused by various factors, such as hereditary predisposition, a tendency toward excessive sebum production (seborrhea), hormonal fluctuations, stress, climatic conditions, or improper hair care. However, the primary contributor to dandruff formation is the colonization of the scalp with yeasts of the genus Malassezia. Therefore, dandruff control has always aimed to reduce and / or eliminate the Malassezia bacterial colonization of the scalp.

[0005] For this purpose, numerous cosmetically acceptable and effective anti-dandruff agents are known from the state of the art, such as piroctone olamine, climbazole, zinc pyrithione or other zinc salts, sulfur and / or selenium sulfide.

[0006] The effect of these anti-dandruff agents is mainly based on their fungicidal properties.

[0007] However, the aforementioned classic anti-dandruff active ingredients have disadvantages. Firstly, they are sometimes skin irritating and, due to their poor solubility in water, are difficult to incorporate into conventional cosmetic products. Furthermore, due to their poor biodegradability, they are increasingly under pressure, and their use in cosmetic products is being increasingly strictly regulated or even banned.

[0008] However, a reduction in the quantity or even a complete replacement of undesirable or problematic substances in cosmetic products can only be achieved if alternatives are available that also have the properties desired for the intended purpose.

[0009] Various plant extracts are known as natural anti-dandruff active ingredients, such as arnica, birch, burdock root, beard lichen, poplar, nettle, myrtle, or hazel root extracts. However, in terms of their immediate and / or long-lasting effectiveness, these extracts cannot completely replace the classic anti-dandruff active ingredients mentioned above. Therefore, there is still a need for compounds with good anti-dandruff efficacy that are available from natural sources and can be easily and readily incorporated into cosmetic products.

[0010] The object underlying the invention is therefore to provide an anti-dandruff shampoo which reduces and / or eliminates the bacterial colonization of the scalp with yeast fungi of the genus Malassezia and which comprises the highest possible proportion of more environmentally friendly anti-dandruff active ingredients.

[0011] In addition, anti-dandruff shampoos are designed to gently cleanse and care for the scalp and hair.

[0012] It has surprisingly been found that certain medium-chain glycerol ethers, obtainable from sustainable, renewable, plant-based raw materials, can be excellently incorporated into cosmetic products containing surfactants and enable effective treatment of dandruff conditions, particularly those associated with colonization and / or proliferation of yeasts of the genus Malassezia.

[0013] Anti-dandruff shampoos based on these specific glycerin ethers can be used especially on sensitive scalps, where they have a mild cleansing, balancing and soothing effect.

[0014] The present invention is therefore characterized by the following statements:

[0015] 1. Anti-dandruff shampoo containing in a cosmetic carrier a) 0.05 - 5 wt.% of at least one compound of the following formula (I) R 1 -O-[CH2-CH(OH)-CH2-O]nH (I) in the

[0016] R 1 represents a branched Ce-Ci6 alkyl, alkenyl or alkynyl group n represents a number from 1 to 3, and b) 0.5 - 20% by weight of at least one surfactant, the amounts being based on the total weight of the anti-dandruff shampoo.

[0017] 2. Anti-dandruff shampoo according to claim 1, wherein the total amount of the or each compound of formula (I) ranges from 0.1 - 3 wt.% relative to the total weight of the anti-dandruff shampoo.

[0018] 3. Anti-dandruff shampoo according to any one of the preceding statements, wherein the total amount of the or each compound of formula (I) ranges from 0.3 to 1.5% by weight, relative to the total weight of the anti-dandruff shampoo.

[0019] 4. Anti-dandruff shampoo according to one of the preceding statements, wherein in the or each compound of formula (I) n is the number 1. Anti-dandruff shampoo according to one of the preceding statements, wherein in the or each compound of formula (I) R 1 represents a branched C6-C12 alkyl, alkenyl or alkynyl group. Anti-dandruff shampoo according to any one of the preceding statements, wherein in the or each compound of formula (I) R 1 represents a branched Ce-Cio-alkyl, alkenyl or alkynyl group. Anti-dandruff shampoo according to any one of the preceding statements, wherein in the or each compound of formula (I) R 1represents a branched Ca-alkyl, alkenyl, or alkynyl group. Anti-dandruff shampoo according to one of the preceding statements, wherein the compound of formula (I) is H3C-(CH2)5-CH(CH3)-O-CH2-CH(OH)-CH2OH (methylheptylglycerol). Anti-dandruff shampoo according to one of the preceding statements, wherein the at least one surfactant b) is selected from anionic surfactants, amphoteric surfactants, zwitterionic surfactants, nonionic surfactants, or mixtures thereof. Anti-dandruff shampoo according to one of the preceding statements, containing b1) 1-15% by weight of at least one anionic surfactant, b2) 0-7.5% by weight of at least one amphoteric or zwitterionic surfactant, b3) 0-5% by weight of at least one non-ionic surfactant, the amounts being based on the total weight of the anti-dandruff shampoo. Anti-dandruff shampoo according to one of the preceding statements, additionally containing 0.01-3% by weight of-% of at least one cationic polymer c), wherein the amounts are based on the total weight of the anti-dandruff shampoo. Anti-dandruff shampoo according to one of the preceding statements, wherein the total amount of the or each cationic polymer c) ranges from 0.02 - 2 wt.%, relative to the total weight of the anti-dandruff shampoo. Anti-dandruff shampoo according to one of the preceding statements, wherein the total amount of the or each cationic polymer c) ranges from 0.025 - 1 wt.%, relative to the total weight of the anti-dandruff shampoo. Anti-dandruff shampoo according to one of statements 11 to 13, wherein the or each cationic polymer c) is selected from compounds known under the INCI names Guar Hydroxypropyltrimonium Chloride, Polyquaternium-10, Polyquaternium-6, Polyquaternium-67, Polyquaternium-37, or mixtures thereof. Anti-dandruff shampoo according to one of the preceding statements, additionally containing 0.01 - 5 wt.-% of at least one hair care substance d) other than c), wherein the amounts are based on the total weight of the anti-dandruff shampoo. Anti-dandruff shampoo according to claim 15, wherein the total amount of the or each hair care substance d) other than c) ranges from 0.025 - 3 wt.%, relative to the total weight of the anti-dandruff shampoo. 17. Anti-dandruff shampoo according to claim 15 or 16, wherein the total amount of the or each hair care substance d) other than c) ranges from 0.05 - 2.5 wt.%, relative to the total weight of the anti-dandruff shampoo.

[0020] 18. Anti-dandruff shampoo according to any one of claims 15 to 17, wherein the or each hair care ingredient d) other than c) is selected from glycerol esters, natural oils, butters or waxes, ester oils, ethers, C8-C16 alkanes or mixtures thereof.

[0021] 19. Anti-dandruff shampoo according to any one of claims 15 to 18, wherein the or each hair care ingredient d) other than c) is selected from glycerol monooleate.

[0022] 20. Cosmetic use of an anti-dandruff shampoo according to any one of claims 1 to 19 for cleaning and caring for human hair and for preventing, reducing, eliminating and alleviating dandruff on hairy body surfaces.

[0023] 21. A cosmetic method for combating dandruff, comprising applying an anti-dandruff shampoo according to any one of claims 1 to 19 to the hair and scalp and rinsing it off after a contact time of 5 seconds to 5 minutes.

[0024] As a first essential component, the anti-dandruff shampoos according to the invention contain at least one compound according to formula (I).

[0025] Such bio-based glycerol ethers are suitable as preservatives in cosmetic or pharmaceutical compositions and as odor control agents in deodorants (WO 2021 / 237207A1).

[0026] The anti-dandruff efficacy of medium-chain glycerol ethers is not yet known.

[0027] The anti-dandruff shampoos according to the invention preferably contain compounds of formula (I) in which n is the number 1. Also preferred are compounds of formula (I) in which R 1 represents a branched Ce-Ci2-alkyl, alkenyl or alkynyl group, more preferably a branched Ce-Oo-alkyl, alkenyl or alkynyl group and particularly preferably a branched Ca-alkyl, alkenyl or alkynyl group.

[0028] A particularly preferred compound according to formula (I) is H3C-(CH2)5-CH(CH3)-O-CH2-CH(OH)- CH2OH (methylheptylglycerol - MHG).

[0029] It has been found that even small amounts of compounds according to formula (I) are sufficient to achieve satisfactory anti-dandruff effectiveness.

[0030] Another advantage is that compounds of formula (I) can be combined with other, even classic, anti-dandruff active ingredients in a surfactant base, thus boosting the anti-dandruff effectiveness of even the smallest amounts of other anti-dandruff active ingredients. Compound(s) of formula (I) are preferably used in an amount range of 0.1–3 wt.%, relative to the total weight of the anti-dandruff shampoo. Particular preference is given to total amounts of one or more compounds of formula (I) of 0.2–2 wt.%, and in particular 0.3–1.5 wt.%.

[0031] Methylheptylglycerin (MHG) is particularly preferably used in the anti-dandruff shampoos according to the invention in the aforementioned amounts, especially bio-based methylheptylglycerin, which is obtained from sustainable, renewable, plant-based raw materials. Corresponding products are commercially available, for example, from Inolex under the trade name Lexgard® Natural MHG MB.

[0032] The anti-dandruff shampoos according to the invention preferably contain components a) and b) in a cosmetic carrier. For the purposes of the invention, this is preferably understood to be an aqueous or aqueous-alcoholic carrier.

[0033] The cosmetic carrier preferably contains at least 70% by weight, more preferably at least 72.5% by weight and especially preferably at least 75% by weight of water.

[0034] Furthermore, the cosmetic carrier may contain 0.01 to 10 wt.%, preferably 0.05 to 9 wt.% and in particular 0.10 to 6 wt.% of at least one alcohol.

[0035] Suitable alcohols are, for example, ethanol, ethyl diglycol, 1-propanol, 2-propanol, isopropanol, 1,2-propylene glycol, glycerin, diglycerin, triglycerin, 1-butanol, 2-butanol, 1,2-butanediol, 1,3-butanediol, 1-pentanol, 2-pentanol, 1,2-pentanediol, 1,5-pentanediol, 1, hexanol, 2-hexanol, 1,2-hexanediol, 1,6-hexanediol, polyethylene glycols, sorbitol, sorbitan, benzyl alcohol, phenoxyethanol or mixtures of these alcohols.

[0036] Mild and good foaming properties of anti-dandruff shampoos according to the invention can be controlled by careful selection of surfactant amounts and / or surfactant types.

[0037] Anti-dandruff shampoos according to the invention preferably contain at least one anionic surfactant, which is responsible for generating satisfactory foam quantities and foam properties. To achieve an optimal balance between mildness and foam properties, a mixture of at least one anionic surfactant and at least one mild co-surfactant is particularly preferred. The mild co-surfactant can preferably be selected from amphoteric and / or zwitterionic and / or non-ionic surfactants.

[0038] In a preferred embodiment, anti-dandruff shampoos according to the invention contain c1) 1-15 wt.% of at least one anionic surfactant, c2) 0-7.5 wt.% of at least one amphoteric or zwitterionic surfactant, c3) 0-5 wt.% of at least one nonionic surfactant, the amounts being based on the total weight of the hair treatment agent. Suitable anionic surfactants within the meaning of the present invention are: linear and branched fatty acids having 8 to 30 carbon atoms (soaps), ether carboxylic acids of the formula RO-(CH2-CH2O) X-CH2-COOH, in which R is a linear or branched, saturated or unsaturated alkyl group with 8 to 30 C atoms and x = 0 or 1 to 16, acylsarcosides with 8 to 24 C atoms in the acyl group (sarcosinate surfactants), acyltaurides with 8 to 24 C atoms in the acyl group (taurate surfactants), acyl isethionates with 8 to 24 C atoms in the acyl group (isethionate surfactants), sulfosuccinic acid mono- and / or dialkyl esters with 8 to 24 C atoms in the alkyl group and sulfosuccinic acid mono-alkylpolyoxyethyl esters with 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups (sulfosuccinate surfactants), alpha-olefin sulfonates with 8 to 24 C atoms (alpha-olefinsulfonate surfactants),

[0039] Alkyl sulfates and / or alkyl ether sulfate salts of the formula R-(OCH2-CH2)nO-SO3X, in which R is preferably a straight-chain or branched, saturated or unsaturated alkyl group having 8 to 30 C atoms, x is the number 0 or 1 to 12 and X is an alkali, alkaline earth, ammonium or alkanolamine ion,

[0040] Sulfonates of unsaturated fatty acids with 8 to 24 C atoms and 1 to 6 double bonds, esters of tartaric acid and citric acid with alcohols, which are addition products of about 2-15 molecules of ethylene oxide and / or propylene oxide with fatty alcohols with 8 to 22 C atoms, and / or

[0041] Alkyl and / or alkenyl ether phosphates of the formula in the R 1 preferably an aliphatic hydrocarbon radical having 8 to 30 carbon atoms, R 2 for hydrogen, a residue (CH2CH2O) n R 1 or X, n for numbers from 0 to 10 and X for hydrogen, an alkali or alkaline earth metal or the group -NR 3 R 4 R 5 R 6 stands, with R 3 to R 6 independently of one another standing for a Ci to C4 hydrocarbon radical.

[0042] Particularly preferred are alkyl sulfate and / or alkyl ether sulfate salts, (salts of) ether carboxylic acids, sarcosinates, isethionates, taurates, sulfosuccinates and / or alpha-olefin sulfonates, in particular alkyl sulfate and / or alkyl ether sulfate salts.

[0043] Suitable amphoteric and / or zwitterionic surfactants within the meaning of the present invention are in particular mild surfactants with excellent foaming properties.

[0044] These preferably refer to surface-active compounds selected from the group comprising alkyl betaines, alkylamidoalkyl betaines, alkylamphoacetates, alkylamphodiacetates, alkylamphopropionates, alkylamphodipropionates, alkylsultaines, alkylhydroxysultaines, alkylamine oxides, alkylamphoglycinates, alkyliminodiacetates, alkyliminodipropionates, alkylamphopropylsulfonates, alkylamphocarboxyglycinates, and alkylamphocarboxypropionates. Suitable alkylbetaines and / or alkylamidopropylbetaines preferably comprise C4-C24, more preferably C1-C8, particularly preferably C5-C14 alkyl chains, which may be linear or branched, with linear chains being preferred.Besonders bevorzugte Alkylbetaine oder Alkylamidopropylbetaine sind ausgewählt aus der Gruppe Lauryl Betaine, Coco-Betaine, Behenyl Betaine, Capryl / Capramidopropyl Betaine, Cetyl Betaine, Cocamidoethyl Betaine, Cocamidopropyl Betaine, Coco / Oleamidopropyl Betaine, Decyl Betaine, Dimer Dilinoleamidopropyl Dibetaine, Hydrogenated Tallow Betaine, Hyd roxy la uryl / Hydroxy myristyl Betaine, Isostearamidopropyl Betaine,.

[0045] Lauramidopropyl Betaine, Lauryl Betaine, Myristyl Betaine, Oleamidopropyl Betaine, Oleyl Betaine, Palmitamidopropyl Betaine, Ricinoleamidopropyl Betaine, Stearamidopropyl Betaine, Stearyl Betaine, Tallowamidopropyl Betaine, Tallow Betaine, Tallow Dihydroxyethyl Betaine, Undecylenamidopropyl Betaine, Sunfloweramidopropyl Betaine, Cetyl Betaine, Lauryl Betaine. Ganz besonders bevorzugt ist Cocamidopropyl Betaine.

[0046] Besonders geeignete Alkylamphoacetate, Alkylamphodiacetate, Alkylamphopropionate oder Alkylamphodipropionate sind ausgewählt aus der Gruppe Cocobetainamido Amphopropionate, DEA-Cocoamphodipropionate, Disodium Caproamphodiacetate, Disodium Caproamphodipropionate, Disodium Capryloamphodiacetate, Disodium Capryloamphodipropionate, Disodium Cocoamphodiacetate, Disodium Cocoamphodipropionate, Disodium Isostearoamphodiacetate, Disodium Isostearoamphodipropionate, Disodium Laureth-5 Carboxyamphodiacetate, Disodium Lauroamphodiacetate, Disodium Lauroamphodipropionate, Disodium Oleoamphodipropionate, Disodium PPG-2-lsodeceth-7 Carboxyamphodiacetate, Disodium Stearoamphodiacetate, Disodium Tallowamphodiacetate, Sodium Caproamphopropionate, Sodium Capryloamphoacetate, Sodium Capryloamphopropionate, Sodium Cocoamphoacetate, Sodium Cocoamphopropionate, Sodium Isostearoamphoacetate, Sodium Isostearoamphopropionate, Sodium Lauroamphoacetate, Sodium Lauroamphopropionate, Sodium Myristoamphoacetate,Sodium Oleoamphoacetate, Sodium Oleoamphopropionate, Sodium Stearoamphoacetate, Sodium Stearoamphopropionate, Sodium Tallamphopropionate, Sodium Tallowamphoacetate, Sodium Undecylenoamphoacetate und Sodium Undecylenoamphopropionate.,

[0047] Sodium cocoamphoacetate and disodium cocoamphodiacetate are particularly preferred. Particularly suitable alkyl sultaines or alkyl hydroxysultaines are selected from the group consisting of capryl sultaine, cocamidopropyl hydroxysultaine, coco-hydroxysultaine, coco-sultaine, erucamidopropyl hydroxysultaine, lauramidopropyl hydroxysultaine, lauryl hydroxysultaine, lauryl sultaine, myristamidopropyl hydroxysultaine, oleamidopropyl hydroxysultaine, and tallowamidopropyl hydroxysultaine.Besonders geeignete Alkylaminoxide sind ausgewählt aus der Gruppe Behenamine Oxide, Cocamidopropylamine Oxide, Cocamine Oxide, Decylamine Oxide, Decyltetradecylamine Oxide, Dihydroxyethyl C8-10 Alkoxypropylamine Oxide, Dihydroxyethyl C9-11 Alkoxypropylamine Oxide, Dihydroxyethyl C12-15 Alkoxypropylamine Oxide, Dihydroxyethyl Cocamine Oxide, Dihydroxyethyl Lauramine Oxide, Dihydroxyethyl Stearamine Oxide, Dihydroxyethyl Tallowamine Oxide, Hydrogenated Tallowamine Oxide, Isostearamidopropylamine Oxide, Lauramidopropylamine Oxide, Lauramine Oxide, Myristamidopropylamine Oxide, Myristamine Oxide, Palmitamidopropylamine Oxide, Palmitamine Oxide, PEG-3 Lauramine Oxide, Stearamidopropylamine Oxide, Stearamine Oxide, Tallowamidopropylamine Oxide, Tallowamine Oxide, Undecylenamidopropylamine Oxide.Particularly suitable alkylamphoglycinates are selected from the group of caproamphoglycinates, capryloamphoglycinates, cocoamphoglycinates, isostearamphoglycinates, lauroamphoglycinates, myristoamphoglycinates, oleoamphoglycinates, stearoamphoglycinates, tallowamphoglycinates, undecylenoamphoglycinates.

[0048] Particularly suitable alkyliminodiacetates or alkyliminodipropionates are selected from the group consisting of disodium cocaminopropyl iminodiacetate, disodium hydroxyethyliminodiacetate, disodium lauriminodiacetate, disodium lauriminodipropionate, disodium steariminodipropionate, disodium tallowiminodipropionate, sodium C12-15 alkoxypropyl iminodipropionate, sodium cocoiminodiacetate and sodium lauriminodipropionate.

[0049] Particularly suitable alkylamphopropyl sulfonates are selected from sodium cocoamphohydroxypropyl sulfonate, sodium lauroamphohydroxypropyl sulfonate, sodium oleoamphohydroxypropyl sulfonate, sodium stearoamphohydroxypropyl sulfonate, disodium lauriminobishydroxypropyl sulfonate, disodium cocoamphocarboxyethyl hydroxypropyl sulfonate, sodium caproamphohydroxypropyl sulfonate, sodium Capryloamphohydroxypropylsulfonates.

[0050] Anti-dandruff shampoos according to the invention particularly preferably contain alkylamidoalkylbetaines, alkylamphoacetates and / or alkylamphodiacetates.

[0051] Suitable non-ionic surfactants for use as co-surfactants are, for example,

[0052] Amine oxides which may be selected from compounds of the general formulas (I) or (II) in which R each represents a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 6 to 24 carbon atoms, preferably having 8 to 18 carbon atoms.

[0053] Particularly preferred are the surfactants of the aforementioned formula (I) or (II) known under the INCI names Cocamine Oxide, Lauramine Oxide and / or Cocamidopropylamine Oxide and commercially available from various suppliers. Fatty acid alkanolamides of the following general formula, in which R preferably represents a linear or branched, saturated or unsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms and the radicals R' represent hydrogen or the group -(CH2)nOH, in which n represents the numbers 2 or 3, with the proviso that at least one of the radicals R' represents the aforementioned radical -(CH2)nOH,

[0054] Mixtures of alkyl (oligo) glucosides and fatty alcohols, for example the commercially available product Montanov®68,

[0055] Sterols. Sterols are a group of steroids that carry a hydroxyl group at the 3-carbon atom of the steroid skeleton and are isolated from both animal tissue (zoosterols) and plant fats (phytosterols). Examples of zoosterols are cholesterol and lanosterol. Examples of suitable phytosterols are ergosterol, stigmasterol, and sitosterol. Sterols, known as mycosterols, are also isolated from fungi and yeast.

[0056] Phospholipids. These include mainly glucose phospholipids, which are obtained as lecithins or phosphatidylcholines from egg yolk or plant seeds (e.g. soybeans).

[0057] Alkyl(oligo)glycosides. Suitable alkyl(oligo)glycosides can be selected from compounds of the general formula RO-[G] Xin which [G] is preferably derived from aldoses and / or ketoses with 5-6 carbon atoms, preferably from glucose.

[0058] The index number x represents the degree of oligomerization (DP), i.e., the distribution of the mono- and oligoglycosides. The index number x preferably has a value in the range from 1 to 10, particularly preferably in the range from 1 to 3, whereby this may not be an integer but rather a fractional number that can be determined analytically.

[0059] Particularly preferred alkyl (oligo)glycosides have a degree of oligomerization between 1.2 and 1.5. The radical R preferably represents at least one alkyl and / or alkenyl radical having 4 to 24 carbon atoms.

[0060] Particularly preferred alkyl (oligo)glycosides are the compounds known under the INCI names Caprylyl / Capryl Glucoside, Decyl Glucoside, Lauryl Glucoside and Coco Glucoside.

[0061] Anti-dandruff shampoos according to the invention particularly preferably contain fatty acid alkanolamides and / or alkyl (oligo)glucosides.

[0062] Alkyl(oligo)glucosides are particularly preferred.

[0063] In addition to the essential and optional ingredients mentioned above, the anti-dandruff shampoos according to the invention may contain other hair conditioning active ingredients to enhance their care properties, as long as these do not adversely affect the foaming ability and / or stability of the anti-dandruff shampoos.

[0064] Particularly suitable hair conditioning active ingredients within the meaning of the present invention are preferably c) cationic polymers, d) oil, fat and / or wax components, e) protein hydrolysates, f) or mixtures thereof.

[0065] In a preferred embodiment, anti-dandruff shampoos according to the invention contain at least one cationic polymer c) in a weight proportion of 0.01 to 3 wt.%, more preferably 0.02 - 2 wt.% and most preferably 0.025 - 1 wt.% of the total weight of the anti-dandruff shampoo.

[0066] Suitable cationic polymers c) within the meaning of the present invention are, for example: quaternized cellulose polymers, especially Polyquaternium-10, as are commercially available under the names Celquat® and Polymer JR®, hydrophobically modified cationic cellulose derivatives, for example the cationic polymers sold under the trade name SoftCat®, cationic alkyl polyglycosides, cationized honey, for example the commercial product Honeyquat® 50, cationic galactomannan derivatives, in particular cationic guar and / or cassia polymers, such as the products available under the trade names Jaguar®, N-Hance®, Polycare®, Clearhance®.Particularly suitable are: Jaguar® C-162, Jaguar® C500, Jaguar® Styl 100, Jaguar® Excel, N-Hance® 3196, N-Hance® HPCG 1000 and / or Polycare® Split Therapy, cationic starch derivatives, such as those commercially available under the name Mirustyle®, cationic inulin polymers, polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid, especially Polyquaternium-6 and Polyquaternium-7. The products commercially available under the names Merquat®100 (poly(dimethyldiallylammonium chloride)) and Merquat®550 (dimethyldiallylammonium chloride-acrylamide copolymer) are examples of such cationic polymers.

[0067] Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoalkyl acrylate and methacrylate, such as vinylpyrrolidone-dimethylaminoethyl methacrylate copolymers quaternized with diethyl sulfate. Such compounds are commercially available under the names Gafquat®734 and Gafquat®755, vinylpyrrolidone-vinylimidazolium methochloride copolymers, such as those sold under the names Luviquat® FC 370, FC 550, FC 905 and HM 552, quaternized polyvinyl alcohol, as well as those sold under the names

[0068] Polymers known as Polyquaternium 2, Polyquaternium 17, Polyquaternium 18, Polyquaternium-24, Polyquaternium 27, Polyquaternium-32, Polyquaternium-37, Polyquaternium-67, Polyquaternium 74 and Polyquaternium 89.

[0069] Preferred are cationic polymers of natural origin, such as quaternized cellulose polymers, hydrophobically modified cationic cellulose derivatives, and / or cationic guar derivatives; particularly preferred are the cationic polymers known under the INCI names Guar Hydroxypropyltrimonium Chloride, Polyquaternium-10, Polyquaternium-6, Polyquaternium-37, Polyquaternium-67, or mixtures thereof.

[0070] In a further preferred embodiment, anti-dandruff shampoos according to the invention additionally contain 0.01 - 5 wt.%, more preferably 0.025 - 3 wt.% and very particularly preferably 0.05 - 2.5 wt.% of at least one hair care substance d) different from c), wherein the amounts refer to the total weight of the anti-dandruff shampoo.

[0071] Suitable hair care substances e) within the meaning of the present invention are preferably understood to mean oil, fat and / or wax components, which can be selected from, for example, glycerol esters, natural oils, butters or waxes, ester oils, ethers, C8-C16 alkanes or mixtures thereof.

[0072] Suitable oil, fat, and / or wax components within the meaning of the present invention are: mineral oils such as paraffin and isoparaffin oils, and synthetic hydrocarbons. Examples of usable hydrocarbons include the commercially available mixtures of alkanes (Cetiol® Ultimate) and / or 1,3-di-(2-ethylhexyl)cyclohexane (Cetiol® S).

[0073] Dialkyl ethers, preferably di-n-alkyl ethers having a total of between 12 and 36 C atoms, in particular 12 to 24 C atoms, such as, for example, di-n-octyl ether, di-n-decyl ether, di-n-nonyl ether, di-n-undecyl ether, di-n-dodecyl ether, n-hexyl-n-octyl ether, n-octyl-n-decyl ether, n-decyl-n-undecyl ether, n-undecyl-n-dodecyl ether and n-hexyl-n-undecyl ether as well as di-tert-butyl ether, di-iso-pentyl ether, di-3-ethyldecyl ether, tert-butyl-n-octyl ether, isopentyl-n-octyl ether and 2-methylpentyl-n-octyl ether. Particularly preferred is the di-n-octyl ether, which is commercially available under the name Cetiol® OE. Fatty alcohols can be saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols with C10-C30, preferably C10-C22, and most preferably C12-C22 carbon atoms.Examples include decanol, octanol, octenol, dodecenol, decenol, octadienol, dodecadienol, decadienol, oleyl alcohol, erucic alcohol, ricinoleic alcohol, stearyl alcohol, isostearyl alcohol, cetyl alcohol, lauryl alcohol, myristyl alcohol, arachidyl alcohol, caprylic alcohol, capric alcohol, linoleyl alcohol, linolenyl alcohol, and behenyl alcohol, as well as their Guerbet alcohols. This list is intended to be exemplary and not limiting. However, the fatty alcohols are derived primarily from natural fatty acids, usually derived from the esters of the fatty acids by reduction.Fatty alcohol cuts which can also be used according to the invention are those which are produced by reducing naturally occurring triglycerides such as beef tallow, palm oil, peanut oil, rapeseed oil, cottonseed oil, soybean oil, sunflower oil and linseed oil or fatty acid esters resulting from their transesterification products with corresponding alcohols and thus represent a mixture of different fatty alcohols. Such substances can be purchased, for example, under the names Stenol®, e.g. Stenol® 1618 or Lanette®, e.g. Lanette® O or Lorol®, e.g. Lorol® C8, Lorol® C14, Lorol® C18, Lorol® C8-18, HD-Ocenol®, Crodacol®, e.g. Crodacol® CS, Novol®, Eutanol® G, Guerbitol® 16, Guerbitol® 18, Guerbitol® 20, Isofol® 12, Isofol® 16, Isofol® 24, Isofol® 36, Isocarb® 12, Isocarb® 16 or Isocarb® 24.Of course, wool wax alcohols, such as those commercially available under the names Corona®, White Swan®, Coronet® or Fluilan®, can also be used according to the invention.

[0074] Ester oils such as the esters of C1-C30 fatty acids with C2-C30 fatty alcohols. Monoesters of fatty acids with alcohols containing 2 to 24 carbon atoms are preferred. Examples of fatty acid moieties used in the esters are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, eleostearic acid, arachidic acid, gadoleic acid, behenic acid, and erucic acid, as well as technical mixtures thereof.Examples of the fatty alcohol components in the ester oils are isopropyl alcohol, caproic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol as well as their technical mixtures.Particularly preferred are isopropyl myristate (Rilanit® IPM), isononanoic acid C16-18-alkyl esters (Cetiol® SN), 2-ethylhexyl palmitate (Cegesoft® 24), 2-ethylhexyl stearate (Cetiol® 868), cetyl oleate, glycerol tricaprylate, coconut fatty alcohol caprylate (Cetiol® LC), n-butyl stearate, oleyl erucate (Cetiol® J 600), isopropyl palmitate (Rilanit® IPP), oleyl oleate (Cetiol®), lauric acid hexyl ester (Cetiol® A), di-n-butyl adipate (Cetiol® B), myristyl myristate (Cetiol® MM), cetearyl isononanoate (Cetiol® SN), oleic acid decyl ester (Cetiol® V).

[0075] Dicarboxylic acid esters such as di-n-butyl adipate, di-(2-ethylhexyl) adipate, di-(2-ethylhexyl) succinate and di-isotridecyl acylate as well as diol esters such as ethylene glycol dioleate, ethylene glycol di-isotridecanoate, propylene glycol di(2-ethylhexanoate), propylene glycol di-isostearate, propylene glycol di-pelargonate, butanediol di-isostearate, neopentyl glycol dicaprylate, symmetrical, asymmetrical or cyclic esters of carbonic acid with fatty alcohols, glycerol carbonate or dicaprylyl carbonate (Cetiol® CC), ethoxylated or non-ethoxylated mono-, di- and trifatty acid esters of saturated and / or unsaturated linear and / or branched fatty acids with glycerol, such as Monomuls® 90-018 (INCI name: Glyceryl Oleate), Monomuls® 90-L12 (INCI name: Glyceryl Laurate), Cetiol® HE (INCI name: PEG-7 Glyceryl Cocoate) or Cutina® MD (INCI name: Glyceryl Stearate).natural oils and / or butters such as coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, avocado oil, tea tree oil, soybean oil, cottonseed oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm oil, palm kernel oil, mango kernel oil, cranberry oil, sea buckthorn oil, meadowfoam oil, safflower oil, macadamia nut oil, grape seed oil, amaranth seed oil, argan oil, bamboo oil, olive oil, wheat germ oil, pumpkin seed oil, mallow oil, marula oil, pomegranate seed oil, paradise nut oil, passion fruit seed oil, rosehip seed oil, hazelnut oil, hemp oil, coffee oil, castor oil, safflower oil, corn oil, olive oil, rapeseed oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, shea butter, mango butter, murumuru butter, cocoa butter, Apricot kernel butter, mafura butter, bacuri butter, tucuma butter, ucuuba butter and / or cupuacu butter.

[0076] Waxes, for example natural waxes such as carnauba wax, candelilla wax and / or jojoba oil as well as animal waxes such as beeswax, wool wax, spermaceti and / or preen gland fat and / or synthetic mineral waxes such as hard paraffin, ceresin, ozokerite, ester waxes such as polyethylene glycol or polyethylene glycol ester waxes and / or hydrogenated vegetable oils (in particular hydrogenated castor oil).

[0077] For some embodiments, it may be particularly advantageous if anti-dandruff shampoos according to the invention contain non-ethoxylated glycerol esters as care ingredient d).

[0078] Glycerin mono- and / or diesters are particularly suitable for this application because they have good refatting properties and care for the scalp and hair without causing excessive oiliness. Furthermore, they do not impair the foaming properties of anti-dandruff shampoos.

[0079] A particularly suitable glycerol ester in this context is glycerol monooleate. In another preferred embodiment, anti-dandruff shampoos contain at least one protein hydrolysate in a proportion of 0.01 to 3% by weight of the total weight of the anti-dandruff shampoo.

[0080] Suitable protein hydrolysates are product mixtures that can be obtained by acidic, basic or enzymatically catalysed degradation of proteins.

[0081] Protein hydrolysates of plant, animal and / or marine origin can be used.

[0082] Animal protein hydrolysates include elastin, collagen, keratin, silk, and milk protein hydrolysates, which can also be present in the form of salts. Such products are marketed under the trademarks Dehylan® (Cognis), Promois® (Interorgana), Collapuron® (Cognis), Nutrilan® (Cognis), Gelita-Sol® (Deutsche Gelatine Fabriken Stoess & Co), Lexein® (Inolex), and Kerasol® (Croda).

[0083] Protein hydrolysates of plant origin are preferred, e.g., soy, almond, rice, pea, potato, and wheat protein hydrolysates. Such products are available, for example, under the trademarks Gluadin® (Cognis), DiaMin® (Diamalt), Lexein® (Inolex), and Crotein® (Croda).

[0084] Cationized protein hydrolysates can also be used, whereby the underlying protein hydrolysate can be derived from animals, for example, from collagen, milk, or keratin; from plants, for example, from wheat, corn, rice, potatoes, soy, or almonds; from marine life forms, for example, from fish collagen or algae; or from biotechnologically obtained protein hydrolysates. The protein hydrolysates underlying the cationic derivatives can be obtained from the corresponding proteins by chemical, particularly alkaline or acidic, hydrolysis, by enzymatic hydrolysis, and / or a combination of both types of hydrolysis. The hydrolysis of proteins generally results in a protein hydrolysate with a molecular weight distribution of approximately 100 Daltons up to several thousand Daltons. Preferred cationic protein hydrolysates are those whose underlying protein component has a molecular weight of 100 to 25,000 Daltons.preferably 250 to 5000 Daltons. Cationic protein hydrolysates also include quaternized amino acids and mixtures thereof. The quaternization of the protein hydrolysates or amino acids is often carried out using quaternary ammonium salts such as N,N-dimethyl-N-(n-alkyl)-N-(2-hydroxy-3-chloro-n-propyl)ammonium halides. Furthermore, the cationic protein hydrolysates can also be further derivatized. Typical examples of cationic protein hydrolysates and derivatives are the products known and commercially available under the INCI names: Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimopnium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Silk,Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Cocodimonium Hydroxypropyl Silk Amino Acids, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCI, Hydroxypropyltrimonium Gelatin, Hydroxypropyltrimonium Hydrolyzed Casein, Hydroxypropyltrimonium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Conchiolin Protein, Hydroxypropyltrimonium Hydrolyzed keratin, Hydroxypropyltrimonium Hydrolyzed Rice Bran Protein, Hydroxyproypltrimonium Hydrolyzed Silk, Hydroxypropyltrimonium Hydrolyzed Soy Protein, Hydroxypropyl Hydrolyzed Vegetable Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein / Siloxysilicate, Laurdimonium Hydroxypropyl Hydrolyzed Soy Protein, Laurdimonium Hydroxypropyl Hydrolyzed Wheat Protein, Laurdimonium Hydroxypropyl Hydrolyzed Wheat Protein / Siloxysilicate, Lauryldimonium Hydroxypropyl Hydrolyzed Casein, Lauryldimonium Hydroxypropyl Hydrolyzed Collagen,Lauryldimonium Hydroxypropyl Hydrolyzed Keratin, Lauryldimonium Hydroxypropyl Hydrolyzed Silk, Lauryldimonium Hydroxypropyl Hydrolyzed Soy Protein, Steardimonium Hydroxypropyl Hydrolyzed Casein, Steardimonium Hydroxypropyl Hydrolyzed Collagen, Steardimonium Hydroxypropyl Hydrolyzed Keratin, Steardimonium Hydroxypropyl Hydrolyzed Rice Protein, Steardimonium Hydroxypropyl Hydrolyzed Silk, Steardimonium Hydroxypropyl Hydrolyzed Soy Protein, Steardimonium Hydroxypropyl Hydrolyzed Vegetable Protein, Steardimonium Hydroxypropyl Hydrolyzed Wheat Protein, Steartrimonium Hydroxyethyl Hydrolyzed Collagen, Quaternium-76 Hydrolyzed Collagen, Quaternium-79 Hydrolyzed Collagen, Quaternium-79 Hydrolyzed Keratin, Quaternium-79 Hydrolyzed Milk Protein, Quaternium-79 Hydrolyzed Silk, Quaternium-79 Hydrolyzed Soy Protein, Quaternium-79 Hydrolyzed Wheat Protein.,

[0085] Other active ingredients, auxiliaries and additives that may preferably be contained in the anti-dandruff shampoos according to the invention are, for example:

[0086] Perfumes,

[0087] - UV filter,

[0088] (natural) dyes to color the product,

[0089] Active ingredients such as bisabolol and / or allantoin,

[0090] Complexing agents such as EDTA, NTA, ß-alanine diacetic acid and phosphonic acids, ceramides. Ceramides are N-acylsphingosine (fatty acid amides of sphingosine) or synthetic analogues of such lipids (so-called pseudo-ceramides), antioxidants,

[0091] Preservatives such as sodium benzoate or salicylic acid; pH adjusters such as sodium hydroxide, citric acid, and / or lactic acid; viscosity regulators such as salts (NaCl). A second aspect of the invention is the cosmetic use of the anti-dandruff shampoo according to the invention for cleansing and caring for human hair, as well as for the prevention, reduction, elimination, and relief of dandruff on hairy body surfaces.

[0092] A third subject of the invention is a cosmetic method for combating dandruff on the scalp, in which an anti-dandruff shampoo containing a) at least one compound according to formula (I) and b) at least one surfactant is applied to the hair and scalp and rinsed out again after an exposure time of 5 seconds to 5 minutes.

[0093] With regard to further preferred embodiments of the use according to the invention and the method according to the invention, what has been said regarding the compositions according to the invention applies.

[0094] The following examples are intended to illustrate the subject matter of the present invention without limiting it thereto.

[0095] Examples:

[0096] The following anti-dandruff shampoos were prepared. The amounts in the tables refer to wt.%.

[0097] INCI name: Coco Glucoside and Glyceryl Oleate (approx. 65% AS); BASF

[0098] The anti-dandruff shampoos according to the invention enable the effective and lasting treatment of dandruff. They also have a gentle cleansing, balancing, and soothing effect, particularly on sensitive scalps.

Claims

AMENDED CLAIMS received by the International Bureau on 27 June 2023 (27.06.2023) Anti-dandruff shampoo containing in a cosmetic carrier a) 0.05 - 5 wt% of at least one compound of the following formula (I) R 1 -O-[CH2-CH(OH)-CH2-O]nH (I) in the R 1for a branched Ce-Cie alkyl, alkenyl, or alkynyl group, where n represents a number from 1 to 3, and b) 0.5–20 wt.% at least one surfactant, and c) 0.01–3 wt.% at least one cationic polymer, preferably cationic polymers of natural origin, and / or d) 0.01–5 wt.% at least one of c) different hair conditioning agents, d) wherein non-ethoxylated glycerol esters are included, the quantities being based on the total weight of the anti-dandruff shampoo, and wherein the compound according to formula (I) is H3C-(CH2)6-CH(CH3)-O-CH2-CH(OH)-CH2OH (methylheptylglycerin). Anti-dandruff shampoo according to claim 1, wherein in the or each compound according to formula (I), n represents the number 1 and R 1for a branched Cs-Ci2 alkyl, alkenyl, or alkynyl group. Anti-dandruff shampoo according to any one of the preceding claims, wherein the at least one surfactant b) is selected from anionic surfactants, amphoteric surfactants, zwitterionic surfactants, nonionic surfactants, or mixtures thereof. Anti-dandruff shampoo according to any one of the preceding claims, comprising b1) 1–15 wt.% of at least one anionic surfactant, b2) 0–7.5 wt.% of at least one amphoteric or zwitterionic surfactant, b3) 0–5 wt.% of at least one nonionic surfactant, wherein the amounts are based on the total weight of the anti-dandruff shampoo. Anti-dandruff shampoo according to any one of the preceding claims, wherein the total amount of the or each cationic polymer c) ranges from 0.02–2 wt.% relative to the total weight of the anti-dandruff shampoo.Anti-dandruff shampoo according to one of the preceding claims, wherein the cationic polymer e) is selected from compounds or mixtures thereof known under the INCI names Guar Hydroxypropyltrimonium Chloride, Polyquaternium-10, Polyquaternium-6, Polyquaternium-67, Polyquaternium-37. AMENDED SHEET (ARTICLE 19) Anti-dandruff shampoo according to any one of the preceding claims, wherein the total amount of the hair conditioning agent(s) d) other than c) ranges from 0.025% to 3% by weight, relative to the total weight of the anti-dandruff shampoo. Anti-dandruff shampoo according to any one of the preceding claims, wherein the hair conditioning agent d) other than c) is selected from glyceryl monooleate. Cosmetic use of an anti-dandruff shampoo according to any one of claims 1 to 8 for cleansing and conditioning human hair and for the prophylaxis, reduction, elimination, and relief of dandruff on hairy body surfaces. Cosmetic method for combating scalp dandruff, in which an anti-dandruff shampoo according to any one of claims 1 to 8 is applied to the hair and scalp and rinsed out after an exposure time of 5 seconds to 5 minutes. AMENDED SHEET (ARTICLE 19)

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