WO2016058837A1 - Anti-dandruff hair composition - Google Patents

Anti-dandruff hair composition Download PDF

Info

Publication number
WO2016058837A1
WO2016058837A1 PCT/EP2015/072744 EP2015072744W WO2016058837A1 WO 2016058837 A1 WO2016058837 A1 WO 2016058837A1 EP 2015072744 W EP2015072744 W EP 2015072744W WO 2016058837 A1 WO2016058837 A1 WO 2016058837A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition according
alkyl
acyl isethionate
fatty acyl
fatty acid
Prior art date
Application number
PCT/EP2015/072744
Other languages
French (fr)
Inventor
Aneliya Nikolova Zdravkova
Original Assignee
Unilever Plc
Unilever N.V.
Conopco, Inc., D/B/A Unilever
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unilever Plc, Unilever N.V., Conopco, Inc., D/B/A Unilever filed Critical Unilever Plc
Publication of WO2016058837A1 publication Critical patent/WO2016058837A1/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/23Sulfur; Selenium; Tellurium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4933Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/006Antidandruff preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners

Definitions

  • the invention relates to an anti-dandruff hair composition exhibiting improved deposition of mineral oil.
  • Mineral oil comprises a mixture of C15-C40 hydrocarbons. Mineral oil can be used in hair care compositions such as shampoos to provide moisturisation benefits.
  • Anti-dandruff hair compositions contain ingredients to reduce dandruff levels on the scalp and hair.
  • anti-dandruff ingredients include zinc salts such as zinc pyrithione, and climbazole. Inclusion of such ingredients can lead to negative sensorial issues for the hair composition. To counteract this, mineral oils can be included to aid with sensory.
  • the invention thus provides in a first aspect an anti-dandruff hair composition
  • an anti-dandruff active selected from the group consisting of: piroctone olamine, climbazole, selenium sulphide, zinc pyrithione, zinc sulfate and hydrates thereof and mixtures thereof;
  • a second aspect of the invention relates to the use of a fatty acyl isethionate product, which product comprises 40 to 80 wt.% fatty acyl isethionate and 15 to 50 wt.% free fatty acid and/or fatty acid salt to improve the deposition of a mineral oil from an anti-dandruff hair composition.
  • the anti-dandruff active is present at a level of from 0.2 to 4 wt.%, preferably from 0.25 to 3.5 wt.%.
  • fatty acyl isethionate Preferably greater than 20 wt.% and less than 45 wt. % of the fatty acyl isethionate are of chain length greater than or equal to Ci6l and greater than 50 wt.% of the free fatty acid/soap is of chain length Ci6 to C20.
  • the fatty acyl isethionate product is present at a level of from 2 to 8 wt.%, more preferably from 2.5 to 7.5 wt.%.
  • the mineral oil is present at a level of from 0.1 to 5 wt.%, more preferably from 0.25 to 2.5 wt.%.
  • the hair composition comprises from 3 to 12 wt.%, more preferably from 4 to 10 wt.% of an alkyi sulfate and/or ethoxylated alkyi sulfate anionic surfactant, preferably sodium lauryl ether sulfate having an average degree of ethoxylation of from 0.5 to 3.
  • an alkyi sulfate and/or ethoxylated alkyi sulfate anionic surfactant preferably sodium lauryl ether sulfate having an average degree of ethoxylation of from 0.5 to 3.
  • the hair composition additionally comprises from 1 to 8 wt.%, more preferably from 2 to 6 wt.% of an alkyi glycinate and/or alkyi carboxyglycinate, having an alkyi group of from C8-22 carbon atoms, wherein the glycinate is in the form of a salt with a solubilising cation such as sodium, potassium, ammonium or substituted ammonium.
  • a preferred glycinate is sodium alkyi carboxyl glycinate having an alkyi group of from C8-22 carbon atoms.
  • the hair composition additionally comprises from 0.1 to 10 wt.% of a betaine surfactant, preferably an alkyi amidopropyl betaine.
  • a betaine surfactant preferably an alkyi amidopropyl betaine.
  • the hair composition additionally comprises from 0.1 to 5 wt.% of a cationic polymer, preferably a cationic polysaccharide polymer.
  • the hair composition additionally comprises from 0.1 to 10 wt.%, more preferably from 0.1 to about 8 wt.%, most preferably from about 0.3 to about 5 wt.% of a silicone.
  • the silicone is selected from the group consisting of: polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, amino silicones and mixtures thereof.
  • the silicone is present in the form of a silicone emulsion, more preferably an aqueous surfactant stabilized emulsion of silicone particles having a number average particle diameter ranging from 10 to 1 ,000 nm, most preferably from about 100 to about 500 nm.
  • a preferred hair care composition comprises:- a) from 0.25 to 3.5 wt.% of an anti-dandruff active selected from the group
  • a fatty acyl isethionate product from 1 to 10 wt.% preferably from 2.5 to 7.5 wt.%, of a fatty acyl isethionate product, which product comprises 40 to 80 wt.% fatty acyl isethionate and 15 to 50 wt.% free fatty acid and/or fatty acid salt;
  • a surfactant system comprising ethoxylated alkyl sulfate anionic surfactant having an average degree of ethoxylation of from 0.5 to 3 and alkyl amidopropyl betaine;
  • the invention further provides the additional advantage that a stable anti-dandruff formulation with mineral oil can be achieved that exhibits improved thermal stability.
  • the anti-dandruff hair composition comprises from 0.1 to 5 wt.%, preferably from 0.2 to 4 wt.%, more preferably from 0.25 to 3.5 wt.% of an anti-dandruff active selected from the group consisting of: piroctone olamine, climbazole, selenium sulphide, zinc pyrithione, zinc sulfate and hydrates thereof and mixtures thereof.
  • an anti-dandruff active selected from the group consisting of: piroctone olamine, climbazole, selenium sulphide, zinc pyrithione, zinc sulfate and hydrates thereof and mixtures thereof.
  • the anti-dandruff hair composition comprises from 0.01 to 10 wt.%, preferably from 0.1 to 5 wt.%, more preferably from 0.25 to 2.5 wt.% of a mineral oil comprising one or more C15-C40 hydrocarbons.
  • the fatty acyl isethionate product is present at a level of from 1 to 10 wt.%, preferably from 2 to 8 wt.%, more preferably from 2.5 to 7.5 wt.%.
  • the preferred fatty acyl isethionate product comprises fatty acyl isethionate surfactant at a level of from 40 to 80 wt.% of the product, as well as free fatty acid and/or fatty acid salt at a level of from 15 to 50%.
  • greater than 20 wt.% and less than 45 wt. %, more preferably greater than 25 wt.% and less than 45 wt. % of the fatty acyl isethionate are of chain length greater than or equal to Ci6i and greater than 50 wt.%, preferably greater than 60 wt.% of the free fatty acid/soap is of chain length C16 to C20.
  • the fatty acyl isethionate surfactant component is typically prepared by the reaction of an isethionates salt such as alkali metal isethionates and an aliphatic fatty acid having 8 to 20 carbon atoms and Iodine Value (measuring degree of unsaturation) of less than 20 g, for example:
  • Ri is an aliphatic hydrocarbon radical containing 2 to 4 carbons
  • M is alkali metal cation or metal ion (e.g., sodium, magnesium, potassium, lithium), ammonium or substituted ammonium cation or other counterion; and,
  • R is an aliphatic hydrocarbon radical having 7 to 24, preferably 8 to 22 carbons.
  • the resulting fatty acyl isethionate product can be a mixture of 40 to 80% by weight of fatty acyl isethionates (which formed from the reaction) and 50 to about 15 wt. %, typically 40 to 20 wt. % of free fatty acids.
  • the product may contain isethionates salts which are present typically at levels less than 5 wt. %, and traces (less than 2 wt. %) of other impurities.
  • a mixture of aliphatic fatty acids is used for the preparation of commercial fatty acyl isethionates surfactants.
  • the resulting fatty acyl isethionate surfactants preferably should have more than 20 wt. %, preferably more than 25 wt.%, but no more than 45 wt.%, preferably 35% (on basis of fatty acyl isethionates reaction product) of fatty acyl group with 16 or greater carbon atoms to provide both excellent lather and mildness of the resulting fatty acyl isethionate product.
  • These longer chain fatty acyl isethionate surfactants and fatty acids i.e.
  • fatty acyl group and fatty acid with 16 or more carbons can typically form insoluble surfactant/fatty acid crystals in water at ambient temperatures.
  • Examples of commercial fatty acyl isethionate products that are particularly useful in the subject invention are DEFI flakes and Dove ® cleansing bar noodles produced by Unilever.
  • DEFI Direct Esterification of Fatty Isethionate
  • flakes typically contain about 68 to 80 wt. % of sodium fatty acyl isethionate and 15 to 30 wt. % free fatty acid. More than 25 wt. % and no more than 35% of fatty acyl group of the resulting fatty acyl isethionate have 16 to 18 carbon atoms.
  • Dove ® cleansing bar noodles are mixtures of DEFI flakes described above and long chain (mainly Ci6 and Cis) fatty acid and fatty soap which contain about 40 to 55 wt. % of fatty acyl isethionate and 30 to 40 wt. % of fatty acid and fatty soap.
  • the hair care composition comprises from 0.01 to 10 wt.%, preferably from 0.1 to 5 wt.%, more preferably from 0.25 to 2.5 wt.% of a mineral oil comprising one or more C15-C40 hydrocarbons.
  • the hair care composition may contain one or more surfactants. Cleansing surfactants such as anionic and nonionic surfactant are particularly useful when the hair care composition is in the form of a hair cleanser such as a shampoo.
  • a preferred anionic surfactant is an alkyl sulphate and/or ethoxylated alkyl sulfate anionic surfactant at a level of from 3 to 12 wt.%, preferably from 4 to 10 wt.%, more preferably from 4 to 10 wt.%.
  • Preferred alkyl sulfates are Ce-ie alky sulfates, more preferably C12-18 alkyl sulfates, preferably in the form of a salt with a solubilising cation such as sodium, potassium, ammonium or substituted ammonium. Examples are sodium lauryl sulfate (SLS) or sodium dodecyl sulfate (SDS).
  • Preferred alkyl ether sulfates are those having the formula: RO(CH2CH20) n S03M;
  • R is an alkyl or alkenyl having from 8 to 18 (preferably 12 to 18) carbon atoms; n is a number having an average value of greater than at least 0.5, preferably between 1 and 3; and M is a solubilising cation such as sodium, potassium, ammonium or substituted ammonium.
  • SLES sodium lauryl ether sulfate
  • a preferred ethoxylated alkyl sulfate anionic surfactant is sodium lauryl ether sulfate (SLES) having an average degree of ethoxylation of from 0.5 to 3, preferably 1 to 3.
  • Hair care compositions according to the invention may comprise one or more further anionic surfactants which are cosmetically acceptable and suitable for topical application to the hair.
  • anionic surfactants are the alkaryl sulphonates, alkyl succinates, alkyl sulphosuccinates, alkyl ether sulphosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, and alkyl ether carboxylic acids and salts thereof, especially their sodium, magnesium, ammonium and mono-, di- and triethanolamine salts.
  • the alkyl and acyl groups generally contain from 8 to 18, preferably from 10 to 16 carbon atoms and may be unsaturated.
  • alkyl ether sulphosuccinates, alkyl ether phosphates and alkyl ether carboxylic acids and salts thereof may contain from 1 to 20 ethylene oxide or propylene oxide units per molecule.
  • Typical anionic cleansing surfactants for use in hair care compositions of the invention include sodium oleyl succinate, ammonium lauryl sulphosuccinate, sodium lauryl ether sulphosuccinate, sodium dodecylbenzene sulphonate, triethanolamine dodecylbenzene sulphonate, lauryl ether carboxylic acid and sodium N-lauryl sarcosinate.
  • Suitable preferred additional anionic cleansing surfactants are sodium lauryl ether sulphosuccinate(n)EO, (where n is from 1 to 3), lauryl ether carboxylic acid (n) EO (where n is from 10 to 20). Mixtures of any of the foregoing anionic surfactants may also be suitable.
  • the composition can include co-surfactants, to help impart aesthetic, physical or cleansing properties to the composition.
  • a co-surfactant is a nonionic surfactant, which can be included in an amount ranging from 0.5 to 8%, preferably from 2 to 5% by weight based on the total weight of the composition.
  • nonionic surfactants include mono- or di-alkyl alkanolamides.
  • Examples include coco mono- or di-ethanolamide and coco mono-isopropanolamide.
  • APGs alkyl polyglycosides
  • the APG is one which comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups.
  • Preferred APGs are defined by the following formula: wherein R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group.
  • R may represent a mean alkyi chain length of from about C5 to about C20.
  • R represents a mean alkyi chain length of from about Cs to about C12. Most preferably the value of R lies between about 9.5 and about 10.5.
  • G may be selected from C5 or C6 monosaccharide residues, and is preferably a glucoside.
  • G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose and derivatives thereof.
  • Preferably G is glucose.
  • the degree of polymerisation, n may have a value of from about 1 to about 10 or more; preferably, the value of n lies from about 1.1 to about 2; most preferably the value of n lies from about 1.3 to about 1.5.
  • Suitable alkyi polyglycosides for use in the invention are commercially available and include for example those materials identified as: Oramix NS10 ex Seppic; Plantaren 1200 and Plantaren 2000 ex Henkel.
  • compositions of the invention include the C10-C18 N-alkyl (Ci-Ce) polyhydroxy fatty acid amides, such as the C12- Cis N-methyl glucamides, as described for example in WO 92/06154 and US 5,194, 639, and the N-alkoxy polyhydroxy fatty acid amides, such as C10-C18 N-(3-methoxypropyl) glucamide.
  • C10-C18 N-alkyl (Ci-Ce) polyhydroxy fatty acid amides such as the C12- Cis N-methyl glucamides, as described for example in WO 92/06154 and US 5,194, 639
  • N-alkoxy polyhydroxy fatty acid amides such as C10-C18 N-(3-methoxypropyl) glucamide.
  • a preferred example of a co-surfactant is an amphoteric or zwitterionic surfactant, which can be included in an amount ranging from 0.1 to about 10 wt.%, preferably from 0.5 to 8, more preferably from 1 to 5 wt.%, based on the total weight of the composition.
  • amphoteric or zwitterionic surfactants include alkyi amine oxides, alkyi betaines, alkyi amidopropyl betaines, alkyi sulphobetaines (sultaines), alkyi glycinates, alkyi carboxyglycinates, alkyi amphoacetates, alkyi amphopropionates, alkylamphoglycinates, alkyi amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyi and acyl groups have from 8 to 19 carbon atoms.
  • Typical amphoteric and zwitterionic surfactants for use in hair care compositions of the invention include lauryl amine oxide, cocodimethyl sulphopropyl betaine, lauryl betaine, cocamidopropyl betaine and sodium cocoamphoacetate.
  • a particularly preferred amphoteric or zwitterionic surfactant is cocamidopropyl betaine.
  • a particularly preferred further surfactant is alkyl glycinate and/or alkyl carboxyglycinate, having an alkyl group of from Cs-22 carbon atoms, wherein the glycinate is in the form of a salt with a solubilising cation such as sodium, potassium, ammonium or substituted ammonium. If present, it is included at a level of from 1 to 8 wt.%, preferably from 2 to 6 wt.%.
  • Preferred glycinates are sodium coco glycinate and sodium cocoyl glycinate.
  • amphoteric or zwitterionic surfactants may also be suitable.
  • Preferred mixtures are those of cocamidopropyl betaine with further amphoteric or zwitterionic surfactants as described above.
  • a preferred further amphoteric or zwitterionic surfactant is sodium cocoamphoacetate.
  • the total amount of surfactant (including any co-surfactant, and/or any emulsifier) in a hair care composition of the invention is generally from 1 to 50%, preferably from 2 to
  • a cationic polymer is a preferred ingredient in the hair care compositions according to the invention, for enhancing conditioning performance of the compositions.
  • the cationic polymer may be a homopolymer or be formed from two or more types of monomers.
  • the molecular weight of the polymer will generally be between 5 000 and 10 000 000, typically at least 10 000 and preferably in the range 100 000 to about 2 000 000.
  • the polymers will have cationic nitrogen containing groups such as quaternary ammonium or protonated amino groups, or a mixture thereof.
  • the cationic nitrogen-containing group will generally be present as a substituent on a fraction of the total monomer units of the cationic polymer. Thus when the polymer is not a homopolymer it can contain spacer non-cationic monomer units. Such polymers are described in the CTFA Cosmetic Ingredient Directory, 3rd edition. The ratio of the cationic to non-cationic monomer units is selected to give a polymer having a cationic charge density in the required range.
  • Suitable cationic conditioning polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as (meth)acrylamide, alkyl and dialkyl (meth)acrylamides, alkyl (meth)acrylate, vinyl caprolactone and vinyl pyrrolidine.
  • the alkyl and dialkyl substituted monomers preferably have C1 -C7 alkyl groups, more preferably C1 -3 alkyl groups.
  • Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol and ethylene glycol.
  • the cationic amines can be primary, secondary or tertiary amines, depending upon the particular species and the pH of the composition. In general secondary and tertiary amines, especially tertiary, are preferred.
  • Amine substituted vinyl monomers and amines can be polymerized in the amine form and then converted to ammonium by quaternization.
  • the cationic conditioning polymers can comprise mixtures of monomer units derived from amine - and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers.
  • Suitable cationic conditioning polymers include, for example:
  • CTFA Polyquaternium-16.
  • This material is commercially available from BASF Wyandotte Corp. (Parsippany, NJ, USA) under the LUVIQUAT tradename (e.g. LUVIQUAT FC 370); copolymers of 1-vinyl-2-pyrrolidine and dimethylaminoethyl methacrylate, referred to in the industry (CTFA) as Polyquaternium-1 1.
  • CTFA copolymers of 1-vinyl-2-pyrrolidine and dimethylaminoethyl methacrylate, referred to in the industry (CTFA) as Polyquaternium-1 1.
  • GAFQUAT tradename e.g.,
  • GAFQUAT 755N cationic diallyl quaternary ammonium-containing polymers including, for example, dimethyldiallyammonium chloride homopolymer and copolymers of acrylamide and dimethyldiallylammonium chloride, referred to in the industry (CTFA) as Polyquaternium 6 and Polyquaternium 7, respectively; mineral acid salts of amino-alkyl esters of homo-and co-polymers of unsaturated carboxylic acids having from 3 to 5 carbon atoms, (as described in U.S. Patent
  • cationic conditioning polymers that can be used include cationic polysaccharide polymers, such as cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives.
  • cationic polysaccharide polymers have a charge density in the range from 0.1 to 4 meq/g.
  • Cationic polysaccharide polymers suitable for use in compositions of the invention include those of the formula:
  • R is an alkylene, oxyalkylene, polyoxyalkylene, or
  • R 1 , R 2 and R 3 independently represent alkyl, aryl, alkylaryl, arylalkyi, alkoxyalkyi, or alkoxyaryl groups, each group containing up to about 18 carbon atoms.
  • the total number of carbon atoms for each cationic moiety i.e., the sum of carbon atoms in R 1 , R 2 and R 3
  • X is an anionic counterion.
  • Cationic cellulose is available from Amerchol Corp.
  • cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from Amerchol Corp. (Edison, NJ, USA) under the tradename Polymer LM-200.
  • 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
  • a particularly suitable type of cationic polysaccharide polymer that can be used is a cationic guar gum derivative, such as guar hydroxypropyltrimonium chloride (commercially available from Rhone-Poulenc in their JAGUAR trademark series).
  • a cationic guar gum derivative such as guar hydroxypropyltrimonium chloride (commercially available from Rhone-Poulenc in their JAGUAR trademark series).
  • Examples are JAGUAR C13S, which has a low degree of substitution of the cationic groups and high viscosity.
  • JAGUAR C15 having a moderate degree of substitution and a low viscosity
  • JAGUAR C17 high degree of substitution, high viscosity
  • JAGUAR C16 which is a hydroxypropylated cationic guar derivative containing a low level of substituent groups as well as cationic quaternary ammonium groups
  • JAGUAR 162 which is a high transparency, medium viscosity guar having a low degree of substitution.
  • the cationic conditioning polymer is selected from cationic cellulose and cationic guar derivatives.
  • Particularly preferred cationic polymers are JAGUAR C13S, JAGUAR C15, JAGUAR C17 and JAGUAR C16 and JAGUAR C162.
  • the cationic conditioning polymer will generally be present in compositions of the invention at levels of from 0.01 to 5, preferably from 0.05 to 1 , more preferably from 0.08 to 0.5 percent by weight of the composition.
  • cationic conditioning polymer is present in a hair care composition according to the invention, it is preferred if the copolymer is present as emulsion particles with a mean diameter (D3,2 as measured by light scattering using a Malvern particle sizer) of 2 micrometres or less.
  • Hair care compositions of the invention are preferably aqueous, i.e. they have water or an aqueous solution or a lyotropic liquid crystalline phase as their major component.
  • the composition will comprise from 50 to 98%, preferably from 60 to 90% water by weight based on the total weight of the composition.
  • the anti-dandruff hair compositions may additional comprise from 0.1 to 10 wt.%, preferably from 0.1 to about 8 wt.%, more preferably from about 0.3 to about 5 wt.% of a silicone.
  • Preferred suitable silicones may include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, amino silicones and mixtures thereof.
  • the silicone may be present as the free silicone oil, or in the form of a silicone emulsion.
  • the silicone is present in the form of a silicone emulsion, more preferably an aqueous surfactant stabilized emulsion of silicone particles having a number average particle diameter ranging from 10 to 1 ,000 nm, most preferably from about 100 to about 500 nm.
  • Amino silicones are often formulated in hair compositions.
  • Amino silicones are silicones containing at least one primary amine, secondary amine, tertiary amine or a quaternary ammonium group.
  • High molecular weight silicone gums can also be utilized.
  • Another useful type are the crosslinked silicone elastomers such as
  • Dimethicone/Vinyl/Dimethicone Crosspolymers e.g. Dow Corning 9040 and 9041 .
  • Suitable pre-formed silicone emulsions include emulsions DC2-1766, DC2- 1784, DC-1785, DC-1786, DC-1788 and microemulsions DC2-1865 and DC2-1870, all available from Dow Corning. These are all emulsions or microemulsions of dimethiconol. Also suitable are amodimethicone emulsions such as DC939 (from Dow Corning) and SME253 (from GE Silicones).
  • the hair care composition of the invention further comprises a suspending agent.
  • Suitable suspending agents are selected from polyacrylic acids, cross-linked polymers of acrylic acid, copolymers of acrylic acid with a hydrophobic monomer, copolymers of carboxylic acid-containing monomers and acrylic esters, cross-linked copolymers of acrylic acid and acrylate esters, heteropolysaccharide gums and crystalline long chain acyl derivatives.
  • the long chain acyl derivative is desirably selected from ethylene glycol stearate, alkanolamides of fatty acids having from 16 to 22 carbon atoms and mixtures thereof.
  • Ethylene glycol distearate and polyethylene glycol 3 distearate are preferred long chain acyl derivatives, since these impart pearlescence to the composition.
  • Polyacrylic acid is available commercially as Carbopol 420, Carbopol 488 or Carbopol 493.
  • Polymers of acrylic acid cross-linked with a polyfunctional agent may also be used; they are available commercially as Carbopol 910, Carbopol 934, Carbopol 941 and Carbopol 980.
  • An example of a suitable copolymer of a carboxylic acid containing monomer and acrylic acid esters is Carbopol 1342. All Carbopol (trademark) materials are available from Goodrich.
  • Suitable cross-linked polymers of acrylic acid and acrylate esters are Pemulen TR1 or Pemulen TR2.
  • a suitable heteropolysaccharide gum is xanthan gum, for example that available as Kelzan mu. Mixtures of any of the above suspending agents may be used.
  • Preferred is a mixture of cross-linked polymer of acrylic acid and crystalline long chain acyl derivative.
  • Suspending agent if included, will generally be present in a hair care composition of the invention at levels of from 0.1 to 10%, preferably from 0.5 to 6%, more preferably from 0.9 to 4% by total weight of suspending agent based on the total weight of the composition.
  • a composition of the invention may contain other ingredients for enhancing performance and/or consumer acceptability.
  • Such ingredients include fragrance, dyes and pigments, pH adjusting agents, pearlescers or opacifiers, viscosity modifiers, preservatives, and natural hair nutrients such as botanicals, fruit extracts, sugar derivatives and amino acids.

Abstract

The invention relates to a hair care composition comprising: a) from 0.1 to 5 wt.% of an anti-dandruff active selected from the group consisting of: piroctone olamine, climbazole, selenium sulphide, zinc pyrithione, zinc sulfate and hydrates thereof and mixtures thereof; b) from 0.01 to 10 wt.% of a mineral oil comprising one or more C15-C40 hydrocarbons; and, c) from 1 to 10 wt.% of a fatty acyl isethionate product, which product comprises 40 to 80 wt.% fatty acyl isethionate and 15 to 50 wt.% free fatty acid and/or fatty acid salt.

Description

ANTI-DANDRUFF HAIR COMPOSITION
The invention relates to an anti-dandruff hair composition exhibiting improved deposition of mineral oil.
Mineral oil comprises a mixture of C15-C40 hydrocarbons. Mineral oil can be used in hair care compositions such as shampoos to provide moisturisation benefits.
Anti-dandruff hair compositions contain ingredients to reduce dandruff levels on the scalp and hair. Examples of anti-dandruff ingredients include zinc salts such as zinc pyrithione, and climbazole. Inclusion of such ingredients can lead to negative sensorial issues for the hair composition. To counteract this, mineral oils can be included to aid with sensory.
Summary of the Invention
There is a problem with such hair compositions that the level of mineral oil deposition too low.
It is an object of the invention to improve upon the deposition performance of mineral oil in anti-dandruff hair compositions.
We have found that inclusion of a fatty acyl isethionate product in such a formulation increases the deposition of mineral oil.
The invention thus provides in a first aspect an anti-dandruff hair composition
comprising:- a) from 0.1 to 5 wt.% of an anti-dandruff active selected from the group consisting of: piroctone olamine, climbazole, selenium sulphide, zinc pyrithione, zinc sulfate and hydrates thereof and mixtures thereof;
b) from 0.01 to 10 wt.% of a mineral oil comprising one or more C15-C40
hydrocarbons; and,
c) from 1 to 10 wt.% of a fatty acyl isethionate product, which product comprises 40 to 80 wt.% fatty acyl isethionate and 15 to 50 wt.% free fatty acid and/or fatty acid salt. A second aspect of the invention relates to the use of a fatty acyl isethionate product, which product comprises 40 to 80 wt.% fatty acyl isethionate and 15 to 50 wt.% free fatty acid and/or fatty acid salt to improve the deposition of a mineral oil from an anti-dandruff hair composition.
Preferably the anti-dandruff active is present at a level of from 0.2 to 4 wt.%, preferably from 0.25 to 3.5 wt.%.
Preferably greater than 20 wt.% and less than 45 wt. % of the fatty acyl isethionate are of chain length greater than or equal to Ci6l and greater than 50 wt.% of the free fatty acid/soap is of chain length Ci6 to C20.
Preferably the fatty acyl isethionate product is present at a level of from 2 to 8 wt.%, more preferably from 2.5 to 7.5 wt.%.
Preferably the mineral oil is present at a level of from 0.1 to 5 wt.%, more preferably from 0.25 to 2.5 wt.%.
Preferably the hair composition comprises from 3 to 12 wt.%, more preferably from 4 to 10 wt.% of an alkyi sulfate and/or ethoxylated alkyi sulfate anionic surfactant, preferably sodium lauryl ether sulfate having an average degree of ethoxylation of from 0.5 to 3.
Preferably the hair composition additionally comprises from 1 to 8 wt.%, more preferably from 2 to 6 wt.% of an alkyi glycinate and/or alkyi carboxyglycinate, having an alkyi group of from C8-22 carbon atoms, wherein the glycinate is in the form of a salt with a solubilising cation such as sodium, potassium, ammonium or substituted ammonium. A preferred glycinate is sodium alkyi carboxyl glycinate having an alkyi group of from C8-22 carbon atoms.
Preferably the hair composition additionally comprises from 0.1 to 10 wt.% of a betaine surfactant, preferably an alkyi amidopropyl betaine.
Preferably the hair composition additionally comprises from 0.1 to 5 wt.% of a cationic polymer, preferably a cationic polysaccharide polymer. Preferably the hair composition additionally comprises from 0.1 to 10 wt.%, more preferably from 0.1 to about 8 wt.%, most preferably from about 0.3 to about 5 wt.% of a silicone. Preferably the silicone is selected from the group consisting of: polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, amino silicones and mixtures thereof.
Preferably the silicone is present in the form of a silicone emulsion, more preferably an aqueous surfactant stabilized emulsion of silicone particles having a number average particle diameter ranging from 10 to 1 ,000 nm, most preferably from about 100 to about 500 nm.
It is expressly envisaged within the scope of the invention that combinations of two, three or more of the aforementioned expressly preferable subject matters may be combined with the subject matter of the independent claims.
A preferred hair care composition comprises:- a) from 0.25 to 3.5 wt.% of an anti-dandruff active selected from the group
consisting of: piroctone olamine, climbazole, selenium sulphide, zinc pyrithione, zinc sulfate and hydrates thereof and mixtures thereof;
b) from 0.25 to 2.5 wt.% of a mineral oil comprising one or more C15-C40
hydrocarbons;
c) from 1 to 10 wt.% preferably from 2.5 to 7.5 wt.%, of a fatty acyl isethionate product, which product comprises 40 to 80 wt.% fatty acyl isethionate and 15 to 50 wt.% free fatty acid and/or fatty acid salt;
d) from 5 to 20 wt.% of a surfactant system comprising ethoxylated alkyl sulfate anionic surfactant having an average degree of ethoxylation of from 0.5 to 3 and alkyl amidopropyl betaine;
e) from 0.1 to 5 wt.% of a cationic polysaccharide polymer; and,
f) from 0.1 to 5 wt.% of a silicone.
The invention further provides the additional advantage that a stable anti-dandruff formulation with mineral oil can be achieved that exhibits improved thermal stability. Detailed Description of the Invention
Anti-Dandruff Agent
The anti-dandruff hair composition comprises from 0.1 to 5 wt.%, preferably from 0.2 to 4 wt.%, more preferably from 0.25 to 3.5 wt.% of an anti-dandruff active selected from the group consisting of: piroctone olamine, climbazole, selenium sulphide, zinc pyrithione, zinc sulfate and hydrates thereof and mixtures thereof.
Mineral Oil
The anti-dandruff hair composition comprises from 0.01 to 10 wt.%, preferably from 0.1 to 5 wt.%, more preferably from 0.25 to 2.5 wt.% of a mineral oil comprising one or more C15-C40 hydrocarbons.
Fatty acyl isethionate product
The fatty acyl isethionate product is present at a level of from 1 to 10 wt.%, preferably from 2 to 8 wt.%, more preferably from 2.5 to 7.5 wt.%.
The preferred fatty acyl isethionate product comprises fatty acyl isethionate surfactant at a level of from 40 to 80 wt.% of the product, as well as free fatty acid and/or fatty acid salt at a level of from 15 to 50%.
Preferably, greater than 20 wt.% and less than 45 wt. %, more preferably greater than 25 wt.% and less than 45 wt. % of the fatty acyl isethionate are of chain length greater than or equal to Ci6i and greater than 50 wt.%, preferably greater than 60 wt.% of the free fatty acid/soap is of chain length C16 to C20.
The fatty acyl isethionate surfactant component is typically prepared by the reaction of an isethionates salt such as alkali metal isethionates and an aliphatic fatty acid having 8 to 20 carbon atoms and Iodine Value (measuring degree of unsaturation) of less than 20 g, for example:
RCOOH + HOR^C^M ► RCOOR1SO3M where Ri is an aliphatic hydrocarbon radical containing 2 to 4 carbons; M is alkali metal cation or metal ion (e.g., sodium, magnesium, potassium, lithium), ammonium or substituted ammonium cation or other counterion; and,
R is an aliphatic hydrocarbon radical having 7 to 24, preferably 8 to 22 carbons. Depending on the processing conditions used, the resulting fatty acyl isethionate product can be a mixture of 40 to 80% by weight of fatty acyl isethionates (which formed from the reaction) and 50 to about 15 wt. %, typically 40 to 20 wt. % of free fatty acids. In addition, the product may contain isethionates salts which are present typically at levels less than 5 wt. %, and traces (less than 2 wt. %) of other impurities. Preferably, a mixture of aliphatic fatty acids is used for the preparation of commercial fatty acyl isethionates surfactants. The resulting fatty acyl isethionate surfactants (e.g., resulting from reaction of alkali metal isethionate and aliphatic fatty acid) preferably should have more than 20 wt. %, preferably more than 25 wt.%, but no more than 45 wt.%, preferably 35% (on basis of fatty acyl isethionates reaction product) of fatty acyl group with 16 or greater carbon atoms to provide both excellent lather and mildness of the resulting fatty acyl isethionate product. These longer chain fatty acyl isethionate surfactants and fatty acids, i.e. fatty acyl group and fatty acid with 16 or more carbons, can typically form insoluble surfactant/fatty acid crystals in water at ambient temperatures. Examples of commercial fatty acyl isethionate products that are particularly useful in the subject invention are DEFI flakes and Dove® cleansing bar noodles produced by Unilever. DEFI (Direct Esterification of Fatty Isethionate) flakes typically contain about 68 to 80 wt. % of sodium fatty acyl isethionate and 15 to 30 wt. % free fatty acid. More than 25 wt. % and no more than 35% of fatty acyl group of the resulting fatty acyl isethionate have 16 to 18 carbon atoms. Dove® cleansing bar noodles are mixtures of DEFI flakes described above and long chain (mainly Ci6 and Cis) fatty acid and fatty soap which contain about 40 to 55 wt. % of fatty acyl isethionate and 30 to 40 wt. % of fatty acid and fatty soap.
Mineral Oil
The hair care composition comprises from 0.01 to 10 wt.%, preferably from 0.1 to 5 wt.%, more preferably from 0.25 to 2.5 wt.% of a mineral oil comprising one or more C15-C40 hydrocarbons. Surfactants
The hair care composition may contain one or more surfactants. Cleansing surfactants such as anionic and nonionic surfactant are particularly useful when the hair care composition is in the form of a hair cleanser such as a shampoo.
A preferred anionic surfactant is an alkyl sulphate and/or ethoxylated alkyl sulfate anionic surfactant at a level of from 3 to 12 wt.%, preferably from 4 to 10 wt.%, more preferably from 4 to 10 wt.%. Preferred alkyl sulfates are Ce-ie alky sulfates, more preferably C12-18 alkyl sulfates, preferably in the form of a salt with a solubilising cation such as sodium, potassium, ammonium or substituted ammonium. Examples are sodium lauryl sulfate (SLS) or sodium dodecyl sulfate (SDS). Preferred alkyl ether sulfates are those having the formula: RO(CH2CH20)nS03M;
wherein R is an alkyl or alkenyl having from 8 to 18 (preferably 12 to 18) carbon atoms; n is a number having an average value of greater than at least 0.5, preferably between 1 and 3; and M is a solubilising cation such as sodium, potassium, ammonium or substituted ammonium. An example is sodium lauryl ether sulfate (SLES).
A preferred ethoxylated alkyl sulfate anionic surfactant is sodium lauryl ether sulfate (SLES) having an average degree of ethoxylation of from 0.5 to 3, preferably 1 to 3.
Hair care compositions according to the invention may comprise one or more further anionic surfactants which are cosmetically acceptable and suitable for topical application to the hair.
Examples of further suitable anionic surfactants are the alkaryl sulphonates, alkyl succinates, alkyl sulphosuccinates, alkyl ether sulphosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, and alkyl ether carboxylic acids and salts thereof, especially their sodium, magnesium, ammonium and mono-, di- and triethanolamine salts. The alkyl and acyl groups generally contain from 8 to 18, preferably from 10 to 16 carbon atoms and may be unsaturated. The alkyl ether sulphosuccinates, alkyl ether phosphates and alkyl ether carboxylic acids and salts thereof may contain from 1 to 20 ethylene oxide or propylene oxide units per molecule. Typical anionic cleansing surfactants for use in hair care compositions of the invention include sodium oleyl succinate, ammonium lauryl sulphosuccinate, sodium lauryl ether sulphosuccinate, sodium dodecylbenzene sulphonate, triethanolamine dodecylbenzene sulphonate, lauryl ether carboxylic acid and sodium N-lauryl sarcosinate.
Suitable preferred additional anionic cleansing surfactants are sodium lauryl ether sulphosuccinate(n)EO, (where n is from 1 to 3), lauryl ether carboxylic acid (n) EO (where n is from 10 to 20). Mixtures of any of the foregoing anionic surfactants may also be suitable.
The composition can include co-surfactants, to help impart aesthetic, physical or cleansing properties to the composition. An example of a co-surfactant is a nonionic surfactant, which can be included in an amount ranging from 0.5 to 8%, preferably from 2 to 5% by weight based on the total weight of the composition.
For example, representative nonionic surfactants that can be included in hair care compositions include condensation products of aliphatic (Cs - Cis) primary or secondary linear or branched chain alcohols or phenols with alkylene oxides, usually ethylene oxide and generally having from 6 to 30 ethylene oxide groups.
Other representative nonionic surfactants include mono- or di-alkyl alkanolamides.
Examples include coco mono- or di-ethanolamide and coco mono-isopropanolamide.
Further nonionic surfactants which can be included in hair care compositions of the invention are the alkyl polyglycosides (APGs). Typically, the APG is one which comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups. Preferred APGs are defined by the following formula:
Figure imgf000008_0001
wherein R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group. R may represent a mean alkyi chain length of from about C5 to about C20. Preferably R represents a mean alkyi chain length of from about Cs to about C12. Most preferably the value of R lies between about 9.5 and about 10.5. G may be selected from C5 or C6 monosaccharide residues, and is preferably a glucoside. G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose and derivatives thereof. Preferably G is glucose.
The degree of polymerisation, n, may have a value of from about 1 to about 10 or more; preferably, the value of n lies from about 1.1 to about 2; most preferably the value of n lies from about 1.3 to about 1.5.
Suitable alkyi polyglycosides for use in the invention are commercially available and include for example those materials identified as: Oramix NS10 ex Seppic; Plantaren 1200 and Plantaren 2000 ex Henkel.
Other sugar-derived nonionic surfactants which can be included in compositions of the invention include the C10-C18 N-alkyl (Ci-Ce) polyhydroxy fatty acid amides, such as the C12- Cis N-methyl glucamides, as described for example in WO 92/06154 and US 5,194, 639, and the N-alkoxy polyhydroxy fatty acid amides, such as C10-C18 N-(3-methoxypropyl) glucamide.
A preferred example of a co-surfactant is an amphoteric or zwitterionic surfactant, which can be included in an amount ranging from 0.1 to about 10 wt.%, preferably from 0.5 to 8, more preferably from 1 to 5 wt.%, based on the total weight of the composition.
Examples of amphoteric or zwitterionic surfactants include alkyi amine oxides, alkyi betaines, alkyi amidopropyl betaines, alkyi sulphobetaines (sultaines), alkyi glycinates, alkyi carboxyglycinates, alkyi amphoacetates, alkyi amphopropionates, alkylamphoglycinates, alkyi amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyi and acyl groups have from 8 to 19 carbon atoms. Typical amphoteric and zwitterionic surfactants for use in hair care compositions of the invention include lauryl amine oxide, cocodimethyl sulphopropyl betaine, lauryl betaine, cocamidopropyl betaine and sodium cocoamphoacetate. A particularly preferred amphoteric or zwitterionic surfactant is cocamidopropyl betaine.
A particularly preferred further surfactant is alkyl glycinate and/or alkyl carboxyglycinate, having an alkyl group of from Cs-22 carbon atoms, wherein the glycinate is in the form of a salt with a solubilising cation such as sodium, potassium, ammonium or substituted ammonium. If present, it is included at a level of from 1 to 8 wt.%, preferably from 2 to 6 wt.%. Preferred glycinates are sodium coco glycinate and sodium cocoyl glycinate.
Mixtures of any of the foregoing amphoteric or zwitterionic surfactants may also be suitable. Preferred mixtures are those of cocamidopropyl betaine with further amphoteric or zwitterionic surfactants as described above. A preferred further amphoteric or zwitterionic surfactant is sodium cocoamphoacetate.
The total amount of surfactant (including any co-surfactant, and/or any emulsifier) in a hair care composition of the invention is generally from 1 to 50%, preferably from 2 to
40%, more preferably from 10 to 25% by total weight surfactant based on the total weight of the composition.
Cationic Polymer
A cationic polymer is a preferred ingredient in the hair care compositions according to the invention, for enhancing conditioning performance of the compositions.
The cationic polymer may be a homopolymer or be formed from two or more types of monomers. The molecular weight of the polymer will generally be between 5 000 and 10 000 000, typically at least 10 000 and preferably in the range 100 000 to about 2 000 000. The polymers will have cationic nitrogen containing groups such as quaternary ammonium or protonated amino groups, or a mixture thereof.
The cationic nitrogen-containing group will generally be present as a substituent on a fraction of the total monomer units of the cationic polymer. Thus when the polymer is not a homopolymer it can contain spacer non-cationic monomer units. Such polymers are described in the CTFA Cosmetic Ingredient Directory, 3rd edition. The ratio of the cationic to non-cationic monomer units is selected to give a polymer having a cationic charge density in the required range. Suitable cationic conditioning polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as (meth)acrylamide, alkyl and dialkyl (meth)acrylamides, alkyl (meth)acrylate, vinyl caprolactone and vinyl pyrrolidine. The alkyl and dialkyl substituted monomers preferably have C1 -C7 alkyl groups, more preferably C1 -3 alkyl groups. Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol and ethylene glycol.
The cationic amines can be primary, secondary or tertiary amines, depending upon the particular species and the pH of the composition. In general secondary and tertiary amines, especially tertiary, are preferred.
Amine substituted vinyl monomers and amines can be polymerized in the amine form and then converted to ammonium by quaternization.
The cationic conditioning polymers can comprise mixtures of monomer units derived from amine - and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers. Suitable cationic conditioning polymers include, for example:
copolymers of 1-vinyl-2-pyrrolidine and 1 -vinyl-3-methyl-imidazolium salt (e.g. chloride salt), referred to in the industry by the Cosmetic, Toiletry, and Fragrance
Association, (CTFA) as Polyquaternium-16. This material is commercially available from BASF Wyandotte Corp. (Parsippany, NJ, USA) under the LUVIQUAT tradename (e.g. LUVIQUAT FC 370); copolymers of 1-vinyl-2-pyrrolidine and dimethylaminoethyl methacrylate, referred to in the industry (CTFA) as Polyquaternium-1 1. This material is available commercially from Gaf Corporation (Wayne, NJ, USA) under the GAFQUAT tradename (e.g.,
GAFQUAT 755N); cationic diallyl quaternary ammonium-containing polymers including, for example, dimethyldiallyammonium chloride homopolymer and copolymers of acrylamide and dimethyldiallylammonium chloride, referred to in the industry (CTFA) as Polyquaternium 6 and Polyquaternium 7, respectively; mineral acid salts of amino-alkyl esters of homo-and co-polymers of unsaturated carboxylic acids having from 3 to 5 carbon atoms, (as described in U.S. Patent
4,009,256); cationic polyacrylamides (as described in W095/2231 1 ).
Other cationic conditioning polymers that can be used include cationic polysaccharide polymers, such as cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives. Suitably, such cationic polysaccharide polymers have a charge density in the range from 0.1 to 4 meq/g.
Cationic polysaccharide polymers suitable for use in compositions of the invention include those of the formula:
A-0-[R-N+(R1)(R2)(R3)X-], wherein: A is an anhydroglucose residual group, such as a starch or cellulose
anhydroglucose residual. R is an alkylene, oxyalkylene, polyoxyalkylene, or
hydroxyalkylene group, or combination thereof. R1, R2 and R3 independently represent alkyl, aryl, alkylaryl, arylalkyi, alkoxyalkyi, or alkoxyaryl groups, each group containing up to about 18 carbon atoms. The total number of carbon atoms for each cationic moiety (i.e., the sum of carbon atoms in R1, R2 and R3) is preferably about 20 or less, and X is an anionic counterion. Cationic cellulose is available from Amerchol Corp. (Edison, NJ, USA) in their Polymer JR (trade mark) and LR (trade mark) series of polymers, as salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 10. Another type of cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from Amerchol Corp. (Edison, NJ, USA) under the tradename Polymer LM-200. 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 ).
A particularly suitable type of cationic polysaccharide polymer that can be used is a cationic guar gum derivative, such as guar hydroxypropyltrimonium chloride (commercially available from Rhone-Poulenc in their JAGUAR trademark series). Examples are JAGUAR C13S, which has a low degree of substitution of the cationic groups and high viscosity. JAGUAR C15, having a moderate degree of substitution and a low viscosity, JAGUAR C17 (high degree of substitution, high viscosity), JAGUAR C16, which is a hydroxypropylated cationic guar derivative containing a low level of substituent groups as well as cationic quaternary ammonium groups, and JAGUAR 162 which is a high transparency, medium viscosity guar having a low degree of substitution.
Preferably the cationic conditioning polymer is selected from cationic cellulose and cationic guar derivatives. Particularly preferred cationic polymers are JAGUAR C13S, JAGUAR C15, JAGUAR C17 and JAGUAR C16 and JAGUAR C162.
The cationic conditioning polymer will generally be present in compositions of the invention at levels of from 0.01 to 5, preferably from 0.05 to 1 , more preferably from 0.08 to 0.5 percent by weight of the composition. When cationic conditioning polymer is present in a hair care composition according to the invention, it is preferred if the copolymer is present as emulsion particles with a mean diameter (D3,2 as measured by light scattering using a Malvern particle sizer) of 2 micrometres or less. Hair care compositions of the invention are preferably aqueous, i.e. they have water or an aqueous solution or a lyotropic liquid crystalline phase as their major component.
Suitably, the composition will comprise from 50 to 98%, preferably from 60 to 90% water by weight based on the total weight of the composition. Silicone
The anti-dandruff hair compositions may additional comprise from 0.1 to 10 wt.%, preferably from 0.1 to about 8 wt.%, more preferably from about 0.3 to about 5 wt.% of a silicone.
Preferred suitable silicones may include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, amino silicones and mixtures thereof. The silicone may be present as the free silicone oil, or in the form of a silicone emulsion.
Preferably the silicone is present in the form of a silicone emulsion, more preferably an aqueous surfactant stabilized emulsion of silicone particles having a number average particle diameter ranging from 10 to 1 ,000 nm, most preferably from about 100 to about 500 nm.
Amino silicones are often formulated in hair compositions. Amino silicones are silicones containing at least one primary amine, secondary amine, tertiary amine or a quaternary ammonium group. High molecular weight silicone gums can also be utilized. Another useful type are the crosslinked silicone elastomers such as
Dimethicone/Vinyl/Dimethicone Crosspolymers (e.g. Dow Corning 9040 and 9041 ).
Examples of suitable pre-formed silicone emulsions include emulsions DC2-1766, DC2- 1784, DC-1785, DC-1786, DC-1788 and microemulsions DC2-1865 and DC2-1870, all available from Dow Corning. These are all emulsions or microemulsions of dimethiconol. Also suitable are amodimethicone emulsions such as DC939 (from Dow Corning) and SME253 (from GE Silicones).
Suspending Agent
Preferably the hair care composition of the invention further comprises a suspending agent. Suitable suspending agents are selected from polyacrylic acids, cross-linked polymers of acrylic acid, copolymers of acrylic acid with a hydrophobic monomer, copolymers of carboxylic acid-containing monomers and acrylic esters, cross-linked copolymers of acrylic acid and acrylate esters, heteropolysaccharide gums and crystalline long chain acyl derivatives. The long chain acyl derivative is desirably selected from ethylene glycol stearate, alkanolamides of fatty acids having from 16 to 22 carbon atoms and mixtures thereof. Ethylene glycol distearate and polyethylene glycol 3 distearate are preferred long chain acyl derivatives, since these impart pearlescence to the composition. Polyacrylic acid is available commercially as Carbopol 420, Carbopol 488 or Carbopol 493. Polymers of acrylic acid cross-linked with a polyfunctional agent may also be used; they are available commercially as Carbopol 910, Carbopol 934, Carbopol 941 and Carbopol 980. An example of a suitable copolymer of a carboxylic acid containing monomer and acrylic acid esters is Carbopol 1342. All Carbopol (trademark) materials are available from Goodrich.
Suitable cross-linked polymers of acrylic acid and acrylate esters are Pemulen TR1 or Pemulen TR2. A suitable heteropolysaccharide gum is xanthan gum, for example that available as Kelzan mu. Mixtures of any of the above suspending agents may be used. Preferred is a mixture of cross-linked polymer of acrylic acid and crystalline long chain acyl derivative.
Suspending agent, if included, will generally be present in a hair care composition of the invention at levels of from 0.1 to 10%, preferably from 0.5 to 6%, more preferably from 0.9 to 4% by total weight of suspending agent based on the total weight of the composition.
A composition of the invention may contain other ingredients for enhancing performance and/or consumer acceptability. Such ingredients include fragrance, dyes and pigments, pH adjusting agents, pearlescers or opacifiers, viscosity modifiers, preservatives, and natural hair nutrients such as botanicals, fruit extracts, sugar derivatives and amino acids.
The Examples will now be illustrated with reference to the following non-limiting
Examples. Inventions according to the invention are demonstrated by a number, comparative inventions are demonstrated by a letter. Examples
Formulations
Ex 1.1 Ex 1.2 Ex 1.3 wt.% wt.% wt.%
Zinc Pyrithione 1
Climbazole 1
Selenium Disulfide 1
Mineral Oil 1 2 1
DEFI 4 6 8
SLES 8 6 4
Cocamidopropyl 1 .6 3 2.5 betaine
Cationic polymer 0.2 0.4 0.5
Water To 100 To 100 To 100

Claims

An anti-dandruff hair composition comprising:- a) from 0.1 to 5 wt.% of an anti-dandruff active selected from the group consisting of: piroctone olamine, climbazole, selenium sulphide, zinc pyrithione, zinc sulfate and hydrates thereof and mixtures thereof;
b) from 0.01 to 10 wt.% of a mineral oil comprising one or more C15-C40
hydrocarbons; and,
c) from 1 to 10 wt.% of a fatty acyl isethionate product, which product comprises 40 to 80 wt.% fatty acyl isethionate and 15 to 50 wt.% free fatty acid and/or fatty acid salt.
A composition according to claim 1 , wherein the anti-dandruff active is present at a level of from 0.2 to 4 wt.%, preferably from 0.25 to 3.5 wt.%.
A composition according to claim 1 or claim 2, wherein greater than 20 wt.% and less than 45 wt. % of the fatty acyl isethionate are of chain length greater than or equal to C16; and greater than 50 wt.% of the free fatty acid/soap is of chain length C16 to C20.
A composition according to any one of the preceding claims, wherein the fatty acyl isethionate product is present at a level of from 2 to 8 wt.%, preferably from 2.5 to 7.5 wt.%.
A composition according to any one of the preceding claims, wherein the mineral oil is present at a level of from 0.1 to 5 wt.%, preferably from 0.25 to 2.5 wt.%.
A composition according to any one of the preceding claims, comprising from 3 to 12 wt.%, preferably from 4 to 10 wt.% of an alkyl sulfate and/or ethoxylated alkyl sulfate anionic surfactant, preferably sodium lauryl ether sulfate having an average degree of ethoxylation of from 0.5 to 3.
7. A composition according to any one of the preceding claims, additionally comprising from 1 to 8 wt.%, preferably from 2 to 6 wt.% of an alkyl glycinate and/or alkyl carboxyglycinate, having an alkyl group of from C8-22 carbon atoms, wherein the glycinate is in the form of a salt with a solubilising cation such as sodium, potassium, ammonium or substituted ammonium.
8. A composition according to claim 7, wherein the glycinate is sodium alkyl
carboxyl glycinate having an alkyl group of from Cs-22 carbon atoms.
9. A composition according to any one of the preceding claims, additionally comprising from 0.1 to 10 wt.% of a betaine surfactant, preferably an alkyl amidopropyl betaine. 10. A composition according to any one of the preceding claims, additionally comprising from 0.1 to 5 wt.% of a cationic polymer, preferably a cationic polysaccharide polymer.
1 1 . A composition according to any one of the preceding claims, additionally comprising from 0.1 to 10 wt.%, preferably from 0.1 to about 8 wt.%, more preferably from about
0.3 to about 5 wt.% of a silicone.
12. A composition according to claim 1 1 , wherein the silicone is selected from the group consisting of: polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, amino silicones and mixtures thereof.
13. A composition according to claim 10 or claim 1 1 , wherein the silicone is present in the form of a silicone emulsion, preferably an aqueous surfactant stabilized emulsion of silicone particles having a number average particle diameter ranging from 10 to 1 ,000 nm, more preferably from about 100 to about 500 nm.
14. An anti-dandruff hair composition according to claim 1 comprising:- a) from 0.25 to 3.5 wt.% of an anti-dandruff active selected from the group
consisting of: piroctone olamine, climbazole, selenium sulphide, zinc pyrithione, zinc sulfate and hydrates thereof and mixtures thereof;
b) from 0.25 to 2.5 wt.% of a mineral oil comprising one or more C15-C40
hydrocarbons;
c) from 1 to 10 wt.% preferably from 2.5 to 7.5 wt.%, of a fatty acyl isethionate product, which product comprises 40 to 80 wt.% fatty acyl isethionate and 15 to 50 wt.% free fatty acid and/or fatty acid salt; d) from 5 to 20 wt.% of a surfactant system comprising ethoxylated alkyl sulfate anionic surfactant having an average degree of ethoxylation of from 0.5 to 3 and alkyl amidopropyl betaine;
e) from 0.1 to 5 wt.% of a cationic polysaccharide polymer; and,
f) from 0.1 to 5 wt.% of a silicone.
15. Use of a fatty acyl isethionate product, which product comprises 40 to 80 wt.% fatty acyl isethionate and 15 to 50 wt.% free fatty acid and/or fatty acid salt to improve the deposition of a mineral oil from an anti-dandruff hair composition
PCT/EP2015/072744 2014-10-17 2015-10-01 Anti-dandruff hair composition WO2016058837A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP14189317 2014-10-17
EP14189317.2 2014-10-17

Publications (1)

Publication Number Publication Date
WO2016058837A1 true WO2016058837A1 (en) 2016-04-21

Family

ID=51753056

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2015/072744 WO2016058837A1 (en) 2014-10-17 2015-10-01 Anti-dandruff hair composition

Country Status (1)

Country Link
WO (1) WO2016058837A1 (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017202651A1 (en) * 2016-05-27 2017-11-30 Unilever Plc Antimicrobial personal cleansing compositions
WO2021043628A1 (en) * 2019-09-06 2021-03-11 Unilever Global Ip Limited Microcapsule and hair care composition
CN113825488A (en) * 2019-05-14 2021-12-21 联合利华知识产权控股有限公司 Hair care compositions comprising 2(1H) -pyridone and piroctone olamine salt
CN114569493A (en) * 2022-04-16 2022-06-03 梁小龙 Anti-dandruff shampoo composition
CN114727918A (en) * 2019-11-19 2022-07-08 联合利华知识产权控股有限公司 Hair care composition
US11638685B2 (en) 2017-12-08 2023-05-02 Conopco, Inc. Hair care composition

Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3958581A (en) 1972-05-17 1976-05-25 L'oreal Cosmetic composition containing a cationic polymer and divalent metal salt for strengthening the hair
US3962418A (en) 1972-12-11 1976-06-08 The Procter & Gamble Company Mild thickened shampoo compositions with conditioning properties
US4009256A (en) 1973-11-19 1977-02-22 National Starch And Chemical Corporation Novel shampoo composition containing a water-soluble cationic polymer
EP0214865A2 (en) * 1985-09-11 1987-03-18 Chesebrough-Pond's Inc. High oil containing anhydrous foamable compositions
EP0471606A2 (en) * 1990-08-16 1992-02-19 Colgate-Palmolive Company Stabilized liquid fiber- and skin-treating compositions
WO1992006154A1 (en) 1990-09-28 1992-04-16 The Procter & Gamble Company Polyhydroxy fatty acid amide surfactants to enhance enzyme performance
US5194639A (en) 1990-09-28 1993-03-16 The Procter & Gamble Company Preparation of polyhydroxy fatty acid amides in the presence of solvents
WO1994001085A2 (en) * 1992-07-07 1994-01-20 The Procter & Gamble Company Personal cleanser with moisturizer
WO1995022311A1 (en) 1994-02-18 1995-08-24 Unilever Plc Personal washing compositions
WO1995026710A1 (en) * 1994-03-30 1995-10-12 The Procter & Gamble Company Combined skin moisturizing and cleansing bar composition
WO1996002225A1 (en) * 1994-07-19 1996-02-01 Unilever Plc Detergent composition
US20100210500A1 (en) * 2009-02-13 2010-08-19 Conopco, Inc., D/B/A Unilever Personal Wash Compositions Comprising Specific Blends of Saturated (Hydrogenated) Oil to Unsaturated Triglyceride Oils
WO2012022552A1 (en) * 2010-08-18 2012-02-23 Unilever Plc Anti-dandruff shampoo

Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3958581A (en) 1972-05-17 1976-05-25 L'oreal Cosmetic composition containing a cationic polymer and divalent metal salt for strengthening the hair
US3962418A (en) 1972-12-11 1976-06-08 The Procter & Gamble Company Mild thickened shampoo compositions with conditioning properties
US4009256A (en) 1973-11-19 1977-02-22 National Starch And Chemical Corporation Novel shampoo composition containing a water-soluble cationic polymer
EP0214865A2 (en) * 1985-09-11 1987-03-18 Chesebrough-Pond's Inc. High oil containing anhydrous foamable compositions
EP0471606A2 (en) * 1990-08-16 1992-02-19 Colgate-Palmolive Company Stabilized liquid fiber- and skin-treating compositions
WO1992006154A1 (en) 1990-09-28 1992-04-16 The Procter & Gamble Company Polyhydroxy fatty acid amide surfactants to enhance enzyme performance
US5194639A (en) 1990-09-28 1993-03-16 The Procter & Gamble Company Preparation of polyhydroxy fatty acid amides in the presence of solvents
WO1994001085A2 (en) * 1992-07-07 1994-01-20 The Procter & Gamble Company Personal cleanser with moisturizer
WO1995022311A1 (en) 1994-02-18 1995-08-24 Unilever Plc Personal washing compositions
WO1995026710A1 (en) * 1994-03-30 1995-10-12 The Procter & Gamble Company Combined skin moisturizing and cleansing bar composition
WO1996002225A1 (en) * 1994-07-19 1996-02-01 Unilever Plc Detergent composition
US20100210500A1 (en) * 2009-02-13 2010-08-19 Conopco, Inc., D/B/A Unilever Personal Wash Compositions Comprising Specific Blends of Saturated (Hydrogenated) Oil to Unsaturated Triglyceride Oils
WO2012022552A1 (en) * 2010-08-18 2012-02-23 Unilever Plc Anti-dandruff shampoo

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"CTFA Cosmetic Ingredient Directory"

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017202651A1 (en) * 2016-05-27 2017-11-30 Unilever Plc Antimicrobial personal cleansing compositions
CN109152708A (en) * 2016-05-27 2019-01-04 荷兰联合利华有限公司 Antimicrobial personal cleaning compositions
US11364188B2 (en) 2016-05-27 2022-06-21 Conopco, Inc. Antimicrobial personal cleansing compositions
US11638685B2 (en) 2017-12-08 2023-05-02 Conopco, Inc. Hair care composition
CN113825488A (en) * 2019-05-14 2021-12-21 联合利华知识产权控股有限公司 Hair care compositions comprising 2(1H) -pyridone and piroctone olamine salt
CN113825488B (en) * 2019-05-14 2023-07-07 联合利华知识产权控股有限公司 Hair care composition comprising 2 (1H) -pyridone and piroctone olamine salt
US11826453B2 (en) 2019-05-14 2023-11-28 Conopco, Inc. Hair care composition comprising piroctone olamine
WO2021043628A1 (en) * 2019-09-06 2021-03-11 Unilever Global Ip Limited Microcapsule and hair care composition
CN114286666A (en) * 2019-09-06 2022-04-05 联合利华知识产权控股有限公司 Microcapsules and hair care compositions
CN114727918A (en) * 2019-11-19 2022-07-08 联合利华知识产权控股有限公司 Hair care composition
CN114569493A (en) * 2022-04-16 2022-06-03 梁小龙 Anti-dandruff shampoo composition

Similar Documents

Publication Publication Date Title
AU2011290919B2 (en) Anti-dandruff shampoo
EP2645986B1 (en) Anti-dandruff shampoo
AU2011290918B2 (en) Anti-dandruff shampoo
CA2742551A1 (en) Composition
WO2016058837A1 (en) Anti-dandruff hair composition
EP3035909B2 (en) Hair treatment compositions
WO2006058755A1 (en) Shampoo compositions containing cationic polymer and an anionic surfactant mixture
WO2016058836A1 (en) Hair care composition
US20130071344A1 (en) Hair care composition
WO2009047106A1 (en) Hair conditioner comprising polyolefin particles and a silicone
WO2024078913A1 (en) Hair care compositions and methods
WO2001087243A1 (en) Hair treatment compositions

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 15771627

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 15771627

Country of ref document: EP

Kind code of ref document: A1