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WO2002049587A1 - Composition de traitement capillaire - Google Patents

Composition de traitement capillaire Download PDF

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Publication number
WO2002049587A1
WO2002049587A1 PCT/EP2001/013191 EP0113191W WO0249587A1 WO 2002049587 A1 WO2002049587 A1 WO 2002049587A1 EP 0113191 W EP0113191 W EP 0113191W WO 0249587 A1 WO0249587 A1 WO 0249587A1
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WO
WIPO (PCT)
Prior art keywords
agent
deodorising
composition
hair
liquid
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/EP2001/013191
Other languages
English (en)
Inventor
Lalitesh Chandra
Janet Chisem
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hindustan Unilever Ltd
Unilever NV
Original Assignee
Hindustan Lever Ltd
Unilever NV
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 Hindustan Lever Ltd, Unilever NV filed Critical Hindustan Lever Ltd
Priority to AU2002223679A priority Critical patent/AU2002223679A1/en
Publication of WO2002049587A1 publication Critical patent/WO2002049587A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27—Zinc; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/04—Preparations for permanent waving or straightening the hair

Definitions

  • This invention relates to hair treatment compositions containing a reducing agent capable of reducing disulphide bonds in the hair.
  • the configuration of hair can be permanently altered by subjecting the hair to treatment with a composition containing a reducing agent which relaxes the hair by disrupting the disulphide bonds in hair proteins, e.g. in keratin.
  • the hair can then be set in the desired configuration by subsequent treatment with a fixing agent, i.e. neutralising or oxidising agent, to recreate the disulphide bonds.
  • a fixing agent i.e. neutralising or oxidising agent
  • reducing agents have been proposed and used in the permanent waving and straightening of hair.
  • sulphur-based Well-known sulphur reducing agents include, for example, sulphides, sulphites, bisulphites and thiols.
  • hair treatment compositions containing sulphur reducing agents for relaxing hair are found in US 3,912,808 (Gillette), US 5,338,540 (Conopco) , EP-A-395,332 (Unilever) and US 4,038,995 (Helene Curtis) .
  • Hydroxides such as sodium hydroxide relax the hair by converting one-third of the cystine contents of hair to lanthionine, along with minor hydrolysis of peptide bonds .
  • malodourous compounds such as hydrogen sulphide and low molecular weight thiols, which have a particularly unpleasant smell .
  • malodourous sulphur compounds are thought to be the result of decomposition, in particular oxidation, of the reducing agents and also the presence of impurities. Consequently, many hair treatment compositions, which contain for example a sulphur reducing agent, possess an unpleasant smell.
  • malodour generated during use, as the reducing agent is oxidised.
  • the malodour often rises to levels, which can be offensive and even nauseous to the user.
  • WO 98/38975 discloses how incorporating zinc compounds, particularly zinc oxide, in hair treatment compositions containing sulphur reducing agents, substantially reduces malodour production, both on storage and in use. This is said to be applicable to a range of hair treatment compositions containing sulphur reducing agents, but particularly thiol compounds such as thioglycolates .
  • the zinc oxide is said to reduce the production of methanethiol , identified as the primary cause of the in-use malodour associated with thioglycolate-based products.
  • WO91/02538 discloses the use of a reactive zinc salt in formulations containing thiols to prevent formatipn of malodours in skin care compositions.
  • WO 98/38975 do not in themselves give an acceptable reduction of malodour when used in conjunction with a sulphur reducing agent, and more especially when used in conjunction with a sulphite and/or bisulphite reducing system.
  • the present inventors have found that the level of malodour generated when using a hair relaxing treatment composition containing a sulphur reducing agent can be significantly reduced by using a combination of malodour-reducing agents.
  • this invention provides a hair treatment composition for relaxing hair comprising, (i) a reducing system comprising a reducing agent, and (ii) a malodour-reducing system comprising
  • the term "deodorising agent” is taken to mean an agent which is not a perfume and which is capable of reducing the level of malodour produced by a reducing agent employed in a hair relaxing treatment composition.
  • solid deodorising agent is taken to mean a deodorising agent which exists as a solid material at ambient temperature and pressure.
  • the terra "liquid deodorising agent” is taken to mean a deodorising agent which exists as a liquid, viscous-liquid, oil or wax at ambient temperatures and pressures. This definition is meant to exclude solid deodorising agents which have been dissolved into some liquid. Rather, the deodorising agent itself is a liquid, viscous-liquid, oil or wax, in isolation from the composition. Reducing system
  • the hair treatment composition contains a reducing system comprising a reducing agent which is capable of breaking disulphide bonds in the hair.
  • the reducing agent is a sulphur reducing agent .
  • Suitable sulphur reducing agents include, for example, sulphites, bisulphites, thiols and mercaptans .
  • thiol and mercaptan compounds examples include thioglycolic acid, thiolactic acid, cysteine, cysteamine, alkyl or acyl cysteamines, 3-mercaptoproprionic acid and mercaptocarboxylic acid and the salts thereof, e.g. ammonium salts .
  • suitable bisulphite salts are ammonium bisulphite (NH 4 HSO 3 ) , sodium bisulphite (NaHS0 3 ) , sodium metabisulphite (Na 2 S 2 ⁇ s) , potassium metabisulphite (K 2 S 2 O 5 ) , potassium bisulphite ( HSO 3 ) .
  • suitable sulphite salts include ammonium sulphite ((NH.j) 2 SO 3 ) , sodium sulphite ( a 2 S ⁇ 3 ) and potassium sulphite (K 2 SO 3 ) .
  • Mixtures of sulphur reducing agents can be used.
  • mixtures of bisulphite salts or sulphite salts may be used, or mixtures of one or more bisulphites and one or more sulphites may be used.
  • a preferred mixture is a bisulphite salt together with a sulphite salt .
  • the sulphur reducing agent is a sulphite and/or bisulphite salt (e.g. ammonium or alkali metal, such as sodium, salts) .
  • non-sulphur reducing agents may be used in addition to or in place of the sulphur reducing agent.
  • sodium hydroxide can be used in so-called “lye relaxers” and guanidine hydroxide can be in so-called “non-lye relaxers” .
  • the total amount of reducing agent or agents present in the hair treatment composition of the invention is in the range of from 0.1 to 20%, preferably from 0.5 to 15%, more preferably from 1.0 to 10%, and most preferably from 2 to 8% by weight based on total weight of the composition.
  • pH adjusters may be present in the reducing system which act in association with the reducing agent in the relaxation of the hair.
  • the pH is less than 9, more preferably less than 8 and most preferably 7.5 or less. This is thought to improve the activity of the reducing system.
  • compositions of invention contain a malodour-reducing system comprising a first deodorising agent which is a liquid and a second deodorising agent which is a solid or a liquid.
  • the solid and liquid deodorising agents are not perfumes and are capable of reducing the level of malodour produced by a sulphur reducing agent employed in the hair relaxing treatment compositions of the invention.
  • Suitable liquid deodorising agents for use in the present invention include, for example, zinc ricinoleate, undecylenic acid and undecylenic acid derivatives.
  • Undecylenic acid and suitable undecylenic acid derivatives are described in WO 00/51560 (Shaw Mudge & Co.), and include, for example, the product sold under the name Odor Synthesis (ex Shaw Mudge) .
  • Odor Synthesis ex Shaw Mudge
  • Other suitable liquid deodorising agents will be apparent to the skilled person.
  • Liquid deodorising agent is incorporated into the hair treatment composition in a liquid, viscous-liquid, oily or waxy form.
  • the liquid deodorising agent does not have to be maintained in the composition in the same form in which it is incorporated.
  • Liquid deodorising agent can be added at any point during the manufacture of the hair treatment composition, so long as it is suitably mixed into the composition. Preferably, it is substantially uniformly dispersed in the composition. If the liquid deodorising agent is a viscous-liquid, oil or wax, either the deodorising agent and/or the composition may be heated before or during incorporation of the deodorising agent to ensure efficient mixing and dispersion of the deodorising agent. Of course, heating may also take place if the liquid deodorising agent is a liquid.
  • Suitable solid deodorising agents for use in the present invention include, for example, the zinc compounds described in WO 98/38975 (i.e. salts such as zinc carboxylate, zinc acetate, zinc chloride, and zinc oxide) , aluminosilicates (e.g. montmorillonites) , zeolites, magnesium oxide, alumina and layered double hydroxides (e.g. hydrotalcites) .
  • Other suitable solid deodorising agents include silicas (e.g. amorphous silicas, silicone dioxide, synthetic silicas), silicates (e.g. alkali metal silicates, alkaline earth metal silicates, transition metal silicates and synthetic silicates), and carbonates (e.g. alkali metal carbonates, alkaline earth metal carbonates, transition metal carbonates and synthetic carbonates) .
  • Preferred solid deodorising agents are transition metal oxides (e.g. zinc and magnesium oxides), aluminosilicates, silicas and layered double hydroxides (LDH) .
  • the solid deodorising agent is only sparingly water-soluble or water-insoluble.
  • the solid deodorising agent is an inorganic compound.
  • the solid deodorising agent is a zinc compound, preferably zinc oxide.
  • the solid deodorising agent is incorporated into hair treatment composition in a solid form.
  • the solid deodorising agent is maintained in a solid form upon incorporation, i.e. it is only sparingly-soluble or insoluble in the hair treatment composition of which it forms a component .
  • the pH of the composition is selected in order to reduce the solubility of the solid deodorising agent.
  • the deodorising agent is a zinc compound such as zinc oxide
  • a pH for the composition of 6.5 or greater is preferred, more preferably 7 or greater. Any of these preferred lower pH levels can be combined with any of the preferred upper pH levels specified to improve the activity of the reducing system in order to provide preferred ranges of pH for the compositions.
  • the solid deodorising agent is incorporated into the hair treatment composition as a particulate material, typically a powder.
  • the solid deodorising agent can be added at any point during the manufacture of the hair treatment composition, so long as it is suitably mixed into the composition. Preferably, it is substantially uniformly dispersed in the composition. Liquid/solid deodorising agent combination
  • the first liquid deodorising agent is suitably present in an amount of from 0.01 to 10%, preferably 0.05 to 10, more preferably 0.1 to 4%, most preferably 0.1 to 2.0% by weight based on total weight of the composition
  • the second solid deodorising agent is suitably present in an amount of from 0.05 to 15%, preferably 0.1 to 10%, more preferably 0.5 to 7%, most preferably 0.5 to 5%, typically about 4% by weight based on total weight of the composition.
  • the weight ratio of first liquid to second solid deodorising agent in the composition is in the range from 20:1 to 1:20, preferably from 10:1 to 1:10, more preferably from 5:1 to 1:5.
  • a particularly preferred range is from 1:2 to 1:5, for example 1:4.
  • the first liquid deodorising agent is zinc ricinoleate.
  • the first and second deodorising agents When the second deodorising agent is a liquid, then the first and second deodorising agents must be different.
  • the second deodorising agent when the second deodorising agent is a liquid, then it is preferred that at least one of the first and second deodorising agents be only sparingly water-soluble or water-insoluble .
  • one of the deodorising agents is only sparingly water-soluble or water-insoluble and the other is substantially soluble.
  • the first and second deodorising agents are each suitably present in an amount of from 0.01 to 5, preferably 0.05 to 5, more preferably 0.1 to 2%, most preferably 0.1 to 1.0% by weight based on total weight of the composition.
  • the weight ratio of the first and second liquid deodorising agents in the composition is in the range from 20:1 to 1:20, preferably from 10:1 to 1:10, more preferably from 5:1 to 1:5, most preferably from 2:1 to 1:2, for example 1:1.
  • the sparingly water-soluble or water-insoluble liquid deodorising agent comprises a hydrophobic portion, preferably an alkyl or alkenyl carbon chain. Preferably, it is an oil or wax.
  • At least one of the liquid deodorising agents is zinc ricinoleate.
  • Hair treatment compositions of the invention may suitably take the form of shampoos, conditioners, sprays, mousses, gels, cremes, lotions, oils, waxes or a chemical treatment.
  • the hair treatment compositions comprise an aqueous medium.
  • compositions are preferably in the form of a shampoo/conditioner, rinse-off or leave-on conditioner, or styling spray.
  • a fixing agent i.e. a neutralising or oxidising agent
  • a "single" step treatment is employed in which the disulphide bonds reform partially during rinsing and partially during natural exposure of the hair to air post-treatment.
  • Shampoo compositions according to the invention will comprise one or more cleansing surfactants which are cosmetically acceptable and suitable for topical application to the hair. Further surfactants may be present as an additional ingredient as emulsifying agent for oily or hydrophobic components (such as silicones) which may be present in the shampoo . It is preferred that shampoo compositions of the invention comprise at least one further surfactant (in addition to that which may be used as emulsifying agent) to provide a cleansing benefit.
  • Suitable cleansing surfactants which may be used singularly or in combination, are selected from anionic, amphoteric and zwitterionic surfactants, cationic surfactants, and mixtures thereof.
  • the cleansing surfactant may be the same surfactant as the emulsifier, or may be different.
  • Preferred cleansing surfactants are selected from anionic, amphoteric and zwitterionic surfactants, and mixtures thereof.
  • anionic surfactants are the alkyl sulphates, alkyl ether sulphates, alkaryl sulphonates, alkanoyl isethionates, alkyl succinates, alkyl sulphosuccinates, N- alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, and alpha-olefin sulphonates, especially their sodium, magnesium, ammonium and mono-, di- and triethanolamine salts.
  • the alkyl and acyl groups generally contain from 8 to 18 carbon atoms and may be unsaturated.
  • the alkyl ether sulphates, alkyl ether phosphates and alkyl ether carboxylates may contain from 1 to 10 ethylene oxide or propylene oxide units per molecule.
  • Typical anionic surfactants for use in shampoos of the invention include sodium oleyl succinate, ammonium lauryl sulphosuccinate, ammonium lauryl sulphate, sodium dodecylbenzene sulphonate, triethanolamine dodecylbenzene sulphonate, sodium cocoyl isethionate, sodium lauryl isethionate and sodium N-lauryl sarcosinate.
  • the most preferred anionic surfactants are sodium lauryl sulphate, triethanolamine monolauryl phosphate, sodium lauryl ether sulphate 1 EO, 2EO and 3EO, ammonium lauryl sulphate and ammonium lauryl ether sulphate 1EO, 2EO and 3EO.
  • amphoteric and zwitterionic surfactants include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulphobetaines (sultaines) , alkyl glycinates, alkyl carboxyglycinates, alkyl amphopropionates , alkylamphoglycinates, alkyl amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups have from 8 to 19 carbon atoms.
  • Typical amphoteric and zwitterionic surfactants for use in shampoos of the invention include lauryl amine oxide, cocodimethyl sulphopropyl betaine and preferably lauryl betaine, cocamidopropyl betaine and sodium cocamphopropionate .
  • the shampoo composition can also include co-surfactants, to help impart aesthetic, physical or cleansing properties to the composition.
  • co-surfactants to help impart aesthetic, physical or cleansing properties to the composition.
  • a preferred example is a nonionic surfactant, which can be included in an amount ranging from 0% to about 5% by weight based on total weight.
  • Nonionics include mono- or di-alkyl alkanola ides .
  • Examples include coco mono- or di- ethanolamide and coco mono-isopropanolamide.
  • nonionic surfactants which can be included in shampoo compositions of the invention are the alkyl polyglycosides (APGs) .
  • 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: RO - (G) n
  • R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group.
  • R represents a mean alkyl chain length of from about Cs to about C12.
  • G may be selected from Cs or C ⁇ monosaccharide residues, and is preferably a glucoside.
  • G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose and derivatives thereof .
  • G is glucose .
  • the degree of polymerisation, n may have a value of from about 1 to about 10 or more.
  • the value of n lies in the range of from about 1.1 to about 2.
  • the value of n lies in the range of from about 1.3 to about 1.5.
  • Suitable alkyl 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 .
  • the total amount of surfactant (including any co-surfactant , and/or any emulsifying agent) in shampoo compositions of the invention is generally from 0.1 to 50% by weight, preferably from 5 to 30%, more preferably from 10% to 25% by weight of the total shampoo composition.
  • Rinse-off Conditioners are generally from 0.1 to 50% by weight, preferably from 5 to 30%, more preferably from 10% to 25% by weight of the total shampoo composition.
  • Rinse-off conditioner compositions of the invention preferably comprise one or more conditioning surfactants which are cosmetically acceptable and suitable for topical application to the hair.
  • Suitable conditioning surfactants are selected from cationic surfactants, used singly or in admixture.
  • Cationic surfactants useful in compositions of the invention contain amino or quaternary ammonium hydrophilic moieties which are positively charged when dissolved in the aqueous composition of the present invention.
  • Suitable cationic surfactants are those corresponding to the general formula:
  • Ri, R 2 , R 3 , and R 4 are independently selected from
  • aliphatic group of from 1 to 22 carbon atoms, or (b) an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to 22 carbon atoms; and
  • X is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate nitrate, sulphate, and alkylsulphate radicals.
  • the aliphatic groups can contain, in addition to carbon and hydrogen atoms, ether linkages, and other groups such as amino groups.
  • the longer chain aliphatic groups e.g., those of about 12 carbons, or higher, can be saturated or unsaturated.
  • the long alkyl chains in such compounds generally have from 12 to 22 carbon atoms, preferably from 16 to 22 carbon atoms, and the corresponding short alkyl chains generally have from 1 to 3 carbon atoms, preferably from 1 to 2 carbon atoms.
  • the most preferred cationic surfactants for compositions of the present invention are those selected from cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, and mixtures thereof.
  • Suitable cationic surfactants include the materials having the following CTFA designations: Quaternium- 5, Quaternium-8, Quaternium-18, Quaternium-24, Quaternium-26, Quaternium-27, Quaternium-30, Quaternium-31, Quaternium-33 , Quaternium-43, Quaternium-52 , Quaternium-53 , Quaternium-56, Quaternium-60, Quaternium-62 , Quaternium-70, Quaternium-72 , Quaternium-75, Quaternium-77, Quaternium-78 , Quaternium-79, Quaternium-80, Quaternium-81, Quaternium-82, Quaternium-83 , Quaternium-84, and mixtures thereof.
  • CTFA designations Quaternium- 5, Quaternium-8, Quaternium-18, Quaternium-24, Quaternium-26, Quaternium-27, Quatern
  • Salts of primary, secondary and tertiary fatty amines are also suitable cationic surfactants.
  • the alkyl groups of such amines preferably have from 12 to 22 carbon atoms, and can be substituted or unsubstituted.
  • amidoamine compound has the general formula:
  • R 5 is a fatty acid chain containing from 12 to 22 carbon atoms
  • RQ is an alkylene group containing from one to four carbon atoms
  • R 7 and Re are, independently, an alkyl group having from one to four carbon atoms .
  • amidoamine compounds of the above general formula examples include stearamidopropyl dimethylamine, stearamidopropyl diethylamine, stearamidoethyl dimethylamine, stearamidoethyl diethylamine, palmitamidopropyl dimethylamine, behenamidopropyl dimethylamine, myristamidopropyl dimethylamine, oleamidopropyl dimethylamine, ricinoleamidopropyl dimethylamine, and combinations thereof.
  • the acid used to neutralise the amidoamine compound can be essentially any organic acid or mineral acid of sufficient acid strength to neutralise a free amine nitrogen.
  • Such acids include hydrochloric acid, sulphuric acid, nitric acid, phosphoric acid, lactic acid, citric acid, tartaric acid, acetic acid, gluconic acid, glycolic acid and propionic acid, or combinations thereof. Lactic acid is a preferred neutraliser since it can provide superior composition stability.
  • Mixtures of any of the foregoing cationic surfactants may also be suitable.
  • the level of conditioning surfactant is preferably from 0.01 to 10%, more preferably 0.05 to 5%, most preferably 0.1 to 3% by weight based on total weight of the composition.
  • Rinse-off conditioner compositions of the invention advantageously incorporate a fatty alcohol material .
  • fatty alcohol material is meant a fatty alcohol, an alkoxylated fatty alcohol, or a mixture thereof.
  • Representative fatty alcohols comprise from 8 to 22 carbon atoms, more preferably 16 to 20.
  • suitable fatty alcohols include cetyl alcohol, stearyl alcohol and mixtures thereof. The use of these materials is also advantageous in that they contribute to the overall conditioning properties of compositions of the invention.
  • Alkoxylated, (e.g. ethoxylated or propoxylated) fatty alcohols having from about 12 to about 18 carbon atoms in the alkyl chain can be used in place of, or in addition to, the fatty alcohols themselves. Suitable examples include ethylene glycol cetyl ether, polyoxyethylene (2) stearyl ether, polyoxyethylene (24) cetyl ether, and mixtures thereof.
  • the level of fatty alcohol material in compositions of the invention is suitably from 0.01 to 15%, preferably from 0.1 to 10% by weight based on total weight of the composition.
  • the weight ratio of conditioning surfactant to fatty alcohol material is suitably from 10:1 to 1:10, preferably from 4:1 to 1:8, optimally from 1:1 to 1:7.
  • Leave-on conditioner compositions of the invention preferably comprise a nonionic surfactant typically in the range of about 0.01% to about 1% by weight based on total weight of the composition.
  • nonionic surfactants include mono- or di-alkyl alkanolamides .
  • examples include coco mono- or di- ethanolamide and coco mono-isopropanolamide.
  • nonionic surfactants which can be included in shampoo compositions of the invention are the alkyl polyglycosides (APGs) .
  • 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:
  • 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 alkyl chain length of from about C 5 to about C 2 o-
  • R represents a mean alkyl chain length of from about Cs to about C 12 • Most preferably the value of R lies between about 9.5 and about 10.5.
  • G may be selected from C 5 or CQ monosaccharide residues, and is preferably a glucoside.
  • G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose and derivatives thereof.
  • G is glucose.
  • the degree of polymerisation, n may have a value of from about 1 to about 10 or more.
  • the value of n lies in the range of from about 1.1 to about 2.
  • the value of n lies in the range of from about 1.3 to about 1.5.
  • Suitable alkyl 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 used include the C ⁇ o-Ci8 N-alkyl (Ci-Cg) polyhydroxy fatty acid amides, such as the C 12 -C 18 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 Cio-Ci ⁇ N-(3- methoxypropy1) glueamide .
  • Leave-on conditioner compositions of the invention may also comprise, based upon the total weight of the composition, from about 0.01% to about 1.0% of a fatty alcohol material such as those described above in the context of rinse-off conditioner compositions.
  • a fatty alcohol material such as those described above in the context of rinse-off conditioner compositions.
  • Exemplary fatty alcohol materials include lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.
  • compositions according to the invention can optionally include additional conditioning agents for hair such as silicones .
  • Silicones are particularly preferred conditioning agents for hair.
  • Representative silicones include volatile and nonvolatile silicones, such as for example polyalkylsiloxanes (optionally end-capped with one or more hydroxyl groups) , polyalkylaryl siloxanes, siloxane gums and resins, cyclomethicones, aminofunctional silicones, quaternary silicones and mixtures thereof.
  • Preferred silicones include polydimethylsiloxanes (of CTFA designation dimethicone) , siloxane gums, aminofunctional silicones (of CTFA designation amodimethicone) and hydroxylated polydimethylsiloxanes (of CTFA designation dimethiconol) .
  • Suitable silicone emulsions are commercially available in a pre-emulsified form. This is particularly preferred since the pre-formed emulsion can be incorporated into the composition by simple mixing.
  • Suitable pre-formed emulsions include emulsions DC2-1310, DC2-1865, DC2-1870, DC2-1766 and DC2-1784, available from Dow Corning. These are emulsions of dimethiconol. Siloxane gums are also available in a pre- emulsified form, which is advantageous for ease of formulation.
  • a preferred example is the material available from Dow Corning as DC X2-1787, which is an emulsion of cross-linked dimethiconol gum.
  • the amount of silicone incorporated into compositions according to the invention depends on the level of conditioning desired and the material used.
  • a preferred amount is from 0.01 to about 10% by weight of the total composition although these limits are not absolute.
  • the lower limit is determined by the minimum level to achieve conditioning and the upper limit by the maximum level to avoid making the hair and/or skin unacceptably greasy.
  • an amount of silicone of from 0.5 to 1.5% by weight of the total composition is a particularly suitable level .
  • compositions of this invention may contain any other ingredient normally used in hair treatment formulations.
  • these other ingredients may include additional conditioning agents (e.g. oils and blends of oils), viscosity modifiers, preservatives, colouring agents, polyols such as glycerine and polypropylene glycol, chelating agents such as EDTA, antioxidants such as vitamin E acetate, fragrances, antimicrobials and sunscreens.
  • additional conditioning agents e.g. oils and blends of oils
  • viscosity modifiers e.g. oils and blends of oils
  • preservatives e.g., glycerine and polypropylene glycol
  • chelating agents such as EDTA
  • antioxidants such as vitamin E
  • the hair switches were laid out in small tubs, spaced well apart on the bench. Panellists were asked to sniff each hair switch in turn and to assign a malodour score according to the following scale:
  • composition II The use of 2 wt% zinc oxide (a solid deodorising agent) in comparative composition II and 0.5 wt% zinc ricinoleate (a liquid deodorising agent) in comparative composition III, as expected, gave some improvement in malodour score compared to the negative control Example I.
  • composition A containing the combination of 2 wt% zinc oxide and 0.5 wt% zinc ricinoleate gave a improvement in malodour score greater than the combination of the individual scores of compositions II and III.
  • Example 2 Sniff Test The following additional components were added to the base formulation of Example 1 (the level of water being adjusted to compensate) and the resulting compositions assessed in a sniff test for a malodour score as described in Example 1:
  • Example 1 The following additional components were added to the base formulation of Example 1 (the level of water being adjusted to compensate) and the resulting compositions assessed in a sniff test for a malodour score as described in Example 1 :
  • composition VIII The use of 2 wt% clay (a solid deodorising agent) in comparative composition VIII gave a small improvement in malodour score compared to the negative control composition IV.
  • composition X containing the combination of clay and zinc oxide at the absolute same levels as present in compositions VIII and IX gave no significant improvement in malodour score over composition IX which merely contains the zinc oxide.
  • compositions I, II, III and A as described in Example 1 were tested in a headspace analysis according to the following procedure .
  • compositions were applied to the switches of hair and worked in. Excess product was squeezed out and the switches transferred to 20 ml vials and crimp sealed with a PTFE faced septum. The vials were then left at room temperature for 30 minutes. The "headspace" in the vials was sampled using a 75 ⁇ m Carboxen-PDMS SPME fibre for 10 minutes and the contents of the fibre analysed using gas chromatography (HP G1800 GCD GCMS) . The fibre was desorbed for 1 minute at 240 °C.
  • composition A containing 2 wt% zinc oxide and 0.5 wt% zinc ricinoleate
  • composition I which contains no deodorising agents.
  • compositions II and III which contain 2 wt% zinc oxide and 0.5 wt% zinc ricinoleate, respectively, only gave a reduction in methanediol levels to 72 and 54% of that given by composition I .

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Abstract

Composition de traitement capillaire, de préférence, un shampooing ou un produit de traitement, servant à relaxer la chevelure et contenant: (i) un système de réduction comprenant un agent de réduction, (ii) un système limitant les odeurs désagréables et contenant (a) un premier agent désodorisant liquide et (b) un deuxième agent désodorisant.
PCT/EP2001/013191 2000-12-19 2001-11-13 Composition de traitement capillaire Ceased WO2002049587A1 (fr)

Priority Applications (1)

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AU2002223679A AU2002223679A1 (en) 2000-12-19 2001-11-13 Hair treatment composition

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EP00311403.0 2000-12-19
EP00311403 2000-12-19

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WO2002049587A1 true WO2002049587A1 (fr) 2002-06-27

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2931659A1 (fr) * 2008-06-02 2009-12-04 Oreal Procede de prevention de l'apparition de mauvaises odeurs lors d'un procede de deformation permanente des cheveux
FR2968944A1 (fr) * 2010-12-21 2012-06-22 Oreal Composition comprenant un sel de zinc non azote et un agent tensioactif cationique particulier
CN104224576A (zh) * 2014-10-05 2014-12-24 吴敏 一种用于干性头发的洗发香波
WO2021144960A1 (fr) * 2020-01-17 2021-07-22 東洋製罐グループホールディングス株式会社 Silice poreuse, et désodorisant ainsi que procédé de fabrication de celui-ci

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Publication number Priority date Publication date Assignee Title
WO1991002538A1 (fr) * 1989-08-18 1991-03-07 John Morris Co., Inc. Compositions inodores et stabilisees pour traiter les tissus keratineux, des etats pathologiques de la peau et favoriser la cicatrisation de blessures
US5411729A (en) * 1994-02-14 1995-05-02 Siltech Inc. Silicone polyester polymers as durable humectants

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WO1991002538A1 (fr) * 1989-08-18 1991-03-07 John Morris Co., Inc. Compositions inodores et stabilisees pour traiter les tissus keratineux, des etats pathologiques de la peau et favoriser la cicatrisation de blessures
US5411729A (en) * 1994-02-14 1995-05-02 Siltech Inc. Silicone polyester polymers as durable humectants

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Title
"Ein neues Prinzip der Desodorierung", FETTE, SEIFEN, ANSTRICHM., vol. 75, no. 11, 1973, pages 647 - 651, XP000993585 *
"Undecylenic acid", THE MERCK INDEX. TWELFTH EDITION, 1996, pages 9979, XP002167433 *
M. HELLOFF: "Alkyl Pyrrolidone Surfactants in Reactive Hair Care Products", COSMETIC & TOILETRIES, vol. 103, 1988, pages 80 - 84, XP000990969 *

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2931659A1 (fr) * 2008-06-02 2009-12-04 Oreal Procede de prevention de l'apparition de mauvaises odeurs lors d'un procede de deformation permanente des cheveux
FR2968944A1 (fr) * 2010-12-21 2012-06-22 Oreal Composition comprenant un sel de zinc non azote et un agent tensioactif cationique particulier
WO2012084866A1 (fr) * 2010-12-21 2012-06-28 L'oreal Composition comprenant un sel de zinc non azoté et un tensioactif cationique particulier
CN103269674A (zh) * 2010-12-21 2013-08-28 欧莱雅 包含非含氮的锌盐和特定阳离子表面活性剂的组合物
US9375393B2 (en) 2010-12-21 2016-06-28 L'oreal Composition comprising a non-nitrogenous zinc salt and a particular cationic surfactant
CN104224576A (zh) * 2014-10-05 2014-12-24 吴敏 一种用于干性头发的洗发香波
WO2021144960A1 (fr) * 2020-01-17 2021-07-22 東洋製罐グループホールディングス株式会社 Silice poreuse, et désodorisant ainsi que procédé de fabrication de celui-ci
CN114981211A (zh) * 2020-01-17 2022-08-30 东洋制罐集团控股株式会社 多孔二氧化硅、除臭剂以及除臭剂的制造方法
EP4091988A4 (fr) * 2020-01-17 2023-10-11 Toyo Seikan Group Holdings, Ltd. Silice poreuse, et désodorisant ainsi que procédé de fabrication de celui-ci
CN114981211B (zh) * 2020-01-17 2024-11-19 东洋制罐集团控股株式会社 多孔二氧化硅、除臭剂以及除臭剂的制造方法

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