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WO2001070180A1 - Compositions de traitement capillaire antipelliculaire - Google Patents

Compositions de traitement capillaire antipelliculaire Download PDF

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Publication number
WO2001070180A1
WO2001070180A1 PCT/US2000/007301 US0007301W WO0170180A1 WO 2001070180 A1 WO2001070180 A1 WO 2001070180A1 US 0007301 W US0007301 W US 0007301W WO 0170180 A1 WO0170180 A1 WO 0170180A1
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WIPO (PCT)
Prior art keywords
alkyl
hair
compositions
hair conditioning
cationic
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PCT/US2000/007301
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English (en)
Inventor
Golam Faruque Khan
Original Assignee
The Procter & Gamble Company
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Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to MXPA02009062A priority Critical patent/MXPA02009062A/es
Priority to CN00819327.4A priority patent/CN1450887A/zh
Priority to PCT/US2000/007301 priority patent/WO2001070180A1/fr
Priority to EP00918140A priority patent/EP1263393A1/fr
Priority to JP2001568378A priority patent/JP2003527406A/ja
Priority to AU2000239004A priority patent/AU2000239004A1/en
Publication of WO2001070180A1 publication Critical patent/WO2001070180A1/fr

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    • 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
    • A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
    • 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
    • A61K8/34—Alcohols
    • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • 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
    • A61Q5/006—Antidandruff preparations
    • 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

Definitions

  • the present invention relates to hair conditioning compositions containing an antidandruff agent.
  • the present invention relates to hair conditioning compositions which provide antidandruff benefits and refreshing feeling as well as conditioning benefits.
  • Conditioning formulations can be in the form of rinse-off products or leave-on products, and can be in the form of an emulsion, cream, gel, spray, and mousse.
  • Such consumers who prefer the conventional conditioner formulations value the relatively higher conditioning effect, or convenience of changing the amount of conditioning depending on the condition of hair or amount of hair.
  • Antidandruff hair conditioning compositions are advantageous in that the composition is applied to the hair after the shampoo stage, thus, effective deposition on the scalp can be expected. Especially, leave-on hair conditioning compositions are more advantageous in that antidandruff agents remain on the hair as there is no rinsing step, thus, more effective deposition on the scalp can be expected. Additionally, the leave-on compositions are more convenient because the consumer can use the product at any time and does not have to wait to rinse the product.
  • conditioning agents such as cationic surfactants, cationic polymers, silicone conditioning agents, hydrocarbon and other organic oils and solid aliphatics such as fatty alcohols, and mixtures thereof.
  • Most of these conditioning agents are known to provide various conditioning benefits such as moisturized feel, softness, and static control to the hair, however, are also known to provide stickiness or greasy or waxy feeling to the hair.
  • hair conditioning compositions comprising the conditioning agent described above, can provide conditioning benefits, however, also provide stickiness or greasy or waxy feeling to the hair.
  • leave-on hair conditioning compositions provide more stickiness or greasy or waxy feeling as there is no rinsing step.
  • the stickiness or greasy or waxy feeling is not desirable for substantial proportion of consumers, especially for consumers who desire hair conditioning compositions to provide antidandruff benefit as such consumers tend to desire that compositions to also provide refreshing feeling.
  • conditioning compositions, especially leave-on compositions are often difficult to spread and can deposit too much conditioning agent in an uneven manner. This causes the hair to develop a dirty, coated feel and leaves the hair limp and without body. This is particularly noticeable when the compositions are used repeatedly and when the hair is not washed daily.
  • polysiloxane resins could be used as hair conditioning agents.
  • GB-A-2,297,757 incorporated by reference herein, describes low viscosity organofunctionalized siloxysilicates and gives examples of their use in a hair care compositions.
  • antidandruff hair conditioning compositions which provide anti-itching benefit as well as antidandruff benefit
  • compositions that are easy to work through the hair and deposit the conditioning agent in an even manner.
  • the present invention is directed to an antidandruff hair conditioning composition comprising by weight:
  • compositions of the present invention provide antidandruff benefit, anti-itching benefit, and refreshing feeling as well as conditioning benefit.
  • the compositions of the present invention are easy to work through the hair and deposit the conditioning agent in an even manner with reduced stickiness and greasiness.
  • leave-on means a hair conditioning composition that is intended to be used without a rinsing step. Therefore, leave-on compositions will generally be left on the hair until the consumer next washes their hair as part of their cleansing regimen.
  • Leave-on conditioning compositions will generally include an anionic surfactant at the level of less than about 5% and will generally include a nonionic surfactant at the level of less than about 5%.
  • the hair conditioning composition of the present invention comprises a polysiloxane resin, wherein at least one substituent group of the resin possesses delocalised electrons.
  • the hair conditioning compositions herein generally comprise from about 0.001% to about 10%, preferably from about 0.005% to about 5%, more preferably from about 0.01 % to about 2%, even more preferably from about 0.1 % to about 1 %, by weight, of the polysiloxane resin.
  • Polysiloxane resins are highly crosslinked polymeric siloxane systems.
  • the crosslinking is introduced through the incorporation of trifunctional and tetrafunctional silanes with monofunctional or difunctional, or both, silanes during manufacture of the silicone resin.
  • the degree of crosslinking that is required in order to result in a silicone resin will vary according to the specific silane units incorporated into the silicone resin.
  • silicone materials which have a sufficient level of trifunctional and tetrafunctional siloxane monomer units (and hence, a sufficient level of crosslinking) such that they dry down to a rigid, or hard, film are considered to be silicone resins.
  • the ratio of oxygen atoms to silicon atoms is indicative of the level of crosslinking in a particular silicone material.
  • Silicone materials which have at least about 1.1 oxygen atoms per silicon atom will generally be silicone resins herein. Preferably, the ratio of oxygen:silicon atoms is at least about 1.2:1.0.
  • Silanes used in the manufacture of silicone resins include monomethyl, dimethyl, trimethyl, monophenyl, diphenyl, methylphenyl, ethylphenyl, propylphenyl, monovinyl, and methylvinylchlorosilanes, and tetrachlorosilane.
  • the polysiloxane resin for use herein must have at least one substituent group possessing delocalised electrons.
  • This substituent can be selected from alkyl, aryl, alkoxy, alkaryl, arylalkyl arylalkoxy, alkaryloxy, and combinations thereof.
  • Preferred are aryl, arylalkyl and alkaryl substituents. More preferred are alkaryl and arylalkyl substituents. Even more preferred are alkaryl substituents, particularly 2-phenyl propyl.
  • the resins herein will also generally have other substituents without delocalised electrons.
  • Such other substituents can include hydrogen, hydroxyl, alkyl, alkoxy, amino functionalities and mixtures thereof.
  • alkyl substituents especially methyl substituents. Therefore, particularly preferred for use herein is dimethyl (2-phenylpropyl) silyl ester.
  • aryl means a functionality containing one or more homocyclic or heterocyclic rings.
  • the aryl functionalities herein can be unsubstituted or substituted and generally contain from 3 to 16 carbon atoms.
  • Preferred aryl groups include, but are not limited to, phenyl, naphthyl, cyclopentadienyl, anthracyl, pyrene, pyridine, pyrimidine
  • alkyl means a saturated or unsaturated, substituted or unsubstituted, straight or branched-chain, hydrocarbon having from 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms.
  • alkyl therefore includes alkenyls having from 2 to 8, preferably 2 to 4, carbons and alkynyls having from 2 to 8, preferably 2 to 4, carbons.
  • Preferred alkyl groups include, but are not limited to, methyl, ethyl, propyl, isopropyl, and butyl. More preferred are methyl, ethyl and propyl.
  • alkaryl means a substituent comprising an alkyl moiety and an aryl moiety wherein the alkyl moiety is bonded to the siloxane resin.
  • arylalkyl means a substituent comprising an aryl moiety and an alkyl moiety wherein the aryl moiety is bonded to the siloxane resin.
  • Silicone materials and silicone resins in particular, can conveniently be identified according to a shorthand nomenclature system well known to those skilled in the art as "MDTQ" nomenclature. Under this system, the silicone is described according to presence of various siloxane monomer units which make up the silicone. Briefly, the symbol M denotes the monofunctional unit (CH 3 ) 3 SiO 05 ; D denotes the difunctional unit (CH 3 ) 2 SiO; T denotes the trifunctional unit (CH 3 )SiO 1 5 ; and Q denotes the quadri- or tetra-functional unit SiO 2 .
  • Primes of the unit symbols, e.g., M', D', and T ⁇ denote siloxane units with one or more substituents other than methyl, and must be specifically defined for each occurrence. Therefore, the preferred polysiloxane resins for use herein have at least one M', D ⁇ or T' functionality that possesses a substituent group with delocalised electrons. Preferred substituents are as defined hereinabove.
  • the molar ratios of the various units, either in terms of subscripts to the symbols indicating the total number of each type of unit in the silicone (or an average thereof) or as specifically indicated ratios in combination with molecular weight complete the description of the silicone material under the MDTQ system.
  • Preferred polysiloxane resins for use herein are M'Q resins, more preferred are M' 6 Q 3 , M' 8 Q 4 and M' 10 Q 5 , M' 12 Q 6 resins and mixtures thereof.
  • Preferred M'Q resins are those which have at least one group containing delocalised electrons substituted on each M' functionality. More preferred are resins where the other substituent groups are alkyl, especially methyl.
  • the polysiloxane resins for use herein will preferably have a viscosity of less than about 5000 mmV, more preferably less than about 2000 mmV, even more preferably less than about 1000 mnrV 1 , even more still preferably less than about 600 mm 2 s " ⁇ at 25°C.
  • the viscosity can be measured by means of a
  • Non limiting examples of commercially available polysiloxane resins useful herein include Styryl Silicone 1170-3100 available from General Electric. Background material on silicones including sections discussing silicone fluids, gums, and resins, as well as manufacture of silicones, can be found in
  • the hair conditioning composition of the present invention comprises a surfactant.
  • the surfactant can be selected from the group consisting of cationic surfactants, anionic surfactants, nonionic surfactants, amphoteric surfactants, and mixtures thereof.
  • the hair conditioning composition of the present invention comprises a nonionic surfactant.
  • the hair conditioning compositions herein generally comprise from about 0.001 % to about 10%, preferably from about 0.005% to about 5%, more preferably from about 0.01 % to about 2%, even more preferably from about 0.1 % to about 1 %, by weight, of the surfactants.
  • the hair conditioning composition of the present invention preferably comprises a nonionic surfactant.
  • Nonionic surfactants include those compounds produced by condensation of alkylene oxide groups, hydrophilic in nature, with an organic hydrophobic compound, which may be aliphatic or alkyl aromatic in nature.
  • nonionic surfactants for use in the shampoo compositions include the following:
  • polyethylene oxide condensates of alkyl phenols e.g., the condensation products of alkyl phenols having an alkyl group containing from about 6 to about 20 carbon atoms in either a straight chain or branched chain configuration, with ethylene oxide, the said ethylene oxide being present in amounts equal to from about 10 to about 60 moles of ethylene oxide per mole of alkyl phenol;
  • ethylene oxide e.g., a coconut alcohol ethylene oxide condensate having from about 10 to about 30 moles of ethylene oxide per mole of coconut alcohol, the coconut alcohol fraction having from about 10 to about 14 carbon atoms;
  • R1 contains an alkyl, alkenyl or monohydroxy alkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 ethylene oxide moieties, and from 0 to about 1 glyceryl moiety
  • R ⁇ and R3 contain from about 1 to about 3 carbon atoms and from 0 to about 1 hydroxy group, e.g., methyl, ethyl, propyl, hydroxyethyl, or hydroxypropyl radicals
  • alkyl polyglycosides examples of which are described in U.S. Patent 4,565,647, which is incorporated herein by reference in its entirety, and which discloses APS surfactants having a hydrophobic group with about 6 to about 30 carbon atoms and a polysaccharide (e.g., polyglycoside) as the hydrophilic group; optionally, there can be a polyalkylene-oxide group joining the hydrophobic and hydrophilic moieties; and the alkyl group (i.e., the hydrophobic moiety) can be saturated or unsaturated, branched or unbranched, and unsubstituted or substituted (e.g., with hydroxy or cyclic rings); a preferred material is alkyl polyglucoside, which is commercially available from Henkel, ICI Americas, and Seppic; and
  • polyoxyethylene alkyl ethers such as those of the formula RO(CH2CH2O) n H and polyethylene glycol (PEG) glyceryl fatty esters, such as those of the formula R(O)OCH2CH(OH)CH2(OCH2CH2) n OH, wherein n is from
  • R is an alkyl having from about 8 to about 22 carbon atoms.
  • polyethylene glycol derivatives of glycerides as described in the above (8) are used as the nonionic surfactants in the composition of the present invention.
  • Polyethylene glycol derivatives of glycerides useful herein include any polyethylene glycol derivative of glycerides which are water-soluble and which are suitable for use in a hair conditioning composition.
  • Suitable polyethylene glycol derivatives of glycerides for use herein include derivatives of mono-, di- and tri-glycerides and mixtures thereof.
  • polyethylene glycol derivatives of glycerides suitable herein are those which conform to the general formula (I):
  • Suitable polyethylene glycol derivatives of glycerides can be polyethylene glycol derivatives of hydrogenated castor oil.
  • PEG-60 hydrogenated castor oil PEG-60 hydrogenated castor oil.
  • polyethylene glycol derivatives of glycerides can be polyethylene glycol derivatives of stearic acid.
  • Preferred for use in the compositions herein is PEG-100 stearate.
  • the polyethylene glycol derivatives of glycerides are preferably included in the hair conditioning compositions of the present invention at the level of from about 0.001 % to about 10%, preferably from about 0.005% to about 5%, more preferably from about 0.01% to about 2%, even more preferably from about 0.1% to about 1 %, by weight of the compositions.
  • ethylene glycol ethers of fatty alcohols as described in the above (3) or (8) are used as the nonionic surfactants in the composition of the present invention.
  • Ethylene glycol ethers of fatty alcohols useful herein include any ethylene glycol ethers of fatty alcohols which are suitable for use in a hair conditioning composition.
  • the ethylene glycol ethers of fatty alcohols include; the ceteth series of compounds such as ceteth-1 through ceteth-45, which are ethylene glycol ethers of cetyl alcochol, wherein the numeric designation indicates the number of ethylene glycol moieties present; the steareth series of compounds such as steareth-1 through 100, which are ethylene glycol ethers of steareth alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; ceteareth 1 through ceteareth-50, which are the ethylene glycol ethers of ceteareth alcohol, i.e.
  • Preferred for use herein is ceteareth-20.
  • the ethylene glycol ethers of fatty alcohols are preferably included in the hair conditioning compositions of the present invention at the level of from about 0.001 % to about 10%, preferably from about 0.005% to about 5%, more preferably from about 0.01% to about 2%, even more preferably from about 0.1% to about 1 %, by weight of the compositions.
  • Cationic Surfactant The compositions of the present invention may comprise one or more cationic surfactant. Cationic surfactants useful in compositions of the present invention, contain amino or quaternary ammonium moieties. Cationic surfactants among those useful herein are disclosed in the following documents: M.C.
  • R R are independently an aliphatic group of from about 1 to about 22 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having from about 1 to about 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, sulfate, and alkylsulfate radicals.
  • halogen e.g. chloride, bromide
  • the aliphatic groups may 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.
  • mono-long chain e.g., mono C 12 to C 22 , preferably C 12 to C 18 , more preferably C 16 , aliphatic, preferably alkyl
  • di-short chain e.g., C, to C 3 alkyl, preferably C ⁇ to C 2 alkyl
  • Salts of primary, secondary and tertiary fatty amines are also suitable cationic surfactant materials.
  • the alkyl groups of such amines preferably have from about 12 to about 22 carbon atoms, and may be substituted or unsubstituted.
  • Such amines useful herein, include stearamido propyl dimethyl amine, diethyl amino ethyl stearamide, dimethyl stearamine, dimethyl soyamine, soyamine, myristyl amine, t decyl amine, ethyl stearylamine, N-tallowpropane diamine, ethoxylated (with 5 moles of ethylene oxide) stearylamine, dihydroxy ethyl stearylamine, and arachidylbehenylamine.
  • Suitable amine salts include the halogen, acetate, phosphate, nitrate, citrate, lactate, and alkyl sulfate salts.
  • Such salts include stearylamine hydrochloride, soyamine chloride, stearylamine formate, N-tallowpropane diamine dichloride, stearamidopropyl dimethylamine citrate, cetyl trimethyl ammonium chloride and dicetyl diammonium chloride.
  • Preferred for use in the compositions herein is cetyl trimethyl ammonium chloride.
  • Cationic amine surfactants included among those useful in the present invention are disclosed in U.S. Patent 4,275,055, Nachtigal, et al., issued June 23, 1981 , incorporated by reference herein.
  • the total level of cationic surfactants will preferably be from about 0.1 % to about 10%, more preferably from about 0.25% to about 5%, still more preferably from about 0.3% to about 0.7%, by weight of total composition.
  • compositions of the present invention may comprise one or more anionic surfactants. If present, it is preferred that the compositions of the present invention comprise less than about 10%, preferably less than about 5%, more preferably less than about 2%, even more preferably less than about 1 %, even more preferably still 0%, by weight, of an anionic surfactant.
  • anionic surfactant means anionic surfactants and zwitterionic or amphoteric surfactants which have an attached group that is anionic at the pH of the composition, or a combination thereof.
  • compositions of the present invention also comprise viscosity modifiers.
  • Any viscosity modifier suitable for use in hair conditioning compositions may be used herein.
  • the viscosity modifier will comprise from about 0.01% to about 10%, preferably from about 0.05% to about 5%, more preferably from about 0.1 % to about 3%, by weight, of the total composition.
  • a non-limiting list of suitable viscosity modifiers can be found in the CTFA International Cosmetic Ingredient Dictionary and Handbook, 7th edition, edited by Wenninger and McEwen, (The Cosmetic, Toiletry, and Fragrance Association, Inc., Washington, D.C., 1997), herein incorporated by reference.
  • Suitable viscosity modifiers for use herein include shear sensitive viscosity modifiers.
  • shear sensitive viscosity modifiers means viscosity modifiers that can form compositions whose viscosity decreases at low shear rates.
  • Shear rate (s " ) can be defined as the ratio of the velocity (ms 1 ) of material to its distance from a stationary object (m). Shear rates of less than about 250s "1 can be thought of as “low shear rates”. Any shear sensitive viscosity modifier suitable for use in hair care may be used herein However, preferred for use herein are viscosity modifiers which form compositions whose viscosity decreases at a shear rate of less than about 100s 1 , more preferably less than about 50s "1 .
  • preferred shear sensitive viscosity modifiers are those which can form compositions whose viscosity decreases by more than about 30%, preferably more than about 50%, more preferably more than about 70%, even more preferably more than about 80% at a shear rate of 50s "1 .
  • Preferred viscosity modifiers for use herein are those which form compositions whose viscosity is also sensitive to the electrolyte concentration in the aqueous phase, known hereafter as "salt sensitive viscosity modifiers". Background material on the properties of salt sensitive viscosity modifiers can be found in American Chemical Society Symposium Series (1991 ), Vol. 462, pp101- 120, incorporated herein by reference. Any salt sensitive viscosity modifier suitable for use in hair conditioning compositions may be used herein.
  • suitable viscosity modifiers include, but are not limited to, synthetic hectorites, carboxylic anionic polymers/copolymers and carboxylic anionic cross-linked polymers/ copolymers. Preferred for use herein are carboxylic anionic cross-linked polymers and copolymers. More preferred are carboxylic anionic cross-linked copolymers.
  • the synthetic hectorites useful herein are synthetic layered silicates such as sodium-magnesium silicate. Examples of suitable synthetic hectorites include those available from Laporte Pic, United Kingdom under the trade name Laponite.
  • the carboxylic anionic copolymers useful herein can be hydrophobically- modified cross-linked copolymers of carboxylic acid and alkyl carboxylate, and have an amphiphilic property. These carboxylic anionic copolymers are obtained by copolymerising 1 ) a carboxylic acid monomer such as acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid, fumaric acid, crotonic acid, or 13
  • ⁇ -chloroacrylic acid 2) a carboxylic ester having an alkyl chain of from 1 to about 30 carbons, and preferably 3) a crosslinking agent of the following formula:
  • R " ! is a hydrogen or an alkyl group having from about 1 to about 30 carbons;
  • Y independently, is oxygen, CH2O, COO, OCO,
  • R is a hydrogen or an alkyl group having from about 1 to about 30 carbons; and ⁇ 2 is selected from (CH2) m " j
  • Suitable carboxylic anionic copolymers herein are acrylic acid/alkyl acrylate copolymers having the following formula:
  • R2 independently, is a hydrogen or an alkyl of 1 to 30 carbons wherein at least one of R2 is a hydrogen, R 1 is as defined above, n, n', m and m' are integers in which n+n'+m+m' is from about 40 to about 100, n" is an integer of from 1 to about 30, and P is defined so that the copolymer has a molecular weight of about 5000 to about 3,000,000.
  • Neutralizing agents may be included to neutralize the carboxylic anionic copolymers herein.
  • Non-limiting examples of such neutralizing agents include sodium hydroxide, potassium hydroxide, ammonium hydroxide, monethanolamine, diethanolamine, triethanolamine, diisopropanolamine, aminomethylpropanol, tromethamine, tetrahydroxypropyl ethylenediamine, and mixtures thereof.
  • Non-limiting examples of suitable carboxylic anionic viscosity modifiers can be found in U.S. Pat. Nos. 3,940,351 ; 5,288,814; 5,349,030; 5,373,044 and 5,468,797, all of which are incorporated herein by reference.
  • Examples of carboxylic anionic viscosity modifiers include those available from B.F. Goodrich, Cleveland, OH, USA under the trade names Pemulen TR-1 , Pemulen TR-2, Carbopol 980, Carbopol 981 , Carbopol ETD- 2020, Carbopol ETD-2050 and Carbopol Ultrez 10.
  • Preferred are Carbopol ETD- 2020, Carbopol ETD-2050 and Carbopol Ultrez 10, especially Carbopol Ultrez 10.
  • composition of the present invention comprises an antidandruff agent.
  • the antidandruff agent is typically used at a safe and effective level.
  • the antidandruff agent is used at a level of from about 0.001 % to about 5%, preferably from about 0.01% to about 5%, more preferably from about 0.03% to about 1 % by weight of the composition.
  • the composition of the present invention comprises a salicylic acid as an antidandruff agent.
  • Salicylic acid useful herein may include salts of salicylic acid such as sodium salicylate, and salicylic acid derivatives, in addition to salicylic acid per-se. However, preferred is salicylic acid per-se from the view point of providing antidandruff benefit and anti-itching benefit, and having reduced undesirable interaction with other components in the compositions.
  • composition of the present invention may also comprise other antidandruff agents in addition to the salicylic acid.
  • Any antidandruff agent suitable for use in hair care compositions may be used herein.
  • suitable antidandruff agents include zinc pyrithione(ZPT), sulfur, selenium sulfide, coal tar, piroctone olamine, ketoconazole, and climbazole.
  • ZPT zinc pyrithione
  • sulfur sulfur
  • selenium sulfide sulfur
  • selenium sulfide sulfur
  • coal tar coal tar
  • piroctone olamine piroctone olamine
  • ketoconazole ketoconazole
  • climbazole acetone olamine
  • compositions of the present invention may optionally comprise C,-C 6 , preferably C 2 -C 3 , more preferably C 2 , aliphatic alcohol.
  • the aliphatic alcohol will generally comprise from about 1% to about 75%, preferably from about 10% to about 40%, more preferably from about 15% to about 30%, even more preferably from about 18% to about 26%, by weight, of the total composition.
  • compositions of the present invention will also generally contain water.
  • present water will generally comprise from about 25% to about 99%, preferably from about 50% to about 98%, more preferably from about 65% to about 95%, by weight, of the total composition.
  • the hair conditioning compositions of the present invention may further comprise a sensate.
  • sensate means a substance that, when applied to the skin, causes a perceived sensation of a change in conditions, for example, but not limited to, heating, cooling, refreshing and the like.
  • Sensates are preferably utilized at levels of from about 0.001 % to about 10%, more preferably from about 0.005% to about 5%, even more preferably from about 0.01 % to about 1 %, by weight, of the total composition.
  • sensate suitable for use in hair care compositions may be used herein.
  • a non-limiting, exemplary list of suitable sensates can be found in GB-B- 1315626, GB-B-1404596 and GB-B-141 1785, all incorporated by reference herein.
  • Preferred sensates for use in the compositions herein are camphor, menthol, l-isopulegol, ethyl menthane carboxamide and trimethyl isopropyl butanamide.
  • the hair conditioning compositions of the present invention can further comprise a number of optional components. Some non-limiting examples of these optional components are given below.
  • compositions of the present invention can also comprise one or more cationic polymer conditioning agents.
  • the cationic polymer conditioning agents will preferably be water soluble. If present, cationic polymers preferably comprise from about 0.001 % to about 20%, more typically from about 0.005% to about 10%, preferably from about 0.01 % to about 2%, by weight, of the total composition.
  • water soluble cationic polymer is a polymer which is sufficiently soluble in water to form a substantially clear solution to the naked eye at a concentration of 0.1% in water (distilled or equivalent) at 25°C.
  • the polymer will be sufficiently soluble to form a substantially clear solution at a concentration of 0.1% in water (distilled or equivalent) at 25°C.
  • polymer shall include materials whether made by polymerization of one type of monomer or made by two (i.e., copolymers) or more types of monomers.
  • the cationic polymers hereof will generally have a weight average molecular weight which is at least about 5,000, typically at least about 10,000, and is less than about 10 million. Preferably, the molecular weight is from about 100,000 to about 2 million.
  • the cationic polymers will generally have cationic nitrogen-containing moieties such as quaternary ammonium or cationic amino moieties, and mixtures thereof.
  • the cationic charge density is preferably at least about 0.1 meq/g, more preferably at least about 0.5 meq/g, even more preferably at least about 1.1 meq/g, most preferably at least about 1.5 meq/g.
  • the cationic polymers will have a cationic charge density of less than about 7meq/g, preferably less than about 5meq/g, more preferably less than about 3.5meq/g, even more preferably less than about 2.5meq/g.
  • Cationic nitrogen content of the cationic polymer can be determined using the Kjeldahl Method (United States Pharmacopoeia - Chemical tests - ⁇ 461 > Nitrogen Determination - method II).
  • Cationic charge density of the polymer can be calculated from cationic nitrogen content as described by Goddard and Gruber in 'Principles of Polymer Science and Technology in Cosmetics and Personal Care,' Marcel Dekker, New York, 1999, ISBN 0-8247, pp259.
  • charge density of some amino-containing polymers may vary depending upon pH and the isoelectric point of the amino groups. The charge density should be within the above limits at the pH of intended use.
  • any anionic counte ons can be utilized for the cationic polymers so long as the water solubility criteria is met. Suitable countehons include halides (e.g., Cl, Br, I, or F, preferably Cl, Br, or I), sulfate, and methylsulfate. Others can also be used, as this list is not exclusive.
  • the cationic nitrogen-containing moiety will be present generally as a substituent, on a fraction of the total monomer units of the cationic hair conditioning polymers.
  • the cationic polymer can comprise copolymers, terpolymers, etc.
  • Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as acrylamide, methacrylamide, alkyl and dialkyl acrylamides, alkyl and dialkyl methacrylamides, alkyl acrylate, alkyl methacrylate, vinyl caprolactone, and vinyl pyrrolidone.
  • the alkyl and dialkyl substituted monomers preferably have C C 7 alkyl groups, more preferably C C 3 alkyl groups.
  • Other suitable spacer monomers include vinyl esters, vinyl alcohol (made by hydrolysis of polyvinyl acetate), 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 amines, are preferred.
  • Amine-substituted vinyl monomers can be polymerised in the amine form, and then optionally can be converted to ammonium by a quatemization reaction.
  • Amines can also be similarly quaternized subsequent to formation of the polymer.
  • tertiary amine functionalities can be quaternized by reaction with a salt of the formula R'X wherein R' is a short chain alkyl, preferably a C,-C 7 alkyl, more preferably a C r C 3 alkyl, and X is an anion which forms a water soluble salt with the quaternized ammonium.
  • Suitable cationic amino and quaternary ammonium monomers include, for example, vinyl compounds substituted with dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, monoalkylaminoalkyl acrylate, monoalkylaminoalkyl methacrylate, trialkyl methacryloxyalkyl ammonium salt, trialkyl acryloxyalkyl ammonium salt, diallyl quaternary ammonium salts, and vinyl quaternary ammonium monomers having cyclic cationic nitrogen-containing rings such as pyridinium, imidazolium, and quaternized pyrrolidone, e.g., alkyl vinyl imidazolium, alkyl vinyl pyridinium, alkyl vinyl pyrrolidone salts.
  • the alkyl portions of these monomers are preferably lower alkyls such as the C,-C 3 alkyls, more preferably C 1 and C 2 alkyls.
  • Suitable amine-substituted vinyl monomers for use herein include dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, dialkylaminoalkyl acrylamide, and dialkylaminoalkyl methacrylamide, wherein the alkyl groups are preferably C C 7 hydrocarbyls, more preferably C C 3 , alkyls.
  • the cationic polymers hereof can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers.
  • Suitable cationic hair conditioning polymers include, for example: copolymers of 1-vinyl-2-pyrrolidone and 1-vinyl-3-methylimidazolium salt (e.g., chloride salt) (referred to in the industry by the Cosmetic, Toiletry, and Fragrance Association, "CTFA", as Polyquatemium-16), such as those commercially available from BASF Wyandotte Corp.
  • Preferred cationic polymers for use herein are cationic polymers and copolymers of saccharides.
  • the cationic polysaccharides useful in the present invention include those polymers based on 5 or 6 carbon sugars and derivatives which have been made water-soluble by, for example, derivatising them with ethylene oxide. These polymers may be bonded via any of several arrangements, such as 1 ,4- ⁇ , 1 ,4- ⁇ , 1 ,3- ⁇ , 1 ,3- ⁇ and 1 ,6 linkages.
  • the monomers may be in straight chain or branched chain geometric arrangements.
  • Suitable non-limiting examples of cationic polysaccharides include those based on the following: celluloses, hydroxyalkylcelluloses, starches, hydroxyalkyl starches, polymers based on arabinose monomers, polymers derived from 19
  • xylose polymers derived from fucose, polymers derived from fructose, polymers based on acid-containing sugars such as galacturonic acid and glucuronic acid, polymers based on amine sugars such as galactosamine and glucosamine particularly acetylglucosamine, polymers based on 5 or 6 membered ring polyalcohols, polymers based on galactose, polymers based on mannose monomers and polymers based on galactomannan copolymer known as guar gum.
  • cationic polymers based on celluloses and acetylglucosamine derivatives especially cationic polymers of cellulose derivatives.
  • suitable cationic polymers are those available from Amerchol Corp. (Edison, NJ, USA) as salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 10. Background material on these polymers and their manufacture, can be found in U.S. Pat. No. 3,472,840 (issued Oct. 14 1969 to Stone), herein incorporated by reference.
  • cationic cellulose examples include the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24, available from Amerchol Corp. (Edison, NJ, USA) and polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with diallyl dimethyl ammonium chloride, referred to in the industry (CTFA) as Polyquaternium 4, available from National Starch (Salisbury, NC, USA).
  • CTFA polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide
  • CTFA polyquaternium 24
  • Polyquaternium 4 available from National Starch (Salisbury, NC, USA).
  • the cationic copolymers of saccharides useful in the present invention encompass those containing the following saccharide monomers: glucose, galactose, mannose, arabinose, xylose, fucose, fructose, glucosamine, galactosamine, glucuronic acid, galacturonic acid, and 5 or 6 membered ring polyalcohols. Also included are hydroxymethyl, hydroxyethyl and hydroxypropyl derivatives of the above sugars.
  • saccharides When saccharides are bonded to each other in the copolymers, they may be bonded via any of several arrangements, such as 1 ,4- ⁇ , 1 ,4- ⁇ , 1 ,3- ⁇ , 1 ,3- ⁇ and 1 ,6 linkages.
  • any other monomers can be used as long as the resultant polymer is suitable for use in hair care.
  • Non-limiting examples of other monomers useful herein include dimethyldiallylammonium chloride, dimethylaminoethylmethyl acrylate, diethyldiallylammonium chloride, N,N-diallyl,N-N-dialkyl ammonium halides, and the like.
  • the cationic polymer hereof is water soluble. This does not mean, however, that it must be soluble in the composition.
  • the cationic polymer is either soluble in the composition, or in a complex coacervate phase in the composition formed by the cationic polymer and anionic material.
  • Complex coacervates of the cationic polymer can be formed with anionic surfactants or with anionic polymers that can optionally be added to the compositions hereof (e.g., sodium polystyrene sulfonate).
  • anionic surfactants e.g., sodium polystyrene sulfonate.
  • compositions of the present invention can also comprise long chain alcohols.
  • long chain alcohol means an alcohol having eight or more carbon atoms arranged in a chain. They can be linear or branched, saturated or unsaturated. Generally the alcohols used will contain from 8 to 30 carbon atoms.
  • Any long chain alcohol suitable for use in hair care may be used herein.
  • Preferred alcohols for use herein are those with one hydroxyl moiety (mono-ols), two hydroxyl moieties (diols) or three hydroxyl moieties (triols). More preferred are mono-ols.
  • compositions of the present invention comprise a mixture of long chain alcohols. More preferred are mixtures of C 16 and C 18 long chain alcohols. Even more preferred is when the ratio of C 16 to C 18 is 3:2.
  • the total level of long chain alcohols present in compositions herein is preferably from about 0.1 % to about 20%, more preferably from about 0.25% to about 10%, most preferably from about 0.5% to about 5%, by weight of total composition.
  • Silicone conditioning agent The compositions of the present invention may optionally include an additional silicone conditioning component.
  • the silicone conditioning component may comprise volatile silicone, nonvolatile silicone, or mixtures thereof. As used herein, “nonvolatile” refers to silicone material with little or no significant vapour pressure under ambient conditions, as is understood by those in the art.
  • the silicone conditioning component for use herein can be a silicone fluid, a silicone gum, a silicone resin and/or mixtures thereof.
  • References disclosing non-limiting examples of some suitable silicone hair conditioning agents, and optional suspending agents for the silicone, are described in WO-A-94/08557 (Brock et al.), U.S. Patent 5,756,436 (Royce et al.), U.S. Patent 5,104,646 (Bolich Jr. et al.), U.S. Patent 5,106,609 (Bolich Jr. et al.) and U.S. Reissue 34,584 (Grote et al.) British Patent 849,433, all of which are incorporated herein by reference.
  • Silicone fluids for use in the present compositions include silicone oils which are flowable silicone materials with a viscosity of less than 1 ,000,000 mm 2 s "1 , preferably between about 5 and 1 ,000,000 mm 2 s "1 , more preferably between about 10 and about 600,000 mm 2 s "1 , more preferably between about 10 and about 500,000 mm 2 s "1 , most preferably between 10 and 350,000 mmV at 25°C.
  • the viscosity can be measured by means of a glass capillary viscometer as set forth in Dow Corning Corporate Test Method CTM0004, July 20, 1970.
  • Suitable silicone oils include polyalkyl siloxanes, polyaryl siloxanes, polyarylalkyl siloxanes, polyalkaryl siloxanes, polyether siloxane copolymers, and mixtures thereof. Other insoluble, nonvolatile silicone fluids having conditioning properties can also be used.
  • Silicone oils for use in the composition include polyalkyl or polyaryl siloxanes which conform to following formula:
  • R is aliphatic, preferably alkyl or alkenyl, or aryl
  • R can be substituted or unsubstituted
  • x is an integer from 1 to about 8,000.
  • Suitable unsubstituted R groups include alkoxy, aryloxy, alkaryl, arylalkyl, alkamino, and ether- substituted, hydroxyl-substituted, and halogen-substituted aliphatic and aryl groups.
  • Suitable R groups also include cationic amines and quaternary ammonium groups.
  • the aliphatic or aryl groups substituted on the siloxane chain may have any structure as long as the resulting silicones remain fluid at room temperature, are hydrophobic, are neither irritating, toxic nor otherwise harmful when applied to the hair, are compatible with the other components of the herein described hair conditioning compositions, are chemically stable under normal use and storage conditions, are insoluble in the compositions of the present invention and are capable of conditioning the hair.
  • the two R groups on the silicon atom of each monomeric silicone unit may represent the same group or different groups.
  • the two R groups represent the same group.
  • Preferred alkyl and alkenyl substituents are C C 5 alkyls and alkenyls, more preferably from C C 4 , most preferably from C,-C 2 .
  • the aliphatic portions of other alkyl-, alkenyl-, or alkynyl-containing groups can be straight or branched chains and preferably have from one to five carbon atoms, more preferably from one to four carbon atoms, even more preferably from one to three carbon atoms, most preferably from one to two carbon atoms.
  • the R substituents hereof can also contain amino functionalities, e.g.
  • alkamino groups which can be primary, secondary or tertiary amines or quaternary ammonium. These include mono-, di- and tri- alkylamino and alkoxyamino groups wherein the aliphatic portion chain length is preferably as described above.
  • the R substituents can also be substituted with other groups, such as halogens (e.g. chloride, fluoride, and bromide), halogenated aliphatic or aryl groups, and hydroxy (e.g. hydroxy substituted aliphatic groups).
  • Suitable halogenated R groups could include, for example, tri- halogenated (preferably fluoro) alkyl groups such as -R 1 -C(F) 3 , wherein R 1 is C C 3 alkyl.
  • tri- halogenated (preferably fluoro) alkyl groups such as -R 1 -C(F) 3 , wherein R 1 is C C 3 alkyl.
  • polysiloxanes include polymethyl -3,3,3 trifluoropropylsiloxane.
  • Suitable R groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl.
  • the preferred silicones are polydimethyl siloxane, polydiethylsiloxane, and polymethylphenylsiloxane. Polydimethylsiloxane is especially preferred.
  • Other suitable R groups include methyl, methoxy, ethoxy, propoxy, and aryloxy.
  • the three R groups on the end caps of the silicone may also represent the same or different groups.
  • the nonvolatile polyalkylsiloxane fluids that may be used include, for example, polydimethylsiloxanes. These siloxanes are available, for example, from the General Electric Company in their Viscasil R and SF 96 series, and from Dow Corning in their Dow Corning 200 series.
  • the polyalkylaryl siloxane fluids that may be used also include, for example, polymethylphenylsiloxanes. These siloxanes are available, for example, from the General Electric Company as SF 1075 methyl phenyl fluid or from Dow Corning as 556 Cosmetic Grade Fluid.
  • the polyether siloxane copolymers that may be used include, for example, a polypropylene oxide modified polydimethylsiloxane (e.g., Dow Corning DC-1248) although ethylene oxide or mixtures of ethylene oxide and propylene oxide may also be used.
  • a polypropylene oxide modified polydimethylsiloxane e.g., Dow Corning DC-1248
  • ethylene oxide or mixtures of ethylene oxide and propylene oxide may also be used.
  • the ethylene oxide and polypropylene oxide level must be sufficiently low to prevent solubility in water and the composition hereof.
  • silicone fluids for use in the silicone conditioning agents are insoluble silicone gums. These gums are polyorganosiloxane materials having a viscosity at 25°C of greater than or equal to 1 ,000,000 centistokes. Silicone gums are described in U.S. Patent 4,152,416; Noll and Walter, Chemistry and Technology of Silicones, New York: Academic Press 1968; and in General Electric Silicone Rubber Product Data Sheets SE 30, SE 33, SE 54 and SE 76, all of which are incorporated herein by reference.
  • the silicone gums will typically have a mass molecular weight in excess of about 200,000, generally between about 200,000 and about 1 ,000,000, specific examples of which include polydimethylsiloxane, (polydimethylsiloxane) (methylvinylsiloxane) copolymer, poly(dimethylsiloxane) (diphenyl siloxane)(methylvinylsiloxane) copolymer and mixtures thereof.
  • the silicone conditioning agent can also comprise a mixture of polydimethylsiloxane gum (viscosity greater than about 1 ,000,000 centistokes) and polydimethylsiloxane oil (viscosity from about 10 to about 100,000 centistokes), wherein the ratio of gum to fluid is from about 30:70 to about 70:30, preferably from about 40:60 to about 60:40.
  • the number average particle size of the optional silicone component can vary widely without limitation and will depend on the formulation and/or the desired characteristics. Number average particle sizes preferred for use in the present invention will typically range from about 10 nanometres to about 100 microns, more preferably from about 30 nanometres to about 20 microns.
  • compositions herein can contain a variety of other optional components suitable for rendering such compositions more cosmetically or aesthetically acceptable or to provide them with additional usage benefits.
  • Such conventional optional ingredients are well-known to those skilled in the art.
  • additional ingredients can be formulated into the present composition.
  • additional ingredients such as panthenol, panthetine, pantotheine, panthenyl ethyl ether, and combinations thereof; vitamin hair conditioning ingredients such as vitamin E (DL-alpha tocopheryl acetate), vitamin B (such as niacineamide), and mixtures thereof; other solvents such as hexylene glycol; hair-hold polymers such as those described in WO-A-94/08557, herein incorporated by reference; detersive surfactants such as anionic, nonionic, amphoteric, and zwitterionic surfactants; additional viscosity modifiers and suspending agents such as xanthan gum, guar gum, hydroxyethyl cellulose, triethanolamine, methyl cellulose, starch and starch derivatives; viscosity modifiers such as methanolamides of long chain fatty acids such as cocomonoethanol amide; crystalline suspending agents; pearlescent aids such as
  • the hair conditioning compositions of the present invention can be formulated in a wide variety of product forms, including but not limited to creams, gels, aerosol or non-aerosol foams, mousses and sprays. Mousses, foams and sprays can be formulated with propellants such as propane, butane, pentane, dimethylether, hydrofluorocarbon, CO 2 , N 2 O, or without specifically added propellants (using air as the propellant in a pump spray or pump foamer package). Method of Use
  • the hair conditioning compositions of the present invention may be used in a conventional manner for conditioning of human hair. An effective amount of the composition, typically from about 1 gram to about 50 grams, preferably from about 1 gram to about 20 grams, is applied to the hair. Application of the composition typically includes working the composition through the hair, generally with the hands and fingers, or with a suitable implement such as a comb or brush, to ensure good coverage. The composition is then left on the hair, generally until the consumer next washes their hair.
  • the preferred method of treating the hair therefore comprises the steps of:
  • the method can, optionally, comprise a further step of rinsing the hair with water.
  • Carbopol Ultrez 10 Carbopol Ultrez 10 available from BF Goodrich
  • Carbopol 934 Carbopol 934 available from BF Goodrich * * 3.
  • Polyquaternium 10 Polymer JR30M available from Amerchol
  • Coolant P available from Takasago
  • Zinc pyrithione Zinc pyrithione U/2 available from Arch Biocides *11 Niacineamide: Available from Roche
  • ingredients A are added to water and stirred thoroughly under ambient conditions until a homogenous solution is obtained.
  • All of ingredients B are mixed together and then added to the homogenous solution of ingredients A.
  • Carpopol Ultrez 10 Carbopol Ultrez 10 available from BF Goodrich * 2 Acrylates/C 10-30 alkyl acrylate cross polymer: Pemulen TR2 available from BF Goodrich * 3
  • Cetyl alcohol Konol series available from Shin Nihon Rika * 4
  • Stearyl alcohol Konol series available from Shin Nihon Rika * 5
  • Ammonium lauryl sulphate Empicol AL30 available from Albright & Wilson * 6
  • PEG100 stearate Myrj 59 available from ICI Surfactants * 7
  • Polyquaternium 10 Polymer JR30M available from Amerchol * 8 Phenyl M'Q resin: Prepared according to the instructions in GB-A- 2,297,775 * 9
  • 2-phenyl propyl M'Q resin Styryl Silicone 1170-3100 available from
  • All ingredients of A are solublised in water and then heated to 80°C. All of ingredients B are then added. The solution is then cooled by recirculation to 30°C through a plate heat exchanger with simultaneous high shear mixing. The cooling rate is maintained at between 1.0 and 1.5°C/min. Approximately 50% of ingredient D, triethanolamine, is then added and the solution is mixed until homologous. All of ingredients C are then added and the resulting solution is high shear mixed until homogenous particle size distribution is achieved. Recirculation is then stopped to prevent shear stress damage to the product during completion of neutralisation. The remaining ingredient D is added until the specified pH and viscosity are reached.
  • Example I though Example V have many advantages. For example, they can provide antidandruff benefit, anti-itching benefit, and refreshing feeling as well as conditioning benefit, and they can be easy to work through the hair and deposit the conditioning agent in an even manner with reduced stickiness and greasiness.

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Abstract

L"invention concerne une composition de traitement capillaire antipelliculaire comprenant en poids: (a) 0,001 % à 10 % d"une résine de polysiloxane, au moins un groupe substituant de cette résine possédant des électrons délocalisés; (b) 0,001 % à 10 % d"un tensioactif; (c) 0,01 % à 10 % d"un agent de viscosité; (d) 0,001 % à 5 % d"acide salicylique; (e) 1 % à 75 % d"un alcool aliphatique C1 à C6; et de l"eau.
PCT/US2000/007301 2000-03-17 2000-03-17 Compositions de traitement capillaire antipelliculaire WO2001070180A1 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
MXPA02009062A MXPA02009062A (es) 2000-03-17 2000-03-17 Composicion acondicionadora anticaspa para el cabello..
CN00819327.4A CN1450887A (zh) 2000-03-17 2000-03-17 去头屑头发调理组合物
PCT/US2000/007301 WO2001070180A1 (fr) 2000-03-17 2000-03-17 Compositions de traitement capillaire antipelliculaire
EP00918140A EP1263393A1 (fr) 2000-03-17 2000-03-17 Compositions de traitement capillaire antipelliculaire
JP2001568378A JP2003527406A (ja) 2000-03-17 2000-03-17 抗フケ用ヘアーコンディショニング組成物
AU2000239004A AU2000239004A1 (en) 2000-03-17 2000-03-17 Antidandruff hair conditioning compositions

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PCT/US2000/007301 WO2001070180A1 (fr) 2000-03-17 2000-03-17 Compositions de traitement capillaire antipelliculaire

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2404587B (en) * 2003-08-02 2008-05-14 Ssl Int Plc Parasiticidal composition

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US9642788B2 (en) * 2014-04-25 2017-05-09 The Procter & Gamble Company Shampoo composition comprising gel matrix and histidine

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2227864A1 (en) * 1973-05-04 1974-11-29 Poukanitcharov Tzeko Dermatological compsn to treat allergic conditions - esp. dandruff, contg. salicylic acid, resorcinol, chloral hydrate and tinctures of veratrium and benjoin
EP0463780A2 (fr) * 1990-06-20 1992-01-02 Unilever N.V. Composition sous forme de shampooing
WO2000006101A1 (fr) * 1998-07-30 2000-02-10 The Procter & Gamble Company Compositions pour le soin des cheveux

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2227864A1 (en) * 1973-05-04 1974-11-29 Poukanitcharov Tzeko Dermatological compsn to treat allergic conditions - esp. dandruff, contg. salicylic acid, resorcinol, chloral hydrate and tinctures of veratrium and benjoin
EP0463780A2 (fr) * 1990-06-20 1992-01-02 Unilever N.V. Composition sous forme de shampooing
WO2000006101A1 (fr) * 1998-07-30 2000-02-10 The Procter & Gamble Company Compositions pour le soin des cheveux

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2404587B (en) * 2003-08-02 2008-05-14 Ssl Int Plc Parasiticidal composition

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AU2000239004A1 (en) 2001-10-03

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