WO1994006409A1 - Shampoing capillaire traitant - Google Patents

Shampoing capillaire traitant Download PDF

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Publication number
WO1994006409A1
WO1994006409A1 PCT/US1993/008821 US9308821W WO9406409A1 WO 1994006409 A1 WO1994006409 A1 WO 1994006409A1 US 9308821 W US9308821 W US 9308821W WO 9406409 A1 WO9406409 A1 WO 9406409A1
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WO
WIPO (PCT)
Prior art keywords
hair
hair conditioning
conditioning shampoo
shampoo according
alpha
Prior art date
Application number
PCT/US1993/008821
Other languages
English (en)
Inventor
Sukhvinder S. Sandhu
Clarence R. Robbins
Wei-Ming Cheng
Original Assignee
Colgate-Palmolive Company
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 Colgate-Palmolive Company filed Critical Colgate-Palmolive Company
Priority to AU49283/93A priority Critical patent/AU4928393A/en
Publication of WO1994006409A1 publication Critical patent/WO1994006409A1/fr

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Classifications

    • 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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • 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
    • A61Q5/12—Preparations containing hair conditioners
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic

Definitions

  • the present invention relates to shampoos containing polymeric hair conditioning agents.
  • Conventional hair conditioning shampoos generally comprise one or more anionic surfactants such as sodium or ammonium lauryl sulfate or laureth sulfate to wash off oil and dirt from the hair and one or more hair conditioning agents to enhance combability and lustre, detangle the hair, reduce static electricity, etc.
  • anionic surfactants such as sodium or ammonium lauryl sulfate or laureth sulfate to wash off oil and dirt from the hair
  • hair conditioning agents to enhance combability and lustre, detangle the hair, reduce static electricity, etc.
  • hair conditioning agents traditionally incorporated in hair conditioning shampoos are water- insoluble silicones (e.g., dimethicone) and cationic polymers with quaternary moieties.
  • the cationic nature of the polymers also contribute to instability of the shampoo formulation because of the anionic nature of the surfactant.
  • the mutual attraction between the anionic surfactant and the cationic polymer results in reduced deposition of the polymer in the hair, cloudiness in the shampoo product and a reduction in the foamability of the shampoo.
  • anionic surfactants conventionally employed in hair conditioning shampoos i.e., the salts of lauryl sulfate and laureth sulfate
  • the anionic surfactants conventionally employed in hair conditioning shampoos are somewhat harsh to hair fibers in that they tend to dissolve some of the hair protein. It is an object of the present invention to provide a stable hair conditioning shampoo comprising an anionic surfactant and a high charge density cationic polymer hair conditioner which enables the elimination of or at least a reduction in the amount of water-insoluble silicone hair conditioning agent, which is highly adherent to hair fibers and which is less harsh to hair protein than conventional hair conditioning shampoos.
  • an aqueous hair conditioning shampoo comprising:
  • a preferred embodiment of the invention comprises the above- described shampoo additionally containing:
  • a further advantage associated with the hair conditioning shampoos of the invention is that the alpha-olefin sulfonate surfactants employed therein are less harsh to the hair fibers, i.e., they dissolve much less hair protein than conventionally employed anionic surfactants.
  • Any cationic polymer having hair conditioning properties may be employed in the practice of the invention provided that it has a charge density greater than about 200, more preferably, greater than about 180 (the lower the number, the higher the charge density).
  • the charge density of a cationic polymer is given by the formula: formula cation molecular weight
  • Suitable such cationic polymers include copolymers of vinylimidazole (VI) and vinylpyrrolidone (VP) wherein the molar ratio of VI to VP is at least about 1 :1 , most preferably from about 5: 1 to about 20:1.
  • a particularly suitable such polymer is LUVIQUAT FC 905 (CTFA designation: Polyquaternium 16) which is a copolymer of 95% VI and 5% VP.
  • Suitable cationic polymers are the homopolymers of dialkyldiallylammonium halides wherein the alkyl group may contain from 1 to 5 carbon atoms.
  • a particularly preferred polymer in this class is the homopolymer of dimethyldiallylammonium chloride, commercially available under the tradename MERQUAT 100 (CTFA designation: Polyquaternium 6).
  • Polyethyleneimine is another suitable high charge density cationic polymer.
  • alpha-olefin sulfonates are a well-known class of surfactants. More specifically, they comprise a mixture of hydroxyalkane sulfonates and alkene sulfonates derived from C14-C18 alpha-olefins.
  • alpha-olefin sulfonates are less harsh and milder to hair than most other commonly employed shampoo surfactants such as ammonium and sodium lauryl sulfate and sodium and ammonium laureth sulfate. It has been further unexpectedly found that the ammonium salts of the alpha-olefin sulfonates are milder to hair than the alkali metal, particularly the sodium, salts thereof.
  • a most preferred embodiment of the invention therefore, it is preferred to include in the hair conditioning shampoos of the invention suitable dispersing agents for stabilizing the emulsion or suspension containing the surfactants, cationic polymer and other ingredients.
  • suitable dispersing agents for stabilizing the emulsion or suspension containing the surfactants, cationic polymer and other ingredients.
  • suitable dispersing agents are long chain saturated primary aliphatic alcohols or derivatives thereof having an average of 24 to 45 carbon atoms in the chain; long chain acylated compounds, e.g., esters, acids or amides with at least 18 carbon atoms such as syncrowax HGL-C, beeswax, etc.
  • Suitable long chain primary aliphatic alcohols which may constitute the dispersing agent in the shampoo of the invention are saturated compounds with the hydroxy group being terminally located.
  • Such alcohols will normally be of a distribution of homologous alcohols and typically all are of even numbers of carbon atoms, averaging 24 to 45 atoms (on a weight basis), preferably 28 to 42 carbon atoms, and more preferably about 30 to 40 carbon atoms.
  • the average number of carbon atoms in the chain is less than 24, the desired effectiveness of such alcohols in the present formulations is decreased, with the stabilization, fiber conditioning and pearlescing actions being diminished.
  • chain length is more than 45 carbon atoms, e.g., of an average of about 50 carbon atoms, such alcohols are not satisfac- torily dispersible in the described compositions.
  • alkoxylated alcohols are preferred, and the most preferred of these are the ethoxylated alcohols which will normally contain up to about 20 ethoxy groups per mole, e.g., about 10 to 20.
  • the alcohols which are the preferred embodiments of the invention normally will be employed alone or in mixture with related compounds from the "derivatives" group, with the alcohol being the major proportion of the total "alcohol plus derivatives" content.
  • Examples of commercial materials which may be employed in the present compositions are those manufactured by Petrolite Corporation and sold through their Petrolite Specialty Polymers Group under the name Unilin ⁇ M Alcohols as described in the technical bulletin of the Petrolite Corporation entitled "UnilinTM Alcohols" copy ⁇ righted in 1985 and identified as SP-1040.
  • Such alcohols may be 75 to 90%, e.g., 80 to 85%, of the commercial product, with the balance of such products being substantially all saturated hydrocarbons of corresponding chain lengths.
  • the distribution curve for the alcohol is substantially bell-shaped, with no chain length of alcohol being more than 10% of the total content thereof and with the corresponding hydrocarbon content being of a substantially flat distribution curve, with about 1 or 2% of each of the hydrocarbons being present.
  • the alcohols (and corresponding hydrocarbons) present will normally be of chain lengths such that at least 80% are in the range of 18 or 20 to 54 carbon atoms, with at least 80% being in the range of about 18 or 20 to 44 carbon atoms for an alcohol averaging about 30 carbon atoms, and with at least 80% being in the range of about 28 or 30 to 54 carbon atoms when the alcohol averages about 40 carbon atoms.
  • Examples of the long chain primary alcohols are Unilin-425 alcohol which averages 30 carbon atoms in its chain, Unilin-550 alcohol which averages 40 carbon atoms in its chain, and Unilin-350 which averages about 26 carbon atoms in its chain.
  • a derivative, Unithox-550 is an ethoxylated such alcohol having an average of 40 carbon atoms in the alkyl chain, ethoxylated with up to 20 ethoxy groups, e.g., 13.
  • Suitable long chain acyl derivatives useful as dispersing agents in the shampoos of the invention include those described in U.S. Patent No. 4,741,885, the entire content of which is incorporated herein by reference, e.g., ethylene glycol esters of fatty acids having from about 16 to about 22 carbon atoms.
  • Other acyl derivatives which are useful are alkanolamides of fatty acids having from about 16 to about 22 carbon atoms, and preferably about 16 to 18 carbon atoms, e.g., stearic monoethanolamide, stearic diethanoiamide, stearic mono- isopropanolamide, stearic monoethanolamide stearate, etc.
  • long chain esters of long chain fatty acids such as stearyl stearate, cetyl palmitate, etc.; glyceryl ester, e.g., glyceryl distearate; and long chain esters of long chain alkanolamides, e.g., stearamide DEA distearate, stearamide MEA stearate, etc.
  • useful dispersing agents include the alkyl (C16-C22) dimethyl amine oxides, e.g., stearyl dimethyl amine oxide.
  • Cross-linked anionic synthetic polymers may also be used as dispersing agents in the practice of the invention, e.g., polyacrylic acid or polymethacrylic acid polymers or copolymers or derivatives thereof with other olefinic comonomers or compounds with a lipophilic side group; and polymers of vinyl sulfonic acid or derivatives or comonomers compatible with the objects of the present invention, e.g., polyvinylsulfate, polystyrene sulfonate, etc.
  • polysaccharides or quaternized derivatives thereof such as hydroxyethylcellulose or methyl cellulose, guar gum, xanthan gum or quaternized derivatives of the above such as polymer JR or cationic guar gum; and alkyl dimethyl amine oxides, the alkyl group having from about 8 to about 18 carbon atoms.
  • the dispersing agent is selected so as to render the emulsion or suspension pearlescent.
  • a co-hair conditioning amount of a water-insoluble hair conditioning agent to impart optional hair conditioning properties to the shampoo formulations of the invention, although it will be understood that smaller amounts of the water- insoluble hair conditioning agents are required than in conventional hair conditioning shampoo compositions.
  • Suitable water-insoluble hair conditioning agents for use in the hair conditioning shampoos of the present invention include silicones, aminosilicones, polyalkylenes and oxidized derivatives thereof, mineral oils, paraffins, petrolatums, microcrystalline waxes, C18-36 (mixed) fa ty acids and mixed triglycerides thereof and stearyl stearate (and other higher esters), as well as mixtures thereof.
  • organosilicon compounds and the silicones that may be employed in the practice of the present invention include any of those which are hair conditioning agents intended for use in conditioning shampoos, various of which have been described in the patents men ⁇ tioned hereinabove. They are preferably of non-volatile types. It has been found that aminosilicones are usually more effective conditioning agents in the compositions of this invention than are conventional silicones and, of the aminosilicones, the present special types described herein are better yet. Thus, it is much preferred to utilize an aminosilicone of the formula:
  • R3 CH3 R 4 R 7 wherein R 1 , R2, R3 , R5 _ R6 and R7 are alkyls of 1 to 6 carbon atoms, and most preferably of 1 carbon atom each.
  • R 4 is -R 8 -NH-CH2CH2-NH2
  • R 8 is alkylene of 3 to 6 carbon atoms and most preferably is an isobutyl group
  • x is an average number in the range of 1 to 10, more preferably less than
  • x is in the range of 200 or 300 to 10,000, more preferably 500 to 10,000 and most preferably 750 to 800 or 850, e.g., about 800, and y is in the range of 0 to 8, more preferably being less than 3 and most preferably being about 1.
  • the amine equivalent of such aminosilicone is preferably in the range of 5,000 to 50,000, and more preferably 10,000 to 40,000.
  • the molar percentage of amine is about 0.125
  • the degree of polymerization is about 800
  • x is 797
  • y is one and the molecular weight is about 60,000 daltons. Because molecular weights of high polymers sometimes vary, depending on the measurement technique utilized, it is suggested that primary reference should be to the formula for identification of the aminosilicones described, rather than placing primary reliance on the molecular weights provided.
  • the polyalkylenes that may be employed in the present invention as water-insoluble conditioning agents are preferably those of a molecular weight in the range of 1 ,000 to 5,000, more preferably 1 ,000 to 4,000 and most preferably 2,000 to 2,500, e.g., about 2,000. Oxidized versions of these polyalkylene polymers may also be used which create larger hydrocarbons with terminal carboxyl groups.
  • the alkylenes of these polymers will usually be ethylene, it is within the scope of the present invention to employ polymers of hydrocarbons of 2 to 5 carbon atoms each, and preferably 2 to 3 carbon atoms, in which the molecular weight range may be from 1 ,000 to 10,000 or even more under some conditions.
  • the polymers will be of ethylene and/or propylene, and almost always of ethylene.
  • Paraffins that may be utilized will normally be of chain lengths of 20 to 50 carbon atoms, and preferably 20 to 40 carbon atoms, and isoparaffins can be of chain lengths in the range of 12 to 16 carbon atoms, and preferably 13 to 14 carbon atoms.
  • the petrolatums are petroleum jellies or mineral jellies which melt in the range of 38°C to 60°C and the microcrystalline waxes are of an average molecular weight in the range of about 500 to 800 (which is about twice that of the paraffins).
  • Cl ⁇ -36 (mixed) fatty acid triglycerides are higher tri- glycerides which are available from Croda Chemical Corporation under the tradename Syncrowax (HGL-C, for example).
  • HGL-C Syncrowax
  • Stearyl stearate which is representative of useful esters of both higher fatty alcohols and higher fatty acids, is available from Inolex Corporation as Lexol SS. This and related compounds such as other high fatty esters may also act as stabilizers for the shampoo composition, preventing settling out of components and phase separations.
  • the hair conditioning shampoos of the present invention may comprise:
  • the various required components are dissolved and/or suspended in an aqueous medium.
  • aqueous medium may include various non-interfering normal shampoo composition constituents or adjuvants known in the art, but a few of these will be specifically mentioned herein because they are especially desirable components of the present compositions and con ⁇ tribute in a significant manner to its desirable properties.
  • Higher fatty alkanolamides having long been known as foaming agents and foam stabilizers. Such compounds will usually be of 12 to 16 carbon atoms in the acyl group which is reacted with a lower ( 1 to 3 carbon atoms) mono- or dialkanolamine.
  • the best alkanolamides are considered to be lauric monoethanolamide and cocoethanolamide.
  • foam stabilizers and foaming agents may also be employed in whole or in part such as the betaines and related materials.
  • Various gums and other thickening materials are also useful in shampoo compositions, but it has been found that the best of these in the present compositions are hydroxyethyl celluloses.
  • Such materials are available from Aqualon Corporation under the trademark NATROSOL, such as
  • NATROSOL 250 HHR and NATROSOL 330 CS which preferably are employed in mixture, with the content of the former being from two to five times that of the latter.
  • suitable gums and thickeners may be also be employed such as hydroxypropylmethyl cellulose, methyl cellulose, modified starches and guar gum.
  • Another important constituent of the present composition is mineral oil when polyethylene is employed as a hair conditioning agent. The mineral oil is employed to solubilize and help disperse the polyethylene which, if not satisfactorily dispersed in the composition, will be of little hair conditioning effect and tends to settle out.
  • compositions which may be employed include ethylene glycol monostearate, ethylene glycol distearate and propylene glycol distearate, all of which have pearlescing properties; viscosity control agents such as propylene glycol and sodium chloride; pH adjusting agents such as citric acid and citrates; sequestrants such as EDTA; antifreezes such as propylene glycol; solvents such as ethanol and isopropanol; preservatives and anti-oxidants, such as
  • Germaben II (Sutton Laboratories); anti-dandruff agents such as zinc pyrithione and ClimbazoleTM (see U.S. Patent No. 4,867,971); colorants and perfume.
  • Water, employed to make the aqueous medium but which may be present not only in liquid preparations but also in gels, pastes and cremes, is preferably filtered, irradiated and deionized water of essentially zero hardness, but it may also be tap water, although it is preferred to keep the hardness below 50 ppm, as calcium carbonate. However, other tap waters of hardnesses as high as 200 ppm will sometimes also be useful, but usually they should be avoided. All percentages of components expressed herein, unless other indicated, are by weight, based on the weight of the composition in which the component is present.
  • the required amounts of deionized water, ammonium AOS, ammonium phosphate and citric acid are weighed in a glass beaker and the contents are heated to 90°C while stirring with a variable speed Lightnin mixer at 300-500 rpm.
  • the required amounts of distearyl dimethylammonium chloride long chain alcohols and cocodiethanolamide are weighed and heated to 90°C while mixing until all the material is melted to a uniform phase.
  • the oil phase is added to the ammonium AOS solution, taking care not to promote foam and mixing is continued for fifteen minutes at 90°C.
  • the batch is then cooled to 72°C while mixing.
  • the formula weight of silicone is added and the batch is mixed for fifteen minutes.
  • the high charge density cationic polymer is added to the batch and thereafter cooled to 52°C.
  • the formula weight of perfume is then added while mixing is continued and the mixture is cooled to 38°C.
  • the formula amounts of preservative and colors are added and the batch is mixed for at least fifteen minutes.
  • Ammonium Alpha-Olefin Sulfonate (AOS) ( 15% active*) 5 1 .0 Ammonium Phosphate - monobasic 0.2
  • LUVIQUAT FC 905 was evaluated by wet combing and compared against conventional brand hair conditioning shampoos: (i) Rave Ail-In-One for damaged/permed hair, (ii) Optima 2-in- l conditioning shampoo and (iii) a similar shampoo composition without LUVIQUAT FC 905. The results in
  • Table 1 illustrate the superior conditioning efficacy of the formulation of
  • Example 1 compared thereto.
  • the above formulation was found to be stable only in the presence of AOS; replacing AOS with other surfactant systems such as sodium or ammonium lauryl sulfate produced undesirable results with respect to product stability. Furthermore, this formulation was also very effective to condition hair during shampooing.
  • shampoos contain an anionic surfactant, usually the sodium or ammonium salt of lauryl sulfate or laureth sulfate, as a major ingredient, although other surfactant, thickening and conditioning agents, colors and fragrances are also commonly present.
  • anionic surfactant usually the sodium or ammonium salt of lauryl sulfate or laureth sulfate
  • thickening and conditioning agents colors and fragrances are also commonly present.
  • AOS is very stable under acid conditions, whereas other surfactants such as SLS, SLES, ALS and ALES are very susceptible to hydrolysis at low pH and, therefore, not suitable for product applications at low pH.
  • the following example demonstrates the superiority of ammonium alpha-olefin sulfonate as an anionic surfactant compared to other alpha-olefin sulfonate salts.
  • a foam booster namely, cocodiethanolamide (Standamid KD)
  • AOS - sodium salt 5.49
  • AOS - ammonium salt 4.35
  • AOS as the sodium salt is unsuitable for thickening with salts.
  • this offers additional advantages for using NH4 AOS rather than Na AOS in shampoo formulations.
  • EXAMPLE 6 The following composition was formulated as a low pH shampoo.
  • a hair tress (-12 inches long and weighing about 3 grams) was shampooed with the test product. The tress was then rinsed extensively with lukewarm tap water, combed and dried with a hair dryer. The hair from this tress was then cut from the tip end into - -inch pieces to obtain 800 mg of the clippings. 200 mg of the clippings were added to each of the four Erlenmeyer flasks (50 ml capacity) containing 20 ml distilled water. The flasks were shaken for 24 hours and the solution was analyzed for protein solubilized as described in Example 2 above. For comparison, one of the leading commercial shampoos, Pert Plus, was also tested in the same manner as described above. This test simulates the effects of a shampoo during rinsing. These studies showed the results set forth in Table 5.

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Abstract

Le shampoing capillaire traitant aqueux selon l'invention se compose d'une dose lavante efficace de surfactant anionique contenant un sulfonate d'alphaoléfine, d'une dose traitante efficace de polymère cationique ayant une action traitante et présentant une densité de charge supérieure à environ 180, d'un agent traitant insoluble dans l'eau et, éventuellement, d'un agent dispersant servant à stabiliser l'émulsion ou la suspension, et d'eau.
PCT/US1993/008821 1992-09-22 1993-09-22 Shampoing capillaire traitant WO1994006409A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU49283/93A AU4928393A (en) 1992-09-22 1993-09-22 Hair conditioning shampoo

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US94851892A 1992-09-22 1992-09-22
US07/948,518 1992-09-22

Publications (1)

Publication Number Publication Date
WO1994006409A1 true WO1994006409A1 (fr) 1994-03-31

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PCT/US1993/008821 WO1994006409A1 (fr) 1992-09-22 1993-09-22 Shampoing capillaire traitant

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CN (1) CN1089830A (fr)
AU (1) AU4928393A (fr)
MX (1) MX9305746A (fr)
PH (1) PH31581A (fr)
WO (1) WO1994006409A1 (fr)
ZA (1) ZA936928B (fr)

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0627217A2 (fr) * 1993-05-17 1994-12-07 Helene Curtis, Inc. Shampooing de conditionnement stable ayant une action moussante élevée contenant un conditionneur silicone, un copolymère acrylate cationique quaternaire, un tensioactive anionique et polyethyleneimine
WO1996032919A1 (fr) * 1995-04-21 1996-10-24 The Procter & Gamble Company Shampooings comportant un agent d'apres-shampooing de silicone insoluble et un polymere cationique
FR2736262A1 (fr) * 1995-07-07 1997-01-10 Oreal Compositions cosmetiques detergentes a usage capillaire et utilisation de ces dernieres
WO1997035542A1 (fr) * 1996-03-27 1997-10-02 The Procter & Gamble Company Compositions pour shampooing traitant contenant un agent de mise en forme du cheveu a base de polyalphaolefine
US5885558A (en) * 1994-11-24 1999-03-23 Lancaster Group Gmbh Sun protection preparation with an increased sun protection factor
WO1999013834A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin pour les cheveux comprenant des agents optiques de brillance et des composes de parfum
WO1999013850A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin pour les cheveux comprenant des agents optiques de brillance et des agents ameliorant la tenue du cheveu
WO1999013846A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soins des cheveux contenant des azurants optiques et des composes de silicone
WO1999013848A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin capillaire contenant des azurants optiques et des agents de suspension polymeriques
WO1999013832A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin capillaire contenant des azurants optiques et des composes huileux de poids moleculaire eleve, insolubles dans l'eau
WO1999013831A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin capillaire contenant un complexe d'azurant optique anionique
WO1999013823A2 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soins des cheveux, contenant des azurants optiques et des tonifiants capillaires
WO1999013845A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin capillaire comprenant des agents d'avivage modifiant la couleur des cheveux
WO1999013833A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions pour le soin des cheveux comprenant des agents optiques de brillance et des composes cationiques
WO1999013837A1 (fr) * 1997-09-18 1999-03-25 Colgate-Palmolive Company Produits stabilises pour les cheveux
WO1999013844A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soins capillaires comprenant des agents avivants assurant une protection contre les uv
WO1999013824A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soins capillaires comprenant des agents avivants a molecules de grande taille
US6355231B1 (en) 1997-10-16 2002-03-12 Basf Aktiengesellschaft Use of cationic copolymers of unsaturated acids and N-vinylimidazolium salts in cosmetic hair formulations
FR2831465A1 (fr) * 2001-10-29 2003-05-02 Inst Francais Du Petrole Emulsion a base de tensioactif et de polymere de charge opposee et procede de fabrication
US6930078B2 (en) 2002-04-22 2005-08-16 The Procter & Gamble Company Shampoo containing a cationic guar derivative
WO2005123014A1 (fr) * 2004-06-21 2005-12-29 Basf Aktiengesellschaft Preparations aqueuses comprenant un copolymere soluble et dispersible dans l'eau qui contient au moins un monomere presentant un atome d'hydrogene
WO2008092933A1 (fr) * 2007-01-31 2008-08-07 Basf Se Produit de conditionnement cationique
EP2151489A2 (fr) * 2008-08-04 2010-02-10 Henkel AG & Co. KGaA Composition de nettoyage contenant un terpolymere
US8173583B2 (en) 2006-08-11 2012-05-08 Basf Se Use of cationic copolymers of amine-containing acrylates and N-vinylimidazolium salts in hair cosmetic preparations

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WO1992010162A1 (fr) * 1990-12-05 1992-06-25 The Procter & Gamble Company Compositions de shampooing a base de silicones et d'agents conditionneurs organiques polymeres cationiques
EP0511652A1 (fr) * 1991-04-29 1992-11-04 Helene Curtis, Inc. Shampooing pour le conditionnement des cheveux
EP0531650A2 (fr) * 1991-08-22 1993-03-17 Goldwell Aktiengesellschaft Composition de lavage des cheveux

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WO1992010162A1 (fr) * 1990-12-05 1992-06-25 The Procter & Gamble Company Compositions de shampooing a base de silicones et d'agents conditionneurs organiques polymeres cationiques
EP0511652A1 (fr) * 1991-04-29 1992-11-04 Helene Curtis, Inc. Shampooing pour le conditionnement des cheveux
EP0531650A2 (fr) * 1991-08-22 1993-03-17 Goldwell Aktiengesellschaft Composition de lavage des cheveux

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EP0627217A2 (fr) * 1993-05-17 1994-12-07 Helene Curtis, Inc. Shampooing de conditionnement stable ayant une action moussante élevée contenant un conditionneur silicone, un copolymère acrylate cationique quaternaire, un tensioactive anionique et polyethyleneimine
EP0627217A3 (fr) * 1993-05-17 1997-05-28 Curtis Helene Ind Inc Shampooing de conditionnement stable ayant une action moussante élevée contenant un conditionneur silicone, un copolymère acrylate cationique quaternaire, un tensioactive anionique et polyethyleneimine.
US5885558A (en) * 1994-11-24 1999-03-23 Lancaster Group Gmbh Sun protection preparation with an increased sun protection factor
WO1996032919A1 (fr) * 1995-04-21 1996-10-24 The Procter & Gamble Company Shampooings comportant un agent d'apres-shampooing de silicone insoluble et un polymere cationique
US5776871A (en) * 1995-04-21 1998-07-07 The Procter & Gamble Company Shampoos with insoluble silicone conditioning agent and cationic polymer
FR2736262A1 (fr) * 1995-07-07 1997-01-10 Oreal Compositions cosmetiques detergentes a usage capillaire et utilisation de ces dernieres
WO1997002804A1 (fr) * 1995-07-07 1997-01-30 L'oreal Compositions cosmetiques detergentes a usage capillaire et utilisation de ces dernieres
EP0756860A1 (fr) * 1995-07-07 1997-02-05 L'oreal Compositions cosmétiques détergentes à usage capillaire et utilisation de ces dernières
US6022836A (en) * 1995-07-07 2000-02-08 L'oreal Detergent cosmetic compositions and their use
WO1997035542A1 (fr) * 1996-03-27 1997-10-02 The Procter & Gamble Company Compositions pour shampooing traitant contenant un agent de mise en forme du cheveu a base de polyalphaolefine
US6627184B2 (en) 1996-03-27 2003-09-30 The Procter & Gamble Company Conditioning shampoo compositions containing polyalphaolefin conditioner
WO1999013845A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin capillaire comprenant des agents d'avivage modifiant la couleur des cheveux
WO1999013850A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin pour les cheveux comprenant des agents optiques de brillance et des agents ameliorant la tenue du cheveu
WO1999013832A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin capillaire contenant des azurants optiques et des composes huileux de poids moleculaire eleve, insolubles dans l'eau
WO1999013831A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin capillaire contenant un complexe d'azurant optique anionique
WO1999013823A2 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soins des cheveux, contenant des azurants optiques et des tonifiants capillaires
WO1999013846A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soins des cheveux contenant des azurants optiques et des composes de silicone
WO1999013833A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions pour le soin des cheveux comprenant des agents optiques de brillance et des composes cationiques
WO1999013834A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin pour les cheveux comprenant des agents optiques de brillance et des composes de parfum
WO1999013844A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soins capillaires comprenant des agents avivants assurant une protection contre les uv
WO1999013824A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soins capillaires comprenant des agents avivants a molecules de grande taille
WO1999013823A3 (fr) * 1997-09-17 1999-08-12 Procter & Gamble Compositions de soins des cheveux, contenant des azurants optiques et des tonifiants capillaires
WO1999013848A1 (fr) * 1997-09-17 1999-03-25 The Procter & Gamble Company Compositions de soin capillaire contenant des azurants optiques et des agents de suspension polymeriques
WO1999013837A1 (fr) * 1997-09-18 1999-03-25 Colgate-Palmolive Company Produits stabilises pour les cheveux
US6355231B1 (en) 1997-10-16 2002-03-12 Basf Aktiengesellschaft Use of cationic copolymers of unsaturated acids and N-vinylimidazolium salts in cosmetic hair formulations
FR2831465A1 (fr) * 2001-10-29 2003-05-02 Inst Francais Du Petrole Emulsion a base de tensioactif et de polymere de charge opposee et procede de fabrication
US6930078B2 (en) 2002-04-22 2005-08-16 The Procter & Gamble Company Shampoo containing a cationic guar derivative
WO2005123014A1 (fr) * 2004-06-21 2005-12-29 Basf Aktiengesellschaft Preparations aqueuses comprenant un copolymere soluble et dispersible dans l'eau qui contient au moins un monomere presentant un atome d'hydrogene
US8652456B2 (en) 2004-06-21 2014-02-18 Basf Se Aqueous preparations comprising at least one water-soluble or water-dispersible copolymer with cationgenic groups
US8173583B2 (en) 2006-08-11 2012-05-08 Basf Se Use of cationic copolymers of amine-containing acrylates and N-vinylimidazolium salts in hair cosmetic preparations
WO2008092933A1 (fr) * 2007-01-31 2008-08-07 Basf Se Produit de conditionnement cationique
EP2151489A2 (fr) * 2008-08-04 2010-02-10 Henkel AG & Co. KGaA Composition de nettoyage contenant un terpolymere
EP2151489A3 (fr) * 2008-08-04 2012-09-19 Henkel AG & Co. KGaA Composition de nettoyage contenant un terpolymere

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ZA936928B (en) 1995-03-20
AU4928393A (en) 1994-04-12
PH31581A (en) 1998-11-03
MX9305746A (es) 1994-05-31
CN1089830A (zh) 1994-07-27

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