WO2001028506A1 - Klares wasser-in-silikonöl haarkonditioniermittel - Google Patents
Klares wasser-in-silikonöl haarkonditioniermittel Download PDFInfo
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- WO2001028506A1 WO2001028506A1 PCT/EP2000/010134 EP0010134W WO0128506A1 WO 2001028506 A1 WO2001028506 A1 WO 2001028506A1 EP 0010134 W EP0010134 W EP 0010134W WO 0128506 A1 WO0128506 A1 WO 0128506A1
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- 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
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/068—Microemulsions
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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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; Compounds thereof
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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
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
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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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
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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
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
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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
- A61K8/72—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
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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
- A61K8/72—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
- A61K8/86—Polyethers
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- A—HUMAN NECESSITIES
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- 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
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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
- A61K8/72—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
- A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
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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
- A61K8/72—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
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
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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
- A61K8/72—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
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
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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
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
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- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/26—Optical properties
- A61K2800/262—Transparent; Translucent
Definitions
- the invention relates to a hair conditioning agent which can be used in particular as a leave-in hair treatment or as a hair conditioner, is in the form of an optically clear, transparent or at least translucent product and does not contain a silicone surfactant, a hydrophobic agent which is present in liquid form in the agent surfactant silicone compound, a hair conditioning compound containing a basic or cationic nitrogen atom and a nonionic, silicone-free surfactant.
- Usual hair conditioning preparations such as rinse-off treatments or leave-on treatments are usually formulated on the basis of aqueous emulsions.
- Essential ingredients are cationic substances such as cationic
- surfactants hydrophobic substances such as e.g. Fatty alcohols and other oil components, emulsifiers, as well as other specific active ingredients and fragrances.
- the most important components are cationic surfactants, fatty alcohols and emulsifiers.
- Schrader, 'Fundamentals and recipes of cosmetics', 2nd edition, 1989, pages 728 to 737 provides an overview of the basic structure of course rinses and hair treatments.
- the main tasks of the conditioning agents are to improve the manageability, combability, shine and feel of the treated hair. The treated hair often feels a little heavier and more stressed, which is not always desirable.
- the conventional O W hair treatment emulsions are normally milky white and opaque.
- the object was therefore to provide an agent which fulfills the typical hair conditioning agent requirements with regard to hair conditioning and distributability and at the same time is present in an optically appealing, in particular optically clear or at least translucent form.
- the invention relates to an optically clear, transparent or translucent hair conditioner in the form of a water-in-silicone oil emulsion containing
- the entire silicone oil phase preferably makes up less than 40, particularly preferably less than 20% by weight and the aqueous phase preferably makes up more than 60, particularly preferably more than 80% by weight of the total composition.
- the agent meets the requirements of a hair conditioner
- the product is easy to distribute on the hair. After the treatment, the hair is noticeably smoother and softer, both when wet and when dry. The hair is easier to comb and style, detangled and shiny.
- the combination according to the invention enables the agent to be packaged in an optically appealing, clear formulation, which in turn makes the advantageous packaging in a transparent container, for example made of glass or transparent plastic, e.g. Polyethylene, polypropylene or polyethylene terephthalate.
- the silicone surfactant (A) is preferably present in the agent according to the invention in an amount of 0.01 to 10, particularly preferably 0.1 to 5, very particularly preferably 0.4 to 2% by weight.
- Suitable silicones are siloxane / polyoxyalkylene copolymers. These are siloxanes with polyalkylene oxide groups, in particular silicones, with polypropylene oxide, polyethylene oxide or their
- the alkylene oxide groups can be pendant or terminal, or they can be linear polydimethylsiloxane / polyalkylene oxide block copolymers.
- the siloxanes modified with alkylene oxides have the INCI name Dimethicone Copolyol.
- Preferred silicone surfactants are those of the general formula (I)
- A is the monofunctional group F ⁇ R 1 SiO 1/2
- B is the difunctional group F ⁇ SiO
- D is the difunctional group RR SiO
- R is independently H C1-C6-alkyl or aryl, or preferably H or C1-C4-alkyl, particularly preferably methyl
- R 1 is an oxyalkylene-containing group, hydrogen or methyl
- x is a number from 10 to 1000, preferably from 10 to 500, particularly preferably from 20 to 200
- y is a number from 0 to 100, preferably 1 to 50 , provided that the compound contains at least one group R 1 containing oxyalkylene.
- the group -R 1 preferably represents a group of the general formula (II)
- R 2 is a divalent group which attaches the oxyalkylene unit to the
- Siloxane chain binds, preferably C p H 2p with p equal to 2-8, preferably 2-6, particularly preferably 3-6;
- R 3 is a monofunctional end group for the oxyalkylene unit, for example H,
- n is a number from 2 to 4, preferably 2 or 3 and m is a number of at least one, the sum of m being for all
- Oxyalkylene groups is about 10 or larger.
- Suitable silicone surfactants are commercially available, for example DC 3225 C, DC
- the hydrophobic, non-surfactant silicone compound (B) is present in an amount of preferably 5 to 30% by weight, particularly preferably 7.5 to 25, very particularly preferably 10 to 20% by weight.
- all silicone compounds are suitable that have hair conditioning properties and are insoluble in the aqueous phase.
- the silicone compounds can be volatile and low molecular weight or low volatile and high molecular weight.
- at least one low-molecular, highly volatile and at least one high-molecular, non-volatile or low-volatile silicone are contained.
- Non-volatile silicones in the sense of this application are silicones with no or only low vapor pressure under normal ambient conditions (1 atmosphere, 25 ° C). These silicones remain on the hair after they have been applied.
- Volatile silicones evaporate after application to the hair under normal ambient conditions over a period of typically about 2 hours.
- the high-molecular silicone can also be silicone resins (silicone gum), which are dissolved in a low-molecular, liquid silicone.
- the low molecular weight silicone oils have a viscosity of preferably 100 to 1,000 mPa s, the high molecular weight silicone oils of more than 1,000 to 2,000,000 mPa s at 25 ° C, measured with a Haake rotary viscometer type VT 501 at a shear rate of 12.9 per second.
- hydrophobic silicones used are cyclic polydimethylsiloxanes (INCI name: Cyclomethicone), such as, for example, octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane, linear polydimethylsiloxanes (INCI name: Dimethicone), polydiethylsiloxanes, phenyl-substituted-methylphenylphenylphenylphenylphenylphenoxyl, phenoxyl-substituted-siloxones (INC Siloxanes (INCI name: Dimethiconol) or mixtures thereof.
- Cyclomethicone Cyclomethicone
- linear polydimethylsiloxanes INCI name: Dimethicone
- polydiethylsiloxanes phenyl-substituted-methylphenylphenylphenylphenylphenylphenoxyl
- the nitrogen-containing hair-conditioning compound (C) is present in an amount of preferably from 0.01 to 10, particularly preferably from 0.1 to 5, very particularly preferably from 0.2 to 3% by weight.
- the hair conditioning compound is a substance that has a substantivity to human hair due to primary, secondary, tertiary or quaternary amine groups.
- Suitable hair conditioning compounds are selected from cationic surfactants, betaine surfactants, amphoteric surfactants, cationic
- Suitable cationic surfactants are surfactants which contain a quaternary ammonium group. These can be cationic or amphoteric, betaine surfactants. Cationic surfactants are particularly preferred as cationic substance (A). Suitable cationic surfactants contain amino groups or quaternized hydrophilic ammonium groups, which carry a positive charge in solution and can be represented by the general formula (IM),
- R1 to R4 independently of one another are aliphatic groups, aromatic groups, alkoxy groups, polyoxyalkylene groups, alkylamido groups, hydroxyalkyl groups, aryl groups or alkaryl groups each having 1 to 22 carbon atoms and X ° represents a cosmetically acceptable anion, for example a halogen, acetate, phosphate , Nitrate or alkyl sulfate, preferably a chloride.
- at least one of the radicals R1 to R4 has at least 8 carbon atoms.
- the aliphatic groups can, in addition to the carbon atoms and the hydrogen atoms, also cross-links or other groups such as contain further amino groups.
- Suitable cationic surfactants are the chlorides or bromides of alkyldimethylbenzylammonium salts, alkyltrimethylammonium salts, for example cetyltrimethylammonium chloride or bromide, tetradecyltrimethylammonium chloride or bromide, alkyldimethylhydroxyethylammonium chlorides or bromides, dialkyldimethylammonium or bromides, alkylpyridinium salts, for example lauryl- or cetylpyridinium chloride, Alkylamidoethyltrimethyl- ammoniumethersulfate and compounds with a cationic character, such as amine oxides, for example alkylmethylamine oxides or alkylaminoethyldimethylamine oxides.
- amine oxides for example alkylmethylamine oxides or alkylaminoethyldimethylamine oxides.
- cetyltrimethylammonium chloride which, for example, in the form of a 26 percent aqueous solution under the trade name Dehyquart ® A from Cognis and under the trade name designation Genamin ® CTAC from Clariant and in the form of a 50 percent solution in isopropanol under the trade name Arquad ® 16- 50 from Akzo Nobel.
- Suitable amphoteric surfactants are derivatives of aliphatic quaternary ammonium, phosphonium and sulfonium compounds of the formula (IV)
- R5 is a straight or branched chain alkyl, alkenyl or hydroxyalkyl group having 8 to 18 carbon atoms and 0 to about 10 ethylene oxide units and 0 to 1 glycerol unit;
- Y is a group containing N, P or S;
- R6 is an alkyl or monohydroxyalkyl group having 1 to 3 carbon atoms;
- x is 1 if Y is a sulfur atom and x is 2 if Y is a nitrogen atom or a phosphorus atom;
- R7 is an alkylene or hydroxyalkylene group with 1 to 4 carbon atoms and Z ° represents a carboxylate, sulfate, phosphonate or phosphate group.
- alkyl betaines are also suitable for the hair treatment composition according to the invention.
- betaines include C8 to C18 alkylbetaines such as cocodimethylcarboxymethylbetaine, lauryldimethylcarboxymethylbetaine, lauryldimethylalphacarboxyethylbetaine, cetyldimethylcarboxymethylbetaine, oleyldimethylgammacarboxypropylbetaine and lauryl bis (2-hydroxypropylbetaine); C8 to C18 sulfobetaines such as cocodimethylsulfopropylbetaine, stearyidimethylsulfopropylbetaine, lauryldimethylsulfoethylbetaine, laurylbis (2-hydroxyethyl) sulfopropylbetaine; the carboxyl derivatives of imidazole, the C8 to C18 alkyldimethylammonium acetates, the C8
- the suitable cationic polymers are preferably hair-setting or hair-conditioning polymers.
- Suitable cationic polymers preferably contain quaternary amine groups.
- the cationic polymers can be homopolymers or copolymers, the quaternary nitrogen groups being contained either in the polymer chain or preferably as a substituent on one or more of the monomers.
- the monomers containing ammonium groups can be copolymerized with non-cationic monomers.
- Suitable cationic monomers are unsaturated, free-radically polymerizable compounds which carry at least one cationic group, in particular ammonium-substituted vinyl monomers such as e.g.
- the alkyl groups of these monomers are preferably lower alkyl groups such as e.g. C1 to C7 alkyl groups, particularly preferably C1 to C3 alkyl groups.
- the monomers containing ammonium groups can be copolymerized with non-cationic monomers.
- Suitable comonomers are, for example, acrylamide, methacrylamide, alkyl- and dialkylacrylamide, alkyl- and dialkylmethacrylamide, alkyl acrylate, alkyl methacrylate, vinyl caprolactone, vinyl caprolactam, vinyl pyrrolidone, vinyl ester, for example vinyl acetate, vinyl alcohol, propylene glycol or ethylene glycol, preferably the alkyl groups of these monomers C7 alkyl groups, particularly preferably C1 to C3 alkyl groups.
- Suitable polymers with quaternary amine groups are, for example, the polymers described in the CTFA Cosmetic Ingredient Dictionary under the designations polyquaternium, such as methylvinylimidazolium chloride / vinylpyrrolidone copolymer (polyquaternium-16) or quaternized vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer (polyquaternium-11) or quaternary silicone polymers such as for example silicone polymers with quaternary end groups (Quaternium-80).
- polyquaternium such as methylvinylimidazolium chloride / vinylpyrrolidone copolymer (polyquaternium-16) or quaternized vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer (polyquaternium-11) or quaternary silicone polymers such as for example silicone polymers with quaternary end groups (Quaternium-80).
- cationic polymers which can be contained in the agent according to the invention, for example vinylpyrrolidone / dimethylaminoethyl methacrylate methosulfate copolymer, which is sold under the trade names Gafquat ® 755 N and Gafquat ® 734 by the company ISP and of which the Gafquat ® 734 is particularly preferred, suitable.
- cationic polymers are, for example, the copolymer of polyvinylpyrrolidone and imidazolimine methochloride sold by the company BASF, Germany under the trade name LUVIQUAT ® HM 550, and the terpolymer of dimethyldiallylammonium chloride, sodium acrylate and acrylic amide sold by the company Calgon / USA under the trade name Merquat ® Plus 3300 , the terpolymer of vinylpyrrolidone, dimethylaminoethyl methacrylate and vinylcaprolactam sold by the company ISP / USA under the trade name Gaffix ® VC 713 and the vinylpyrrolidone / methacrylamidopropyltrimethylammonium chloride copolymer sold by the company ISP under the trade name Gafquat ® HS 100.
- Suitable cationic polymers derived from natural polymers are cationic derivatives of polysaccharides, for example cationic derivatives of cellulose, starch or guar. Chitosan and chitosan derivatives are also suitable.
- Cationic polysaccharides have the general formula (V)
- G is an anhydroglucose residue, for example starch or cellulose anhydroglucose;
- B is a divalent linking group, for example alkylene, oxyalkylene, polyoxyalkylene or hydroxyalkylene;
- R a , R b and R c are independently alkyl, aryl, alkylaryl, arylalkyl,
- X " is a common counter anion, has the same meaning as in formula (IM) and is preferably chloride.
- a cationic cellulose is sold under the name Polymer JR by Amerchol and has the INCI name Polyquaterium-10. Another cationic cellulose bears the INCI name Polyquatemium-24 and is marketed by Amerchol under the trade name Polymer LM-200
- a suitable cationic guar derivative is sold under the trade name Jaguar ® R and has the INCI name Guar Hydroxypropyltrimonium Chloride.
- Particularly preferred cationic substances are chitosan, chitosan salts and chitosan derivatives.
- the chitosans to be used according to the invention are completely or partially deacetylated chitins.
- the production of chitosan is preferably based on the chitin contained in the shell remains of crustaceans, which is available in large quantities as a cheap and natural raw material.
- the molecular weight of the chitosan can be distributed over a broad spectrum, for example from 20,000 to about 5 million g / mol.
- a low-molecular chitosan with a molecular weight of 30,000 to 70,000 g / mol is suitable, for example.
- the molecular weight is preferably above 100,000 g / mol, particularly preferably from 200,000 to 700,000 g / mol.
- the degree of deacetylation is preferably 10 to 99%, particularly preferably 60 to 99%.
- a suitable chitosan is sold, for example, by the company Kyowa Oil & Fat, Japan, under the trade name Flonac ® . It has a molecular weight of 300,000 to 700,000 g / mol and is 70 to 80% deacetylated.
- a preferred chitosan is chitosoniumpyrrolidone is, for example, sold under the name Kytamer ® PC by Amerchol, USA.
- the chitosan contained has a molecular weight of approx. 200,000 to 300,000 g / mol and is 70 to 85% deacetylated.
- Suitable chitosan derivatives are quaternized, alkylated or hydroxyalkylated derivatives, for example hydroxyethyl or hydroxybutyl chitosan.
- the chitosans or chitosande vate are preferably in neutralized or partially neutralized form.
- the degree of neutralization for the chitosan or the chitosan derivative is preferably at least 50%, particularly preferably between 70 and 100%, based on the number of free base groups.
- all cosmetically compatible inorganic or organic acids can be used as neutralizing agents, e.g. Formic acid, tartaric acid, malic acid, lactic acid, citric acid, pyrrolidone carboxylic acid, hydrochloric acid and others, of which pyrrolidone carboxylic acid is particularly preferred.
- Suitable cationic, hair-care compounds are cationically modified protein derivatives or cationically modified protein hydrolyzates and are known, for example, by the INCI names Lauryldimonium Hydroxypropyl Hydrolyzed Wheat Protein, Lauryldimonium Hydroxypropyl Hydrolyzed Casein, Lauryldimonium Hydroxypropyl Hydrolyzed Collagen, Lauryldimonium Hydroxypropyl Hydrolydimidium Hydroxypropyl Hydrolydimidium Hydroxypropyl Hydrolydimidium Hydroxypropyl Hydrolydimidium Hydroxypropyl Hydrolydimidium Hydroxypropyl Hydrolydimidium Hydroxypropyl Hydrolydimidium Hydroxypropyl Hydrolyzedimine Hydroxypropyl Hydrolyzed Soy Protein or Hydroxypropyltrimonium Hydrolyzed Wheat, Hydroxypropyltrimonium Hydrolyzed Casein, Hydroxypropyltrimonium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Kerat
- Suitable cationically derivatized protein hydrolyzates are mixtures of substances which can be obtained, for example, by reacting alkaline, acidic or enzymatically hydrolyzed proteins with glycidyltrialkylammonium salts or 3-halo-2-hydroxypropyltrialkylammonium salts.
- Proteins that serve as starting materials for the protein hydrolyzates can be of both vegetable and animal origin. Typical starting materials are, for example, keratin, collagen, elastin, soy protein, rice protein, milk protein, wheat protein, silk protein or almond protein.
- the hydrolysis produces mixtures of substances with molecular weights in the range from approximately 100 to approximately 50,000. Usual average molar masses are in the range from about 500 to about 1000.
- the cationically derivatized protein hydrolyzates advantageously contain one or two long C8 to C22 alkyl chains and correspondingly two or one short C1 to C4 alkyl chains. Compounds containing a long alky
- Suitable cationic silicone compounds are cationic silicones, betainic silicones or amino-substituted silicones and have either at least one amino group or at least one ammonium group.
- Suitable silicone polymers with amino groups are known under the INCI names amodimethicone and trimethylsilylamodimethicone. These are polydimethylsiloxanes with aminoalkyl groups. The aminoalkyl groups can be side or terminal.
- Suitable aminosilicones are those of the general formula (VI)
- R 8 , R 9 , R 14 and R 15 are independently the same or different and are C1 to C10 alkyl, phenyl, hydroxy, hydrogen, C1 to C10 alkoxy or acetoxy, preferably C1-C4-alkyl, particularly preferably Methyl;
- R 10 and R 16 are, independently of one another, identical or different and denote - (CH 2 ) a -NH 2 with a equal to 1 to 6, C1 to C10 alkyl, phenyl, hydroxy, hydrogen, C1- to C10-alkoxy or acetoxy, preferably C1-C4-alkyl, particularly preferably methyl;
- R 11 , R 12 and R 3 are, independently of one another, the same or different and denote hydrogen, C1 to C20 hydrocarbon, which may contain O and N atoms, preferably C1 to C10 alkyl or phenyl, particularly preferably C1 to bis C4-alkyl, especially methyl;
- Q means -A-NR 17 R 18 , or -AN + R 17 R 18 R 19 where A stands for a divalent C1 to C20 alkylene connecting group, which can also contain O and N atoms and OH groups, and R 17 , R 18 and R 19 are independently the same or different and are hydrogen, C1 to C22 hydrocarbon, preferably C1 to C-4 alkyl or phenyl.
- Preferred radicals for Q are - (CH 2 ) 3 -NH 2 , - (CH 2 ) 3 NHCH 2 CH 2 NH 2 , -CH 2 CH (CH 3 ) CH 2 NHCH 2 CH 2 NH 2 , - (CH 2 ) 3 OCH 2 CHOHCH 2 NH 2 and - (CH 2 ) 3 N (CH 2 CH 2 OH) 2 , - (CH 2 ) 3 -NH 3 + and - (CH 2 ) 3 OCH 2 CHOHCH 2 N + (CH 3 ) 2 R 20 , where R 20 is a C1 to C22 alkyl radical which may also have OH groups; x represents a number between 1 and 10,000, preferably between 1 and 1,000; y represents a number between 1 and 500, preferably between 1 and 50.
- the molecular weight of the aminosilicones is preferably between 500 and 100,000.
- the amine content (meq / g) is preferably in the range from 0.05 to 2.3, particularly preferably from 0.1 to 0.5.
- Suitable silicone polymers with two terminal quaternary ammonium groups are known under the INCI name Quaternium-80. These are dimethylsiloxanes with two terminal aminoalkyl groups. Suitable quaternary aminosilicones are those of the general formula (VII)
- A has the same meaning as given above for formula (VI) and is preferably - (CH 2 ) 3 OCH 2 CHOHCH 2 in combination with the group N + (CH 3 ) 2 R 20 , where R 20 is a C1 to C22 alkyl radical which may also have OH groups;
- R 8 , R 9 , R and R 2 have the same meaning as given above for formula (VI) and are preferably methyl;
- R 21 , R 22 and R 23 independently of one another denote C1 to C22 alkyl radicals which may contain hydroxyl groups and where preferably at least one of the radicals has at least 10 C atoms and the remaining radicals have 1 to 4 C atoms;
- n is a number from 0 to 200, preferably from 10 to 100.
- diquatemäre polydimethylsiloxanes are sold by the company Goldschmidt under the trade names Abil Quat ® 3270, 3272 and 3274th
- the nonionic, silicone-free surfactant (D) is present in an amount of preferably 0.01 to 5, particularly preferably 0.1 to 2, very particularly preferably 0.2 to 1% by weight.
- Suitable nonionic surfactants are, for example, the nonionic emulsifiers listed in the "International Cosmetic Ingredient Dictionary and Handbook", 7th edition, volume 2 in the section "Surfactants - Emulsifying Agents".
- Suitable nonionic surfactants are preferably selected from ethoxylated fatty acids with 10 to 26 carbon atoms, ethoxylated mono- or polyhydric alcohols with 1 to 6 carbon atoms, ethoxylated fatty alcohols with 10 to 26 carbon atoms, ethoxylated hydrogenated or non-hydrogenated castor oil, alkyl polyglucosides, glyceride alkoxylates, fatty acid glyceride polyalkylene glycol ethers or fatty acid partial glyceride polyalkylene glycol ethers, each with less than 30 alkylene glycol units such as, for example, polyethylene glycol (7) glyceryl cocoate, polyglycol amides, fatty acid sugar esters, ethoxylated fatty acid sugar esters and partial glycerides.
- the degree of ethoxylation of ethoxylated surfactants is usually from 1 to 400, preferably 2 to 200, particularly preferably 3 to 25.
- Preferred nonionic surfactants are, in particular, fatty alcohol ethoxylates. Alcohols with 10 to 18, preferably 10 to 16, carbon atoms and a degree of ethoxylation of preferably 2 to 200, particularly preferably 3 to 25 are suitable, for example.
- the nonionic surfactants preferably have a relatively high HLB value of at least 9.
- the water content is from 15 to 50% by weight, particularly preferably from 15 to 40% by weight, very particularly preferably from 15 to 39% by weight.
- the aqueous phase of the agent according to the invention contains at least one cosmetically compatible polyhydric alcohol as co-solvent.
- Suitable polyhydric alcohols are, in particular, those having 2 to 4 carbon atoms, such as, for example, ethylene glycol or propylene glycol, but also sorbitol, of which glycerol is particularly preferred.
- the polyhydric alcohols are preferably used in an amount of 5 to 50% by weight, particularly preferably 10 to 40% by weight, very particularly preferably 15 to 39% by weight. It can also contain the lower monohydric alcohols usually used for cosmetic purposes, with 1 to 4 carbon atoms, such as ethanol and isopropanol.
- the agent according to the invention is preferably in the form of a microemulsion.
- the refractive indices of the oil phase and aqueous phase are adjusted so that they are essentially the same size.
- the agent according to the invention is particularly characterized by its clarity and transparency. Therefore, the agent is advantageously also filled into an optically appealing packaging made of transparent or translucent material. Glass and transparent or translucent plastics such as e.g. Polyethylene terephthalate into consideration.
- composition according to the invention contains water-soluble electrolytes such as e.g. Sodium chloride or sodium sulfate.
- the electrolytes are preferably used in an amount of 0.01 to 5, particularly preferably from 0.1 to 4, very particularly preferably from 0.5 to 1.5% by weight.
- the agent according to the invention is preferably in an acidic pH range, for example from 2.0 to 6.0.
- the pH range between is particularly preferred 3.5 and 4.5.
- the pH can be adjusted using suitable organic or inorganic acids, for example using formic acid, tartaric acid, malic acid, maleic acid, fumaric acid, pyrrolidone carboxylic acid, citric acid, lactic acid, sulfuric acid, acetic acid, hydrochloric acid, phosphoric acid, glyoxylic acid and others.
- the agent according to the invention can also contain the usual additional ingredients for hair treatment agents, for example setting or non-setting non-ionic, anionic, cationic, zwitterionic or amphoteric polymers and their combination in an amount of preferably 0.01 to 10% by weight, the polymers being synthetic or can be of natural origin; Perfume oils in an amount of preferably 0.01 to 5% by weight; further wetting agents or emulsifiers from the classes of anionic, cationic, amphoteric or nonionic surface-active substances in an amount of preferably 0.01 to 10% by weight; Humectants; Preservatives, bactericidal and fungicidal active ingredients such as, for example, 2,4,4-trichloro-2-hydroxydiphenyl ether, parabens or methylchloroisothiazolinone, in an amount of 0.01 to 1.0 percent by weight; Buffer substances, such as sodium citrate or sodium phosphate, in an amount of 0.1 to 1.0 percent by weight; Stains, such
- the agent can be present as a lotion or as a thickened lotion with different viscosities or in the form of a highly viscous or flowable gel or as a liquid gel. If it is in a low-viscosity form, it can also be sprayed onto the hair to achieve particularly good spreadability.
- the hair treatment composition according to the invention is then available in combination with a suitable mechanically operated spraying device.
- Mechanical spray devices are to be understood as devices which enable the spraying of a liquid without using a propellant.
- a suitable mechanical spraying device can be, for example, a spray pump or an elastic container provided with a spray valve, in which the cosmetic agent according to the invention is filled under pressure, the elastic container expanding and from which the agent as a result of the contraction of the elastic one
- Container is continuously dispensed when the spray valve is opened.
- the agent can be used both as a rinse-off and as a leave-on product.
- a typical application as a rinse-off product is that a sufficient amount for the desired conditioning effect is distributed after washing the hair in or on the wet or damp, towel-dried hair.
- the amount to be used depends on the fullness of the hair and is typically 1 to 25 g, preferably 3 to 10 g.
- the hair is then combed through, if necessary, or shaped into a hairstyle and dried.
- 0.5 to 3 g of the product are preferably incorporated into dry hair. The cuticle is smoothed, unwanted frizz is removed and the hair is given shine, manageability, control and structure.
- Example 1 Clear Hair Conditioner
- dimethicone (Dow Corning 200, 60000 cps)
- Gafquat ® 755N polyquaternium-11, vinylpyrrolidone / dimethylaminoethyl methacrylate methosulfate copolymer, 20% in water
- hydroxypropyl guar hydroxypropyltrimonium chloride Jaguar ® C162
- polyoxyethylene 20
- sorbitan monolaurate Polysorbate 20, Tween ® 20
- Luviquat ® Care polyquaternium-44, 3-methyl-1-vinyl-1H-imidazolium methyl sulfate / vinyl pyrrolidone copolymer, 7% in water
- sorbitan monolaurate 1 0 g of polyoxyethylene (20) (Polysorbate 20, Tween ® 20) 0.8 g sodium chloride 36.2 g glycerol ad 100 g water
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- Health & Medical Sciences (AREA)
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- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dispersion Chemistry (AREA)
- Emergency Medicine (AREA)
- Inorganic Chemistry (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001531102A JP2003512308A (ja) | 1999-10-21 | 2000-10-14 | 透明なシリコーン油中水型のヘアコンディショニング剤 |
AU28346/01A AU2834601A (en) | 1999-10-21 | 2000-10-14 | Transparent water-in-silicon hair conditioning agent |
EP00992428A EP1200047A1 (de) | 1999-10-21 | 2000-10-14 | Klares wasser-in-silikonöl haarkonditioniermittel |
BR0007230-3A BR0007230A (pt) | 1999-10-21 | 2000-10-14 | Agente condicionador para cabelos, claro, do tipo água-em-óleo de silicone |
US09/868,550 US6602494B1 (en) | 1999-10-21 | 2000-10-14 | Transparent water-silicon hair conditioning agent |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19950711.2 | 1999-10-21 | ||
DE19950711A DE19950711A1 (de) | 1999-10-21 | 1999-10-21 | Klares Wasser-in-Silikonöl Haarkonditioniermittel |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001028506A1 true WO2001028506A1 (de) | 2001-04-26 |
Family
ID=7926397
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2000/010134 WO2001028506A1 (de) | 1999-10-21 | 2000-10-14 | Klares wasser-in-silikonöl haarkonditioniermittel |
Country Status (7)
Country | Link |
---|---|
US (1) | US6602494B1 (de) |
EP (1) | EP1200047A1 (de) |
JP (1) | JP2003512308A (de) |
AU (1) | AU2834601A (de) |
BR (1) | BR0007230A (de) |
DE (1) | DE19950711A1 (de) |
WO (1) | WO2001028506A1 (de) |
Cited By (6)
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US6399050B1 (en) | 1999-06-18 | 2002-06-04 | L'oreal S.A. | Hair cosmetic composition in the form of a water-in-silicone emulsion comprising at least one fixing polymer |
FR2818902A1 (fr) * | 2001-01-02 | 2002-07-05 | Oreal | Composition de traitement cosmetique comprenant une silicone volatile, un tensioactif silicone et un tensioactif cationique, et procede de traitement cosmetique des matieres keratiniques |
FR2818903A1 (fr) * | 2001-01-02 | 2002-07-05 | Oreal | Composition transparente de traitement cosmetique, de type emulsion eau-dans-huile, et procede de traitement cosmetique des matieres keratiniques |
JP2003055144A (ja) * | 2001-08-17 | 2003-02-26 | Nippon Shikizai Inc | 組成物 |
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EP3886795B1 (de) | 2018-11-27 | 2022-12-14 | L'oreal | Zusammensetzung für keratinfasern mit einem direktfarbstoff |
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CN118161414A (zh) * | 2024-02-26 | 2024-06-11 | 广州慕可生物科技有限公司 | 一种具有调理蓬松功效的组合物及其在洗发水产品中的应用 |
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- 2000-10-14 US US09/868,550 patent/US6602494B1/en not_active Expired - Lifetime
- 2000-10-14 WO PCT/EP2000/010134 patent/WO2001028506A1/de not_active Application Discontinuation
- 2000-10-14 BR BR0007230-3A patent/BR0007230A/pt not_active Application Discontinuation
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Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6399050B1 (en) | 1999-06-18 | 2002-06-04 | L'oreal S.A. | Hair cosmetic composition in the form of a water-in-silicone emulsion comprising at least one fixing polymer |
FR2818902A1 (fr) * | 2001-01-02 | 2002-07-05 | Oreal | Composition de traitement cosmetique comprenant une silicone volatile, un tensioactif silicone et un tensioactif cationique, et procede de traitement cosmetique des matieres keratiniques |
FR2818903A1 (fr) * | 2001-01-02 | 2002-07-05 | Oreal | Composition transparente de traitement cosmetique, de type emulsion eau-dans-huile, et procede de traitement cosmetique des matieres keratiniques |
WO2002053112A1 (fr) * | 2001-01-02 | 2002-07-11 | L'oreal | Composition cosmetique comprenant une silicone volatile, un tensioactif silicone et un tensioactif cationique |
WO2002053113A1 (fr) * | 2001-01-02 | 2002-07-11 | L'oreal | Composition transparente de traitement cosmetique de type emulsion eau-dans-huile |
US7833517B2 (en) | 2001-01-02 | 2010-11-16 | L'oreal | Transparent oil-in-water emulsion cosmetic treatment composition |
US7833516B2 (en) | 2001-01-02 | 2010-11-16 | L'oreal | Cosmetic composition comprising a volatile silicone, a silicone surfactant and a cationic surfactant |
JP2003055144A (ja) * | 2001-08-17 | 2003-02-26 | Nippon Shikizai Inc | 組成物 |
CN102579300A (zh) * | 2012-03-21 | 2012-07-18 | 张西亚 | 洗发液 |
EP3886795B1 (de) | 2018-11-27 | 2022-12-14 | L'oreal | Zusammensetzung für keratinfasern mit einem direktfarbstoff |
Also Published As
Publication number | Publication date |
---|---|
DE19950711A1 (de) | 2001-05-03 |
EP1200047A1 (de) | 2002-05-02 |
BR0007230A (pt) | 2001-10-16 |
US6602494B1 (en) | 2003-08-05 |
JP2003512308A (ja) | 2003-04-02 |
AU2834601A (en) | 2001-04-30 |
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