EP2370176A2 - Haarbehandlungsmittel mit imidazolinen und diestern des ethylenglycols - Google Patents
Haarbehandlungsmittel mit imidazolinen und diestern des ethylenglycolsInfo
- Publication number
- EP2370176A2 EP2370176A2 EP09768099A EP09768099A EP2370176A2 EP 2370176 A2 EP2370176 A2 EP 2370176A2 EP 09768099 A EP09768099 A EP 09768099A EP 09768099 A EP09768099 A EP 09768099A EP 2370176 A2 EP2370176 A2 EP 2370176A2
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- EP
- European Patent Office
- Prior art keywords
- hair
- weight
- formula
- acid
- preferred
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—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
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
-
- 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
- A61Q5/004—Preparations used to protect coloured hair
Definitions
- the invention relates to hair treatment compositions containing cationic imidazolines and diesters of
- Ethylene glycols and the use of these agents for the treatment of skin and hair.
- the available active ingredients generally preferably act on the hair surface.
- the known active ingredients can not cover all needs sufficiently. There is therefore still a need for active ingredients or combinations of active ingredients for cosmetic
- Quaternary ammonium compounds of the mono-, di- and / or trialkylammonium type have been known for a long time.
- a disadvantage of these compounds, however, is their lack of biological
- ester quats cationic compounds containing at least one ester group
- ester quats cationic compounds containing at least one ester group
- a first object of the present invention is therefore a hair treatment composition containing a) at least one quaternary imidazoline derivative having at least two long fat residues according to the formula I and
- the radicals R1 and R2 are each independently a saturated or unsaturated, linear or branched hydrocarbon radical having 8 to 30 carbon atoms, and
- - X ' is anion from the group consisting of methosulfate, chloride, fluoride, bromide or the phosphates, b) at least one diester of ethylene glycol having two long fatty residues according to the formula II
- radicals R3 and R4 are each independently a saturated or unsaturated, linear or branched hydrocarbon radical having 8 to 30
- combing is understood according to the invention both the combability of the wet fiber, as well as the combability of the dry fiber.
- combing used the combing work or the force used during the combing process of a fiber collective.
- the measurement parameters can be assessed by the skilled person or quantified by measuring devices.
- the grip defines the tactility of a fiber collective, whereby the expert sensoryly senses and evaluates the parameters fullness and suppleness of the collective.
- cosmetic creams, emulsions, gels or surfactant-containing foaming solutions for example shampoos, foam aerosols or other preparations which are particularly suitable for use on the hair
- cosmetic carriers may in particular be aqueous or aqueous-alcoholic.
- An aqueous cosmetic carrier contains at least 50% by weight of water.
- Aqueous-alcoholic cosmetic carriers aqueous solutions in the context of the present invention comprising 3 to 70 wt .-% of a C r C 6 alcohol, especially methanol, ethanol or propanol, isopropanol, butanol, isobutanol, tert-butanol, n -Pentanol, iso-pentanols, n-hexanol, isohexanols, glycol, glycerol, 1, 2-pentanediol, 1, 5-pentanediol, 1, 2-hexanediol or 1, 6-hexanediol to understand.
- the compositions of the invention may additionally contain other organic solvents, such as methoxybutanol, benzyl alcohol, ethyl diglycol or 1, 2-propylene glycol. Preference is given to all water-soluble organic solvents.
- the agents according to the invention contain at least one quaternary imidazoline compound, i. a compound having a positively charged imidazoline ring.
- the formula I shown below shows the structure of these compounds.
- n 11, 15, 17, 19 or 20 and X is
- Hair treatment preparations characterized in that they contain at least one quaternary
- Imidazoline derivative of the formula I in which both radicals R 1 and R 2 are the radical - (CH 2 J 20 CH 3 and X " means methosulfate, are preferred according to the invention.
- a commercial product of this chain length is known, for example, under the name Quaternium-91.
- the imidazolines of the formula I are preferably in the compositions according to the invention in
- Amounts from 0.01 to 20 wt.% Preferably in amounts of 0.05 to 10 wt.% And most preferably in amounts of 0.1 to 7.5 wt.% Contain. The very best results are included
- Preferred hair treatment compositions according to the invention contain - based on her
- compositions according to the invention contain at least one diester of ethylene glycol with two long fatty residues.
- Particularly preferred compounds of the formula II can be characterized by
- k and m independently represent values from 7 to 29.
- k m
- very particular preference k and m are each the values n, 13, 15, 17 or 19.
- Particularly preferred hair treatment compositions according to the invention are characterized in that they contain at least one diester of ethylene glycol with two long fatty radicals of the formula II, in which both radicals R3 and R4 are the radical - (CH 2 ) I7 CH 3 .
- the diesters of ethylene glycol having two long fatty radicals of the formula II are preferably present in the compositions according to the invention in amounts of from 0.01 to 20% by weight, preferably in amounts of from 0.05 to 10% by weight and very particularly preferably in amounts of 0, 1 to 7.5% by weight. The very best results are obtained with amounts of from 0.1 to 5% by weight, based in each case on the total composition of the particular agent.
- Preferred hair treatment compositions according to the invention contain - based on their weight - 0.1 to 5 wt .-%, preferably 0.25 to 4 wt .-%, more preferably 0.5 to 3 wt .-% and in particular 0.75 to 2 wt % Diester of ethylene glycol with two long fat residues of formula II.
- the agents according to the invention contain an active ingredient combination of at least two constituents, the constituents a) and b) preferably being used within a specific weight ratio to one another.
- the weight ratio of imidazoline derivatives of the formula I to diesters of the ethylene glycol of the formula II is 20: 1 to 1:20, more preferably 10: 1 to 1:10, particularly preferably 5: 1 to 1: 5 and in particular 2.5 : 1 to 1: 2.5.
- the agents according to the invention may contain further active ingredients and adjuvants. These are described below.
- the agents according to the invention preferably additionally comprise at least one emulsifier or a surfactant, surface-active substances being referred to as surfactants or as emulsifiers, depending on the field of use, and selected from anionic, cationic, zwitterionic, ampholytic and nonionic surfactants and emulsifiers.
- preferred hair treatment compositions are characterized in that they - based on its weight - 0.5 to 70 wt .-%, preferably 1 to 60 wt .-% and in particular 5 to 25 wt .-% of anionic (s) and / or nonionic (s) and / or cationic and / or amphoteric surfactant (s).
- Suitable anionic surfactants and emulsifiers for the compositions according to the invention are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. As a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group having about 8 to 30 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be present in the molecule.
- anionic surfactants and emulsifiers are, in each case in the form of the sodium, potassium and ammonium as well as the mono-, di- and trialkanolammonium salts having 2 to 4 C atoms in the alkanol group, linear and branched fatty acids with 8 to 30 carbon atoms (soaps),
- Y is --CH - COOR 2 wherein X is H or a -CH 2 COOR group, Y is H or -OH is under the condition that Y is H when X is -CH 2 COOR, R, R 1 and R 2 independently of one another denote a hydrogen atom, an alkali metal or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a radical Z derived from a polyhydroxylated organic compound selected from the group of etherified (C 6 -C 8 ) Alkyl polysaccharides having 1 to 6 monomeric saccharide units and / or the etherified aliphatic (C 6 -C 6 ) hydroxyalkylpolyols having 2 to 16 hydroxyl radicals are selected, provided that at least one of the groups R, R 1 or R 2 is one Rest Z is,
- esters of sulfosuccinic acid or sulfosuccinates of general formula (III) are examples of esters of sulfosuccinic acid or sulfosuccinates of general formula (III),
- Alkyl sulfates and alkyl polyglycol ether sulfates of the formula R- (O-CH 2 -CH 2 ) X -OSO 3 H, in which R is a preferably linear alkyl group having 8 to 30 C atoms and x 0 or 1 to 12, mixed surface-active hydroxysulfonates,
- Zwitterionic surfactants and emulsifiers are those surface-active compounds which carry at least one quaternary ammonium group and at least one -COO (- 'or -SO 3 ' " 'group in the molecule.)
- Particularly suitable zwitterionic surfactants and emulsifiers are the so-called betaines, such as N-alkyl-N, N-dimethylammonium glycinates, for example the cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines each having 8 to 18 C -atoms in the alkyl or acyl group as well as the coconut acylaminoethylhydroxyethylcarboxymethylglycinat a preferred
- C 24 - Alkyl or acyl group contain at least one free amino group and at least one -COOH or -SO 3 H group and capable of forming internal salts are.
- suitable ampholytic surfactants are N-alkylglycines, N-alkylaminopropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 C Atoms in the alkyl group.
- Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate and C 2 - C 8 - acyl sarcosine.
- Alkylphenols having 8 to 15 C atoms in the alkyl group having 8 to 15 C atoms in the alkyl group
- Polyols having 3 to 6 carbon atoms in particular glycerol,
- Polyol fatty (partial) ester as Hydagen ® HSP (Cognis) or Sovermol ® - types (Cognis), especially of saturated C. 8 3 o-fatty acids, alkoxylated triglycerides, alkoxylated fatty acid alkyl esters,
- Ci O -alkyl groups essentially of C 2 - - C 4 alkyl groups and consists essentially of C 8 - to C 6 -alkyl or substantially of Ci 2
- sugar building block Z it is possible to use any desired mono- or oligosaccharides. Usually, sugars with 5 or 6 carbon atoms and the corresponding oligosaccharides are used.
- Such sugars are, for example, glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allose, altrose, mannose, gulose, idose, talose and sucrose.
- Preferred sugar building blocks are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
- the alkylpolyglycosides which can be used according to the invention contain on average 1, 1 to 5 sugar units. Alkyl polyglycosides having x values of 1.1 to 2.0 are preferred. Very particular preference is given to alkyl glycosides in which x is 1: 1 to 1, 8.
- alkyl (oligo) glucosides eg. B. Montanov ® 68
- fatty alcohols eg. B. Montanov ® 68
- Sterols e.g. Ergosterol, stigmasterol, sitosterol and mycosterols,
- Phospholipids e.g. B. lecithins or phosphatidylcholines
- Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate
- Preferred nonionic surface-active substances have been the alkylpolyglycosides, optionally in admixture with fatty alcohols, alkoxylated polydialkylsiloxanes, alkylene oxide amide products of saturated linear fatty alcohols and fatty acids with 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid.
- cationic surfactants of the quaternary ammonium compound type are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides.
- the long alkyl chains of these surfactants preferably have 10 to 18 carbon atoms, such as.
- composition of the invention the addition of fatty alcohol (s) and / or fatty alcohol alkoxylate (s), preferably C 2-22 fatty alcohol (s) and / or C 2-22 fatty alcohol ethoxylate (s) having 10 to 30 EO units , particularly preferably C 16 . 18 fatty alcohol (s) and / or C 16 . 18 - fatty alcohol ethoxylate (s) having from 12 to 20 EO units, preferably in amounts of from 5 to 20% by weight, preferably from 7.5 to 17.5% by weight and in particular from 10 to 15% by weight, each based on the weight of the agent included.
- the hair-treatment compositions according to the invention may be used with particular preference as amphoteric surfactants betaines of the formula (II)
- alkylpolyglycosides corresponding to the general formula RO - (Z) x , where R is alkyl, Z is sugar and x is the number of sugar units.
- Ci O -alkyl groups essentially of C 2 - - and C ⁇ alkyl groups, essentially of C 8 - to C 6 -alkyl or substantially of Ci 2
- sugar building block Z it is possible to use any desired mono- or oligosaccharides.
- sugars with 5 or 6 carbon atoms and the corresponding oligosaccharides are used.
- Such sugars are, for example, glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allose, altrose, mannose, gulose, idose, talose and sucrose.
- Preferred sugar building blocks are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
- the alkylpolyglycosides which can be used according to the invention contain on average 1, 1 to 5 sugar units. Alkyl polyglycosides having x values of 1.1 to 2.0 are preferred. Very particular preference is given to alkyl glycosides in which x is 1: 1 to 1, 8.
- cetyltrimethylammonium chloride stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and triceptylmethylammonium chloride.
- Further preferred cationic surfactants are the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
- Dialkyldimethylammoniumchloride having preferably 10 to 18 carbon atoms in the alkyl radical and / or
- the agents according to the invention can also contain amphoteric polymers. These additionally have at least one negatively charged group in the molecule and are also referred to as zwitterionic polymers. Preferably, the polymer or polymers are used within narrower ranges. Thus, agents according to the invention are preferred which, based on their weight, are from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight, more preferably from 0.2 to 3.5% by weight and in particular from 0.25 to 2.5% by weight of amphoteric polymer (s).
- agents contain amphoteric polymers or not
- further preferred agents according to the invention are characterized in that they contain, based on their weight, from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight. -%, particularly preferably 0.2 to 3.5 wt .-% and in particular 0.25 to 2.5 wt .-% cationic (s) polymer (s) included.
- R 1 is a methyl group
- Suitable physiologically tolerated counterions X " are, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ions, preference being given to halide ions, in particular chloride.
- a particularly suitable homopolymer is, if desired, crosslinked, poly (methacryloyloxyethyltrimethylammonium chloride) with the INCI name Polyquaternium-37.
- poly methacryloyloxyethyltrimethylammonium chloride
- Rheocare ® CTH Cosmetic Rheologies
- Synthalen® ® CR Ethnichem
- the crosslinking can be carried out with the aid of poly olefinically unsaturated compounds, for example divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglyceryl ethers, or allyl ethers of sugars or sugar derivatives such as erythritol, pentaerythritol, arabitol, mannitol, sorbitol, sucrose or glucose.
- Methylenebisacrylamide is a preferred crosslinking agent.
- the homopolymer is preferably used in the form of a nonaqueous polymer dispersion which should not have a polymer content of less than 30% by weight.
- Copolymers with monomer units of the formula (G1-I) contain, as nonionic monomer units, preferably acrylamide, methacrylamide, acrylic acid C 1 -4 -alkyl esters and C 1 -4 -alkyl methacrylates.
- nonionic monomers preferably acrylamide, methacrylamide, acrylic acid C 1 -4 -alkyl esters and C 1 -4 -alkyl methacrylates.
- the acrylamide is particularly preferred.
- These copolymers can also be crosslinked, as described above in the case of the homopolymers.
- a copolymer preferred according to the invention is the crosslinked acrylamide-methacryloyloxyethyltrimethylammonium chloride copolymer.
- Such copolymers in which the monomers are present in a weight ratio of about 20:80 are commercially available as approximately 50% non-aqueous polymer dispersion 92 under the name Salcare ® SC.
- Other preferred cationic polymers are, for example, quaternized cellulose derivatives, such as are available under the names of Celquat ® and Polymer JR ® commercially.
- the compounds Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives, cationic alkyl polyglycosides according to DE-PS 44 13 686, cationized honey, for example the commercial product Honeyquat ® 50, cationic guar derivatives, such as in particular the products sold under the trade name Cosmedia guar ® and Jaguar ® products, polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid.
- Merquat ® 100 Poly (dimethyldiallylammonium chloride)
- Merquat ® 550 dimethyldiallylammonium chloride
- Such compounds are sold under the names Gafquat ® 734 and Gafquat ® 755 commercially,
- hair-treatment compositions according to the invention are preferred which, based on their weight, are from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight, particularly preferably from 0.2 to 3.5 Wt .-% and in particular 0.25 to 2.5 wt .-% cationic (s) polymer (s), containing preferred cationic (s) polymer (s) is / are selected from
- Poly (methacryloyloxyethyltrimethylammonium chloride) (INCI: Polyquaternium-37) and / or; quaternized cellulose derivatives (INCI: Polyquaternium 10) and / or cationic alkylpolyglycosides and / or cationized honey and / or cationic guar derivatives and / or polymeric dimethyldiallylammonium salts and their copolymers with esters and
- the agents of the invention may contain amphoteric polymers.
- amphoteric polymers preferably usable amphoteric polymers are composed essentially together
- R1-CH CR2-CO-Z- (CnH2n) -N (+) R3R4R5 A (-) (Z-I)
- R 1 and R 2 independently of one another represent hydrogen or a methyl group and R 3, R 4 and R 5 independently represent alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer from 2 to 5 and A (-) is the anion of an organic or inorganic acid and
- R6-CH CR7-COOH (Z-II) in which R6 and R7 are independently hydrogen or
- Suitable starting monomers are, for. Dimethylaminoethylacrylamide, dimethylaminoethylmethacrylamide, dimethylaminopropylacrylamide, dimethylaminopropylmethacrylamide and Diethylaminoethylacrylamide when Z is an NH group or dimethylaminoethyl acrylate,
- the acrylamidopropyltrimethylammonium chloride is a most preferred monomer of the
- Formula (Z-I) over the monomers of formula (Z-II) were present in excess. It is therefore preferred according to the invention to use those polymers which consist of monomers of the formula (Z-I) and the monomers of the formula (Z-II) in a molar ratio of 60:40 to 95: 5, in particular of
- Polymer (s) comprise monomers A) and B), wherein A) and B) are selected from
- R1-CH CR2-CO-Z- (CnH2n) -N (+) R3R4R5A (-) (ZI) in which R 1 and R 2 independently of one another represent hydrogen or a methyl group and R 3, R 4 and R 5 independently of one another Alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer of 2 to 5 and A (-) is the anion of an organic or inorganic acid, and
- Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
- preferred hair treatment compositions according to the invention are characterized in that they contain as care substance - based on their weight - 0.01 to 5 wt .-%, preferably 0.02 to 2.5 wt .-%, particularly preferably 0.05 to 1, 5 Wt .-%, more preferably 0.075 to 1 wt .-% and in particular 0.1 to 0.25 wt .-% amino acid (s), preferably from the group of glycine and / or alanine and / or valine and / or lysine and / or leucine and / or threonine.
- vitamins, provitamins or vitamin precursors are described below:
- Vitamin B 3 the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
- Preferred according to the invention is the nicotinic acid amide which is contained in the agents used according to the invention preferably in amounts of from 0.05 to 1% by weight, based on the total agent.
- Vitamin B 5 pantothenic acid, panthenol and pantolactone. Panthenol and / or pantolactone are preferably used in the context of this group.
- Derivatives of panthenol which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols. Individual representatives are, for example, panthenol triacetate, panthenol monoethyl ether and its monoacetate, as well as cationic panthenol derivatives.
- the said compounds of the vitamin B 5 type are preferably contained in the agents according to the invention in amounts of 0.05-10% by weight, based on the total agent.
- Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal
- Vitamin C ascorbic acid
- Vitamin C is used in the agents according to the invention preferably in amounts of 0.1 to 3 wt .-%, based on the total agent.
- Use in the form of palmitic acid ester, glucosides or phosphates may be preferred.
- the use in combination with tocopherols may also be preferred.
- Vitamin E tocopherols, especially ⁇ -tocopherol.
- Tocopherol and its derivatives which include in particular the esters such as the acetate, the nicotinate, the phosphate and the succinate, are preferably present in the agents according to the invention in amounts of 0.05-1% by weight, based on the total agent.
- Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
- Vitamin H is the compound (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-d] imidazole-4-valeric acid, for which, however, the trivial name biotin has meanwhile prevailed.
- Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0% by weight, in particular in amounts of from 0.001 to 0.01% by weight.
- Particularly preferred hair treatment compositions according to the invention are characterized in that they contain as care substance - based on their weight - 0.0001 to 1 wt .-%, preferably 0.001 to 0.5 wt .-% and particularly preferably 0.005 to 0.1 wt .-% containing at least one ubiquinone and / or at least one ubiquinol and / or at least one derivative of these substances, preferred agents containing a ubiquinone of the formula (Ubi)
- the agents according to the invention may also contain plastoquinones.
- preferred agents according to the invention are characterized in that they are 0.0002 to 4 wt .-%, preferably 0.0005 to 3 wt .-%, particularly preferably 0.001 to 2 wt .-%, more preferably 0.0015 to 1 and in particular 0.002 to 0.5 wt .-% of at least one plastoquinone of the formula (Ubi-Ib)
- compositions according to the invention may contain purine and / or purine derivatives.
- the combination of purine and / or purine derivatives with ubiquinones and / or plastoquinones means that the hairs treated with appropriate agents show, inter alia, higher measured values in differential thermal analysis and improved wet and dry combabilities.
- the agents according to the invention may therefore contain purine and / or derivative (s) of the purine.
- the purines and the purine derivatives some representatives are particularly preferred according to the invention.
- preferred hair treatment compositions according to the invention are characterized in that they contain as care substance - based on their weight - 0.001 to 2.5 wt .-%, preferably 0.0025 to 1 wt .-%, particularly preferably 0.005 to 0.5 wt .-% and in particular from 0.01 to 0.1% by weight of purine (s) and / or purine derivative (s), the following compounds being preferred: purine, adenine, guanine, uric acid, hypoxanthine, 6-purinethiol, 6-thioguanine, xanthine , Caffeine, theobromine, theophylline.
- compositions of the invention may vary the nature and amount of the purine derivative.
- Caffeine has proved particularly useful in hair cosmetic formulations, for example in shampoos preferably in amounts of from 0.005 to 0.25% by weight, more preferably from 0.01 to 0.1% by weight and in particular from 0.01 to 0, 05 wt .-% (in each case based on the shampoo) can be used.
- the agents according to the invention may contain at least one carbohydrate from the group of monosaccharides, disaccharides and / or oligosaccharides.
- preferred hair treatment compositions according to the invention are characterized in that they contain as care substance - based on their weight - 0.01 to 5 wt .-%, preferably 0.05 to 4.5 wt .-%, particularly preferably 0.1 to 4 wt. -%, more preferably 0.5 to 3.5 wt .-% and in particular 0.75 to 2.5 wt% carbohydrate (s) selected from monosaccharides, disaccharides and / or oligosaccharides containing preferred carbohydrates are selected out
- spironolactone in the form of hair tonic and in combination with minoxidil can be used for external application.
- Spironolactone acts as an androgen receptor blocker, ie. the binding of DHT to the hair follicles is prevented.
- Additional antidandruff active ingredients for example climbazole, piroctone olamine or zinc pyrithione
- climbazole, piroctone olamine or zinc pyrithione are used to purposefully reduce the amount of dandruff causing the dandruff, to restore the normal bacterial count to the normal percentage and to reduce the scaling to the physiological level.
- laboratory tests have shown that the different species representatives of Pityrosporum ovale react differently to the antidandruff active ingredients. In order to combat all dandruff agents maximum is therefore a combination of anti-dandruff active ingredients most successful.
- the agents according to the invention may contain emulsifiers (F).
- Emulsifiers which can be used according to the invention are, for example Addition products of 4 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide to linear fatty alcohols having 8 to 22 carbon atoms, to fatty acids having 12 to 22 carbon atoms and to alkylphenols having 8 to 15 carbon atoms in the alkyl group,
- Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate (commercial product Dehymuls ® PGPH),
- Linear and branched fatty acids with 8 to 30 C atoms and their Na, K, ammonium, Ca, Mg and Zn salts.
- compositions according to the invention may preferably comprise at least one nonionic
- Values of 10 to 15 may be particularly preferred according to the invention.
- copolymers of at least one anionic monomer and at least one nonionic monomer are preferable to use copolymers of at least one anionic monomer and at least one nonionic monomer.
- anionic monomers reference is made to the substances listed above.
- Preferred nonionic monomers are acrylamide, methacrylamide, acrylic esters, methacrylic esters, vinylpyrrolidone, vinyl ethers and vinyl esters.
- This copolymer may also be crosslinked, with crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
- crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
- crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
- Such a polymer is contained in the commercial product Sepigel ® 305 from SEPPIC.
- This compound which in addition to the polymer component contains a hydrocarbon mixture (Ci 3 -Ci 4 -lsopar
- anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred Be networking agents. Such compounds are, for example, under the trademark
- Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also color-retaining polymers.
- Methyl vinyl ether copolymer available under the name Stabileze® ® QM.
- the preparations comprise a plurality of, in particular two, different polymers of the same charge and / or in each case an ionic and an amphoteric and / or nonionic polymer.
- an agent according to the invention may also contain UV filters (I).
- the UV filters to be used according to the invention are not subject to any general restrictions with regard to their structure and their physical properties. On the contrary, all UV filters which can be used in the cosmetics sector and whose absorption maximum lies in the UVA (315-400 nm), in the UVB (280-315 nm) or in the UVC ( ⁇ 280 nm) range are suitable. UV filters with an absorption maximum in the UVB range, in particular in the range from about 280 to about 300 nm, are particularly preferred.
- the teaching of the invention also includes the use of a combination of several UV filters.
- the combination of at least one water-insoluble UV filter with at least one UV filter with a cationic group is preferred.
- Agents are preferably 0.05 to 10 wt.%, Based on the total agent, particularly preferably 0.1 to 5, and in particular 0.1 to 3 wt.%.
- alcohols and mixtures thereof can be used as extraction agent for the preparation of said plant extracts water.
- the alcohols are lower alcohols such as ethanol and isopropanol, but especially polyhydric alcohols such as ethylene glycol and propylene glycol, both as sole extractant and in admixture with water, are preferred.
- Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
- the plant extracts can be used according to the invention both in pure and in diluted form. If used in dilute form, they usually contain about 2
- Extracting agent or extractant mixture Extracting agent or extractant mixture.
- compositions according to the invention mixtures of several, especially two, different plant extracts.
- Penetrants and / or swelling agents are included. These include, for example, to count
- Glycol and glycol ethers for example, propylene glycol and propylene glycol ethers, for example
- Propylene glycol monoethyl ether carbonates, bicarbonates, diols and triols, and in particular
- 1, 2-diols and 1, 3-diols such as 1, 2-propanediol, 1, 2-pentanediol, 1, 2-hexanediol, 1, 2
- a particularly preferred group of ingredients are the silicones.
- Preferred agents according to the invention are characterized in that they contain at least one silicone, preferably a silicone, which is selected from:
- polyalkyl siloxanes polyaryl siloxanes, polyalkylaryl siloxanes which are volatile or nonvolatile, straight chain, branched or cyclic, crosslinked or uncrosslinked;
- linear polysiloxane A) - polyoxyalkylene
- B block copolymers of the type (AB) n with n>3
- grafted silicone polymers having a non-silicone organic backbone consisting of an organic backbone formed from organic monomers containing no silicone grafted with at least one polysiloxane macromer in the chain and optionally at least one chain end
- grafted polysiloxane backbone silicone polymers having grafted thereto non-silicone organic monomers having a polysiloxane backbone to which at least one organic macromer not containing silicone has been grafted in the chain, and optionally at least at one of its ends ; or their mixtures.
- Particularly preferred agents according to the invention preferably comprise the silicone (s) in
- silicones have viscosities at 20 0 C for from 0.2 to 2 mmV 1, wherein silicones having viscosities of 0.5 to 1 mmV 1 are particularly preferred.
- Silicones Such silicones may e.g. through the formula
- R in the above formula is a hydrocarbon or a hydrocarbon group of 1 to about 6 carbon atoms
- Q is a polar group of the general formula -R 1 HZ wherein R 1 is a divalent linking group attached to hydrogen and the group Z is an organic, amino-functional radical containing at least one amino-functional group, carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms;
- "a” assumes values in the range of about 0 to about 2
- "b” assumes values in the range of about 1 to about 3
- "a” + "b” is less than or equal to 3
- "c” is a number in the range from about 1 to about 3
- x is a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25, and y is a number ranging from about 20
- Non-limiting examples of the groups represented by R include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals and sulfur-containing radicals, such as mercaptoethyl, mercaptopropyl, mercaptohexyl, mercaptophenyl and the like; preferably R is an alkyl radical containing from 1 to about 6 carbon atoms, and most preferably R is methyl.
- R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, -CH 2 CH 2 OCH 2 - , -OCH 2 CH 2 -, -OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) OCH 2 -, - (CH 2 ) 3 CC (O) OCH 2 CH 2 -, C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2 ) 3 C (O) SCH 2 CH 2 -.
- Z is an organic, amino-functional radical containing at least one functional amino group.
- a possible formula for Z is NH (CH 2 ) Z NH 2 , wherein z is 1 or more.
- Another possible formula for Z is -NH (CH 2 ) Z (CH 2 ) zz NH, wherein both z and zz are independently 1 or more, this structure comprising diamino ring structures, such as piperazinyl.
- Z is most preferably a -NHCH 2 CH 2 NH 2 radical.
- Z is - N (CH 2 ) Z (CH 2 ) ZZ NX 2 or -NX 2 , wherein each X of X 2 is independently selected from the group consisting of hydrogen and alkyl groups of 1 to 12 carbon atoms, and zz is 0.
- Q is most preferably a polar, amine functional group of the formula -CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 .
- "a” assumes values in the range of about 0 to about 2
- "b” assumes values in the range of about 2 to about 3
- "a” + “b” is less than or equal to 3
- the molar ratio of R 3 Q b SiO (4. a. b) / 2 units to the R 0 SiO (4. C) / 2 units is in the range from about 1: 2 to 1:65, preferably from about 1: 5 to about 1:65, and most preferably from about 1: 15 to about 1: 20.
- the various variable substituents in the above formula may be different for the various silicone components present in the silicone blend.
- Preferred agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (Si-II)
- G is -H, a phenyl group, -OH, -O-CH 3 , -CH 3 , -O-CH 2 CH 3 , -CH 2 CH 3 , -O-CH 2 CH 2 CH 3 , -
- a is a number between O and 3, in particular O;
- b is a number between 0 and 1, in particular 1,
- n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10,
- R ' is a monovalent radical selected from O -QN (R ") - CH 2 -CH 2 -N (R") 2 o -QN (R ") 2 O -QN + (R") 3 A " o - QN + H (R ") 2 A " o -QN + H 2 (R ") A " o -QN (R ”) - CH 2 -CH 2 -N + R ⁇ 2 A " , where each Q is a chemical bond , -CH 2 -, -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CH 3 ) 2 -, - CH 2 CH 2 CH 2 CH 2 -, -CH 2 C (CHs) 2 -, -CH (CH 3 ) CH 2 CH 2 -,
- R " is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 - CH (CH 3 ) Ph, the C ⁇ o-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , - CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
- Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si-IIa)
- agents according to the invention which are an amino-functional silicone of the formula (Si-IIb)
- These silicones are referred to as amodimethicones according to the INCI declaration.
- Agents preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 10% by weight, preferably 0.1 to 8% by weight, particularly preferably 0.25 to 7.5% by weight and in particular 0, 5 to 5 wt.% Amino-functional silicone (s) included.
- agents according to the invention which contain at least one silicone of the formula Si-III
- x represents a number from 3 to 200, preferably from 3 to 10, more preferably from 3 to 7 and in particular 3, 4, 5 or 6.
- the NTU value Nephelometrie Turbidity Unit
- compositions according to the invention have advantageous properties and also confer advantageous properties on the hair treated with them. Benefits have been observed especially in hair and scalp treatment.
- hair treatment compositions according to the invention increase the elasticity of the hair treated with them and lead to an inner-structural strengthening of the hair fibers, which is e.g. reflected in higher melting temperatures in differential thermal analysis.
- compositions according to the invention cause an increase in the elasticity and, surprisingly, sebum-regulating effects. The visual impression of "greasy" skin or hair is thus avoided or weakened.
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Abstract
Description
Claims
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Application Number | Priority Date | Filing Date | Title |
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DE200810063372 DE102008063372A1 (de) | 2008-12-30 | 2008-12-30 | Haarbehandlungsmittel mit Imidazolinen und Diestern des Ethylenglycols |
PCT/EP2009/067168 WO2010076190A2 (de) | 2008-12-30 | 2009-12-15 | Haarbehandlungsmittel mit imidazolinen und diestern des ethylenglycols |
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EP2370176A2 true EP2370176A2 (de) | 2011-10-05 |
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EP09768099A Ceased EP2370176A2 (de) | 2008-12-30 | 2009-12-15 | Haarbehandlungsmittel mit imidazolinen und diestern des ethylenglycols |
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EP (1) | EP2370176A2 (de) |
DE (1) | DE102008063372A1 (de) |
WO (1) | WO2010076190A2 (de) |
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DE102010063923A1 (de) * | 2010-12-22 | 2012-06-28 | Henkel Ag & Co. Kgaa | Haarbehandlungsmittel |
DE102010063927A1 (de) * | 2010-12-22 | 2012-06-21 | Henkel Ag & Co. Kgaa | Haarbehandlungsmittel |
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DE3506543A1 (de) * | 1985-02-25 | 1986-08-28 | Henkel KGaA, 4000 Düsseldorf | Haarspuelmittel mit perlglanzeffekt |
DE3725030A1 (de) | 1987-07-29 | 1989-02-09 | Henkel Kgaa | Oberflaechenaktive hydroxysulfonate |
US5136093A (en) | 1991-02-06 | 1992-08-04 | Smith Ronald J | Quaternized panthenol compounds and their use |
US5393452A (en) * | 1992-11-09 | 1995-02-28 | General Electric Company | 2 in 1 shampoo system and conditioner comprising a silicon-polyether copolymer |
DE4413686C2 (de) | 1994-04-20 | 1996-10-24 | Henkel Kgaa | Kationische Zuckertenside, Verfahren zu ihrer Herstellung und deren Verwendung |
DE102008048438A1 (de) * | 2008-09-23 | 2010-03-25 | Henkel Ag & Co. Kgaa | Zusammensetzungen zur Reduktion des Bruches keratinischer Fasern |
-
2008
- 2008-12-30 DE DE200810063372 patent/DE102008063372A1/de not_active Withdrawn
-
2009
- 2009-12-15 WO PCT/EP2009/067168 patent/WO2010076190A2/de active Application Filing
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WO2010076190A3 (de) | 2013-01-03 |
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