EP2651384A2 - Substituierte cycloalkanverbindungen in haarreinigungs- und -konditioniermitteln - Google Patents
Substituierte cycloalkanverbindungen in haarreinigungs- und -konditioniermittelnInfo
- Publication number
- EP2651384A2 EP2651384A2 EP11801653.4A EP11801653A EP2651384A2 EP 2651384 A2 EP2651384 A2 EP 2651384A2 EP 11801653 A EP11801653 A EP 11801653A EP 2651384 A2 EP2651384 A2 EP 2651384A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- hair
- group
- weight
- cleansing
- acid
- 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.)
- Withdrawn
Links
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- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 229940078812 myristyl myristate Drugs 0.000 description 1
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- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229910052615 phyllosilicate Inorganic materials 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 229940115476 ppg-1 trideceth-6 Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- FJWSMXKFXFFEPV-UHFFFAOYSA-N prop-2-enamide;hydrochloride Chemical compound Cl.NC(=O)C=C FJWSMXKFXFFEPV-UHFFFAOYSA-N 0.000 description 1
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- 239000011674 pyridoxal Substances 0.000 description 1
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- 229940079053 quaternium-27 Drugs 0.000 description 1
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 1
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- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- VIDTVPHHDGRGAF-UHFFFAOYSA-N selenium sulfide Chemical compound [Se]=S VIDTVPHHDGRGAF-UHFFFAOYSA-N 0.000 description 1
- 229960005265 selenium sulfide Drugs 0.000 description 1
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- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
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- 229940057950 sodium laureth sulfate Drugs 0.000 description 1
- URLJMZWTXZTZRR-UHFFFAOYSA-N sodium myristyl sulfate Chemical class CCCCCCCCCCCCCCOS(O)(=O)=O URLJMZWTXZTZRR-UHFFFAOYSA-N 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
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- 239000011975 tartaric acid Substances 0.000 description 1
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- 239000010677 tea tree oil Substances 0.000 description 1
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- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- 235000019157 thiamine Nutrition 0.000 description 1
- KYMBYSLLVAOCFI-UHFFFAOYSA-N thiamine Chemical compound CC1=C(CCO)SCN1CC1=CN=C(C)N=C1N KYMBYSLLVAOCFI-UHFFFAOYSA-N 0.000 description 1
- 229960003495 thiamine Drugs 0.000 description 1
- 239000011721 thiamine Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical group [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 239000010496 thistle oil Substances 0.000 description 1
- AQWHMKSIVLSRNY-UHFFFAOYSA-N trans-Octadec-5-ensaeure Natural products CCCCCCCCCCCCC=CCCCC(O)=O AQWHMKSIVLSRNY-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- JREYOWJEWZVAOR-UHFFFAOYSA-N triazanium;[3-methylbut-3-enoxy(oxido)phosphoryl] phosphate Chemical compound [NH4+].[NH4+].[NH4+].CC(=C)CCOP([O-])(=O)OP([O-])([O-])=O JREYOWJEWZVAOR-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- FAGMGMRSURYROS-UHFFFAOYSA-M trihexadecyl(methyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(CCCCCCCCCCCCCCCC)CCCCCCCCCCCCCCCC FAGMGMRSURYROS-UHFFFAOYSA-M 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 229940046001 vitamin b complex Drugs 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
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- 239000010497 wheat germ oil Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
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- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000001841 zingiber officinale Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- 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
Definitions
- the invention is in the field of cosmetics and relates to hair cleansing and / or hair conditioning compositions containing surfactants and substituted cycloalkane compounds.
- the invention further relates to the use of the hair cleansing and hair conditioning agents for improving the surface gloss of hair.
- Cosmetic hair treatment preparations for the cleaning and / or care of hair have long been known and are regularly improved or adapted to the changing needs of consumers.
- An important goal in the production of hair cleansing and / or conditioning agents is therefore to preserve or restore the optical and haptic properties of healthy hair.
- WO 1997/038667 proposes hair treatment compositions containing silicones of a particularly small particle size in an aqueous base.
- the treated hair should have a long-lasting sensation of moisture, suppleness and softness.
- a weighting of the hair should be avoided.
- Another object of the invention was to find caring or active substance combinations for hair cleansing and / or hair conditioners, which can be incorporated easily into the respective means without negatively altering the texture and / or the foam properties of the compositions.
- the invention relates to hair cleansing and / or hair conditioning agents, the cosmetic carrier
- Y is a cycloalkylene group having 5 to 7 C atoms
- R 3 represents a hydrogen atom, a methyl or an ethyl group, p is an integer from 0 to 5,
- R 4 is a hydrogen atom or a methyl group
- q is an integer from 0 to 5
- the hair cleansing and / or hair conditioning compositions according to the invention contain the obligatory components in a cosmetic carrier, which may preferably be aqueous or aqueous-alcoholic.
- the cosmetic carrier preferably contains at least 40% by weight of water.
- the cosmetic carrier may contain 0.01 to 50% by weight, preferably 0.05 to 45% by weight and in particular 0.1 to 40% by weight of at least one alcohol which may be selected from ethanol, ethyl diglycol, 1-Propanol, 2-propanol, isopropanol, 1, 2-propylene glycol, glycerol, 1-butanol, 2-butanol, 1, 2-butanediol, 1, 3-butanediol, 1-pentanol, 2-pentanol, 1, 2 Pentanediol, 1, 5-pentanediol, 1, hexanol, 2-hexanol, 1, 2-hexanediol, 1, 6-hexanediol, sorbitol, benzyl alcohol, phenoxyethanol or mixtures of these alcohols.
- at least one alcohol which may be selected from ethanol, ethyl diglycol, 1-Propanol, 2-propanol, isopropano
- ethanol ethyl diglycol
- 1-propanol 2-propanol
- isopropanol 1, 2-propylene glycol
- glycerol benzyl alcohol and / or phenoxyethanol and mixtures of these alcohols.
- Preferred compounds of the aforementioned formula (I) are water-soluble.
- Water-soluble compounds within the meaning of the invention are to be understood as meaning those compounds which have a solubility of at least 2 g / 100 g of water under standard conditions (25 ° C., 1013 mbar).
- Preferred water-soluble compounds of the formula (I) have at least one water solubility, in each case under standard conditions, of at least 5 g / 100 g of water, preferably of at least 10 g / 100 g of water and particularly preferred compounds are completely water-soluble, by which it is to be understood that they form a solution in every proportion with water.
- n D 20 refractive index n D 20 of at least 1.45, preferably of at least 1.46, more preferably of at least 1.47 and in particular of at least 1.48.
- the refractive index n represents the deflection of an electromagnetic radiation at the interface between two optically different materials.
- the refractive index between air and a compound is a specific material property of this compound, which depends on the temperature and the wavelength of the measured radiation depends.
- the refractive index n between air and the compound to be measured at the standard wavelength (D-line of sodium, about 589 nm) and at room temperature (20 ° C) is determined. This refractive index is referred to as n D 2 °.
- the measurement methods for refractive indices are familiar to the person skilled in the art and are reflected in common standard technical literature.
- Further preferred compounds of the aforementioned formula (I) are those which are solid at room temperature and have a melting point in the range from 30 to 75 ° C, preferably from 35 to 70 ° C and in particular from 40 to 65 ° C.
- Y is a 1, 2-cyclopentylene, a 1, 3-cyclopentylene, a 1, 2-cyclohexylene
- radicals R 1 and R 2 represent identical groups
- R 3 and R 4 are preferably hydrogen or a methyl group
- p is preferably an integer from 1-3
- q is preferably an integer from 0 -3 stands.
- Y is a 1,4-cyclohexylene group
- radicals R 1 and R 2 represent identical groups
- 1,4-Cyclohexanedimethanol can in principle be in the form of two stereoisomers.
- Isomer is used as a pure trans isomer or as an isomeric mixture of cis and iran isomers.
- a suitable for use in the inventive hair cleaning and / or hair conditioners isomer mixture consists for example of about 31% c / s-isomer and about 69% iransisomer and is commercially available under the designation Vertiyl ® AB-1000 (Fa. Eastman Chemical Company).
- the compound (s) of the formula (I) may be present in the hair-cleansing and / or hair-conditioning compositions according to the invention preferably in an amount of from 0.05 to 15% by weight, preferably from 0.1 to 12.5% by weight. % and in particular from 0.5 to 10 wt .-% are used.
- the hair cleansing and / or hair conditioning compositions according to the invention contain (based on their total weight) 0.1 to 60 wt .-% of at least one surfactant selected from the group of anionic, amphoteric / zwitterionic, nonionic and / or cationic surfactants.
- Anionic surfactants may preferably be added to the compositions according to the invention, based on their total weight, in amounts of from 0.1 to 20% by weight, more preferably from 0.5 to 17.5% by weight and in particular from 1 to 15% by weight. be added.
- Suitable anionic surfactants which may be used in the compositions of the invention include:
- Sulfosuccinic acid mono- and / or dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic acid monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups,
- Esters of tartaric acid and citric acid with alcohols which are adducts of about 2-15 molecules of ethylene oxide and / or propylene oxide with fatty alcohols containing 8 to 22 carbon atoms, alkyl and / or alkenyl ether phosphates of the formula
- R 1 is preferably an aliphatic hydrocarbon radical having 8 to 30 carbon atoms
- R 2 is hydrogen, a radical (CH 2 CH 2 O) n R 1 or X, n is from 0 to 10 and X is hydrogen, an alkali metal radical or alkaline earth metal or NR 3 R 4 R 5 R 6 , where R 3 to R 6 are independently of one another a C 4 - hydrocarbon radical.
- Preferred anionic surfactants are ether carboxylic acids of the abovementioned formula, acylsarcosides having 8 to 24 C atoms in the acyl group, sulfosuccinic acid mono- and / or dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic acid monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups, alpha-olefin sulfonates having 8 to 24 carbon atoms and / or alkyl sulfate and / or Alkylpolyglykolethersulfatsalze the aforementioned formula.
- Particularly preferred anionic surfactants are straight-chain or branched alkyl ether sulfates which contain an alkyl radical having 8 to 18 and in particular 10 to 16 C atoms and 1 to 6 and in particular 2 to 4 ethylene oxide units.
- anionic surfactants are straight-chain or branched alkyl sulfonates which contain an alkyl radical having 8 to 18 and in particular 10 to 16 carbon atoms.
- sodium, magnesium and / or triethanolamine salts of linear or branched lauryl, tridecyl and / or myristyl sulfates which have a degree of ethoxylation of from 2 to 4.
- Amphoteric / zwitterionic surfactants may, preferably in amounts of from 0.1 to 15% by weight, more preferably from 0.5 to 12.5% by weight and in particular from 1 to 10% by weight, based on the total weight of the compositions according to the invention. -% to be added.
- Suitable amphoteric / zwitterionic surfactants can be selected from compounds of the following formulas (i) to (v) in which the radical R is in each case a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms stands,
- amphoteric / zwitterionic surfactants are alkylamidoalkylbetaines and / or alkylampho (di) acetates of the abovementioned formulas (i) to (v).
- Particularly suitable amphoteric / zwitterionic surfactants include the surfactants cocamidopropyl betaine and disodium cocoamphodiacetate known under the INCI name.
- Cationic surfactants may be added to the compositions according to the invention - preferably based on the total weight thereof - in amounts of from 0.1 to 10% by weight, based on the total composition. Amounts of 0.2 to 7.5 wt .-% and in particular from 0.3 to 5 wt .-% are particularly preferred.
- Suitable cationic surfactants are, for example, quaternary ammonium compounds, esterquats and / or amidoamines.
- Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkyl methylammonium chlorides, eg. Cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride, as well as the imidazolium compounds known under the INCI names Quaternium-27, Quaternium-83 and Quaternium-87.
- the alkyl chains of the above-mentioned surfactants preferably have 10 to 18 carbon atoms.
- Esterquats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element.
- Preferred esterquats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
- Such products are marketed under the trade names Stepantex® ®, Dehyquart® ®, ® and Armocare® Quartamin ®.
- alkylamidoamines are usually prepared by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
- a particularly suitable compound from this group of substances under the name Tegoamid ® S 18 stearamidopropyl commercially represent.
- Nonionic surfactants and / or nonionic emulsifiers may, preferably in an amount of from 0.1 to 15% by weight, preferably from 0.5 to 12.5% by weight and in particular from 1 to 10% by weight, based on the total weight of the compositions according to the invention .-% be added.
- nonionic surfactants / emulsifiers examples include C 8 -C 30 -fatty acid mono- and diesters of addition products of 1 to 30 mol of ethylene oxide with glycerol,
- Alkyloligoglucoside especially alkyl oligoglucosides based on hydrogenated C coconut oil having a DP of 1 -3, as for example, under the INCI name "coco-glucosides" commercially available are preferred.
- nonionic surfactants are the C 8 -C 30 fatty acid mono- and diesters of addition products of 1 to 30 moles of ethylene oxide with glycerol. Particularly preferred are the C 10 - C 16 -Fetklamono- and diesters of addition products of 1 to 10 moles of ethylene oxide to glycerol. Especially preferred is the PEG-7 glyceryl cocoate known under the INCI name.
- hair cleansing and / or hair conditioning compositions according to the invention contain, based on their total weight, a) (i) 0.1 to 10% by weight, more preferably 0.2 to 7.5% by weight and in particular 0 , 3 to 5
- Alkyl betaines the Alkylamidoalkylbetaine and the Alkylampho (di) acetate and / or
- Wt .-% 1, 4-cyclohexanedimethanol.
- hair-cleansing compositions which, in addition to component b), contain in each case at least one surfactant from the abovementioned groups (ii) and (iii).
- the surfactants from groups (ii) and (iii) have a weight ratio of 4: 1 to 1: 3, preferably 3.5: 1 to 1 : 2 and in particular from 3: 1 to 1: 1.
- hair cleansing compositions which contain, in addition to component b), at least one surfactant from the abovementioned groups (ii), (iii) and (i).
- hair cleansing compositions which, in addition to component b), each contain at least one surfactant from the abovementioned groups (ii), (iii) and (iv).
- the surfactants from groups (ii), (iii) and (iv) to have a weight ratio of (3-5) :( 1-3) :( 1 -2).
- hair conditioning agents which, in addition to component b), contain at least one surfactant from the aforementioned group (i).
- a long-lasting feeling of hair care is one of the objects of the present invention.
- the hair cleansing and / or hair conditioning compositions according to the invention may in another preferred embodiment 0.01 to 10 wt .-%, preferably 0.05 to 7 , 5 wt .-% and in particular 0.1 to 5 wt .-% of at least one cationic polymer.
- Suitable cationic polymers are, for example:
- quaternized cellulose derivatives such as are available under the names of Celquat ® and Polymer JR ® commercially
- hydrophobically modified cellulose derivatives for example those sold under the trade name SOFTCAT ® cationic polymers,
- honey for example the commercial product Honeyquat ® 50,
- cationic guar derivatives in particular those sold under the tradename Cosmedia Guar ® and Jaguar ® products,
- Such compounds are sold under the names Gafquat ® 734 and Gafquat ® 755 commercially,
- Vinylpyrrolidone vinylimidazoliummethochloride copolymers such as those offered under the names Luviquat.RTM ® FC 370, FC 550, FC 905 and HM 552,
- Polyquaternium 2 Polyquaternium 17, Polyquaternium 18, Polyquaternium-24, Polyquaternium 27, Polyquaternium-32, Polyquaternium-37, Polyquaternium 74 and Polyquaternium 89 known polymers.
- Suitable cationic polymers of the "temporarily cationic" polymers are usually contain an amino group present at certain pH values as a quaternary ammonium group and hence cationic.
- chitosan and its derivatives are preferred, such as for example, under the trade designations Hydagen ® CMF, Hydagen® ® HCMF, Kytamer PC and Chitolam NB / 101 are commercially available.
- Chitosans are deacetylated chitins, which are commercially available in different degrees of deacetylation and different degrees of degradation (molecular weights).
- Particularly preferred cationic polymers which can be used in the hair treatment compositions according to the invention are quaternized cellulose polymers, cationic guar derivatives and / or cationic polymers based on acrylic acid (derivative), which are in particular selected from the polymers known under the INCI names Polyquaternium-6, Polyquaternium -7, Polyquaternium-10, Polyquaternium-37 and / or Polyquaternium-67.
- hair cleansers and / or hair conditioners according to the invention preferably contain a) (i) 0.1 to 10% by weight, preferably 0.2 to 7.5% by weight, based on their total weight in particular from 0.3 to 5% by weight
- Alkyl betaines the Alkylamidoalkylbetaine and the Alkylampho (di) acetate and / or
- hair cleansing compositions which, in addition to component b), contain in each case at least one surfactant from the abovementioned groups (ii) and (iii).
- the surfactants from groups (ii) and (iii) have a weight ratio of 4: 1 to 1: 3, preferably 3.5: 1 to 1 : 2 and in particular from 3: 1 to 1: 1.
- hair cleansing compositions which contain, in addition to component b), at least one surfactant from the abovementioned groups (ii), (iii) and (i).
- hair cleansing compositions containing, in addition to component b), at least one surfactant from the abovementioned groups (ii), (iii) and (iv).
- the surfactants from groups (ii), (iii) and (iv) to have a weight ratio of (3-5) :( 1-3) :( 1 -2).
- hair conditioning agents which, in addition to component b), contain at least one surfactant from the aforementioned group (i).
- the hair-cleansing and / or hair-conditioning compositions according to the invention may also contain a number of other active ingredients which give them advantageous properties.
- Hair conditioners can be used include, for example:
- Oil, wax and / or fat components which in the respective hair treatment compositions (based on their total weight) preferably in an amount of 0.01 to 20 wt .-%, particularly preferably from 0.05 to 15 wt.% And in particular from 0.1 to 10% by weight can be used,
- Anti-dandruff active ingredients which in the respective hair treatment compositions (based on their total weight) preferably in an amount of 0.025 to 7.5 wt .-%, particularly preferably from 0.05 to 5 wt .-% and in particular from 0.075 to 3 wt .-% can be used.
- Suitable oil and / or fat components may preferably be selected from mineral, natural and synthetic oil components and / or fatty substances.
- natural (vegetable) oils usually triglycerides and mixtures of triglycerides are used.
- Preferred natural oils are coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango seed oil, meadowfoam seed oil, thistle oil, macadamia nut oil, grapeseed oil, Amaranth seed oil, argan oil, bamboo oil, olive oil, wheat germ oil, pumpkin seed oil, mallow oil, hazelnut oil, safflower oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, cocoa butter and shea butter.
- mineral oils are used in particular mineral oils, paraffin and Isoparaffinöle and synthetic hydrocarbons.
- An example of a usable hydrocarbon is for example that available as a commercial product 1, 3-di- (2-ethylhexyl) -cyclohexane (Cetiol ® S).
- Suitable synthetic oils are silicone compounds.
- Silicones have excellent conditioning properties on the hair. In particular, they cause better combability of the hair in the wet and dry state and in many cases have a positive effect on the hair and the softness of the hair.
- Suitable silicones may be selected from:
- polyalkyl siloxanes polyaryl siloxanes, polyalkylaryl siloxanes which are volatile or nonvolatile, straight chain, branched or cyclic, crosslinked or uncrosslinked;
- 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;
- oil component may further serve a dialkyl ether.
- dialkyl ethers are, in particular, di-n-alkyl ethers having a total of from 12 to 36 carbon atoms, in particular from 12 to 24 carbon atoms, such as, for example, di-n-octyl ether, di-n-decyl ether, di-n-nonyl ether, di-n -undecyl ether, di-n-dodecyl ether, n-hexyl n-octyl ether, n-octyl n-decyl ether, n-decyl n-undecyl ether, n-undecyl n-dodecyl ether and n-hexyl n-undecyl ether and di tert-butyl ether, di-isopentyl ether, di-3-ethyl decyl ether, tert-butyl n-octyl
- di-n-octyl ether which is commercially available under the name Cetiol ® OE.
- Fatty substances are to be understood fatty acids, fatty alcohols and natural and synthetic waxes, which may be present both in solid form and liquid in aqueous dispersion.
- the fatty acids used can be linear and / or branched, saturated and / or unsaturated fatty acids having 6 to 30 carbon atoms. Preference is given to fatty acids having 10 to 22 carbon atoms. Among these could be mentioned, for example, isostearic as the commercial products Emersol ® 871 and Emersol ® 875, and isopalmitic acids such as the commercial product Edenor ® IP 95, and all other products sold under the trade names Edenor ® (Cognis) fatty acids.
- fatty acids are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, Linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures.
- fatty acid cuttings obtainable from coconut oil or palm oil;
- stearic acid is usually preferred.
- fatty alcohols it is possible to use saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols with C 6 - C 30 -, preferably C 10 - C 2 2- and very particularly preferably C 12 - C 2 2- carbon atoms.
- the fatty alcohols are derived from preferably natural fatty acids, which can usually be based on recovery from the esters of fatty acids by reduction.
- those fatty alcohol cuts which are produced by reduction of naturally occurring triglycerides such as beef tallow, palm oil, peanut oil, rapeseed oil, cottonseed oil, soybean oil, sunflower oil and linseed oil or fatty acid esters formed from their transesterification products with corresponding alcohols, and thus represent a mixture of different fatty alcohols.
- Such substances are, for example, under the names Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®, for example, Lorol ® C8, Lorol C14 ®, Lorol C18 ®, ® Lorol C8-18, HD-Ocenol ®, Crodacol ® such as Crodacol ® CS, Novol ®, Eutanol ® G, Guerbitol ® 16, Guerbitol ® 18, Guerbitol ® 20, Isofol ® 12, Isofol ® 16, Isofol ® 24, Isofol ® 36, Isocarb ® 12, Isocarb ® 16 or acquire Isocarb® ® 24 for sale.
- wool wax alcohols as are commercially available, for example under the names of Corona ®, White Swan ®, Coronet ® or Fluilan ® can be used according to the invention.
- waxes there may be used solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerites, ceresin, spermaceti, sunflower wax, fruit waxes such as apple wax or citrus wax, microwaxes of PE or PP.
- Such waxes are available, for example, from Kahl & Co., Trittau.
- fatty substances are, for example
- Ester oils are to be understood as meaning the esters of C 6 - C 30 fatty acids with C 2 - C 30 fatty alcohols.
- the monoesters of the fatty acids with alcohols having 2 to 24 carbon atoms are preferred.
- Examples of fatty acid components used in the esters are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, Palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid, and technical mixtures thereof.
- fatty alcohol components in the ester oils are isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol , Behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures.
- isopropyl myristate IPM Rilanit ®
- isononanoic acid C16-18 alkyl ester Cetiol ® SN
- 2-ethylhexyl palmitate Cegesoft ® 24
- stearic acid 2-ethylhexyl ester Cetiol ® 868
- cetyl oleate glycerol tricaprylate
- caprate Kokosfettalkohol- / caprylate Cetiol ® LC
- n-butyl stearate oleyl erucate
- isopropyl palmitate IPP Rilanit ®
- Oleate (Cetiol ®), hexyl laurate (Cetiol ® A), di-n-butyl adipate (Cetiol ® B), myristyl myristate (Cetiol ® MM), Cetearyl Isononanoate (Cetiol ® SN), decyl oleate (Cetiol ® V).
- Dicarboxylic acid esters such as di-n-butyl adipate, di- (2-ethylhexyl) adipate, di- (2-ethylhexyl) succinate and di-isotridecyl acelate
- diol esters such as ethylene glycol dioleate, ethylene glycol diisotridecanoate, propylene glycol di (2) ethylhexanoate), propylene glycol diisostearate, propylene glycol di-pelargonate, butanediol diisostearate, neopentyl glycol dicaprylate,
- Glycerol carbonate or dicaprylyl carbonate (Cetiol ® CC)
- ethoxylated or non ethoxylated mono, - di- and trifatty acid esters of saturated and / or unsaturated linear and / or branched fatty acids with glycerol such as Monomuls 90-018 ®, ® Monomuls 90-L12, Cetiol ® HE or Cutina ® MD.
- Suitable antiperspirants may be selected from piroctone olamine, climbazole, zinc pyrithione, ketoconazole, salicylic acid, sulfur, selenium sulfide, tar preparations, undecenoic acid derivatives, burdock root extracts, poplar extracts, nettle extracts, walnut shell extracts, extracts, willow bark extracts, rosemary extracts and / or arnica extracts.
- compositions of the present invention include, for example
- Vitamins Vitamins, vitamin derivatives and / or vitamin precursors
- Suitable vitamins are preferably the following vitamins, provitamins and vitamin precursors and their derivatives:
- Vitamin A Retinol (vitamin A ⁇ and 3,4-didehydroretinol (vitamin A 2 ) belong to the group of substances called vitamin A.
- ß-carotene is the provitamin of retinol, for example vitamin A as the vitamin A component Acid and its esters, vitamin A aldehyde and vitamin A alcohol, and its esters such as palmitate and acetate.
- Vitamin B belong to the vitamin B group or to the vitamin B complex u. a.
- Vitamin B 3 • Vitamin B 3 .
- the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
- Vitamin B 5 pantothenic acid and panthenol.
- panthenol is preferred.
- Useful derivatives of panthenol are, in particular, the esters and ethers of panthenol, as well as cationically derivatized panthenols. Individual representatives are, for example, panthenol triacetate, panthenol monoethyl ether and its monoacetate, as well as cationic panthenol derivatives.
- Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal
- Vitamin C ascorbic acid: 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 a-tocopherol.
- 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.
- the hair cleansing and / or hair conditioning compositions according to the invention may preferably contain vitamins, provitamins and vitamin precursors from groups A, B, E and H.
- nicotinic acid amide particularly preferred are nicotinic acid amide, biotin, pantolactone and / or panthenol.
- Vitamins, vitamin derivatives and / or vitamin precursors may be present in the hair cleansing and / or hair conditioning agents (based on their total weight) preferably in an amount of 0.001 to 10% by weight, preferably 0.005 to 7.5% by weight and in particular 0.01 be used to 5 wt .-%.
- Suitable plant extracts are extracts that can be made from any part of a plant. Usually these extracts are produced by extraction of the whole plant. However, in individual cases it may also be preferred to prepare the extracts exclusively from flowers and / or leaves of the plant.
- Particularly preferred for use in the hair treatment compositions according to the invention are the extracts of green tea, stinging nettle, witch hazel, chamomile, aloe vera, ginseng, Echinacea purpurea, Olea europea and / or Boerhavia diffusa roots.
- 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 both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80 wt .-% of active substance and as a solvent used in their extraction agent or extractant mixture.
- the plant extracts may in the hair cleansing and / or hair conditioning compositions according to the invention (based on their total weight) preferably in an amount of 0.01 to 10 wt .-%, preferably 0.05 to 7.5 wt .-% and in particular 0.1 be used to 5 wt .-%.
- Suitable humectants or penetrants and / or swelling agents which can be added to the hair cleansing and / or hair conditioning agents according to the invention are, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives , Benzyl alcohol, glycerin, glycol and glycol ethers, 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-dodecanediol, 1 , 3-propanediol, 1, 6-hexanediol, 1, 5-pentanedi
- the humectants may in the compositions of the invention - based on the total weight - in amounts of 0.01 to 10 wt .-%, preferably in amounts of 0.05 to 5 wt .-% and in particular in amounts of 0.1 to 3 wt .-% are used.
- auxiliaries and additives which can be used in the hair-cleansing and / or hair-conditioning compositions according to the invention are, for example:
- Thickening agents such as gelatin or vegetable gums, for example agar-agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum, locust bean gum, linseed gums, dextrans, cellulose derivatives, e.g. As methylcellulose, hydroxyalkylcellulose and carboxymethylcellulose, starch fractions and derivatives such as amylose, amylopectin and dextrins, clays and phyllosilicates such. As bentonite or fully synthetic hydrocolloids such.
- Structurants such as maleic acid and lactic acid
- fiber-structure-improving active ingredients in particular mono-, di- and oligosaccharides such as, for example, glucose, galactose, fructose, fructose and lactose,
- Substances for adjusting the pH for example ⁇ - and ⁇ -hydroxycarboxylic acids such as citric acid, lactic acid, malic acid, glycolic acid,
- Active ingredients such as bisabolol,
- Ceramides are understood as meaning N-acylsphingosine (fatty acid amides of sphingosine) or synthetic analogs of such lipids (so-called pseudo-ceramides),
- Propellants such as propane-butane mixtures, N 2 O, dimethyl ether, C0 2 and air,
- Bodying agents such as sugar esters, polyol esters or polyol alkyl ethers,
- Preservatives such as sodium benzoate or salicylic acid
- Viscosity regulators such as salts (NaCl).
- the hair cleansing and / or hair conditioning agents according to the invention preferably have pH values in the range from 1 to 7, preferably from 2 to 6.5 and in particular from 3 to 6.
- the hair cleansing and / or hair conditioning compositions according to the invention have excellent properties when applied to the hair.
- Treated dry hair has an improved hair feel and increased hair shine. They feel soft, supple and elastic.
- the combination of active substances according to the invention can be incorporated very well into an aqueous or aqueous-alcoholic base. Stable, rich hair conditioners and / or hair conditioners with excellent foaming properties can be made.
- a second object of the invention is the cosmetic use of a hair cleansing and / or hair conditioning composition according to any one of claims 1 to 9 for improving the hair grip and the surface gloss of hair.
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Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE201010063248 DE102010063248A1 (de) | 2010-12-16 | 2010-12-16 | Substituierte Cycloalkanverbindungen in Haarreinigungs- und -konditioniermitteln |
| PCT/EP2011/071728 WO2012080018A2 (de) | 2010-12-16 | 2011-12-05 | Substituierte cycloalkanverbindungen in haarreinigungs- und -konditioniermitteln |
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| Publication Number | Publication Date |
|---|---|
| EP2651384A2 true EP2651384A2 (de) | 2013-10-23 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP11801653.4A Withdrawn EP2651384A2 (de) | 2010-12-16 | 2011-12-05 | Substituierte cycloalkanverbindungen in haarreinigungs- und -konditioniermitteln |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2651384A2 (de) |
| DE (1) | DE102010063248A1 (de) |
| WO (1) | WO2012080018A2 (de) |
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| US9943816B2 (en) | 2014-10-20 | 2018-04-17 | Eastman Chemical Company | Amphoteric ester sulfonates |
| US9533951B2 (en) | 2014-10-20 | 2017-01-03 | Eastman Chemical Company | Heterocyclic amphoteric compounds |
| US9381147B2 (en) * | 2014-10-20 | 2016-07-05 | Johnson & Johnson Consumer Inc. | Compositions comprising zwitterionic ester ammonioalkanoates |
| US11414380B2 (en) | 2015-09-17 | 2022-08-16 | Eastman Chemical Company | Amphoteric compounds |
| US9993408B2 (en) | 2015-09-17 | 2018-06-12 | Johnson & Johnson Consumer Inc. | Compositions comprising zwitterionic alkyl-alkanoylamides and/or alkyl alkanoates |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4873079A (en) * | 1987-08-21 | 1989-10-10 | Clairol Incorporated | Hair coloring composition and its method of use |
| EP0893983B1 (de) | 1996-04-18 | 2001-12-05 | Kao Corporation | Haarkosmetische zusammensetzung |
| DE19757508A1 (de) | 1997-12-23 | 1999-06-24 | Henkel Kgaa | Haarbehandlungsmittel |
| US6749836B1 (en) * | 1998-01-30 | 2004-06-15 | Eastman Chemical Company | Hair care compositions |
| FR2917968B1 (fr) * | 2007-06-29 | 2010-02-26 | Oreal | Compositions cosmetiques detergentes comprenant quatre tensioactifs, un polymere cationique et un agent benefique et utilisation |
| DE102008038137A1 (de) * | 2008-08-18 | 2010-02-25 | Henkel Ag & Co. Kgaa | Sulfatfreies mildes Tensidsystem zur Haut- und Haarreinigung |
| US20100158821A1 (en) * | 2008-12-22 | 2010-06-24 | Eastman Chemical Company | Antimicrobial agents, compositions and products containing the same, and methods of using the compositions and products |
-
2010
- 2010-12-16 DE DE201010063248 patent/DE102010063248A1/de not_active Withdrawn
-
2011
- 2011-12-05 WO PCT/EP2011/071728 patent/WO2012080018A2/de not_active Ceased
- 2011-12-05 EP EP11801653.4A patent/EP2651384A2/de not_active Withdrawn
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| Title |
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| See references of WO2012080018A2 * |
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| Publication number | Publication date |
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| WO2012080018A2 (de) | 2012-06-21 |
| DE102010063248A1 (de) | 2012-06-21 |
| WO2012080018A3 (de) | 2014-01-09 |
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