EP2785315A2 - Agents de traitement capillaire comprenant une ou plusieurs silicones à substitution 4-morpholinométhyle - Google Patents
Agents de traitement capillaire comprenant une ou plusieurs silicones à substitution 4-morpholinométhyleInfo
- Publication number
- EP2785315A2 EP2785315A2 EP12775261.6A EP12775261A EP2785315A2 EP 2785315 A2 EP2785315 A2 EP 2785315A2 EP 12775261 A EP12775261 A EP 12775261A EP 2785315 A2 EP2785315 A2 EP 2785315A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- iii
- group
- formula
- weight
- hair treatment
- 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
Links
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- 229940043230 sarcosine Drugs 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 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
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 210000002027 skeletal muscle Anatomy 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 229940075560 sodium lauryl sulfoacetate Drugs 0.000 description 1
- UAJTZZNRJCKXJN-UHFFFAOYSA-M sodium;2-dodecoxy-2-oxoethanesulfonate Chemical compound [Na+].CCCCCCCCCCCCOC(=O)CS([O-])(=O)=O UAJTZZNRJCKXJN-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229960000368 sulisobenzone Drugs 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 229960003604 testosterone Drugs 0.000 description 1
- IPMYMEWFZKHGAX-ZKSIBHASSA-N theaflavin Chemical compound C1=C2C([C@H]3OC4=CC(O)=CC(O)=C4C[C@H]3O)=CC(O)=C(O)C2=C(O)C(=O)C=C1[C@@H]1[C@H](O)CC2=C(O)C=C(O)C=C2O1 IPMYMEWFZKHGAX-ZKSIBHASSA-N 0.000 description 1
- 235000014620 theaflavin Nutrition 0.000 description 1
- 229940026509 theaflavin Drugs 0.000 description 1
- 235000008118 thearubigins Nutrition 0.000 description 1
- 229960004559 theobromine Drugs 0.000 description 1
- 229960000278 theophylline Drugs 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
- 229960003087 tioguanine Drugs 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 125000001655 ubiquinone group Chemical group 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- 235000009492 vitamin B5 Nutrition 0.000 description 1
- 239000011675 vitamin B5 Substances 0.000 description 1
- 235000019159 vitamin B9 Nutrition 0.000 description 1
- 239000011727 vitamin B9 Substances 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
- 239000003643 water by type Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 229940075420 xanthine Drugs 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000002076 α-tocopherol Substances 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
- A61K8/72—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
-
- 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
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
- A61Q5/04—Preparations for permanent waving or straightening 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
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
Definitions
- the invention relates to hair treatment compositions containing specifically substituted silicone (s) and the use of these agents for the cleaning and / or care of hair.
- Keratin fiber care products affect the natural structure and properties of hair.
- the wet and dry combability of the hair, the hold and the fullness of the hair can be optimized or the hair can be protected from increased splits following such treatments. It has therefore long been customary to subject the hair to a special aftertreatment.
- the hair is treated with special active ingredients, for example quaternary ammonium salts or special polymers, usually in the form of a rinse.
- this treatment improves the combability, the hold and the fullness of the hair and reduces the splitting rate.
- Silicones and among them, amino-functional silicones are known as conditioners in hair-treatment agents, and such products are widely used in the market.
- conditioners amino-functional silicones
- such products are widely used in the market.
- equally good or better effects should be achieved even with significantly reduced quantities.
- the products should improve the grip, combability, softness, and volume of the hair or hairstyle, and significantly minimize the contact angle of water droplets on the treated hair, which is a measure of product performance. It has now been found that particularly advantageous results are achieved when incorporating certain silicone (s) in hair treatment compositions.
- a first object of the present invention are hair treatment compositions containing at least one 4-morpholinomethyl-substituted silicone, each having at least one of the structural units of the formulas (I), (II) and (III)
- End group B Si-bonded or D (O-linked),
- B is a group -OH, -O-Si (CH 3 ) 3 , -O-Si (CH 3 ) 2 OH, -O-Si (CH 3 ) 2 OCH 3 ,
- A is a structural unit (I), (II) or (III) attached via an -O- or an oligomeric or polymeric radical bonded via an -O- containing structural units of the formulas (I), (II) or (III) or Half of a connecting O atom to a structural unit (III) or is -OH,
- n, m and o stand for integers between 1 and 1000.
- Hair treatment compositions for the purposes of the present invention are, for example, hair shampoos, hair conditioners, conditioning shampoos, hairsprays, hair conditioners, hair treatments, hair wraps, hair tonics, perming solutions, hair dye shampoos, hair dyes, hair fixatives, hair dressings, hairstyling preparations, hair lotions, mousses, hair gels , Hair waxes or their combinations.
- means according to the invention are preferably agents which the man applies anyway.
- Preferred agents according to the invention are therefore shampoos, conditioners or hair tonics.
- the agents according to the invention contain as the first essential ingredient at least one 4-morpholinomethyl-substituted silicone. This silicone has in each case at least one of the structural units of the formulas (I), (II) and (III).
- the structural units of the formulas (I), (II) and (III) can be present randomly distributed in the molecule, but the silicones used according to the invention can also be block copolymers of blocks of the individual structural units, wherein the blocks can again be present statistically distributed.
- the * at the free valences of the structural units (I), (II) or (III) stands for a bond to one of the structural units (I), (II) or (III) or for an end group B (Si-bonded) or D (O-bound).
- Silicones particularly preferably used in the context of the present invention have at least one terminal dimethylsilylhydroxy group, ie are selected from silicones in which
- the structural unit (III) becomes one of the structural units (IIIa), (IIIb) or (Never):
- the subscripts m, n and o for integers may be between 2 and 1000.
- the second case also covers oligomeric or polymeric radicals which contain at least two different structural units of the formulas (I), (II) or (III), as shown in formula (IIId):
- a, b, and c are integers between 0 and 1000, with the proviso that a + b + c> 0 and n and o are integers between 1 and 1000.
- A is half of a connecting O atom to a structural unit (III) (represents in the structural unit (Never) or for -OH (shown in the structural unit (Nif)
- Another object of the present invention are hair treatment compositions containing at least one 4-morpholinomethyl-substituted silicone of the formula (IV)
- B is a group -OH, -O-Si (CH 3 ) 3 , -O-Si (CH 3 ) 2 OH, -O-Si (CH 3 ) 2 OCH 3 ,
- n, m and o are integers between 1 and 1000,
- siloxane units m, n and o are randomly distributed.
- Silicones particularly preferably used in the context of the present invention have at least one terminal dimethylsilylhydroxy group, ie are selected from silicones in which
- formula (IV) is thus specified to one of the formulas (IVa), (IVb), (IVc), (IVd), (IVe) or (IVf) as in the priority document on pages 6 to 8 discloses.
- Hair treatment agents preferred according to the invention comprise at least one 4-morpholinomethyl-substituted silicone of the formula (V)
- A is a structural unit (I), (II) or (III) attached via an -O- or an oligomeric or polymeric radical bonded via an -O- containing structural units of the formulas (I), (II) or (III) or Half of a connecting O atom to a structural unit (III) or is -OH,
- B is a group -OH, -O-Si (CH 3 ) 3 , -O-Si (CH 3 ) 2 OH, -O-Si (CH 3 ) 2 OCH 3 ,
- a, b and c stand for integers between 0 and 1000, with the proviso that a + b + c> 0 n and o stand for integers between 1 and 1000.
- Structural formula (V) is intended to make it clearer than formula (IV) that the siloxane groups n and o do not necessarily have to be bound directly to an end grouping B or D, respectively. Rather, in preferred formulas (V) a> 0 or b> 0 and in particularly preferred formulas (V) a> 0 and b> 0, i. the terminal moiety B or D is preferably attached to a dimethylsiloxy moiety. Also in formula (V), the siloxane units a, b, c, n and o are preferably randomly distributed.
- Silicones particularly preferably used in the context of the present invention have at least one terminal dimethylsilylhydroxy group, ie are selected from silicones in which
- formula (V) is thus specified to one of the formulas (Va), (Vb), (Vc), (Vd), (Ve) or (Vf):
- the structural unit (III) or the siloxane units o in the formulas (IV) and (V) can form via the group A nest or partial cage structures, if A stands for a half of a connecting O atom to a structural unit (III).
- Hair treatment compositions according to the invention which contain silicones with corresponding 4-morpholinomethyl-substituted silsequioxane partial structures are preferred according to the invention since these silicones lead to enormously improved combabilities and drastically reduced contact angles. Hair treatment compositions according to the invention are accordingly characterized in that they contain at least one 4-morpholinomethyl-substituted silicone which has structural units of the formula (VI)
- R 1 , R 2 , R 3 and R 4 independently of one another, denote -H, -CH 3 , a group D, a structural unit (I), (II) or (III) or an oligomeric or polymeric radical comprising structural units of the formulas (I), (II ) or (III) or
- R 5 -CH 3 or a structural unit of the formula (I) or (II) or (III) or an oligomeric or polymeric radical containing structural units of the formulas (I), (II) or (III)
- R 6 -OH, -CH 3 , or a structural unit of the formula (I) or (II) or (III) or an oligomeric or polymeric radical containing structural units of the formulas (I), (II) or (III).
- At least one of the radicals R 1, R 2, R 3 or R 4 is an oligomeric or polymeric radical containing structural units of the formulas (I), (II) or (III).
- at least one of the radicals R 1, R 2, R 3 or R 4 is an oligomeric or polymeric radical containing structural units of the formulas (I) and (II).
- at least one of the radicals R 1, R 2, R 3 or R 4 is an oligomeric or polymeric radical containing structural units of the formulas (I) and (II).
- At least one of the radicals R 1, R 2, R 3 or R 4 is a - [- Si (CH 3 ) 2 -O] m - grouping, ie an oligo- or polymer of the structural unit (I).
- the structural unit (II) or an oligo- or polymer thereof is preferably never alone, but always bound in a random distribution with further structural units of the formula (I) as one of the radicals R 1, R 2, R 3 or R 4 in the molecule.
- Preferred silicones of the formula (VI) can be described by the formula (VI a)
- R 1 , R 2 and R 4 independently of one another, denote -H, -CH 3 , a group D, a structural unit (I), (II) or (III) or an oligomeric or polymeric radical comprising structural units of the formulas (I), (II) or (III) stand or
- R 5 -CH 3 or a structural unit of the formula (I) or (II) or (III) or an oligomeric or polymeric radical containing structural units of the formulas (I), (II) or (III)
- R 6 -OH, -CH 3 , or a structural unit of the formula (I) or (II) or (III) or an oligomeric or polymeric radical containing structural units of the formulas (I), (II) or (III)
- A is a structural unit (I), (II) or (III) attached via an -O- or an oligomeric or polymeric radical bonded via an -O- containing structural units of the formulas (I), (II) or (III) or Half of a connecting O atom to a structural unit (III) or is -OH,
- a, b and c stand for integers between 0 and 1000, with the proviso that a + b + c> 0 n and o stand for integers between 1 and 1000.
- radicals and indices are as defined above and the indices d and e stand for integers between 0 and 1000.
- compositions according to the invention contain at least one 4-morpholinomethyl-substituted silicone which has structural units of the formula (VII)
- a radical is 4-morpholinomethyl
- siloxane units m, n and o or a, b, c, x and y are present randomly distributed.
- Particularly preferred hair treatment compositions according to the invention contain at least one silicone of the following formula (VII a)
- Very particularly preferred hair treatment compositions according to the invention contain at least one silicone of the following formula (VII b)
- the bridging oxygen atoms between the morpholinomethyl-substituted silicon atoms can also be represented by a - [- Si (CH 3 ) 2 -O] m grouping, ie an oligo- or polymer of the structural unit (I) to be extended.
- Corresponding hair treatment compositions according to the invention which contain at least one 4-morpholinomethyl-substituted silicone which has structural units of the formula (VIII)
- R is a residue 4-morpholinomethyl
- R6 is -H or the grouping
- compositions according to the invention contain at least one silicone of the following formula (VIII a)
- Very particularly preferred hair treatment compositions according to the invention contain at least one silicone of the following formula (VIII b)
- silicones are preferred in which m> (n + o) or (a + b + c)> (n + o).
- Still further preferred hair treatment agents include a 4-morpholinomethyl substituted silicone in which more than 90 mole percent of the structural units are dimethylsiloxy units, i. in which the structural unit (I) makes up at least nine tenths of all the structural units of the silicone used.
- silicones are preferred in which m> 10 (n + o) or (a + b + c)> 10 (n + o).
- Still further preferred hair treatment agents include a 4-morpholinomethyl substituted silicone in which more than 98 mole percent of the structural units are dimethylsiloxy units, i. in which the structural unit (I) makes up at least ninety-eight hundredths of all the structural units of the silicone used.
- silicones are preferred in which m> 50 (n + o) or (a + b + c)> 50 (n + o).
- Still further preferred hair treatment agents include a 4-morpholinomethyl substituted silicone in which more than 98.5 mole percent of the structural units are dimethylsiloxy units, i. in which the structural unit (I) makes up at least nine hundred and eighty-five thousandths of all the structural units of the silicone used.
- silicones are preferred in which m> 75 (n + o) or (a + b + c)> 75 (n + o).
- Still further preferred hair treatment agents include a 4-morpholinomethyl substituted silicone in which more than 99 mole percent of the structural units are dimethylsiloxy units, i. in which the structural unit (I) makes up at least nine tenths of all the structural units of the silicone used.
- silicones are preferred in which m> 100 (n + o) or (a + b + c)> 100 (n + o).
- preferred hair treatment compositions according to the invention are characterized in that they contain at least one 4-morpholinomethyl-substituted silicone in which
- the or 4-morpholinomethyl-substituted silicone (s) can be used in varying amounts depending on the purpose of the invention.
- Preferred hair treatment compositions according to the invention are characterized in that they are, based on their weight, from 0.00001 to 10% by weight, preferably from 0.0001 to 7.5% by weight, particularly preferred 0.001 to 5 wt .-%, more preferably 0.01 to 3 wt .-% and in particular 0.1 to 1 wt .-% 4-morpholinomethyl-substituted (s) silicone (s) included.
- Nonionic components which are particularly suitable here are ethoxylates of decanol, undecanol, dodecanol, tridecanol, etc. Ethoxylated tridecanols have proven to be particularly suitable, which are incorporated with particular preference into the compositions according to the invention.
- particularly preferred hair treatment compositions contain - based on their weight - 0.00001 to 5 wt .-%, preferably 0.0001 to 3.5 wt .-%, particularly preferably 0.001 to 2 wt .-%, more preferably 0.01 to 1 wt .-% and in particular 0, 1 to 0.5 wt .-% branched, ethoxylated tridecanol (INCI name: Trideceth-5) or a-iso-tridecyl-u hydroxypolyglycolether (INCI name: Trideceth-10) or their mixtures.
- compositions of the invention contain depending on the application further essential ingredients.
- Cleansing or conditioning compositions such as shampoos or conditioners contain at least one surfactant, surfactants depending on the field of use being referred to as surfactants or as emulsifiers and being selected from anionic, cationic, zwitterionic, ampholytic and nonionic surfactants and emulsifiers.
- Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.5 to 70% by weight, preferably from 1 to 60% by weight and in particular from 5 to 25% by weight of anionic 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 as well as 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,
- Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 carbon atoms are alpha-sulfofatty acids having 8 to 30 carbon atoms.
- R CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, for example acylglutamates, which from fatty acids having 6 to 22, preferably 12 to 18 carbon atoms, such as C 12 / 14- or Ci 2 / i8-coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid, particularly sodium N-cocoyl and sodium N-stearoyl-L-glutamate,
- esters of a hydroxy-substituted di- or tricarboxylic acid of the general formula (II)
- Y is CHCOOR 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 and R 2 independently of one another denote a hydrogen atom, an alkali metal or alkaline earth metal cation, an ammonium group which is a cation of an ammonium organic base or a Z radical 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 ) -hydroxyalkyl polyols having 2 to 16 hydroxyl radicals are selected, provided that at least one of the groups R, R or R 2 is a radical Z,
- esters of sulfosuccinic acid or sulfosuccinates of general formula (III) are examples of esters of sulfosuccinic acid or sulfosuccinates of general formula (III),
- R and R 2 independently of one another, denote a hydrogen atom, an alkali or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a Z radical derived from a polyhydroxylated organic compound selected from the group consisting of etherified (C 6 -) C 18 ) -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, with the proviso that at least one of the groups R or R 2 is a radical
- Sulfosuccinic acid mono- and dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups,
- 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 with 8 to 30 C atoms and x 0 or 1-12,
- Esters of tartaric acid and citric acid with alcohols which are addition products of approximately 2-15 molecules of ethylene oxide and / or propylene oxide with C 8 -22 fatty alcohols represent
- Monoglyceride sulfates and monoglyceride ether sulfates Monoglyceride sulfates and monoglyceride ether sulfates.
- Preferred anionic surfactants and emulsifiers are acyl glutamates, acyl isethionates, acyl sarcosinates and acyl taurates, each having a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds, which in particularly preferred embodiments of an octanoyl, decanoyl, lauroyl , Myristoyl, palmitoyl and stearoyl radical, esters of tartaric acid, citric acid or succinic acid or the salts of these acids with alkylated glucose, in particular the products with the INCI name Disodium Coco-Glucoside Citrate, Sodium Coco-Glucoside Tartrate and Disodium Coco-glucosides sulfosuccinates, alkyl polyglycol ether sulfates and ether carboxylic acids having 8 to 18 carbon atoms in the alkyl group and up to 12 ethoxy groups in the
- Zwitterionic surfactants and emulsifiers are surface-active compounds which contain at least one quaternary ammonium group and at least one in the molecule - carry or -S0 3 ⁇ _) group - COO ⁇ _).
- Particularly suitable zwitterionic surfactants and emulsifiers are the so-called betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3 carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
- a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
- Further preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acid salts having 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule and sulfosuccinic acid mono- and dialkyl esters having 8 to 18 carbon atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethylester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups.
- Particularly preferred anionic surfactants are the alkali metal or ammonium salts of lauryl ether sulfate having a degree of ethoxylation of 2 to 4 EO.
- Particularly preferred hair treatment compositions according to the invention are characterized in that they contain - based on their weight - 0.1 to 20 wt .-%, preferably 0.25 to 17.5 wt .-% and in particular 5 to 15 wt .-% of anionic (s ) Surfactant (s), more preferably fatty alcohol ether sulfates of the formula
- n represents values of from 5 to 21, preferably from 7 to 19, particularly preferably from 9 to 17 and in particular from 1 to 13 and k for values of 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, preferably 1, 2 or 3 and especially 2
- M is a cation from the group Na + , K + NH 4 + , Mg 2+ , Zn 2+ , preferably Na + ,
- Zwitterionic surfactants and emulsifiers are surface-active compounds which contain at least one quaternary ammonium group and at least one in the molecule - carry or -S0 3 ⁇ _) group - COO ⁇ _).
- Particularly suitable zwitterionic surfactants and emulsifiers are the so-called betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3 carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
- Ampholytic surfactants and emulsifiers are surface-active compounds which, apart from a C 8 - contain at least one free amino group and at least one -COOH or -S0 3 H group and alkyl or acyl group capable of forming inner salts - C 2 4 are.
- 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, cocoacylaminoethylaminopropionate and the d 2 -C 8 -acylsarcosine.
- Particularly preferred hair treatment compositions according to the invention are characterized in that they contain amphoteric surfactant (s) from the groups of N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkyl sarcosines, 2-Alkylaminopropion Acid each having about 8 to 24 carbon atoms in the alkyl group, alkyl aminoacetic acids containing around 8 to 24 carbon atoms in the alkyl group, N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate, d 2 - C 8 - acyl sarcosine, N-alkyl ⁇ , ⁇ -dimethylammonium glycinates, for example cocoalkyl dimethylammonium
- Particularly preferred hair treatment compositions contain as amphoteric surfactants betaines of the formula (Bet-I)
- R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.
- Cocoamidopropylbetaine Representatives derived from coconut fatty acids, are preferred and are referred to as Cocoamidopropylbetaine. According to the invention, particular preference is given to using surfactants of the formula (Bet-I) which are a mixture of the following representatives:
- agents according to the invention are preferred which, based on their weight, are from 0.25 to 8% by weight, more preferably from 0.5 to 7% by weight, more preferably from 0.75 to 6.5% by weight and in particular 1 to 5.5 wt .-% of surfactant (s) of the formula (Bet-I) included.
- the hair-treatment compositions of the invention may be used with particular preference as amphoteric surfactants betaines of the formula (Bet-II)
- R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.
- surfactants are referred to according to the INCI nomenclature as amphoacetates, wherein the representatives derived from coconut fatty acids are preferred and are referred to as cocoamphoactetates.
- surfactants of this type always also contain betaines of the formula (Bet-IIa)
- R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms and M is a cation.
- surfactants are referred to according to the INCI nomenclature as Amphodiacetate, wherein the representatives derived from coconut fatty acids are preferred and are referred to as Cocoamphodiactetate.
- agents according to the invention are preferred which, based on their weight, are from 0.25 to 8% by weight, more preferably from 0.5 to 7% by weight, more preferably from 0.75 to 6.5% by weight and in particular 1 to 5.5 wt .-% of surfactant (s) of the formula (Bet-II) included.
- nonionic surfactants are alkyl polyglycosides. Accordingly, hair treatment compositions according to the invention are preferred which contain as nonionic surfactants - based on their weight - 0, 1 to 20 wt .-% alkylpolyglycosides of the general formula RO- (Z) x , where R is alkyl, Z for sugar and x for the number the sugar units stands.
- alkylpolyglycosides corresponding to the general formula RO - (Z) x , where R is alkyl, Z is sugar and x is the number of sugar units.
- R is alkyl
- Z is sugar
- x is the number of sugar units.
- Ci 2 - to Ci 6 alkyl groups consisting essentially of Ci 2 - to Ci 6 alkyl groups or
- 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.
- 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.
- compositions according to the invention which can be used particularly advantageously in the compositions according to the invention, especially in admixture with alkylpolyglycosides, are glutamates, asparaginates and sulfoacetates.
- hair treatment compositions according to the invention are preferred which contain, based on their weight, from 0.1 to 20% by weight of fatty acid glutamates (acylglutamates) and / or fatty acid asparaginates (acylasparaginates) and / or alkylsulfoacetates (sulfoacetic acid alkyl esters).
- R-CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X is hydrogen, an alkali metal and / or alkaline earth metal, ammonium, alkylammonium, alka nolammonium or glucammonium.
- Acylglutamates are known anionic surfactants which can be obtained, for example, by Schotten-Baumann acylation of glutamic acid with fatty acids, fatty acid esters or chlorides. Products for sale are available, for example, from Hoechst AG, Frankfurt / DE or Ajinomoto Co. Inc., Tokyo / JP.
- acyl glutamates are anionic surfactants, which as from fatty acids having 6 to 22, preferably -1 derived from 12 to 18 carbon atoms, such as C12 / 14 or C12 / 18-coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid , Particularly preferred are sodium N-cocoyl and sodium N-stearoyl-L-glutamate
- compositions according to the invention may contain the alkyl and / or alkenyl oligoglucosides and the acyl glutamates in a weight ratio of 1:99 to 99: 1, preferably 10:90 to 90:10 and in particular 80:20 to 50:50.
- R-CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alka nolammonium or glucammonium stands.
- Acylasparaginates are known anionic surfactants which can be obtained, for example, by Schotten-Baumann acylation of aspartic acid with fatty acids, fatty acid esters or chlorides. Products for sale are available, for example, from Hoechst AG, Frankfurt / DE or Ajinomoto Co. Inc., Tokyo / JP.
- acylasparaginates are anionic surfactants derived from fatty acids having 6 to 22, preferably 12 to 18 carbon atoms, such as C12 / 14 or C12 / 18 coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid. Particularly preferred are sodium N-cocoyl and sodium N-stearoyl-L-aspartate
- the agents according to the invention may also contain the alkyl and / or alkenyl oligoglucosides and the acylasparaginates in a weight ratio of 1:99 to 99: 1, preferably 10:90 to 90:10 and in particular 80:20 to 50:50.
- Sulfoacetates sulfoacetic acid esters
- esters of sulfoacetic acid are usually salts of esters of sulfoacetic acid and can be represented by the general formula
- R is a linear or branched alkyl or alkenyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium stands.
- the use of the sodium salt of sulfoacetic acid with the INCI is particularly preferred.
- Sodium lauryl sulphoacetate is a white, free-flowing powder which reacts neutrally, with good foaming power, wetting power and dispersibility.
- Cationic surfactants of the quaternary ammonium compound type, the esterquats and the amidoamines can be used according to the invention.
- Preferred quaternary ammonium compounds 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.
- cetyl trimethyl ammonium chloride stearyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetylmethyl ammonium chloride.
- Further preferred cationic surfactants are the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
- Particularly preferred hair cleansing compositions according to the invention are characterized in that they contain, as cationic care substance, based on their weight, 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) surfactant (s) from the group of quaternary ammonium compounds and / or the esterquats and / or the amidoamines containing preferred cationic (s)
- Surfactant (s) is / are selected from alkyltrimethylammonium chlorides having preferably 10 to 18 carbon atoms in the alkyl radical and / or dialkyldimethylammonium chlorides having preferably 10 to 18 carbon atoms in the alkyl radical and / or trialkylmethylammonium chlorides having preferably 10 to 18 carbon atoms in the alkyl radical and / or cetyltrimethylammonium chloride and / or ste
- compositions according to the invention can be further enhanced by using certain care substances.
- care substances are preferably made up of specific groups selected nursing substances, since these care substances perfectly harmonize formulation technology and the care effect with the inventively used 4-morpholinomethyl-substituted silicones.
- Hair treatment compositions which are preferred according to the invention are characterized in that they additionally have care substance (s), based on their weight, in amounts of from 0.001 to 10% by weight, preferably from 0.005 to 7.5% by weight, particularly preferably from 0.01 to 5 Wt .-% and in particular 0.05 to 2.5 wt .-%, with preferred care substance (s) are selected from the group i-L-carnitine and / or its salts;
- the 4-morpholinomethyl-substituted silicones are combined with at least one care substance which is selected from L-carnitine and / or its salts, panthenol and / or pantothenic acid, 2-furanones and / or their derivatives, in particular pantolactone, Taurine and / or its salts, niacinamide, ubiquinones, ectoine, allantoin.
- care substance which is selected from L-carnitine and / or its salts, panthenol and / or pantothenic acid, 2-furanones and / or their derivatives, in particular pantolactone, Taurine and / or its salts, niacinamide, ubiquinones, ectoine, allantoin.
- L-carnitine IUPAC name (R) - (3-carboxy-2-hydroxypropyl) -A /, A /, A / -trimethylammonium hydroxide
- R 3-carboxy
- L-carnitine can form addition compounds and double salts.
- L-carnitine derivatives which are preferred according to the invention are in particular selected from acetyl-L-carnitine, L-carnitine fumarate, L-carnitine citrate, lauroyl-L-carnitine and particularly preferably L-carnitine tartrate.
- the L-carnitine compounds mentioned are available, for example, from Lonza GmbH (Wuppertal, Germany).
- Preferred hair treatment compositions according to the invention are characterized in that they contain from -0.001 to 10% by weight, preferably 0.005 to 7.5% by weight, particularly preferably 0.01 to 5% by weight and in particular 0.05% by weight contain up to 2.5 wt .-% L-carnitine or L-carnitine derivatives, preferred L-carnitine derivatives are selected from acetyl-L-carnitine, L-carnitine fumarate, L-carnitine citrate, lauroyl-L-carnitine and in particular L-carnitine tartrate.
- Panthenol (IUPAC name: (+) - (R) -2,4-dihydroxy-N- (3-hydroxypropyl) -3,3-dimethylbutyramide) is converted to pantothenic acid in the body.
- Pantothenic acid is a vitamin from the group of B vitamins (vitamin B5).
- Preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 5% by weight, preferably from 0.05 to 2.5% by weight, particularly preferably from 0.1 to 1.5% by weight. % and especially 0.25 to 1% by weight of panthenol (( ⁇ ) -2,4-dihydroxy-A / - (3-hydroxypropyl) -3,3-dimethyl-butyramide).
- preferred hair treatment compositions contain - based on their weight - 0.01 to 15 wt .-%, preferably 0.025 to 12.5 wt .-%, particularly preferably 0.05 to 10 wt .-%, more preferably 0, 1 to 7 , 5% by weight and in particular 0.5 to 5% by weight of at least one 2-furanone derivative of the formula (Fur-I) and / or of the formula (Fur-II)
- R as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono- , Di- or trihydroxyhydrocarbyl radical,
- R 2 and R 3 each independently represent hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical,
- R 4 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated hydrocarbon radical, or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbon hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbyl radical,
- R 5 and R 6 each represent hydrogen, methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 - saturated mono- or diunsaturated, branched or linear mono-, di- or Trihydroxyhydrocarbyl radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
- R 6 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or -or- or a diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
- R 7 is a methyl, a C 2 - C 30 - saturated or mono- or polyunsaturated branched, or linear hydrocarbon group, a C 2 - C 30 - saturated or mono- or polyunsaturated, branched or linear mono-, di-, tri- or polyhydroxy hydrocarbon radical, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear mono-, di-, tri- or polyamino hydrocarbon radical,
- preferred hair treatment compositions contain - based on their weight - 0.01 to 15 wt .-%, preferably 0.025 to 12.5 wt .-%, particularly preferably 0.05 to 10 wt .-%, more preferably 0, 1 to 7 , 5 wt .-% and in particular 0.5 to 5 wt .-% taurine (2-aminoethanesulfonic acid).
- compositions of the invention are also preferred.
- Vitamins provitamins or vitamin precursors. These are described below:
- vitamin A includes retinol (vitamin Ai) and 3,4-didehydroretinol (vitamin A 2 ).
- the ß-carotene is the provitamin of retinol.
- a component according to the invention for example, vitamin A acid and its esters,
- Vitamin A aldehyde and vitamin A alcohol and its esters such as palmitate and acetate in
- the agents according to the invention preferably contain the vitamin A component in amounts of 0.05-1% by weight, based on the total preparation.
- the vitamin B group or the vitamin B complex include u. a.
- Vitamin B 2 (riboflavin)
- Vitamin B 3 the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
- the nicotinic acid amide is preferred, which is contained in the compositions according to the invention preferably in amounts of 0.05 to 1 wt .-%, 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 (see below). 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.
- 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. Amounts of 0, 1-5 wt .-% are particularly preferred.
- Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal.
- Vitamin C (ascorbic acid). Vitamin C is used in the inventive compositions 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-cf] - 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.
- hair-treatment compositions according to the invention are preferred which, based on their weight, are 0.1 to 5% by weight, preferably 0.2 to 4% by weight, more preferably 0.25 to 3.5% by weight, more preferably Contain 0.5 to 3 wt .-% and in particular 0.5 to 2.5 wt .-% vitamins and / or pro-vitamins and / or vitamin precursors, preferably the groups A, B, C, E, F and H.
- vitamin B 5 2,4,4-dihydroxy-A / - (3-hydroxypropyl) -3,3-dimethylbutyramide, provitamin B 5 ) and / or pantothenic acid (vitamin B 3 , vitamin B 5 ) and / or Niacin, niacinamide or nicotinamide (vitamin B 3 ) and / or L-ascorbic acid (vitamin C) and / or thiamine (vitamin Bi) and / or riboflavin (vitamin B 2 , vitamin G) and / or biotin (vitamin B 7 , Vitamin H) and / or folic acid (vitamin B 9 , vitamin B c or vitamin M) and / or vitamin B 6 and / or vitamin B 12 .
- compositions according to the invention can therefore contain from 0.0001 to 5% by weight of at least one biochinone of the formula (Ubi)
- X, Y, Z are independently -O- or -NH- or NR 4 - or a chemical bond
- R, R 2 , R 3 independently of one another represent a hydrogen atom or an optionally substituted aryl group or an optionally substituted (C 1 -C 6) -alkyl group or a hydroxyalkyl group or a polyhydroxyalkyl group or an optionally substituted (d-Ce) -alkylene group, or a ( C 1 -C 6) -acyl radical, preferred radicals being selected independently of one another from -H, CH 3, -CH 2 CH 3, - (CH 2) 2 CH 2, -CH (CH 3) 2, - (CH 2) 3 CH 3, -CH (CH 3) CH 2 CH 3, CH 2 CH (CH 3 ) 2 , -C (CH 3 ) 3
- R 4 is -CH 3 , -CH 2 CH 3 , - (CH 2 ) 2 CH 2 , -CH (CH 3 ) 2 ,
- n stands for values from 1 to 20, preferably from 2 to 15 and in particular for 5, 6, 7, 8, 9, 10.
- 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)
- n 6, 7, 8, 9 or 10, particularly preferably 10 (coenzyme Q10).
- the agents according to the invention may also contain plastoquinones.
- preferred agents according to the invention are characterized in that they contain 0.0002 to 4% by weight, preferably 0.0005 to 3% by weight, 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-b)
- n stands for values of 1 to 20, preferably of 2 to 15 and in particular for 5, 6, 7, 8, 9, 10, whereby particularly preferred means Plastochinon PQ-9 of the formula
- the agents according to the invention may contain ectoin.
- Ectoine ((4S) - 2-methyl-1, 4,5,6-tetrahydropyrimidine-4-carboxylic acid) is a natural product belonging to the group of compatible solutes. The highly water-binding low molecular weight organic compound occurs in halophilic bacteria and allows these extremophilic organisms to survive under stress conditions.
- Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.001 to 10% by weight, preferably from 0.01 to 5% by weight, particularly preferably from 0.05 to 2.5% by weight and in particular from 0 , 1 to 1% by weight of (S) -2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid (ectoine) and the physiologically tolerated salts of this compound and / or (S, S) -5- Hydroxy-2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid (hydroxyectoine) and the physiologically acceptable salts of this compound.
- S -2-methyl-1, 4,5,6-tetrahydro-4-pyrimidinecarboxylic acid
- hydroxyectoine hydroxyectoine
- a further conditioner is allantoin (5-ureido-hydantoin, A / - (2,5-dioxo-4-imidazolidinyl) urea).
- particularly preferred hair-treatment compositions contain, based on their weight, from 0.001 to 10% by weight, preferably from 0.01 to 5% by weight, particularly preferably from 0.05 to 2.5% by weight and in particular from 0.1 to 1 5% ureidohydantoin (allantoin).
- the compositions according to the invention may contain purine and / or purine derivatives as a care substance.
- the combination of purine and / or purine derivatives with ubiquinones and / or plastoquinones as a care substance means that the hairs treated with appropriate agents show, inter alia, higher measured values in differential thermal analysis and improved wet and dry combabilities.
- Purine (7H-imidazo [4,5-cf] pyrimidine) is not freely present in nature, but forms the main body of the purines.
- Purines are a group of important compounds of widespread nature involved in human, animal, plant and microbial metabolic processes, which differ from the parent by substitution with OH, NH 2 , SH in the 2-, 6-, and 8-positions and / or with CH 3 in 1-, 3-, 7-position derived.
- Purine can be prepared, for example, from aminoacetonitrile and formamide.
- Purines and purine derivatives are often isolated from natural products, but are also synthetically accessible in many ways.
- Preferred agents according to the invention contain purine and / or purine derivatives in narrower quantitative ranges.
- inventively preferred cosmetic agents characterized in that they - 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 0.01 to 0, 1 wt .-% purine (s) and / or purine derivative (s).
- Hair treatment compositions which are preferred according to the invention are characterized in that they contain as care substance - based on their weight - from 0.001 to 2.5% by weight, preferably from 0.0025 to 1% by weight, particularly preferably from 0.005 to 0.5% by weight and in particular from 0.01 to 0.1% by weight of purine (s) and / or purine derivative (s), preferred agents containing purine and / or purine derivative (s) of formula (Pur-I)
- radicals R, R 2 and R 3 are independently selected from -H, - OH, NH 2 , -SH and the radicals R 4 , R 5 and R 6 are independently selected from -H, -CH 3 and -CH 2 - CH 3 , the following compounds being preferred:
- agents according to the invention are preferred in which the weight ratio of purine (derivative (s)) and biochinone (s) is 10: 1 to 1: 100, preferably 5: 1 to 1:50, particularly preferably 2: 1 to 1:20 and in particular 1: 1 to 1:10.
- caffeine is a particularly preferred purine derivative
- coenzyme Q10 is a particularly preferred biochinone.
- Particularly preferred agents according to the invention are therefore characterized in that they contain, based on their weight, from 0.001 to 2.5% by weight, preferably from 0.0025 to 1% by weight, particularly preferably from 0.005 to 0.5% by weight and in particular 0.01 to 0.1 wt .-% caffeine and 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 .-% coenzyme Q10 included.
- the compositions of the invention may also contain flavonoids.
- the flavonoids are a group of water-soluble plant dyes and play an important role in the metabolism of many plants. They belong together with the phenolic acids to the polyphenols. There are well over 6500 different flavonoids known, which can be divided into flavonols, flavones, flavanones, isoflavonoids and anthocyanins.
- flavonoids from all six groups can be used, with certain representatives from the individual groups are preferred as a care substance because of their particularly intense action.
- Preferred flavonols are quercetin, rutin, kaempferol, myricetin, isorhamnetin, preferred flavanols are catechin, gallocatechin, epicatechin, epigallocatechin gallate, theaflavin, thearubigin, preferred flavones are luteolin, apigenin, morin, preferred flavanones are hesperetin, naringenin, eriodictyol, preferred isoflavonoids are genistein , Daidzein, and preferred anthocyanidins (anthocyanins) are cyanidin, delphinidin, malvidin, pelargonidin, peonidin, petunidin.
- particularly preferred hair treatment compositions are characterized in that they - 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 0.01 to 0, 1 wt .-% flavonoids, especially flavonols, more preferably 3,3 ', 4', 5,7-Pentahydroxyflavon (quercetin) and / or 3,3 ', 4', 5,7-Pentahydroxyflavon -3-0-rutinoside (rutin), included.
- hair treatment compositions according to the invention which additionally contain 0.001 to 5 wt .-%, preferably 0.01 to 4 wt .-%, particularly preferably 0.02 to 2.5 wt .-% and in particular 0.1 to 1, 5 wt % Bisabolol and / or oxides of bisabolol, preferably (-) - alpha-bisabolol.
- Creatine is also suitable as a care substance according to the invention.
- Creatine (3-methylguanidinoacetic acid) is an organic acid that helps to supply muscles with energy in vertebrates. Creatine is synthesized in the kidney, liver and pancreas. It is formally derived from the amino acids glycine and arginine and is 95% present in skeletal muscle.
- Particularly preferred hair treatment compositions according to the invention contain - based on her Weight - 0.01 to 15 wt .-%, preferably 0.025 to 12.5 wt .-%, particularly preferably 0.05 to 10 wt .-%, more preferably 0, 1 to 7.5 wt .-% and in particular 0.5 to 5% by weight / V-methylguanidinoacetic acid (creatine).
- compositions according to the invention may contain, in addition to the ingredients mentioned above and optional further ingredients, other substances which prevent, alleviate or cure hair loss.
- other substances which prevent, alleviate or cure hair loss.
- a content of hair root stabilizing agents is advantageous.
- Propecia (Finasteride) is currently the only preparation that is approved worldwide and has been proven in many studies to be effective and tolerable. Propecia causes less DHT to form from testosterone.
- Minoxidil is probably the oldest proven hair restorer with or without supplemental additives. For the treatment of hair loss, it may only be used for external application. There are hair lotions containing 2% -5% minoxidil, as well as gels with up to 15% minoxidil. The effectiveness increases with the dosage, in hair waters Minoxidil is only up to 5% share soluble. In many countries, hair tonic with up to 2% minoxidil content is available without prescription.
- 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.
- hair treatment compositions according to the invention are preferred which additionally contain, based on their weight, from 0.001 to 5% by weight of hair root stabilizing substances, in particular minoxidil and / or finasteride and / or ketoconazole.
- 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 maximally combat all dandruff is therefore a combination of anti-dandruff active ingredients most successful.
- hair treatment compositions according to the invention are preferred which additionally contain, based on their weight, from 0.001 to 5% by weight of antidandruff active ingredients, in particular piroctone olamine (1-hydroxy-4-methyl-6- (2,4,4-tri-methylpentyl) -pyridine-2 ( 1 H) -one, compound with 2-aminoethanol, 1: 1) and / or zinc pyrithione and / or selenium sulfide and / or climbazole and / or salicylic acid or fumaric acid.
- antidandruff active ingredients in particular piroctone olamine (1-hydroxy-4-methyl-6- (2,4,4-tri-methylpentyl) -pyridine-2 ( 1 H) -one, compound with 2-aminoethanol, 1: 1) and / or zinc pyrithione and / or selenium sulfide and / or climbazole and / or salicylic acid or fumaric acid.
- the agents according to the invention may contain further care substances. Their presence is not absolutely necessary for achieving the effects according to the invention, but further effects, such as a pleasant touch or a pleasant application feel, can result from the use of these care substances.
- the agents according to the invention may with particular preference contain one or more amino acids.
- Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
- preferred hair treatment compositions are characterized in that they 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.
- 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 characterized in that they are used 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.
- carbohydrate (s) selected from monosaccharides, disaccharides and / or oligosaccharides containing preferred carbohydrates are selected from monosaccharides, in particular D-ribose and / or D-xylose and / or L-arabinose and / or D-glucose and / or D-mannose and / or D-galactose and / or D-fructose and / or sorbose and / or L-fucose and / or L-rhamnose and disaccharides, in particular sucrose and / or maltose and / or lactose and / or trehalose and / or cellobiose and / or gentiobiose and / or isomaltose.
- Particularly preferred agents according to the invention contain based on their weight
- preferred agents according to the invention contain (a) amino acid (s).
- Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
- preferred cosmetic compositions according to the invention are characterized in that they additionally contain from 0.05 to 5% by weight, preferably from 0.1 to 2.5% by weight, more preferably from 0 to 15% by weight and in particular from 0 to 15% by weight , 2 to 0.5 wt .-% amino acid (s), preferably (one) amino acid (s) from the group glycine and / or alanine and / or valine and / or lysine and / or leucine and / or threonine.
- Particularly preferred agents according to the invention contain based on their weight
- the 4-morpholinomethyl-substituted silicones used according to the invention can of course be used together with further conventional silicones.
- Preferred agents according to the invention are characterized in that they comprise at least one further 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;
- 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;
- compositions according to the invention contain the further silicone (s) preferably in amounts of from 0.1 to 10% by weight, preferably from 0.25 to 7% by weight and in particular from 0.5 to 5% by weight. %, in each case based on the total mean.
- x is a number from 0 to 100, preferably from 0 to 50, more preferably from 0 to 20 and in particular 0 to 10.
- the silicone of the formula Si-I preferably the compounds:
- compositions of the invention may be included in the compositions of the invention.
- Preferred silicones which can be used according to the invention have viscosities of 0.2 to 2 mm 2 s -1 at 20 ° C., silicones having viscosities of 0.5 to 1 mm 2 s -1 being particularly preferred.
- Particularly preferred agents according to the invention contain one or more amino-functional silicones.
- Such silicones may e.g. through the formula
- R in the above formula is a hydrocarbon or a hydrocarbon radical having 1 to about 6 carbon atoms
- Q is a polar radical of the general formula -R HZ, wherein R is a divalent linking group attached to hydrogen and the radical Z.
- Z is an organic, amino-functional radical containing at least one amino-functional group; "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, and “c” is a number in the range from about 1 to about 3, and 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 to about 10,000 , preferably from about 125 to about 10,000, and most preferably from about 150 to about 1,000, and M is a suitable silicone end group as known in the art, preferably trimethylsiloxy.
- 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, Benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like, and sulfur-containing radicals such as mercaptoethyl, mercaptopropyl, mercap
- R 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) 2 -, - (CH 2 ) 3 CC (O) 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, which structure includes 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 the R a Q b SiO (4 a a b) / 2 units to the R c 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.
- 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-
- a is a number between 0 and 3, in particular 0;
- 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 - R ' is a monovalent radical selected from o -QN (R ") - CH 2 -CH 2 -N (R") 2
- 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 (CH 3 ) 2 -, -CH (CH 3 ) CH 2 CH 2 -,
- R represents identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 - CH (CH 3) Ph, the C-
- Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si-IIa)
- n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n preferably values of 0 to 1999 and in particular of 49 to 149 and m preferably values of 1 to 2000 , in particular from 1 to 10 assumes.
- compositions according to the invention which are an amino-functional silicone of the formula (Si-IIb)
- n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2,000, preferably between 50 and 150 , where the sum (n1 + n2) preferably assumes 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.
- silicones are referred to as amodimethicones according to the INCI declaration.
- agents according to the invention which contain an amino-functional silicone whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g, are preferred ,
- the amine number stands for the milliequivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.
- 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, more 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 is a number from 3 to 200, preferably from 3 to 10, more preferably from 30 to 7 and especially 3, 4, 5 or 6, stands.
- the silicones described above have a backbone composed of -Si-O-Si units.
- these Si-O-Si units may also be interrupted by carbon chains.
- Appropriate molecules are accessible by chain extension reactions and are preferably used in the form of silicone-in-water emulsions.
- R stands for identical or different radicals from the group -H, - phenyl, -benzyl, -CH 2 -CH (CH 3) Ph
- the CI_ 20 -alkyl 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
- x and y are a number from 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and in particular 0, 1, 2, 3, 4, 5 or 6, and n is a number from 0 to 10, preferably from 1 to 8 and in particular from 2, 3, 4, 5, 6.
- the silicones are preferably water-soluble. Agents preferred according to the invention are characterized in that they contain at least one water-soluble silicone.
- the agents according to the invention may contain at least one proteolipid of the formula (P-1)
- R ' is a straight-chain or branched, saturated or unsaturated hydrocarbon radical having 1 to 24 carbon atoms
- R means a protein, a peptide or a protein hydrolyzate
- X is -C (O) O- or -N + (R '" 2 ) R IV - or -N (R'") R IV - or -C (O) -N (R V ) R VI - .
- the proteolipids are within certain amounts in the invention Funds used.
- Preferred hair treatment compositions according to the invention contain - based on their weight - 0.01 to 10 wt .-%, preferably 0.02 to 5 wt .-%, particularly preferably 0.05 to 2.5 wt .-%, more preferably 0, 1 to 1 wt .-% and in particular 0, 15 to 0.5 wt .-% proteolipid (s).
- R " in formula (P1) represents a peptide or a protein or a protein hydrolyzate
- X -C (O) O-
- R " is selected from the group consisting of keratin or keratin hydrolyzate.
- Preferred radicals R " are oligopetides which have at least one amino acid sequence Glu-Glu-Glu, wherein the amino group may be free or protonated and the carboxy groups may be free or deprotonated.
- the parenthetized hydrogen atom of the amino group, as well as the parenthetical group of the acid function means that the groups concerned may be present as such (then an oligopeptide having the relevant number of amino acids as shown (in the above) Formula 3) or that the amino acid sequence is present in an oligopeptide, which also comprises other amino acids - depending on where the other amino acid (s) is / are bound, the parenthetical components of the above formula by the / the other Oligopeptides within the meaning of the present application are peptide amide-linked condensation amides of amino acids comprising at least 3 and at most 25 amino acids
- the molecular weight of the proteolipid contained in the inventive compositions vary.
- Hair treatment compositions which are preferred according to the invention are characterized in that the proteolipid has a molar mass of from 1,000 to 30,000 Da, preferably from 1250 to 25,000 Da, more preferably from 1,500 to 20,000 Da and in particular from 2,000 to 15,000 Da.
- R "oligopeptides are preferably used, which not only consist of the three glutamic acids, but contain further bound to this sequence amino acids. These additional amino acids are preferably selected from certain amino acids are while certain other agents according to the invention are less preferred.
- radical R "of the proteolipids used in the agents according to the invention contains no methionine It is further preferred if the radical R " of the proteolipids used in the agents according to the invention contains no cysteine and / or cystine.
- radical R "of the proteolipids used in the agents according to the invention contains no aspartic acid and / or asparagine It is further preferred if the radical R " of the proteolipids used in the agents according to the invention does not contain serine and / or Contains threonine.
- the radical R " contains the proteolipids used in the agents according to the invention tyrosine It is further preferred if the radical R " contains the proteolipids used in the agents according to the invention leucine. It is further preferred if the radical R ' ' of the proteolipids used in the agents according to the invention comprises isoleucine.It is further preferred if the radical R '' of the proteolipids used in the agents according to the invention contains arginine. It is further preferred if the radical R " contains the proteolipids used in the agents according to the invention valine.
- a particularly preferred oligopeptide additionally contains tyrosine, which is preferably linked via its acid function to the Glu-Glu-Glu sequence.
- Hair treatment agents which are preferred according to the invention are therefore characterized in that the oligopeptide contained in the proteolipids of the formula (I) as the radical R "has at least one amino acid sequence Tyr-Glu-Glu-Glu, where the amino group is free or protonated and the carboxy groups are free or may be present deprotonated.
- Another particularly preferred oligopeptide additionally contains isoleucine, which is preferably linked to the Glu-Glu-Glu sequence via its amino function.
- Hair-treatment agents which are preferred according to the invention are therefore characterized in that the oligopeptide contained in the proteolipids of the formula (I) as the radical R "has at least one amino acid sequence Glu-Glu-Glu, the amino group is free or protonated and the carboxy groups are free or may be present deprotonated.
- Oligopeptides which have both the abovementioned amino acids (tyrosine and isoleucine) are preferred according to the invention.
- Hair treatment agents according to the invention are particularly preferred in which the oligopeptide contained in the proteolipids of the formula (I) as the radical R "has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile, where the amino group is free or protonated and the carboxy- groups can be free or deprotonated form.
- further preferred oligopeptides additionally contain arginine, which is preferably bound to isoleucine.
- preferred hair treatment agents are therefore characterized in that in the proteolipids of formula (I) oligopeptide contained as the radical R "represents at least one amino acid sequence Tyr- Glu-Glu-Glu-Ile-Arg, wherein the amino groups are free or protonated and the carboxy groups may be present freely or deprotonated.
- Still further preferred oligopeptides additionally contain valine, which is preferably bound to the arginine.
- Hair-treatment agents which are further preferred according to the invention are therefore characterized in that the oligopeptide contained in the proteolipids of the formula (I) as the radical R "has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val, where the amino groups are free or protonated and the carboxy groups may be present freely or deprotonated.
- Still further preferred oligopeptides additionally contain leucine, preferably valine is bound.
- Further preferred hair treatment compositions according to the invention are characterized in that the oligopeptide contained in the proteolipids of the formula (I) as the radical R "has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, the amino groups being free.
- preferred oligopeptides additionally contain leucine, which is preferably bound to the tyrosine.
- Hair-treatment agents which are further preferred according to the invention are characterized in that the radical R " in the proteolipids of the formula (I) contained oligopeptide having at least one amino acid sequence Leu-Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups are free or protonated and the carboxy groups may be free or deprotonated.
- hair-treatment compositions according to the invention which contain at least one proteolipd of the formula (I) in which R "has at least one amino acid sequence Leu-Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, where the amino groups are free, are particularly preferred or protonated and the carboxy groups may be free or deprotonated.
- the radical R " in formula (P1) may be a peptide or a protein or a protein hydrolyzate, protein hydrolysates being preferred Protein hydrolysates are product mixtures which are obtained by acid, base or enzymatically catalyzed degradation of proteins (proteins) According to the invention, protein hydrolysates of both vegetable and animal origin can be used.
- Animal protein hydrolysates are, for example, elastin, collagen, keratin, silk and milk protein hydrolysates, which may also be present in the form of salts.
- Such products are, for example, under the trademarks Dehylan ® (Cognis), Promois® ® (Interorgana) Collapuron ® (Cognis), Nutrilan® ® (Cognis), Gelita-Sol ® (German Gelatinefabriken Stoess & Co), Lexein ® (Inolex) and kerasol tm ® (Croda) sold.
- Preferred according to the invention is the use of protein hydrolysates of plant origin, eg. Soybean, almond, rice, pea, potato and wheat protein hydrolysates.
- Such products are, for example, under the trademarks Gluadin ® (Cognis), diamine ® (Diamalt) ® (Inolex) and Crotein ® (Croda) available.
- the residue R " is selected from keratin or keratin hydrolysates
- Preferred hair treatment compositions according to the invention are characterized in that they contain at least one proteolipid of formula (P1) in which R " is for keratin or a Keratinhydrolysat stands.
- compositions according to the invention are characterized in that they contain at least one Proteolipd of formula (I) in which X is -N (CH 3) 2 - CH 2 -CH (OH) -CH 2 - and R 'is - (CH 2) 17 -CH 3 stands.
- compositions according to the invention characterized in that they contain at least one proteolipd of formula (P1) in which X is -C (O) -O- and R 'is - (CH 2 ) 17 -CH 3 .
- protein hydrolysates in addition to the proteolipids. These enhance the effect of the proteolipids and are in turn amplified in their effects.
- the protein hydrolyzates have been described above as R "detailed summary are preferred hair treatment composition according to the invention, in addition -. Based on its weight - 0.01 to 10 wt .-%, preferably 0.05 to 7 wt .-%, particularly preferably 0 , 1 to 5 wt .-%, more preferably 0.25 to 2.5 wt .-% and in particular 0.5 to 2.0 wt .-% protein hydrolyzate (s), preferably keratin hydrolyzate (s) included.
- hair treatment agents which are preferred according to the invention are therefore characterized by being transparent or translucent.
- NTU Nephelometrie Turbidity Unit
- 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 UV filters used according to the invention can be selected, for example, from substituted benzophenones, p-aminobenzoic acid esters, diphenylacrylic acid esters, cinnamic acid esters, salicylic acid esters, benzimidazoles and o-aminobenzoic acid esters.
- UV filters which can be used according to the invention are 4-aminobenzoic acid, ⁇ , ⁇ , ⁇ -trimethyl-4- (2-oxoborn-3-ylidenemethyl) aniline methylsulfate, 3,3,5-trimethylcyclohexyl salicylate (homosalates), 2-hydroxy-4-methoxy-benzophenone (benzophenone-3; Uvinul ® M 40, Uvasorb MET ®, ® Neo Heliopan BB, Eusolex ® 4360), 2-phenylbenzimidazole-5-sulfonic acid and potassium, sodium and triethanolamine salts ( Phenylbenzimidazole Sulfonic Acid; Parsol ® HS; Neo Heliopan Hydro ®), 3,3 '- (1, 4-phenylenedimethylene) -bis (7J-dimethyl-2-oxo-bicyclo [2.2.1] hept-1-yl methane-sulfonic acid) and salts thereof, 1- (4-tert-buty
- Methoxycinnamic acid isopentyl ester, 4-methoxycinnamic acid 2-ethylhexyl ester, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its sodium salt, 3- (4'-methylbenzylidene) -D, L-camphor, 3-benzylidene-camphor, 4-Isopropylbenzyl salicylate, 2,4,6-trianilino (p-carbo-2'-ethylhexyl-1'-oxy) -1, 3,5-triazine, 3-imidazol-4-yl-acrylic acid and its ethyl ester, polymers of N - ⁇ (2 and 4) - [2-oxoborn-3-ylidenemethyl] benzyl ⁇ -acrylamide.
- water-insoluble are to be understood as meaning those UV filters which dissolve in water at 20 ° C. to not more than 1% by weight, in particular to not more than 0.1% by weight.
- these compounds should be at room temperature in standard cosmetic oil components at least 0.1, in particular at least 1 wt .-% be soluble). The use of water-insoluble UV filters may therefore be preferred according to the invention.
- the agents according to the invention may contain emulsifiers (F).
- the agents according to the invention preferably contain the emulsifiers in amounts of 0.1-25% by weight, in particular 0.5-15% by weight, based on the total agent.
- the compositions according to the invention may preferably contain at least one nonionic emulsifier having an HLB value of 8 to 18. Nonionic emulsifiers having an HLB value of 10 to 15 may be particularly preferred according to the invention.
- the anionic polymers (G2) are anionic polymers which have carboxylate and / or sulfonate groups.
- anionic monomers from which such polymers may consist are acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid.
- the acidic groups may be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt.
- Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid.
- Anionic polymers which contain 2-acrylamido-2-methylpropanesulfonic acid as the sole or co-monomer can be found to be particularly effective, it being possible for all or some of the sulfonic acid group to be present as sodium, potassium, ammonium, mono- or triethanolammonium salt ,
- the homopolymer of 2-acrylamido-2-methyl propane sulfonic acid which is commercially available, for example under the name Rheothik ® 1 1-80 is.
- 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.
- Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers.
- a particularly preferred anionic copolymer consists of 70 to 55 mol% of acrylamide and 30 to 45 mol% of 2-acrylamido-2-methylpropanesulfonic acid, wherein the sulfonic acid group is wholly or partly in the form of sodium, potassium, ammonium, mono- or triethanolammonium Salt is present.
- 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.
- anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example available under the trademark Carbopol ® commercially.
- Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also color-retaining polymers.
- a 1, 9-decadiene crosslinked maleic acid methyl vinyl ether copolymer is available under the name ® Stabileze QM.
- the agents according to the invention may contain nonionic polymers (G4).
- Suitable nonionic polymers are, for example:
- Vinylpyrrolidone / vinyl ester copolymers as sold, for example, under the trademark Luviskol ® (BASF).
- Luviskol ® VA 64 and Luviskol ® VA 73, each vinylpyrrolidone / vinyl acetate copolymers are also preferred nonionic polymers.
- Cellulose ethers such as hydroxypropyl cellulose, hydroxyethyl cellulose and hydroxypropylcellulose Methylhy-, as sold for example under the trademark Culminal® ® and Benecel ® (AQUALON) and Natrosol ® grades (Hercules).
- Starch and its derivatives in particular starch, such as Structure XL ® (National Starch), a multifunctional, salt-tolerant starch;
- Siloxanes These siloxanes can be both water-soluble and water-insoluble. Both volatile and nonvolatile siloxanes are suitable, nonvolatile siloxanes being understood as meaning those compounds whose boiling point is above 200 ° C. under normal pressure.
- Preferred siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups.
- 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.
- the other polymers (G) are contained in the agents according to the invention preferably in amounts of 0.05 to 10 wt .-%, based on the total agent. Amounts of 0, 1 to 5, in particular from 0.1 to 3 wt .-%, are particularly preferred.
- Another object of the present invention is a method for the treatment of keratinous fibers, in which a hair treatment agent according to the invention is applied to the keratinic fibers and rinsed again after a contact time of a few seconds to 45 minutes.
- Another object of the present invention is the use of hair treatment compositions according to the invention.
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Abstract
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE102011087343A DE102011087343A1 (de) | 2011-11-29 | 2011-11-29 | Haarbehandlungsmittel mit 4-morpholinomethyl-substituierten Silikon(en) |
PCT/EP2012/070918 WO2013079257A2 (fr) | 2011-11-29 | 2012-10-23 | Agents de traitement capillaire comprenant une ou plusieurs silicones à substitution 4-morpholinométhyle |
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EP2785315A2 true EP2785315A2 (fr) | 2014-10-08 |
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Application Number | Title | Priority Date | Filing Date |
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EP12775261.6A Ceased EP2785315A2 (fr) | 2011-11-29 | 2012-10-23 | Agents de traitement capillaire comprenant une ou plusieurs silicones à substitution 4-morpholinométhyle |
Country Status (5)
Country | Link |
---|---|
US (1) | US8894984B2 (fr) |
EP (1) | EP2785315A2 (fr) |
CN (1) | CN103957880A (fr) |
DE (1) | DE102011087343A1 (fr) |
WO (1) | WO2013079257A2 (fr) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102012211266A1 (de) * | 2012-06-29 | 2014-01-02 | Henkel Ag & Co. Kgaa | Verfahren zur chemischen Glättung von Humanhaaren I |
DE102012219583A1 (de) * | 2012-10-25 | 2014-04-30 | Henkel Ag & Co. Kgaa | Haarpflegemittel mit ausgewählten aminofunktionalen Silikonen und ausgewähltem kationischen Keratinhydrolysat |
US9972125B2 (en) | 2015-12-16 | 2018-05-15 | Google Inc. | Split tile map rendering |
DE102016218992A1 (de) * | 2016-09-30 | 2018-04-05 | Henkel Ag & Co. Kgaa | verbessert konditionierende Haarbehandlungsmittel mit Auswaschschutz |
DE102017217457A1 (de) * | 2017-09-29 | 2019-04-04 | Henkel Ag & Co. Kgaa | Mittel und Verfahren zur temporären Verformung keratinhaltiger Fasern |
DE102018213816A1 (de) * | 2018-08-16 | 2020-02-20 | Henkel Ag & Co. Kgaa | Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer silicium-organischen Verbindung, einem Silikonpolymer und einer farbgebenden Verbindung |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
FR2831812B1 (fr) * | 2001-11-08 | 2004-10-01 | Oreal | Utilisation de silicones aminees particulieres en pre-traitement de colorations directes ou d'oxydation de fibres keratiniques |
-
2011
- 2011-11-29 DE DE102011087343A patent/DE102011087343A1/de not_active Withdrawn
-
2012
- 2012-10-23 WO PCT/EP2012/070918 patent/WO2013079257A2/fr active Application Filing
- 2012-10-23 CN CN201280058479.3A patent/CN103957880A/zh active Pending
- 2012-10-23 EP EP12775261.6A patent/EP2785315A2/fr not_active Ceased
-
2014
- 2014-05-27 US US14/287,278 patent/US8894984B2/en not_active Expired - Fee Related
Non-Patent Citations (1)
Title |
---|
See references of WO2013079257A2 * |
Also Published As
Publication number | Publication date |
---|---|
WO2013079257A3 (fr) | 2014-06-12 |
DE102011087343A1 (de) | 2013-05-29 |
US20140261516A1 (en) | 2014-09-18 |
CN103957880A (zh) | 2014-07-30 |
US8894984B2 (en) | 2014-11-25 |
WO2013079257A2 (fr) | 2013-06-06 |
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