WO2006012930A1 - Haarkonditionierende mittel mit imidazolinen und aminofunktionellen siliconen oder dimethiconolen - Google Patents
Haarkonditionierende mittel mit imidazolinen und aminofunktionellen siliconen oder dimethiconolen Download PDFInfo
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- WO2006012930A1 WO2006012930A1 PCT/EP2005/005145 EP2005005145W WO2006012930A1 WO 2006012930 A1 WO2006012930 A1 WO 2006012930A1 EP 2005005145 W EP2005005145 W EP 2005005145W WO 2006012930 A1 WO2006012930 A1 WO 2006012930A1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—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
Definitions
- the invention relates to hair cleansing compositions containing cationic imidazolines and amino-functional silicones and to the use of these compositions for cleansing and / or caring for the skin and hair.
- human hair is today treated in a variety of ways with hair cosmetic preparations. These include, for example, the cleansing of hair with shampoos, the care and regeneration with rinses and cures and the bleaching, dyeing and shaping of the hair with dyes, tinting agents, waving agents and styling preparations. In this case, means for changing or nuancing the color of the head hair play a prominent role.
- the bleaching agents that cause an oxidative lightening of the hair by degradation of the natural hair dyes, so in the field of hair coloring essentially three types of hair dye are of importance:
- oxidation colorants For permanent, intensive colorations with corresponding fastness properties, so-called oxidation colorants are used. Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components.
- the developer components form under the influence of oxidizing agents or of atmospheric oxygen under ⁇ each other or under coupling with one or more coupler components, the actual dyes.
- the oxidation stains are characterized by excellent, long lasting staining results. For naturally acting dyeings but usually a mixture of a larger number of oxidation dye precursors must be used; in many cases continue to use direct dyes for shading.
- dyeing or tinting agents which contain so-called direct drawers as a coloring component. These are dye molecules that grow directly on the hair and do not require an oxidative process to form the color. These dyes include, for example, the henna already known from antiquity for coloring body and hair. These dyeings are generally much more sensitive to shampooing than the oxidative dyeings, so that a much more undesirable nuance shift or even a visible "discoloration" occurs much more quickly.
- the hair is treated with special active ingredients, for example quaternary ammonium salts or special polymers, usually in the form of a rinse.
- 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.
- these preparations additionally contain active substances which were formerly reserved for the hair aftertreatment agents.
- the consumer thus saves an application step; At the same time, packaging costs are reduced because one product is less needed.
- active ingredients both for separate aftertreatment agents and for combination preparations generally have a preferred action on the hair surface.
- active ingredients are known which give the hair shine, hold, fullness, better wet or dry combabilities or prevent splitting.
- the internal structural cohesion of the hair fibers which can be greatly influenced, in particular, by oxidative and reductive processes such as dyeing and perming.
- silicones are used in addition to quaternary ammonium compounds as a hair care component in recent years.
- the amino-functional silicones have become established as suitable agents with good properties. So these compounds contribute to an increase in the shine and a pleasant soft feel of skin and hair.
- Quaternary ammonium compounds of the mono-, di- and / or trialkylammonium type have been known for a long time.
- a disadvantage of these compounds is their lack of biodegradability. Therefore, cationic compounds containing at least one ester group, the so-called ester quats, have been developed. These, however, show a sensation of being unpleasantly dull in terms of the feel and feel of wet skin and hair as well as the touch and feel of the rewashed skin or hair, which is also perceived as "squeaky” audible.
- Cationic imidazolines are known in the art as another class of cationic surfactants.
- an active ingredient combination of at least one derivative of imidazolines, as shown in the formula I, with at least two long fatty chains and at least one silicone polymer selected from the group of dimethiconols and / or the group of amino-functional silicones achieved particularly advantageous results.
- this combination there are surprisingly good properties of the treated skin and hair, in particular to improved combing, improved gloss and improved elasticity as well as a significantly increased wash resistance dyed hair, as well as a longer shelf life with a simultaneous better forming performance in well processes such as water wave and perm.
- a first subject of the present invention is therefore a hair conditioning composition
- a hair conditioning composition comprising a) at least one quaternary imidazoline derivative having at least two long fatty residues according to the formula I and b) at least one silicone polymer selected from the group of dimethiconols and / or the group of amino-functional silicones and / or mixtures thereof, wherein the weight ratio of imidazoline derivatives (a) to the respective silicone polymer or mixtures thereof (b) from 20: 1 to 1: 20 based on the respective active substance contents.
- compositions according to the invention contain an active ingredient combination of two constituents, the constituents a) and b) being used within a certain weight ratio to one another.
- the weight ratio of imidazoline derivatives a) of the formula I to one of the silicone derivatives b) is from 20: 1 to 1:20, more preferably from 10: 1 to 1:10, particularly preferably from 5: 1 to 1: 5 and in particular 2, 5: 1 to 1: 2.5.
- Ingredients a) and b) are described in detail below. As far as below the active ingredient complex (A) is spoken, this statement refers to the two essential ingredients contained in the inventive compositions a), and b).
- the agents according to the invention contain at least one quaternary imidazoline compound, i. a compound having a positively charged imidazoline ring.
- the formula I shown below shows the structure of these compounds.
- the radicals R independently of one another each represent a saturated or unsaturated, linear or branched hydrocarbon radical having a chain length of 8 to 30 carbon atoms.
- the preferred compounds of the formula I each contain the same hydrocarbon radical for R.
- the chain length of the radicals R is preferably 12 carbon atoms. Particular preference is given to compounds having a chain length of at least 16 carbon atoms and very particularly preferably having at least 20 carbon atoms.
- a very particularly preferred compound of the formula I has a chain length of 21 carbon atoms. A commercial product of this chain length is known, for example, under the name Quaternium-91.
- the counterions also include the halides, such as chloride, fluoride, bromide, or else phosphates.
- the imidazolines of the formula I are present in the compositions according to the invention in amounts of from 0.01 to 20% by weight, preferably in amounts from 0.05 to 10% by weight and very particularly preferably in amounts of from 0.1 to 7.5% by weight. The very best results are obtained with amounts of from 0.1 to 5% by weight, based in each case on the total composition of the particular agent.
- compositions according to the invention contain at least one silicone polymer selected from the group of dimethiconols and / or the group of amino-functional silicones.
- Dimethiconols form the first group of silicones which are particularly preferred according to the invention.
- the dimethiconols according to the invention can be both linear and branched as well as cyclic or cyclic and branched.
- Linear dimethiconols can be represented by the following structural formula II: (SiOHR 1 2 ) -O- (SiR 2 2 -O-) x - (SiOHR 1 2 ) structural formula II
- Branched dimethiconols can be represented by structural formula III:
- the radicals R 1 and R 2 are each independently hydrogen, a methyl radical, a C 2 to C 30 linear, saturated or unsaturated hydrocarbon radical, a phenyl radical and / or an aryl radical.
- the groups represented by R 1 and R 2 include alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, neopentyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals, such as 3-chloropropyl,
- R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, - CH 2 CH 2 OCH 2 - , -OCH 2 CH 2 -, -OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) OCH 2 -, - (CH 2 J 3 CC (O) OCH 2 CH 2 -, - C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2 ) 3 C (O) SCH 2 CH 2 - Preferred as R 1 and R 2 are methyl Particularly preferred lauryl, stearyl and behenyl radicals are the C2 to C22 alkyl radicals The numbers x, y and z are integers and each independently run from 0 to 50,000 the Dim
- the viscosities are between 100 and 10,000,000 cPs measured at 25 0 C by means of a glass capillary viscometer according to Dow Corning Corporate test method CTM 0004 dated 20 July 1970.
- Preferred viscosities are from 1000 to 5,000,000 cPs, very particularly preferred viscosities lie between 10,000 and 3,000,000 cps. The most preferred range is between 50,000 and 2,000,000 cps.
- the teaching of the invention also includes that the dimethiconols may already be present as an emulsion.
- the corresponding emulsion of the dimethiconols can be prepared both after the preparation of the corresponding dimethiconols from these and the usual methods of emulsification known to the person skilled in the art.
- both cationic, anionic, nonionic or zwitterionic surfactants and emulsifiers can be used as auxiliaries for the preparation of the corresponding emulsions.
- the emulsions of the dimethiconols can also be prepared directly by an emulsion polymerization process. Such methods are also well known to the person skilled in the art. For example, reference may be made to the "Encyclopedia of Polymer Science IVII kI (-WW ⁇ -l 'U ⁇ J VJ I * +, J
- the droplet size of the emulsified particles is according to the invention from 0.01 ⁇ m to 10000 ⁇ m, preferably from 0.01 to 100 ⁇ m, very particularly preferably from 0.01 to 20 ⁇ m and most preferably from 0.01 to 10 microns.
- the particle size is determined by the method of light scattering.
- branched dimethiconols are used, it is to be understood that the branching is greater than a random branching, which occurs by impurities of the respective monomers randomly.
- branched dimethiconols are therefore to be understood as meaning that the degree of branching is greater than 0.01%.
- a degree of branching is greater than 0.1%, and most preferably greater than 0.5%.
- the degree of branching is determined from the ratio of unbranched monomers, that is, the amount of monofunctional siloxane, to the branching monomers, that is, the amount of tri- and tetrafunctional siloxanes. According to the invention, both low-branched and highly branched dimethiconols can be very particularly preferred.
- Examples of such products include the following commercial products: Botanisil NU-150M (Botanigenics), Dow Coming 1-1254 Fluid, Dow Corning 2-9023 Fluid, Dow Corning 2-9026 Fluid, Ultrapure Dimethiconol (Ultra Chemical), Unisil SF- R (Universal Preserve), X-21-5619 (Shin-Etsu Chemical Co.), Abil OSW 5 (Degussa Care Specialties), ACC DL-9430 Emulsion (Taylor Chemical Company), AEC Dimethiconol & Sodium Dodecylbenzenesulfonate (A & E Connock (Perfumery & Cosmetics) Ltd.), BC Dimethiconol Emulsion 95 (Basildon Chemical Company, Ltd.), Cosmetic Fluid 1401, Cosmetic Fluid 1403, Cosmetic Fluid 1501, Cosmetic Fluid 1401 DC (all aforementioned Chemsil Silicones, Inc.), Dow Corning 1401 Fluid, Dow Corning 1403 Fluid, Dow Corning 1501 Fluid, Dow Corning 1784 HVF
- Agents preferred according to the invention contain, based on the weight of the composition, 0.01 to 10 wt.%, Preferably 0.1 to 8 wt.%, Particularly preferably 0.25 to 7.5 wt.% And in particular 0.5 to 5 % By weight of dimethiconol.
- Aminofunctional silicones also called amodimethicones, are silicones which have at least one (optionally substituted) amino group.
- Such silicones may e.g. through the formula
- R is a hydrocarbon or a hydrocarbon radical having from 1 to about 6 carbon atoms
- Q is a polar radical of the general formula -R 1 HZ, wherein R 1 is a divalent connecting group attached to hydrogen and the Z is an organic, amino-functional radical containing at least one amino-functional group, carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms;
- "a" values in the range of about 0 to about 2 assumes "b” assumes values in the range of about 1 to about 3, “a” + “b” is less than or equal to 3
- "c” is a number in the range of about 1 to about 3
- x is a number is in the range of from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25
- y is a number in the range of from about 20 to about 10,000, preferably from about 125 to about 10,000, and most preferably from about 150 to about 1000
- M is a
- Non-limiting examples of the groups represented by R include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like, and sulfur containing radicals such as mercaptoethyl, mercaptopropyl,
- R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, - CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, -CH 2 CH 2 OCH 2 - , - OCH 2 CH 2 -, -OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) OCH 2 -, - (CH 2 ) 3 CC (O) OCH 2 CH 2 -, - C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2 ) 3 C (O) SCH 2 CH 2 -.
- Z is an organic, amino-functional radical containing at least one functional amino group.
- a possible formula for Z is NH (CH 2 ) Z NH 2 , wherein z is 1 or more.
- Another possible formula for Z is -NH (CH 2 ) Z (CH 2 ) ZZ NH, wherein both z and zz are independently 1 or more, 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, amino-functional radical 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 3 Q b SiO (4-ab ) / 2 units to the R 0 SiO ( 4-C ) / 2 units is in the range of about From 1: 2 to 1:65, preferably from about 1: 5 to about 1: 65, and most preferably from about 1: 15 to about 1: 20.
- the various variable substituents in of the above formula may be different for the various silicone components present in the silicone blend.
- Preferred agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (I)
- - G is-H, phenyl, -OH, -0-CH 3, -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 J 3 ;
- a is a number between O and 3, in particular O;
- b is a number between 0 and 1, in particular 1,
- n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10,
- R ' is a monovalent radical selected from o -N (R ") - CH 2 -CH 2 - N (R") 2 o -N (R ") 2 o -N + (R 11 J 3 A" o -N + H (Fr) 2 A- o -N + H 2 (FT) A- o -N (R 1 O-CH 2 -CH 2 -N + R 11 H 2 A-, where each R "is for identical or different radicals from the group -H, -phenyl, -benzyl, the Ci -20- alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CHa) 2 , - CH 2 CH 2 CH 2 Hs, - CH 2 CH (CHa) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 J 3 , and A represents an anion, which is preferably selected from chloride, Bro
- agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (II)
- 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.
- silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration.
- compositions according to the invention which are characterized in that they contain an amino-functional silicone of the formula (III)
- 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 are preferred in which the amino-functional silicone has an amine number above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g ,
- 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 contain, based on the weight of the composition, 0.01 to 10 wt.%, Preferably 0.1 to 8 wt.%, Particularly preferably 0.25 to 7.5 wt.% And in particular 0.5 to 5 % By weight amino-functional silicone (s).
- both silicone polymers, dimethiconols and amodimethicones can be used together with the imidazolinium compounds of the formula I.
- the mixing ratio of the two silicone polymers is 99: 1 to 1:99. However, it is preferably from 30: 70 to 70: 30.
- a very particularly preferred mixing ratio is 1: 1.
- Agents preferred according to the invention contain, based on the weight of the composition, 0.01 to 10 wt.%, Preferably 0.1 to 8 wt.%, Particularly preferably 0.25 to 7.5 wt.% And in particular 0.5 to 5 % By weight of such a mixture of the silicone polymers according to the invention.
- a very particularly preferred embodiment contains in addition to the two ingredients a) and b) additionally at least one further cationic compound.
- This cationic compound can be a cationic surfactant, a cationic polymer or at least one cationic surfactant and one cationic polymer.
- 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, eg. Cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride.
- the long alkyl chains of the above-mentioned surfactants preferably have 10 to 30 carbon atoms, preferably 10 to 18 carbon atoms.
- QAV QAV with behenyl radicals, in particular the substances known as behentrimonium chloride or bromide (docosanyltrimethylammonium chloride or bromide).
- behentrimonium chloride or bromide doosanyltrimethylammonium chloride or bromide.
- Other preferred QAVs have at least two behenyl residues.
- Genamin ® KDMP “Clahant).
- Esterquats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element.
- Preferred ester quats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
- Such products are marketed under the trade names Stepantex® ®, ® and Dehyquart® Armocare® ®.
- alkylamidoamines are usually prepared by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
- An inventively particularly suitable compound from this group is that available under the name Tegoamid ® S 18 commercially stearamidopropyl.
- the cationic surfactants 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 wt .-% are particularly preferred.
- cationic polymers can also be used with particular advantage.
- Cationic polymers are to be understood as meaning polymers which have a group in the main and / or side chain which may be “temporary” or “permanent” cationic.
- "permanently cationic” refers to those polymers which have a cationic group, irrespective of the pH of the agent. These are usually polymers containing a quaternary nitrogen atom, for example in the form of an ammonium group. Preferred cationic groups are quaternary ammonium groups.
- R 1 -H or -CH 3
- R 2 , R 3 and R 4 are independently selected from C 1-4 -alkyl, -alkenyl or -hydroxyalkyl groups
- m 1, 2, 3 or 4
- n is a natural number
- X- is a physiologically acceptable organic or inorganic anion
- copolymers consisting essentially of the monomer units listed in formula (G 1-1) and nonionic monomer units, are particularly preferred cationic polymers.
- R 1 is a methyl group
- R 2 , R 3 and R 4 are methyl groups
- Suitable physiologically tolerated counterions X " are, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ions, preference being given to halide ions, in particular chloride.
- a particularly suitable homopolymer is, if desired, crosslinked, poly (methacryloyloxyethyltrimethylammonium chloride) with the INCI name Polyquaternium-37.
- poly methacryloyloxyethyltrimethylammonium chloride
- Rheocare ® CTH Cosmetic Rheologies
- Synthalen® ® CR Ethnichem
- the crosslinking can be carried out with the aid of multiply olefinically unsaturated compounds, for example Divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglycerylether, or allyl ethers of sugars or sugar derivatives such as erythritol, pentaerythritol, arabitol, mannitol, sorbitol, sucrose or glucose.
- multiply olefinically unsaturated compounds for example Divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglycerylether, or allyl ethers of sugars or sugar derivatives such as erythritol, pentaerythritol, arabitol, mannitol, sorbitol, sucrose or glucose.
- Methylenebisacrylamide is a preferred crosslinking agent
- the homopolymer is preferably used in the form of a nonaqueous polymer dispersion which should not have a polymer content of less than 30% by weight.
- Such polymer dispersions are available under the names Salcare ® SC 95 (about 50% polymer content, additional components: mineral oil (INCI name: Mineral Oil) and tridecyl-polyoxypropylene-polyoxyethylene-ether (INCI name: PPG-1 trideceth-6) ) and Salcare ® SC 96 (about 50% polymer content, additional components: a mixture of diesters of Propylengly- KOL with a mixture of caprylic and capric acid (INCI name: propylene lene glycol Dicaprylate / Dicaprate) and tridecyl polyoxyethylene polyoxypropylene - ether (INCI name: PPG-1-Trideceth-6)) commercially available.
- Copolymers with monomer units of the formula (G1-I) as the non-ionic monomer preferably acrylamide, methacrylamide, acrylic acid-Ci-4-alkyl esters and methacrylic acid CI_ 4 -alkyl.
- the acrylamide is particularly preferred.
- These copolymers can also be crosslinked, as described above in the case of the homopolymers.
- a copolymer preferred according to the invention is the crosslinked acrylamide-methacryloyloxyethyltrimethylammonium chloride copolymer.
- Such copolymers in which the monomers are present in a weight ratio of about 20:80 are commercially available as about 50% nonaqueous polymer dispersion under the name Salcare ® SC 92.
- Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives
- honey for example the commercial product Honeyquat ® 50,
- Such compounds are sold under the names Gafquat ® 734 and Gafquat ® 755 commercially,
- suitable for use in accordance with the invention are the copolymers of vinylpyrrolidone, as used as commercial products Copolymer 845 (Manufacturer: ISP), Gaffix ® VC 713 (manufacturer: ISP), Gafquat ® ASCP 1011, Gafquat ® HS 110 Luviquat.RTM ® 8155 and Luviquat.RTM ® MS 370..
- cationic polymers which can be used in the agents according to the invention are the so-called "temporary cationic" polymers. These polymers usually contain an amino group which, at certain pH values, is present as quaternary ammonium group and thus cationic. Preferably, for example, are chitosan and its derivatives, such as 101 are freely available commercially, for example under the trade names Hydagen CMF ®, Hydagen HCMF ®, Kytamer ® PC and Chitolam ® NB /.
- preferred cationic polymers are cationic cellulose derivatives and chitosan and its derivatives, in particular the commercial products Polymer ® JR 400, Hydagen ® HCMF and Kytamer ® PC, cationic guar derivatives, cationic honey derivatives, in particular the commercial product Honeyquat ® 50, cationic Alkylpolyglycodside according to DE-PS 44 13 686 and polymers of the type Polyquaternium-37.
- cationized protein hydrolysates are to be counted among the cationic polymers, wherein the underlying protein hydrolyzate from the animal, for example from collagen, milk or keratin, from the plant, for example from wheat, corn, rice, potatoes, soy or almonds, marine life forms, for example from fish collagen or algae, or biotechnologically derived protein hydrolysates.
- the protein hydrolyzates on which the cationic derivatives according to the invention are based can be obtained from the corresponding proteins by chemical, in particular alkaline or acid hydrolysis, by enzymatic hydrolysis and / or a combination of both types of hydrolysis.
- cationic protein hydrolyzates are understood to mean quaternized amino acids and mixtures thereof.
- the quaternization of the protein hydrolyzates or amino acids is often carried out using quaternary ammonium salts such as N, N-dimethyl-N- (n-alkyl) -N- (2-hydroxy-3-chloro-n-propyl) ammonium halides.
- the cationic protein hydrolysates may also be further derivatized.
- the cationic protein hydrolyzates and derivatives according to the invention those mentioned under the INCI names in the "International Cosmetic Ingredient Dictionary and Handbook", (seventh edition 1997, The Cosmetic, Toiletry, and Fragrance Association 1101 17 th Street, NW, Suite 300 Cocodimium Hydroxypropyl Hydrolyzed Collagen, Cocodimopnium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl, Hydroxyprop
- Hydroxypropyltrimonium Hydrolyzed Casein Hydroxypropyltrimonium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Conchiolin Protein, Hydroxypropyltrimonium Hydrolyzed Keratin, Hydroxypropyltrimonium Hydrolyzed Rice Bran Protein, Hydroxypropyltrimonium Hydrolyzed Soy Protein, Hydroxypropyl Hydrolyzed Vegetable Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein / Siloxysilicate, Laurdimonium Hydroxypropyl Hydrolyzed Soy Protein, Lauridimonium Hydroxypropyl Hydrolyzed Wheat Protein, Laurydimium Hydroxypropyl Hydrolyzed Wheat Protein / Siloxysilicate, Lauryldimonium Hydroxypropyl Hydrolyzed Casein, Lauryldimonium Hydroxypropyl Hydrolyzed Collagen, Lauryldimonium Hydroxypropyl Hydro
- the cationic polymers are preferably contained in the agents according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
- agents according to the invention are preferred which, based on the weight of the composition, contain 0.01 to 10% by weight, preferably 0.1 to 8% by weight, particularly preferably 0.2 to 7.5% by weight and in particular 0, 5 to 5.0% by weight of quaternary ammonium compound (s).
- ingredients of the agents according to the invention are polyhydroxy compounds.
- at least one polyhydroxy compound having at least 2 OH groups is contained.
- these compounds those having 2 to 12 OH groups, and especially those having 2, 3, 4, 5, 6 or 10 OH groups are preferred.
- the (n, n + 1) - or (n, n + 2) diols with non-terminal OH groups can also be used.
- polyhydroxy compounds having 2 OH groups are also the polyethylene and polypropylene glycols.
- the glycerol has an outstanding importance.
- agents according to the invention are preferred in which the polyhydroxy compound is selected from ethylene glycol, propylene glycol, polyethylene glycol, polypropylene glycol, glycerol, glucose, fructose, pentaerythritol, sorbitol, mannitol, xylitol and their mixtures.
- agents according to the invention which, based on the weight of the composition, contain 0.01 to 5 wt.%, Preferably 0.05 to 4 wt.%, Particularly preferably 0.05 to 3.5% by weight and in particular 0.1 to 2.5% by weight of polyhydroxy compound (s).
- agents according to the invention may additionally comprise polyethylene glycol ethers of the formula (IV)
- k is a number between 1 and 18, with particular preference given to the values 0, 10, 12, 16 and 18 and n is a number between 2 and 20 with particular preference given to the values 2, 4, 5, 6, 7, 8, 9 , 10, 12 and 14 means.
- Preferred among these are the alkyl derivatives of diethylene glycol, triethylene glycol, tetraethylene glycol, pentathylene glycol, hexaethylene glycol, heptaethylene glycol, octaethylene glycol, nonaethylene glycol, decaethylene glycol, dodecaethylene glycol, and Tetradecaethylene glycols and the alkyl derivatives of dipropylene glycol, tripropylene glycol, tetrapropylene glycol, pentapropylene glycol, hexapropylene glycol, heptapropylene glycol, octapropylene glycol, nonapropylene glycol, decapropylene glycol, dodecapropylene glycol and tetradecapropylene
- mixtures of "short chain” polyalkylene glycol ethers with such "long chain” polyalkylene glycol ethers have advantages. Particular preference is given to mixtures of polyalkylene glycol ethers having a degree of oligomerization of 5 or less with polyalkylene glycol ethers having a degree of oligomerization of 7 or more Preferred are mixtures of alkyl derivatives of diethylene glycol, .alpha Triethylene glycol, tetraethylene glycol, pentahydylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol or pentapropylene glycol with alkyl derivatives of hexaethylene glycol, heptaethylene glycol, octaethylene glycol, nonaethylene glycol, decaethylene glycol, dodecaethylene glycol, hexapropylene glycol, heptapropylene glycol, octapropylene glycol, non
- Particularly preferred agents according to the invention are characterized in that they contain at least one polyalkylene glycol ether (IV a) of the formula (IV) in which n is the number 2, 3, 4 or 5 and at least one polyalkylene glycol ether (IV b) of the formula (IV) in which n represents the numbers 10, 12, 14 or 16, wherein the weight ratio (IV b) to (IV a) 10: 1 to 1:10, preferably 7.5: 1 to 1: 5 and in particular 5 : 1 to 1: 1.
- the compositions according to the invention may contain further ingredients.
- vitamins, provitamins or vitamin precursors are, for example, vitamins, provitamins or vitamin precursors, so that preferred agents according to the invention are characterized in that they additionally contain at least one substance from the group of vitamins, provitamins and vitamin precursors and their derivatives, with vitamins, pro-vitamins and vitamin precursors preferred are assigned to the groups A, B, C 1 E, F and H.
- vitamin A includes retinol (vitamin Ai) and 3,4-didehydroretinol (vitamin A 2 ).
- the ß-carotene is the provitamin of retinol.
- vitamin 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 the palmitate and the acetate into consideration.
- 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.
- Preferred according to the invention is the nicotinic acid amide which is contained in the agents used according to the invention preferably in amounts of from 0.05 to 1% by weight, based on the total agent.
- panthenol pantothenic acid, panthenol and pantolactone.
- Panthenol and / or pantolactone are preferably used in the context of this group.
- Derivatives of panthenol which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols. Individual representatives are, for example, the panthenol triacetate, the panthenol monoethyl ether and its monoacetate and also the cationic panthenol derivatives disclosed in WO 92/13829.
- the compounds mentioned 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 agents according to the invention preferably in amounts of 0.1 to 3 wt .-%, based on the total agent. Use in the form of palmitic acid ester, glucosides or phosphates may be preferred. The use in combination with tocopherols may also be preferred.
- Vitamin E tocopherols, especially ⁇ -tocopherol.
- Tocopherol and its derivatives which include in particular the esters such as the acetate, the nicotinate, the phosphate and the succinate, are preferably present in the agents according to the invention in amounts of 0.05-1% by weight, based on the total agent.
- Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
- Vitamin H is the compound (3aS, 4S, 6af?) - 2-oxohexahydrothienol [3,4-c (] - imidazole-4-valeric acid, for which, however, the trivial name biotin has become established.
- 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.
- the agents according to the invention preferably contain vitamins, provitamins and vitamin precursors from groups A, B, E and H. Panthenol, pantolactone, pyridoxine and its derivatives as well as nicotinic acid amide and biotin are particularly preferred.
- the effect of the agents according to the invention by fatty substances (D) can be further increased.
- Fatty substances are to be understood as meaning fatty acids, fatty alcohols, natural and synthetic waxes, which can be in solid form as well as liquid in aqueous dispersion, and natural and synthetic cosmetic oil components.
- fatty acids (D1) it is possible to use linear and / or branched, saturated and / or unsaturated fatty acids having 6 to 30 carbon atoms. Preference is given to fatty acids having 10 to 22 carbon atoms. Among these were, for example, to name the isostearic as the commercial products Emersol ® 871 and Emersol ® 875, and isopalmitic acids such as the commercial product Edenor ® IP 95, and all other products sold under the trade names Edenor ® (Cognis) fatty acids.
- fatty acids are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic and their technical mixtures, which are obtained, for example, in the pressure splitting of natural fats and oils, in the oxidation of aldehydes from Roelen's oxo synthesis or the dimerization of unsaturated fatty acids.
- Particularly preferred are usually the fatty acid cuttings obtainable from coconut oil or palm oil; In particular, the use of stearic acid is usually preferred.
- the amount used is 0.1 - 15 wt.%, Based on the total mean.
- the amount is preferably 0.5-10% by weight, with amounts of 1-5% by weight being particularly advantageous.
- fatty alcohols (D2) can be used saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols with C 6 - C 3 O-. preferably C 10 -C 22 - and most preferably C 12 -C 22 carbon atoms.
- Decanols, octanols, dodecadienol, decadienol, oleyl alcohol, eruca alcohol, ricinoleic alcohol, stearyl alcohol, isostearyl alcohol, cetyl alcohol, lauryl alcohol, myristyl alcohol, arachidyl alcohol, caprylic alcohol, capric alcohol, linoleyl alcohol, linolenyl alcohol and behenyl alcohol are, for example, decanol, octanolol, dodecadienol, decadienol , as well as their Guerbet alcohols, this list should have exemplary and non-limiting character.
- the fatty alcohols are derived from preferably natural fatty acids, which can usually be based on recovery from the esters of fatty acids by reduction.
- those fatty alcohol cuts which are produced by reducing naturally occurring triglycerides such as beef tallow, palm oil, peanut oil, rapeseed oil, cottonseed oil, soybean oil, sunflower oil and linseed oil or fatty acid esters formed from their transesterification products with corresponding alcohols, and thus represent a mixture of different fatty alcohols.
- Such substances are, for example, under the names Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®, for example, Lorol ® C8, Lorol C14 ®, Lorol C18 ®, ® Lorol C8-18, HD-Ocenol ®, Crodacol ® such as Crodacol ® CS, Novol ®, Eutanol ® G, Guerbitol ® 16, Guerbitol ® 18, Guerbitol ® 20, Isofol ® 12, Isofol ® 16, Isofol ® 24, Isofol ® 36, Isocarb ® 12, Isocarb ® 16 or Isocarb® ® 24 available for purchase.
- Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®
- Lorol ® C8 Lorol C8-18
- the invention also Wollwachsalkohole as drawings for example under the Be ⁇ can Corona ®, White Swan ®, Coronet ® or Fluilan ® are commercially available, can be used.
- the fatty alcohols are used in amounts of from 0.1 to 30% by weight, based on the total preparation, preferably in amounts of from 0.1 to 20% by weight.
- waxes As natural or synthetic waxes (D3) it is possible according to the invention to use solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerites, ceresin, spermaceti, sunflower wax, fruit waxes such as apple wax or citrus wax, microwaxes of PE or PP.
- Such waxes are spielnem available over the Fa. Kahl & Co., Trittau.
- the amount used is 0.1-50 wt.% Based on the total agent, preferably 0.1 to 20 wt.% And particularly preferably 0.1 to 15 wt.% Based on the total agent.
- the natural and synthetic cosmetic oil bodies (D4) which can increase the action of the active ingredient complex (A) according to the invention, include, for example:
- oils examples include sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil. Also suitable, however, are other triglyceride oils such as the liquid portions of beef tallow as well as synthetic triglyceride oils.
- Ester oils Under Esterölen are understood to be esters of C 6 - C 3 o - fatty acids with C 2 - C 30 - fatty alcohols. The monoesters of the fatty acids with alcohols having 2 to 24 carbon atoms are preferred.
- fatty acid components used in the esters are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic Behenic acid and erucic acid as well as their technical mixtures, for example in the pressure splitting of natural fats and oils, in the oxidation of aldehydes from the Roelen oxosynthesis or the dimerization of unsaturated fatty acids.
- fatty alcohol components in the ester oils are isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, Gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures which are obtained, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from Roelen's oxosynthesis and as monomer fraction in the dimerization of unsaturated fatty alcohols.
- isopropyl myristate IPM Rilanit ®
- Isononanklad C16-18 alkyl ester
- Cegesoft ® 24 2-ethylhexyl palmitate
- stearic acid-2-ethylhexyl ester Cetiol ® 868
- cetyl oleate glycerol tricaprylate, Kokosfettalkohol- caprate / caprylate (Cetiol ® LC), n-butyl stearate, oleyl erucate (Cetiol ® J 600), isopropyl palmitate (IPP Rilanit ®), oleyl Oleate (Cetiol ®), hexyl laurate (Cetiol ® A), di-n-butyl adipate (Cetiol ® B), myristyl palmitate (IPP Rilanit ®), oleyl Ole
- Dicarboxylic acid esters such as di-n-butyl adipate, di- (2-ethylhexyl) adipate, di- (2-ethylhexyl) succinate and di-isotridecylvestat and diol esters such as ethylene glycol dioleate, ethylene glycol di-isotridecanoate, propylene glycol di (2 ethylhexanoate), propylene glycol diisostearate, propylene glycol di-pelargonate, butanediol diisostearate, neopentyl glycol dicaprylate,
- the partial glycerides preferably follow the formula (D4-I),
- R 1 , R 2 and R 3 are each independently hydrogen or a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22, preferably 12 to 18, carbon atoms, with the proviso that at least one of these groups represents a Acyl radical and at least one of these groups is hydrogen.
- the sum (m + n + q) is 0 or numbers from 1 to 100, preferably 0 or 5 to 25.
- R 1 is an acyl radical and R 2 and R 3 are hydrogen and the sum (m + n + q) is 0.
- Typical examples are mono- and / or diglycerides based on caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic , Elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures.
- oleic acid monoglycerides are used.
- the amount used of the natural and synthetic cosmetic oil bodies in the compositions according to the invention is usually 0.1 to 30% by weight, based on the total agent, preferably 0.1 to 20% by weight, and in particular 0.1 to 15% by weight. %.
- the total amount of oil and fat components in the compositions according to the invention is usually 0.5-75% by weight, based on the total agent. Amounts of 0.5-35 wt .-% are preferred according to the invention.
- the use of surfactants (E) in the compositions according to the invention has proved to be particularly advantageous.
- the agents according to the invention therefore contain surfactants.
- surfactants is understood as meaning surface-active substances which form adsorption layers on the upper and boundary surfaces or which can aggregate in volume phases to give micelle colloids or lyotropic mesophases.
- anionic surfactants consisting of a hydrophobic radical and a negatively charged hydrophilic head group
- amphoteric surfactants which carry both a negative and a compensating positive charge
- cationic surfactants which, in addition to a hydrophobic radical, have a positively charged hydrophilic group
- nonionic surfactants which have no charges but strong dipole moments and are highly hydrated in aqueous solution.
- the cationic surfactants have already been described above as a preferred ingredient.
- Suitable anionic surfactants (E1) in preparations according to the invention are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. As a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group having about 8 to 30 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be present in the molecule. Examples of suitable anionic surfactants 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,
- Sulfosuccinic acid mono- and dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic acid monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups,
- Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 C atoms are alpha-sulfofatty acids having 8 to 30 C atoms
- alkyl sulfates and alkyl polyglycol ether sulfates of the formula RO (CH 2 -CH 2 O) x - OSO 3 H 1 in which R is a preferably linear alkyl group having 8 to 30 C atoms and x 0 or 1 to 12,
- Esters of tartaric acid and citric acid with alcohols which are anionic products of about 2-15 molecules of ethylene oxide and / or propylene oxide onto fatty alcohols having 8 to 22 C atoms,
- R 1 is preferably an aliphatic hydrocarbon radical having 8 to 30 carbon atoms
- R 2 is hydrogen, a radical (CH 2 CH 2 O) n R 2 or X, n is from 1 to 10 and X is hydrogen, an alkali metal radical or alkaline earth metal or NR 3 R 4 R 5 R 6 , where R 3 to R 6 independently of one another represent hydrogen or a C 1 to C 4 hydrocarbon radical,
- R 8 CO is a linear or branched acyl radical having 6 to 22 carbon atoms, x, y and z in total for O or for numbers from 1 to 30, preferably 2 to 10, and X stands for an alkali or alkaline earth metal.
- monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride and their ethylene oxide adducts with sulfur trioxide or chlorosulfonic acid in the form of their sodium salts.
- Monoglyceride sulfates of the formula (E1-III) in which R 8 CO is a linear acyl radical having 8 to 18 carbon atoms are preferably used,
- Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids having 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule, sulfosuccinic acid mono- and dialkyl esters having 8 to 18 carbon atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethyl ester with 8 up to 18 C atoms in the alkyl group and 1 to 6 oxyethyl groups, Monoglycerisulfates, alkyl and Alkenyletherphosphate and protein fatty acid condensates.
- Zwitterionic surfactants are those surface-active compounds which carry in the molecule at least one quaternary ammonium group and at least one -COO ⁇ or -SO 3 ⁇ group.
- Particularly suitable zwitterionic surfactants are the so-called betaines, such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammoniumglycinate, N-acylaminopropyl-N, N-dimethylammoniumglycinates, for example cocoacylaminopropyldimethylammoniumglycinate, and -Alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines having in each case 8 to 18 C atoms in the alkyl or acyl group, and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
- a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INC
- Ampholytic surfactants (E3) are understood as meaning those surface-active compounds which contain, in addition to a C 8 -C 24 -alkyl or -acyl group, at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and Training of internal salts are capable.
- ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkyl-amidopropylglycines, 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 N-coco are alkylaminopropionate, cocoacylaminoethyl aminopropionate and C1 2 - C 18 - sarcosine.
- Nonionic surfactants (E4) contain, for example, a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether groups as the hydrophilic group.
- Such compounds are, for example, addition products of 2 to 50 mol of ethylene oxide and / or 0 to 5 mol of propylene oxide onto linear and branched fatty alcohols having 8 to 30 C atoms, fatty acids having 8 to 30 carbon atoms and alkylphenols having 8 to 15 carbon atoms in the alkyl group,
- R 1 CO is a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms
- R 2 is hydrogen or methyl
- R 3 is a linear or branched alkyl radical having 1 to 4 carbon atoms and w is a number from 1 to 20 stands,
- R 4 is an alkyl or alkenyl radical having 4 to 22 carbon atoms
- G is a sugar radical having 5 or 6 carbon atoms
- p is a number from 1 to 10. They can be obtained by the relevant methods of preparative organic chemistry.
- the alkyl and alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
- the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
- the index number p in the general formula (E4-II) indicates the degree of oligomerization (DP), ie the distribution of mono- and ON-goglycosides, and stands for a number between 1 and 10.
- the value p for a certain alkyloligoglycoside is an analytically determined arithmetical variable, which usually represents a fractional number. Preference is given to using alkyl and / or alkenyl oligoglycosides having an average degree of oligomerization p of from 1.1 to 3.0. From the point of view of application, those alkyl and / or alkenylolgoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4 are preferred.
- the alkyl or alkenyl radical R 4 can be derived from primary alcohols having 4 to 11, preferably 8 to 10 carbon atoms. Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and the technical mixtures thereof, as obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the hydrogenation of aldehydes from Roelen's oxosynthesis.
- the alkyl or alkenyl radical R 15 can furthermore also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms.
- Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol, and technical mixtures thereof which can be obtained as described above.
- Preference is given to alkyl oligoglucosides based on hydrogenated C 12/14 cocoalcohol having a DP of from 1 to 3, fatty acid N-alkyl polyhydroxyalkylamide type sugar surfactants, a nonionic surfactant of the formula (E4-III),
- R 5 is CO for an aliphatic acyl radical having 6 to 22 carbon atoms
- R 6 is hydrogen, an alkyl or hydroxyalkyl radical having 1 to 4 carbon atoms
- [Z] is a linear or branched polyhydroxyalkyl radical having 3 to 12 carbon atoms and 3 to 10 hydroxyl groups stands.
- the fatty acid N-alkylpolyhydroxyalkylamides are known substances which are usually obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
- the fatty acid N-alkylpolyhydroxyalkylamides are preferably derived from reducing sugars having 5 or 6 carbon atoms, in particular from glucose.
- the preferred fatty acid N-alkylpolyhydroxyalkylamides are therefore fatty acid N-alkylglucamides as represented by the formula (E4-IV):
- the fatty acid N-alkylpolyhydroxyalkylamides used are preferably glucamides of the formula (E4-IV) in which R 8 is hydrogen or an alkyl group and R 7 is CO for the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitic acid, Stearic acid, isostearic acid, oleic acid, elaidic acid, petroselic acid, linoleic acid, linolenic acid, arachidic acid, gadoleic acid, behenic acid or erucic acid or their technical mixtures.
- fatty acid N-alkylglucamides of the formula (E4-IV) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C 12/14 coconut fatty acid or a corresponding derivative.
- the polyhydroxyalkylamides can also be derived from maltose and palatinose.
- nonionic surfactants the alkylene oxide addition products to saturated linear fatty alcohols and fatty acids having in each case 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid have been found. Preparations having excellent properties are also obtained if they contain fatty acid esters of ethoxylated glycerol as nonionic surfactants.
- the alkyl radical R contains 6 to 22 carbon atoms and may be both linear and branched. Preference is given to primary linear and methyl-branched in the 2-position aliphatic radicals.
- Such alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. Particularly preferred are 1-octyl, 1-decyl, 1-lauryl, 1-myristyl.
- nonionic surfactants are the sugar surfactants. These may be used in the compositions according to the invention preferably in amounts of from 0.1 to 20% by weight, based on the total agent, be included. Amounts of 0.5-15% by weight are preferred, and most preferred are amounts of 0.5-7.5% by weight.
- the compounds used as surfactant with alkyl groups may each be uniform substances. However, it is generally preferred to use native vegetable or animal raw materials in the production of these substances, so that substance mixtures having different alkyl chain lengths depending on the respective raw material are obtained.
- both products with a "normal” homolog distribution and those with a narrow homolog distribution can be used.
- "normal” homolog distribution are meant mixtures of homologues which are obtained as catalysts in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates. Narrowed homolog distributions are obtained when, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alkoxides are used as catalysts. The use of products with narrow homolog distribution may be preferred.
- the surfactants (E) are used in amounts of 0.1-45% by weight, preferably 0.5-30% by weight and very particularly preferably 0.5-25% by weight, based on the total agent used according to the invention ,
- Anionic, nonionic, zwitterionic and / or amphoteric surfactants and mixtures thereof may be preferred according to the invention.
- the agents according to the invention may contain emulsifiers (F).
- Emulsifiers cause the formation of water- or oil-stable at the phase interface Adsorption layers, which protect the dispersed droplets against coalescence and thus stabilize the emulsion.
- Emulsifiers are therefore constructed like surfactants from a hydrophobic and a hydrophilic part of the molecule. Hydrophilic emulsifiers preferably form O / W emulsions and hydrophobic emulsifiers preferably form W / O emulsions.
- An emulsion is to be understood as meaning a droplet-like distribution (dispersion) of a liquid in another liquid under the expense of energy in order to create stabilizing phase interfaces by means of surfactants.
- the selection of these emulsifying surfactants or emulsifiers depends on the substances to be dispersed and the respective outer phase and the fineness of the emulsion.
- Emulsifiers which can be used according to the invention are, for example
- alkyl (oligo) glucosides for example, the commercially available product ® Montanov 68,
- Sterols are understood to mean a group of steroids which carry a hydroxyl group on the C atom 3 of the steroid skeleton and both animal tissue (zoosterols) as well as vegetable fats (phytosterols) are isolated.
- zoosterols are cholesterol and lanosterol.
- suitable phytosterols are ergosterol, stigmasterol and sitosterol. Mushrooms and yeasts are also used to isolate sterols, the so-called mycosterols.
- glucose phospholipids e.g. as lecithins or phosphatidylcholines from e.g. Egg yolk or plant seeds (e.g., soybeans) are understood.
- Fatty acid esters of sugars and sugar alcohols such as sorbitol
- polyglycerols and polyglycerol derivatives such as Polyglycerinpoly- 12-hydroxystearate (commercial product Dehymuls ® PGPH),
- 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.
- 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.
- polymers (G) are included in the inventive compositions.
- the agents used according to the invention are therefore added polymers, with both cationic, anionic, amphoteric and nonionic polymers having proven effective.
- 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 is obtainable for example under the name Rheothik ® 11-80 commercially.
- 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, methacrylates,
- 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 using as 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.
- the use of this compound, which in addition to the polymer component contains a hydrocarbon mixture (Ci 3 -Ci 4 -lsoparaffin) and a nonionic emulsifier (laureth-7), has proved to be particularly advantageous in the context of the teaching of the invention.
- Simulgel ® 600 as a compound with isohexadecane and polysorbate-80 Natriumacryloyldimethyltaurat copolymers have proved to be particularly effective according to the invention.
- 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 are also color-retaining polymers.
- a cross-linked with 1, 9-Decadiene-methyl vinyl ether maleic acid copolymer is available under the name ® Stabileze QM.
- amphoteric polymers (G3) can be used as polymers for increasing the activity of the active ingredient complex (A) according to the invention.
- amphoteric polymers includes both those polymers which contain both free amino groups and free COOH or SO 3 H groups in the molecule and are capable of forming internal salts, and also zwitterionic polymers which have quaternary ammonium groups in the molecule -COO ' - or -SO 3 ' groups, and those polymers comprising -COOH or SO 3 H groups and quaternary ammonium groups.
- amphopolymer suitable is that available under the name Amphomer ® acrylic resin which is a copolymer of tert-butylaminoethyl methacrylate, N- (1, 1, 3,3-tetramethylbutyl) -acrylamide and two or more monomers from the group of acrylic acid, Represents methacrylic acid and its simple esters.
- Amphomer ® acrylic resin which is a copolymer of tert-butylaminoethyl methacrylate, N- (1, 1, 3,3-tetramethylbutyl) -acrylamide and two or more monomers from the group of acrylic acid, Represents methacrylic acid and its simple esters.
- amphoteric polymers are those polymers which are composed essentially
- R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N (+)
- R 1 and R 2 independently of one another are hydrogen or a methyl group and R 3 , R 4 and R 5 independently of one another are alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer from 2 to 5 and A is the anion of an organic or inorganic acid, and
- R 6 and R 7 are independently hydrogen or methyl groups.
- These compounds can be used both directly and in salt form, which is obtained by neutralization of the polymers, for example with an alkali metal hydroxide, according to the invention.
- Very particular preference is given to those polymers in which monomers of the type (a) are used in which R 3 , R 4 and R 5 are methyl groups, Z is an NH group and A ⁇ is a halide, methoxysulfate or ethoxysulfate ion ; Acrylamidopropyl trimethyl- ammonium chloride is a particularly preferred monomer (a).
- Acrylic acid is preferably used as monomer (b) for the stated polymers.
- 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 methylhydroxypropyl cellulose, such as are for example under theress ⁇ sign Culminal ® and Benecel ® (AQUALON) and Natrosol ® grades (Hercules) expelled.
- Starch and its derivatives in particular starch, such as Structure XL ® (National Starch), a multifunctional, salt-tolerant starch;
- 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, for example polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups.
- the preparations used have several, in particular two different, polymers of the same charge and / or each contain an ionic and an amphoteric and / or nonionic polymer ent.
- the polymers (G) are contained in the agents according to the invention preferably in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5, in particular from 0.1 to 3 wt .-%, are particularly preferred.
- 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, N, N, N-trimethyl-4- (2-oxoborn-3-ylidenemethyl) aniline methylsulfate, 3,3,5-trimethylcyclohexyl salicylate (homosalates), 2-hydroxy-4-methoxy-benzophenone
- the water-insoluble compound in the teaching of the invention has the higher effect compared to such water-soluble compounds that differ from it by one or more additional ionic groups.
- water-insoluble is to be understood as meaning those UV filters which dissolve at 20 ° C. to not more than 1% by weight, in particular not more than 0.1% by weight, in water.
- these compounds should be soluble in the usual cosmetic oil components at room temperature to at least 0.1, in particular at least 1 wt .-%).
- the use of water-insoluble UV filters may therefore be preferred according to the invention.
- UV filters which have a cationic group, in particular a quaternary ammonium group.
- UV filters have the general structure U - Q.
- the structural part U stands for a UV-absorbing group.
- this group can be derived from the known UV filters which can be used in the cosmetics sector, in which a group in which Usually a hydrogen atom, the UV filter is replaced by a cationic group Q, in particular with a quaternary amino function.
- Structural parts U which are derived from cinnamic acid amide or from N.N-dimethylaminobenzoic acid amide are preferred according to the invention.
- the structural parts U can in principle be chosen such that the absorption maximum of the UV filters can be in both the UVA (315-400 nm) and in the UVB (280-315 nm) or in the UVC ( ⁇ 280 nm) range. 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 structural part U also as a function of structural part Q, is preferably selected so that the molar extinction coefficient of the UV filter at the absorption maximum is above 15,000, in particular above 20,000.
- the structural part Q preferably contains, as a cationic group, a quaternary ammonium group.
- This quaternary ammonium group can in principle be connected directly to the structural part U, so that the structural part U represents one of the four substituents of the positively charged nitrogen atom.
- one of the four substituents on the positively charged nitrogen atom is a group, especially an alkylene group having 2 to 6 carbon atoms, which is referred to as Compound between the structural part U and the positively charged nitrogen atom acts.
- the group Q has the general structure - (CH 2 ) X -N + R 1 R 2 R 3 X " , in which x is an integer from 1 to 4, R 1 and R 2 independently of one another represent M- alkyl groups, R 3 represents a C 22 -alkyl group or a benzyl group and X "represents a physiologically acceptable anion.
- x preferably represents the number 3
- R 1 and R 2 each represent a methyl group and R 3 represents either a methyl group or a saturated or unsaturated, linear or branched hydrocarbon chain having 8 to 22, in particular 10 to 18, carbon atoms.
- Physiologically acceptable anions are, for example, inorganic anions such as halides, in particular chloride, bromide and fluoride, sulfate ions and phosphate ions and organic anions such as lactate, citrate, acetate, tartrate, methosulfate and tosylate.
- inorganic anions such as halides, in particular chloride, bromide and fluoride, sulfate ions and phosphate ions and organic anions such as lactate, citrate, acetate, tartrate, methosulfate and tosylate.
- Two preferred UV filters with cationic groups are the commercially obtainable compounds Zimtklareamidopropyl- trimethylammonium chloride (lncroquat ® UV-283) and dodecyl tosylate (Escalol ® HP 610).
- the teaching of the invention also includes the use of a combination of several UV filters.
- the combination of at least one water-insoluble UV filter with at least one UV filter with a cationic group is preferred.
- the UV filters (I) are contained in the compositions according to the invention usually in amounts of 0.1-5 wt .-%, based on the total agent. Levels of 0.4-2.5 wt .-% are preferred.
- the compositions of the invention may further contain a 2-pyrrolidinone-5-carboxylic acid and its derivatives (J).
- the sodium, potassium, calcium, magnesium or ammonium salts in which the ammonium ion in addition to hydrogen carries a 4 alkyl groups to three C r to C are preferred.
- the sodium salt is most preferred.
- the amounts used in the compositions according to the invention are preferably from 0.05 to 10% by weight, based on the total composition, particularly preferably from 0.1 to 5, and in particular from 0.1 to 3,% by weight.
- compositions according to the invention may also contain plant extracts (L).
- extracts are produced by extraction of the whole plant. However, in individual cases it may also be preferred to prepare the extracts exclusively from flowers and / or leaves of the plant.
- Especially suitable for the use according to the invention are the extracts of green tea, almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi and melon.
- alcohols and mixtures thereof can be used as extraction agent for the preparation of said plant extracts water.
- the alcohols are lower alcohols such as ethanol and isopropanol, but especially polyhydric alcohols such as ethylene glycol and propylene glycol, both as sole extractant and in admixture with water, are preferred.
- Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
- the plant extracts can be used according to the invention both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80 wt .-% of active substance and as a solvent used in their extraction agent or extractant mixture.
- compositions according to the invention mixtures of several, especially two, different plant extracts.
- compositions according to the invention contain penetration aids and / or swelling agents (M).
- M penetration aids and / or swelling agents
- M include, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and dienes Derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol, for example propylene glycol monoethyl ether, carbonates, bicarbonates, diols and triols, and in particular 1, 2-diols and 1, 3-diols such as 1, 2-propanediol , 1,2-pentanediol, 1,2-hexanediol, 1,2-dodecanediol, 1,3-propanediol, 1,6-hexanediol, 1,5-pentanediol, 1,
- short-chain carboxylic acids may additionally support the active substance complex (A).
- Short-chain carboxylic acids and their derivatives in the context of the invention are understood to mean carboxylic acids which may be saturated or unsaturated and / or straight-chain or branched or cyclic and / or aromatic and / or heterocyclic and have a molecular weight of less than 750.
- preference may be given to saturated or unsaturated straight-chain or branched carboxylic acids having a chain length of from 1 to 16 C atoms in the chain, very particular preference being given to those having a chain length of from 1 to 12 C atoms in the chain.
- the short-chain carboxylic acids according to the invention may have one, two, three or more carboxy groups.
- Preferred within the meaning of the invention are carboxylic acids having a plurality of carboxy groups, in particular di- and tricarboxylic acids.
- the carboxy groups may be wholly or partly present as esters, acid anhydride, lactone, amide, imidic acid, lactam, lactim, dicarboximide, carbohydrazide, hydrazone, hydroxam, hydroxime, amidine, amidoxime, nitrile, phosphonic or phosphate ester.
- the carboxylic acids according to the invention may of course be substituted along the carbon chain or the ring skeleton.
- the substituents of the carboxylic acids according to the invention are, for example, C 1 -C 8 -alkyl, C 2 -C 8 -alkenyl, aryl, aralkyl and aralkenyl, hydroxymethyl, C 2 -C 8 -hydroxyalkyl, C 2 -C 8 -hydroxyalkenyl, Aminomethyl, C 2 -C 8 -aminoalkyl, cyano, formyl, oxo, thioxo, hydroxy, mercapto, amino, carboxy or imino groups.
- Preferred substituents are C 1 -C 8 alkyl, hydroxymethyl, hydroxy, amino and carboxy groups. Particularly preferred are substituents in ⁇ -position.
- substituents are hydroxy, alkoxy and amino groups, where the amino function may optionally be further substituted by alkyl, aryl, aralkyl and / or alkenyl radicals.
- preferred carboxylic acid derivatives are also the phosphonic and phosphate esters.
- carboxylic acids examples include formic acid, acetic acid, propionic acid, butyric acid, isobutyric acid, valeric acid, isovaleric acid, pivalic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, glyceric acid, glyoxylic acid, adipic acid, pimelic acid, suberic acid, sebacic acid, propiolic acid, crotonic acid, isocrotonic acid , Elaidic, maleic, fumaric, muconic, citraconic, mesaconic, camphoric, benzoic, o, m, p-phthalic, naphthoic, toluoic, hydratropic, atropic, cinnamic, isonicotinic, nicotinic, bicarbamic, 4,4'-dicyano-6, 6 '-binicotinklandan,
- n is a number from 4 to 12 and one of the two groups X and Y is a COOH group and the other is hydrogen or a methyl or Ethyl radical
- dicarboxylic acids of the general formula (NI) the additionally carry 1 to 3 methyl or ethyl substituents on the cyclohexene ring and dicarboxylic acids formed from the dicarboxylic acids according to formula (NI) formally by addition of a molecule of water to the double bond in the cyclohexene ring.
- the dicarboxylic acids of the formula (N-I) can be prepared, for example, by reacting polyunsaturated dicarboxylic acids with unsaturated monocarboxylic acids in the form of a Diels-Alder cyclization.
- a polyunsaturated fatty acid as the dicarboxylic acid component.
- Preferred is the linoleic acid obtainable from natural fats and oils.
- the monocarboxylic acid component in particular, acrylic acid, but also e.g. Methacrylic acid and crotonic acid are preferred.
- isomer mixtures are formed in which one component is present in excess. These isomer mixtures can be used according to the invention as well as the pure compounds.
- those dicarboxylic acids which differ from the compounds according to formula (NI) by 1 to 3 methyl or ethyl substituents on the cyclohexyl ring or formally from these compounds by addition of one are also usable according to the invention Molecule water are formed on the double formation of the cyclohexene ring.
- the dicarboxylic acid which is obtained by reacting linoleic acid with acrylic acid, has proved to be particularly effective according to the invention. It is a mixture of 5- and 6-carboxy-4-hexyl-2-cyclohexene-1-octanoic acid.
- Such compounds are commercially available under the designations Westvaco Diacid 1550 Westvaco Diacid ® ® 1595 (manufacturer: Westvaco).
- their physiologically tolerable salts can also be used according to the invention.
- salts examples include the alkali metal salts, alkaline earth metal salts, zinc salts and ammonium salts, which in the context of the present application also include the mono-, di- and trimethyl-, -ethyl- and -hydroxyethyl ammonium salts.
- neutralized acids can be used in the context of the invention with alkaline-reacting amino acids, for example arginine, lysine, ornithine and histidine.
- hydroxycarboxylic acids and here again in particular the dihydroxy-, trihydroxy- and polyhydroxycarboxylic acids as well as the dihydroxy, trihydroxy and polyhydroxy di-, tri- and polycarboxylic acids together with the active compound (A). It has been found that in addition to the hydroxycarboxylic acids, the hydroxycarboxylic acid esters and the mixtures of hydroxycarboxylic acids and their esters as well as polymeric hydroxycarboxylic acids and their esters can be very particularly preferred.
- Preferred hydroxycarboxylic acid esters are, for example, full esters of glycolic acid, lactic acid, malic acid, tartaric acid or citric acid.
- hydroxycarboxylic acid esters are esters of ⁇ -hydroxypropionic acid, tartronic acid, D-gluconic acid, sugar acid, mucic acid or glucuronic acid.
- Suitable alcohol components of these esters are primary, linear or branched aliphatic alcohols having 8-22 C atoms, ie, for example, fatty alcohols or synthetic fatty alcohols.
- the esters of C12-C15 fatty alcohols are particularly preferred.
- Esters of this type are commercially available, eg under the trademark Cosmacol® ® EniChem, Augusta Industriale.
- Particularly preferred polyhydroxypolycarboxylic acids are polylactic acid and polyuric acid and their esters.
- the agents according to the invention may additionally contain protein hydrolysates and their derivatives (P).
- Protein hydrolysates are product mixtures obtained by acid, alkaline or enzymatically catalyzed degradation of proteins (proteins).
- protein hydrolyzates also means total hydrolyzates as well as individual amino acids and their derivatives as well as mixtures of different amino acids.
- polymers made up of amino acids and amino acid derivatives are understood by the term protein hydrolyzates. The latter include, for example, polyalanine, polyasparagine, polyserine, etc.
- L-alanyl-L-proline polyglycine, glycyl-L-glutamine or D / L-methionine-S-methylsulfonium chloride.
- ⁇ -amino acids and their derivatives such as ⁇ -alanine, anthranilic acid or hippuric acid can also be used.
- the molecular weight of the protein hydrolysates which can be used according to the invention is between 75, the molecular weight for glycine, and 200,000, preferably the molecular weight is 75 to 50,000 and very particularly preferably 75 to 20,000 daltons.
- protein hydrolysates of both vegetable and animal or marine or synthetic origin can be used.
- Animal protein hydrolysates are, for example, elastin, collagen, keratin and milk protein 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, pea, potato and wheat protein hydrolysates.
- Such products are, for example, among the Trademark Gluadin ® (Cognis), diamine ® (Diamalt) ® (Inolex), Hydrosoy ® (Croda), hydro Lupine ® (Croda), hydro Sesame ® (Croda), Hydro tritium ® (Croda) and Crotein ® (Croda) available.
- protein hydrolysates Although the use of the protein hydrolysates is preferred as such, amino acid mixtures otherwise obtained may be used in their place, if appropriate. It is likewise possible to use derivatives of the protein tetrolyzates, for example in the form of their fatty acid condensation products. Such products are sold for example under the names Lamepon® ® (Cognis), Lexein ® (Inolex), Crolastin ® (Croda) or crotein ® (Croda).
- the protein hydrolysates (P) are present in the compositions in concentrations of from 0.01% by weight to 20% by weight, preferably from 0.05% by weight to 15% by weight and most preferably in amounts of 0.05% by weight % up to 5% by weight.
- compositions according to the invention can be formulated as shampoos, conditioners, hair sprays etc., wherein the compositions can be solid, liquid or sprayable.
- the compositions may also be formulated as a hair dye or hair tint.
- the active ingredient complex according to the invention is applied to the keratinic fiber, in particular human hair
- packaging of this Preparations are, for example, creams, lotions, solutions, waters, emulsions, such as W / O, O / W, PIT emulsions (known as phase inversion emulsions, PIT), microemulsions and multiple emulsions, gels, sprays, aerosols and foam aerosols suitable.
- the pH of these preparations may in principle be between 2 and 11. It is preferably between 5 and 11, with values of 6 to 10 being particularly preferred.
- any acid or base that can be used for cosmetic purposes can be used.
- Preferred bases are ammonia, alkali hydroxides, monoethanolamine, triethanolamine and NNN'.N'-tetrakis (2-hydroxypropyl) ethylenediamine.
- Preparations remaining on the hair have proven to be effective and can therefore represent preferred embodiments of the teaching according to the invention.
- hair remaining according to the invention are understood such preparations that are not rinsed out of the hair within the scope of treatment after a period of a few seconds to one hour with the aid of water or an aqueous solution. Rather, the preparations remain until the next shampooing, i. usually more than 12 hours, on the hair.
- these preparations are formulated as a hair conditioner or hair conditioner.
- the preparations of the invention according to this embodiment can be rinsed with water or an at least predominantly aqueous agent after this exposure time; however, they may be left on the hair as stated above. It may be preferred to apply the preparation according to the invention to the hair before the application of a cleansing agent, a waving agent or other hair treatment agents.
- the preparation according to the invention serves as a structural protection for the following applications.
- the agents according to the invention may also be, for example, cleansing agents such as shampoos, nourishing agents such as rinses, firming agents such as hair setting agents, mousses, styling gels and hair drier, permanent shaping agents such as perming and fixing agents and in particular in the context of a perming process or dyeing process used pre-treatment or rinsing act.
- cleansing agents such as shampoos
- nourishing agents such as rinses
- firming agents such as hair setting agents, mousses, styling gels and hair drier
- permanent shaping agents such as perming and fixing agents and in particular in the context of a perming process or dyeing process used pre-treatment or rinsing act.
- these preparations can in principle contain all other components known to the person skilled in the art for such cosmetic compositions.
- nonionic polymers such as vinyl pyrrolidone / vinyl acrylate copolymers, polyvinyl pyrrolidone and vinyl pyrrolidone / vinyl acetate copolymers and polysiloxanes,
- Thickeners such as agar-agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum, locust bean gum, linseed gums, dextrans, cellulose derivatives, e.g. For example, methylcellulose, hydroxyalkylcellulose and carboxymethylcellulose, starch fractions and derivatives such as amylose, amylopectin and dextrins, clays such. As bentonite or fully synthetic hydrocolloids such. For example, polyvinyl alcohol,
- hair-conditioning compounds such as phospholipids, for example soya lecithin, egg lecithin and cephalins, and silicone oils,
- Solvents and mediators such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerol and diethylene glycol,
- dialkyl ethers having a total of from 12 to 36 carbon atoms, in particular 12 to 24 carbon atoms, such as di-n-octyl ether, di-n-decyl ether, di-n-nonyl ether, di-n undecyl ether and di-n-dodecyl ether, n-hexyl n-octyl ether, n-octyl-n- decyl ether, n-decyl-n-undecyl ether, n-undecyl-n-dodecyl ether and n-hexyl-n-undecyl ether and di-tert-butyl ether, di-iso-pentyl ether, di-3-ethyldecyl ether, tert-butyl-n octyl ether, iso-p
- Fatty alcohols in particular linear and / or saturated fatty alcohols having 8 to 30 carbon atoms,
- fiber-structure-improving active substances in particular mono-, di- and oligosaccharides, such as, for example, glucose, galactose, fructose, fructose and lactose,
- paraffin oils such as paraffin oils, vegetable oils, eg. Sunflower oil, orange oil, almond oil, wheat germ oil and peach kernel oil as well
- Phospholipids for example soya lecithin, egg lecithin and cephalins,
- quaternized amines such as methyl-1-alkylamidoethyl-2-alkylimidazolinium methosulfate,
- Anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole,
- Bodying agents such as sugar esters, polyol esters or polyol alkyl ethers,
- Opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers
- Pearlescing agents such as ethylene glycol mono- and distearate and PEG-3-distearate,
- - Reducing agents such as Thioglycolic acid and its derivatives, thiolactic acid, cysteamine, thiomalic acid and ⁇ -mercaptoethanesulfonic acid,
- Propellants such as propane-butane mixtures, N 2 O, dimethyl ether, CO 2 and air, - antioxidants.
- the active substance complex (A) directly into dyeing or toning agents, that is to use the active ingredient complex (A) according to the invention in combination with dyes and / or dye precursors.
- oxidation dye precursors of the developer (B1) and coupler type (B2), natural and synthetic direct dyes (C) and precursors of naturally occurring dyes, such as indole and indoline derivatives, and mixtures of representatives of one or more of these groups can be used .
- developer-type oxidation dye precursors (B1) are usually primary aromatic amines having a further, in the para or ortho position, free or substituted hydroxy or amino group, diaminopyridine derivatives, heterocyclic hydrazones, 4-aminopyrazole derivatives and 2,4,5, 6-tetraaminopyrimidine and its derivatives used.
- Suitable developer components are, for example, p-phenylenediamine, p-toluenediamine, p-aminophenol, o-aminophenol, 1- (2'-hydroxyethyl) -2,5-diaminobenzene, N, N-bis (2-hydroxybenzene) ethyl) -p-phenylenediamine, 2- (2,5-diamino-phenoxy) -ethanol, 4-amino-3-methylphenol, 2,4,5,6-tetraaminopyrimidine, 2-hydroxy-4,5,6 triaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine, 2-dimethylamino-4,5,6-triaminopyrimidine, 2-
- Particularly advantageous developer components are p-phenylenediamine, p-toluenediamine, p-aminophenol, 1- (2'-hydroxyethyl) -2,5-diaminobenzene, 4-amino-3-methylphenol, 2-aminomethyl-4-aminophenol, 2,4,5,6-tetraaminopyrimidine , 2-hydroxy-4,5,6-triaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine.
- coupler type oxidation dye precursors (B2) m-phenylenediamine derivatives, naphthols, resorcin and resorcinol derivatives, pyrazolones and m-aminophenol derivatives are usually used.
- coupler components are m-aminophenol and its derivatives such as 5-amino-2-methylphenol, 5- (3-hydroxypropylamino) -2-methylphenol, 3-amino-2-chloro-6-methylphenol, 2-hydroxy-4 -aminophenoxyethanol, 2,6-dimethyl-3-aminophenol, 3-trifluoroacetylamino-2-chloro-6-methylphenol, 5-amino-4-chloro-2-methylphenol, 5-amino-4-methoxy-2-methylphenol, 5 - (2'-hydroxyethyl) amino-2-methylphenol, 3- (diethylamino) phenol, N-cyclopentyl-3-aminophenol, 1, 3-dihydroxy-5- (methylamino) benzene, 3- (ethylamino) - 4-methylphenol and 2,4-dichloro-3-aminophenol, o-aminophenol and its derivatives, m-diaminobenzene and its derivatives such as 2,4
- Pyridine derivatives such as 2,6-dihydroxypyridine, 2-amino-3-hydroxypyridine, 2-amino-5-chloro-3-hydroxypyridine, 3-amino-2-methylamino-6-methoxypyridine, 2,6-dihydroxy-3,4 -dimethylpyridine, 2,6-dihydroxy-4-methylpyridine, 2,6-diaminopyridine, 2,3-diamino-6-methoxypyridine and 3,5-diamino-2,6-dimethoxypyridine, Naphthalene derivatives such as 1-naphthol, 2-methyl-1-naphthol, 2-hydroxymethyl-1-naphthol, 2-hydroxyethyl-1-naphthol, 1, 5-dihydroxynaphthalene, 1, 6-dihydroxynaphthalene, 1, 7-dihydroxynaphthalene, 1 , 8-dihydroxynaphthalene, 2,7-dihydroxynaphthalene and 2,3-dihydroxyn
- coupler components are 1-naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 3-aminophenol, 5-amino-2-methylphenol, 2-amino-3-hydroxypyridine, resorcinol, 4-chlororesorcinol, 2-chloro-6-methyl-3-aminophenol, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol and 2,6-dihydroxy-3,4-dimethylpyridine.
- Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols.
- Particularly suitable substantive dyes are those under the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, Basic Yellow 57, Disperse Orange 3, HC Red 3, HC Red BN, Basic Red 76 , HC Blue 2, HC Blue 12, Disperse Blue 3, Basic Blue 99, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9, Basic Brown 16 and Basic Brown 17 known compounds and 1,4-bis ( ⁇ -hydroxyethyl) amino-2-nitrobenzene, 4-amino-2-nitrodiphenylamine-2'-carboxylic acid, 6-nitro-1,2,3,4-tetrahydroquinoxaline, hydroxyethyl-2-nitro-toluidine, picramic acid, 2-amino-6-chloro-4-nitrophenol, 4-ethylamino-3-nitrobenzo
- Directly acting dyes found in nature include, for example, henna red, henna neutral, chamomile flower, sandalwood, black tea, buckthorn bark, sage, sawnwood, madder root, catechu, sedre and alkana root.
- oxidation dye precursors or the direct dyes each represent uniform compounds. Rather, in the hair colorants according to the invention, due to the production process for the individual dyes, in minor amounts, other components may be included, as far as they do not adversely affect the dyeing result or for other reasons, eg. As toxicological, must be excluded.
- indoles and indolines and their physiologically acceptable salts are used as precursors of naturally-analogous dyes.
- such indoles and indolines are used which have at least one hydroxyl or amino group, preferably as a substituent on the six-membered ring.
- These groups may carry further substituents, e.g. Example in the form of etherification or esterification of the hydroxy group or alkylation of the amino group.
- Particularly advantageous properties have 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline, 5,6-Dihydroxyindoline-2-carboxylic acid, 6-hydroxyindoline, 6-aminoindoline and 4-aminoindoline, and also 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N- Propyl 5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxyindole, 6-aminoindole and 4-aminoindole.
- N-methyl-5,6-dihydroxyindoline N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline and especially 5, 6-dihydroxyindoline and also N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole and especially the 5,6-dihydroxyindole. dihydroxyindole.
- indoline and indole derivatives in the colorants used in the process according to the invention both as free bases and in the form of their physiologically acceptable salts with inorganic or organic acids, eg.
- hydrochlorides, sulfates and hydrobromides are used as the hydrochlorides.
- amino acids are aminocarboxylic acids, in particular ⁇ -aminocarboxylic acids and co-aminocarboxylic acids.
- Arginine, lysine, ornithine and histidine are again particularly preferred among the ⁇ -aminocarboxylic acids.
- a very particularly preferred amino acid is arginine, especially in free form, but also used as the hydrochloride.
- Both the oxidation dye precursors and the substantive dyes and the precursors of naturally-analogous dyes are preferred in the compositions according to the invention in amounts of from 0.01 to 20% by weight, preferably from 0.1 to 5% by weight, in each case based on the total Means, included.
- Hair dyes especially when the dyeing is oxidative, whether with atmospheric oxygen or other oxidizing agents such as hydrogen peroxide, are usually adjusted to slightly acidic to alkaline, that is, to pH values in the range of about 5 to 11.
- the colorants contain alkalizing agents, usually alkali metal or alkaline earth metal hydroxides, ammonia or organic amines.
- Preferred alkalizing agents are monoethanolamine, monoisopropanolamine, 2-amino-2-methyl-propanol, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-ethyl-1,3-propanediol, 2-amino-2 -methylbutanol and triethanolamine and alkali and alkaline earth metal hydroxides.
- monoethanol amine, triethanolamine and 2-amino-2-methyl-propanol and 2-amino-2-methyl-1, 3-propanediol are preferred within the scope of this group.
- ⁇ -amino acids such as ⁇ -aminocaproic acid as an alkalizing agent is also possible.
- oxidizing agents such as, in particular, hydrogen peroxide or its addition products of urea, melamine or sodium borate
- oxidation with atmospheric oxygen as the sole oxidant may be preferred.
- enzymes which enzymes are used both for the production of oxidizing per-compounds and for enhancing the action of a small amount of existing oxidizing agents, or enzymes are used, the electrons from suitable developer components ( Reductant) transferred to atmospheric oxygen.
- Oxidases such as tyrosinase, ascorbate oxidase and laccase but also glucose oxidase, uricase or pyruvate oxidase are preferred. Furthermore, the procedure is called to increase the effect of small amounts (eg, 1% and less, based on the total agent) of hydrogen peroxide by peroxidases.
- the preparation of the oxidizing agent is then mixed with the preparation with the dye precursors immediately prior to dyeing the hair.
- the resulting ready-to-use hair dye preparation should preferably have a pH in the range of 6 to 10. Particularly preferred is the use of the hair dye in a weakly alkaline medium.
- the application temperatures may range between 15 and 40 ° C., preferably at the temperature of the scalp.
- the hair dyeing agent is removed by rinsing off the hair to be dyed. The washing with a shampoo is eliminated if a strong surfactant-containing carrier, eg. As a dyeing shampoo was used.
- the preparation with the dye precursors can be applied to the hair without prior mixing with the oxidation component.
- the oxidation component is then applied, if appropriate after an intermediate rinse.
- the corresponding agent is adjusted to a pH of about 4 to 7.
- an air oxidation is initially desired, wherein the applied agent preferably has a pH of 7 to 10.
- the use of acidified peroxydisulfate solutions may be preferred as the oxidizing agent.
- the formation of the coloration can be supported and increased by adding certain metal ions to the agent.
- metal ions are, for example, Zn 2+ , Cu 2+ , Fe 2+ , Fe 3+ , Mn 2+ , Mn 4+ , Li + , Mg 2+ , Ca 2+ and Al 3+ .
- Particularly suitable are Zn 2+ , Cu 2+ and Mn 2+ .
- the metal ions can in principle be used in the form of any physiologically acceptable salt.
- Preferred salts are the acetates, sulfates, halides, lactates and tartrates.
- agents according to the invention are preferred, which are characterized in that they contain the aminated silicone in the form of a microemulsion having a droplet size between 1 and 100 nm, preferably between 5 and 70 nm and in particular between 5 and 20 nm. Particularly preferred agents according to the invention are characterized in that they are transparent or translucent.
- Another object of the present invention is a method for the treatment of skin or hair, in which a preparation according to the invention is applied to the skin and / or the hair, wherein the preparation is rinsed again after a contact time of 0 to 45 minutes.
- the preparation may also be applied to the skin and / or the hair and left there until the next skin or hair wash.
- Another object of the present invention is therefore a method for the treatment of skin or hair, in which a preparation of the invention is applied to the skin and / or hair and left there until the next wash.
- Preferred methods of the last-mentioned type are characterized in that the next wash takes place more than 24 hours after application of the preparation according to the invention to the skin and / or the hair.
- esterquat and fatty alcohol ICI name distearoylethyl hydroxyethylmonium methosulfate (and) cetearyl alcohol
- COGNIS distearoylethyl hydroxyethylmonium methosulfate (and) cetearyl alcohol
- esterquat and fatty alcohol ICI name distearoylethyl hydroxyethylmonium methosulfate (and) cetearyl alcohol
- COGNIS distearoylethyl hydroxyethylmonium methosulfate (and) cetearyl alcohol
- the products according to the invention are consistently rated better in comparison tests with products which contain no imidazoline derivatives of the formula I.
- the products according to the invention are consistently better evaluated in comparison tests with products which do not contain any silicone derivatives according to the invention.
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Abstract
Description
Claims
Priority Applications (1)
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EP05756932A EP1812118A1 (de) | 2004-07-30 | 2005-05-12 | Haarkonditionierende mittel mit imidazolinen und aminofunktionellen siliconen oder dimethiconolen |
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Application Number | Priority Date | Filing Date | Title |
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DE102004037397.3 | 2004-07-30 | ||
DE200410037397 DE102004037397A1 (de) | 2004-07-30 | 2004-07-30 | Haarkonditionierende Mittel mit Imidazolinen und aminofunktionellen Siliconen |
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WO2006012930A1 true WO2006012930A1 (de) | 2006-02-09 |
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PCT/EP2005/005145 WO2006012930A1 (de) | 2004-07-30 | 2005-05-12 | Haarkonditionierende mittel mit imidazolinen und aminofunktionellen siliconen oder dimethiconolen |
Country Status (3)
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EP (1) | EP1812118A1 (de) |
DE (1) | DE102004037397A1 (de) |
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EP2090295A1 (de) * | 2008-02-11 | 2009-08-19 | Wella Aktiengesellschaft | Verfahren und Zusammensetzung zur Verringerung der Haartrocknungszeit |
DE102007060530A1 (de) | 2007-12-13 | 2009-09-17 | Henkel Ag & Co. Kgaa | Haarkonditionierende Mittel mit kationischen Behenylverbindungen und ausgewählten Siliconen und/oder kosmetischen Ölen |
DE102007060532A1 (de) | 2007-12-13 | 2009-09-17 | Henkel Ag & Co. Kgaa | Haarkonditionierende Mittel mit kationischen Verbindungen und ausgewählten Siliconen und/oder kosmetischen Ölen |
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WO2014090522A1 (de) * | 2012-12-11 | 2014-06-19 | Henkel Ag & Co. Kgaa | Haarpflegemittel mit silikonen enthaltend zuckerstrukturen und ausgewählte weitere silikone |
DE102015223028A1 (de) | 2015-11-23 | 2016-06-30 | Henkel Ag & Co. Kgaa | Haarkonditionierende Mittel |
US9427603B2 (en) | 2008-02-11 | 2016-08-30 | The Procter & Gamble Company | Process for reducing hair damage upon treatment of hair by heat |
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DE102009027963A1 (de) * | 2009-07-23 | 2011-01-27 | Henkel Ag & Co. Kgaa | Haarkonditionierende Mittel mit kationischen Imidazolinen und ausgewählten kationischen Siliconen |
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Also Published As
Publication number | Publication date |
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EP1812118A1 (de) | 2007-08-01 |
DE102004037397A1 (de) | 2006-03-23 |
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