EP1357893A2 - Saure kosmetische, pharmazeutische und dermatologische mittel - Google Patents

Saure kosmetische, pharmazeutische und dermatologische mittel

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Publication number
EP1357893A2
EP1357893A2 EP01998319A EP01998319A EP1357893A2 EP 1357893 A2 EP1357893 A2 EP 1357893A2 EP 01998319 A EP01998319 A EP 01998319A EP 01998319 A EP01998319 A EP 01998319A EP 1357893 A2 EP1357893 A2 EP 1357893A2
Authority
EP
European Patent Office
Prior art keywords
acid
composition according
acids
vinyl
optionally
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP01998319A
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German (de)
English (en)
French (fr)
Inventor
Matthias LÖFFLER
Roman MORSCHHÄUSER
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Clariant Produkte Deutschland GmbH
Original Assignee
Clariant GmbH
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Filing date
Publication date
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Publication of EP1357893A2 publication Critical patent/EP1357893A2/de
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/007—Preparations for dry skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/08—Anti-ageing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • 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
    • A61Q5/006—Antidandruff preparations
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate

Definitions

  • the present invention relates to acidic cosmetic, pharmaceutical and dermatological compositions containing comb-shaped copolymers based on acryloyldimethyltauic acid.
  • the cosmetic, pharmaceutical and dermatological compositions currently used are mostly in the form of oil-in-water emulsions, i.e. Systems consisting of a continuous aqueous phase and a discontinuous dispersed oil phase, or of water-in-oil emulsions, i.e. Systems consisting of a continuous fatty phase and a discontinuous dispersed aqueous phase.
  • the water-in-oil emulsions thus comprise a continuous oil phase and allow a grease film to form on the surface of the skin, which avoids transepidermal water loss and protects the skin from external aggressions.
  • These emulsions are particularly suitable for protecting and enriching the skin, and in particular for treating dry skin.
  • the oil-in-water emulsions in turn give the skin a soft, less greasy and lighter feel when applied than the water-in-oil emulsions.
  • AHA's Alpha Hydroxy Acids
  • AHA's Alpha Hydroxy Acids
  • Representatives of the AHA's are, for example, glycolic acid from sugar cane, lactic acid from sour milk, citric acid from citrus fruits, tartaric acid from wine, salicylic acid and pyruvic acid from papaya fruits. "The use of AHA's and their salts makes it sometimes necessary to adjust the pH of the cosmetic or dermatological compositions to a distinctly acidic range.
  • polyelectrolytes based on (meth) acrylic acid are preferably used as thickeners and gelling agents in the cosmetic field, the desired low pH value is extremely difficult to ensure adequate stability of the final formulations.
  • a major disadvantage of thickeners based on poly (meth) acrylic acid is the strong pH dependence of the thickening performance. A sufficient viscosity is generally only built up when the pH of the formulation is set above pH 6 and the poly (meth) acrylic acid is therefore present in neutralized form.
  • hydrophobically modified polymers are all based on (meth) acrylic acid, they also have the above-mentioned disadvantages of poly (meth) acrylates and are therefore not particularly suitable for the formulation of acidified cosmetic, pharmaceutical and dermatological preparations.
  • the invention therefore relates to acidic cosmetic, dermatological and pharmaceutical compositions containing at least one copolymer which can be obtained by radical copolymerization of
  • the copolymers according to the invention preferably have a molecular weight of 10 3 g / mol to 10 9 g / mol, particularly preferably 10 4 to 10 7 g / mol, particularly preferably 5 * 10 4 to 5 * 10 6 g / mol.
  • the Acryloyldimethyltauraten can be the inorganic or organic salts of Acryloyldimethyltaurinklare (Acrylamidopropyl-2-methyl-2-sulfonic acid).
  • the Li + , Na + , K + , Mg ++ , Ca ++ , Al +++ and / or NH 4 + salts are preferred.
  • the monoalkylammonium, dialkylammonium, trialkylammonium and / or tetraalkylammonium salts, (C 2 0 -C ⁇ ) can -hydroxyalkyl independently the alkyl substituents of the amines from each other by (Ci- C 22) -alkyl or.
  • ethoxylated ammonium compounds with different degrees of ethoxylation are preferred. It should be noted that mixtures of two or more of the above representatives are also within the meaning of the invention.
  • the degree of neutralization of acryloyldimethyltauric acid can be between 0 and 100%, a degree of neutralization of above 80% is particularly preferred.
  • the content of acryloyldimethyltauric acid or acryloyldimethyltaurates is at least 0.1% by weight, preferably 20 to 99.5% by weight, particularly preferably 50 to 98% by weight.
  • Monomers are used whose reaction parameters allow copolymerization with acryloyldimethyltauric acid and / or acryloyldimethyltaurates in the respective reaction media.
  • Preferred comonomers B) are unsaturated carboxylic acids and their anhydrides and salts, and also their esters with aliphatic, olefinic, cycloaliphatic, arylaliphatic or aromatic alcohols with a carbon number of 1 to 30.
  • Particularly preferred unsaturated carboxylic acids are acrylic acid,
  • Methacrylic acid styrene sulfonic acid, maleic acid, fumaric acid, crotonic acid,
  • Preferred counterions are Li + , Na + , K + , Mg ++ , Ca ++ , Al +++ , NH 4 + , monoalkylammonium, dialkylammonium, trialkylammonium and / or tetraalkylamonium, where it the alkyl substituents of the amines can independently of one another be (Ci - C 22 ) alkyl radicals or (C 2 - C ⁇ o) hydroxyalkyl radicals. In addition, one to three times ethoxylated
  • the degree of neutralization of the carboxylic acids can be between 0 and 100%.
  • N-vinylformamide (VIFA), N-vinylmethylformamide, N-vinylmethylacetamide (VIMA) and N-vinylacetamide; cyclic N-vinylamides (N-vinyllactams) with a ring size of 3 to 9, preferably N-vinylpyrrolidone (NVP) and N-vinylcaprolactam; Amides of
  • Acrylic and methacrylic acid preferably acrylamide, methacrylamide, N, N-dimethyl-acrylamide, N, N-diethylacrylamide and N, N-diisopropylacrylamide; alkoxylated acrylic and methacrylamides, preferably hydroxyethyl methacrylate,
  • Acrylic and methacrylamidoglycolic acid 2- and 4-vinyl pyridine; vinyl acetate;
  • comonomers B are inorganic acids and their
  • Salts and esters Preferred acids are vinylphosphonic acid, vinylsulfonic acid,
  • the proportion by weight of comonomers B), based on the total mass of the copolymers, can be 0 to 99.8% by weight and is preferably 0.5 to 80% by weight, particularly preferably 2 to 50% by weight.
  • Suitable comonomers C) are all olefinically unsaturated monomers with a cationic charge which are capable of forming copolymers in the selected reaction media with acryloyldimethyltauric acid or its salts.
  • the resulting distribution of the cationic charges over the chains can be statistical, alternating, block-like or gradient-like.
  • cationic comonomers C) also include those which carry the cationic charge in the form of a betaine, zwitterionic or amphoteric structure.
  • Comonomers C) in the sense of the invention are also amino-functionalized precursors which are converted into their corresponding quaternary (e.g. reaction with dimethyl sulfate, methyl chloride), zwitterionic (e.g. reaction with hydrogen peroxide), betaine (e.g. reaction with chloroacetic acid) or amphoteric derivatives by polymer-analogous reactions can.
  • DMAC Diallyldimethylammonium chloride
  • the proportion by weight of the comonomers C), based on the total mass of the copolymers, can be 0.1 to 99.8% by weight, preferably 0.5 to 30% by weight and particularly preferably 1 to 20% by weight.
  • Suitable polymerizable, silicon-containing components D) are all at least mono-olefinically unsaturated compounds which are among the respective selected reaction conditions are capable of radical copolymerization.
  • the distribution of the individual silicone-containing monomers across the resulting polymer chains does not necessarily have to be statistical.
  • the formation of, for example, block (also multiblock) or gradient-like structures is also within the meaning of the invention. Combinations of two or more different silicone-containing representatives are also possible.
  • the use of silicone-containing components with two or more polymerization-active groups leads to the formation of branched or cross-linked structures.
  • Preferred silicone-containing components are those of the formula (I).
  • R 1 represents a polymerizable function from the group of vinylically unsaturated compounds, which is suitable for building polymer structures by radical means.
  • a suitable chemical bridge Z is required to bind the silicone-containing polymer chain to the reactive end group R 1 .
  • Preferred bridges Z are -O-, - ((Ci - C 50 ) alkylene) -, - ((C 6 - C 30 ) arylene) -, - ((C 5 - C 8 ) cycloalkylene) -, - ((C ⁇ -C 5 o) alkenylene) -, - (polypropylene oxide) n -, - (polyethylene oxide) 0 -, - (polypropylene oxide) n (polyethylene oxide) 0 -, where n and o independently of one another represent numbers from 0 to 200 and the distribution of EO / PO units can be statistical or block-shaped.
  • bridge groupings Z are - ((Ci - C 10 ) alkyl) - (Si (OCH 3 ) 2 ) - and - (Si (OCH 3 ) 2 ) -.
  • the polymer middle part is represented by silicone-containing repeat units.
  • the radicals R 3 , R 4 , R 5 and R 6 independently of one another are -CH 3 , -O-CH3, -C 6 H 5 or -OC 6 H 5 .
  • the indices w and x represent stoichiometric coefficients which, independently of one another, are 0 to 500, preferably 10 to 250.
  • the distribution of the repeating units over the chain can not only be purely statistical, but can also be block-like, alternating or gradient-like.
  • R 2 can symbolize on the one hand an aliphatic, olefinic, cycloaliphatic, arylaliphatic or aromatic (Ci - C 5 o) hydrocarbon radical (linear or branched) or -OH, -NH 2 , -N (CH3) 2, -R 7 or for them
  • Structure unit [-ZR 1 ] stand. The meaning of the two variables Z and R 1 has already been explained. R 7 stands for further Si-containing groups. preferred
  • R 7 radicals are -O-Si (CH 3 ) 3 . -0-Si (Ph) 3 , -O-Si (O-Si (CH 3 ) 3 ) 2CH 3 ) and
  • R 2 represents an element of the group [-ZR 1 ], it is a matter of difunctional monomers which can be used for crosslinking the resulting polymer structures.
  • Formula (I) describes not only vinylically functionalized, silicone-containing
  • Particularly preferred silicone-containing components are the following acrylic or methacrylic modified silicone-containing components:
  • the content of silicon-containing components can be up to 99.9% by weight, preferably 0.5 to 30% by weight, particularly preferably 1 to 20% by weight.
  • Suitable polymerizable, fluorine-containing components E) are all at least mono-olefinically unsaturated compounds which are capable of radical copolymerization under the reaction conditions chosen in each case.
  • the distribution of the individual fluorine-containing monomers across the resulting polymer chains does not necessarily have to be statistical.
  • the formation of, for example, block (also multiblock) or gradient-like structures is also within the meaning of the invention.
  • Combinations of two or more different fluorine-containing components E) are also possible, it being clear to the expert that monofunctional representatives lead to the formation of comb-shaped structures, whereas di-, tri- or polyfunctional components E) lead to at least partially crosslinked structures.
  • Preferred fluorine-containing components E) are those of the formula (II).
  • R 1 represents a polymerizable function from the group of vinylically unsaturated compounds, which is suitable for building polymer structures by radical means.
  • a suitable chemical bridge Y is required to link the fluorine-containing group to the reactive end group R 1 .
  • Preferred bridges Y are -O-, -C (O) -, -C (O) -O-, -S-, -O-CH 2 -CH (O -) - CH 2 OH, -O-CH 2 - CH (OH) -CH 2 -O-, -O-SO 2 -O-, -OS (0) -O-, -PH-, -P (CH 3 ) -, -PO 3 -, -NH-, -N (CH 3 ) -, -0- (C r C 5 o) alkyl-O-, -O-phenyl-O-, -O-benzyl-O-, -O- (C 5 -C 8 ) cycloalkyl -O-, -O- (C ⁇ -C 5 o) alkenyl-0-, -O- (CH (CH 3 ) -CH 2 -0) n -, -O- (CH
  • Perfluorooctyethanoyl poly [ethyl glycol block copropylene glycol ether] methacrylate, perfluorooctyl propanolyl polypropylene glycol ether methacrylate.
  • the content of suitable fluorine-containing components can be up to 99.9% by weight, preferably 0.5 to 30% by weight, particularly preferably 1 to 20% by weight.
  • the macromonomers F) are at least simple olefinically functionalized polymers with one or more discrete repeating units and a number average molecular weight greater than or equal to 200 g / mol. Mixtures of chemically different macromonomers F) can also be used in the copolymerization.
  • Macromonomers are polymeric structures that are composed of one or more repeating unit (s) and have a molecular weight distribution that is characteristic of polymers.
  • Preferred macromonomers F) are compounds of the formula (III).
  • R 1 represents a polymerizable function from the group of vinylically unsaturated compounds which are suitable for building polymeric structures by radical means.
  • a suitable bridging group Y is required to bind the polymer chain to the reactive end group.
  • Preferred bridges Y are -O-, -C (O) -, -C (O) -O-, -S-, -O-CH 2 -CH (O -) - CH 2 OH, -O-CH 2 - CH (OH) -CH 2 0-, -O-SO 2 -O-, -O-SO 2 -O-, -O-SO-O-, -PH-, -P (CH 3 ) -, -PO 3 -, -NH- and -N (CH 3 ) -, particularly preferably -O-.
  • the polymeric middle part of the macromonomer is represented by the discrete repeat units A, B, C and D.
  • Preferred repeat units A, B, C and D are derived from acrylamide, methacrylamide, ethylene oxide, propylene oxide, AMPS, acrylic acid, methacrylic acid, methyl methacrylate, acrylonitrile, maleic acid, vinyl acetate, styrene, 1,3-butadiene, isoprene, isobutene, diethylacrylamide and diisopropylacrylamide ,
  • indices v, w, x and z in formula (III) represent the stoichiometric coefficients relating to the repeating units A, B, C and D.
  • v, w, x and z are independently 0 to 500, preferably 1 to 30, the The sum of the four coefficients must be ⁇ 1 on average.
  • the distribution of the repeating units over the macromonomer chain can be statistical, block-like, alternating or gradient-like.
  • R 2 denotes a linear or branched aliphatic, olefinic, cycloaliphatic, arylaliphatic or aromatic (-C-C 50 ) hydrocarbon residue, OH, -NH 2 , -N (CH 3 ) 2 or is identical to the structural unit [-YR 1 ] , In the case of R 2 equal to [-YR 1 ], these are difunctional macromonomers which are suitable for crosslinking the copolymers.
  • Particularly preferred macromonomers F) are acrylic or methacrylic monofunctionalized alkyl ethoxylates of the formula (IV).
  • R 3 , R 4 , R 5 and R ⁇ are independently hydrogen or n-aliphatic, iso-aliphatic, olefinic, cycloaliphatic, arylaliphatic or aromatic (-C-C 30 ) hydrocarbon radicals.
  • R 3 and R are preferably H or -CH 3 , particularly preferably H;
  • R 5 is H or -CH 3 ;
  • R 6 is an n-aliphatic, iso-aliphatic, olefinic, cycloaliphatic, arylaliphatic or aromatic (C1-C30) -
  • Ethylene oxide units (EO) and propylene oxide units (PO), v and w are independently 0 to 500, preferably 1 to 30, the sum of v and w having to be ⁇ 1 on average.
  • Macromonomer chains can be statistical, block-like, alternating or gradient-like.
  • Y stands for the bridges mentioned above.
  • Also particularly suitable as macromonomers F) are esters of (meth) acrylic acid with
  • Genapol ® types are products from Clariant, GmbH.
  • the molecular weight of the macromonomers F) is preferably 200 g / mol to 10 6 g / mol, particularly preferably 150 to 10 4 g / mol and particularly preferably 200 to 5000 g / mol. Based on the total mass of the copolymers, the macromonomer content can be up to 99.9% by weight, preferably 0.5 to 30% by weight or 70 to 99.5% by weight. Contents of 1 to 20% by weight or 75 to 95% by weight are particularly preferred.
  • Preferred copolymers are those which can be obtained by copolymerizing at least components A) and F).
  • copolymers are those which can be obtained by copolymerizing at least components A) and D).
  • copolymers are those which can be obtained by copolymerizing at least components A) and E).
  • copolymers are those which can be obtained by copolymerizing at least components A), C) and D).
  • copolymers are those which can be obtained by copolymerizing at least components A), C) and E).
  • copolymers are those which can be obtained by copolymerizing at least components A), D) and F).
  • the copolymerization is carried out in the presence of at least one polymeric additive G), the additive G) being added to the polymerization medium in whole or in part in solution before the actual copolymerization.
  • the use of several additives G) is also according to the invention.
  • Crosslinked additives G) can also be used.
  • the additives G) or their mixtures only have to be wholly or partly soluble in the chosen polymerization medium.
  • additive G) has several functions. On the one hand, it prevents the formation of crosslinked ones in the actual polymerization step Polymer components in the copolymer being formed and, on the other hand, additive G) is attacked statistically by active radicals in accordance with the generally known mechanism of graft copolymerization.
  • suitable additives G) have the property of changing the solution parameters of the copolymers formed during the radical polymerization reaction in such a way that the average molecular weights are shifted to higher values.
  • those which were prepared with the addition of additives] G) advantageously show a significantly higher viscosity in aqueous solution.
  • Preferred additives G) are homo- and copolymers soluble in water and / or alcohols, preferably in t-butanol. Copolymers are also to be understood as meaning those with more than two different types of monomers. Homo- and copolymers are particularly preferred as additives G)
  • additives G are polyvinylpyrrolidones (such as Luviskol K15 ®, K20 ® and K30 ® from BASF), poly (N-vinylformamides), poly (N-vinylcaprolactams) and copolymers of N-vinylpyrrolidone, N-vinylformamide and / or acrylic acid which can also be partially or completely saponified.
  • the molecular weight of the additives G) is preferably 10 2 to 10 7 g / mol, particularly preferably 0.5 * 10 4 to 10 6 g / mol.
  • the amount of polymeric additive G) used is, based on the total mass of the monomers to be polymerized during the copolymerization, preferably 0.1 to 90% by weight, particularly preferably 1 to 20% by weight and particularly preferably 1.5 to 10% by weight .-%.
  • the copolymers according to the invention are crosslinked, ie they contain comonomers with at least two polymerizable vinyl groups.
  • Preferred crosslinkers are methylene bisacrylamide; methylenebismethacrylamide; Esters of unsaturated mono- and polycarboxylic acids with polyols, preferred
  • Diacrylates and triacrylates or methacrylates particularly preferably butanediol and ethylene glycol diacrylate or methacrylate, trimethylolpropane triacrylate (TMPTA) and trimethylolpropane trimethacrylate (TMPTMA); Allyl compounds, preferably allyl (meth) acrylate, triallyl cyanurate, maleic acid diallyl ester, polyallyl ester, tetraallyloxyethane, triallylamine, tetraallylethylene diamine; Allyl esters of phosphoric acid; and / or vinylphosphonic acid derivatives.
  • Trimethylolpropane triacrylate (TMPTA) is particularly preferred as the crosslinking agent.
  • the proportion by weight of crosslinking comonomers, based on the total mass of the copolymers, is preferably up to 20% by weight, particularly preferably 0.05 to 10% by weight and particularly preferably 0.1 to 7% by weight.
  • All organic or inorganic solvents can be used as the polymerization medium which are largely inert with respect to radical polymerization reactions and which advantageously permit the formation of medium or high molecular weights.
  • Water is preferred; lower alcohols; preferably methanol, ethanol, propanols, iso-, sec- and t-butanol, particularly preferably t-butanol; Hydrocarbons with 1 to 30 carbon atoms and mixtures of the aforementioned compounds.
  • the polymerization reaction is preferably carried out in the temperature range between 0 and 150 ° C., particularly preferably between 10 and 100 ° C., both under normal pressure and under elevated or reduced pressure. If necessary, the polymerization can also be carried out under a protective gas atmosphere, preferably under nitrogen.
  • high-energy electromagnetic radiation mechanical energy or the usual chemical polymerization initiators, such as organic peroxides, for example benzoyl peroxide, tert-butyl hydroperoxide, Methyl ethyl ketone peroxide, cumene hydroperoxide, dilauroyl peroxide or azo initiators such as azodiisobutyronitrile (AIBN)
  • organic peroxides for example benzoyl peroxide, tert-butyl hydroperoxide, Methyl ethyl ketone peroxide, cumene hydroperoxide, dilauroyl peroxide or azo initiators such as azodiisobutyronitrile (AIBN)
  • AIBN azodiisobutyronitrile
  • inorganic peroxy compounds such as (NH 4 ) 2 S 2 ⁇ 8 , K 2 S 2 ⁇ 8 or HO 2 , optionally in combination with reducing agents (e.g.
  • sodium bisulfite, ascorbic acid, iron (II) sulfate etc.) or redox systems which contain an aliphatic or aromatic sulfonic acid (eg benzenesulfonic acid, toluenesulfonic acid etc.) as reducing component.
  • an aliphatic or aromatic sulfonic acid eg benzenesulfonic acid, toluenesulfonic acid etc.
  • the following list shows 67 copolymers which are particularly advantageously suitable for the formulation of the agents according to the invention.
  • the various copolymers No. 1 to No. 67 can be obtained according to the following production processes 1, 2, 3 and 4.
  • Butanol can be produced.
  • the monomers were initially introduced into t-butanol, the reaction mixture was rendered inert and then the reaction after heating to 60 ° C. by addition of the corresponding t-butanol-soluble initiator (preferably dilauroyl peroxide) started. After the reaction has ended (2 hours), the polymers are isolated by suction extraction of the solvent and subsequent vacuum drying.
  • t-butanol-soluble initiator preferably dilauroyl peroxide
  • These polymers can be prepared in water using the gel polymerization process.
  • the monomers are dissolved in water, the reaction mixture is rendered inert, and the reaction is then started after heating to 65 ° C. by adding suitable initiator or initiator systems (preferably Na 2 S 2 O 8 ).
  • suitable initiator or initiator systems preferably Na 2 S 2 O 8 .
  • the polymer gels are then crushed and the polymers isolated after drying.
  • These polymers can be prepared in water using the emulsion process.
  • the monomers are mixed in a water / organ mixture.
  • Solvent preferably cyclohexane
  • emulsifier emulsifier
  • the reaction mixture is rendered inert by means of N 2 and the reaction is then started after heating to 80 ° C. by adding suitable initiator or initiator systems (preferably Na 2 S 2 O 8 ).
  • suitable initiator or initiator systems preferably Na 2 S 2 O 8 .
  • the polymer emulsions are then evaporated (cyclohexane acts as a tug for water), thereby isolating the polymers.
  • These polymers can be prepared by the solution process in organic solvents (preferably toluene, e.g. also tertiary alcohols).
  • organic solvents preferably toluene, e.g. also tertiary alcohols.
  • Monomers are initially introduced into the solvent, the reaction mixture is rendered inert, and the reaction is then started after heating to 70 ° C. by adding suitable initiator or initiator systems (preferably dilauroyl peroxide).
  • suitable initiator or initiator systems preferably dilauroyl peroxide.
  • the polymers are isolated by evaporation of the solvent and subsequent vacuum drying.
  • the copolymers are water-soluble or water-swellable.
  • the compositions according to the invention contain, based on the finished compositions, preferably 0.01 to 10% by weight, particularly preferably 0.1 to 5% by weight, particularly preferably 0.5 to 3% by weight, of copolymers.
  • copolymers with other polymers leads to products with a particular polymer morphology which result in optically clear gels in aqueous systems.
  • a potential disadvantage of the copolymers without grafting is a more or less strong opalescence in aqueous solution. This is based on previously unavoidable, over-crosslinked polymer components that arise during synthesis and in
  • the described, optionally feasible incorporation of both cationic charges and silicon, fluorine or phosphorus atoms into the copolymers leads to products which have special sensory and theological properties in cosmetic formulations.
  • An improvement in the sensory and theological properties may be desired in particular when used in rinse-off products (in particular hair treatment agents) as well as leave-on products (in particular O W emulsions).
  • the copolymers show advantageous properties both in crosslinked and in uncrosslinked form. While networked systems e.g. excellent property profiles with regard to emulsion stabilization could be thickened, especially with the help of the uncrosslinked variants, surfactant-containing solutions. The same applies to electrolyte-containing systems which are known to be very difficult or impossible to thicken with polyelectrolytes.
  • the copolymers can be used as thickeners for agents on an aqueous or aqueous-alcoholic basis, for example hair gels.
  • the polymers according to the invention are suitable as stabilizers, dispersants and consistency agents for aqueous surfactant preparations, for example shampoos, shower baths, shower gels, foam baths and the like.
  • the thickening effect of the copolymers in aqueous surfactants is enhanced by an association of the polymer chains and the surfactants and can be controlled by the choice of the side chains of the copolymers and by the choice of surfactants.
  • the suspending or dispersing and stabilizing effect of the copolymers in aqueous-surfactant agents is due to the association of the polymer side chains or functional groups in the main and side chain and the liquid insoluble in aqueous-surfactant agents
  • Components for example silicone oils, or the insoluble components, for example zinc pyrethione.
  • the copolymers are also suitable as thickeners and dispersants, as emulsifiers, suspending agents with thickening action and consistency agents for emulsions and suspensions, and as lubricants, adhesives, thickeners, dispersants and emulsifiers of decorative preparations containing solids. Mixtures of the copolymers can also be used.
  • the emulsifying, stabilizing and / or consistency effect of the copolymers in emulsions is caused or intensified by an association of the polymer side chains with one another, and by an interaction of the polymer side chains with the hydrophobic oil components.
  • the pH of the cosmetic, pharmaceutical and dermatological agents is preferably less than or equal to pH 6.5, particularly preferably in the range pH 2 to 6.5, particularly preferably in the range pH 3 to 6.
  • the agents contain, as acidic components, organic or inorganic acids, preferably organic acids, particularly preferably alpha-hydroxy acids and acids selected from glycolic acid, lactic acid, citric acid, tartaric acid, mandelic acid, salicylic acid, ascorbic acid, pyruvic acid, oligooxa mono- and dicarboxylic acids, fumaric acid, retinoic acid, aliphatic and organic sulfonic acids, benzoic acid, kojic acid, Fruit acid, malic acid, gluconic acid, galacturonic acid, acidic plant and / or fruit extracts and their derivatives.
  • organic acids particularly preferably alpha-hydroxy acids and acids selected from glycolic acid, lactic acid, citric acid, tartaric acid, mandelic acid, salicylic acid, ascorbic acid, pyruvic acid, oligooxa mono- and dicarboxylic acids, fumaric acid, retinoic acid, aliphatic and organic sulfonic acids, benzoic acid
  • the proportion of acids in agents is preferably 0.05 to 20% by weight, particularly preferably 0.5 to 10% by weight, particularly preferably 1 to 5% by weight.
  • agents are emulsions, preferably oil-in-water emulsions, preferably with viscosities of 8000 mPas to 50,000 mPas (RV Brookfield viscometer, 20 rpm) and a pH of pH 3 to 6 ,
  • the agents are aqueous gels, preferably aqueous gels containing organic solvents, preferably with viscosities from 15000 mPas to 100000 mPas mPas (RV Brookfield viscometer, 20 rpm) and a pH of pH 3 to 6.
  • agents are formulations containing surfactants, particularly preferably shampoos, shower baths and the like, preferably with viscosities from 1000 mPas to 15000 mPas mPas (RV Brookfield viscometer, 20 rpm) and a pH of pH 3 to 6.
  • surfactants particularly preferably shampoos, shower baths and the like, preferably with viscosities from 1000 mPas to 15000 mPas mPas (RV Brookfield viscometer, 20 rpm) and a pH of pH 3 to 6.
  • the acidic components in the compositions can be present both in acidic form and in the form of their salts, preferably in the form of the sodium, potassium or ammonium salts.
  • the agents according to the invention can contain anionic, cationic, nonionic, zwitterionic and / or amphoteric surfactants.
  • the total amount of the surfactants used, based on the finished compositions, is preferably between 2 to 70% by weight, particularly preferably between 5 and 40% by weight, particularly preferably between 12 and 35% by weight.
  • Suitable anionic surfactants are preferably (C 2 -C 20) -alkyl and alkylene carboxylates, alkyl ether carboxylates, fatty alcohol sulfates, fatty alcohol ether sulfates, alkyl amide sulfates and sulfonates, fatty acid alkyl amide polyglycol ether sulfates, alkane sulfonates, hydroxyalkane sulfonates, ⁇ -sulfonate sulfonates, olefin sulfonate sulfonates,
  • the compounds and their mixtures are used in the form of their water-soluble or water-dispersible salts, for example the sodium, potassium, magnesium, ammonium, mono-, di- and triethanolammonium and analogous alkylammonium salts.
  • the proportion by weight of the anionic surfactants, based on the finished compositions, is preferably in the range from 2 to 30% by weight, particularly preferably 5 to 25% by weight, particularly preferably 12 to 22% by weight.
  • Suitable cationic surfactants are, for example, quaternary ammonium salts such as di (C 1 -C 24 ) alkyl dimethyl ammonium chloride or bromide, preferably di (C 2 -C 8 ) alkyl dimethyl ammonium chloride or bromide; (C ⁇ 0 -C 24 ) alkyl dimethyl ethyl ammonium chloride or bromide; (C ⁇ o-C 24 ) alkyl trimethylammonium chloride or bromide, preferably cetyltrimethylammonium chloride or bromide and (C 20 - C 22 ) alkyl trimethylammonium chloride or bromide; (-C 0 -C24) alkyl-dimethylbenzylammonium chloride or bromide, preferably (Ci 2 -C ⁇ 8 ) alkyldimethylbenzylammonium chloride; N- (-C ⁇ -C ⁇ 8 ) alkyl pyridinium chloride or bro
  • the proportion by weight of the cationic surfactants is based on the finished product
  • Fatty alcohol ethoxylates are suitable as nonionic surfactants
  • Alkylpolyethylene glycols Alkylphenolpolyethylenglykole;
  • Alkylaminopolyethylenglykole Fatty acid ethoxylates (acyl polyethylene glycols); Polypropylenglykolethoxylate (Pluronics ®); Fatty,
  • Saccharoseester Sorbitol ester and polyglycol ether.
  • the proportion by weight of the nonionic surfactants is preferably 1 to 20% by weight, particularly preferably 2 to 10%, particularly preferably 3 to 7% by weight.
  • Preferred amphoteric surfactants are N- (-C 2 -C 8 ) -alkyl-ß-aminopropionate and N- (C-i2-C ⁇ s) -alkyl-ß-iminodipropionate as alkali and mono-, di- and trialkylammonium salts; N-acylaminoalkyl-N, N-dimethyl-acetobetaine, preferably N- (C 8 -C 8 ) -acyl-aminopropyl-N, N-dimethylacetobetaine; (-C 2 -C 8 ) alkyl dimethyl sulfopropyl betaine; Amphoteric surfactants based on imidazoline (trade name: Miranol ® , Steinapon ® ), preferably the sodium salt of 1- ( ⁇ -carboxymethyloxyethyl) -1- (carboxymethyl) -2-lauryl-imidazolinium; Amine oxide, for example (C 12
  • the weight fraction of the amphoteric surfactants is preferably in the range from 0.5 to 20% by weight, particularly preferably 1 to 10% by weight.
  • Particularly preferred surfactants are lauryl sulfate, laureth sulfate, cocoamidopropyl betaine, sodium cocoyl glutamate and lauroamphoacetate.
  • foam-enhancing co-surfactants from the group alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines, amine oxides and fatty acid alkanolamides or polyhydroxyamides can be used in the agents according to the invention.
  • the agents according to the invention can contain, as further auxiliaries and additives, oil bodies, emulsifiers and co-emulsifiers, cationic polymers, film formers, as well as further additives commonly used in cosmetics, such as e.g.
  • Superfatting agents moisturizing agents, stabilizers, biogenic agents, glycerin, preservatives, pearlescent agents, colorants and fragrances, solvents, hydrotropes, opacifiers, other thickening agents and dispersing agents, furthermore protein derivatives such as gelatin, collagen hydrolyzates, polypeptides on a natural and synthetic basis, egg yolk, lecithin Lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances with keratolytic and keratoplastic effects, enzymes and carrier substances, antioxidants, UV light protection filters, pigments and metal oxides, as well as antimicrobial agents.
  • protein derivatives such as gelatin, collagen hydrolyzates, polypeptides on a natural and synthetic basis, egg yolk, lecithin Lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances with keratolytic and keratoplastic effects, enzymes and carrier substances, antioxidants, UV light protection filters, pigments and metal oxides
  • Oil body means any fatty substance that is liquid at room temperature (25 ° C).
  • the fat phase can therefore comprise one or more oils, which are preferably selected from the following oils: silicone oils, volatile or non-volatile, linear, branched or ring-shaped, possibly organically modified; phenylsilicones; Silicone resins and rubbers; Mineral oils such as paraffin or petroleum jelly; Oils of animal origin such as perhydrosqualene, lanolin; Oils of vegetable origin such as liquid triglycerides, e.g.
  • Suitable ionogenic co-emulsifiers are e.g. anionic emulsifiers, such as mono-, di- or tri-phosphoric acid esters, but also cationic emulsifiers, such as mono-, di- and tri-alkyl quats and their polymeric derivatives.
  • Suitable cationic polymers are those known under the INCI name "Polyquaternium", in particular Polyquaternium-31, Polyquaternium-16, Polyquaternium-24, Polyquaternium-7, Polyquatemium-22, Polyquaternium-39, Polyquaternium-28, Polyquaternium-2, Polyquaternium-10, Polyquaternium-11, as well as Polyquaternium 37 & mineral oil & PPG trideceth (Salcare SC95), PVP-dimethylaminoethyl methacrylate copolymer, guar-hydroxypropyl-triammonium chloride, as well as calcium alginate and ammonium alginate.
  • Polyquaternium in particular Polyquaternium-31, Polyquaternium-16, Polyquaternium-24, Polyquaternium-7, Polyquatemium-22, Polyquaternium-39, Polyquaternium-28, Polyquaternium-2, Polyquaternium-10, Polyquaternium-11, as well as Polyquaternium 37 & mineral oil & PPG
  • Cationic cellulose derivatives can also be used; cationic strength; Copolymers of diallylammonium salts and acrylamides; quaternized vinyl pyrrolidone / vinyl imidazole polymers; Condensation products of polyglycols and amines; quaternized collagen polypeptides; quaternized wheat polypeptides; polyethyleneimines; cationic silicone polymers such as amidomethicones; Copolymers of adipic acid and dimethylaminohydroxy-propyldiethylenetriamine; Polyaminopolyamide and cationic chitin derivatives such as chitosan.
  • Suitable silicone compounds are, for example, dimethylpolysiloxane, methylphenylpolysiloxanes, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine and / or alkyl modified silicone compounds, and also polyalkylsiloxanes, polyalkylarylsiloxanes, polyether siloxane copolymers, as in US Pat. No. 5,104,645 and the documents cited therein, which can be both liquid and resinous at room temperature.
  • Suitable film formers are, depending on the intended use, salts of phenylbenzimidazole sulfonic acid, water-soluble polyurethanes, for example C-io-polycarbamyl, polyglycerol esters, polyvinyl alcohol, polyvinylpyrrolidone, copolymers, for example vinylpyrrolidone / vinyl acetate copolymer, water-soluble acrylic acid polymers / copolymers, for example, or their esters or salts copolymers, or their esters or salts copolymers / Methacrylic acid and polyethylene glycol ether of fatty alcohols, such as acrylate / steareth-20 methacrylate copolymer, water-soluble cellulose, for example hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, water-soluble quaterniums, polyquaterniums, carboxyvinyl polymers, such as carbomers and their salts, polysaccharides,
  • Substances such as, for example, polyethoxylated lanolin derivatives, lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter being used simultaneously as Foam stabilizers are used.
  • Isopropyl palmitate, glycerol and / or sorbitol, for example, are available as a moisturizing substance.
  • Metal salts of fatty acids such as e.g. Magnesium, aluminum and / or zinc stearate can be used.
  • Biogenic active substances are understood to mean, for example, plant extracts and vitamin complexes.
  • the agents according to the invention can contain organic solvents.
  • organic solvents In principle, all monohydric or polyhydric alcohols are suitable as organic solvents. Alcohols with 1 to 4 carbon atoms such as ethanol, propanol, isopropanol, n-butanol, i-butanol, t-butanol, glycerol and mixtures of the alcohols mentioned are preferably used.
  • Further preferred alcohols are polyethylene glycols with a relative molecular weight below 2000. In particular, use of polyethylene glycol with a relative molecular weight between 200 and 600 and in amounts up to 45% by weight and of polyethylene glycol with a relative molecular weight between 400 and 600 in amounts of 5 to 25% by weight is preferred.
  • Suitable solvents are, for example, triacetin (glycerol triacetate) and 1-methoxy-2-propanol.
  • Short-chain anionic surfactants in particular aryl sulfonates, for example cumene or toluenesulfonate, act hydrotropically.
  • the agents according to the invention can be mixed with conventional ceramides, pseudoceramides, fatty acid-N-alkylpolyhydroxyalkylamides, cholesterol, cholesterol fatty acid esters, fatty acids, triglycerides, cerebrosides,
  • Phospholipids and similar substances can be mixed as a care additive.
  • Suitable preservatives are phenoxyethanol, parabens, pentanediol or sorbic acid.
  • the dyes which can be used are those which are suitable and approved for cosmetic purposes.
  • Suitable antifungal active ingredients are preferably ketoconazole, oxiconazole, terbinafine, bifonazole, butoconazole, cloconazole, clotrimazole, econazole, enilconazole, fenticonazole, isoconazole, miconazole, sulconazole, tioconazole fluonazole, ionafineazonazole, ionafine, zonafineazonazole, ioconazole, ioconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionocon
  • Substances such as, for example, polyethoxylated lanolin derivatives, lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
  • polyethoxylated lanolin derivatives such as, for example, polyethoxylated lanolin derivatives, lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides
  • foam stabilizers for example, isopropyl palmitate, glycerin and / or sorbitol are available as a moisturizing substance.
  • Metal salts of fatty acids such as e.g. Magnesium, aluminum and / or zinc stearate can be used.
  • Biogenic active substances are understood to mean, for example, plant extracts and vitamin complexes.
  • the agents according to the invention can contain organic solvents.
  • organic solvents In principle, all monohydric or polyhydric alcohols are suitable as organic solvents. Alcohols with 1 to 4 carbon atoms such as ethanol, propanol, isopropanol, n-butanol, i-butanol, t-butanol, glycerol and mixtures of the alcohols mentioned are preferably used.
  • Further preferred alcohols are polyethylene glycols with a relative molecular weight below 2000. In particular, use of polyethylene glycol with a relative molecular weight between 200 and 600 and in amounts up to 45% by weight and of polyethylene glycol with a relative molecular weight between 400 and 600 in amounts of 5 to 25% by weight is preferred.
  • Suitable solvents are, for example, triacetin (glycerol triacetate) and 1-methoxy-2-propanol.
  • Short-chain anionic surfactants in particular aryl sulfonates, for example cumene or toluenesulfonate, act hydrotropically.
  • the agents according to the invention can be mixed with conventional ceramides, pseudoceramides, fatty acid-N-alkylpolyhydroxyalkylamides cholesterol, Cholesterol fatty acid esters, fatty acids, triglycerides, cerebrosides, phospholipids and similar substances can be mixed as a care additive.
  • Suitable preservatives are, for example, phenoxyethanol, parabens, pentanediol or sorbic acid.
  • the dyes which can be used are those which are suitable and approved for cosmetic purposes.
  • Suitable antifungal active ingredients are preferably ketoconazole, oxiconazole, terbinafine, bifonazole, butoconazole, cloconazole, clotrimazole, econazole, enilconazole, fenticonazole, isoconazole, miconazole, sulconazole, tioconazole fluonazole, ionafineazonazole, ionafine, zonafineazonazole, ioconazole, ioconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole, ionoconazole,
  • the agents are rinse-off products, particularly preferably shampoos, shower baths, shower gels and foam baths.
  • Modern rinse-off products often have a high proportion of conditioning agents, which can also consist of oil components. Consequently, these agents can exist as emulsions.
  • the agents are leave-on products, preferably in the form of emulsions, particularly preferably skin care agents, day creams, night creams, skin care creams, nutritional creams, body lotions, ointments, sunscreens, lip care agents and deodorants.
  • surfactant-free aqueous agents and emulsions for example for hair treatments and conditioners, hair gels but also for permanent waving agents, hair colorants, and for decorative cosmetics, for example make-ups, eye shadows, lipsticks, mascara and the like.
  • an essential point of the invention is that the agents according to the invention also without the use of an additional co-emulsifier and / or without The use of an additional consistency generator can be used.
  • the use of co-emulsifiers and / or consistency enhancers is therefore not mandatory, but of course possible.
  • a combination with other known co-emulsifiers and / or consistency agents may be desirable for setting special cosmetic profiles and for exploiting synergistic effects.
  • emulsions according to the invention are creamy and ointmenty and do not have the gel-like or even gelatin-like appearance at all, as in the case of emulsions according to the prior art in which the outer aqueous phase is thickened.
  • the cosmetic feeling on the skin is excellent, when applied to the skin the emulsions give a feeling of freshness and comfort, while at the same time having a rich and nourishing effect; they are also very soft and comfortable and in no way sticky.
  • copolymers used in the examples are representatives of the particularly preferred copolymers listed in the description, No. 1 to No. 67.
  • the preparation was carried out according to methods 1, 2, 3 or 4 given there using the preferred initiators and solvents.
  • Example 1 O / W - skin milk with keratolytic effect
  • Example 2 O / W - skin milk for dry skin
  • Composition A ® EMULSOGEN SRO (Clariant) 1.00% rapeseed oil sorbitol ester
  • Example 3 W / O emulsion: depigmentation cream
  • Composition A ® HOSTACERIN DGI (Clariant) 4.00%
  • composition A ® HOSTACERIN WO (Clariant) 10.00%
  • Example 5 Spray emulsion
  • Cetearyl isononanoate 0.50% mineral oil l.v. 0.50% isopropyl palmitate 0.50% cetearyl alcohol 0.50% B copolymer No. 13 0.20% C water add 100%
  • V Add components from G to I one after the other

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FR3008614B1 (fr) 2013-07-19 2015-07-31 Oreal Composition de coloration comprenant un tensio actif amphotere particulier et un tensioactif sulfate
US10071038B2 (en) 2013-07-19 2018-09-11 L'oreal Dye composition comprising a particular amphoteric surfactant and a particular thickening polymer
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BR0115804A (pt) 2003-09-16
JP5377812B2 (ja) 2013-12-25
JP2002205915A (ja) 2002-07-23
US20040115148A1 (en) 2004-06-17
WO2002043686A2 (de) 2002-06-06
DE10059822A1 (de) 2002-06-13
WO2002043686A3 (de) 2003-09-12
US7025973B2 (en) 2006-04-11

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