EP2249926A2 - Compositions renfermant des esters d'acide phosphorique et des polymères anioniques réticulés, modifiés hydrophobes - Google Patents

Compositions renfermant des esters d'acide phosphorique et des polymères anioniques réticulés, modifiés hydrophobes

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Publication number
EP2249926A2
EP2249926A2 EP09706725A EP09706725A EP2249926A2 EP 2249926 A2 EP2249926 A2 EP 2249926A2 EP 09706725 A EP09706725 A EP 09706725A EP 09706725 A EP09706725 A EP 09706725A EP 2249926 A2 EP2249926 A2 EP 2249926A2
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EP
European Patent Office
Prior art keywords
acid
particularly preferably
component
peg
phosphoric acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Application number
EP09706725A
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German (de)
English (en)
Inventor
Peter Klug
Waltraud Simsch
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Clariant International Ltd
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Clariant International Ltd
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Publication of EP2249926A2 publication Critical patent/EP2249926A2/fr
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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
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/042—Gels
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/22—Peroxides; Oxygen; Ozone
    • 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
    • A61K8/55—Phosphorus compounds
    • 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
    • A61K8/55—Phosphorus compounds
    • A61K8/556—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/84—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
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14—Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning 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
    • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the 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
    • A61Q19/04—Preparations for care of the skin for chemically tanning the 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
    • C08G65/327—Polymers modified by chemical after-treatment with inorganic compounds containing phosphorus
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
    • C08G65/3311—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing a hydroxy group
    • C08G65/3312—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing a hydroxy group acyclic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/335—Polymers modified by chemical after-treatment with organic compounds containing phosphorus
    • C08G65/3353—Polymers modified by chemical after-treatment with organic compounds containing phosphorus containing oxygen in addition to phosphorus
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
    • C08J3/075—Macromolecular gels
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • 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
    • A61K2800/52—Stabilizers
    • A61K2800/522—Antioxidants; Radical scavengers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/51—Phosphorus bound to oxygen
    • C08K5/52—Phosphorus bound to oxygen only
    • C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/10—Homopolymers or copolymers of methacrylic acid esters

Definitions

  • compositions comprising hydrophobically modified, crosslinked, anionic polymers and phosphoric acid esters.
  • the compositions may be, for example, cosmetic, pharmaceutical or dermatological compositions.
  • Anionic polyelectrolytes are now widely used for thickening cosmetic and pharmaceutical products.
  • Crosslinked homopolymers of 2-acrylamido-2-methyl-propane-sulfonates and their use as thickeners are described in EP-A-0 816 403 and WO 98/00094.
  • EP-A-0 510 246 discloses crosslinked copolymers of N-vinylcarboxamides and unsaturated sulfonate-substituted alkylamides.
  • WO 02/43689 describes that hydrophobically modified copolymers based on acrylamido-alkyl sulfonates can be used as thickener and stabilizer in cosmetic compositions.
  • a common feature of all cross-linked polyelectrolytes is that they cause the establishment of a yield point at sufficient concentration in aqueous systems, which protects suspended solids or liquid phases from creaming or sedimentation. This property is also obtained when the anionic, crosslinked polyelectrolyte carries hydrophobic groups.
  • a disadvantage is the relatively high price of anionic polyelectrolytes and the generally very high salt sensitivity. Once the compositions contain larger amounts of salt, the thickening power of these anionic polyelectrolytes is significantly reduced.
  • Nonionic associative thickeners such as polyglycol esters (PEG-150 distearate, PEG-150 polyglyceryl-2-tristearate, PEG-120-methylglucose dioleate) or highly ethoxylated phosphoric acid esters, on the other hand, can cause high viscosity especially with surfactants because of their low molecular weight and are saline-sensitive However, no yield point and are therefore less suitable for stabilizing suspensions or emulsions.
  • polyglycol esters PEG-150 distearate, PEG-150 polyglyceryl-2-tristearate, PEG-120-methylglucose dioleate
  • highly ethoxylated phosphoric acid esters on the other hand, can cause high viscosity especially with surfactants because of their low molecular weight and are saline-sensitive However, no yield point and are therefore less suitable for stabilizing suspensions or emulsions.
  • the object was therefore to provide thickener systems which build up a flow limit with a small amount of use and show a good thickening power even with a high salt content in the compositions.
  • aqueous gels can be produced as a basis for cosmetic, pharmaceutical or dermatological products. These are characterized by increased salt stability and lose their consistency on the skin much slower, thereby enabling a significantly improved sensor technology on the skin.
  • the invention therefore relates to compositions containing
  • one or more anionic, crosslinked, hydrophobically modified polymers wherein the hydrophobic modification by a hydrocarbon radical, preferably an alkyl radical, takes place with 6 to 50, preferably 12 to 40 and particularly preferably 18 to 22 carbon atoms, and
  • component a 1) one or more structural units derived from substances of component a), wherein the substances of component a) are selected from orthophosphoric acid and one or more of its derivatives, and wherein the one or more derivatives of orthophosphoric acid are preferably selected from polyphosphoric acid, tetraphosphorodecoxide, Phosphorus oxychloride and phosphorus pentachloride,
  • Component b) wherein the substances of component b) are selected from one or more compounds of the formula (I)
  • R 1 is a linear or branched, saturated alkyl group having 6 to 30, preferably 8 to 22, particularly preferably 12 to 18 carbon atoms, for a linear or branched, mono- or polyunsaturated alkenyl group having 6 to 30, preferably 8 to 22, especially preferably 12 to 18 carbon atoms, or represents an aryl group, in particular a phenyl group, which may be substituted by 1 to 3 branched alkyl groups, each of which independently contains 3 to 18 and preferably 4 to 12 carbon atoms,
  • D represents a linear or branched saturated alkylene group having 4 to 20 carbon atoms, a linear or branched mono- or polyunsaturated alkenylene group having 4 to 20 carbon atoms or -CH (aryl) CH 2 -, wherein -CH (aryl) CH 2 preferably -CH (phenyl) CH 2 -, u is a number from 0 to 200, preferably from 2 to 150, particularly preferably from 5 to 100, particularly preferably from 10 to 50,
  • v is a number from 0 to 100, preferably from 0 to 50, particularly preferably from 0 to 20 and particularly preferably 0,
  • w is a number from 0 to 100, preferably from 0 to 20, particularly preferably from 0 to 10 and particularly preferably 0, and
  • a is a number from 0 to 800, preferably from 0 to 250, particularly preferably from 10 to 200 and particularly preferably from 20 to 100,
  • b is a number from 0 to 100, preferably from 0 to 50 and particularly preferably 0,
  • c is a number from 0 to 100, preferably from 0 to 20 and particularly preferably 0, wherein the sum of a + b + c> 1, preferably from 5 to 150, and the groups CH 2 CH 2 O, C 3 H 6 O and DO from the compounds of formula (II) may be arranged blockwise or randomly distributed , and
  • compositions comprising in component I) one or more anionic, crosslinked, hydrophobically modified polymers obtained by copolymerization of
  • R 2 is a vinyl, allyl, acrylic or methacrylic radical
  • R 3 is (C 2 -C 4 ) -alkylene, preferably CH 2 CH 2
  • R 4 is a linear or branched, saturated alkyl group From 6 to 50, preferably from 12 to 40 and more preferably from 18 to 22, carbon atoms
  • x is an integer from 0 to 500, preferably from 0 to 25
  • Y is O, S or NH, preferably O, and
  • compositions of the invention comprising, in component I) one or more anionic, crosslinked, hydrophobically modified polymers obtained by copolymerization of acrylic acid and CIO 3 o-alkyl Acrylklareestern, preferably the (under the trade names Pemulen ® TR1 Acrylate / Cio-3o alkyl acrylate copolymer), Pemulen ® TR-2 copolymers (acrylates / Ci O- 3o alkyl acrylate copolymer), and Carbopol ® ETD 2020 (acrylates / Ci O- 3o alkyl acrylate copolymer), and copolymers obtained by copolymerization of acrylic acid or methacrylic acid and alkoxylated C 6 - 3 o-alkyl-Acrylklareestern or C 6-3 -alkyl-methacrylic acid esters, preferably under the trade names Aculyn ® 22 (Ac
  • compositions according to the invention comprising, in component I), one or more anionic, crosslinked, hydrophobically modified polymers selected from hydrophobically modified polyacrylates, preferably acrylates / C 1 -C 30 -alkyl acrylate crosspolymer.
  • compositions comprising in component I) one or more anionic, crosslinked, hydrophobically modified polymers selected from hydrophobically modified polysulfonic acids or sulfonates.
  • compositions according to the invention comprising, in component I), one or more anionic, crosslinked, hydrophobically modified polymers obtained by copolymerization of
  • R 5 is hydrogen, methyl or ethyl
  • Z is (dC 8 ) alkylene
  • X is hydrogen, lithium, sodium, potassium, magnesium, calcium, ammonium, monoalkylammonium, dialkylammonium, trialkylammonium or
  • Tetraalkylammonium wherein the alkyl substituents of the ammonium ions are independently (C r C 22 ) -alkyl radicals or (C 2 -C 10 ) -hydroxyalkyl radicals, is,
  • R 2 is a vinyl, allyl, acrylic or methacrylic radical
  • R 3 is (C 2 -C 4) -alkylene, preferably CH 2 CH 2
  • R 4 is a linear or branched, saturated alkyl group with from 6 to 50, preferably 12 to 40 and particularly preferably 18 to 22 carbon atoms
  • x is an integer from 0 to 500, preferably 1 to 50, particularly preferably 6 to 30, and
  • Y is O, S, or NH for O, stands, and
  • compositions just described those which contain in component I) one or more anionic, crosslinked, hydrophobically modified polymers, obtained by copolymerization of a) one or more monomers of the abovementioned formula (IV), in which R 5 is hydrogen, Z is -C (CH 3 ) 2 -CH 2 - and X has the meaning given above under formula (IV),
  • R 2 is methacrylic
  • R 3 is CH 2 CH 2
  • R 4 is a radical selected from stearyl, lauryl, cocoyl, undecyl, behenyl, cetearyl, cetyl and myristyl
  • x is an integer from 3 to 50, preferably 6 to 30, and
  • Y is O, S, or NH, preferably O, and
  • compositions according to the invention which are particularly preferred in component I) comprise one or more anionic, crosslinked, hydrophobically modified polymers selected from hydrophobically modified copolymers based on acrylamidomethylpropanesulfonic acids or salts thereof, preferably ammonium acrylolydimethyltaurate / steareth-25 crosspolymer (for example Aristoflex ® HMS, Clariant), or ammonium Acrylolydimethyltaurate / beheneth-25 crosspolymer (z. B. Aristoflex ® HMB Clariant).
  • anionic, crosslinked, hydrophobically modified polymers selected from hydrophobically modified copolymers based on acrylamidomethylpropanesulfonic acids or salts thereof, preferably ammonium acrylolydimethyltaurate / steareth-25 crosspolymer (for example Aristoflex ® HMS, Clariant), or ammonium Acrylolydimethyltaurate / beheneth-25
  • Preferred monomers A1, A2 and A3 are unsaturated carboxylic acids and their anhydrides and salts, and also their esters with aliphatic, cycloaliphatic, arylaliphatic or aromatic alcohols having a carbon number of 1 to 30.
  • Particularly preferred unsaturated carboxylic acids are acrylic acid,
  • Methacrylic acid maleic acid, fumaric acid, crotonic acid, itaconic acid and
  • the degree of neutralization of the carboxylic acids can be between 0 and 100%.
  • Further preferred monomers A1, A2 and A3 are open-chain N-vinylamides, preferably N-vinylformamide (VIFA), N-vinylmethylformamide, N-vinylmethylacetamide (VIMA) and N-vinylacetamide; cyclic N-vinylamides (N-vinyllactams) having 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-dimethylacrylamide, N, N-diethylacrylamide and N, N-diisopropylacrylamide; alkoxylated acrylic and methacrylamides, preferably hydroxymethylmethacrylamide, hydroxyethylmethacrylamide, hydroxypropylmethacrylamide; Succinic mono [2- (me
  • Preferred as counterions of the salts of the monomers A1, A2 and A3, for example the salts of the unsaturated carboxylic acids are Li + , Na + , K + , Mg ++ , Ca ++ , Al +++ , NH 4 + , quaternary ammonium ions [ HNR 1 R 2 R 3 J + , wherein R 1 , R 2 and R 3 are independently the same or different and are hydrogen, a linear or branched alkyl group having 1 to 22 carbon atoms, a linear or branched, mono- or polyunsaturated alkenyl group with 2 to 22 carbon atoms, a linear or branched mono-hydroxyalkyl group having 2 to 10 carbon atoms, preferably a mono-hydroxyethyl or a linear or branched mono-hydroxypropyl group, a linear or branched di-hydroxyalkyl group having 3 to 10 carbon atoms, or (EO) n (PO) m H, where EO is ethyleneoxy
  • B. be monoalkylammonium, dialkylammonium or trialkylammonium counterions, wherein the alkyl groups independently z.
  • B. also be monosubstituted to trisubstituted ethoxylated ammonium compounds with different degrees of ethoxylation.
  • the monomers A1, A2 and A3 are compounds with discrete molecular weight.
  • the one or more anionic, crosslinked, hydrophobically modified polymers contain no structural units derived from the monomers A1, A2 or A3.
  • the corresponding polymers are each obtained by copolymerization of components a), b) and c).
  • Suitable crosslinkers are all monomers having at least two olefinic double bonds.
  • Preferred are methylenebisacrylamide; methylenebismethacrylamide; Esters of unsaturated mono- and polycarboxylic acids with polyols, preferably diacrylates and triacrylates or -methacrylates, more 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 esters, polyallyl esters, tetraallyloxyethane, triallylamine, tetraallylethylenediamine; Allyl ester of phosphoric acid; and / or vinylphosphonic acid derivatives.
  • the anionic, crosslinked, hydrophobically modified polymers of component I) preferably contain 0.01 to 10 wt .-% of structural units resulting from crosslinking monomers.
  • the one or more structural units of component II) 1) of the phosphoric acid esters are preferably derived from orthophosphoric acid. These preferred structural units correspond to the formula
  • R 1 , D, u, v and w have the meanings given above under formula (I).
  • the phosphoric acid esters of component II) contained in the compositions according to the invention contain no oxygen-oxygen bond -O-O-.
  • the structural units derived from the substances of components a), b), optionally c) and optionally the structural units derived from the one or more polyols having more than 2 OH groups are bonded to each other via only one oxygen atom -O-.
  • compositions comprising in component II) one or more phosphoric triesters of the formula (III)
  • Ri, R 2 and R 3 may be the same or different and represent a linear or branched, saturated alkyl group of 6 to 30, preferably 8 to 22 and especially preferably 12 to 18 carbon atoms, for a linear or branched, mono- or polyunsaturated alkenyl group having 6 to 30, preferably 8 to 22 and particularly preferably 12 to 18 carbon atoms or for an aryl group, in particular a phenyl group having 1 to 3 branched alkyl groups each of which may be substituted independently of one another 3 to 18 and preferably 4 to 12 carbon atoms,
  • the individual groups (OAi) x , (A 2 O) x and (A 3 O) 2 each independently consist of units selected from CH 2 CH 2 O, C 3 H 6 O and C 4 H 8 O and wherein the units CH 2 CH 2 O, C 3 H 6 O and C 4 H 8 O within the individual groups (OA 1 ) X, (A 2 O) x and (A 3 O) 2 may be arranged block-wise or randomly distributed, and
  • each of x, y and z independently represents a number from 10 to 150, preferably from 25 to 120, more preferably from 40 to 120 and most preferably from 51 to 100.
  • R 1 , R 2 and R 3 may be the same or different and are preferably linear or branched, saturated alkyl groups containing 6 to 30, preferably 8 to 22, more preferably 12 to 18 carbon atoms or for linear or branched, mono- or polyunsaturated alkenyl groups having 6 to 30, preferably 8 to 22, particularly preferably 12 to 18 carbon atoms.
  • compositions comprising in component II) one or more
  • a particularly preferred embodiment of the invention provides compositions containing II in component) one or more phosphoric acid triesters, by reaction of phosphoric acid or a phosphoric acid derivative, preferably phosphoric acid, with Ci 6 / i ⁇ - fatty alcohol ethoxylates having 10 to 150 ethylene oxide units, preferably with 25 to 120 ethylene oxide units, more preferably C-i6 i 8 fatty alcohol ethoxylate with 25 ethylene oxide units, C 6 / i ⁇ -fatty alcohol ethoxylate with 50 ethylene oxide units were or Ci obtain 6/18 fatty alcohol ethoxylate with 80 ethylene oxide units, /.
  • compositions according to the invention comprising, in component II), one or more phosphoric acid esters containing structural units derived from compounds of the formula (I) and additionally containing structural units derived from diols of the formula (II).
  • compositions according to the invention comprising in component II) one or more phosphoric acid esters which contain structural units derived from diols selected from ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol (PEG) with molecular weights from 200 to 35,000, preferably PEG 200, PEG 300, PEG 400, PEG 600, PEG 800, PEG 1000, PEG 1500, PEG 2000, PEG 3000, PEG 3350, PEG 4000, PEG 6000, PEG 8000, propylene glycol, dipropylene glycol, tripropylene glycol, polypropylene glycol, polybutylene glycol, copolymers of ethylene oxide and propylene oxide With
  • the optionally one or more structural units derived from a polyol having more than 2 OH groups of component II) 4) of the Phosphorphorcherer are preferably derived from glycerol, diglycerol, polyglycerol, pentaerythritol, dipentaerythritol, pentaerythritol, trimethylolpropane, threitol, erythritol, adonite , Arabitol, xylitol, mannitol, sorbitol, inositol, glucose, mannose, fructose, sorbose, arabinose, xylose, ribose, mannopyranose, galactopyranose, glucopyranose, maltose, sucrose, amino sugar,
  • Ascorbic acid, glucamides and gluconamides which may also carry one or more alkoxylate groups, and wherein the alkoxylate groups are each composed of one or more units selected from CH 2 CH 2 O, C 3 H 6 O and C 1 H 5 OO units which are within
  • the alkoxylate groups may be arranged block-wise or randomly distributed.
  • the optionally one or more or more structural units derived from a polyol having more than 2 OH groups of component II) 4) of the Phosphorphorcherer are particularly preferably derived from pentaerythritol, glycerol and diglycerol, including preferably pentaerythritol, which may also carry one or more alkoxylate groups and wherein the alkoxylate groups are each composed of one or more units selected from CH 2 CH 2 O, C 3 H 6 O and C 4 H 8 O units, which may each be arranged blockwise or randomly distributed within the alkoxylate groups.
  • the just-mentioned preferred and particularly preferred structural units derived from a polyol having more than 2 OH groups of component II) 4) of the phosphoric acid esters carry no alkoxylate groups.
  • the just mentioned preferred and particularly preferred structural units derived from a polyol having more than 2 OH groups of component M) 4) of the phosphoric acid esters carry one or more alkoxylate groups.
  • Preferred among these phosphoric acid esters are those in which the alkoxylate groups consist of CH 2 CH 2 O groups and the number of CH 2 CH 2 O groups per polyol molecule with more than 2 OH groups of from 1 to 150, preferably from 5 to 130 and more preferably from 10 to 110.
  • the one or more phosphoric acid esters of component II) of the compositions according to the invention preferably consist of the structural units II) 1) and II) 2) and optionally II) 3 and II) 4).
  • the phosphoric acid esters of component II) of the invention are particularly preferred.
  • compositions no structural units derived from a polyol having more than 2 OH groups of component II) 4).
  • the phosphoric acid esters of component II) of the invention are particularly preferred.
  • Compositions one or more of the structural units of component II) 1), one or more structural units of component II) 2) and one or more structural units of component II) 3).
  • the phosphoric acid esters are preferred which consist of one or more of the structural units of component II) 1), one or more structural units of the Component II) 2) and one or more structural units of component II) 3) exist.
  • compositions according to the invention comprise the one or more anionic, crosslinked, hydrophobically modified polymers of component I), based on the total weight of the compositions, preferably in an amount of from 0.1 to 3.0% by weight, particularly preferably of 0, From 2 to 2.0% by weight, and more preferably from 0.3 to 1.0% by weight.
  • compositions of the invention contain the one or more phosphoric acid esters of component II), based on the total weight of the compositions, preferably in an amount of 0.1 to 5.0 wt .-%, particularly preferably from 0.5 to 3.0 wt .-% and particularly preferably from 0.7 to 2.0 wt .-%.
  • the inventive combination of phosphoric acid esters and hydrophobically modified, crosslinked, anionic polymers shows a synergistically enhanced thickening power both in aqueous or aqueous-alcoholic compositions and in aqueous-surfactant compositions. Flow limits of 15 to 40 Pa are established.
  • compositions according to the invention containing phosphoric acid esters and hydrophobically modified, crosslinked, anionic polymers have an advantageous non-sticky consistency.
  • compositions are cosmetic, pharmaceutical or dermatological compositions.
  • compositions according to the invention are in the form of gels, preferably in the form of hair gels, moisturizing gels, antiperspirant gels, bleach gels, anti-aging gels, self-tanning gels, sunscreen gels, skin whitening gels, conditioners in gel form or disinfecting gels.
  • compositions preferably cosmetic, pharmaceutical or dermatological compositions, based on aqueous surfactants, particularly preferably shampoos, shower baths, shower gels or bubble baths.
  • the thickening power is also pronounced in strongly acidic medium and in electrolyte-containing compositions.
  • the combinations according to the invention are therefore particularly suitable for thickening and stabilizing acidic compositions, preferably of acidic cosmetic, pharmaceutical or dermatological
  • compositions This can z.
  • compositions preferably cosmetic, pharmaceutical or dermatological compositions containing hydroxy acids such as lactic acid, glycolic acid, salicylic acid, citric acid or carboxylic acids such as benzoic acid, sorbic acid or polyglycolic acids in free or partial neutralization.
  • compositions containing vitamin C or vitamin C derivatives, dihydroxyacetone or skin-whitening actives such as arbutin or glycyrrhetinic acid and salts thereof can be stabilized.
  • compositions according to the invention have a pH of from 2 to 10, preferably from 2 to 6, particularly preferably from 2.5 to 5 and particularly preferably from 3 to 4.5.
  • compositions according to the invention are preferably also electrolyte-containing compositions.
  • the compositions according to the invention therefore comprise one or more electrolytes.
  • inorganic salts preferably ammonium or metal salts, more preferably of halides, among them again preferably CaCl 2 , MgCl 2 , LiCl, KCl, NaCl, carbonates, hydrogencarbonates, phosphates, sulfates, nitrates, particularly preferably sodium chloride, and / or organic salts, preferably ammonium or metal salts, particularly preferably glycolic acid, lactic acid, citric acid, tartaric acid, mandelic acid, salicylic acid, ascorbic acid, pyruvic acid, fumaric acid, retinoic acid, sulfonic acids, benzoic acid, kojic acid, fruit acid, malic acid, gluconic acid or galacturonic acid.
  • inorganic salts preferably ammonium or metal salts, more preferably of halides, among them again preferably CaCl 2 , MgCl 2 , LiCl, KCl, NaCl, carbonates, hydrogencarbonates,
  • compositions according to the invention may also contain mixtures of different salts.
  • the electrolyte-containing compositions according to the invention also include aqueous antiperspirant formulations comprising aluminum salts, preferably aluminum chlorohydrate or aluminum-zirconium complex salts.
  • the content of the one or more electrolytes in the compositions according to the invention, based on the total composition according to the invention, is preferably from 0.1 to 20.0% by weight, more preferably from 0.2 to 10.0% by weight. %, and more preferably from 0.5 to 5.0% by weight.
  • compositions according to the invention which contain oxidizing agents, preferably hydrogen peroxide, for example hair colorants, both thicken and stabilize.
  • oxidizing agents preferably hydrogen peroxide, for example hair colorants
  • compositions according to the invention contain hydrogen peroxide or Hydrogen peroxide-releasing substances. These compositions are preferably in the form of gels.
  • Suitable hydrogen peroxide-releasing substances are preferably inorganic peracids, preferably peroxosulphuric acid,
  • Peroxodisulfuric acid peroxocarbonates, and organic peracids, preferably peracetic acid.
  • compositions according to the invention are acidic hydrogen peroxide bleaching gels or creams.
  • compositions according to the invention may contain anionic, cationic, nonionic, ampholytic surfactants and / or betaine surfactants.
  • the total amount of the surfactants used in the compositions according to the invention is preferably 1 to 70% by weight, particularly preferably 5 to 40% by weight. and particularly preferably 10 to 35% by weight.
  • Preferred anionic surfactants are (C 10 -C 22 ) -alkyl and alkylene carboxylates, alkyl ether carboxylates, fatty alcohol sulfates, fatty alcohol ether sulfates, alkylamide sulfates and sulfonates, fatty acid alkylamide polyglycol ether sulfates, alkanesulfonates and hydroxyalkanesulfonates, olefin sulfonates, acyl esters of isethionates, ⁇ -sulfofatty acid esters, alkylbenzenesulfonates, alkylphenol glycol ether sulfonates,
  • Sulfosuccinates Sulfosuccinates, sulfosuccinic acid half esters and diesters, fatty alcohol phosphates, fatty alcohol ether phosphates, protein-fatty acid condensation products, alkyl monoglyceride sulfates and sulfonates, alkyl glyceride ether sulfonates, fatty acid methyltaurides, fatty acid sarcosinates, sulforicinoleates, acylglutamates and acylglycinates.
  • These compounds and their mixtures are in the form of their water-soluble or water-dispersible salts, for example, the sodium, potassium, magnesium, ammonium, mono-, di- and triethanolammonium and analog alkylammonium salts.
  • Compositions are preferably from 2 to 30 wt .-%, particularly preferably from 5 to 25 wt .-% and particularly preferably from 12 to 22 wt .-%, based on the finished compositions.
  • Preferred cationic surfactants are quaternary ammonium salts, such as di- (C 8 -C 4) -alkyldimethylammonium chloride or bromide, preferably di (C 8 -C 22 ) -alkyldimethylammonium chloride or bromide; (C 1 -C 4) -alkyldimethylammonium chloride or bromide; (Ca 2-C2) alkyl-trimethyl ammonium chloride or bromide, preferably cetyltrimethylammonium chloride or bromide, and (Ca-C 22) - alkyl-trimethyl ammonium chloride or bromide; (Cio-C 24) alkyl dimethyl benzyl ammonium chloride or bromide, preferably (C 2 -C 8) alkyl-dimethyl benzyl ammonium chloride, (C 8 -C 22) alkyl-dimethyl-hydroxyethyl ammonium chloride, -
  • the amount of cationic surfactants in the compositions according to the invention is preferably from 0.1 to 10% by weight, more preferably from 0.5 to 7% by weight and especially preferably from 1 to 5% by weight, based on the finished compositions.
  • Preferred nonionic surfactants are fatty alcohol ethoxylates (alkylpolyethylene glycols); Alkylphenolpolyethylenglykole; Fatty amine ethoxylates (alkylamino polyethylene glycols); Fatty acid ethoxylates (acyl polyethylene glycols); Polypropylenglykolethoxylate (Pluronics ®); fatty acid, (Fettklamidpolyethylenglykole); Saccharoseester; Sorbitol esters and sorbitan esters and their polyglycol ethers, and C ⁇ -C 22 -Alkylpolyglucoside.
  • the amount of nonionic surfactants in the compositions according to the invention is preferably in the range from 1 to 20% by weight, more preferably from 2 to 10% by weight and most preferably from 3 to 7 wt .-%, based on the finished compositions.
  • compositions of the invention may contain amphoteric surfactants. These may be described as derivatives of long chain secondary or tertiary amines having an alkyl group of 8 to 18 carbon atoms and in which another group is substituted with an anionic group that mediates water solubility, such as. B. with a carboxyl, sulfate or sulfonate group.
  • Preferred amphoteric surfactants are N- (C 2 -C 8) alkyl-beta-aminopropionates, and N- (C 2 -C 8) alkyl-beta-iminodipropionates as alkali metal and mono-, di- and trialkylammonium salts; Suitable further surfactants are also amine oxides. These are oxides of tertiary amines with a long-chain group of 8 to 18 carbon atoms and two mostly short-chain alkyl groups with 1 to 4 carbon atoms. Preferably the C 10 to C 8 alkyl dimethyl, Fettklamidoalkyl- are for example, dimethylamine here.
  • surfactants are betaine surfactants, also called zwitterionic surfactants. These contain in the same molecule a cationic group, in particular an ammonium group and an anionic group containing a
  • Carboxylate group, sulfate group or sulfonate group may be. suitable
  • Betaines are preferably alkylbetaines such as coco-betaine or
  • Fatty acid alkylamidopropyl betaines for example
  • the amount of the amphoteric surfactants and / or betaine surfactants in the compositions according to the invention is preferably from 0.5 to 20 wt .-% and particularly preferably from 1 to 10 wt .-%, based on the finished compositions.
  • Preferred surfactants are lauryl sulfate, laureth sulfate, cocoamidopropyl betaine, alkyl betaines such as coco-betaine, sodium cocoyl glutamate and lauroamphoacetate.
  • compositions according to the invention additionally contain, as foam-enhancing agents, co-surfactants from the group of the alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidazoliniumbetaines and sulfobetaines, amine oxides, fatty acid alkanolamides and polyhydroxyamides.
  • co-surfactants from the group of the alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidazoliniumbetaines and sulfobetaines, amine oxides, fatty acid alkanolamides and polyhydroxyamides.
  • compositions according to the invention preferably the cosmetic, pharmaceutical or dermatological compositions, comprise one or more surfactants.
  • compositions of the invention may be used as further auxiliaries and additives oil body, silicone oils, waxes, emulsifiers, co-emulsifiers, solubilizers, stabilizers, cationic polymers, film formers, thickeners, gelling agents, superfatting agents, moisturizers, antimicrobial agents, biogenic agents, astringents, deodorants, Sunscreen, antioxidants, humectants, solvents, dyes, fragrances, pearlescing agents, opacifiers and / or water-soluble silicones.
  • the oil bodies can advantageously be selected from the groups of triglycerides, natural and synthetic fatty substances, preferably esters of
  • Fatty acids with low C-number alcohols e.g. B. with isopropanol, propylene glycol or Glycerol, or esters of fatty alcohols with alkanoic acids of low C number or with fatty acids or from the group of alkyl benzoates, and natural or synthetic hydrocarbon oils.
  • triglycerides come from linear or branched, saturated or unsaturated, optionally hydroxylated, C 8 -C 30 fatty acids, in particular vegetable oils, such as sunflower, corn, soybean, rice, jojoba, Babusscu-, pumpkin, Grapeseed, sesame, walnut, apricot, orange, wheatgerm, peach, macadamia, avocado, sweet almond, meadowfoam, castor, olive, peanut, rapeseed and coconut oils, and synthetic triglyceride oils, e.g. , The commercial product myritol ® 318. Also Hydrogenated triglycerides are preferred. It is also possible to use oils of animal origin, for example beef tallow, perhydrosqualene, lanolin.
  • Another class of preferred oil bodies are the benzoic acid esters of linear or branched C 8-22 alkanols, e.g., the commercial products Finsolv ® SB (isostearyl benzoate), Finsolv ® TN (Ci 2 -C 15 alkyl benzoate) and Finsolv ® EB (Ethylhexylbenzoat).
  • Finsolv ® SB isostearyl benzoate
  • Finsolv ® TN Ci 2 -C 15 alkyl benzoate
  • Finsolv ® EB Ethylhexylbenzoat
  • dialkyl ethers having a total of 12 to 36 carbon atoms, in particular having 12 to 24 carbon atoms, such as.
  • di-n-octyl ether (Cetiol ® OE)
  • di-n-nonyl ether di-n-decyl ether, di-n-undecyl ether, di-n-dodecyl ether, n-hexyl-n-octyl ether, n-octyl n -decyl ether, n-decyl n-undecyl ether, n-undecyl-n-dodecyl ether and n-hexyl n-undecyl ether, di-3-ethyldecyl ether, tert-butyl n-octyl ether, iso-pentyl n-octyl ether and
  • branched saturated or unsaturated fatty alcohols having 6 to 30 carbon atoms for. B. isostearyl alcohol, and Guerbet alcohols.
  • Another class of preferred oil bodies are hydroxycarboxylic acid alkyl esters.
  • Preferred hydroxycarboxylic acid alkyl esters are full esters of glycolic acid, lactic acid, malic acid, tartaric acid or citric acid.
  • Further basically suitable esters of the hydroxycarboxylic acids are esters of ⁇ -hydroxypropionic acid, tartronic acid, D-gluconic acid, sugar acid, mucic acid or glucuronic acid.
  • As the alcohol component of these esters are primary, linear or branched aliphatic alcohols having 8 to 22 carbon atoms.
  • dicarboxylic acid esters of linear or branched C 2 -C- ⁇ o-alkanols such as di-n-butyl adipate (Cetiol ® B), di- (2-ethylhexyl) - adipate and di- (2-ethylhexyl) succinate and diol esters such as ethylene glycol dioleate, ethylene glycol di-isotridecanoate, propylene glycol di (2-ethylhexanoate), propylene glycol di-isostearate, propylene glycol di-pelargonate, butanediol di-isostearate and neopentyl glycol dicaprylate, and di-isotridecyl acelate.
  • dicarboxylic acid esters of linear or branched C 2 -C- ⁇ o-alkanols such as di-n-butyl adipate (Cetiol ® B
  • oil bodies are symmetrical, asymmetrical or cyclic esters of carbonic acid with fatty alcohols, glycerol carbonate or dicaprylyl carbonate (Cetiol ® CC).
  • esters of dimers of unsaturated C 12 -C 22 fatty acids with monohydric linear, branched or cyclic C2 -C 8 alkanols or with polyhydric linear or branched C2-C6 alkanols.
  • hydrocarbon oils for example those with linear or branched, saturated or unsaturated C 7 -C 40 -carbon chains, for example Vaseline, dodecane, isododecane, cholesterol, Lanolin, synthetic hydrocarbons such as polyolefins, in particular polyisobutene, hydrogenated polyisobutene, polydecane, and hexadecane, isohexadecane, paraffin oils, isoparaffin oils, z.
  • Permethyl ® series squalane, squalene, and alicyclic hydrocarbons, eg.
  • the commercial product 1,3-di- (2-ethyl-hexyl) -cyclohexane (Cetiol ® S), ozokerite, and ceresin.
  • compositions according to the invention may include waxes, for example paraffin waxes, microwaxes and ozokerites, beeswax and its partial fractions and the beeswax derivatives, waxes from the group of homopolymeric polyethylenes or copolymers of ⁇ -olefins, and natural waxes, such as Rice wax, candellila wax, carnauba wax, Japan wax or shellac wax.
  • waxes for example paraffin waxes, microwaxes and ozokerites, beeswax and its partial fractions and the beeswax derivatives
  • waxes from the group of homopolymeric polyethylenes or copolymers of ⁇ -olefins such as Rice wax, candellila wax, carnauba wax, Japan wax or shellac wax.
  • non-ionic, anionic, cationic or amphoteric surface-active compounds can be used.
  • Suitable nonionic surface-active compounds are preferably addition products of from 0 to 30 mol of ethylene oxide and / or from 0 to 5 mol of propylene oxide to linear fatty alcohols having from 8 to 22 carbon atoms, to fatty acids having from 12 to 22 carbon atoms, to alkylphenols having from 8 to 15 C atoms in the alkyl group and on sorbitol or sorbitol esters; (Ci 2 -Ci 8 ) fatty acid mono- and diesters of addition products of 0 to 30 moles of ethylene oxide with glycerol; Glycerol mono- and diesters and sorbitan mono- and diesters of saturated and unsaturated fatty acids having 6 to 22 carbon atoms and optionally their ethylene oxide addition products; Addition products of 15 to 60 moles of ethylene oxide with castor oil and / or hydrogenated castor oil; Polyol and in particular polyglycerol esters, such as.
  • Polyglycerol polyricinoleate and polyglycerol poly-12-hydroxy stearate are also preferably suitable.
  • Suitable ionogenic co-emulsifiers are e.g. anionic emulsifiers, such as mono-, di- or tri-phosphoric acid esters, soaps (for example sodium stearate), fatty alcohol sulfates but also cationic emulsifiers such as mono-, di- and tri-alkyl quats and their polymeric derivatives.
  • anionic emulsifiers such as mono-, di- or tri-phosphoric acid esters, soaps (for example sodium stearate), fatty alcohol sulfates
  • cationic emulsifiers such as mono-, di- and tri-alkyl quats and their polymeric derivatives.
  • amphoteric emulsifiers are preferably available Alkylaminoalkylcarbonklaren, betaines, sulfobetaines and imidazoline derivatives. Particular preference is given to using fatty alcohol ethoxylates selected from the group consisting of the ethoxylated stearyl alcohols, isostearyl alcohols, cetyl alcohols, isocetyl alcohols, oleyl alcohols, lauryl alcohols, isolauryl alcohols, cetylstearyl alcohols, in particular polyethylene glycol (13) stearyl ether, polyethylene glycol (14) stearyl ether, polyethylene glycol (15) stearyl ether, polyethylene glycol ( 16) stearyl ether, polyethylene glycol (17) stearyl ether, polyethylene glycol (18) stearyl ether, polyethylene glycol (19) stearyl ether, polyethylene glycol (20) stearyl ether, polyethylene glycol (12) isostearyl ether
  • fatty acid ethoxylates selected from the group of ethoxylated stearates, isostearates and oleates, in particular polyethylene glycol (20) stearate, polyethylene glycol (21) stearate, Polyethylene glycol (22) stearate, polyethylene glycol (23) stearate, polyethylene glycol (24) stearate, polyethylene glycol (25) stearate, polyethylene glycol (12) isostearate, polyethylene glycol (13) isostearate, polyethylene glycol (14) isostearate, polyethylene glycol (15) isostearate, polyethylene glycol ( 16) isostearate, polyethylene glycol (17) isostearate, polyethylene glycol (18) isostearate, polyethylene glycol (19) isostearate, polyethylene glycol (20) isostearate, polyethylene glycol (21) isostearate, polyethylene glycol (22) isostearate, polyethylene glycol (23) isostearate, polyethylene glycol (24) isostearate, polyethylene glycol (20)
  • the sodium laureth-11-carboxylate can be advantageously used.
  • ethoxylated triglycerides can advantageously polyethylene glycol (60) Evening Primose
  • Glycerides are used.
  • sorbitan esters are particularly suitable
  • co-emulsifiers are glyceryl monostearate, glyceryl monooleate, diglyceryl monostearate, glyceryl isostearate, polyglyceryl-3-oleate, polyglyceryl-3-diisostearate, polyglyceryl-4-isostearate, polyglyceryl-2-dipolyhydroxystearate, polyglyceryl-4-dipolyhydroxystearate, PEG-30-dipolyhydroxystearate, diisostearoylpolyglyceryl 3-diisostearate, glycol distearate and polyglyceryl-3-dipolyhydroxystearate, sorbitan monoisostearate, sorbitan stearate, sorbitan oleate, sucrose distearate, lecithin, PEG-7 hydrogenated castor oil, cetyl alcohol, stearyl alcohol, behenyl alcohol, isobehenyl alcohol and
  • compositions of the invention may contain one or more of the emulsifiers, co-emulsifiers or solubilizers in amounts of 0.1 to 20 wt .-%, preferably 1 to 15 wt .-% and particularly preferably 3 to 10 wt .-%, based on the finished compositions.
  • metal salts of fatty acids such as. As magnesium, aluminum and / or zinc stearate, preferably in amounts of 0.1 to 10 wt .-%, preferably 0.5 to 8 wt .-% and particularly preferably 1 to 5 wt .-%, based on the finished compositions.
  • Suitable cationic polymers are those known by the INCI name "Polyquaternium”, in particular Polyquaternium-31, Polyquaternium-16, Polyquaternium-24, Polyquaternium-7, Polyquaternium-22, Polyquaternium-39,
  • cationic cellulose derivatives cationic starch; Copolymers of diallyl ammonium salts and acrylamides; quaternized vinylpyrrolidone A / inylimidazole polymers; Condensation products of polyglycols and amines; quaternized collagen polypeptides; quaternized wheat polypeptides; polyethyleneimines; cationic silicone polymers, such as. B. amidomethicones; Copolymers of adipic acid and dimethylaminohydroxy-propyldiethylenetriamine; Polyaminopolyamide and cationic chitin derivatives such as chitosan.
  • compositions according to the invention may contain one or more of the abovementioned cationic polymers in amounts of from 0.1 to 5% by weight, preferably from 0.2 to 3% by weight and more preferably from 0.5 to 2% by weight, based on the finished compositions.
  • Acrylic acid polymers / copolymers or their esters or salts for example partial acrylic or methacrylic acid, water-soluble cellulose, for example hydroxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, water-soluble quaternium, polyquaternium, carboxyvinyl polymers, such as carbomers and their salts, polysaccharides, for example polydextrose and glucan, vinyl acetate / Crotonat, for example, under the trade name Aristoflex ® A 60 (Clariant) available.
  • water-soluble cellulose for example hydroxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose
  • water-soluble quaternium polyquaternium
  • carboxyvinyl polymers such as carbomers and their salts
  • polysaccharides for example polydextrose and glucan
  • vinyl acetate / Crotonat for example, under the trade name Aristoflex ® A 60 (Clariant) available.
  • compositions according to the invention may contain one or more film formers in amounts of from 0.1 to 10% by weight, preferably from 0.2 to 5% by weight and more preferably from 0.5 to 3% by weight, based on the finished product Compositions included.
  • the desired viscosity of the compositions can be adjusted by adding further thickeners and gelling agents.
  • metal salts of fatty acids preferably having 12 to 22 carbon atoms, for example sodium stearate, sodium palmitate, sodium laurate, sodium arachidates, sodium behenate, potassium stearate, potassium palmitate, sodium myristate, aluminum monostearate, hydroxyfatty acids, for example 12-hydroxystearic acid, 16-hydroxyhexadecanoic acid; fatty acid amides; fatty acid; Dibenzal sorbitol and alcohol-soluble polyamides and polyacrylamides or mixtures thereof.
  • crosslinked and uncrosslinked polyacrylates such as carbomer, sodium polyacrylates or sulfonic acid-containing polymers such as Ammoniumacryloyldimethyltaurate / VP copolymer can be used.
  • compositions according to the invention preferably contain 0.01 to
  • Antimicrobial agents include cetyltrimethylammonium chloride, cetylpyridinium chloride, benzethonium chloride, diisobutylethoxyethyldimethylbenzylammonium chloride, sodium N-laurylsarcosinate, sodium N-palmethyl sarcosinate, lauroylsarcosine, N-myristoylglycine, potassium N- Laurylsarcosine, trimethylammonium chloride, sodium aluminum chlorohydroxylactate, triethyl citrate, tricetylmethylammonium chloride, 2,4,4'-TnChIOrO ⁇ 1 -hydroxydiphenyl ether (triclosan), phenoxyethanol, 1, 5-pentanediol, 1, 6-hexanediol, 3,4,4'-trichlorocarbanilide (triclocarban ), Diaminoalkylamide, for example L-lysinehexadecylamide, citrate heavy metal
  • compositions according to the invention preferably contain the antimicrobial active compounds in amounts of from 0.001 to 5% by weight, more preferably from 0.01 to 3% by weight and especially preferably from 0.1 to 2% by weight, based on the finished compositions ,
  • compositions of the invention may further biogenic agents selected from plant extracts such as aloe vera, as well as local anesthetics, antibiotics, anti-inflammatories, anti-allergic agents, corticosteroids, sebostatics, bisabolol ®, allantoin, phytantriol ®, proteins, vitamins selected from niacin, biotin, vitamin B2 , Vitamin B3, Vitamin B6, Vitamin B3 derivatives (salts, Acids, esters, amides, alcohols), vitamin C and vitamin C derivatives (salts, acids, esters, amides, alcohols), preferably as the sodium salt of the monophosphoric acid ester of ascorbic acid or as the magnesium salt of the phosphoric acid ester of ascorbic acid, tocopherol and tocopherol acetate, and also vitamin E and / or its derivatives.
  • plant extracts such as aloe vera
  • local anesthetics such as aloe vera, as well as local anesthetics
  • compositions according to the invention may contain biogenic active substances preferably in amounts of from 0.001 to 5% by weight, more preferably from 0.01 to 3% by weight and especially preferably from 0.1 to 2% by weight, based on the finished compositions, contain.
  • compositions according to the invention may contain astringents, preferably magnesium oxide, aluminum oxide, titanium dioxide, zirconium dioxide and zinc oxide, oxide hydrates, preferably alumina hydrate (boehmite) and hydroxides, preferably of calcium, magnesium, aluminum, titanium, zirconium or zinc, and aluminum chlorohydrates, preferably in amounts of from 0 to 50 Wt .-%, particularly preferably in amounts of 0.01 to 10 wt .-% and particularly preferably in amounts of 0.1 to 10 wt .-%, based on the finished compositions of the invention.
  • Preferred deodorants are allantoin and bisabolol. These are preferably used in amounts of 0.0001 to 10 wt .-%, based on the finished compositions of the invention.
  • compositions according to the invention may contain, as pigments / micropigments and as sunscreen filters, microfine titanium dioxide, mica-titanium oxide, iron oxides, mica-iron oxide, zinc oxide, silicon oxides, ultramarine blue, chromium oxides.
  • compositions of the invention may contain sunscreen filters, preferably selected from 4-aminobenzoic acid, 3- (4'-trimethylammonium) benzylidene-boran-2-one methylsulfate, Camphor benzalkonium methosulfate, SS ⁇ -trimethylcyclohexylsalicylate, 2-hydroxy-4-methoxybenzophenone , 2-phenylbenzimidazole-5-sulfonic acid and its potassium, sodium and triethanolamine salts, 3,3 * - (1,4-phenylenedimethine) -bis (7,7-dimethyl-2-) oxobicyclo [2.2.1] heptane-1-methanesulfonic acid) and its salts, 1- (4-tert-butylphenyl) -3- (4-methoxyphenyl) propane-1,3-dione, 3- (4 % sulfo ) benzyliden-bornan-2-one and its salts, 2-cyano-3,3-dip
  • the amount of the aforementioned sunscreen filters (one or more compounds) in the compositions is preferably from 0.001 to 30% by weight, more preferably from 0.05 to 20% by weight and most preferably from 1 to 10% by weight, based on the total weight the finished composition.
  • compositions according to the invention may contain antioxidants, preferably selected from amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocanic acid) and their derivatives
  • antioxidants preferably selected from amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocanic acid) and their derivatives
  • peptides such as DL-carnosine, D-carnosine, L-carnosine and their derivatives (eg anserine), carotenoids, carotenes (eg ⁇ -carotene, ⁇ -carotene, lycopene) and their derivatives, chlorogenic acid and their derivatives, lipoic acid and its derivatives (eg dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols (eg thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, di
  • Vitamin E acetate Vitamin E acetate
  • vitamin A and derivatives vitamin A palmitate
  • Koniferylbenzoat the benzoin, rutinic acid and derivatives thereof, ⁇ -glycosylrutin, ferulic acid, furfurylidenglucitol, carnosine, butylhydroxytoluene, butylated hydroxyanisole, Nordihydroguajakharzklazklare, Nordihydroguajaretklare, trihydroxybutyrophenone, uric acid and their derivatives, mannose and their derivatives, zinc and its derivatives (eg ZnO, ZnSO 4 ), selenium and its derivatives (eg selenomethionine), stilbenes and their derivatives (eg stilbene oxide, trans-stilbene oxide) , Superoxide dismutase and the inventively suitable derivatives (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids)
  • the antioxidants can protect the skin and hair from oxidative stress.
  • Preferred antioxidants are vitamin E and its derivatives as well as vitamin A and its derivatives.
  • the amount of the one or more antioxidants in the compositions of the invention is preferably from 0.001 to 30% by weight, especially preferably 0.05 to 20 wt .-% and particularly preferably 1 to 10 wt .-%, based on the total weight of the composition.
  • humectants selected from the sodium salt of 2-pyrrolidone-5-carboxylate (NaPCA), guanidine; Glycolic acid and its salts, lactic acid and its salts, glucosamines and their salts, lactamide monoethanolamine, acetamido monoethanolamine, urea, hydroxyacids, panthenol and its derivatives, for example D-panthenol (R-2,4-dihydroxy-N- (3-hydroxypropyl) -3 , 3-dimethylbutamide), DL-panthenol, calcium pantothenate, panthetin, pantotheine, panthenylethyl ether, isopropyl palmitate, glycerol and / or sorbitol are used, preferably in amounts of 0.1 to 15 wt .-% and particularly preferably from 0.5 to 5 Wt .-%, based on the finished compositions.
  • NaPCA 2-pyrrolidone-5
  • compositions of the invention may contain organic 'solvent.
  • organic solvents include ethanol, propanol, isopropanol, n-butanol, i-butanol, t-butanol, glycerol and mixtures of the alcohols mentioned are preferably used. More preferred alcohols are polyethylene glycols having a molecular weight less than 2,000.
  • polyethylene glycol having a molecular weight of between 200 and 600 and up to 45% by weight and polyethylene glycol having a molecular weight of between 400 and 600 in amounts of 5 to 25 wt .-%, in each case based on the finished composition.
  • suitable solvents include triacetin (glycerol triacetate) and 1-methoxy-2-propanol.
  • the dyes and pigments contained in the compositions according to the invention are selected from the corresponding positive list of the Cosmetics Ordinance or the EC List of cosmetic colorants. Also advantageous are oil-soluble natural dyes such. B. paprika extracts, beta-carotene and cochineal.
  • Pearlescent pigments eg. As fish silver (guanine / hypoxanthine mixed crystals from fish scales) and mother of pearl (milled
  • Mussel shells Mussel shells
  • monocrystalline pearlescent pigments such.
  • layer substrate pigments z.
  • effect pigments are to be understood as meaning pigments which, by virtue of their refractive properties, cause particular optical effects. Effect pigments lend the treated surface (skin, hair, mucous membrane) gloss or glitter effects or can optically hide skin irregularities and skin wrinkles through diffuse light scattering.
  • interference pigments are preferred.
  • Particularly suitable effect pigments are, for example, mica particles coated with at least one metal oxide.
  • a phyllosilicate, silica gel and other SiO 2 modi fi cation are suitable as a carrier.
  • a metal oxide frequently used for coating is, for example, titanium oxide, to which iron oxide may be added, if desired.
  • the size and shape (eg spherical, ellipsoidal, flattened, even, uneven) of the pigment particles as well as the thickness of the oxide coating can influence the reflection properties.
  • Other metal oxides eg. B. bismuth oxychloride (BiOCl), and the oxides of, for example, titanium, in particular the TiO 2 modifications anatase and rutile, aluminum, tantalum, niobium, zirconium and hafnium.
  • magnesium fluoride (MgF 2 ) and calcium fluoride (fluorspar, CaF 2 ) effect pigments can be produced.
  • the effects can be controlled both by the particle size and by the particle size distribution of the pigment ensemble. Suitable particle size distributions range z.
  • compositions according to the invention preferably contain effect pigments in amounts of from 0.1 to 20% by weight, more preferably from 0.5 to 10% by weight and particularly preferably from 1 to 5% by weight, based in each case on the total weight of the composition ,
  • Preferred deodorants are allantoin and bisabolol. These are preferably used in amounts of 0.0001 to 10 wt .-%, based on the total weight of the compositions of the invention.
  • fragrance or perfume oils can individual fragrance compounds, eg.
  • ethers, aldehydes, ketones, alcohols and hydrocarbons are used.
  • Fragrance compounds of the ester type are e.g. Benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate, phenylethylacetate, linalylbenzoate, benzylformate, ethyl-methylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate and benzylsalicylate.
  • the ethers include, for example, benzyl ethyl ether to the aldehydes z.
  • the alcohols include anethole, citronellol, eugenol, geranion, linalol, phenylethyl alcohol and terpineol; the hydrocarbons mainly include the terpenes and balsams. Preference is given to mixtures various fragrances used, which together create an appealing scent.
  • Perfume oils may also contain natural fragrance mixtures, such as those available from plant or animal sources, e.g. Pine, citrus, jasmine, lily, rose, or ylang-ylang oil. Also essential oils of lower volatility, which are mostly used as aroma components, are suitable as perfume oils, eg. B. sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil and ladanum oil.
  • perfume oils eg. B. sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil and ladanum oil.
  • pearlescing component are preferably suitable fatty acid monoalkanolamides, fatty acid dialkanolamides, monoesters or diesters of alkylene glycols, in particular ethylene glycol and / or propylene glycol or its oligomers, with higher fatty acids, such as. As palmitic acid, stearic acid and behenic acid, monoesters or polyesters of glycerol with carboxylic acids, fatty acids and their metal salts, ketosulfones or mixtures of said compounds. Particularly preferred are ethylene glycol distearates and / or polyethylene glycol distearates with an average of 3 glycol units.
  • compositions according to the invention are pearlescing
  • Compounds containing these are preferably present in an amount of 0.1 to 15 wt .-% and particularly preferably in an amount of 1 to 10 wt .-% in the compositions of the invention, each based on the total weight of the composition.
  • acids or alkalis for pH adjustment preferably mineral acids, in particular HCl, inorganic bases, in particular NaOH or KOH, and organic acids, in particular citric acid, are used.
  • mineral acids in particular HCl
  • inorganic bases in particular NaOH or KOH
  • organic acids in particular citric acid
  • Phosphoric acid (85% strength), fatty alcohol ethoxylate and / or diol and / or polyol and in a certain molar ratio are used in the preparation of the phosphoric acid esters contained in the compositions according to the invention.
  • all starting materials are initially charged in a stirred apparatus with a heating mushroom, a descaling unit with a condenser and a vacuum connection.
  • the mixture is heated to 100 0 C, evacuated three times to 100 mbar and then re-aerated with nitrogen.
  • the mixture is heated under nitrogen inlet to 230 0 C and esterified (water discharge).
  • the reaction times are 24 to 42 hours (from 230 0 C
  • Esterification temperature calculated), in particular 40 hours.
  • the residual acid number is then ⁇ 3 mg KOH / g. This corresponds to about 93 to 96% conversion (based on starting acid number).
  • the product is cooled to 80 0 C, poured into a dish and crushed the solidified melt.
  • the phosphoric acid esters 1 and 2 were dissolved in water at 60 0 C (1%), the solution was cooled to 25 0 C and then treated with 0.5% Aristoflex ® HMB (ammonium acryloyldimethyltaurat / Beheneth-25 methacrylate crosspolymer) and by vigorous stirring made a homogeneous gel. For comparison, gels / solutions of the individual components were also prepared.
  • Aristoflex ® HMB ammonium acryloyldimethyltaurat / Beheneth-25 methacrylate crosspolymer
  • the viscosity of the solutions was measured using a Brookfield DV-II viscometer, rotational speed of 20 s "measured 1 at 20 0 C. At ⁇ 100 mPa ⁇ s Spindle 2 was used at> 10000 mPa • s spindle 5 at> 20000 mPa • s Spindle 6.
  • the yield strengths were determined with a Bohlin rheometer using the Casson method (plot shear rate 1 ' 2 vs. Shear stress 1/2 ) in the 0-1 s "1 shear rate region at 25 ° C.
  • Phosphoric acid ester and anionic, crosslinked, hydrophobically modified polymer clear and offer compared to a gel based only on polysulfonic a significantly improved pick-up, i.
  • the gels can be easily absorbed on the finger without the gel liquefying and slipping off.
  • a phosphoric acid ester 2 1, 0%
  • Formulation example 5 sunscreen cream gel
  • IV Mix the components of E, dissolve with gentle heating and then add to III.
  • IB solve in A under stirring and heating to about 5O 0 C.
  • Nipagin M ® (Clariant) 0.20%
  • a organophosphate 1 50% Aristoflex ® HMB 1.00% Ammonium Acryloyldimethyltaurate / Beheneth-25 Methacrylate Crosspolymer

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Abstract

L'invention concerne des compositions caractérisées en ce qu'elles renferment : I) un ou plusieurs polymères anioniques réticulés, modifiés hydrophobes, la modification hydrophobe s'effectuant par un reste hydrocarbure de 6 à 50 atomes de carbone, et II) un ou plusieurs esters d'acide phosphorique. Les compositions sont de préférences des compositions cosmétiques, pharmaceutiques ou dermatologiques.
EP09706725A 2008-01-31 2009-01-27 Compositions renfermant des esters d'acide phosphorique et des polymères anioniques réticulés, modifiés hydrophobes Withdrawn EP2249926A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102008006857A DE102008006857A1 (de) 2008-01-31 2008-01-31 Zusammensetzungen enthaltend Phosphorsäureester und hydrophob modifizierte vernetzte, anionische Polymere
PCT/EP2009/000499 WO2009095197A2 (fr) 2008-01-31 2009-01-27 Compositions renfermant des esters d'acide phosphorique et des polymères anioniques réticulés, modifiés hydrophobes

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EP2249926A2 true EP2249926A2 (fr) 2010-11-17

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DE102007036188A1 (de) 2007-08-02 2008-06-19 Clariant International Limited Verfahren zur Herstellung alkoxylierter Phosphorsäuretriester
DE102007036187A1 (de) * 2007-08-02 2008-06-19 Clariant International Limited Alkoxylierte Phosphorsäuretriester mit hohem Alkoxylierungsgrad
US8241614B2 (en) * 2009-11-30 2012-08-14 Conopco, Inc Compositions and methods for imparting a sunless tan
BR112013001916A2 (pt) 2010-07-27 2016-05-24 Clariant Finance Bvi Ltd composições que compreendem peróxido de hidrogênio ou substâncias doadoras de peróxidos de hidrogênio
DE102010054918A1 (de) 2010-12-17 2011-06-30 Clariant International Ltd. Zusammensetzungen enthaltend Wasserstoffperoxid oder Wasserstoffperoxid freisetzende Substanzen
US8821839B2 (en) 2010-10-22 2014-09-02 Conopco, Inc. Compositions and methods for imparting a sunless tan with a vicinal diamine
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DE102008006857A1 (de) 2009-01-29

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