EP1603960A2 - Produits polymeres et leur utilisation dans des preparations cosmetiques - Google Patents

Produits polymeres et leur utilisation dans des preparations cosmetiques

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Publication number
EP1603960A2
EP1603960A2 EP04713054A EP04713054A EP1603960A2 EP 1603960 A2 EP1603960 A2 EP 1603960A2 EP 04713054 A EP04713054 A EP 04713054A EP 04713054 A EP04713054 A EP 04713054A EP 1603960 A2 EP1603960 A2 EP 1603960A2
Authority
EP
European Patent Office
Prior art keywords
group
acrylate
weight
silicones
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP04713054A
Other languages
German (de)
English (en)
Inventor
Klemens Mathauer
Christian Drohmann
Marianna Pierobon
Claudia Wood
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.)
BASF SE
Original Assignee
BASF SE
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Filing date
Publication date
Priority claimed from DE2003111120 external-priority patent/DE10311120A1/de
Application filed by BASF SE filed Critical BASF SE
Publication of EP1603960A2 publication Critical patent/EP1603960A2/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/06—Polymers provided for in subclass C08G
    • 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
    • A61K8/046—Aerosols; Foams
    • 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
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • 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
    • A61Q3/00—Manicure or pedicure preparations
    • A61Q3/02—Nail coatings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • 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
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/06—Polymers provided for in subclass C08G
    • C08F290/062—Polyethers
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
    • C08F290/14—Polymers provided for in subclass C08G
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
    • C08F290/14—Polymers provided for in subclass C08G
    • C08F290/142—Polyethers
    • 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
    • C08L51/08—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 otherwise than 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
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers

Definitions

  • the present invention relates to polymeric products, a process for their preparation and the use of the polymeric products in cosmetic, in particular hair cosmetic, preparations.
  • Polymers with film-forming properties are used for cosmetic and / or pharmaceutical preparations and are particularly suitable as additives for hair and skin cosmetics.
  • polymers can have a particular effect.
  • the polymers can contribute, among other things, to moisturizing and conditioning the skin and to improving the feeling on the skin.
  • the skin becomes smoother and more supple.
  • polymers are used to strengthen, improve the structure and shape of the hair. They increase combability and improve the feel of the hair.
  • These hair treatment compositions generally contain a solution of the film former in an alcohol or a mixture of alcohol and water.
  • the desired property profile includes strong strengthening with high air humidity, elasticity, washability from the hair and compatibility with the other formulation components.
  • DE 4240 108 describes polysiloxane-containing binders which are suitable as dirt-repellent coatings, in particular as anti-graffiti coatings. However, these binders are varnish-like and are not suitable for cosmetic purposes.
  • EP 0 953 015 describes amphiphilic polymers in combination with alkoxylated silicones.
  • JP 06-192048 describes copolymers of (meth) acrylamide-based monomers in combination with polyoxyalkylated siloxanes.
  • JP 10-226627 describes amphoteric polymers in combination with polyoxyalkylated siloxanes.
  • EP 0 852 488 B1 describes cosmetic compositions which contain a silicone-containing graft polymer in combination with at least one further silicone.
  • the object of the present invention was to provide polymeric products which are particularly suitable for hair cosmetic preparations. Of particular importance was the combination of various advantageous properties such as strong strengthening with high air humidity, elasticity, washability from the hair and compatibility with the other formulation components. The products are also said to give hair shine, flexibility and a natural, pleasant feel.
  • the object of the invention is achieved by polymeric products which are obtainable by mixing
  • the silicones (B) used are compounds which are selected from the group consisting of (B-1) silicones with at least one quaternized or non-quaternized amine function, (B-2) silicone resins, (B-3) Silicone rubbers, (B-4) polyalkoxylated silicones and / or (B-5) silicone-containing polyurethanes (B-5).
  • Suitable suitable polymerizable monomers (A-1) are ethylenically unsaturated monomers. Either single monomers or combinations of two or more monomers can be used. Monomers that can be polymerized with a free radical initiated reaction are preferred. The term ethylenically unsaturated means that the monomers have at least one polymerizable carbon-carbon double bond which can be mono-, di-, tri- or tetrasubstituted.
  • polymerizable it is meant that the monomers used can be polymerized using any conventional synthetic method.
  • the ethylenically unsaturated monomers (A-1) can be described by the following general formula A-1 a:
  • X is selected from the group consisting of -OH, -OM, -OR 8 , NH 2 , -NHR 8 , N (R 8 ) 2 ;
  • M is a cation selected from the group consisting of: Na +, K +, Mg ++, Ca ++, Zn ++, NH +, alkylammonium, dialkylammonium, trialkylammonium and tetraalkylammonium;
  • the radicals R 8 can be selected identically or differently from the group consisting of “-H, C1-C40 linear or branched-chain alkyl radicals, N, N-dimethylaminoethyl, 2-hydroxyethyl, 2-methoxyethyl, 2-ethoxyethyl, hydroxypropyl, Methoxypropyl or ethoxypropyl.
  • R 7 and R 6 are independently selected from the group consisting of: -H, CC 8 linear or branched chain alkyl chains, melhoxy, ethoxy, 2-hydroxyethoxy, 2-methoxyethoxy and 2-ethoxyethyl.
  • Suitable monomers (A-1) are, for example, acrylic acid and its salts, esters and amides.
  • the salts can be derived from any non-toxic metal, ammonium or substituted ammonium counterions.
  • the esters can be derived from C r C 40 linear, C 3 -C 40 branched chain, or C 3 -C 40 carbocyclic alcohols, from multifunctional alcohols with 2 to about 8 hydroxyl groups such as ethylene glycol, hexylene glycol, glycerol, and 1,2,6 -Hexantriol, from amino alcohols or from alcohol ethers such as methoxyethanol and ethoxyethanol or polyethylene glycols.
  • N, N-Dialkylaminoalkylacrylate- and methacrylates and N-Dialkylaminoalkylacryl- and -methacrylamides of the general formula A-1b are also suitable
  • R 9 H, alkyl with 1 to 8 C atoms
  • R 10 H, methyl
  • R alkylene with 1 to 24 carbon atoms, optionally substituted by alkyl
  • R 12 , R 13 CC 40 alkyl radical
  • the amides can be unsubstituted, N-alkyl or N-alkylamino monosubstituted, or N, N-dialkyl-substituted or N, N-dialkyIamino disubstituted, in which the alkyl or alkylamino groups of C 1 -C 4 linear, C 3 -C 40 branched, or C 3 -C 0 carbocyclic units are derived.
  • the alkylamino groups can be quaternized.
  • Preferred monomers of the formula A-1 b are N, N-dimethylaminomethyl (meth) acrylate, N, N-diethylaminomethyl (meth) acrylate, N, N-dimethylaminoethyl (meth) acrylate, N, N-diethylaminoethyl (meth) acrylate.
  • Monomers (A-1) which can also be used are substituted acrylic acids and salts, esters and amides thereof, where the substituents on the carbon atoms are in the two or three positions of acrylic acid and are selected independently of one another from the group consisting of CC alkyl, -CN , COOH particularly preferably methacrylic acid, ethacrylic acid and 3-cyanoacrylic acid.
  • These salts, esters and amides of these substituted acrylic acids can be selected as described above for the salts, esters and amides of acrylic acid.
  • Suitable monomers (A-1) are vinyl and allyl esters of CC 40 linear, C 3 -C 0 branched-chain or C 3 -C 40 carbocyclic carboxylic acids (for example: vinyl acetate, vinyl propionate, vinyl neononanoate, vinyl neoundecanoic acid or t-butyl benzoic acid vinyl ester) ); Vinyl or allyl halides, preferably vinyl chloride and allyl chloride, vinyl ether, preferably methyl, ethyl, butyl or dodecyl vinyl ether, vinyl formamide, vinyl methyl acetamide, vinylamine; Vinyl lactams, preferably vinyl pyrrolidone and vinyl capro lactam, vinyl or allyl substituted heterocyclic compounds, preferably vinyl pyridine, vinyl oxazoline and allyl pyridine.
  • N-vinylimidazoles of the general formula A-1c in which R 14 to R 16 independently of one another are hydrogen, CC 4 -alkyl or phenyl:
  • Suitable monomers (A-1) are vinylidene chloride; and hydrocarbons with at least one carbon-carbon double bond, preferably styrene, alpha-methylstyrene, tert-butylstyrene, butadiene, isoprene, cyclohexadiene, ethylene, propylene, 1-butene, 2-butene, isobutylene, vinyltoluene, and mixtures of these monomers.
  • Particularly suitable monomers (A-1) are acrylic acid, methacrylic acid, ethyl acrylic acid, methyl acrylate, ethyl acrylate, propyl acrylate, n-butyl acrylate, iso-butyl acrylate, t-butyl acrylate, 2-ethylhexyl acrylate, decyl acrylate, methyl methacrylate, ethyl methacrylate, propyl , iso-butyl methacrylate, t-butyl methacrylate, 2-ethylhexyl methacrylate, decyl methacrylate, methyl ethacrylate, ethyl ethacrylate, n-butyl ethacrylate, iso-butyl ethacrylate, t-butyl ethacrylate, 2-ethylhexylethacrylate, decyl ethacrylate, 2,3-dihydroxypropyl
  • vinyl ether for example: methyl, ethyl, butyl or dodecyl vinyl ether
  • vinyl formamide vinyl methylacetamide
  • vinylamine Methyl vinyl ketone
  • maleimide vinyl pyridine
  • vinyl imidazole vinyl furan
  • styrene styrene sulfonate
  • allyl alcohol and mixtures thereof.
  • acrylic acid methacrylic acid, maleic acid, fumaric acid, crotonic acid, maleic anhydride and its half esters, methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-butyl acrylate, n-butyl methacrylal, t-butyl acrylate, t-butyl methacrylate, isobutyl acrylate Isobutyl methacrylate, 2-ethylhexyl acrylate, Nt-butylacrylamide, N-octylacrylamide, 2-hydroxyethyl acrylate, hydroxypropyl acrylate, 2-hydroxyethyl methacrylate, hydroxypropyl methacrylate, alkylene glycol (meth) acrylates, unsaturated sulfonic acids such as, for example, acrylamidopropransulfonic acid, vinyl ether (vinyl ca) acrylates, uns
  • t-butyl acrylate and methacrylic acid are used as monomers (A-1).
  • Monomers with a basic nitrogen atom can be quartemized in the following way:
  • alkyl halides with 1 to 24 carbon atoms in the alkyl group e.g. Methyl chloride, methyl bromide, methyl iodide, ethyl chloride, ethyl bromide, propyl chloride, hexyl chloride, dodecyl chloride, lauryl chloride and benzyl halides, especially benzyl chloride and benzyl bromide.
  • Further suitable quaternizing agents are dialkyl sulfates, especially dimethyl sulfate or diethyl sulfate.
  • the quaternization of the basic amines can also be carried out with alkylene oxides such as ethylene oxide or propylene oxide in the presence of acids.
  • alkylene oxides such as ethylene oxide or propylene oxide
  • Preferred quaternizing agents are: methyl chloride, dimethyl sulfate or diethyl sulfate.
  • the monomers used are (A-1) (meth) acrylates.
  • the quaternization can be carried out before the polymerization or after the polymerization.
  • reaction products of unsaturated acids such as acrylic acid or methacrylic acid
  • Examples include:
  • the basic monomers can also be cationized by mixing with mineral acids such as e.g. Sulfuric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, phosphoric acid or nitric acid, or with organic acids, e.g. Formic acid, acetic acid, lactic acid, or citric acid can be neutralized.
  • mineral acids such as e.g. Sulfuric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, phosphoric acid or nitric acid
  • organic acids e.g. Formic acid, acetic acid, lactic acid, or citric acid can be neutralized.
  • macromonomers such as, for example, silicone-containing macromonomers
  • monomers (A-1) with one or several free-radically polymerizable groups or alkyloxazoline macromonomers are used, as described for example in EP 408 311.
  • crosslinking compounds or compounds which regulate the molecular weight can be used in combination or alone.
  • Unsaturated polyalkylene glycols of the general formula are suitable as compounds (A-2)
  • H 2 C CH-C C H 2 - O- (C 2 H 4 O) a (C 3 H 6 O) b -R 5 (A -2a) and / or
  • H 2 C CH-C C H 2 - O- (C 4 H 8 O) a -R 5 (A-2b)
  • the groups M which are identical or different from one another, denote hydrogen, Na, K, Li, NH or an organic amine,
  • R 7 is hydrogen or SO 3 M, d is in the range from 1 to 10,
  • - - s can be 0, 1 to 10
  • - t can be 0.1 to 10
  • a is in the range from 0 to 50
  • - b is in the range from 0 to 50, - a + b is greater than 0,
  • - Y is a monovalent inorganic or organic anion.
  • Compounds (A-2) with R 5 H and / or a straight-chain or branched alkyl group with 1 to 12 carbon atoms, in particular -CH 3 and
  • Compound (A-2) are commercially available, for example, under the trade names Pluriol from BASF AG. Examples include the products Pluriol® A 10 R and Pluriol® A 11 R.
  • the compounds listed under CAS no. 27274-31-3 are available as polyalkylene glycol monoallyl ether or under CAS No. 126682-74-4 as polyalkylene glycol monovinyl ether from Clariant (designation A-and V-type polyglycols from Clariant).
  • Non-volatile silicones are particularly suitable.
  • Non-volatile silicones are compounds with a boiling point above 90 ° C, especially above 100 ° C.
  • Water-soluble or water-dispersible silicones are particularly suitable.
  • water-dispersible means silicones which form a fluid in contact with water within 24 hours and which do not reveal any solid particles to the eye without optical aids.
  • 100 mg of the silicone in the form of a 100 mm thick film are placed in 100 ml of water (20 ° C.) and shaken on a commercially available shaking table for 24 hours. If no solid particles can be seen after shaking, but the fluid is cloudy, the silicone is water-dispersible; without cloudiness it is said to be water soluble.
  • the silicone used is a compound selected from the group consisting of (B-1) silicones with at least one quaternized or non-quaternized amine function, (B-2) silicone resins, (B- 3) silicone rubbers, (B-4) polyalkoxylated silicones and / or (B-5) silicone-containing polyurethanes.
  • B-1) silicones with at least one quaternized or non-quaternized amine function silicones with at least one quaternized or non-quaternized amine function
  • B-2) silicone resins e.g., silicone resins, (B-3) silicone rubbers, (B-4) polyalkoxylated silicones and / or (B-5) silicone-containing polyurethanes.
  • B-3 silicone rubbers
  • B-4 polyalkoxylated silicones and / or (B-5) silicone-containing polyurethanes.
  • mixtures of compounds within individual groups for example 2 compounds from B-4) and mixtures of compounds from different groups can be used (one compound from B-1
  • silicones which contain at least one amino group, quaternized or not, the following can be mentioned:
  • G 1 , G 2 , G 3 and G 4 which are identical or different, represent a hydrogen atom, a
  • Phenyl group OH, C 8 -C 8 alkyl, for example methyl, C 2 -C 8 alkenyl or CC ⁇ - mean alkoxy; a, a ' , which are identical or different, represent 0 or an integer from 1 to 3, in particular 0; b represents 0 or 1 and in particular 1; m and n are numbers, the sum (n + m) of which can vary in particular between 1 and 2000 and in particular between 50 and 150, where n is a number from 0 to 1999 and in particular from 49 to 149 and m is a number from 1 to 2000, can particularly mean from 1 to 10;
  • R ⁇ R 2 , R 3 , R 4 which are identical or different, a monovalent radical of the formula
  • R 5 is an optionally hydroxylated alkylene group and L is one optionally quaternized aminated group selected from the following groups:
  • R can mean hydrogen, phenyl, benzyl or a monovalent saturated hydrocarbon radical, for example an alkyl radical with 1 to 20 carbon atoms, and A ' a halide ion, such as fluoride, chloride, bromide or iodide.
  • x ' and y ' are integers which depend on the molecular weight and generally those whose molecular weight is between 5000 and approximately 20,000.
  • a product that conforms to Formula B-1a is the polymer named "Trimethylsilylamodimethicone" in the CTFA nomenclature, which corresponds to Formula B-1d:
  • n and m have the meanings given above (cf. formula B-1a).
  • a commercial product which corresponds to this definition is a mixture (90/10% by weight) of a polydimethylsiloxane with aminoethyl-aminoisobutyl groups and a polydimethylsiloxane, which is sold under the name Q2-8220 by DOW CORNING.
  • Such polymers are described, for example, in patent application EP-A-95238.
  • R 7 represents a monovalent hydrocarbon radical having 1 to 18 carbon atoms and in particular a CC 18 alkyl radical or C 2 -C 18 alkenyl radical, for example methyl;
  • R 8 is a divalent hydrocarbon radical, especially a C ⁇ -C .8 - alkylene radical or a divalent C ⁇ -C ⁇ 8 -Alkenoxyradikal, z. B. CrC 8 ; -. Q "is a halide ion, especially chloride;
  • r represents a statistical mean of 2 to 20 and in particular 2 to 8; s for a statistical mean from 20 to 200 and especially from 20 to
  • a polymer which corresponds to the formula B1b is the polymer which is sold by Union Carbide under the name "Ucar Silicone ALE 56".
  • Ucar Silicone ALE 56 When these silicone polymers are used, a particularly interesting embodiment is their use together with cationic and / or or non-ionic surfactants.
  • the product sold under the name "Emulsion Cationique DC 929" by DOW CORNING can be used which, in addition to the amodimethicone, contains a cationic surfactant which contains a mixture of products according to the following formula:
  • R 9 are alkenyl and / or alkyl radicals with 14 to 22 carbon atoms, derivatives of tallow fatty acids, together with a nonionic surfactant of the formula: C 9 H 19 -C 6 H 4 - (OC 2 H 4 ) ⁇ o-OH , known under the CTFA nomenclature "Nonoxynol 10".
  • the silicone resins which can be used according to the invention are crosslinked siloxane systems which contain the units: R 2 SiO 2/2 , RSiO 32 and SiO 4/2 , in which R is a hydrocarbon Substance group which has 1 to 6 carbon atoms or represents a phenyl group.
  • R is a hydrocarbon Substance group which has 1 to 6 carbon atoms or represents a phenyl group.
  • R represents a lower alkyl radical (CC 6 ) or a phenyl radical are particularly preferred.
  • the silicone rubbers according to the invention (B-3) are polydiorganosiloxanes of high molecular masses between 200,000 and 2,000,000, which are used alone or in a mixture in a solvent which consists of the volatile silicones, the polydimethylsiloxane oils, the polymethylphenylsiloxanes or Polydiphenyldimethylsiloxane oils, the isoparaffins, the methylene chloride, the pentane, the hydrocarbons or their mixtures is selected.
  • a silicone rubber with a molecular weight below 1,500,000 is preferably used.
  • the silicone rubber is e.g. a polydimethylsiloxane, a polyphenylmethylsiloxane, a poly (diphenylsiloxane-dimethylsiloxane), a polydimethylsiloxane-methylvinylsiloxane), a poly- (dimethylsiloxane-phenylmethylsiloxane), a poly- (diphenylsiloxane) -dimethylsiloxane.
  • These silicone rubbers can terminate at the end of the chain with trimethylsilyl or dimethylhydroxysilyl groups.
  • a silicone rubber which corresponds to the formula B-3a:
  • R 1 , R 2 , R 5 and R 6 together or separately are an alkyl radical with 1 to 6 carbon atoms
  • R 3 and R 4 together or separately are an alkyl radical with 1 to 6 carbon atoms or an aryl radical
  • X is an alkyl radical with 1 to 6 carbon atoms, a hydroxyl radical or a vinyl radical, n and p being selected such that the silicone rubber has a viscosity higher than 100,000 mPa.s, preferably higher than 500,000 mPa.s.
  • n and p can have values from 0 to 5000, preferably from 0 to 3000.
  • the silicone rubber can be incorporated into the composition as it is or in a form dissolved in silicone oil, such as a volatile or non-volatile PDMS (polydimethylsiloxane).
  • silicone rubber which can be used according to the invention, there can be mentioned those in which:
  • the substituents R- t , R 2 , R 5 , R ⁇ and X denote a methyl group
  • the substituents R 3 and R 4 denote an aryl group, such as the molecular weight of the compound is 600,000, such as that described under the name 761 by RHONE-POULENC is distributed.
  • Polyalkoxylated silicones (B-4) are compounds which are selected from the compounds of the general formulas:
  • the groups R 1 which are identical or different, a straight-chain or branched C to C 30 alkyl group or a phenyl group, in particular -CH 3,
  • the groups R 2 which are identical or different, R 1 or a group -C 0 H 2c -O- (C 2 H 4 O) a (C 3 H 6 O) b -R 5 or a group C c H 2c -O- (CH 8 O) a -R 5 mean with the proviso that at least one of the radicals R 2 is a group - C c H 2C -O- (C 2 H 4 O) a (C 3 H 6 O) b -R 5 or a group C c H 2c -O- (C 4 H 8 O) a -R 5 ,
  • R 3 and R 4 which are identical or different from one another, denote a straight-chain or branched C r to C 12 alkyl group and preferably methyl,
  • the groups R 5 which are identical or different from one another, selected from a hydrogen atom, a straight-chain or branched alkyl group having 1 to 12 carbon atoms, a straight-chain or branched alkoxy group having 1 to 6 carbon atoms, a straight-chain or branched acyl group having 2 to 40 carbon atoms, -SO 3 M, an optionally substituted on the amino group -C.
  • R 7 is hydrogen or SO 3 M
  • n is in the range from 0 to 500
  • o is in the range from 0 to 20
  • p is in the range from 1 to 50
  • a is in the range from 0 to 50
  • b is in the range from 0 to 50
  • a + b means at least 2
  • c is in the range from 0 to 4
  • x is in the range from 1 to 100
  • Y is a monovalent inorganic or organic anion
  • the polyalkoxylated silicones according to the invention can also be selected from the silicones of the following formula B-4e:
  • R 2 and R ' 2 which are identical or different, represent a monovalent hydrocarbon-containing radical
  • n is an integer from 2 to 4
  • q is a number of at least 4, preferably between 4 and 200 and in particular between 4 and 100,
  • r is a number of at least 4, preferably between 4 and 200 and in particular between 5 and 100,
  • s is a number of at least 4, preferably between 4 and 1000 and in particular between 5 and 300,
  • Z represents a divalent organic group which is bonded to the adjacent silicon atom via a carbon-silicon bond and to a polyoxyalkylene block via an oxygen atom,
  • each siloxane block is between 400 and approximately 10,000, that of each polyoxyalkylene block is between approximately 300 and approximately 10,000,
  • siloxane blocks represent about 10 to about 95% by weight of the block copolymer
  • the number average molecular weight of the block copolymer can be between 2,500 to 1,000,000 and preferably between 3,000 and 200,000 and in particular between 6,000 and 100,000.
  • R 2 and R ' 2 are preferably selected from the group containing the straight-chain or branched alkyl radicals, such as, for example, the methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl radicals , the aryl radicals, such as, for example, the phenyl, naphthyl radicals, the aralkyl radicals or alkylaryl radicals, such as, for example, the benzyl, phenylethyl radicals, the tolyl, xylyl radicals.
  • the straight-chain or branched alkyl radicals such as, for example, the methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl radicals
  • the aryl radicals such as, for example, the phenyl, nap
  • Z is preferably -R "-, -R" -CO-, -R "-NHCO-, -R" -NH-CO-NH-R "-, -R '" - OCONH-R'"- NHCO-, where R "is a divalent, straight-chain or branched alkylene group having 1 to 6 C atoms, such as ethylene, propylene or butylene, straight-chain or branched, and R""is a divalent alkylene group or a divalent arylene group such as - C 8 H 4 - , - C 8 H 4 - CeH 4 -, - C ⁇ H 4 CH 2 - C ⁇ H 4 -, - C 8 H 4 C (CH 3 ) 2 C 6 H 4 -.
  • Z represents a divalent alkylene radical, in particular the radical -C 3 H 6 or the radical CH 8 , straight-chain or branched.
  • the silicones according to the invention can be in the form of aqueous solutions or, if appropriate, in the form of aqueous dispersions or emulsions.
  • Silicones containing polyurethanes can also be used as silicones.
  • Water-soluble or water-dispersible polyurethanes are particularly suitable
  • polyurethane contains no unit derived from a primary or secondary amine which has an ionogenic or ionic group.
  • Component a) is preferably a polymer having a number average molecular weight in the range from about 400 to 4,000, preferably 500 to 4,000, in particular 600 to 3,000.
  • the polysiloxanes a) are preferably a compound of the formula B-5a
  • R, 1 n and. D R2 independently of one another represent d- to C 4 -alkyl, benzyl or phenyl, X and Y independently of one another represent OH or NHR 3 , where R 3 represents hydrogen, C r to C 6 alkyl or C 5 to C 8 cycloalkyl,
  • n and n independently of one another represent 2 to 8,
  • p 3 to 50.
  • Suitable alkyl radicals are e.g. As methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, n-pentyl, n-hexyl etc.
  • Suitable cycloalkyl radicals are e.g. B. cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl etc.
  • R 1 and R 2 are both methyl.
  • Usable polyester diols b) have a number average molecular weight in the range from about 400 to 5,000, preferably 500 to 3,000, in particular 600 to 2,000.
  • Suitable polyester diols are all those which are customarily used for the production of polyurethanes, in particular those based on aromatic dicarboxylic acids, such as terephthalic acid, isophthalic acid, phthalic acid, Na- or K-sulfoisophthalic acid etc., aliphatic dicarboxylic acids, such as adipic acid or succinic acid, etc. ., and cycloaliphatic dicarboxylic acids, such as 1, 2-, 1, 3- or 1,4-cyclohexanedicarboxylic acid.
  • aromatic dicarboxylic acids such as terephthalic acid, isophthalic acid, phthalic acid, Na- or K-sulfoisophthalic acid etc.
  • aliphatic dicarboxylic acids such as adipic acid or succinic acid, etc. .
  • cycloaliphatic dicarboxylic acids such as 1, 2-, 1, 3- or 1,4-cyclohexanedicarboxylic
  • diols are aliphatic diols, such as ethylene glycol, propylene glycol, 1,6-hexanediol, neopentyl glycol, diethylene glycol, polyethylene glycols, polypropylene glycols, 1,4-dimethylolcyclohexane, and also poly (meth) acrylate diols of the formula B-5b
  • R 10 is H or CH 3 and R 11 is -C 18 alkyl (in particular CC 12 - or CC 8 alkyl), which have a molecular weight of up to about 3000.
  • Such diols can be prepared in the usual way and are commercially available (Tegomer TM types MD, BD and OD from Goldschmidt).
  • Polyester diols based on aromatic and aliphatic dicarboxylic acids and aliphatic diols are preferred, in particular those in which the aromatic dicarboxylic acid contains 10 to 95 mol%, in particular 40 to 90 mol% and preferably 50 to 85 mol%, of the total dicarboxylic acid content (Rest of aliphatic dicarboxylic acids).
  • polyester diols are the reaction products of phthalic acid / diethylene glycol, isophthalic acid / 1, 4-butanediol, isophthalic acid / adipic acid / 1, 6-hexanediol, 5-NaSO 3 -isophthalic acid / phthalic acid / adipic acid / 1, 6-hexanediol, adipic acid acid / ethylene glycol, isophthalic acid / adipic acid / neopentyl glycol, isophthalic acid / adipic acid / neopentyl glycol / diethylene glycol / dimethylolcyclohexane and 5-NaSO 3 -
  • Component c) is preferably diols, diamines, amino alcohols and mixtures thereof.
  • the molecular weight of these compounds is preferably in a range from about 56 to 280. If desired, up to 3 mol% of the compounds mentioned can be replaced by triols or triamines.
  • the resulting polyurethanes are essentially uncrosslinked.
  • Diols are preferably used as component c).
  • Useful diols are e.g. B. ethylene glycol, propylene glycol, butylene glycol, neopentyl glycol, cyclohexanedimethylol, di-, tri-, tetra-, penta- or hexaethylene glycol and mixtures thereof. Neopentyl glycol and / or cyclohexanedimethylol are preferably used.
  • Suitable amino alcohols are e.g. B. 2-aminoethanol, 2- (N-methylamino) ethanol, 3-aminopropanol, 4-aminobutanol, 1-ethylaminobutan-2-ol, 2-amino-2-methyl-1-propanol, 4-methyl-4-aminopentane -2-ol etc.
  • Suitable diamines are e.g. B. ethylenediamine, propylenediamine, 1, 4-diaminobutane, 1,5-diaminopentane and 1, 6-diaminohexane and, ⁇ -diaminopolyether, which can be prepared by amination of polyalkylene oxides with ammonia.
  • Suitable compounds d) which have two active hydrogen atoms and at least one aniohogeneic or anionic group per molecule are, for.
  • B. Compounds with carboxylate and / or sulfonate groups.
  • dimethylolpropanoic acid and mixtures which contain dimethylolpropanoic acid are particularly preferred.
  • m and n independently of one another represent an integer from 1 to 8, in particular 1 to 6, and M represents Li, Na or K.
  • Mixtures which contain dimethylolpropanoic acid and up to 3% by weight, based on the total amount of components a) to e), of at least one compound of the abovementioned formulas are preferably used as component d).
  • Component e) is a customary aliphatic, cycloaliphatic and / or aromatic diisocyanate, such as tetramethylene diisocyanate, hexamethylene diisocyanate, methylene diphenyl diisocyanate, 2,4- and 2,6-tolylene diisocyanate and their isomer mixtures, 1,5-naphthylene diisocyanate, 1,1 4-cyclohexylene diisocyanate, dicyclohexyl methane diisocyanate and mixtures thereof, in particular isophorone diisocyanate and / or dicyclohexyl methane diisocyanate. If desired, up to 3 mol% of the compounds mentioned can be replaced by triisocyanates.
  • the silicone-containing polyurethanes are produced by reacting the compounds of components a), b), c) and d) with component e).
  • the temperature is in a range from approximately 60 to 140 ° C., preferably approximately 70 to 100 ° C.
  • the reaction can be carried out without a solvent or in a suitable inert solvent or solvent mixture.
  • Suitable solvents are aprotic polar solvents, e.g. B. tetrahydrofuran, ethyl acetate, N-methylpyrrolidone, dimethylformamide and preferably ketones such as acetone and methyl ethyl ketone.
  • the reaction is preferably carried out under an inert gas atmosphere, such as. B. under nitrogen.
  • the components are used in amounts such that the ratio of NCO equivalent of the compounds of component e) to equivalent active hydrogen atom of components a), b), c) and d) is in a range of about 0.8: 1 to 1.25: 1, preferably 0.85: 1 to 1.2: 1, in particular 1.05: 1 to 1.15: 1. If the resulting polyurethanes still have free isocyanate groups, these are finally inactivated by adding amines, preferably amino alcohols. Suitable amino alcohols are those described above as component c), preferably 2-amino-2-methyl-1-propanol.
  • the polyurethanes containing acid groups can be converted into a water-soluble or water-dispersible form by partial or complete neutralization with a base.
  • the salts of the polyurethanes obtained generally have better water solubility or dispersibility in water than the non-neutralized polyurethanes.
  • Alkali metal bases such as sodium hydroxide solution, potassium hydroxide solution, sodium carbonate, sodium hydrogen carbonate, potassium carbonate or potassium hydrogen carbonate and alkaline earth metal bases such as calcium hydroxide, calcium oxide, magnesium hydroxide or magnesium carbonate as well as ammonia and amines can be used as the base for the neutralization of the polyurethanes.
  • Suitable amines are e.g. B.
  • CC 6 -alkylamines preferably n-propylamine and n-butylamine, dialkylamines, preferably diethylpropylamine and dipropylmethylamine, trialkylamines, preferably triethylamine and triisopropylamine, CrC 6 alkyldiethyanolamines, preferably methyl- or ethyldiethanolamine and di-C 6 -Alkylethanolamine.
  • neutralizing the acid Group-containing polyurethanes 2-amino-2-methyl-1-propanol, diethylaminopropyl laminate and triisopropanolamine have proven successful.
  • the neutralization of the polyurethanes containing acid groups can also be carried out with the aid of mixtures of several bases, for. B. Mixtures of sodium hydroxide solution and triisopropanolamine. Depending on the application, the neutralization can be partially z. B. 20 to 40% or completely, ie 100%.
  • a water-miscible organic solvent is used in the production of the polyurethanes, this can then be obtained by customary methods known to those skilled in the art, e.g. B. can be removed by distillation under reduced pressure. Water can also be added to the polyurethane before the solvent is separated off. After replacing the solvent with water, a solution or dispersion of the polymer is obtained, from which, if desired, the polymer can be obtained in a conventional manner, e.g. B. by spray drying.
  • the silicone-containing polyurethanes (B-5) have K values (measured according to E. Fikentscher, Cellulose-Chemie 13 (1932), pp. 58-64, on a 1% solution in N-methylpyrrolidone) in a range from 15 to 90, preferably 20 to 60.
  • Their glass transition temperature is generally at least 0 ° C., preferably at least 20 ° C., particularly preferably at least 25 ° C. and especially at least 30 ° C.
  • the proportion of siloxane groups based on the solids content of the silicone-containing polyurethanes is generally about 0.05 to 20% by weight, preferably about 0 , 05 to 15 wt .-%, in particular 0.05 to
  • Polyalkoxylated silicones (B-4) are particularly preferred as silicones.
  • Another object of the present invention relates to a method for producing polymeric products, characterized in that
  • Polyalkylene glycol vinyl ethers (A-2) polymerize ii) mix the polymer thus obtained with silicones at a temperature of greater than or equal to 30 ° C. i) Preparation of polymers (A)
  • the polymers (A) can be prepared by customary conventional synthetic methods of polymerization.
  • these can be solution polymerization, emulsion polymerization, reverse emulsion polymerization, suspension polymerization, reverse suspension polymerization or precipitation polymerization, without the methods which can be used being restricted thereto.
  • solution polymerization water, conventional organic solvents or the unsaturated polyalkylene glycol vinyl ether (A-2) itself can be used as the solvent.
  • the usual compounds known to the person skilled in the art such as, for example, sulfur compounds (for example: mercaptoethanol, 2-ethylhexylthioglycolate, thioglycolic acid or dodecyl mercaptan) and tribromochloromethane or other compounds which have a regulating effect on the molecular weight of the polymers obtained, can be used as regulators.
  • sulfur compounds for example: mercaptoethanol, 2-ethylhexylthioglycolate, thioglycolic acid or dodecyl mercaptan
  • tribromochloromethane or other compounds which have a regulating effect on the molecular weight of the polymers obtained can be used as regulators.
  • silicone compounds containing thiol groups can also be used. Silicone-free controllers are preferably used.
  • additional crosslinking monomers are used in the preparation of the polymers (A).
  • Crosslinking monomers which can be used are compounds having at least two ethylenically unsaturated double bonds, for example esters of ethylenically unsaturated carboxylic acids, such as acrylic acid or methacrylic acid and polyhydric alcohols, ethers of at least dihydric alcohols, for example vinyl ether or allyl ether.
  • esters of ethylenically unsaturated carboxylic acids such as acrylic acid or methacrylic acid and polyhydric alcohols
  • ethers of at least dihydric alcohols for example vinyl ether or allyl ether.
  • straight-chain or branched, linear or cyclic aliphatic or aromatic hydrocarbons which have at least two double bonds which must not be conjugated to the aliphatic hydrocarbons.
  • Amides of acrylic and methacrylic acid and N-allylamines of at least divalent amines such as (1, 2-diaminoethane, 1, 3-diaminopropane) are also suitable. Furthermore, triallylamine or corresponding ammonium salts, N-vinyl compounds of urea derivatives, at least divalent amides, cyanurates or urethanes.
  • Other suitable crosslinkers are divinyl dioxane, tetraallylsilane or tetravinylsilane.
  • crosslinking agents are, for example, methylenebisacrylamide, triallylamine and triallylammonium salts, divinylimidazole, N, N'-divinylethylene urea, reaction products of polyhydric alcohols with acrylic acid or methacrylic acid, methacrylic acid esters and acrylic acid esters of polyalkylene oxides or polyhydric alcohols with ethylene oxide and / or / or propylene Epichlorohydrin have been implemented. If they contain ionizable groups, the monomers (A-1) according to the invention can be partially or completely neutralized with acids or bases before or after the polymerization in order, for example, to adjust the water solubility or dispersibility to a desired level.
  • mineral bases such as sodium carbonate, alkali metal hydroxides and ammonia
  • organic bases such as amino alcohols, especially 2-amino-2-methyl-1-propanol, monoethanolamine, diethanolamine, triethanolamine, triisopropanolamine, tri [(2-hydroxy) 1 - Propyl] amine, 2-amino-2-methyl-1, 3-propanediol, 2-amino-2-hydroxymethyl-1, 3-propanediol and diamines such as lysine can be used.
  • mineral acids such as hydrochloric acid, sulfuric acid or phosphoric acid
  • organic acids such as carboxylic acids, lactic acid, citric acid or others can be used as neutralizing agents for monomers bearing cationizable groups.
  • the monomers (A-1) of the polymers (A) can be from 50 to 99.9% by weight, preferably 70 to 99% by weight, particularly preferably 85 to 98% by weight, in particular 80 to 97% by weight. % turn off.
  • the monomers (A-2, unsaturated polyalkylene glycol vinyl ethers) are generally present in the polymer (A) in amounts of 0.1 to 50, preferably 0.5 to 20, particularly preferably 2 to 15% by weight.
  • At least 2 monomers (a1 and a2) are used as monomers (A-1).
  • Polymers (A) which are obtainable by polymerizing monomer (a1) tert-butyl acrylate and monomer (a2) methacrylic acid are particularly preferred. If the ethylenically unsaturated monomers (A-1) are used as a combination of two monomers (a1 and a2), it has proven advantageous to use 49.5 to 99% by weight (a1) and 0.5 to 40% by weight .-% (a2).
  • the polymer (A) used is a polymer which can be obtained by free-radical polymerization of a monomer mixture from
  • the polymer (A) used is a polymer which can be obtained by free-radical polymerization of a monomer mixture from
  • H 2 C CH-C C H 2 - O- (C 2 H 4 O) a (C 3 H 6 O) b -R 5
  • R 5 H, CH 3 , - a is in the range from 0 to 50,
  • b is in the range from 0 to 50
  • the polymers (A) preferably have a K value (according to Fickentscher, Cellulosechemie, Vol. 13, pp. 58-64 (1932) measured at 250 ° C. 0.1 5% in 0.5 molar saline solution) of 30 to 50, preferably 37 to 41.
  • K value accordinging to Fickentscher, Cellulosechemie, Vol. 13, pp. 58-64 (1932) measured at 250 ° C. 0.1 5% in 0.5 molar saline solution
  • water-dispersible means polymers which form a fluid in contact with the water within 24 hours and which have no optical
  • Aids do not reveal any solid particles with the eye.
  • 100 mg of the polymer in the form of a 100 mm thick film are placed in 100 ml of water (20 ° C.) and shaken for 24 hours on a commercially available shaking table. If, after shaking, no more solid particles can be seen, but the fluid is cloudy, the polymer is water-dispersible; without cloudiness it is said to be water soluble.
  • polymers (A-1) and (A-2) in the polymerization of the monomers (A-1) and (A-2), other polymers, such as, for example, homopolymers and copolymers of ethylenically unsaturated monomers and polyamides, polyurethanes or polyesters, may also be present.
  • the polyamides, polyurethanes, polyesters are preferably ionically modified, for example with carboxylate or sulfonate groups.
  • the polymeric products according to the invention can be obtained by mixing components (A) and (B). It is essential to the invention that the temperature during mixing is greater than or equal to 30 ° C., in particular greater than or equal to 40 ° C.
  • the polymeric products according to the invention are produced by mixing (A) and (B) at temperatures of greater than or equal to 50 ° C., in particular greater than or equal to 60 ° C., particularly preferably greater than or equal to 70 ° C.
  • Mixing can be carried out under gassing with inert gas, e.g. Nitrogen fumigation can be carried out.
  • 99.5 to 70% by weight in particular 99 to 85% by weight (A) and 0.5 to 30% by weight, in particular 1 to 15% by weight (B), are used.
  • the polymeric products according to the invention are particularly suitable for use in cosmetic preparations, especially in hair cosmetic preparations.
  • Another object of the present invention therefore relates to the use of the polymeric products in cosmetic preparations.
  • the polymeric products according to the invention are used in cosmetic products for cleaning the skin.
  • cosmetic cleaning agents are selected from bar soaps, such as toilet soaps, core soaps, transparent soaps, luxury soaps, deodorant soaps, cream soaps, baby soaps, skin protection soaps, abrasive soaps and syndets, liquid soaps such as pasty soaps, soft soaps and washing pastes, and liquid washing, showering and bathing preparations, such as washing lotions, shower baths and gels, foam baths, oil baths and scrub products.
  • the polymeric products according to the invention are preferably used in cosmetic compositions for the care and protection of the skin, in nail care compositions and in preparations for decorative cosmetics.
  • skin care products intimate care products, foot care products, deodorants, light stabilizers, repellents, shaving agents, hair removal agents, anti-acne agents, make-up, mascara, lipsticks, eye shadows, eye pencils, eyeliners, blushes, powders and eyebrow pencils is particularly preferred.
  • the skin care products are in particular available as W / O or O / W skin creams, day and night creams, eye creams, face creams, anti-wrinkle creams, moisturizing creams, bleaching creams, vitamin creams, skin lotions, care lotions and moisturizing lotions.
  • the polymeric products according to the invention can have particular effects in the cosmetic preparations. Among other things, they can help to moisturize and condition the skin and improve the feeling on the skin. By adding the polymeric products according to the invention, a considerable improvement in skin tolerance can be achieved in certain formulations.
  • the polymeric products according to the invention are present in the skin cosmetic preparations in a proportion of about 0.001 to 20% by weight, preferably 0.01 to 10% by weight, very particularly preferably 0.1 to 5% by weight, based on the total weight of the agent.
  • the agents according to the invention can be in a form suitable for skin care, such as can be applied as a cream, foam, gel, stick, powder, mousse, milk or lotion.
  • the skin cosmetic preparations can also contain additives customary in cosmetics, such as emulsifiers, preservatives, perfume oils, cosmetic active ingredients such as phytantriol, vitamins A, E and C, retinol, bisabolol, panthenol, light stabilizers, bleach, colorants , Tinting agents, browning agents (eg dihydroxyacetone), collagen, protein hydrolyzates, stabilizers, pH regulators, dyes, salts, thickeners, gelling agents, consistency enhancers, silicones, humectants, refatting agents and other common additives.
  • additives customary in cosmetics such as emulsifiers, preservatives, perfume oils, cosmetic active ingredients such as phytantriol, vitamins A, E and C, retinol, bisabolol, panthenol, light stabilizers, bleach, colorants , Tinting agents, browning agents (eg dihydroxyacetone), collagen, protein hydrolyzates, stabilizers, pH regulators, dyes
  • Suitable solvents include water and lower monoalcohols or polyols with 1 to 6 carbon atoms or mixtures thereof; before- Preferred monoalcohols or polyols are ethanol, i-propanol, propylene glycol, glycerin and sorbitol.
  • fatty substances such as mineral and synthetic oils such as paraffins, silicone oils and aliphatic hydrocarbons with more than 8 carbon atoms, animal and vegetable oils such as sunflower oil, coconut oil, avocado oil, olive oil, lanolin, or waxes , Fatty acids, fatty acid esters, such as triglycerides of C 6 -C 30 fatty acids, wax esters, such as jojoba oil, fatty alcohols, petroleum jelly, hydrogenated lanolin and acetylated lanolin. Mixtures of the same can of course also be used.
  • Typical thickeners in such formulations are crosslinked polyacrylic acids and their derivatives, polysaccharides such as xanthan gum, agar agar, alginates or tyberg, carboxymethylceliulose or hydroxycarboxymethylcellulose, fatty alcohols, monoglycerides and fatty acids, polyvinyl glycol and polyvinyl pyrrolidone.
  • the polymeric products according to the invention can also be mixed with conventional polymers if special properties are to be set.
  • anionic, cationic, amphoteric and neutral polymers are suitable as conventional polymers.
  • anionic polymers are homopolymers and copolymers of acrylic acid and methacrylic acid or their salts, copolymers of acrylic acid and acrylamide and their salts; Sodium salts of polyhydroxycarboxylic acids, water-soluble or water-dispersible polyesters, polyurethanes and polyureas.
  • Particularly suitable polymers are copolymers of t-butyl acrylate, ethyl acrylate, methacrylic acid (for example Luvimer TM 100P), copolymers of ethyl acrylate and methacrylic acid (for example Luvimer TM MAE), copolymers of N-tert-butyl-acrylamide, ethyl acrylate, acrylic acid (ultrahold TM 8, strong), copolymers of vinyl acetate, crotonic acid and optionally other vinyl esters (eg Luviset TM brands), maleic anhydride copolymers, optionally reacted with alcohols, anionic polysiloxanes, eg carboxy-functional, copolymers of vinylpyrrolidone, t-butyl acrylate, methacrylic acid (eg Luviskol TM VBM), copolymers of acrylic acid and methacrylic acid with hydrophobic monomers, such as C 4 -C 30 alkyl esters of
  • Suitable polymers are cationic polymers with the name Polyquaternium according to INCI, for example copolymers of vinylpyrrolidone / N-vinylimidazolium salts (Luviquat TM FC, Luviquat TM HM, Luviquat TM MS, Luviquat TM Care, Luviquat TM Hold, INCI Polyquaternium-16, -44, -46), copolymers of acrylamide and dimethyldiallylammonium chloride (Polyquaternium-7), cationic cellulose derivatives (Polyquaternium-4, -10), cationic starch derivatives (INCI: Starch Hydroxypropytrimonium Chloride, Com Starch Modified), cationic Guar derivatives (INCI: hydroxypropyl guar hydroxypropyltrimonium chloride), cationic sunflower oil derivatives (INCI: Sunflowerseedamidopropyl Hydroxyethyldimonium Chloride), copolymers made of
  • Neutral polymers such as polyvinylpyrrolidones, copolymers of N-vinylpyrrolidone and vinyl acetate and / or vinyl propionate, copolymers of N-vinypyrrolidone / dimethylaminopropylacrylamide or methacrylamide, copolymers of N-vinylpyrrolidone and alkyl acrylate or alkyl methacrylate monomers are also suitable as further polymers C1 to C18, graft copolymers of polyvinyl alcohol on polyalkylene glycols such as Kollicoat IR (BASF), graft copolymers of other vinyl monomers on polyalkylene glycols, polysiloxanes, polyvinylcaprolactam and copolymers with N-vinylpyrrolidone, polyethyleneimines and their salts, polyvinylamines and their salts, cellulose derivatives, chitosan, polyaspartic acid salts and derivatives.
  • the preparations can also contain conditioning substances based on silicone compounds.
  • Suitable silicone compounds are, for example, polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyether siloxanes, silicone resins, dimethicones, dimethicone derivatives or dimethicone copolyols (CTFA) and amino-functional silicone compounds such as amodimethicones (CTFA).
  • polymeric products according to the invention are used in cosmetic preparations, the preparation of which is carried out according to the usual rules familiar to the person skilled in the art.
  • Such formulations are advantageously in the form of emulsions, preferably in the form of water-in-oil (W / O) or oil-in-water (O / W) emulsions.
  • W / O water-in-oil
  • O / W oil-in-water
  • Emulsions which can be used according to the invention are prepared by known methods.
  • the emulsions contain customary constituents, such as fatty alcohols, fatty acid esters and in particular fatty acid triglycerides, fatty acids, lanolin and derivatives thereof, natural or synthetic oils or waxes and emulsifiers in the presence of water.
  • a skin cream which can be used according to the invention may e.g. present as a W / O emulsion.
  • Such an emulsion contains an aqueous phase which is emulsified in an oil or fat phase by means of a suitable emulsifier system.
  • the concentration of the emulsifier system in this type of emulsion is about 4 and 35% by weight, based on the total weight of the emulsion; the fat phase makes up about 20 and 60% by weight and the aqueous phases about 20 and 70% by weight, each based on the total weight of the emulsion.
  • the emulsifiers are those which are usually used in this type of emulsion.
  • C 12 -C 18 sorbitan fatty acid esters are selected, for example, from: C 12 -C 18 sorbitan fatty acid esters; Esters of hydroxystearic acid and Ci 2 -C 3 o-fatty alcohols; Mono- and diesters of C 2 -C 8 fatty acids and glycerol or polyglycerol; Condensates of ethylene oxide and propylene glycols; o- xypropylene / oxyethylenated C 2 -C 20 fatty alcohols; polycyclic alcohols such as sterols; high molecular weight aliphatic alcohols such as lanolin; Mixtures of oxypropylene / polyglycerolated alcohols and magnesium isostate; Succinic esters of polyoxyethylenated or polyoxypropylenated fatty alcohols; and mixtures of magnesium, calcium, lithium, zinc or aluminum lanolate and hydrogenated lanolin or lanolin alcohol.
  • Suitable fat components which can be contained in the fat phase of the emulsions include hydrocarbon oils such as paraffin oil, purcellin oil, perhydrosqualene and solutions of microcrystalline waxes in these oils; animal or vegetable oils, such as sweet almond oil, avocado oil, calophylum oil, lanolin and derivatives thereof, castor oil, sesame oil, olive oil, jojoba oil, karite oil, hoplostethus oil; mineral oils whose distillation begins at atmospheric pressure at approximately 250 ° C.
  • hydrocarbon oils such as paraffin oil, purcellin oil, perhydrosqualene and solutions of microcrystalline waxes in these oils
  • animal or vegetable oils such as sweet almond oil, avocado oil, calophylum oil, lanolin and derivatives thereof, castor oil, sesame oil, olive oil, jojoba oil, karite oil, hoplostethus oil
  • mineral oils whose distillation begins at atmospheric pressure at approximately 250 ° C.
  • esters of saturated or unsaturated fatty acids such as alkyl myristates, for example i-propyl, butyl or cetyl myristate, hexadecyl stearate, ethyl or i-propyl palmitate, octane or decanoic acid triglycerides and cetyl ricinoleate.
  • the fat phase can also contain silicone oils soluble in other oils, such as dimethylpolysiloxane, methylphenylpolysiloxane and the silicone glycol copolymer, fatty acids and fatty alcohols.
  • waxes can also be used, e.g. Carnauba wax, candellila wax, beeswax, microcrystalline wax, oocerite wax and Ca, Mg and Al oleates, myristates, linoleates and stearates.
  • These water-in-oil emulsions are generally prepared in such a way that the fat phase and the emulsifier are added to the batch container. It is heated at a temperature of 70 to 75 ° C., then the oil-soluble ingredients are added and, with stirring, water is added which has previously been heated to the same temperature and in which the water-soluble ingredients have been dissolved beforehand; the mixture is stirred until an emulsion of the desired fineness is obtained and then allowed to cool to room temperature, stirring less if necessary.
  • a care emulsion according to the invention can be present as an O / W emulsion.
  • Such an emulsion usually contains an oil phase, emulsifiers which stabilize the oil phase in the water phase and an aqueous phase which is usually present in a thickened state.
  • aqueous phase of the O / W emulsion of the preparations according to the invention optionally contains
  • - Alcohols, diols or polyols and their ethers preferably ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol monoethyl ether; usual thickeners or gelling agents, e.g. cross-linked polyacrylic acids and their derivatives, polysaccharides such as xanthan gum or alginates, carboxymethyl cellulose or hydroxycarboxymethyl cellulose, fatty alcohols, polyvinyl alcohol and polyvinyl pyrrolidone.
  • thickeners or gelling agents e.g. cross-linked polyacrylic acids and their derivatives, polysaccharides such as xanthan gum or alginates, carboxymethyl cellulose or hydroxycarboxymethyl cellulose, fatty alcohols, polyvinyl alcohol and polyvinyl pyrrolidone.
  • the oil phase contains common oil components in cosmetics, such as:
  • Silicone oils such as cyclomethicone, dimethylpolysiloxane, diethylpolysiloxane, octa-methylcyclotetrasiloxane and mixtures thereof;
  • Triglycerides of saturated and / or unsaturated, branched and / or unbranched C 8 -C 24 alkane carboxylic acids can be selected from synthetic, semi-synthetic or natural oils, such as olive oil, palm oil, almond oil or mixtures.
  • Preferred emulsifiers are O / W emulsifiers, such as polyglycerol esters, sorbitan esters or partially esterified glycerides.
  • the polymeric products according to the invention are also suitable for use in washing and shower gel formulations and bath preparations.
  • such formulations usually contain anionic surfactants as base surfactants and amphoteric and nonionic surfactants as cosurfactants, as well as lipids, perfume oils, dyes, organic acids, preservatives and antioxidants, and also thickeners / gelling agents, skin conditioners and humectants.
  • All anionic, neutral, amphoteric or cationic surfactants commonly used in personal cleansing agents can be used in the washing, showering and bathing preparations.
  • the formulations contain 2 to 50% by weight of surfactants, preferably 5 to 40% by weight, particularly preferably 8 to 30% by weight.
  • Suitable anionic surfactants include for example alkyl sulfates, alkylsulfonates, alkylarylsulfonates, alkyl succinates, alkyl sulphosuccinates, N-Alkoyl- sarcosinates, Alkylgiykolalkoxylate, acyl taurates, acyl isethionates, alkyl phosphates, alkylene letherphosphate, alkyl ether carboxylates, alpha-olefin sulfonates, especially the alkali metal and alkaline earth metal salts, for example sodium , Potassium, magnesium, calcium, and ammonium and triethanolamine salts.
  • the alkyl ether sulfates, alkyl ether phosphates and alkyl Ether carboxylates can have between 1 and 10 ethylene oxide or propylene oxide units, preferably 1 to 3 ethylene oxide units, in the molecule.
  • sodium lauryl sulfate, ammonium lauryl sulfate, sodium lauryl ether sulfate, ammonium lauryl ether sulfate, sodium lauryl sarcosinate, sodium oleyl succinate, ammonium lauryl sulfosuccinate, sodium dodecylbenzenesulfonate, triethanolamine dodecyl benzene sulfonate are suitable.
  • Suitable amphoteric surfactants are, for example, alkylbetaines, alkylamidopropylbetaines, alkylsulfobetaines, alkylglycinates, alkylcarboxyglycinates, alkylamphoacetates or propionates, alkylamphodiacetates or dipropionates.
  • cocodimethylsulfopropylbetaine laurylbetaine, cocamidopropylbetaine or sodium cocamphopropionate can be used.
  • Suitable nonionic surfactants are, for example, the reaction products of aliphatic alcohols or alkyl phenols having 6 to 20 carbon atoms in the alkyl chain, which can be linear or branched, with ethylene oxide and / or propylene oxide.
  • the amount of alkylene oxide is about 6 to 60 moles per mole of alcohol.
  • Alkylamine oxides, mono- or dialkylalkanolamides, fatty acid esters of polyethylene glycols, ethoxylated fatty acid amides, alkylpolyglycosides or sorbitan ether esters are also suitable.
  • washing, showering and bathing preparations can contain customary cationic surfactants, e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride or bromide (INCI cetrimonium chloride or bromide), hydroxyethylcetyldimonium phosphate (INCI Quaternium-44), INCI cocotrimonium methosulfate, INCI Quaternium-52.
  • customary cationic surfactants e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride or bromide (INCI cetrimonium chloride or bromide), hydroxyethylcetyldimonium phosphate (INCI Quaternium-44), INCI cocotrimonium methosulfate, INCI Quaternium-52.
  • customary cationic surfactants e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride or bromide
  • cationic polymers can also be used, for example copolymers of acrylamide and dimethyldiallylammonium chloride (Polyquaternium-7), cationic cellulose derivatives (Polyquaternium-4, -10), cationic starch derivatives (INCI: Starch Hydroxypropytrimonium Chloride, Com Starch Modified), cationic guar derivatives (INCI: Hydroxypropyl Guar Hydroxypropyltrimonium Chloride), cationic sunflower oil derivatives (INCI: Sunflowerseedamidopropyl Hydroxyethyldimonium Chloride), copolymers of N-vinylpyrrolidone and quaternized N-vinylimidazole (Polyquaternium-16, -44, -46-vinypyrrolidone from N / Dimethylaminoethyl methacrylate, quaternized with diethyl sulfate (polyquaternium-11), copolymers
  • washing and shower gel formulations and bath preparations can contain thickeners such as, for example, table salt, PEG-55, propylene glycol oleates, PEG-120 methyl glucose dioleates and others, and also preservatives, other active ingredients and auxiliaries and water.
  • thickeners such as, for example, table salt, PEG-55, propylene glycol oleates, PEG-120 methyl glucose dioleates and others, and also preservatives, other active ingredients and auxiliaries and water.
  • the polymeric products are used in hair cosmetic preparations.
  • Hair cosmetic preparations include in particular styling agents and / or conditioning agents in hair cosmetic preparations such as hair treatments, hair foams (English Mousses), (hair) gels or hair sprays, hair lotions, hair rinses, hair shampoo, hair emulsions, tip fluids, leveling agents for perms, hair coloring and bleaching agents, "hot oii treatment” preparations, conditioners, setting lotions or hair sprays.
  • the hair cosmetic preparations can be applied as (aerosol) spray, (aerosol) foam, gel, gel spray, cream, lotion or wax.
  • the hair cosmetic formulations according to the invention contain
  • Alcohol is to be understood to mean all alcohols customary in cosmetics, e.g. Ethanol, isopropanol, n-propanol.
  • additives customary in cosmetics, for example blowing agents, defoamers, surface-active compounds, ie surfactants, emulsifiers, foaming agents and solubilizers.
  • the surface-active compounds used can be anionic, cationic, amphoteric or neutral.
  • Other common ingredients can also be, for example, preservatives, perfume oils, plasticizers, effect substances, opacifiers, active substances, antioxidants, peroxide decomposers, UV filters, care substances such as panthenol, collagen, vitamins, protein hydrolyzates, alpha and beta hydroxycarboxylic acids, protein hydrolyzates, stabilizers, pH Value regulators, dyes, pigments, viscosity regulators, gelling agents, salts, humectants, moisturizers, complexing agents and other common additives.
  • this includes all styling and conditioner polymers known in cosmetics, which can be used in combination with the polymers according to the invention if very special properties are to be set.
  • Anionic polymers are suitable as conventional hair cosmetic polymers.
  • Such anionic polymers are homopolymers and copolymers of acrylic acid and methacrylic acid or their salts, copolymers of acrylic acid and acrylamide and their salts; Sodium salts of polyhydroxycarboxylic acids, water-soluble or water-dispersible polyesters, polyurethanes (Luviset TM P.U.R.) and polyureas.
  • Particularly suitable polymers are copolymers of t-butyl acrylate, ethyl acrylate, methacrylic acid (for example Luvimer TM 100P), copolymers of N-tert-butyl acrylamide, ethyl acrylate, acrylic acid (for example Ultrahold TM 8, strand), copolymers of vinyl acetate, crotonic acid and, if appropriate, other vinyl esters (eg Luviset TM brands, INCI: VA / Crotonates Copolymer), maleic anhydride copolymers, possibly reacted with alcohols, anionic polysiloxanes, eg carboxy-functional, copolymers of vinyl pyrrolidone, t-butyl acrylate, methacrylic acid (e.g. Luviskol TM VBM).
  • Luvimer TM 100P copolymers of N-tert-butyl acrylamide, ethyl acrylate, acrylic acid (for example Ultrahold
  • the group of polymers suitable for combination with the polymeric products according to the invention also includes, for example, Balance CR or 0/55 (National Starch; acrylate copolymer), Balance 47 (National Starch; octylacrylamide / acrylate / butylaminoethyl methacrylate copolymer), Aquaflex TM FX 64 ( ISP; isobutylene / ethylmaleimide / hydroxyethylmaleimide copolymer), Aquaflex TM SF-40 (ISP / National Starch; VP / Vinyl Caprolactam / DM APA acrylate copolymer), Allianz TM LT-120 (ISP / Rohm &Haas; AcryIat / C1- 2 succinate / hydroxyacrylate copolymer), Aquarez TM HS (Eastman; Polyester-1), Diaformer TM Z-400 (Clariant; methacryloylethylbetaine / methacryl
  • Diaformer TM Z-711 or Z-712 (Clariant; methacryloylethyl N-oxide / methacrylate copolymer),, Omnirez TM 2000 (ISP; monoethyl ester of poly (methyl vinyl ether / maleic acid in ethanol), Amphomer TM HC or Resyn XP or Resyn 28-4961 (National Starch; acrylate / octylacrylamide copolymer), Amphomer TM 28-4910 (National Starch; octylacrylamide / acrylate / butylaminoethyl methacrylate copolymer), Advantage TM HC 37 (ISP; terpolymer of vinylcaprolactam / vinylpyrrolidone / dimethylaminoethyl - methacrylate), Advantage brands (ISP), Acudyne 258 (Rohm &Haas; acrylate / hydroxy ester)
  • Suitable hair cosmetic polymers are cationic polymers with the name Polyquaternium according to INCI, e.g. Copolymers of vinylpyrrolidone / N-vinylimidazolium salts (Luviquat TM FC, Luviquat TM HM, Luviquat TM MS, Luviquat TM Care, INCI: Polyquaternium-16, Polyquaternium-44), copolymers of N-vinylpyrrolidone / dimethylaminoethyl methacrylate, quaternized (Luviquat TM PQ 11, INCI: Polyquaternium-11), copolymers of N-vinylcaprolactam N-vinylpyrrolidone / N-vinylimidazolium salts (Luviquat TM Hold, INCI: Polyquaternium-46); Copolymers of acrylamide and dimethyldiallylammonium chloride (Polyquaternium-7), cationic cellulose derivatives (Pol
  • Neutral polymers such as polyvinylpyrrolidones, copolymers of N-vinylpyrrolidone and vinyl acetate and / or vinyl propionate, copolymers of N-vinypyrrolidone / dimethylaminopropylacrylamide or methacrylamide, copolymers of N-vinylpyrrolidone and alkylacrylate are also suitable as further hair cosmetic polymers.
  • meth-crylate monomers with alkyl chains from C1 to C18 graft copolymers of polyvinyl alcohol on polyalkylene glycols such as Kollicoat IR (BASF), graft copolymers of other vinyl monomers on polyalkylene glycols, polysiloxanes, polyvinylcaprolactam and copolymers with N-vinylpyrrolidone, polyethyleneimines and their salts, polyvinylamines and their salts, cellulose derivatives, chitosan, polyaspartic acid salts and derivatives.
  • graft copolymers of polyvinyl alcohol on polyalkylene glycols such as Kollicoat IR (BASF)
  • graft copolymers of other vinyl monomers on polyalkylene glycols polysiloxanes
  • polyvinylcaprolactam and copolymers with N-vinylpyrrolidone polyethyleneimines and their salts
  • the preparations can also contain conditioning substances based on silicone compounds.
  • Suitable silicone compounds are, for example, polyalkylsiloxanes, polyarylsiloxanes, polyaryl-ikylsiloxanes, polyether siloxanes, silicone resins, fluorinated alkyl silicones, dimethicones, dimethicone derivatives or dimethicone copolyols (CTFA) and amino-functional silicone compounds such as amodimethicones (CTFA).
  • the polymers according to the invention are particularly suitable as setting agents in hair styling preparations, in particular hair sprays (aerosol sprays and pump sprays without propellant gas) and hair foams (aerosol foams and pump foams without propellant gas).
  • these preparations contain
  • Blowing agents are the blowing agents commonly used for hair sprays or aerosol foams. Mixtures of propane / butane, pentane, dimethyl ether, 1,1-di-fluoroethane (HFC-152 a), carbon dioxide, nitrogen or compressed air are preferred.
  • a formulation according to the invention for aerosol hair foams contains
  • emulsifiers customarily used in hair foams can be used as emulsifiers.
  • Suitable emulsifiers can be nonionic, cationic or anionic or amphoteric.
  • nonionic emulsifiers are Laurethe, e.g. Laureth-4; Celethe, e.g. Cetheth-1, polyethylene glycol cetyl ether; Cetearethe, e.g. Cetheareth-25, polyglycol fatty acid glycerides, hydroxylated lecithin, lactyl esters of fatty acids, alkyl polyglycosides.
  • cationic emulsifiers are or bromide (INCI cetrimonium chlorides or bromides), hydroxyethyl cetyldimonium phosphate (INCI Quaternium-44), INCI cocotrimonium methosulfates, INCI Quaternium-52, Quaternium-1 to x (INCI).
  • Anionic emulsifiers may for example be selected from the group of alkyl sulfates, alkyl ether sulfates, alkylsulfonates, alkylarylsulfonates, alkyl succinates, alkyl sulphosuccinates, N-Alkoylsarkosinate, use alkyl, acyl taurates, acyl isethionates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, alpha-olefin sulfonates, especially the alkali metal and alkaline earth metal salts , for example sodium, potassium, magnesium, calcium, and ammonium and triethanolamine salts.
  • the alkyl ether sulfates, alkyl ether phosphates and alkyl ether carboxylates can be between 1 to Have 10 ethylene oxide or propylene oxide units, preferably 1 to 3 ethylene oxide units in the molecule.
  • a preparation suitable according to the invention for styling gels can be composed, for example, as follows:
  • gel formers customary in cosmetics can be used as gel formers. These include slightly cross-linked polyacrylic acid, e.g. carbomer (INCI), cellulose derivatives, e.g. Hydroxypropyl cellulose, hydroxyethyl cellulose, cationically modified celluloses, polysaccharides, e.g.
  • slightly cross-linked polyacrylic acid e.g. carbomer (INCI)
  • cellulose derivatives e.g. Hydroxypropyl cellulose, hydroxyethyl cellulose, cationically modified celluloses
  • polysaccharides e.g.
  • the polymeric products according to the invention can be used in cosmetic preparations as conditioning agents. Examples are rinse-off and leave-on conditioner preparations.
  • the polymeric products according to the invention can also be used in shampoo formulations as setting and / or conditioning agents.
  • Polymers with a cationic charge are particularly suitable as conditioning agents.
  • anionic, neutral, amphoteric or cationic surfactants commonly used in shampoos can be used in the shampoo formulations.
  • Suitable anionic surfactants include for example alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkylaryl sulfonates, alkyl, Alkylsuifosuccinate, N-Alkoylsarkosinate, acyl taurates, acyl isethionates, alkyl glycol, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, alpha-olefin sulfonates, especially the alkali metal and alkaline earth metal salts, for example sodium, potassium, magnesium , Calcium, as well as ammonium and triethanolamine salts.
  • the alkyl ether sulfates, alkyl ether phosphates and alkyl ether carboxylates can have between 1 and 10
  • sodium lauryl sulfate, ammonium lauryl sulfate, sodium lauryl ether sulfate, ammonium lauryl ether sulfate, sodium lauroyl sarcosinate, sodium oleyl succinate, ammonium lauryl sulfosuccinate, sodium dodecylbenzenesulfonate, triethanolamine dodecylbenzene sulfate are suitable.
  • Suitable amphoteric surfactants are, for example, alkylbetaines, alkylamidopropylbetaines, alkylsulfobetaines, alkylglycinates, alkylcarboxyglycinates, alkylamphoacetates or propionates, alkylamphodiacetates or dipropionates.
  • cocodimethylsulfopropylbetaine laurylbetaine, cocamidopropylbetaine or sodium cocamphopropionate can be used.
  • Suitable nonionic surfactants are, for example, the reaction products of aliphatic alcohols or alkylphenols with 6 to 20 carbon atoms in the alkyl chain, which can be linear or branched, with ethylene oxide and / or propylene oxide.
  • the amount of alkylene oxide is about 6 to 60 moles per mole of alcohol.
  • Alkylamine oxides, mono- or dialkylalkanolamide ⁇ , fatty acid esters of polyethylene glycols, alkyl polyglycosides or sorbitan ether esters are also suitable.
  • the shampoo formulations can contain conventional cationic surfactants such as e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride or bromide (INCI cetrimonium chloride or bromide), hydroxyethylcetyl dimonium phosphate (INCI Quatemium-44), INCI cocotrimonium methosulfate, INCI Quaternium-52.
  • quaternary ammonium compounds for example cetyltrimethylammonium chloride or bromide (INCI cetrimonium chloride or bromide), hydroxyethylcetyl dimonium phosphate (INCI Quatemium-44), INCI cocotrimonium methosulfate, INCI Quaternium-52.
  • customary conditioning agents can be used in combination with the polymers according to the invention in the shampoo formulations.
  • These include, for example, cationic polymers with the designation Polyquaternium according to INCI, for example copolymers of vinylpyrrolidone / N-vinylimidazolium salts (Luviquat TM FC, Luviquat TM HM, Luviquat TM MS, Luviquat TM Care, INCI: Polyquatemium-16, Polyquatemium-44 ), Copolymers of N-vinylpyrrolidone / dimethyl aminoethyl methacrylate, quaternized with diethyl sulfate (Luviquat TM PQ 11, INCI: polyquaternium-11), copolymers of N-vinylcaprolactam N-vinylpyrrolidone / N-vinylimidazolium salts (Luviquat TM Hold, INCI: polyquaternium-46); Copo
  • cationic starch derivatives (INCI: Starch Hydroxypropytrimonium Chloride, Com Starch Modified), cationic guar derivatives (INCI: Hydroxypropyl Guar Hydroxypropyltrimonium Chloride), cationic sunflower oil derivatives (INCI: Sunflowerseedamidopropyl Hydroxyethyldimonium Chloride), copolymers and methacrylate-acrylamide-chloroamidamide, acrylamide (INCI: Polyquatemium-53), Polyquatemium-32, Polyquatemium-28 and others.
  • Protein hydrolyzates can also be used, as well as conditioning substances based on silicone compounds, for example polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyether siloxanes or silicone resins.
  • silicone compounds for example polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyether siloxanes or silicone resins.
  • Other suitable silicone compounds are dimethicones, dimethicone derivatives or dimethicone copolyols (CTFA) and amino-functional silicone compounds such as amodimethicones (CTFA).
  • the template was heated to 78 ° C. under nitrogen gas and left at 78 ° C. for 15 minutes. Feed 1 was then metered in within 2 hours, and feed 2 was metered in over 2.5 hours. Polymerization was then continued for 2 hours and feed 3 was then metered in over 15 minutes.
  • the polymer A thus obtained had a solids content of 51.3%, a K value (1% in ethanol) of 39.1 and an acid number (mg KOH / g) of 80.1.
  • the product thus obtained had a solids content of 55.9%, a K value (1% in ethanol) of 37.1 and an acid number (mg KOH / g) of 81.6.
  • Comparative Example 1 The procedure for Comparative Example 1 was analogous to Example 1 (polymer A and silicone B). However, the two components were stirred at room temperature (20 ° C) for one hour.
  • the tests were carried out in a climate room at 20 ° C and 65% rel. Moisture carried out using a tension / pressure tester. The lock of hair was placed symmetrically on two cylindrical rollers of the sample holder. Exactly in the middle, the strand was bent 40 mm from above with a rounded stamp (breaking the polymer film). The force required for this was measured with a load cell (50 N) and given in Newtons.
  • the curl was hung at one end and the curl length (Lo) was measured.
  • the curl was placed in a climatic chamber (25 ° C, 90% relative humidity) and its length (Lt) measured after 15, 30, 60 and 90 minutes, as well as after 2, 3, 4, 5 and 24 hours.
  • the test was carried out on at least 5 strands of hair.
  • Lt length of hair after climatic treatment
  • Table 1 shows the values of the flexural strength and curl retention of Example 1 and Comparative Example 1.
  • the bending stiffness of the polymeric product according to the invention is significantly higher than that of the comparative example while maintaining the curl retention properties.
  • Prapellant 152a e.g. Dymel 152a from DuPont
  • Hydrolized Wheat Protein e.g. Cropesol WT from Croda, Inc.
  • stearic acid e.g. Emersol 120 TM from Henkel
  • Phase C 0.50% phenoxyethanol (e.g. Phenoxetol TM from Nipa-Hardwicke)

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Abstract

L'invention concerne des produits polymères obtenus par mélange de (A) produits de polymérisation, obtenus par polymérisation radicalaire de (A-1) monomères éthyléniquement insaturés en présence de (A-2) polyalkylène glycol insaturé avec (B) des silicones à une température dépassant 30 DEG C. La présente invention porte également sur un procédé pour réaliser ces produits polymères et sur leur utilisation dans des préparations cosmétiques, notamment pour les soins capillaires.
EP04713054A 2003-03-07 2004-02-20 Produits polymeres et leur utilisation dans des preparations cosmetiques Withdrawn EP1603960A2 (fr)

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DE2003111120 DE10311120A1 (de) 2003-03-12 2003-03-12 Polymere Produkte und ihre Verwendung in kosmetischen Zubereitungen
DE10311120 2003-03-12
PCT/EP2004/001672 WO2004078810A2 (fr) 2003-03-07 2004-02-20 Produits polymeres

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DE102005007059A1 (de) * 2005-02-15 2006-08-24 Röhm GmbH & Co. KG Teilneutralisiertes anionisches (Meth)acrylat-Copolymer
DE102009031432A1 (de) * 2009-07-01 2011-01-05 Henkel Ag & Co. Kgaa Kompaktes Haarspray
DE102011086516A1 (de) 2011-11-17 2013-05-23 Evonik Degussa Gmbh Superabsorbierende Polymere mit schnellen Absorptionseigenschaften sowieVerfahren zu dessen Herstellung
DE102011089168A1 (de) * 2011-12-20 2013-06-20 Henkel Ag & Co. Kgaa Mittel zur temporären Verformung keratinischer Fasern auf Grundlage einer Kombination spezifischer filmbildender Polymere
CN113977723A (zh) 2014-05-02 2022-01-28 奥麟木材保护有限公司 木材防腐剂组合物
US20190037838A1 (en) * 2016-02-02 2019-02-07 Evonik Degussa Gmbh Powdery formulations with surface active substances on solid, water-soluble carriers, method for the production and use thereof

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