WO2006106112A2 - Utilisation de copolymeres contenant du polyisobutene dans des preparations pour la toilette, la douche et le bain - Google Patents

Utilisation de copolymeres contenant du polyisobutene dans des preparations pour la toilette, la douche et le bain Download PDF

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Publication number
WO2006106112A2
WO2006106112A2 PCT/EP2006/061332 EP2006061332W WO2006106112A2 WO 2006106112 A2 WO2006106112 A2 WO 2006106112A2 EP 2006061332 W EP2006061332 W EP 2006061332W WO 2006106112 A2 WO2006106112 A2 WO 2006106112A2
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Prior art keywords
acid
mol
oligomer
copolymer
alkyl
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PCT/EP2006/061332
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German (de)
English (en)
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WO2006106112A3 (fr
Inventor
Volker Wendel
Darijo Mijolovic
Matthias KLÜGLEIN
Hubertus Peter Bell
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Basf Aktiengesellschaft
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Publication of WO2006106112A2 publication Critical patent/WO2006106112A2/fr
Publication of WO2006106112A3 publication Critical patent/WO2006106112A3/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
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/91—Graft copolymers
    • 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
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/04—Anhydrides, e.g. cyclic anhydrides
    • C08F222/06—Maleic anhydride

Definitions

  • the present invention relates to the use of a) copolymers obtainable by copolymerization of
  • R 1 is Ci-C 30 -alkyl, linear or branched, phenyl or hydrogen
  • n is an integer from 1 to 200, optionally followed by contact with water, optionally mixed with b) at least one oligomer of branched or unbranched C 3 -C 10 -
  • Alkene where at least one oligomer has an average molecular weight M n in the range from 300 to 5000 g / mol, preferably up to 1200 g / mol, or is obtainable by OH-gomerization of at least 3 equivalents of C 3 -C 10 -alkene, in washing, shower and bath preparations.
  • the present invention relates to cosmetic compositions selected from washing, showering and bathing preparations containing the aforementioned components a) and optionally b).
  • washing, showering and bathing preparations comprise soaps of liquid to gel-like consistency, such as transparent soaps, luxury soaps, deodorants, cream soaps, baby soaps, skin protection soaps, abrasive soaps and syndets, pasty soaps, greases and washing pastes, liquid detergents, shower and bath preparations, such as washing lotions, shower baths and gels, bubble baths, oil baths and scrub preparations, shaving foams, lotions and creams understood.
  • shampoos and hair care products are not the subject of this invention.
  • cosmetic or dermatological compositions having a sun protection factor (SPF) of at least 4, as determined by the COLI PA method, are not the subject of this invention.
  • cleaning preparations which is used hereinafter, is synonymous with washing, showering or bathing preparations.Of course, compositions which are suitable at the same time for at least two purposes for washing, showering and bathing also fall under the term washing, showering or bathing preparations.
  • Cosmetic and / or dermatological cleaning preparations are usually applied in the form of a foam with water on the body parts to be cleaned.
  • the basis of almost all cosmetic or dermatological cleansing preparations are washing-active tensides.
  • Surfactants are amphiphilic substances that can dissolve organic, non-polar substances in water. They are characterized by an ambivalent behavior towards water and lipids.
  • the surfactant molecule contains at least one hydrophilic and one lipophilic group each, which allow attachment at the interface between these two classes of substances. In this way, surfactants provide a reduction in the surface tension of the water, the wetting of the skin, the ease of soil removal and dissolution, a gentle rinsing and, if desired, also for foam control. This provides the basis for the removal of dirt containing lipids.
  • detergent surfactants designed to cleanse the skin of greasy and water-soluble soil constituents also have a degreasing effect on the normal skin lipids.
  • interkomeocytic lipids and sebum components are also removed to varying degrees. This means that the natural water-lipid coat of the skin is disturbed with every wash. This can lead to a short-term change in the barrier function of the skin, especially with very strong degreasing, whereby, of course, the respective condition of the treated skin region on the changes shown is of considerable influence.
  • the thickness of the skin, the number of sebaceous and sweat glands and the associated sensitivity can vary considerably. Basically, accordingly, as a requirement for detergent surfactants that they are biologically as inactive to avoid undesirable side effects. They should develop their cleansing effect with optimal mildness, best skin compatibility and low degreasing.
  • a number of cleaning compositions for example shower oils, are known which can be used for the simultaneous cleansing and moisturizing of the skin. Refatting cleaning compositions based on emulsions are also known.
  • EP-A1 166 772 describes cleaning emulsions having a high oil content.
  • compositions on the skin are unsatisfactory.
  • Most viscous, hydrophobic compositions are relatively difficult to distribute on the (wetted with water) skin;
  • compositions are unstable at salt contents> 1% by weight;
  • the moisturizing effect is deficient;
  • the cleaning compositions simultaneously and relatively non-selectively remove the (lipophilic) dirt on the skin as well as the skin's own lipids;
  • the prior art compositions often consist of numerous components since they can only be made sufficiently stable and cosmetically acceptable.
  • the object of the present invention was to eliminate or at least reduce the aforementioned deficiencies of the prior art.
  • Compositions based on as few starting materials as possible should be developed, their spreadability and stability should be improved, their lipid-replenishing action should be increased, their selectivity increased in the removal of lipophilic constituents, which reduce skin irritation by virtue of the lower number of components.
  • washing, showering and bathing preparations in the preparation of which the desired oil and / or fat components can be incorporated in a simple manner into the aqueous phase and which have washing activity even without the addition of further surfactants ,
  • (C) optionally at least one ⁇ -olefin having up to 24, preferably having up to 16 C atoms,
  • R 1 is Ci-C 30 -alkyl, linear or branched, phenyl or hydrogen
  • n is an integer from 1 to 200, optionally followed by contact with water, optionally mixed with
  • At least one oligomer of branched or unbranched C 3 -C 10 -alken wherein at least one oligomer has an average molecular weight M n in the range of 300 to 5000 g / mol, preferably up to 1200 g / mol or by oligomerization of at least 3 equivalents C 3 -C 10 -alkene is available,
  • cosmetic compositions selected from the group consisting of washing, showering and bathing preparations.
  • Copolymer a) is obtainable by preferably free-radical copolymerization of
  • a 1 is C 2 -C 2 o-alkylene, identical or different
  • R 1 is C 1 -C 30 -alkyl, linear or branched, phenyl or hydrogen, n is an integer from 1 to 200, where the carboxyl groups of the copolymer a) may be at least partially esterified or amidated, and optionally subsequent contact with water ,
  • Suitable oligomers (B) and b) are oligomers of propylene or unbranched or preferably branched C 4 -C 10 -olefins, where at least one oligomer has an average molecular weight M n in the range from 300 to 5000 g / mol, preferably up to 1200 g / mol or is obtainable by oligomerization of at least 3 equivalents of C 3 - C 1o -alken .
  • Examples are oligomers of propylene, isobutene, 1-pentene, 2-methylbutene-1, 1-hexene, 2-methylpentene-1, 2-methylhexene-1, 2,4-dimethyl-1-hexene, diisobutene (mixture of 2,4,4-trimethyl-1-pentene and 2,4,4-trimethyl-2-pentene), 2-ethylpentene-1, 2-ethylhexene-1 and 2-propylheptene-1, 1-octene, 1-decene and 1-dodecene, very particularly preferred are oligomers of isobutene, diisobutene and 1-dodecene.
  • the oligomers (B) or b) have an ethylenically unsaturated group which may be in the form of a vinyl, vinylidene or alkylvinylidene group. Also co-oligomers of the abovementioned olefins with one another or with up to 20 wt .-%, based on (B) or b), vinyl aromatics such as styrene and ⁇ -methyl styrene, such as 2-, 3- and 4-methylstyrene and 4-tert-butylstyrene are suitable.
  • Particularly preferred oligomers (B) or b) are oligopropylene and oligoisobutenes having an average molecular weight M n up to 1200 g / mol, preferably in the range of
  • oligomers (B) and b) have a polydispersity M w / M ⁇ in the range from 1.1 to 10, preferably to 5 and particularly preferably from 1.5 to 1.8.
  • oligomers (B) and b) have a bimodal molecular weight distribution with a maximum of M n in the range of 500 to 1200 g / mol and a local maximum of M n in the range of 2000 to 5000 g / mol
  • Oligomer (B) may be the same or different from oligomer (b). In one embodiment of the present invention, oligomer (B) and oligomer (b) are the same.
  • Oligomers of C 4 olefins are preferably suitable as oligomer b).
  • the oligomers b) are hydrogenated oligomers of C 4 olefins.
  • Also particularly preferred as oligomers b) are, optionally hydrogenated, oligomers of 3, 4, 5, 6, 7 or 8 C 4 -olefin molecules.
  • Alpha-olefins having up to 16 carbon atoms and used as comonomer (C) are selected from propylene, 1-butene, isobutene, 1-pentene, 4-methylbut-1-ene, 1-hexene, diisobutene (mixture from 2 , 4,4-trimethyl-1-pentene and 2,4,4-trimethyl-2-pentene), 1-heptene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene and 1-hexadecene; particularly preferred are isobutene, diisobutene and 1-dodecene.
  • copolymer a) (A), (B) and optionally (C) used according to the invention can be copolymerized with one another for the preparation of the copolymer. It is also possible to copolymerize with one another for the preparation of inventive copolymer a) (A), (B) and, if appropriate, (C) and react with (E) or (A), (B) and, if appropriate, (C) and optionally a further comonomer ( D) copolymerize with one another, or (A) and (B) and optionally (C) and optionally a further comonomer (D) copolymerize with each other and optionally with (E) implement.
  • the compound (E) selected is at least one compound of the general formula Ia to Id, preferably Ia,
  • a 1 is C 2 -C 20 -alkylene, for example - (CH 2 ) 2 -, -CH 2 -CH (CH 3 ) -, - (CH 2 ) 3 -,
  • R 1 is phenyl
  • the groups A 1 can only be different if n is a number greater than 1 or if different compounds of the general formula I a to I d are used.
  • Alkoxylated C 2 - to C 30 -alcohols in particular fatty alcohol alkoxylates, oxoalko holalkoxylate or Guerbet alcohol alkoxylates, wherein the alkoxylation can be carried out with ethylene oxide, propylene oxide and / or butylene oxide, examples are
  • compound Ic can be reacted with alkylating agents such as, for example, halides or sulfates of the formula R 1 -Y with Y selected from Cl, Br and I or (R 1 ) 2 SO 4 .
  • alkylating agents such as, for example, halides or sulfates of the formula R 1 -Y with Y selected from Cl, Br and I or (R 1 ) 2 SO 4 .
  • alkylating agents such as, for example, halides or sulfates of the formula R 1 -Y with Y selected from Cl, Br and I or (R 1 ) 2 SO 4 .
  • mixtures of different components (E), for example of the formula Ia are used.
  • those mixtures of compounds of the formula Ia in which, based in each case on the mixture, at least 95 mol%, preferably at least 98 mol% to at most 99.8 mol%, of R 1 is C 1 -C 5 -alkyl and at least 0.2 mol% and at most 5 mol%, preferably at most 2 mol% of hydrogen.
  • the reaction mixture is contacted after the preferably free-radical copolymerization and, if appropriate, the reaction with (E) with water, the water still containing Bronsted acid or preferably Bronsted acid.
  • Base may contain.
  • Bronsted acids are sulfuric acid, hydrochloric acid, tartaric acid and citric acid.
  • Br ⁇ nsted base examples include alkali metal hydroxides such as NaOH and KOH, alkali metal carbonate such as Na 2 CO 3 and K 2 CO 3 , alkali metal hydrogencarbonate such as NaHCO 3 and KHCO 3 , ammonia, amines such as trimethylamine, triethylamine, diethylamine, ethanolamine, N, N-diethanolamine, N, N, N-triethanolamine, N-methylethanolamine.
  • the one or more monomers (D) which can optionally be used for the preparation of the copolymer (a) used according to the invention are different from (A), (B) and (C).
  • Preferred monomers (D) are:
  • C 1 -C 20 -alkyl-vinyl ethers such as methyl-vinyl ether, ethyl-vinyl ether, n-propyl-vinyl ether, iso-propyl-vinyl ether, n-butyl-vinyl ether, isobutyl-vinyl ether, 2-ethylhexyl-vinyl ether or n- octadecyl vinyl ether;
  • N-vinyl derivatives of nitrogen-containing aromatic compounds preferably N-vinylimidazole, 2-methyl-1-vinylimidazole, N-vinyloxazolidone, N-vinyltriazole, 2-vinylpyridine, 4-vinylpyridine, 4-vinylpyridine-N-oxide, N-vinylimidazoline , N-vinyl-2-methylimidazoline, ⁇ , ⁇ -unsaturated nitriles such as acrylonitrile,
  • Phosphate-, phosphonate-, sulphate- and sulphonate-containing comonomers such as, for example, [2- ⁇ (meth) acryloyloxy ⁇ -ethyl] -phosphate, 2- (meth) acrylamido-2-methyl-1-propanesulfonic acid; ⁇ -olefins, linear or branched, having 18 to 40 carbon atoms, preferably having up to 24 carbon atoms, for example 1-octadecene, 1-eicosene, Ot-C 22 H 44 , Ot-C 24 H 48 and mixtures of the aforementioned ⁇ -olefins ,
  • the variables are defined as follows:
  • R 2 , R 3 are identical or different and selected from unbranched or branched C 1 -C 5 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert.
  • R 4 is identical or different and C 1 -C 22 -alkyl, branched or unbranched, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n - Pentyl, iso-pentyl, sec-pentyl, neo-pentyl, 1, 2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, n-heptyl, n-octyl, n-nonyl , n-decyl, n-dodecyl, n-
  • eicosyl particularly preferably C 1 -C 4 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl; or more preferably hydrogen;
  • R 5 is hydrogen or methyl
  • x is an integer in the range of 2 to 6, preferably 3 to 5
  • y is an integer selected from 0 or 1, preferably 1;
  • a is an integer in the range of 0 to 6, preferably in the range of 0 to 2;
  • R 6 , R 7 are identical or different and selected from hydrogen, unbranched or branched C 1 -C 10 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl , n-pentyl, iso-pentyl, sec-pentyl, neo-pentyl, 1, 2
  • X is oxygen or NR 4 ;
  • R 10 , R 11 are each independently hydrogen, methyl or ethyl, preferably R 10 and R 11 are each hydrogen;
  • a 2 , A 3 are identical or different and C 2 -C 20 -alkylene, for example - (CH 2 ) 2 -,
  • a 4 dC ⁇ o-alkylene for example -CH 2 -, -CH (CH 3 )., -CH (C 6 H 5 ) -, -C (CHg) 2 -,
  • Examples of selected compounds of the formula III are (meth) acrylamides, such as acrylamide, N-methylacrylamide, N, N-dimethylacrylamide, N-ethylacrylamide, N-
  • Exemplary selected compounds of the formula IV a are N-vinylcarboxamides such as N-vinylformamide, N-vinyl-N-methylformamide, N-vinylacetamide or N-vinyl-N-methylacetamide; Exemplary selected representatives of compounds of formula IV b are N-vinylpyrrolidone, N-vinyl-4-piperidone and N-vinyl- ⁇ -caprolactam.
  • Selected examples of compounds of the formula VI are (meth) acrylate esters and amides such as N, N-dialkylaminoalkyl (meth) acrylates or N 1 N-dialkylaminoalkyl (meth) acrylamides;
  • Examples are N, N-dimethylaminoethyl acrylate, N, N-dimethylaminoethyl methacrylate, N, N-diethylaminoethyl acrylate, N 1 N- diethylaminoethyl methacrylate, N, N-dimethylaminopropyl acrylate, N 1 N- dimethylaminopropyl methacrylate, N, N-diethylaminopropyl acrylate, N 1 N- diethylaminopropyl, 2- (N, N-dimethylamino) ethyl acrylamide, 2- (N 1 N-dimethylamino) ethyl methacrylamide,
  • Illustratively selected compounds of the formula VII are vinyl acetate, allyl acetate, vinyl propionate, vinyl butyrate, vinyl 2-ethylhexanoate or vinyl laurate.
  • Exemplary selected vinylaromatic compounds of the general formula VIII are ⁇ -methylstyrene, para-methylstyrene and in particular styrene.
  • Very particular preference is given to using as comonomer (D): acrylic acid, 1-octadecene, methacrylic acid, methyl acrylate, methyl methacrylate, acrylamide, vinyl n-butyl ether, vinyl isobutyl ether, styrene, N-vinylformamide, N-vinylpyrrolidone, 1-vinylimidazole and 4-vinylpyridine.
  • the copolymers a) may optionally be (C) and, if appropriate, (D) block copolymers, alternating copolymers or random copolymers, alternating copolymers being preferred.
  • the anhydride groups of copolymer a) after the polymerization are completely or partially hydrolyzed and optionally neutralized. In one embodiment of the present invention, the anhydride groups of copolymer a) after the copolymerization are present as anhydride groups.
  • the molar ratios of copolymer used in accordance with the invention are
  • (D) 0 to 70 mol%, preferably 1 to 50 mol%, in each case based on copolymer, wherein the sum of (A), (B), (C) and (D) gives 100 mol%, and
  • a weight ratio of oligomer b) to copolymer a) is selected in the range from 0.1: 1 to 100: 1, preferably from 0.5: 1 to 10: 1. In another embodiment, a weight ratio of oligomer (b) to copolymer a) is selected in the range from 1: 1 to 100: 1, preferably from 10: 1 to 50: 1.
  • copolymers a) used according to the invention and their mixtures with oligomer b) and preparation are described in the German patent applications with the file references DE 10353557.8, DE 10355402.5 and DE 10345094.7, to which reference is hereby made in their entirety.
  • the copolymers a) of (A), (B) and optionally (C) and (D) used according to the invention have an average molecular weight M w in the range from 1000 g / mol to 50,000 g / mol, preferably 1,500 g / mol to 25,000 g / mol, determined, for example, by gel permeation chromatography using dimethylacetamide as solvent and polymethyl methacrylate as standard.
  • Copolymers a) of (A), (B) and optionally (C) and (D) and (E) used according to the invention may relate to (A), (B) and optionally (C) and (D) block copolymers, alternating copolymers or random copolymers, preference being given to alternating copolymers.
  • the polydispersity MJM n of copolymers of (A), (B) and optionally (C) and (D) and (E) used according to the invention as copolymer a) is generally in the range from 1.1 to 20, preferably from 2 to 10 ,
  • copolymers of (A), (B) and optionally (C) and (D) and (E) used according to the invention as copolymer A) have K values according to Fikentscher in the range from 5 to 100, preferably 8 to 30 (measured according to H. Fikentscher at 25 0 C in cyclohexanone and a polymer concentration of 2 wt .-%).
  • copolymers a) used in accordance with the invention may comprise unpolymerized comonomer (B), for example in proportions of from 1 up to 50% by weight, based on the total weight of copolymer a).
  • the starting materials are (A), (B) and optionally (C) and (D ), which are preferably copolymerized with each other radically and optionally reacted with (E).
  • the reaction with (E) may, if desired, be carried out before, during and after the copolymerization. During or preferably after the copolymerization, it is possible to contact with water. But you can dispense with the contact with water for the production of copolymer used according to the invention a).
  • a free radical copolymerization of (A), (B) and optionally (C) and (D) is carried out first and then reacted with (E).
  • the radical copolymerization of (A), (B), and optionally (C) and (D) is carried out in the presence of the entire amount or proportions of the compound (E) to be used.
  • first (A) and optionally (D) are reacted with (E) and then free-radically copolymerized with (B) and optionally (C).
  • the total amount of (E) is calculated such that starting from a complete reaction of (E) and up to 50 mol%, preferably 1 to 30 mol%, particularly preferably 2 to 20 mol% (E), based on all carboxyl groups of the copolymer used.
  • all carboxyl groups contained in the polymer is understood as meaning those carboxyl groups of copolymerized comonomers (A) and optionally (D) which are present as anhydride, as C 1 -C 4 -alkyl ester or as carboxylic acid ,
  • the free-radical copolymerization is advantageously started by initiators, for example peroxides or hydroperoxides.
  • Suitable peroxides or hydroperoxides are di-tert-butyl peroxide, tert-butyl peroctoate, tert-butyl perpivalate, tert-butyl per-2-ethylhexanoate, tert-butyl permalate, tert-butyl perisobutyrate, benzoyl peroxide, diacetyl peroxide, succinic peroxide, p Chlorobenzoyl peroxide, dicyclohexyl peroxide dicarbonate, exemplified.
  • redox initiators is also suitable, for example combinations of hydrogen peroxide or sodium peroxodisulfate or one of the abovementioned peroxides with a reducing agent.
  • Suitable reducing agents are, for example, ascorbic acid, tartaric acid, Fe (II) salts such as FeSO 4 , sodium bisulfite, potassium bisulfite.
  • Suitable initiators are also azo compounds such as 2,2'-azobis (isobutyronitrile), 2,2'-azobis (2-methylpropionamidine) dihydrochloride and 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile).
  • initiator is used in amounts of 0.1 to 20 wt .-%, preferably 0.2 to 15 wt .-%, calculated on the mass of all comonomers.
  • the copolymerization can be carried out in the presence or absence of solvents and precipitants.
  • solvents for the radical copolymerization are polar acid anhydride inert solvents such as e.g. Acetone, tetrahydrofuran and dioxane.
  • Suitable precipitants are, for example, toluene, ortho-xylene, meta-xylene and aliphatic hydrocarbons.
  • Suitable solvents are understood to mean substances which are inert under the conditions of the copolymerization and the esterification or amidation, in particular aliphatic and aromatic hydrocarbons such as, for example, cyclohexane, n-heptane, isododecane, benzene, toluene, ethylbenzene, xylene as isomer mixture, meta-xylene, ortho -xylene.
  • reaction with (E) without acidic catalyst or dispensed with the reaction with (E)
  • solvents selected from ketones such as acetone, methyl ethyl ketone, or cyclic or non-cyclic ethers such as tetrahydrofuran or di-n-butyl ether.
  • the copolymerization and optionally the reaction with (E) is preferably carried out in the absence of oxygen, for example in a nitrogen or argon atmosphere, preferably in a stream of nitrogen.
  • a mixture of (E) and (A) is added and initiator is added and simultaneously (B) and optionally (C) and (D). It is preferred to add (B) and optionally (C) and optionally (D) in the manner of a feed process.
  • a mixture of (E) and (A) is provided and initiator and simultaneously (B) and optionally (C) and (D) in the manner of a feed process, wherein initiator, (B) and optionally (C ) and (D) are each dissolved in (E).
  • a mixture of (E) and (A) is provided and gives initiator and (B), (C) and (D) in the manner of a feed process, wherein the feed rates of (B), (C) and (D) are chosen differently.
  • a mixture of (E) and (A) is provided and gives initiator and (B), (C) and (D) in the manner of a feed process, wherein the feed rates of (B), (C) and (D) are chosen the same.
  • (A) and, if appropriate, (D) are added and initiator and (B) and, if appropriate, (C) are added in the manner of a feed process and are then reacted with (E), if appropriate.
  • (A) is introduced and initiator, (B) and optionally (C) and (D) are added in the manner of a feed process and subsequently reacted with (E), if appropriate.
  • (A) and (B) are introduced, and initiator and, if appropriate, (C) are added in the manner of a feed process and are then reacted with (E), if appropriate.
  • (B) and optionally (C) and (D) are added and initiator and (A) added in the manner of a feed process and subsequently reacted with (E), if appropriate.
  • (B) and, if appropriate, (C) are added and initiator (A) and, if appropriate, (D) are added in the manner of a feed process and are then reacted with (E) if appropriate.
  • (B) and, if appropriate, (D) are added and initiator (A) and, if appropriate, (C) are added in the manner of a feed process and are then reacted with (E) if appropriate.
  • (A), (B) and optionally (C) and (E) are added, and initiator and (D) are added in the manner of a feed process.
  • (A), (B) and optionally (E) may also be presented in a solvent.
  • additional initiator is added during the addition of (B), (C) and optionally (D).
  • additional initiator is added during the addition of (A) and optionally (D).
  • the temperature for the copolymerization of (A), (B) and optionally (C) and (D) in the range of 80 to 300 0 C, preferably 90 to 200 0 C.
  • the pressure is for example in the range of 1 to 15 bar, preferably 1 to 10 bar.
  • regulators for example C 1 - to C 4 -aldehydes, formic acid and compounds containing organic SH groups, such as 2-mercaptoethanol, 2-mercaptopropanol, mercaptoacetic acid, tert-butylmercaptan, n-dodecylmercaptan.
  • Polymerization regulators are generally used in amounts of from 0.1 to 10% by weight, based on the total mass of the comonomers used. Preference is given to working without the use of controllers.
  • polymerization inhibitor can be advantageously with (B) and optionally dosed (C) and (D). Suitable amounts of polymerization inhibitor are 0.01 to 1 wt .-%, preferably 0.05 to 0.5 wt .-%, calculated on the mass of all comonomers. The addition of a polymerization inhibitor is particularly preferred when the copolymerization at temperatures above 80 0 C is carried out.
  • optionally (E) and optionally initiator can be allowed to react.
  • the duration of the free radical copolymerization is generally 1 to 12 hours, preferably 2 to 9 hours, particularly preferably 3 to 6 hours.
  • the duration of the reaction with (E) can be 1 to 12 hours, preferably 2 to 9 hours, particularly preferably 3 to 6 hours. If the preparation of (a) is carried out by copolymerizing (A), (B) and optionally (C) and (D) in the presence of the total amount of (E), the reaction time is from 1 to 12 hours in total , preferably 2 to 10 hours, more preferably 3 to 8.
  • catalysts in particular acidic catalysts such as e.g. Sulfuric acid, methanesulfonic acid, p-toluenesulfonic acid, n-dodecylbenzenesulfonic acid, hydrochloric acid or acidic ion exchangers.
  • reaction with (E) is carried out in the presence of an entraining agent which forms an azeotrope with water which may be formed during the reaction.
  • the further step of separating unreacted (E) from the copolymers produced can be dispensed with.
  • copolymers are used together with a certain percentage of unreacted (E) for the treatment of fibrous substrates.
  • copolymerization of (A), (B) and optionally (C) and (D) gives copolymers.
  • the resulting copolymers can be subjected to purification by conventional methods, for example, reprecipitation or extractive removal of unreacted monomers. If a solvent or precipitant has been used, it is possible to remove it after completion of the copolymerization, for example by distillation.
  • the copolymer prepared as described above can be contacted with water, specifically the amount of added water is calculated so as to obtain a dispersion according to the invention which has a water content in the range from 30 to 99.5% by weight. , Have based on the total mass of aids.
  • the water may still contain Bronsted acid or preferably Bronsted base. Examples of Bronsted acids are sulfuric acid, hydrochloric acid, tartaric acid and citric acid.
  • Bronsted base examples include alkali metal hydroxides such as NaOH and KOH, alkali metal carbonates such as Na 2 CO 3 and K 2 CO 3 , alkali metal hydrogencarbonate such as NaHCO 3 and KHCO 3 , ammonia, amines such as trimethylamine, triethylamine, diethylamine, Ethanolamine, N, N-diethanolamine, N 1 N 1 N-triethanolamine, N-methylethanolamine.
  • concentration of Bronsted acid or preferably Bronsted base is generally from 1 to 20% by weight, based on the sum of water and Bronsted acid or water and Bronsted base.
  • the carboxylic acid anhydride groups present in the copolymer can be partially or completely hydrolyzed.
  • water which optionally Bronsted acid or, preferably, Bronsted base
  • water which optionally Bronsted acid or, preferably, Bronsted base
  • water wherein the water may still contain Bronsted acid or preferably Bronsted base, is initially introduced at 50 to 100 ° C. and optionally admixed to a copolymer heated to 50 to 120 ° C. in the manner of a feed process.
  • copolymer at 50 to 120 0 C before and are added by a feed method the optionally up to 100 0 C was heated to 50 water, the water still Bronsted acid or preferably Bronsted base may contain.
  • a mixture of water wherein the water may still contain Bronsted acid or preferably Bronsted base and nonionic surfactant, at 50 to 100 ° C before and gives in the manner of a feed optionally to 50 bis 120 0 C heated copolymer too.
  • Suitable nonionic surfactants are, for example, multiply, preferably 3 to 30 times, alkoxylated C 12 -C 30 alkanols.
  • copolymer at 50 to 120 0 C before and are added by a feed method the optionally 50 to 100 0 C heated mixture to water, said water still contain Bronsted acid or preferably Bronsted base and nonionic surfactant
  • a non-ionic surfactant is, for example, several times, preferably 3 to 30-fold alkoxylated C 12 -C 30 alkanol in question.
  • copolymers described above are usually in the form of aqueous dispersions or aqueous solutions or in bulk.
  • Aqueous dispersions and solutions of copolymers described above are also the subject of the present invention. From novel aqueous dispersions and solutions, copolymers according to the invention can be isolated by methods known per se to those skilled in the art, for example by evaporation of water or by spray-drying.
  • Copolymer a) is present in the compositions according to the invention in an amount of from 0.1 to 15% by weight, preferably from 1 to 10, particularly preferably from 2 to 6% by weight, based on the weight of the composition. If the copolymer is mixed with oligomer b) in the composition, the weight ratio of oligomer b) to copolymer a) in one embodiment of the invention is preferably from 1:10 to 3: 1, more preferably from 1: 5 to 2: 1 and most preferably from 1: 2 to 1.5: 1.
  • washing, showering and bathing preparations comprise soaps of liquid to gel-like consistency, such as transparent soaps, luxury soaps, deodorants, cream soaps, baby soaps, skin protection soaps, abrasive soaps and syndets, pasty soaps, greases and washing pastes, liquid detergents, shower and bath preparations, such as washing lotions, shower baths and gels, bubble baths, oil baths and scrub preparations, shaving foams, lotions and creams understood.
  • Means for cleaning and care of the hair, such as shampoos, are not the subject of the present invention.
  • novel compositions comprising copolymer a), optionally mixed with oligomer b), already have washing activity without the addition of further surfactants.
  • compositions according to the invention in addition to copolymer a), which is optionally mixed with oligomer b), the compositions according to the invention also contain at least one oil and / or fatty phase. In a preferred embodiment of the invention, in addition to copolymer a), which is optionally mixed with oligomer b), the compositions according to the invention also contain at least one surfactant.
  • compositions according to the invention in addition to copolymer a), which is optionally mixed with oligomer b), also contain at least one oil and / or fatty phase and one surfactant.
  • anionic, cationic, nonionic and / or amphoteric surfactants are used as surfactants.
  • Preferred in the invention are ionic surfactants, i. anionic, cationic and / or amphoteric surfactants used.
  • Advantageous washing-active anionic surfactants for the purposes of the present invention are acylamino acids and their salts, such as
  • Sarcosinates for example myristoyl sarcosine, TEA-lauroyl sarcosinate, sodium lauroyl sarcosinate and sodium cocoyl sarcosinate, sulfonic acids and their salts, such as
  • Acyl isethionates for example sodium or ammonium cocoyl isethionate
  • Sulfosuccinates for example dioctyl sodium sulphosuccinate, disodium laureth sulphosuccinate, disodium lauryl sulphosuccinate and disodium undecylenamido MEA sulphosuccinate, disodium PEG-5 lauryl citrate sulphosuccinate and derivatives, and sulfuric acid esters, such as
  • Alkyl ether sulfate for example sodium, ammonium, magnesium, MIPA, TIPA laureth sulfate, sodium myreth sulfate and sodium C 12-1 3 pareth sulfate,
  • Alkyl sulfates for example sodium, ammonium and TEA lauryl sulfate.
  • Further advantageous anionic surfactants are taurates, for example sodium lauroyl taurate and sodium methyl cocoyl taurate.
  • Ether carboxylic acids for example sodium laureth-13 carboxylate and sodium PEG-6 cocamide carboxylate, sodium PEG-7 olive oil carboxylate
  • organophosphate and salts such as DEA oleth-10 phosphate and dilaureth-4 phosphate, - alkylsulfonates, for example sodium, sodium C 12 - M sulfonate olefin, sodium lauryl sulfoacetate and magnesium PEG-3 cocamide sulfate,
  • Acylglutamates such as di-TEA-palmitoylaspartate and sodium caprylic / capric glutamate,
  • Acyl peptides for example palmitoyl hydrolyzed milk protein, sodium cocoyl-hydrolyzed soy protein and sodium / potassium cocoyl-hydrolyzed collagen, as well as carboxylic acids and derivatives, such as For example, lauric acid, aluminum stearate, magnesium alkoxide and Zinismecy- lenat, ester carboxylic acids, for example, calcium stearoyl lactylate, laureth-6 citrate and sodium PEG-4 Lauramidcarboxylat
  • Advantageous washing-active cationic surfactants for the purposes of the present invention are quaternary surfactants.
  • Quaternary surfactants contain at least one N atom covalently linked to 4 alkyl or aryl groups.
  • alkylbetaine, alkylamidopropylbetaine and alkylamidopropylhydroxysultaine are advantageous.
  • Further advantageous cationic surfactants in the context of the present invention are further quaternary surfactants.
  • washing-active amphoteric surfactants for the purposes of the present invention are acyl / dialkylethylenediamines, for example sodium acylamphoacetate, disodium alophphodipropionate, disodium alkylamphodiacetate, sodium acylamphohydroxypropylsulphonate, disodium acylamphodiacetate, sodium acylamphopropionate, and N-coconut fatty acid amidoethyl-N-hydroxyethylglycinate sodium salts.
  • acyl / dialkylethylenediamines for example sodium acylamphoacetate, disodium alophphodipropionate, disodium alkylamphodiacetate, sodium acylamphohydroxypropylsulphonate, disodium acylamphodiacetate, sodium acylamphopropionate, and N-coconut fatty acid amidoethyl-N-hydroxyethylglycinate sodium salts.
  • amphoteric surfactants are N-alkylamino acids, for example aminopropylalkylglutamide, alkylaminopropionic acid, sodium alkylimidodipropionate and lauroamphocarboxyglycinate.
  • Alkanolamides such as cocamide MEA / DEA / MIPA
  • ethers for example ethoxylated alcohols, ethoxylated lanolin, ethoxylated polysilane Loxane, propoxylated POE ethers, alkyl polyglycosides, such as lauryl glucoside, decyl glycoside and cocoglycoside, glycosides with an HLB value of at least 20 (for example, BEI sil ® SPG 128V (Wacker)).
  • nonionic surfactants are alcohols and amine oxides, such as cocoamidopropylamine oxide. It is advantageous to choose the detergent surfactant (s) according to the invention from the group of surfactants which have an HLB value of more than 25, particularly advantageous are those which have an HLB value of more than 35. It is inventively advantageous if one or more of these surfactants in a concentration of 1 to 30% by weight, preferably in a concentration of 5 to 25% by weight and most preferably in a concentration of 10 to 20% by weight, respectively based on the total weight of the composition is used.
  • polysorbates may advantageously be incorporated into the composition as washing-active agents.
  • advantageous polysorbates are the
  • compositions according to the invention preferably contain further oils, fats or waxes.
  • a particular advantage of the present invention is that when using Copolymer a) optionally mixed with oligomer b) the required amount of other oils, fats or waxes can be significantly lower than usual, the application properties at least equally well or even are better.
  • Ingredients of the oil and / or fat phase of the composition according to the invention are advantageously selected from the group of lecithins and fatty acid triglycerides, namely the triglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 8 to 24, in particular 12 to 18 C. -atoms.
  • the fatty acid triglycerides can be selected, for example, advantageously from the group of synthetic, semisynthetic and natural oils, such as olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, castor oil, wheat germ oil, grape seed oil, thistle oil, evening primrose oil, macadamia nut oil and such more.
  • synthetic, semisynthetic and natural oils such as olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, castor oil, wheat germ oil, grape seed oil, thistle oil, evening primrose oil, macadamia nut oil and such more.
  • polar oil components can be selected from the group of esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms and from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols of a chain length of 3 to 30 carbon atoms.
  • ester oils can then be advantageously selected from the group isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, 2 Octyl dodecyl palmitate, oleyl oleate, oleylureacate, erucyl oleate, erucyl erucate dicaprylyl carbonate (Cetiol CC) and cocoglycerides (Myritol 331), butylene glycol dicaprylate / dicaprate and dibut
  • one or more olefin components can advantageously be selected from the group of branched and unbranched hydrocarbons and waxes, the SiI-konöle, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols.
  • any mixtures of such oil and wax components are also advantageous to use in the context of the present invention. It may also be advantageous to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
  • the olefin component is advantageously selected from the group consisting of 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, C12-15-alkyl benzoate, caprylic capric acid triglyceride, dicaprylyl ether.
  • Advantageous according to the invention are mixtures of C 12-15 -alkyl benzoate and 2-
  • Ethylhexyl isostearate mixtures of C12-15 alkyl benzoate and isotridecyl isononanoate and mixtures of C12-15 alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
  • Particular preference is given according to the invention to fatty acids triglycerides, in particular soybean oil and / or almond oil, as oils having a polarity of from 5 to 50 mN / m.
  • paraffin oil squalane, squalene and in particular (optionally hydrogenated) polyisobutenes in the context of the present invention.
  • the oil phase can advantageously be chosen from the group of Guerbet alcohols.
  • Guerbet alcohols are named after Marcel Guerbet, who first described their production. They arise according to the reaction equation
  • Guerbet alcohols are fluid even at low temperatures and cause virtually no skin irritation.
  • they can be used as greasing, overfatting and also moisturizing ingredients in cosmetic compositions.
  • R 1 and R 2 are generally unbranched alkyl radicals.
  • the Guerbet alcohol or alcohols are selected from among
  • R 1 propyl, butyl, pentyl, hexyl, heptyl or octyl and
  • R 2 hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl or tetradecyl.
  • preferred Guerbet alcohols are (commercially available, for example as lsofol ® 12 (Condea)) 2-butyloctanol and 2-hexyl decanol (for example commercially available as iso- fol ® 16 (Condea)).
  • Guerbet alcohols according to the invention are also advantageously usable according to the invention, for example mixtures of 2-butyloctanol and
  • Hexyl decanol for example as lsofol ® 14 (Condea) commercially available.
  • polydecenes are the preferred substances.
  • the oil component may further contain cyclic or linear content
  • Silicone oils or consist entirely of such oils, although it is preferred to use an additional content of other oil phase components except the silicone oil or silicone oils.
  • Low molecular weight silicones or silicone oils are generally characterized by the following general
  • silicon atoms can be substituted with identical or different alkyl radicals and / or aryl radicals, which are here generalized by the radicals R 1 to R 4 .
  • the number of different radicals is not necessarily limited to 4, n may assume values of 3/2 to 20. Broken values for n take into account that odd numbers of siloxyl groups may be present in the cycle.
  • phenyltrimethicone is chosen as the silicone oil.
  • Other silicone oils for example dimethicone, hexamethylcyclotrisiloxane, phenyldimethicone, cyclomethicone (for example decamethylcyclopentasiloxane), hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane), cetyldimethicone, behenoxydimethicone, are also to be used advantageously in the context of the present invention. Also advantageous are mixtures of cyclomethicone and Isotridecylisononanoat, and those of cyclomethicone and 2-Ethylhexylisostearat.
  • silicone oils of similar constitution to the compounds described above, whose organic side chains are derivatized, for example polyethoxylated and / or polypropoxylated.
  • these include, for example polysiloxane polyalkyl-polyether copolymers such as cetyl dimethicone copolyol.
  • cyclomethicone octamethylcyclotetrasiloxane
  • Fat and / or wax components which can advantageously be used according to the invention can be selected from the group of vegetable waxes, animal waxes, mineral waxes and petrochemical waxes.
  • Candelilla wax, carnauba wax, Japan wax, Esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugarcane wax, berry wax, ouricury wax, montan wax, jojoba wax, shea butter, beeswax, shellac wax, spermaceti, lanolin (wool wax), crepe fat, ceresin, ozokerite are advantageous, for example (Ground wax), paraffin waxes and micro waxes.
  • fat and / or wax components are chemically modified waxes and synthetic waxes, such as Syncrowax ® (glyceryl tribehenate), and Syncrowax ® AW 1 C - waxes (C 18 36 fatty acid) as well as Montanesterwachse, sasol, hydrogenated jojoba , synthetic or modified beeswaxes (z. B. dimethicone copolyol beeswax and / or C 3 o. 5 -alkyl beeswax), cetyl ricinoleates leate such as Tegosoft ® CR, polyalkylene waxes, polyethylene glycol waxes, but also chemically modified fats such. B.
  • hydrogenated vegetable oils for example, hydrogenated castor oil and / or hydrogenated Cocosfettglyceride
  • triglycerides such as hydrogenated soy glyceride, trihydroxystearin, fatty acids, fatty acid esters and glycol kolester such as C 20-4O -AI kylstearat, C 20 - 4 o-Alkylhydroxystearoylstearat and / or glycol montanate.
  • Other advantageous compounds are certain organosilicon compounds which have similar physical properties to the abovementioned fatty and / or wax components, for example stearoxytrimethylsilane.
  • the fat and / or wax components can be used both individually and as a mixture in the compositions. Any mixtures of such oil and wax components are also advantageous to use in the context of the present invention.
  • the oil phase is selected from the group 2-ethylhexyl isostearate, octyldodanol, isotridecyl isononanoate, butylene glycol dicaprylate / dicaprate, 2-ethylhexyl cocoate, C 12 .is alkyl benzoate, caprylic capric triglyceride, dicaprylyl ether.
  • Particularly advantageous are mixtures of octyldodecanol, caprylic-capric acid triglyceride, dicaprylyl ether, dicaprylyl carbonate, cocoglycerides, or mixtures of C 2 .i 5 alkyl benzoate and 2-ethylhexyl isostearate, mixtures of C 12-15 -alkyl benzoate and butylene glycol dicaprylate / dicaprate and mixtures from C 12-15 alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
  • hydrocarbons paraffin oil, cycloparaffin, squalane, squalene, hydrogenated polyisobutene or polydecene are to be used advantageously in the context of the present invention.
  • the oil component is also advantageously selected from the group of phospholipids.
  • the phospholipids are phosphoric acid esters of acylated glycerols.
  • the lecithins which are characterized by the general structure characterized wherein R 'and R "are typically unbranched aliphatic radicals represented with 15 or 17 carbon atoms and up to 4 cis-double bonds.
  • advantageous paraffin oil according to the invention Mercury Weissoel Pharma 40 from Merkur Vaseline, Shell Ondina ® 917, Shell Ondina ® 927, Shell
  • Oil 4222, Shell Ondina 933 ® from Shell & DE ⁇ A OiI, Pioneer ® 6301 S, Pioneer ® 2071 (Hansen & Rosenthal) can be used.
  • the content of further oils, fats and waxes is at most 50, preferably 30, more preferably at most 20% by weight, based on the total weight of the composition.
  • the amount of oligomer b) does not fall below the content of other further oils, fats and waxes.
  • compositions according to the invention optionally contain, in addition to the abovementioned substances, the additives customary in cosmetics or dermatology, for example perfume, dyes, antimicrobial substances, lipid-replenishing agents, complexing and sequestering agents, pearlescing agents, plant extracts, vitamins, active ingredients, preservatives, bactericides, pigments, have a coloring effect, thickeners, softening, moistening and / or moisturizing substances, or other conventional ingredients of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, organic pH-adjusting agents, foam stabilizers, electrolyte ⁇ , organic solvents or silicone derivatives.
  • the additives customary in cosmetics or dermatology for example perfume, dyes, antimicrobial substances, lipid-replenishing agents, complexing and sequestering agents, pearlescing agents, plant extracts, vitamins, active ingredients, preservatives, bactericides, pigments, have a coloring effect, thickeners, softening, moistening
  • the compositions also contain conditioning agents.
  • Conditioning agents which are preferred according to the invention are, for example, all compounds which are described in the International Cosmetic Ingredient Dictionary and Handbook (Volume 4, publisher: RC Pepe, JA Wenninger, GN McEwen, The Cosmetic, Dental and Fragrance Association, 9th edition, 2002) under Section 4 under the headings Hair Conditioning Agents, Humectants, Skin Conditioning Agents, Skin Conditioning Agents Emollient, Skin Conditioning Agents Humectant, Skin- Conditioning Agents-Miscellaneous, Skin Conditioning Agents-Occlusive, and Skin Protectans and all compounds listed in EP-A 934 956 (S.11-13) under "water-soluble conditioning agent” and "oil-soluble conditioning agent".
  • Further advantageous conditioning agents are, for example, the compounds designated as polyquaternium according to INCI (in particular Polyquaternium-1 to Polyquaternium-56).
  • Suitable conditioning agents include, for example, polymeric quaternary ammonium compounds, cationic cellulose derivatives, chitosan derivatives and polysaccharides.
  • Conditioning agents which are advantageous according to the invention can be chosen from the compounds shown in Table 1 below.
  • guar hydroxypropylammonium eg Jaguar Excel ®, Jaguar C 162 ® (Rhodia), CAS 65497-29-2, CAS 39421-75-5.
  • non-ionic poly N-vinylpyrrolidone / polyvinyl acetate copolymers eg Lu viskol ® VA 64 (BASF)
  • anionic acrylate copolymers eg Luviflex soft ® (BASF)
  • amphoteric amide / acrylate / methacrylate copolymers for example, Amphomer ® (National Starch)
  • Other possible conditioning agents are quaternized silicones.
  • An addition of powder raw materials can be generally advantageous. Particularly preferred is the use of talc.
  • compositions of the invention optionally contain ethoxylated oils selected from the group of ethoxylated glycerol fatty acid esters, more preferably PEG-10 olive oil glycerides, PEG-11 avocado oil glycerides, PEG-11 cocoa butter glycerides, PEG-13 sunflower oil glycerides, PEG-15 glyceryl isostearate, PEG-9 coconut fatty acid glycerides , PEG-54 Hydrogenated Castor Oil, PEG-7 Hydrogenated Castor Oil, PEG-60 Hydrogenated Castor Oil, Jojoba Oil Ethoxylate (PEG-26 Jojoba Grease Acids, PEG-26 Jojoba Alcohol), Glycereth-5 Cocoate, PEG-9 Coconut Fatty Acid Glycerides, PEG-7 Glyceryl cocoate, PEG-45 palm oil glycerides, PEG-35 castor oil, olive oil PEG-7 ester, PEG-6 caprylic acid / capric acid glycerides, PEG-10 olive
  • Preferred ethoxylated oils are PEG-7 glyceryl cocoate, PEG-9 coconut glycerides, PEG-40 hydrogenated castor oil, PEG-200 hydrogenated glyceryl palmat.
  • Ethoxylated glycerol fatty acid esters are used in aqueous cleaning formulations for various purposes.
  • Low ethoxylated glycerol fatty acid esters (3-12 ethylene oxide units) are usually used as a moisturizer to improve the skin feel after drying, glycerol fatty acid esters with a degree of ethoxylation of about 30-50 serve as solubilizers for non-polar substances such as perfume oils.
  • Highly ethoxylated glycerol fatty acid esters are used as thickeners. All these substances have in common that they produce on the skin when used in dilution with water, a special skin feel.
  • antioxidants An additional content of antioxidants is generally preferred. According to the invention, all antioxidants which are suitable or customary for cosmetic and / or dermatological applications can be used as antioxidants.
  • the antioxidants are selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocanic acid) and their derivatives, peptides such as DL-camosine, D-carnosine, L-carnosine and their derivatives (Eg anserine), carotenoids, carotenes (eg ⁇ -carotene, ß-carotene, ⁇ -lycopene) and their derivatives, chlorogenic acid and its 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, palmito, amino
  • the amount of the aforementioned antioxidants (one or more compounds) in the emulsions is preferably 0.001 to 30 wt .-%, particularly preferably 0.05 to 20 wt .-%, in particular 0.1 to 10 wt .-%, based on the Total weight of the composition.
  • vitamin E and / or its derivatives are the antioxidant (s), it is advantageous to provide them in concentrations of from 0.001 to 10% by weight, based on the total weight of the composition.
  • vitamin A or vitamin A derivatives, or carotenes or derivatives thereof are the antioxidant or antioxidants, it is advantageous to provide them in concentrations of from 0.001 to 10% by weight, based on the total weight of the composition.
  • the active ingredients can be advantageously selected from the group consisting of acetylsalicylic acid, atropine, azulene, hydrocortisone and its derivatives, for. B. hydrocortisone 17-valerate, vitamins of the B and D series, especially vitamin B1, vitamin B12, vitamin D, vitamin A or its derivatives such as retinyl palmitate, vitamin E or its derivatives such.
  • vitamin C and its derivatives such as e.g. Ascorbyl glucoside but also niacinamide, panthenol, bisabolol, polydocanol, unsaturated fatty acids, e.g. the essential fatty acids (commonly referred to as vitamin F), in particular ⁇ -linolenic acid, oleic acid, eicosapentaenoic acid, docosahexaenoic acid and its derivatives, chloramphenicol, caffeine, prostaglandins, thymol, camphor, squalene, extracts or other products of plant and animal origin , z.
  • vitamin F unsaturated fatty acids
  • ⁇ -linolenic acid e.g. the essential fatty acids (commonly referred to as vitamin F)
  • oleic acid eicosapentaenoic acid
  • docosahexaenoic acid and its derivatives chloramphenicol
  • caffeine prostag
  • ceramides and ceramide-like compounds frankincense extract, green tea extract, water extract, licorice extract, witch hazel, antidandruff active ingredients (eg, selenium disulfide, zinc pyrithione, piroctone, olamine, climbazole, octopirox, polydocanol and their combinatines) complexing agents such as those from ⁇ -oryzanol and calcium salts such as calcium panthotenate, calcium chloride, calcium acetate.
  • antidandruff active ingredients eg, selenium disulfide, zinc pyrithione, piroctone, olamine, climbazole, octopirox, polydocanol and their combinatines
  • complexing agents such as those from ⁇ -oryzanol and calcium salts such as calcium panthotenate, calcium chloride, calcium acetate.
  • the active ingredients from the group of emollients advantageous, for example PurCellin, Eucerit ® and Neocerit® ®.
  • the active ingredient or agents are furthermore advantageously selected from the group of NO synthase inhibitors, in particular when the compositions according to the invention are used for the treatment and prophylaxis of the symptoms of intrinsic and / or extrinsic skin aging and for the treatment and prophylaxis of the harmful Effects of ultraviolet radiation on the skin should serve.
  • Preferred NO synthase inhibitor is nitroarginine.
  • active ingredients selected from the group comprising catechins and bile acid esters of catechins and aqueous or organic extracts from plants or plant parts which have a content of catechins or bile acid esters of catechins, such as the leaves of the plant family Theaceae , in particular the species Camellia sinensis (green tea).
  • their typical ingredients e.g., polyphenols or catechins, caffeine, vitamins, sugars, minerals, amino acids, lipids).
  • Catechins represent a group of compounds which are to be regarded as hydrogenated flavones or anthocyanidins and derivatives of "catechin” (catechol, 3,3 ', 4', 5,7-flavanpentaol, 2- (3,4-dihydroxyphenyl) -chroman
  • catechin catechol, 3,3 ', 4', 5,7-flavanpentaol, 2- (3,4-dihydroxyphenyl) -chroman
  • epicatec chin ((2R, 3R) -3,3 ', 4', 5,7-flavanpentaol) is an advantageous active ingredient in the sense of the present invention.
  • herbal extracts containing catechins especially extracts of green tea, such as. B. extracts from leaves of the plants of the species Camellia spec, especially the teas Camellia sinenis, C. assamica, C. taliensis and C. inawadiensis and crosses of these with, for example, Camellia japonica.
  • active substances are polyphenols or catechins from the group (-) - catechin, (+) - catechin, (-) - catechin gallate, (-) - gallocatechin gallate, (+) - epicatechin, (-) - epicatechin, (-) Epicatechin gallate, (-) - epigallocatechin, (-) - epigallocatechin gallate.
  • Flavon and its derivatives are also advantageous active substances in the sense of the present invention.
  • flavones usually occur in glycosidated form.
  • the flavonoids are preferably selected from the group of substances of the general formula
  • Z 1 to Z 7 independently of one another, are selected from the group consisting of H, OH, alkoxy and hydroxyalkoxy, where the alkoxy or hydroxyalkoxy groups may be branched and unbranched and have 1 to 18 C atoms, and where GIy is selected from the group of mono- and Oligoglycosidreste.
  • the flavonoids can also be chosen advantageously from the group of substances of the general formula
  • Z 1 to Z 6 are independently selected from the group consisting of H, OH, alkoxy and hydroxyalkoxy, where the alkoxy or hydroxyalkoxy groups can be branched and unbranched and have 1 to 18 C atoms, and where GIy is selected from the group of mono- and Oligoglycosidreste.
  • such structures can be selected from the group of substances of the general formula
  • Z 1 to Z 6 independently of one another as mentioned above and GIy 1 , GIy 2 and GIy 3 independently represent monoglycoside or Oligoglycosidreste. GIy 2 or GIy 3 can also individually or together represent saturations by hydrogen atoms.
  • GIy 1 , GIy 2 and GIy 3 are independently selected from the group of hexosyl radicals, in particular the rhamnosyl radicals and glucosyl radicals.
  • hexosyl radicals for example allosyl, altrosyl, galactosyl, gulosyl, idosyl, mannosyl and talosyl, may also be advantageous to use. It may also be advantageous according to the invention to use pentosyl radicals.
  • Z 1 to Z 5 are independently selected from the group H, OH, methoxy, ethoxy and 2-hydroxyethoxy, and the flavone glycosides correspond to the general structural formula
  • the flavone glycosides are selected from the group represented by the following structure.
  • GIy 1 , GIy 2 and GIy 3 are independently monoglycoside or oligoglycoside residues.
  • GIy 2 or GIy 3 can also individually or jointly represent saturations by hydrogen atoms.
  • GIy 1 , GIy 2 and GIy 3 are independently selected from the group of hexosyl radicals, in particular the rhamnosyl radicals and glucosyl radicals.
  • hexosyl radicals for example allosyl, altrosyl, galactosyl, gulosyl, idosyl, mannosyl and talosyl, may also be advantageous to use.
  • flavone glycoside (s) from the group ⁇ -glucosylrutin, ⁇ -glucosylmyricetin, ⁇ -glucosylisoquercitrin, ⁇ -glucosylisoquercetin and ⁇ -glucosylquercitrin.
  • the active ingredients can also be very are advantageously selected from the group of hydrophilic active ingredients, in particular from the following group: ⁇ -hydroxy acids such as lactic acid or salicylic acid or salts thereof such as lactate, Ca lactate, TE ⁇ A lactate, urea, allantoin, serine, sorbitol, glycerol, Milk proteins, panthenol, chitosan.
  • ⁇ -hydroxy acids such as lactic acid or salicylic acid or salts thereof such as lactate, Ca lactate, TE ⁇ A lactate, urea
  • allantoin serine
  • sorbitol glycerol
  • Milk proteins panthenol, chitosan.
  • the list of active substances or combinations of active substances which can be used in the compositions according to the invention should of course not be limiting.
  • the active substances can be used individually or in any desired combinations with one another.
  • the amount of such active ingredients (one or more compounds) in the compositions according to the invention is preferably 0.001 to 30 wt .-%, particularly preferably 0.05 to 20 wt .-%, in particular 1 to 10 wt .-%, based on the Total weight of the composition.
  • compositions of the invention may advantageously contain one or more preservatives.
  • Advantageous preservatives for the purposes of the present invention are, for example, formaldehyde donors (such as, for example, DMDM Hydan- toin which is commercially available, for example under the trade name Glydant ® (Lo ⁇ za)), iodopropyl butylcarbamates (for example Glycacil-L ®, Glycacil-S ® (Lonza ) Dekaben ® LMB (Jan Dekker)), parabens (p-hydroxybenzoic acid alkyl ester such as methyl, ethyl, propyl and / or butyl paraben), Dehydroacetic Acid (Euxyl® re K 702 (Schulke & Mayr), phenoxyethanol, ethanol, Benzoeklasted
  • so-called preservative aids are also used, such as, for example, octoxyglycerol
  • Preservatives or preservatives which are common in cosmetics are also advantageous, such as dibromodicyanobutane (2-bromo-2-bromomethylglutarodinitrile), phenoxyethanol, 3-iodo-2-propynyl butyl carbamate, 2-bromo-2-nitropropane-1,3-diol, imidazolidinyl urea, 5-chloro-2-methyl-4-isothiazolin-3-one, 2-chloroacetamide, benzalkonium chloride, benzyl alcohol, salicylic acid and salicylates.
  • dibromodicyanobutane (2-bromo-2-bromomethylglutarodinitrile)
  • phenoxyethanol 3-iodo-2-propynyl butyl carbamate
  • 2-bromo-2-nitropropane-1,3-diol imidazolidinyl urea
  • preservatives used are iodopropyl butylcarbamates, parabens (methyl, ethyl, propyl and / or butylparaben) and / or phenoxyethanol.
  • the preservative (s) are contained in a total concentration of at most 2, preferably at most 1, 5 and particularly preferably at most 1% by weight, based on the total weight of the composition.
  • compositions according to the invention additionally contain emulsifiers.
  • suitable emulsifiers are nonionic surfactants from at least one of the following groups: (1) addition products of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide onto linear fatty alcohols containing 8 to 22 carbon atoms, of fatty acids having 12 to 22 carbon atoms and alkylphenols having 8 to 15 carbon atoms in the alkyl group;
  • oils for example castor oil and / or hydrogenated castor oil
  • polyol and especially polyglycerol esters e.g. Polyglycerol polyricinoleate, polyglycerol poly-12-hydroxy stearate or polyglycerol dimerate. Also suitable are mixtures of compounds of several of these classes of substances;
  • C 8 to C 8 alkyl mono- and oligoglycosides their preparation and their use are known from the prior art. They are prepared in particular by reacting glucose or oligosaccharides with primary alcohols having 8 to 18 carbon atoms. With respect to the glycoside ester, both monoglycosides in which a cyclic sugar residue is glycosidically bound to the fatty alcohol and oligomeric glycosides having a degree of oligomerization of preferably about 8 are suitable are. The degree of oligomerization is a statistical mean, which is based on a homolog distribution typical for such technical products.
  • zwitterionic surfactants can be used as emulsifiers.
  • Zwitterionic surfactants are surface-active compounds which carry at least one quaternary ammonium group and at least one carboxylate and / or one sulfonate group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines, such as the N-alkyl-N, N-dimethylammonium glycinates, for example the Kokosalkyldimethylammoniumglyci- nat, N-acylaminopropyl-N, N-dimethylammoniumglycinate, for example, the Kokosa- cylaminopropyldimethylammoniumglycinat, and 2-alkyl-3-carboxylmethyl -3- hydroxyethylimidazolines having in each case 8 to 18 carbon atoms in the alkyl or acyl group and Kokosacylaminoethylhydroxyethylcarboxy methylglycinat.
  • betaines such as the N-alkyl-N, N-dimethylammonium glycinates, for example the Kokosalkyldimethylammoniumglyci- nat, N-acylaminopropy
  • ampholytic surfactants are surface-active compounds which, apart from a C 8 to C 8 alkyl or acyl group in the molecule at least one free amino group and at least one -COOH and / or -SO3H group and are capable of forming inner salts .
  • suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 18 C Atoms in the alkyl group.
  • ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C 12 to C 18 acylsarcosine.
  • quaternary emulsifiers are also suitable, with those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.
  • the cosmetic compositions may contain perfume oils.
  • perfume oils for example, mixtures of natural and synthetic fragrances may be mentioned.
  • Natural fragrances are extracts of flowers (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (aniseed, coriander, caraway, juniper), fruit peel (bergamot, Lemon, orange), roots (macis, angelica, celery, cardamom, costus, iris, calmus), woods (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme ), Needles and twigs (spruce, fir, pine, pines), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Typical synthetic fragrance compounds are products of the type Esters, ethers, aldehydes, ketones, alcohols and hydrocarbons. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, 4-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzylformate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate and benzylsalicylate.
  • the ethers include, for example, benzyl ethyl ether, to the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronel IaI, lilial and bourgeonate, to the ketones such as the ionones, cc-lsomethylionen and Me - Thylcedrylketon, the alcohols include anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terioneol, the hydrocarbons include mainly the terpenes and balsams.
  • fragrance oils are suitable as perfume oils, eg sage oil, camomile oil, clove oil, meissen oil, mint oil, cinnamon oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
  • bergamot oil dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, ⁇ -hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene ® Forte, Ambroxan, indole, hedione, Sandelice, lemon oil, mandarin oil, orange oil, allyl amyl glycolate, Cyclover- tal, lavandin oil, muscatel sage oil, beta-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix ® Coeur, Iso-e-Super ®, ® Fixolide NP, Evernyl, Iraldein gamma, lessigklare phenylene, geranyl acetate, benzyl acetate
  • compositions according to the invention contain at least one pigment.
  • the pigments are present in undissolved form in the product composition and may be present in an amount of from 0.01 to 25% by weight, particularly preferably from 5 to 15% by weight.
  • the preferred particle size is 1 to 200 .mu.m, in particular 3 to 150 .mu.m, particularly preferably 10 to 100 .mu.m.
  • the pigments are practically insoluble colorants in the application medium and may be inorganic or organic. Also inorganic-organic mixed pigments are possible. Preference is given to inorganic pigments.
  • the advantage of inorganic pigments is their excellent light, weather and temperature resistance.
  • the inorganic pigments may be of natural origin, for example made of chalk, ocher, umber, green soil, terraced terraza or graphite.
  • the pigments may be white pigments such as titanium dioxide or zinc oxide, black pigments such as iron oxide black, colored pigments such as ultramarine or iron oxide red, luster pigments, metal effect pigments, pearlescent pigments and fluorescence or phosphorescent pigments, preferably at least one pigment is colored, non-white pigment.
  • white pigments such as titanium dioxide or zinc oxide
  • black pigments such as iron oxide black
  • colored pigments such as ultramarine or iron oxide red
  • luster pigments such as metal effect pigments, pearlescent pigments and fluorescence or phosphorescent pigments
  • metal effect pigments such as ultramarine or iron oxide red
  • pearlescent pigments and fluorescence or phosphorescent pigments preferably at least one pigment is colored, non-white pigment.
  • Suitable are metal oxides, hydroxides and oxide hydrates, mixed phase pigments, sulfur-containing silicates, metal sulfides, complex metal cyanides, metal sulfates, chromates and molybdates and the metals themselves (
  • Titanium dioxide (Cl 77891), black iron oxide (Cl 77499), yellow iron oxide (Cl 77492), red and brown iron oxide (Cl 77491), manganese violet (Cl 77742), ultramarines (sodium aluminum sulfosilicates, Cl 77007, Pigment Blue 29), chromium oxide hydrate (C177289), iron blue (Ferric Ferro-Cyanide, CI7751 0), Carmine (Cochineal).
  • pearlescent and color pigments based on mica or mica which are coated with a metal oxide or a metal oxychloride, such as titanium dioxide or bismuth chloride, and optionally other coloring substances, such as iron oxides, iron blue, ultramarines, carmines, etc., and the color can be modified by varying Layer thickness can be determined.
  • a metal oxide or a metal oxychloride such as titanium dioxide or bismuth chloride
  • other coloring substances such as iron oxides, iron blue, ultramarines, carmines, etc.
  • Such pigments are sold, for example under the trade names Rona ®, Colorona ®, Dichrona and Timiron ® ® (Merck).
  • Organic pigments include, for example, the natural pigments sepia, cambogia, bone charcoal, Kasseler brown, indigo, chlorophyll and other plant pigments.
  • Synthetic organic pigments include azo pigments, anthraquinoids, indigoids, dioxazine, quinacridone, phthalocyanine, isoindolinone, perylene and perinone, metal complex, alkali blue and diketopyrrolopyrrole pigments.
  • the composition according to the invention contains from 0.01 to 10, particularly preferably from 0.05 to 5,% by weight of at least one particulate substance.
  • Suitable substances are, for example, substances which are solid at room temperature (25 ° C.) and in the form of particles. Suitable examples are silica, silicates, aluminates, clays, mica, salts, in particular inorganic metal salts, metal oxides, for example titanium dioxide, minerals and polymer particles.
  • the particles are present in the agent undissolved, preferably stably dispersed form and can be deposited in solid form after application to the application surface and evaporation of the solvent.
  • Preferred particulate substances are silica (silica gel, silica) and metal salts, in particular inorganic metal salts, with silica being particularly preferred.
  • Metal salts are e.g. Alkali or alkaline earth halides such as sodium chloride or potassium chloride; Alkali or alkaline earth sulfates such as sodium sulfate or magnesium sulfate.
  • Pearlescent waxes Suitable pearlescent waxes are, for example: alkyl glycollate, specific ethylene glycol disterate; Fatty acid alkanolamides, especially coconut fatty acid diethanoamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polybasic, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which in total are at least at least 24 carbon atoms, especially laurone and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring-opening products of olefin epoxides having 12 to 22 carbon atoms with fatty alcohols having 12 to 22 carbon atoms and / or polyol
  • Suitable thickening agents for the compositions according to the invention are crosslinked polyacrylic acids and their derivatives, polysaccharides such as xanthan gum, guar-guar, agar-agar, alginates or tyloses, cellulose derivatives, eg. As carboxymethylcellulose or hydroxycarboxymethylcellulose, also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, fatty alcohols, monoglycerides and fatty acids, polyvinyl alcohol and polyvinylpyrrolidone.
  • polysaccharides such as xanthan gum, guar-guar, agar-agar, alginates or tyloses
  • cellulose derivatives eg. As carboxymethylcellulose or hydroxycarboxymethylcellulose, also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, fatty alcohols, monoglycerides and fatty acids, polyvinyl alcohol and polyvinylpyrrolidone.
  • Suitable thickeners are also polyacrylates such as Carbopol ® (Noveon), Ultrez ® (Noveon), Luvigel EM ® (BASF), Capigel ® 98 (Seppic), Synthalens ® (Sigma), the Aculyn ® -. Trademarks of Rohm and Haas as Aculyn ® 22 (copolymer of acrylates and methacrylic acid with stearyl (20 EO units)) and Aculyn ® 28 (copolymer of acrylates and methacrylic acid with behenyl (25 EO units)). Particularly preferred thickening agents for the preparation of gels are ® Ultrez 21, Aculyn ® 28, Luvigel EM ® and Capigel ® 98th
  • thickeners are, for example, Aerosil types (hydrophilic silicic acids), polyacrylamides, polyvinyl alcohol and polyvinylpyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with narrow hornloid distribution or alkyl oligoglucosides and electrolytes such as sodium chloride and ammonium chloride.
  • Aerosil types hydrophilic silicic acids
  • polyacrylamides polyacrylamides
  • polyvinyl alcohol and polyvinylpyrrolidone surfactants
  • surfactants such as ethoxylated fatty acid glycerides
  • esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane
  • Germ-inhibiting agents can also be used. These generally include all suitable preservatives with specific activity against gram-positive bacteria, eg triclosan (2,4,4'-trichloro-2'-hydroxydiphenyl ether), chlorhexidine (1,1'-hexamethylenebis [5- (4-chlorophenyl) -biguanide) and TTC (3,4,4'-trichlorocarbanilide). Quaternary ammonium compounds are also suitable in principle and are preferably used for disinfecting soaps and washing lotions. Also numerous fragrances have antimicrobial properties.
  • a large number of essential oils or their characteristic ingredients such as clove oil (eugenol), mint oil (menthol) or thyme oil (thymol), show a pronounced antimicrobial activity.
  • the antibacterial substances are usually used in concentrations of about 0.1 to 0.3 wt .-%.
  • compositions of the invention may further contain glitter and / or other effect substances (e.g., color streaks).
  • compositions of the invention may also contain UV photoprotective filters in an amount such that the sun protection factor (LSF, determined by the COLI PA method) of the compositions is less than 4.
  • LSF sun protection factor
  • compositions of the invention may further contain additional polymers.
  • Suitable polymers are, for example, cationic polymers with the name Polyquater- nium according to INCI, for example, copolymers of vinylpyrrolidone / N-vinylimidazolium salts (Luviquat ® FC, Luviquat ® HM 1 Luviquat ® MS, Luviquat ® Care, Luviquat ® Ultra Care), copolymers of N-vinylpyrrolidone / dimethylaminoethyl methacrylate, quaternized (11 Luviquat ® PQ) with diethyl sulfate, a copolymer of N-vinylcaprolactam / N-vinylpyrrolidone / N-vinylimidazolium salts (Luviquat Hold ®); cationic cellulose derivatives (polyquaternium-4 and -10), acrylamidocopolymers (polyqua
  • Suitable cationic (quaternized) polymers are also Merquat ® (polymer based on dimethyldiallylammonium chloride), Gafquat ® (quaternary polymers that may be incurred by reacting polyvinylpyrrolidone with quaternary ammonium compounds), polymers, polymer JR (hydroxyethylcellulose with cationic groups) and cationic vegetable Base, for example guar polymers, such as the Jaguar ® brands from the company Rhodia.
  • polystyrene resins are also neutral polymers, such as polyvinylpyrrolidones, copolymers of N-vinylpyrrolidone and vinyl acetate and / or vinylpropionate and / or stearyl (meth) acrylate, polysiloxanes, polyvinylcaprolactam and other copolymers with N-vinylpyrrolidone, polyethyleneimines and their salts, polyvinylamines and their Salts, cellulose derivatives, polyaspartic acid salts and derivatives.
  • Luviflex® ® Swing partially hydrolyzed copolymer of polyvinyl acetate and Polyethylengly- kol, Messrs.
  • Suitable polymers are also those described in WO 03/092640, in particular those described as Examples 1 to 50 (Table 1, page 40 et seq.) And Examples 51 to 65 (Table 2, page 43) described (meth) Acryl Acidcopolymere, to the this site is fully incorporated by reference.
  • Suitable polymers are also nonionic, water-soluble or wasserdispergierba- re polymers or oligomers, such as polyvinylcaprolactam, including Luviskol Plus ® (BASF), or polyvinylpyrrolidone and copolymers thereof, especially with Vinylestern such as vinyl acetate, for example, Luviskol ® VA 37 (BASF); Polyamides, for example based on itaconic acid and aliphatic diamines, as described, for example, in DE-A-43 33 238.
  • polyvinylcaprolactam including Luviskol Plus ® (BASF)
  • BASF Luviskol Plus ®
  • Polyvinylpyrrolidone and copolymers thereof especially with Vinylestern such as vinyl acetate, for example, Luviskol ® VA 37 (BASF)
  • Polyamides for example based on itaconic acid and aliphatic diamines, as described, for example, in DE-A-43 33 238.
  • Suitable polymers are also amphoteric or zwitterionic polymers, such as those available under the names Amphomer ® (National Starch) Octylacryla- mid / methyl methacrylate / tert-Butylaminoethylmethacryla ⁇ -hydroxypropylmethacrylat- copolymers and zwitterionic polymers, as described for example in German patent applications DE 39 29 973, DE 21 50 557, DE 28 17 369 and DE 37 08 451 are disclosed.
  • Methacrylic acid copolymers and their alkali metal and ammonium salts are preferred zwitterionic polymers.
  • Further suitable zwitterionic polymers are methacroylethylbetaine / methacrylate copolymers, which are available under the name Amersette® ® (AMERCHOL), and copolymers of hydroxyethyl methacrylate, methyl methacrylate, N, N-dimethylaminoethyl methacrylate and acrylic acid (Jordanian pon ®).
  • Suitable polymers are also nonionic, siloxane-containing, water soluble or dispersible polymers, for example, polyether siloxanes, such as Tegopren ® (Fa. Goldschmidt) or Belsil ® (Fa. Wacker). Also suitable are biopolymers, ie polymers which are obtained from naturally renewable raw materials and are composed of natural monomer building blocks, for example cellulose derivatives, chitin, chitosan, DNA, hyaluronic acid and RNA derivatives.
  • polyether siloxanes such as Tegopren ® (Fa. Goldschmidt) or Belsil ® (Fa. Wacker).
  • biopolymers ie polymers which are obtained from naturally renewable raw materials and are composed of natural monomer building blocks, for example cellulose derivatives, chitin, chitosan, DNA, hyaluronic acid and RNA derivatives.
  • Further preparations according to the invention comprise at least one further water-soluble polymer, in particular chitosans (poly (D-glucosamine)) of different molecular weight and / or chitosan derivatives.
  • chitosans poly (D-glucosamine)
  • Suitable polymers for the preparations according to the invention are carboxylic acid group-containing copolymers. These are polyelectrolytes with a larger number of anionically dissociable groups in the main chain and / or a side chain. They are capable of forming polyelectrolyte complexes (symplexes) with the copolymers A).
  • the polyelectrolyte complexes used in the agents according to the invention have an excess of anionogenic / anionic groups.
  • the polyelectrolyte complexes also comprise at least one acid group-containing polymer.
  • the polyelectrolyte complexes preferably contain copolymer (e) A) and acid group-containing polymers in a weight ratio of from about 50: 1 to 1:20, more preferably from 20: 1 to 1: 5.
  • Suitable carboxylic acid group-containing polymers are e.g. obtainable by free-radical polymerization of ⁇ , ⁇ -ethylenically unsaturated monomers.
  • monomers m1) are used which contain at least one free-radically polymerizable, ⁇ , ß-ethylenically unsaturated double bond and at least one anionogenic and / or anionic group per molecule.
  • Suitable polymers containing carboxylic acid groups are also polyurethanes containing carboxylic acid groups.
  • the monomers are selected from monoethylenically unsaturated carboxylic acids, sulfonic acids, phosphonic acids and mixtures thereof.
  • the monomers m1) include monoethylenically unsaturated mono- and dicarboxylic acids having 3 to 25, preferably 3 to 6, carbon atoms, which can also be used in the form of their salts or anhydrides. Examples thereof are acrylic acid, methacrylic acid, ethacrylic acid, ⁇ -chloroacrylic acid, crotonic acid, maleic acid, maleic anhydride, itaconic acid, citraconic acid, mesaconic acid, glutaconic acid, aconitic acid and fumaric acid.
  • the monomers further include the half-esters of monoethylenically unsaturated dicarboxylic acids having 4 to 10, preferably 4 to 6, C atoms, e.g.
  • the monomers also include monoethylenically unsaturated sulfonic acids and phosphonic acids, for example vinylsulfonic acid, allylsulfonic acid, sulfoethyl acrylate, sulfoethyl methacrylate, sulfopropyl acrylate, sulfopropyl methacrylate, 2-hydroxy-3-acryloxypropylsulfonic acid, 2-hydroxy-3-methacryloxypropylsulfonic acid, styrenesulfonic acid,
  • the monomers also include the salts of the abovementioned acids, in particular the sodium, potassium and ammonium salts and the salts with the abovementioned amines.
  • the monomers can be used as such or as mixtures with one another. The stated proportions by weight are all based on the acid form.
  • the monomer m1) is selected from acrylic acid, methacrylic acid, ethacrylic acid, ⁇ -chloroacrylic acid, crotonic acid, maleic acid, maleic anhydride, fumaric acid, itaconic acid, citraconic acid, mesaconic acid, glutaconic acid, aconitic acid and mixtures thereof, more preferably acrylic acid, methacrylic acid and mixtures thereof.
  • the abovementioned monomers m1) can each be used individually or in the form of any desired mixtures.
  • the comonomers used for the preparation of the carboxylic acid group-containing polymers are the compounds a) to d) previously mentioned as components of the copolymer A), with the proviso that the molar proportion of anionogenic and anionic groups which contains the polymer containing carboxylic acid groups in a larger proportion increases is the mole fraction of cationogenic and cationic groups.
  • the carboxylic acid group-containing polymers contain at least one monomer in copolymerized form, which is selected from the abovementioned crosslinkers d). Suitable and preferred crosslinkers d) are referred to. Furthermore, the polymers containing carboxylic acid groups preferably contain in copolymerized form at least one monomer m2) which is selected from compounds of the general formula (VI)
  • R 1 is hydrogen or C 1 -C 6 -alkyl
  • Y 1 is O, NH or NR 3
  • R 2 and R 3 independently of one another represent C r C 3 o-alkyl or C 5 -C 8 cycloalkyl, where the alkyl groups are substituted by up to four nonadjacent heteroatoms or heteroatom-containing groups selected from O, S and NH can be interrupted.
  • R 1 is preferably hydrogen or C 1 -C 4 -alkyl, in particular hydrogen, methyl or ethyl.
  • R 2 in the formula VI is preferably C 1 -C 8 -alkyl, preferably methyl, ethyl, n-butyl, isobutyl, tert-butyl or a group of the formula -CH 2 -CH 2 -NH-C (CH 3 ) S.
  • R 3 is alkyl, then preferably C 1 -C 4 -A ⁇ yI, such as methyl, ethyl, n-propyl, n-butyl, isobutyl and tert-butyl.
  • Suitable monomers m2) are methyl (meth) acrylate, methyl methacrylate, ethyl (meth) acrylate, ethyl ethacrylate, tert-butyl (meth) acrylate, tert-butyl ethacrylate, n-octyl (meth) acrylate, 1, 1, 3, 3 Tetramethylbutyl (meth) acrylate, ethylhexyl (meth) acrylate, n-nonyl (meth) acrylate, n-decyl (meth) acrylate, n-undecyl (meth) acrylate, tridecyl (meth) acrylate, myristyl (meth) acrylate , Pentadecyl (meth) acrylate, palmityl (meth) acrylate, heptadecyl (meth) acrylate, nonadecyl (meth)
  • Suitable monomers m2) are furthermore acrylic acid amide, methacrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (meth) acrylamide, N- (n-butyl) (meth) acrylamide, N- (tert Butyl) (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide piperidinyl (meth) acrylamide and morpholinyl (meth) acrylamide, N- (n-octyl) (meth) acrylamide, N- (1,1,3,3-tetramethylbutyl) (meth) acrylamide, N-ethylhexyl (meth) acrylamide, N- (n-nonyl) (meth) acrylamide, N- (n-decyl) (meth) acrylamide, N- (n-undecy
  • polymers containing carboxylic acid groups preferably contain, in copolymerized form, at least one monomer m3) which is selected from compounds of the general formula VII
  • the sequence of the alkylene oxide units is arbitrary, k and I independently of one another are an integer from 0 to 1000, the sum of k and I being at least 5,
  • R 4 is hydrogen, C r is C 3 o-alkyl or C 5 -C 8 -cycloalkyl, R 5 is hydrogen or C r C 8 -alkyl,
  • Y 2 is O or NR 6 , wherein R 6 is hydrogen, C 1 -C 30 -alkyl or C 5 -C 8 -cycloalkyl.
  • k is preferably an integer from 1 to 500, in particular from 3 to 250.
  • I is an integer from 0 to 100.
  • R 5 is preferably hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, n-pentyl or n-hexyl, in particular hydrogen, methyl or ethyl.
  • R 4 is preferably hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, n-pentyl, n-hexyl, octyl, 2-ethylhexyl, decyl, lauryl, PaI - mityl or stearyl.
  • Y 2 in formula VII is O or NH.
  • Suitable polyether acrylates VII) are, for example, the polycondensation products of the abovementioned ⁇ , ⁇ -ethylenically unsaturated mono- and / or dicarboxylic acids and their acid chlorides, amides and anhydrides with polyetherols.
  • Suitable polyetherols can easily be prepared by reacting ethylene oxide, 1,2-propylene oxide and / or epichlorohydrin with a starter molecule, such as water or a short-chain alcohol R 4 -OH.
  • the alkylene oxides can be used individually, alternately in succession or as a mixture.
  • the polyether acrylates VII) can be used alone or in mixtures for the preparation of the polymers used according to the invention.
  • Suitable polyether acrylates II) are also urethane (meth) acrylates with alkylene oxide groups. Such compounds are described in DE 198 38 851 (component e2)), to which reference is made in its entirety.
  • anionic polymers which are preferred as carboxylic acid-containing polymers are, for example, homo- and copolymers of acrylic acid and methacrylic acid and salts thereof.
  • These also include crosslinked polymers of acrylic acid, such as those available under the INCI name Carbomer.
  • crosslinked homopolymers of acrylic acid are available commercially for example under the name Carbopol ® by the company Noveon.
  • hydrophobically modified crosslinked polyacrylate polymers such as Carbopol ® Ultrez 21 are preferably from Noveon.
  • suitable anionic polymers are 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 (meth) acrylic acid and polyether acrylates, wherein the polyether chain is terminated with a C 8 -C 30 -alkyl radical.
  • These include, for example, acrylate / Beheneth ⁇ ⁇ -methacrylate copolymers, which are available under the name Aculyn ® from Rohm and Haas.
  • Particularly suitable polymers are also copolymers of t-butyl acrylate, ethyl acrylate, methacrylic acid (for example, Luvimer ® 100P, Luvimer ® Pro55), copolymers of ethyl acrylate and methacrylic acid (eg Luviu- mer MAE ®), copolymers of N-tert-butylacrylamide, ethyl acrylate, acrylic acid (Ultrahold ® 8, Ultrahold Strong ®), copolymers of vinyl acetate, crotonic acid and optionally further Vinylester (eg Luviset ® brands), maleic anhydride copolymers, optionally reacted with alcohol, anionic polysiloxanes, for example carboxy, t- Butyl acrylate, methacrylic acid (eg Luviskol ® VBM), copolymers of acrylic acid and methacrylic acid with hydrophobic monomers, such as C 4 -C 30 alkyl esters
  • anionic polymers are also vinyl acetate / crotonic acid copolymers, as are, for example, under the names Resyn ® (National Starch) and Gafset ® (GAF), and vinyl pyrrolidone / vinyl acrylate copolymers, obtainable for example under the trade name Luviflex ® (BASF) ,
  • Other suitable polymers are the commercially available under the name Luviflex VBM-35 ® (BASF) vinylpyrrolidone / acrylate terpolymer and sodium sulfonate-containing polyamides or sodium sulfonate-containing polyester.
  • the group of suitable anionic polymers comprises Balance CR ® (National Starch; Acrylate Copolymer), balance 0/55 ® (National Starch; Acrylate Copolymer), Balance ® 47 (National Starch; octylacrylamide / - acrylates / butylaminoethyl methacrylate copolymer ) Aquaflex ® FX 64 (ISP; isobutylene / ethylmaleimide / hydroxyethylmaleimide copolymer) Aquaflex ® SF-40 (ISP / National Starch; VP / vinyl caprolactam / DMAPA acrylates copolymer), Alliance ® LT-120 (ISP / Rohm &Haas; acrylates / C1-2 succinate / hydroxyacrylate copolymer), Aquarez ® HS (Eastman, polyester-1), and ® Diaformer Z-400 (Clariant; methacryloylethyl
  • Suitable polymers containing carboxylic acid groups are also the terpolymers of vinylpyrrolidone, C 1 -C 10 -alkyl, cycloalkyl and aryl (meth) acrylates and acrylic acid described in US Pat. No. 3,405,084. Suitable polymers containing carboxylic acid groups are furthermore the terpolymers of vinylpyrrolidone, tert-butyl (meth) acrylate and (meth) acrylic acid described in EP-AO 257 444 and EP-AO 480 280.
  • Carboxylic acid-containing polymers are furthermore the copolymers described in DE-A-42 23 066 which contain at least one (meth) acrylic acid ester, (meth) acrylic acid and also N-vinylpyrrolidone and / or N-vinylcaprolactam in copolymerized form.
  • the disclosure of these documents is hereby fully incorporated by reference.
  • carboxylic acid group-containing polymers are prepared by known processes, for example the solution, precipitation, suspension or emulsion polymerization, as described above for the copolymers A).
  • Suitable carboxylic acid group-containing polymers are also polyurethanes containing carboxylic acid groups.
  • EP-A-636361 discloses suitable block copolymers having polysiloxane blocks and polyurethane / polyurea blocks having carboxylic acid and / or sulfonic acid groups. Suitable silicone-containing polyurethanes are also described in WO 97/25021 and EP-A-751 162.
  • Suitable polyurethanes are also described in DE-A-42 25 045, which is incorporated herein by reference in its entirety.
  • the acid groups of the carboxylic acid group-containing polymers may be partially or completely neutralized. Then at least a part of the acid groups is present in deprotonated form, the counterions are preferably selected from alkali metal ions, such as Na + , K + , ammonium ions and their organic derivatives, etc.
  • compositions according to the invention are stored in and / or used in a bottle or squeeze bottle. Accordingly, bottles or squeeze bottles which contain a composition according to the invention are also according to the invention.
  • Cosmetic compositions according to the invention comprising copolymer a) optionally mixed with oligomer b) are, for example, soaps and syndets. Soap is formed in the reaction of a (neutral) fat or fatty acids or fatty acid methyl esters with sodium or potassium hydroxide solution ("saponification") .Salt is chemically the alkali metal salt of fatty acids in the composition.Festival fats are usually beef tallow or palm oil mixed with Coconut oil or palm kernel oil and, less commonly, other natural oils or fats used in soap making, the quality of the starting fats being a major determinant of the quality of the soap obtained therefrom.
  • the fat components Important for the selection of the fat components is the distribution of the chain lengths of the corresponding fatty acids. Normally, C12-C18 fatty acids are in particular demand. Since laurate soap foams particularly well, the laurin rich coconut oil or similarly constructed palm kernel oil in higher proportions (up to 50% of the neutral fat blend) is used for soaps where much foam is desired in use.
  • the sodium salts of the fatty acid mixtures mentioned are solid, while the potassium salts are soft and pasty.
  • caustic soda is preferably used as the alkaline component for the preparation of solid soaps
  • potassium hydroxide is preferably used for liquid-pasty soaps.
  • saponification the ratio of lye to fatty acid is chosen so that at most a minimal excess of alkali (max.0.05%) is present in the finished soap bar.
  • the soaps are usually toilet, core, transparent, luxury, cream, freshness / deodorant, baby, skin protection, Abrasiv-, floating and liquid soaps and wash pastes and soap flakes counted.
  • soaps according to the invention advantageously also contain antioxidants, complexing and humectants and, if appropriate, fragrances, dyes and other cosmetically acceptable ingredients.
  • Syndets are alternatives to the traditional soaps, which have certain advantages in that they are different from soap, where soap has its drawbacks.
  • Syndets contain washing-active substances (surfactants) as foam and cleaning components, which are obtained by chemical synthesis. Soaps, however, are - as described - salts of naturally occurring fatty acids.
  • surfactants for Syndets, skin-friendly, readily biodegradable surfactants are used, preferably fatty acid isethionates (sodium cocoyl isethionate), sulfosuccinic acid half esters (disodium lauryl sulfosuccinates), alkyl polyglucosides (decyl glucosides), amphoteric surfactants (eg sodium cocoamphoacetate).
  • monoglyceride sulfate and ether carboxy latee occasionally play a role.
  • Fatty alcohol sulfate eg, sodium lauryl sulphate
  • the basic surfactants are combined with builders, lipid repellents and other additives into formulations that can be processed according to standard soap technology and produce pieces that are as "soap-like" as possible, but without the mentioned disadvantages of the soap.They foam at every water hardness and have a very high good cleaning power Its pH can be adjusted in a wide range (usually between 4 and 8) Due to the more intensive cleaning / degreasing power of the base surfactants, the surfactant content in the syndet is usually much lower and the proportion of superfatting agents much higher than in soaps without reducing the foaming power Syndets are especially recommended for cleansing sensitive skin, youthful impure skin and for facial washing.
  • Combars derived from Combination bar. These are pieces that contain both soap and syndettenside. Combars contain 10 to 80 wt .-% soap. They represent a compromise between soaps and syndets for the criteria of cost, foamability, skin feel and compatibility. When washing with a Combar, depending on its soap content, a pH of about 7 to 9 sets.
  • the K values of the copolymers of the invention were determined according to H. Fikentscher, Cellulose-Chemie, Volume 13, 58-64 and 761-774 (1932) in cyclohexanone at 25 0 C and a polymer concentration of 2 wt .-% determined.
  • Copolymer a) was obtained in the form of an aqueous dispersion which had a pH of 6.5 and a water content of 80% by weight.
  • the K value was 14.7.
  • Mixture 1 A first mixture of copolymer a) with oligomer b) was prepared by mixing 90 g of polyisobutene having a molecular weight M n of 550 g / mol with 10 g of the above-described dispersion of copolymer a) by stirring in a beaker ,
  • Mix 2 A first mixture of copolymer a) with oligomer b) was prepared by mixing 90 g of polyisobutene having a molecular weight M n of 550 g / mol with 10 g of the above-described dispersion of copolymer a) by stirring in a beaker ,
  • Mix 2 A first mixture of copolymer a) with oligomer b) was prepared by mixing 90 g of polyisobutene having a molecular weight M n of 550 g / mol with 10 g of the above-described dispersion of copolymer a) by stirring in
  • a second mixture of copolymer a) with oligomer b) was prepared by mixing 90 g of polyisobutene having a molecular weight M n of 1000 g / mol with 10 g of the above-described dispersion of copolymer a) by stirring in a beaker.
  • the amount of mixture 1 and mixture 2 given in the tables is in each case the amount of copolymer a), ie without other components.
  • the corresponding amount of oligomer b) is not given in the tables, but can be easily calculated from the compositions of the mixtures.

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Abstract

La présente invention concerne des copolymères qui peuvent être obtenus par copolymérisation d'au moins un anhydride d'acide dicarboxylique éthyléniquement insaturé, dérivé d'au moins un acide dicarboxylique comprenant de 4 à 8 atomes de C, et d'au moins un oligomère d'alcène en C<SUB>3</SUB>-C<SUB>10</SUB> ramifié ou non ramifié, au moins un oligomère ayant une masse molaire moyenne M<SUB>n</SUB> qui vaut de 300 à 5000 g/mol, de préférence jusqu'à 1200 g/mol, ou par oligomérisation d'au moins 3 alcènes en C<SUB>3</SUB>-C<SUB>10</SUB> équivalents. Ces copolymères sont utilisés dans des préparations pour la toilette, la douche et le bain.
PCT/EP2006/061332 2005-04-05 2006-04-05 Utilisation de copolymeres contenant du polyisobutene dans des preparations pour la toilette, la douche et le bain WO2006106112A2 (fr)

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DE102005015634.7 2005-04-05
DE200510015634 DE102005015634A1 (de) 2005-04-05 2005-04-05 Verwendung von Polyisobuten enthaltenden Copolymerisaten in Wasch-, Dusch- und Badepräparaten

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012042537A3 (fr) * 2010-09-27 2012-08-02 Aquapharm Chemicals Pvt Limited Polymère hydrosoluble biodégradable et procédé de préparation correspondant

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE202007012836U1 (de) * 2007-08-17 2007-11-15 Beiersdorf Ag Rasierhilfsmittel III

Citations (10)

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Publication number Priority date Publication date Assignee Title
EP0889113A2 (fr) * 1997-07-04 1999-01-07 Lubrizol Adibis Holdings (Uk) Limited Additifs pour huile lubrifiante
EP1172089A1 (fr) * 2000-07-13 2002-01-16 L'oreal Emulsion eau-dans-huile et ses utilisations notamment dans le domaine cosmétique
EP1210929A2 (fr) * 2000-11-29 2002-06-05 Clariant GmbH Compositions cosmétiques comprenant des dérivés alkyl ou alkényl de l' acide succinique
FR2841139A1 (fr) * 2003-05-27 2003-12-26 Oreal Composition cosmetique et/ou dermatologique contenant au moins un actif hydrophile sensible a l'oxydation stabilise par au moins un polymere amphiphile choisi parmi les oligomeres ou polymeres derives de polyolefines
US20040092412A1 (en) * 2001-03-01 2004-05-13 Stephan Hueffer Emulsifiers, especially based on polyisobutylenamines
EP1437125A1 (fr) * 2003-01-03 2004-07-14 L'oreal Composition sous forme d'émulsion E/H contenant des cires, et son utilisation dans le domaine cosmétique
US20040194222A1 (en) * 2001-09-07 2004-10-07 Gunther Pabst Polyisobutene as substitute for wool fat in stuffing agents for the production of leather, the stuffing agent, the use thereof and the produced leather
DE10321734A1 (de) * 2003-05-14 2004-12-02 Basf Ag Blockcopolymere auf Basis von Polyisobutensuccinanhydrid mit definierter Struktur und deren Einsatz als Emulgatoren
WO2005031062A1 (fr) * 2003-09-26 2005-04-07 Basf Aktiengesellschaft Procede de traitement de substrats fibreux
EP1629865A1 (fr) * 2004-08-02 2006-03-01 L'oreal Emulsion eau-dans-huile, comprenant une huile non-volatile non-siliconée, un tensioactif cationique, une polyoléfine à partie(s) polaire(s), et un alkylmonoglycoside ou alkylpolyglycoside.

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0889113A2 (fr) * 1997-07-04 1999-01-07 Lubrizol Adibis Holdings (Uk) Limited Additifs pour huile lubrifiante
EP1172089A1 (fr) * 2000-07-13 2002-01-16 L'oreal Emulsion eau-dans-huile et ses utilisations notamment dans le domaine cosmétique
EP1210929A2 (fr) * 2000-11-29 2002-06-05 Clariant GmbH Compositions cosmétiques comprenant des dérivés alkyl ou alkényl de l' acide succinique
US20040092412A1 (en) * 2001-03-01 2004-05-13 Stephan Hueffer Emulsifiers, especially based on polyisobutylenamines
US20040194222A1 (en) * 2001-09-07 2004-10-07 Gunther Pabst Polyisobutene as substitute for wool fat in stuffing agents for the production of leather, the stuffing agent, the use thereof and the produced leather
EP1437125A1 (fr) * 2003-01-03 2004-07-14 L'oreal Composition sous forme d'émulsion E/H contenant des cires, et son utilisation dans le domaine cosmétique
DE10321734A1 (de) * 2003-05-14 2004-12-02 Basf Ag Blockcopolymere auf Basis von Polyisobutensuccinanhydrid mit definierter Struktur und deren Einsatz als Emulgatoren
FR2841139A1 (fr) * 2003-05-27 2003-12-26 Oreal Composition cosmetique et/ou dermatologique contenant au moins un actif hydrophile sensible a l'oxydation stabilise par au moins un polymere amphiphile choisi parmi les oligomeres ou polymeres derives de polyolefines
WO2005031062A1 (fr) * 2003-09-26 2005-04-07 Basf Aktiengesellschaft Procede de traitement de substrats fibreux
EP1629865A1 (fr) * 2004-08-02 2006-03-01 L'oreal Emulsion eau-dans-huile, comprenant une huile non-volatile non-siliconée, un tensioactif cationique, une polyoléfine à partie(s) polaire(s), et un alkylmonoglycoside ou alkylpolyglycoside.

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012042537A3 (fr) * 2010-09-27 2012-08-02 Aquapharm Chemicals Pvt Limited Polymère hydrosoluble biodégradable et procédé de préparation correspondant

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