WO2024094363A1

WO2024094363A1 - Highly branched cyclic dextrin in cosmetic agents for treating keratin fibres

Info

Publication number: WO2024094363A1
Application number: PCT/EP2023/076172
Authority: WO
Inventors: Walter Heberlein; Jens Meyer; Dirk Hentrich; Marc Weyhe
Original assignee: Henkel Ag & Co. Kgaa
Priority date: 2022-10-31
Filing date: 2023-09-22
Publication date: 2024-05-10

Abstract

The present invention relates to cosmetic agents for treating keratin fibres, which comprise, in a cosmetic carrier, at least one highly branched cyclic dextrin in a weight proportion of at least 0.01 wt.% with respect to the total weight of the cosmetic agent. The present invention also relates to a method for reducing or eliminating unpleasant odours on keratin fibres and to the use of the highly branched cyclic dextrin in cosmetic agents for reducing or eliminating unpleasant odours on keratin fibres.

Description

“Highly branched cyclic dextrin in cosmetic products for the treatment of

Keratin fibers"

The present invention relates to cosmetic compositions for the treatment of keratin fibers and to methods and uses thereof. In particular, the present invention relates to cosmetic compositions for the cleaning, conditioning, temporary or permanent shaping, fixing or coloring of keratin fibers, in particular human hair, comprising a highly branched cyclic dextrin as an anti-malodor agent, and to methods and uses thereof.

Keratin fibers, which in the sense of the present invention are understood to mean human skin and hair, animal skin, fur, pelts, wool and/or feathers, can be tainted with bad odors, which are caused, for example, by sweat, sebum and/or fat deposits, environmental odors, diseases or cosmetic treatments.

Pets, especially dogs, produce intense and unpleasant smelling compounds that get trapped in the animals' fur and cause bad odors.

The chemical components of bad odours on keratin fibres caused by sweat, sebum and/or fat deposits are predominantly short-chain fatty acids and mercaptans, which are sometimes persistent and can still be noticeable even after the application of conventional cosmetic products.

Bad odours on keratin fibres caused by cosmetic treatments can occur, for example, when hair is coloured or when hair is permanently shaped or fixed with products containing ammonia or thioglycolate salts.

An important part of regular body care is therefore the long-lasting relief or elimination of bad odors on keratin fibers.

Typically, perfumes or perfume compositions or deodorants are used in cosmetic products to mask or reduce bad odors on keratin fibers.

The disadvantage is that perfumes are often expensive and in many cases are not suitable for ensuring sufficient and long-lasting coverage or elimination of unpleasant odors.

In addition, a large number of fragrances or fragrance molecules are subject to legal restrictions with regard to their use in cosmetic compositions.

A further disadvantage is that the incorporation of fragrance compositions into a cosmetic formulation matrix can cause problems, for example due to undesirable interactions with other required ingredients or due to high use amounts of additional ingredients. There is therefore a need for alternative active ingredients and methods for removing or neutralizing bad odors from or on keratin fibers that offer improved treatment results. It is also desirable that such active ingredients can be easily incorporated into existing products.

Surprisingly, it has been found that the addition of highly branched cyclic dextrin compounds - so-called cluster dextrins - to cosmetic agents for the treatment of keratin fibers (such as cosmetic cleaning agents, care agents, colorants, shaping agents or fixing agents) significantly reduces or eliminates the perception of malodors on treated keratin fibers. Human or animal keratin fibers treated with a composition comprising at least one highly branched cyclic dextrin absorb less malodor.

"At least one" as used herein refers to one or more, i.e. 1, 2, 3, 4, 5, 6, 7, 8, 9 or more of the species mentioned. In the context of a specific species, the term does not refer to the total amount of molecules, but to the type of compound.

Therefore, for example, ‘at least one highly branched cyclic dextrin’ means that only one type of highly branched cyclic dextrin or several different types can be present, without specifying the amount of each individual compound.

All percentages indicated herein with regard to the cosmetic products for the treatment of keratin fibres refer to % by weight based on the total weight of the respective product, unless expressly stated otherwise.

Numerical ranges specified in the format "from x to y" include the specified x and y values. If multiple preferred numeric ranges are specified in this format, it is understood that any ranges created by combining the different endpoints are also included.

Numerical values given herein without decimal places refer to the full value given with one decimal place, i.e., for example, 99% means 99.0%, unless otherwise defined.

The terms “about” or “approximately” in connection with a numerical value refer to a deviation of ±10%, preferably ±5%, particularly preferably ±1%, based on the stated numerical value.

Wherever molar masses are mentioned herein, these figures always refer to the number-average molar mass Mn, unless explicitly stated otherwise. The number-average molar mass can be determined, for example, by gel permeation chromatography (GPC) according to DIN 55672:2007-08 using THF as the mobile phase. The weight average molecular weight Mw can also be determined by GPC as described for Mn.

A cosmetic carrier is understood to be a liquid or solid carrier, depending on the form of the cosmetic product.

Specific examples of suitable supports are described under the respective embodiments.

The present invention is described in conjunction with the following drawing (Fig. 1), wherein Fig. 1 is a schematic representation of a process for producing highly branched cyclic dextrin from amylose.

Referring to Fig. 1, "dextrin" preferably means a polymer of glucose produced by a process for the enzymatic degradation of a starch such as amylopectin (e.g. from corn starch). Depending on the treatment conditions of the enzyme in the production process (such as the type and amount of enzyme), the degree and form of degradation can be controlled to produce particular forms (such as branching and molecular weight) of dextrin.

“Highly branched cyclic dextrin” is a form of dextrin that can be produced in this manner (see part “A” of Figure 1) using a cyclization reaction of a branching enzyme (BE,1,4-a-D-glucan: 1,4-a-D-glucan 6-a-D-(1,4-a-D-glucano)-transferase, EC 2.4.1.18).

A cyclic dextrin is a dextrin in which preferably 6 to 30, particularly preferably 8 to 30 glucose molecules are linked together via alpha-1,4 bonds (cf. part “B” of Fig. 1).

An example of a cyclic dextrin is alpha-cyclodextrin, which contains six glucose molecules.

In another example, beta-cyclodextrin contains seven glucose molecules and in another example, gamma-cyclodextrin contains eight glucose molecules.

Cyclic dextrin in the sense of the present invention is preferably characterized in that it is in the form of a spiral (cf. part “C” of Fig. 1).

A commercially available highly branched cyclic dextrin which is particularly suitable for the purposes of the present invention is in the form of a white powder which is water-soluble and has a drying loss of less than about 5.5%. The bonds between the glucoses enable the cyclic dextrins of the invention to have the spiral structure shown in Fig. 1, which contains a certain volume of cavities. The arrangement of the individual interior spaces (cavities) is formed by oxygen atoms that form glycoside bridges with hydrogen atoms. As a result, the inner surface of the cyclic dextrins becomes very hydrophobic and the specific shape and the physico-chemical properties of the cavities have structural features that are suitable for absorbing organic molecules or parts of organic molecules that correspond to the shape of the cavity of the cyclic dextrin. The outside of the cyclic dextrin, on the other hand, remains hydrophilic. In this way, bad odors can be enclosed in the cavities and effectively removed when the cyclic dextrin is rinsed off the application surface, such as hair, for example using water. In addition, bad odors can be inhibited in the same way.

Highly branched, cyclic dextrin compounds suitable according to the invention, which can be used as an active ingredient for removing, inhibiting, masking and/or covering up bad odors on or in keratin fibers, preferably have a narrow molecular weight distribution compared to commercially available dextrin types. Depending on the embodiment, highly branched, cyclic dextrin compounds suitable according to the invention preferably have an average molecular weight in the range from about 100 kDa to about 5000 kDa, more preferably from about 300 kDa to about 4000 kDa and in particular from about 500 kDa to about 3000 kDa.

The most preferred highly branched cyclic dextrin is maltodextrin (CAS 9050-36-6).

The or each highly branched, cyclic dextrin compound is contained in the agents according to the invention - depending on the embodiment - in a weight proportion of at least 0.01% by weight of the total weight of the agent. A content of at least one highly branched, cyclic dextrin compound in the range of 0.01 - 30% by weight, more preferably 0.01 - 25% by weight, very particularly preferably 0.01 - 10% by weight and in particular 0.01 - 5% by weight of the total weight of the respective cosmetic agent is preferred.

Cosmetic agents for the treatment of keratin fibers in the sense of the present invention can be present in solid or liquid embodiments. Suitable examples can preferably be selected from cosmetic cleaning compositions for keratin fibers, such as cleaning powders or granules, soap bars, cleaning wipes, porous bodies (solid cleaning foams), hair shampoos, 2-in-1 hair care shampoos, Anti-dandruff shampoos, hair dye shampoos, hair cleansing conditioners, shower gels, shower baths, shower creams, liquid soaps, facial cleansers or combinations thereof, cosmetic care compositions for keratin fibers, such as hair conditioners, hair treatments, hair packs, hair tonics, hair oils, hair serums or combinations thereof, cosmetic compositions for the temporary or permanent deformation or fixing of keratin fibers, such as hair sprays, permanent wave fixing solutions, hair setting products, hair styling preparations, blow-dry lotions, mousses, hair gels, hair waxes or combinations thereof, temporary or permanent hair dyes.

For the purposes of the present invention, cosmetic cleaning compositions for keratin fibers are understood to mean any compositions which are in principle suitable for the cosmetic cleaning of human skin and/or hair as well as animal skin, fur, pelt, wool and/or feathers.

Solid cleaning compositions such as powders, granules, soap bars, cleaning wipes, porous bodies (solid foams) are preferably wetted with water or soaked or dissolved in water before application, then foamed by rubbing between the hands or directly on the application surface and rinsed with water after application.

Liquid cleansing compositions such as hair shampoos, 2-in-1 hair care shampoos, anti-dandruff shampoos, hair coloring shampoos, hair cleansing conditioners, shower gels, shower baths, shower creams, liquid soaps, facial cleansers are mixed with water before application if necessary, foamed on the application surface and rinsed with water after application.

The agents according to the invention can contain surfactant(s). Anionic surfactants have proven particularly useful in cleaning compositions for keratin fibers, cationic surfactants are often used ingredients in conditioning compositions; amphoteric surfactants are used with particular advantage in both cleaning and care compositions due to their advantageous properties.

Particularly preferred cosmetic cleaning compositions for keratin fibers contain in a preferred embodiment (based on their total weight) o 0.01 - 30 wt. % of at least one highly branched, cyclic dextrin compound (cluster dextrin) and o 0.1 - 75 wt. % of at least one anionic, amphoteric, zwitterionic, nonionic surfactant or mixtures thereof, wherein solid cleaning compositions - based on their total weight - preferably 10 - 75 wt.%, more preferably 20 - 75 wt.% and in particular 25 - 70 wt.% of at least one anionic, amphoteric, zwitterionic, nonionic surfactant or mixtures thereof, and liquid compositions - based on their total weight - preferably 0.5 - 30 wt.%, more preferably 1 - 25 wt.% and in particular 2 - 20 wt.% of at least one anionic, amphoteric, zwitterionic, nonionic surfactant or mixtures thereof.

Particularly preferred cleaning compositions within the meaning of the present invention contain > 50% of at least one anionic surfactant (based on the total surfactant content).

Suitable anionic surfactants and emulsifiers for the compositions according to the invention are all anionic surface-active substances suitable for cosmetic use on the human or animal body. These are characterized by a water-solubilizing anionic group such as a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group with about 8 to 30 carbon atoms. In addition, the molecule can contain glycol or polyglycol ether groups, ester, ether and amide groups as well as hydroxyl groups.

The particularly suitable anionic surfactant types that can be used in agents according to the invention include, for example: linear and branched fatty acids with 8 to 30 C atoms (soaps),

Ether carboxylic acids of the formula R-O-(CH2-CH2O)x-CH2-COOH, in which R is a linear or e, saturated or unsaturated alkyl group with 8 to 30 C atoms and x = 0 or 1 to 16, acyl sarcosides with 8 to 24 C atoms in the acyl group (sarcosinate surfactants), acyl taurides with 8 to 24 C atoms in the acyl group (taurate surfactants), acyl isethionates with 8 to 24 C atoms in the acyl group (isethionate surfactants), sulfosuccinic acid mono- and/or dialkyl esters with 8 to 24 C atoms in the alkyl group and sulfosuccinic acid mono-alkylpolyoxyethyl esters with 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups (sulfosuccinate surfactants), alpha-olefin sulfonates with 8 to 24 C atoms (alpha-olefin sulfonate surfactants),

Alkyl sulfates and/or alkyl ether sulfate salts of the formula R-(OCH2-CH2)n-O-SO3X, in which R is preferably a straight-chain or e, saturated or unsaturated alkyl group having 8 to 30 C atoms, x is the number 0 or 1 to 12 and X is an alkali, alkaline earth, ammonium or alkanolamine ion,

Sulfonates of unsaturated fatty acids with 8 to 24 C atoms and 1 to 6 double bonds, Esters of tartaric acid and citric acid with alcohols, which are addition products of about 2-15 molecules of ethylene oxide and/or propylene oxide with fatty alcohols with 8 to 22 C atoms, and/or

Alkyl and/or alkenyl ether phosphates of the formula

O

II

R ¹ -(OCH ₂ CH ₂ )— O— P— OR ²

I

OX in which R ¹ preferably represents an aliphatic hydrocarbon radical having 8 to 30 carbon atoms, R ² represents hydrogen, a radical (CH ₂ CH ₂ 0) _n R ¹ or X, n represents numbers from 0 to 10 and X represents hydrogen, an alkali or alkaline earth metal or the group -NR ³ R ⁴ R ⁵ R ^e , with R ³ to R ^e independently of one another representing a Ci to C4 hydrocarbon radical.

Very particularly preferred are alkyl sulfate and/or alkyl ether sulfate salts, (salts of) ether carboxylic acids, sarcosinates, isethionates, taurates, sulfosuccinates and/or alpha-olefin sulfonates, in particular alkyl sulfate and/or alkyl ether sulfate salts.

Particularly preferred are alkyl (ether) sulfates of the general formula R-(OCH ₂ -CH ₂ ) _n -OSO3X, in which R is a straight-chain or e, saturated or unsaturated alkyl group having 8 to 24 C atoms, n is the number 0 or 1 to 12, and X is an alkali, alkaline earth, ammonium or alkanolamine ion.

The compositions according to the invention may contain at least one amphoteric or zwitterionic surfactant and/or at least one nonionic surfactant.

Particularly preferred cleaning compositions in the sense of the present invention contain 0 - 50%, preferably 1 - 40% and in particular 5 - 30% of at least one amphoteric or zwitterionic surfactant and/or 0 - 50%, preferably 1 - 40% and in particular 5 - 30% of at least one nonionic surfactant (based on the total surfactant content).

Suitable zwitterionic or amphoteric surfactants are those that have both a cationic and an anionic charge in the molecule. Amphoteric surfactants preferably have at least one quaternary ammonium group and at least one -COO- or -SO3- group, in addition to a preferably C8-C24 alkyl or acyl group, in the molecule. They are also capable of forming internal salts. Particularly preferred amphoteric surfactants are betaines such as N-alkyl-N,N-dimethylammonium glycinates, for example cocoalkyl-dimethylammonium glycinate, N-acyl-aminopropyl-N,N-dimethylammonium glycinate, for example cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines, each with 8 to 18 C atoms in the alkyl or acyl group, and cocoacylaminoethylhydroxyethylcarboxymethylglycinate. Particularly preferred are those under the INCI names Cocamidopropyl Betaine Lauramidopropyl Betaine, Cocoampho(di)acetate and/or Lauroapho(di)acetate are known amphoteric or zwitterionic surfactants.

Suitable non-ionic surfactants and/or emulsifiers can be selected from amine oxides such as the compounds known under the INCI names Cocamine Oxide, Lauramine Oxide and Cocamidopropylamine Oxide, fatty acid alkanolamides such as the compounds known under the INCI names Cocamide MEA and Coamide DEA, mixtures of alkyl (oligo) glucosides and fatty alcohols such as the commercially available product Montanov®68, sterols such as zoosterols and phytosterols, phospholipids, alkyl (oligo) glycosides such as the compounds known under the INCI names Caprylyl/Capryl Glucoside, Decyl Glucoside, Lauryl Glucoside and Coco Glucoside, alkoxylated esters such as the compounds known under the INCI names PEG-7 Glyceryl Cocoate and PEG-40 Hydrogenated Castor, polyglycerol esters and/or their salts.

The compositions according to the invention can contain cationic surfactant(s). Cationic surfactants of the quaternary ammonium compound, esterquat and amidoamine type can be used according to the invention. Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides. The long alkyl chains of these surfactants preferably have 10 to 18 carbon atoms, such as in cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride. Other preferred cationic surfactants are the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.

Particularly preferred compositions according to the invention - in particular compositions for the care of keratin fibers - contain - based on their weight - preferably 0.05 to 7.5 wt. %, particularly preferably 0.1 to 6 wt. % and in particular 0.25 to 5 wt. % cationic surfactant(s). Compositions according to the invention very particularly preferably contain cationic surfactants from the group of quaternary ammonium compounds and/or esterquats and/or amidoamines in the amounts mentioned above.

In a preferred embodiment, agents according to the invention contain at least one conditioning agent for keratin fibers in a weight proportion of 0 - 50 wt.% of the total weight of the agent. More preferred are amounts of 0.01 - 30 wt.%, particularly preferably 0.05 - 25 wt.% and in particular 0.1 - 20 wt.%. The at least one conditioning agent can preferably be selected from cationic polymers, natural, mineral or synthetic oils, fats or waxes or from mixtures thereof.

The agents according to the invention can contain at least one cationic polymer. The agents according to the invention preferably contain cationic polysaccharide polymers. Cationic polysaccharide polymers increase the care performance of the agents according to the invention. Suitable cationic polysaccharide polymers can be selected from cationic cellulose compounds and/or from cationic guar derivatives.

Particularly preferred agents according to the invention contain as cationic polysaccharide polymer(s) - based on the weight of the agent - 0.01 to 3 wt.%, particularly preferably 0.05 to 2 wt.% and in particular 0.1 to 1.5 wt.% of at least one cationic polymer from the group of cationic cellulose polymers and/or cationic guar derivatives.

Cationic cellulose compounds in the sense of the invention are those that carry more than one permanent cationic charge in at least one side chain. Cellulose is made up of beta-1,4-glycosidically linked D-glucopyranose units and forms un, water-insoluble chains. The "side chain" of a cellulose is defined as chemical substituents that bind to the cellulose skeleton and are not part of the native cellulose because they were subsequently introduced, for example, by chemical synthesis.

Preference is given to quaternized cellulose polymers which originate from hydroxy(C2-C4)alkylcelluloses, particularly preferably from hydroxyethylcelluloses.

Such polymers are known to the person skilled in the art and are commercially available from various companies. Particularly preferred are the cationic cellulose derivatives known under the INCI names Polyquaternium-4, Polyquaternium-10, Polyquaternium-24, Polyquaternium-67 and/or Polyquaternium-72. Very particularly preferred are Polyquaternium-10, Polyquaternium-24 and/or Polyquaternium-67 and particularly preferred is Polyquaternium-10.

Preferred agents according to the invention contain as cationic polysaccharide polymer(s) - based on the weight of the agent - 0.01 to 3 wt.%, particularly preferably 0.05 to 2 wt.% and in particular 0.1 to 1.5 wt.% of at least one polymer from the group of polyquaternium-4, polyquaternium-10, polyquaternium-24, polyquaternium-67 and/or polyquaternium-72.

Suitable cationic guar derivatives within the meaning of the invention are cationic hydroxyalkyl guar derivatives, preferably cationic hydroxyethyltrimethylammonium guar and/or cationic hydroxypropyltrimethylammonium guar with average molecular weights between 100,000 and 2,000,000 Dalton. Particularly preferred are the cationic guar polymers known under the INCI name Guar Hydroxypropyltrimonium Chloride and/or Hydroxypropyl Guar Hydroxypropyltrimonium Chloride with a molecular weight (weight average) between 200,000 and 1,600,000 Dalton. The cationic charge density of these guar polymers is preferably at least 0.4 meq/g, more preferably at least 0.5 meq/g and in particular at least 0.6 meq/g. Their nitrogen content is preferably in the range from 1.1 to 1.8% by weight (based on their total weight).

Cationic guar derivatives, known under the INCI name Guar Hydroxypropyltrimonium Chloride, are known to those skilled in the art and are available from various suppliers, for example under the trade names Cosmedia® Guar, N-Hance® Jaguar® and/or Polycare®.

Particularly preferred agents according to the invention contain as cationic polysaccharide polymer(s) - based on the weight of the agent - 0.01 to 3 wt.%, particularly preferably 0.05 to 2 wt.% and in particular 0.1 to 1.5 wt.% guar hydroxypropyltrimonium chloride and/or hydroxypropyl guar hydroxypropyltrimonium chloride.

Other suitable cationic polymers for use in the compositions according to the invention can be selected, for example, from cationic polymers with the INCI names Polyquaternium-2, Polyquaternium-5, Polyquaternium-6, Polyquaternium-7, Polyquaternium-11, Polyquaternium-17, Polyquaternium-18, Polyquaternium-

22, Polyquaternium-27, Polyquaternium-37, Polyquaternium-39 and mixtures thereof.

In summary, preferred agents according to the invention are characterized in that they contain - based on the weight of the agent - 0.01 to 3 wt.%, particularly preferably 0.05 to 2 wt.% and in particular 0.1 to 1.5 wt.% of cationic polymer(s), preferably 0.01 to 3 wt.%, particularly preferably 0.05 to 2 wt.% and in particular 0.1 to 1.5 wt.% of at least one polymer from the group of cationic cellulose polymers and/or cationic guar derivatives.

The agents according to the invention may contain at least one natural, mineral or synthetic oil, fat or wax or mixtures thereof.

Suitable natural (vegetable) oils are usually understood to mean triglycerides and mixtures of triglycerides. Preferred natural oils are coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango kernel oil, meadowfoam oil, safflower oil, macadamia nut oil, grape seed oil, amaranth seed oil, tamanu oil, perilla oil, argan oil, bamboo oil, olive oil, wheat germ oil, pumpkin seed oil, mallow oil, hazelnut oil, safflower oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, cocoa butter, murumuru butter and/or shea butter.

Mineral oils, paraffin and isoparaffin oils as well as synthetic hydrocarbons are particularly used as mineral oils. An example of a hydrocarbon that can be used is 1,3-di-(2-ethylhexyl)-cyclohexane (Cetiol® S), which is available as a commercial product.

A dialkyl ether can also serve as a suitable oil component. Usable dialkyl ethers are in particular di-n-alkyl ethers with a total of between 12 and 36 carbon atoms, in particular 12 to 24 C atoms, such as di-n-octyl ether, di-n-decyl ether, di-nonyl ether, di-n-undecyl ether, di-n-dodecyl ether, n-hexyl-n-octyl ether, n-octyl-n-decyl ether, n-decyl-n-undecyl ether, n-undecyl-n-dodecyl ether and n-hexyl-n-undecyl ether as well as di-tert.-butyl ether, di-iso-pentyl ether, di-3-ethyldecyl ether, tert.-butyl-n-octyl ether, isopentyl-n-octyl ether and 2-methylpentyl-n-octyl ether. Di-n-octyl ether, which is commercially available under the name Cetiol® OE, is particularly preferred.

Silicone compounds are the preferred synthetic oils. Silicones have excellent conditioning properties on keratin fibers, especially on hair. In particular, they make hair easier to comb when wet or dry and in many cases have a positive effect on the hair's grip and softness. Suitable silicones can be selected from:

(i) polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, which are volatile or non-straight chain or cyclic, branched or non-branched;

(ii) polysiloxanes containing in their general structure one or more organofunctional groups chosen from: a) substituted or unsubstituted aminated groups; b) (per)fluorinated groups; c) thiol groups; d) carboxylate groups; e) hydroxylated groups; f) alkoxylated groups; g) acyloxyalkyl groups; h) amphoteric groups; i) bisulfite groups; j) hydroxyacylamino groups; k) carboxy groups; l) sulfonic acid groups; and m) sulfate or thiosulfate groups;

(iii) linear polysiloxane (A)-polyoxyalkylene (B) block copolymers of type (AB) _n with n >3;

(iv) grafted silicone polymers with a non-silicone-containing organic backbone consisting of an organic main chain formed from organic monomers not containing silicone, onto which at least one polysiloxane macromer has been grafted in the chain and optionally at at least one chain end;

(v) grafted silicone polymers with a polysiloxane backbone onto which have been grafted non-silicone-containing organic monomers comprising a polysiloxane main chain onto which has been grafted, in the chain and optionally at least one of its ends, at least one organic macromer not containing silicone;

(vi) or mixtures thereof. Fats include fatty acids, fatty alcohols and natural and synthetic waxes, which can be present in solid form or in liquid form in aqueous dispersion.

Fatty acids that can be used are linear and/or branched, saturated and/or unsaturated fatty acids with 6 - 30 carbon atoms, preferably with 10 - 22 carbon atoms.

Fatty alcohols that can be used are saturated, mono- or polyunsaturated, e or unbranched fatty alcohols with C - C30, preferably C10 - C22 and very particularly preferably C12 - C22 carbon atoms.

Natural or synthetic waxes that can be used include solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerite, ceresin, spermaceti, sunflower wax, hardened waxes such as hydrogenated castor oil, fruit waxes such as apple wax or citrus wax, micro waxes made of PE or PP. Other suitable fatty substances are, for example,

Ester oils, which are esters of CB - C30 fatty acids with C2 - C30 fatty alcohols. Examples of particularly suitable ester oils are isopropyl myristate (Rilanit® IPM), isononanoic acid C16-18-alkyl esters (Cetiol® SN), 2-ethylhexyl palmitate (Cegesoft® 24), stearic acid 2-ethylhexyl ester (Cetiol® 868), cetyl palmitate, cetyl oleate, glycerol tricaprylate, coconut fatty alcohol caprateZ-caprylate (Cetiol® LC), n-butyl stearate, oleyl erucate (Cetiol® J 600), isopropyl palmitate (Rilanit® IPP), oleyl oleate (Cetiol®), lauric acid hexyl ester (Cetiol® A), di-n-butyl adipate (Cetiol® B), myristyl myristate (Cetiol® MM), cetearyl isononanoate (Cetiol® SN), oleic acid decyl ester (Cetiol® V)

Dicarboxylic acid esters such as di-n-butyl adipate, di-(2-ethylhexyl) adipate, di-(2-ethylhexyl) succinate and di-isotridecyl acelate as well as diol esters such as ethylene glycol dioleate, ethylene glycol di-isotridecanoate, propylene glycol di(2-ethylhexanoate), propylene glycol di-isostearate, propylene glycol di-pelargonate, butanediol di-isostearate, neopentyl glycol dicaprylate, symmetrical, asymmetrical or cyclic esters of carbonic acid with fatty alcohols such as glycerin carbonate or dicaprylyl carbonate (Cetiol® CC), ethoxylated or non-ethoxylated mono, di and tri fatty acid esters of saturated and/or unsaturated linear and/or ene fatty acids with glycerin, such as Monomuls® 90-018, Monomuls® 90-L12, Cetiol® HE or Cutina® MD.

The weight proportion of the oils, fats and/or waxes in the total weight of the compositions according to the invention is preferably 0 to 50 wt.%, particularly preferably 0.01 to 30 wt.% and in particular 0.05 to 15 wt.%.

Compositions according to the invention are preferably in the form of liquid compositions and contain the active ingredients described above, preferably in a cosmetically acceptable carrier. In the context of the invention, this is preferably understood to mean an aqueous or aqueous-alcoholic carrier. The cosmetic carrier preferably contains at least 50% by weight, more preferably at least 60% by weight, particularly preferably at least 70% by weight and especially preferably at least 75% by weight of water.

Furthermore, the cosmetic carrier can contain 0.01 to 50 wt.%, preferably 0.05 to 40 wt.% and in particular 0.1 to 30 wt.% of at least one alcohol.

Suitable alcohols are, for example, ethanol, ethyl diglycol, 1-propanol, 2-propanol, isopropanol, 1,2-propylene glycol, glycerin, diglycerin, triglycerin, 1-butanol, 2-butanol, 1,2-butanediol, 1,3-butanediol, 1-pentanol, 2-pentanol, 1,2-pentanediol, 1,5-pentanediol, 1, hexanol, 2-hexanol, 1,2-hexanediol, 1,6-hexanediol, polyethylene glycols, sorbitol, sorbitan, benzyl alcohol or mixtures of these alcohols.

Water-soluble alcohols are particularly preferred. Ethanol, 1,2-propylene glycol, glycerin, benzyl alcohol and mixtures of these alcohols are particularly preferred.

In addition to the active ingredients described above, the compositions according to the invention may, depending on the embodiment, also contain one or more active ingredients from one or more of the following groups:

Dyes, comprising both dyes for coloring the compositions and dyes for coloring keratin fibers - in particular hair - comprising oxidation dye precursors, direct dyes, natural dyes and mixtures thereof and, if necessary, oxidizing and alkalizing agents, UV filter substances, perfumes

Thickeners such as cellulose ethers, xanthan gum, sclerotium gum, succinoglucans, polygalactomannans, pectins, agar, carrageenan, tragacanth, gum arabic, karaya gum, tara gum, gellan, gelatin, propylene glycol alginate, alginic acids and their salts, polyvinylpyrrolidones, polyvinyl alcohols, polyacrylamides, physically (e.g. by pregelatinization) and/or chemically modified starches, acrylic acid-acrylate copolymers, acrylic acid-acrylamide copolymers, acrylic acid-vinylpyrrolidone copolymers, acrylic acid-vinylformamide copolymers, polyacrylates and branched polymers of acrylic acid, methacrylic acid and their salts

Complexing agents such as EDTA

Anti-dandruff ingredients such as Piroctone Olamine, Zinc Pyrithione, Climbazole, Propanediol Caprylate

Vitamins, vitamin derivatives or vitamin precursors, preferably from groups A, B, E and H, particularly preferably from group B, such as niacinamide, panthenol, pantolactone, pyridoxine or mixtures thereof

Film-forming polymers such as polymers from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of Acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, homopolymers or copolymers of methacrylic acid amides, copolymers of vinylpyrrolidone, copolymers of vinyl alcohol, copolymers of vinyl acetate, homopolymers or copolymers of ethylene, homopolymers or copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and/or polyamides. Specific suitable examples are the commercial products Aculyn® 22, Aculyn® 28, Structure® 2001 , Structure® 3001 , Structure Plus®, Carbopol® 1342, 1382, Ultrez 20, Ultrez 21 , Amphomer®, Dermacryl® LT and 79, Luvitol® HSB, PVP (Luvitech® 17, 30, 60, 80, 85, 90, K 115), Luviskol® K 90, Luviskol® K 85, Luviskol® VA 64 and 73, Aquaflex® SF-40 Styleze® CC-10

Amino acids, preferably alanine, aspartic acid, cysteine, cystine, glutamic acid, glycine, lysine, proline, serine, methionine, tyrosine and mixtures thereof

Pearlescent agents and/or opacifiers

Keratin-reducing active ingredients such as mercaptans, thioglycolate salts, if necessary in combination with ammonia or amines, organic acids such as citric acid, malic acid, lactic acid, tartaric acid

Alkalizing agents

Ceramide propellant preservative

Preferred agents in the sense of the present invention are, in a first embodiment, cosmetic cleaning agents for keratin fibers, which are characterized as follows:

0.01 - 30 wt.% of at least one highly branched cyclic dextrin (cluster dextrin) 0.1 - 75 wt.% of at least one anionic, amphoteric, zwitterionic, non-ionic surfactant or mixtures thereof a cosmetic carrier.

Even more preferred agents are cosmetic cleaning agents for keratin fibers, which are characterized as follows:

0.01 - 25 wt.% of at least one highly branched cyclic dextrin (cluster dextrin) 0.1 - 75 wt.% of at least one anionic surfactant from the group of alkyl (ether) sulfates a cosmetic carrier.

Within this embodiment, cleaning agents for keratin fibers are particularly preferred which are characterized as follows:

0.01 - 25 wt.% of at least one highly branched cyclic dextrin (cluster dextrin) 0.1 - 75 wt.% of at least one anionic surfactant from the group of alkyl (ether) sulfates 0 - 50 wt.%, preferably 1 - 40 wt.% of at least one amphoteric or zwitterionic surfactant, a nonionic surfactant or mixtures thereof

0 - 50 wt.%, preferably 0.01 - 30 wt.% of at least one conditioning agent for keratin fibers and a cosmetic carrier.

Preferred agents in the sense of the present invention are, in a second embodiment, cosmetic care compositions for keratin fibers, which are characterized as follows:

0.01 - 30 wt.% of at least one highly branched cyclic dextrin (cluster dextrin)

0.05 to 7.5 wt.% of at least one cationic surfactant and a cosmetic carrier.

Even more preferred agents are cosmetic care compositions for keratin fibers, which are characterized as follows:

0.01 - 25 wt.% of at least one highly branched cyclic dextrin (cluster dextrin)

0.05 to 7.5 wt.% of at least one cationic surfactant

0.01 - 30 wt.% of at least one conditioning agent for keratin fibres (the cationic surfactant does not count as a conditioning agent) a cosmetic carrier.

The invention further relates to a method for the cosmetic treatment of keratin fibers, comprising the steps of a. applying a cosmetic agent to the keratin fibers, wherein the agent contains at least one highly branched cyclic dextrin in a cosmetic carrier in a weight proportion of at least 0.01% by weight of the total weight of the cosmetic agent, b. optionally distributing and/or allowing the cosmetic agent to act for a period of at least 5 seconds, c. optionally rinsing the agent out with water.

Another object of the invention is a method for reducing or eliminating bad odors on keratin fibers, in which a cosmetic agent which contains at least one highly branched cyclic dextrin in a cosmetic carrier in a weight proportion of at least 0.01% by weight of the total weight of the cosmetic agent is applied to the keratin fibers and optionally rinsed out again after an exposure time or left on the keratin fibers. Another object of the invention is the cosmetic use of at least one highly branched cyclic dextrin in cosmetic agents for reducing or eliminating bad odors on keratin fibers.

Examples

The present invention will now be illustrated by the following non-limiting examples. It should be understood that various changes and modifications can be made to the following examples and methods without departing from the scope of the invention (which is defined in the claims).

Therefore, it should be noted that the following examples should be interpreted as illustrative only and not as limiting in any way.

1 . Examples of implementation

The following compositions were prepared for the treatment of keratin fibers

(the quantities refer to % by weight): a) Hair shampoos

Maltodextrin (highly-branched cyclodextrin) (CAS: 9050-36-6) as a component of the commercial product Lamesoft® PO 65 (INCI name: Aqua,

Coco Glucoside, Glyceryl Oleate) b) Hair care products

Maltodextrin (highly-branched cyclodextrin) (CAS: 9050-36-6)

INCI name: Distearoylethyl Hydroxyethylmonium Methosulfate and Cetearyl Alcohol (65-72% AS cationic surfactant); BASF

INCI name: Cetrimonium Chloride (24-26% AS cationic surfactant); BASF INCI name: Polyquaternium-37 and Dicaprylyl Carbonate and Lauryl Glucoside; BASF c) Shower gels

Maltodextrin (highly-branched cyclodextrin) (CAS: 9050-36-6) d) Hair styling products

* Maltodextrin (highly branched cyclodextrin) (CAS: 9050-36-6)

* ⁴ INCI name: Aminomethyl Propanol

* ⁵ INCI name: Octylacrylamide/Acrylates/Butylaminoethyl Methacrylate

Copolymer Evidence of Efficacy

Bad odor molecules:

Sulfides: Dimethyl sulfide

Thiol: Sulfox (p-Mentha-8-thiol-3-one)

Nitriles: Tridecene-2-nitrile

Cluster dextrin:

Maltodextrin CAS: 9050-36-6

Method:

Strands of hair (Kerling 7-0, untreated) were thoroughly soaked under running water, then the water was wiped out of the strands of hair once with the fingers

For every 1 g of hair, 0.2 g of the respective shampoo* was needed

The required amount of each shampoo was weighed and massaged into each strand of hair for one minute.

The hair strands were then rinsed under running water and dried with a hair dryer (the distance between the hair strands and the hair dryer was about 5-10 cm).

The dry hair strands were then contaminated with 2xHub Malodor Pet (MA-1381-D 0.5% in DPG), placed in three 250 ml beakers and loosely covered with Parafilm. The intensity of the bad smell was assessed after 15 minutes by opening the beakers and the smell was assessed by ten trained people on a scale of 1 = very weak intensity to 10 = very strong intensity. The results shown in the following table were obtained as average values.

* “Shampoo” is understood to mean the composition of the previously disclosed shampoo 3 - in the first case without an addition of cluster dextrin, in the second case with an addition of 0.1% by weight of cluster dextrin and in the third case with an addition of 0.1% by weight of the commercial product Cavasol® W7HP (INCI name: hydroxypropyl-beta-cyclodextrin) Table: Odour intensity of bad smell (after 15 minutes on hair strands)

Claims

Patent claims:

1. Cosmetic agent for the treatment of keratin fibers, containing in a cosmetic carrier at least one highly branched cyclic dextrin in a weight proportion of at least 0.01% by weight of the total weight of the cosmetic agent.

2. Cosmetic agent according to claim 1, wherein the at least one highly branched cyclic dextrin is contained in a weight proportion of 0.01 - 30 wt.%, more preferably 0.01 - 25 wt.% and particularly preferably 0.01 - 5 wt.% of the total weight of the cosmetic agent.

3. Cosmetic agent according to one of claims 1 or 2, wherein the at least one highly branched cyclic dextrin has an average molecular weight of 100 Da to 5000 Da, more preferably of 500 Da to 3000 Da.

4. Cosmetic agent according to one of claims 1 to 3, wherein the at least one highly branched cyclic dextrin is maltodextrin (CAS: 9050-36-6).

5. Cosmetic agent according to one of claims 1 to 4 in the form of a solid or liquid cosmetic cleaning composition for keratin fibers.

6. Cosmetic agent according to claim 5 for cleaning human skin and/or hair or for cleaning animal skin, fur, pelts, wool and/or feathers.

7. Cosmetic agent according to one of claims 1 to 6, containing at least one surfactant selected from anionic, amphoteric, zwitterionic, nonionic surfactants or mixtures thereof in a weight proportion of 0.1 - 75 wt.% of the total weight of the cosmetic agent.

8. Cosmetic agent according to one of claims 1 to 4 in the form of a solid or liquid cosmetic care composition for keratin fibers, in particular human hair.

9. Cosmetic agent according to claim 8, containing at least one cationic surfactant in a weight proportion of 0.1 - 50 wt.% of the total weight of the cosmetic agent.

10. Cosmetic agent according to one of claims 1 to 4 in the form of a solid or liquid composition for the temporary or permanent deformation or fixation of keratin fibers, in particular human hair. Cosmetic agent according to one of claims 1 to 4 in the form of a solid or liquid composition for coloring keratin fibers, in particular human hair. Cosmetic agent according to one of claims 1 to 11, containing at least one - optionally encapsulated - perfume or a perfume composition in a weight proportion of at least 0.01 wt. % of the total weight of the cosmetic agent. Method for the cosmetic treatment of keratin fibers, comprising the steps of a. applying a cosmetic agent to the keratin fibers, the agent containing at least one highly branched cyclic dextrin in a cosmetic carrier in a weight proportion of at least 0.01 wt. % of the total weight of the cosmetic agent, b. optionally distributing and/or allowing the cosmetic agent to act for a period of at least 5 seconds, c. optionally rinsing the agent out with water. Method for reducing or eliminating bad smells on keratin fibers, in which a cosmetic agent which contains at least one highly branched cyclic dextrin in a cosmetic carrier in a weight proportion of at least 0.01% by weight of the total weight of the cosmetic agent is applied to the keratin fibers and optionally rinsed out again after a contact time or left on the keratin fibers. Cosmetic use of at least one highly branched cyclic dextrin in cosmetic agents for reducing or eliminating bad smells on keratin fibers.