DE10251122A1 - Hair treating agents with improved film-forming and odor properties contain a polymer with acid and/or amphoteric groups and a polyhydroxyalkylamine or salt - Google Patents

Abstract

A hair treating agent contains: (a) a polymer with acid and/or amphoteric groups in an ethanolic, aqueous-ethanolic or aqueous medium; and (b) a polyhydroxyalkylamine or salt. A hair treating agent contains: (a) a polymer with acid and/or amphoteric groups in an ethanolic, aqueous-ethanolic or aqueous medium; and (b) a polyhydroxyalkylamine or salt of formula NR1R2R3. R1 = mono-, di- or tri-hydroxyalkyl with a 2-6C carbon chain; and R2 and R3 = H, 1-18C alkyl or as for R1

Description

The invention includes hair treatment agents containing at least one polymer with acidic or amphoteric groups and at least one polyhydroxyalkylamine.

The hair treatment composition according to the invention shows good sensors and improved odor properties. With the preparation according to the invention Treated hair has a natural, long-lasting bounce.

An appealing external appearance has always been considered very important. A special role plays the hairstyle. base for is an attractive appearance well-styled and well-groomed hair. For cleaning and care there are a number of hair treatment products such as shampoos, Cures, douches, Top fluids that are used in a wide variety of applications Example as leave on or as rinse off products. In addition to these care products there are three more product categories in hair care and treatment for use; namely permanent or temporary hair dye, permanent hair styling agents as well as agents that are only a temporary deformation and enable stabilization of the hairstyle and generally as a styling agent are known. Which includes Products such as hair sprays, hair lacquers, setting lotions, setting foams, hair gels, glossy products, hairstyle creams etc. All of these means common that they usually consist of a large number of individual substances or components that perform a wide variety of tasks within the recipe.

The recipes are varied, though the ingredients of the hair treatment agent in ethanolic, aqueous-ethanolic or watery Medium compatible have to be. Styling agents with anionic or amphoteric polymers, mostly equipped with carboxy functionalities, need a neutralizing agent to achieve their optimal performance. The neutralization improves the solubility of the film, the viscous elasticity, the film formation property and the KW propellant gas compatibility. Usual neutralizing agents have the disadvantage that they are either volatile and undesirable Have their own smell such as ammonia, ethanolamine or Aminomethylpropanol or the quality of the film unfavorable influence (sodium hydroxide or ammonia). The films show a lack Flexibility, the hair has an unnatural Handle it can Residues in the form be formed by fine or coarse scales.

DE 19808824 describes a hair treatment composition containing at least one polymer with acidic groups and at least one N-unsubstituted or N-substituted polyhydroxyamine in a suitable cosmetic base. The polyhydroxyamine has at least 4, particularly preferably 4 to 6, hydroxyl groups.

Object of the present invention It is a hair treatment product that has the disadvantages of the prior art, in particular an agent with good Film formation properties and improved odor properties ready to provide.

Furthermore, it is a task of present invention an alternative hair treatment agent for To provide state of the art.

The tasks are solved by a hair treatment composition according to claim 1. Subject of under claims are advantageous embodiments of the agents according to the invention. The invention further comprises the use of such agents.

It was surprising and unforeseeable for a person skilled in the art that a hair treatment composition comprising at least one polymer with acidic and / or amphoteric groups in an alcoholic, aqueous-alcoholic or aqueous medium and at least one polyhydroxyalkylamine of the formula NR ₁ R ₂ R ₃ , in which
R ₁ = mono-, di- or trihydroxyalkyl radical with a carbon chain C ₂ -C ₆ ,
R ₂ , R ₃ = H, alkyl radical with a carbon chain C ₁ -C ₁₈ or mono-, di- or trihydroxyalkyl radical with a carbon chain C ₂ -C ₆ , or their salts, solves the problems.

The agent according to the invention advantageously contains according to the invention 0.01 to 5% by weight of polyhydroxyalkylamine, preferably 0.01 to 2% by weight, each based on the total weight of the preparation.

The preferred polyhydroxyalkylamine is 1-amino-2,3-propanediol and / or 2-amino-1,3-propanediol (serinol). The salts of the polyhydroxyalkylamines, in particular the lactates, can also be used as are particularly preferred. Other hydroxyalkylamines, which belong to the class of compounds according to the invention, have made possible good film-forming properties and improved odor properties in the cosmetic composition.

The one that is formed by means Film becomes highly elastic, the hair has a natural, permanent bounce without impairing good strength the hair in high humidity and without stickiness of the film. The film shows good sensors and compared to conventional ones Neutralizing agents are the olfactory properties of the Wording improved.

The polymers with acidic or amphoteric Groups can in the hair treatment composition according to the invention partially or completely be neutralized with the polyhydroxyalkylamine. Are preferred those agents in which the acid groups in the polymer are 20 to 100%, particularly preferably 50 to 100% with the amine of the neutralizing agent be neutralized.

The polymer with acid groups can be a natural one or a synthetic homo- or copolymer with acid groups containing monomer units, which optionally with comonomers, which have no acid groups contain, is copolymerized. As acid groups come sulfonic, phosphoric and Carboxylic acid groups into consideration, of which the carboxylic acid groups are preferred. Suitable acid groups Monomers containing are, for example, acrylic acid, methacrylic acid, crotonic acid, maleic acid or maleic anhydride, aldehydocarboxylic or ketocarboxylic acids.

Comonomers not substituted with acid groups are, for example, acrylamide, methacrylamide, alkyl- and dialkylacrylamide, Alkyl and dialkyl methacrylamide, alkyl acrylate, alkyl methacrylate, Vinyl caprolactone, vinyl pyrrolidone, vinyl ester, vinyl alcohol, propylene glycol or ethylene glycol, amine-substituted vinyl monomers such as, for example Dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, monoalkylaminoalkyl acrylate and monoalkylaminoalkyl methacrylate, the alkyl groups of which Monomers preferably C1 to C7 alkyl groups, particularly preferred Are C1 to C3 alkyl groups.

Suitable polymers with acid groups are especially non-networked or with polyfunctional agents cross-linked homopolymers of acrylic acid or methacrylic acid, copolymers of acrylic acid or methacrylic acid selected with monomers from acrylic acid or methacrylic acid esters, Acrylamides, methacrylamides and vinyl pyrrolidone, homopolymers of crotonic and copolymers of crotonic acid selected with monomers from vinyl esters, acrylic acid or methacrylic acid esters, Acrylamides and methacrylamides. A suitable natural Polymer is, for example, shellac.

Other polymers are: cross-linked or uncrosslinked vinyl acetate / crotonic acid Copolymers (INCI VA / Crotonates Copolymer) e.g. Resyn 28-1310 from National Starch or Luviset CA66 from BASF; Vinyl acetate terpolymers, Crotonate and vinyl alkanoate, especially vinyl acetate / crotonate / vinyl noedecanoate Copolymers (INCI: VA / Crotonates / Vinylneodecanoate Copolymer) e.g. National Starch Resyn 28-2930; partially esterified copolymers between vinyl methyl ether and maleic anhydride (INCI: ethyl, Isopropyl, butyl ester of PVM / MA copolymer) e.g. Gantrez ES 225 or Gantrez ES 425 from ISP; Copolymers of acrylic acid or methacrylic acid with alkyl acrylates and / or N-alkyl acrylamides, in particular copolymers of methacrylic acid and alkyl acrylates and Terpolymers of acrylic acid, Alkyl acrylates and N-alkyl acrylamides such as acrylic acid / ethyl acrylate / N-tert-butylacrylamide Terpolymer (INCI: Acrylate / Acrylamide Copolymer) e.g. ultra Hold 8 from BASF or tert-butyl acrylate / ethyl acrylate / methacrylic acid terpolymer (INCI: Acrylates Copolymer), e.g. Luvimer from BASF; polystyrenesulfonates (INCI: Sodium Polystyrene Sulfonate) e.g. Flexan 130 from National Starch.

Suitable anionic polymers are also soluble in water or dispersible anionic polyurethanes, e.g. Luviset PUR from BASF or polyester.

Suitable amphoteric polymers are Octylacrylamide / Acrylates / Butylaminoethyl Methacrylate Copolymer (Amphomer 28-4910; National Starch) or methacryloyl ethyl betaine / methacrylates Copolymer (diaformer; Mitsubishi). Copolymers are also suitable from monomers containing carboxyl groups or sulfone groups, e.g. (Meth) acrylic acid and itaconic acid with basic monomers containing in particular amino groups such as e.g. Mono- or dialkylamino-alkyl (meth) acrylates and / or mono- or dialkylaminoalkyl (meth) acrylamides, copolymers of N-octylacrylamide, methyl methacrylate, Hydroxypropyl methacrylate, N-tert-butylaminoethyl methacrylate and acrylic acid.

The polymers of the invention counting therefore especially polymers with carboxy, sulfonic acid, phosphoric acid, acid amide, Anhydride and / or anionic polyurethane functionality.

According to the invention, the aforementioned polymers count to the polymers with acidic and / or amphoteric groups, the amphoteric polymers from an anioic and a cationic Functionality in same molecule are built up.

It is preferably the polymers around film-forming and hair-fixing polymers. Among film-making, hair-fixing polymers should be understood to mean those polymers which alone in 0.01 to 20%, preferably in 0.1 to 10%, particularly preferably in 1.0 to 5.0% aqueous, alcoholic or aqueous-alcoholic solution applied, are able to deposit a polymer film on the hair and in this way to strengthen the hair.

In addition, the agent according to the invention as a further component 0.01 to 20% by weight, preferably 0.1 to 10% by weight, particularly preferably 1.0 to 5.0% by weight, at least one synthetic or natural, film-forming, contain non-ionic or cationic hair-fixing polymer. The hair-setting polymers can used individually or in a mixture. Furthermore, polymers can be used with a thickening effect.

Suitable synthetic, nonionic, Film-forming, hair-fixing polymers are, for example, homopolymers of vinyl pyrrolidone, for example, under the trade names LUVISKOL TM K from BASF, Germany or PVP-K from ISP, USA, as well as homopolymers of N-vinylformamide, which, for example, under the trade name PVF from the company National Starch / USA. Other suitable synthetic For example, film-forming, non-ionic hair-fixing polymers Copolymers of vinyl pyrrolidone and vinyl acetate, for example under the trade names LUVISKOL TM VA from BASF / Germany to be expelled; Terpolymers of vinyl pyrrolidone, vinyl acetate and vinyl propionate, for example, under the trade name LUVISKOL TM VAP from BASF / Germany; polyvinyl caprolactam, Polyvinylamides and their salts as well as copolymers of vinyl pyrrolidone and dimethylaminoethyl methacrylate, terpolymers of vinyl caprolactam, Vinyl pyrrolidone and dimethylaminomethacrylate; Polyacrylamides, the for example under the trade names AKYPOMINE TM P 191 from the company CHEM-Y / Germany or SEPI TM 305 from the company SEPPIC / USA are distributed; Polyvinyl alcohols, for example under the trade names ELVANOL TM from Du Pont or VINOL TM 523/540 from Air Products / USA are sold, as well high molecular weight polyethylene glycol or high molecular weight copolymers of ethylene glycol with propylene glycol with strengthening properties, which, for example, under the trade names LIPOXOL TM 1000 from from the company HÜLS AG / Germany, PLURACOL E 4000 from the company BASF / Germany or UPIWAX TM 20,000 are sold by UPI; polysiloxanes and the like.

Suitable cationic polymers are e.g. Copolymers of amine substituted vinyl monomers and not amine-substituted, non-cationic monomers. amine-substituted Vinyl monomers are e.g. Dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, Monoalkylaminoalkyl acrylate, monoalkylaminoalkyl methacrylate, wherein the alkyl groups of these monomers are preferably lower alkyl groups such as. C1-C7 alkyl groups, particularly preferably C1-C3 alkyl groups are.

Suitable ammonium substituted vinyl monomers are e.g. Trialkylmethacryloxyalkylammonium, trialkylacryloxyalkylammonium, Dialkyldiallylammonium and quaternary vinylammonium monomers with Cyclic, cationic nitrogen-containing groups such as pyridinium or imidazolium, e.g. Alkyl vinyl pyridinium or alkyl vinyl imidazolium Salts. The alkyl groups of these monomers are preferably lower Alkyl groups such as C1-C7 alkyl groups, particularly preferably C1-C3 alkyl groups. Suitable polymers are poly-quaternium described polymers such as quaternized copolymers of vinylimidazole, Vinyl pyrrolidone and / or vinyl caprolactam (Polyquaternium-16, -44 or -46), quaternized vinyl pyrrolidone / dimethylaminoethyl methacrylate Copolymer (Polyquaternium-11), homo- and copolymers of dimethyldiallyl ammonium chloride (Polyquaternium-6, -7 or -22), quaternized hydroxyethyl cellulose (Polyquaternium-10) or quaternized guar derivatives.

Not amine-substituted, non-cationic Comonomers are e.g. Acrylamide, methacrylamide, alkyl and dialkylacrylamide, Alkyl and dialkyl methacrylamide, acrylic acrylate, alkyl methacrylate, Vinyl caprolactone, vinyl pyrrolidone, vinyl ester, vinyl alcohol, maleic anhydride, Propylene glycol or ethylene glycol, the alkyl groups of which Monomers preferably lower alkyl groups such as e.g. C1-C7-alkyl groups, C1-C3 alkyl groups are particularly preferred.

Other cationic polymers are: quaternized vinyl pyrrolidone / dialkylaminoalkyl methacrylate copolymers, in particular quaternized vinyl pyrrolidone / dimethylaminoethyl methyl acrylate Copolymer (INCI: Polyquaternium-11), e.g. Gafquat 755 from ISP or Luviquat PQ11 from BASF; Methylvinylimidazolium / vinylpyrrolidone Copolymer (INCI: Polyquaternium-16), e.g. the Luviquat types FC 370, FC 550, FC 905 or HM552 from BASF; Methylvinylimidazolium Methyl sulfate / vinyl pyrrolidone copolymer (INCI: Polyquaternium-44), e.g. Luviquat Care or Luviquat MS 370 from BASF; or the copolymer from vinyl caprolactam, vinyl pyrrolidone and quaternized vinyl imidazole (INCI Polyquaternium-46), e.g. Luviquat Hold from BASF.

Suitable natural film-forming polymers Various types of saccharides have a hair-setting effect such as polysaccharides or mixtures of oligo-, mono- and disaccharides, which, for example, under the trade name C-PUR TM are sold by Cerestar, Belgium. Further suitable, natural Polymers are Chinese balsam resin and cellulose derivatives, for Example hydroxypropyl cellulose with a molecular weight of 30,000 up to 50,000 g / mol, which, for example, under the trade name NISSO SL TM is distributed by Lehmann & Voss / Germany.

The agent according to the invention is packaged in an aqueous, alcoholic or in an aqueous-alcoholic environment. Furthermore, solvents or a mixture of solvents with a boiling point below 400 ° C. can be used in an amount of 0.1 to 90% by weight, preferably 1 to 50% by weight. In particular, the alcohols usually used for cosmetic purposes can be used as alcohols lower alcohols with 1 to 4 carbon atoms such as ethanol and isopropanol may be included. Further, particularly preferred water-soluble solvents are glycerol and propylene glycol in an amount of up to 30% by weight.

The agent according to the invention can also the for Hair treatment products usual Contain additional components, for example wetting agents or emulsifiers from the classes of anionic, amphoteric or nonionic surfactants Surfactants, such as fatty alcohol sulfates, alkylbenzenesulfonates, alkyltrimethylammonium salts, Alkyl betaines, ethoxylated fatty alcohols, ethoxylated nonylphenols, Fatty acid alkanolamides, ethoxylated fatty acid ester, in an amount of 0.1 to 30% by weight; Humectants; Perfume oils in one Amount from 0.1 to 0.5% by weight; Opacifiers, such as ethylene glycol distearate, in an amount of about 0.2 to 5.0% by weight; Pearlescent agents, such as a mixture from fatty acid monoalkylolamide and ethylene glycol distearate, in an amount of about 1.0 to 10% by weight; bactericidal and fungicidal active ingredients, for example 2,4,4-trichloro-2-hydroxydiphenyl ether or methyl chloroisothiazole ion, in an amount of 0.01 to 1.0% by weight; Thickeners, such as coconut fatty acid diethanolamide, in an amount of about 0.2 to 3.0% by weight, buffer substances, such as for example sodium citrate or sodium phosphate, in an amount from 0.1 to 1.0% by weight; Solubilizers, such as ethoxylated castor oil, in an amount of about 0.1 to 1.0% by weight; Anfärbestofte, such as fluorescein sodium salt, in an amount of about 0.1 to 1.0% by weight; Care substances, such as plant and herbal extracts, Protein and silk hydrolyzates, cationic resins, lanolin derivatives, in an amount of 0.1 to 5% by weight; physiologically compatible silicone derivatives, such as silicone oil, Silicone polymers and siloxanes; Light stabilizers, antioxidants, Radical scavengers, Antidandruff agents, in an amount of about 0.01 to 2% by weight; direct hair dyes, hair dyes that develop oxidatively become, oxidizing agents, reducing agents, fatty alcohols, brighteners, Vitamins, plasticizers, combability enhancers, moisturizing Agents, foam stabilizers and defoamers.

The preferred cosmetic agent is that care substances are included.

The care substances advantageous according to the invention are cationic surfactants such as monomeric quaternary ammonium compounds or Silicone polymers. The cationic substances are particularly advantageous Cetyl trimethyl ammonium chloride and cetyl trimethyl ammonium phosphate. Suitable silicone polymers are e.g. Polydimethylsiloxane, α-hydro-ω-hydroxypolyoxydimethylsilylene, cyclic dimethylpolysiloxane, dimethylsiloxane-glycol copolymer or dimethylsioxanaminoalkylsiloxane copolymer with hydroxy end groups.

The agent according to the invention can be in various Application forms are used, for example in aerosol preparations as a foam or as a spray, furthermore as a non-aerosol, which by means of a pump or as a "pump and spray "are used comes. Use in usual O / W and W / O emulsions are possible as well as in application forms as a gel, wax or microemulsion.

If the agent according to the invention is in the form of an aerosol hairspray or aerosol hair lacquer, it also contains 3 up to 85% by weight of a blowing agent and is filled in a pressure vessel. As a blowing agent are, for example, lower alkanes such as n-butane and i-butane and propane or their mixtures or also dimethyl ether and fluorocarbons such as F 152 (1,1-difluoroethane) or F 134 (tetrafluoroethane) as well as gaseous blowing agents at the pressures under consideration, such as N2, N2O and CO2 or compressed air as well Mixtures of the above blowing agents are suitable.

The agent according to the invention can also be in the form one with the help of a suitable mechanically operated spraying device sprayable Non-aerosol hair sprays or a non-aerosol hair lacquer are available. Under mechanical spray devices are to be understood as devices that spray a liquid enable without using a propellant. As a suitable mechanical sprayer can, for example, a spray pump or one with a spray valve provided elastic container, in which the cosmetic according to the invention Bottled agent under pressure is, the elastic container expands and from which the Means due to the contraction of the elastic container when the spray valve is opened continuously released, can be used.

Furthermore, the preparation other cosmetic substances are also advantageous, although not mandatory, fillers contain which z. B. the sensory and cosmetic properties further improve the wording.

It is also advantageous according to the invention if in the preparations according to the invention Thickeners can be used. These can be advantageous, for example chosen from the group of gums become.

Gums include plant or tree sap that harden in the air and form resins or extracts from aquatic plants. From this group can can advantageously be chosen for the purposes of the present invention e.g. gum arabic, carob flour, tragacanth, karaya, Guar gum, pectin, gellan gum, carrageenan, agar, algine, alginate, Chondrus, xanthan gum.

The use of derivatized gums such as hydroxypropyl guar ( ^Jaguar® HP 8) is also advantageous.

The polysaccharides and derivatives include, for example, hyaluronic acid, chitin and chitosan, Chondroitin sulfates, starch and starch derivatives as advantageous thickeners according to the invention.

Located among the cellulose derivatives e.g. Methyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, Hydroxypropylmethylcellulose as an advantageous thickener according to the invention.

Layered silicates include naturally occurring and synthetic clays such as montmorillonite, bentonite, hectorite, laponite, aluminum silicates, magnesium aluminum silicates such as Veegum ^® . These can be used as such or in modified form as thickeners, such as stearylalkonium hectorites.

Silica gels can also be used advantageously be used.

Among the homopolymers of acrylic acid (molecular weight: 2000000 to 6000000) are e.g. Carbopol types of the company Goodrich (Carbopol 940, 980, 981, 5984, 2984, ETD 2001, ETD 2050 or Ultrez 10).

Copolymers are also suitable of acrylic acid or methacrylic acid such as. Carbopol types from Goodrich (Carbopol 1342, 1382, ETD 2020, Ultrez 21, Permulen TR-1 or Pemulen TR-2.

Polymers from acrylic acid and Acrylamide (sodium salt) with a molecular weight of 2,000,000 to 6,000,000 such as. Hostacerin PN 73 or the one sold under the name Amigel Sclerotium gum.

Among the polymers are e.g. Polyacrylamides (Seppigel 305), polyvinyl alcohols, PVP, PVP / VA Copolymers, polyglycols and ammonium acryloyldimethyltaurate / VP Copolymer.

The following examples demonstrate the synergy effect of the preparations according to the invention compared to the individual components.

The quantities in the examples are% by weight.

Examples 1-6 foaming agent

Examples 7-8 hairspray, Examples 9-10 gels

Claims (13)

Hair treatment composition comprising at least one polymer with acidic and / or amphoteric groups in ethanolic, aqueous-ethanolic or aqueous medium and at least one polyhydroxyalkylamine of the formula NR ₁ R ₂ R ₃ , where R ₁ = mono-, di- or trihydroxyalkyl radical with a carbon chain C ₂ -C ₆ , R ₂ , R ₃ = H, alkyl radical with a carbon chain C ₁ -C ₁₈ or mono-, di- or trihydroxyalkyl radical with a carbon chain C ₂ -C ₆ , or their salts. Hair treatment composition according to claim 1 comprising at least a polymer with carboxy, sulfonic acid, phosphoric acid, acid amide, Anhydride and / or anionic polyurethane functionality. Hair treatment composition according to claim 1 or 2, characterized characterized in that the polymer is octylacrylamide / acrylates / butylaminoethyl Methacrylate copolymer or PVP / VA copolymer is selected. Hair treatment composition according to claim 1, 2 or 3, characterized in that the acidic groups of 20 up to 100%, particularly preferably 50 to 100%, neutralized with the amine of the neutralizing agent are. Agent according to one of claims 1 to 4, characterized in that that the agent 0.01 to 20 wt% of the polymer, preferably 0.1 to 10% by weight, particularly preferably 1.0 to 5.0% by weight, based on the total agent, includes. Agent according to one of claims 1 to 5, characterized in that that the agent prefers 0.01 to 5% by weight polyhydroxyalkylamine 0.01 to 2% by weight, based on the total composition. Agent according to one of the preceding claims, characterized characterized in that as polyhydroxyalkylamine 2-amino-1,3-propanediol and / or 1-amino-2,3-propanediol or its salts is contained. Composition according to one of the preceding claims comprising additionally O / W emulsifiers. Composition according to one of the preceding claims comprising additionally W / O emulsifiers. Agent according to one of claims 1 to 9, characterized in that in addition at least one care substance, in particular cationic surfactants such as monomeric quaternary ammonium compounds and / or Cationic substances, such as cetyltrimethylammonium chloride or cetyltrimethylammonium phosphate and / or silicone polymers, such as polydimethylsiloxane, α-hydro-ω-hydroxypolyoxydimethylsilylene, cyclic dimethylpolysiloxane, dimethylsiloxane-glycol copolymer or dimethylsioxanamino groups containing hydroxylsiloxane groups, are hydroxylsiloxane groups. Agent according to one of claims 1 to 10, characterized in that that in addition at least one synthetic or natural, film-forming, non-ionic and / or cationic hair-fixing polymer, thickener, aerosols, Solvent, Wetting agents, emulsifiers, surfactants, humectants, perfumes, foam stabilizers and / or defoamers are included. Agent according to claim 11, characterized in that the agent 0.01 to 20 wt.%, preferably 0.1 to 10 wt.%, particularly preferably 1.0 to 5.0% by weight of the additional hardening polymer contains. Use of preparations according to one of claims 1 to 12 as a styling agent, spray, aerosol spray, hair lacquer, sprayable non-aerosol hair spray, sprayable Non-aerosol hair varnish, mousse, gel, wax, microemulsion, Foam and / or styling emulsion.