WO2002064105A2 - Silicone replacement materials in hair cosmetics - Google Patents

Silicone replacement materials in hair cosmetics Download PDF

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Publication number
WO2002064105A2
WO2002064105A2 PCT/EP2002/000976 EP0200976W WO02064105A2 WO 2002064105 A2 WO2002064105 A2 WO 2002064105A2 EP 0200976 W EP0200976 W EP 0200976W WO 02064105 A2 WO02064105 A2 WO 02064105A2
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WO
WIPO (PCT)
Prior art keywords
composition according
fatty
alcohols
acids
glycine
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PCT/EP2002/000976
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German (de)
French (fr)
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WO2002064105A3 (en
Inventor
Peter Busch
Thomas Otto Gassenmeier
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Henkel Kommanditgesellschaft Auf Aktien
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Publication of WO2002064105A2 publication Critical patent/WO2002064105A2/en
Publication of WO2002064105A3 publication Critical patent/WO2002064105A3/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85Polyesters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners

Definitions

  • the invention relates to a composition
  • a composition comprising carbohydrates, amino acids, peptides, oil bodies, surfactants and quaternary ammonium compounds, their use as a silicone substitute in agents for influencing properties of fibrous materials such as hair and wool, in particular the properties of hair such as volume, shine, hold, fullness, Tactility, electrostatics and resistance to heat, UV and IR radiation.
  • the cleaning and care of the hair is an important part of human body care. Both cleaning the hair with shampoos and decorating the hairstyle, for example by dyeing or perming, are interventions that influence the natural structure and properties of the hair. Following such a treatment, for example, the wet and dry combability of the hair, the hold and the fullness of the hair may be unsatisfactory or the hair may have an increased split ends.
  • the hair is treated with special active ingredients, for example quaternary ammonium salts or special polymers.
  • special active ingredients for example quaternary ammonium salts or special polymers.
  • this treatment improves combability, hold and fullness of the hair and reduces the split rate.
  • these preparations additionally contain active ingredients which were formerly reserved for the hair aftertreatment agents.
  • the consumer thus saves one application step; At the same time, the packaging effort is reduced because one product is used less.
  • the active ingredients available both for separate post-treatment agents and for combination products have so far not been able to meet all of the consumers' wishes.
  • silicone compounds have become increasingly important as components of cosmetic preparations, since they improve the skin and hair feel even in small quantities, are chemically inert, compatible with practically all cosmetic ingredients and, ultimately, are harmless from a dermatological point of view.
  • silicones cannot be incorporated stably into aqueous formulations, which leads to unsightly creams or even irreversible phase separation, especially when stored for long periods or when exposed to heat. This problem occurs in particular when the emulsions also contain pearlescent waxes.
  • silicone compounds show a tendency to accumulate on the skin and hair ("build-up" effect), which leads to an undesirable blunt grip over time
  • build-up effect
  • the desired high stability of the silicones is, on the other hand, associated with reduced biodegradability and a resulting environmental impact.
  • the object on which the present invention is based is therefore to provide silicone substitutes which do not have the disadvantages described above, but nevertheless enable a comparable influencing of the properties of fibrous materials, such as hair and wool.
  • the object was achieved according to the invention by a composition comprising
  • Carbohydrates suitable for the purposes of the invention can be cyclic or open-chain.
  • Preferred carbohydrates are selected from the group consisting of aldohexoses, aldopentoses, aldofuranoses, aldopyranoses, glycosamines from aldopyranoses, glycosamines from aldofuranoses, dimeric reducing aldopyranoses and the glycosamines, dimeric reducing aldofuranoses formed therefrom and the glycosonic acids, trimers, or trimers formed from them, glycosonic acids, or trimers, glycosonic acids, trimers, or glycosonic acids, trimers, or trimers the lactones formed from it.
  • Carbohydrates selected from the group consisting of allose, old rose, galactose, glucose, glucofructose, fructose, gulose, idose, mannose, saccarose, talose, glucosamine, galactosamine, mannosamine, maltose, cellobiose, gentiobiose, lactose, lactosamine are particularly suitable , Melezitose, erythrose, threose, ribose, arabinose, xylose, lyxose, glucuronic acid and gluconic acid. Glucose is particularly preferred.
  • compositions according to the invention usually contain 1 to 10% by weight, preferably 1.5 to 8% by weight, particularly preferably 2 to 5% by weight, of one or more carbohydrates, based on the total composition.
  • amino acids which can be used in the context of the invention are all natural and unnatural ⁇ - and ⁇ -amino acids, but natural amino acids or their racemates are preferably used.
  • Amino acids selected from the group consisting of glycine, serine, cysteine, threonine, methionine, alanine and phenylalanine are particularly preferably used.
  • compositions according to the invention usually contain 1 to 10% by weight, preferably 1.5 to 8% by weight, particularly preferably 2 to 5% by weight, of one or more amino acids, based on the total composition.
  • the peptides used are selected from oligopeptides (2-9 AS), polypeptides (10-100 AS) and macropeptides (> 100 AS) as well as protein hydrolyzates.
  • Peptides which are selected from gluadine, glycine-glycine, alanine-glycine, serine-glycine, serine-serine, glycine-proline, phenylalanine-glycine and glycine-alanine-valine are particularly preferably used.
  • compositions according to the invention usually contain 1 to 10% by weight, preferably 1, 5 to 8% by weight, particularly preferably 2 to 5% by weight, of one or more peptides, based on the total composition.
  • the oil bodies which can be used according to the invention are preferably selected from i. Dialkyl carbonates of the formula (I)
  • R 1 therein represents a linear or branched alkyl or alkenyl radical having 6 to 22 carbon atoms (e.g. a 2-ethylhexyl, isotridecyl or isostearyl radical) or a radical which is a polyol having 2 to 15 carbon atoms and at least derives two and at most 10, preferably 6, particularly preferably 4, hydroxyl groups,
  • R 2 corresponds to the definition of R 1 or an alkyl radical having 1 to 5 carbon atoms and n and m are independently 0 or integers from 1 to 100; ii. Guerbet alcohols based on fatty alcohols (linear, saturated or unsaturated primary alcohols with 6 to 22 carbon atoms are generally referred to as fatty alcohols) with 6 to 18, preferably 8 to 10, carbon atoms; iii. Esters of linear C 6 -C (fatty acids are used as i A. aliphatic, linear or branched, saturated or unsaturated carboxylic acids having 1 to 30 carbon atoms.) 22 fatty acids with linear C 6 - C 22 fatty alcohols; iv. Esters of branched C 6 -C 3 carboxylic acids with linear C6-C2 2 -
  • C 6 alcohols such as propylene glycol, dimer diol or trimer triol
  • Guerbet alcohols vii.Triglycerides based on C 6 -C 10 fatty acids; viii. Esters of fatty alcohols and / or Guerbet alcohols with aromatic CQ
  • C 12 carboxylic acids ix. vegetable oils; x. branched primary alcohols; xi. substituted cyclohexanes; xii. linear C 6 -C 22 fatty alcohol carbonates and / or Guerbet carbonates, xiii. Dialkyl ethers with 8 to 32 carbon atoms, xiv. aliphatic and naphthenic hydrocarbons.
  • dialkyl carbonates mentioned are in principle known substances.
  • the substances can be prepared by transesterification of dimethyl or diethyl carbonate with the hydroxy compounds mentioned by the processes of the prior art; an overview of this can be found, for example, in Chem. Rev. 96, 951 (1996).
  • Dialkyl carbonates of the formula (I) which are particularly suitable for solving the present task, meet one of the following conditions:
  • R 1 represents a linear alkyl radical having 8 to 18 carbon atoms or a 2-ethylhexyl radical and R 2 represents R 1 or a methyl group;
  • R 1 is a linear alkyl radical having 12 to 18 carbon atoms
  • R 2 is R 1 or methyl and n and m are each numbers from 1 to 10;
  • R 1 is a radical of a polyol which is selected from the group formed by glycerol, alkylene glycols, technical oligoglycerol mixtures, methylol compounds, lower alkyl glucosides, sugar alcohols, sugars and amino sugars
  • R 2 is R 1 , a linear or branched alkyl radical with 8 to 12 carbon atoms or methyl.
  • dialkyl carbonates of the two groups (a) and (b) are complete or partial transesterification products of dimethyl and / or diethyl carbonate with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol , Oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures, which are used, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils from oils and ro ores from aldehydes and oils from aldehydes or oils from aldehydes or from oils or
  • the carbonates of group (c) are substances which are obtained by completely or partially transesterifying dimethyl and / or diethyl carbonate with polyols.
  • Polyols which are suitable for the purposes of the invention preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are glycerin;
  • Alkylene glycols such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1000 daltons; technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;
  • Methylol compounds such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol; Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside; Sugar alcohols with 5 to 12 carbon atoms, such as
  • Sugars with 5 to 12 carbon atoms such as glucose or sucrose
  • Aminosugars such as glucamine.
  • Oil bodies which are preferably used are caprone / caprylic triglyceride, dioctyl ether and glyceryl oleate.
  • compositions according to the invention usually contain 0.2 to 5% by weight, preferably 0.3 to 4% by weight, particularly preferably 0.5 to 1.5% by weight, of one or more oil bodies, based on the total composition.
  • surfactants described in the prior art can be used within the scope of the invention, provided that they have sufficient dermatological compatibility.
  • suitable mild, i.e. Surfactants which are particularly compatible with the skin are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, fatty acid glutamates, ether carboxylic acids, alkyl oligoglucosides, fatty acid glucamides and fatty alcohol / fatty acid base fatty acids, fatty alkaloids or fatty acid base fatty acids, alkali alcohol or protein sulfonate fatty acids, preferably alkali alcohol or protein sulfonate fatty acids, fatty alcohol glucamides, fatty alcohol alkoxylates or fatty acid base fatty acids, alkyl amide or s
  • compositions according to the invention usually contain 2 to 20% by weight, preferably 3 to 18% by weight, particularly preferably 5 to 15% by weight, of one or more surfactants, based on the total composition.
  • Quaternary ammonium compounds which can be used in the context of the invention are selected from cetyltrimethylammonium chloride / bromide (CTA), stearyltrimethylammonium chloride / bromide, distearyldimethylammonium chloride / bromide, lauryldimethylammonium chloride / bromide, lauryldimethylbenzylammididium chloride / aus-bromomidium chloride / ausbromide and / - bromide "Esterquats" (quaternized fatty acid triethanolamine ester salts), for example dimethyldistearoylhydroxyethylammonium chloride, Dehyquart ® AU-46, Dehyquart ® F-30 and Dehyquart ® F-75 and Polyquaternium-10.
  • CTA cetyltrimethylammonium chloride / bromide
  • Esterquats quaternized fatty acid triethanolamine ester salts
  • compositions according to the invention usually contain 0.2 to 5% by weight, preferably 0.4 to 4% by weight, particularly preferably 0.5 to 2% by weight, of one or more quaternary ammonium compounds, based on the total composition.
  • compositions are supplemented with water to 100% by weight, so that, unless stated otherwise, all the percentages by weight relate to the percentages by weight of the constituent in question in the aqueous composition.
  • compositions according to the invention can be used in agents for hair and body care, such as shampoos, conditioners, rinses, aerosols and gels, or else in agents for wool treatment / care in the form of detergents, fabric softeners and finishes.
  • compositions usually comprise the compositions according to the invention in amounts of 0.5 to 50% by weight, preferably 5 to 30% by weight, particularly preferably up to 20% by weight, based on the compositions.
  • the agents can additionally contain a carrier.
  • the proportion of such a carrier can be 2 to 15% by weight, preferably 3 to 12% by weight, particularly preferably 5 to 10% by weight, based on the total composition of the agent.
  • Suitable carriers are solid, liquid, gel-like or pasty and preferably consist of aqueous systems, natural or synthetic oils or oil-in-water emulsions. Such systems are known in the prior art, to which reference is hereby made.
  • the formulations can also contain conventional additives such as mild surfactants, other oil substances, superfatting agents, stabilizers, waxes, consistency enhancers, thickening agents, cationic polymers, biogenic agents, anti-dandruff agents, film formers, preservatives, hydrotropes, solubilizers, UV light protection filters, insect repellents, self-tanning agents, dyes and fragrances , Rheology aids, antioxidants, stabilizers, and the like.
  • conventional additives such as mild surfactants, other oil substances, superfatting agents, stabilizers, waxes, consistency enhancers, thickening agents, cationic polymers, biogenic agents, anti-dandruff agents, film formers, preservatives, hydrotropes, solubilizers, UV light protection filters, insect repellents, self-tanning agents, dyes and fragrances , Rheology aids, antioxidants, stabilizers, and the like.
  • Substances such as lanolin and lecithin as well as polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
  • Mainly fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides come into consideration as consistency agents.
  • a combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred.
  • Suitable thickeners are, for example, poly sacchahde, in particular xanthan gum, guar-guar, agar-agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, also relatively high molecular weight polyethylene glycol mono- and di-esters of fatty acids, polyacrylates (for example Carbopol ® of Goodrich or Synthalene ® from Sigma), 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 restricted Homolog distribution or alkyl oligoglucosides as well as electrolytes such as table salt and ammonium chloride.
  • poly sacchahde in particular xanthan gum, guar-guar, agar-a
  • Suitable cationic polymers are, for example, cationic cellulose derivatives, such as a quaternized hydroxyethyl cellulose, which is available under the name Polymer JR 400 ® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / inylimidazole polymers such as Luviquat ® (BASF ), condensation products of polyglycols and amines, quaternized Kollagenpoly- peptide for example lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat ⁇ L / Grunau), quaternized Weizenpolypeptide, polyethyleneimine, cationic silicone polymers such as, amodimethicone, copolymers of adipic acid and dimethylaminohydroxypropyl diethylenetriamine (Cartaretine ® / Sandoz), copolymers acrylic acid with dimethyldiallyl
  • formulations comprising the compositions according to the invention are preferably silicone-free.
  • Suitable silicone compounds are, for example, dimethylpolysiloxane, methylphenylpolysiloxane, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature.
  • Typical examples of fats are glycerides; waxes include beeswax, carnauba wax, candelilla wax, montan wax, paraffin wax or microwaxes, optionally in combination with hydrophilic waxes, for example cetyl stearyl alcohol or partial glycerides.
  • Pearlescent waxes which can be used are, in particular, mono- and difatty acid esters of polyalkylene glycols, partial glycerides or esters of fatty alcohols with polybasic carboxylic acids or hydroxycarboxylic acids.
  • Metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate can be used as stabilizers.
  • Biogenic active substances are to be understood to mean, for example, tocopherol, tocopherol acetate, tocopherol palmate, ascorbic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, plant extracts and vitamin complexes.
  • Climbazole, octopirox and zinc pyrethione can be used as antidandruff agents.
  • Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds.
  • UV light protection filters are understood to mean organic substances which are able to absorb ultraviolet rays and release the absorbed energy in the form of longer-wave radiation, for example heat.
  • Typical examples are 4-aminobenzoic acid and its esters and derivatives (e.g. 2-ethylhexyl-p-dimethylaminobenzoate or p-dimethylaminobenzoic acid octyl ester), methoxy cinnamic acid and its derivatives (e.g. 4-methoxycinnamic acid 2-ethylhexyl ester), benzophenones (e.g.
  • the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They can have a spherical shape, but they can also such particles are used that have an ellipsoidal shape or shape that differs from the spherical shape in some other way.
  • secondary light stabilizers of the antioxidant type can also be used, which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin. Typical examples are superoxide dismutase, tocopherols (vitamin E) and ascorbic acid (vitamin C).
  • Hydrotropes such as ethanol, isopropyl alcohol or polyols can also be used to improve the flow behavior.
  • Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
  • Alkylene glycols such as, for example, ethylene glycol, diethylene glycol,
  • Methyl compounds such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
  • Lower alkyl glucosides especially those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
  • Sugars with 5 to 12 carbon atoms such as glucose or sucrose
  • Aminosugars such as glucamine.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid.
  • insect repellents are N, N-diethyl-m-toluamide, 1, 2-pentanediol or insect repellent 3535, dihydroxyacetone is suitable as a self-tanner.
  • the dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes" by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • the total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40
  • the agents can be produced by customary cold or hot processes; preferably one works according to the
  • the agents are applied by application to those to be treated
  • the treatment can have a permanent influence on the properties of the substrates, such as wet and dry combability, hold, moisture, strength, fullness, shine, tactility and electrostatic properties, as well as resistance to UV and IR radiation and heat.
  • compositions according to the invention were applied to strands of hair made from dark, central European hair. After conditioning, the strands of hair were examined under standardized, air-conditioned conditions by an expert panel with regard to sensory properties against the same strands of hair that were treated with a composition of the prior art (benchmark) (sensory assessment).
  • the hair treated with the formulation according to the invention showed silicone-like grip properties.

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Abstract

The invention relates to a composition comprising carbohydrates, amino acids, peptides, oleaginous bodies, detergents and quaternary ammonium compounds and use thereof as silicone replacements in agents for influencing the properties of fibrous materials, in particular hair, such as volume, shine, hold, fullness, tactility, electrostatic properties and resistance to heat, UV- and IR-radiation.

Description

Haarkosmetische Siliconersatzstoffe Hair cosmetic silicone substitutes
Die Erfindung betrifft eine Zusammensetzung umfassend Kohlenhydrate, Aminosäuren, Peptide, Ölkörper, Tenside und quarternäre Ammoniumverbindungen, deren Verwendung als Siliconersatzstoff in Mitteln zur Beeinflussung von Eigenschaften fasriger Materialien wie Haaren und Wolle, insbesondere der Eigenschaften von Haaren wie Volumen, Glanz, Halt, Fülle, Taktilität, Elektrostatik und Resistenz gegenüber Hitze, UV- und IR-Strahlung.The invention relates to a composition comprising carbohydrates, amino acids, peptides, oil bodies, surfactants and quaternary ammonium compounds, their use as a silicone substitute in agents for influencing properties of fibrous materials such as hair and wool, in particular the properties of hair such as volume, shine, hold, fullness, Tactility, electrostatics and resistance to heat, UV and IR radiation.
Die Reinigung und Pflege der Haare ist ein wichtiger Bestandteil der menschlichen Körperpflege. Sowohl die Reinigung der Haare mit Shampoos als auch die dekorative Gestaltung der Frisur beispielsweise durch Färben oder Dauerwellen sind Eingriffe, die die natürliche Struktur und die Eigenschaften der Haare beeinflussen. So können anschließend an eine solche Behandlung beispielsweise die Nass- und Trockenkämmbarkeit des Haares, der Halt und die Fülle des Haares unbefriedigend sein oder die Haare einen erhöhten Spliss aufweisen.The cleaning and care of the hair is an important part of human body care. Both cleaning the hair with shampoos and decorating the hairstyle, for example by dyeing or perming, are interventions that influence the natural structure and properties of the hair. Following such a treatment, for example, the wet and dry combability of the hair, the hold and the fullness of the hair may be unsatisfactory or the hair may have an increased split ends.
Es ist daher seit langem üblich, die Haare einer speziellen Nachbehandlung zu unterziehen. Dabei werden, üblicherweise in Form einer Spülung, die Haare mit speziellen Wirkstoffen, beispielsweise quarternären Ammoniumsalzen oder speziellen Polymeren, behandelt. Durch diese Behandlung werden je nach Formulierung Kämmbarkeit, Halt und Fülle der Haare verbessert und die Splissrate verringert.It has therefore long been customary to subject the hair to a special after-treatment. Here, usually in the form of a rinse, the hair is treated with special active ingredients, for example quaternary ammonium salts or special polymers. Depending on the formulation, this treatment improves combability, hold and fullness of the hair and reduces the split rate.
Weiterhin wurden in jüngster Zeit sogenannte Kombinationspräparate entwickelt, um den Aufwand der üblichen mehrstufigen Verfahren, insbesondere bei der direkten Anwendung durch Verbraucher, zu verringern.In addition, so-called combination preparations have recently been developed in order to reduce the complexity of the conventional multi-stage processes, in particular when used directly by consumers.
Diese Präparate enthalten neben den üblichen Komponenten, beispielsweise zur Reinigung der Haare, zusätzlich Wirkstoffe, die früher den Haarnachbehandlungsmitteln vorbehalten waren. Der Konsument spart somit einen Anwendungsschritt; gleichzeitig wird der Verpackungsaufwand verringert, da ein Produkt weniger gebraucht wird. Die sowohl für separate Nachbehandlungsmittel als auch für Kombinationspräparate zur Verfügung stehenden Wirkstoffe können bislang nicht alle Wünsche der Verbraucher erfüllen.In addition to the usual components, for example for cleaning the hair, these preparations additionally contain active ingredients which were formerly reserved for the hair aftertreatment agents. The consumer thus saves one application step; At the same time, the packaging effort is reduced because one product is used less. The active ingredients available both for separate post-treatment agents and for combination products have so far not been able to meet all of the consumers' wishes.
Seit Beginn der 60er Jahre haben Siliconverbindungen als Bestandteile kosmetischer Zubereitungen zunehmend an Bedeutung gewonnen, da sie das Haut- und Haargefühl schon in kleinen Mengen verbessern, chemisch inert, mit praktisch allen kosmetischen Inhaltsstoffen kompatibel und schließlich aus dermatologischer Sicht unbedenklich sind. Problematisch ist jedoch in vielen Fällen, dass sich die Silicone nicht stabil in wässrige Formulierungen einarbeiten lassen, was insbesondere bei längerer Lagerung oder Wärmeeinfluss zu unschönen Aufrahmungen oder gar irreversibler Phasentrennung führt. Dieses Problem tritt insbesondere dann auf, wenn die Emulsionen gleichzeitig noch Perlglanzwachse enthalten. Ein weiterer Nachteil im Zusammenhang mit dem Einsatz von Siliconverbindungen besteht darin, dass die Silicone eine Tendenz zeigen, sich auf Haut und Haaren anzureichern (,,build-up"-Effekt), was im Laufe der Zeit zu einem unerwünschten stumpfen Griff führt. Die einerseits erwünschte hohe Stabilität der Silicone ist andererseits jedoch mit einer verminderten biologischen Abbaubarkeit und einer resultierenden Umweltbelastung verbunden.Since the beginning of the 1960s, silicone compounds have become increasingly important as components of cosmetic preparations, since they improve the skin and hair feel even in small quantities, are chemically inert, compatible with practically all cosmetic ingredients and, ultimately, are harmless from a dermatological point of view. However, it is problematic in many cases that the silicones cannot be incorporated stably into aqueous formulations, which leads to unsightly creams or even irreversible phase separation, especially when stored for long periods or when exposed to heat. This problem occurs in particular when the emulsions also contain pearlescent waxes. Another disadvantage associated with the use of silicone compounds is that the silicones show a tendency to accumulate on the skin and hair ("build-up" effect), which leads to an undesirable blunt grip over time On the one hand, the desired high stability of the silicones is, on the other hand, associated with reduced biodegradability and a resulting environmental impact.
Die der vorliegenden Erfindung zugrundeliegende Aufgabe besteht daher in der Bereitstellung von Siliconersatzstoffen, welche die zuvor beschriebenen Nachteile nicht aufweisen, aber dennoch eine vergleichbare Beeinflussung der Eigenschaften von fasrigen Materialien, wie Haaren und Wolle, ermöglichen. Die Aufgabe wurde erfindungsgemäß gelöst durch eine Zusammensetzung umfassendThe object on which the present invention is based is therefore to provide silicone substitutes which do not have the disadvantages described above, but nevertheless enable a comparable influencing of the properties of fibrous materials, such as hair and wool. The object was achieved according to the invention by a composition comprising
Kohlenhydrate,Carbohydrates,
Aminosäuren,Amino acids,
Peptide,peptides
Ölkörper,Oil components,
Tenside quarternäre Ammoniumverbindungen. In fein differenzierenden Sensory Assessment Untersuchungen an Menschenhaaren konnte gezeigt werden, dass Formulierungen umfassend die o.g. Bestandteile einen siliconähnlichen Griff der Haare bewirken und somit eine gute Alternative zu den Siliconverbindungen darstellen.Surfactants quaternary ammonium compounds. In finely differentiating sensory assessment investigations on human hair it was possible to show that formulations comprising the above-mentioned components give the hair a silicone-like feel and thus represent a good alternative to the silicone compounds.
Im Rahmen der Erfindung geeignete Kohlenhydrate können cyclisch oder offenkettig sein. Bevorzugte Kohlenhydrate sind ausgewählt aus der Gruppe bestehend aus Aldohexosen, Aldopentosen, Aldofuranosen, Aldopyranosen, Glycosaminen der Aldopyranosen, Glycosaminen der Aldofuranosen, dimeren reduzierenden Aldopyranosen und den daraus gebildeten Glycosaminen, dimeren reduzierenden Aldofuranosen und den daraus gebildeten Glycosaminen, trimeren Kohlenhydraten, Glycuronsäuren, Aldonsäuren oder den daraus gebildeten Lactonen. Insbesondere eignen sich Kohlenhydrate, die ausgewählt sind aus der Gruppe bestehend aus Allose, Altrose, Galactose, Glucose, Glucofructose, Fructose, Gulose, Idose, Mannose, Saccarose, Talose, Glucosamin, Galactosamin, Mannosamin, Maltose, Cellobiose, Gentiobiose, Lactose, Lactosamin, Melezitose, Erythrose, Threose, Ribose, Arabinose, Xylose, Lyxose, Glucuronsäure und Gluconsäure. Glucose ist besonders bevorzugt.Carbohydrates suitable for the purposes of the invention can be cyclic or open-chain. Preferred carbohydrates are selected from the group consisting of aldohexoses, aldopentoses, aldofuranoses, aldopyranoses, glycosamines from aldopyranoses, glycosamines from aldofuranoses, dimeric reducing aldopyranoses and the glycosamines, dimeric reducing aldofuranoses formed therefrom and the glycosonic acids, trimers, or trimers formed from them, glycosonic acids, or trimers, glycosonic acids, trimers, or glycosonic acids, trimers, or trimers the lactones formed from it. Carbohydrates selected from the group consisting of allose, old rose, galactose, glucose, glucofructose, fructose, gulose, idose, mannose, saccarose, talose, glucosamine, galactosamine, mannosamine, maltose, cellobiose, gentiobiose, lactose, lactosamine are particularly suitable , Melezitose, erythrose, threose, ribose, arabinose, xylose, lyxose, glucuronic acid and gluconic acid. Glucose is particularly preferred.
Üblicherweise enthalten die erfindungsgemäßen Zusammensetzungen 1 bis 10 Gew.-%, bevorzugt 1 ,5 bis 8 Gew.-%, besonders bevorzugt 2 bis 5 Gew.-% eines oder mehrerer Kohlenhydrate - bezogen auf die Gesamtzusammensetzung.The compositions according to the invention usually contain 1 to 10% by weight, preferably 1.5 to 8% by weight, particularly preferably 2 to 5% by weight, of one or more carbohydrates, based on the total composition.
Die im Rahmen der Erfindung einsetzbaren Aminosäuren (AS) sind alle natürlichen und nichtnatürlichen α- und ß-Aminosäuren, bevorzugt werden jedoch natürliche -Aminosäuren oder deren Racemate eingesetzt. Besonders bevorzugt werden Aminosäuren verwendet, die ausgewählt sind aus der Gruppe bestehend aus Glycin, Serin, Cystein, Threonin, Methionin, Alanin und Phenylalanin.The amino acids (AS) which can be used in the context of the invention are all natural and unnatural α- and β-amino acids, but natural amino acids or their racemates are preferably used. Amino acids selected from the group consisting of glycine, serine, cysteine, threonine, methionine, alanine and phenylalanine are particularly preferably used.
Üblicherweise enthalten die erfindungsgemäßen Zusammensetzungen 1 bis 10 Gew.-%, bevorzugt 1,5 bis 8 Gew.-%, besonders bevorzugt 2 bis 5 Gew.-% einer oder mehrerer Aminosäuren - bezogen auf die Gesamtzusammensetzung. Die verwendeten Peptide sind ausgewählt aus Oligopeptiden (2-9 AS), Polypeptiden (10-100 AS) und Makropeptiden (>100 AS) sowie Proteinhydrolysaten. Besonders bevorzugt werden Peptide verwendet, die ausgewählt sind aus Gluadin, Glycin-Glycin, Alanin-Glycin, Serin-Glycin, Serin- Serin, Glycin-Prolin, Phenylalanin-Glycin und Glycin-Alanin-Valin.The compositions according to the invention usually contain 1 to 10% by weight, preferably 1.5 to 8% by weight, particularly preferably 2 to 5% by weight, of one or more amino acids, based on the total composition. The peptides used are selected from oligopeptides (2-9 AS), polypeptides (10-100 AS) and macropeptides (> 100 AS) as well as protein hydrolyzates. Peptides which are selected from gluadine, glycine-glycine, alanine-glycine, serine-glycine, serine-serine, glycine-proline, phenylalanine-glycine and glycine-alanine-valine are particularly preferably used.
Üblicherweise enthalten die erfindungsgemäßen Zusammensetzungen 1 bis 10 Gew.-%, bevorzugt 1 ,5 bis 8 Gew.-%, besonders bevorzugt 2 bis 5 Gew.-% eines oder mehrerer Peptide - bezogen auf die Gesamtzusammensetzung.The compositions according to the invention usually contain 1 to 10% by weight, preferably 1, 5 to 8% by weight, particularly preferably 2 to 5% by weight, of one or more peptides, based on the total composition.
Die erfindungsgemäß verwendbaren Ölkörper sind vorzugsweise ausgewählt aus i. Dialkylcarbonaten der Formel (I)The oil bodies which can be used according to the invention are preferably selected from i. Dialkyl carbonates of the formula (I)
Figure imgf000005_0001
Figure imgf000005_0001
R1 steht darin für einen linearen oder verzweigten Alkyl- oder Alkenylrest mit 6 bis 22 Kohlenstoffatomen ( z. B. einen 2-Ethylhexyl-, Isotridecyl- oder Isostearylrest) oder einen Rest, der sich von einem Polyol mit 2 bis 15 Kohlenstoffatomen und mindestens zwei und höchstens 10, bevorzugt 6, besonders bevorzugt 4 Hydroxylgruppen ableitet,R 1 therein represents a linear or branched alkyl or alkenyl radical having 6 to 22 carbon atoms (e.g. a 2-ethylhexyl, isotridecyl or isostearyl radical) or a radical which is a polyol having 2 to 15 carbon atoms and at least derives two and at most 10, preferably 6, particularly preferably 4, hydroxyl groups,
R2 der Definition von R1 oder einem Alkylrest mit 1 bis 5 Kohlenstoffatomen entspricht und n und m unabhängig voneinander 0 oder ganze Zahlen von 1 bis 100 sind; ii. Guerbetalkoholen auf Basis von Fettalkoholen (als Fettalkohole werden im allgemeinen lineare, gesättigte oder ungesättigte, primäre Alkohole mit 6 bis 22 Kohlenstoffatomen bezeichnet) mit 6 bis 18, vorzugsweise 8 bis 10 Kohlenstoffatomen; iii. Estern von linearen C6-C22-Fettsäuren (als Fettsäuren werden i. A. aliphatische, lineare oder verzweigte, gesättigte oder ungesättigte Carbonsäuren mit 1 bis 30 Kohlenstoffatomen bezeichnet) mit linearen C6- C22-Fettalkoholen; iv. Estern von verzweigten C6-Ci3-Carbonsäuren mit linearen C6-C22-R 2 corresponds to the definition of R 1 or an alkyl radical having 1 to 5 carbon atoms and n and m are independently 0 or integers from 1 to 100; ii. Guerbet alcohols based on fatty alcohols (linear, saturated or unsaturated primary alcohols with 6 to 22 carbon atoms are generally referred to as fatty alcohols) with 6 to 18, preferably 8 to 10, carbon atoms; iii. Esters of linear C 6 -C (fatty acids are used as i A. aliphatic, linear or branched, saturated or unsaturated carboxylic acids having 1 to 30 carbon atoms.) 22 fatty acids with linear C 6 - C 22 fatty alcohols; iv. Esters of branched C 6 -C 3 carboxylic acids with linear C6-C2 2 -
Fettalkoholen; v. Estern von linearen C6-C22-Fettsäuren mit verzweigten Alkoholen, insbesondere 2-Ethylhexanol; vi. Estern von linearen und/oder verzweigten Fettsäuren mit mehrwertigen C2-Fatty alcohols; v. Esters of linear C 6 -C 22 fatty acids with branched alcohols, especially 2-ethylhexanol; vi. Esters of linear and / or branched fatty acids with polyvalent C 2 -
C6-Alkoholen (wie z. B. Propylenglycol, Dimerdiol oder Trimertriol) und/oderC 6 alcohols (such as propylene glycol, dimer diol or trimer triol) and / or
Guerbetalkoholen; vii.Triglyceriden auf Basis C6-C10-Fettsäuren; viii. Estern von Fettalkoholen und/oder Guerbetalkoholen mit aromatischen CQ-Guerbet alcohols; vii.Triglycerides based on C 6 -C 10 fatty acids; viii. Esters of fatty alcohols and / or Guerbet alcohols with aromatic CQ
C12-Carbonsäuren; ix. pflanzlichen Ölen; x. verzweigten primären Alkoholen; xi. substituierten Cyclohexanen; xii. linearen C6-C22-Fettalkoholcarbonaten und/oder Guerbetcarbonaten, xiii. Dialkylethern mit 8 bis 32 Kohlenstoffatomen, xiv. aliphatischen und naphthenischen Kohlenwasserstoffen.C 12 carboxylic acids; ix. vegetable oils; x. branched primary alcohols; xi. substituted cyclohexanes; xii. linear C 6 -C 22 fatty alcohol carbonates and / or Guerbet carbonates, xiii. Dialkyl ethers with 8 to 32 carbon atoms, xiv. aliphatic and naphthenic hydrocarbons.
Die unter i. genannten Dialkylcarbonate stellen grundsätzlich bekannte Stoffe dar. Im Allgemeinen lassen sich die Stoffe durch Umesterung von Dimethyl- oder Diethylcarbonat mit den genannten Hydroxyverbindungen nach den Verfahren des Stands der Technik herstellen; eine Übersicht hierzu findet sich beispielsweise in Chem. Rev. 96, 951 (1996). Dialkylcarbonate der Formel (I), die sich in besonderer Weise zur Lösung der vorliegenden Aufgabenstellung eignen, erfüllen eine der folgenden Bedingungen:The under i. The dialkyl carbonates mentioned are in principle known substances. In general, the substances can be prepared by transesterification of dimethyl or diethyl carbonate with the hydroxy compounds mentioned by the processes of the prior art; an overview of this can be found, for example, in Chem. Rev. 96, 951 (1996). Dialkyl carbonates of the formula (I), which are particularly suitable for solving the present task, meet one of the following conditions:
(a) R1 steht für einen linearen Alkylrest mit 8 bis 18 Kohlenstoffatomen oder einen 2-Ethylhexylrest und R2 für R1 oder eine Methylgruppe;(a) R 1 represents a linear alkyl radical having 8 to 18 carbon atoms or a 2-ethylhexyl radical and R 2 represents R 1 or a methyl group;
(b) R1 steht für einen linearen Alkylrest mit 12 bis 18 Kohlenstoffatomen, R2 für R1 oder Methyl und n und m jeweils für Zahlen von 1 bis 10;(b) R 1 is a linear alkyl radical having 12 to 18 carbon atoms, R 2 is R 1 or methyl and n and m are each numbers from 1 to 10;
(c) R1 steht für einen Rest eines Polyols, welches ausgewählt ist aus der Gruppe, die gebildet wird von Glycerin, Alkylenglycolen, technischen Oligoglyceringemischen, Methylolverbindungen, Niedrigalkylglucosiden, Zuckeralkoholen, Zuckern und Aminozuckern, und R2 für R1, einen linearen oder verzweigten Alkylrest mit 8 bis 12 Kohlenstoffatomen oder Methyl. Typische Beispiele für Dialkylcarbonate der beiden Gruppen (a) und (b) sind vollständige oder partielle Umesterungsprodukte von Dimethyl- und/oder Diethylcarbonat mit Capronalkohol, Caprylalkohol, 2-Ethylhexylalkohol, Caprinalkohol, Laurylalkohol, Isotridecylalkohol, Myristylalkohol, Cetylalkohol, Palmoleylalkohol, Stearylalkohol, Isostearylalkohol, Oleylalkohol, Elaidylalkohol, Petroselinylalkohol, Linolylalkohol, Linolenylalkohol, Elaeostearylalkohol, Arachylalkohol, Gadoleylalkohol, Behenylalkohol, Erucylalkohol und Brassidylalkohol sowie deren technische Mischungen, die z.B. bei der Hochdruckhydrierung von technischen Methylestern auf Basis von Fetten und Ölen oder Aldehyden aus der Roelen'schen Oxosynthese sowie als Monomerfraktion bei der Dimerisierung von ungesättigten Fettalkoholen anfallen. In gleicher Weise geeignet sind die Umesterungsprodukte der niederen Carbonate mit den genannten Alkoholen in Form ihrer Addukte mit 1 bis 100, vorzugsweise 2 bis 50 und insbesondere 5 bis 20 Mol Ethylenoxid.(c) R 1 is a radical of a polyol which is selected from the group formed by glycerol, alkylene glycols, technical oligoglycerol mixtures, methylol compounds, lower alkyl glucosides, sugar alcohols, sugars and amino sugars, and R 2 is R 1 , a linear or branched alkyl radical with 8 to 12 carbon atoms or methyl. Typical examples of dialkyl carbonates of the two groups (a) and (b) are complete or partial transesterification products of dimethyl and / or diethyl carbonate with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol , Oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures, which are used, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils from oils and ro ores from aldehydes and oils from aldehydes or oils from aldehydes or from oils or oils arise as a monomer fraction in the dimerization of unsaturated fatty alcohols. The transesterification products of the lower carbonates with the alcohols mentioned are likewise suitable in the form of their adducts with 1 to 100, preferably 2 to 50 and in particular 5 to 20 moles of ethylene oxide.
Bei den Carbonaten der Gruppe (c) handelt es sich um Stoffe, die erhalten werden indem man Dimethyl- und/oder Diethylcarbonat ganz oder partiell mit Polyolen umestert. Polyole, die im Sinne der Erfindung in Betracht kommen, besitzen vorzugsweise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Typische Beispiele sind Glycerin;The carbonates of group (c) are substances which are obtained by completely or partially transesterifying dimethyl and / or diethyl carbonate with polyols. Polyols which are suitable for the purposes of the invention preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are glycerin;
Alkylenglycole wie beispielsweise Ethylenglycol, Diethylenglycol, Propylenglycol, Butylenglycol, Hexylenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1000 Dalton; technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1 ,5 bis 10 wie etwa technische Diglyceringemische mit einem Diglyceringehalt von 40 bis 50 Gew.-%;Alkylene glycols such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1000 daltons; technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10 such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;
Methylolverbindungen, wie insbesondere Trimethylolethan, Trimethylolpropan, Trimethylolbutan, Pentaerythrit und Dipentaerythrit; Niedrigalkylglucoside, insbesondere solche, mit 1 bis 8 Kohlenstoffen im Alkylrest, wie beispielsweise Methyl- und Butylglucosid; Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweiseMethylol compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol; Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside; Sugar alcohols with 5 to 12 carbon atoms, such as
Sorbit oder Mannit,Sorbitol or mannitol,
Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose;Sugars with 5 to 12 carbon atoms, such as glucose or sucrose;
Aminozucker, wie beispielsweise Glucamin.Aminosugars such as glucamine.
Bei dieser Reaktion kann es natürlich nicht nur zum Austausch einer Methyl- oder Ethylgruppe gegen einen Polyolrest kommen, vielmehr wird ein Gemisch erhalten, bei dem mehrere oder sogar alle Hydroxylgruppen des Polyols mit Carbonat- gruppen verknüpft sind, so dass sich gegebenenfalls sogar eine oligomere bzw. polymere Netzstruktur ergibt. Stoffe dieser Art sollen im Sinne der Erfindung ebenfalls durch die allgemeine Formel (I) umfaßt werden.In this reaction it is of course not only possible to replace a methyl or ethyl group with a polyol residue, but rather to obtain a mixture in which several or even all of the hydroxyl groups of the polyol are linked to carbonate groups, so that even an oligomeric or polymer network structure results. For the purposes of the invention, substances of this type are also intended to be encompassed by the general formula (I).
Bevorzugt verwendete Ölkörper sind Capron-/ Capryltriglycerid, Dioctylether und Glyceryloleat.Oil bodies which are preferably used are caprone / caprylic triglyceride, dioctyl ether and glyceryl oleate.
Üblicherweise enthalten die erfindungsgemäßen Zusammensetzungen 0,2 bis 5 Gew.-%, bevorzugt 0,3 bis 4 Gew.-%, besonders bevorzugt 0,5 bis 1,5 Gew.-% eines oder mehrerer Ölkörper - bezogen auf die Gesamtzusammensetzung.The compositions according to the invention usually contain 0.2 to 5% by weight, preferably 0.3 to 4% by weight, particularly preferably 0.5 to 1.5% by weight, of one or more oil bodies, based on the total composition.
Im Rahmen der Erfindung können grundsätzlich alle im Stand der Technik beschriebenen Tenside eingesetzt werden, soweit diese eine hinreichende dermatologische Verträglichkeit besitzen. Typische Beispiele für geeignete milde, d.h. besonders hautverträgliche Tenside sind Fettalkoholpolyglycolethersulfate, Monoglyceridsulfate, Mono- und/oder Dialkylsulfosuccinate, Fettsäureisethionate, Fettsäuresarcosinate, Fettsäuretauride, Fettsäureglutamate, Ethercarbonsäuren, Alkyloligoglucoside, Fettsäureglucamide, Alkylamidobetaine, Fettalkoholsulfonate und/oder Proteinfettsäurekondensate, letztere vorzugsweise auf Basis von Weizenproteinen.In principle, all surfactants described in the prior art can be used within the scope of the invention, provided that they have sufficient dermatological compatibility. Typical examples of suitable mild, i.e. Surfactants which are particularly compatible with the skin are fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, fatty acid glutamates, ether carboxylic acids, alkyl oligoglucosides, fatty acid glucamides and fatty alcohol / fatty acid base fatty acids, fatty alkaloids or fatty acid base fatty acids, alkali alcohol or protein sulfonate fatty acids, preferably alkali alcohol or protein sulfonate fatty acids, fatty alcohol glucamides, fatty alcohol alkoxylates or fatty acid base fatty acids, alkyl amide or sulfate base fatty acids, preferably alkali alcohol or protein base fatty acids.
Bevorzugt verwendete Tenside sind Natrimlaurethsulfat, MIPA-Laurethsulfat, Laureth-3, Cocoamid und Cocoglucosid. Üblicherweise enthalten die erfindungsgemäßen Zusammensetzungen 2 bis 20 Gew.-%, bevorzugt 3 bis 18 Gew.-%, besonders bevorzugt 5 bis 15 Gew.-% eines oder mehrerer Tenside - bezogen auf die Gesamtzusammensetzung.Preferred surfactants used are sodium laureth sulfate, MIPA laureth sulfate, laureth-3, cocoamide and cocoglucoside. The compositions according to the invention usually contain 2 to 20% by weight, preferably 3 to 18% by weight, particularly preferably 5 to 15% by weight, of one or more surfactants, based on the total composition.
Im Rahmen der Erfindung einsetzbare quarternären Ammoniumverbindungen sind ausgewählt aus Cetyltrimethylammoniumchlorid/-bromid (CTA), Stearyltrimethyl- ammoniumchlorid/-bromid, Distearyldimethylammoniumchlorid/-bromid, Lauryl- dimethylammoniumchlorid/-bromid, Lauryldimethylbenzylammoniumchlorid/- bromid und Cetylpyridiniumchlorid/-bromid, sowie aus sogenannten "Esterquats" (quartemierte Fettsäuretriethanolaminestersalze), z.B. Dimethyldistearoylhydroxy- ethylammoniumchlorid, Dehyquart®AU-46, Dehyquart®F-30 und Dehyquart®F-75 und Polyquaternium-10.Quaternary ammonium compounds which can be used in the context of the invention are selected from cetyltrimethylammonium chloride / bromide (CTA), stearyltrimethylammonium chloride / bromide, distearyldimethylammonium chloride / bromide, lauryldimethylammonium chloride / bromide, lauryldimethylbenzylammididium chloride / aus-bromomidium chloride / ausbromide and / - bromide "Esterquats" (quaternized fatty acid triethanolamine ester salts), for example dimethyldistearoylhydroxyethylammonium chloride, Dehyquart ® AU-46, Dehyquart ® F-30 and Dehyquart ® F-75 and Polyquaternium-10.
Üblicherweise enthalten die erfindungsgemäßen Zusammensetzungen 0,2 bis 5 Gew.-%, bevorzugt 0,4 bis 4 Gew.-%, besonders bevorzugt 0,5 bis 2 Gew.-% einer oder mehrerer quarternären Ammoniumverbindungen - bezogen auf die Gesamtzusammensetzung.The compositions according to the invention usually contain 0.2 to 5% by weight, preferably 0.4 to 4% by weight, particularly preferably 0.5 to 2% by weight, of one or more quaternary ammonium compounds, based on the total composition.
Die Zusammensetzungen werden mit Wasser ad 100 Gew.-% ergänzt, so dass sich, wenn nichts anderes angegeben, alle Angaben zu Gewichtsprozenten auf die gewichtsprozentualen Anteile des betrachteten Bestandteils in der wässrigen Zusammensetzung beziehen.The compositions are supplemented with water to 100% by weight, so that, unless stated otherwise, all the percentages by weight relate to the percentages by weight of the constituent in question in the aqueous composition.
Die erfindungsgemäßen Zusammensetzungen können Einsatz in Mitteln zur Haar- und Körperpflege wie Shampoos, Conditionern, Spülungen, Aerosolen und Gelen finden oder auch in Mitteln zur Wollbehandlung/-pflege in Form von Waschmitteln, Weichspülem und Appreturen verwendet werden.The compositions according to the invention can be used in agents for hair and body care, such as shampoos, conditioners, rinses, aerosols and gels, or else in agents for wool treatment / care in the form of detergents, fabric softeners and finishes.
Üblicherweise umfassen solche Mittel die erfindungsgemäßen Zusammensetzungen jeweils in Mengen von 0,5 bis 50 Gew.-%, vorzugsweise 5 bis 30 Gew.- %, besonders bevorzugt bis 20 Gew.-%, bezogen auf die Mittel. Die Mittel können zusätzlich einen Träger enthalten. Der Anteil eines solchen Trägers kann 2 bis 15 Gew.-%, bevorzugt 3 bis 12 Gew.-%, besonders bevorzugt 5 bis 10 Gew.-% - bezogen auf die Gesamtzusammensetzung des Mittels - betragen.Such compositions usually comprise the compositions according to the invention in amounts of 0.5 to 50% by weight, preferably 5 to 30% by weight, particularly preferably up to 20% by weight, based on the compositions. The agents can additionally contain a carrier. The proportion of such a carrier can be 2 to 15% by weight, preferably 3 to 12% by weight, particularly preferably 5 to 10% by weight, based on the total composition of the agent.
Geeignete Träger sind fest, flüssig, gelförmig oder pastös und bestehen bevorzugt aus wässrigen Systemen, natürlichen oder synthetischen Ölen oder Öl-in-Wasser- Emulsionen. Derartige Systeme sind im Stand der Technik bekannt, auf den hiermit verwiesen wird.Suitable carriers are solid, liquid, gel-like or pasty and preferably consist of aqueous systems, natural or synthetic oils or oil-in-water emulsions. Such systems are known in the prior art, to which reference is hereby made.
Die Formulierungen können zudem übliche Zusatzstoffe wie milde Tenside, weitere Ölkörper, Überfettungsmittel, Stabilisatoren, Wachse, Konsistenzgeber, Verdickungsmittel, Kationpolymere, biogene Wirkstoffe, Antischuppenmittel, Filmbildner, Konservierungsmittel, Hydrotrope, Solubilisatoren, UV-Lichtschutzfilter, Insektenrepellentien, Selbstbräuner, Färb- und Duftstoffe, Rheologiehilfsmittel, Antioxidantien, Stabilisatoren, und dergleichen enthalten.The formulations can also contain conventional additives such as mild surfactants, other oil substances, superfatting agents, stabilizers, waxes, consistency enhancers, thickening agents, cationic polymers, biogenic agents, anti-dandruff agents, film formers, preservatives, hydrotropes, solubilizers, UV light protection filters, insect repellents, self-tanning agents, dyes and fragrances , Rheology aids, antioxidants, stabilizers, and the like.
Als Überfettungsmittel können Substanzen wie beispielsweise Lanolin und Lecithin sowie polyethoxylierte oder acylierte Lanolin- und Lecithinderivate, Polyol- fettsäureester, Monoglyceride und Fettsäurealkanolamide verwendet werden, wobei die letzteren gleichzeitig als Schaumstabilisatoren dienen. Als Konsistenzgeber kommen in erster Linie Fettalkohole mit 12 bis 22 und vorzugsweise 16 bis 18 Kohlenstoffatomen und daneben Partialglyceride in Betracht. Bevorzugt ist eine Kombination dieser Stoffe mit Alkyloligoglucosiden und/oder Fettsäure-N- methylglucamiden gleicher Kettenlänge und/oder Polyglycerinpoly-12- hydroxystearaten. Geeignete Verdickungsmittel sind beispielsweise Poly- sacchahde, insbesondere Xanthan-Gum, Guar-Guar, Agar-Agar, Alginate und Tylosen, Carboxymethylcellulose und Hydroxyethylcellulose, ferner höhermolekulare Polyethylenglycolmono- und -di-ester von Fettsäuren, Polyacrylate, (z.B. Carbopole® von Goodrich oder Synthalene® von Sigma), Polyacrylamide, Polyvinylalkohol und Polyvinylpyrrolidon, Tenside wie beispielsweise ethoxylierte Fettsäureglyceride, Ester von Fettsäuren mit Polyolen wie beispielsweise Pentaerythrit oder Trimethylolpropan, Fettalkoholethoxylate mit eingeengter Homologenverteilung oder Alkyloligoglucoside sowie Elektrolyte wie Kochsalz und Ammoniumchlorid.Substances such as lanolin and lecithin as well as polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers. Mainly fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides come into consideration as consistency agents. A combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred. Suitable thickeners are, for example, poly sacchahde, in particular xanthan gum, guar-guar, agar-agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, also relatively high molecular weight polyethylene glycol mono- and di-esters of fatty acids, polyacrylates (for example Carbopol ® of Goodrich or Synthalene ® from Sigma), 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 restricted Homolog distribution or alkyl oligoglucosides as well as electrolytes such as table salt and ammonium chloride.
Geeignete kationische Polymere sind beispielsweise kationische Cellulose- derivate, wie z.B. ein quarternierte Hydroxyethylcellulose, die unter der Bezeichnung Polymer JR 400® von Amerchol erhältlich ist, kationische Stärke, Copolymere von Diallylammoniumsalzen und Acrylamiden, quarternierte VinylpyrrolidonΛ/inylimidazol-Polymere wie z.B. Luviquat® (BASF), Kondensationsprodukte von Polyglycolen und Aminen, quarternierte Kollagenpoly- peptide wie beispielsweise Lauryldimonium hydroxypropyl hydrolyzed collagen (LamequatΘL/Grünau), quarternierte Weizenpolypeptide, Polyethylenimin, kationische Siliconpolymere wie z.B. Amidomethicone, Copolymere der Adipin- säure und Dimethylaminohydroxypropyldiethylentrimamin (Cartaretine®/Sandoz), Copolymere der Acrylsäure mit Dimethyldiallylammoniumchlorid (Merquat® 550/Chemviron), Polyaminopolyamide wie z.B. beschrieben in der FR-A 2252840 sowie deren vernetzte wasserlöslichen Polymere, kationische Chitinderivate wie beispielsweise quarterniertes Chitosan, gegebenenfalls mikrokristallin verteilt, Kondensationsprodukte aus Dihalogenalkylen wie z.B. Dibrombutan mit Bisdialkyl- aminen wie z.B. Bis-Dimethylamino-1 ,3-propan, kationischer Guar-Gum wie z.B. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 der Celanese, quarternierte Ammoniumsalz-Polymere wie z.B. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 der Miranol.Suitable cationic polymers are, for example, cationic cellulose derivatives, such as a quaternized hydroxyethyl cellulose, which is available under the name Polymer JR 400 ® from Amerchol, cationic starch, copolymers of diallylammonium salts and acrylamides, quaternized vinylpyrrolidone / inylimidazole polymers such as Luviquat ® (BASF ), condensation products of polyglycols and amines, quaternized Kollagenpoly- peptide for example lauryldimonium hydroxypropyl hydrolyzed collagen (LamequatΘL / Grunau), quaternized Weizenpolypeptide, polyethyleneimine, cationic silicone polymers such as, amodimethicone, copolymers of adipic acid and dimethylaminohydroxypropyl diethylenetriamine (Cartaretine ® / Sandoz), copolymers acrylic acid with dimethyldiallylammonium chloride (Merquat ® 550 / Chemviron), polyaminopolyamides as described for example in FR-A 2252840 and their crosslinked water-soluble polymers, cationic chitin derivatives such as quaternized es chitosan, optionally microcrystalline, condensation products of dihaloalkylene such as dibromobutane with bisdialkylamines such as bis-dimethylamino-1, 3-propane, cationic guar gum such as Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 the Celanese, quaternized ammonium salt polymers such as Mirapol ® A-15, Mirapol ® AD-1, Mirapol ® AZ-1 from Miranol.
Nachdem die Aufgabe der Erfindung u.a. darin bestanden hat, Siliconverbindungen in den Formulierungen zu ersetzen, sind Formulierungen, umfassend die erfindungsgemäßen Zusammensetzungen, vorzugsweise siliconfrei. Dennoch ist die zusätzliche Anwesenheit dieser Stoffe nicht grundsätzlich ausgeschlossen. Geeignete Siliconverbindungen sind beispielsweise Dimethyl- polysiloxan, Methylphenylpolysiloxan, cyclische Silicone sowie Amino-, Fettsäure-, Alkohol-, Poly-ether-, Epoxy-, Fluor- und/oder Alkylmodifizierte Siliconverbindungen, die bei Raumtemperatur sowohl flüssig als auch harzförmig vorliegen können. Typische Beispiele für Fette sind Glyceride, als Wachse kommen u.a. Bienenwachs, Carnaubawachs, Candelillawachs, Montanwachs, Paraffinwachs oder Mikrowachse gegebenenfalls in Kombination mit hydrophilen Wachsen, z.B. Cetyl- stearylalkohol oder Partialglyceriden in Frage. Als Perlglanzwachse können insbesondere Mono- und Difettsäureester von Polyalkylenglycolen, Partial- glyceride oder Ester von Fettalkoholen mit mehrwertigen Carbonsäuren bzw. Hydroxycarbonsäuren verwendet werden. Als Stabilisatoren können Metallsalze von Fettsäuren wie z.B. Magnesium-, Aluminium- und/oder Zinkstearat eingesetzt werden. Unter biogenen Wirkstoffen sind beispielsweise Tocopherol, Tocopherol- acetat, Tocopherolpalmiat, Ascorbinsäure, Retinol, Bisabolol, Allantoin, Phytantriol, Panthenol, AHA-Säuren, Pflanzenextrakte und Vitaminkomplexe zu verstehen. Als Antischuppenmittel können Climbazol, Octopirox und Zinkpyrethion eingesetzt werden. Gebräuchliche Filmbildner sind beispielsweise Chitosan, mikrokristallines Chitosan, quarterniertes Chitosan, Polyvinylpyrrolidon, Vinyl- pyrrolidon-Vinylacetat-Copolymerisate, Polymere der Acrylsäurereihe, quarternäre Cellulose-Derivate, Kollagen, Hyaluronsäure bzw. deren Salze und ähnliche Verbindungen.Since the object of the invention has been to replace silicone compounds in the formulations, formulations comprising the compositions according to the invention are preferably silicone-free. However, the additional presence of these substances is not fundamentally excluded. Suitable silicone compounds are, for example, dimethylpolysiloxane, methylphenylpolysiloxane, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature. Typical examples of fats are glycerides; waxes include beeswax, carnauba wax, candelilla wax, montan wax, paraffin wax or microwaxes, optionally in combination with hydrophilic waxes, for example cetyl stearyl alcohol or partial glycerides. Pearlescent waxes which can be used are, in particular, mono- and difatty acid esters of polyalkylene glycols, partial glycerides or esters of fatty alcohols with polybasic carboxylic acids or hydroxycarboxylic acids. Metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate can be used as stabilizers. Biogenic active substances are to be understood to mean, for example, tocopherol, tocopherol acetate, tocopherol palmate, ascorbic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, plant extracts and vitamin complexes. Climbazole, octopirox and zinc pyrethione can be used as antidandruff agents. Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinyl pyrrolidone, vinyl pyrrolidone / vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds.
Unter UV-Lichtschutzfiltern sind organische Substanzen zu verstehen, die in der Lage sind, ultraviolette Strahlen zu absorbieren und die aufgenommene Energie in Form längerwelliger Strahlung, z.B. Wärme wieder abzugeben. Typische Beispiele sind 4-Aminobenzoesäure sowie ihre Ester und Derivate (z.B. 2-Ethylhexyl-p- dimethylaminobenzoat oder p-Dimethylaminobenzoesäureoctylester), Methoxy- zimtsäure und ihre Derivate (z.B. 4-Methoxyzimtsäure-2-ethylhexylester), Benzophenone (z.B. Oxybenzon, 2-Hydroxy-4-methoxybenzophenon), Dibenzoyl- methane, Salicylatester, 2-Phenylbenzimidazol-5-sulfonsäure, 1-(4-tert-Butyl- phenyl)-3-(4'-methoxyphenyl)-propan-1 ,3-dion, Methylbenzylidencampher und dergleichen. Weiterhin kommen für diesen Zweck auch fein-disperse Metalloxide bzw. Salze in Frage, wie beispielsweise Titandioxid, Zinkoxid, Eisenoxid, Aluminiumoxid, Ceroxid, Zirkoniumoxid, Silicate (Talk) und Bariumsulfat. Die Partikel sollten dabei einen mittleren Durchmesser von weniger als 100 nm, vorzugsweise zwischen 5 und 50 nm und insbesondere zwischen 15 und 30 nm aufweisen. Sie können eine sphärische Form aufweisen, es können jedoch auch solche Partikel zum Einsatz kommen, die eine ellipsoide oder in sonstiger Weise von der sphärischen Gestalt abweichende Form besitzen. Neben den beiden vorgenannten Gruppen primärer Lichtschutzstoffe können auch sekundäre Lichtschutzmittel vom Typ der Antioxidantien eingesetzt werden, die die photochemische Reaktionskette unterbrechen, welche ausgelöst wird, wenn UV- Strahlung in die Haut eindringt. Typische Beispiele hierfür sind Superoxid- Dismutase, Tocopherole (Vitamin E) und Ascorbinsäure (Vitamin C).UV light protection filters are understood to mean organic substances which are able to absorb ultraviolet rays and release the absorbed energy in the form of longer-wave radiation, for example heat. Typical examples are 4-aminobenzoic acid and its esters and derivatives (e.g. 2-ethylhexyl-p-dimethylaminobenzoate or p-dimethylaminobenzoic acid octyl ester), methoxy cinnamic acid and its derivatives (e.g. 4-methoxycinnamic acid 2-ethylhexyl ester), benzophenones (e.g. oxybenzone, 2- Hydroxy-4-methoxybenzophenone), dibenzoylmethane, salicylate ester, 2-phenylbenzimidazole-5-sulfonic acid, 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione, Methylbenzylidene camphor and the like. Furthermore, finely disperse metal oxides or salts are also suitable for this purpose, such as titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc) and barium sulfate. The particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They can have a spherical shape, but they can also such particles are used that have an ellipsoidal shape or shape that differs from the spherical shape in some other way. In addition to the two aforementioned groups of primary light stabilizers, secondary light stabilizers of the antioxidant type can also be used, which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin. Typical examples are superoxide dismutase, tocopherols (vitamin E) and ascorbic acid (vitamin C).
Zur Verbesserung des Fließverhaltens können ferner Hydrotrope wie beispielsweise Ethanol, Isopropylalkohol, oder Polyole eingesetzt werden. Polyole, die hier in Betracht kommen, besitzen vorzugsweise 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen. Typische Beispiele sindHydrotropes such as ethanol, isopropyl alcohol or polyols can also be used to improve the flow behavior. Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are
Glycerin;glycerol;
Alkylenglycole wie beispielsweise Ethylenglycol, Diethylenglycol,Alkylene glycols such as, for example, ethylene glycol, diethylene glycol,
Propylenglycol, Butylenglycol, Hexylenglycol sowie Polyethylenglycole mit einem durchschnittlichen Molekulargewicht von 100 bis 1 ,000Propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000
Dalton; technische Oligoglyceringemische mit einem Eigenkondensationsgrad von 1,5 bis 10, wie etwa technische Diglyceringemische mit einemDalton; technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10, such as technical diglycerol mixtures with a
Diglyceringehalt von 40 bis 50 Gew.-%;Diglycerol content of 40 to 50% by weight;
Methyolverbindungen, wie insbesondere Trimethylolethan, Trimethylol- propan, Trimethylolbutan, Pentaerythrit und Dipentaerythrit;Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
Niedrigalkylglucoside, insbesondere solche, mit 1 bis 8 Kohlenstoffen im Alkylrest, wie beispielsweise Methyl- und Butylglucosid;Lower alkyl glucosides, especially those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;
Zuckeralkohole mit 5 bis 12 Kohlenstoffatomen, wie beispielsweiseSugar alcohols with 5 to 12 carbon atoms, such as
Sorbit oder Mannit,Sorbitol or mannitol,
Zucker mit 5 bis 12 Kohlenstoffatomen, wie beispielsweise Glucose oder Saccharose;Sugars with 5 to 12 carbon atoms, such as glucose or sucrose;
Aminozucker wie beispielsweise Glucamin.Aminosugars such as glucamine.
Als Konservierungsmittel eignen sich beispielsweise Phenoxyethanol, Formaldehydlösung, Parabene, Pentandiol oder Sorbinsäure. Als Insekten- Repellentien kommen N,N-Diethyl-m-toluamid, 1 ,2-Pentandiol oder Insect repellent 3535 in Frage, als Selbstbräuner eignet sich Dihydroxyaceton. Als Farbstoffe können die für kosmetische Zwecke geeigneten und zugelassenen Substanzen verwendet werden, wie sie beispielsweise in der Publikation "Kosmetische Färbemittel" der Farbstoffkommission der Deutschen Forschungsgemeinschaft, Verlag Chemie, Weinheim, 1984, S.81-106 zusammengestellt sind. Diese Farbstoffe werden üblicherweise in Konzentrationen von 0,001 bis 0,1 Gew.-%, bezogen auf die gesamte Mischung, eingesetzt.Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid. As insect repellents are N, N-diethyl-m-toluamide, 1, 2-pentanediol or insect repellent 3535, dihydroxyacetone is suitable as a self-tanner. The dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes" by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
Der Gesamtanteil der Hilfs- und Zusatzstoffe kann 1 bis 50, vorzugsweise 5 bis 40The total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40
Gew.-% - bezogen auf die Mittel - betragen. Die Herstellung der Mittel kann durch übliche Kalt- oder Heißprozesse erfolgen; vorzugsweise arbeitet man nach derWt .-% - based on the means - amount. The agents can be produced by customary cold or hot processes; preferably one works according to the
Phaseninversionstemperatur-Methode.Phase inversion temperature method.
Die Applikation der Mittel erfolgt durch Auftragen auf die zu behandelndenThe agents are applied by application to those to be treated
Substrate (Haare, Wolle) und anschließendem Auswaschen (rinse-off-Produkte) oder Verbleib (leave-on-Produkte) auf den Materialien.Substrates (hair, wool) and then washing out (rinse-off products) or remaining (leave-on products) on the materials.
Durch die Behandlung kann eine dauerhafte Beeinflussung der Eigenschaften der Substrate, wie Nass- und Trockenkämmbarkeit, Halt, Feuchtigkeit, Festigkeit, Fülle, Glanz, Taktilität und elektrostatischer Eigenschaften sowie Resistenz gegen UV- und IR-Strahlung und Wärmeeinwirkung erzielt werden.The treatment can have a permanent influence on the properties of the substrates, such as wet and dry combability, hold, moisture, strength, fullness, shine, tactility and electrostatic properties, as well as resistance to UV and IR radiation and heat.
Die Erfindung wird durch die folgenden Beispiele näher erläutert, ohne sie jedoch darauf zu beschränken. The invention is explained in more detail by the following examples, but without restricting it thereto.
BeispieleExamples
Zur Verdeutlichung des erfindungsgemäßen Effektes wurden die erfindungsgemäßen Zusammensetzungen (Beispiel 1 bis 5) auf Haarsträhnen aus dunklem, mitteleuropäischem Haar aufgetragen. Nach der Konditionierung wurden die Haarsträhnen unter standardisierten, klimatisierten Bedingungen von einem Expertenpanel im Hinblick auf sensorische Eigenschaften gegen gleiche Haarsträhnen, die mit einer Zusammensetzung des Standes der Technik (Benchmark) behandelt wurden, untersucht (Sensory Assessment). Die mit der erfindungsgemäßen Rezeptur behandelten Haare zeigten dabei siliconartige Griffeigenschaften.To clarify the effect according to the invention, the compositions according to the invention (Examples 1 to 5) were applied to strands of hair made from dark, central European hair. After conditioning, the strands of hair were examined under standardized, air-conditioned conditions by an expert panel with regard to sensory properties against the same strands of hair that were treated with a composition of the prior art (benchmark) (sensory assessment). The hair treated with the formulation according to the invention showed silicone-like grip properties.
Figure imgf000015_0001
Figure imgf000015_0001
Figure imgf000016_0001
Figure imgf000017_0001
Figure imgf000016_0001
Figure imgf000017_0001

Claims

Patentansprüche claims
1. Zusammensetzung umfassend Kohlenhydrate, Aminosäuren, Peptide, Ölkörper, Tenside, quarternierte Ammoniumverbindungen.1. Composition comprising carbohydrates, amino acids, peptides, oil bodies, surfactants, quaternized ammonium compounds.
Zusammensetzung nach Anspruch 1 , dadurch gekennzeichnet, dass die Kohlenhydrate ausgewählt sind aus Aldohexosen, Aldopentosen, Aldofuranosen, Aldopyranosen, Glycosaminen der Aldopyranosen, Glycosaminen der Aldofuranosen, dimeren reduzierenden Aldopyranosen und den daraus gebildeten Glycosaminen, dimeren reduzierenden Aldofuranosen und den daraus gebildeten Glycosaminen, trimeren Kohlenhydraten, Glycuronsäuren, Aldonsäuren oder den daraus gebildeten Lactonen.Composition according to claim 1, characterized in that the carbohydrates are selected from aldohexoses, aldopentoses, aldofuranoses, aldopyranoses, glycosamines from aldopyranoses, glycosamines from aldofuranoses, dimeric reducing aldopyranoses and the glycosamines, dimeric reducing aldofuranoses formed therefrom, and the trimerenes formed therefrom , Glycuronic acids, aldonic acids or the lactones formed therefrom.
Zusammensetzung nach irgendeinem der Ansprüche 1 und 2, dadurch gekennzeichnet, dass die Kohlenhydrate ausgewählt sind aus Allose, Altrose, Galactose, Glucose, Glucofructose, Fructose, Gulose, Idose, Mannose, Saccarose, Talose, Glucosamin, Galactosamin, Mannosamin, Maltose, Cellobiose, Gentiobiose, Lactose, Lactosamin, Melezitose, Erythrose, Threose, Ribose, Arabinose, Xylose, Lyxose, Glucuronsäure , Gluconsäure-δ-lacton und Gluconsäure.Composition according to any one of claims 1 and 2, characterized in that the carbohydrates are selected from allose, altrose, galactose, glucose, glucofructose, fructose, gulose, idose, mannose, saccarose, talose, glucosamine, galactosamine, mannosamine, maltose, cellobiose, Gentiobiose, lactose, lactosamine, melezitose, erythrose, threose, ribose, arabinose, xylose, lyxose, glucuronic acid, gluconic acid δ-lactone and gluconic acid.
Zusammensetzung nach Anspruch 1 , dadurch gekennzeichnet, dass die Aminosäuren ausgewählt sind aus natürlichen und nichtnatürlichen α- und ß-Aminosäuren. Composition according to claim 1, characterized in that the amino acids are selected from natural and unnatural α and β amino acids.
5. Zusammensetzung nach Anspruch 4, dadurch gekennzeichnet, dass die Aminosäuren ausgewählt sind aus Glycin, Serin Cystein, Threonin, Methionin, Alanin und Phenylalanin.5. Composition according to claim 4, characterized in that the amino acids are selected from glycine, serine cysteine, threonine, methionine, alanine and phenylalanine.
6. Zusammensetzung nach Anspruch 1 , dadurch gekennzeichnet, dass die Peptide ausgewählt sind aus Oligopeptiden (2-9 AS), Polypeptiden (10- 100 AS) und Makropeptiden (>100 AS) sowie Proteinhydrolysaten.6. The composition according to claim 1, characterized in that the peptides are selected from oligopeptides (2-9 AS), polypeptides (10- 100 AS) and macropeptides (> 100 AS) and protein hydrolyzates.
7. Zusammensetzung nach Anspruch 6, dadurch gekennzeichnet, dass die Peptide ausgewählt sind aus Gluadin, Glycin-Glycin, Alanin-Glycin, Serin-Glycin und Phenylalanin-Glycin, Serin-Serin, Glycin-Prolin, Glycin- Alanin-Valin.7. Composition according to claim 6, characterized in that the peptides are selected from gluadine, glycine-glycine, alanine-glycine, serine-glycine and phenylalanine-glycine, serine-serine, glycine-proline, glycine-alanine-valine.
8. Zusammensetzung nach Anspruch 1 , dadurch gekennzeichnet, dass die Ölkörper ausgewählt sind aus i. Dialkylcarbonaten der Formel (I)8. The composition according to claim 1, characterized in that the oil bodies are selected from i. Dialkyl carbonates of the formula (I)
Figure imgf000019_0001
Figure imgf000019_0001
R1 steht darin für einen linearen oder verzweigten Alkyl- oder Alkenylrest mit 6 bis 22 Kohlenstoffatomen oder einen Rest, der sich von einem Polyol mit 2 bis 15 Kohlenstoffatome und mindestens zwei Hydroxylgruppen ableitet,R 1 stands for a linear or branched alkyl or alkenyl radical with 6 to 22 carbon atoms or a radical which is derived from a polyol with 2 to 15 carbon atoms and at least two hydroxyl groups,
R2 der Definition von R1 oder einem Alkylrest mit 1 bis 5 Kohlenstoffatomen entspricht und n und m unabhängig voneinander 0 oder ganze Zahlen von 1 bis 100 sind; ii. Guerbetalkoholen auf Basis von Fettalkoholen mit 6 bis 18 Kohlenstoffatomen; iii. Estern von linearen C6-C22-Fettsäuren mit linearen C6-C22-Fettalko- holen; iv. Estern von verzweigten C6-Ci3-Carbonsäuren mit linearen C6-C22- Fettalkoholen; v. Estern von linearen C6-C22-Fettsäuren mit verzweigten Alkoholen; vi. Estern von linearen und/oder verzweigten Fettsäuren mit mehrwertigen C2-C6-Alkoholen und/oder Guerbetalkoholen; vii. Triglyceriden auf Basis Cβ-Cio-Fettsäuren; viii. Estern von Fettalkoholen und/oder Guerbetalkoholen mit aromatischen C6-Ci2_-Carbonsäuren; ix. pflanzlichen Ölen; x. verzweigten primären Alkoholen; xi. substituierten Cyclohexanen; xii. linearen C6-C22-Fettalkoholcarbonaten und/oder Guerbetcarbonaten, xiii. Dialkylethern mit 8 bis 32 Kohlenstoffatomen, xiv. aliphatischen und naphthenischen Kohlenwasserstoffen.R 2 corresponds to the definition of R 1 or an alkyl radical with 1 to 5 carbon atoms and n and m are independently 0 or integers from 1 to 100; ii. Guerbet alcohols based on fatty alcohols with 6 to 18 carbon atoms; iii. Esters of linear C 6 -C 22 fatty acids with linear C 6 -C 22 fatty alcohols; iv. Esters of branched C 6 -C 3 carboxylic acids with linear C 6 -C 22 fatty alcohols; v. Esters of linear C 6 -C 22 fatty acids with branched alcohols; vi. Esters of linear and / or branched fatty acids with polyhydric C 2 -C 6 alcohols and / or Guerbet alcohols; vii. Triglycerides based on Cβ-Cio fatty acids; viii. Esters of fatty alcohols and / or Guerbet alcohols with aromatic C 6 -Ci 2 _ carboxylic acids; ix. vegetable oils; x. branched primary alcohols; xi. substituted cyclohexanes; xii. linear C 6 -C 22 fatty alcohol carbonates and / or Guerbet carbonates, xiii. Dialkyl ethers with 8 to 32 carbon atoms, xiv. aliphatic and naphthenic hydrocarbons.
9. Zusammensetzung nach Anspruch 1 , dadurch gekennzeichnet, dass die Tenside ausgewählt sind aus Fettalkoholpoly-glycolethersulfaten, Monoglyceridsulfaten, Mono- und/oder Dialkylsulfosuccinaten, Fettsäure- isethionaten, Fettsäuresarcosinaten, Fettsäuretauriden, Fettsäure- glutamaten, Ethercarbonsäuren, Alkyloligoglucosiden, Fettsäure- glucamiden, Alkylamidobetainen, Fettalkoholsulfonaten und/oder Proteinfettsäurekondensaten, Natrimlaurethsulfat, MIPA-Laurethsulfat, Laureth- 3, Cocoamid und Cocoglucosid.9. The composition according to claim 1, characterized in that the surfactants are selected from fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, fatty acid glutamates, ether carboxylic acids, alkyl oligoglucucamides, fatty acid amide, fatty acid , Fatty alcohol sulfonates and / or protein fatty acid condensates, sodium laureth sulfate, MIPA laureth sulfate, laureth-3, cocoamide and cocoglucoside.
10. Zusammensetzung nach Anspruch 1 , dadurch gekennzeichnet, dass die quarternäre Ammoniumverbindungen ausgewählt sind aus Cetyltri- methylammoniumchlorid/-bromid, Stearyltrimethylammoniumchlorid/- bromid, Distearyldimethylammoniumchlorid/-bromid, Lauryldimethyl- ammoniumchlorid, Lauryldimethylbenzylammoniumchlorid/-bromid, und Cetylpyridiniumchlorid/-bromid, sowie quarternierte Fettsäuretriethanol- aminestersalzen.10. The composition according to claim 1, characterized in that the quaternary ammonium compounds are selected from cetyltrimethylammonium chloride / bromide, stearyltrimethylammonium chloride / bromide, distearyldimethylammonium chloride / bromide, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and bromide, and bromide quaternized fatty acid triethanolamine ester salts.
11. Zusammensetzung nach irgendeinem der Ansprüche 1 bis 10, dadurch gekennzeichnet, dass sie 0,2 bis 5 Gew.-% eines oder mehrerer Ölkörper, 1 bis 10 Gew.-% einer oder mehrerer Aminosäuren, 1 bis 10 Gew.-% eines oder mehrerer Peptide, 1 bis 10 Gew.-% eines oder mehrerer Kohlenhydrate, 0,2 bis 5 Gew.-% einer oder mehrerer quarternärer Ammoniumverbindungen, 2 bis 20 Gew.-% eines oder mehrerer Tenside und Wasser ad 100 Gew.-% - bezogen auf die Gesamtzusammensetzung -enthält.11. The composition according to any one of claims 1 to 10, characterized in that it contains 0.2 to 5% by weight of one or more oil bodies, 1 to 10% by weight of one or more amino acids, 1 to 10 % By weight of one or more peptides, 1 to 10% by weight of one or more carbohydrates, 0.2 to 5% by weight of one or more quaternary ammonium compounds, 2 to 20% by weight of one or more surfactants and water ad 100 wt .-% - based on the total composition.
12. Verwendung einer Zusammensetzung nach irgendeinem der Ansprüche 1 bis 11 als Siliconersatzstoff zur Beeinflussung der Eigenschaften von fasrigen Materialien.12. Use of a composition according to any one of claims 1 to 11 as a silicone substitute for influencing the properties of fibrous materials.
13. Mittel zur Haar- und Wollpflege umfassend die Zusammensetzung nach irgendeinem der Ansprüche 1 bis 11.13. Hair and wool care compositions comprising the composition of any of claims 1 to 11.
14. Mittel nach Anspruch 13 umfassend die Zusammensetzung wie in irgendeinem der Ansprüche 1 bis 11 definiert in einem Anteil von 0,5 bis 50 Gew.-% - bezogen auf die Gesamtzusammensetzung des Mittels.14. Composition according to claim 13 comprising the composition as defined in any one of claims 1 to 11 in a proportion of 0.5 to 50 wt .-% - based on the total composition of the agent.
15. Mittel nach irgendeinem der Ansprüche 13 bis 14 umfassend einen festen, flüssigen, pastösen oder gelförmigen Träger.15. A composition according to any one of claims 13 to 14 comprising a solid, liquid, pasty or gel-like carrier.
16. Mittel nach Anspruch 15, dadurch gekennzeichnet, dass es als Lösung, Gel oder Emulsion vorliegt.16. Composition according to claim 15, characterized in that it is present as a solution, gel or emulsion.
17. Mittel nach irgendeinem der Ansprüche 13 bis 16, ausgewählt aus der Gruppe bestehend aus Formulierungen zur Haarpflege, Appreturen, Waschmitteln und Weichspülmitteln für Wolle.17. Agent according to any one of claims 13 to 16, selected from the group consisting of formulations for hair care, finishes, detergents and fabric softeners for wool.
18. Mittel nach irgendeinem der Ansprüche 13 bis 17, dadurch gekennzeichnet, dass die Formulierungen zur Haarpflege ausgewählt sind aus der Gruppe bestehend aus Shampoos, Spülungen, Dauerwellflüssigkeiten, Haarfärbemitteln und Fixierungen zur Behandlung dauergewellter Haare. 18. Composition according to any one of claims 13 to 17, characterized in that the formulations for hair care are selected from the group consisting of shampoos, conditioners, permanent wave liquids, hair dyes and fixations for the treatment of permed hair.
PCT/EP2002/000976 2001-02-09 2002-01-31 Silicone replacement materials in hair cosmetics WO2002064105A2 (en)

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CN104069019A (en) * 2014-06-11 2014-10-01 滨州安华生物工程有限公司 Shampoo containing hyaluronic acid
CN104856922A (en) * 2015-06-03 2015-08-26 铜陵县黑你养殖专业合作社 Wool care liquid
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JP5629427B2 (en) * 2008-10-31 2014-11-19 コグニス・アイピー・マネージメント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングCognis IP Management GmbH Hair treatment composition
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