WO1995028143A1 - Agents de soins capillaires et corporels - Google Patents

Agents de soins capillaires et corporels Download PDF

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Publication number
WO1995028143A1
WO1995028143A1 PCT/EP1995/001310 EP9501310W WO9528143A1 WO 1995028143 A1 WO1995028143 A1 WO 1995028143A1 EP 9501310 W EP9501310 W EP 9501310W WO 9528143 A1 WO9528143 A1 WO 9528143A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
carbon atoms
acid
fatty acid
hair
Prior art date
Application number
PCT/EP1995/001310
Other languages
German (de)
English (en)
Inventor
Jörg KAHRE
Hermann Hensen
Rolf Wachter
Holger Tesmann
Herbert Lepper
Uwe LÜDDEMANN
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to JP7526685A priority Critical patent/JPH09511996A/ja
Publication of WO1995028143A1 publication Critical patent/WO1995028143A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55—Phosphorus compounds
    • A61K8/553—Phospholipids, e.g. lecithin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair

Definitions

  • the invention relates to new hair and body care products containing selected sugar surfactants and lecithins.
  • Alkyl and / or alkenyl oligoglycosides and preferably alkyl oligoglucosides are nonionic surfactants based on renewable raw materials, which are becoming increasingly important for the production of surface-active agents owing to their excellent application properties and their particular eco-toxicological compatibility.
  • the object of the invention was to provide hair and body care compositions based on the sugar surfactants mentioned which are free from the disadvantages described.
  • the invention relates to hair and body care products containing
  • Alkyl and alkenyl oligoglycosides follow the formula (I),
  • R stands for an alkyl and / or alkenyl residue with 4 to 22 carbon atoms
  • G stands for a sugar residue with 5 or 6 carbon atoms
  • p stands for numbers from 1 to 10
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • the alkyl or alkenyl radical R 1 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capro alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as those used for example in the hydrogenation of technical fatty acid methyl esters or in the course the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the alkyl or alkenyl radical R 1 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and their technical mixtures, which can be obtained as described above. Alkyl oligoglucosides based on hydrogenated C ⁇ 2 / 14 coconut alcohol with a DP of 1 to 3 are preferred.
  • R2C0 for an aliphatic acyl radical having 6 to 22 carbon atoms
  • R ⁇ for hydrogen, an alkyl or - 5 -
  • Hydroxyalkyl radical with 1 to 4 carbon atoms and [Z] represents a linear or branched polyhydroxyalkyl radical with 3 to 12 carbon atoms and 3 to 10 hydroxyl groups.
  • the fatty acid N-alkyl polyhydroxyalkylamides are known substances which are usually obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or one
  • Fatty acid chloride can be obtained.
  • processes for their preparation reference is made to US Pat. Nos. 1 985 424, DS 2 016 962 and US 2703 798 and international patent application WO 92/06984.
  • H. Kelkenberg An overview of this topic by H. Kelkenberg can be found in Tens. Surf.Det. 25, 8 (1988).
  • the fatty acid N-alkylpolyhydroxyalkylamides are preferably derived from reducing sugars with 5 or 6 carbon atoms, in particular from glucose.
  • the preferred fatty acid N-alkylpolyhydroxyalkylamides are therefore fatty acid N-alkylglucamides as represented by the formula (III):
  • Fatty acid N-alkyl-glucamides of the formula (III) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or Ci2 / 14 - ⁇ ° cos fatty acid or a corresponding derivative are particularly preferred.
  • the polyhydroxyalkylamides can also be derived from maltose and palatinose.
  • fatty acid N-alkylpolyhydroxyalkylamides are also the subject of a large number of publications. Their use as a thickener is known, for example, from European patent application EP-AI 0 285 768 (Hüls). French published patent application FR-A 1 580 491 (Henkel) describes aqueous detergent mixtures based on sulfates and / or sulfonates, nonionic surfactants and, if appropriate, beefs which contain fatty acid N-alkylglucamides as foam regulators.
  • Lecithins or phosphadylcholines are glycerophospholipids which are formed from glycerol, fatty acids, phosphoric acid and preferably choline by esterification. They have a general structure according to formula (IV)
  • R 4 C0 and R ⁇ CO independently of one another for aliphatic acyl radicals having 12 to 22 carbon atoms and 0 and / or 1 to 4 double bonds and X for hydrogen, an R ⁇ CO radical or preferably a CH2CH2N + (CH3) 3 radical stand.
  • lecithins and the closely related kephalins, to which the invention also extends are 1,2-diacyl-sn-glycerol-3-phosphoric acids and have an o-configuration.
  • ⁇ -lecithins the phosphoric acid residue esterified with choline is bound to the central hydroxyl group of a glyceride.
  • technical lecithins preferably soybean lecithins of the formula (I), are used which are largely homologous mixtures based on fatty acids with 16 to 18 carbons.
  • Lengenatoms more precisely, represent palmitic acid, palmoleic acid, stearic acid, oleic acid, linoleic acid and linolenic acid.
  • An overview of this topic can be found by M.Schneider in Fat Sei. Technol. 9 ⁇ , 524 (1992).
  • the agents according to the invention can contain components a) and b) in a weight ratio of 90: 10 to 99: 1, preferably 95: 5 to 92: 8.
  • the agents according to the invention can contain minor amounts of further surfactants compatible with the other ingredients.
  • Typical examples are fatty alcohol polyglycol ether sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid sarcosinates, fatty acid taurides, ether carboxylic acids, alkyl amido betaines or protein fatty acid condensates as well as to a certain extent also cationic surfactants, for example quaternary ammonium compounds, ester quaternates and also cation.
  • the proportion of surfactant in the agents according to the invention is typically 1 to 30% by weight, calculated as solids.
  • Suitable oil bodies are, for example, Guerbet alcohols based on fatty alcohols having 6 to 18, lenstoffatomen preferably 8 to 10 Koh ⁇ , esters of linear C-C20 ⁇ fatty äuren with li ⁇ -linear Cg C2fj fatty alcohols, esters of branched CSS CISS carboxylic acids with linear C ⁇ 5-Ci8 fatty alcohols, esters of linear Cirj-Cig fatty acids with branched alcohols, in particular 2-ethylhexanol, esters of linear and / or branched fatty acids with dihydric alcohols and / or Guerbet alcohols, triglycerides based on Cg-Cirj fatty acids, vegetable oils, branched primary alcohols, substituted cyclohexanes and / or dialkyl ethers.
  • auxiliaries and additives are also suitable as auxiliaries and additives.
  • emulsifiers such as alkoxylated fatty alcohols, polyglycerol fatty acid esters or sorbitan esters.
  • Substances such as, for example, polyethoxylated lanolin derivatives, lecithin derivatives and fatty acid alkanolamides can be used as overfat agents, the latter simultaneously serving as foam stabilizers.
  • Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, polyvinyl alcohol and polyvinyl pyrro - lidon and electrolytes such as table salt and ammonium chloride.
  • Biogenic active substances are understood to mean, for example, plant extracts, protein hydrolyzates and vitamin complexes.
  • Common film formers are, for example, chitosan, microcrystalline chitosan, quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives and similar compounds.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentadiol or sorbic acid.
  • Suitable pearlizing agents are, for example, glycol distearic acid esters such as ethylene glycol distearate, but also fatty acid monoglycol esters.
  • Suitable dyes for cosmetic purposes and Approved substances are used, such as those compiled in the publication "Cosmetic Colorants” of the Dye Combination of the German Research Association, published in Chem Verlag, 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% by weight, based on the composition.
  • the solids content of the funds, i.e. the content of surfactants and other auxiliaries and ingredients can make up 5 to 50% by weight.
  • the hair and body care products according to the invention impart a pleasant feeling of smoothness and give hair a brilliant shine and a soft feel.
  • Typical examples of agents to which the essence of the invention extends are bubble baths, shower gels, hair shampoos, hair conditioners, hair conditioners and the like.

Abstract

L'invention concerne de nouveaux agents de soins capillaires et corporels qui contiennent: (a1) des alkyloligoglycosides et/ou des alcényloligoglycosides et/ou (a2) des N-alkylpolyhydroxyalkylamides d'acide gras et (b) des lécithines.
PCT/EP1995/001310 1994-04-18 1995-04-10 Agents de soins capillaires et corporels WO1995028143A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP7526685A JPH09511996A (ja) 1994-04-18 1995-04-10 ヘアケアおよびボディケア製剤

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4413434.7 1994-04-18
DE19944413434 DE4413434A1 (de) 1994-04-18 1994-04-18 Haar- und Körperpflegemittel

Publications (1)

Publication Number Publication Date
WO1995028143A1 true WO1995028143A1 (fr) 1995-10-26

Family

ID=6515776

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1995/001310 WO1995028143A1 (fr) 1994-04-18 1995-04-10 Agents de soins capillaires et corporels

Country Status (3)

Country Link
JP (1) JPH09511996A (fr)
DE (1) DE4413434A1 (fr)
WO (1) WO1995028143A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19524097A1 (de) * 1995-07-01 1997-01-02 Henkel Kgaa Kosmetische Mittel
US6800302B2 (en) 2001-03-30 2004-10-05 L'oreal S.A. Heat activated durable styling compositions comprising C1 to C22 Substituted C3-C5 monosaccharides and methods for same

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5002761A (en) * 1988-05-02 1991-03-26 Henkel Kommanditgesellschaft Auf Aktien Hair treatment compositions containing natural ingredients
WO1992006154A1 (fr) * 1990-09-28 1992-04-16 The Procter & Gamble Company Tensioactifs d'amides de l'acide gras de polyhydroxy destines a ameliorer l'efficacite des enzymes
WO1993015714A1 (fr) * 1992-02-12 1993-08-19 Henkel Kommanditgesellschaft Auf Aktien Produit de lavage aqueux
EP0572776A1 (fr) * 1992-05-29 1993-12-08 Hüls Aktiengesellschaft Composition d'agent tensio-actifs épaississant par électrolyte
WO1994016678A1 (fr) * 1993-01-28 1994-08-04 Henkel Kommanditgesellschaft Auf Aktien Melanges tensioactifs

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5002761A (en) * 1988-05-02 1991-03-26 Henkel Kommanditgesellschaft Auf Aktien Hair treatment compositions containing natural ingredients
WO1992006154A1 (fr) * 1990-09-28 1992-04-16 The Procter & Gamble Company Tensioactifs d'amides de l'acide gras de polyhydroxy destines a ameliorer l'efficacite des enzymes
WO1993015714A1 (fr) * 1992-02-12 1993-08-19 Henkel Kommanditgesellschaft Auf Aktien Produit de lavage aqueux
EP0572776A1 (fr) * 1992-05-29 1993-12-08 Hüls Aktiengesellschaft Composition d'agent tensio-actifs épaississant par électrolyte
WO1994016678A1 (fr) * 1993-01-28 1994-08-04 Henkel Kommanditgesellschaft Auf Aktien Melanges tensioactifs

Also Published As

Publication number Publication date
DE4413434A1 (de) 1995-10-19
JPH09511996A (ja) 1997-12-02

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