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WO2003028694A2 - Utilisation de glucosides d'alkyle pour engendrer ou augmenter la selectivite de preparations nettoyantes - Google Patents

Utilisation de glucosides d'alkyle pour engendrer ou augmenter la selectivite de preparations nettoyantes Download PDF

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Publication number
WO2003028694A2
WO2003028694A2 PCT/EP2002/009419 EP0209419W WO03028694A2 WO 2003028694 A2 WO2003028694 A2 WO 2003028694A2 EP 0209419 W EP0209419 W EP 0209419W WO 03028694 A2 WO03028694 A2 WO 03028694A2
Authority
WO
WIPO (PCT)
Prior art keywords
cleaning
use according
alkyl
preparations
cleaning preparations
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/EP2002/009419
Other languages
German (de)
English (en)
Other versions
WO2003028694A3 (fr
Inventor
Manfred Strassner
Stephan Ruppert
Andreas Schepky
Jens-Peter Vietzke
Harald Albrecht
Urte Koop
Ralf Schimpf
Joachim Ennen
Claudius Rapp
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beiersdorf AG
Original Assignee
Beiersdorf AG
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 Beiersdorf AG filed Critical Beiersdorf AG
Priority to EP02800063A priority Critical patent/EP1494643A2/fr
Publication of WO2003028694A2 publication Critical patent/WO2003028694A2/fr
Publication of WO2003028694A3 publication Critical patent/WO2003028694A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers

Definitions

  • the present invention relates to the use of alkyl glucosides to achieve or increase the selectivity of cosmetic or dermatological cleaning preparations.
  • washing out barrier lipids can disrupt the function of the skin barrier, which is associated with a loss of moisture in the skin , This is accompanied by a temporary increase in transepidermal water loss (TEWL) and a temporary decrease in skin moisture.
  • TEWL transepidermal water loss
  • the facial skin in particular needs particularly gentle cleaning.
  • Known agents for cleaning and simultaneous care of the skin are e.g. B. oil-containing cleaning preparations or cleaning preparations with different regreasing agents or skin humidifiers, which are intended to re-grease or moisturize the skin during cleaning.
  • B. oil-containing cleaning preparations or cleaning preparations with different regreasing agents or skin humidifiers which are intended to re-grease or moisturize the skin during cleaning.
  • the prior art knows, for example, various types of oil bath preparations, shower oils, cleaning creams and the like.
  • Selective cleaning preparations in the sense of the present invention wash out significantly more surface or sebum lipids than barrier lipids. So if one determines the ratio of washed-out surface or sebum lipids to washed-out barrier lipids, this is significantly greater than 1 for preparations containing alkyl glucosides used according to the invention.
  • the selectivity of a cleaning preparation can be increased according to the invention, for. B. determine in comparison to water.
  • products can be formulated which remove dirt and excess sebum with high selectivity and thereby protect the skin's own lipids, which are essential for preventing the skin from drying out.
  • the value DP represents the degree of glucosylation of the alkyl glucosides used according to the invention and is defined as
  • p 1 ( p 2 , p 3 ... or, p ⁇ represent the proportion of the single, double, triple ... i-fold glucosylated products in percentages by weight.
  • they are advantageous Products with degrees of glucosylation of 1-2, particularly advantageously from 1.1 to 1.5, very particularly advantageously selected from approximately 1.3.
  • the value DP takes into account the fact that alkyl glucosides are usually mixtures of mono- and oligoglucosides due to their production.
  • R is advantageously selected from the group of unbranched alkyl radicals, the myristyl radical, the cetyl radical, the stearyl radical and the eicosyl radical being preferred. Lauryl glucoside, decyl glycoside and cocoglycoside are particularly preferred.
  • Alkyl glucosides also: alkyl polyglycosides
  • Alkyl glucosides used according to the invention can be obtained by processes such as are described, for example, in DE-OS 40 40 655 and other documents. They are commercially available from various manufacturers.
  • mixtures of stearyl glucoside and cetyl glucoside are commercially available, for example, from the company Th. Goldschmidt KG under the trade name Tego® Gare SG 90.
  • the total amount of one or more surface-active glucose derivatives used according to the invention in the finished cosmetic or dermatological preparations is advantageously selected from the range from 0.1 to 25.0% by weight, preferably 0.5 to 15.0% by weight, in each case based on the total weight of the preparations.
  • the cleaning compositions containing alkyl glucosides used according to the invention can be composed as usual and can be used for cosmetic and / or dermatological cleaning of the skin and / or hair and as a make-up removal product for decorative cosmetics.
  • compositions comprising alkylglucosides used according to the invention are applied to the skin and / or the hair in a sufficient amount in the manner customary for cosmetics.
  • the cleaning preparations within the meaning of the present invention advantageously contain one or more detergent surfactants from the following four groups A to D:
  • acylglutamates for example sodium acylglutamate, di-TEA-palmitoylaspartate and sodium caprylic / capric glutamate,
  • acyl peptides for example palmitoyl hydrolyzed milk protein, sodium cocoyl hydrolyzed soy protein and sodium / potassium cocoyl hydrolyzed collagen,
  • sarcosinates for example myristoyl sarcosin, TEA-lauroyl sarcosinate, sodium lauroyl sarcosinate and sodium cocoyl sarcosinate,
  • taurates for example sodium lauroyl taurate and sodium methyl cocoyl taurate
  • Carboxylic acids and derivatives such as
  • carboxylic acids for example lauric acid, aluminum stearate, magnesium alkanolate and zinc undecylenate,
  • ester carboxylic acids for example calcium stearoyl lactylate, laureth-6 citrate and sodium PEG-4 lauramide carboxylate,
  • ether carboxylic acids for example sodium laureth-13 carboxylate and sodium PEG-6 cocamide carboxylate,
  • Phosphoric acid esters and salts such as DEA-Oleth-10 phosphate and Dilureth-4 phosphate,
  • acyl isethionates e.g. Sodium / ammonium cocoyl isethionate
  • Alkyl sulfonates for example sodium coconut monoglyceride sulfate, sodium C 12- -
  • Sulfosuccinates for example dioctyl sodium sulfosuccinate, disodium laureth sulfosuccinate, disodium lauryl sulfosuccinate and disodium undecylenamido MEA sulfosuccinate as well as sulfuric acid esters, such as
  • alkyl ether sulfate for example sodium, ammonium, magnesium, MIPA, TIPA laureth sulfate, sodium myreth sulfate and sodium C 12-13 pareth sulfate,
  • Alkyl sulfates for example sodium, ammonium and TEA lauryl sulfate.
  • Quaternary surfactants contain at least one N atom which is covalently linked to 4 alkyl or aryl groups. Regardless of the pH value, this leads to a positive charge.
  • Benzalkonium chloride, alkyl betaine, alkyl amidopropyl betaine and alkyl amidopropyl hydroxysultain are advantageous.
  • acyl / dialkyl ethylenediamine for example sodium acyl amphoacetate, disodium acyl amphodipropionate, disodium alkyl amphodiacetate, sodium acyl amphohydroxypropyl sulfonate, disodium acyl amphodiacetate and sodium acyl amphopropionate,
  • N-alkylamino acids for example aminopropylalkylglutamide, alkylaminopropionic acid, sodium alkylimidodipropionate and lauroamphocarboxyglycinate.
  • N-alkyl or N-alkenyl betaines with at least 12 carbon atoms such as.
  • alkanolamides such as cocamides MEA / DEA / MIPA
  • amine oxides such as cocoamidopropylamine oxide
  • esters which are formed by esterification of carboxylic acids with ethylene oxide, glycerol, sorbitan or other alcohols,
  • ethers for example ethoxylated / propoxylated alcohols, ethoxylated / propoxylated esters, ethoxylated / propoxylated glycerol esters, ethoxylated / propoxylated cholesterols, ethoxylated / propoxylated triglyceride esters, ethoxylated propoxylated lanolin, ethoxylated / propoxylated polysiloxanes, propoxylated POE ethers and alkyl lauryl glyglycosides such as lauryl polyglycosyl and glyp Decylglycoside and cocoglycoside.
  • the cleaning preparations in the sense of the present invention particularly advantageously contain one or more wash-active surfactants according to the invention from the group of surfactants which have an HLB value of more than 25, very particularly those which have an HLB value of more than 35.
  • the content of one or more detergent surfactants in the cosmetic or dermatological cleaning preparation is in the range from 2.0 to 25% by weight, very particularly advantageously from 2.5 to 15% by weight. % is selected, in each case based on the total weight of the preparation.
  • compositions within the meaning of the present invention further advantageously contain water and optionally the additives customary in cosmetics, e.g. B. preservatives, preservation aids, bactericides, perfumes, dyes, pigments that have a coloring effect, moisturizing and / or moisturizing substances, fillers that improve the feeling on the skin, fats, oils, waxes or other usual components of a cosmetic or dermatological formulation.
  • the additives customary in cosmetics e.g. B. preservatives, preservation aids, bactericides, perfumes, dyes, pigments that have a coloring effect, moisturizing and / or moisturizing substances, fillers that improve the feeling on the skin, fats, oils, waxes or other usual components of a cosmetic or dermatological formulation.
  • Advantageous preservatives for the purposes of the present invention are, for example, formaldehyde releasers (such as, for example, DMDM hydantoin, which is available, for example, from Lonza under the trade name Glydant TM), iodopropyl butyl carbamate (for example those under the trade names Glycacil-L , Glycacil-S from Lonza available and / or Dekaben LMB from Jan Dekker), parabens (ie alkyl p-hydroxybenzoate such as methyl, ethyl, propyl and / or butyl paraben), phenoxyethanol, ethanol, benzoic acid and the like.
  • the preservation system usually also advantageously comprises preservation aids, such as, for example, octoxyglycerol, glycine soya, etc.
  • the water phase of the preparations can advantageously contain customary cosmetic auxiliaries, such as, for example, alcohols, in particular those having a low C number, preferably ethanol and / or isopropanol, diols or polyols having a low C number, and their ethers, preferably propylene glycol, glycerol, Ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analog products, polymers, foam stabilizers, electrolytes, dihydroxyacetone and in particular one or more thickeners, which one or more can advantageously be selected from the group silicon dioxide, aluminum silicates, polysaccharides or their derivatives, for.
  • customary cosmetic auxiliaries such as, for example, alcohols, in particular those having a low C number, preferably ethanol and / or isopropanol, diol
  • Moisturizers are substances or mixtures of substances that give cosmetic or dermatological preparations the property of reducing the release of moisture from the horny layer (also called trans-epidermal water joss (TEWL)) and / or hydrating the skin after application or distribution on the skin surface To influence the horny layer positively.
  • TEWL trans-epidermal water joss
  • moisturizers for the purposes of the present invention are, for example, glycerol, lactic acid and / or lactates, in particular sodium lactate, butylene glycol, propylene glycol, biosaccaride gum-1, glycine soya, ethylhexyloxyglycerol, pyrrolidonecarboxylic acid and urea.
  • polymeric moisturizers from the group of water-soluble and / or water-swellable and / or water-gelable polysaccharides.
  • hyaluronic acid chitosan and / or a fucose-rich polysaccharide, which in the Chemical Abstracts filed under registration number 178463-23-5 and z. B. is available under the name Fucogel®1000 from the company SOLABIA SA.
  • compositions are also obtained if antioxidants are used as additives or active ingredients.
  • the preparations advantageously contain one or more antioxidants. All of the antioxidants suitable or customary for cosmetic and / or dermatological applications can be used as inexpensive, but nevertheless optional, antioxidants.
  • water-soluble antioxidants such as vitamins, e.g. B. ascorbic acid and its derivatives.
  • Preferred antioxidants are also vitamin E and its derivatives and vitamin A and its derivatives.
  • the amount of the antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05 to 20% by weight, in particular 0.1 to 10% by weight, based on the total weight the preparation.
  • vitamin E and / or its derivatives represent the antioxidant (s)
  • vitamin A or vitamin A derivatives or carotenes or their derivatives represent the antioxidant or antioxidants, it is advantageous to add their respective concentrations in the range from 0.001 to 10% by weight, based on the total weight of the formulation choose.
  • the cosmetic preparations according to the present invention contain cosmetic or dermatological active ingredients, preferred active ingredients being antioxidants which can protect the skin and / or the hair from oxidative stress.
  • Further advantageous active ingredients in the sense of the present invention are natural active ingredients and / or their derivatives, such as. B. alpha-lipoic acid, phytoene, D-biotin, coenzyme Q10, alpha-glucosylrutin, camitin, carnosine, natural and / or synthetic isoflavonoids, creatine, taurine and / or ß-alanine.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
  • Saccharide Compounds (AREA)

Abstract

L'invention concerne l'utilisation d'une ou de plusieurs substances tensioactives sélectionnées dans le groupe des glucosides d'alkyle caractérisés par la formule développée (I), dans laquelle R représente un groupe alkyle ramifié ou non ramifié comportant entre 4 à 24 atomes de carbone, et DP correspond à un degré de glycosylation moyen pouvant atteindre 2, pour engendrer ou augmenter la sélectivité de préparations nettoyantes cosmétiques ou dermatologiques.
PCT/EP2002/009419 2001-09-25 2002-08-23 Utilisation de glucosides d'alkyle pour engendrer ou augmenter la selectivite de preparations nettoyantes Ceased WO2003028694A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP02800063A EP1494643A2 (fr) 2001-09-25 2002-08-23 Utilisation de glucosides d'alkyle pour engendrer ou augmenter la selectivite de preparations nettoyantes

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10147187 2001-09-25
DE10147187.4 2001-09-25

Publications (2)

Publication Number Publication Date
WO2003028694A2 true WO2003028694A2 (fr) 2003-04-10
WO2003028694A3 WO2003028694A3 (fr) 2003-10-16

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Family Applications (1)

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PCT/EP2002/009419 Ceased WO2003028694A2 (fr) 2001-09-25 2002-08-23 Utilisation de glucosides d'alkyle pour engendrer ou augmenter la selectivite de preparations nettoyantes

Country Status (3)

Country Link
EP (1) EP1494643A2 (fr)
DE (1) DE10154628A1 (fr)
WO (1) WO2003028694A2 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012011892A1 (fr) * 2010-07-19 2012-01-26 Colgate-Palmolive Company Composition de nettoyage avec des décyl- et coco-glucosides

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LU86756A1 (fr) * 1987-02-03 1988-11-17 Oreal Compositions cosmetiques non agressives contenant un tensio-actif moussant et un tensio-actif non ionique a deux chaines grasses
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AU3811193A (en) * 1992-03-25 1993-10-21 Procter & Gamble Company, The Cleansing compositions
DE4319699A1 (de) * 1993-06-16 1994-12-22 Henkel Kgaa Ultramilde Tensidmischungen
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012011892A1 (fr) * 2010-07-19 2012-01-26 Colgate-Palmolive Company Composition de nettoyage avec des décyl- et coco-glucosides
CN102985062A (zh) * 2010-07-19 2013-03-20 高露洁-棕榄公司 具有癸基葡糖苷和椰油基葡糖苷的清洁组合物
US8877184B2 (en) 2010-07-19 2014-11-04 Colgate-Palmolive Company Cleaning composition with decyl and coco glucosides
RU2555356C2 (ru) * 2010-07-19 2015-07-10 Колгейт-Палмолив Компани Моющая композиция с децил- и кокоглюкозидами
CN102985062B (zh) * 2010-07-19 2015-11-25 高露洁-棕榄公司 具有癸基葡糖苷和椰油基葡糖苷的清洁组合物
US9504635B2 (en) 2010-07-19 2016-11-29 Colgate-Palmolive Company Composition containing 4-oxovaleric acid and leuconostoc/radish root ferment filtrat

Also Published As

Publication number Publication date
WO2003028694A3 (fr) 2003-10-16
EP1494643A2 (fr) 2005-01-12
DE10154628A1 (de) 2003-04-10

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