EP1154750A1 - Haarshampoo auf basis von wasserlöslichen organischen silicon verbindungen - Google Patents

Haarshampoo auf basis von wasserlöslichen organischen silicon verbindungen

Info

Publication number
EP1154750A1
EP1154750A1 EP00901707A EP00901707A EP1154750A1 EP 1154750 A1 EP1154750 A1 EP 1154750A1 EP 00901707 A EP00901707 A EP 00901707A EP 00901707 A EP00901707 A EP 00901707A EP 1154750 A1 EP1154750 A1 EP 1154750A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
composition
composition according
groups
chosen
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.)
Withdrawn
Application number
EP00901707A
Other languages
English (en)
French (fr)
Inventor
Henri Samain
Isabelle Rollat-Corvol
Patrice Lerda
Nathalie Garnier
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.)
LOreal SA
Original Assignee
LOreal SA
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 LOreal SA filed Critical LOreal SA
Publication of EP1154750A1 publication Critical patent/EP1154750A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/89Polysiloxanes
    • 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
    • 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
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • 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
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon 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
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/95Involves in-situ formation or cross-linking of polymers

Definitions

  • Composition for washing keratin materials based on water-soluble organic silicon compounds.
  • the present invention relates generally to aqueous compositions for washing keratin materials, and in particular hair and / or skin, comprising water-soluble organic silicon compounds, as well as to washing methods using using these compositions.
  • US Patent No. 4,347,763 describes cosmetic compositions comprising an organosiloxane monomer such as an aminoalkylalkoxysilane and an organic titanate in solution in an alcohol.
  • Patent EP-159,628 describes a composition for perming and fortifying the hair containing an alkyl trialkoxy silane
  • patent FR-2,029,696 describes a process for manufacturing a hair fixing product containing an organic resin comprising groups. acids totally or partially neutralized by means of organic silicon compounds containing amino radicals.
  • compositions and products described in these documents do not correspond to washing compositions and in particular for washing hair such as shampoos.
  • the present invention therefore relates to aqueous detergent cosmetic compositions, for washing keratin materials, in particular shampoos, giving the hair a long-lasting styling effect and a pleasant feel, and in particular pronounced body and maintenance and texturing effects, and persistent in the washing cycles.
  • compositions for washing keratin materials in particular shampoos, having the desired properties, by using in these compositions organic silicon compounds, soluble in water, having 1 to 3 silicon atoms, at least one basic chemical group and at least two hydrolyzable or hydroxyl groups per molecule. It has been observed that the application of such compositions allows to obtain a marked styling effect which resists rinsing and washing well.
  • the compositions for washing keratin materials comprise, in a cosmetically acceptable aqueous medium, at least 0.02% by weight relative to the total weight of the composition, of one or more organic silicon compounds soluble in l water, chosen from organosilanes comprising one silicon atom and organosiloxanes comprising two or three silicon atoms, organic silicon compounds further comprising at least one basic chemical function and at least two hydrolysable or hydroxyl groups per molecule, and at least 4% by weight relative to the total weight of the composition of a detergent surfactant chosen from anionic, amphoteric, nonionic surfactants and mixtures thereof.
  • a detergent surfactant chosen from anionic, amphoteric, nonionic surfactants and mixtures thereof.
  • the organic silicon compounds useful in the compositions of the present invention are chosen from water-soluble organosilanes, comprising one silicon atom and water-soluble organosiloxanes, comprising two or three silicon atoms, preferably two atoms. of silicon. They must also comprise at least one basic chemical function, and preferably only one basic chemical function.
  • the basic chemical function can be any function conferring a basic character on the silicon compound without harming its solubility in water and is preferably an amine function such as a primary, secondary or tertiary amine function.
  • the basic chemical function of the silicon compounds according to the invention may optionally include other functions, such as, for example, another amino function, an acid function or a halogen function.
  • the organic silicon compounds useful in the compositions of the present invention additionally comprise at least two hydrolyzable or hydroxyl groups per molecule.
  • the hydrolyzable groups are preferably alkoxy, aryloxy or halogen groups. They can also, optionally, include other chemical functions such as acid or amino functions.
  • the preferred organosilanes according to the invention correspond to the formula:
  • R represents a halogen, an OR 'or R' j group
  • R 5 represents a halogen, an OR "or R ' 2 group
  • Rg represents a halogen, an OR'" or R ' 3 group
  • R j , R 2 , R 3 , R ', R ", R'", R, R ' 2 , R' 3 represent, independently of each other, a saturated or unsaturated, linear or branched hydrocarbon group, optionally carrying additional chemical groups such as acid or amino groups
  • R j , R 2 , R ', R "and R'” can also denote hydrogen, and at least two of the groups R, R 5 and R 6 being different groups R, R ' 2 and R' 3 .
  • R j , R 2 , R ', R "and R'", R * 1? R ' 2 and R' 3 represent a C j to C 12 alkyl group, a C 6 to C 1 aryl group, a C j to C 6 -alkyl C 6 to C 14 aryl group, and a C 6 to C aryl group 1 -alkyl C to C g ; and
  • R 3 is preferably an alkyl group of C j to C 12, aryl from C 6 to C 14, alkyl of C j to C-aryl from C 6 to C 14 and aryl from C 6 to C 14 alkyl C j to C g .
  • organosiloxanes preferred in the compositions of the present invention can be represented by the formula:
  • R j , R 2 , R 3 , R 5 and R 6 are defined as above;
  • R ' 4 represents a halogen or an ORJ J group
  • R 7 represents a halogen, an OR 10 or R " j group ;
  • R9 represents a halogen, an OR g , R" 2 or R 3 NR j R 2 group ;
  • R " j , R" 2 , R 8 , R 10 and R ⁇ represent a hydrocarbon group, saturated or unsaturated, linear or branched, optionally carrying additional chemical groups such as basic solubilizing groups;
  • R ] j , R 10 and R 8 can also denote hydrogen.
  • R " j , R" 2 , R g or R 10 and R ⁇ represent an alkyl group from C j to C 12 , an aryl group from C 6 to C 1 , an alkyl group from C j to C 6 - aryl from C 6 to C 1 , and a C 6 to C 1 aryl group - C
  • At least one of the groups R 6 , R 7 and R 9 denotes a halogen or an OR '", OR 10 or ORg group.
  • the halogen is chlorine.
  • a particularly preferred class of organic silicon compounds consists of the compounds of formula:
  • radicals R identical or different, are chosen pairni the alkyl radicals in C Cg such as methyl, ethyl, propyl, butyl and n is an integer from 1 to 6, preferably from 2 to 4.
  • An organic compound of particularly recommended silicon is ⁇ -aminopropyl triethoxysilane.
  • the content of organic silicon compounds in the compounds of the invention relative to the total weight of the composition is at least
  • the level of organic silicon compounds according to the invention is determined by usual analysis methods such as NMR spectroscopy of silicon 29 and the proton, and by chromatography.
  • the detergent compositions according to the invention contain at least one detergent surfactant chosen from anionic, amphoteric and nonionic surfactants having detergent properties.
  • the alkyl or acyl radical of these various compounds generally consists of a carbon chain comprising from 12 to 20 carbon atoms.
  • anionic surfactants mention may also be made of the salts of fatty acids such as the salts of oleic, ricinoleic, palmitic, stearic acids; coconut oil or hydrogenated coconut oil acids; acyl lactylates, the acyl radical of which contains from 8 to 20 carbon atoms.
  • surfactants considered to be weakly anionic such as polyoxyalkylenated alkyl or alkylaryl ether carboxylic acids or their salts, polyoxyalkylenated alkylamido ether carboxylic acids or their salts, uronic alkyl D-galactoside acids or their salts.
  • the nonionic surfactants are more particularly chosen from alcohols or alkylphenols or polyethoxylated, polypropoxylated or polyglycerol fatty acids with a fatty chain containing 8 to 18 carbon atoms, the number of ethylene oxide or oxide groups. propylene being between 2 and 50 and the number of glycerol groups being between 2 and 30.
  • the preferred amphoteric surfactants are derivatives of aliphatic secondary or tertiary amines, in which the aliphatic radical is a linear or branched chain containing 8 to 22 carbon atoms and which contains at least one water-soluble anionic group carboxylate, sulfonate, sulfate , phosphate or phosphonate; (C 8 -C 2 o) alkyl betaines, sulfobetaines, (Cg-C 2 o) amidoalkyl (C j -C 6 ) betaines alkyl or (C 8 -C 2 o) armdoalkyl (C 1 -C) alkyl 6 ) sulfobetaines.
  • amine derivatives mention may be made of the products sold under the name Miranol, as described in patents US-A-2,528,378 and 2,781,354 and classified in the CTFA dictionary, 7th edition, 1997, under the name Disodium Cocoamphodiacetate, Disodium Lauroamphodiacetate, Disodium Capryloamphodiacetate, Disodium Caproamphodiacetate, Disodium Cocoamphodipropionate,
  • the surfactants are used in the compositions in accordance with the invention in proportions sufficient to impart a detergent character to the composition, generally at a rate of at least 4% by weight, preferably between 5 and 50% by weight. relative to the total weight of the composition and in particular between 8 and 35%.
  • compositions according to the invention have a pH generally between 5 and 12, and more particularly between 6 and 11.
  • the aqueous medium of the compositions consists either of water or of a mixture of water and of solvent (s) chosen from lower alcohols, alkylene glycols and polyol ethers; the water being present in proportions greater than 20% and preferably greater than 45%.
  • compositions according to the invention may also contain viscosity regulating agents, such as electrolytes such as sodium chloride, thickeners such as cellulose derivatives, such as, for example, carboxymethylcellulose, hydroxypropylcellulose, hydroxyethylcellulose , guar gum, hydroxypropylated guar gums, scleroglucans, xanthan gum.
  • viscosity regulating agents such as electrolytes such as sodium chloride
  • thickeners such as cellulose derivatives, such as, for example, carboxymethylcellulose, hydroxypropylcellulose, hydroxyethylcellulose , guar gum, hydroxypropylated guar gums, scleroglucans, xanthan gum.
  • These viscosity regulating agents are used in proportions of up to 15% by weight relative to the total weight of the composition and preferably less than 6%.
  • compositions in accordance with the invention may optionally also contain other agents, provided that they do not alter the stability of the compositions, such as cationic surfactants, cationic, anionic, amphoteric or nonionic polymers, or quaternized proteins or not, or oils, waxes, gums or silicone resins.
  • agents such as cationic surfactants, cationic, anionic, amphoteric or nonionic polymers, or quaternized proteins or not, or oils, waxes, gums or silicone resins.
  • the polymers, cationic surfactants and quaternized or non-quaternized proteins, silicones are used in the cosmetic or dermatological compositions, according to the invention, in proportions of between 0.05 and 10% and preferably between 0.1 and 5% relative to the total weight of the composition.
  • compositions according to the invention can also contain various adjuvants usually used in cosmetics, such as perfumes, preservatives, sequestrants, foam stabilizers, propellants, dyes, dandruff agents, ceramides, vitamins or pro vitamins, hydroxy acids, acidifying or basifying agents or other adjuvants according to the intended use.
  • adjuvants usually used in cosmetics such as perfumes, preservatives, sequestrants, foam stabilizers, propellants, dyes, dandruff agents, ceramides, vitamins or pro vitamins, hydroxy acids, acidifying or basifying agents or other adjuvants according to the intended use.
  • the methods of washing and / or conditioning the hair or the skin consist in applying to them a composition as defined above, this application being followed by rinsing.
  • compositions in accordance with the invention can also be used as shower gels for washing the hair and the skin, in which case they are applied to wet skin and hair and rinsed after application.
  • washing compositions were formulated in Table I below.
  • compositions of Table II below were formulated.
  • the 10 testers unanimously judged that the locks treated with composition D are more coated and have more texture than the locks treated with composition C.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
EP00901707A 1999-02-18 2000-02-03 Haarshampoo auf basis von wasserlöslichen organischen silicon verbindungen Withdrawn EP1154750A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9901981 1999-02-18
FR9901981A FR2789896B1 (fr) 1999-02-18 1999-02-18 Composition de lavage des matieres keratiniques a base de composes organiques du silicium solubles dans l'eau
PCT/FR2000/000250 WO2000048557A1 (fr) 1999-02-18 2000-02-03 Composition de lavage des matieres keratiniques a base de composes organiques du silicium solubles dans l'eau

Publications (1)

Publication Number Publication Date
EP1154750A1 true EP1154750A1 (de) 2001-11-21

Family

ID=9542189

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00901707A Withdrawn EP1154750A1 (de) 1999-02-18 2000-02-03 Haarshampoo auf basis von wasserlöslichen organischen silicon verbindungen

Country Status (9)

Country Link
EP (1) EP1154750A1 (de)
JP (1) JP2002537238A (de)
KR (1) KR20010102244A (de)
CN (1) CN1336814A (de)
AU (1) AU2302100A (de)
BR (1) BR0008338A (de)
CA (1) CA2368434A1 (de)
FR (1) FR2789896B1 (de)
WO (1) WO2000048557A1 (de)

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FR2910311B1 (fr) 2006-12-20 2009-02-13 Oreal Composition comprenant un compose silicone et un organosilane particulier
FR2922759B1 (fr) * 2007-10-31 2015-04-10 Oreal Composition coloration directe non eclaircissante comprenant un compose aminosilicie et procede de coloration de fibres keratiniques humaines la mettant en oeuvre
FR2930439B1 (fr) * 2008-04-25 2012-09-21 Oreal Utilisation d'une composition cosmetique comprenant au moins un compose organique du silicium en association avec une composition de soin et/ou de lavage des fibres keratiniques
FR2930438B1 (fr) * 2008-04-25 2012-09-21 Oreal Composition cosmetique comprenant au moins un compose organique du silicium, au moins un tensioactif cationique et au moins un acide organique, et un procede de traitement cosmetique mettant en oeuvre ladite composition
BR112012014715A2 (pt) * 2009-12-18 2018-10-09 Oreal "processo de tratamento cosmético da pele, e, conjunto cosmético"
FR2954100B1 (fr) * 2009-12-23 2012-03-09 Oreal Composition cosmetique comprenant au moins un compose organique du silicium, au moins un tensioactif anionique et au moins un polymere cationique
FR2954135B1 (fr) * 2009-12-23 2012-02-24 Oreal Composition cosmetique comprenant au moins un compose organique du silicium, au moins un tensioactif anionique et au moins une silicone aminee ainsi qu'un procede mettant en oeuvre ladite composition
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US9566221B2 (en) 2012-11-09 2017-02-14 L'oreal Methods for altering the color and appearance of hair
ES2664943T3 (es) 2012-11-09 2018-04-24 L'oréal Métodos para alterar el color y aspecto del pelo.
US10596100B2 (en) 2012-12-19 2020-03-24 L'oreal Cosmetic compositions containing an alkoxysilane and a silsesquioxane resin
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Also Published As

Publication number Publication date
CA2368434A1 (fr) 2000-08-24
CN1336814A (zh) 2002-02-20
KR20010102244A (ko) 2001-11-15
WO2000048557A1 (fr) 2000-08-24
JP2002537238A (ja) 2002-11-05
FR2789896B1 (fr) 2001-05-04
BR0008338A (pt) 2002-01-29
FR2789896A1 (fr) 2000-08-25
AU2302100A (en) 2000-09-04

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