EP1207842A1 - Kosmetische zubereitungen auf basis von wasserlöslichen, teilneutralisierten, wenig oder nicht polymerisierten opganosiliziumverbindungen - Google Patents

Kosmetische zubereitungen auf basis von wasserlöslichen, teilneutralisierten, wenig oder nicht polymerisierten opganosiliziumverbindungen

Info

Publication number
EP1207842A1
EP1207842A1 EP00960772A EP00960772A EP1207842A1 EP 1207842 A1 EP1207842 A1 EP 1207842A1 EP 00960772 A EP00960772 A EP 00960772A EP 00960772 A EP00960772 A EP 00960772A EP 1207842 A1 EP1207842 A1 EP 1207842A1
Authority
EP
European Patent Office
Prior art keywords
groups
halogen
group
composition according
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Withdrawn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
EP00960772A
Other languages
English (en)
French (fr)
Inventor
Isabelle Rollat-Corvol
Henri Samain
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 EP1207842A1 publication Critical patent/EP1207842A1/de
Withdrawn legal-status Critical Current

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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
    • A61K8/30Cosmetics 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
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • 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

  • Cosmetic composition based on organic silicon compounds little or not polymerized, soluble in water, and partially neutralized.
  • the present invention relates generally to aqueous cosmetic compositions, in particular for the treatment of hair, comprising organic silicon compounds soluble in water, little or not at all polymerized.
  • organic compounds such as polymers to produce cosmetic compositions for the treatment of hair.
  • polymers used to dry solid materials are used to fix the hairstyle in a form. Such materials are also used to give shape retention effects.
  • Polymeric compounds, such as polysiloxanes are also used to give care effects to hair, particularly damaged or difficult to disentangle hair.
  • the cosmetic compositions containing these polymers are deposited on the hair which is left to dry or which is rinsed before going on to drying.
  • the use of polymeric compounds has several drawbacks.
  • the first drawback lies in the fact that, when the polymers are used in compositions above a certain concentration, the compositions obtained are difficult to apply due to the increase in the viscosity of the composition. This difficulty in applying the compositions leads to overloads in certain places of the hair and therefore to cosmetic defects and also implies that certain parts of the hair receive fewer compositions, which, in the end, induces a lesser effect on these parts.
  • the second drawback lies in the fact that these compositions are sometimes difficult to implement. Indeed, the polymeric compounds with low solubility in water, require the use of organic solvent or mixture of organic solvents. The use of organic solvent causes several problems, such as environmental problems and effects on the cosmeticity of the hair.
  • United States Patent No. 4,347,763 describes cosmetic compositions comprising an organosiloxane monomer such as an aminoallalkoxysilane and an organic titanate in solution in an alcohol.
  • this patent describes a process for shaping the hair which consists in moistening it with water then in applying a solution containing in isopropanol from 0.5 to 15% by weight of an aminoalkylalkoxysilane and 0.005 to 1.5% by weight of an organic titanate and then to put the hair in the desired shape.
  • the hair After application of the composition to the hair, the hair is placed in a humid atmosphere in order to cause crosslinking of the siloxane oligomer and of the easily hydrolyzable anhydrous additive.
  • the present invention therefore relates to aqueous, stable cosmetic compositions, in particular cosmetic compositions for the treatment and care of the hair, which remedy the drawbacks of the prior art.
  • the present invention relates to aqueous, stable cosmetic compositions for the treatment and care of the hair, giving the hair a long-lasting styling effect and a pleasant touch.
  • compositions which do not require the use of organic solvent and which have an effective cosmetic effect, resistant to rinsing, without the risk of hair problems loaded in the event of superposition, using in these compositions organic compounds of silicon little or not polymerized, soluble in water, comprising at least one basic chemical function and partially neutralized by specific agents. It has been observed that the application of such compositions makes it possible to obtain marked cosmetic effects, without problem in the event of overlapping, the effects of which resist well to rinsing and washing.
  • the cosmetic compositions in particular for the treatment of the hair, comprise, in a cosmetically acceptable aqueous medium, at least 0.05% by weight relative to the total weight of the composition, of one or more organic compounds water-soluble silicon, little or not polymerized, chosen from organosilanes comprising a 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 hydrolyzable or hydroxyl groups per molecule, characterized in that it comprises an amount of a neutralizing agent chosen from sulfuric acid, the salts of sulfuric acid and their mixtures such as organic silicon compounds, little or not polymerized, are neutralized at a rate of 1/1000 to
  • the organic silicon compounds according to the invention are capable of forming, in aqueous media, a non-hybrid compound, after condensation on themselves and evaporation of the support.
  • non-hybrid compound means a compound which is chemically homogeneous as regards silicon, that is to say that it does not contain other additional metallic or organometallic species.
  • the organic silicon compounds, little or not polymerized, 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 atoms.
  • silicon preferably two silicon atoms. 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, a 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 silicon atom.
  • 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 1f R 2 , R 3 , R ', R “, R"', K, R ' 2 , R' 3 represent, independently of each other, a saturated or unsaturated hydrocarbon group, linear or branched, optionally carrying additional chemical groups such as acid or amino groups
  • Ri, 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 from the groups R ' j , R' 2 and R ' 3 .
  • R 1? R 2 , R 3 , R ', R "and R'", R ' j , R' 2 and R ' 3 represent a C j to C 12 alkyl group, a C 5 to C 14 aryl group, a group alkyl of Ci to C 8 aryl of C 5 to C 1, and an aryl group of C 5 -C 14 - alkyl C AC 8; andR 3 is preferably an alkyl group of C j to C 12 aryl, C 5 -C 14, alkyl of C j to C 8 aryl of C 5 -C 14 aryl and C 5 -C 14 -alkyl C j to C 8 .
  • 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 represents a halogen, an OR 8 group, R " 2 or R3NRJR2 * , R" j , R " 2 , R 8 , R 10 and R u represent a hydrocarbon group, saturated or unsaturated, linear or branched, optionally bearing groups additional chemicals such as basic solubilizing groups;
  • R-ll 'R j0 and Rg can also designate hydrogen.
  • R ",, R" 2 , R 8 or R 10 and R ⁇ represent an alkyl group from C j to C 12 , an aryl group from C 5 to C 14 , an alkyl group from C j to C 8 - aryl from C 5 to C 1 , and an aryl group of C 5 to C 14 -alkyl of C j to C g .
  • At least one of the groups R 6 , R 7 and R 9 denotes a halogen or a group OR '", OR 10 or OR 8 .
  • the halogen is chlorine.
  • compositions of the invention are partially neutralized by means of a neutralizing agent or pH regulator chosen from sulfuric acid, the salts of the acid. sulfuric and their mixtures, so that the neutralization reaches 1/1000 to 99/100 and better still from 1/100 to 8/10.
  • a neutralizing agent or pH regulator chosen from sulfuric acid, the salts of the acid. sulfuric and their mixtures, so that the neutralization reaches 1/1000 to 99/100 and better still from 1/100 to 8/10.
  • the sulfuric acid salts are preferably alkaline sulfates, in particular sodium sulfates, and ammonium sulfate.
  • This partial neutralization of the organic compounds of the little or not polymerized silicon of the compositions of the invention assumes an important aspect for obtaining the properties desired for the compositions.
  • Another important aspect of the compositions according to the invention is that the organic silicon compounds, the pH regulating agents as well as the other constituents of the composition, are chosen so that this composition contains significant amounts of the organic silicon compounds little or no polymerization, that is to say comprising one, two or three silicon atoms.
  • the composition it is necessary for the composition to contain, relative to the total weight of the composition, at least 0.05% of organic silicon compounds with little or no polymerization and preferably at least 0.5% and up to 50 % in weight.
  • the level of organic compounds of silicon little or not polymerized, according to the invention, is determined by usual methods of analysis such as NMR spectroscopy of silicon 29 and of the proton, and by chromatography.
  • compositions according to the invention are aqueous compositions.
  • adjuvants for example, to add a co-solvent such as an alcohol or a ketone, for example ethyl alcohol or acetone.
  • compositions of the invention may contain the adjuvants customary in the cosmetic field, such as oils, waxes or other usual fatty substances; conventional gelling agents and / or thickeners; emulsifiers; moisturizers; emollients, sun filters; hydrophilic or lipophilic active agents such as ceramides; anti-free radical agents; surfactants; polymers; proteins; bactericides; sequestrants; anti-dandruff; antioxidants; preservatives; perfumes; charges; coloring matters.
  • adjuvants customary in the cosmetic field such as oils, waxes or other usual fatty substances; conventional gelling agents and / or thickeners; emulsifiers; moisturizers; emollients, sun filters; hydrophilic or lipophilic active agents such as ceramides; anti-free radical agents; surfactants; polymers; proteins; bactericides; sequestrants; anti-dandruff; antioxidants; preservatives; perfumes; charges; coloring matters.
  • compositions according to the invention can be used in rinse-out or leave-in mode.
  • compositions according to the invention can be in any form suitable for topical application, in particular in the form of solutions of the lotion or serum type; in the form of aqueous gels; in the form of emulsions obtained by dispersion of a fatty phase in an aqueous phase (O / W) or vice versa (W / O), of more or less thick liquid consistency such as milks and more or less creamy creams.
  • compositions are prepared according to the usual methods.
  • the compositions according to the invention are preferably used as hair products, in particular for maintaining the hairstyle or shaping the hair. They can also provide temporary coloring to the hair, well ensuring protection of the hair against the effects of UV radiation, while providing hold or fixing properties of the hair.
  • the hair compositions according to the invention are preferably styling products such as gels, styling lotions, brushing lotions, fixing and styling compositions such as hairsprays or sprays.
  • Lotions can be packaged in various forms, in particular in vaporizers, pump-dispensers or in aerosol containers in order to ensure application of the composition in vaporized form or in the form of foam. Such forms of packaging are indicated, for example when it is desired to obtain a spray, a foam for fixing or treating the hair.
  • the present invention also relates to the use of the composition according to the invention in a method of treating the hair, with a view to maintaining and / or coloring it.
  • the composition is applied to the hair which has been rinsed or not, preferably in the form of a spray, either using a pump bottle or using an aerosol. . After spraying all over the hair, the composition is left to act and dry.
  • the hair can be rinsed after application of the composition.
  • the hair can be put into the desired shape, either before application or immediately after.
  • the drying time can be variable and depends on the nature of the composition.
  • compositions Silicon compound Neutralizing agent Water
  • Aminopropyltriethoxysilane amount of neutralization (g per 100 g of composition) (normality) compared to the “_- amount of soluble silane 0.5
  • compositions 1 and 2 After application of the compositions to the hair and drying, compositions 1 and 2 lead to films having the following characteristics:
  • Composition 1 homogeneous film, transparent, flexible, not brittle.
  • Composition 2 homogeneous, transparent, very rigid, brittle film.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP00960772A 1999-09-02 2000-09-01 Kosmetische zubereitungen auf basis von wasserlöslichen, teilneutralisierten, wenig oder nicht polymerisierten opganosiliziumverbindungen Withdrawn EP1207842A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9911025 1999-09-02
FR9911025A FR2798063B1 (fr) 1999-09-02 1999-09-02 Composition cosmetique a base de composes organiques du silicium, peu ou pas polymerises, solubles dans l'eau, et partiellement neutralises
PCT/FR2000/002416 WO2001015661A1 (fr) 1999-09-02 2000-09-01 Composition cosmetique a base de composes organiques du silicium, peu ou pas polymerises, solubles dans l'eau, et partiellement neutralises

Publications (1)

Publication Number Publication Date
EP1207842A1 true EP1207842A1 (de) 2002-05-29

Family

ID=9549502

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00960772A Withdrawn EP1207842A1 (de) 1999-09-02 2000-09-01 Kosmetische zubereitungen auf basis von wasserlöslichen, teilneutralisierten, wenig oder nicht polymerisierten opganosiliziumverbindungen

Country Status (5)

Country Link
EP (1) EP1207842A1 (de)
JP (1) JP2003508417A (de)
AU (1) AU7296200A (de)
FR (1) FR2798063B1 (de)
WO (1) WO2001015661A1 (de)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10233963A1 (de) * 2002-07-25 2004-02-12 Itn-Nanovation Gmbh Verwendung von Silanen in kosmetischen Mitteln und Verfahren zur Haarbehandlung
FR2910276B1 (fr) * 2006-12-20 2010-06-04 Oreal Utilisation d'un polymere cationique dans une composition de mise en forme des cheveux comprenant un alcoxysilane contenant un groupe fonctionnel solubilisant
FR2910275B1 (fr) 2006-12-20 2010-06-04 Oreal Utilisation d'une silicone dans une composition de mise en forme des cheveux comprenant une alcoxysilane contenant un groupe fonctionnel solubilisant
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
EP2168633B1 (de) * 2008-09-30 2016-03-30 L'Oréal Kosmetischen Zusammensetzung enthaltend organische Silicium-Derivate mit einer basischen Gruppe als Vorprodukt vor einer Zusammensetzung enthaltend ein filmbildneres hydrophobisches Polymer, ein Pigment und ein Lösungsmittel
FR2941621B1 (fr) * 2009-01-30 2011-04-01 Oreal Composition cosmetique comprenant un alkoxysilane particulier et une gomme microbienne et utilisations en coiffage
FR2944961B1 (fr) * 2009-04-30 2011-05-27 Oreal Procede coloration des cheveux comprenant une etape de traitement des cheveux a partir d'un compose organique du silicium
JP5866137B2 (ja) * 2009-04-30 2016-02-17 ロレアル アミノトリアルコキシシランまたはアミノトリアルケニルオキシシラン化合物を含む組成物を用いたヒトケラチン繊維の明色化および/または着色ならびに装置
FR2954129B1 (fr) * 2009-12-23 2012-03-02 Oreal Composition cosmetique comprenant au moins un compose organique du silicium, au moins deux tensioactifs anioniques et au moins un tensioactif amphotere
FR3013592B1 (fr) * 2013-11-25 2016-07-29 Oreal Composition cosmetique comprenant au moins un silane particulier, au moins un polysacharride anionique et/ou non-ionique et au moins un sel mineral hydrosoluble

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4344763A (en) * 1977-11-15 1982-08-17 The Gillette Company Reactive silicone hair setting compositions
US4615882A (en) * 1982-09-27 1986-10-07 Stockel Richard F Disinfectant solution for contact lens
AU571671B2 (en) * 1984-04-12 1988-04-21 Revlon Inc. Alkyltrialkosilane hair strengthening and permanent wave composition
US4567039A (en) * 1984-10-12 1986-01-28 Revlon, Inc. Hair conditioning composition and method
US5135742A (en) * 1990-07-06 1992-08-04 Dow Corning Corporation Hair fixatives comprising silanes containing a silsesquioxane characteristic
US5281240A (en) * 1992-09-21 1994-01-25 Dow Corning Corporation Method of coloring hair with water soluble acid dyes

Non-Patent Citations (1)

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Title
See references of WO0115661A1 *

Also Published As

Publication number Publication date
WO2001015661A1 (fr) 2001-03-08
AU7296200A (en) 2001-03-26
JP2003508417A (ja) 2003-03-04
FR2798063A1 (fr) 2001-03-09
FR2798063B1 (fr) 2003-08-22

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