COMPOSITION FOR CARING FOR AND/OR MAKING UP KERATIN MATERIALS
TECHNICAL FIELD
The present invention relates to a cosmetic composition. In particular, the present invention relates to a composition for caring for and/or making up keratin materials. The present invention also relates to a non-therapeutic method for caring for and/or making up keratin materials.
BACKGROUND ART
The skin is the protective barrier for the human body. It protects the interior of the body from physical injury (such as trauma) and biological injury (such as bacteria, viruses or fungi) .
The development of formulations dedicated to caring for and/or making up the skin and/or lips, is permanent.
It is common to incorporate in cosmetic products anti-aging agents which can promote collagen synthesis, for example hydroxypropyl tetrahydropyrantriol.
Efforts have been made to develop a cream product with high potency on anti-aging and luxury sensory for consumers. High potency can be provided by high dosage of anti-aging agents such as hydroxypropyl tetrahydropyrantriol, and luxury sensory includes high consistency, easy spreading quick penetration, and non-sticky finish, and can be provided bylamellar structure. When using high dosage of hydroxypropyl tetrahydropyrantriol in lamellar structure, liquid leakage would happen at room temperature and 37℃.
As a commercial product, it is desired that the product is stable at room temperature (for example, 25℃) and 37℃.
Hence, there is a need to formulate a composition for caring for and/or making up the skin comprising at least one anti-aging agent such as hydroxypropyl tetrahydropyrantriol, which is stable at both room temperature (for example, 25℃) and 37℃ for a relatively longer period.
SUMMARY OF THE INVENTION
The inventors have now discovered that it is possible to formulate such compositions being stable at both room temperature (for example, 25℃) and 37℃ for a relatively longer period.
Accordingly, in a first aspect, the present invention provides a composition in the form of an oil-in-water emulsion for caring for and/or making up keratin materials, comprising:
(i) at least one structuring agent selected from saturated C12-C22 fatty acids;
(ii) at least one surfactant selected from fatty acid esters;
(iii) at least one surfactant selected from fatty alcohols, alkylglucosides, and combinations thereof;
(iv) at least one polymer derived from a monomer of 2-acrylamido-2-methylpropanesulfonic acid (abbreviated as “
polymer” hereafter) ; and
(v) at least one C-glycoside selected from compounds of formula (I) :
in which:
- R represents a saturated C
1 to C
10, in particular C
1 to C
4, alkyl radical which can optionally be substituted by at least one radical selected from OH, COOH or COOR”
2, with R”
2 being a saturated C
1-C
4 alkyl radical,
- S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units, in particular up to 6 sugar units, in pyranose and/or furanose form and of the L and/or D series, it being possible for the said monosaccharide or polysaccharide to be substituted by a hydroxyl group which is necessarily free and optionally one or more optionally protected amine functional group (s) , and
- X represents a radical selected from the–CO-, -CH (OH) -, -CH (NH
2) -, -CH (NHCH
2CH
2CH
2OH) -, -CH (NHPh) -and–CH (CH
3) -groups and in particular a–CO-, -CH (OH) -or–CH (NH
2) -radical and more particularly a–CH (OH) -radical,
the S-CH
2-X bond represents a bond of C-anomeric nature, which can be α or β,
and also their physiologically acceptable salts, their solvates, such as the hydrates, and their optical and geometrical isomers.
The composition of the present invention is in the form of an oil-in-water emulsion. Thus, said composition comprises a continuous aqueous phase and a dispersed fatty phase.
The inventors found that the composition of the present invention is stable at both room temperature (for example, 25℃) and 37℃ for a relatively longer period, for example for one month, even for two months.
In a second aspect, the present invention provides a non-therapeutic method for caring for and/or making up keratin materials, comprising applying the composition according to the first aspect of the present invention to the keratin materials.
Other advantages of the present invention will emerge more clearly on reading the description and the examples that follow.
DETAILED DESCRIPTION OF THE INVENTION
Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art the present invention belongs to. When the definition of a term in the present description conflicts with the meaning as commonly understood by those skilled in the art the present invention belongs to, the definition described herein shall apply.
In that which follows and unless otherwise indicated, the limits of a range of values are included within this range, in particular in the expressions "between... and…" and "from... to... " .
Moreover, the expression "at least one" used in the present description is equivalent to the expression "one or more" .
Throughout the instant application, the term “comprising” is to be interpreted as encompassing all specifically mentioned features as well as optional, additional, unspecified ones. As used herein, the use of the term “comprising” also discloses the embodiment wherein no features other than the specifically mentioned features are present (i.e. “consisting of” ) .
Unless otherwise specified, all numerical values expressing amount of ingredients and the like which are used in the description and claims are to be understood as being modified by the term “about” . Accordingly, unless indicated to the contrary, the numerical values and parameters described herein are approximate values which are capable of being changed according to the desired purpose as required.
For the purposes of the present invention, the term “keratin materials” is intended to cover human skin, mucous membranes such as the lips. Facial skin is most particularly considered according to the present invention.
All percentages in the present invention refer to weight percentage, unless otherwise specified.
According to the first aspect, the present invention provides a composition in the form of an oil-in-water emulsion for caring for and/or making up keratin materials, comprising:
(i) at least one structuring agent selected from saturated C12-C22 fatty acids;
(ii) at least one surfactant selected from fatty acid esters;
(iii) at least one surfactant selected from fatty alcohol, alkylglucoside, and combinations thereof;
(iv) at least one polymer derived from a monomer of 2-acrylamido-2-methylpropanesulfonic acid; and
(v) at least one C-glycoside.
Structuring agents
According to the first aspect, the composition of the present invention comprises at least one structuring agent selected from saturated C12-C22 fatty acids.
As examples of saturated C12-C22 fatty acid, mention can be made of myristic acid, pentadecanoic acid, palmitic acid, heptadecanoic acid, stearic acid, cetearylic acid, arachidic acid, behenic acid, and a combination thereof.
Preferably, the structuring agent is selected from saturated C14-C18 fatty acids.
More preferably, the structuring agent is selected from linear and saturated C14-C18 fatty acids.
Particularly preferably, the structuring agent is selected from myristic acid, palmitic acid, stearic acid, and a combination thereof.
Advantageously, the structuring agent is present in an amount ranging from 0.5 wt. %to 30 wt. %, preferably from 1 wt. %to 20 wt. %, more preferably from 1.5 wt. %to 7 wt. %, relative to the total weight of the composition.
Surfactants selected from fatty acid esters
According to the first aspect, the composition of the present invention comprises at least one surfactant selected from fatty acid esters.
Preferably, the surfactant is selected from
- mono and polyglyceryl esters of a fatty acid or their ethoxylated derivatives;
- sorbitol esters of C8-C24 fatty acids and polyoxyalkylenated derivatives thereof;
- esters of fatty acids and glucose or alkylglucose or their ethoxylated derivatives;
- sucrose esters of a fatty acid;
- fatty acid ester of polyalkylene glycol; and
- mixtures thereof.
As polyglyceryl esters of (a) fatty acid (s) , mention be made of the product containing 2 to 10 glycerol units, such as polyglyceryl monolaurate, oleate, myristate, caprylate, or stearate comprising 2 to 10 glycerol units, polyglyceryl mono (iso) stearate comprising 2 to 10 glycerol units, polyglyceryl dioleate comprising 2 to 10 glycerol units, polyglyceryl dilaurate comprising 2 to 10 glycerol units, polyglyceryl dimyristate comprising 2 to 10 glycerol units, polyglyceryl trimyristate comprising 2 to 10 glycerol units, polyglyceryl trioleate comprising 2 to 10 glycerol units, and polyglyceryl tricaprylate comprising 2 to 10 glycerol units.
Polyglyceryl esters include, polyglyceryl esters of C16-C22 saturated, unsaturated and branched chain fatty acids, such as polyglyceryl-4 isostearate, polyglyceryl-3 oleate, polyglyceryl-2 oleate, polyglyceryl-2 sesquioleate, triglyceryl diisostearate, diglyceryl monooleate, tetraglyceryl monooleate, or mixtures thereof.
Monoglyceryl esters include, but are not limited to, glyceryl monoesters, preferably glyceryl monoesters of C16-C22 saturated, unsaturated and branched chain fatty acids such as glyceryl oleate, glyceryl monostearate, glyceryl monoisostearate, glyceryl monopalmitate, glyceryl monobehenate, or mixtures thereof.
As mono glyceryl esters of fatty acids, glyceryl stearate (glyceryl mono-, di-and/or tristearate) (CTFA name: glyceryl stearate) or glyceryl ricinoleate or mixtures thereof can be cited, or as polyoxyalkylenated derivatives thereof, mono-, di-or triester of fatty acids with a polyoxyalkylenated glycerol (mono-, di-or triester of fatty acids with a polyalkylene glycol ether of glycerol) , preferably polyoxyethylenated glyceryl stearate (mono-, di-and/or tristearate) , such as PEG-20 glyceryl stearate (mono-, di-, tristearate and/or triisostearate) can be cited. Preferably, the polyoxyalkylenated derivative of mono glyceryl ester of fatty acids includes 10 to 40 oxyethylene units, such as PEG-20 glyceryl triisostearate.
The sorbitol esters of C8-C24 fatty acids and polyoxyalkylenated derivatives thereof can be selected from sorbitan palmitate, sorbitan isostearate, sorbitan trioleate and esters of fatty acids and alkoxylated sorbitan containing for example from 20 to 100 EO, such as for example sorbitan monostearate (CTFA name: sorbitan stearate) , sold by the company ICI under the name Span 60, sorbitan monopalmitate (CTFA name: sorbitan palmitate) , sold by the company ICI under the name Span 40, or sorbitan tristearate 20 EO (CTFA name: polysorbate 65) , sold by the company ICI under the name Tween 65, polyethylene sorbitan trioleate (polysorbate 85) or the compounds marketed under the trade names Tween 20 or Tween 60 by Uniqema.
As esters of fatty acids and glucose or alkylglucose, glucose palmitate, alkylglucose sesquistearates such as methylglucose sesquistearate, alkylglucose palmitates such as methylglucose or ethylglucose palmitate, methylglucoside fatty esters, the diester of methylglucoside and oleic acid (CTFA name: Methyl glucose dioleate) , the mixed ester of methylglucoside and the mixture of oleic acid/hydroxystearic acid (CTFA name: Methyl glucose dioleate/hydroxystearate) , the ester of methylglucoside and isostearic acid (CTFA name: Methyl glucose isostearate) , the ester of methylglucoside and lauric acid (CTFA name: Methyl glucose laurate) , the mixture of monoester and diester of methylglucoside and isostearic acid (CTFA name: Methyl glucose sesqui-isostearate) , the mixture of monoester and diester of methylglucoside and stearic acid (CTFA name: Methyl glucose sesquistearate) and in particular the product marketed under the name Glucate SS by AMERCHOL, and mixtures thereof can be cited.
As ethoxylated ethers of fatty acids and glucose or alkylglucose, ethoxylated ethers of fatty acids and methylglucose, and in particular the polyethylene glycol ether of the diester of methylglucose and stearic acid with about 20 moles of ethylene oxide (CTFA name: PEG-20 methyl glucose distearate) such as the product marketed under the name Glucam E-20 distearate by AMERCHOL, the polyethylene glycol ether of the mixture of monoester and diester of methyl-glucose and stearic acid with about 20 moles of ethylene oxide (CTFA name: PEG-20 methyl glucose sesquistearate) and in particular the product marketed under the name Glucamate SSE-20 by AMERCHOL and that marketed under the name Grillocose PSE-20 by GOLDSCHMIDT, or mixtures thereof, can for example be cited.
As sucrose esters, saccharose palmito-stearate, saccharose stearate and saccharose monolaurate can for example be cited.
Preferably, the fatty acid ester of polyalkylene glycol is an ester of polyethylene glycol comprising from 1 to 200 oxyethylene groups and of a saturated or unsaturated fatty acid comprising from 12 to 30 carbon atoms, more preferably, the fatty acid ester of polyalkylene glycol is selected from polyethylene glycol 2 OE monostearate or polyethylene glycol 100 monostearate (PEG-100 stearate) .
Preferably, the surfactant is selected from mono-and polyglyceryl esters of a fatty acid, fatty acid esters of polyalkylene glycol, and mixtures thereof.
More preferably, the surfactant is selected from mono glyceryl esters or poly glyceryl esters of a C8-C24, preferably C12-C22, fatty acid and polyoxyalkylenated derivatives thereof, preferably containing from 10 to 200, or more preferably from 10 to 100 oxyalkylene units; sorbitol esters of a C8-C24, preferably C12-C22, fatty acid or polyoxyalkylenated derivatives thereof, preferably containing from 10 to 200, or more preferably from 10 to 100 oxyalkylene units; sugar (sucrose, maltose, glucose, fructose, and/or alkylglycose) esters of a C8-C24, preferably C12-C22, fatty acid or polyoxyalkylenated derivatives thereof, preferably containing from 10 to 200, or more preferably from 10 to 100 oxyalkylene units; or mixtures thereof.
Even more preferably, the surfactant is selected from glyceryl stearate, PEG-100 stearate, and mixtures thereof.
Mixtures of the surfactant selected from mono-and polyglyceryl esters of a fatty acid, are for example the product containing glyceryl stearate and PEG-100 stearate, marketed under the name ARLACEL 165 by CRODA, and the product containing glyceryl stearate (glyceryl mono-and distearate) and potassium stearate marketed under the name TEGIN by Goldschmidt (CTFA name: glyceryl stearate SE) , can also be used.
Advantageously, the surfactant selected from fatty acid esters is present in an amount ranging from 0.2 wt. %to 20 wt. %, preferably from 0.4 wt. %to 15 wt. %, more preferably from 0.8 wt. %to 12 wt. %, relative to the total weight of the composition.
Surfactants selected from fatty alcohols, alkylglucosides, and combinations
thereof
According to the first aspect, the composition of the present invention comprises at least one surfactant selected from fatty alcohols, alkylglucosides, and combinations thereof.
Preferably, the surfactant is selected from
- ethers of a sugar and of C8-C24 fatty alcohols, such as caprylyl/capryl glucoside;
- C14-C24 fatty alcohols; and
- mixtures thereof.
As sugar ethers, alkylpolyglucosides can be used, and for example, ethers of a sugar and of C
8-C
24 fatty alcohols including decylglucoside such as the product marketed under the name MYDOL 10 by Kao Chemicals, the product marketed under the name PLANTAREN 2000 by Henkel, and the product marketed under the name ORAMIX NS 10 by Seppic, caprylyl/capryl glucoside such as the product marketed under the name ORAMIX CG 110 by Seppic or under the name LUTENSOL GD 70 by BASF, laurylglucoside such as the products marketed under the names PLANTAREN 1200 N and PLANTACARE 1200 by Henkel, coco-glucoside such as the product marketed under the name PLANTACARE 818/UP by Henkel, cetostearyl glucoside possibly mixed with cetostearyl alcohol, marketed for example under the name MONTANOV 68 by Seppic, under the name TEGO-CARE CG90 by Goldschmidt and under the name EMULGADE KE3302 by Henkel, arachidyl glucoside, for example in the form of the mixture of arachidyl and behenyl alcohols and arachidyl glucoside marketed under the name MONTANOV 202 by Seppic, cocoylethylglucoside, for example in the form of the mixture (35/65) with cetyl and stearyl alcohols, marketed under the name MONTANOV 82 by Seppic, or mixtures thereof can in particular be cited.
As C14-C24 fatty alcohols, mention can be made of oleyl alcohol, stearyl alcohol, cetyl alcohol, behenyl alcohol, arachidyl alcohol, lignocerylic alcohol and mixtures thereof.
Preferably, the surfactant is selected from ethers of glucoside and a C12-C22 fatty alcohol; C14-C22 fatty alcohols; or combinations thereof.
More preferably, the surfactant is selected from ethers of glucoside and a C12-C22 fatty alcohol; C16-C22 fatty alcohols; or combinations thereof.
Advantageously, the surfactant is selected from arachidyl alcohol, behenyl alcohol, oleyl alcohol, arachidyl glucoside, and mixtures thereof.
In a preferred embodiment, the surfactant is selected from arachidyl alcohol, behenyl alcohol, and arachidyl glucoside.
Advantageously, the surfactant selected from fatty alcohols, alkylglucosides, and combinations thereof is present in an amount ranging from 0.2 wt. %to 12 wt. %, preferably from 0.4 wt. %to 8 wt. %, more preferably from 0.6 wt. %to 3.5 wt. %, relative to the total weight of the composition.
Advantageously, the weight ratio of the structuring agent selected from saturated C12-C22 fatty acids to the surfactant selected from fatty alcohols, alkylglucosides, and combinations thereof is less than 2.5, preferably less than 1.8.
According to the first aspect, the composition of the present invention comprises at least one polymer derived from at least one monomer being acrylamido-2-methylpropanesulfonic acid
(or
polymer) .
In particular, the
polymers in accordance with the invention are crosslinked or non-crosslinked homopolymers or copolymers comprising at least the acrylamido-2-methylpropanesulfonic acid
monomer, in a form partially or totally neutralized with a mineral base other than ammonia, such as sodium hydroxide or potassium hydroxide.
They are preferably totally neutralized or virtually totally neutralized, i.e. at least 90%neutralized.
These
polymers according to the invention may be crosslinked or non-crosslinked.
When the polymers are crosslinked, the crosslinking agents may be chosen from the polyolefinically unsaturated compounds commonly used for the crosslinking of polymers obtained by free-radical polymerization.
Examples of crosslinking agents that may be mentioned include divinylbenzene, diallyl ether, dipropylene glycol diallyl ether, polyglycol diallyl ethers, triethylene glycol divinyl ether, hydroquinone diallyl ether, ethylene glycol or tetraethylene glycol di (meth) acrylate, trimethylolpropane triacrylate, methylenebisacrylamide, methylenebismethacrylamide, triallylamine, triallyl cyanurate, diallyl maleate, tetraallylethylenediamine, tetraallyloxyethane, trimethylolpropane diallyl ether, allyl (meth) acrylate, allylic ethers of alcohols of the sugar series, or other allylic or vinyl ethers of polyfunctional alcohols, and also allylic esters of phosphoric and/or vinylphosphonic acid derivatives, or mixtures of these compounds.
According to one embodiment of the invention, the crosslinking agent is chosen from methylenebis-acrylamide, allyl methacrylate and trimethylolpropane triacrylate (TMPTA) . The degree of crosslinking generally ranges from 0.01 mol%to 10 mol%and more particularly from 0.2 mol%to 2 mol%relative to the polymer.
The
polymers in accordance with the invention are water-soluble or water-dispersible. In this case they are:
- either "homopolymers" comprising only
monomers and, if they are crosslinked, one or more crosslinking agents such as those defined above;
- or copolymers obtained from
and from one or more hydrophilic or hydrophobic ethylenically unsaturated monomers and, if they are crosslinked, one or more crosslinking agents such as those defined above. When the said copolymers comprise hydrophobic ethylenically unsaturated monomers, these monomers do not comprise a fatty chain and are preferably present in small amounts.
For the purposes of the present invention, the term "fatty chain" means any hydrocarbon-based chain containing at least 7 carbon atoms.
The term "water-soluble or water-dispersible" means polymers which, when introduced into an aqueous phase at 25℃, to a mass concentration equal to 1%, make it possible to obtain a macroscopically homogeneous and transparent solution, i.e. asolution that has a maximum light transmittance value, at a wavelength equal to 500 nm, through a sample 1 cm thick, of at least 60%and preferably of at least 70%.
The "homopolymers" according to the invention are preferably crosslinked and neutralized, and they may be obtained according to the preparation process comprising the following steps:
(a) the monomer such as
in free form is dispersed or dissolved in a solution of tert-butanol or of water and tert-butanol;
(b) the solution or dispersion of monomer obtained in (a) is neutralized with one or more mineral or organic bases, preferably ammonia NH
3, in an amount making it possible to obtain a degree of neutralization of the sulfonic acid functions of the polymer ranging from 90%to 100%;
(c) the crosslinking monomer (s) is (are) added to the solution or dispersion obtained in (b) ;
(d) astandard free-radical polymerization is performed in the presence of free-radical initiators at a temperature ranging from 10 to 150℃; the polymer precipitates in the solution or dispersion based on tert-butanol.
The
homopolymers according to the invention are preferably optionally crosslinked and/or neutralized 2-acrylamido-2-methylpropanesulfonic acid homopolymers, for instance the poly (2-acrylamido-2-methylpropanesulfonic acid) sold by the company Clariant under the name Hostacerin
(CTFA name: ammonium polyacryldimethyltauramide) .
The water-soluble or water-dispersible AMPS copolymers according to the invention contain preferably water-soluble ethylenically unsaturated monomers, hydrophobic monomers or mixtures thereof.
The water-soluble comonomers may be ionic or nonionic.
Among the ionic water-soluble comonomers, examples that may be mentioned include the following compounds and the salts thereof:
- (meth) acrylic acid,
- styrenesulfonic acid,
- vinylsulfonic acid and (meth) allylsulfonic acid,
- vinylphosphonic acid,
- maleic acid,
- itaconic acid,
- crotonic acid,
- the water-soluble vinyl monomers of formula (A) below:
in which:
- R
1 is chosen from H, -CH
3, -C
2H
5 and-C
3H
7
- X
1 is chosen from:
- alkyl ethers of-OR
2 type in which R
2 is a linear or branched, saturated or unsaturated hydrocarbon-based radical containing from 1 to 6 carbon atoms, substituted with at least one sulfonic (-SO
3-) and/or sulfate (-SO
4-) and/or phosphate (-PO
4H
2-) group.
Among the nonionic water-soluble comonomers, examples that may be mentioned include:
- (meth) acrylamide,
- N-vinylacetamide and N-methyl-N-vinylacetamide,
- N-vinylformamide and N-methyl-N-vinylformamide,
- maleic anhydride,
- vinylamine,
- N-vinyllactams comprising a cyclic alkyl group containing 4 to 9 carbon atoms, such as n-vinylpyrrolidone, N-butyrolactam and N-vinylcaprolactam,
- vinyl alcohol of formula CH
2=CHOH,
- the water-soluble vinyl monomers of formula (B) below:
in which:
- R
15 is chosen from H, -CH
3, -C
2H
5 and-C
3H
7
- X
2 is chosen from:
- alkyl ethers of-OR
16 type in which R
16 is a linear or branched, saturated or unsaturated hydrocarbon-based radical containing from 1 to 6 carbons, optionally substituted with a halogen atom (iodine, bromine, chlorine or fluorine) ; ahydroxyl group (-OH) ; ether.
Mention is made, for example, of glycidyl (meth) acrylate, hydroxyethyl methacrylate and (meth) acrylates of ethylene glycol, of diethylene glycol or of polyalkylene glycol.
Among the fatty-chain-free hydrophobic comonomers, examples that may be mentioned include:
- styrene and its derivatives, such as 4-butylstyrene, α-methylstyrene and vinyltoluene,
- vinyl acetate of formula CH
2=CH-OCOCH
3;
- vinyl ethers of formula CH
2=CHOR in which R is a linear or branched, saturated or unsaturated hydrocarbon-based radical containing from 1 to 6 carbons;
- acrylonitrile,
- caprolactone,
- vinyl chloride and vinylidene chloride,
- silicone derivatives, which lead to silicone polymers after polymerization, such as methacryloxypropyltris (trimethylsiloxy) silane and silicone methacrylamides,
- the hydrophobic vinyl monomers of formula (C) below:
in which:
- R
23 is chosen from H, -CH
3, -C
2H
5 and-C
3H
7
- X
3 is chosen from:
- alkyl ethers of-OR
24 type in which R
24 is a linear or branched, saturated or unsaturated hydrocarbon-based radical containing from 1 to 6 carbon atoms.
Mention is made, for example, of methyl methacrylate, ethyl methacrylate, n-butyl (meth) acrylate, tert-butyl (meth) acrylate, cyclohexyl acrylate and isobornyl acrylate and 2-ethylhexyl acrylate.
The water-soluble or water-dispersible
polymers of the invention preferably have a molar mass ranging from 50 000 g/mol to 10 000 000 g/mol, preferably from 80 000 g/mol to 8 000 000 g/mol and even more preferably from 100 000 g/mol to 7 000 000 g/mol.
Examples of water-soluble or water-dispersible AMPS homopolymers in accordance with the invention that may be mentioned include crosslinked or non-crosslinked polymers of sodium acrylamido-2-methylpropanesulfonate, such as the polymer used in the commercial product Simulgel
TM800 (CTFA name: Sodium Polyacryloyldimethyltaurate) .
Examples of water-soluble or water-dispersible AMPS copolymers in accordance with the invention that may be mentioned include:
- acrylamide/sodium acrylamido-2-methylpropanesulfonate crosslinked copolymers, such as the copolymer used in the commercial product Sepigel 305 (CTFA name: Polyacrylamide/C
13-C
14 Isoparaffin/Laureth-7) or the copolymer used in the commercial product sold under the trade name Simulgel
TM600 (CTFA name: Acrylamide/Sodium Acryloyldimethyltaurate/Isohexadecane/Polysorbate-80) by the company SEPPIC;
- copolymers of AMPS and of vinylpyrrolidone or of vinylformamide, such as the copolymer used in the commercial product sold under the name Aristoflex AVC by the company Clariant (CTFA name: Ammonium Acryloyldimethyltaurate/VP Copolymer) but neutralized with sodium hydroxide or potassium hydroxide;
- copolymers of AMPS and of sodium acrylate, for instance AMPS/sodium acrylate copolymer such as the copolymer used in the commercial product sold under the name Simulgel
TMEG by the company SEPPIC (CTFA name: Acrylamide/Sodium Acryloyldimethyltaurate/Isohexadecane/Polysorbate-80) ;
- copolymers of AMPS and of hydroxyethyl acrylate, for instance AMPS/hydroxyethyl acrylate copolymer, such as the copolymer used in the commercial product sold under the name Simulgel
TMNS by the company SEPPIC (CTFA name: Hydroxyethyl acrylate/Sodium Acryloyldimethyltaurate copolymer (and) Squalane (and) Polysorbate-60) .
The preferred polymers are more particularly sodium acrylamido-2-methylpropanesulfonate homopolymers, such as the homopolymer used in the commercial product Sepigel
TM800, and
acrylate copolymers, such as the copolymer used in the commercial product sold under the name Simulgel NS.
According to one particularly preferred form of the invention, the
polymer or copolymer will be used in powder form.
The polymers derived from AMPS may further be those comprising:
- from 80 mol%to 99 mol%of 2-acrylamido-2-methylpropanesulfonic acid
units of formula (D) below:
in which X
+is a proton, an alkali metal cation, an alkaline-earth metal cation or an ammonium ion; and
- 1 mol%to 20 mol%and preferably from 1 mol%to 15 mol%of units of formula (E) below:
in which n and p, independently of each other, denote a number of moles and ranges from 0 to 30 and preferably from 1 to 20, with the proviso that n+p is less than or equal to 30, preferably less than 25 and better still less than 20; R
1 denotes a hydrogen atom or a linear or branched C
1-C
6 alkyl radical (preferably methyl) and R
2 denotes a linear or branched alkyl comprising m carbon atoms, with m ranging from 6 to 30 and preferably from 10 to 25.
These polymers according to the invention may be obtained according to the standard free-radical polymerization processes in the presence of one or more initiators such as, for example, azobisisobutyronitrile (AIBN) , azobisdimethylvaleronitrile, 2, 2-azobis [2-amidinopropane] hydrochloride (ABAH=2, 2-azoBis- [2-Amidinopropane] hydrochloride) , organic peroxides such as dilauryl peroxide, benzoyl peroxide, tert-butyl hydroperoxide, etc., mineral peroxide compounds such as potassium persulfate or ammonium persulfate, or H
2O
2 optionally in the presence of reducing agents.
The polymers are obtained especially by free-radical polymerization in tert-butanol medium from which they precipitate. Using polymerization in tert-butanol, it is possible to obtain a size distribution of the polymer particles that is particularly favorable for its uses.
The polymerization reaction may be performed at a temperature of between 0 and 150℃, preferably between 20 and 100℃, either at atmospheric pressure or under reduced pressure. It may also be performed under inert atmosphere, and preferably under nitrogen.
It is thus possible to use the polymers prepared from 2-acrylamido-2-methylpropanesulfonic acid
or a sodium or ammonium salt thereof, with an ester of (meth) acrylic acid and:
- of a C
10-C
18 alcohol oxyethylenated with 8 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
11 oxo alcohol oxyethylenated with 8 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
11 oxo alcohol oxyethylenated with 7 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
12-C
14 alcohol oxyethylenated with 7 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
12-C
14 alcohol oxyethylenated with 9 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
12-C
14 alcohol oxyethylenated with 11 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
16-C
18 alcohol oxyethylenated with 8 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
16-C
18 alcohol oxyethylenated with 11 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
16-C
18 alcohol oxyethylenated with 15 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
16-C
18 alcohol oxyethylenated with 20 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
16-C
18 alcohol oxyethylenated with 25 mol of ethylene oxide (Genapol
from the company Clariant) ,
- of a C
18-C
22 alcohol oxyethylenated with 25 mol of ethylene oxide,
- of a C
16-C
18 iso-alcohol oxyethylenated with 25 mol of ethylene oxide.
According to one preferred embodiment, the polymer is a copolymer of
and of a C
16-C
18 alcohol methacrylate comprising from 6 to 25 mol of oxyethylene groups, obtained from methacrylic acid or a methacrylic acid salt and from a C
16-C
18 alcohol oxyethylenated with 6 to 25 mol of ethylene oxide.
The polymer may also be a copolymer of
and of a C
12-C
14 alcohol methacrylate comprising from 6 to 25 mol of oxyethylene groups, obtained from methacrylic acid or a methacrylic acid salt and from a C
12-C
14 alcohol oxyethylenated with 6 to 25 mol of ethylene oxide.
As polymers of
type that are preferred according to the present invention, mention may be made of:
- the non-crosslinked copolymer obtained from 92.65 mol%of
and 7.35 mol%of a C
16-C
18 alcohol methacrylate comprising 8 oxyethylene groups (Genapol
) ,
- the non-crosslinked copolymer obtained from 91.5 mol%of
and 8.5 mol%of a C
12-C
14 alcohol methacrylate comprising 7 oxyethylene groups (Genapol
) ,
- the crosslinked copolymer obtained from 96.45 mol%of
and 3.55 mol%of a C
16-C
18 alcohol methacrylate comprising 25 oxyethylene groups (Genapol
) , the crosslinking agent is trimethylolpropane triacrylate,
- the crosslinked copolymer obtained from
and from a C
22 alcohol methacrylate comprising 25 oxyethylene groups; this polymer is sold under the name Aristoflex
by the company Clariant,
- the acrylamide/sodium 2-methyl-2- [ (1-oxo-2-propenyl) amino] -1-propanesulfonate
copolymer such as Simulgel
in the form of an emulsion containing polysorbate 80 as surfactant and containing isohexadecane as fatty phase, sold by the company SEPPIC, or alternatively Simulgel
Simulgel
and Simulgel
sold by the same company.
Simulgel
is described especially in document FR 2 785 801. It is more specifically a reverse latex. The
polyelectrolyte is 2-methyl-2- [ (1-oxo-2-propenyl) amino] -1-propanesulfonic acid partially or totally salified especially in sodium salt or ammonium salt form, to a proportion of from 30 mol%to 50 mol%in the mixture comprising the
and an acrylamide, which is itself in a proportion of 50%to 70%.
For the purpose of the present invention, the preferred polymers derived from
is a crosslinked and/or neutralized 2-acrylamido-2-methylpropanesulfonic acid homopolymers, for instance the poly (2-acrylamido-2-methylpropanesulfonic acid) sold by the company Clariant under the name Hostacerin
(CTFA name: ammonium polyacryldimethyltauramide) .
Advantageously, the polymer derived from at least one monomer of 2-acrylamido-2-methylpropanesulfonic acid is present in the composition according to the present invention in an amount ranging from 0.05 wt. %to 10 wt. %, preferably from 0.08 wt. %to 8 wt. %, more preferably from 0.1 wt. %to 2 wt. %, relative to the total weight of the composition.
C-glycosides
According to the first aspect, the composition of the present invention comprises at least one C-glycoside selected from compounds of formula (I) :
in which:
- R represents a saturated C
1 to C
10, in particular C
1 to C
4, alkyl radical which can optionally be substituted by at least one radical selected from OH, COOH or COOR”
2, with R”
2 being a saturated C
1-C
4 alkyl radical,
- S represents a monosaccharide or a polysaccharide comprising up to 20 sugar units, in particular up to 6 sugar units, in pyranose and/or furanose form and of the L and/or D series, it being possible for the said monosaccharide or polysaccharide to be substituted by a hydroxyl group which is necessarily free and optionally one or more optionally protected amine functional group (s) , and
- X represents a radical selected from the–CO-, -CH (OH) -, -CH (NH
2) -, -CH (NHCH
2CH
2CH
2OH) -, -CH (NHPh) -and–CH (CH
3) -groups and in particular a–CO-, -CH (OH) -or–CH (NH
2) -radical and more particularly a–CH (OH) -radical,
the S-CH
2-X bond represents a bond of C-anomeric nature, which can be α or β,
and also their physiologically acceptable salts, their solvates, such as the hydrates, and their optical and geometrical isomers.
The C-glycoside of use for the implementation of the invention are in particular those for which R denotes a saturated linear C
1 to C
6, in particular C
1 to C
4, preferentially C
1 to C
2, alkyl radical and more preferably a methyl radical.
Mention may in particular be made, among the alkyl groups suitable for the implementation of the invention, of the methyl, ethyl, isopropyl, n-propyl, n-butyl, t-butyl, isobutyl, sec-butyl, pentyl, n-hexyl, cyclopropyl, cyclopentyl or cyclohexyl groups.
According to one embodiment of the invention, use may be made of a C-glycoside corresponding to the formula (I) for which S can represent a monosaccharide or a polysaccharide comprising up to 6 sugar units, in pyranose and/or furanose form and of L and/or D series, the said mono-or polysaccharide exhibiting at least one necessarily free hydroxyl functional group and/or optionally one or more necessarily protected amine functional groups, X and R otherwise retaining all of the definitions given above.
Advantageously, amonosaccharide of the invention can be selected from D-glucose, D-galactose, D-mannose, D-xylose, D-lyxose or L-fucose, L-arabinose, L-rhamnose, D-glucuronic acid, D-galacturonic acid, D-iduronic acid, N-acetyl-D-glucosamine or N-acetyl-D-galactosamine and advantageously denotes D-glucose, D-xylose, N-acetyl-D-glucosamine or L-fucose and in particular D-xylose.
More particularly, apolysaccharide of the invention comprising up to 6 sugar units can be selected from D-maltose, D-lactose, D-cellobiose, D-maltotriose, adisaccharide combining a uronic acid selected from D-iduronic acid or D-glucuronic acid with a hexosamine selected from D-galactosamine, D-glucosamine, N-acetyl-D-galactosamine or N-acetyl-D-glucosamine, an oligosaccharide comprising at least one xylose which can advantageously be selected from xylobiose, methyl-β-xylobioside, xylotriose, xylotetraose, xylopentaose and xylohexaose and in particular xylobiose, which is composed of two xylose molecules linked via a 1-4 bond.
More particularly, Scan represent a monosaccharide selected from D-glucose, D-xylose, L-fucose, D-galactose or D-maltose and in particular D-xylose.
Preferably, use is made of a C-glycoside of formula (I) for which:
- R denotes an unsubstituted linear C
1-C
4, in particular C
1-C
2, alkyl radical, especially a methyl radical;
- S represents a monosaccharide as described above and selected in particular from D-glucose, D-xylose, N-acetyl-D-glucosamine or L-fucose, and in particular D-xylose;
- X represents a group selected from-CO-, -CH (OH) -or-CH (NH
2) -and preferably a-CH (OH) -group.
The acceptable salts of the compounds described in the present invention comprise conventional non-toxic salts of the said compounds, such as those formed from organic or inorganic acids. Mention may be made, by way of example, of the salts of inorganic acids, such as sulfuric acid, hydrochloric acid. Mention may also be made of the salts of organic acids, which can comprise one or more carboxylic, sulfonic or phosphonic acid groups. Mention may in particular be made of propionic acid, acetic acid, terephthalic acid, citric acid and tartaric acid.
When the compound of formula (I) comprises an acid group, neutralization of the acid group (s) can be carried out with an inorganic base, such as LiOH, NaOH, KOH, Ca (OH)
2, NH
4OH, Mg (OH)
2 or Zn (OH)
2, or with an organic base, such as a primary, secondary or tertiary alkylamine, for example triethylamine or butylamine. This primary, secondary or tertiary alkylamine can comprise one or more nitrogen and/or oxygen atoms and can thus comprise, for example, one or more alcohol functional groups; mention may in particular be made of 2-amino-2-methylpropanol, triethanolamine, 2- (dimethylamino) propanol or 2-amino-2- (hydroxymethyl) -1, 3-propanediol. Mention may also be made of lysine or 3- (dimethylamino) propylamine.
The solvates which are acceptable for the compounds described in the present invention comprise conventional solvates, such as those formed during the final stage of preparation of the said compounds due to the presence of solvents. Mention may be made, by way of example, of the solvates due to the presence of water or of linear or branched alcohols, such as ethanol or isopropanol.
Of course, according to the invention, aC-glycoside corresponding to the formula (I) can be used alone or as a mixture with other C-glycoside and in any proportion.
A C-glycoside which is suitable for the invention can in particular be obtained by the synthetic method described in the document WO 02/051828.
Mention may in particular be made, by way of non-limiting illustration of the C-glycoside compounds which are particularly suitable for the invention, of the following compounds:
- C-β-D-xylopyranoside-n-propane-2-one,
- C-α-D-xylopyranoside-n-propan-2-one,
- C-β-D-xylopyranoside-2-hydroxypropane,
- C-α-D-xylopyranoside-2-hydroxypropane,
- 1- (C-β-D-fucopyranoside) propan-2-one,
- 1- (C-α-D-fucopyranoside) propan-2-one,
- 1- (C-β-L-fucopyranoside) propan-2-one,
- 1- (C-α-L-fucopyranoside) propan-2-one,
- 1- (C-β-D-fucopyranoside) -2-hydroxypropane,
- 1- (C-α-D-fucopyranoside) -2-hydroxypropane,
- 1- (C-β-L-fucopyranoside) -2-hydroxypropane,
- 1- (C-α-L-fucopyranoside) -2-hydroxypropane,
- 1- (C-β-D-glucopyranosyl) -2-hydroxypropane,
- 1- (C-α-D-glucopyranosyl) -2-hydroxypropane,
- 1- (C-β-D-galactopyranosyl) -2-hydroxypropane,
- 1- (C-α-D-galactopyranosyl) -2-hydroxypropane,
- 1- (C-β-D-fucofuranosyl) propan-2-one,
- 1- (C-α-D-fucofuranosyl) propan-2-one,
- 1- (C-β-L-fucofuranosyl) propan-2-one,
- 1- (C-α-L-fucofuranosyl) propan-2-one,
- C-β-D-maltopyranoside-n-propane-2-one,
- C-α-D-maltopyranoside-n-propan-2-one,
- C-β-D-maltopyranoside-2-hydroxypropane,
- C-α-D-maltopyranoside-2-hydroxypropane, their isomers and their mixtures.
According to one embodiment, C-β-D-xylopyranoside-2-hydroxypropane or C-α-D-xylopyranoside-2-hydroxypropane and better still C-β-D-xylopyranoside-2-hydroxypropane can advantageously be used for the preparation of a composition according to the invention.
According to a specific embodiment, the C-glycoside can be C-β-D-xylopyranoside-2-hydroxypropane (or hydroxypropyl tetrahydropyrantriol) provided in the form of a solution containing 75%by weight of active material in water and propylene glycol.
Advantageously, the C-glycoside is present in the composition in an amount ranging from 3 wt. %to 30 wt. %, preferably from 5 wt. %to 15 wt. %, relative to the total weight of the composition.
Aqueous phase
As an oil-in-water emulsion, the cosmetic composition of the present invention comprises a continuous aqueous phase.
Said aqueous phase comprises water.
Optionally, the continuous aqueous phase comprises an organic solvent miscible with water (at room temperature 25℃) such as glycerin and glycols having from 2 to 20 carbon atoms, preferably from 2 to 10 carbon atoms, and preferentially having from 2 to 6 carbon atoms, such as propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, caprylyl glycol, dipropylene glycol, diethylene glycol; and mixtures thereof.
Advantageously, said aqueous phase is present in an amount ranging from 30 wt. %to 95 wt. %, preferably from 35 wt. %to 90 wt. %, and more preferably from 40 wt. %to 85 wt. %, relative to the total weight of the composition.
Fatty phase
As an oil-in-water emulsion, the composition of the present invention comprises at least one dispersed fatty phase.
Said fatty phase comprises at least one oil.
The oil can be volatile or non-volatile.
The term “oil” means a water-immiscible non-aqueous compound that is liquid at room temperature (25℃) and at atmospheric pressure (760 mmHg) . The term “non-volatile oil” means an oil that may remain on keratin materials at room temperature and atmospheric pressure for at least several hours and that especially has a vapour pressure of less than 10
-3 mmHg (0.13 Pa) . Anon-volatile oil may also be defined as having an evaporation rate such that, under the conditions defined previously, the amount evaporated after 30 minutes is less than 0.07 mg/cm
2.
These oils may be of plant, mineral or synthetic origin.
Said oil can be selected from hydrocarbonated, or silicone oils.
The term “hydrocarbon-based oil” means an oil formed essentially from, or even constituted by, carbon and hydrogen atoms, and optionally O and N atoms, and free of Si and F heteroatoms. Such oil can contain alcohol, ester, ether, carboxylic acid, amine and/or amide groups.
The term “silicone oil” means an oil containing at least one silicon atom, especially containing Si-O groups.
Preferably, the oil is selected from hydrocarbon-based oils, such as isohexadecane, squalane, caprylic/capric triglyceride, isononyl isononanoate, pentaerythrityl tetraisostearate, , and silicone oils, such as dimethicone.
The fatty phase can also comprise a non-oil fatty substance, for example butters and waxes, such as butyrospermum parkii butter, cera alba, myristyl myristate, and beeswax, so as to build texture and deliver a suitable skin finish.
Advantageously, the fatty phase is present in an amount ranging from 2 wt. %to 40 wt. %, preferably from 5 wt. %to 35 wt. %, more preferably from 7 wt. %to 30 wt. %, relative to the total weight of the composition of the present invention.
Alkali metal salts of acrylic acid homopolymer
The composition according to the present invention may comprise at least one alkali metal salt of acrylic acid homopolymer.
The alkali metal salt of acrylic acid homopolymer suitable for use in the composition according to the invention is selected from in particular sodium polyacrylate, potassium polyacrylate, and combinations thereof. Sodium polyacrylate is preferably used.
The acrylic acid homopolymer may be advantageously neutralized to a degree ranging from 5%to 80%.
As sodium polyacrylate that can be used according to the invention, use may be made of those sold under the names Cosmedia
by the company Cognis, or else
sold by the company BASF, the product sold by the company Sensient under the trade reference Covacryl MV
or else under the trade name
by Cognis.
If presents, advantageously, the alkali metal salt of acrylic acid homopolymer is present in an amount ranging from 0.1 wt. %to 10 wt. %, preferably from 0.2 wt.%to 8 wt. %, more preferably from 0.3 wt. %to 5 wt. %, most preferably from 0.3 wt.%to 2 wt. %, relative to the total weight of the composition.
Other cosmetic active ingredients
The composition of the present invention may comprise one or more other cosmetic active ingredient in addition to the C-glycoside.
It is easy for the skilled in the art to adjust the amount of the additional cosmetic active ingredient based on the final use of the composition according to the present invention.
Additional adjuvants or additives
The composition of the present invention may also comprise conventional cosmetic adjuvants or additives, for instance fragrances, preserving agents and bactericides, pH regulators, and mixtures thereof.
The skilled in the art can select the amount of the additional adjuvants or additive so as not to adversely impact the final use of the composition according to the present invention.
According to a particularly preferred embodiment, the present invention provides a composition in the form of an oil-in-water emulsion for caring for and/or making up keratin materials comprising, relative to the total weight of the composition:
(i) from 1.5 wt. %to 7 wt. %of at least one structuring agent selected from linear and saturated C14-C18 fatty acids;
(ii) from 0.8 wt. %to 12 wt. %of at least one surfactant selected from glyceryl stearate, PEG-100 stearate, and mixtures thereof;
(iii) from 0.6 wt. %to 3.5 wt. %of at least one surfactant selected from ethers of glucoside and a C12-C22 fatty alcohol, C14-C22 fatty alcohols, and mixtures thereof;
(iv) from 0.1 wt. %to 2 wt. %at least one optionally crosslinked and/or neutralized 2-acrylamido-2-methylpropanesulfonic acid homopolymers; and
(v) from 5 wt. %to 30 wt. %of at least one C-glycoside selected from C-β-D-xylopyranoside-2-hydroxypropane or C-α-D-xylopyranoside-2-hydroxypropane, and a combination thereof,
wherein the weight ratio of the structuring agent selected from saturated C14-C22 fatty acids to the surfactant selected from fatty alcohols, alkylglucosides, and combinations thereof is less than 1.8.
Galenic form and method
The composition of the present invention is in the form of oil-in-water emulsion.
The composition according to the present invention has a lamellar texture.
The term "lamellar" means a liquid crystal structure, or a swollen or non-swollen crystalline lamellar hydrate phase with plane symmetry, comprising several amphiphilic bilayers arranged in parallel and separated by a liquid medium.
The composition of the present invention can be, for example, cream.
The composition of the present invention can be used for caring for and/or making up keratin materials, for example, the skin.
According to the second aspect, the present invention provides a non-therapeutic method for caring for and/or making up keratin materials, comprising applying the composition according to the first aspect of the present invention to the keratin materials.
EXAMPLES
The following examples serve to illustrate the present invention without, however, being limiting in nature.
Main raw materials used, trade names and supplier thereof are listed in Table 1.
Table 1
Invention example 1 and comparative examples 1-3
Compositions of invention example (IE. ) 1 and comparative examples (CE. ) 1-3 were prepared according to the amounts given in Table 2. The amount of each component is given in %by weight of the total weight of the composition containing it.
Table 2
Compositions of invention examples 1-2 are compositions according to the present invention.
Compositions of comparative examples 1-3 do not comprise a polymer derived from a monomer of 2-acrylamido-2-methylpropanesulfonic acid.
Preparation process:
The compositions listed above were prepared as follows, taking the composition of invention example 1 as an example:
1. heating stearic acid, glyceryl stearate (and) PEG-100 stearate, arachidyl alcohol (and) behenyl alcohol (and) arachidyl glucoside, dimethicone, isononyl isononanoate, and pentaerythrityl tetraisostearate, to 75-80℃;
2. heating water to 75-80℃.
3. adding stearic acid, glyceryl stearate (and) PEG-100 stearate, arachidyl alcohol (and) behenyl alcohol (and) arachidyl glucoside into water at high temperature with stirring;
4. adding sodium polyacrylate and ammonium polyacryloyldimethyl taurate with strring;
5. adding hydroxypropyl tetrahydropyrantriol with stirring; and
6. cooling down the composition obtained.
Evaluation
Stability
The stability was evaluated as follows.
Each composition prepared above was stored in two transparent glass bottles (100mL) , one was put in a chamber at room temperature (25℃) , and the other was put in a chamber at 37℃. After 2 moths, the appearance of each composition was observed.
If there is liquid in the gap between the composition and the bottle, the composition is considered to be unstable, otherwise it is stable.
The results on stability of each composition prepared above were summarized in Table 3.
Table 3
| Properties |
IE. 1 |
IE. 2 |
CE. 1 |
CE. 2 |
CE. 3 |
| Stability at 37℃ |
Stable |
Stable |
Unstable |
Unstable |
Unstable |
| Stability at RT (25℃) |
Stable |
Stable |
Unstable |
Unstable |
Stable |
It can be seen from Table 3 that compositions of invention examples 1-2 are stable at both 37℃ and room temperature (25℃) for two months.