WO2012055812A1 - Composition cosmétique comprenant un alcoxysilane à chaîne grasse et un agent antipelliculaire - Google Patents

Composition cosmétique comprenant un alcoxysilane à chaîne grasse et un agent antipelliculaire Download PDF

Info

Publication number
WO2012055812A1
WO2012055812A1 PCT/EP2011/068531 EP2011068531W WO2012055812A1 WO 2012055812 A1 WO2012055812 A1 WO 2012055812A1 EP 2011068531 W EP2011068531 W EP 2011068531W WO 2012055812 A1 WO2012055812 A1 WO 2012055812A1
Authority
WO
WIPO (PCT)
Prior art keywords
group
composition according
composition
fatty
weight
Prior art date
Application number
PCT/EP2011/068531
Other languages
English (en)
Inventor
Samira Khenniche
Grégory Plos
Original Assignee
L'oreal
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 L'oreal filed Critical L'oreal
Publication of WO2012055812A1 publication Critical patent/WO2012055812A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/006—Antidandruff preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds

Definitions

  • Cosmetic composition comprising a fatty-chain alkoxysilane and an antidandruff agent
  • the present invention relates to a cosmetic composition compri sing one or more fatty-chain alkoxysilanes and one or more antidandruff agents .
  • the present invention al so relates to the use of the sai d composition for the cosmetic treatment of keratin fibres, such as human keratin fibres and in particular the hair, and al so to a cosmetic process for treating keratin fibres using such a composition.
  • fibres subj ected to various external attacking factors may be subj ect to attacks of various origins, such as mechanical attack, for example linked to di sentangling or blow-drying, or alternatively chemical attack, for example following dyeing or permanent-waving.
  • dandruff problems affect up to 50% of the worldwide population.
  • the appearance of dandruff i s an inconvenience, in particular from an aesthetic viewpoint.
  • compositions that can facilitate di sentangling by softening the keratin fibre and that afford glo ss, softness and uniformity to dry hair essentially compri se cationic surfactants, fatty sub stances, silicones and cationic polymers.
  • compositions After having been applied, these compositions are rinsed out, and the cosmetic conditioning agents and antidandruff agents, which are only lightly deposited on the keratin fibres, are generally removed at the time of the next wash.
  • compositions that can form a material or for effecting the penetration of care active agents uniformly onto and/or into keratin fibres, in a manner that i s resi stant to shampooing several times, whil e at the same time depositing antidandruff agents uniformly onto the scalp and making these deposits resi stant to shampooing several times.
  • Patent application EP 0 1 59 628 proposes compositions for reinforcing the elasticity of the hair, compri sing an alkyltrialkoxysilane.
  • patent application EP 1 736 139 describes a hair treatment composition compri sing an alkoxysilane, an organic aci d and water, the pH of the composition being between 2 and 5.
  • patent application EP 0 877 027 di scloses a composition comprising an organosilane and a particular polyol.
  • the Applicant has now di scovered, surpri singly, that a combination of a particular fatty-chain alkoxysilane with at least one antidandruff agent can afford efficient and long-lasting treatment of the hair, and thus facilitate its conditioning.
  • such a composition makes it possible, firstly, to greatly limit, or even to prevent, the appearance of dandruff, and, secondly, to give the head of hair good cosmetic properties, in a manner that i s resi stant to shampooing several times.
  • One subj ect of the present invention is thus a cosmetic composition
  • a cosmetic composition comprising :
  • Ri Si(OR 2 ) 3 (I) in which Ri represents a linear or branched alkyl or alkenyl group, compri sing from 7 to 1 8 carbon atoms, and R 2 represents a linear or branched alkyl group compri sing from 1 to 6 carbon atoms, and
  • antidandruff agents one or more antidandruff agents .
  • the present invention further concerns a cosmetic composition, obtainable by mixing the following ingredients :
  • Thi s particular combination proves to b e particularly suitable for caring for the hair and al so makes it possible to obtain very good working qualities such as particularly easy application and good rinseability.
  • composition according to the invention allows the removal of dandruff and affords the head of hair excell ent cosmetic properties, and in particular promotes di sentangling, suppleness, lightness and smoothness of the hair, and also the homogeneity of the keratin fibre.
  • the feel of the hair after treatment using the composition according to the invention i s particularly pleasant.
  • composition according to the invention are shampoo-resi stant.
  • composition according to the invention consi sts of an antidandruff and cosmetic process for treating the hair using a composition according to the invention.
  • the composition according to the invention may be rinsed out or left in, optionally applied under the effect of heat, and optionally combined with chemical and/or mechanical hair treatments .
  • composition compri ses from
  • fatty-chain alkoxysilane(s) that may be used in the composition according to the invention are those corresponding to formula (I) b elow :
  • R 1 represents a linear or branched alkyl or alkenyl group compri sing from 7 to 1 8 carbon atoms
  • R 2 represents a linear or branched alkyl group compri sing from 1 to 6 carb on atoms and preferably from 1 to 4 carbon atoms, and even more preferentially the ethyl group .
  • Ri being an alkyl or alkenyl group and R 2 being an alkyl group, these group s compri se only carbon and hydrogen atoms .
  • R 2 denotes an alkyl group compri sing from 1 to 4 carbon atoms, better still a linear alkyl group compri sing from 1 to 4 carbon atoms, and better still the ethyl group .
  • Ri represents an alkyl group and even more preferentially a linear alkyl group .
  • the fatty-chain alkoxysilane i s chosen from octyltriethoxysilane, dodecyltriethoxysilane, octadecyltriethoxysilane and hexadecyltriethoxysilane.
  • the fatty-chain alkoxysilane according to the invention i s octyltriethoxy silane (OTES).
  • the alkoxysilane(s) of formula (I) are present in the composition according to the invention in proportions ranging from 0. 1 % to 20% by weight, more preferentially from 0.5% to 1 8% by weight and better still from 2% to 1 5% by weight, relative to the total weight of the composition.
  • the composition compri ses one or more antidandruff agents .
  • antidandruff agents that may b e used according to the invention are especially chosen from the families ( 1 ) to ( 10) below:
  • pyridinethione salts especially the calcium, magnesium, barium, strontium, zinc, cadmium, tin and zirconium salts .
  • R 9 represents an alkyl group containing from 1 to 1 7 carb on atoms, an alkenyl group containing from 2 to 17 carbon atoms, a cycloalkyl group containing from 5 to 8 carbon atoms, a bicycloalkyl group containing from 7 to 9 carbon atoms; a cycloalkylalkyl group, an aryl group, an aralkyl group with an alkyl containing from 1 to 4 carbon atoms, an arylalkenyl group with an alkenyl containing from 2 to 4 carbon atoms, aryloxyalkyl or arylmercaptoalkyl with an alkyl containing from 1 to 4 carbon atoms, a furylalkenyl group with an alkenyl containing from 2 to 4 carb on atoms, an alkoxy group containing from 1 to 4 carbon atoms, a nitro group, a cyano group or a halogen atom.
  • Ri o represents a hydrogen atom, a C 1 -C 4 alkyl group, a C 2 - C 4 alkenyl group, a halogen atom, a phenyl group or a benzyl group;
  • Y represents an organic base, an alkali metal or alkaline-earth metal ion or an ammonium ion.
  • Examples of compounds of formula (II) include l -hydroxy-4- methyl-2-pyridone, 1 - hydroxy-6-methyl-2-pyridone, 1 - hydroxy- 4, 6 - dimethyl-2-pyridone, 1 -hydroxy-4-methyl -6-(2,4,4-trimethylpentyl)-2- pyridone, 1 -hydroxy-4-methyl-6-cyclohexyl-2-pyridone, l -hydroxy-4- methyl-6-(methylcyclohexyl)-2-pyridone, 1 -hydroxy-4-methyl-6-(2- bicyclo[2,2, 1 ]heptyl)-2-pyridone, 1 -hydroxy-4-methyl-6-(4-methyl- phenyl) -2 -pyridone, 1 - hydroxy-4-methyl-6- [ 1 - (4-nitrophenoxy)butyl] - 2 -pyridone, 1 - hydroxy-4-methyl-6-(4-cyanophenoxymethyl)-2-
  • the compounds of formula (II) may be used in the form of salts with organic or mineral bases.
  • organic bases are especially alkanolamines of low molecular weight such as ethanolamine, diethanolamine, N- ethylethanolamine, triethanolamine, diethylaminoethanol and 2-amino- 2-methylpropanediol; non-volatile b ases such as ethylenediamine, hexamethylenediamine, cyclohexylamine, benzylamine and N- methylpiperazine; quaternary ammonium hydroxides, e .g. trimethylbenzyl hydroxide; guanidine and derivatives thereof, and particularly alkyl derivatives thereof.
  • mineral bases are especially salts of alkali metal s, e. g.
  • ammonium salts salts of an alkaline-earth metal, e .g . magnesium or calcium
  • salts of di-, tri- or tetravalent cationic metals e.g. zinc, aluminium zirconium.
  • Alkanolamines, ethylenediamine and mineral bases such alkali metal salts are preferred.
  • a compound of formula (II) that is particularly preferred is one for which:
  • R-9 denotes a group
  • X + denotes N + H 3 CH 2 CH 2 OH.
  • This compound is sold, for example, under the name Octopirox (1 -hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2-pyridone,
  • the compounds of formula (III) may be introduced into the compositions in the form of mineral salts.
  • An example of a mineral salt is magnesium sulfate.
  • Z represents a halogen atom such as chlorine or a C 1 -C 4 trihaloalkyl group such as CF 3 ; 5) triclo san, represented by formula (V) :
  • azole compounds such as climbazole, ketoconazole, clotrimazole, econazole, i soconazole and miconazole,
  • antifungal polymers such as amphotericin B or nystatin
  • the b acteri al extracts that may be used according to the invention will be chosen from non-photosynthetic, non-fruiting filamentous bacteria as defined according to the classification in Bergey ' s Manual of Systemic Bacteriology, volume 3 , section 23 , 9th edition 1989.
  • bacteria b elonging to the order B eggiatoales and especially bacteria belonging to the genus Beggiotoa, for instance various strains of Beggiotoa alba.
  • B. alba corresponds to the former names Beggiotoa arachnoidea, B. gigantea, B. leptomiformis, B. minima and B. mirabilis of Bergey ' s manual, 8th edition.
  • Mention may moreover be made of bacteria belonging to the genus Vitreoscilla, which i s known to be close to and often difficult to di stingui sh from the genus Beggiatoa.
  • the bacteria that have j ust been defined, and several of which have been described, generally have an aquatic habitat, and may be found especially in spring water sources .
  • Vitreoscilla beggiatoides ATCC 43 1 8 1
  • Beggiatoa alba ATCC33555
  • the use of the extract of Vitreoscilla filiformi s, in particular the strain ATCC 1 555 1 , metabolites thereof and fractions thereof, are claimed.
  • non-photosynthetic, non-fruiting fil amentous bacteria means not only the culture supernatant but al so the biomas s obtained after culturing the said b acteria, the envelopes or envelope fractions, or the extracts of the biomass obtained by treating thi s biomass.
  • the said bacteria can be cultured and then separated from the biomass obtained, for example by filtration, centrifugation, coagulation and/or lyophilization.
  • the extracts that may be used may especially be prepared according to the process described in patent application WO-A- 93/00741 .
  • the bacteria are concentrated by centrifugation.
  • Thi s biomass may be lyophilized to constitute what is known as the lyophilized extract. Any lyophilization method known to those skilled in the art may be used to prepare this extract.
  • the supernatant fraction of this biomass may al so b e filtered in a sterile container to remove the particles in suspension.
  • envelopes and " envelope fractions” refer herein to the bacterial wall and possibly the subj acent membranes .
  • antidandruff agents are sulfur in its various forms, cadmium sulfide, allantoin, coal or wood tars and derivatives thereof, in particular cade oil, salicylic acid, undecylenic acid, fumaric acid, ellagic acid, ellagic acid tannins, and allylamines such as terbinafine.
  • the antidandruff agents that may be used in the invention are chosen from pyridinethione salts, 1 -hydroxy- 2-pyridone derivatives, 2,2'-dithiobi s(pyridine N-oxide) and sel enium sulfides, and mixtures thereof.
  • Zinc pyridinethione, 1 -hydroxy-4-methyl-6-(2,4,4- trimethylpentyl)-2-pyridone and salts thereof and selenium sulfides are particularly preferred.
  • the antidandruff agent(s) are present in the composition according to the invention in proportions ranging from 0.001 % to 10% by weight, more preferentially from 0. 1 % to 5% by weight and better still from 0.2% to 2% by weight, relative to the total weight of the composition.
  • the antidandruff agent(s) are present in the compositions according to the invention such that the weight ratio between the amount of fatty-chain alkoxysilane(s), on the one hand, and the amount of antidandruff agent(s), on the other hand, i s preferably greater than or equal to 0. 1 .
  • the weight ratio between the amount of fatty-chain alkoxysilane(s), on the one hand, and the amount of antidandruff agent(s), on the other hand ranges from 0. 1 to 50, preferably from 1 to 50 and better still from 1 to 20.
  • composition according to the invention may al so compri se one or more organic or mineral acids .
  • organic acid means any non-polymeric organi c compound comprising two or more than two carbon atoms and one or more acid functions chosen from carboxylic acid, sulfonic acid and phosphoric acid functions.
  • the organic acid i s not a surfactant.
  • the molecular weight of the organi c acid is less than 250 and better still less than 200.
  • the organic acids according to the invention are carboxylic acids and a-hydroxylated carboxylic acids or AHAs.
  • the organic acids may be amino acids.
  • the organic acid(s) are preferably chosen from acetic acid, propanoic acid, butanoic aci d, lactic acid, malic acid, glycolic acid, ascorbic acid, maleic acid, phthalic acid, succinic acid, aspartic acid, taurine, tartaric acid, arginine, glycine, glucuronic acid, gluconic acid and citric acid.
  • the organic acid used in the composition according to the invention is chosen from acetic acid, citric acid, lactic acid, malic acid, succinic acid and aspartic acid, and i s preferably lactic acid.
  • the organic aci d(s) may be in free or salified form .
  • mineral acid means any acid derived from a mineral compound.
  • mineral acids mention may be made especially of hydrochloric acid, orthophosphoric acid, sulfuric acid, sulfonic acids and nitric acid.
  • the organic or mineral acid(s) used in the present invention are chosen from lactic acid, citric acid, malic acid, acetic acid, succinic acid, aspartic acid, phosphoric acid and hydrochloric acid.
  • the mineral or organic acid(s) that may be used in the composition according to the present invention may be present in a content, expressed as free acids, ranging from 0.01 % to 10% by weight, preferably in a content ranging from 0.01 % to 5% by weight and even more preferentially in a content ranging from 0.01 % to 3 % by weight relative to the total weight of the composition.
  • composition according to the invention al so compri ses one or more thickeners .
  • the term "thickener” means an agent which, when introduced at 1 % by weight in an aqueous solution or an aqueous-alcoholic solution containing 30% ethanol, and at pH 7, makes it possible to achieve a vi scosity of at least 100 mPa. s ( 100 cPs) and preferably of at least 500 mPa. s (500 cPs), at 25 °C and at a shear rate of 1 s " 1 .
  • Thi s vi scosity may be measured using a cone/plate vi scometer (Haake R600 rheometer or the like) .
  • the thickener or thickeners may be selected from fatty acid amides obtained from C 10 - C30 carboxylic acid such as monoi sopropanolamide, diethanolamide or monoethanolamide of coconut acids, monoethanolamide of ethoxylated carboxylic alkyl ether acid, nonionic cellulo se-based thickeners (hydroxyethylcellulo se, hydroxypropylcellulose, carb oxymethylcellulose), guar gum and its nonionic derivatives such as hydroxypropyl guar, gums of microbial origin such as xanthan gum, scleroglucan gum, crosslinked homopolymers and copolymers b ased on acrylic acid, methacrylic acid or acrylamidopropanesulfonic acid, and associative polymers, especially acrylic associative polymers or polyurethanes, as described below.
  • fatty acid amides obtained from C 10 - C30 carboxylic acid such as monoi sopropanolamide, diethanolamide or monoethanol
  • the associative polymer(s) that can be used according to the invention are water-soluble or water-dispersible polymers which, in an aqueous medium, are capable of reversible association with one another or with other molecules.
  • the associative polymer(s) that may be used according to the invention may be of anionic, cationic, amphoteric or nonionic type, for instance the polymers sold under the names Pemulen TR1 or TR2 by the company Goodrich, the INCI name of which i s Acrylates/C 10-30 Alkyl Acrylate Crosspolymer, Salcare SC90 by the company Ciba, Aculyn 22, 28, 33 , 44 or 46 by the company Rohm & Haas, and Elfacos T210 and T212 by the company Akzo.
  • i s preferably made of nonioni c cellulo se-based thickeners, such as hydroxyethylcellulo se, guar gum and xanthan gum, and associative polymers such as acrylic acid/stearyl methacrylate copolymers, crosslinked acrylic acid/ alkyl acrylate s copolymers, and copolymers of dicyclohexylmethane dii socyanate (SMDI)/alkyl-terminated polyethylene glycol.
  • SMDI dicyclohexylmethane dii socyanate
  • the composition according to the invention compri ses from 0. 1 % to 20% by weight and better still from 0.2% to 10%) by weight of thickener(s) relative to the total weight of the composition.
  • the composition according to the invention may al so compri se one or more anionic surfactants .
  • anionic surfactant means a surfactant compri sing, as ionic or ionizable groups, only anionic groups .
  • anionic surfactants that may be used in the composition according to the invention, of alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates, alkyl sulfonates, alkylamidesulfonates, alkylaryl sulfonates, a-olefin sulfonates, paraffin sulfonates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl sulfoacetates, acyl sarcosinates, acylglutamates, alkyl sulfosuccinamates, acyli sethionates and N- acyltaurates, polyglycoside polycarb oxylic acid
  • These compounds may be oxyethylenated and then preferably compri se from 1 to 50 ethylene oxide units.
  • the salts of C 6 -C 2 4 alkyl monoesters of polyglycoside- polycarboxylic acids can be selected from C 6 -C 2 4 alkyl polyglycoside- citrates, C 6 -C 2 4 alkyl polyglycoside-tartrates and C 6 -C 2 4 alkyl poly glycoside- sulfo succinates .
  • anionic surfactant(s) When the anionic surfactant(s) are in salt form, they may be chosen from alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, the ammonium salts, the amine salts and in particular amino alcohol salts or the alkaline-earth metal salt s such as the magnesium salts .
  • amino alcohol salts examples include monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, dii sopropanolamine or triisopropanolamine salts, 2-amino-2-methyl- 1 -propanol salts, 2- amino-2-methyl- l , 3 -propanediol salts and tri s(hydroxymethyl)aminomethane salts.
  • Alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts are preferably used.
  • anionic surfactants use i s preferably made of (C 6 - C24)alkyl sulfates, (C 6 - C24)alkyl ether sulfates compri sing from 2 to 50 ethylene oxide units, especially in the form of alkali metal, ammonium, amino alcohol and alkaline-earth metal salts, or a mixture of these compounds.
  • the amount of the anionic surfactant(s) preferably ranges from 0.01 % to 20% by weight, more preferably from 0.2% to 10%) by weight, relative to the total weight of the composition.
  • the composition according to the invention may al so compri se one or more additives chosen from cationic, nonionic, amphoteric and zwitterionic surfactants, alkoxysilanes other than those of formula (I), non-siliceous fatty sub stances, silicones, cationic polymers, solid particl es other than antidandruff agents, reducing agents and oxidizing agents .
  • additives chosen from cationic, nonionic, amphoteric and zwitterionic surfactants, alkoxysilanes other than those of formula (I), non-siliceous fatty sub stances, silicones, cationic polymers, solid particl es other than antidandruff agents, reducing agents and oxidizing agents .
  • the cationic surfactant(s) that can be used in the compositions of the present invention compri se, for example, salts of optionally polyoxyalkylenated primary, secondary or tertiary fatty amines, quaternary ammonium salts, and mixtures thereof.
  • the groups R 8 to Rn which may be identical or different, represent a linear or branched aliphatic group comprising from 1 to 30 carbon atoms or an aromatic group such as aryl or alkylaryl, at least one of the groups R 8 to Rn comprising from 8 to 30 carbon atoms and preferably from 12 to 24 carbon atoms.
  • the aliphatic groups may comprise heteroatoms such as, in particular, oxygen, nitrogen, sulfur and halogens.
  • the aliphatic groups are chosen, for example, from C 1 -C30 alkyl, C1-C30 alkoxy, polyoxy(C2-Ce)alkylene, C1-C30 alkylamide, (Ci 2 -C 22 )alkyl ami do(C 2 -C 6 )alkyl , (Ci 2 -C 22 )alkylacetate, C 1 -C30 hydroxyalkyl, X " is an anionic counterion chosen from halides, phosphates, acetates, lactates, (Ci-C 4 )alkyl sulfates, and (Ci-C 4 )alkyl- or (Ci-C 4 )alkylarylsulfonates.
  • tetraalkylammonium chlorides such as, for example, dialkyldimethylammonium or alkyltrimethylammonium chlorides in which the alkyl group comprises approximately from 12 to 22 carbon atoms, in particular behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride or benzyldimethylstearyl- ammonium chloride, or also, on the other hand, to distearoylethylhydroxyethylmethylammonium methosulfate, dipalmitoylethylhydroxyethylammonium methosulfate or distearoylethylhydroxyethylammonium methosulfate, or also, finally, to palmitylamidopropyltrimethylammonium chloride or stearamidopropyldimethyl(myr)
  • Ri 2 represents an alkyl or alkenyl group compri sing from 8 to 30 carb on atoms, for example fatty acid derivatives of tallow
  • Rn represents a hydrogen atom, a C 1 -C 4 alkyl group or an alkyl or alkenyl group comprising from 8 to 30 carbon atoms
  • Ri 4 represents a C 1 -C 4 alkyl group
  • R15 represents a hydrogen atom or a C 1 -C 4 alkyl group
  • X " i s an anion chosen from the group of halides, phosphates, acetates, lactates, (C 1 -C 4 )alkyl sulfates and (C 1 -C 4 )alkyl- or (C i -C 4 )alkylaryl- sulfonates .
  • R 12 and Rn preferably denote a mixture of alkyl or alkenyl group s comprising from 12 to 21 carbon atoms, for example tallow fatty acid derivatives, Ri 4 denotes a methyl group, and R15 denotes a hydrogen atom.
  • a product is, for example, sold under the name Rewoquat® W 75 by the company Rewo,
  • R 16 denotes an alkyl group compri sing about 16 to 30 carbon atoms, optionally hydroxylated and/or interrupted with one or more oxygen atoms
  • Ri 7 is chosen from hydrogen, an alkyl group comprising from 1 to 4 carbon atoms or a group -(CH 2 )3-N + (Ri6a)(Ri7a)(Ri8a); Riea, Ri7a, Ri8a, Ri8, Ri9, R 2 o and R 2 1 , which may be identical or different, are chosen from hydrogen and an alkyl group comprising from 1 to 4 carbon atoms, and X " is an anion chosen from the group of halides, acetates, phosphates, nitrates, (Ci-C4)alkyl sulfates and (Ci- C4)alkyl- or (Ci-C4)alkylaryl-sulfonates, in particular methyl sulfate and ethyl sulfate.
  • R 22 is chosen from Ci-C 6 alkyl and Ci-C 6 hydroxyalkyl or dihydroxyalkyl groups;
  • R 2 3 is chosen from:
  • R 2 5 is chosen from:
  • R24, R26 and R 2 8 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C7-C21 hydrocarbon-based groups;
  • r, s and t which may be identical or different, are integers ranging from 2 to 6,
  • rl and tl which may be identical or different, are equal to 0 or
  • y is an integer ranging from 1 to 10,
  • x and z which may be identical or different, are integers ranging from 0 to 10,
  • X " is a simple or complex, organic or mineral anion
  • the alkyl groups R22 may be linear or branched, and more particularly linear.
  • R22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
  • the sum x + y + z is from 1 to 10.
  • R 23 is a hydrocarbon-based group R27, it may be long and contain from 12 to 22 carbon atoms, or may be short and contain from 1 to 3 carbon atoms.
  • R25 is a hydrocarbon-based group R29, it preferably contains 1 to 3 carbon atoms.
  • R24, R26 and R28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C 11 -C 21 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated Cn-C 21 alkyl and alkenyl groups.
  • x and z which may be identical or different, have values of 0 or 1.
  • y is equal to 1.
  • r, s and t which may be identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
  • the anion X " is preferably a halide, preferably chloride, bromide or iodide, a (Ci-C4)alkyl sulfate or a (Ci-C4)alkyl- or (Ci- C4)alkylaryl-sulfonate.
  • methanesulfonate, phosphate, nitrate, tosylate, an anion derived from an organic acid, such as acetate or lactate, or any other anion that is compatible with the ammonium containing an ester function may be used.
  • the anion X " is even more particularly chloride, methyl sulfate or ethyl sulfate.
  • R22 denotes a methyl or ethyl group
  • - R23 is chosen from:
  • - R25 is chosen from:
  • R24, R26 and R28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C 13 -C 17 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated C 13 -C 17 alkyl and alkenyl groups.
  • the hydrocarbon-based groups are linear.
  • acyl groups preferably contain 14 to 1 8 carbon atoms and are obtained more particularly from a pl ant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may b e identical or different.
  • This esterification is followed by a quaternization by means of an alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably methyl or ethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • an alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably methyl or ethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • Such compounds are, for example, sold under the names Dehyquart ® by Henkel, Stepanquat ® by Stepan, Noxamium ® by Ceca or Rewoquat ® WE 1 8 by Rewo-Witco.
  • composition according to the invention may contain, for example, a mixture of quaternary ammonium salts of mono-, di- and triesters with a weight maj ority of diester salts.
  • ammonium salts that can be used include, for example, the mixture containing 1 5% to 30% by weight of acyloxyethyldihydroxyethylmethylammonium methyl sulfate, 45% to 60% of diacyloxy ethylhydroxyethylmethylammonium methyl sulfate and 1 5%) to 30%> of triacyloxyethylmethylammonium methyl sulfate, the acyl groups having from 14 to 1 8 carbon atoms and originating from palm oil, which i s optionally partially hydrogenated.
  • ammonium salts containing at least one ester function that are described in patents US-A-4 874 554 and US-A-4 137 1 80.
  • Use may be made of behenoylhydroxypropyltrimethyl- ammonium chloride sold by Kao under the name Quartamin BTC 131.
  • the ammonium salts containing at least one ester function contain two ester functions.
  • cationic surfactants that may be present in the composition according to the invention, it is more particularly preferred to choose cetyltrimethylammonium, behenyltrimethyl- ammonium and dipalmitoylethylhydroxyethylmethylammonium salts, and mixtures thereof, and more particularly behenyltrimethyl- ammonium chloride, cetyltrimethylammonium chloride, and dipalmitoylethylhydroxyethylammonium methosulfate, and mixtures thereof.
  • the amount of the cationic surfactant(s) preferably ranges from 0.01% to 20% by weight and better still from 0.2% to 10%) by weight, relative to the total weight of the composition.
  • nonionic surfactants that may be used in the composition used according to the invention are described, for example, in the Handbook of Surfactants by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991, pp. 116-178. They are especially chosen from polyethoxylated, polypropoxylated or polyglycerolated alcohols, a-diols and (Ci-C2o)alkylphenols, containing at least one fatty chain comprising, for example, from 8 to 18 carbon atoms, the number of ethylene oxide and/or propylene oxide groups possibly ranging especially from 2 to 50, and the number of glycerol groups possibly ranging especially from 2 to 30.
  • copolymers of ethylene oxide and propylene oxide optionally oxyethylenated fatty acid esters of sorbitan, fatty acid esters of sucrose, polyoxyalkylenated fatty acid esters, optionally oxyalkylenated alkylpolyglycosides, alkylglucoside esters, derivatives of N-alkylglucamine and of N- acylmethylglucamine, aldobionamides and amine oxides.
  • fatty compound for example a fatty acid
  • fatty acid denotes a compound comprising, in its main chain, at least one saturated or unsaturated hydrocarbon-based chain, such as alkyl or alkenyl containing at least 8 carbon atoms, preferably from 8 to 30 carbon atoms, and even better still from 10 to 22 carbon atoms.
  • the mono- or polyglycosides that may be used in the invention are well known and may be represented more particularly by the general formula (AO) below:
  • Ri represents a linear or branched alkyl and/or alkenyl group, compri sing from about 8 to 24 carb on atoms, or an alkylphenyl group whose linear or branched alkyl group compri ses from 8 to 24 carbon atoms,
  • R 2 represents an alkylene group compri sing from about 2 to 4 carbon atoms
  • G represents a sugar unit compri sing from 5 to 6 carbon atoms
  • t denotes a value ranging from 0 to 10 and preferably 0 to 4, preferably 0 to 4, and
  • v denotes an integer ranging from 1 to 1 5.
  • Mono- or polyglycosides that are preferred in the present invention are (C 8 -C i 8 )alkyl mono- or polyglycosides and are compounds of formula (AO) in which :
  • Ri more particularly denotes a saturated or unsaturated, linear or branched alkyl group comprising from 8 to 1 8 carbon atoms,
  • t denotes a value ranging from 0 to 3 and even more particularly i s equal to 0,
  • G may denote glucose, fructose or galactose, preferably glucose.
  • AO may range from 1 to 1 5 and preferably from 1 to 4.
  • the average degree of polymerization i s more particularly between 1 and 2 and even more preferentially from 1 . 1 to 1 .5.
  • the glycoside bonds between the sugar units are of 1-6 or 1-4 type and preferably of 1-4 type.
  • Examples of compounds of formula (AO) are especially caprylylglucoside, decylglucoside or caprylglucoside, laurylglucoside, cetearylglucoside and cocoglucoside, and mixtures thereof. These preferred compounds of formula (AO) are especially represented by the products sold by the company Cognis under the names Plantaren® (600 CS/U, 1200 and 2000) or Plantacare® (818, 1200 and 2000). It is also possible to use the products sold by the company SEPPIC under the names Triton CG 110 or Oramix CG 110 and Triton CG 312 or Oramix® NS 10, the products sold by the company BASF under the name Lutensol GD 70 or those sold by the company Chem Y under the name AGIO LK.
  • the amount of the nonionic surfactant or surfactants varies preferably from 0.01% to 20% by weight, more preferably from 0.2% to 10% by weight, relative to the total weight of the composition.
  • amphoteric or zwitterionic surfactant(s), which are preferably nonsilicone, which can be used in the present invention may especially be derivatives of optionally quaternized aliphatic secondary or tertiary amines, in which the aliphatic group is a linear or branched chain comprising from 8 to 22 carbon atoms, said amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.
  • R a represents a C10-C30 alkyl or alkenyl group derived from an acid R a COOH preferably present in hydrolysed coconut oil, or a heptyl, nonyl or undecyl group;
  • Rb represents a ⁇ -hydroxyethyl group
  • R c represents a carboxymethyl group
  • X' represents the group -CH 2 COOH, CH 2 COOZ', -CH2CH2COOH, -CH2CH2COOZ', or a hydrogen atom
  • Y' represents the group -COOH, -COOZ', the group -CH2-CHOHSO 3 H or the group -CH 2 CHOHS0 3 Z' ,
  • Z' represents an ion resulting from an alkali metal or alkaline earth metal, such as sodium, an ammonium ion or an ion resulting from an organic amine,
  • R a ' represents a C10-C30 alkyl or alkenyl group of an acid Ra ' COOH preferably present in coconut oil or in hydrolysed linseed oil, an alkyl group, especially of C 17 and its iso form, or an unsaturated C 17 group.
  • cocoamphodiacetate disodium lauroamphodiacetate
  • disodium caprylamphodiacetate disodium capryloamphodiacetate
  • disodium cocoamphodipropionate disodium lauroamphodipropionate
  • disodium caprylamphodipropionate disodium capryloamphodipropionate
  • lauroamphodipropionic acid and cocoamphodipropionic acid.
  • cocoamphodiacetate sol d by the company Rhodia under the trade name Miranol ® C2M Concentrate.
  • amphoteric or zwitterionic surfactants mentioned above use is preferably made of (C 8 - C2o)alkylb etaines such as cocoylbetaine, and (C 8 - C2o)alkylamido(C3 -C 8 )alkylbetaines such as cocamidopropylbetaine, and mixtures thereof. More preferentially, the amphoteric or zwitterionic surfactant(s) are chosen from cocamidopropylbetaine and cocoylbetaine.
  • the amount of the amphoteric or zwitterionic surfactant(s) preferably ranges from 0.0 1 % to 20% by weight and better still from 0.2% to 10% by weight, relative to the total weight of the composition.
  • alkoxysilanes other than those of formula (I), may b e used in the composition and are preferably compounds of formula (G) 4- x S i(OR) x , with x denoting an integer ranging from 1 to 3 , G denoting identical or different monovalent group s and R denoting a monovalent hydrocarbon-based group compri sing one or more carbon atoms and optionally one or more heteroatoms .
  • the alkoxysilane(s), other than the alkoxy silanes of the invention contain two or three alkoxy functions.
  • the alkoxy function(s) are cho sen from methoxy and ethoxy functions.
  • the additional alkoxysilane(s) compri se one or more solubilizing functional groups.
  • solubilizing functional group means any chemical functional group that facilitates the di ssolution of the alkoxysilane in the medium of the composition, i . e. in the solvent or the solvent mixture of the composition, in particular in water or in aqueous-alcoholic mixtures.
  • solubilizing functional groups that may be used according to the present invention, mention may be made of primary, secondary and tertiary amine, aromatic amine, alcohol, carboxylic acid, sulfoni c acid, anhydri de, carbamate, urea, guani dine, aldehyde, ester, amide, epoxy, pyrrole, dihydroimidazole, gluconamide, pyridyl and polyether groups.
  • This or these alkoxysilane(s) containing one or more solubilizing functional groups may contain one or more silicon atoms.
  • the alkoxysilane(s) containing one or more solubilizing functional groups generally contain two or three alkoxy functions.
  • the alkoxy functions are methoxy or ethoxy functions.
  • the alkoxysilane(s), other than the alkoxysilanes of the invention are chosen from the compounds of formula (X) below:
  • R-6 represents a halogen or a group OR' or R' 6 ,
  • R 7 represents a halogen or a group OR" or R' 7 ,
  • R 8 represents a halogen or a group OR'" or R' 8 ,
  • R 3 , R 4 , Rs, R ⁇ R", R" ⁇ R'e, R' 7 and R' 8 represent, independently of each other, a saturated or unsaturated, linear or branched hydrocarbon-based group, optionally bearing additional chemical groups, R 3 , R 4 , R', R" and R'" also possibly denoting hydrogen, at least two of the groups R 6 , R 7 and R 8 being different from the groups R' 6 , R'7 and R' 8 , at least two of the groups R', R" and R'" being other than hydrogen.
  • the groups R 3 , R 4 , R', R'e, R'7, R' 8 , R" and R'" are chosen from C 1 -C 12 alkyl, C 6 -Ci 4 aryl, (Ci-C 8 )alkyl(C 6 -Ci 4 )aryl and (C 6 -Ci 4 )aryl(Ci-C 8 )alkyl groups.
  • the alkoxysilane(s) comprise a substituent comprising a primary amine function, and are chosen from the compounds of formula (XI) below: OR
  • alkoxysilane that is particularly preferred according to this embodiment is ⁇ -aminopropyl triethoxysilane.
  • a product is sold, for example, under the name Z-6011 Silane by the company Dow Corning.
  • the alkoxysilane(s) are chosen from the compounds of formula (XII):
  • Rii represents a halogen or a group OR'n and R 12 represents a halogen or a group OR' 12 , at least one of the groups Rn and R 12 being other than a halogen,
  • R' 11 and R' 12 represent, independently of each other, hydrogen or a saturated or unsaturated, linear or branched Ci-C , hydrocarbon- based group, at least one of the groups R'n and R' 12 being other than hydrogen,
  • R9 is a non-hydrolysable functional group with a cosmetic effect
  • Rio is a non-hydrolysable functional group bearing a function chosen from the following functions: amine, carboxylic acid and salts thereof, sulfonic acid and salts thereof, polyalcohols such as glycol, polyether such as polyalkene ether, and phosphoric acid and salts thereof.
  • the term "functional group with a cosmetic effect” means a group chosen from groups derived from a reducing agent, from an oxidizing agent, from a colouring agent, from a polymer, from a surfactant, from an antibacterial agent or from a UV-screening agent.
  • groups derived from a colouring agent are, inter alia, aromatic nitro, anthraquinone, naphthoquinone, benzoquinone, azo, xanthene, triarylmethane, azine, indoaniline, indophenol and indoamine groups; examples of groups with a reducing effect are, inter alia, thiol and sulfinic acid groups or a sulfinic acid salt.
  • alkoxysilane of formula (XII) is aminopropyl-N-(4,2- dinitrophenyl)aminopropyldiethoxysilane. Such compounds are described, for example, in patent application EP-1216023.
  • alkoxysilane(s), other than the alkoxysilanes of the invention may also be chosen from the compounds of formula (XIII) below:
  • Ri4 represents a halogen or a group OR' H or R 0 ,
  • Ri5 represents a halogen or a group OR'15 or R' 0 ,
  • Ri6 represents a halogen or a group OR'i 6 or R" 0 ,
  • Ri3 is a group chosen from groups bearing at least one function chosen from the following functions: carboxylic acid and salts thereof, sulfonic acid and salts thereof, polyalkyl ethers (or polyoxyalkylenes).
  • Ro, R'o, R"o, R'i4, R'i5 and R'i 6 represent, independently of each other, a saturated or unsaturated, linear or branched C1-C14 hydrocarbon-based group, optionally bearing additional chemical functions chosen from the following functions: carboxylic acid and salts thereof, sulfonic acid and salts thereof, polyalkyl ethers, R' 14 , R'i5 and R' 16 also possibly denoting hydrogen, at least two of the groups R'14, R'i5 and R' 16 being other than hydrogen,
  • the groups R'14, R'15 and R' 16 , Ro, R'o and R'O represent a C1-C12 alkyl, C 6 -Ci4 aryl, (Ci-C8)alkyl(C6-Ci4)aryl or (C 6 - Ci4)aryl(Ci-Cs)alkyl group.
  • alkoxysilane(s), other than the alkoxysilanes of the invention are chosen from the compounds of formula (XIV) below:
  • R 2 i, R 22 , R'21 and R' 22 each independently represent a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally containing one or more heteroatoms, optionally interrupted or substituted with one or more groups chosen from ether, ester, amine, amide, carboxyl, hydroxyl and carbonyl groups,
  • x is an integer ranging from 1 to 3
  • y 3-x
  • x' is an integer ranging from 1 to 3
  • y' 3-x'
  • p 0 or 1
  • p' 0 or 1
  • p" 0 or 1
  • q 0 or 1
  • q' 0 or 1
  • B, B' and B" each independently represent a linear or branched divalent Ci-C 20 alkylene radical
  • R 23 and R' 23 each independently represent a hydrogen atom or a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally containing one or more heteroatoms, optionally interrupted or substituted with one or more ether, Ci-C 20 alcohol ester, amine, carboxyl, alcoxysilane, C 6 -C 3 o aryl, hydroxyl or carbonyl groups, or a heterocyclic or non-heterocyclic aromatic ring, optionally substituted with one or more C3-C20 alcohol ester, amine, amide, carboxyl, alcoxysilane, hydroxyl, carbonyl or acyl groups.
  • R21, R22, R'21 and R'22 each independently represent a hydrocarbon-based chain.
  • hydrocarbon-based chain preferably means a chain comprising from 1 to 10 carbon atoms.
  • R 23 and R'23 may represent a hydrocarbon-based chain.
  • a chain comprising from 1 to 10 carbon atoms is preferably intended.
  • the aromatic ring comprises from 6 to 30 carbon atoms. Even more preferentially, it denotes an optionally substituted phenyl group.
  • alkoxysilane(s) of formula (XIV) may also have the following characteristics, taken alone or in combination:
  • R21, R22, R'21 and R'22 which may be identical or different, represent a C 1 -C 4 alkyl
  • - B and B' which may be identical or different, represent a linear C 1 -C 4 alkylene and
  • the alkoxysilane(s), other than the alkoxysilanes of the invention are chosen from the compounds of formula (XV) below:
  • R24 and R25 each independently represent a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally containing one or more heteroatoms, optionally interrupted or substituted with one or more groups chosen from ether, ester, amine, amide, carboxyl, hydroxyl and carbonyl groups,
  • n * 0 or 1
  • n" 0 or 1
  • E and E' each independently represent a linear or branched divalent C1-C20 alkylene group
  • R 2 6 and R 27 each independently represent a hydrogen atom or a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally containing one or more heteroatoms, optionally interrupted or substituted with one or more ether, C1-C20 alcohol ester, amine, carboxyl, alcoxysilane, C6-C30 aryl, hydroxyl or carbonyl groups, or a heterocyclic or non-heterocyclic aromatic ring, optionally substituted with one or more Ci-C 20 alcohol ester, amine, amide, carboxyl, alcoxysilane, hydroxyl, carbonyl or acyl groups,
  • r is an integer ranging from 0 to 4,
  • the group(s) R 28 each independently represent a hydrogen atom or a saturated or unsaturated, linear or branched preferably C1-C10 hydrocarbon-based chain, optionally containing one or more heteroatoms, optionally interrupted or substituted with one or more ether, Ci-C 20 alcohol ester, amine, carboxyl, alcoxysilane, C6-C30 aryl, hydroxyl or carbonyl groups, or a heterocyclic or non-heterocyclic aromatic ring, optionally substituted with one or more Ci-C 20 alcohol ester, amine, amide, carboxyl, alcoxysilane, hydroxyl, carbonyl or acyl groups.
  • R 24 and R 25 each independently represent a hydrocarbon-based chain.
  • hydrocarbon-based chain preferably means a chain comprising from 1 to 10 carbon atoms.
  • R 26 and R 27 may represent a hydrocarbon-based chain. In this case, a chain comprising from 1 to 10 carbon atoms is preferably intended.
  • the aromatic ring comprises from 6 to 30 carbon atoms. Even more preferentially, it denotes an optionally substituted phenyl group.
  • the alkoxysilane(s) of formula (XV) may have the following characteristics, taken alone or in combination:
  • R 2 4 is a C1-C4 alkyl
  • R 2 6 and R 27 independently represent hydrogen or a group chosen from C 1 -C 4 alkyl, C 1 -C 4 hydroxyalkyl and C 1 -C 4 aminoalkyl groups.
  • alkoxysilane(s) of formula (XV) may be chosen from:
  • alkoxysilane(s), other than the alkoxysilanes of the invention may also be chosen from the compounds of formula (XVI) below: in which:
  • R 2 9 and R 30 each independently represent a saturated or unsaturated, linear or branched hydrocarbon-based chain, optionally containing one or more heteroatoms, optionally interrupted or substituted with one or more groups chosen from ether, ester, amine, amide, carboxyl, hydroxyl and carbonyl groups,
  • Ai represents a linear or branched Ci-C 20 divalent alkylene group, optionally interrupted or substituted with one or more Ci-C 30 alcohol ester, amine, carboxyl, alkoxysilane, C 6 -C 3 o aryl, hydroxyl or carbonyl groups,
  • R 2 g and R 30 each independently represent a hydrocarbon-based chain.
  • hydrocarbon-based chain preferably means a chain comprising from 1 to 10 carbon atoms.
  • alkoxysilane(s) of formula (XVI) may also have the following characteristics, taken alone or in combination:
  • R 2 9 and R 30 are chosen from C1-C4 alkyls
  • Ai is a linear C1-C4 alkylene
  • alkoxysilane(s) of formula (XVI) may be chosen from: - triethoxysilylbutyraldehyde, of formula :
  • the preferred compound of formula (XVI) i triethoxysilylbutyraldehyde .
  • Such a product i s sold, for example, under the name SIT 8 1 85.3 by the company Gelest.
  • the alkoxysilane(s), other than the alkoxy silanes of the invention are chosen from the di- and/or trialkoxysilanes bearing one or more sub stituents compri sing one or more amine functions.
  • the alkoxysilane(s), other than the alkoxysilanes of the invention are chosen from trialkoxysilanes bearing a sub stituent compri sing one or more amine functions, more particularly from the compounds of formula (XI) .
  • alkoxysilane that i s most particularly preferred is ⁇ -aminopropyltriethoxysilane cited previously .
  • the alkoxysilane(s), other than the alkoxysilanes of the invention, may be present in the compositions according to the invention in proportions preferably ranging from 0.01 % to 25% by weight, more preferentially from 0.05% to 20% by weight and more particularly from 0. 1 % to 10% by weight rel ative to the total weight of the composition.
  • the composition according to the invention may also comprise one or more non-siliceous fatty substances.
  • fatty substance means an organic compound that is insoluble in water at standard temperature (25°C) and at atmospheric pressure (760 mmHg, i.e. 1.013xl0 5 Pa), i.e. with a solubility of less than 5%, preferably of less than 1% and even more preferably of less than 0.1%.
  • the non-siliceous fatty substances generally have in their structure a hydrocarbon-based chain comprising at least 6 carbon atoms and not comprising any siloxane groups.
  • the fatty substances are generally soluble in organic solvents under the same temperature and pressure conditions, for instance chloroform, ethanol, benzene, liquid petroleum j elly or decamethylcyclopentasiloxane.
  • non-siliceous fatty substance means a fatty substance whose structure does not comprise any silicon atoms.
  • the fatty substances that may be used in the composition according to the invention are generally not oxyalkylenated and preferably do not contain any carboxylic acid COOH functions.
  • the non-siliceous fatty substances of the invention are chosen from hydrocarbons, fatty alcohols, fatty esters, fatty ethers and non-siliceous waxes, and mixtures thereof.
  • they are chosen from hydrocarbons, fatty alcohols, fatty esters and ceramides, and mixtures thereof.
  • They may be liquid or non-liquid, at room temperature and at atmospheric pressure.
  • the liquid fatty substances of the invention preferably have a viscosity of less than or equal to 2 Pa.s, better still less than or equal to 1 Pa.s and even better still less than or equal to 0.1 Pa.s at a temperature of 25°C and at a shear rate of 1 s "1 .
  • liquid hydrocarbon means a hydrocarbon composed solely of carbon and hydrogen atoms, which is liquid at standard temperature (25°C) and at atmospheric pressure (760 mmHg, i.e. 1.013 x 10 5 Pa), which is especially of mineral or plant origin, preferably of plant origin.
  • liquid hydrocarbons are chosen from: - linear or branched, optionally cyclic, C 6 - C i 6 alkanes .
  • examples that may be mentioned include hexane, undecane, dodecane, tridecane, and i soparaffins, for instance i sohexadecane, i sododecane and i sodecane,
  • liquid hydrocarb on(s) are chosen from volatile or non-volatile liquid paraffins, and derivatives thereof, and liquid petroleum j elly .
  • liquid fatty alcohol means a non-glycerolated and non-oxyalkylenated fatty alcohol, whi ch i s liquid at standard temperature (25 °C) and at atmospheric pressure (760 mmHg, i . e . 1 .013 x 10 5 Pa) .
  • liquid fatty alcohols of the invention compri se from 8 to 30 carbon atoms.
  • the liquid fatty alcohol s of the invention may be saturated or unsaturated.
  • the saturated liquid fatty alcohol s are preferably branched. They may optionally compri se in their structure at least one aromatic or non-aromatic ring. They are preferably acyclic.
  • liquid saturated fatty alcohol s of the invention are chosen from octyldodecanol, i sostearyl alcohol and 2- hexyldecanol.
  • Octyldodecanol is mo st particularly preferred.
  • the unsaturated liquid fatty alcohols contain in their structure at least one double or triple bond, and preferably one or more double bonds. When several double bonds are present, there are preferably 2 or 3 of them, and they may be conj ugated or unconj ugated.
  • These unsaturated fatty alcohol s may be linear or branched. They may optionally comprise in their structure at least one aromatic or non-aromatic ring. They are preferably acyclic.
  • the unsaturated liquid fatty alcohols of the invention are chosen from oleyl alcohol, linoleyl alcohol, linolenyl alcohol and undecylenyl alcohol.
  • Oleyl alcohol is mo st particularly preferred.
  • liquid fatty esters means an ester derived from a fatty acid and/or from a fatty alcohol that i s liquid at standard temperature (25 °C) and at atmospheric pressure (760 mmHg, i. e . 1 .01 3 10 5 Pa) .
  • the esters are preferably liquid esters of saturated or unsaturated, linear or branched C i -C 26 aliphatic monoacids or polyacids and of saturated or unsaturated, linear or branched C i -C 2 6 aliphatic monoalcohol s or polyalcohol s, the total number of carbon atoms of the esters being greater than or equal to 10.
  • esters of monoalcohol s Preferably, for the esters of monoalcohol s, at least one from among the alcohol and the acid from which the esters of the invention are derived i s branched.
  • ethyl palmitate i sopropyl palmitate
  • alkyl myristates such as isopropyl myri state or ethyl myri state
  • i socetyl stearate 2-ethylhexyl i sononanoate
  • isononyl i sononanoate isodecyl neopentanoate and i sostearyl neopentanoate .
  • Esters of C 4 -C 22 dicarboxylic or tricarb oxylic acids and of C i - C 22 alcohol s and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C 4 -C 26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy non-sugar alcohol s may al so be used.
  • the composition may al so compri se, as liquid fatty ester, sugar esters and diesters of C6 - C30 and preferably C 12 - C22 fatty aci ds.
  • sugar means oxygen-bearing hydrocarbon- based compounds containing several alcohol functions, with or without al dehyde or ketone functions, and which compri se at least 4 carbon atoms. These sugars may be monosaccharides, oligosacchari des or polysaccharides .
  • suitabl e sugars examples include sucrose, glucose, galactose, ribose, fucose, maltose, fructose, manno se, arabinose, xylose and lactose, and derivatives thereof, especially alkyl derivatives, such as methyl derivatives, for instance methylglucose.
  • the sugar esters of fatty acids may be chosen especially from the group compri sing the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated C6 - C30 and preferably C 12 - C22 fatty acids . If they are unsaturated, these compounds may compri se one to three conj ugated or unconj ugated carbon-carbon double bonds.
  • esters according to this variant may al so be chosen from mono-, di-, tri- and tetraesters, and polyesters, and mixtures thereof.
  • esters may be chosen, for example, from oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates, or mixtures thereof, such as, in particular, oleopalmitate, oleostearate or palmitostearate mixed esters .
  • oils of plant origin or synthetic triglycerides that may b e used in the composition of the invention as liquid fatty esters, examples that may be mentioned include :
  • triglyceride oil s of plant or synthetic origin such as liquid triglycerides of fatty acids containing from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, olive oil, rapeseed oil, coconut oil, wheatgerm oil, sweet almond oil, safflower oil, candlenut oil, camellina oil , tamanu oil, babassu oil and pracaxi oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearineries Dubois or those sold under the names Miglyol ® 8 10, 8 12 and 8 1 8 by the company Dynamit Nobel, j oj oba oil and shea butter
  • Liquid fatty esters derived from monoalcohols will preferably be used as esters according to the invention.
  • Isopropyl myri state and i sopropyl palmitate are particularly preferred.
  • liquid fatty ethers are chosen from liquid dialkyl ethers such as dicaprylyl ether.
  • the fatty sub stance(s) used in the composition according to the invention may al so be fatty sub stances that are non-liquid at room temperature (25 °C) and at atmospheric pressure (760 mmHg, i. e . 1 .013 x 10 s Pa) .
  • non-liquid preferably means a solid compound or a compound that has a vi scosity of greater than 2 Pa. s at a temperature of 25 °C and at a shear rate of 1 s " 1 .
  • non-liquid fatty sub stances are chosen from fatty alcohol s, fatty acid and/or fatty alcohol esters, non- siliceous waxes and fatty ethers, which are non-liquid and preferably solid.
  • non-liquid fatty alcohol s that are suitable for use in the invention are more particularly chosen from saturated or unsaturated, linear or branched alcohols comprising from 8 to 30 carbon atoms. Mention may be made, for example, of cetyl alcohol, stearyl alcohol and a mixture thereof (cetylstearyl alcohol).
  • non-liquid esters of fatty acids and/or of fatty alcohols mention may be made especially of solid esters derived from C9-C26 fatty acids and from C9-C26 fatty alcohols.
  • esters mention may be made of octyldodecyl behenate, isocetyl behenate, cetyl lactate, stearyl octanoate, octyl octanoate, cetyl octanoate, decyl oleate, myristyl stearate, octyl palmitate, octyl pelargonate, octyl stearate, alkyl myristates such as cetyl myristate, myristyl myristate and stearyl myristate, and hexyl stearate.
  • esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1-C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C2-C26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols may also be used.
  • esters mentioned above it is preferred to use myristyl, cetyl or stearyl palmitates, and alkyl myristates such as cetyl myristate, stearyl myristate and myristyl myristate.
  • the non-siliceous wax(es) are chosen especially from carnauba wax, candelilla wax, esparto wax, paraffin wax, ozokerite, plant waxes, such as olive tree wax, rice wax, hydrogenated jojoba wax or absolute flower waxes, such as the blackcurrant blossom essential wax sold by Bertin (France), or animal waxes, such as beeswaxes or modified beeswaxes (cerabellina), and ceramides.
  • ceramides or ceramide analogues such as glycoceramides
  • glycoceramides that may be used in the compositions according to the invention are known per se and are natural or synthetic molecules that may correspond to the general formula (XVII) below:
  • - Ri denotes a linear or branched, saturated or unsaturated alkyl group, derived from C14-C30 fatty acids, it being possible for this group to be substituted with a hydroxyl group in the alpha position, or a hydroxyl group in the omega position esterified with a saturated or unsaturated C16-C30 fatty acid;
  • R-2 denotes a hydrogen atom or a (glycosyl) n , (galactosyl) m or sulfogalactosyl group, in which n is an integer ranging from 1 to 4 and m is an integer ranging from 1 to 8;
  • R3 denotes a C15-C26 hydrocarbon-based group which is saturated or unsaturated in the alpha position, it being possible for this group to be substituted with one or more C 1 -C14 alkyl groups;
  • R3 can also denote a C15-C26 alpha-hydroxyalkyl group, the hydroxyl group being optionally esterified with a C16-C30 alpha-hydroxy acid.
  • ceramides that are preferred in the context of the present invention are those described by Downing in Arch. Dermatol., Vol. 123, 1381-1384, 1987, or those described in French patent FR 2 673 179.
  • the ceramide(s) that are more particularly preferred according to the invention are the compounds for which Ri denotes a saturated or unsaturated alkyl derived from C16-C22 fatty acids; R2 denotes a hydrogen atom; and R3 denotes a saturated linear C 15 group.
  • Such compounds are, for example:
  • waxes or waxy starting material s that may be used according to the invention are especially marine waxes such as those sold by the company Sophim under the reference M82, and waxes of polyethylene or of polyolefins in general .
  • the non-liqui d fatty ethers are chosen from dialkyl ethers and especially dicetyl ether and di stearyl ether, alone or as a mixture.
  • the non- siliceous fatty sub stances according to the invention are chosen from hydrocarbons, fatty alcohol s, fatty esters and ceramides.
  • the non- siliceous fatty sub stances are chosen from liquid petroleum j elly, stearyl alcohol, cetyl alcohol and a mixture thereof such as cetyl stearyl alcohol, octyldodecanol, oleyl alcohol, i sopropyl palmitate, i sopropyl myri state, N- oleoyldihydrosphingosine, N-behenoyldihydrosphingosine and N- linoleoyldihydrosphingosine.
  • the non-siliceous fatty sub stance(s) may b e present in an amount ranging from 0.01 % to 40% by weight and especially from 0. 1 %) to 5% by weight relative to the total weight of the composition.
  • composition according to the invention may al so compri se one or more silicones .
  • the silicones present in the composition according to the invention are in particular polyorganosiloxanes that may be in the form of aqueous solutions, i . e . di ssolved, or optionally in the form of di spersions or microdi spersions, or of aqueous emul sions.
  • the polyorganosiloxanes may al so be in the form of oils, waxes, resins or gums.
  • Organopolysiloxanes are defined in greater detail in Walter Noll's Chemistry and Technology of Silicones (1968), Academic Press.
  • the silicones may be volatile or non-volatile.
  • the silicones are more particularly chosen from those with a boiling point of between 60°C and 260°C, and even more particularly from:
  • linear volatile silicones containing 2 to 9 silicon atoms and having a viscosity of less than or equal to 5 x 10 "6 m 2 /s at 25°C.
  • An example is decamethyltetrasiloxane sold in particular under the name SH 200 by the company Toray Silicone. Silicones belonging to this category are also described in the article published in Cosmetics and Toiletries, Vol. 91, Jan. 76, pp. 27-32, Todd & Byers Volatile Silicone Fluids for Cosmetics .
  • silicones are non-volatile, use is preferably made of polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, silicone gums and resins, and polyorganosiloxanes modified with organofunctional groups, and mixtures thereof.
  • silicones are more particularly chosen from polyalkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes containing trimethylsilyl end groups (Dimethicone according to the CTFA name) having a viscosity of from 5xl0 "6 to 2.5 m 2 /s at 25°C and preferably lxlO "5 to 1 m 2 /s.
  • the viscosity of the silicones is measured, for example, at 25°C according to standard ASTM 445 Appendix C.
  • oils of the Mirasil series sold by the company Rhodia - the oils of the 200 series from the company Dow Corning, such as, more particularly, DC200 with a viscosity of 60000 cSt,
  • the polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethylmethylphenylsiloxanes and polydimethyldiphenylsiloxanes with a viscosity of from lxlO "5 to 5xl0 "2 m 2 /s at 25°C.
  • the silicone gums that may be present in the composition according to the invention are especially polydiorganosiloxanes having high number-average molecular masses of between 200000 and 1 000000, used alone or as a mixture in a solvent.
  • This solvent can be chosen from volatile silicones, polydimethylsiloxane (PDMS) oils, polyphenylmethylsiloxane (PPMS) oils, isoparaffins, polyisobutylenes, methylene chloride, pentane, dodecane and tridecane, or mixtures thereof.
  • Products that may be used more particularly are the following mixtures: - mixtures formed from a polydimethylsiloxane hydroxylated at the end of the chain (known as dimethiconol according to the nomenclature of the CTFA dictionary) and from a cyclic polydimethylsiloxane (known as cyclomethicone according to the nomenclature of the CTFA dictionary), such as the product Q2 1401 sold by the company Dow Corning,
  • a polydimethylsiloxane gum with a cyclic silicone such as the product SF 1214 Silicone Fluid from the company General Electric, this product being an SF 30 gum corresponding to a dimethicone, having a number-average molecular weight of 500 000, dissolved in the oil SF 1202 Silicone Fluid corresponding to decamethylcyclopentasiloxane,
  • the product SF 1236 is a mixture of a gum SE 30 defined above, with a viscosity of 20 m 2 /s and of an oil SF 96 with a viscosity of 5 x 10 "6 m 2 /s. This product preferably comprises 15% of gum SE 30 and 85% of an oil SF 96.
  • the organopolysiloxane resins that may be present in the composition according to the invention are crosslinked siloxane systems containing the following units: R2S1O2/2, R3S1O1/2, RS1O3/2 and S1O4/2 in which R represents a hydrocarbon group containing 1 to 16 carbon atoms or a phenyl group.
  • R represents a hydrocarbon group containing 1 to 16 carbon atoms or a phenyl group.
  • R denotes a C1-C4 alkyl group, more particularly methyl, or a phenyl group.
  • organomodified silicones that may be present in the composition according to the invention are silicones as defined above and compri sing in their structure one or more organofunctional groups attached via a hydrocarbon-based group .
  • organomodifi ed silicones mention may be made of polyorganosiloxanes compri sing :
  • C 6 - polyethyleneoxy and/or polypropyleneoxy groups optionally compri sing C 6 - C24 alkyl groups, such as the products known as dimethicone copolyol sold by the company Dow Corning under the name DC 1248 or the oil s Silwet L 722, L 7500, L 77 and L 71 1 by the company Union Carbide, and the (C i 2)alkylmethicone copolyol sold by the company Dow Corning under the name Q2 5200,
  • hydroxyacylamino groups for instance the polyorganosiloxanes described in patent application EP 342 834. Mention may be made, for example, of the product Q2-8413 from the company Dow Corning.
  • amino silicone means any silicone comprising at least one primary, secondary or tertiary amine function or a quaternary ammonium group .
  • amino silicones that may be used in the cosmetic composition according to the present invention are chosen from:
  • T i a hydrogen atom or a phenyl, hydroxyl (-OH) or C i -C 8 alkyl group, and preferably methyl , or a C i -C 8 alkoxy, preferably methoxy,
  • numb er 0 or an integer from 1 to 3 , and preferably 0,
  • b denotes 0 or 1 , and in particular 1 ,
  • n and n are numbers such that the sum (n + m) can range especially from 1 to 2000 and in particular from 50 to 1 50, it being possible for n to denote a number from 0 to 1999 and in particular from 49 to 149, and for m to denote a number from 1 to 2000 and in particular from 1 to 10,
  • R 1 is a monovalent radical of formula -C q H 2 q L in which q i s a number from 2 to 8 and L i s an optionally quaternized amino group chosen from the following groups :
  • R 2 may denote a hydrogen atom, a phenyl, a benzyl or a saturated monovalent hydrocarbon-based group, for example a C i -C 20 alkyl group
  • Q " represents a halide ion, for instance fluoride, chloride, bromide or iodide.
  • the amino silicones corresponding to the definition of formula (XVIII) are chosen from the compounds corresponding to formula (XIX) below:
  • R, R' and R which may be identical or different, denote a C1-C4 alkyl group, preferably CH 3 ; a C 1 -C 4 alkoxy group, preferably methoxy; or OH;
  • A represents a linear or branched, C 3 -C 8 and preferably C 3 -C 6 alkylene group;
  • m and n are integers dependent on the molecular weight and whose sum is between 1 and 2000.
  • R, R' and R which may be identical or different, represent a C 1 -C 4 alkyl or hydroxyl group
  • A represents a C 3 alkylene group
  • m and n are such that the weight- average molecular mass of the compound is between 5000 and 500000 approximately.
  • Compounds of this type are referred to in the CTFA dictionary as "amodimethicones”.
  • R, R' and R" which may be identical or different, each represent a C 1 -C 4 alkoxy or hydroxyl group, at least one of the groups R or R" is an alkoxy group and A represents a C 3 alkylene group.
  • the hydroxy/alkoxy mole ratio is preferably between 0.2/1 and 0.4/1 and advantageously equal to 0.3/1.
  • m and n are such that the weight-average molecular mass of the compound is between 2000 and 10 6 . More particularly, n is between 0 and 999 and m i s between 1 and 1000, the sum of n and m being between 1 and 1000.
  • R and R" which are different, each represent a C 1 -C 4 alkoxy or hydroxyl group, at least one of the group s R or R" being an alkoxy group, R' representing a methyl group and A representing a C 3 alkylene group .
  • the hydroxy/alkoxy mol e ratio i s preferably between 1 /0.8 and 1 / 1 . 1 and advantageously equal to 1 /0.95.
  • m and n are such that the weight-average molecular mass of the compound i s b etween 2000 and 200 000. More particularly, n i s between 0 and 999 and m i s between 1 and 1000, the sum of n and m being between 1 and 1000.
  • R 3 represents a Ci-Ci 8 monovalent hydrocarbon-based group, and in particular a Ci-Ci 8 alkyl or C 2 -Ci 8 alkenyl group, for example methyl,
  • R 4 represents a divalent hydrocarbon-based group, especially a Ci-Ci 8 alkylene group or a divalent Ci-Ci 8 , and for example Ci-C 8 , alkylenoxy group,
  • Q " is a halide ion, in particular chloride; r represents a mean statistical value from 2 to 20 and in particular from 2 to 8,
  • s represents a mean statistical value from 20 to 200 and in particular from 20 to 50.
  • a compound falling within this class is the product sold by the company Union Carbide under the name Ucar Silicone ALE 56.
  • R-7 which may be identical or different, represent a monovalent hydrocarbon-based group containing from 1 to 18 carbon atoms, and in particular a Ci-Ci 8 alkyl group, a C 2 -Ci 8 alkenyl group or a ring comprising 5 or 6 carbon atoms, for example methyl,
  • R-6 represents a divalent hydrocarbon-based group, especially a Ci-Ci 8 alkylene group or a divalent Ci-Ci 8 , and for example Ci-C 8 , alkylenoxy group linked to the Si via an SiC bond,
  • R 8 which may be identical or different, represent a hydrogen atom, a monovalent hydrocarbon-based group containing from 1 to 18 carbon atoms, and in particular a Ci-Ci 8 alkyl group, a C 2 -Ci 8 alkenyl group or a group -R6-NHCOR7;
  • X " is an anion such as a halide ion, especially chloride, or an organic acid salt (acetate, etc.);
  • r represents a mean statistical value from 2 to 200 and in particular from 5 to 100.
  • R-2, R 3 and R 4 which may be identical or different, denote a C1-C4 alkyl group or a phenyl group,
  • R 5 denotes a C1-C4 alkyl group or a hydroxyl group
  • - n is an integer ranging from 1 to 5
  • - m is an integer ranging from 1 to 5
  • - x is chosen such that the amine number is between 0.01 and 1 meq/g.
  • the silicones that are particularly preferred are polydimethylsiloxanes, dimethicones and amodimethicones.
  • one particularly advantageous embodiment involves their combined use with cationic and/or nonionic surfactants.
  • Cationic Emulsion DC 939 by the company Dow Corning, which comprises, besides amodimethicone, a cationic surfactant which is trimethylcetylammonium chloride and a nonionic surfactant of formula: Ci 3 H 27 -(OC 2 H 4 )i 2 -OH, known under the CTFA name "Trideceth-12".
  • Another commercial product that may be used according to the invention is the product sold under the name Dow Corning Q27224 by the company Dow Corning, comprising, in combination, the trimethylsilyl amodimethicone of formula (XXIII) described above, a nonionic surfactant of formula: C 8 Hi 7 -C 6 H 4 -(OCH 2 CH 2 ) 4 o-OH, known under the CTFA name " Octoxynol-40 " , a second nonionic surfactant of formula: C i 2H25-(OCH 2 -CH 2 )6-OH, known under the CTFA name "Isolaureth-6 " , and propylene glycol.
  • the silicones of the invention may al so be silicones grafted with anionic groups, such as the compounds VS 80 or VS 70 sold by the company 3M.
  • the silicone i s a chemically unmodified polydimethyl siloxane .
  • the silicone(s) may be present in contents ranging from 0.01 % to 40% by weight and preferably from 0. 1 % to 5% by weight relative to the total weight of the composition.
  • composition may al so compri se one or more cationi c polymers.
  • cationic polymer means any polymer containing cationic groups and/or groups that can be ionized to cationi c group s, which are preferably non-siliceous .
  • the cationic polymers which can be used in accordance with the present invention may be selected from all of those already known per se to enhance the cosmetic properties of hair treated with detergent compositions, these being, in particul ar, the polymers described in Patent Application EP-A-0 337 354 and in French Patent Applications FR-A-2 270 846, 2 383 660, 2 598 61 1 , 2 470 596 and 2 5 19 863 .
  • the preferred cationic polymers are chosen from those that contain units compri sing primary, secondary, tertiary and/or quaternary amine groups that may either form part of the main polymer chain or may be borne by a side sub stituent directly connected thereto.
  • the cationic polymers used have a weight-average molecul ar mass of more than 10 5 , preferably more than 10 6 and more preferably of between 10 6 and 10 8 .
  • cationic polymers that may be mentioned more particularly are polymers of the polyamine, polyamino amide and polyquaternary ammonium type. These are known products .
  • polymers of polyamine, polyaminoamide and polyquaternary ammonium type that can be used in the composition of the present invention are those described in French patents 2 505 348 and 2 542 997.
  • R 3 and R 4 which may be identical or different, represent a hydrogen atom or an alkyl group having from 1 to 6 carbon atoms, and preferably a methyl or ethyl group,
  • R-5 which may be identical or different, denote a hydrogen atom or a CH 3 group
  • A which may be identical or different, represent a linear or branched alkyl group of 1 to 6 carbon atoms, preferably 2 or 3 carbon atoms, or a hydroxyalkyl group of 1 to 4 carbon atoms,
  • R-6 , R 7 , R 8 which may be identical or different, represent an alkyl group having from 1 to 1 8 carbon atoms or a b enzyl group, and preferably an alkyl group having from 1 to 6 carbon atoms,
  • X denotes an anion derived from a mineral or organic acid, such as a methosulfate anion or a halide such as chloride or bromide.
  • the copolymers of family (1) may also contain one or more units derived from comonomers which may be chosen from the family of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen atom with lower (Ci- C 4 ) alkyls, acrylic or methacrylic acids or esters thereof, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
  • copolymers of acrylamide and of dimethylaminoethyl methacrylate quaternized with dimethyl sulfate or with a dimethyl halide such as the product sold under the name Hercofloc by the company Hercules,
  • dimethylaminoethyl methacrylate/ vinylcaprolactam/ vinylpyrrolidone terpolymers such as the product sold under the name Gaffix VC 713 by the company ISP,
  • - quaternized vinylpyrrolidone/dimethylaminopropylmethacryl- amide copolymers such as the product sold under the name Gafquat HS 100 by the company ISP, and - crosslinked polymers of methacryloyloxy(C i -C 4 )alkyltri(C i - C 4 )alkylammonium salts, such as the polymers obtained by homopolymerization of dimethylaminoethyl methacrylate quaternized with methyl chloride, or by copolymerization of acrylamide with dimethylaminoethyl methacrylate quaternized with methyl chloride, the homo- or copolymerization being followed by crosslinking with an olefinically unsaturated compound, more particularly methylenebi sacrylamide.
  • an olefinically unsaturated compound more particularly methylenebi sacrylamide.
  • a crosslinked acrylamide/methacryloyl oxy- ethyltrimethylammonium chloride copolymer (20/80 by weight) in the form of a di spersion containing 50% by weight of the said copolymer in mineral oil can be used more particularly .
  • a crosslinked methacryloyloxyethyltrimethylammonium chloride homopolymer (INCI name : Polyquaternium-37), for example as a di spersion in mineral oil or in a liquid ester, can al so be used. These di spersions are sold under the names Salcare® SC 95 and Salcare® SC 96 by the company Ciba.
  • polyamino amides prepared in particular by polycondensation of an acidi c compound with a polyamine .
  • These polyaminoami des can be crosslinked with an epihalohydrin, a diepoxide, a di anhydride, an unsaturated dianhydri de, a bi s- unsaturated derivative, a bi s-halohydrin, a bi s-azetidinium, a bi s- haloacyldi amine, a bi s-alkyl halide or alternatively with an oligomer resulting from the reaction of a difunctional compound which is reactive with a bis-halohydrin, a bi s-azetidinium, a bi s- haloacyldi amine, a bi s-alkyl halide, an epihalohydrin, a di epoxide or a bis-unsaturated derivative; the crosslinking agent being used in proportions ranging
  • polyaminoamides can b e alkylated or, if they compri se one or more tertiary amine functions, they can b e quaternized .
  • Such polymers are described, in particular, in French patents 2 252 840 and 2 368 508.
  • Polyaminoamide derivatives resulting from the condensation of polyalkylene polyamines with polycarboxylic acids followed by alkylation with difunctional agents Mention may be made, for example, of adipic acid/dialkylaminohydroxy- alkyldi alkylenetriamine polymers in which the alkyl radical contains from 1 to 4 carbon atoms and preferably denotes methyl, ethyl or propyl. Such polymers are especially described in French patent 1 583 363 .
  • Such polymers are described in particular in US patents 3 227 61 5 and 2 961 347.
  • Polymers of this type are sold in particular under the name Hercosett 57 by the company Hercules Inc. or alternatively under the name PD 170 or Delsette 101 by the company Hercules in the case of the adipic acid/epoxypropyl/diethylenetriamine copolymer.
  • R 12 denotes a hydrogen atom or a methyl group
  • Rio and R 1 1 independently of one another, denote an alkyl group having from 1 to 6 carbon atoms, a hydroxyalkyl group in which the alkyl group has preferably 1 to 5 carbon atoms, a lower (C 1 - C4) ami doalkyl group, or else Rio and Rn may, together with the nitrogen atom to which they are attached, denote heterocyclic group s, such as piperidyl or morpholinyl ; Y " i s an anion such as bromide, chloride, acetate, borate, citrate, tartrate, bi sulfate, bi sulfite, sulfate or phosphate.
  • These polymers are especially describ ed in French patent 2 080 759 and in its Certificate of Addition 2 190 406.
  • Rio and Rn independently of one another, denote preferably an alkyl group having from 1 to 4 carbon atoms.
  • Ri 3 , Ri 4 , Ri 5 and Ri 6 which may be identical or different, represent aliphatic, alicyclic or arylaliphatic groups containing from 1 to 20 carbon atoms or lower hydroxyalkylaliphatic radicals, or alternatively R 13 , Ri 4 , R15 and R 16 , together or separately, constitute, with the nitrogen atoms to which they are attached, heterocycles optionally containing a second heteroatom other than nitrogen, or alternatively Rn, Ri4, Ris and R 16 represent a linear or branched Ci-C 6 alkyl group substituted with a nitrile, ester, acyl or amide group or a group -CO-O-R17-D or -CO-NH-R17-D where R17 is an alkylene and D is a quaternary ammonium group,
  • Ai and Bi represent polymethylene groups containing from 2 to
  • 20 carbon atoms which may be linear or branched and saturated or unsaturated and may contain, joined to or intercalated in the main chain, one or more aromatic rings, or one or more oxygen or sulfur atoms or sulfoxide, sulfone, disulfide, amino, alkylamino, hydroxyl, quaternary ammonium, ureido, amide or ester groups, and
  • X denotes an anion derived from a mineral or organic acid
  • Ai, Rn and R15 can form, with the two nitrogen atoms to which they are attached, a piperazine ring.
  • Ai denotes a linear or branched, saturated or unsaturated alkylene or hydroxyalkylene radical
  • Bi may also denote a group (CH 2 ) n -CO-D-OC-(CH2)p-,
  • n and p are integers ranging from 2 to 20 approximately, in which D denotes :
  • x and y denote an integer from 1 to 4, representing a defined and unique degree of polymerization or any numb er from 1 to 4 representing an average degree of polymerization
  • a bi s-secondary diamine residue such as a piperazine derivative
  • X " i an anion such as chloride or bromide.
  • These polymers generally have a number-average molecul ar mass of between 1000 and 100 000.
  • Polymers of thi s type are describ ed in particular in French patents 2 320 330, 2 270 846, 2 3 16 271 , 2 336 434 and 2 4 13 907 and US patents 2 273 780, 2 375 853 , 2 388 614, 2 454 547, 3 206 462, 2 261 002, 2 271 378, 3 874 870, 4 001 432, 3 929 990, 3 966 904, 4 005 193 , 4 025 617, 4 025 627, 4 025 653 , 4 026 945 and 4 027 020.
  • Use may more particularly be made of polymers that are formed from repeating units corresponding to formula (XXXI) :
  • Ri 8 , R1 9 , R 2 o and R 2 1 which are identical or different, denote an alkyl or hydroxyalkyl group having from 1 to 4 carbon atoms approximately, r and s are integers ranging from 2 to 20 approximately, and X " is an anion derived from a mineral or organic acid.
  • R22, R23, R24 and R25 which may be identical or different, represent a hydrogen atom or a methyl, ethyl, propyl, ⁇ -hydroxyethyl, ⁇ -hydroxypropyl or -CH 2 CH 2 (OCH 2 CH 2 )pOH group,
  • t and u which may be identical or different, are integers between 1 and 6,
  • v is equal to 0 or to an integer between 1 and 34
  • X denotes an anion such as a halide
  • A denotes a dihalide group or preferably represents -CH 2 -CH 2 -
  • cationic polysaccharides mention may be made more particularly of cellulose ether derivatives comprising quaternary ammonium groups, cationic cellulose copolymers or cellulose derivatives grafted with a water-soluble quaternary ammonium monomer and cationic galactomannan gums.
  • the cellulo se ether derivatives compri sing quaternary ammonium groups described in French Patent 1 492 597. These polymers are al so defined in the CTFA dictionary as quaternary ammoniums of hydroxyethyl cellulo se that have reacted with an epoxide sub stituted with a trimethylammonium group .
  • cationic cellulo se copolymers or the cellulose derivatives grafted with a water-soluble quaternary ammonium monomer are described especially in patent US 4 13 1 576, such as hydroxyalkyl cellulo ses, for instance hydroxymethyl, hydroxyethyl or hydroxypropyl cellulo ses grafted especially with a methacryloylethyltrimethyl- ammonium, methacrylamidopropyltrimethylammonium or dimethyl- diallylammonium salt.
  • the cationic galactomannan gums are described more particularly in US patents 3 589 578 and 4 03 1 307, in particular guar gums containing cationi c trialkylammonium groups. Guar gums modified with a salt such as 2, 3 -epoxypropyltrimethylammonium chloride are used, for example.
  • ( 1 1 ) Cationic proteins or cationic protein hydrolysates, polyalkyleneimines, in particular polyethyleneimines, polymers containing vinylpyridine or vinylpyridinium units, condensates of polyamines and of epi chlorohydrin, quaternary polyureylenes and chitin derivatives.
  • the cationic proteins or protein hydrolysates are, in particular, chemically modified polypeptides bearing quaternary ammonium groups at the end of the chain, or grafted thereon. Their molecular mass may vary, for example, from 1 500 to 10 000 and in particular from 2000 to 5000 approximately . Among these compounds, mention may be made especially of:
  • - protein hydrolysates bearing quaternary ammonium groups on the polypeptide chain bearing quaternary ammonium groups on the polypeptide chain, the said ammonium groups containing at least one alkyl group having from 1 to 1 8 carbon atoms .
  • quaternary ammonium groups contain C 10 -C 1 8 alkyl groups
  • Croquat S in which the quaternary ammonium group s contain a C 1 8 alkyl group;
  • quaternary ammonium groups contain at least one alkyl group having from 1 to 1 8 carb on atoms .
  • quaternized proteins or hydrolysates are, for example, those corresponding to formula (XXXIII) : (XXXIII) in which X " i s an anion of an organic or inorganic acid, A denotes a protein residue derived from collagen protein hydrolysates, R-29 denotes a lipophilic group containing up to 30 carbon atoms, and R-3 0 represents an alkylene group having 1 to 6 carbon atoms. Mention may be made, for example, of the products sold by the company Inolex, under the name Lexein QX 3000, referred to in the CTFA dictionary as Cocotrimonium Collagen Hydrolysate.
  • Mention may al so be made of quaternized plant proteins such as wheat, corn or soybean proteins, for instance quaternized wheat proteins . Mention may be made of those sold by the company Croda under the names Hydrotriticum WQ or QM, referred to in the CTFA dictionary as Cocodimonium hydrolysed wheat protein, Hydrotriticum QL, referred to in the CTFA dictionary as Laurdimonium hydrolysed wheat protein, or el se Hydrotriticum Q S, referred to in the CTFA dictionary as Steardimonium hydrolysed wheat protein.
  • Hydrotriticum WQ or QM referred to in the CTFA dictionary as Cocodimonium hydrolysed wheat protein
  • Hydrotriticum QL referred to in the CTFA dictionary as Laurdimonium hydrolysed wheat protein
  • el se Hydrotriticum Q S referred to in the CTFA dictionary as Steardimonium hydrolysed wheat protein.
  • the cationi c polymer(s) are chosen from polymers of families ( 1 ), (6), (9) and ( 10) .
  • cationic cyclopolymers in particular dimethyldiallylammonium chloride homopolymers or copolymers, sold under the names Merquat 100, Merquat 550 and Merquat S by the company Nalco
  • quaternary polymers of vinylpyrrolidone and of vinylimidazole such as the copolymer of vinylpyrrolidone and of methylvinylimidazolinium chloride sold under the name Luviquat Excellence by BASF
  • cationic polysaccharides more particularly guar gums modified with 2,3 - epoxypropyltrimethylammonium chloride sold, for example, under the name Jaguar C 13 S by the company Rhodia or cellulo se ether derivatives comprising quaternary ammonium groups, for instance the cellulo se ethers sold under the name Ucare Polymer JR 400 LT by the company Amerchol (Dow Chemical)
  • the cationic polymer(s) are present in the composition according to the invention in preferential proportions of at least 0.01 % by weight, preferably ranging from 0.01 % to 1 5% by weight, more preferentially from 0.05% to 10% by weight and better still from 0. 1 % to 5% by weight, relative to the total weight of the composition.
  • the composition may al so compri se one or more solid particles other than the antidandruff agents.
  • solid particles fillers, and especi ally silica, titanium dioxi de, pigments, dyes, abrasive powders such as pumice and apricot kernel powder may be present in the composition according to the invention.
  • composition according to the present invention may al so contain one or more reducing agents, especially such as sulfureous reducing agents.
  • reducing agents especially such as sulfureous reducing agents.
  • These agents are preferably chosen from organic compounds comprising one or more mercapto groups (- SH), sulfite s and sulfite derivatives .
  • sulfite derivatives essentially denotes bi sulfites and sulfite diesters of formula RO S O 2 R' , with R and R' denoting C 1 - C 1 0 alkyl groups .
  • the organi c compounds compri sing a mercapto group are preferably chosen from the following compounds : thioglycolic aci d, thiolactic acid, cysteine, homocysteine, glutathione, thioglycerol, thiomalic acid, 2-mercaptopropionic acid, 3 -mercaptopropioni c acid, thiodiglycol, 2-mercaptoethanol, dithiothreitol, thi oxanthine, thiosali cyli c acid, thiodiglycolic acid, lipoic acid, N-acetylcysteine, and thioglycolic or thiolactic acid esters, and mixtures of these compounds.
  • the sulfureous reducing agent(s) may be used especially in the form of salts, in particular alkali metal salts such as sodium and potassium salts, alkaline-earth metal salts, for example magnesium and calcium salts, ammonium salts, amine salts and amino alcohol salts.
  • alkali metal salts such as sodium and potassium salts
  • alkaline-earth metal salts for example magnesium and calcium salts
  • ammonium salts amine salts and amino alcohol salts.
  • the sulfureous reducing agent(s) are chosen from thioglycolic acid and salts thereof, thiolactic acid and salts thereof, alkali metal sulfites and especially sodium sulfite, alkali metal bi sulfites and especially sodium bi sulfite, and precursors of these sulfites or bi sulfites such as sodium metabi sulfite.
  • the sulfureous reducing agent(s) may b e present in an amount ranging from 0. 1 % to 5% by weight and especially from 0.3 % to 3 % by weight relative to the total weight of the composition.
  • composition in accordance with the invention may al so compri se at least one oxidizing agent.
  • Such an oxidizing agent i s preferably chosen from the group formed by hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, and persalts such as perborates and persulfates.
  • composition according to the invention may be aqueous or anhydrous .
  • anhydrous refers to a composition not containing any added water, i. e . a composition in which the water that may be present comes only from the water of crystallization or of adsorption of the starting material s. In any case, an anhydrous composition contains less than 5% by weight of water and b etter still less than 1 % by weight of water relative to the total weight of the composition.
  • the composition according to the invention may contain one or more organic solvents that are liquid at room temperature (25 °C) and at atmospheric pressure (760 mmHg) .
  • the liquid organic solvent(s) are chosen from C i - C 4 lower alcohol s, such as ethanol, i sopropanol, tert-butanol or n- butanol, polyols such as propylene glycol, polyol ethers, C 5 - C 1 0 alkanes, C 3 - C 4 ketones such as acetone and methyl ethyl ketone, C 1 -C 4 alkyl acetates such as methyl acetate, ethyl acetate and butyl acetate, dimethoxyethane, diethoxyethane, silicone oil s and the non-siliceous liquid fatty sub stances described above, and mixtures thereof.
  • the composition of the invention is aqueous, its pH i s generally between 2 and 9 and in particular b etween 3 and 8.
  • the pH i s less than 7. Even more preferentially, it ranges from 3 to 6.
  • examples that may be mentioned include the organic or mineral acids already mentioned previously .
  • Use may be made especially of mineral or organi c acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic aci d, and sulfonic acids.
  • mineral or organi c acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic aci d, and sulfonic acids.
  • basifying agents examples that may be mentioned include aqueous ammonia, alkali metal carbonates, alkanol amines, such as mono-, di- and triethanolamines and derivatives thereof, sodium hydroxide, potassium hydroxide and the compounds of the following formula: in which W i s a propylene residue optionally sub stituted with a hydroxyl group or a C 1 -C 4 alkyl radical ; and R a , Rb, Rc and Rd, whi ch may be identical or different, represent a hydrogen atom or a C 1 -C 4 alkyl or C 1 -C 4 hydroxyalkyl radi cal.
  • the pH adj usters can be chosen from alkaline agents, such as aqueous ammoni a, monoethanolamine, diethanolamine, triethanolamine, 1 , 3 -propanediamine or an alkaline hydroxide, such as 2-amino-2-methyl- l -propanol, or el se acidifying agents, such as phosphoric acid or hydrochloric acid.
  • alkaline agents such as aqueous ammoni a, monoethanolamine, diethanolamine, triethanolamine, 1 , 3 -propanediamine or an alkaline hydroxide, such as 2-amino-2-methyl- l -propanol, or el se acidifying agents, such as phosphoric acid or hydrochloric acid.
  • compositions according to the invention may al so comprise one or more additives chosen from fixing polymers, pseudoceramides, vitamins and provitamins, including panthenol, water-solubl e or liposoluble, silicone or non-silicone sunscreens, nacreous agents and opacifiers, sequestrants, conditioning agents other than the silicones and cationic polymers mentioned above, solubilizers, antioxidants, antidandruff agents other than those mentioned above, anti- seborrhoei c agents, hair-lo ss counteractants and/or hair restorers, penetrants, fragrances, peptizers and preserving agents, and any other additive conventionally used in the cosmetics field.
  • additives chosen from fixing polymers, pseudoceramides, vitamins and provitamins, including panthenol, water-solubl e or liposoluble, silicone or non-silicone sunscreens, nacreous agents and opacifiers, sequestrants, conditioning agents other than the silicone
  • additives can be present in the composition according to the invention in an amount ranging from 0 to 20% by weight, with respect to the total weight of the composition.
  • the present invention al so relates to an antidandruff and cosmetic hair treatment process, which consi sts in applying to the hair an effective amount of a composition as described ab ove.
  • Thi s application may or may not be followed by a rinsing operation.
  • the leave-in time of the composition on the keratin materi al s ranges from a few seconds to 60 minutes, better still from 5 seconds to 30 minutes, even better still from 10 seconds to 10 minutes.
  • the heating device may be a hairdryer, a hood dryer, a curling iron or a flat iron.
  • the heating temperature may be between 40°C and 220°C .
  • composition according to the invention may take place on dry hair or on wet hair. It may in particular b e carried out after a shampooing operation or after a pretreatment at acidic or b asic pH.
  • the examples that follow serve to illustrate the invention without, however, being limiting in nature.
  • compositions are prepared with the compounds indicated in the table below.
  • alkoxysilane i s chosen from octyltriethoxy silane, octadecyltriethoxy silane, dodecyltriethoxysilane and hexadecyltriethoxysilane
  • the anionic surfactant is sodium lauryl ether sulfate or sodium lauryl sulfate
  • thickener i s chosen from cellulose derivatives (in particular hydroxyethylcellulose), guar gum, xanthan gum and associative polymers such as associative polyurethanes (acryli c acid/stearyl methacrylate copolymer, crosslinked acrylic acid/alkyl acrylates polymer, SMDI/alkyl-terminated polyethylene glycol copolymer)
  • cellulose derivatives in particular hydroxyethylcellulose
  • guar gum guar gum
  • xanthan gum associative polymers
  • associative polyurethanes acryli c acid/stearyl methacrylate copolymer, crosslinked acrylic acid/alkyl acrylates polymer, SMDI/alkyl-terminated polyethylene glycol copolymer
  • composition according to the invention is prepared from the ingredients li sted in the above table.

Landscapes

  • 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)

Abstract

L'invention concerne une composition cosmétique comprenant: 0,1 à 20% en poids, par rapport au poids total de la composition, d'un ou de plusieurs alcoxysilanes à chaîne grasse de formule (I): R1Si(OR2)3, dans laquelle R1 représente un groupe alkyle ou alcényle linéaire ou ramifié comportant 7 à 18 atomes de carbone; et R2 représente un groupe alkyle linéaire ou ramifié comportant 1 à 6 atomes de carbone; et un ou plusieurs agents antipelliculaires. L'invention concerne également un procédé de traitement cosmétique et antipelliculaire utilisant cette composition, ainsi que l'utilisation de cette dernière comme composition antipelliculaire.
PCT/EP2011/068531 2010-10-26 2011-10-24 Composition cosmétique comprenant un alcoxysilane à chaîne grasse et un agent antipelliculaire WO2012055812A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR1058808 2010-10-26
FR1058808A FR2966357A1 (fr) 2010-10-26 2010-10-26 Composition cosmetique comprenant un alcoxysilane a chaine grasse et un agent antipelliculaire
US41204010P 2010-11-10 2010-11-10
US61/412,040 2010-11-10

Publications (1)

Publication Number Publication Date
WO2012055812A1 true WO2012055812A1 (fr) 2012-05-03

Family

ID=44022860

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2011/068531 WO2012055812A1 (fr) 2010-10-26 2011-10-24 Composition cosmétique comprenant un alcoxysilane à chaîne grasse et un agent antipelliculaire

Country Status (2)

Country Link
FR (1) FR2966357A1 (fr)
WO (1) WO2012055812A1 (fr)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2989879A1 (fr) * 2012-04-26 2013-11-01 Oreal Composition cosmetique comprenant un silane a chaine grasse et un systeme stabilisant particulier
WO2013160442A3 (fr) * 2012-04-26 2014-12-04 L'oreal Composition cosmétique comprenant un silane à chaîne grasse et un polymère de fixation spécifique
WO2014182905A3 (fr) * 2013-05-10 2015-03-19 The Procter & Gamble Company Produits de consommation comprenant des huiles modifiées par des silanes
US11197810B2 (en) 2016-03-24 2021-12-14 The Procter And Gamble Company Hair care compositions comprising malodor reduction compositions
US11357714B2 (en) 2020-07-21 2022-06-14 Chembeau LLC Diester cosmetic formulations and uses thereof
US11679065B2 (en) 2020-02-27 2023-06-20 The Procter & Gamble Company Compositions with sulfur having enhanced efficacy and aesthetics
US11771635B2 (en) 2021-05-14 2023-10-03 The Procter & Gamble Company Shampoo composition
US11819474B2 (en) 2020-12-04 2023-11-21 The Procter & Gamble Company Hair care compositions comprising malodor reduction materials
US11904036B2 (en) 2017-10-10 2024-02-20 The Procter & Gamble Company Sulfate free clear personal cleansing composition comprising low inorganic salt
US11980679B2 (en) 2019-12-06 2024-05-14 The Procter & Gamble Company Sulfate free composition with enhanced deposition of scalp active
US11986543B2 (en) 2021-06-01 2024-05-21 The Procter & Gamble Company Rinse-off compositions with a surfactant system that is substantially free of sulfate-based surfactants

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3067603B1 (fr) * 2017-06-15 2020-05-08 L'oreal Composition cosmetique comprenant des polymeres silicones a groupements alcoxy-(aminomethyl)-silyle, des tensioactifs et des acides gras, et procede de traitement cosmetique

Citations (64)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2261002A (en) 1941-06-17 1941-10-28 Du Pont Organic nitrogen compounds
US2271378A (en) 1939-08-30 1942-01-27 Du Pont Pest control
US2273780A (en) 1939-12-30 1942-02-17 Du Pont Wax acryalte ester blends
US2375853A (en) 1942-10-07 1945-05-15 Du Pont Diamine derivatives
US2388614A (en) 1942-05-05 1945-11-06 Du Pont Disinfectant compositions
US2454547A (en) 1946-10-15 1948-11-23 Rohm & Haas Polymeric quaternary ammonium salts
US2961347A (en) 1957-11-13 1960-11-22 Hercules Powder Co Ltd Process for preventing shrinkage and felting of wool
US3206462A (en) 1962-10-31 1965-09-14 Dow Chemical Co Quaternary poly(oxyalkylene)alkylbis(diethylenetriamine) compounds
US3227615A (en) 1962-05-29 1966-01-04 Hercules Powder Co Ltd Process and composition for the permanent waving of hair
FR1492597A (fr) 1965-09-14 1967-08-18 Union Carbide Corp Nouveaux éthers cellulosiques contenant de l'azote quaternaire
FR1583363A (fr) 1967-09-28 1969-10-24
US3589578A (en) 1968-01-20 1971-06-29 Monforts Fa A Tension-relieving device for stretchable sheet material
FR2077143A5 (fr) 1970-01-30 1971-10-15 Gaf Corp
FR2080759A1 (fr) 1970-02-25 1971-11-19 Gillette Co
FR2162025A1 (fr) 1971-11-29 1973-07-13 Oreal
FR2190406A2 (fr) 1972-06-29 1974-02-01 Gillette Co
US3874870A (en) 1973-12-18 1975-04-01 Mill Master Onyx Corp Microbiocidal polymeric quarternary ammonium compounds
FR2252840A1 (fr) 1973-11-30 1975-06-27 Oreal
FR2270846A1 (fr) 1974-05-16 1975-12-12 Oreal
US3929990A (en) 1973-12-18 1975-12-30 Millmaster Onyx Corp Microbiocidal polymeric quaternary ammonium compounds
FR2280361A2 (fr) 1974-08-02 1976-02-27 Oreal Compositions de traitement et de conditionnement de la chevelure
US3966904A (en) 1974-10-03 1976-06-29 Millmaster Onyx Corporation Quaternary ammonium co-polymers for controlling the proliferation of bacteria
US4001432A (en) 1974-10-29 1977-01-04 Millmaster Onyx Corporation Method of inhibiting the growth of bacteria by the application thereto of capped polymers
US4005193A (en) 1974-08-07 1977-01-25 Millmaster Onyx Corporation Microbiocidal polymeric quaternary ammonium compounds
FR2316271A1 (fr) 1975-07-04 1977-01-28 Oreal Nouveaux polymeres quaternises, leur procede de preparation, et leur application
FR2320330A1 (fr) 1974-01-25 1977-03-04 Calgon Corp Composition de polymeres ionenes fonctionnels et leur utilisation
US4025627A (en) 1973-12-18 1977-05-24 Millmaster Onyx Corporation Microbiocidal polymeric quaternary ammonium compounds
US4025617A (en) 1974-10-03 1977-05-24 Millmaster Onyx Corporation Anti-microbial quaternary ammonium co-polymers
US4025653A (en) 1975-04-07 1977-05-24 Millmaster Onyx Corporation Microbiocidal polymeric quaternary ammonium compounds
US4027020A (en) 1974-10-29 1977-05-31 Millmaster Onyx Corporation Randomly terminated capped polymers
US4026945A (en) 1974-10-03 1977-05-31 Millmaster Onyx Corporation Anti-microbial quaternary ammonium co-polymers
US4031307A (en) 1976-05-03 1977-06-21 Celanese Corporation Cationic polygalactomannan compositions
FR2336434A1 (fr) 1975-12-23 1977-07-22 Ciba Geigy Ag Sels d'ammonium quaternaire polymeres, leur procede de preparation et leur utilisation
FR2368508A2 (fr) 1977-03-02 1978-05-19 Oreal Composition de conditionnement de la chevelure
FR2383660A1 (fr) 1977-03-15 1978-10-13 Oreal Composition et procede de traitement de matieres keratiniques avec des polymeres cationiques et anioniques
US4131576A (en) 1977-12-15 1978-12-26 National Starch And Chemical Corporation Process for the preparation of graft copolymers of a water soluble monomer and polysaccharide employing a two-phase reaction system
FR2393573A1 (fr) 1977-06-10 1979-01-05 Gaf Corp Preparations capillaires contenant un copolymere de vinylpyrrolidone
US4137180A (en) 1976-07-02 1979-01-30 Lever Brothers Company Fabric treatment materials
FR2413907A1 (fr) 1977-09-20 1979-08-03 Oreal Compositions cosmetiques a base de polymeres polyammonium quaternaires
US4185087A (en) 1977-12-28 1980-01-22 Union Carbide Corporation Hair conditioning compositions containing dialkylamino hydroxy organosilicon compounds and their derivatives
FR2470596A1 (fr) 1979-11-28 1981-06-12 Oreal Composition destinee au traitement des fibres keratiniques a base de polymeres amphoteres et de polymeres cationiques
FR2505348A1 (fr) 1981-05-08 1982-11-12 Oreal Composition sous forme de mousse aerosol a base de polymere cationique et de polymere anionique
EP0080976A1 (fr) 1981-11-30 1983-06-08 Ciba-Geigy Ag Mélanges des sels polymères acryliques d'ammonium quaternaire, de sels mono- ou oligomères d'ammonium quaternaire et de tensioactifs, leur préparation et leur utilisation dans des compositions cosmétiques
FR2519863A1 (fr) 1982-01-15 1983-07-22 Oreal Composition cosmetique destinee au traitement des fibres keratiniques et procede de traitement de celles-ci
EP0095238A2 (fr) 1982-05-20 1983-11-30 Dow Corning Corporation Compositions utiles pour le conditionnement des cheveux
FR2542997A1 (fr) 1983-03-23 1984-09-28 Oreal Composition epaissie ou gelifiee de conditionnement des cheveux contenant au moins un polymere cationique, au moins un polymere anionique et au moins une gomme de xanthane
EP0122324A1 (fr) 1983-04-15 1984-10-24 Miranol Inc. Composés d'ammonium polyquaternaire et leurs compositions cosmétiques
EP0159628A2 (fr) 1984-04-12 1985-10-30 Revlon, Inc. Composition pour le renforcement et l'ondulation permanente des cheveux
EP0186507A2 (fr) 1984-12-22 1986-07-02 Chisso Corporation Composés siloxane contenant un groupe carboxyle
FR2589476A1 (fr) 1985-10-30 1987-05-07 Rhone Poulenc Spec Chim Additif silicone pour polychlorure de vinyle
FR2598611A1 (fr) 1986-05-16 1987-11-20 Oreal Compositions cosmetiques renfermant un polymere cationique et un polymere anionique comme agent epaississant
US4874554A (en) 1986-07-10 1989-10-17 Henkel Kommanditgesellschaft Auf Aktien Quaternary ammonium compounds
EP0337354A1 (fr) 1988-04-12 1989-10-18 Kao Corporation Composition détergente faiblement irritante
EP0342834A2 (fr) 1988-05-17 1989-11-23 Dow Corning Limited Traitement de matériaux fibreux
US4957732A (en) 1988-12-29 1990-09-18 L'oreal Shaving composition for the skin based on polyorgano-siloxanes containing an acyloxyalkyl group and process for use
FR2673179A1 (fr) 1991-02-21 1992-08-28 Oreal Ceramides, leur procede de preparation et leurs applications en cosmetique et en dermopharmacie.
WO1993000741A1 (fr) 1991-06-28 1993-01-07 Motorola, Inc. Methode d'optimisation d'un coefficient de mise a jour de filtre adaptatif
EP0530974A1 (fr) 1991-08-05 1993-03-10 Unilever Plc Compositions pour le soin des cheveux
WO1994002158A1 (fr) 1992-07-20 1994-02-03 L'oreal Medicament, notamment immunomodulateur, contenant des enveloppes ou fractions d'enveloppes de bacteries filamenteuses non photosynthetiques et non fructifiantes, et sa preparation
EP0877027A2 (fr) 1997-05-07 1998-11-11 Bioshield Technologies, Inc. Organosilanes stables à l'eau et leurs procédés d'utilisation
EP1088546A1 (fr) * 1999-09-29 2001-04-04 L'oreal Composition de traitement antipelliculaire des cheveux et du cuir chevelu, à base d'un agent antipelliculaire et d'un terpolymère acrylique
EP1216023A1 (fr) 1999-09-27 2002-06-26 L'oreal Composition cosmetique a base de composes organiques du silicium comportant au moins une fonction a effet cosmetique
WO2004012691A1 (fr) 2002-07-25 2004-02-12 Itn Nanovation Gmbh Utilisation de silanes dans des produits cosmetiques et procede de traitement capillaire
EP1736139A1 (fr) 2004-04-07 2006-12-27 Kao Corporation Agent de traitement capillaire et procédé de traitement capillaire

Patent Citations (64)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2271378A (en) 1939-08-30 1942-01-27 Du Pont Pest control
US2273780A (en) 1939-12-30 1942-02-17 Du Pont Wax acryalte ester blends
US2261002A (en) 1941-06-17 1941-10-28 Du Pont Organic nitrogen compounds
US2388614A (en) 1942-05-05 1945-11-06 Du Pont Disinfectant compositions
US2375853A (en) 1942-10-07 1945-05-15 Du Pont Diamine derivatives
US2454547A (en) 1946-10-15 1948-11-23 Rohm & Haas Polymeric quaternary ammonium salts
US2961347A (en) 1957-11-13 1960-11-22 Hercules Powder Co Ltd Process for preventing shrinkage and felting of wool
US3227615A (en) 1962-05-29 1966-01-04 Hercules Powder Co Ltd Process and composition for the permanent waving of hair
US3206462A (en) 1962-10-31 1965-09-14 Dow Chemical Co Quaternary poly(oxyalkylene)alkylbis(diethylenetriamine) compounds
FR1492597A (fr) 1965-09-14 1967-08-18 Union Carbide Corp Nouveaux éthers cellulosiques contenant de l'azote quaternaire
FR1583363A (fr) 1967-09-28 1969-10-24
US3589578A (en) 1968-01-20 1971-06-29 Monforts Fa A Tension-relieving device for stretchable sheet material
FR2077143A5 (fr) 1970-01-30 1971-10-15 Gaf Corp
FR2080759A1 (fr) 1970-02-25 1971-11-19 Gillette Co
FR2162025A1 (fr) 1971-11-29 1973-07-13 Oreal
FR2190406A2 (fr) 1972-06-29 1974-02-01 Gillette Co
FR2252840A1 (fr) 1973-11-30 1975-06-27 Oreal
US3874870A (en) 1973-12-18 1975-04-01 Mill Master Onyx Corp Microbiocidal polymeric quarternary ammonium compounds
US3929990A (en) 1973-12-18 1975-12-30 Millmaster Onyx Corp Microbiocidal polymeric quaternary ammonium compounds
US4025627A (en) 1973-12-18 1977-05-24 Millmaster Onyx Corporation Microbiocidal polymeric quaternary ammonium compounds
FR2320330A1 (fr) 1974-01-25 1977-03-04 Calgon Corp Composition de polymeres ionenes fonctionnels et leur utilisation
FR2270846A1 (fr) 1974-05-16 1975-12-12 Oreal
FR2280361A2 (fr) 1974-08-02 1976-02-27 Oreal Compositions de traitement et de conditionnement de la chevelure
US4005193A (en) 1974-08-07 1977-01-25 Millmaster Onyx Corporation Microbiocidal polymeric quaternary ammonium compounds
US4025617A (en) 1974-10-03 1977-05-24 Millmaster Onyx Corporation Anti-microbial quaternary ammonium co-polymers
US3966904A (en) 1974-10-03 1976-06-29 Millmaster Onyx Corporation Quaternary ammonium co-polymers for controlling the proliferation of bacteria
US4026945A (en) 1974-10-03 1977-05-31 Millmaster Onyx Corporation Anti-microbial quaternary ammonium co-polymers
US4001432A (en) 1974-10-29 1977-01-04 Millmaster Onyx Corporation Method of inhibiting the growth of bacteria by the application thereto of capped polymers
US4027020A (en) 1974-10-29 1977-05-31 Millmaster Onyx Corporation Randomly terminated capped polymers
US4025653A (en) 1975-04-07 1977-05-24 Millmaster Onyx Corporation Microbiocidal polymeric quaternary ammonium compounds
FR2316271A1 (fr) 1975-07-04 1977-01-28 Oreal Nouveaux polymeres quaternises, leur procede de preparation, et leur application
FR2336434A1 (fr) 1975-12-23 1977-07-22 Ciba Geigy Ag Sels d'ammonium quaternaire polymeres, leur procede de preparation et leur utilisation
US4031307A (en) 1976-05-03 1977-06-21 Celanese Corporation Cationic polygalactomannan compositions
US4137180A (en) 1976-07-02 1979-01-30 Lever Brothers Company Fabric treatment materials
FR2368508A2 (fr) 1977-03-02 1978-05-19 Oreal Composition de conditionnement de la chevelure
FR2383660A1 (fr) 1977-03-15 1978-10-13 Oreal Composition et procede de traitement de matieres keratiniques avec des polymeres cationiques et anioniques
FR2393573A1 (fr) 1977-06-10 1979-01-05 Gaf Corp Preparations capillaires contenant un copolymere de vinylpyrrolidone
FR2413907A1 (fr) 1977-09-20 1979-08-03 Oreal Compositions cosmetiques a base de polymeres polyammonium quaternaires
US4131576A (en) 1977-12-15 1978-12-26 National Starch And Chemical Corporation Process for the preparation of graft copolymers of a water soluble monomer and polysaccharide employing a two-phase reaction system
US4185087A (en) 1977-12-28 1980-01-22 Union Carbide Corporation Hair conditioning compositions containing dialkylamino hydroxy organosilicon compounds and their derivatives
FR2470596A1 (fr) 1979-11-28 1981-06-12 Oreal Composition destinee au traitement des fibres keratiniques a base de polymeres amphoteres et de polymeres cationiques
FR2505348A1 (fr) 1981-05-08 1982-11-12 Oreal Composition sous forme de mousse aerosol a base de polymere cationique et de polymere anionique
EP0080976A1 (fr) 1981-11-30 1983-06-08 Ciba-Geigy Ag Mélanges des sels polymères acryliques d'ammonium quaternaire, de sels mono- ou oligomères d'ammonium quaternaire et de tensioactifs, leur préparation et leur utilisation dans des compositions cosmétiques
FR2519863A1 (fr) 1982-01-15 1983-07-22 Oreal Composition cosmetique destinee au traitement des fibres keratiniques et procede de traitement de celles-ci
EP0095238A2 (fr) 1982-05-20 1983-11-30 Dow Corning Corporation Compositions utiles pour le conditionnement des cheveux
FR2542997A1 (fr) 1983-03-23 1984-09-28 Oreal Composition epaissie ou gelifiee de conditionnement des cheveux contenant au moins un polymere cationique, au moins un polymere anionique et au moins une gomme de xanthane
EP0122324A1 (fr) 1983-04-15 1984-10-24 Miranol Inc. Composés d'ammonium polyquaternaire et leurs compositions cosmétiques
EP0159628A2 (fr) 1984-04-12 1985-10-30 Revlon, Inc. Composition pour le renforcement et l'ondulation permanente des cheveux
EP0186507A2 (fr) 1984-12-22 1986-07-02 Chisso Corporation Composés siloxane contenant un groupe carboxyle
FR2589476A1 (fr) 1985-10-30 1987-05-07 Rhone Poulenc Spec Chim Additif silicone pour polychlorure de vinyle
FR2598611A1 (fr) 1986-05-16 1987-11-20 Oreal Compositions cosmetiques renfermant un polymere cationique et un polymere anionique comme agent epaississant
US4874554A (en) 1986-07-10 1989-10-17 Henkel Kommanditgesellschaft Auf Aktien Quaternary ammonium compounds
EP0337354A1 (fr) 1988-04-12 1989-10-18 Kao Corporation Composition détergente faiblement irritante
EP0342834A2 (fr) 1988-05-17 1989-11-23 Dow Corning Limited Traitement de matériaux fibreux
US4957732A (en) 1988-12-29 1990-09-18 L'oreal Shaving composition for the skin based on polyorgano-siloxanes containing an acyloxyalkyl group and process for use
FR2673179A1 (fr) 1991-02-21 1992-08-28 Oreal Ceramides, leur procede de preparation et leurs applications en cosmetique et en dermopharmacie.
WO1993000741A1 (fr) 1991-06-28 1993-01-07 Motorola, Inc. Methode d'optimisation d'un coefficient de mise a jour de filtre adaptatif
EP0530974A1 (fr) 1991-08-05 1993-03-10 Unilever Plc Compositions pour le soin des cheveux
WO1994002158A1 (fr) 1992-07-20 1994-02-03 L'oreal Medicament, notamment immunomodulateur, contenant des enveloppes ou fractions d'enveloppes de bacteries filamenteuses non photosynthetiques et non fructifiantes, et sa preparation
EP0877027A2 (fr) 1997-05-07 1998-11-11 Bioshield Technologies, Inc. Organosilanes stables à l'eau et leurs procédés d'utilisation
EP1216023A1 (fr) 1999-09-27 2002-06-26 L'oreal Composition cosmetique a base de composes organiques du silicium comportant au moins une fonction a effet cosmetique
EP1088546A1 (fr) * 1999-09-29 2001-04-04 L'oreal Composition de traitement antipelliculaire des cheveux et du cuir chevelu, à base d'un agent antipelliculaire et d'un terpolymère acrylique
WO2004012691A1 (fr) 2002-07-25 2004-02-12 Itn Nanovation Gmbh Utilisation de silanes dans des produits cosmetiques et procede de traitement capillaire
EP1736139A1 (fr) 2004-04-07 2006-12-27 Kao Corporation Agent de traitement capillaire et procédé de traitement capillaire

Non-Patent Citations (12)

* Cited by examiner, † Cited by third party
Title
"Bergey's Manual of Systemic Bacteriology", vol. 3, 1989
"CTFA dictionary", 1993
"Walter Noll's s Chemistry and Technology of Silicones", 1968, ACADEMIC PRESS
DATABASE GNDP [online] Mintel; December 2008 (2008-12-01), "The Cream SPF 15", XP002643917, Database accession no. 1051132 *
DATABASE GNDP [online] Mintel; February 2010 (2010-02-01), "Anti-Blemish Cream", XP002643919, Database accession no. 1280399 *
DATABASE GNDP [online] Mintel; June 2007 (2007-06-01), "Mineral Facial Sunscreen", XP002643918, Database accession no. 721084 *
DATABASE GNDP [online] Mintel; June 2010 (2010-06-01), "Anti-Dandruff Treatment Shampoo", XP002644002, Database accession no. 1355472 *
DATABASE GNDP [online] Mintel; May 2004 (2004-05-01), "Powder Foundation Hyaluronist (Lasting: 301)", XP002643921, Database accession no. 273048 *
DATABASE GNDP [online] Mintel; October 2007 (2007-10-01), "Day Moisturising Cream", XP002643920, Database accession no. 796366 *
DOWNING IN ARCH. DERMATOL., vol. 123, 1987, pages 1381 - 1384
M.R. PORTER: "Handbook of Surfactants", 1991, BLACKIE & SON, pages: 116 - 178
TODD, BYERS, COSMETICS AND TOILETRIES, vol. 91, January 1976 (1976-01-01), pages 27 - 32

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2989879A1 (fr) * 2012-04-26 2013-11-01 Oreal Composition cosmetique comprenant un silane a chaine grasse et un systeme stabilisant particulier
WO2013160442A3 (fr) * 2012-04-26 2014-12-04 L'oreal Composition cosmétique comprenant un silane à chaîne grasse et un polymère de fixation spécifique
WO2013160422A3 (fr) * 2012-04-26 2014-12-18 L'oreal Composition cosmétique comprenant un silane à chaîne grasse, système de stabilisation particulier et procédé associé
WO2014182905A3 (fr) * 2013-05-10 2015-03-19 The Procter & Gamble Company Produits de consommation comprenant des huiles modifiées par des silanes
WO2014182907A3 (fr) * 2013-05-10 2015-03-19 The Procter & Gamble Company Produits de consommation comprenant des huiles modifiées par un silane
WO2014182902A3 (fr) * 2013-05-10 2015-03-19 The Procter & Gamble Company Produits de consommation comprenant des huiles modifiées silane
CN105209002A (zh) * 2013-05-10 2015-12-30 宝洁公司 包含硅烷改性的油的消费产品
JP2016520696A (ja) * 2013-05-10 2016-07-14 ザ プロクター アンド ギャンブル カンパニー シラン変性油を含む消費者製品
JP2016527183A (ja) * 2013-05-10 2016-09-08 ザ プロクター アンド ギャンブル カンパニー シラン変性油を含む消費者製品
US11197809B2 (en) 2016-03-24 2021-12-14 The Procter And Gamble Company Hair care compositions comprising malodor reduction compositions
US11197810B2 (en) 2016-03-24 2021-12-14 The Procter And Gamble Company Hair care compositions comprising malodor reduction compositions
US11904036B2 (en) 2017-10-10 2024-02-20 The Procter & Gamble Company Sulfate free clear personal cleansing composition comprising low inorganic salt
US11992540B2 (en) 2017-10-10 2024-05-28 The Procter & Gamble Company Sulfate free personal cleansing composition comprising low inorganic salt
US11980679B2 (en) 2019-12-06 2024-05-14 The Procter & Gamble Company Sulfate free composition with enhanced deposition of scalp active
US11679065B2 (en) 2020-02-27 2023-06-20 The Procter & Gamble Company Compositions with sulfur having enhanced efficacy and aesthetics
US11357714B2 (en) 2020-07-21 2022-06-14 Chembeau LLC Diester cosmetic formulations and uses thereof
US11491092B2 (en) 2020-07-21 2022-11-08 Chembeau LLC Hair treatment formulations and uses thereof
US11801211B2 (en) 2020-07-21 2023-10-31 Chembeau LLC Hair treatment formulations and uses thereof
US11819474B2 (en) 2020-12-04 2023-11-21 The Procter & Gamble Company Hair care compositions comprising malodor reduction materials
US11771635B2 (en) 2021-05-14 2023-10-03 The Procter & Gamble Company Shampoo composition
US11986543B2 (en) 2021-06-01 2024-05-21 The Procter & Gamble Company Rinse-off compositions with a surfactant system that is substantially free of sulfate-based surfactants

Also Published As

Publication number Publication date
FR2966357A1 (fr) 2012-04-27

Similar Documents

Publication Publication Date Title
EP2632426A1 (fr) Composition cosmétique comprenant un alcoxysilane à chaîne grasse et un polymère cationique
WO2012055812A1 (fr) Composition cosmétique comprenant un alcoxysilane à chaîne grasse et un agent antipelliculaire
EP2713999B1 (fr) Composition comprenant un alcoxysilane, un ester gras et une silicone, et son utilisation en cosmétique
EP2714000B1 (fr) Composition comprenant un alcoxysilane et un amidon modifié, et son utilisation en cosmétique
EP2632425B1 (fr) Composition cosmétique comprenant un alcoxysilane à chaîne grasse, un tensioactif anionique et un tensioactif non ionique, amphotère ou zwittérionique
EP2632424B1 (fr) Composition cosmétique comprenant un alcoxysilane à chaîne grasse et un tensioactif cationique ou non ionique
US11497941B2 (en) Cosmetic composition comprising an organosilane, a cationic surfactant and a cationic polymer having charge density greater than or equal to 4 meq/g
WO2012055805A1 (fr) Composition cosmétique comprenant un alcoxysilane à chaîne grasse et agent cosmétique siliceux
WO2012055806A1 (fr) Composition cosmétique comprenant un ou plusieurs alcoxysilanes à chaîne grasse et un ou plusieurs corps gras non siliceux
EP2621465A2 (fr) Procédé pour traiter des fibres kératiniques à l'aide d'au moins un agent de réduction sulfureux, d'au moins un polymère cationique et d'au moins un mercaptosiloxane
US20160367461A1 (en) Cosmetic antidandruff composition based on ellagic acid or a derivative thereof and a second, different active compound in a specific weight ratio
US20130195776A1 (en) Cosmetic composition based on ellagic acid or a derivative thereof and a bacterial extract
WO2012049145A1 (fr) Composition cosmétique comprenant un dérivé de silicium particulier et un ou plusieurs polymères épaississants acryliques
US11246824B2 (en) Cosmetic composition comprising a particular combination of surfactants, a silicone, a cationic polymer, a fatty alcohol and a clay
US20150174025A1 (en) Composition comprising ellagic acid and a particular cationic surfactant, and cosmetic use thereof

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 11773004

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 11773004

Country of ref document: EP

Kind code of ref document: A1