WO2023275284A1 - Composition in emulsion form comprising an amphoteric surfactant, a fatty substance and a propellant - Google Patents

Composition in emulsion form comprising an amphoteric surfactant, a fatty substance and a propellant Download PDF

Info

Publication number
WO2023275284A1
WO2023275284A1 PCT/EP2022/068128 EP2022068128W WO2023275284A1 WO 2023275284 A1 WO2023275284 A1 WO 2023275284A1 EP 2022068128 W EP2022068128 W EP 2022068128W WO 2023275284 A1 WO2023275284 A1 WO 2023275284A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight
composition
equal
preferentially
mixtures
Prior art date
Application number
PCT/EP2022/068128
Other languages
French (fr)
Inventor
Anne-Laure FAMEAU
Virginie SOULIE
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 WO2023275284A1 publication Critical patent/WO2023275284A1/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/046—Aerosols; Foams
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/068—Microemulsions
    • 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
    • A61K8/31—Hydrocarbons
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • 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
    • A61Q5/02—Preparations for cleaning the hair
    • 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
    • A61Q5/12—Preparations containing hair conditioners
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/22—Gas releasing
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/26—Optical properties
    • A61K2800/262—Transparent; Translucent

Definitions

  • TITLE Composition in emulsion form comprising an amphoteric surfactant, a fatty substance and a propellant
  • the present invention relates to a composition in the form of an oil-in-water emulsion comprising a combination of at least one amphoteric surfactant and of at least one specific fatty substance, in the presence of at least one propellant.
  • the invention also relates to an aerosol device containing said composition, and also to a process for the cosmetic treatment of keratin materials, in particular of human keratin materials such as the skin and the hair, using said composition.
  • detergent cosmetic compositions such as shampoos and shower gels, based essentially on surfactants. These compositions are applied preferably to wet keratin materials, and the foam generated by massaging or rubbing with the hands or a washing mitt enables, after rinsing with water, the removal of the various types of soiling initially present on the hair or the skin.
  • Shampoos and body cleansing products are usually in the form of lotions, gels, foams, creams or sprays. When these products are packaged in the form of sprays or in aerosol devices, they are generally only available in opaque containers since the compositions usually used do not have a sufficiently attractive appearance, notably in the presence of a propellant, or even in the presence of a liquefied propellant. Now, an increasing number of users of bodycare and haircare products are notably in search of compositions which are more attractive, more fluid and clearer, or even transparent.
  • compositions are generally not stable over time or with respect to temperature, which makes their application difficult and non-uniform and gives rise to an unpleasant experience for the consumer.
  • compositions in the form of an oil-in-water emulsion and comprising a combination of at least one amphoteric surfactant and of at least one fatty substance having a melting point of less than or equal to 35°C at atmospheric pressure, in the presence of at least one propellant makes it possible to achieve the objectives presented above, and notably to propose a composition which is stable over time, combining an attractive aesthetic appearance with improved foaming properties.
  • compositions in the form of an oil-in-water emulsion comprising: (i) one or more amphoteric or zwitterionic surfactants,
  • the composition according to the invention when it is dispensed by means of a conventional aerosol device, makes it possible in particular to dispense a uniform, firm and creamy mousse which holds well in the hand. Furthermore, the foam formed from the composition according to the invention has good working qualities. It spreads easily and evenly over the keratin materials and has good conditioning and cleaning properties for the hair or the skin, and also good styling properties on the hair, where appropriate. After rinsing or not, the composition affords cosmetic properties to the keratin materials, and notably a pleasant feel.
  • the composition of the invention can be used in various cosmetic treatments of the skin and/or hair, such as cleansing compositions, conditioners or styling products.
  • a styling product it notably affords good hold of the head of hair over time under both wet and dry conditions, while at the same time giving the head of hair volume, without making the hairstyle rigid.
  • the composition according to the invention also affords good curl definition, and also good curl hold.
  • the composition according to the invention gives the hair flexibility and volume, affording it a fluid movement, while at the same time maintaining a natural appearance. It also gives the hair a particularly soft, smooth and pleasant feel.
  • the head of hair styled using the composition of the invention is held in shape without being set rigid and the styling effects afforded thereto persist throughout the day.
  • the composition according to the invention advantageously has a single phase appearance, which is preferably clear, or even transparent, which gives it a particularly attractive aesthetic appearance that is highly sought by users.
  • the propellant(s) when it is packaged in a pressurized device, such as an aerosol, the propellant(s) are dispersed in the droplets of the emulsion, giving the composition a particularly aesthetic homogeneous appearance.
  • the aesthetic appearance of the composition according to the invention is also particularly enhanced when it is packaged in a container that is itself transparent.
  • the permanent dispersion of the propellant(s) renders them non- flammable, improving the safety of the final aerosol product and complying with certain regulations, notably American regulations.
  • composition according to the invention is stable over time, and also with respect to temperature.
  • appearance of the composition according to the invention remains significantly the same after two months of storage at room temperature (25°C).
  • the present invention thus also relates to an aerosol device comprising:
  • the present invention also relates to a process for the cosmetic treatment, preferably a washing and/or conditioning process, of keratin materials, in particular of human keratin fibres such as the hair and the skin, comprising the application to said keratin materials of a composition as previously defined, said application being optionally followed by rinsing after an optional leave-on time.
  • the present invention also relates to a process for washing and/or conditioning keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined previously, said application being optionally followed by rinsing after an optional leave-on time.
  • the present invention also relates to a process for styling keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined previously, said application being optionally followed by rinsing after an optional leave-on time.
  • two-phase or multi-phase appearance refers to a composition comprising at least two phases that are distinct from each other and superposed one on the other.
  • composition according to the invention is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size of less than or equal to 200 nm, preferably between 1 and 150 nm, more preferentially between 2 and 100 nm, better still between 5 and 50 nm, even more preferentially between 5 and 30 nm, or even between 8 and 20 nm.
  • the emulsion according to the present invention may be a microemulsion or a nanoemulsion.
  • microemulsion means a thermodynamically stable, microscopically heterogeneous and macroscopically homogeneous mixture of two mutually immiscible liquid substances, such as an oily phase and an aqueous phase.
  • Microemulsions may be of oil-in-water type (O/W), i.e. droplets of oil dissolved in the form of direct micelles swollen in a continuous aqueous phase, or of water-in-oil type (W/O), i.e. droplets of water dissolved in the form of reverse micelles swollen in a continuous oil phase, or alternatively of bicontinuous type, i.e. in the form of structures in which the water and the oil are codissolved, the water and the oil being able to be considered simultaneously as being the continuous phase or the dispersed phase.
  • O/W oil-in-water type
  • W/O water-in-oil type
  • bicontinuous type i.e. in the form of structures in which the water and the oil are co
  • Microemulsions are to be distinguished from nanoemulsions, which are thermodynamically unstable dispersions of oil or water droplets in an aqueous or oil continuous phase.
  • Microemulsions are formed by simple mixing of the various constituents, without the need for a large energy input.
  • microemulsions generally have a particular microstructure formed from microdroplets whose size is such that light passes through them without being scattered, and as such the appearance of this composition is transparent or translucent, whereas the appearance of a standard emulsion is opaque.
  • the number-average size of the particles (or oil drops) may be determined in particular according to the known method of quasi-elastic light scattering.
  • a machine that may be used for this determination mention may be made of the machine from Brookhaven equipped with an SX 200 optical bed (with a 532 nm laser) and a BI 9000 correlator. This machine gives a measurement of the mean diameter by photon correlation spectroscopy (PCS), which makes it possible to determine the numerical mean diameter from the polydispersity factor, which is also measured by the machine.
  • PCS photon correlation spectroscopy
  • composition according to the invention has very low polydispersity, i.e. the particles (or oil drops) have very homogeneous size.
  • the particles present in the composition according to the invention are droplets of oily phase comprising the fatty substance(s) (ii) and the propellant(s) (iii), in the continuous aqueous phase.
  • the composition of the invention is a composition in the form of an oil-in-water microemulsion comprising:
  • the composition according to the invention is advantageously transparent.
  • the transparency of the composition according to the invention may be characterized by measuring its turbidity, by turbidimetry (in NTU units).
  • the turbidity measurements were performed using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent. It is also possible to measure the turbidity of the composition using a turbidimeter such as the HI 88713-ISO model from the company Hanna Instruments.
  • the composition according to the invention preferably has a turbidity at room temperature (25°C) and atmospheric pressure of less than or equal to 200 NTU units, more preferentially less than or equal to 100 NTU units, better still less than or equal to 50 NTU units, and even more preferentially less than or equal to 20 NTU units.
  • the transparency may also be assessed visually when the composition is packaged in a transparent container. According to this method, the composition is transparent if the printed characters on a sheet of paper placed behind the container can be read clearly.
  • the printed characters are preferably in Arial font, font size 12 or larger.
  • composition according to the invention can be obtained via any type of process.
  • the composition according to the present invention has a single phase appearance.
  • single-phase appearance means that the composition according to the invention is constituted, at room temperature (25°C) and atmospheric pressure, of two or more phases, where one of the phases is dispersed in the other, such that the phases cannot be distinguished from each other with the naked eye.
  • composition according to the invention is advantageously in the form of a clear to transparent fluid, preferably a transparent fluid.
  • the composition according to the present invention comprises one or more amphoteric or zwitterionic surfactants.
  • the amphoteric or zwitterionic surfactant(s) which are preferably non-silicone surfactants that may be used in the composition according to the present invention, may notably be optionally quaternized secondary or tertiary aliphatic amine derivatives, in which the aliphatic group is a linear or branched chain including 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.
  • - Rb represents a b-hydroxyethyl group
  • - M + represents a cationic counterion derived from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine;
  • - X represents an organic or mineral anionic counterion, such as that chosen from halides, acetates, phosphates, nitrates, (Ci-C4)alkyl sulfates, (Ci-C4)alkyl- or (Ci- C4)alkylarylsulfonates, in particular methyl sulfate and ethyl sulfate; or alternatively M + and X are absent;
  • - B represents the group -CH2CH20X’ ;
  • - X’ represents the group -CH2COOH, -CH 2 -COOZ ⁇ -CH2CH2COOH or CH2CH2- COOZ’, or a hydrogen atom;
  • - Y’ represents the group -COOH, -COOZ’ or -CH2CH(0H)S03H or the group CH2CH(0H)S03-Z’;
  • - Z’ represents a cationic counterion derived from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine;
  • Ra - Ra’ represents a C10 to C30 alkyl or alkenyl group of an acid Ra -COOH which is preferably present in coconut kernel oil or in hydrolyzed linseed oil, or an alkyl group, especially a C17 group, and its iso form, or an unsaturated C17 group.
  • cocoamphodiacetate sold by the company Rhodia under the trade name Miranol ® C2M Concentrate.
  • - Y represents the group -COOH, -COOZ” or -CH2-CH(0H)S03H or the group CH 2 CH(0H)S03-Z”;
  • - Rd and Re represent, independently of each other, a Ci to C4 alkyl or hydroxy alkyl radical;
  • - Z represents a cationic counterion derived from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine
  • - R a represents a C10 to C30 alkyl or alkenyl group of an acid Ra”-COOH which is preferably present in coconut kernel oil or in hydrolyzed linseed oil
  • - n and n’ denote, independently of each other, an integer ranging from 1 to 3.
  • amphoteric or zwitterionic surfactants use is advantageously made of (C8-C2o)alkylbetaines, such as cocoyl betaine, (Cs- C2o)alkylamido(C3-C8)alkylbetaines, such as cocamidopropylbetaine, (C8-C2o)alkyl amphoacetates, (C8-C2o)alkylamphodiacetates and mixtures thereof; and preferably (C8-C2o)alkylbetaines, (C8-C2o)alkylamido(C 3 -C8)alkylbetaines and mixtures thereof.
  • (C8-C2o)alkylbetaines such as cocoyl betaine
  • Cs- C2o)alkylamido(C3-C8)alkylbetaines such as cocamidopropylbetaine
  • C8-C2o)alkyl amphoacetates such as C8-C2o)alky
  • the amphoteric or zwitterionic surfactant(s) are chosen from (C8-C2o)alkylbetaines, (C8-C2o)alkylamido(C 3 -C8)alkylbetaines and mixtures thereof.
  • the total content of the amphoteric or zwitterionic surfactant(s) present in the composition according to the invention is greater than or equal to 5% by weight, and advantageously greater than or equal to 6% by weight, relative to the total weight of the composition.
  • the total content of the amphoteric or zwitterionic surfactant(s) ranges from 5% to 25% by weight, more preferentially from 6% to 20% by weight, and better still from 7% to 18% by weight, relative to the total weight of the composition.
  • the composition comprises one or more amphoteric or zwitterionic surfactants chosen from (C8-C2o)alkylbetaines, (Cx- C2o)alkylamido(C 3 -C8)alkylbetaines and mixtures thereof.
  • the total content of the amphoteric or zwitterionic surfactant(s) preferably ranges from 5% to 25% by weight, more preferentially from 6% to 20% by weight and better still from 7% to 18% by weight, relative to the total weight of the composition..
  • composition according to the present invention also comprises one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure (1.013xl0 5 Pa).
  • the fatty substance(s) used in the composition of the invention have a melting point strictly less than 35°C at atmospheric pressure (1.013> ⁇ 10 5 Pa), and more preferentially less than or equal to 28°C at atmospheric pressure (1.013xl0 5 Pa).
  • the fatty substance(s) used in the composition of the present invention are liquid at 35°C and at atmospheric pressure, preferably liquid at 28°C and at atmospheric pressure.
  • the fatty substance(s) used in the composition according to the invention are liquid at room temperature, i.e. they have a melting point of less than or equal to 25°C, at atmospheric pressure (1.013xl0 5 Pa).
  • fatty substance means an organic compound that is insoluble in water at room temperature (25°C) and at atmospheric pressure (1.013xl0 5 Pa), i.e. it has a solubility of less than 5% by weight, preferably less than 1% by weight and even more preferentially less than 0.1% by weight in water. They generally have in their structure at least one hydrocarbon-based chain including at least 6 carbon atoms.
  • the fatty substances are generally soluble, under the same temperature and pressure conditions, in organic solvents such as chloroform, ethanol, benzene, liquid petroleum jelly or decam ethylcy cl opentasiloxane.
  • the fatty substance(s) with a melting point of less than or equal to 35°C at atmospheric pressure included in the composition according to the invention are non-silicone fatty substances.
  • non-silicone fatty substance means a fatty substance whose structure does not include any silicon atoms, thus notably not comprising any siloxane groups.
  • sicone fatty substance means a fatty substance containing at least one silicon atom, and more particularly at least one Si-0 bond.
  • the fatty substances that may be used generally have in their structure a hydrocarbon-based chain including at least 6 carbon atoms. They are neither (poly)oxyalkylenated nor (poly)glycerolated, and preferably do not contain any - COOH functions.
  • the fatty substance(s) are preferably neither (poly)oxyalkylenated nor (poly)glycerolated, and preferably do not contain any -COOH functions.
  • the fatty substance(s) are namely different from nonionic surfactant(s).
  • the fatty substance(s) are non-silicone fatty substances and are neither poly)oxyalkylenated nor (poly)glycerolated, and more preferably do not contain any -COOH functions.
  • the fatty substance(s) are non-silicone fatty substances and are different from nonionic surfactant(s).
  • the fatty substance(s) that may be used in the composition according to the invention may notably be chosen from hydrocarbons, triglycerides, fatty esters, fatty acids, non-polyoxyalkylenated fatty alcohols, silicones and mixtures thereof; these compounds being liquid at 35°C at atmospheric pressure, and preferentially liquid at 28°C at atmospheric pressure.
  • fatty ester saturated or unsaturated, linear or branched esters, alcohols and acids comprising at least one hydrocarbon-based chain containing at least 6 carbon atoms.
  • hydrocarbon means a compound solely comprising carbon and hydrogen atoms.
  • the hydrocarbons that are liquid at 35°C at atmospheric pressure are chosen from: - linear or branched, optionally cyclic, Ce to Ci 6 alkanes.
  • examples that may be mentioned include hexane, undecane, dodecane, tridecane, and isoparaffins, for instance isohexadecane, isododecane and isodecane,
  • the hydrocarbon(s) are chosen from liquid paraffins, isoparaffins, liquid petroleum jelly, undecane, tridecane and isododecane, and mixtures thereof.
  • the hydrocarbon(s) are chosen from liquid petroleum jelly, isoparaffins, isododecane and a mixture of undecane and tridecane.
  • fatty ester means an ester derived from a fatty acid and/or a fatty alcohol. More particularly, the esters that are liquid at 35°C at atmospheric pressure
  • the esters of monoalcohols at least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
  • alkyl palmitates notably Ci to Cix alkyl palmitates, notably ethyl palmitate and isopropyl palmitate
  • alkyl myristates notably Ci to Cis alkyl myristates, such as isopropyl myristate or ethyl myristate
  • alkyl stearates notably Ci to Cis alkyl stearates, notably isocetyl stearate, 2-ethylhexyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate.
  • esters of optionally hydroxylated C3 to C22 dicarboxylic or tricarboxylic acids and of Ci to C22 alcohols and esters of optionally hydroxylated monocarboxylic, dicarboxylic or tricarboxylic acids and of dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy C4 to C26 non-sugar alcohols.
  • esters mentioned above use is preferentially made of ethyl, isopropyl, myristyl, cetyl or stearyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates, such as isopropyl, butyl, cetyl or 2-octyldodecyl myristate, hexyl stearate, propylene glycol dicaprylate, butyl stearate, isobutyl stearate, dioctyl malate, hexyl laurate, 2- hexyldecyl laurate, isononyl isononanoate, cetyl octanoate and bis(Ci2-Ci 3 )alkyl malate.
  • liquid fatty esters use may be made of esters and diesters of sugars and of C6-C30, preferably C12-
  • sugar means oxygen-bearing hydrocarbon-based compounds containing several alcohol functions, with or without aldehyde or ketone functions, and which include at least 4 carbon atoms. These sugars may be monosaccharides, oligosaccharides or polysaccharides.
  • these said sugars are chosen from sucrose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose, lactose, and derivatives thereof, notably alkyl derivatives, such as methyl derivatives, for example methylglucose.
  • the sugar esters of fatty acids may be chosen notably from the group comprising the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated G to C30 and preferably C12 to C22 fatty acids. If they are unsaturated, these compounds may have one to three conjugated or non-conjugated carbon-carbon double bonds.
  • esters according to this variant can also be chosen from mono-, di-, tri- and tetraesters, polyesters and mixtures thereof.
  • esters may be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates, and mixtures thereof, notably such as oleopalmitate, oleostearate or palmitostearate mixed esters.
  • Glucate ® DO methylglucose dioleate
  • Use may be made, among sugar esters, of pentaerythrityl esters, preferably pentaerythrityl tetraisostearate, pentaerythrityl tetraoctanoate or caprylic and capric acid hexaesters as a mixture with dipentaerythritol.
  • pentaerythrityl esters preferably pentaerythrityl tetraisostearate, pentaerythrityl tetraoctanoate or caprylic and capric acid hexaesters as a mixture with dipentaerythritol.
  • triglycerides mention may be made of triglycerides of plant origin such as plant oils or synthetic triglycerides.
  • said plant oil(s) or synthetic oil(s) are chosen from triglyceride oils of plant or synthetic origin, such as liquid fatty acid triglycerides including from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sesame oil, soybean oil, coffee oil, safflower oil, borage oil, sunflower oil, olive oil, apricot kernel oil, camellia oil, bambara pea oil, avocado oil, mango oil, rice bran oil, cotton seed oil, rose oil, kiwi seed oil, sea buckthorn pulp oil, blueberry seed oil, poppy seed oil, orange pip oil, sweet almond oil, palm oil, coconut oil, coconut kernel oil, vemonia oil, marjoram oil, baobab oil, rapeseed oil, ximenia oil, pracaxi oil, caprylic/capric acid triglycerides such as those sold by the company Stearinerie Dub
  • triglycerides of plant origin in particular triglycerides of caprylic/capric acid, coconut oil, and triacetin, are used as triglycerides that are liquid at 35°C and atmospheric pressure (1.013> ⁇ 10 5 Pa), more preferentially liquid at 28°C and atmospheric pressure.
  • fatty acid means a non-salified fatty acid, i.e. the fatty acid must not be in the form of a generally soluble soap, i.e. it must not be salified with a base.
  • R is a Ci to C29 alkyl or Ci to C29 alkenyl group, better still a C12 to C24 alkyl or C12 to C24 alkenyl group.
  • R may be substituted with one or more hydroxyl groups and/or one or more carboxyl groups.
  • the fatty acid(s) that are liquid at 35°C at atmospheric pressure, more preferentially liquid at 28°C at atmospheric pressure, are chosen from oleic acid, linoleic acid, isostearic acid and mixtures thereof.
  • non-polyoxyalkylenated fatty alcohols that may be used in the composition according to the invention include from 8 to 30 carbon atoms, notably from 10 to 24 carbon atoms, and may be saturated or unsaturated.
  • the saturated non-polyoxyalkylenated fatty alcohols are preferably branched. They may optionally comprise in their structure at least one aromatic or non-aromatic ring, which is preferably acyclic.
  • saturated non-polyoxyalkylenated fatty alcohols that may be used in the composition of the invention are chosen from octyldodecanol, 2- decyltetradecanol, isostearyl alcohol and 2-hexyldecanol, and mixtures thereof.
  • Octyldodecanol and 2-decyltetradecanol are most particularly preferred.
  • the unsaturated non-polyoxyalkylenated fatty alcohols have, 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 conjugated or unconjugated.
  • These unsaturated non-polyoxyalkylenated fatty alcohols may be linear or branched.
  • non-polyoxyalkylenated unsaturated fatty alcohols that may be used in the composition of the invention are chosen from oleyl alcohol, linoleyl alcohol, linolenyl alcohol and undecylenyl alcohol, and mixtures thereof.
  • the silicones that are liquid at 35°C at atmospheric pressure may be volatile or non volatile, cyclic, linear or branched silicone oils, which are unmodified or modified with organic groups, and preferably have a viscosity of from 5x 10 6 to 2.5 m 2 /s at 25°C, and preferably from 1 / 1 O 5 to 1 m 2 /s.
  • the silicones that are liquid at 35°C at atmospheric pressure are chosen from polydialkylsiloxanes, notably polydimethylsiloxanes (PDMS), and polyorganosiloxanes that are liquid at 35°C at atmospheric pressure including at least one aryl group.
  • silicones may also be organomodified.
  • organomodified silicones that are liquid at 35°C at atmospheric pressure which may be used in accordance with the invention, are preferably liquid silicones as defined previously and including in their structure one or more organofunctional groups attached via a hydrocarbon-based group, chosen, for example, from amine groups and alkoxy groups.
  • Organopolysiloxanes are defined in greater detail in Walter Noll’s Chemistry and Technology of Silicones (1968), Academic Press. They 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:
  • cyclic polydialkylsiloxanes including from 3 to 7 and preferably from 4 to 5 silicon atoms.
  • cyclic polydialkylsiloxanes including from 3 to 7 and preferably from 4 to 5 silicon atoms.
  • octamethylcyclotetrasiloxane sold notably under the name Volatile Silicone ® 7207 by Union Carbide or Silbione ® 70045 V2 by Rhodia
  • decamethylcyclopentasiloxane sold under the name Volatile Silicone ® 7158 by Union Carbide
  • Silbione ® 70045 V5 by Rhodia
  • cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type such as Volatile Silicone ® FZ 3109 sold by the company Union Carbide.
  • organosilicon compounds such as the mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50) and the mixture of octamethylcyclotetrasilox
  • decamethyltetrasiloxane notably sold under the name SH 200 by the company Toray Silicone. Silicones falling within this category are also described in the article published in Cosmetics and Toiletries, Vol. 91, Jan. 76, pages 27-32 - Todd & Byers Volatile Silicone Fluids for Cosmetics.
  • Non-volatile polydialkylsiloxanes are preferably used.
  • silicones that are liquid at 35°C at atmospheric pressure are more particularly chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes bearing trimethyl silyl end groups.
  • the viscosity of the silicones is measured at 25°C according to ASTM standard 445 Appendix C.
  • oils of the 200 series from the company Dow Corning such as DC200 with a viscosity of 60 000 mm 2 /s;
  • CTFA dimethiconol
  • organomodified silicones that may be used in accordance with the invention are silicones as defined above and including in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
  • polyorganosiloxanes that are liquid at 35°C at atmospheric pressure including at least one aryl group
  • they may notably be polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned previously.
  • the polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes with a viscosity ranging from 1 x 10 5 to 5x 10 2 m 2 /s at 25°C.
  • oils of the SF series from General Electric such as SF 1023, SF 1154, SF 1250 and SF 1265.
  • organomodified silicones mention may be made of polyorganosiloxanes including: - substituted or unsubstituted amine groups, such as the products sold under the names
  • the substituted amine groups are in particular Cl to C4 aminoalkyl groups
  • the silicones that are liquid at 35°C at atmospheric pressure may also be chosen from amino silicones, and mixtures thereof.
  • amino silicone denotes any silicone including at least one primary, secondary or tertiary amine or a quaternary ammonium group.
  • the weight-average molecular masses of these amino silicones may be measured by gel permeation chromatography (GPC) at room temperature (25°C), as polystyrene equivalent.
  • the columns used are m styragel columns.
  • the eluent is THF and the flow rate is 1 ml/min. 200 m ⁇ of a 0.5% by weight solution of silicone in THF are injected. Detection is performed by refractometry and UV-metry.
  • amino silicone(s) are chosen: a) from the polysiloxanes corresponding to formula (IV):
  • x’ and y’ are integers such that the weight-average molecular mass (Mw) is between 5000 and 500000 g/mol; b) the amino silicones corresponding to formula (V): R , aG3-a-Si(0SiG 2 )n-(0SiGbR , 2 -b)m-0-SiG3-a’-R , a’ (V) in which:
  • - G which may be identical or different, denotes a hydrogen atom or a group from among phenyl, OH, Ci-Cs alkyl, for example methyl, or Ci-Cx alkoxy, for example methoxy;
  • - a and a’ which may be identical or different, denote 0 or an integer from 1 to 3, in particular 0, with the proviso that at least one from among a and a’ is equal to zero,
  • - b denotes 0 or 1, in particular 1,
  • n + m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
  • - R which may be identical or different, denotes a monovalent radical of formula -CqH 2q L in which q is a number ranging from 2 to 8 and L is an optionally quatemized amino group chosen from the following groups:
  • R which may be identical or different, denotes hydrogen, phenyl, benzyl, or a saturated monovalent hydrocarbon-based radical, for example a C1-C20 alkyl radical
  • Q denotes a linear or branched group of formula Crhhr, r being an integer ranging from 2 to 6, preferably from 2 to 4
  • A represents a cosmetically acceptable anion, notably a halide such as fluoride, chloride, bromide or iodide.
  • the amino silicones corresponding to formula (V) are chosen from the silicones known as “trimethyl silyl amodimethicone” corresponding to formula (VI): in which m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10.
  • amino silicones corresponding to formula (V) are chosen from the silicones of formula (VII) below: in which:
  • - m and n are numbers such that the sum (n + m) ranges from 1 to 1000, notably from 50 to 250 and more particularly from 100 to 200; n denoting a number from 0 to 999 and notably from 49 to 249 and more particularly from 125 to 175, and m denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and - Ri, R2 and R3, which may be identical or different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals Ri to R3 denoting an alkoxy radical.
  • the alkoxy radical is a methoxy radical.
  • the hydroxy/alkoxy mole ratio preferably ranges from 0.2:1 to 0.4:1 and preferably from 0.25:1 to 0.35:1 and more particularly is equal to 0.3:1.
  • the weight-average molecular mass (Mw) of these silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200 000 g/mol.
  • amino silicones corresponding to formula (V) are chosen from the silicones of formula (VIII) below: in which:
  • - p and q are numbers such that the sum (p + q) ranges from 1 to 1000, in particular from 50 to 350 and more particularly from 150 to 250; p denoting a number from 0 to 999, notably from 49 to 349 and more particularly from 159 to 239, and q denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
  • Ri and R2 which are different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals Ri or R2 denoting an alkoxy radical.
  • the alkoxy radical is a methoxy radical.
  • the hydroxy/alkoxy mole ratio generally ranges from 1:0.8 to 1:1.1 and preferably from 1 :0.9 to 1 : 1 and more particularly is equal to 1 :0.95.
  • the weight-average molecular mass (Mw) of the silicone preferably ranges from 2000 to 200 000 g/mol, more preferentially from 5000 to 100 000 g/mol and in particular from 10 000 to 50 000 g/mol.
  • the commercial products comprising silicones of structure (VII) or (VIII) may include in their composition one or more other amino silicones, the structure of which is different from formula (VII) or (VIII).
  • a product containing amino silicones of structure (VII) is sold by the company Wacker under the name Belsil ® ADM 652.
  • a product containing amino silicones of structure (VIII) is sold by Wacker under the name Fluid WR 1300 ® .
  • Another product containing amino silicones of structure (VII) is sold by Wacker under the name Belsil ADM LOG 1 ® .
  • the oil- in-water emulsion may comprise one or more surfactants.
  • the surfactants may be of any nature but are preferably cationic and/or nonionic.
  • the number-average size of the silicone particles in the emulsion generally ranges from 3 nm to 500 nm.
  • use is made of microemulsions of which the mean particle size ranges from 5 nm to 60 nm (limits included) and more particularly from 10 nm to 50 nm (limits included).
  • use may be made according to the invention of the amino silicone microemulsions of formula (VIII) sold under the names Finish CT 96 E ® or SLM 28020 ® by the company Wacker.
  • the amino silicones corresponding to formula (V) are chosen from the silicones of formula (IX) below: in which:
  • n + m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n denoting a number from 0 to 1999 and notably from 49 to 149, and m denoting a number from 1 to 2000 and notably from 1 to 10; and
  • A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably linear.
  • the weight-average molecular mass (Mw) of these amino silicones preferably ranges from 2000 to 1 000000 g/mol and more particularly from 3500 to 200000 g/mol.
  • a silicone corresponding to this formula is, for example, Xiameter MEM 8299 Emulsion from Dow Coming.
  • the amino silicones corresponding to formula (V) are chosen from the silicones of formula (X) below: in which:
  • n + m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
  • A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably branched.
  • the weight-average molecular mass (Mw) of these amino silicones preferably ranges from 500 to 1 000 000 g/mol and more particularly from 1000 to 200 000 g/mol.
  • a silicone corresponding to this formula is, for example, DC2-8566 Amino Fluid from Dow Coming; c) the amino silicones corresponding to formula (XI): in which:
  • R.5 represents a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a Ci-Cis alkyl or C2-C18 alkenyl radical, for example methyl;
  • - R.6 represents a divalent hydrocarbon-based radical, notably a Ci-Cis alkylene radical or a divalent Ci-Cis, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
  • - Q is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
  • - r represents a mean statistical value ranging from 2 to 20 and in particular from 2 to 8;
  • - s represents a mean statistical value ranging from 20 to 200 and in particular from 20 to 50.
  • R.7 which may be identical or different, represent a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a Ci-Cis alkyl radical, a C2-C18 alkenyl radical or a ring comprising 5 or 6 carbon atoms, for example methyl;
  • - R.6 represents a divalent hydrocarbon-based radical, notably a Ci-Cis alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
  • - R.8 which may be identical or different, represent a hydrogen atom, a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a radical -R6-NHCOR7;
  • - X is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
  • - r represents a mean statistical value ranging from 2 to 200 and in particular from 5 to 100
  • R2, R3 and R4 which may be identical or different, denote a C1-C4 alkyl radical or a phenyl group,
  • R5 denotes a C1-C4 alkyl radical 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 ranges from 0.01 to 1 meq/g; f) multiblock polyoxyalkylene amino silicones, of the type (AB) n , A being a polysiloxane block and B being a polyoxyalkylene block including at least one amine group.
  • Said silicones are preferably formed from repeating units having the following general formulae:
  • - a is an integer greater than or equal to 1, preferably ranging from 5 to 200 and more particularly ranging from 10 to 100;
  • - b is an integer between 0 and 200, preferably ranging from 4 to 100 and more particularly between 5 and 30;
  • - x is an integer ranging from 1 to 10 000 and more particularly from 10 to 5000;
  • - R is a hydrogen atom or a methyl
  • R which may be identical or different, represent a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH20CH2CH(0H)CH2- radical; preferentially, R denote a CH2CH2CH20CH 2 CH(0H)CH2- radical; and
  • R’ which may be identical or different, represent a linear or branched divalent C2- C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R’, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH20CH 2 CH(0H)CH2- radical; preferentially, R’ denote -CH(CH 3 )-CH2-.
  • the siloxane blocks preferably represent between 50 mol% and 95 mol% of the total weight of the silicone, more particularly from 70 mol% to 85 mol%.
  • the amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
  • the weight-average molecular mass (Mw) of the silicone is preferably between 5000 and 1 000 000 g/mol and more particularly between 10 000 and 200 000 g/mol. Mention may notably be made of the silicones sold under the name Silsoft A-843 or Silsoft A+ by Momentive. g) the amino silicones of formulae (XIV) and (XV): in which:
  • R R, R’ and R, which may be identical or different, denote a C1-C4 alkyl group or a hydroxyl group,
  • - x and y are numbers ranging from 1 to 5000; preferably, x ranges from 10 to 2000 and more preferentially from 100 to 1000; preferably, y ranges from 1 to 100;
  • Ri and R2 which may be identical or different, preferably identical, denote a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and more preferentially from 12 to 20 carbon atoms; and
  • A denotes a linear or branched alkylene radical containing from 2 to 8 carbon atoms.
  • A comprises from 3 to 6 carbon atoms, more preferentially 4 carbon atoms; preferably, A is branched.
  • Ri and R2 are independent saturated linear alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; mention may be made in particular of dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; and preferentially, Ri and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
  • the amino silicone(s) are preferably of formula (XV) with:
  • - x ranging from 10 to 2000 and in particular from 100 to 1000;
  • A comprising from 3 to 6 carbon atoms and notably 4 carbon atoms; preferably, A is branched; more particularly, A is chosen from the following divalent groups: -CH2CH2CH2 and -CH 2 CH(CH3)CH2-; and
  • Ri and R2 independently being saturated linear alkyl groups comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; chosen notably from dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; preferentially, Ri and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
  • a silicone of formula (XV) that is preferred is bis-cetearyl amodimethicone. Mention may be made in particular of the amino silicone sold under the name Silsoft AX by Momentive. h) polysiloxanes and notably polydimethylsiloxanes, including primary amine groups at only one chain end or on side chains, such as those of formula (XVI), (XVII) or (XVIII):
  • n and m are such that the weight-average molecular mass of the amino silicone is between 1000 and 55 000.
  • amino silicones of formula (XVI) mention may be made of the products sold under the names AMS-132, AMS-152, AMS-162, AMS-163, AMS-191 and AMS- 1203 by the company Gelest and KF-8015 by the company Shin-Etsu.
  • n is such that the weight-average molecular mass of the amino silicone is between 500 and 3000.
  • amino silicones of formula (XVII) mention may be made of the products sold under the names MCR-A11 and MCR-A12 by the company Gelest.
  • n and m are such that the weight-average molecular mass of the amino silicone is between 500 and 50000.
  • amino silicones of formula (XVIII) mention may be made of the aminopropyl phenyl trimethicone sold under the name DC 2-2078 Fluid by the company Dow Coming. i) and mixtures thereof.
  • the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure are preferably chosen from linear or branched G to Ci 6 alkanes, linear or branched hydrocarbons containing more than 16 carbon atoms of mineral or synthetic origin, non-polyoxyalkylenated fatty alcohols, fatty acids, triglycerides, fatty acid and/or fatty alcohol esters, silicones and mixtures thereof; these compounds being liquid at 35°C at atmospheric pressure, and more preferentially liquid at 28°C at atmospheric pressure.
  • the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure are chosen from triglycerides, esters of fatty acids and/or fatty alcohols, linear or branched hydrocarbons containing more than 16 carbon atoms of mineral or synthetic origin, silicones and mixtures thereof, and preferably from isopropyl myristate, coconut oil, caprylic/capric acid triglycerides, triacetin, liquid petroleum jelly, liquid paraffin, amodimethicone and mixtures thereof.
  • the total content of the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, when they are present in the composition according to the invention, is preferably greater than or equal to 0.1% by weight; more preferentially, this total content ranges from 0.2% to 10% by weight and better still from 0.25% to 5% by weight, relative to the total weight of the composition.
  • the weight ratio (R) between the total content of amphoteric or zwitterionic surfactants (i) and the total content of fatty substances (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, present in the composition of the invention is preferably greater than or equal to 1, advantageously greater than or equal to 2; preferably, this weight ratio (R) ranges from 2 to 50, more preferentially from 5 to 40 and better still from 10 to 35.
  • composition according to the present invention also comprises one or more propellants.
  • the propellant(s) that may be used in the composition of the invention are preferably chosen from liquefied gases such as dimethyl ether, chlorinated and/or fluorinated hydrocarbons such as trichlorofluoromethane, dichlorodifluoromethane, chi orodifluorom ethane, 1,1,1,2-tetrafluoroethane, chloropentafluoroethane, 1-chloro- 1,1-difluoroethane or 1,1-difluoroethane, or volatile hydrocarbons notably such as C3 to C5 alkanes, for instance propane, isopropane, n-butane, isobutane or pentane; and mixtures thereof.
  • liquefied gases such as dimethyl ether, chlorinated and/or fluorinated hydrocarbons such as trichlorofluoromethane, dichlorodifluoromethane, chi orodifluorom ethane
  • the propellant(s) are chosen from volatile, optionally halogenated hydrocarbons, for example n-butane, propane, isobutane, pentane and halogenated derivatives thereof; dimethyl ether; and mixtures thereof; more preferentially from dimethyl ether, C3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof, and better still from C3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof.
  • volatile, optionally halogenated hydrocarbons for example n-butane, propane, isobutane, pentane and halogenated derivatives thereof; dimethyl ether; and mixtures thereof; more preferentially from dimethyl ether, C3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof, and better still from C3 to C5 alkanes, in particular propane, n
  • the propellant (s) used are fully dissolved or dispersed in the composition before the first use of the composition.
  • the term “fully dispersed in the composition” means that the propellant(s) are fully present in the oily phase droplets and/or in the aqueous phase (for example dispersed in the aqueous phase in the form of micelles) of the composition in emulsion form; or that the total content of the non- dispersed propellant(s) (i.e. the propellants not present in the emulsion according to the invention) is less than 0.5% by weight, relative to the total weight of the composition.
  • the total content of the propellant(s) present in the composition according to the invention is less than or equal to 10% by weight, and preferably less than or equal to 6% by weight, relative to the total weight of the composition. More preferentially, the total content of the propellant(s) ranges from 0.5% to 10% by weight, better still from 1% to 8% by weight and more preferentially from 3% to 6% by weight relative to the total weight of the composition.
  • composition according to the present invention also comprises water.
  • the total content of water present in the composition of the invention is advantageously greater than 40% by weight, and more preferentially ranges from 50% to 93% by weight and better still from 70% to 90% by weight relative to the total weight of the composition.
  • composition according to the invention may optionally also comprise an organic solvent comprising one or more hydroxyl functions, preferably chosen from monoalcohols, polyols, polyol ethers, and mixtures thereof, more preferentially from polyols, polyol ethers, and mixtures thereof, and even more preferably from propylene glycol, dipropylene glycol, ethoxydiglycol, PPG-3 methyl ether, and mixtures thereof.
  • organic solvent comprising one or more hydroxyl functions, preferably chosen from monoalcohols, polyols, polyol ethers, and mixtures thereof, more preferentially from polyols, polyol ethers, and mixtures thereof, and even more preferably from propylene glycol, dipropylene glycol, ethoxydiglycol, PPG-3 methyl ether, and mixtures thereof.
  • the total content of the organic solvent(s) comprising one or more hydroxyl functions, when they are present in the composition of the invention advantageously ranges from 0.1% to 40% by weight, preferably from 0.5% to 30% by weight, more preferentially from 1% to 20% by weight, better still from 2% to 10% by weight, relative to the total weight of the composition.
  • Nonionic surfactants preferably from 0.1% to 40% by weight, preferably from 0.5% to 30% by weight, more preferentially from 1% to 20% by weight, better still from 2% to 10% by weight, relative to the total weight of the composition.
  • composition according to the present invention may optionally also comprise one or more nonionic surfactants.
  • nonionic surfactants examples include but are not limited to, in “Handbook of Surfactants” by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991, pages 116-178.
  • fatty alcohols notably chosen from fatty alcohols, fatty a-diols, fatty (Ci-C2o)alkylphenols or fatty acids, these compounds being polyethoxylated, polypropoxylated or polyglycerolated and containing at least one fatty chain including, for example, from 8 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups possibly ranging notably from 1 to 100 and the number of glycerol groups possibly ranging notably from 1 to 30.
  • polyethoxylated fatty amides preferably containing from 1 to 30 ethylene oxide units, polyglycerolated fatty amides
  • the nonionic surfactant(s) which can be used according to the present invention may more particularly be chosen from polyoxyalkylenated, such as polyethoxylated and/or polypropoxylated and/or polyglycerolated, fatty alcohols, the number of ethylene oxide and/or propylene oxide groups possibly ranging from 1 to 100, and the number of glycerol groups possibly ranging from 2 to 30.
  • polyoxyethylenated fatty alcohols are preferably chosen from the nonionic surfactants of formula (XIX):
  • R is a linear or branched Cs to C40 alkenyl radical; and n is an integer ranging from 6 to 20.
  • R represents a linear or branched C12 to C30, more preferentially Ci6 to C20, alkenyl radical.
  • n represents an integer ranging from 8 to 12.
  • R represents a linear or branched Ci 6 to C20 alkenyl radical; and/or n represents an integer ranging from 8 to 12.
  • the nonionic surfactant(s) of formula (XIX) are chosen from oleyl alcohol containing 8 mol of ethylene oxide, oleyl alcohol containing 10 mol of ethylene oxide and oleyl alcohol containing 12 mol of ethylene oxide, and mixtures thereof; and more preferentially, the nonionic surfactant of formula (I) is oleyl alcohol containing 10 mol of ethylene oxide (INCI name: Oleth-10).
  • Use may also be made of other polyoxyethylenated fatty alcohols such as oleth-3, oleth-5, laureth-4, ceteareth-10, ceteareth-20, oleth-30 and mixtures thereof.
  • the nonionic surfactant(s) may be chosen from ethoxylated sorbitan fatty acid esters containing from 2 to 30 ethylene oxide units.
  • esters notably mono-, di-, tri-esters
  • C8-C30 preferably C12-C18
  • polyoxyethylenated sorbitan notably containing from 2 to 20 mol of ethylene oxide
  • esters of C12-C18 fatty acids in particular polyoxyethylenated sorbitan esters of lauric, myristic, cetyl or stearic acids notably containing from 2 to 30 mol of ethylene oxide, such as:
  • the nonionic surfactant(s) that may be used according to the present invention may be chosen more particularly from alkyl(poly)glycoside nonionic surfactants and mixtures thereof.
  • alkyl(poly)glycoside means an alkylpolyglycoside or an alkylmonoglycoside, also referred to as alkylglycoside in the present patent application, which may be alkoxylated with one or more alkylene oxide groups, preferentially of C2 to C4.
  • alkyl(poly)glycoside nonionic surfactant(s) used, alone or as mixture(s), according to the present invention may be represented by formula (XX) below: RiO-(R 2 0)t(G) v (XX) in which formula (XX): - Ri represents a saturated or unsaturated, linear or branched alkyl group including from 8 to 24 carbon atoms, an alkylphenyl group whose linear or branched alkyl group includes from 8 to 24 carbon atoms,
  • - R2 represents an alkylene group including about 2 to 4 carbon atoms
  • - G is a saccharide unit including 5 to 6 carbon atoms
  • - 1 denotes a value ranging from 0 to 10, preferably 0 to 4, and -v denotes a value ranging from 1 to 15.
  • alkyl(poly)glycoside nonionic surfactant(s) correspond to formula (XX) in which : - Ri denotes a saturated or unsaturated, linear or branched alkyl group including from
  • - G denotes glucose, fructose or galactose, and preferably glucose
  • - 1 denotes a value ranging from 0 to 3, and is preferably equal to 0, and
  • the glycosidic bonds between the saccharide units are 1,6 or 1,4 bonds, and preferably 1,4 bonds.
  • alkyl(poly)glycoside nonionic surfactants that may be used in the present invention are preferably alkyl(poly)glucosides, notably 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).
  • Use may also be made of 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 alternatively those sold by the company Chem Y under the name AGIO LK, or the products sold by the company Evonik Goldschmidt under the trade names Tego Care CG 90 or Tego Care CG 90 MB.
  • the nonionic surfactant(s) may be chosen from silicone nonionic surfactants and mixtures thereof.
  • silicone compound means a compound which comprises at least one (-Si-O-) group.
  • the silicone surfactants that may be used may be water-soluble, spontaneously water-dispersible or water-insoluble. Preferably, they are water-soluble or spontaneously water-dispersible.
  • silicone surfactants are oxyalkylenated, preferably oxyethylenated.
  • the silicone surfactants may be chosen from the compounds of formulae (XXI), (XXII), (XXIII), (XXIV) and (XXV) below: in which :
  • - Ri which may be identical or different, denotes a linear or branched C1-C3 0 alkyl radical or a phenyl radical;
  • - R3 and R4 which may be identical or different, denote a linear or branched C1-C12 alkyl radical, preferably a methyl radical;
  • - R-2 which may be identical or different, represents a group -(CH2)c-0-(C2H40)a’- (C3H60)b’-R5 or alternatively -(CH2)c-0-(C4H80)a’-R5 in which a’ ranges from 0 to 50; b’ ranges from 0 to 50 and a’+b’ is greater than or equal to 1; c ranges from 0 to 4; and
  • R5 which may be identical or different, is chosen from a hydrogen atom, a linear or branched alkyl group including from 1 to 12 carbon atoms; a linear or branched alkoxy group including from 1 to 6 carbon atoms; a linear or branched acyl group including from 2 to 12 carbon atoms; a hydroxyl group, a group -SO3M, a group -OCOR6, a Ci- Ce aminoalkoxy group optionally substituted on the amine with one or two C1-C4 alkyl radicals, optionally bearing at least one hydroxyl group; a C2-C6 aminoacyl group optionally substituted on the amine with one or two C1-C4 alkyl radicals, optionally bearing at least one hydroxyl group; a group -NHCH2CH2COOM, a group - N(CH2CH2COOM)2; a C1-C12 aminoalkyl group, optionally substituted on the amine and on the alkyl chain with one or
  • - m ranges from 0 to 20;
  • - n ranges from 0 to 500;
  • - q ranges from 0 to 20 ;
  • - w ranges from 1 to 100 ;
  • the silicone surfactants correspond to the general formulae (XXI), (XXII) or (XXV) as defined above, and more particularly correspond: to formula (XXI) or (XXII) in which at least one, preferably all, of the following conditions are satisfied:
  • - Ri denotes a methyl group
  • - R2 represents a group -(CH2) c -0-(C2H40) a -(C3H60)b -R5, with R5 representing a hydrogen atom, a methyl group or an acetyl group; preferably a hydrogen atom;
  • R2 represents a group -(CH2) c -0-(C2H40) a -(C3H60)b -R5, with a’ ranging from 1 to 25 and more particularly from 2 to 25 ;
  • - R2 represents a group -(CH2) c -0-(C2H40) a -(C3H60)b -R5, with b’ ranging from 0 to 25; preferably, b’ is equal to 0;
  • - n ranges from 0 to 100;
  • - Ri denotes a methyl or cetyl group
  • R2 represents a group -(CH2) c -0-(C2H40) a -(C3H60)b -R5, with R5 representing a hydrogen atom, a methyl group or an acetyl group; preferably a hydrogen atom;
  • R2 represents a group -(CH2) c -0-(C2H40) a -(C3H60)b -R5, with a’ ranging from 1 to 25 and more particularly from 2 to 25 ;
  • - R2 represents a group -(CH2) c -0-(C2H40) a -(C3H60)b -R5, with b’ ranging from 0 to 25, preferably from 1 to 20;
  • the silicone nonionic surfactants may be chosen from PEG-dimethicone, such as PEG- 10 dimethicone, PEG- 12 dimethicone, PEG- 14 dimethicone, PEG- 11 methyl ether dimethicone, and/or alkyl PEG/PPG dimethicone, such as PEG/PPG- 10/1 cetyl dimethicone, PEG/PPG- 18/18 dimethicone, PEG/PPG- 14/4 dimethicone.
  • PEG-dimethicone such as PEG- 10 dimethicone, PEG- 12 dimethicone, PEG- 14 dimethicone, PEG- 11 methyl ether dimethicone
  • alkyl PEG/PPG dimethicone such as PEG/PPG- 10/1 cetyl dimethicone, PEG/PPG- 18/18 dimethicone, PEG/PPG- 14/4 dimethicone.
  • silicone surfactants sold under the trade names Fluid DC 193 and DC 5225C by the company Dow Corning, Silwet ® L 77 by the company OSI, and Mazil ® 756 by the company Mazer PPG, KF-6017 by the company Shin-Etsu and Abil EM 90 from Evonik.
  • the nonionic surfactant(s) are chosen from polyoxyethylenated fatty alcohols, alkyl(poly)glycosides, ethoxylated fatty acid esters of sorbitan containing from 2 to 30 ethylene oxide units, silicone surfactants and mixtures thereof, and more preferentially from oleth-10, polysorbate 80, decyl glucoside, cocoyl glucoside, lauryl glucoside, PEG- 11 methyl ether dimethicone, and mixtures thereof.
  • the total content of the nonionic surfactant(s), when they are present in the composition according to the invention, preferably ranges from 0.1% to 10% by weight and more preferentially from 2.5% to 7.5% by weight, relative to the total weight of the composition.
  • the weight ratio (Ra) between the total content of amphoteric or zwitterionic surfactants (i) and the total content of nonionic surfactants is preferably greater than or equal to 1, and more preferentially greater than or equal to 1.5.
  • the composition according to the present invention in oil-in-water emulsion form comprises:
  • the total content of surfactants is preferably greater than or equal to 5% by weight, more preferentially greater than or equal to 6% by weight, relative to the total weight of the composition.
  • this total content ranges from 5% to 40% by weight, and more preferentially from 7.5% to 35% by weight, relative to the total weight of the composition.
  • composition according to the present invention may optionally also comprise one or more fixing polymers.
  • the term “fixing polymer” means any polymer that is capable, by application to the hair, of giving a shape to the head of hair or of holding an already acquired shape.
  • the fixing polymer(s) according to the invention are chosen from nonionic fixing polymers and anionic fixing polymers, and mixtures thereof, and more preferentially from anionic fixing polymers and mixtures thereof.
  • the anionic fixing polymers generally used are polymers including groups derived from carboxylic, sulfonic or phosphoric acid, and have a number-average molecular mass of between about 500 and 5 000 000.
  • the carboxylic groups are provided by unsaturated mono- or dicarboxylic acid monomers, such as those corresponding to formula (XXVI): in which:
  • - n is an integer from 0 to 10
  • - Ai denotes a methylene group, optionally connected to the carbon atom of the unsaturated group or to the adjacent methylene group, when n is greater than 1, via a heteroatom, such as oxygen or sulfur,
  • R-7 denotes a hydrogen atom or a phenyl or benzyl group
  • R-8 denotes a hydrogen atom or a lower alkyl or carboxyl group
  • - R-9 denotes a hydrogen atom, a lower alkyl group or a -CH2-COOH, phenyl or benzyl group.
  • a lower alkyl group preferably denotes a group containing 1 to 4 carbon atoms and in particular methyl and ethyl groups.
  • anionic fixing polymers containing carboxylic groups that are preferred according to the invention are:
  • A) copolymers of acrylic or methacrylic acid also known as (meth)acrylic acid or salts thereof.
  • copolymers of acrylic or methacrylic acid with a monoethylenic monomer such as ethylene, styrene, vinyl esters or acrylic or methacrylic acid esters, optionally grafted to a polyalkylene glycol, such as polyethylene glycol, and optionally crosslinked.
  • a monoethylenic monomer such as ethylene, styrene, vinyl esters or acrylic or methacrylic acid esters
  • a polyalkylene glycol such as polyethylene glycol, and optionally crosslinked.
  • Such polymers are described in particular in French patent 1 222 944 and German patent application 2 330 956, the copolymers of this type including an optionally N-alkylated and/or hydroxyalkylated acrylamide unit in their chain as described notably in Luxembourg patent applications 75370 and 75371.
  • copolymers of acrylic acid and of Ci to C4 alkyl methacrylate and terpolymers of vinylpyrrolidone of acrylic acid and of Ci to C20 alkyl methacrylate, for example lauryl methacrylate, such as that sold by ISP under the name Acrylidone ® LM (INCI name: VP/acrylates/lauryl methacrylate copolymer), acrylic acid/ethyl acrylate/N-(t-butyl)acrylamide terpolymers, such as the products Ultrahold ® Strong and Ultrahold ® 8 sold by the company BASF (INCI name: Acrylates/t-butylacrylamide copolymer), methacrylic acid/ethyl aery 1 at e// ⁇ ?
  • branched block polymers containing (meth)acrylic acid monomers such as the product sold under the name Fixate ® G-100L by the company Lubrizol (INCI name: AMP-acrylates / allyl methacrylate copolymer);
  • Crotonic acid copolymers such as those including vinyl acetate or propionate units in their chain and optionally other monomers such as allylic esters or methallylic esters, vinyl ether or vinyl ester of a linear or branched saturated carboxylic acid with a long hydrocarbon-based chain, such as those including at least 5 carbon atoms, these polymers possibly being grafted or crosslinked, or alternatively another vinyl, allylic or methallylic ester monomer of an a- or b-cyclic carboxylic acid.
  • Luviset ® CA 66 sold by the company BASF
  • Aristoflex ® A60 sold by the company Clariant (INCI name: VA / crotonates copolymer)
  • Mexomere ® PW or PAM sold by the company Chimex (INCI name: VA / vinyl butyl benzoate / crotonates copolymer);
  • copolymers comprising (i) one or more maleic, fumaric or itaconic acids or anhydrides and (ii) at least one monomer chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and esters thereof, the anhydride functions of these copolymers optionally being monoesterified or monoamidated.
  • monomers chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and esters thereof, the anhydride functions of these copolymers optionally being monoesterified or monoamidated.
  • Gantrez ® AN or ES commercial products are notably those sold under the names Gantrez ® AN or ES by the company ISP, such as Gantrez ® ES 225 (INCI name: Ethyl ester of PVM / MA copolymer) or Gantrez ® ES 425L (INCI name: Butyl ester of PVM / MA copolymer); - copolymers comprising (i) one or more maleic, citraconic or itaconic anhydride units and (ii) one or more monomers chosen from allylic or methallylic esters optionally including one or more acrylamide, methacrylamide, a-olefm, acrylic or methacrylic ester, acrylic or methacrylic acid or vinylpyrrolidone groups in their chain, the anhydride functions of these copolymers optionally being monoesterified or monoamidated; These polymers are described, for example, in patents FR 2 350 384 and FR
  • the fixing polymers bearing units derived from sulfonic acid may be chosen from: A’) homopolymers and copolymers including vinylsulfonic, styrenesulfonic, naphthalenesulfonic or acrylamidoalkylsulfonic units.
  • These polymers may notably be chosen from:
  • polyvinylsulfonic acid salts with a molecular mass of between 1000 and 100 000 approximately, and also the copolymers with an unsaturated comonomer such as acrylic or methacrylic acids and esters thereof, and also acrylamide or derivatives thereof, vinyl ethers and vinylpyrrolidone;
  • polystyrenesulfonic acid salts such as the sodium salts that are sold for example under the name Flexan ® II by AkzoNobel (INCI name: Sodium polystyrene sulfonate). These compounds are described in patent FR 2 198 719; - polyacrylamidosulfonic acid salts, such as those mentioned in patent US 4 128 631, and more particularly the polyacrylamidoethylpropanesulfonic acid sold under the name Rheocare ® HSP-1180 by Cognis (INCI name: polyacrylamidomethylpropane sulfonic acid);
  • Sulfonic polyesters these polymers being advantageously obtained by polycondensation of at least one dicarboxylic acid, of at least one diol or of a mixture of diol and of diamine, and of at least one difunctional monomer including a sulfonic function.
  • these polymers mention may be made of:
  • Polyester-5 which are copolymers obtained from di ethylene glycol, from 1,4-cyclohexanedimethanol, from isophthalic acid and from sulfoisophthalic acid salt; - branched sulfonic polyesters such as those described in patent applications WO
  • Such compounds are, for example, the products Eastman ® AQ10D Polymer (name: Polyester- 13) or Eastman ® AQ1350 Polymer sold by the company Eastman Chemical (name: Polyester- 13).
  • the anionic fixing polymer(s) are preferably chosen from acrylic acid copolymers, such as the acrylic acid/ethyl acrylate/N-ieri- butyl acrylamide terpolymers notably sold under the name Ultrahold ® Strong by the company BASF, copolymers derived from crotonic acid, such as the vinyl acetate/vinyl ieri-butylbenzoate/crotonic acid terpolymers and the crotonic acid/vinyl acetate/vinyl neododecanoate terpolymers notably sold under the name Resyn 28-2930 by the company AkzoNobel, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives and acrylic acid and esters thereof, such as the methyl vinyl ether/monoesterified maleic anhydride copolymers sold, for example, under the names G
  • the total amount of the anionic fixing polymer(s), when they are present in the composition of the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
  • amphoteric fixing polymers that may be used in accordance with the invention may be chosen from polymers including units B and C distributed randomly in the polymer chain, in which B denotes a unit derived from a monomer including at least one basic nitrogen atom and C denotes a unit derived from an acid monomer including one or more carboxylic or sulfonic groups, or alternatively B and C may denote groups derived from carboxybetaine or sulfobetaine zwitterionic monomers;
  • B and C may also denote a cationic polymer chain including primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups bears a carboxylic or sulfonic group connected via a hydrocarbon-based group, or alternatively B and C form part of a chain of a polymer bearing an ethyl ene-a,P-dicarboxylic unit in which one of the carboxylic groups has been made to react with a poly amine including one or more primary or secondary amine groups.
  • amphoteric fixing polymers corresponding to the definition given above that are more particularly preferred are chosen from the following polymers: (1) copolymers bearing acidic vinyl units and basic vinyl units, such as those resulting from the copolymerization of a monomer derived from a vinyl compound bearing a carboxylic group such as, more particularly, acrylic acid, methacrylic acid, maleic acid, a-chloroacrylic acid, and of a basic monomer derived from a substituted vinyl compound containing at least one basic atom, such as, more particularly, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkylmethacrylamide and acrylamide.
  • Such compounds are described in patent US 3 836 537;
  • the N-substituted acrylamides or methacrylamides that are more particularly preferred according to the invention are compounds in which the alkyl groups include from 2 to 12 carbon atoms and more particularly N-ethylacrylamide, N-tert- butyl acrylamide, N-tert-octyl acrylamide, N-octyl acrylamide, N-decylacrylamide, N- dodecyl acrylamide and the corresponding methacrylamides.
  • the acidic comonomers are more particularly chosen from acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid and fumaric acid and alkyl monoesters, containing 1 to 4 carbon atoms, of maleic or fumaric acids or anhydrides.
  • the preferred basic comonomers are aminoethyl, butylaminoethyl, N,N’- dimethylaminoethyl and N-tert-butylaminoethyl methacrylates.
  • copolymers of which the INCI name is Octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer such as the products sold under the names Amphomer ® , Amphomer ® LV71 or Balance ® 47 by the company Akzo Nobel, are particularly used;
  • - Rio represents a divalent group derived from a saturated dicarboxylic acid, from an aliphatic mono- or dicarboxylic acid bearing an ethylenic double bond, from an ester of a lower alkanol containing from 1 to 6 carbon atoms of these acids, or from a group derived from the addition of any one of said acids to a bis-primary or bis-secondary amine, and
  • Z c) in proportions of from 0 to 20 mol%, the -NH-(CH6)6-NH- group derived from hexamethylenediamine, these polyamino amides being crosslinked by addition reaction of a difunctional crosslinking agent chosen from epihalohydrins, diepoxides, dianhydrides and bis-unsaturated derivatives, using from 0.025 to 0.35 mol of crosslinking agent per amine group of the poly amino amide and acylated by the action of acrylic acid, chloroacetic acid or an alkane sultone, or salts thereof.
  • a difunctional crosslinking agent chosen from epihalohydrins, diepoxides, dianhydrides and bis-unsaturated derivatives
  • the saturated carboxylic acids are preferably chosen from acids containing 6 to 10 carbon atoms, such as adipic acid, 2,2,4-trimethyladipic acid, 2,4,4- trimethyladipic acid and terephthalic acid, and acids bearing an ethylenic double bond, for instance acrylic, methacrylic and itaconic acids.
  • alkane sultones used in the acylation are preferably propane sultone or butane sultone; the salts of the acylating agents are preferably the sodium or potassium salts.
  • Rn denotes a polymerizable unsaturated group such as an acrylate, methacrylate, acrylamide or methacrylamide group
  • Ri2 and Ri3 represent a hydrogen atom or a methyl, ethyl or propyl group
  • Ri4 and Ris represent a hydrogen atom or an alkyl group such that the sum of the carbon atoms in Ri4 and Ris does not exceed 10.
  • the polymers comprising such units may also include units derived from non- zwitterionic monomers such as dimethyl- or di ethyl aminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides or vinyl acetate.
  • methyl methacrylate/methyl dimethylcarboxymethylammonioethyl methacrylate copolymers such as the product sold under the name Diaformer Z-301N or Z-301W by the company Clariant (INCI name: Acrylates copolymer).
  • polymers derived from the N-carboxyalkylation of chitosan such as N- carboxymethyl chitosan or N-carboxybutyl chitosan, for instance the product sold under the name Chitoglycan by the company Sinerga SPA (INCI name: Carboxymethyl chitosan);
  • amphoteric polymers of the -D-X-D-X type chosen from: a) polymers obtained by the action of chloroacetic acid or sodium chloroacetate on compounds including at least one unit of formula (XXXII):
  • E and E’ denote a divalent group that is an alkylene group with a straight or branched chain including up to 7 carbon atoms in the main chain, which is unsubstituted or substituted with hydroxyl groups and which may include, in addition to oxygen, nitrogen and sulfur atoms, 1 to 3 aromatic and/or heterocyclic rings; the oxygen, nitrogen and sulfur atoms being present in the form of ether, thioether, sulfoxide, sulfone, sulfonium, alkylamine or alkenylamine groups, hydroxyl, benzylamine, amine oxide, quaternary ammonium, amide, imide, alcohol, ester and/or urethane groups; b) polymers of formula (XXXIII):
  • ⁇ / and X denotes the symbol E or E’ and at least once E’;
  • E having the meaning given above and E’ being a divalent group that is an alkylene group with a straight or branched chain containing up to 7 carbon atoms in the main chain, which is unsubstituted or substituted with one or more hydroxyl groups and which includes one or more nitrogen atoms, the nitrogen atom being substituted with an alkyl chain that is optionally interrupted with an oxygen atom and which necessarily includes one or more carboxyl functions or one or more hydroxyl functions betainized by reaction with chloroacetic acid or sodium chloroacetate; (9) (Ci-Cs)alkyl vinyl ether/maleic anhydride copolymers partially modified by semiamidation with an N,N-dialkylaminoalkylamine, such as N,N- dimethylaminopropylamine, or by semiesterification with an N,N- dialkylaminoalkanol.
  • copolymers may also include other vinyl comonomers, such as vinylcaprolactam.
  • the ones that are most particularly preferred according to the invention are those of family (3), such as the copolymers whose INCI name is octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, such as the products sold under the names Amphomer ® , Amphomer ® LV 71 or Balance ® 47 by the company AkzoNobel and those of family (4) such as the copolymers of methyl methacrylate/methyl dimethylcarboxymethylammonioethyl methacrylate, sold, for example, under the name Diaformer Z-301N or Z-301W by the company Clariant.
  • the total amount of amphoteric fixing polymer(s), when they are present in the composition according to the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and even better still from 0.3% to 10% by weight, relative to the total weight of the composition.
  • the cationic fixing polymers that may be used according to the present invention are preferably chosen from polymers including primary, secondary, tertiary and/or quaternary amine groups forming part of the polymer chain or directly attached thereto, and having a molecular weight of between 500 and approximately 5 000 000 and preferably between 1000 and 3 000 000.
  • R.3 denotes a hydrogen atom or a CH3 group
  • - A is a linear or branched alkyl group including from 1 to 6 carbon atoms or a hydroxyalkyl group including from 1 to 4 carbon atoms;
  • Ri and R2 which may be identical or different, each represent a hydrogen atom or an alkyl group containing from 1 to 6 carbon atoms;
  • the copolymers of class (1) also contain one or more units derived from comonomers which may be chosen from the class of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen with Ci- to C4 alkyl groups, groups derived from acrylic or methacrylic acids or esters thereof, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
  • cationic guar gums preferably containing quaternary ammonium, such as those described in US patents 3 589 578 and 4 031 307, such as guar gums containing trialkylammonium cationic groups.
  • quaternary ammonium such as those described in US patents 3 589 578 and 4 031 307
  • guar gums containing trialkylammonium cationic groups Such products are notably sold under the trade names Jaguar C13 S, Jaguar C 15 and Jaguar C 17 by the company Meyhall.
  • chitosans or salts thereof are in particular chitosan acetate, lactate, glutamate, gluconate or pyrrolidonecarboxylate.
  • chitosan having a degree of deacetylation of 90.5% by weight sold under the name Kytan Brut Standard by the company Aber Technologies, and chitosan pyrrolidonecarboxylate sold under the name Kytamer ® PC by the company Amerchol;
  • cationic cellulose derivatives such as copolymers of cellulose or of cellulose derivatives grafted with a water-soluble monomer including a quaternary ammonium and notably described in patent US 4 131 576, such as hydroxyalkylcelluloses, for example hydroxymethyl-, hydroxyethyl- or hydroxypropylcelluloses, grafted notably with a methacryloyl- oxyethyltrimethylammonium, methacrylamidopropyltrimethylammonium or dimethyldiallylammonium salt.
  • the commercial products corresponding to this definition are more particularly the products sold under the names Celquat L 200 and Celquat H 100 by the company National Starch.
  • the total amount of the cationic fixing polymer(s), when they are present in the composition of the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
  • the nonionic fixing polymers that may be used according to the present invention are chosen, for example, from:
  • vinyl acetate copolymers for instance copolymers of vinyl acetate and of acrylic ester, copolymers of vinyl acetate and of ethylene, or copolymers of vinyl acetate and of maleic ester, for example of dibutyl maleate;
  • styrene copolymers for instance copolymers of styrene, of alkyl acrylate and of alkyl methacrylate; copolymers of styrene and of butadiene; or copolymers of styrene, of butadiene and of vinylpyridine;
  • vinyllactam homopolymers such as the vinylpyrrolidone homopolymers sold, for example, under the names Luviskol ® K30 Powder by the company BASF or PVP K30L or K60 Solution or K90 by the company ISP, or such as the polyvinylcaprolactam sold under the name Luviskol ® Plus by the company BASF (INCI name: PVP);
  • vinyllactam copolymers such as a poly(vinylpyrrolidone/vinyllactam) copolymer sold under the trade name Luvitec ® VPC 55K65W by the company BASF, poly(vinylpyrrolidone/vinyl acetate) copolymers, such as those sold under the name P VP/VA ® S630L, E735, E635 and W735 by the company ISP, Luviskol ® VA 73, VA
  • the alkyl groups of the nonionic polymers mentioned above preferably contain from 1 to 6 carbon atoms.
  • the content of the nonionic fixing polymer(s), present in the composition according to the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
  • These polymers may be amphoteric, cationic, anionic or nonionic and they are preferably anionic or nonionic.
  • Such polymers are, for example, the copolymers that may be obtained by free radical polymerization from the monomer mixture formed from: a) 50% to 90% by weight of / ⁇ ?/ -butyl acrylate, b) 0 to 40% by weight of acrylic acid, c) 5% to 40% by weight of a silicone macromer of formula: in which v is a number ranging from 5 to 700, the weight percentages being calculated relative to the total weight of the monomers.
  • grafted silicone polymers are notably polydimethylsiloxanes (PDMSs) to which are grafted mixed polymer units of the poly((meth)acrylic acid) type and of the poly(alkyl (meth)acrylate) type via a thiopropylene-type connecting chain and polydimethylsiloxanes (PDMSs) to which polymer units of the poly(isobutyl (meth)acrylate) type are grafted via a thiopropylene- type connecting chain.
  • PDMSs polydimethylsiloxanes
  • PDMSs polydimethylsiloxanes
  • Grafted silicone polymers are sold, for example, under the names Silicone Plus Polymer ® VS80 and VA70 by 3M (INCI names: Polysilicone-8 and Polysilicone- 7, respectively).
  • polyurethanes particularly targeted by the present invention are those described in patent applications EP 0 751 162, EP 0 637 600, EP 0 648 485 and FR 2 743 297, of which the applicant is the proprietor, and also in patent applications EP 0 656 021 and WO 94/03510 from the company BASF and EP 0 619 111 from the company National Starch.
  • the total amount of the polyurethane(s), when they are present in the composition of the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and even better still from 0.3% to 10% by weight, relative to the total weight of the composition.
  • the composition according to the invention also comprises one or more fixing polymers chosen from nonionic fixing polymers, anionic fixing polymers, and mixtures thereof; preferentially chosen from anionic fixing polymers and mixtures thereof; and better still chosen from copolymers of (meth)acrylic acid, copolymers derived from crotonic acid, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid or esters thereof, and mixtures thereof.
  • fixing polymers chosen from nonionic fixing polymers, anionic fixing polymers, and mixtures thereof; preferentially chosen from anionic fixing polymers and mixtures thereof; and better still chosen from copolymers of (meth)acrylic acid, copolymers derived from crotonic acid, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives
  • the total amount of the fixing polymer(s), when they are present in the composition of the invention preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, and even more preferentially from 0.5% to 5% by weight, relative to the total weight of the composition.
  • composition according to the present invention may optionally also comprise sodium chloride in a total content preferably ranging from 0.1% to 5% by weight, and more preferentially from 0.1% to 2% by weight, relative to the total weight of the composition.
  • composition according to the present invention may optionally also comprise one or more additional compounds different from the compounds defined above, preferably chosen from anionic surfactants, cationic surfactants, cationic, anionic, nonionic and amphoteric polymers different from the fixing polymers defined previously, thickeners, silicones different from silicones defined previously, fatty substances different from fatty substances (ii) defined above, antioxidants, penetrants, conditioning agents, UV-screening agents, sequestrants, fragrances, buffers, dispersants, film-forming agents, ceramides, preserving agents, opacifiers, lubricants (or anticaking agents) and mixtures thereof.
  • the additional compound(s) are generally present in a content, for each of them, of between 0.01% and 20% by weight, relative to the weight of the composition.
  • the pH of the composition according to the invention generally ranges from 3 to 9, preferably from 3 to 7.5 and better still from 3.5 to 7.
  • the pH of the composition may be adjusted to the desired value by means of basifying agents or acidifying agents that are customarily used.
  • basifying agents examples that may be mentioned include aqueous ammonia, alkanolamines, and mineral or organic hydroxides.
  • acidifying agents examples which may be mentioned include mineral or organic acids, for instance hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic acid, and sulfonic acids.
  • the viscosity of the composition may range from 0.1 Pa.s to 4 Pa.s, preferably from 0.5 Pa.s to 2 Pa.s measured at 25°C at a shear rate of 200 tr/min.
  • the viscosity of the composition can be measured with a viscometer (Rheomat Mettler Toledo RM180 Rheomat).
  • the weight ratio (R) between the total content of amphoteric or zwitterionic surfactants (i) and the total content of fatty substances (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, present in the composition of the invention is greater than or equal to 1.
  • amphoteric or zwitterionic surfactant(s) are chosen from (Cs- C2o)alkylbetaines, (C8-C2o)alkylamido(C3-C8)alkylbetaines, and mixtures thereof.
  • the composition comprises at least one amphoteric or zwitterionic surfactant(s) chosen from (C8-C2o)alkylbetaines, (C8-C2o)alkylamido(C 3 - C8)alkylbetaines, and mixtures thereof and the weight ratio (R) between the total content of amphoteric or zwitterionic surfactants (i) and the total content of fatty substances (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, in particular non-silicone fatty substances, present in the composition of the invention, is greater than or equal to 1.
  • the composition has a turbidity less than or equal to 200 NTU units, preferably less than or equal to 100 NTU units, and is in the form of an oil- in-water emulsion, the oil particles of which advantageously have a number-average size of less than or equal to 200 nm, preferably between 1 and 150 nm.
  • the composition has a turbidity less than or equal to 50 NTU units and is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size between 1 and 150 nm, more preferentially between 2 and 100 nm.
  • the composition has a turbidity less than or equal to 50 NTU units and is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size between 5 and 50 nm, even more preferentially between 5 and 30 nm.
  • the composition has a turbidity less than or equal to 20 NTU units and is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size between 5 and 30 nm, or even between 8 and 20 nm.
  • the composition has a turbidity less than or equal to 20 NTU units and is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size between 8 and 20 nm
  • a subject of the invention is also an aerosol device comprising:
  • the aerosol device according to the invention makes it possible to dispense said composition in foam form.
  • composition according to the invention is advantageously packaged under pressure, in an aerosol device, for example a monobloc device, which comprises a spraying means and a container.
  • an aerosol device for example a monobloc device, which comprises a spraying means and a container.
  • the spraying means is generally formed from a dispensing valve controlled by a dispensing head, which itself comprises a nozzle via which the composition of the invention is sprayed, preferably in foam form.
  • a dispensing head which itself comprises a nozzle via which the composition of the invention is sprayed, preferably in foam form.
  • plastic aerosols equipped with a 2x0.51 mm GI valve and a DMPR229 dispenser.
  • the container containing the pressurized composition may be opaque or transparent. It may be made of glass, polymer or metal, and may optionally be coated with a protective varnish coat.
  • the container of said aerosol device is transparent, such that the composition according to the invention is visible to the naked eye through said container.
  • a subj ect of the present invention is also a process for the cosmetic treatment, preferably a washing and/or conditioning process, of keratin materials, in particular of human keratin materials such as the hair and the skin, comprising the application to said keratin materials of a composition as defined previously; this application optionally being followed by rinsing after an optional leave-on time.
  • a subject of the present invention is also a process for washing and/or conditioning keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined previously, said application optionally being followed by rinsing after an optional leave-on time.
  • the application of the composition according to the invention is followed by rinsing.
  • the composition may be applied to wet or dry keratin materials. It is preferably applied to wet keratin materials. On conclusion of the process, the keratin materials may optionally be dried or left to dry.
  • the term “keratin materials” denotes the skin and the scalp, and keratin fibres in particular such as the hair. More preferably, the keratin material is hair.
  • the process for cosmetic treatment of the invention is preferably a process for styling, that is to say shaping and/or fixing, keratin fibres, in particular human keratin fibres such as the hair.
  • the application of the composition according to the invention is preferably not followed by rinsing.
  • the composition is applied to wet hair.
  • composition is applied to dry hair.
  • the examples that follow serve to illustrate the invention without, however, being limiting in nature.
  • the formulation juices were prepared according to the following protocol:
  • the surfactants were dissolved in the water.
  • the fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in-water emulsion.
  • the turbidity and particle size measurements were performed on conclusion of this step of obtaining the emulsion and before pressurizing the formulations.
  • the turbidity and particle size measurements of the formulation juices A1 to A3 and B1 were performed before introducing the propellants and pressurizing the compositions.
  • the turbidity was measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent.
  • the number-average size of the oil drops in the formulation juices A1 to A3 and B1 was determined via the quasi-elastic light scattering method using a Zetasizer Nona ZS machine from Malvern Instruments. c. Results
  • compositions A1 to A3 and Bl thus obtained were then packaged in transparent PET aerosol devices equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
  • pressurized compositions A1 to A3 according to the invention remain single-phase and transparent, while pressurized composition B 1 is not transparent.
  • compositions A1 to A3 are stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of these formulations has not changed. Conversely, for comparative composition Bl, two distinct phases quickly form with an opaque upper phase. This phase distinction becomes more pronounced over time, notably after 24 hours of storage at room temperature.
  • Compositions Al, A2 and A3 according to the invention dispensed by means of the aerosol device, make it possible to obtain a uniform, firm and creamy foam which holds well in the hand and is easily and uniformly applied to the whole head of hair. Compositions Al, A2 and A3 also afford good detergency properties additionally with a conditioning effect to the hair thus treated.
  • the juices of formulations E, FI, F2, G1 and G2 according to the invention were prepared from the ingredients, whose contents are indicated in the table below (as weight percentage of active material).
  • the formulation juices were prepared according to the following protocol: The surfactants were dissolved in the water. The fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in-water emulsion. The turbidity and particle size measurements were performed on conclusion of this step of obtaining the emulsion and before pressurizing the formulations.
  • the turbidity and particle size measurements of the formulation juices were performed before introducing the propellants and pressurizing the compositions.
  • the turbidity was measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent.
  • the number-average size of the oil drops in the formulation juices E, FI, F2, G1 and G2 was determined via the quasi elastic light scattering method using a Zetasizer Nona ZS machine from Malvern Instruments. c. Results
  • compositions E, FI, F2, G1 and G2 were then packaged in transparent PET aerosol devices equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
  • pressurized compositions E, F 1 , F2, Gl and G2 according to the invention are of single-phase appearance and transparent.
  • the single-phase appearance and the transparency of said compositions are stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of these formulations has not changed.

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)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Cosmetics (AREA)

Abstract

The present invention relates to a composition in the form of an oil-in-water emulsion comprising a combination of at least one amphoteric surfactant and of at least one specific fatty substance, in the presence of at least one propellant. The invention also relates to an aerosol device containing said composition, and also to a process for the cosmetic treatment of keratin materials, in particular of human keratin materials such as the skin and the hair, using said composition.

Description

DESCRIPTION
TITLE: Composition in emulsion form comprising an amphoteric surfactant, a fatty substance and a propellant
The present invention relates to a composition in the form of an oil-in-water emulsion comprising a combination of at least one amphoteric surfactant and of at least one specific fatty substance, in the presence of at least one propellant.
The invention also relates to an aerosol device containing said composition, and also to a process for the cosmetic treatment of keratin materials, in particular of human keratin materials such as the skin and the hair, using said composition.
For the washing of keratin materials, notably such as the hair and the skin, it is common practice to use detergent cosmetic compositions such as shampoos and shower gels, based essentially on surfactants. These compositions are applied preferably to wet keratin materials, and the foam generated by massaging or rubbing with the hands or a washing mitt enables, after rinsing with water, the removal of the various types of soiling initially present on the hair or the skin.
Shampoos and body cleansing products are usually in the form of lotions, gels, foams, creams or sprays. When these products are packaged in the form of sprays or in aerosol devices, they are generally only available in opaque containers since the compositions usually used do not have a sufficiently attractive appearance, notably in the presence of a propellant, or even in the presence of a liquefied propellant. Now, an increasing number of users of bodycare and haircare products are notably in search of compositions which are more attractive, more fluid and clearer, or even transparent.
Moreover, these compositions are generally not stable over time or with respect to temperature, which makes their application difficult and non-uniform and gives rise to an unpleasant experience for the consumer.
Thus, there is a real need for a composition which does not have the abovementioned drawbacks, i.e. which has an attractive and stable aesthetic appearance over time, which is easy to spread over the entire head of hair or the skin, and which has improved foaming and cleansing (or washing) properties, notably giving the keratin materials a pleasant and soft feel.
It has now been discovered that a composition in the form of an oil-in-water emulsion and comprising a combination of at least one amphoteric surfactant and of at least one fatty substance having a melting point of less than or equal to 35°C at atmospheric pressure, in the presence of at least one propellant, makes it possible to achieve the objectives presented above, and notably to propose a composition which is stable over time, combining an attractive aesthetic appearance with improved foaming properties.
One subject of the present invention is thus a composition in the form of an oil-in-water emulsion comprising: (i) one or more amphoteric or zwitterionic surfactants,
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure;
(iii) one or more propellants; and
(iv) water; the total content of the amphoteric or zwitterionic surfactant(s) (i) being greater than or equal to 5% by weight, relative to the total weight of the composition.
The composition according to the invention, when it is dispensed by means of a conventional aerosol device, makes it possible in particular to dispense a uniform, firm and creamy mousse which holds well in the hand. Furthermore, the foam formed from the composition according to the invention has good working qualities. It spreads easily and evenly over the keratin materials and has good conditioning and cleaning properties for the hair or the skin, and also good styling properties on the hair, where appropriate. After rinsing or not, the composition affords cosmetic properties to the keratin materials, and notably a pleasant feel.
By virtue of its formulation and its improved working qualities and foaming qualities, the composition of the invention can be used in various cosmetic treatments of the skin and/or hair, such as cleansing compositions, conditioners or styling products. As a styling product, it notably affords good hold of the head of hair over time under both wet and dry conditions, while at the same time giving the head of hair volume, without making the hairstyle rigid.
In the case of curly hair, the composition according to the invention also affords good curl definition, and also good curl hold. In particular, the composition according to the invention gives the hair flexibility and volume, affording it a fluid movement, while at the same time maintaining a natural appearance. It also gives the hair a particularly soft, smooth and pleasant feel. The head of hair styled using the composition of the invention is held in shape without being set rigid and the styling effects afforded thereto persist throughout the day. The composition according to the invention advantageously has a single phase appearance, which is preferably clear, or even transparent, which gives it a particularly attractive aesthetic appearance that is highly sought by users. Notably, when it is packaged in a pressurized device, such as an aerosol, the propellant(s) are dispersed in the droplets of the emulsion, giving the composition a particularly aesthetic homogeneous appearance. The aesthetic appearance of the composition according to the invention is also particularly enhanced when it is packaged in a container that is itself transparent.
Furthermore, the permanent dispersion of the propellant(s) renders them non- flammable, improving the safety of the final aerosol product and complying with certain regulations, notably American regulations.
It has also been found that the composition according to the invention is stable over time, and also with respect to temperature. In particular, the appearance of the composition according to the invention remains significantly the same after two months of storage at room temperature (25°C).
The present invention thus also relates to an aerosol device comprising:
- a container containing a composition as defined previously, and
- a means for spraying said composition.
The present invention also relates to a process for the cosmetic treatment, preferably a washing and/or conditioning process, of keratin materials, in particular of human keratin fibres such as the hair and the skin, comprising the application to said keratin materials of a composition as previously defined, said application being optionally followed by rinsing after an optional leave-on time.
The present invention also relates to a process for washing and/or conditioning keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined previously, said application being optionally followed by rinsing after an optional leave-on time.
The present invention also relates to a process for styling keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined previously, said application being optionally followed by rinsing after an optional leave-on time.
Other subjects, characteristics, aspects and advantages of the invention will emerge even more clearly on reading the description and the example that follows. In the text hereinbelow, unless otherwise indicated, the limits of a range of values are included in that range, notably in the expressions “between” and “ranging from ... to
Moreover, the expression “at least one” used in the present description is equivalent to the expression “one or more”.
In addition, the term “two-phase or multi-phase appearance” refers to a composition comprising at least two phases that are distinct from each other and superposed one on the other.
The composition according to the invention is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size of less than or equal to 200 nm, preferably between 1 and 150 nm, more preferentially between 2 and 100 nm, better still between 5 and 50 nm, even more preferentially between 5 and 30 nm, or even between 8 and 20 nm.
The emulsion according to the present invention may be a microemulsion or a nanoemulsion.
The term “microemulsion” means a thermodynamically stable, microscopically heterogeneous and macroscopically homogeneous mixture of two mutually immiscible liquid substances, such as an oily phase and an aqueous phase. Microemulsions may be of oil-in-water type (O/W), i.e. droplets of oil dissolved in the form of direct micelles swollen in a continuous aqueous phase, or of water-in-oil type (W/O), i.e. droplets of water dissolved in the form of reverse micelles swollen in a continuous oil phase, or alternatively of bicontinuous type, i.e. in the form of structures in which the water and the oil are codissolved, the water and the oil being able to be considered simultaneously as being the continuous phase or the dispersed phase.
Microemulsions are to be distinguished from nanoemulsions, which are thermodynamically unstable dispersions of oil or water droplets in an aqueous or oil continuous phase.
Microemulsions are formed by simple mixing of the various constituents, without the need for a large energy input.
In addition, microemulsions generally have a particular microstructure formed from microdroplets whose size is such that light passes through them without being scattered, and as such the appearance of this composition is transparent or translucent, whereas the appearance of a standard emulsion is opaque.
The number-average size of the particles (or oil drops) may be determined in particular according to the known method of quasi-elastic light scattering. As a machine that may be used for this determination, mention may be made of the machine from Brookhaven equipped with an SX 200 optical bed (with a 532 nm laser) and a BI 9000 correlator. This machine gives a measurement of the mean diameter by photon correlation spectroscopy (PCS), which makes it possible to determine the numerical mean diameter from the polydispersity factor, which is also measured by the machine. This measurement may also be performed using a Zetasizer Nano ZS machine from Malvern Instruments which makes it possible to determine the mean diameter weighted by the scattered intensity (and not weighted by the mass, the number or the volume), and also the polydispersity index. In addition, the composition according to the invention has very low polydispersity, i.e. the particles (or oil drops) have very homogeneous size. The particles present in the composition according to the invention are droplets of oily phase comprising the fatty substance(s) (ii) and the propellant(s) (iii), in the continuous aqueous phase. According to a particular embodiment, the composition of the invention is a composition in the form of an oil-in-water microemulsion comprising:
(i) one or more amphoteric or zwitterionic surfactants,
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure; (iii) one or more propellants; and (iv) water; the total content of the amphoteric or zwitterionic surfactant(s) (i) being greater than or equal to 5% by weight, relative to the total weight of the composition.
The composition according to the invention, and notably according to this particular embodiment, is advantageously transparent. The transparency of the composition according to the invention may be characterized by measuring its turbidity, by turbidimetry (in NTU units). In the context of the present invention, the turbidity measurements were performed using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent. It is also possible to measure the turbidity of the composition using a turbidimeter such as the HI 88713-ISO model from the company Hanna Instruments.
The composition according to the invention, and notably according to this particular embodiment, preferably has a turbidity at room temperature (25°C) and atmospheric pressure of less than or equal to 200 NTU units, more preferentially less than or equal to 100 NTU units, better still less than or equal to 50 NTU units, and even more preferentially less than or equal to 20 NTU units. The transparency may also be assessed visually when the composition is packaged in a transparent container. According to this method, the composition is transparent if the printed characters on a sheet of paper placed behind the container can be read clearly. The printed characters are preferably in Arial font, font size 12 or larger.
The composition according to the invention can be obtained via any type of process.
Preferably, the composition according to the present invention has a single phase appearance. For the purposes of the present invention, the term “single-phase appearance” means that the composition according to the invention is constituted, at room temperature (25°C) and atmospheric pressure, of two or more phases, where one of the phases is dispersed in the other, such that the phases cannot be distinguished from each other with the naked eye.
The composition according to the invention is advantageously in the form of a clear to transparent fluid, preferably a transparent fluid.
(i) The amphoteric surfactants
The composition according to the present invention comprises one or more amphoteric or zwitterionic surfactants. In particular, the amphoteric or zwitterionic surfactant(s), which are preferably non-silicone surfactants that may be used in the composition according to the present invention, may notably be optionally quaternized secondary or tertiary aliphatic amine derivatives, in which the aliphatic group is a linear or branched chain including 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.
Mention may in particular be made of (C8-C2o)alkylbetaines, (Cs- C2o)alkylsulfobetaines, (C8-C2o)alkylamido(C3-C8)alkylbetaines and (Cs- C2o)alkylamido(Ci-C6)alkylsulfobetaines, and mixtures thereof. Among the optionally quaternized derivatives of secondary or tertiary aliphatic amines that may be used, as defined above, mention may also be made of the compounds having the respective structures (I) and (II) below:
Ra-CONHCH2CH2-N+(Rb)(Rc)-CH2COO·, M+, X (I) in which formula (I): - Ra represents a Cio to C30 alkyl or alkenyl group derived from an acid RaCOOH preferably present in hydrolyzed coconut kernel oil, preferably Ra represents a heptyl, nonyl or undecyl group;
- Rb represents a b-hydroxyethyl group;
- Rc represents a carboxymethyl group;
- M+ represents a cationic counterion derived from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine; and
- X represents an organic or mineral anionic counterion, such as that chosen from halides, acetates, phosphates, nitrates, (Ci-C4)alkyl sulfates, (Ci-C4)alkyl- or (Ci- C4)alkylarylsulfonates, in particular methyl sulfate and ethyl sulfate; or alternatively M+ and X are absent;
Ra -CONHCH2CH2-N(B)(B’) (II) in which formula (II):
- B represents the group -CH2CH20X’ ;
- B’ represents the group -(CH2)zY’, with z = 1 or 2;
- X’ represents the group -CH2COOH, -CH2-COOZ\ -CH2CH2COOH or CH2CH2- COOZ’, or a hydrogen atom;
- Y’ represents the group -COOH, -COOZ’ or -CH2CH(0H)S03H or the group CH2CH(0H)S03-Z’;
- Z’ represents a cationic counterion derived from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine;
- Ra’ represents a C10 to C30 alkyl or alkenyl group of an acid Ra -COOH which is preferably present in coconut kernel oil or in hydrolyzed linseed oil, or an alkyl group, especially a C17 group, and its iso form, or an unsaturated C17 group.
These compounds are classified in the CTFA dictionary, 5th edition, 1993, under the names disodium cocoamphodi acetate, disodium lauroamphodiacetate, disodium caprylamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphodipropionate, disodium caprylamphodipropionate, disodium capryloamphodipropionate, lauroamphodipropionic acid and cocoamphodipropionic acid.
By way of example, mention may be made of the cocoamphodiacetate sold by the company Rhodia under the trade name Miranol® C2M Concentrate.
Use may also be made of the compounds of formula (III):
Ra’ ’ -NHCH(Y’ ’)-(CH2)nCONH(CH2)n -N(Rd)(Rc) (III) in which formula (III):
- Y” represents the group -COOH, -COOZ” or -CH2-CH(0H)S03H or the group CH2CH(0H)S03-Z”; - Rd and Re represent, independently of each other, a Ci to C4 alkyl or hydroxy alkyl radical;
- Z” represents a cationic counterion derived from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine; - Ra” represents a C10 to C30 alkyl or alkenyl group of an acid Ra”-COOH which is preferably present in coconut kernel oil or in hydrolyzed linseed oil; and
- n and n’ denote, independently of each other, an integer ranging from 1 to 3.
Among the compounds of formula (III), mention may be made of the compound classified in the CTFA dictionary under the name sodium diethylaminopropyl cocoaspartamide and sold by the company Chimex under the name Chimexane HB.
These compounds may be used alone or as mixtures.
Among the amphoteric or zwitterionic surfactants mentioned above, use is advantageously made of (C8-C2o)alkylbetaines, such as cocoyl betaine, (Cs- C2o)alkylamido(C3-C8)alkylbetaines, such as cocamidopropylbetaine, (C8-C2o)alkyl amphoacetates, (C8-C2o)alkylamphodiacetates and mixtures thereof; and preferably (C8-C2o)alkylbetaines, (C8-C2o)alkylamido(C3-C8)alkylbetaines and mixtures thereof.
Preferentially, the amphoteric or zwitterionic surfactant(s) are chosen from (C8-C2o)alkylbetaines, (C8-C2o)alkylamido(C3-C8)alkylbetaines and mixtures thereof. The total content of the amphoteric or zwitterionic surfactant(s) present in the composition according to the invention is greater than or equal to 5% by weight, and advantageously greater than or equal to 6% by weight, relative to the total weight of the composition. Preferably, the total content of the amphoteric or zwitterionic surfactant(s) ranges from 5% to 25% by weight, more preferentially from 6% to 20% by weight, and better still from 7% to 18% by weight, relative to the total weight of the composition.
In a particular embodiment of the invention, the composition comprises one or more amphoteric or zwitterionic surfactants chosen from (C8-C2o)alkylbetaines, (Cx- C2o)alkylamido(C3-C8)alkylbetaines and mixtures thereof. According to this embodiment, the total content of the amphoteric or zwitterionic surfactant(s) preferably ranges from 5% to 25% by weight, more preferentially from 6% to 20% by weight and better still from 7% to 18% by weight, relative to the total weight of the composition..
(ii) The fatty substances The composition according to the present invention also comprises one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure (1.013xl05 Pa).
Preferably, the fatty substance(s) used in the composition of the invention have a melting point strictly less than 35°C at atmospheric pressure (1.013><105 Pa), and more preferentially less than or equal to 28°C at atmospheric pressure (1.013xl05 Pa). In other words, the fatty substance(s) used in the composition of the present invention are liquid at 35°C and at atmospheric pressure, preferably liquid at 28°C and at atmospheric pressure. Better still, the fatty substance(s) used in the composition according to the invention are liquid at room temperature, i.e. they have a melting point of less than or equal to 25°C, at atmospheric pressure (1.013xl05 Pa).
The term “fatty substance” means an organic compound that is insoluble in water at room temperature (25°C) and at atmospheric pressure (1.013xl05 Pa), i.e. it has a solubility of less than 5% by weight, preferably less than 1% by weight and even more preferentially less than 0.1% by weight in water. They generally have in their structure at least one hydrocarbon-based chain including at least 6 carbon atoms. The fatty substances are generally soluble, under the same temperature and pressure conditions, in organic solvents such as chloroform, ethanol, benzene, liquid petroleum jelly or decam ethylcy cl opentasiloxane.
Preferably, the fatty substance(s) with a melting point of less than or equal to 35°C at atmospheric pressure included in the composition according to the invention are non-silicone fatty substances.
The term “non-silicone fatty substance” means a fatty substance whose structure does not include any silicon atoms, thus notably not comprising any siloxane groups. The term “silicone fatty substance” means a fatty substance containing at least one silicon atom, and more particularly at least one Si-0 bond.
The fatty substances that may be used generally have in their structure a hydrocarbon-based chain including at least 6 carbon atoms. They are neither (poly)oxyalkylenated nor (poly)glycerolated, and preferably do not contain any - COOH functions.
The fatty substance(s) are preferably neither (poly)oxyalkylenated nor (poly)glycerolated, and preferably do not contain any -COOH functions.
The fatty substance(s) are namely different from nonionic surfactant(s). Preferably, the fatty substance(s) are non-silicone fatty substances and are neither poly)oxyalkylenated nor (poly)glycerolated, and more preferably do not contain any -COOH functions.
Preferably, the fatty substance(s) are non-silicone fatty substances and are different from nonionic surfactant(s).
The fatty substance(s) that may be used in the composition according to the invention may notably be chosen from hydrocarbons, triglycerides, fatty esters, fatty acids, non-polyoxyalkylenated fatty alcohols, silicones and mixtures thereof; these compounds being liquid at 35°C at atmospheric pressure, and preferentially liquid at 28°C at atmospheric pressure.
According to the present patent application, the terms “fatty ester”, “fatty alcohol” and “fatty acid” respectively denote saturated or unsaturated, linear or branched esters, alcohols and acids comprising at least one hydrocarbon-based chain containing at least 6 carbon atoms. For the purposes of the present invention, the term “hydrocarbon” means a compound solely comprising carbon and hydrogen atoms.
More particularly, the hydrocarbons that are liquid at 35°C at atmospheric pressure (1.013xl05 Pa), preferably liquid at28°C at atmospheric pressure, are chosen from: - linear or branched, optionally cyclic, Ce to Ci6 alkanes. Examples that may be mentioned include hexane, undecane, dodecane, tridecane, and isoparaffins, for instance isohexadecane, isododecane and isodecane,
- linear or branched hydrocarbons of mineral, animal or synthetic origin containing more than 16 carbon atoms, such as liquid paraffins and derivatives thereof, petroleum jelly, liquid petroleum jelly, polydecenes, hydrogenated polyisobutene such as the product sold under the brand name Parleam® by the company NOF Corporation, and squalane.
Preferably, the hydrocarbon(s) are chosen from liquid paraffins, isoparaffins, liquid petroleum jelly, undecane, tridecane and isododecane, and mixtures thereof. In a most particularly preferred variant, the hydrocarbon(s) are chosen from liquid petroleum jelly, isoparaffins, isododecane and a mixture of undecane and tridecane.
For the purposes of the present invention, the term “fatty ester” means an ester derived from a fatty acid and/or a fatty alcohol. More particularly, the esters that are liquid at 35°C at atmospheric pressure
(1.013xl05 Pa), which are preferably liquid at 28°C at atmospheric pressure, are chosen from esters of saturated or unsaturated, linear or branched Ci to C26 aliphatic mono- or polyacids, which are optionally hydroxylated, and of saturated or unsaturated, linear or branched Ci to C26 aliphatic mono- or polyalcohols, the total number of carbon atoms of the esters being greater than or equal to 10. Preferably, for the esters of monoalcohols, at least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
Among the monoesters of monoacids and of monoalcohols, mention may be made of alkyl palmitates, notably Ci to Cix alkyl palmitates, notably ethyl palmitate and isopropyl palmitate, alkyl myristates, notably Ci to Cis alkyl myristates, such as isopropyl myristate or ethyl myristate, alkyl stearates, notably Ci to Cis alkyl stearates, notably isocetyl stearate, 2-ethylhexyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate.
Use may also be made of esters of optionally hydroxylated C3 to C22 dicarboxylic or tricarboxylic acids and of Ci to C22 alcohols and esters of optionally hydroxylated monocarboxylic, dicarboxylic or tricarboxylic acids and of dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy C4 to C26 non-sugar alcohols.
Mention may notably be made of diethyl sebacate, diisopropyl sebacate, diisopropyl adipate, di(n-propyl) adipate, dioctyl adipate, diisostearyl adipate, dioctyl maleate, glyceryl undecylenate, octyldodecyl stearoyl stearate, pentaerythrityl monoricinoleate, pentaerythrityl tetraisononanoate, pentaerythrityl tetrapelargonate, pentaerythrityl tetraisostearate, pentaerythrityl tetraoctanoate, propylene glycol dicaprylate, propylene glycol dicaprate, tridecyl erucate, triisopropyl citrate, triisostearyl citrate, glyceryl trilactate, glyceryl trioctanoate, trioctyldodecyl citrate, trioleyl citrate, propylene glycol dioctanoate, neopentyl glycol diheptanoate, diethylene glycol diisononanoate, polyethylene glycol distearates and alkyl malates, notably (C6-Ci8)alkyl malates, in particular bis(Ci2-Ci3)alkyl malate. Among the esters mentioned above, use is preferentially made of ethyl, isopropyl, myristyl, cetyl or stearyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates, such as isopropyl, butyl, cetyl or 2-octyldodecyl myristate, hexyl stearate, propylene glycol dicaprylate, butyl stearate, isobutyl stearate, dioctyl malate, hexyl laurate, 2- hexyldecyl laurate, isononyl isononanoate, cetyl octanoate and bis(Ci2-Ci3)alkyl malate. Among the liquid fatty esters, use may be made of esters and diesters of sugars and of C6-C30, preferably C12-C22, fatty acids.
Isopropyl myristate is particularly preferred. The term “sugar” means oxygen-bearing hydrocarbon-based compounds containing several alcohol functions, with or without aldehyde or ketone functions, and which include at least 4 carbon atoms. These sugars may be monosaccharides, oligosaccharides or polysaccharides.
Preferably, these said sugars are chosen from sucrose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose, lactose, and derivatives thereof, notably alkyl derivatives, such as methyl derivatives, for example methylglucose.
The sugar esters of fatty acids may be chosen notably from the group comprising the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated G to C30 and preferably C12 to C22 fatty acids. If they are unsaturated, these compounds may have one to three conjugated or non-conjugated carbon-carbon double bonds.
The esters according to this variant can also be chosen from mono-, di-, tri- and tetraesters, polyesters and mixtures thereof.
These esters may be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates, and mixtures thereof, notably such as oleopalmitate, oleostearate or palmitostearate mixed esters.
More particularly, use is made of monoesters and diesters and notably of sucrose, glucose or methylglucose mono- or dioleates, stearates, behenates, oleopalmitates, linoleates, linolenates or oleostearates, or alternatively of methylglucose dioleate (Glucate® DO).
Use may be made, among sugar esters, of pentaerythrityl esters, preferably pentaerythrityl tetraisostearate, pentaerythrityl tetraoctanoate or caprylic and capric acid hexaesters as a mixture with dipentaerythritol. Among the triglycerides, mention may be made of triglycerides of plant origin such as plant oils or synthetic triglycerides.
More particularly, said plant oil(s) or synthetic oil(s) are chosen from triglyceride oils of plant or synthetic origin, such as liquid fatty acid triglycerides including from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sesame oil, soybean oil, coffee oil, safflower oil, borage oil, sunflower oil, olive oil, apricot kernel oil, camellia oil, bambara pea oil, avocado oil, mango oil, rice bran oil, cotton seed oil, rose oil, kiwi seed oil, sea buckthorn pulp oil, blueberry seed oil, poppy seed oil, orange pip oil, sweet almond oil, palm oil, coconut oil, coconut kernel oil, vemonia oil, marjoram oil, baobab oil, rapeseed oil, ximenia oil, pracaxi oil, caprylic/capric acid triglycerides such as those sold by the company Stearinerie Dubois or those sold under the names Miglyol® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil. Triacetin (glycerol triester of acetic acid) may also be used.
Preferably, triglycerides of plant origin, in particular triglycerides of caprylic/capric acid, coconut oil, and triacetin, are used as triglycerides that are liquid at 35°C and atmospheric pressure (1.013><105 Pa), more preferentially liquid at 28°C and atmospheric pressure.
The term “fatty acid” means a non-salified fatty acid, i.e. the fatty acid must not be in the form of a generally soluble soap, i.e. it must not be salified with a base.
More particularly, the liquid fatty acids that may be used according to the invention are chosen from the acids of formula RCOOH, in which R is a saturated or unsaturated, linear or branched radical preferably including from 7 to 39 carbon atoms.
Preferably, R is a Ci to C29 alkyl or Ci to C29 alkenyl group, better still a C12 to C24 alkyl or C12 to C24 alkenyl group. R may be substituted with one or more hydroxyl groups and/or one or more carboxyl groups. Preferentially, the fatty acid(s) that are liquid at 35°C at atmospheric pressure, more preferentially liquid at 28°C at atmospheric pressure, are chosen from oleic acid, linoleic acid, isostearic acid and mixtures thereof.
The non-polyoxyalkylenated fatty alcohols that may be used in the composition according to the invention include from 8 to 30 carbon atoms, notably from 10 to 24 carbon atoms, and may be saturated or unsaturated.
The saturated non-polyoxyalkylenated fatty alcohols are preferably branched. They may optionally comprise in their structure at least one aromatic or non-aromatic ring, which is preferably acyclic.
More particularly, the saturated non-polyoxyalkylenated fatty alcohols that may be used in the composition of the invention are chosen from octyldodecanol, 2- decyltetradecanol, isostearyl alcohol and 2-hexyldecanol, and mixtures thereof.
Octyldodecanol and 2-decyltetradecanol are most particularly preferred.
The unsaturated non-polyoxyalkylenated fatty alcohols have, 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 conjugated or unconjugated.
These unsaturated non-polyoxyalkylenated fatty alcohols may be linear or branched.
They may optionally comprise in their structure at least one aromatic or non- aromatic ring. They are preferably acyclic. More particularly, the non-polyoxyalkylenated unsaturated fatty alcohols that may be used in the composition of the invention are chosen from oleyl alcohol, linoleyl alcohol, linolenyl alcohol and undecylenyl alcohol, and mixtures thereof.
Oleyl alcohol is most particularly preferred. The silicones that are liquid at 35°C at atmospheric pressure, which may be used in the composition according to the present invention, may be volatile or non volatile, cyclic, linear or branched silicone oils, which are unmodified or modified with organic groups, and preferably have a viscosity of from 5x 106 to 2.5 m2/s at 25°C, and preferably from 1 / 1 O 5 to 1 m2/s. Preferably, the silicones that are liquid at 35°C at atmospheric pressure are chosen from polydialkylsiloxanes, notably polydimethylsiloxanes (PDMS), and polyorganosiloxanes that are liquid at 35°C at atmospheric pressure including at least one aryl group.
These silicones may also be organomodified. The organomodified silicones that are liquid at 35°C at atmospheric pressure, which may be used in accordance with the invention, are preferably liquid silicones as defined previously and including in their structure one or more organofunctional groups attached via a hydrocarbon-based group, chosen, for example, from amine groups and alkoxy groups.
Organopolysiloxanes are defined in greater detail in Walter Noll’s Chemistry and Technology of Silicones (1968), Academic Press. They may be volatile or non volatile.
When they are 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:
(i) cyclic polydialkylsiloxanes including from 3 to 7 and preferably from 4 to 5 silicon atoms. These are, for example, octamethylcyclotetrasiloxane sold notably under the name Volatile Silicone® 7207 by Union Carbide or Silbione® 70045 V2 by Rhodia, decamethylcyclopentasiloxane sold under the name Volatile Silicone® 7158 by Union Carbide, and Silbione® 70045 V5 by Rhodia, and mixtures thereof.
Mention may also be made of cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type, such as Volatile Silicone® FZ 3109 sold by the company Union Carbide.
Mention may also be made of mixtures of cyclic polydialkylsiloxanes with organosilicon compounds, such as the mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50) and the mixture of octamethylcyclotetrasiloxane and oxy-l,l’-bis(2,2,2’,2’,3,3’- hexatrimethylsilyloxy)neopentane; (ii) linear volatile polydialkylsiloxanes containing 2 to 9 silicon atoms and having a viscosity of less than or equal to 5 c 106 m2/s at 25°C. An example is decamethyltetrasiloxane notably sold under the name SH 200 by the company Toray Silicone. Silicones falling within this category are also described in the article published in Cosmetics and Toiletries, Vol. 91, Jan. 76, pages 27-32 - Todd & Byers Volatile Silicone Fluids for Cosmetics.
Non-volatile polydialkylsiloxanes are preferably used.
These silicones that are liquid at 35°C at atmospheric pressure are more particularly chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes bearing trimethyl silyl end groups. The viscosity of the silicones is measured at 25°C according to ASTM standard 445 Appendix C.
Among these polydialkylsiloxanes, mention may be made, in a non-limiting manner, of the following commercial products:
- the Silbione® oils of the 47 and 70047 series or the Mirasil® oils sold by Rhodia, for instance the oil 70 047 V 500000;
- the oils of the Mirasil® series sold by the company Rhodia;
- the oils of the 200 series from the company Dow Corning, such as DC200 with a viscosity of 60 000 mm2/s;
- the Viscasil® oils from General Electric and certain oils of the SF series (SF 96, SF 18) from General Electric.
Mention may also be made of polydimethylsiloxanes bearing dimethylsilanol end groups, known under the name dimethiconol (CTFA), such as the oils of the 48 series from Rhodia.
The organomodified silicones that may be used in accordance with the invention are silicones as defined above and including in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
As regards the polyorganosiloxanes that are liquid at 35°C at atmospheric pressure including at least one aryl group, they may notably be polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned previously.
The polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes with a viscosity ranging from 1 x 105 to 5x 102 m2/s at 25°C.
Among these polyalkylarylsiloxanes, examples that may be mentioned include the products sold under the following names:
- the Silbione® oils of the 70 641 series from Rhodia; - the oils of the Rhodorsil® 70 633 and 763 series from Rhodia;
- the oil Dow Coming 556 Cosmetic Grade Fluid from Dow Corning;
- the silicones of the PK series from Bayer, such as the product PK20;
- the silicones of the PN and PH series from Bayer, such as the products PN1000 and PH1000;
- certain oils of the SF series from General Electric, such as SF 1023, SF 1154, SF 1250 and SF 1265.
Among the organomodified silicones, mention may be made of polyorganosiloxanes including: - substituted or unsubstituted amine groups, such as the products sold under the names
GP 4 Silicone Fluid and GP 7100 by the company Genesee or the products sold under the names Q2 8220 and Dow Corning 929 or 939 by the company Dow Corning. The substituted amine groups are in particular Cl to C4 aminoalkyl groups;
- alkoxy groups, - hydroxyl groups.
The silicones that are liquid at 35°C at atmospheric pressure, which may be used according to the present invention, may also be chosen from amino silicones, and mixtures thereof.
The term “amino silicone” denotes any silicone including at least one primary, secondary or tertiary amine or a quaternary ammonium group.
The weight-average molecular masses of these amino silicones may be measured by gel permeation chromatography (GPC) at room temperature (25°C), as polystyrene equivalent. The columns used are m styragel columns. The eluent is THF and the flow rate is 1 ml/min. 200 mΐ of a 0.5% by weight solution of silicone in THF are injected. Detection is performed by refractometry and UV-metry.
Preferably, the amino silicone(s) are chosen: a) from the polysiloxanes corresponding to formula (IV):
Figure imgf000018_0001
in which x’ and y’ are integers such that the weight-average molecular mass (Mw) is between 5000 and 500000 g/mol; b) the amino silicones corresponding to formula (V): R,aG3-a-Si(0SiG2)n-(0SiGbR, 2-b)m-0-SiG3-a’-R,a’ (V) in which:
- G, which may be identical or different, denotes a hydrogen atom or a group from among phenyl, OH, Ci-Cs alkyl, for example methyl, or Ci-Cx alkoxy, for example methoxy; - a and a’, which may be identical or different, denote 0 or an integer from 1 to 3, in particular 0, with the proviso that at least one from among a and a’ is equal to zero,
- b denotes 0 or 1, in particular 1,
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
- R’, which may be identical or different, denotes a monovalent radical of formula -CqH2qL in which q is a number ranging from 2 to 8 and L is an optionally quatemized amino group chosen from the following groups:
• -NR”-Q-N(R”)2, · -N(R”)2,
• -N+(R”)3 A-,
• -N+H(R”)2 A-,
• -N+H2(R”) A-,
• -NR”-Q-N+(R”)H2 A-, · -NR’ ’ -Q-N+(R’ ’ )2H A- and
• -NR”-Q-N+(R”)3 A , in which R”, which may be identical or different, denotes hydrogen, phenyl, benzyl, or a saturated monovalent hydrocarbon-based radical, for example a C1-C20 alkyl radical; Q denotes a linear or branched group of formula Crhhr, r being an integer ranging from 2 to 6, preferably from 2 to 4; and A represents a cosmetically acceptable anion, notably a halide such as fluoride, chloride, bromide or iodide. According to a first embodiment, the amino silicones corresponding to formula (V) are chosen from the silicones known as “trimethyl silyl amodimethicone” corresponding to formula (VI):
Figure imgf000019_0001
in which m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10.
According to a second embodiment, the amino silicones corresponding to formula (V) are chosen from the silicones of formula (VII) below:
Figure imgf000019_0002
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 1000, notably from 50 to 250 and more particularly from 100 to 200; n denoting a number from 0 to 999 and notably from 49 to 249 and more particularly from 125 to 175, and m denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and - Ri, R2 and R3, which may be identical or different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals Ri to R3 denoting an alkoxy radical. Preferably, the alkoxy radical is a methoxy radical.
The hydroxy/alkoxy mole ratio preferably ranges from 0.2:1 to 0.4:1 and preferably from 0.25:1 to 0.35:1 and more particularly is equal to 0.3:1.
The weight-average molecular mass (Mw) of these silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200 000 g/mol.
According to a third embodiment, the amino silicones corresponding to formula (V) are chosen from the silicones of formula (VIII) below:
Figure imgf000020_0001
in which:
- p and q are numbers such that the sum (p + q) ranges from 1 to 1000, in particular from 50 to 350 and more particularly from 150 to 250; p denoting a number from 0 to 999, notably from 49 to 349 and more particularly from 159 to 239, and q denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
- Ri and R2, which are different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals Ri or R2 denoting an alkoxy radical.
Preferably, the alkoxy radical is a methoxy radical.
The hydroxy/alkoxy mole ratio generally ranges from 1:0.8 to 1:1.1 and preferably from 1 :0.9 to 1 : 1 and more particularly is equal to 1 :0.95.
The weight-average molecular mass (Mw) of the silicone preferably ranges from 2000 to 200 000 g/mol, more preferentially from 5000 to 100 000 g/mol and in particular from 10 000 to 50 000 g/mol.
The commercial products comprising silicones of structure (VII) or (VIII) may include in their composition one or more other amino silicones, the structure of which is different from formula (VII) or (VIII).
A product containing amino silicones of structure (VII) is sold by the company Wacker under the name Belsil® ADM 652.
A product containing amino silicones of structure (VIII) is sold by Wacker under the name Fluid WR 1300®. Another product containing amino silicones of structure (VII) is sold by Wacker under the name Belsil ADM LOG 1®.
When these amino silicones are used, one particularly advantageous embodiment consists in using them in the form of an oil-in-water emulsion. The oil- in-water emulsion may comprise one or more surfactants. The surfactants may be of any nature but are preferably cationic and/or nonionic. The number-average size of the silicone particles in the emulsion generally ranges from 3 nm to 500 nm. Preferably, notably as amino silicones of formula (VIII), use is made of microemulsions of which the mean particle size ranges from 5 nm to 60 nm (limits included) and more particularly from 10 nm to 50 nm (limits included). Thus, use may be made according to the invention of the amino silicone microemulsions of formula (VIII) sold under the names Finish CT 96 E® or SLM 28020® by the company Wacker.
According to a fourth embodiment, the amino silicones corresponding to formula (V) are chosen from the silicones of formula (IX) below:
Figure imgf000021_0001
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n denoting a number from 0 to 1999 and notably from 49 to 149, and m denoting a number from 1 to 2000 and notably from 1 to 10; and
- A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably linear.
The weight-average molecular mass (Mw) of these amino silicones preferably ranges from 2000 to 1 000000 g/mol and more particularly from 3500 to 200000 g/mol.
A silicone corresponding to this formula is, for example, Xiameter MEM 8299 Emulsion from Dow Coming. According to a fifth embodiment, the amino silicones corresponding to formula (V) are chosen from the silicones of formula (X) below:
Figure imgf000022_0001
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
- A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably branched.
The weight-average molecular mass (Mw) of these amino silicones preferably ranges from 500 to 1 000 000 g/mol and more particularly from 1000 to 200 000 g/mol.
A silicone corresponding to this formula is, for example, DC2-8566 Amino Fluid from Dow Coming; c) the amino silicones corresponding to formula (XI):
Figure imgf000022_0002
in which:
- R.5 represents a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a Ci-Cis alkyl or C2-C18 alkenyl radical, for example methyl;
- R.6 represents a divalent hydrocarbon-based radical, notably a Ci-Cis alkylene radical or a divalent Ci-Cis, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- Q is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
- r represents a mean statistical value ranging from 2 to 20 and in particular from 2 to 8; and
- s represents a mean statistical value ranging from 20 to 200 and in particular from 20 to 50.
Such amino silicones are notably described in patent US 4 185 087. d) the quaternary ammonium silicones of formula (XII):
Figure imgf000023_0001
in which:
- R.7, which may be identical or different, represent a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a Ci-Cis alkyl radical, a C2-C18 alkenyl radical or a ring comprising 5 or 6 carbon atoms, for example methyl;
- R.6 represents a divalent hydrocarbon-based radical, notably a Ci-Cis alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- R.8, which may be identical or different, represent a hydrogen atom, a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a radical -R6-NHCOR7;
- X is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate; and
- r represents a mean statistical value ranging from 2 to 200 and in particular from 5 to 100
Such amino silicones are notably described in patent application EP-A 0 530 974. e) the amino silicones of formula (XIII):
Figure imgf000023_0002
in which:
- Ri, R2, R3 and R4, which may be identical or different, denote a C1-C4 alkyl radical or a phenyl group,
- R5 denotes a C1-C4 alkyl radical or a hydroxyl group,
- n is an integer ranging from 1 to 5,
- m is an integer ranging from 1 to 5, and
- x is chosen such that the amine number ranges from 0.01 to 1 meq/g; f) multiblock polyoxyalkylene amino silicones, of the type (AB)n, A being a polysiloxane block and B being a polyoxyalkylene block including at least one amine group.
Said silicones are preferably formed from repeating units having the following general formulae:
[-(SiMe20)xSiMe2-R-N(R, ,)-R,-0(C2H40)a(C3H60)b-R,-N(H)-R-] or alternatively
[-(SiMe20)xSiMe2-R-N(R, ,)-R,-0(C2H40)a(C3H60)b-] in which:
- a is an integer greater than or equal to 1, preferably ranging from 5 to 200 and more particularly ranging from 10 to 100;
- b is an integer between 0 and 200, preferably ranging from 4 to 100 and more particularly between 5 and 30;
- x is an integer ranging from 1 to 10 000 and more particularly from 10 to 5000;
- R” is a hydrogen atom or a methyl;
- R, which may be identical or different, represent a linear or branched divalent C2-C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH20CH2CH(0H)CH2- radical; preferentially, R denote a CH2CH2CH20CH2CH(0H)CH2- radical; and
- R’, which may be identical or different, represent a linear or branched divalent C2- C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R’, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH20CH2CH(0H)CH2- radical; preferentially, R’ denote -CH(CH3)-CH2-.
The siloxane blocks preferably represent between 50 mol% and 95 mol% of the total weight of the silicone, more particularly from 70 mol% to 85 mol%.
The amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
The weight-average molecular mass (Mw) of the silicone is preferably between 5000 and 1 000 000 g/mol and more particularly between 10 000 and 200 000 g/mol. Mention may notably be made of the silicones sold under the name Silsoft A-843 or Silsoft A+ by Momentive. g) the amino silicones of formulae (XIV) and (XV):
Figure imgf000025_0001
in which:
- R, R’ and R”, which may be identical or different, denote a C1-C4 alkyl group or a hydroxyl group,
- A denotes a C3 alkylene radical; and
- m and n are numbers such that the weight-average molecular mass of the compound is between 5000 and 500000;
Figure imgf000025_0002
in which:
- x and y are numbers ranging from 1 to 5000; preferably, x ranges from 10 to 2000 and more preferentially from 100 to 1000; preferably, y ranges from 1 to 100;
- Ri and R2, which may be identical or different, preferably identical, denote a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and more preferentially from 12 to 20 carbon atoms; and
- A denotes a linear or branched alkylene radical containing from 2 to 8 carbon atoms. Preferably, A comprises from 3 to 6 carbon atoms, more preferentially 4 carbon atoms; preferably, A is branched.
Mention may be made in particular of the following divalent groups: -CH2CH2CH2- and -CH2CH(CH3)CH2-.
Preferably, Ri and R2 are independent saturated linear alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; mention may be made in particular of dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; and preferentially, Ri and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
The amino silicone(s) are preferably of formula (XV) with:
- x ranging from 10 to 2000 and in particular from 100 to 1000;
- y ranging from 1 to 100;
- A comprising from 3 to 6 carbon atoms and notably 4 carbon atoms; preferably, A is branched; more particularly, A is chosen from the following divalent groups: -CH2CH2CH2 and -CH2CH(CH3)CH2-; and
- Ri and R2 independently being saturated linear alkyl groups comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; chosen notably from dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; preferentially, Ri and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
A silicone of formula (XV) that is preferred is bis-cetearyl amodimethicone. Mention may be made in particular of the amino silicone sold under the name Silsoft AX by Momentive. h) polysiloxanes and notably polydimethylsiloxanes, including primary amine groups at only one chain end or on side chains, such as those of formula (XVI), (XVII) or (XVIII):
or
Figure imgf000027_0001
or
Figure imgf000027_0002
In formula (XVI), the values of n and m are such that the weight-average molecular mass of the amino silicone is between 1000 and 55 000.
As examples of amino silicones of formula (XVI), mention may be made of the products sold under the names AMS-132, AMS-152, AMS-162, AMS-163, AMS-191 and AMS- 1203 by the company Gelest and KF-8015 by the company Shin-Etsu.
In formula (XVII), the value of n is such that the weight-average molecular mass of the amino silicone is between 500 and 3000.
As examples of amino silicones of formula (XVII), mention may be made of the products sold under the names MCR-A11 and MCR-A12 by the company Gelest.
In formula (XVIII), the values of n and m are such that the weight-average molecular mass of the amino silicone is between 500 and 50000.
As examples of amino silicones of formula (XVIII), mention may be made of the aminopropyl phenyl trimethicone sold under the name DC 2-2078 Fluid by the company Dow Coming. i) and mixtures thereof. The fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure are preferably chosen from linear or branched G to Ci6 alkanes, linear or branched hydrocarbons containing more than 16 carbon atoms of mineral or synthetic origin, non-polyoxyalkylenated fatty alcohols, fatty acids, triglycerides, fatty acid and/or fatty alcohol esters, silicones and mixtures thereof; these compounds being liquid at 35°C at atmospheric pressure, and more preferentially liquid at 28°C at atmospheric pressure.
Advantageously, the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure are chosen from triglycerides, esters of fatty acids and/or fatty alcohols, linear or branched hydrocarbons containing more than 16 carbon atoms of mineral or synthetic origin, silicones and mixtures thereof, and preferably from isopropyl myristate, coconut oil, caprylic/capric acid triglycerides, triacetin, liquid petroleum jelly, liquid paraffin, amodimethicone and mixtures thereof.
The total content of the fatty substance(s) (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, when they are present in the composition according to the invention, is preferably greater than or equal to 0.1% by weight; more preferentially, this total content ranges from 0.2% to 10% by weight and better still from 0.25% to 5% by weight, relative to the total weight of the composition.
The weight ratio (R) between the total content of amphoteric or zwitterionic surfactants (i) and the total content of fatty substances (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, present in the composition of the invention, is preferably greater than or equal to 1, advantageously greater than or equal to 2; preferably, this weight ratio (R) ranges from 2 to 50, more preferentially from 5 to 40 and better still from 10 to 35.
(iii) The propellants
The composition according to the present invention also comprises one or more propellants.
The propellant(s) that may be used in the composition of the invention are preferably chosen from liquefied gases such as dimethyl ether, chlorinated and/or fluorinated hydrocarbons such as trichlorofluoromethane, dichlorodifluoromethane, chi orodifluorom ethane, 1,1,1,2-tetrafluoroethane, chloropentafluoroethane, 1-chloro- 1,1-difluoroethane or 1,1-difluoroethane, or volatile hydrocarbons notably such as C3 to C5 alkanes, for instance propane, isopropane, n-butane, isobutane or pentane; and mixtures thereof. Preferably, the propellant(s) are chosen from volatile, optionally halogenated hydrocarbons, for example n-butane, propane, isobutane, pentane and halogenated derivatives thereof; dimethyl ether; and mixtures thereof; more preferentially from dimethyl ether, C3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof, and better still from C3 to C5 alkanes, in particular propane, n-butane, isobutane, and mixtures thereof.
Advantageously, the propellant (s) used are fully dissolved or dispersed in the composition before the first use of the composition. The term “fully dispersed in the composition” means that the propellant(s) are fully present in the oily phase droplets and/or in the aqueous phase (for example dispersed in the aqueous phase in the form of micelles) of the composition in emulsion form; or that the total content of the non- dispersed propellant(s) (i.e. the propellants not present in the emulsion according to the invention) is less than 0.5% by weight, relative to the total weight of the composition.
Advantageously, the total content of the propellant(s) present in the composition according to the invention is less than or equal to 10% by weight, and preferably less than or equal to 6% by weight, relative to the total weight of the composition. More preferentially, the total content of the propellant(s) ranges from 0.5% to 10% by weight, better still from 1% to 8% by weight and more preferentially from 3% to 6% by weight relative to the total weight of the composition.
(iv) Water
The composition according to the present invention also comprises water.
The total content of water present in the composition of the invention is advantageously greater than 40% by weight, and more preferentially ranges from 50% to 93% by weight and better still from 70% to 90% by weight relative to the total weight of the composition.
The composition according to the invention may optionally also comprise an organic solvent comprising one or more hydroxyl functions, preferably chosen from monoalcohols, polyols, polyol ethers, and mixtures thereof, more preferentially from polyols, polyol ethers, and mixtures thereof, and even more preferably from propylene glycol, dipropylene glycol, ethoxydiglycol, PPG-3 methyl ether, and mixtures thereof.
The total content of the organic solvent(s) comprising one or more hydroxyl functions, when they are present in the composition of the invention advantageously ranges from 0.1% to 40% by weight, preferably from 0.5% to 30% by weight, more preferentially from 1% to 20% by weight, better still from 2% to 10% by weight, relative to the total weight of the composition. Nonionic surfactants
The composition according to the present invention may optionally also comprise one or more nonionic surfactants.
Examples of nonionic surfactants that may be used in the compositions of the present invention are described, for example, in “Handbook of Surfactants” by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991, pages 116-178. They are notably chosen from fatty alcohols, fatty a-diols, fatty (Ci-C2o)alkylphenols or fatty acids, these compounds being polyethoxylated, polypropoxylated or polyglycerolated and containing at least one fatty chain including, for example, from 8 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups possibly ranging notably from 1 to 100 and the number of glycerol groups possibly ranging notably from 1 to 30.
Mention may also be made of condensates of ethylene oxide and of propylene oxide with fatty alcohols; polyethoxylated fatty amides preferably containing from 1 to 30 ethylene oxide units, polyglycerolated fatty amides including on average from 1 to 5 glycerol groups and in particular from 1.5 to 4 glycerol groups, ethoxylated fatty acid esters of sorbitan containing from 2 to 30 ethylene oxide groups, fatty acid esters of sucrose, fatty acid esters of polyethylene glycol, (C6 to C24 alkyl)polyglycosides, N- (C6 to C24 alkyl)glucamine derivatives, and amine oxides such as (C10 to C14 alkyl)amine oxides or N-(Cio to C14 acyl)aminopropylmorpholine oxides.
The nonionic surfactant(s) which can be used according to the present invention may more particularly be chosen from polyoxyalkylenated, such as polyethoxylated and/or polypropoxylated and/or polyglycerolated, fatty alcohols, the number of ethylene oxide and/or propylene oxide groups possibly ranging from 1 to 100, and the number of glycerol groups possibly ranging from 2 to 30.
The polyoxyethylenated fatty alcohols are preferably chosen from the nonionic surfactants of formula (XIX):
R-0-(CH2-CH2-0)n-H (XIX) in which:
R is a linear or branched Cs to C40 alkenyl radical; and n is an integer ranging from 6 to 20.
Preferably, R represents a linear or branched C12 to C30, more preferentially Ci6 to C20, alkenyl radical.
Preferably, n represents an integer ranging from 8 to 12. Advantageously, R represents a linear or branched Ci6 to C20 alkenyl radical; and/or n represents an integer ranging from 8 to 12.
Preferably, the nonionic surfactant(s) of formula (XIX) are chosen from oleyl alcohol containing 8 mol of ethylene oxide, oleyl alcohol containing 10 mol of ethylene oxide and oleyl alcohol containing 12 mol of ethylene oxide, and mixtures thereof; and more preferentially, the nonionic surfactant of formula (I) is oleyl alcohol containing 10 mol of ethylene oxide (INCI name: Oleth-10).
Use may also be made of other polyoxyethylenated fatty alcohols such as oleth-3, oleth-5, laureth-4, ceteareth-10, ceteareth-20, oleth-30 and mixtures thereof. The nonionic surfactant(s) may be chosen from ethoxylated sorbitan fatty acid esters containing from 2 to 30 ethylene oxide units.
Mention may be made in particular of esters (notably mono-, di-, tri-esters) of C8-C30 (preferably C12-C18) fatty acids and polyoxyethylenated sorbitan notably containing from 2 to 20 mol of ethylene oxide which may be chosen from esters of C12-C18 fatty acids, in particular polyoxyethylenated sorbitan esters of lauric, myristic, cetyl or stearic acids notably containing from 2 to 30 mol of ethylene oxide, such as:
- polyoxyethylene sorbitan monolaurate (4 EO) (Polysorbate-21),
- polyoxyethylene sorbitan monolaurate (20 EO) (Polysorbate -20),
- polyoxyethylene sorbitan monopalmitate (20 EO) (Polysorbate -40), - polyoxyethylene sorbitan monostearate (20 EO) (Polysorbate -60),
- polyoxyethylene sorbitan monostearate (4 EO) (Polysorbate -61),
- polyoxyethylene sorbitan monooleate (20 EO) (Polysorbate -80),
- polyoxyethylene sorbitan monooleate (5 EO) (Polysorbate -81),
- polyoxyethylene sorbitan tristearate (20 EO) (Polysorbate -65), - polyoxyethylene sorbitan trioleate (20 OE) (Polysorbate -85).
The nonionic surfactant(s) that may be used according to the present invention may be chosen more particularly from alkyl(poly)glycoside nonionic surfactants and mixtures thereof.
The term “alkyl(poly)glycoside” means an alkylpolyglycoside or an alkylmonoglycoside, also referred to as alkylglycoside in the present patent application, which may be alkoxylated with one or more alkylene oxide groups, preferentially of C2 to C4.
The alkyl(poly)glycoside nonionic surfactant(s) used, alone or as mixture(s), according to the present invention may be represented by formula (XX) below: RiO-(R20)t(G)v (XX) in which formula (XX): - Ri represents a saturated or unsaturated, linear or branched alkyl group including from 8 to 24 carbon atoms, an alkylphenyl group whose linear or branched alkyl group includes from 8 to 24 carbon atoms,
- R2 represents an alkylene group including about 2 to 4 carbon atoms, - G is a saccharide unit including 5 to 6 carbon atoms,
- 1 denotes a value ranging from 0 to 10, preferably 0 to 4, and -v denotes a value ranging from 1 to 15.
Preferably, the alkyl(poly)glycoside nonionic surfactant(s) correspond to formula (XX) in which : - Ri denotes a saturated or unsaturated, linear or branched alkyl group including from
8 to 18 carbon atoms,
- G denotes glucose, fructose or galactose, and preferably glucose,
- 1 denotes a value ranging from 0 to 3, and is preferably equal to 0, and
- R2 and v are as defined previously. The degree of polymerization of the alkyl(poly)glycoside nonionic surfactant(s), as represented, for example, by the subscript v in the above formula (XX), ranges on average from 1 to 15, and preferably from 1 to 4. This degree of polymerization more particularly ranges from 1 to 2, and better still from 1.1 to 1.5, on average. The glycosidic bonds between the saccharide units are 1,6 or 1,4 bonds, and preferably 1,4 bonds.
The alkyl(poly)glycoside nonionic surfactants that may be used in the present invention are preferably alkyl(poly)glucosides, notably 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). Use may also be made of 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 alternatively those sold by the company Chem Y under the name AGIO LK, or the products sold by the company Evonik Goldschmidt under the trade names Tego Care CG 90 or Tego Care CG 90 MB.
The nonionic surfactant(s) may be chosen from silicone nonionic surfactants and mixtures thereof.
The term “silicone compound” means a compound which comprises at least one (-Si-O-) group. The silicone surfactants that may be used may be water-soluble, spontaneously water-dispersible or water-insoluble. Preferably, they are water-soluble or spontaneously water-dispersible.
Preferably the silicone surfactants are oxyalkylenated, preferably oxyethylenated.
The silicone surfactants may be chosen from the compounds of formulae (XXI), (XXII), (XXIII), (XXIV) and (XXV) below:
Figure imgf000033_0001
in which :
- Ri, which may be identical or different, denotes a linear or branched C1-C30 alkyl radical or a phenyl radical;
- R3 and R4, which may be identical or different, denote a linear or branched C1-C12 alkyl radical, preferably a methyl radical; - R-2, which may be identical or different, represents a group -(CH2)c-0-(C2H40)a’- (C3H60)b’-R5 or alternatively -(CH2)c-0-(C4H80)a’-R5 in which a’ ranges from 0 to 50; b’ ranges from 0 to 50 and a’+b’ is greater than or equal to 1; c ranges from 0 to 4; and
- R5, which may be identical or different, is chosen from a hydrogen atom, a linear or branched alkyl group including from 1 to 12 carbon atoms; a linear or branched alkoxy group including from 1 to 6 carbon atoms; a linear or branched acyl group including from 2 to 12 carbon atoms; a hydroxyl group, a group -SO3M, a group -OCOR6, a Ci- Ce aminoalkoxy group optionally substituted on the amine with one or two C1-C4 alkyl radicals, optionally bearing at least one hydroxyl group; a C2-C6 aminoacyl group optionally substituted on the amine with one or two C1-C4 alkyl radicals, optionally bearing at least one hydroxyl group; a group -NHCH2CH2COOM, a group - N(CH2CH2COOM)2; a C1-C12 aminoalkyl group, optionally substituted on the amine and on the alkyl chain with one or two C1-C4 alkyl radicals, optionally bearing at least one hydroxyl group, a C1-C30 carboxyacyl group, a phosphono group optionally substituted with one or two substituted C1-C12 aminoalkyl groups, a group -CO(CH2)dCOOM, a group -OCOCHR7(CH2)dCOOM, a group -NHCO(CH2)dOH, a group -NH3Y; in which M, which may be identical or different, denotes a hydrogen atom, Na, K, Li, NLL or an organic amine; R6 denotes a linear or branched C1-C30 alkyl group; R7 denotes a hydrogen atom or a group SO3M; d ranges from 1 to 10; and Y denotes an anion such as a halide (chloride, bromide), a sulfate, or a carboxylate (acetate, lactate, citrate);
- m ranges from 0 to 20;
- m’ ranges from 1 to 20;
- n ranges from 0 to 500;
- p ranges from 1 to 50;
- q ranges from 0 to 20 ;
- w ranges from 1 to 100 ;
- a ranges from 0 to 50; b ranges from 0 to 50; and a+b is greater than or equal to 1, in formula (XXIV).
Preferably, the silicone surfactants correspond to the general formulae (XXI), (XXII) or (XXV) as defined above, and more particularly correspond: to formula (XXI) or (XXII) in which at least one, preferably all, of the following conditions are satisfied:
- Ri denotes a methyl group;
- R2 represents a group -(CH2)c-0-(C2H40)a -(C3H60)b -R5, with c = 2 or 3; - R2 represents a group -(CH2)c-0-(C2H40)a -(C3H60)b -R5, with R5 representing a hydrogen atom, a methyl group or an acetyl group; preferably a hydrogen atom;
- R2 represents a group -(CH2)c-0-(C2H40)a -(C3H60)b -R5, with a’ ranging from 1 to 25 and more particularly from 2 to 25 ;
- R2 represents a group -(CH2)c-0-(C2H40)a -(C3H60)b -R5, with b’ ranging from 0 to 25; preferably, b’ is equal to 0;
- n ranges from 0 to 100; and/or
- p ranges from 1 to 20; or to formula (XXV) in which at least one, preferably all, of the following conditions are satisfied:
- Ri denotes a methyl or cetyl group;
- R2 represents a -(CH2)c-0-(C2H40)a -(C3H60)b -R5 group, with c = 2 or 3;
- R2 represents a group -(CH2)c-0-(C2H40)a -(C3H60)b -R5, with R5 representing a hydrogen atom, a methyl group or an acetyl group; preferably a hydrogen atom;
- R2 represents a group -(CH2)c-0-(C2H40)a -(C3H60)b -R5, with a’ ranging from 1 to 25 and more particularly from 2 to 25 ;
- R2 represents a group -(CH2)c-0-(C2H40)a -(C3H60)b -R5, with b’ ranging from 0 to 25, preferably from 1 to 20;
- n and q range from 0 to 100; and/or
- m’ ranges from 1 to 20.
More preferentially, the silicone surfactants may be chosen from the compounds of formula (XXII) in which Ri denotes a methyl group, and R2 is a group -(CH2)c-0-(C2H40)a -(C3H60)b -R5 with c equal to 2 or 3; a’ ranges from 2 to 25, b’ ranges from 0 to 25, R5 denotes a hydrogen atom or a methyl group; such as the compounds of formula ntroduced organic group
Figure imgf000035_0001
R(C2 H40)a(C3H eO)bFT group or the compounds of formula (XXV) such as
Figure imgf000036_0001
in which R is a cetyl group, X = 10, Y = 1, n = 1 to 200, o = 1 to 100, and m = 1 to 40 or in which o and y are 0 and X = 11, n = 1 to 200, and m = 1 to 40.
By way of example, the silicone nonionic surfactants may be chosen from PEG-dimethicone, such as PEG- 10 dimethicone, PEG- 12 dimethicone, PEG- 14 dimethicone, PEG- 11 methyl ether dimethicone, and/or alkyl PEG/PPG dimethicone, such as PEG/PPG- 10/1 cetyl dimethicone, PEG/PPG- 18/18 dimethicone, PEG/PPG- 14/4 dimethicone.
Mention may notably be made of the silicone surfactants sold under the trade names Fluid DC 193 and DC 5225C by the company Dow Corning, Silwet® L 77 by the company OSI, and Mazil® 756 by the company Mazer PPG, KF-6017 by the company Shin-Etsu and Abil EM 90 from Evonik.
Preferably, when they are present, the nonionic surfactant(s) are chosen from polyoxyethylenated fatty alcohols, alkyl(poly)glycosides, ethoxylated fatty acid esters of sorbitan containing from 2 to 30 ethylene oxide units, silicone surfactants and mixtures thereof, and more preferentially from oleth-10, polysorbate 80, decyl glucoside, cocoyl glucoside, lauryl glucoside, PEG- 11 methyl ether dimethicone, and mixtures thereof.
The total content of the nonionic surfactant(s), when they are present in the composition according to the invention, preferably ranges from 0.1% to 10% by weight and more preferentially from 2.5% to 7.5% by weight, relative to the total weight of the composition.
When they are present in the composition of the invention, the weight ratio (Ra) between the total content of amphoteric or zwitterionic surfactants (i) and the total content of nonionic surfactants is preferably greater than or equal to 1, and more preferentially greater than or equal to 1.5. According to a particular embodiment, the composition according to the present invention in oil-in-water emulsion form comprises:
(i) one or more amphoteric or zwitterionic surfactants;
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure;
(iii) one or more propellants;
(iv) water; and
(v) one or more nonionic surfactants; the total content of the amphoteric or zwitterionic surfactant(s) (i) being greater than or equal to 5% by weight, relative to the total weight of the composition.
The total content of surfactants (i.e. the sum of the total contents of amphoteric or zwitterionic surfactants (i), optionally of nonionic surfactants and of optional additional surfactants) is preferably greater than or equal to 5% by weight, more preferentially greater than or equal to 6% by weight, relative to the total weight of the composition. Preferably, this total content ranges from 5% to 40% by weight, and more preferentially from 7.5% to 35% by weight, relative to the total weight of the composition.
The fixing polymers
The composition according to the present invention may optionally also comprise one or more fixing polymers.
For the purposes of the present invention, the term “fixing polymer” means any polymer that is capable, by application to the hair, of giving a shape to the head of hair or of holding an already acquired shape.
All the anionic, amphoteric, cationic and nonionic fixing polymers and mixtures thereof used in the art may be used in the composition according to the present patent application.
Preferably, the fixing polymer(s) according to the invention are chosen from nonionic fixing polymers and anionic fixing polymers, and mixtures thereof, and more preferentially from anionic fixing polymers and mixtures thereof.
The anionic fixing polymers generally used are polymers including groups derived from carboxylic, sulfonic or phosphoric acid, and have a number-average molecular mass of between about 500 and 5 000 000.
The carboxylic groups are provided by unsaturated mono- or dicarboxylic acid monomers, such as those corresponding to formula (XXVI): in which:
- n is an integer from 0 to 10,
- Ai denotes a methylene group, optionally connected to the carbon atom of the unsaturated group or to the adjacent methylene group, when n is greater than 1, via a heteroatom, such as oxygen or sulfur,
- R-7 denotes a hydrogen atom or a phenyl or benzyl group,
- R-8 denotes a hydrogen atom or a lower alkyl or carboxyl group,
- R-9 denotes a hydrogen atom, a lower alkyl group or a -CH2-COOH, phenyl or benzyl group.
In the abovementioned formula, a lower alkyl group preferably denotes a group containing 1 to 4 carbon atoms and in particular methyl and ethyl groups.
The anionic fixing polymers containing carboxylic groups that are preferred according to the invention are:
A) copolymers of acrylic or methacrylic acid (also known as (meth)acrylic acid) or salts thereof.
Among these polymers, mention may be made of copolymers of acrylic or methacrylic acid with a monoethylenic monomer, such as ethylene, styrene, vinyl esters or acrylic or methacrylic acid esters, optionally grafted to a polyalkylene glycol, such as polyethylene glycol, and optionally crosslinked. Such polymers are described in particular in French patent 1 222 944 and German patent application 2 330 956, the copolymers of this type including an optionally N-alkylated and/or hydroxyalkylated acrylamide unit in their chain as described notably in Luxembourg patent applications 75370 and 75371. Mention may also be made of copolymers of acrylic acid and of Ci to C4 alkyl methacrylate and terpolymers of vinylpyrrolidone, of acrylic acid and of Ci to C20 alkyl methacrylate, for example lauryl methacrylate, such as that sold by ISP under the name Acrylidone® LM (INCI name: VP/acrylates/lauryl methacrylate copolymer), acrylic acid/ethyl acrylate/N-(t-butyl)acrylamide terpolymers, such as the products Ultrahold® Strong and Ultrahold® 8 sold by the company BASF (INCI name: Acrylates/t-butylacrylamide copolymer), methacrylic acid/ethyl aery 1 at e//<? /7-butyl acrylate terpolymers, such as the products sold under the name Luvimer® 100 P or Luvimer® PRO 55 by the company BASF (INCI name: Acrylates copolymer), copolymers of methacrylic acid and of ethyl acrylate, such as the products sold under the name Luvimer® MAE or Luviflex® Soft by the company BASF (INCI name: Acrylates copolymer), acrylic acid/butyl acrylate/methyl methacrylate terpolymers, such as the product sold under the name Balance® CR by the company Akzo Nobel (INCI name: Acrylates copolymer), or the copolymers of methacrylic acid and of methyl methacrylate sold under the name Eudragit® L 100 by the company Rohm Pharma (INCI name: Acrylates copolymer). Mention may also be made of branched block polymers containing (meth)acrylic acid monomers, such as the product sold under the name Fixate® G-100L by the company Lubrizol (INCI name: AMP-acrylates / allyl methacrylate copolymer); B) Crotonic acid copolymers, such as those including vinyl acetate or propionate units in their chain and optionally other monomers such as allylic esters or methallylic esters, vinyl ether or vinyl ester of a linear or branched saturated carboxylic acid with a long hydrocarbon-based chain, such as those including at least 5 carbon atoms, these polymers possibly being grafted or crosslinked, or alternatively another vinyl, allylic or methallylic ester monomer of an a- or b-cyclic carboxylic acid. Such polymers are described, inter alia , in French patents 1 222944, 1 580 545, 2265 782, 2265 781, 1 564 110 and 2439798. Commercial products which fall into this category are the products Resyn® 28-2930 and 28-1310 sold by the company Akzo Nobel (INCI names: VA / crotonates / vinyl decanoate copolymer and VA / crotonates copolymer, respectively). Mention may also be made of the products Luviset® CA 66 sold by the company BASF, Aristoflex® A60 sold by the company Clariant (INCI name: VA / crotonates copolymer) and Mexomere® PW or PAM sold by the company Chimex (INCI name: VA / vinyl butyl benzoate / crotonates copolymer);
C) copolymers of Ch-Cx monounsaturated carboxylic acids or anhydrides chosen from:
- copolymers comprising (i) one or more maleic, fumaric or itaconic acids or anhydrides and (ii) at least one monomer chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and esters thereof, the anhydride functions of these copolymers optionally being monoesterified or monoamidated. Such polymers are described, in particular, in US patents 2 047398, 2 723 248 and 2 102 113, and GB patent 839 805. Commercial products are notably those sold under the names Gantrez® AN or ES by the company ISP, such as Gantrez® ES 225 (INCI name: Ethyl ester of PVM / MA copolymer) or Gantrez® ES 425L (INCI name: Butyl ester of PVM / MA copolymer); - copolymers comprising (i) one or more maleic, citraconic or itaconic anhydride units and (ii) one or more monomers chosen from allylic or methallylic esters optionally including one or more acrylamide, methacrylamide, a-olefm, acrylic or methacrylic ester, acrylic or methacrylic acid or vinylpyrrolidone groups in their chain, the anhydride functions of these copolymers optionally being monoesterified or monoamidated; These polymers are described, for example, in patents FR 2 350 384 and FR
2357241;
D) polyacrylamides including carboxylate groups.
The fixing polymers bearing units derived from sulfonic acid may be chosen from: A’) homopolymers and copolymers including vinylsulfonic, styrenesulfonic, naphthalenesulfonic or acrylamidoalkylsulfonic units.
These polymers may notably be chosen from:
- polyvinylsulfonic acid salts with a molecular mass of between 1000 and 100 000 approximately, and also the copolymers with an unsaturated comonomer such as acrylic or methacrylic acids and esters thereof, and also acrylamide or derivatives thereof, vinyl ethers and vinylpyrrolidone;
- polystyrenesulfonic acid salts such as the sodium salts that are sold for example under the name Flexan® II by AkzoNobel (INCI name: Sodium polystyrene sulfonate). These compounds are described in patent FR 2 198 719; - polyacrylamidosulfonic acid salts, such as those mentioned in patent US 4 128 631, and more particularly the polyacrylamidoethylpropanesulfonic acid sold under the name Rheocare® HSP-1180 by Cognis (INCI name: polyacrylamidomethylpropane sulfonic acid);
B’) Sulfonic polyesters, these polymers being advantageously obtained by polycondensation of at least one dicarboxylic acid, of at least one diol or of a mixture of diol and of diamine, and of at least one difunctional monomer including a sulfonic function. Among these polymers, mention may be made of:
- linear sulfonic polyesters such as those described in patent applications US 3 734 874, US 3 779 993, US 4 119 680, US 4 300 580, US 4 973 656, US 5 660 816, US 5 662 893 and US 5 674 479. Such polymers are, for example, the products Eastman®
AQ38S Polymer, Eastman® AQ55S Polymer and Eastman® AQ48 Ultra Polymer sold by the company Eastman Chemical (name Polyester-5) which are copolymers obtained from di ethylene glycol, from 1,4-cyclohexanedimethanol, from isophthalic acid and from sulfoisophthalic acid salt; - branched sulfonic polyesters such as those described in patent applications WO
95/18191, WO 97/08261 and WO 97/20899. Such compounds are, for example, the products Eastman® AQ10D Polymer (name: Polyester- 13) or Eastman® AQ1350 Polymer sold by the company Eastman Chemical (name: Polyester- 13).
According to the invention, the anionic fixing polymer(s) are preferably chosen from acrylic acid copolymers, such as the acrylic acid/ethyl acrylate/N-ieri- butyl acrylamide terpolymers notably sold under the name Ultrahold® Strong by the company BASF, copolymers derived from crotonic acid, such as the vinyl acetate/vinyl ieri-butylbenzoate/crotonic acid terpolymers and the crotonic acid/vinyl acetate/vinyl neododecanoate terpolymers notably sold under the name Resyn 28-2930 by the company AkzoNobel, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives and acrylic acid and esters thereof, such as the methyl vinyl ether/monoesterified maleic anhydride copolymers sold, for example, under the names Gantrez® ES 425L or ES 225 by the company ISP, the copolymers of methacrylic acid and of ethyl acrylate sold under the name Luvimer® MAE by the company BASF, and the vinyl acetate/crotonic acid copolymers sold under the name Luviset® CA 66 by the company BASF, and the vinyl acetate/crotonic acid copolymers grafted with polyethylene glycol sold under the name Aristoflex® A60 by the company Clariant, the vinylpyrrolidone/acrylic acid/lauryl methacrylate terpolymers sold under the name Acrylidone® LM by the company ISP, the polymer sold under the name Fixate® G-100L by the company Lubrizol, the vinyl acetate / crotonic acid / vinyl p-/<? /7-butyl benzoate copolymers sold under the names Mexomere® PW or PAM by the company Chimex.
The total amount of the anionic fixing polymer(s), when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
The amphoteric fixing polymers that may be used in accordance with the invention may be chosen from polymers including units B and C distributed randomly in the polymer chain, in which B denotes a unit derived from a monomer including at least one basic nitrogen atom and C denotes a unit derived from an acid monomer including one or more carboxylic or sulfonic groups, or alternatively B and C may denote groups derived from carboxybetaine or sulfobetaine zwitterionic monomers;
B and C may also denote a cationic polymer chain including primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups bears a carboxylic or sulfonic group connected via a hydrocarbon-based group, or alternatively B and C form part of a chain of a polymer bearing an ethyl ene-a,P-dicarboxylic unit in which one of the carboxylic groups has been made to react with a poly amine including one or more primary or secondary amine groups.
The amphoteric fixing polymers corresponding to the definition given above that are more particularly preferred are chosen from the following polymers: (1) copolymers bearing acidic vinyl units and basic vinyl units, such as those resulting from the copolymerization of a monomer derived from a vinyl compound bearing a carboxylic group such as, more particularly, acrylic acid, methacrylic acid, maleic acid, a-chloroacrylic acid, and of a basic monomer derived from a substituted vinyl compound containing at least one basic atom, such as, more particularly, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkylmethacrylamide and acrylamide. Such compounds are described in patent US 3 836 537;
(2) polymers including units derived: a) from at least one monomer chosen from acrylamides and methacrylamides substituted on the nitrogen atom with an alkyl group, b) from at least one acidic comonomer containing one or more reactive carboxylic groups, and c) from at least one basic comonomer such as esters bearing primary, secondary, tertiary and quaternary amine substituents of acrylic and methacrylic acids and the product of quaternization of dimethylaminoethyl methacrylate with dimethyl or diethyl sulfate.
The N-substituted acrylamides or methacrylamides that are more particularly preferred according to the invention are compounds in which the alkyl groups include from 2 to 12 carbon atoms and more particularly N-ethylacrylamide, N-tert- butyl acrylamide, N-tert-octyl acrylamide, N-octyl acrylamide, N-decylacrylamide, N- dodecyl acrylamide and the corresponding methacrylamides.
The acidic comonomers are more particularly chosen from acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid and fumaric acid and alkyl monoesters, containing 1 to 4 carbon atoms, of maleic or fumaric acids or anhydrides. The preferred basic comonomers are aminoethyl, butylaminoethyl, N,N’- dimethylaminoethyl and N-tert-butylaminoethyl methacrylates.
The copolymers of which the INCI name is Octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, such as the products sold under the names Amphomer®, Amphomer® LV71 or Balance® 47 by the company Akzo Nobel, are particularly used;
(3) partially or totally acylated and crosslinked polyaminoamides derived from polyaminoamides of general formula (XXVII):
Figure imgf000043_0001
(XXVII) in which:
- Rio represents a divalent group derived from a saturated dicarboxylic acid, from an aliphatic mono- or dicarboxylic acid bearing an ethylenic double bond, from an ester of a lower alkanol containing from 1 to 6 carbon atoms of these acids, or from a group derived from the addition of any one of said acids to a bis-primary or bis-secondary amine, and
- Z denotes a group derived from a bis-primary, mono- or bis-secondary polyalkylene polyamine and preferably represents: a) in proportions of from 60 mol% to 100 mol%, the group (XXVIII)
Figure imgf000043_0002
(XXVIII) in which x = 2 and p = 2 or 3, or x = 3 and p = 2, this group being derived from diethylenetriamine, triethylenetetramine or dipropylenetriamine, b) in proportions of from 0 to 40 mol%, the group (XXVIII) above in which x = 2 and p = 1 and which is derived from ethylenediamine, or the group derived from piperazine:
/ \
Figure imgf000043_0003
Z c) in proportions of from 0 to 20 mol%, the -NH-(CH6)6-NH- group derived from hexamethylenediamine, these polyamino amides being crosslinked by addition reaction of a difunctional crosslinking agent chosen from epihalohydrins, diepoxides, dianhydrides and bis-unsaturated derivatives, using from 0.025 to 0.35 mol of crosslinking agent per amine group of the poly amino amide and acylated by the action of acrylic acid, chloroacetic acid or an alkane sultone, or salts thereof.
The saturated carboxylic acids are preferably chosen from acids containing 6 to 10 carbon atoms, such as adipic acid, 2,2,4-trimethyladipic acid, 2,4,4- trimethyladipic acid and terephthalic acid, and acids bearing an ethylenic double bond, for instance acrylic, methacrylic and itaconic acids.
The alkane sultones used in the acylation are preferably propane sultone or butane sultone; the salts of the acylating agents are preferably the sodium or potassium salts. (4) polymers including zwitterionic units of formula (XXIX):
Figure imgf000044_0001
in which:
- Rn denotes a polymerizable unsaturated group such as an acrylate, methacrylate, acrylamide or methacrylamide group,
- y and z represent an integer from 1 to 3,
- Ri2 and Ri3 represent a hydrogen atom or a methyl, ethyl or propyl group,
- Ri4 and Ris represent a hydrogen atom or an alkyl group such that the sum of the carbon atoms in Ri4 and Ris does not exceed 10.
The polymers comprising such units may also include units derived from non- zwitterionic monomers such as dimethyl- or di ethyl aminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides or vinyl acetate.
Mention may be made, by way of example, of methyl methacrylate/methyl dimethylcarboxymethylammonioethyl methacrylate copolymers, such as the product sold under the name Diaformer Z-301N or Z-301W by the company Clariant (INCI name: Acrylates copolymer).
(5) polymers derived from chitosan including monomer units corresponding to formulae (D), (E) and (F) below:
Figure imgf000044_0002
c~o
1 ils-C¥H the unit (D) being present in proportions of between 0 and 30%, the unit (E) in proportions of between 5% and 50% and the unit (F) in proportions of between 30% and 90%, it being understood that, in this unit (F), Ri6 represents a group of formula (XXX): in which: if q = 0, Rii, Ri2 and Ri3, which may be identical or different, each represent a hydrogen atom, a methyl, hydroxyl, acetoxy or amino residue, a monoalkylamine residue or a dialkylamine residue that are optionally interrupted with one or more nitrogen atoms and/or optionally substituted with one or more amine, hydroxyl, carboxyl, alkylthio or sulfonic groups, an alkylthio residue in which the alkyl group bears an amino residue, at least one of the groups Rn, R12 and R13 being, in this case, a hydrogen atom; or, if q = 1, Rn, R12 and R13 each represent a hydrogen atom, and also the salts formed by these compounds with bases or acids.
(6) polymers containing units corresponding to the general formula (XXXI) are described, for example, in French patent 1 400366:
Figure imgf000045_0001
in which R20 represents a hydrogen atom or a CH3O-, CH3CH2O- or phenyl group, R21 denotes a hydrogen atom or a lower alkyl group, such as methyl or ethyl, R22 denotes a hydrogen atom or a lower C1-C6 alkyl group, such as methyl or ethyl, and R23 denotes a lower C1-C6 alkyl group, such as methyl or ethyl, or a group corresponding to the formula: -R24-N(R22)2, with R24 representing a -CH2-CH2-, -CH2-CH2-CH2-, or -CH2- CH(CH3)- group and R22 having the meanings given above.
(7) polymers derived from the N-carboxyalkylation of chitosan, such as N- carboxymethyl chitosan or N-carboxybutyl chitosan, for instance the product sold under the name Chitoglycan by the company Sinerga SPA (INCI name: Carboxymethyl chitosan);
(8) amphoteric polymers of the -D-X-D-X type chosen from: a) polymers obtained by the action of chloroacetic acid or sodium chloroacetate on compounds including at least one unit of formula (XXXII):
-D-X-D-X-D- (XXXII) in which D denotes a group
/ \
— N N—
\ / and X denotes the symbol E or E’, where E and E’, which may be identical or different, denote a divalent group that is an alkylene group with a straight or branched chain including up to 7 carbon atoms in the main chain, which is unsubstituted or substituted with hydroxyl groups and which may include, in addition to oxygen, nitrogen and sulfur atoms, 1 to 3 aromatic and/or heterocyclic rings; the oxygen, nitrogen and sulfur atoms being present in the form of ether, thioether, sulfoxide, sulfone, sulfonium, alkylamine or alkenylamine groups, hydroxyl, benzylamine, amine oxide, quaternary ammonium, amide, imide, alcohol, ester and/or urethane groups; b) polymers of formula (XXXIII):
-D-X-D-X- (XXXIII) in which D denotes a group
/ \
— N N—
\ / and X denotes the symbol E or E’ and at least once E’; E having the meaning given above and E’ being a divalent group that is an alkylene group with a straight or branched chain containing up to 7 carbon atoms in the main chain, which is unsubstituted or substituted with one or more hydroxyl groups and which includes one or more nitrogen atoms, the nitrogen atom being substituted with an alkyl chain that is optionally interrupted with an oxygen atom and which necessarily includes one or more carboxyl functions or one or more hydroxyl functions betainized by reaction with chloroacetic acid or sodium chloroacetate; (9) (Ci-Cs)alkyl vinyl ether/maleic anhydride copolymers partially modified by semiamidation with an N,N-dialkylaminoalkylamine, such as N,N- dimethylaminopropylamine, or by semiesterification with an N,N- dialkylaminoalkanol. These copolymers may also include other vinyl comonomers, such as vinylcaprolactam. Among the amphoteric fixing polymers mentioned above, the ones that are most particularly preferred according to the invention are those of family (3), such as the copolymers whose INCI name is octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, such as the products sold under the names Amphomer®, Amphomer® LV 71 or Balance® 47 by the company AkzoNobel and those of family (4) such as the copolymers of methyl methacrylate/methyl dimethylcarboxymethylammonioethyl methacrylate, sold, for example, under the name Diaformer Z-301N or Z-301W by the company Clariant.
The total amount of amphoteric fixing polymer(s), when they are present in the composition according to the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and even better still from 0.3% to 10% by weight, relative to the total weight of the composition.
The cationic fixing polymers that may be used according to the present invention are preferably chosen from polymers including primary, secondary, tertiary and/or quaternary amine groups forming part of the polymer chain or directly attached thereto, and having a molecular weight of between 500 and approximately 5 000 000 and preferably between 1000 and 3 000 000.
Among these polymers, mention may be made more particularly of the following cationic polymers:
(1) homopolymers or copolymers derived from acrylic or methacrylic esters or amides and including at least one of the units of the following formulae:
Figure imgf000047_0001
in which:
- R.3 denotes a hydrogen atom or a CH3 group;
- A is a linear or branched alkyl group including from 1 to 6 carbon atoms or a hydroxyalkyl group including from 1 to 4 carbon atoms;
- R.4, R.3 and R.6, which may be identical or different, represent an alkyl group containing from 1 to 18 carbon atoms, or a benzyl group;
- Ri and R2, which may be identical or different, each represent a hydrogen atom or an alkyl group containing from 1 to 6 carbon atoms; and
- X denotes a methosulfate anion or a halide such as chloride or bromide. The copolymers of class (1) also contain one or more units derived from comonomers which may be chosen from the class of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen with Ci- to C4 alkyl groups, groups derived from acrylic or methacrylic acids or esters thereof, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
Thus, among these copolymers of class (1), mention may be made of:
- 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,
- the copolymers of acrylamide and of methacryloyloxyethyltrimethylammonium chloride described, for example, in patent application EP-A-080 976 and sold under the name Bina Quat P 100 by the company Ciba Geigy,
- the copolymer of acrylamide and methacryloyloxyethyltrimethylammonium methosulfate, such as the product sold under the name Reten by the company Hercules,
- quaternized or non-quaternized vinylpyrrolidone/dialkylaminoalkyl acrylate or methacrylate copolymers, such as the products sold under the name Gafquat® by the company ISP, for instance Gafquat® 734 or Gafquat® 755, or alternatively the products known as Copolymer® 845, 958 and 937. These polymers are described in detail in French patents 2 077 143 and 2 393 573,
- polymers bearing a fatty chain and bearing a vinylpyrrolidone unit, such as the products sold under the names Styleze W20L and Styleze W10 by the company ISP,
- dimethylaminoethyl methacrylate/vinylcaprolactam/vinylpyrrolidone terpolymers, such as the product sold under the name Gaffix VC 713 by the company ISP, and
- quaternized vinylpyrrolidone/dimethylaminopropylmethacrylamide copolymers, such as the products sold under the name Gafquat® HS 100 by the company ISP;
(2) cationic guar gums, preferably containing quaternary ammonium, such as those described in US patents 3 589 578 and 4 031 307, such as guar gums containing trialkylammonium cationic groups. Such products are notably sold under the trade names Jaguar C13 S, Jaguar C 15 and Jaguar C 17 by the company Meyhall.
(3) quaternary copolymers of vinylpyrrolidone and of vinylimidazole;
(4) chitosans or salts thereof; the salts that may be used are in particular chitosan acetate, lactate, glutamate, gluconate or pyrrolidonecarboxylate.
Among these compounds, mention may be made of chitosan having a degree of deacetylation of 90.5% by weight, sold under the name Kytan Brut Standard by the company Aber Technologies, and chitosan pyrrolidonecarboxylate sold under the name Kytamer® PC by the company Amerchol; (5) cationic cellulose derivatives, such as copolymers of cellulose or of cellulose derivatives grafted with a water-soluble monomer including a quaternary ammonium and notably described in patent US 4 131 576, such as hydroxyalkylcelluloses, for example hydroxymethyl-, hydroxyethyl- or hydroxypropylcelluloses, grafted notably with a methacryloyl- oxyethyltrimethylammonium, methacrylamidopropyltrimethylammonium or dimethyldiallylammonium salt.
The commercial products corresponding to this definition are more particularly the products sold under the names Celquat L 200 and Celquat H 100 by the company National Starch.
The total amount of the cationic fixing polymer(s), when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
The nonionic fixing polymers that may be used according to the present invention are chosen, for example, from:
- polyalkyloxazolines;
- vinyl acetate homopolymers,
- vinyl acetate copolymers, for instance copolymers of vinyl acetate and of acrylic ester, copolymers of vinyl acetate and of ethylene, or copolymers of vinyl acetate and of maleic ester, for example of dibutyl maleate;
- homopolymers and copolymers of acrylic esters, for instance copolymers of alkyl acrylates and of alkyl methacrylates, such as the products sold by the company Rohm GmbH under the name Eudragit® NE 30 D (INCI name: Acrylates copolymer);
- copolymers of acrylonitrile and of a nonionic monomer chosen, for example, from butadiene and alkyl (meth)acrylates;
- styrene homopolymers;
- styrene copolymers, for instance copolymers of styrene, of alkyl acrylate and of alkyl methacrylate; copolymers of styrene and of butadiene; or copolymers of styrene, of butadiene and of vinylpyridine;
- polyamides;
- vinyllactam homopolymers, such as the vinylpyrrolidone homopolymers sold, for example, under the names Luviskol® K30 Powder by the company BASF or PVP K30L or K60 Solution or K90 by the company ISP, or such as the polyvinylcaprolactam sold under the name Luviskol® Plus by the company BASF (INCI name: PVP);
- vinyllactam copolymers, such as a poly(vinylpyrrolidone/vinyllactam) copolymer sold under the trade name Luvitec® VPC 55K65W by the company BASF, poly(vinylpyrrolidone/vinyl acetate) copolymers, such as those sold under the name P VP/VA® S630L, E735, E635 and W735 by the company ISP, Luviskol® VA 73, VA
64 and VA 37 by the company BASF (INCI name VP/VA copolymer); and vinylpyrrolidone/methacrylamide/vinylimidazole terpolymers, for instance the product sold under the name Luviset® Clear by the company BASF (INCI name VP/methacrylamide/vinyl imidazole copolymer).
The alkyl groups of the nonionic polymers mentioned above preferably contain from 1 to 6 carbon atoms.
The content of the nonionic fixing polymer(s), present in the composition according to the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
Use may also be made, according to the invention, of fixing polymers of grafted silicone type comprising a polysiloxane portion and a portion composed of a non-silicone organic chain, one of the two portions constituting the main chain of the polymer and the other being grafted onto said main chain.
These polymers are described, for example, in patent applications EP-A-0412 704, EP-A-0 412 707, EP-A-0 640 105 and WO 95/00578, EP-A-0 582 152 and WO 93/23009, and patents US 4 693 935, US 4 728 571 and US 4 972 037.
These polymers may be amphoteric, cationic, anionic or nonionic and they are preferably anionic or nonionic.
Such polymers are, for example, the copolymers that may be obtained by free radical polymerization from the monomer mixture formed from: a) 50% to 90% by weight of /<?/ -butyl acrylate, b) 0 to 40% by weight of acrylic acid, c) 5% to 40% by weight of a silicone macromer of formula:
Figure imgf000050_0001
in which v is a number ranging from 5 to 700, the weight percentages being calculated relative to the total weight of the monomers.
Other examples of grafted silicone polymers are notably polydimethylsiloxanes (PDMSs) to which are grafted mixed polymer units of the poly((meth)acrylic acid) type and of the poly(alkyl (meth)acrylate) type via a thiopropylene-type connecting chain and polydimethylsiloxanes (PDMSs) to which polymer units of the poly(isobutyl (meth)acrylate) type are grafted via a thiopropylene- type connecting chain.
Grafted silicone polymers are sold, for example, under the names Silicone Plus Polymer® VS80 and VA70 by 3M (INCI names: Polysilicone-8 and Polysilicone- 7, respectively).
Another type of silicone fixing polymer that may be mentioned is the product Luviflex® Silk sold by the company BASF (INCI name: PEG/PPG-25/25 dimethicone/acrylates copolymer). The total amount of fixing polymer(s) of grafted silicone type, when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, relative to the total weight of the composition.
Functionalized or non-functionalized, silicone or non-silicone, nonionic, anionic, cationic or amphoteric polyurethanes or mixtures thereof may also be used as fixing polymers.
The polyurethanes particularly targeted by the present invention are those described in patent applications EP 0 751 162, EP 0 637 600, EP 0 648 485 and FR 2 743 297, of which the applicant is the proprietor, and also in patent applications EP 0 656 021 and WO 94/03510 from the company BASF and EP 0 619 111 from the company National Starch.
As polyurethanes that are particularly suitable for use in the present invention, mention may be made of the products sold under the names Luviset PUR® and Luviset® Si PUR by the company BASF (INCI names: Polyurethane- 1 and Polyurethane-6, respectively).
The total amount of the polyurethane(s), when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and even better still from 0.3% to 10% by weight, relative to the total weight of the composition. Preferably, the composition according to the invention also comprises one or more fixing polymers chosen from nonionic fixing polymers, anionic fixing polymers, and mixtures thereof; preferentially chosen from anionic fixing polymers and mixtures thereof; and better still chosen from copolymers of (meth)acrylic acid, copolymers derived from crotonic acid, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid or esters thereof, and mixtures thereof. The total amount of the fixing polymer(s), when they are present in the composition of the invention, preferably ranges from 0.1% to 20% by weight, more preferentially from 0.2% to 15% by weight, and better still from 0.3% to 10% by weight, and even more preferentially from 0.5% to 5% by weight, relative to the total weight of the composition.
The composition according to the present invention may optionally also comprise sodium chloride in a total content preferably ranging from 0.1% to 5% by weight, and more preferentially from 0.1% to 2% by weight, relative to the total weight of the composition.
The composition according to the present invention may optionally also comprise one or more additional compounds different from the compounds defined above, preferably chosen from anionic surfactants, cationic surfactants, cationic, anionic, nonionic and amphoteric polymers different from the fixing polymers defined previously, thickeners, silicones different from silicones defined previously, fatty substances different from fatty substances (ii) defined above, antioxidants, penetrants, conditioning agents, UV-screening agents, sequestrants, fragrances, buffers, dispersants, film-forming agents, ceramides, preserving agents, opacifiers, lubricants (or anticaking agents) and mixtures thereof. Preferably, when the above additional compound(s) are present in the composition according to the invention, the additional compound(s) are generally present in a content, for each of them, of between 0.01% and 20% by weight, relative to the weight of the composition.
Needless to say, a person skilled in the art will take care to select this or these optional additional compound(s) such that the advantageous properties intrinsically associated with the composition of the invention are not, or are not substantially, adversely affected by the envisaged addition(s).
The pH of the composition according to the invention generally ranges from 3 to 9, preferably from 3 to 7.5 and better still from 3.5 to 7. The pH of the composition may be adjusted to the desired value by means of basifying agents or acidifying agents that are customarily used. Among the basifying agents, examples that may be mentioned include aqueous ammonia, alkanolamines, and mineral or organic hydroxides. Among the acidifying agents, examples which may be mentioned include mineral or organic acids, for instance hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic acid, and sulfonic acids. Preferably, the viscosity of the composition may range from 0.1 Pa.s to 4 Pa.s, preferably from 0.5 Pa.s to 2 Pa.s measured at 25°C at a shear rate of 200 tr/min. The viscosity of the composition can be measured with a viscometer (Rheomat Mettler Toledo RM180 Rheomat). Preferably, the weight ratio (R) between the total content of amphoteric or zwitterionic surfactants (i) and the total content of fatty substances (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, present in the composition of the invention, is greater than or equal to 1.
Preferably, the amphoteric or zwitterionic surfactant(s) are chosen from (Cs- C2o)alkylbetaines, (C8-C2o)alkylamido(C3-C8)alkylbetaines, and mixtures thereof.
Advantageously, the composition comprises at least one amphoteric or zwitterionic surfactant(s) chosen from (C8-C2o)alkylbetaines, (C8-C2o)alkylamido(C3- C8)alkylbetaines, and mixtures thereof and the weight ratio (R) between the total content of amphoteric or zwitterionic surfactants (i) and the total content of fatty substances (ii) with a melting point of less than or equal to 35°C at atmospheric pressure, in particular non-silicone fatty substances, present in the composition of the invention, is greater than or equal to 1.
Advantageously, the composition has a turbidity less than or equal to 200 NTU units, preferably less than or equal to 100 NTU units, and is in the form of an oil- in-water emulsion, the oil particles of which advantageously have a number-average size of less than or equal to 200 nm, preferably between 1 and 150 nm.
Advantageously, the composition has a turbidity less than or equal to 50 NTU units and is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size between 1 and 150 nm, more preferentially between 2 and 100 nm.
Advantageously, the composition has a turbidity less than or equal to 50 NTU units and is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size between 5 and 50 nm, even more preferentially between 5 and 30 nm. Advantageously, the composition has a turbidity less than or equal to 20 NTU units and is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size between 5 and 30 nm, or even between 8 and 20 nm.
Advantageously, the composition has a turbidity less than or equal to 20 NTU units and is in the form of an oil-in-water emulsion, the oil particles of which advantageously have a number-average size between 8 and 20 nm A subject of the invention is also an aerosol device comprising:
- a container containing a composition as defined previously, and
- a means for spraying said composition.
Preferably, the aerosol device according to the invention makes it possible to dispense said composition in foam form.
The composition according to the invention is advantageously packaged under pressure, in an aerosol device, for example a monobloc device, which comprises a spraying means and a container.
The spraying means is generally formed from a dispensing valve controlled by a dispensing head, which itself comprises a nozzle via which the composition of the invention is sprayed, preferably in foam form. As an example of an aerosol device that may be used according to the present invention, mention may notably be made of plastic aerosols equipped with a 2x0.51 mm GI valve and a DMPR229 dispenser.
The container containing the pressurized composition may be opaque or transparent. It may be made of glass, polymer or metal, and may optionally be coated with a protective varnish coat.
Preferably, the container of said aerosol device is transparent, such that the composition according to the invention is visible to the naked eye through said container. A subj ect of the present invention is also a process for the cosmetic treatment, preferably a washing and/or conditioning process, of keratin materials, in particular of human keratin materials such as the hair and the skin, comprising the application to said keratin materials of a composition as defined previously; this application optionally being followed by rinsing after an optional leave-on time. Thus, a subject of the present invention is also a process for washing and/or conditioning keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined previously, said application optionally being followed by rinsing after an optional leave-on time. Preferably, the application of the composition according to the invention is followed by rinsing.
The composition may be applied to wet or dry keratin materials. It is preferably applied to wet keratin materials. On conclusion of the process, the keratin materials may optionally be dried or left to dry. In the present invention, the term “keratin materials” denotes the skin and the scalp, and keratin fibres in particular such as the hair. More preferably, the keratin material is hair.
When the composition of the invention comprises one or more fixing polymers, the process for cosmetic treatment of the invention is preferably a process for styling, that is to say shaping and/or fixing, keratin fibres, in particular human keratin fibres such as the hair.
When the process for cosmetic treatment is a process for styling, the application of the composition according to the invention is preferably not followed by rinsing.
In a first embodiment of the process for styling according to the invention, the composition is applied to wet hair.
In a second embodiment of the process for styling according to the invention, the composition is applied to dry hair. The examples that follow serve to illustrate the invention without, however, being limiting in nature.
Examples Example 1 a. Preparation of the formulation juices
The juices of formulations A1 to A3 according to the invention and the juice of comparative formulation B 1 below were prepared from the ingredients, whose contents are indicated in the table below (as weight percentage of active material).
[Table lj
Figure imgf000055_0001
b. Protocol
The formulation juices were prepared according to the following protocol:
The surfactants were dissolved in the water. The fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in-water emulsion. The turbidity and particle size measurements were performed on conclusion of this step of obtaining the emulsion and before pressurizing the formulations.
The turbidity and particle size measurements of the formulation juices A1 to A3 and B1 were performed before introducing the propellants and pressurizing the compositions.
The turbidity was measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent. The number-average size of the oil drops in the formulation juices A1 to A3 and B1 was determined via the quasi-elastic light scattering method using a Zetasizer Nona ZS machine from Malvern Instruments. c. Results
The results obtained for each of the formulation juices A1 to A3 and B1 are expressed in the table below. [Table 2j
Figure imgf000056_0001
The propellants (56/24/20 isobutane/butane/propane mixture) were then added to the formulation juices A1 to A3 and Bl, in a juice/gas ratio of 95/5. Compositions A1 to A3 and Bl thus obtained were then packaged in transparent PET aerosol devices equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
The pressurized compositions A1 to A3 according to the invention remain single-phase and transparent, while pressurized composition B 1 is not transparent.
Moreover, the single-phase appearance and the transparency of compositions A1 to A3 are stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of these formulations has not changed. Conversely, for comparative composition Bl, two distinct phases quickly form with an opaque upper phase. This phase distinction becomes more pronounced over time, notably after 24 hours of storage at room temperature. Compositions Al, A2 and A3 according to the invention, dispensed by means of the aerosol device, make it possible to obtain a uniform, firm and creamy foam which holds well in the hand and is easily and uniformly applied to the whole head of hair. Compositions Al, A2 and A3 also afford good detergency properties additionally with a conditioning effect to the hair thus treated.
Example 2 a. Preparation of the formulation juices
The juices of formulations E, FI, F2, G1 and G2 according to the invention were prepared from the ingredients, whose contents are indicated in the table below (as weight percentage of active material).
[Table 3j
Figure imgf000057_0001
b. Protocol
The formulation juices were prepared according to the following protocol: The surfactants were dissolved in the water. The fatty substance was then added to the mixture with simple stirring so as to obtain an oil-in-water emulsion. The turbidity and particle size measurements were performed on conclusion of this step of obtaining the emulsion and before pressurizing the formulations.
The turbidity and particle size measurements of the formulation juices were performed before introducing the propellants and pressurizing the compositions.
The turbidity was measured using a UV-Vis Cary 100 model UV spectrophotometer sold by the company Agilent. The number-average size of the oil drops in the formulation juices E, FI, F2, G1 and G2 was determined via the quasi elastic light scattering method using a Zetasizer Nona ZS machine from Malvern Instruments. c. Results
The results obtained for each of the formulation juices E, FI, F2, G1 and G2 are expressed in the table below. [Table 4j
Figure imgf000058_0001
The propellants (56/24/20 isobutane/propane/butane mixture) were then added to the formulation juices E, FI, F2, G1 and G2, in a juice/gas ratio of 95/5. Compositions E, FI, F2, G1 and G2 thus obtained were then packaged in transparent PET aerosol devices equipped with a DMPR229 dispenser and a 2x0.51 mm GI valve, and pressurized.
The pressurized compositions E, F 1 , F2, Gl and G2 according to the invention are of single-phase appearance and transparent.
Moreover, the single-phase appearance and the transparency of said compositions are stable over time. In particular, after two months of storage at room temperature (25°C), the appearance of these formulations has not changed.

Claims

1. Composition in the form of an oil-in-water emulsion comprising: (i) one or more amphoteric or zwitterionic surfactants,
(ii) one or more fatty substances with a melting point of less than or equal to 35°C at atmospheric pressure;
(iii) one or more propellants; and
(iv) water; the total content of the amphoteric or zwitterionic surfactant(s) (i) being greater than or equal to 5% by weight, relative to the total weight of the composition.
2. Composition according to Claim 1, characterized in that the amphoteric or zwitterionic surfactant(s) are chosen from (C8-C2o)alkylbetaines, (Cx- C2o)alkylamido(C3-C8)alkylbetaines, (C8-C2o)alkylamphoacetates, (Cs-
C2o)alkylamphodiacetates and mixtures thereof; preferably from (Cx-
C2o)alkylbetaines, (C8-C2o)alkylamido(C3-C8)alkylbetaines and mixtures thereof; and more preferentially from (C8-C2o)alkylamido(C3-C8)alkylbetaines and mixtures thereof.
3. Composition according to either one of the preceding claims, characterized in that the total content of the amphoteric or zwitterionic surfactant(s) (i) ranges from 5% to 25% by weight, preferably from 6% to 20% by weight, and more preferentially from 7% to 18% by weight, relative to the total weight of the composition.
4. Composition according to any one of the preceding claims, characterized in that the fatty substance(s) (ii) have a melting point of less than or equal to 28°C at atmospheric pressure, and are preferably chosen from linear or branched G to Ci6 alkanes, linear or branched hydrocarbons containing more than 16 carbon atoms of mineral or synthetic origin, non-polyoxyalkylenated fatty alcohols, fatty acids, triglycerides, fatty acid and/or fatty alcohol esters, silicones, and mixtures thereof.
5. Composition according to any one of the preceding claims, characterized in that the total content of the fatty substance(s) (ii), having a melting point of less than or equal to 35°C at atmospheric pressure, is greater than or equal to 0.1% by weight, preferably ranges from 0.2% to 10% by weight and more preferentially from 0.25% to 5% by weight relative to the total weight of the composition.
6. Composition according to any one of the preceding claims, characterized in that the weight ratio between the total content of amphoteric or zwitterionic surfactant(s) (i) and the total content of fatty substances (ii), having a melting point of less than or equal to 35°C at atmospheric pressure, is greater than or equal to 1, preferably greater than or equal to 2, more preferentially ranges from 2 to 50, better still from 5 to 40, and more preferentially still from 10 to 35.
7. Composition according to any one of the preceding claims, characterized in that the propellant(s) (iii) are chosen from volatile, optionally halogenated hydrocarbons, dimethyl ether, and mixtures thereof; preferably from dimethyl ether, C3 to C5 alkanes, and mixtures thereof; more preferentially from C3 to Cs alkanes and mixtures thereof; and better still from propane, n-butane, isobutane, and mixtures thereof.
8. Composition according to any one of the preceding claims, characterized in that the total content of the propellant(s) (iii) ranges from 0.5% to 10% by weight, preferably from 1% to 8% by weight and more preferentially from 3% to 6% by weight, relative to the total weight of the composition.
9. Composition according to any one of the preceding claims, characterized in that the total content of water is greater than or equal to 40% by weight, preferably ranges from 50% to 93% by weight and more preferentially from 70% to 90% by weight, relative to the total weight of the composition.
10. Composition according to any one of the preceding claims, characterized in that it also comprises one or more nonionic surfactants, preferably chosen from polyoxyethylenated fatty alcohols, alkyl(poly)glycosides, ethoxylated fatty acid esters of sorbitan containing from 2 to 30 ethylene oxide units, silicone surfactants and mixtures thereof, and more preferentially from oleth-10, polysorbate 80, decyl glucoside, cocoyl glucoside, lauryl glucoside, PEG- 11 methyl ether dimethicone and mixtures thereof.
11. Composition according to the preceding claim, characterized in that the total content of the nonionic surfactant(s) ranges from 0.1% to 10% by weight, and preferably from 2.5% to 7.5% by weight, relative to the total weight of the composition.
12. Composition according to Claim 10 or 11, characterized in that the weight ratio between the total content of amphoteric or zwitterionic surfactants (i) and the total content of nonionic surfactants is greater than or equal to 1, and preferably greater than or equal to 1.5.
13. Composition according to any one of the preceding claims, characterized in that the turbidity of said composition, measured by turbidimetry at room temperature (25°C) and atmospheric pressure, is less than or equal to 200 NTU units, preferably less than or equal to 100 NTU units, more preferentially less than or equal to 50 NTU units, and better still less than or equal to 20 NTU units.
14. Aerosol device comprising:
- a container containing a composition as defined according to any one of the preceding claims, and
- a means for spraying said composition.
15. Aerosol device according to the preceding claim, characterized in that the container is transparent.
16. Process for the cosmetic treatment of keratin materials, preferably washing and/or conditioning process, in particular of human keratin materials such as the hair and the skin, comprising the application to said keratin materials of a composition as defined in any one of Claims 1 to 13, said application optionally being followed by rinsing after an optional leave-on time.
17. Process for washing and/or conditioning keratin fibres, in particular human keratin fibres such as the hair, comprising the application to said keratin fibres of a composition as defined in any one of Claims 1 to 13, said application being optionally followed by rinsing after an optional leave-on time.
PCT/EP2022/068128 2021-06-30 2022-06-30 Composition in emulsion form comprising an amphoteric surfactant, a fatty substance and a propellant WO2023275284A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR2107089A FR3124723B1 (en) 2021-06-30 2021-06-30 Composition in the form of an emulsion comprising an amphoteric surfactant, a fatty substance and a propellant
FRFR2107089 2021-06-30

Publications (1)

Publication Number Publication Date
WO2023275284A1 true WO2023275284A1 (en) 2023-01-05

Family

ID=77711019

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2022/068128 WO2023275284A1 (en) 2021-06-30 2022-06-30 Composition in emulsion form comprising an amphoteric surfactant, a fatty substance and a propellant

Country Status (2)

Country Link
FR (1) FR3124723B1 (en)
WO (1) WO2023275284A1 (en)

Citations (55)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2047398A (en) 1930-06-26 1936-07-14 Ig Farbenindustrie Ag Artificial resins and process of making them
US2102113A (en) 1934-10-24 1937-12-14 Djordjevitch Yesdimir Carburetor
US2723248A (en) 1954-10-01 1955-11-08 Gen Aniline & Film Corp Film-forming compositions
FR1222944A (en) 1958-04-15 1960-06-14 Hoechst Ag Graft polymers and their preparation process
GB839805A (en) 1957-06-10 1960-06-29 Monsanto Chemicals Sprayable compositions
FR1400366A (en) 1963-05-15 1965-05-28 Oreal New compounds which can be used in particular for the treatment of hair
FR1564110A (en) 1967-03-23 1969-04-18
FR1580545A (en) 1967-07-28 1969-09-05
US3589578A (en) 1968-01-20 1971-06-29 Monforts Fa A Tension-relieving device for stretchable sheet material
FR2077143A5 (en) 1970-01-30 1971-10-15 Gaf Corp
US3734874A (en) 1970-02-27 1973-05-22 Eastman Kodak Co Polyesters and polyesteramides containing ether groups and sulfonate groups in the form of a metallic salt
US3779993A (en) 1970-02-27 1973-12-18 Eastman Kodak Co Polyesters and polyesteramides containing ether groups and sulfonate groups in the form of a metallic salt
DE2330956A1 (en) 1972-06-20 1974-01-10 Oreal CATIONIC GRAFTED AND CROSS-LINKED MIXED POLYMERISATES, PROCESS FOR THEIR PRODUCTION AND THEIR USE IN COSMETIC PREPARATIONS
FR2198719A1 (en) 1972-09-11 1974-04-05 Hobbs R Ltd
US3836537A (en) 1970-10-07 1974-09-17 Minnesota Mining & Mfg Zwitterionic polymer hairsetting compositions and method of using same
FR2265782A1 (en) 1974-04-01 1975-10-24 Oreal
FR2265781A1 (en) 1974-04-01 1975-10-24 Oreal
US4031307A (en) 1976-05-03 1977-06-21 Celanese Corporation Cationic polygalactomannan compositions
FR2350384A1 (en) 1976-05-06 1977-12-02 Berger Jenson & Nicholson Ltd COATING PRODUCTS CONTAINING A WATER-BASED LATEX WITH A RESINOUS BINDER
FR2357241A2 (en) 1976-07-08 1978-02-03 Oreal Partially esterified or amidated unsaturated anhydride copolymer - for hair lacquer made from copolymer of unsaturated anhydride, allyl or methallyl ester and acrylamide or methacrylamide cpd.
LU75370A1 (en) 1976-07-12 1978-02-08
LU75371A1 (en) 1976-07-12 1978-02-08
US4119680A (en) 1976-08-23 1978-10-10 Eastman Kodak Company Copolyesters as improved binders and finishes for polyester-containing fabrics
US4128631A (en) 1977-02-16 1978-12-05 General Mills Chemicals, Inc. Method of imparting lubricity to keratinous substrates and mucous membranes
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 (en) 1977-06-10 1979-01-05 Gaf Corp HAIR PREPARATIONS CONTAINING A VINYLPYRROLIDONE COPOLYMER
FR2439798A1 (en) 1978-10-27 1980-05-23 Oreal NEW COPOLYMERS FOR USE IN COSMETICS, IN PARTICULAR IN HAIR LACQUERS AND LOTIONS
US4300580A (en) 1977-01-07 1981-11-17 Eastman Kodak Company Hair grooming method using linear polyesters
EP0080976A1 (en) 1981-11-30 1983-06-08 Ciba-Geigy Ag Mixtures of quaternary polymeric acrylic ammonium salts, quaternary mono- or oligomeric ammonium salts and surfactants, their preparation and their use in cosmetic compositions
US4693935A (en) 1986-05-19 1987-09-15 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer pressure sensitive adhesive composition and sheet materials coated therewith
US4728571A (en) 1985-07-19 1988-03-01 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer release coating sheets and adhesive tapes
US4972037A (en) 1989-08-07 1990-11-20 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer topical binder composition with novel fluorochemical comonomer and method of coating therewith
US4973656A (en) 1988-10-14 1990-11-27 Eastman Kodak Company Water-dissipatable polyester resins and coatings prepared therefrom
EP0412707A1 (en) 1989-08-07 1991-02-13 The Procter & Gamble Company Hair conditioning and styling compositions
EP0412704A2 (en) 1989-08-07 1991-02-13 The Procter & Gamble Company Hair conditioning and styling compositions
WO1993023009A1 (en) 1992-05-12 1993-11-25 Minnesota Mining And Manufacturing Company Polymers in cosmetics and personal care products
EP0582152A2 (en) 1992-07-28 1994-02-09 Mitsubishi Chemical Corporation A hair cosmetic composition
WO1994003510A1 (en) 1992-07-29 1994-02-17 Basf Aktiengesellschaft Use of water-soluble or water-dispersible polyurethanes as auxiliary agents in cosmetic and pharmaceutical preparations and polyurethanes containing polylactic acid polyols incorporated by polymerization
EP0619111A1 (en) 1993-04-06 1994-10-12 National Starch and Chemical Investment Holding Corporation Use of polyurethanes with carboxylate functionality for hair fixative applications
WO1995000578A1 (en) 1993-06-24 1995-01-05 The Procter & Gamble Company Siloxane modified polyolefin copolymers
EP0637600A1 (en) 1993-08-04 1995-02-08 L'oreal New polyester polyurethanes, their preparation process, pseudo-latex prepared from these polyester polyurethanes and their use in cosmetic compositions
EP0640105A1 (en) 1992-05-15 1995-03-01 The Procter & Gamble Company Adhesive agent containing polysiloxane-grafted polymer, and cosmetic compositions thereof
EP0648485A1 (en) 1993-10-15 1995-04-19 L'oreal Aqueous nail varnish containing dispersed particles of anionic polyester-polyurethane
WO1995018191A1 (en) 1993-12-29 1995-07-06 Eastman Chemical Company Water-dispersible adhesive composition and process
EP0751162A1 (en) 1995-06-27 1997-01-02 L'oreal Use in and for the preparation of cosmetic or dermatological compositions from polyurethane and/or polyurea blockpolycondensates having silicone grafts
WO1997008261A1 (en) 1995-08-28 1997-03-06 Eastman Chemical Company Water-dispersible adhesive compositions
WO1997020899A1 (en) 1995-12-08 1997-06-12 Eastman Chemical Company Radiation cross-linkable branched polyester compositions which are water-dispersible and processes
FR2743297A1 (en) 1996-01-05 1997-07-11 Oreal COSMETIC COMPOSITION BASED ON POLYSILOXANE / POLYURETHANE AND / OR POLYURED POLYURETHANE IONIZABLE POLYCONDENSATES IN SOLUTION AND USE THEREOF
US5660816A (en) 1993-06-25 1997-08-26 Eastman Chemical Company Clear hair spray formulations containing a linear sulfopolyester
US5662893A (en) 1993-06-25 1997-09-02 Eastman Chemical Company Clear pump hair spray formulations containing a linear sulfopolyester in a hydroalcoholic liquid vehicle
FR2745716A1 (en) * 1996-03-07 1997-09-12 Oreal EMULSIONS OIL-IN-WATER FOAMING PRESSURISABLE ULTRAFINES
US5674479A (en) 1993-06-25 1997-10-07 Eastman Chemical Company Clear aerosol hair spray formulations containing a linear sulfopolyester in a hydroalcoholic liquid vehicle
WO2003051319A1 (en) * 2001-12-17 2003-06-26 Beiersdorf Ag Cleaning products based on microemulsions that contain oil
US20120308492A1 (en) * 2009-07-31 2012-12-06 Evonik Stockhausen Gmbh Foamable oil-water emulsion
FR3090357A1 (en) * 2018-12-20 2020-06-26 L'oreal Foam aerosol device containing a composition rich in fatty substances

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9116871D0 (en) 1991-08-05 1991-09-18 Unilever Plc Hair care composition

Patent Citations (56)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2047398A (en) 1930-06-26 1936-07-14 Ig Farbenindustrie Ag Artificial resins and process of making them
US2102113A (en) 1934-10-24 1937-12-14 Djordjevitch Yesdimir Carburetor
US2723248A (en) 1954-10-01 1955-11-08 Gen Aniline & Film Corp Film-forming compositions
GB839805A (en) 1957-06-10 1960-06-29 Monsanto Chemicals Sprayable compositions
FR1222944A (en) 1958-04-15 1960-06-14 Hoechst Ag Graft polymers and their preparation process
FR1400366A (en) 1963-05-15 1965-05-28 Oreal New compounds which can be used in particular for the treatment of hair
FR1564110A (en) 1967-03-23 1969-04-18
FR1580545A (en) 1967-07-28 1969-09-05
US3589578A (en) 1968-01-20 1971-06-29 Monforts Fa A Tension-relieving device for stretchable sheet material
FR2077143A5 (en) 1970-01-30 1971-10-15 Gaf Corp
US3734874A (en) 1970-02-27 1973-05-22 Eastman Kodak Co Polyesters and polyesteramides containing ether groups and sulfonate groups in the form of a metallic salt
US3779993A (en) 1970-02-27 1973-12-18 Eastman Kodak Co Polyesters and polyesteramides containing ether groups and sulfonate groups in the form of a metallic salt
US3836537A (en) 1970-10-07 1974-09-17 Minnesota Mining & Mfg Zwitterionic polymer hairsetting compositions and method of using same
DE2330956A1 (en) 1972-06-20 1974-01-10 Oreal CATIONIC GRAFTED AND CROSS-LINKED MIXED POLYMERISATES, PROCESS FOR THEIR PRODUCTION AND THEIR USE IN COSMETIC PREPARATIONS
FR2198719A1 (en) 1972-09-11 1974-04-05 Hobbs R Ltd
FR2265782A1 (en) 1974-04-01 1975-10-24 Oreal
FR2265781A1 (en) 1974-04-01 1975-10-24 Oreal
US4031307A (en) 1976-05-03 1977-06-21 Celanese Corporation Cationic polygalactomannan compositions
FR2350384A1 (en) 1976-05-06 1977-12-02 Berger Jenson & Nicholson Ltd COATING PRODUCTS CONTAINING A WATER-BASED LATEX WITH A RESINOUS BINDER
FR2357241A2 (en) 1976-07-08 1978-02-03 Oreal Partially esterified or amidated unsaturated anhydride copolymer - for hair lacquer made from copolymer of unsaturated anhydride, allyl or methallyl ester and acrylamide or methacrylamide cpd.
LU75370A1 (en) 1976-07-12 1978-02-08
LU75371A1 (en) 1976-07-12 1978-02-08
US4119680A (en) 1976-08-23 1978-10-10 Eastman Kodak Company Copolyesters as improved binders and finishes for polyester-containing fabrics
US4300580A (en) 1977-01-07 1981-11-17 Eastman Kodak Company Hair grooming method using linear polyesters
US4128631A (en) 1977-02-16 1978-12-05 General Mills Chemicals, Inc. Method of imparting lubricity to keratinous substrates and mucous membranes
FR2393573A1 (en) 1977-06-10 1979-01-05 Gaf Corp HAIR PREPARATIONS CONTAINING A VINYLPYRROLIDONE COPOLYMER
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
FR2439798A1 (en) 1978-10-27 1980-05-23 Oreal NEW COPOLYMERS FOR USE IN COSMETICS, IN PARTICULAR IN HAIR LACQUERS AND LOTIONS
EP0080976A1 (en) 1981-11-30 1983-06-08 Ciba-Geigy Ag Mixtures of quaternary polymeric acrylic ammonium salts, quaternary mono- or oligomeric ammonium salts and surfactants, their preparation and their use in cosmetic compositions
US4728571A (en) 1985-07-19 1988-03-01 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer release coating sheets and adhesive tapes
US4693935A (en) 1986-05-19 1987-09-15 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer pressure sensitive adhesive composition and sheet materials coated therewith
US4973656A (en) 1988-10-14 1990-11-27 Eastman Kodak Company Water-dissipatable polyester resins and coatings prepared therefrom
US4972037A (en) 1989-08-07 1990-11-20 Minnesota Mining And Manufacturing Company Polysiloxane-grafted copolymer topical binder composition with novel fluorochemical comonomer and method of coating therewith
EP0412707A1 (en) 1989-08-07 1991-02-13 The Procter & Gamble Company Hair conditioning and styling compositions
EP0412704A2 (en) 1989-08-07 1991-02-13 The Procter & Gamble Company Hair conditioning and styling compositions
WO1993023009A1 (en) 1992-05-12 1993-11-25 Minnesota Mining And Manufacturing Company Polymers in cosmetics and personal care products
EP0640105A1 (en) 1992-05-15 1995-03-01 The Procter & Gamble Company Adhesive agent containing polysiloxane-grafted polymer, and cosmetic compositions thereof
EP0582152A2 (en) 1992-07-28 1994-02-09 Mitsubishi Chemical Corporation A hair cosmetic composition
EP0656021A1 (en) 1992-07-29 1995-06-07 Basf Ag Use of water-soluble or water-dispersible polyurethanes as auxiliary agents in cosmetic and pharmaceutical preparations and polyurethanes containing polylactic acid polyols incorporated by polymerization.
WO1994003510A1 (en) 1992-07-29 1994-02-17 Basf Aktiengesellschaft Use of water-soluble or water-dispersible polyurethanes as auxiliary agents in cosmetic and pharmaceutical preparations and polyurethanes containing polylactic acid polyols incorporated by polymerization
EP0619111A1 (en) 1993-04-06 1994-10-12 National Starch and Chemical Investment Holding Corporation Use of polyurethanes with carboxylate functionality for hair fixative applications
WO1995000578A1 (en) 1993-06-24 1995-01-05 The Procter & Gamble Company Siloxane modified polyolefin copolymers
US5660816A (en) 1993-06-25 1997-08-26 Eastman Chemical Company Clear hair spray formulations containing a linear sulfopolyester
US5662893A (en) 1993-06-25 1997-09-02 Eastman Chemical Company Clear pump hair spray formulations containing a linear sulfopolyester in a hydroalcoholic liquid vehicle
US5674479A (en) 1993-06-25 1997-10-07 Eastman Chemical Company Clear aerosol hair spray formulations containing a linear sulfopolyester in a hydroalcoholic liquid vehicle
EP0637600A1 (en) 1993-08-04 1995-02-08 L'oreal New polyester polyurethanes, their preparation process, pseudo-latex prepared from these polyester polyurethanes and their use in cosmetic compositions
EP0648485A1 (en) 1993-10-15 1995-04-19 L'oreal Aqueous nail varnish containing dispersed particles of anionic polyester-polyurethane
WO1995018191A1 (en) 1993-12-29 1995-07-06 Eastman Chemical Company Water-dispersible adhesive composition and process
EP0751162A1 (en) 1995-06-27 1997-01-02 L'oreal Use in and for the preparation of cosmetic or dermatological compositions from polyurethane and/or polyurea blockpolycondensates having silicone grafts
WO1997008261A1 (en) 1995-08-28 1997-03-06 Eastman Chemical Company Water-dispersible adhesive compositions
WO1997020899A1 (en) 1995-12-08 1997-06-12 Eastman Chemical Company Radiation cross-linkable branched polyester compositions which are water-dispersible and processes
FR2743297A1 (en) 1996-01-05 1997-07-11 Oreal COSMETIC COMPOSITION BASED ON POLYSILOXANE / POLYURETHANE AND / OR POLYURED POLYURETHANE IONIZABLE POLYCONDENSATES IN SOLUTION AND USE THEREOF
FR2745716A1 (en) * 1996-03-07 1997-09-12 Oreal EMULSIONS OIL-IN-WATER FOAMING PRESSURISABLE ULTRAFINES
WO2003051319A1 (en) * 2001-12-17 2003-06-26 Beiersdorf Ag Cleaning products based on microemulsions that contain oil
US20120308492A1 (en) * 2009-07-31 2012-12-06 Evonik Stockhausen Gmbh Foamable oil-water emulsion
FR3090357A1 (en) * 2018-12-20 2020-06-26 L'oreal Foam aerosol device containing a composition rich in fatty substances

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
M.R. PORTER: "Handbook of Surfactants", 1991, BLACKIE & SON, pages: 116 - 178
TODDBYERS: "Volatile Silicone Fluids for Cosmetics", COSMETICS AND TOILETRIES, vol. 91, January 1976 (1976-01-01), pages 27 - 32
WALTER NOLL: "Chemistry and Technology of Silicones", 1968, ACADEMIC PRESS

Also Published As

Publication number Publication date
FR3124723A1 (en) 2023-01-06
FR3124723B1 (en) 2024-02-16

Similar Documents

Publication Publication Date Title
US10524999B2 (en) Composition comprising a combination of particular alkoxysilanes and a fatty substance
EP2713997B1 (en) Process for treating straightened keratin fibres
EP2651371B1 (en) Fan-shaped aerosol device for styling the hair
EP2613759A2 (en) Cosmetic composition comprising a fixing polymer and a specific thickener and uses in styling
US20100186764A1 (en) Cosmetic composition comprising at least one branched sulphonic polyester and at least one (meth)acrylic thickener and methods of using in hair styling
FR2961103A1 (en) Cosmetic composition, preferably anhydrous, useful for conditioning, formatting and/or fixing hair, comprises anionic polymer, amphoteric polymer, non-silicone fatty body, silicone different anionic and amphoteric polymer and 1-4C alcohol
MX2009002542A (en) Leave-in hair dyeing process using a composition comprising a coloured polymer and an active cosmetic agent.
EP3897546A1 (en) Aerosol device containing a cosmetic composition comprising an anionic surfactant, a fatty alcohol and a compressed gas
EP3897518A1 (en) Cosmetic hair composition in the form of a nanoemulsion comprising a particular non-ionic surfactant and a propellant
US20150118175A1 (en) Cosmetic composition comprising a fatty-chain silane and a particular fixing polymer
WO2023275284A1 (en) Composition in emulsion form comprising an amphoteric surfactant, a fatty substance and a propellant
WO2013160440A2 (en) Process for treating hair with a pressurized cosmetic composition comprising a fatty-chain silane
WO2023275283A1 (en) Composition of single-phase appearance comprising an anionic surfactant and an amphoteric surfactant
WO2023275286A1 (en) Composition in emulsion form comprising a particular nonionic surfactant
WO2023275282A1 (en) Composition of single-phase appearance comprising a nonionic surfactant and an amphoteric surfactant
JP2006036764A (en) Cosmetic composition comprising linear sulfopolyester and modified guar gum, and using method and application of composition
WO2011117403A2 (en) Composition comprising a silicone copolymer, a silicone surfactant and a non-volatile pdms, cosmetic treatment method and use.
FR3124729A1 (en) Composition with monophasic appearance comprising the combination of two nonionic surfactants different from each other, one of which is silicone
FR3124718A1 (en) Composition in the form of an emulsion comprising a sulphated anionic surfactant, a fatty substance and a propellant
FR3124726A1 (en) Composition in the form of an emulsion comprising an alkyl(poly)glycoside, a fatty substance and a propellant
US20100158848A1 (en) Cosmetic composition comprising a branched sulphonic polyester and a surfactant and uses in hair styling
WO2020002522A1 (en) Process for shaping the hair comprising a step of applying a composition comprising a lactone, a shaping step and a long leave-on time
EP3393439A1 (en) Composition sprayable in mousse form comprising a vinylformamide/vinylamine copolymer, a particular surfactant and a propellant

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: 22743469

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE