WO2023070507A1 - Transparent composition for cleansing and conditioning the hair - Google Patents

Transparent composition for cleansing and conditioning the hair Download PDF

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Publication number
WO2023070507A1
WO2023070507A1 PCT/CN2021/127344 CN2021127344W WO2023070507A1 WO 2023070507 A1 WO2023070507 A1 WO 2023070507A1 CN 2021127344 W CN2021127344 W CN 2021127344W WO 2023070507 A1 WO2023070507 A1 WO 2023070507A1
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WO
WIPO (PCT)
Prior art keywords
dimethylamine
alcohol
hair
composition according
composition
Prior art date
Application number
PCT/CN2021/127344
Other languages
French (fr)
Inventor
Yingzi Wang
Yihua Jiang
Original Assignee
L'oreal
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Publication date
Application filed by L'oreal filed Critical L'oreal
Priority to PCT/CN2021/127344 priority Critical patent/WO2023070507A1/en
Priority to FR2113439A priority patent/FR3128641A1/en
Publication of WO2023070507A1 publication Critical patent/WO2023070507A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/26Optical properties
    • A61K2800/262Transparent; Translucent

Definitions

  • the present invention relates to a transparent composition for cleansing and conditioning the hair.
  • the present invention also relates to a process for cleansing and conditioning the hair.
  • the hair is generally damaged and weakened by the action of external atmospheric agents such as light, weather, and/or the action of mechanical or chemical treatments such as brushing, combing, dyeing, bleaching, permanent and/or straightening.
  • Cleansing compositions typically contain anionic surfactants.
  • Anionic surfactants such as sodium lauryl sulfate have detergent properties and are highly effective at removing dirt and oil.
  • US20210267867A1 discloses hair cleansing composition comprising: (a) about 8 to about 20 wt. %of a sulfate based anionic surfactant; (b) about 1 to about 4 wt. %of an amphoteric surfactant; (c) about 4 to about 10 wt. %of a plurality of nonionic surfactants, the plurality ofnonionic surfactants comprising: (i) about 1 to about 1.5 wt. %of a fatty alcohol, (ii) about 1.5 to about 3 wt. %of a glucamide, and (iii) about 1.5 to about 5.5 wt.
  • WO2017083943A1 discloses a multi-component hair cosmetic agent for cleansing and conditioning hair, the hair cosmetic agent comprising: a) a first cosmetic composition comprising: i) a surfactant mixture comprising at least one anionic surfactant and at least one amphoteric surfactant; ii) at least one amino silicone; iii) at least one cationic polymer; and iv) water; and b) a second cosmetic composition comprising: i) at least one fatty alcohol; ii) at least one cationic surfactant; iii) at least one oily component; and iv) water.
  • Anionic surfactants raise the cuticle of the hair for deep cleansing, but raised, rough cuticles also lead to frizziness of the hair.
  • consumers generally find that products containing anionic surfactants can be too drying and damaging on frequent use, and, as a result, choose mild cleansing compositions which have low levels of anionic surfactants.
  • the shampoo has a transparent appearance.
  • compositions for cleansing and conditioning the hair which is stable and transparent.
  • An object of the present invention is thus to develop compositions for cleansing and conditioning the hair, which is stable and transparent.
  • Another object of the present invention is to provide a process for cleansing and conditioning the hair.
  • the present invention provides a transparent composition for cleansing and conditioning the hair comprising:
  • At least one cationic surfactant selected from fatty amidoamines corresponding to the following formula (Ia) and their salts:
  • R is a linear or branched, acyclic alkyl or alkenyl group containing from 16 to 22 carbon atoms;
  • R′′ is a divalent hydrocarbon radical containing less than 6 carbon atoms
  • R' which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms
  • the present invention provides a process for cleansing and conditioning the hair comprising applying the composition as described above onto the hair, and then rinsing the hair with water after an optional period of exposure.
  • composition according to the present invention can provide a good cleansing and conditioning effect.
  • composition according to the present invention remains stable at elevated temperatures (e.g. 45°C) , room temperature (25°C) , and reduced temperature (e.g. 4°C) for at least two months.
  • conditioning means imparting to the hair at least one property chosen from compatibility, manageability, moisture-retentivity, luster, shine, smoothness and softness. The state of conditioning is evaluated by comparing the hair treated with the composition to be tested in contrast with the hair treated with a commercial product.
  • stable means that the composition is not layered.
  • transparent with respect to a transparent composition indicates that the composition has transmittance of at least 80%at a wavelength of600 nm, for example measured using a Lambda 40 UV-visible spectrometer.
  • the compositions may have, for example, a transmittance of at least 80%, at least 90%, or at least 95%at a wavelength of 600 nm, measured, for example, using a Lambda 40 UV-visible spectrometer.
  • transparent is interchangeable with the term “clear” for purposes of the instant disclosure.
  • transparent can also mean that an article is visible to the human eye when looked through the composition contained in a clear glass bottle.
  • a transparent composition for cleansing and conditioning the hair comprises:
  • At least one cationic surfactant selected from fatty amidoamines corresponding to the following formula (IIIa) and their salts:
  • R is a linear or branched, acyclic alkyl or alkenyl group containing from 16 to 22 carbon atoms;
  • R′′ is a divalent hydrocarbon radical containing less than 6 carbon atoms
  • R' which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms
  • the composition comprises at least one anionic surfactant.
  • anionic surfactant means a surfactant comprising, as ionic or ionizable groups, only anionic groups.
  • a species is termed as being "anionic" when it bears at least one permanent negative charge or when it can be ionized as a negatively charged species, under the conditions of use of the composition of the invention (for example the medium or the pH) and not comprising any cationic charge.
  • the anionic surfactants may be sulfate, sulfonate and/or carboxylic (or carboxylate) surfactants. Needless to say, a mixture of these surfactants may be used.
  • carboxylate anionic surfactants comprise at least one carboxylic or carboxylate function (-COOH or-COO - ) and may optionally also comprise one or more sulfate and/or sulfonate functions;
  • the sulfonate anionic surfactants comprise at least one sulfonate function (-SO 3 H or -SO 3 – ) and may optionally also comprise one or more sulfate functions, but do not comprise any carboxylate functions; and
  • the sulfate anionic surfactants comprise at least one sulfate function but do not comprise any carboxylate or sulfonate functions.
  • the carboxylic anionic surfactants that may be used thus comprise at least one carboxylic or carboxylate function (-COOH or-COO - ) .
  • acylglycinates may be chosen from the following compounds: acylglycinates, acyllactylates, acylsarcosinates, acylglutamates; alkyl-D-galactosideuronic acids, alkyl ether carboxylic acids, alkyl (C6-30 aryl) ether carboxylic acids, alkylamido ether carboxylic acids; and also the salts of these compounds;
  • alkyl and/or acyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group;
  • these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
  • C6-C24 alkyl monoesters of polyglycoside-polycarboxylic acids such as C6-C24 alkyl polyglycoside-citrates, C6-C24 alkyl polyglycoside-tartrates and C6-C24 alkyl polyglycoside-sulfosuccinates, and salts thereof.
  • carboxylic surfactants mention may be made most particularly of polyoxyalkylenated alkyl (amido) ether carboxylic acids and salts thereof, in particular those comprising from 2 to 50 alkylene oxide and in particular ethylene oxide groups, such as the compounds sold by the company Kao under the name Akypo,
  • polyoxyalkylenated alkyl (amido) ether carboxylic acids that may be used are preferably chosen from those of formula (1) :
  • R 1 represents a linear or branched C6-C24 alkyl or alkenyl radical, an alkyl (C8-C9) phenyl radical, a radical R 2 CONH-CH2-CH2-with R 2 denoting a linear or branched C9-C21 alkyl or alkenyl radical,
  • R 1 is a C8-C20 and preferably C8-C18 alkyl radical, and aryl preferably denotes phenyl,
  • - n is an integer or decimal number (average value) ranging from 2 to 24 and preferably from 2 to 10,
  • - A denotes H, ammonium, Na, K, Li, Mg or a monoethanolamine or triethanolamine residue.
  • mixtures of compounds of formula (1) in particular mixtures of compounds containing different groups R 1 .
  • polyoxyalkylenated alkyl (amido) ether carboxylic acids that are particularly preferred are those of formula (1) in which:
  • R 1 denotes a C12-C14 alkyl, cocoyl, oleyl, nonylphenyl or octylphenyl radical
  • - A denotes a hydrogen or sodium atom
  • - n varies from 2 to 20 and preferably from 2 to 10.
  • R 1 denotes a C12 alkyl radical
  • A denotes a hydrogen or sodium atom
  • n ranges from 2 to 10.
  • carboxylic anionic surfactants are chosen, alone or as a mixture, from:
  • - acylglutamates especially of C6-C24 or even C12-C20, such as stearoylglutamates, and in particular disodium stearoylglutamate;
  • acylsarcosinates especially of C6-C24 or even C12-C20, such as palmitoylsarcosinates, and in particular sodium palmitoylsarcosinate;
  • acyllactylates especially of C12-C28 or even C14-C24, such as behenoyllactylates, and in particular sodium behenoyllactylate;
  • alkali metal or alkaline-earth metal, ammonium or amino alcohol salts in particular in the form of alkali metal or alkaline-earth metal, ammonium or amino alcohol salts.
  • the sulfonate anionic surfactants that may be used comprise at least one sulfonate function (-SO 3 H or-SO 3 – ) .
  • alkylsulfonates alkylamidesulfonates, alkylarylsulfonates, ⁇ -olefinsulfonates, paraffin sulfonates, alkylsulfosuccinates, alkyl ether sulfosuccinates, alkylamidesulfosuccinates, alkylsulfoacetates, N-acyltaurates, acylisethionates; alkylsulfolaurates; and also the salts of these compounds;
  • alkyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms;
  • the aryl group preferably denoting a phenyl or benzyl group;
  • these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
  • the sulfonate anionic surfactants are chosen, alone or as a mixture, from:
  • alkali metal or alkaline-earth metal, ammonium or amino alcohol salts in particular in the form of alkali metal or alkaline-earth metal, ammonium or amino alcohol salts.
  • the sulfate anionic surfactants that may be used comprise at least one sulfate function (-OSO 3 H or-OSO 3 - ) .
  • alkyl sulfates alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates; and also the salts of these compounds;
  • alkyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms;
  • the aryl group preferably denoting a phenyl or benzyl group;
  • these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
  • the sulfate anionic surfactants are chosen, alone or as a mixture, from:
  • alkyl ether sulfates especially of C6-C24 or even C12-C20, preferably comprising from 2 to 20 ethylene oxide units;
  • alkali metal or alkaline-earth metal, ammonium or amino alcohol salts in particular in the form of alkali metal or alkaline-earth metal, ammonium or amino alcohol salts.
  • the said salt may be chosen from alkali metal salts, such as the sodium or potassium salt, ammonium salts, amine salts and in particular amino alcohol salts, and alkaline-earth metal salts, such as the magnesium salt.
  • amino alcohol salts examples include monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, diisopropanolamine or triisopropanolamine salts, 2-amino-2-methyl-1-propanol salts, 2-amino-2-methyl-1, 3-propanediol salts and tris (hydroxymethyl) aminomethane salts.
  • Alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts are preferably used.
  • the anionic surfactants are chosen, alone or as a mixture, from:
  • C12-C20 alkyl ether sulfates preferably comprising from 2 to 20 ethylene oxide units
  • alkali metal such as sodium or alkaline-earth metal, ammonium or amino alcohol salts.
  • the anionic surfactant is selected from sodium laureth sulfate, sodium lauryl sulfate, and a mixture thereof.
  • the anionic surfactant is present in amount ranging from 8 wt. %to 16 wt. %, preferably from 10 wt. %to 15 wt. %, more preferably from 12 wt. %to 14 wt. %, relative to the total weight of the composition.
  • the composition comprises at least one amphoteric surfactant.
  • amphoteric surfactants that may be used in the present invention may be optionally quaternized secondary or tertiary aliphatic amine derivatives, in which the aliphatic group is a linear or branched chain comprising from 8 to 22 carbon atoms, said amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.
  • betaine is made in particular of betaine, (C8-C20) alkylbetaines, (C8-C20) alkylsulfobetaines, (C8-C20) alkylamido (C1-C6) alkylbetaines, such as cocamidopropylbetaine, and (C8-C20) alkylamido (C1-C6) alkylsulfobetaines, and mixtures thereof.
  • R a represents a C10-C30 alkyl or alkenyl group derived from an acid R a -COOH preferably present in hydrolysed coconut oil, a heptyl group, a nonyl group or an undecyl group,
  • R b represents a ⁇ -hydroxyethyl group
  • R c represents a carboxymethyl group
  • n 0, 1 or 2
  • Z represents a hydrogen atom or a hydroxyethyl or carboxymethyl group
  • B represents -CH 2 CH 2 OX', with X' representing -CH 2 -COOH, CH 2 -COOZ’, -CH 2 CH 2 -COOH, -CH 2 CH 2 -COOZ’, or a hydrogen atom,
  • n 1 or 2
  • Z represents a hydrogen atom or a hydroxyethyl or carboxymethyl group
  • Z’ represents an ion resulting from an alkali or alkaline-earth metal, such as sodium, potassium or magnesium; an ammonium ion; or an ion resulting from an organic amine and in particular from an amino alcohol, such as monoethanolamine, diethanolamine and triethanolamine, monoisopropanolamine, diisopropanolamine or triisopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1, 3-propanediol and tris (hydroxymethyl) aminomethane,
  • an alkali or alkaline-earth metal such as sodium, potassium or magnesium
  • an ammonium ion or an ion resulting from an organic amine and in particular from an amino alcohol, such as monoethanolamine, diethanolamine and triethanolamine, monoisopropanolamine, diisopropanolamine or triisopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2-
  • R a' represents a C10-C30 alkyl or alkenyl group of an acid R a' COOH preferably present in hydrolysed linseed oil or coconut oil, an alkyl group, in particular a C 17 alkyl group, and its iso form, or an unsaturated C17 group.
  • compositions corresponding to formula (A2) are disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caproamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphodipropionate, disodium caproamphodipropionate, disodium capryloamphodipropionate, lauroamphodipropionic acid and cocoamphodipropionic acid.
  • cocoamphodiacetate sold by the company Rhodia under the trade name C2M Concentrate
  • sodium cocoamphoacetate sold under the trade name Miranol Ultra C 32
  • product sold by the company Chimex under the trade name CHIMEXANE HA.
  • R a represents a C10-C30 alkyl or alkenyl group of an acid R a” -C (O) OH preferably present in hydrolysed linseed oil or coconut oil;
  • - Y'’ represents the group–C (O) OH, -C (O) OZ” , -CH 2 -CH (OH) -SO 3 H or the group-CH 2 -CH (OH) -SO 3 -Z” , with Z” representing a cationic counterion resulting from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion resulting from an organic amine;
  • R d and R e represent, independently of each other, a C1-C4 alkyl or hydroxyalkyl radical
  • n denote, independently of each other, an integer ranging from 1 to 3.
  • amphoteric surfactants is chosen from (C8-C20) alkylbetaines, (C8-C20) alkylamido (C1-C6) alkylbetaines, (C8-C20) alkylamphoacetates and (C8-C20) alkylamphodiacetates, and mixtures thereof, and specially chosen from cocobetaine and cocoamidopropylbetaine.
  • amphoteric surfactant is present in amount ranging from 0.1 wt. %to 3 wt. %, preferably from 1 wt. %to 2 wt. %, more preferably from 1.2 wt. %to 1.8 wt. %, relative to the total weight of the composition.
  • the composition comprises at least one cationic surfactant selected from fatty amidoamines corresponding to the following formula (Ia) and their salts:
  • R is a linear or branched, acyclic alkyl or alkenyl group containing from 16 to 22 carbon atoms;
  • R′′ is a divalent hydrocarbon radical containing less than 6 carbon atoms
  • R' which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms.
  • R′′ is a divalent hydrocarbon radical containing 2 or 3 carbon atoms.
  • the groups R' which may be identical or different, are linear or branched, saturated or unsaturated, substituted or unsubstituted. More preferably, the groups R'a re methyl groups.
  • an acid neutralizer is also contained to cationize the fatty amidoamine.
  • Non-limiting examples include oleamidopropyl dimethylamine, stearamidopropyl dimethylamine, isostearamidopropyl dimethylamine, stearamidoethyl dimethylamine, behenamidopropyl dimethylamine, palmitamidopropyl dimethylamine, brassicamidopropyl dimethylamine, stearamidoethyl diethylamine, and mixtures thereof.
  • the cationic surfactant is selected from stearamidopropyl dimethylamine, brassicamidopropyl dimethylamine, and mixtures thereof.
  • the cationic surfactant is present in an amount ranging from 0.1 wt. %to 2 wt. %, preferably from 0.2 wt. %to 1.5 wt. %, more preferably from 0.4 wt. %to 0.8 wt.%, relative to the total weight of the composition.
  • the composition comprises a surfactant combination comprising at least one liquid fatty alcohol.
  • liquid fatty alcohol means a non-glycerolated and non-oxyalkylenated fatty alcohol which is liquid at standard temperature (25°C) and at atmospheric pressure (760 mmHg; i.e. 1.013 ⁇ 10 5 Pa) .
  • the liquid fatty alcohols of the invention comprise from 8 to 30 carbon atoms, preferably from 12 to 24 carbon atoms, and more preferably from 14 to 22 carbon atoms.
  • liquid fatty alcohols of the invention may be saturated or unsaturated.
  • the saturated liquid fatty alcohols are preferably branched. They may optionally comprise in their structures at least one aromatic or non-aromatic ring. They are preferably acyclic.
  • liquid saturated fatty alcohols of the invention are chosen from octyldodecanol, isostearyl alcohol and 2-hexyldecanol.
  • Isostearyl alcohol is most particularly preferred as liquid saturated fatty alcohol.
  • the liquid unsaturated fatty alcohols have in their structure at least one double or triple bond.
  • the fatty alcohols of the invention bear in their structure 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 non-conjugated.
  • These unsaturated fatty alcohols may be linear or branched.
  • They can optionally comprise, in their structures, at least one aromatic or nonaromatic ring. They are preferably acyclic.
  • liquid unsaturated fatty alcohols of the invention are selected from oleic (or oleyl) alcohol, linoleic (or linoleyl) alcohol, linolenic (or linolenyl) alcohol and undecylenyl alcohol.
  • oleyl alcohol is most particularly preferred as liquid unsaturated fatty alcohol.
  • the liquid fatty alcohol is selected from octyldodecanol, isostearyl alcohol, 2-hexyldecanol, oleyl alcohol, linoleyl alcohol, linolenyl alcohol, undecylenyl alcohol, and mixtures thereof.
  • the liquid fatty alcohol is present in an amount ranging from 0.1 wt.%to 5 wt. %, preferably from 0.2 wt. %to 3 wt. %, more preferably from 0.5 wt. %to 1.5 wt. %, relative to the total weight of the composition
  • composition according to the present invention comprises an aqueous phase.
  • the aqueous phase is a continuous phase.
  • the aqueous phase of the present invention comprises water.
  • the aqueous phase may also comprise water-miscible organic solvents (at room temperature of20-25°C) , for instance polyols such as C 2 -C 6 polyols, more particularly glycerin, hexylene glycol; glycol ethers (especially containing from 3 to 16 carbon atoms) such as mono-, di-or tripropylene glycol (C 1 -C 4 ) alkyl ethers, mono-, di-or triethylene glycol (C 1 -C 4 ) alkyl ethers, and mixtures thereof.
  • polyols such as C 2 -C 6 polyols, more particularly glycerin, hexylene glycol
  • glycol ethers especially containing from 3 to 16 carbon atoms
  • the aqueous phase is present in an amount ranging from 70 wt. %to 90 wt. %, preferably from 75 wt. %to 85 wt. %, relative to the total weight of the composition.
  • composition according to the present invention may also comprise any other additional ingredient that is usually used in the field of self-cleaning products, in particular shampoos.
  • such additional ingredients include pH adjusting agents, thickeners, preserving agents, sequestrants and chelators, consistency regulators, antioxidants, fragrances, dyestuffs such as soluble dyes and pigments, optical brighteners, electrolytes and stabilizers, plant extracts, proteins, amino acids, vitamins, glycols, emollients, derivatives of the foregoing, and mixtures thereof.
  • Non-limiting examples of pH adjusting agents includes potassium acetate, potassium hydroxide, sodium carbonate, sodium hydroxide, phosphoric acid, succinic acid, tartaric acid, sodium citrate, citric acid, salicylic acid, glutamic acid, maleic acid, aspartic acid, boric acid, lactic acid, sodium hydrogen carbonate, ethanol amines, and mixtures thereof.
  • the pH adjusting agent is used in an amount so that the pH of the composition of the present invention is less than or equal to 6, preferably from 3.5 to 5.8, more preferably from 4 to 5.6.
  • the present invention provides a transparent composition for cleansing and conditioning the hair comprising, relative to the total weight of the composition:
  • composition according to the present invention can be prepared by mixing ingredients a) to d) , as essential ingredients, as well as additional ingredient (s) , as explained above.
  • the method and means to mix the above essential and optional ingredients are not limited. Any conventional method and means can be used to mix the above essential and optional ingredients to prepare the composition according to the present invention.
  • composition according to the present invention can have a gel-like texture.
  • a process for cleansing and conditioning the hair comprising applying the composition as described above onto the hair, and then rinsing with water after an optional period of exposure.
  • Shampoos of invention examples (IE. ) 1-3 are compositions according to the present invention.
  • Shampoo of comparative example (CE. ) 1 comprises cetrimonium chloride and cetearyl alcohol instead of a cationic surfactant selected from fatty amidoamines and a C12-C24 fatty monoalcohol, which is liquid at 20°C.
  • Shampoo of comparative example (CE. ) 2 comprises cetrimonium chloride instead of a cationic surfactant selected from fatty amidoamines.
  • Shampoo of comparative example (CE. ) 3 comprises cetearyl alcohol instead of a C12-C24 fatty monoalcohol, which is liquid at 20°C.
  • Each shampoo was prepared as follows, taking shampoo of invention example 1 for illustration.
  • a shampoo was remained at 4°C, room temperature (25°C) , or 45°C for 2 months and observing with naked eyes to check whether the shampoo is transparent or not. It will be evaluated as stable if the shampoo is transparent under all of4°C, room temperature (25°C) , and 45°C for 2 months, otherwise, it will be evaluated as unstable.
  • Whether the shampoo is transparent is checked based on whether an article is visible to the human eye when looked through the composition contained in a clear glass bottle.
  • a bundle of damaged hair was selected.
  • the hair was combed and wet under running water, the tested shampoo was applied uniformly on the damaged hair from root to tail, the shampoo was gently massaged into the hair with two fingers from root to tail (without knotting) to foam the shampoo.
  • the shampoo was rinsed offunder a tap water until all foam was washed off.
  • the hair was combed from the root by using a wide-tooth comb, and then the detangling capacity of the shampoo was judged by using a fine-tooth comb according to the easiness of combing.
  • the hair was stroked by two fingers from the root, and the haircare performance of the shampoo was judged according to the smoothness of the surface of the hair.
  • the hair was either air dried naturally or blown in a 60°C oven to a completely dry condition.
  • the hair was stroked by two fingers from the root, and the hair care performance of the shampoo was judged according to the smoothness of the surface of the hair.
  • a non-silicone shampoo (Loreal Hyaluronic Acid Shampoo-WATER PUMP from Loreal) was used as the benchmark in parallel with the tested shampoo in above conditioning effect evaluation.
  • a non-silicone shampoo (Loreal Hyaluronic Acid Shampoo-WATER PUMP from Loreal) was used as the benchmark in above cleansing effect evaluation.
  • the scoring standard for conditioning effect and cleansing effect of each tested shampoo is as follows.
  • the tested shampoo is slightly inferior to the benchmark
  • composition according to the present invention is transparent and stable at elevated temperatures (e.g. 45°C) , room temperature (25°C) , and reduced temperatures (e.g. 4°C) for at least two months and can provide a long-lasting clean and good conditioning effect upon application.
  • elevated temperatures e.g. 45°C
  • room temperature 25°C
  • reduced temperatures e.g. 4°C

Abstract

A transparent composition for cleansing and conditioning the hair comprises: a) at least one anionic surfactant; b) at least one amphoteric surfactant; c) at least one cationic surfactant selected from fatty amidoamines corresponding to the following formula (Ia) and their salts: RCONHR"N (R') 2 (Ia) wherein R is a linear or branched, acyclic alkyl or alkenyl group containing from 16 to 22 carbon atoms; R" is a divalent hydrocarbon radical containing less than 6 carbon atoms, and R', which may be identical or different, represents a hydrocarbon radical containing less than 6 carbon atoms; and d) at least one liquid fatty alcohol. A process for cleansing and conditioning the hair comprises applying the composition onto the hair, and then rinsing the hair with water after an optional period of exposure.

Description

TRANSPARENT COMPOSITION FOR CLEANSING AND CONDITIONING THE HAIR TECHNICAL FIELD
The present invention relates to a transparent composition for cleansing and conditioning the hair. The present invention also relates to a process for cleansing and conditioning the hair.
BACKGROUND ART
The hair is generally damaged and weakened by the action of external atmospheric agents such as light, weather, and/or the action of mechanical or chemical treatments such as brushing, combing, dyeing, bleaching, permanent and/or straightening.
Cleansing compositions typically contain anionic surfactants. Anionic surfactants such as sodium lauryl sulfate have detergent properties and are highly effective at removing dirt and oil.
For example, US20210267867A1 discloses hair cleansing composition comprising: (a) about 8 to about 20 wt. %of a sulfate based anionic surfactant; (b) about 1 to about 4 wt. %of an amphoteric surfactant; (c) about 4 to about 10 wt. %of a plurality of nonionic surfactants, the plurality ofnonionic surfactants comprising: (i) about 1 to about 1.5 wt. %of a fatty alcohol, (ii) about 1.5 to about 3 wt. %of a glucamide, and (iii) about 1.5 to about 5.5 wt. %of an alkanolamide that is not the glucamide, (d) about 0.5 wt. %or more of a non-silicone oil; and (e) water, wherein all weight percentages are based on the total weight of the hair cleansing composition.
WO2017083943A1 discloses a multi-component hair cosmetic agent for cleansing and conditioning hair, the hair cosmetic agent comprising: a) a first cosmetic composition comprising: i) a surfactant mixture comprising at least one anionic surfactant and at least one amphoteric surfactant; ii) at least one amino silicone; iii) at least one cationic polymer; and iv) water; and b) a second cosmetic composition comprising: i) at least one fatty alcohol; ii) at least one cationic surfactant; iii) at least one oily component; and iv) water.
Anionic surfactants raise the cuticle of the hair for deep cleansing, but raised, rough cuticles also lead to frizziness of the hair. In addition, consumers generally find that products containing anionic surfactants can be too drying and damaging on frequent use, and, as a result, choose mild cleansing compositions which have low levels of anionic surfactants.
However, there are drawbacks associated with mild cleansing compositions. On account of their low detergency, excess oils and styling products may not be effectively  removed from the hair. This may make the hair flat and feel greasy, and even with repeated use, such products may not impart a clean feel to the hair.
Consumers are therefore still in search of optimized cleansing compositions that provide adequate hair cleansing properties and at the same time, provide good conditioning to the hair.
It was found that when a cationic surfactant is added into a shampoo comprising an anionic, flocculation can be generated, thus the whole system is unstable.
It is desired that the shampoo has a transparent appearance.
Therefore, there is still a need to develop compositions for cleansing and conditioning the hair, which is stable and transparent.
SUMMARY OF THE INVENTION
An object of the present invention is thus to develop compositions for cleansing and conditioning the hair, which is stable and transparent.
Another object of the present invention is to provide a process for cleansing and conditioning the hair.
Thus, according to a first aspect, the present invention provides a transparent composition for cleansing and conditioning the hair comprising:
a) at least one anionic surfactant;
b) at least one amphoteric surfactant;
c) at least one cationic surfactant selected from fatty amidoamines corresponding to the following formula (Ia) and their salts:
RCONHR″N (R′)  2    (Ia)
wherein R is a linear or branched, acyclic alkyl or alkenyl group containing from 16 to 22 carbon atoms;
R″ is a divalent hydrocarbon radical containing less than 6 carbon atoms, and
R', which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms; and
d) at least one liquid fatty alcohol.
According to a second aspect, the present invention provides a process for cleansing and conditioning the hair comprising applying the composition as described above onto the hair, and then rinsing the hair with water after an optional period of exposure.
The inventors have found that the composition according to the present invention can provide a good cleansing and conditioning effect.
The composition according to the present invention remains stable at elevated temperatures (e.g. 45℃) , room temperature (25℃) , and reduced temperature (e.g. 4℃) for at least two months.
Other subjects and characteristics, aspects and advantages of the present invention will emerge even more clearly on reading the detailed description and the examples that follow.
DETAILED DESCRIPTION OF THE INVENTION
As used herein, unless otherwise indicated, the limits of a range ofvalues are included within this range, in particular in the expressions "between…and…" and "from…to…” .
As used herein, the term “comprising” is to be interpreted as encompassing all specifically mentioned features as well optional, additional, unspecified ones.
As used herein, the use of the term “comprising” also discloses the embodiment wherein no features other than the specifically mentioned features are present (i.e. “consisting of” ) .
Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the field the present invention belongs to. When the definition of a term in the present description conflicts with the meaning as commonly understood by those skilled in the field the present invention belongs to, the definition described herein shall apply.
Unless otherwise specified, all numerical values expressing amount of ingredients and the like used in the description and claims are to be understood as being modified by the term “about” . Accordingly, unless indicated to the contrary, the numerical values and parameters described herein are approximate values which are capable of being changed according to the desired performance obtained as required.
As used herein, the expression "at least one" used in the present description is equivalent to the expression "one or more" .
As used herein, “conditioning” means imparting to the hair at least one property chosen from compatibility, manageability, moisture-retentivity, luster, shine, smoothness and softness. The state of conditioning is evaluated by comparing the hair treated with the composition to be tested in contrast with the hair treated with a commercial product.
As used herein, “stable” means that the composition is not layered.
The term “transparent” with respect to a transparent composition indicates that the composition has transmittance of at least 80%at a wavelength of600 nm, for example measured using a Lambda 40 UV-visible spectrometer. The compositions may have, for example, a transmittance of at least 80%, at least 90%, or at least 95%at a wavelength of 600 nm, measured, for example, using a Lambda 40 UV-visible spectrometer. The term “transparent” is interchangeable with the term “clear” for purposes of the instant disclosure. The term “transparent” can also mean that an article is visible to the human eye when looked through the composition contained in a clear glass bottle.
According to the first aspect of the present invention, a transparent composition for cleansing and conditioning the hair comprises:
a) at least one anionic surfactant;
b) at least one amphoteric surfactant;
c) at least one cationic surfactant selected from fatty amidoamines corresponding to the following formula (IIIa) and their salts:
RCONHR″N (R′)  2    (IIIa)
wherein R is a linear or branched, acyclic alkyl or alkenyl group containing from 16 to 22 carbon atoms;
R″ is a divalent hydrocarbon radical containing less than 6 carbon atoms, and
R', which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms; and
d) at least one liquid fatty alcohol.
Anionic surfactants
According to the first aspect of the present invention, the composition comprises at least one anionic surfactant.
The term "anionic surfactant" means a surfactant comprising, as ionic or ionizable groups, only anionic groups.
In the present description, a species is termed as being "anionic" when it bears at least one permanent negative charge or when it can be ionized as a negatively charged species, under the conditions of use of the composition of the invention (for example the medium or the pH) and not comprising any cationic charge.
The anionic surfactants may be sulfate, sulfonate and/or carboxylic (or carboxylate) surfactants. Needless to say, a mixture of these surfactants may be used.
It is understood in the present description that:
- carboxylate anionic surfactants comprise at least one carboxylic or carboxylate function (-COOH or-COO -) and may optionally also comprise one or more sulfate and/or sulfonate functions;
- the sulfonate anionic surfactants comprise at least one sulfonate function (-SO 3H or -SO 3 ) and may optionally also comprise one or more sulfate functions, but do not comprise any carboxylate functions; and
- the sulfate anionic surfactants comprise at least one sulfate function but do not comprise any carboxylate or sulfonate functions.
The carboxylic anionic surfactants that may be used thus comprise at least one carboxylic or carboxylate function (-COOH or-COO -) .
They may be chosen from the following compounds: acylglycinates, acyllactylates, acylsarcosinates, acylglutamates; alkyl-D-galactosideuronic acids, alkyl ether carboxylic  acids, alkyl (C6-30 aryl) ether carboxylic acids, alkylamido ether carboxylic acids; and also the salts of these compounds;
the alkyl and/or acyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group;
these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
Use may also be made of the C6-C24 alkyl monoesters of polyglycoside-polycarboxylic acids, such as C6-C24 alkyl polyglycoside-citrates, C6-C24 alkyl polyglycoside-tartrates and C6-C24 alkyl polyglycoside-sulfosuccinates, and salts thereof.
Among the above carboxylic surfactants, mention may be made most particularly of polyoxyalkylenated alkyl (amido) ether carboxylic acids and salts thereof, in particular those comprising from 2 to 50 alkylene oxide and in particular ethylene oxide groups, such as the compounds sold by the company Kao under the name Akypo,
The polyoxyalkylenated alkyl (amido) ether carboxylic acids that may be used are preferably chosen from those of formula (1) :
Figure PCTCN2021127344-appb-000001
in which:
- R 1 represents a linear or branched C6-C24 alkyl or alkenyl radical, an alkyl (C8-C9) phenyl radical, a radical R 2CONH-CH2-CH2-with R 2 denoting a linear or branched C9-C21 alkyl or alkenyl radical,
preferably, R 1 is a C8-C20 and preferably C8-C18 alkyl radical, and aryl preferably denotes phenyl,
- n is an integer or decimal number (average value) ranging from 2 to 24 and preferably from 2 to 10,
- A denotes H, ammonium, Na, K, Li, Mg or a monoethanolamine or triethanolamine residue.
It is also possible to use mixtures of compounds of formula (1) , in particular mixtures of compounds containing different groups R 1.
The polyoxyalkylenated alkyl (amido) ether carboxylic acids that are particularly preferred are those of formula (1) in which:
- R 1 denotes a C12-C14 alkyl, cocoyl, oleyl, nonylphenyl or octylphenyl radical,
- A denotes a hydrogen or sodium atom, and
- n varies from 2 to 20 and preferably from 2 to 10.
Even more preferentially, use is made of compounds of formula (1) in which R 1 denotes a C12 alkyl radical, A denotes a hydrogen or sodium atom and n ranges from 2 to 10.
Preferentially, the carboxylic anionic surfactants are chosen, alone or as a mixture, from:
- acylglutamates, especially of C6-C24 or even C12-C20, such as stearoylglutamates, and in particular disodium stearoylglutamate;
- acylsarcosinates, especially of C6-C24 or even C12-C20, such as palmitoylsarcosinates, and in particular sodium palmitoylsarcosinate;
- acyllactylates, especially of C12-C28 or even C14-C24, such as behenoyllactylates, and in particular sodium behenoyllactylate;
- C6-C24 and especially C12-C20 acylglycinates;
- C6-C24 alkyl ether carboxylates and especially C12-C20 alkyl ether carboxylates;
- polyoxyalkylenated C6-C24 alkyl (amido) ether carboxylic acids, in particular those comprising from 2 to 50 ethylene oxide groups;
in particular in the form of alkali metal or alkaline-earth metal, ammonium or amino alcohol salts.
The sulfonate anionic surfactants that may be used comprise at least one sulfonate function (-SO 3H or-SO 3 ) .
They may be chosen from the following compounds: alkylsulfonates, alkylamidesulfonates, alkylarylsulfonates, α-olefinsulfonates, paraffin sulfonates, alkylsulfosuccinates, alkyl ether sulfosuccinates, alkylamidesulfosuccinates, alkylsulfoacetates, N-acyltaurates, acylisethionates; alkylsulfolaurates; and also the salts of these compounds;
the alkyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group;
these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
Preferentially, the sulfonate anionic surfactants are chosen, alone or as a mixture, from:
- C6-C24 and especially C12-C20 alkylsulfosuccinates, especially laurylsulfosuccinates;
- C6-C24 and especially C12-C20 alkyl ether sulfosuccinates;
- C6-C24 acylisethionates and preferably C12-C18 acylisethionates,
in particular in the form of alkali metal or alkaline-earth metal, ammonium or amino alcohol salts.
The sulfate anionic surfactants that may be used comprise at least one sulfate function (-OSO 3H or-OSO 3 -) .
They may be chosen from the following compounds: alkyl sulfates, alkyl ether  sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates; and also the salts of these compounds;
the alkyl groups of these compounds comprising from 6 to 30 carbon atoms, especially from 12 to 28, better still from 14 to 24 or even from 16 to 22 carbon atoms; the aryl group preferably denoting a phenyl or benzyl group;
these compounds possibly being polyoxyalkylenated, especially polyoxyethylenated, and then preferably comprising from 1 to 50 ethylene oxide units and better still from 2 to 10 ethylene oxide units.
Preferentially, the sulfate anionic surfactants are chosen, alone or as a mixture, from:
- alkyl sulfates, especially of C6-C24 or even C12-C20,
- alkyl ether sulfates, especially of C6-C24 or even C12-C20, preferably comprising from 2 to 20 ethylene oxide units;
in particular in the form of alkali metal or alkaline-earth metal, ammonium or amino alcohol salts.
When the anionic surfactant is in salt form, the said salt may be chosen from alkali metal salts, such as the sodium or potassium salt, ammonium salts, amine salts and in particular amino alcohol salts, and alkaline-earth metal salts, such as the magnesium salt.
Examples of amino alcohol salts that may be mentioned include monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, diisopropanolamine or triisopropanolamine salts, 2-amino-2-methyl-1-propanol salts, 2-amino-2-methyl-1, 3-propanediol salts and tris (hydroxymethyl) aminomethane salts.
Alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts are preferably used.
Preferentially, the anionic surfactants are chosen, alone or as a mixture, from:
- C6-C24 and especially C12-C20 alkyl sulfates;
- C6-C24 and especially C12-C20 alkyl ether sulfates; preferably comprising from 2 to 20 ethylene oxide units;
- C6-C24 and especially C12-C20 alkylsulfosuccinates, especially laurylsulfosuccinates;
- C6-C24 and especially C12-C20 alkyl ether sulfosuccinates;
- C6-C24 acylisethionates and preferably C12-C18 acylisethionates;
- C6-C24 and especially C12-C20 acylsarcosinates; especially palmitoylsarcosinates;
-C6-C24 alkyl ether carboxylates, preferably C12-C20 alkyl ether carboxylates;
- polyoxyalkylenated C6-C24 alkyl (amido) ether carboxylic acids and salts thereof, in particular those comprising from 2 to 50 alkylene oxide and in particular ethylene oxide groups;
- C6-C24 and especially C12-C20 acylglutamates;
- C6-C24 and especially C12-C20 acylglycinates;
in particular in the form of alkali metal such as sodium or alkaline-earth metal, ammonium or amino alcohol salts.
Preferably, the anionic surfactant is selected from sodium laureth sulfate, sodium lauryl sulfate, and a mixture thereof.
Advantageously, the anionic surfactant is present in amount ranging from 8 wt. %to 16 wt. %, preferably from 10 wt. %to 15 wt. %, more preferably from 12 wt. %to 14 wt. %, relative to the total weight of the composition.
Amphoteric surfactants
According to the first aspect of the present invention, the composition comprises at least one amphoteric surfactant.
The amphoteric surfactants that may be used in the present invention may be optionally quaternized secondary or tertiary aliphatic amine derivatives, in which the aliphatic group is a linear or branched chain comprising from 8 to 22 carbon atoms, said amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.
Mention may be made in particular of betaine, (C8-C20) alkylbetaines, (C8-C20) alkylsulfobetaines, (C8-C20) alkylamido (C1-C6) alkylbetaines, such as cocamidopropylbetaine, and (C8-C20) alkylamido (C1-C6) alkylsulfobetaines, and mixtures thereof.
Among the optionally quaternized secondary or tertiary aliphatic amine derivatives that may be used, mention may also be made of the products of respective structures (A1) and(A2) below:
(A1) R a-CON (Z) CH 2- (CH 2m-N + (R b) (R c) (CH 2COO -)
in which:
R a represents a C10-C30 alkyl or alkenyl group derived from an acid R a-COOH preferably present in hydrolysed coconut oil, a heptyl group, a nonyl group or an undecyl group,
R b represents aβ-hydroxyethyl group,
R c represents a carboxymethyl group;
m is equal to 0, 1 or 2,
Z represents a hydrogen atom or a hydroxyethyl or carboxymethyl group;
(A2) R a’ -CON (Z) CH 2- (CH 2m’ -N (B) (B')
in which:
B represents -CH 2CH 2OX', with X' representing -CH 2-COOH, CH 2-COOZ’, -CH 2CH 2-COOH, -CH 2CH 2-COOZ’, or a hydrogen atom,
B' represents - (CH 2z-Y', with z = 1 or 2, and Y' representing-COOH, -COOZ’, -CH 2-CHOH-SO 3H or-CH 2-CHOH-SO 3Z’,
m' is equal to 0, 1 or 2,
Z represents a hydrogen atom or a hydroxyethyl or carboxymethyl group,
Z’ represents an ion resulting from an alkali or alkaline-earth metal, such as sodium, potassium or magnesium; an ammonium ion; or an ion resulting from an organic amine and in particular from an amino alcohol, such as monoethanolamine, diethanolamine and triethanolamine, monoisopropanolamine, diisopropanolamine or triisopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1, 3-propanediol and tris (hydroxymethyl) aminomethane,
R a' represents a C10-C30 alkyl or alkenyl group of an acid R a'COOH preferably present in hydrolysed linseed oil or coconut oil, an alkyl group, in particular a C 17 alkyl group, and its iso form, or an unsaturated C17 group.
The compounds corresponding to formula (A2) are preferred.
Among the compounds corresponding to formula (A2) in which X’ represents an hydrogen atom, mention may be made of compounds classified in the CTFA dictionary, under the names sodium cocoamphoacetate, sodium lauroamphoacetate, sodium caproamphoacetate and sodium capryloamphoacetate.
Other compounds corresponding to formula (A2) are disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caproamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphodipropionate, disodium caproamphodipropionate, disodium capryloamphodipropionate, lauroamphodipropionic acid and cocoamphodipropionic acid.
Examples that may be mentioned include the cocoamphodiacetate sold by the company Rhodia under the trade name
Figure PCTCN2021127344-appb-000002
C2M Concentrate, the sodium cocoamphoacetate sold under the trade name Miranol Ultra C 32 and the product sold by the company Chimex under the trade name CHIMEXANE HA.
Use may also be made of the compounds of formula (A3) :
(A3) R a” -NH-CH (Y”) - (CH 2) n-C (O) -NH- (CH 2) n’ -N (R d) (R e)
in which:
- R a” represents a C10-C30 alkyl or alkenyl group of an acid R a” -C (O) OH preferably present in hydrolysed linseed oil or coconut oil;
- Y'’ represents the group–C (O) OH, -C (O) OZ” , -CH 2-CH (OH) -SO 3H or the group-CH 2-CH (OH) -SO 3-Z” , with Z” representing a cationic counterion resulting from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion resulting from an organic amine;
- R d and R e represent, independently of each other, a C1-C4 alkyl or hydroxyalkyl radical; and
- n and n' denote, independently of each other, an integer ranging from 1 to 3.
Among the compounds corresponding to formula (A3) , mention may in particular be  made of the compound classified in the CTFA dictionary under the name sodium diethylaminopropyl cocoaspartamide, such as the one sold by the company Chimex under the name CHIMEXANE HB.
Preferably, the amphoteric surfactants is chosen from (C8-C20) alkylbetaines, (C8-C20) alkylamido (C1-C6) alkylbetaines, (C8-C20) alkylamphoacetates and (C8-C20) alkylamphodiacetates, and mixtures thereof, and specially chosen from cocobetaine and cocoamidopropylbetaine.
Advantageously, the amphoteric surfactant is present in amount ranging from 0.1 wt. %to 3 wt. %, preferably from 1 wt. %to 2 wt. %, more preferably from 1.2 wt. %to 1.8 wt. %, relative to the total weight of the composition.
Cationic surfactants
According to the first aspect of the present invention, the composition comprises at least one cationic surfactant selected from fatty amidoamines corresponding to the following formula (Ia) and their salts:
RCONHR″N (R′)  2    (Ia)
wherein R is a linear or branched, acyclic alkyl or alkenyl group containing from 16 to 22 carbon atoms;
R″ is a divalent hydrocarbon radical containing less than 6 carbon atoms, and
R', which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms.
Preferably, R″ is a divalent hydrocarbon radical containing 2 or 3 carbon atoms.
Preferably, the groups R', which may be identical or different, are linear or branched, saturated or unsaturated, substituted or unsubstituted. More preferably, the groups R'a re methyl groups.
Generally, an acid neutralizer is also contained to cationize the fatty amidoamine.
Non-limiting examples include oleamidopropyl dimethylamine, stearamidopropyl dimethylamine, isostearamidopropyl dimethylamine, stearamidoethyl dimethylamine, behenamidopropyl dimethylamine, palmitamidopropyl dimethylamine, brassicamidopropyl dimethylamine, stearamidoethyl diethylamine, and mixtures thereof.
Preferably, the cationic surfactant is selected from stearamidopropyl dimethylamine, brassicamidopropyl dimethylamine, and mixtures thereof.
Advantageously, the cationic surfactant is present in an amount ranging from 0.1 wt. %to 2 wt. %, preferably from 0.2 wt. %to 1.5 wt. %, more preferably from 0.4 wt. %to 0.8 wt.%, relative to the total weight of the composition.
Liquid fatty alcohols
According to the first aspect of the present invention, the composition comprises a surfactant combination comprising at least one liquid fatty alcohol.
The term “liquid fatty alcohol” means a non-glycerolated and non-oxyalkylenated fatty alcohol which is liquid at standard temperature (25℃) and at atmospheric pressure (760 mmHg; i.e. 1.013×10 5 Pa) .
Preferably, the liquid fatty alcohols of the invention comprise from 8 to 30 carbon atoms, preferably from 12 to 24 carbon atoms, and more preferably from 14 to 22 carbon atoms.
The liquid fatty alcohols of the invention may be saturated or unsaturated.
The saturated liquid fatty alcohols are preferably branched. They may optionally comprise in their structures at least one aromatic or non-aromatic ring. They are preferably acyclic.
More particularly, the liquid saturated fatty alcohols of the invention are chosen from octyldodecanol, isostearyl alcohol and 2-hexyldecanol.
Isostearyl alcohol is most particularly preferred as liquid saturated fatty alcohol.
The liquid unsaturated fatty alcohols have in their structure at least one double or triple bond. Preferably, the fatty alcohols of the invention bear in their structure 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 non-conjugated.
These unsaturated fatty alcohols may be linear or branched.
They can optionally comprise, in their structures, at least one aromatic or nonaromatic ring. They are preferably acyclic.
More particularly, the liquid unsaturated fatty alcohols of the invention are selected from oleic (or oleyl) alcohol, linoleic (or linoleyl) alcohol, linolenic (or linolenyl) alcohol and undecylenyl alcohol.
In the composition of the invention, oleyl alcohol is most particularly preferred as liquid unsaturated fatty alcohol.
Preferably, the liquid fatty alcohol is selected from octyldodecanol, isostearyl alcohol, 2-hexyldecanol, oleyl alcohol, linoleyl alcohol, linolenyl alcohol, undecylenyl alcohol, and mixtures thereof.
Advantageously, the liquid fatty alcohol is present in an amount ranging from 0.1 wt.%to 5 wt. %, preferably from 0.2 wt. %to 3 wt. %, more preferably from 0.5 wt. %to 1.5 wt. %, relative to the total weight of the composition
Aqueous phase
The composition according to the present invention comprises an aqueous phase.
Preferably, the aqueous phase is a continuous phase.
The aqueous phase of the present invention comprises water.
The aqueous phase may also comprise water-miscible organic solvents (at room temperature of20-25℃) , for instance polyols such as C 2-C 6 polyols, more particularly glycerin, hexylene glycol; glycol ethers (especially containing from 3 to 16 carbon atoms) such as mono-, di-or tripropylene glycol (C 1-C 4) alkyl ethers, mono-, di-or triethylene glycol (C 1-C 4) alkyl ethers, and mixtures thereof.
According to the invention, the aqueous phase is present in an amount ranging from 70 wt. %to 90 wt. %, preferably from 75 wt. %to 85 wt. %, relative to the total weight of the composition.
Additional ingredients
The composition according to the present invention may also comprise any other additional ingredient that is usually used in the field of self-cleaning products, in particular shampoos.
The skilled in the art can select the amount of the additional ingredients so as not to adversely impact the final use of the composition according to the present invention.
For example, such additional ingredients include pH adjusting agents, thickeners, preserving agents, sequestrants and chelators, consistency regulators, antioxidants, fragrances, dyestuffs such as soluble dyes and pigments, optical brighteners, electrolytes and stabilizers, plant extracts, proteins, amino acids, vitamins, glycols, emollients, derivatives of the foregoing, and mixtures thereof.
Non-limiting examples of pH adjusting agents includes potassium acetate, potassium hydroxide, sodium carbonate, sodium hydroxide, phosphoric acid, succinic acid, tartaric acid, sodium citrate, citric acid, salicylic acid, glutamic acid, maleic acid, aspartic acid, boric acid, lactic acid, sodium hydrogen carbonate, ethanol amines, and mixtures thereof.
The pH adjusting agent is used in an amount so that the pH of the composition of the present invention is less than or equal to 6, preferably from 3.5 to 5.8, more preferably from 4 to 5.6.
According to a preferred embodiment, the present invention provides a transparent composition for cleansing and conditioning the hair comprising, relative to the total weight of the composition:
a) from 12 wt. %to 14 wt. %of at least one anionic surfactant;
b) from 1.2 wt. %to 1.8 wt. %of at least one amphoteric surfactant;
c) from 0.4 wt. %to 0.8wt. %of at least one cationic surfactant selected from oleamidopropyl dimethylamine, stearamidopropyl dimethylamine, isostearamidopropyl dimethylamine, stearamidoethyl dimethylamine, behenamidopropyl dimethylamine, palmitamidopropyl dimethylamine, brassicamidopropyl dimethylamine, stearamidoethyldiethylamine, and mixtures thereof; and
d) from 0.5 wt. %to 1.5 wt. %of at least one liquid fatty alcohol selected from octyldodecanol, isostearyl alcohol, 2-hexyldecanol, oleyl alcohol, linoleyl alcohol, linolenyl alcohol, undecylenyl alcohol, and a mixture thereof.
Preparation and use
The composition according to the present invention can be prepared by mixing ingredients a) to d) , as essential ingredients, as well as additional ingredient (s) , as explained above.
The method and means to mix the above essential and optional ingredients are not limited. Any conventional method and means can be used to mix the above essential and optional ingredients to prepare the composition according to the present invention.
The composition according to the present invention can have a gel-like texture.
According to the second aspect of the present invention, a process for cleansing and conditioning the hair comprising applying the composition as described above onto the hair, and then rinsing with water after an optional period of exposure.
The following examples are given by way of illustration of the present invention and shall not be interpreted as limiting the scope.
EXAMPLES
Main raw materials used, trade names and supplier thereof are listed in Table 1.
Table 1
Figure PCTCN2021127344-appb-000003
Invention Examples 1-3 and Comparative Examples 1-3
Shampoos according to invention examples (IE. ) 1-3 and comparative examples (CE. ) 1-3 were prepared with the ingredients listed in Table 2 (the contents are expressed as weight percentages of active material with regard to the total weight of each shampoo, unless otherwise indicated) :
Table 2
Figure PCTCN2021127344-appb-000004
Shampoos of invention examples (IE. ) 1-3 are compositions according to the present invention.
Shampoo of comparative example (CE. ) 1 comprises cetrimonium chloride and cetearyl alcohol instead of a cationic surfactant selected from fatty amidoamines and a C12-C24 fatty monoalcohol, which is liquid at 20℃.
Shampoo of comparative example (CE. ) 2 comprises cetrimonium chloride instead of a cationic surfactant selected from fatty amidoamines.
Shampoo of comparative example (CE. ) 3 comprises cetearyl alcohol instead of a C12-C24 fatty monoalcohol, which is liquid at 20℃.
Preparation procedure:
Each shampoo was prepared as follows, taking shampoo of invention example 1 for illustration.
1) adding sodium laureth sulfate, cocamidopropyl betaine and sodium benzoate into water with stirring to form a shampoo base at room temperature;
2) mixing brassicamidopropyl dimethylamine and oleyl alcohool by stirring to form a p-phase;
3) introducing the p-phase into the shampoo base, and then adding tartaric acid to adjust pH, then the shampoo was obtained.
Evaluation:
The stability of each shampoo obtained was evaluated as follows.
A shampoo was remained at 4℃, room temperature (25℃) , or 45℃ for 2 months and observing with naked eyes to check whether the shampoo is transparent or not. It will be evaluated as stable if the shampoo is transparent under all of4℃, room temperature (25℃) , and 45℃ for 2 months, otherwise, it will be evaluated as unstable.
Whether the shampoo is transparent is checked based on whether an article is visible to the human eye when looked through the composition contained in a clear glass bottle.
The conditioning effect of each shampoo was evaluated as follows:
I) Treating the hair with the tested shampoo:
A bundle of damaged hair was selected. The hair was combed and wet under running water, the tested shampoo was applied uniformly on the damaged hair from root to tail, the shampoo was gently massaged into the hair with two fingers from root to tail (without knotting) to foam the shampoo. The shampoo was rinsed offunder a tap water until all foam was washed off.
II) Evaluating detangling capacity and smoothness in the wet state:
The hair was combed from the root by using a wide-tooth comb, and then the detangling capacity of the shampoo was judged by using a fine-tooth comb according to the easiness of combing.
The hair was stroked by two fingers from the root, and the haircare performance of the shampoo was judged according to the smoothness of the surface of the hair.
III) Evaluating smoothness in the dry state:
The hair was either air dried naturally or blown in a 60℃ oven to a completely dry condition.
The hair was stroked by two fingers from the root, and the hair care performance of the shampoo was judged according to the smoothness of the surface of the hair.
A non-silicone shampoo (Loreal Hyaluronic Acid Shampoo-WATER PUMP from Loreal) was used as the benchmark in parallel with the tested shampoo in above conditioning effect evaluation.
The cleansing effect of each shampoo was evaluated as follows:
6 volunteers were recruited, one half of the hair of each volunteer was washed with the shampoo to be tested, and the other half of the hair of each volunteer was washed with a benchmark.
A non-silicone shampoo (Loreal Hyaluronic Acid Shampoo-WATER PUMP from Loreal) was used as the benchmark in above cleansing effect evaluation.
The scores on conditioning effect and cleansing effect of each tested shampoo were given by volunteers and averaged, wherein the scores of cleansing effect were given 24 hours after application.
The scoring standard for conditioning effect and cleansing effect of each tested shampoo is as follows.
--: the tested shampoo is significantly inferior to the benchmark;
-: the tested shampoo is slightly inferior to the benchmark;
0: the tested shampoo is similar to the benchmark;
+: the tested shampoo is slightly better than the benchmark; and
++: the tested shampoo is obviously superior to the benchmark.
The results on stability, conditioning effect and cleansing effect were summarized in Table 3.
Table 3
Figure PCTCN2021127344-appb-000005
NA: not tested.
It can be seen that the composition according to the present invention is transparent and stable at elevated temperatures (e.g. 45℃) , room temperature (25℃) , and reduced temperatures (e.g. 4℃) for at least two months and can provide a long-lasting clean and good conditioning effect upon application.

Claims (13)

  1. A transparent composition for cleansing and conditioning the hair comprising:
    a) at least one anionic surfactant;
    b) at least one amphoteric surfactant;
    c) at least one cationic surfactant selected from fatty amidoamines corresponding to the following formula (Ia) and their salts:
    RCONHR″N (R′)  2  (Ia)
    wherein R is a linear or branched, acyclic alkyl or alkenyl group containing from 16 to 22 carbon atoms;
    R″ is a divalent hydrocarbon radical containing less than 6 carbon atoms, and
    R', which may be identical or different, represent a hydrocarbon radical containing less than 6 carbon atoms; and
    d) at least one liquid fatty alcohol.
  2. Composition according to claim 1, wherein the anionic surfactant is selected from
    - C6-C24 and especially C12-C20 alkyl sulfates;
    - C6-C24 and especially C12-C20 alkyl ether sulfates; preferably comprising from 2 to 20 ethylene oxide units;
    - C6-C24 and especially C12-C20 alkylsulfosuccinates, especially laurylsulfosuccinates;
    - C6-C24 and especially C12-C20 alkyl ether sulfosuccinates;
    - C6-C24 acylisethionates and preferably C12-C18 acylisethionates;
    - C6-C24 and especially C12-C20 acylsarcosinates; especially palmitoylsarcosinates;
    - C6-C24 alkyl ether carboxylates, preferably C12-C20 alkyl ether carboxylates;
    - polyoxyalkylenated (C6-C24) alkyl (amido) ether carboxylic acids and salts thereof, in particular those comprising from 2 to 50 alkylene oxide and in particular ethylene oxide groups;
    - C6-C24 and especially C12-C20 acylglutamates;
    - C6-C24 and especially C12-C20 acylglycinates;
    in particular in the form of alkali metal such as sodium or alkaline-earth metal, ammonium or amino alcohol salts.
  3. Composition according to claim 1 or 2, wherein the anionic surfactant is present in amount ranging from 8 wt. %to 16 wt. %, preferably from 10 wt. %to 15 wt. %, more preferably from 12 wt. %to 14 wt. %, relative to the total weight of the composition.
  4. Composition according to any of claims 1-3, wherein the amphoteric surfactant is selected from betaine, (C8-C20) alkylbetaines, (C8-C20) alkylsulfobetaines, (C8-C20) alkylamido (C1-C6) alkylbetaines, (C8-C20) alkylamido (C1-C6) alkylsulfobetaines, and mixtures thereof.
  5. Composition according to any of claims 1-4, wherein the amphoteric surfactant is present in amount ranging from 0.1 wt. %to 3 wt. %, preferably from 1 wt. %to 2 wt. %, more preferably from 1.2 wt. %to 1.8 wt. %, relative to the total weight of the composition.
  6. Composition according to any of claims 1-5, wherein the cationic surfactant is selected from oleamidopropyl dimethylamine, stearamidopropyl dimethylamine, isostearamidopropyl dimethylamine, stearamidoethyl dimethylamine, behenamidopropyl dimethylamine, palmitamidopropyl dimethylamine, brassicamidopropyl dimethylamine, stearamidoethyl diethylamine, and mixtures thereof.
  7. Composition according to any of claims 1-6, wherein the cationic surfactant is selected from stearamidopropyl dimethylamine, brassicamidopropyl dimethylamine, and mixtures thereof.
  8. Composition according to any of claims 1-7, wherein the cationic surfactant is present in an amount ranging from 0.1 wt. %to 2 wt. %, preferably from 0.2 wt. %to 1.5 wt. %, more preferably from 0.4 wt. %to 0.8wt. %, relative to the total weight of the composition.
  9. Composition according to any of claims 1-8, wherein the liquid fatty alcohol comprise from 8 to 30 carbon atoms, preferably from 12 to 24 carbon atoms, and more preferably from 14 to 22 carbon atoms.
  10. Composition according to any of claims 1-8, wherein the liquid fatty alcohol is selected from octyldodecanol, isostearyl alcohol, 2-hexyldecanol, oleyl alcohol, linoleyl alcohol, linolenyl alcohol, undecylenyl alcohol, and mixtures thereof.
  11. Composition according to any of claims 1-10, wherein the liquid fatty alcohol is present in an amount ranging from 0.1 wt. %to 5 wt. %, preferably from 0.2 wt. %to 3 wt. %, more preferably from 0.5 wt. %to 1.5 wt. %, relative to the total weight of the composition.
  12. Composition according to claim 1, comprising, relative to the total weight of the composition:
    a) from 12 wt. %to 14 wt. %of at least one anionic surfactant;
    b) from 1.2 wt. %to 1.8 wt. %of at least one amphoteric surfactant;
    c) from 0.4 wt. %to 0.8 wt. %of at least one cationic surfactant selected from oleamidopropyl dimethylamine, stearamidopropyl dimethylamine, isostearamidopropyl dimethylamine, stearamidoethyl dimethylamine,  behenamidopropyl dimethylamine, palmitamidopropyl dimethylamine, brassicamidopropyl dimethylamine, stearamidoethyl diethylamine, and mixtures thereof; and
    c) from 0.5 wt. %to 1.5 wt. %of at least one liquid fatty alcohol selected from octyldodecanol, isostearyl alcohol, 2-hexyldecanol, oleic alcohol, linoleic alcohol, linolenic alcohol, undecylenyl alcohol, and a mixture thereof.
  13. A process for cleansing and conditioning the hair comprising applying the composition according to any of claims 1-12 onto the hair, and then rinsing the hair with water after an optional period of exposure.
PCT/CN2021/127344 2021-10-29 2021-10-29 Transparent composition for cleansing and conditioning the hair WO2023070507A1 (en)

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FR2113439A FR3128641A1 (en) 2021-10-29 2021-12-14 TRANSPARENT composition for cleansing and conditioning hair

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100202988A1 (en) * 2009-02-09 2010-08-12 L'oreal Clear carrier compositions containing an alkoxylated monoacid and an alkyl monoamine and method of treating keratinous substrates using such compositions
US20180055751A1 (en) * 2016-08-31 2018-03-01 L'oreal Compositions comprising an associaton of cationic compounds, silane compounds, esters and fatty substances
US20190365619A1 (en) * 2018-05-31 2019-12-05 L'oreal Anti-dandruff cleansing composition
US20200170894A1 (en) * 2018-11-29 2020-06-04 L'oreal Thick cleansing compositions
US20200188255A1 (en) * 2018-12-17 2020-06-18 Henkel Ag & Co. Kgaa Hair conditioning spray treatment

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Publication number Priority date Publication date Assignee Title
BR112018004038B1 (en) 2015-11-19 2021-03-30 L'oreal CAPILLARY COSMETIC AGENT WITH MULTIPLE COMPONENTS, COSMETIC COMPOSITION, FIRST COSMETIC COMPOSITION, CLEANING PROCESS AND CAPILLARY CONDITIONING AND KIT
BR112020010785B1 (en) * 2017-11-29 2022-07-12 L'oreal CLEANING COMPOSITION AND HAIR CLEANING METHOD
FR3098721B1 (en) * 2019-07-17 2021-06-11 Oreal Cosmetic composition comprising anionic and amphoteric surfactants, cationic polysaccharides and unsaturated fatty alcohols, and method of cosmetic treatment
US11458084B2 (en) 2020-02-28 2022-10-04 L'oreal Hair cleansing composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100202988A1 (en) * 2009-02-09 2010-08-12 L'oreal Clear carrier compositions containing an alkoxylated monoacid and an alkyl monoamine and method of treating keratinous substrates using such compositions
US20180055751A1 (en) * 2016-08-31 2018-03-01 L'oreal Compositions comprising an associaton of cationic compounds, silane compounds, esters and fatty substances
US20190365619A1 (en) * 2018-05-31 2019-12-05 L'oreal Anti-dandruff cleansing composition
US20200170894A1 (en) * 2018-11-29 2020-06-04 L'oreal Thick cleansing compositions
US20200188255A1 (en) * 2018-12-17 2020-06-18 Henkel Ag & Co. Kgaa Hair conditioning spray treatment

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