EP4081182A1 - Transparente zusammensetzung zur verwendung in der haut- und/oder haarpflege - Google Patents

Transparente zusammensetzung zur verwendung in der haut- und/oder haarpflege

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Publication number
EP4081182A1
EP4081182A1 EP20839074.0A EP20839074A EP4081182A1 EP 4081182 A1 EP4081182 A1 EP 4081182A1 EP 20839074 A EP20839074 A EP 20839074A EP 4081182 A1 EP4081182 A1 EP 4081182A1
Authority
EP
European Patent Office
Prior art keywords
units
composition
salts
soluble polymer
acidified
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP20839074.0A
Other languages
English (en)
French (fr)
Inventor
Xavier ALVES
Frédéric BLONDEL
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SNF Group
Original Assignee
SPCM SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by SPCM SA filed Critical SPCM SA
Publication of EP4081182A1 publication Critical patent/EP4081182A1/de
Pending legal-status Critical Current

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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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8188—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bonds, and at least one being terminated by a bond to sulfur or by a hertocyclic ring containing sulfur; Compositions of derivatives of such polymers
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52—Amides or imides
    • C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
    • C08F220/585—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine and containing other heteroatoms, e.g. 2-acrylamido-2-methylpropane sulfonic acid [AMPS]
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52—Amides or imides
    • C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/60—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/378—(Co)polymerised monomers containing sulfur, e.g. sulfonate
    • 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
    • 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
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5428—Polymers characterized by specific structures/properties characterized by the charge amphoteric or zwitterionic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/10—Copolymer characterised by the proportions of the comonomers expressed as molar percentages

Definitions

  • the invention relates to an amphoteric water-soluble polymer.
  • the invention also relates to a composition comprising an amphoteric water-soluble polymer, and in particular a hair and / or skin care composition comprising an amphoteric water-soluble polymer.
  • the invention further relates to the use of said amphoteric water-soluble polymer as a conditioning agent in a composition for the care of the hair and / or the skin.
  • shampoos on the market are “2 in 1” shampoos whose function is to wash the hair, but also to provide it with softness.
  • surfactants are used, mainly anionic and / or zwitterionic, allowing the shampoo not to be too aggressive for the hair and the scalp.
  • Softness is for its part provided by conditioning agents which are either silicone agents or polymers having cationic charges having an affinity for the hair. The higher the cationic charge carried by this polymer, the better is this affinity with the keratin fibers of the hair.
  • Coacervation results from the ionic attraction between two compounds of opposite charges.
  • coacervates can result from the ionic attraction between anionic surfactants and a cationic polymer.
  • conditioning agents such as silicone agents are substances whose cost is significant in a shampoo composition, and whose deposition on the hair is rarely optimized, the latter being carried away by the surfactants during the rinsing step.
  • the present invention makes it possible to solve these two problems by providing a composition comprising an amphoteric water-soluble polymer with high cationicity.
  • the amphoteric water-soluble polymer provides a transparent composition, and allows increased deposition of actives through the coacervation mechanism, including when the cationicity of the amphoteric water-soluble polymer is high.
  • amphoteric water-soluble polymer has a better affinity with the hair and / or the skin, and acts as a deposition aid when it is included in a cosmetic composition.
  • amphoteric water-soluble polymer also offers better performance in the field of household detergents, their deposition-assisting action making it easier to deposit the active ingredients on negatively charged surfaces.
  • the present invention relates to a composition comprising at least one amphoteric water-soluble polymer comprising:
  • a of a cationic monomer chosen from: acidified or quaternized salts of dimethylaminoethyl acrylate, acidified or quaternized salts of dimethylaminoethyl methacrylate, acidified or quaternized salts of dimethylaminopropyl acrylamide, and acidified or quaternized salts dimethylaminopropyl methacrylamide, and mixtures thereof;
  • ATBS 2-acrylamido-2-methylpropanesulfonic acid
  • Another object of the invention relates to an amphoteric water-soluble polymer comprising:
  • a of a cationic monomer chosen from: acidified or quaternized salts of dimethylaminoethyl acrylate, acidified or quaternized salts of dimethylaminoethyl methacrylate, acidified or quaternized salts of dimethylaminopropyl acrylamide, and acidified or quaternized salts dimethylaminopropyl methacrylamide, and mixtures thereof;
  • Another subject of the invention relates to the use of the amphoteric water-soluble polymer according to the invention for cosmetics, in particular for improving aid in the deposition of active agent on the hair and / or the skin in a hair care composition and / or the skin.
  • Another object of the invention relates to the use of the amphoteric water-soluble polymer according to the invention to improve the aid in the deposition of active in a detergent composition.
  • Another object of the invention relates to the use of the amphoteric water-soluble polymer according to the invention to improve the aid in the deposition of active in a household softener composition.
  • amphoteric water-soluble polymer according to the invention comprises:
  • a of a cationic monomer chosen from: acidified or quaternized salts of dimethylaminoethyl acrylate, acidified or quaternized salts of dimethylaminoethyl methacrylate, acidified or quaternized salts of dimethylaminopropyl acrylamide, and acidified or quaternized salts dimethylaminopropyl methacrylamide, and mixtures thereof;
  • X units of a monomeric compound is meant X units resulting from the polymerization of this monomeric compound.
  • water-soluble polymer is meant a polymer which gives an aqueous solution when it is dissolved with stirring at 25 ° C. and with a concentration of 10 gL 1 in water.
  • the acidified salts can in particular be obtained by protonation.
  • the quaternized salts can be obtained by reaction with benzyl chloride, methyl chloride (MeCl), aryl or alkyl chlorides or dialkylsulphates such as dimethylsulphate.
  • the quaternized salts are chloride salts.
  • the amphoteric water-soluble polymer is a copolymer of quaternized dimethylaminoethyl acrylate (ADAME), of 2-acrylamido-2-methylpropanesulfonic acid (ATBS) and / or its salts and optionally of acrylamide.
  • ADAME quaternized dimethylaminoethyl acrylate
  • ATBS 2-acrylamido-2-methylpropanesulfonic acid
  • / or its salts and optionally of acrylamide optionally of acrylamide.
  • the amphoteric water-soluble polymer is a copolymer of quaternized dimethylaminoethyl methacrylate (MADAME), of 2-acrylamido-2-methylpropanesulfonic acid (ATBS) and / or its salts and optionally of acrylamide.
  • MADAME quaternized dimethylaminoethyl methacrylate
  • ATBS 2-acrylamido-2-methylpropanesulfonic acid
  • / or its salts and optionally of acrylamide optionally of acrylamide.
  • the amphoteric water-soluble polymer is a copolymer of acrylamido propyltrimethyl ammonium chloride (APTAC), 2-acrylamido-2-methylpropane sulfonic acid (ATBS) and / or its salts and optionally acrylamide .
  • the amphoteric water-soluble polymer is a copolymer of methacrylamido propyltrimethyl ammonium chloride (MAPTAC), 2-acrylamido-2-methylpropanesulfonic acid (ATBS) and / or its salts and optionally acrylamide.
  • the amphoteric water-soluble polymer according to the invention comprises a strong cationic charge.
  • strong cationic charge is meant that it comprises at least 30 mol% of units A of cationic monomer. Below this value, the amphoteric water-soluble polymer is more difficult to bind to the hair and the conditioning effect is reduced.
  • the amount of units A of cationic monomer in the amphoteric water-soluble polymer according to the invention is preferably greater than or equal to 30 mol% relative to the molar amount of all the units included in the polymer. It is preferably between 30 and 60 mol%. More preferably, it is between 40 and 55 mol%.
  • the amount of units B of 2-acrylamido-2-methylpropane sulfonic acid (ATBS) in the amphoteric water-soluble polymer according to the invention is preferably between 20 and 70 mol% relative to the molar amount of all the units included in the polymer. Preferably, it is between 25 and 60 mol%. More preferably, it is between 30 and 50 mol%.
  • 2-Acrylamido-2-methylpropanesulfonic acid B units can be wholly or partially salified.
  • the salified form advantageously corresponds to the salts of alkali metals (Li, Na, K, etc.), alkaline earth metals (Ca, Mg, etc.) or ammonium, in particular quaternary ammoniums.
  • the preferred salts are the sodium salts.
  • the 2-acrylamido-2-methylpropane sulfonic acid B units are partially salified, preferably between 50 and 100% of the total weight of the 2-acrylamido-2-methylpropane sulfonic acid B units are salified.
  • the molar ratio between the units A of cationic monomer and the units B of 2-acrylamido-2-methylpropane sulfonic acid is between 0.4 and 1.5, preferably between 0.4 and 1.4, preferably between 0.4 and 1.35, more preferably between 0.6 and 1.3.
  • the amphoteric water-soluble polymer of the invention is a copolymer of 2-acrylamido-2-methylpropanesulfonic acid and / or its salts, and of methacrylamido propyltrimethyl ammonium chloride, said copolymer comprising a quantity of methacrylamido propyltrimethyl ammonium chloride of at least 30 mol%.
  • the amphoteric water-soluble polymer of the invention is a copolymer of 2-acrylamido-2-methylpropanesulfonic acid and / or its salts, and of methacrylamido propyltrimethyl ammonium chloride, said copolymer having a molar ratio between methacrylamido propyltrimethyl ammonium chloride (MAPTAC) and 2-acrylamido-2-methylpropane sulfonic acid (ATBS) and / or its salts, between 0.4 and 1.5, preferably between 0.4 and 1.4, preferably between 0, 4 and 1.35, more preferably between 0.6 and 1.3.
  • MATAC methacrylamido propyltrimethyl ammonium chloride
  • ATBS 2-acrylamido-2-methylpropane sulfonic acid
  • the amphoteric water-soluble polymer of the invention is a copolymer of 2-acrylamido-2-methylpropanesulfonic acid and / or its salts, and of methacrylamido propyltrimethyl ammonium chloride, said copolymer comprising a quantity of methacrylamido propyltrimethyl ammonium of at least 30 mol% and exhibiting a molar ratio between methacrylamido propyltrimethyl ammonium chloride (MAPTAC) and 2-acrylamido-2-methylpropanesulfonic acid (ATBS) and / or its salts, between 0.4 and 1.5, of preferably between 0.4 and 1.4, preferably between 0.4 and 1.35, more preferably between 0.6 and 1.3.
  • MATAC methacrylamido propyltrimethyl ammonium chloride
  • ATBS 2-acrylamido-2-methylpropanesulfonic acid
  • the amphoteric water-soluble polymer according to the invention may contain acrylamide C units.
  • the amount of C units of acrylamide in the amphoteric water-soluble polymer according to the invention is between 0 and 50 mol% relative to the molar amount of all the units included in the polymer. More preferably, it is between 10 and 40 mol%.
  • amphoteric water-soluble polymer according to the invention does not require the development of a particular polymerization process. Indeed, it can be obtained according to all the polymerization techniques well known to those skilled in the art. It may in particular be solution polymerization; gel polymerization; precipitation polymerization; emulsion polymerization (aqueous or reverse); suspension polymerization; reactive extrusion polymerization; water-in-water polymerization; or micellar polymerization.
  • the polymerization is generally a free radical polymerization, preferably a solution polymerization.
  • free radical polymerization we include free radical polymerization using UV, azo, redox or thermal initiators as well as controlled radical polymerization (CRP) or matrix polymerization techniques.
  • the amphoteric water-soluble polymer according to the invention has a weight average molecular mass of between 100,000 and 5,000,000 g / mol, more preferably between 500,000 and 3,000,000 g / mol.
  • the weight average molecular weight is determined by high performance liquid chromatography.
  • the sample When analyzing to determine the weight average molecular mass, the sample is prepared at 3000 ppm, filtered at 1.2 ⁇ m and then injected twice.
  • the amphoteric water-soluble polymer according to the invention preferably does not comprise a branching agent or a crosslinking agent. However, it is possible to use it in such a way that the polymer remains water-soluble.
  • the present invention also relates to a composition comprising at least one amphoteric water-soluble polymer comprising:
  • a of a cationic monomer chosen from: acidified or quaternized salts of dimethylaminoethyl acrylate, acidified or quaternized salts of dimethylaminoethyl methacrylate, acidified or quaternized salts of dimethylaminopropyl acrylamide, and acidified or quaternized salts dimethylaminopropyl methacrylamide, and mixtures thereof;
  • the molar ratio between the units A of cationic monomer and the units B of 2-acrylamido-2-methylpropane sulfonic acid is between 0.4 and 1.4, preferably between 0.4 and 1.35, more preferably between 0.6 and 1.3.
  • the composition according to the invention is a hair and / or skin care composition.
  • composition according to the invention is a transparent hair and / or skin care composition.
  • the transparency of the gels obtained is determined by measuring the transmittance of light on a Hach Lange DR 6000 spectrophotometer. These measurements were carried out at 410 nm in polystyrene cells of 1.5 ml.
  • transparent composition a composition having a transmittance value greater than or equal to 80%, preferably greater than or equal to 82%, more preferably greater than or equal to 85%, preferably greater than or equal to 87%, advantageously greater than or equal to equal to 90%.
  • the composition according to the invention is a detergent composition.
  • composition according to the invention is a household softener composition.
  • the amount of amphoteric water-soluble polymer in the composition is between 0.01 and 3% of the total mass of the composition.
  • the amphoteric water-soluble polymer is introduced into the water first during the manufacture of the composition, and completely dissolved before the addition of the other components.
  • composition according to the present invention further comprises:
  • composition according to the invention preferably comprises at least two surfactants, which will provide the cleansing, or even foaming, character to the composition.
  • surfactants are chosen from nonionic, anionic, cationic, amphoteric and zwitterionic surfactants.
  • the first surfactant has an anionic character
  • the second surfactant has a zwitterionic character
  • the first anionic surfactant which can be used in the context of the invention is chosen from carboxylates, acylamino acids, amodoethercarboxylates, alkyl polyaminocarboxylates, alkyl ether sulfates, alkyl sulfonates, isethionates, alkyl methyltaurates, alkyl sulfosuccinates, alkyl sulfoacetates alkyl phosphates (mono or dialkyl phosphates), and their salts.
  • the first anionic surfactant mention may be made of sodium lauryl ether sulfate, lauryl glycol carboxylate, cocoampho (di) acetate, lauroampho (di) acetate, potassium lauryl phosphate.
  • the anionic surfactant is sodium lauryl ether sulfate.
  • the amount of the first anionic surfactant in the composition according to the invention is between 5 and 20% of the total weight of the composition.
  • the second zwitterionic surfactant that can be used in the context of the invention is chosen from betaine derivatives including amidopropyl betaines, amphoacetates and amphodiacetates, and hydroxylsultaines.
  • betaine derivatives there may be mentioned, for example, cocoyl betaine, lauroyl betaine, cocamidopropyl betaine, lauramido propylbetaine.
  • the second zwitterionic surfactant is cocamidopropyl betaine.
  • the amount of the second zwitterionic surfactant in the composition according to the invention is between 0.1 and 10% of the total weight of the composition.
  • the composition according to the invention preferably for caring for the hair and / or the skin, preferably comprises at least one silicone agent.
  • Silicone agents are often used in hair care compositions because they give flexibility and shine to the hair. These are particles that will settle around the hair to create a protective layer.
  • the silicone agents used for hair products are flexible ingredients, which adapt to different care products and the needs of the hair. They come in the form of chains, nets or rings. They can be both water soluble and hydrophobic.
  • silicone agents which can be used in accordance with the invention can be provided in the form of oils, waxes, resins or gums.
  • the silicone agent (s) which can be used in the context of the composition according to the invention, preferably for the care of the hair and / or the skin, can be chosen (s) from the group comprising polydialkylsiloxanes, in particular polydimethylsiloxanes (PDMS), and organo-modified polysiloxanes comprising at least one functional group chosen from amine groups, aryl groups and alkoxy groups.
  • PDMS polydimethylsiloxanes
  • Silicone agents are defined in more detail in Walter NOLL's work “Chemistry and Technology of Silicones” (1968), Academy Press.
  • the amount of silicone agent in the composition is between 0 and 10% of the total weight of the composition.
  • composition according to the invention preferably for the care of the hair and / or the skin, can also contain one or more active agents conventionally used in care products.
  • active denotes a compound exhibiting interesting properties (care, softening, detangling, etc.) and used conventionally by a person skilled in the art.
  • EDTA sequestering agents
  • antioxidants perfumes, dyestuffs
  • the amounts of these various active agents are those conventionally used in the field under consideration, and represent, for example, from 0 to 20% of the total weight of the composition. These active agents and their concentrations must be such that they do not modify the desired properties of the composition according to the invention.
  • the composition according to the invention preferably for caring for the hair and / or the skin, comprises water as preparation solvent.
  • the amount of water in the composition is between 50 and 95% of the total weight of the hair and / or skin care composition, preferably between 60 and 90% of the total weight of the hair and / or skin care composition, even more preferably between 70 and 85%.
  • the composition according to the invention preferably for caring for the hair and / or the skin, can comprise a mixture of water and one or more water-soluble solvents chosen from lower alcohols (mono-alcohols) comprising from 1 to 8 carbon atoms, such as ethanol, isopropanol, tert-butanol, n-butanol; and polyols such as glycerin, propylene glycol, butylene glycol, isoprene glycol, glycols such as PEG-8; sorbitol; polyol ethers; sugars such as glucose, fructose, maltose, lactose, sucrose, insofar as these compounds do not alter the desired properties of the composition according to the invention.
  • lower alcohols mono-alcohols
  • polyols such as glycerin, propylene glycol, butylene glycol, isoprene glycol, glycols such as PEG-8
  • sorbitol polyol
  • the amount of this solvent (s) in the composition of the invention can range, for example, from 0 to 30% by weight, preferably from 1 to 10% by weight relative to the total weight of the composition.
  • each component of the composition will be able to be adjusted by a person skilled in the art so as not to exceed 100% by weight during its preparation according to the invention.
  • composition according to the invention preferably for caring for the hair and / or the skin
  • the composition according to the invention preferably for caring for the hair and / or the skin, is in the form of thickened solutions or gels.
  • composition according to the invention is manufactured according to techniques known to those skilled in the art, who will also know how to use the amphoteric water-soluble polymer according to the invention and the other ingredients in order to obtain a conventional composition.
  • the hair and / or skin care composition according to the invention can be used in the form of shampoos, aftershave, sunscreens, hand lotions, liquid soaps, bar soaps, bath oil bars, shaving creams, conditioners, hair dyes, perms, relaxers, hair bleaches, stylers, styling gels or shower gel.
  • the hair and / or skin care composition according to the invention is used in a shampoo or a treatment for the hair.
  • the composition according to the invention makes it possible to obtain good deposition aid properties thanks to the presence of a polymer with high cationicity.
  • the improvement in the deposition aid allows a reduction in the amount of silicone agent used in the hair and / or skin care composition compared to cosmetic hair and / or skin care compositions. prior art.
  • the reduction in the amount of silicone agent also allows a lower environmental impact because these compounds are often harmful to the environment.
  • amphoteric water-soluble polymer according to the invention can also be used to improve the aid in the deposition of active in a detergent or household softener composition, these polymers having a better affinity with all types of negatively charged surfaces.
  • Figure 1 is a graph illustrating the evolution of coacervation as a function of the dilution rate of the polymer of compositions 21 to 30.
  • FIG. 2 is a graph illustrating the evolution of coacervation as a function of the degree of dilution of the polymer of compositions 32 to 40.
  • Polymer 1 245.2 g of water, 102.8 g of 50% Acrylamide, then 318.5 g of MAPTAC are introduced into a double-jacket reactor equipped with mechanical stirring with a pale half-moon. 50%. The mixture is stirred at 50 ° C and the pH adjusted to a value of 5.0 with citric acid, the mixture is then degassed for 30 minutes. 0.6 g of Sodium Persulfate and 0.01 g of Sodium Metabisulfite are introduced in order to initiate the reaction. When the temperature increases by 2 ° C, the degassing is cut off and the temperature is allowed to rise without additional heating (exothermic reaction). Once the temperature has stabilized, the solution is left to stir for 1 hour.
  • the mixture is then diluted with 309 g of water, then 2 g of sodium metabisulphite are introduced. After homogenization, the Sodium Benzoate is introduced and then once dissolved, the pH is adjusted between 4.0 - 4.5 with Citric Acid. An aqueous polymer solution is thus obtained.
  • polymers have also been obtained from different monomers (acrylamido propyltrimethyl ammonium chloride (APTAC), dimethylaminoethyl acrylate (ADAME) quaternized, dimethylaminoethyl methacrylate (MADAME) quaternized, N-dimethylamino-3 -propyl-1-methacrylamide (DMAPMA), 2-acrylamido-2-methylpropanesulfonic acid (ATBS) and / or its salts, acrylamide (AM) or acrylic acid (AA) and / or its salts) following the same protocol.
  • ATAC acrylamido propyltrimethyl ammonium chloride
  • ADAME dimethylaminoethyl acrylate
  • MADAME dimethylaminoethyl methacrylate
  • DMAPMA N-dimethylamino-3 -propyl-1-methacrylamide
  • ATBS 2-acrylamido-2-methylpropanesulfonic acid
  • AM acrylic
  • compositions of the polymers obtained are shown in Table 1.
  • compositions are prepared from 0.3% by weight of the polymers prepared above.
  • Polymer 1 is used for the preparation of composition 1, polymer 2 for composition 2 and so on.
  • Each polymer (0.3% by mass) is added to water with stirring at 300 rpm until complete homogenization. Still with stirring, are added one after the other the Sodium Lauryl Ether Sulfate (SLES), then the CocoAmidoPropyl Betaine (CAPB) and finally the sodium benzoate. After the sodium benzoate has completely dissolved, the pH of the composition is adjusted to 4.8 with citric acid. Once the pH is set at 4.8, NaCl is added to thicken the medium. This gives gels that can be analyzed.
  • SLES Sodium Lauryl Ether Sulfate
  • CAPB CocoAmidoPropyl Betaine
  • the transparency of the gels obtained is determined by measuring the transmittance of light on a Hach Lange DR 6000 spectrophotometer. These measurements were carried out at 410 nm in polystyrene cells of 1.5 ml.
  • the Applicant considers as a transparent composition, a composition having a measured transmittance greater than 80% T at 410 nm.
  • the polymers were tested in the compositions produced previously.
  • compositions 1 to 10 and T to 9 ' Only the compositions comprising the copolymer according to the invention (compositions 3 to 6 and 1 'to 4') are transparent with a transmittance greater than 80% T.
  • composition made with a copolymer comprising acrylic acid instead of ATBS is out of phase which does not make its measurement possible (composition 2).
  • compositions are opaque (compositions 1, 7 to 10 and 5 'to 9 ').
  • a tetrapolymer such as that described in EP 0 139 588 (polymer 9 ′) does not make it possible to obtain a transparent composition.
  • compositions 12 to 15 are transparent with a transmittance greater than
  • compositions 11 By replacing ATBS with acrylic acid, the composition is out of phase which does not make the measurement possible (compositions 11). When the proportions of cationic monomers are not satisfied (molar% of cationic monomer greater than 60 or molar ratio not between 0.4 and 1.5), the compositions are opaque (compositions 16 to 19).
  • the composition is hazy, not offering a satisfactory result.
  • silicone agent emulsion (Xiameter MEM 8177 from Dow Chemical) is added at the end of the process to compositions 1 to 20 and 1 'to 9' described above, in order to obtain the compositions 21 to 40 and 21 'to 29', respectively.
  • compositions 21 to 40 and 21 "to 29" The light transmittance of compositions 21 to 40 and 21 "to 29" was measured on a Hach Lange DR 6000 spectrophotometer at the wavelength of 410 nm in 1.5mL polystyrene cuvettes.
  • composition must be transparent at the start, indicating a transparent composition in the shampoo or other bottle;
  • the composition should become cloudy (formation of coacervate), thus indicating the deposition of active on the hair;
  • Table 6 summarizes the transmittance results of compositions 21 to 30 and 21 'to 29' during the coacervation tests. [Table 6]
  • compositions 21 and 22 made without ATBS or with acrylic acid instead of ATBS are not satisfactory. Composition 1 is unclear. As for composition 2, it is out of phase and does not allow comparison tests to be carried out.
  • compositions which do not comply with the cationic monomer / ATBS molar ratio according to the invention do not offer good performance, either through poor transparency at the start (compositions 27-30 and 25 'to 29'), or poor elimination. during the simulation of the rinsing (compositions 27 and 28).
  • compositions 23 to 26 and 21 ’to 24’ offer the expected results:
  • Table 7 summarizes the results of transmittance of compositions 31 to 40 during the coacervation tests.
  • Composition 31 made with acrylic acid instead of phase-shifted ATBS and does not allow comparison tests to be carried out.
  • compositions which do not comply with the cationic monomer / ATBS molar ratio according to the invention do not offer good performance, either through poor transparency at the start (compositions 36-39), or poor elimination during the simulation of the rinsing. (compositions 38 and 39).
  • compositions comprising the amphoteric water-soluble polymers according to the invention (compositions 32 to 35) offer the expected results
  • composition 40 offers average performance which is not satisfactory in terms of deposition aid and transparency.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
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  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
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  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Cosmetics (AREA)
EP20839074.0A 2019-12-27 2020-12-22 Transparente zusammensetzung zur verwendung in der haut- und/oder haarpflege Pending EP4081182A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1915668A FR3105736B1 (fr) 2019-12-27 2019-12-27 Composition transparente pour le soin du cheveu et/ou de la peau
PCT/EP2020/087695 WO2021130264A1 (fr) 2019-12-27 2020-12-22 Composition transparente pour le soin du cheveu et/ou de la peau

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US (1) US20220409517A1 (de)
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WO (1) WO2021130264A1 (de)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2553779B1 (fr) * 1983-10-19 1986-02-21 Hoechst France Tetrapolymeres ampholytes cationiques, leur application dans le traitement des fibres keratiniques et les compositions les renfermant
US5879670A (en) 1997-03-31 1999-03-09 Calgon Corporation Ampholyte polymers for use in personal care products
JP4655258B2 (ja) 1999-07-16 2011-03-23 カルゴン コーポレイション 水溶性ポリマー組成と使用方法
US20080199416A1 (en) 2005-07-22 2008-08-21 Basf Aktiengesellschaft Use of Anionically and Cationically Ampholytic Copolymers
DE102016223584A1 (de) * 2016-11-28 2018-05-30 Clariant International Ltd Copolymer enthaltende waschmittelzusammensetzungen

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MX2022007804A (es) 2022-07-19
FR3105736A1 (fr) 2021-07-02

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