EP1680450A2 - Neuer konzentrierter inverser latex, herstellungsverfahren dafür und verwendung davon in der industrie - Google Patents

Neuer konzentrierter inverser latex, herstellungsverfahren dafür und verwendung davon in der industrie

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Publication number
EP1680450A2
EP1680450A2 EP04805735A EP04805735A EP1680450A2 EP 1680450 A2 EP1680450 A2 EP 1680450A2 EP 04805735 A EP04805735 A EP 04805735A EP 04805735 A EP04805735 A EP 04805735A EP 1680450 A2 EP1680450 A2 EP 1680450A2
Authority
EP
European Patent Office
Prior art keywords
acid
composition
oxo
partially
propenyl
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.)
Withdrawn
Application number
EP04805735A
Other languages
English (en)
French (fr)
Inventor
Paul Mallo
Olivier Braun
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.)
Societe dExploitation de Produits pour les Industries Chimiques SEPPIC SA
Original Assignee
Societe dExploitation de Produits pour les Industries Chimiques SEPPIC 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 Societe dExploitation de Produits pour les Industries Chimiques SEPPIC SA filed Critical Societe dExploitation de Produits pour les Industries Chimiques SEPPIC SA
Priority to EP07117692A priority Critical patent/EP1903060A1/de
Priority to EP07117694A priority patent/EP1881029A3/de
Priority to EP07117693A priority patent/EP1889854A1/de
Publication of EP1680450A2 publication Critical patent/EP1680450A2/de
Withdrawn legal-status Critical Current

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    • 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
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/002—Aftershave preparations
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/32—Polymerisation in water-in-oil emulsions
    • 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
    • C08F20/00—Homopolymers and 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
    • 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
    • C08F220/04—Acids; Metal salts or ammonium salts thereof
    • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • 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
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    • C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/10—Homopolymers or copolymers of methacrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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    • C08L33/24—Homopolymers or copolymers of amides or imides
    • C08L33/26—Homopolymers or copolymers of acrylamide or methacrylamide
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00—Coating compositions based on 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; Coating compositions based on derivatives of such polymers
    • C09D133/24—Homopolymers or copolymers of amides or imides
    • C09D133/26—Homopolymers or copolymers of acrylamide or methacrylamide
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D139/00—Coating compositions based on 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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Coating compositions based on derivatives of such polymers
    • C09D139/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
    • C09D139/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • 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
    • A61K2800/10—General cosmetic use
    • 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
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0014—Skin, i.e. galenical aspects of topical compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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    • A61Q1/14—Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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    • A61Q19/004—Aftersun preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A—HUMAN NECESSITIES
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    • A61Q19/04—Preparations for care of the skin for chemically tanning the skin
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    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/06—Preparations for care of the skin for countering cellulitis
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    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere

Definitions

  • the present application relates to water-in-oil thickening inverse latexes, their method of preparation and their application as thickeners and / or emulsifiers in industrial products, skin and hair care products or for the manufacture of cosmetic, dermopharmaceutical or pharmaceutical preparations.
  • Inverse polymer latexes of 2-methyl-2 - [(1-oxo-2-propenyl) amino] 1-propanesulfonic acid also referred to as 2-acrylamido-2-methylpropanesulfonic acid, ATBS or AMPS
  • ATBS or AMPS 2-acrylamido-2-methylpropanesulfonic acid
  • the subject of the invention is a composition in the form of an inverse latex comprising: a) from 50% by weight to 80% of at least one linear, branched or crosslinked organic polymer (P), b) from 5% by weight to 10% of an emulsifier system (Si) of water-in-oil type
  • the polymer (P) present in the composition which is the subject of the invention may be a homopolymer or a polymer formed from several different types of monomers. It is mainly a copolymer, a terpolymer or a tetrapolymer.
  • the composition as defined above contains either a single polymer (P) or a mixture of polymers (P) different.
  • the polymer (P) is a homopolymer of a selected monomer or of those having a strong acid function partially or totally salified or of those having a weak acid function partially or fully salified or from among the canonical monomers, - a copolymer in which each of the monomers is chosen independently of one another or among those having a strong acid function partially or totally salified or among those having an acid function partially or totally salified or from among the neutral monomers or from the cationic monomers, a terpolymer in which each of the monomers is chosen independently from one another or from those having a strong acid function partially or totally salified or among those having a weak acid function partially or totally salified either from the neutral monomers or from the canonical monomers, - a tetrapolymer in which each of the monomers is chosen independently from one another or from those having a strong acid function partially or totally salified or from those having a weak acid function partially or totally salified or from neutral monomers or from
  • the emulsifier system (Si) of water-in-oil type (EH) consists of either a single surfactant or a mixture of surfactants provided that said mixture has a value of HLB sufficiently low to induce water-in-oil emulsions.
  • sorbitan esters such as sorbitan oleate, such as that marketed by the company SEPPIC under the name MONTANE TM 80
  • sorbitan isostearate such as sold by the company SEPPIC under the name MONTANE TM 70 or sorbitan sesquioleate, such as that sold by the company SEPPIC under the name MONTANE TM 83.
  • polyethoxylated sorbitan esters for example pentaethoxylated sorbitan monooleate, such as that marketed by the company SEPPIC under the name MONTA-NOX TM 81 or pentaethoxylated sorbitan isostearate such as that marketed under the name MONTANOX TM 71 by the company SEPPIC.
  • diethoxylated oleocetyl alcohol such as that marketed under the name SBVIULSOL TM OC 72 by the company SEPPIC
  • tetraethoxylated lauryl acrylate such as that sold under the name BLEM-MER TM ALE 200 or polyesters of molecular weight between 1000 and 3000
  • products of the condensation between a poly (iosbutenyl) succinic acid or its anhydride and a polyethylene glycol such as 1 ⁇ YPERMER TM 2296 marketed by UNI-CHEMA or finally block copolymers with a molecular weight between 2500 and 3500, as the YPERMER TM B246 marketed by the company UNICHEMA or SEVIA-LINE TM IE 200 marketed by the company SEPPIC.
  • polymer By connected polymer is meant for (P) a nonlinear polymer which has pendant chains so as to obtain, when this polymer is dissolved in water, a high state of entanglement leading to low gradient viscosities. very important.
  • crosslinked polymer is meant for (P), a nonlinear polymer in the state of three-dimensional network insoluble in water, but swellable with water and thus leading to the production of a chemical gel.
  • the composition according to the invention may comprise linear patterns, crosslinked patterns and / or branched patterns.
  • the polymer (P) When the polymer (P) is crosslinked, it is more particularly with a diethylenic or polyethylenic compound in the molar proportion, expressed relative to the monomers used, of 0.005% to 1%, and preferably of 0.01% to 0.2% and, more particularly, from 0.01% to 0.1%.
  • the crosslinking agent and / or the branching agent is chosen from ethylene glycol dimethacrylate, diethylene glycol diacrylate, sodium diallyloxyacetate, ethylene glycol diacrylate, diallyl urea, triallylumin, trimethylol propanetriacrylate or methylene-bis- (acrylamide).
  • the strong acid function of the monomers containing them is in particular the sulphonic acid function or the phosphonic acid function.
  • Said monomers are, for example, partially or completely salified styrenesulphonic acid or, preferably, 2-methyl-2 - [(1-oxo-2-propenyl) amino] -1-propanesulfonic acid (also known as 2-acrylamido-2-methyl acid). propanesulfonic) partially or totally salified.
  • the weak acid function of the monomers containing them is in particular the partially salified carboxylic acid function.
  • Said monomers may be for example acrylic acid, methacrylic acid, itaconic acid, maleic acid or 3-methyl-3 - [(1-oxo-2-propenyl) amino] butanoic acid partially or totally salified .
  • the neutral monomers are in particular chosen from acrylamide, methacrylamide, diacetoneacrylamide, dimethylacrylamide, N-isopropylacrylamide, N- [2-hydroxy-1,1-bis (hydroxymethyl) ethyl] propenamide [or else (hydroxymethyl) acrylamido methane or N-tris (hydroxymethyl) methyl acrylamide also called THAM], (2-hydroxyethyl acrylate), (2,3-dihydroxypropyl) acrylate, (2- (2-hydroxyethyl) acrylate, hydroxyethyl), (2,3-dihydroxypropyl) methacrylate, an ethoxylated derivative of molecular weight between 400 and 100, of each of these esters or vinyl pyrrolidone.
  • the cationic monomers are chosen in particular from quaternary ammonium derivatives.
  • Said monomers may be, for example, the salts of 2, N, N, N-tetramethyl 2 - [(1-oxo-2-propenyl) amino] propanammonium, 2, N, N-trimethyl 2 - [(1-oxo 2 propenyl) amino] propanammonium, N, N, N-trimethyl 2 - [(1-oxo-2-propenyl) oxy] ethanammonium, N, N, N-trimethyl 3 - [(1-oxo-2-propenyl) oxy] propanammonium, N, N, N-trimethyl 2 - [(1-oxo-2-propenyl) amino] propanammonium, diallyl dimethyl ammonium.
  • the polymer (P) is chosen from: - acrylic acid crosslinked copolymers partially salified in the sodium salt or ammonium salt and crosslinked copolymers of 2-methyl-2 - [(1-oxo-2-propenyl) amino] -propanesulphonic acid partially salified in the form of the sodium salt and of acrylamide; 2-methyl-2 - [(1-oxo-2-propenyl) amino] -propanesulphonic acid and partially salified acrylic acid in the form of sodium salt; - cross-linked 2-methyl-2 - [( 1-oxo-2-propenyl) amino] -propanesul
  • the composition as defined above comprises not less than 60% by weight and not more than 70% by weight of polymer (P).
  • the composition as defined above additionally comprises up to 5% of its weight of an emulsifier system (S 2 ) of oil-in-water (O / W) type.
  • an emulsifier system S 2
  • oil-in-water emulsifier emulsifying agents having an HLB value high enough to provide oil-in-water emulsions such as ethoxylated sorbitan esters such as polyethoxylated sorbitan oleate with 20 moles of water.
  • ethylene oxide marketed by the company SEPPIC under the name MONTANOX TM 1 80, sorbitan laurate polyethoxylated with 20 moles of ethylene oxide, sold by the company SEPPIC under the name MONTANOX TM 20, the castor oil polyethoxylated with 40 moles of ethylene oxide marketed under the name SIMULSOL TM OL50, decaethoxylated oleodecyl alcohol, sold by the company SEPPIC under the name SIMULSOL TM OC 710, lauric heptaethoxylated alcohol marketed under the name SIMULSOL TM P7, the nonylphenol decaethoxylated marketed under the name SYNPE-RONIC TM NP-10 or polyethoxylated sorbitan hexaoleates marketed by the company ATLAS s or the names G-1086 and G-1096.
  • the oil phase is constituted either by a commercial mineral oil containing saturated hydrocarbons such as paraffins, isoparaffins, cycloparaffins, having, at ambient temperature, a density between 0.7 and 0.9 and a boiling point greater than about 250 ° C, such as for example MARCOL TM 52 marketed by EXXON CHEMICAL, or a vegetable oil such as squalane of vegetable origin, or a synthetic oil such as hydrogenated polyisobutene or hydrogenated polydecene, or by a mixture of several of these oils.
  • MARCOL TM 52 is a commercial oil that meets the definition of vaseline oils from the French Codex.
  • composition according to the invention may also contain various additives such as complexing agents, transfer agents or chain-limiting agents.
  • the subject of the present invention is a process for preparing the composition as defined above, characterized in that: a) an aqueous phase (A) containing the monomers and any hydrophilic additives is emulsified in an organic phase (O) containing, the surfactant system (Si), a mixture consisting of the oil intended to be present in the final composition and a volatile oil and any hydrophobic additives, b) initiating the polymerization reaction by introducing into the emulsion formed in a), a free radical initiator and then allowing it to proceed, and c) the reaction medium resulting from step b) is concentrated by distillation until complete elimination of the said volatile oil.
  • aqueous phase (A) containing the monomers and any hydrophilic additives is emulsified in an organic phase (O) containing, the surfactant system (Si), a mixture consisting of the oil intended to be present in the final composition and a volatile oil and any hydrophobic additives
  • Si surfactant system
  • the volatile oils that are suitable for carrying out the process as defined above are, for example, light isoparaffins having from 8 to 11 carbon atoms, for example those sold under the names Isopar TM G, Isopar TM L or ISO- PAR TM H or ISOPAR TM J.
  • the polymerization reaction is initiated by a redox pair, such as the cumene-cum-sodium abisulfite hydroperoxide pair, at a temperature less than or equal to 10 ° C, then conducted in a quasi-adiabatic manner up to a temperature greater than or equal to 40 ° C, more particularly greater than or equal to 50 ° C, or by controlling the evolution of the temperature.
  • a topical composition according to the invention intended to be applied to the skin or mucous membranes of humans or animals, may consist of a topical emulsion comprising at least one aqueous phase and at least one oil phase.
  • This topical emulsion may be of the oil-in-water type. More particularly, this topical emulsion may consist of a fluid emulsion, such as a milk or a fluid gel.
  • the topical emulsion oil phase can consist of a mixture of one or more oils.
  • a topical composition according to the invention may be intended for cosmetic use or used to prepare a medicament for the treatment of skin and mucous membranes. In the latter case, the topical composition then comprises an active ingredient which may for example consist of an anti-inflammatory agent, a muscle relaxant, an antifungal agent or an antibacterial agent.
  • an active ingredient which may for example consist of an anti-inflammatory agent, a muscle relaxant, an antifungal agent or an antibacterial agent.
  • the topical composition may or may not comprise an active ingredient, for example a moisturizing agent, a tanning agent, a sunscreen, an anti-wrinkle, a slimming agent, an anti-free radical agent, an anti-acne agent or an antifungal agent.
  • a topical composition according to the invention usually comprises between 0.1% and 10% by weight of the thickening agent defined above.
  • the pH of the topical composition is preferably greater than or equal to 5.
  • the topical composition may further comprise compounds conventionally included in this type of composition, for example perfumes, preservatives, dyes, emollients or surfactants.
  • the invention relates to the use of the new thickening agent according to the invention, mentioned above, for thickening and emulsifying a topical composition comprising at least one aqueous phase.
  • composition according to the invention is an interesting substitute to those sold under the names SEPIGEL TM 305, SEPIGEL TM 501, SLMULGEL TM EG, SIMULGEL TM NS or SIMULGEL TM 600 by the applicant, since it also has good compatibility with other excipients.
  • SEPIGEL TM 305 SEPIGEL TM 501
  • SLMULGEL TM EG SEPIGEL TM NS
  • SIMULGEL TM 600 by the applicant, since it also has good compatibility with other excipients.
  • used for the preparation of formulations such as milks, lotions, creams, soaps, baths, balms, shampoos or conditioners. It can also be implemented with said SEPIGEL or SIMULGEL.
  • composition according to the invention is also compatible with the active principles such as, for example, self-tanning agents such as dihydroxyacetone (DHA) or anti-acne agents; it can therefore be introduced into self-tanning compositions such as those claimed in EP 0 715 845, EP 0 604249, EP 0576188 or in WO 93/07902.
  • self-tanning agents such as dihydroxyacetone (DHA) or anti-acne agents
  • compositions as defined above are intended for hair treatment, it more particularly comprises a reverse cationic polymer latex object of the present invention.
  • composition as defined above is intended for the treatment of the skin and / or mucous membranes, it more particularly comprises an inverse latex of anionic polymer which is the subject of the present invention.
  • the inverse latexes which are the subject of the present invention can be used as thickener for textile printing pastes. The following examples are intended to illustrate the present invention.
  • EXAMPLE 1 Reverse Latex of the APTAC / THAM AM terpolymer (monomeric molar ratio: 73/20/7) (cationic thickener - composition 1) a) In a first beaker, the following are successively introduced with stirring: 388.8 g of a 50% by weight commercial solution of acrylamide (AM), - 206.5 g of a 75% commercial solution of N, N, N-trimethyl-3- (1-oxo-2-propenyl) propanammonium chloride ( APTAC), 46 g of tris (hydroxymethyl) amino methyl acrylamide (THAM), 0.56 g of a 40% commercial solution of sodium diethylenetriamine pentaaoate, and deionized water to bring the total mass at 813.8 g.
  • AM acrylamide
  • APTAC N, N, N-trimethyl-3- (1-oxo-2-propenyl) propanammonium chloride
  • THAM tris (hydroxymethyl) amino methyl acrylamide
  • an organic phase is prepared by mixing: - 137.5 g of MARCOL TM 52 - 186.3 g of ISOPAR TM G - 25 g of MONTANE TM 70 (sorbitan isostearate) - 6.2 g HYPERMER TM 2296 - 6.0 g SIMAL ⁇ NE TM IE 200 - 6.2 g tetraethoxylated lauryl acrylate - 125 g azobis (isobutyronitrile) (AJBN) c) - The two phases are then mixed with stirring and subjected to violent mechanical stirring so as to create a fine emulsion.
  • EXAMPLE 2 Reverse Latex of the AM / ATBS Copolymer (Mole ratio: 70/30) Crosslinked with MBA (Anionic Thickener - Composition 2) a) - In a first reactor, the following are successively introduced with stirring: - 245 kg of a commercial solution 50% by weight of acrylamide (AM) - 308.1 kg of a commercial solution containing 55% of the sodium salt of 2-acrylamido-2-methylpropanesulphonic acid (ATBS). 0.066 kg of methylene bis (acrylamide) (MBA).
  • an organic phase is prepared by mixing: - 107.6 kg of Polyisobutene - 74.5 kg of ISOPAR TM G - 14.1 kg of MONTANE TM 70 - 2.5 kg of HYPERMER TM 2296 - 4, l kg of SIMAL ⁇ NE TM IE 200 c) -
  • the aqueous phase is then introduced into the organic phase with stirring and then the pre-emulsion thus obtained is subjected to violent mechanical stirring using a Silverson type turbine so as to create a fine emulsion under bubbling nitrogen.
  • EXAMPLE 3 Reverse Latex of the AM / AA Copolymer (Mole Ratio: 25/75) (Anionic Thickener - Composition 3) a) In a first beaker, the following are successively introduced with stirring: 106.5 g of a commercial solution of acrylamide (AM) at 50% (mass) - 162.0 g of glacial acrylic acid (AA) - 98.1 g of a solution of ammonia at 29.3% by weight - 277 g of methylene bis ( acrylamide) (MBA).
  • AM acrylamide
  • AA glacial acrylic acid
  • MCA methylene bis ( acrylamide)
  • an organic phase is prepared by mixing: - 121 g of MARCOL TM 52 - 99 g of ISOPAR TM G - 17 g of MONTANE TM 70 - 3 g of HYPERMER TM 2296 - 5 g of
  • the aqueous phase is then introduced into the organic phase with stirring and then the pre-emulsion thus obtained is subjected to violent mechanical stirring with the aid of a steam turbine.
  • Silverson type so as to create a fine emulsion under a nitrogen sparge.
  • Viscosity Measurements (Brookfield RVT Viscometer) A - The viscosities of an aqueous solution comprising 2% by weight of the obtained concentrated inverse latex and an aqueous solution containing 2% by weight of said inverse latex and 0.1% by weight are measured. sodium chloride.
  • a non-concentrated inverse latex is prepared by carrying out steps a) to d) of the process described in the present example with the same amounts of products.
  • step d 5% of Montanox TM 20 is added and an inverse latex (composition m) comprising 28% of polymer is obtained.
  • the viscosity of the following solutions is measured: Composition T at 2% in water: Solution Si Composition T at 2% + 0.1% by weight of NaCl: S 2 Composition 3 at 1% in water: Solution S 3 Composition 3 to 1% in water + 0.1% by weight of NaCl: Solution S
  • EXAMPLE 4 Reverse latex of the terpolymer AM / ATBPS / AA (65/30 molar ratio) (anionic thickener - composition 4) a) - In a first reactor, the following are successively introduced with stirring: - 227.5 kg of a commercial solution of acrylamide (AM) at 50% (by weight) - 308.1 kg of a commercial solution containing 55% of the sodium salt of 2-acrylamido-2-methylpropanesulphonic acid (ATBS). - 8.8 kg of acrylic acid (AA) - 0.066 kg of methylene bis (acrylamide) (MBA).
  • an organic phase is prepared by mixing: - 107.6 kg of Polyisobutene - 74.5 kg of ISOPAR TM G - 14.1 kg of MONTANE TM 70 - 2.5 kg of HYPERMER TM 2296 - 4.1 kg of SIMALINE TM IE 200 c) -
  • the aqueous phase is then introduced into the organic phase with stirring and then the pre-emulsion thus obtained is subjected to violent mechanical stirring with the aid of a turbine.
  • EXAMPLE 5 Inverse latex of the AM / ATBS / VP terpolymer (molar ratio: 65/25/10) (anionic thickener - composition 5) a) In a first beaker, the following are successively introduced with stirring: 245 g, 6 g 50% (mass) commercial acrylamide (AM) solution - 279 g of a 55% commercial solution of 2-acrylamido-2-methylpropanesulfonic acid (AMPS) sodium salt - 29.6 g vinyl pyrrolidone (PV) - 0.082 g methylene bis (acrylamide) (MBA).
  • AM mass copomer
  • AMPS 2-acrylamido-2-methylpropanesulfonic acid
  • PV vinyl pyrrolidone
  • MCA 0.082 g methylene bis (acrylamide)
  • an organic phase is prepared by mixing: - 110 g of Polyisobutene - 133 of ISOPAR TM G - 13.5 g of MONTANE TM 70 - 6, 5 g of MONTANOX TM 71 - 3.0 g of HYPERMER TM 2296 - 5.0 g of SIMALINE TM IE 200 c) -
  • the aqueous phase is then introduced into the organic phase with stirring and then the pre-emulsion thus obtained is subjected to violent mechanical stirring using a Silverson type turbine so as to create a fine emulsion under bubbling nitrogen.
  • EXAMPLE 6 Inverse Latex of the AM / APTAC Copolymer (Mole Ratio: 85/15) (Cationic Thickener - Composition) a) In a first beaker, successively introduced with stirring: - 452.6 g of a commercial solution of acrylamide (AM) at 50% (mass), - 154.9 g of a 75% commercial solution of N, N, N-Trimethyl-3- (1-oxo-2-propenyl) propanammonium chloride (APTAC), - 0.029 g of methylene bis (acrylamide), - 0.56 g of a 40% commercial solution of diethylenetriaminepentaacetate sodium. - The pH is adjusted to 5.0.
  • AM acrylamide
  • APITAC N-N-Trimethyl-3- (1-oxo-2-propenyl) propanammonium chloride
  • ATAC N, N, N-Trimethyl-3- (1-oxo-2-propenyl) propanammonium chlor
  • an organic phase is prepared by mixing: - 137.5 g of MARCOL TM 52 - 186.5 g of ISOPAR TM G - 25.1 g of MONTANE TM 70 (sorbitan isostearate) - 6.3 g of HYPERMER TM 2296 - 6.3 g of 4 mole ethoxylated lauryl acrylate (BLEMMER TM ALE 200) - 0.123 g of azobis (isobutyronitrile) c) - The aqueous phase is then introduced into the organic phase with stirring and then the pre-emulsion thus obtained is subjected to violent mechanical stirring using a Silverson type turbine so as to create a fine emulsion.
  • the assembly is also placed under a nitrogen sparge. d) - Then the polymerization is initiated using the oxidizing system; cumene hydroperoxide and ammonium persulfate and reducing agent; sodium metabisulfite. e) - Once the polymerization reaction is complete, the ISOPAR TM G and almost all of the water are removed by vacuum distillation. f) - We add 5% of MONTANOX 20 so as to make the latex self-invertible. The product obtained is not very viscous, it is easily reversed and its thickening power is important. Its water content measured by Karl-Fisher titrimetry is 3% by weight. Viscosity measurements (Brookfield RVT viscometer)
  • SIMULSOL TM 165 5.0% LANOL TM 1688: 12.0% LANOL TM 14M: 2.0% Cetyl alcohol: 0.3%
  • SCHERCEMOL TM OP 3%
  • Example 12 H / E Cream
  • SEPICIDE TM C 0.20% SEPICIDE TM HB: 0.30% Perfume: 0.10%
  • a SEP® ERL TM N 3.0% Sesame Oil: 5.0% PARSOL TM MCX: 5.0% Carrageenan ⁇ : 0.10%
  • Example 15 FORMULA massage Gel
  • Example 2 A Composed of Example 2: 3.5% Water: 20.0%
  • Example 3 A Composed of Example 3: 3.00% Water: 30%
  • PROCEDURE Prepare A; add B, then C, then D.
  • PROCEDURE Melt A at about 75 ° C. Emulsify B in A at 75 ° C then add C to 60 ° C, then D.
  • Example 22 Cream with AHA for sensitive skin
  • Example 27 Fluid foundation FORMULA SIMULSOL TM 165: 5.0% LANOL TM 84D: 8.0% LANOL TM 99: 5.0% Water: q.s. 100% Mineral pigments and fillers: 10.0% Compound of Example 3: 1.2% Preservative: 0.2% Perfume: 0.4%
  • SEPLPERL TM FORMULA N 3.5% LANOL TM 37T: 10.0% PARSOL TM NOX: 5.0% EUSOLEX TM 4360: 2.0% Water: qs 100% Compound of example 4: 1.8% Preservative: 0.2% Fragrance: 0.4%
  • Example 4 1.5% Perfume: q.s. Curator: q.s. DOW CORNING TM X2 8360: 5.0% DOW CORNING TM Q2 1401: 15.0% Water: q.s. 100%
  • MICROPEARL TM M310 1.0% Compound of Example 4: 5.0% Octyl isononanoate: 4.0%
  • a LANOL TM 2681 3.0% Compound of Example 4 2.5%
  • EXAMPLE 40 Glyl Gloss Compound of Example 5 1.5% Volatile Silicon 25% Monopropylene Glycol 25% Demineralized Water 10% Glycerin 100% qs EXAMPLE 41 Slimming gel Compound of Example 4: 1.5% Isononyl isononanoate 2% Caffeine: 5% Ethanol: 40% MICROPEARL TM LM: 2% Demineralized water: qs 100% Preservative perfume: qs
  • Example 43 Restructuring "rinse off” cream mask for stressed and weakened hair
  • Example 48 "leave-on” protector; Anti-stress treatment] for hair
  • SEPIC ⁇ DE TM HB 0.5%
  • SEPICTDE TM CI 0.3%
  • Vitamin A Palmitate 0.2% Vitamin E Acetate: 1%
  • SIMULSOL TM 1293 is hydrogenated and ethoxylated castor oil, with an ethoxylation index equal to 40, sold by the company SEPPIC.
  • CAPIGEL TM 98 is a liquid thickener based on acrylate copolymer marketed by the company SEPPIC.
  • KETROL TM T is xanthan gum marketed by the company KELCO.
  • LANOL TM 99 is isononyl isononanoate marketed by the company SEPPIC.
  • DC1501 is a mixture of cyclopentasiloxane and dimethiconol marketed by DOW CHEMICAL.
  • MONTANOV TM 82 is an emulsifier based on cetearyl alcohol and cocoylglucoside.
  • Montanov TM 68 cetearyl glucoside
  • MICROPEARL TM M 100 is an ultra-fine powder with a very soft touch and with a matting action marketed by MATSUMO.
  • SEPICIDE TM CL imidazolidine urea is a preservative marketed by the company SEPPIC.
  • PEMULEN TM TR is an acrylic polymer marketed by GOODRICH.
  • SIMULSOL TM 165 is self-emulsifiable glycerol stearate marketed by the company SEPPIC.
  • LANOL TM 1688 is an emollient non-fat ester marketed by the company SEPPIC.
  • LANOL TM 14M and LANOL ® S are consistency factors sold by Seppic.
  • SEPICIDE TM HB which is a mixture of phenoxyethanol, methylparaben, ethylparaben, propylparaben and butylparaben, is a preserving agent marketed by the company SEPPIC.
  • MONTEINE TM CA is a moisturizing agent marketed by the company SEPPIC.
  • SCHERCEMOL TM OP is a non-greasy emollient ester.
  • LANOL TM P is a stabilizing additive marketed by the company SEPPIC.
  • PARSOL TM MCX is octyl paramethoxycinnamate; marketed by the company
  • SEPIPERL TM N is a pearlescent agent, marketed by the company SEPPIC, based on a mixture of alkyl polyglucosides such as those described in WO 95/13863.
  • MICROPEARL TM SQL is a mixture of micro particles containing squalane which is released by the action of massage; it is marketed by MATSUMO.
  • LANOL TM 99 is isononyl isononanoate marketed by the company SEPPIC.
  • LANOL TM 37T is glycerol triheptanoate, marketed by the company SEPPIC.
  • SOLAGUM TM L is a carrageenan marketed by the company SEPPIC.
  • MARCOL TM 82 is a paraffin oil marketed by the company EXXON.
  • LANOL TM 84D is dioctyl malate marketed by the company SEPPIC.
  • PARSOL NOX TM is a sunscreen marketed by the company GIVAUDAN.
  • EUSOLEX TM 4360 is a solar filter marketed by MERCK.
  • DOW CORNING TM 245 Fluid is cyclomethicone sold by the company Dow Corning.
  • LEPACIDE TM PVB is a hydrolyzate of acylated wheat protein commercially available from SEPPIC.
  • MICROPEARL TM LM is a mixture of squalane, polymethylmethacrylate and menthol, marketed by the company SEPPIC.
  • SEPICONTROL TM A5 is a capryloyl glycine, sarcosine, cinnamon zylanicum extract sold by the company SEPPIC, such as those described in the international patent application PCT / FR98 / 01313 filed June 23, 1998.
  • LANOL TM 2681 is a caprylate, coconut caprate mixture marketed by the company SEPPIC.
  • MONTANOV TM 202 is an APG / fatty alcohol composition as described in WO 98/47610, sold by the company SEPPIC.

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EP04805735A 2003-10-22 2004-10-07 Neuer konzentrierter inverser latex, herstellungsverfahren dafür und verwendung davon in der industrie Withdrawn EP1680450A2 (de)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP07117692A EP1903060A1 (de) 2003-10-22 2004-10-07 Neue Inverse konzentrierte Latexe, deren Herstellungsverfahren und deren Verwendung in der Industrie
EP07117694A EP1881029A3 (de) 2003-10-22 2004-10-07 Neuer konzentrierter inverser latex, herstellungsverfahren dafür und verwendung davon in der industrie
EP07117693A EP1889854A1 (de) 2003-10-22 2004-10-07 Neuer konzentrierter Terpolymer-Inverslatex, Herstellungsverfahren und industrielle Einsatzbereiche

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0350717A FR2861397B1 (fr) 2003-10-22 2003-10-22 Nouveau latex inverse concentre, procede pour sa preparation et utilisation dans l'industrie
PCT/FR2004/050492 WO2005040230A2 (fr) 2003-10-22 2004-10-07 Nouveau latex inverse concentre, procede pour sa preparation, et utilisation dans l'industrie

Related Child Applications (3)

Application Number Title Priority Date Filing Date
EP07117692A Division EP1903060A1 (de) 2003-10-22 2004-10-07 Neue Inverse konzentrierte Latexe, deren Herstellungsverfahren und deren Verwendung in der Industrie
EP07117694A Division EP1881029A3 (de) 2003-10-22 2004-10-07 Neuer konzentrierter inverser latex, herstellungsverfahren dafür und verwendung davon in der industrie
EP07117693A Division EP1889854A1 (de) 2003-10-22 2004-10-07 Neuer konzentrierter Terpolymer-Inverslatex, Herstellungsverfahren und industrielle Einsatzbereiche

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EP1680450A2 true EP1680450A2 (de) 2006-07-19

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EP07117694A Withdrawn EP1881029A3 (de) 2003-10-22 2004-10-07 Neuer konzentrierter inverser latex, herstellungsverfahren dafür und verwendung davon in der industrie
EP07117693A Withdrawn EP1889854A1 (de) 2003-10-22 2004-10-07 Neuer konzentrierter Terpolymer-Inverslatex, Herstellungsverfahren und industrielle Einsatzbereiche
EP04805735A Withdrawn EP1680450A2 (de) 2003-10-22 2004-10-07 Neuer konzentrierter inverser latex, herstellungsverfahren dafür und verwendung davon in der industrie
EP07117692A Withdrawn EP1903060A1 (de) 2003-10-22 2004-10-07 Neue Inverse konzentrierte Latexe, deren Herstellungsverfahren und deren Verwendung in der Industrie

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EP07117694A Withdrawn EP1881029A3 (de) 2003-10-22 2004-10-07 Neuer konzentrierter inverser latex, herstellungsverfahren dafür und verwendung davon in der industrie
EP07117693A Withdrawn EP1889854A1 (de) 2003-10-22 2004-10-07 Neuer konzentrierter Terpolymer-Inverslatex, Herstellungsverfahren und industrielle Einsatzbereiche

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EP07117692A Withdrawn EP1903060A1 (de) 2003-10-22 2004-10-07 Neue Inverse konzentrierte Latexe, deren Herstellungsverfahren und deren Verwendung in der Industrie

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US (1) US20070219315A1 (de)
EP (4) EP1881029A3 (de)
JP (4) JP2007509217A (de)
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WO (1) WO2005040230A2 (de)

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FR2861397A1 (fr) 2005-04-29
EP1903060A1 (de) 2008-03-26
CN1871261B (zh) 2010-05-26
JP2011051990A (ja) 2011-03-17
CN1871261A (zh) 2006-11-29
EP1889854A1 (de) 2008-02-20
JP2011046718A (ja) 2011-03-10
EP1881029A2 (de) 2008-01-23
WO2005040230A3 (fr) 2005-08-18
JP2012052119A (ja) 2012-03-15
EP1881029A3 (de) 2008-02-13
WO2005040230A2 (fr) 2005-05-06
FR2861397B1 (fr) 2006-01-20
US20070219315A1 (en) 2007-09-20

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