EP2688550A2 - Composition cosmétique de copolymère polyuréthane-urée - Google Patents

Composition cosmétique de copolymère polyuréthane-urée

Info

Publication number
EP2688550A2
EP2688550A2 EP12711606.9A EP12711606A EP2688550A2 EP 2688550 A2 EP2688550 A2 EP 2688550A2 EP 12711606 A EP12711606 A EP 12711606A EP 2688550 A2 EP2688550 A2 EP 2688550A2
Authority
EP
European Patent Office
Prior art keywords
mol
weight
composition according
acid
acrylate
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Withdrawn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
EP12711606.9A
Other languages
German (de)
English (en)
Inventor
Sophie Viala
Sebastian Dörr
Martin Huettner
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.)
Bayer Intellectual Property GmbH
Original Assignee
Bayer Intellectual Property GmbH
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 Bayer Intellectual Property GmbH filed Critical Bayer Intellectual Property GmbH
Priority to EP12711606.9A priority Critical patent/EP2688550A2/fr
Publication of EP2688550A2 publication Critical patent/EP2688550A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/87—Polyurethanes
    • 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
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; 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
    • A61K8/8141—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
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring

Definitions

  • hair fixatives are usually in the form of mousses or hair sprays, and they hardly differ in their composition.
  • Mousse mousses are applied to damp hair as a tool to model the hairstyle.
  • hairsprays are applied to dry finished styled hair to fix the hairstyle.
  • a cosmetic composition comprising a solvent, a polyurethaneurea and a copolymer, wherein the polyurethaneurea by reaction a) a single polyisocyanate component containing at least 75 mol% of isophorone diisocyanate (IPDI), b) at least one polymeric poiyoikomponente, at least one hydrophilicizing component and d) a single diamine component containing at least 75 mol% of isophoronediamine (IPDA ), and the copolymer is obtainable by reacting at least one acrylate group-containing monomer with at least one further monomer.
  • IPDI isophorone diisocyanate
  • IPDA isophoronediamine
  • polyisocyanates or polyisocyanate mixtures of the abovementioned type having exclusively aliphatically and / or cycloaliphatically bonded isocyanate groups and an average NCO functionality of the mixture of from 2 to 4, preferably from 2 to 2.6 and particularly preferably from 2 to 2 ; 4.
  • the polymeric polyoxy component b) has a number-average molecular weight of> 400 and ⁇ 8000 g / moi, particularly preferably from 600 to 3000 g / moi and / or an average OH functionality of 1.5 to 6 ,. preferably from 1.8 to 3 and more preferably from 1.9 to 2.1.
  • suitable dioxides are ethylene glycol, butylene glycol, diethylene glycol, triethyl glycol, polyalkylene glycols such as polyethylenglycol, furthermore 1,2-propanediol, 1,3-propanediol, butanediol (1,3), butanediol (1,4), hexanediol (I, 6) and isomers, neopentyl glycol or hydroxypivalenic acid neopentyl glycol esters, with hexanediol (1,6) and isomers, neopentyl glycol and neopentoxyclylperoxypivalate being preferred.
  • polyols such as trimethylolpropane, glycerol, erythritol, pentaerythritol, trimethylolbenzene or trishydroxyeihyiisocyanurai.
  • monocarboxylic acids such as benzoic acid and hexanecarboxylic acid may additionally be used.
  • Preferred acids are aliphatic or aromatic acids of the abovementioned type. Particular preference is given to adipic acid, isophthalic acid and, if appropriate, trimellitic acid, very particular preference to adipic acid.
  • Hydroxycarboxylic acids which may be used as reactants in the preparation of a hydroxyl-terminated polyester polyol include hydroxycaproic acid, hydroxybutyric acid, hydroxydecanoic acid, hydroxystearic acid and the like. Suitable lactones are caprolactone, butyricactone and homologs. Caproiactone is preferred. It is likewise advantageous if the polymeric polyol component b) comprises or consists of a polyester, preferably a polyester based on adipic acid.
  • hydroxyl-containing polycarbonates preferably polycarbonatediol, with average molecular weights of from 400 to 8000 g / mol, preferably from 600 to 3000 g / mol.
  • Kohien Anlagenivaten such as diphenyl carbonate, Dimethyicarbonat or phosgene
  • polyols preferably diols.
  • Suitable dioxides are ethylene glycol, 1,2- and 1,3-propanediol, 1,3- and 1,4-butanediol, 1,6-hexanediol, 1,8-octanediol, neopentyl glycol, 1,4-bis-hydroxymethylcyclohexane, 2- Methyi-l, 3-propanediol, 2,2,4-trimethylpentanediol-1,3, dipropylene glycol, polypropylene glycols, Dibutyiengiy- kol, polybutylene glycols, bisphenol A and lactone-modified Dioie of the aforementioned kind.
  • the hydroxyl-containing polycarbonates are preferably constructed linearly.
  • Suitable anionic or potentially anionic hydrophilizing compounds of component c) are compounds which have at least one isocyanate-reactive group such as a hydroxyl group or amino group and at least one functionality such as (00 M ' , -SO3 M + , -PO (O-M + ) 2 with M "is for example the same as Metaiikation, II.
  • Suitable nonionically hydrophilicizing compounds of component c) are e.g. Polyoxyalky- lenether containing at least one hydroxy or amino group, preferably at least one hydroxy group.
  • the amino-functional chain extender component d) can comprise> 85 mol%, preferably> 95 mol% and particularly preferably 100 mol% I DA.
  • the chain extension / termination is preferably carried out in water before dispersion, the isocyanate groups reacting with the chain extender to form urea groups.
  • Suitable acrylate-containing monomers are, in particular, methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, n-butyl acrylate, sec-butyl acrylate, tert-butyl acrylate, pentyl acrylate, hexyl acrylate, heptyl acrylate, octyl acrylate, 2-octyl acrylate, ethylhexyl acrylate, nonyl acrylate, 2-methyl-octyl acrylate, 2- tert-butyiheptyl acrylate, 3-iso-propyliheptyi-acrylate, decyl acrylate, undecyl acrylate, 5-methyl lundecyl lacyl, dodecyl acrylate, 2-methyldodecyl acrylate, tridecyl acrylate, 5-methyltridecyl acrylate
  • ethyl acrylate Preferred are ethyl acrylate, n-butyl acrylate, ethylhexyl acrylate, cyclohexyl acrylate and particularly preferred are ethyl acrylate, n-butyl acrylate or ethylhexyl acrylate.
  • the further monomer is selected from the group of nonionic, anionic, amphoteric and / or cationic monomers and mixtures thereof.
  • Particularly suitable further monomers which may be present alone or in mixtures, preferably also with anionic and / or amphoteric and / or zwitterionic monomers, are:
  • Crotonic acid derivative or its salts include, for example, vinyl acetate / crotonic acid, Vinyiacetat / Acryiat- and / or vinyl acetate / vinyl neodecanoate / crotonic copolymers eg Resyn ® 28-1310 or 28-2930 Resyn ® company AkzoNobel or Luvi- set ® CAN from BASF, sodium / vinyl alcohol copolymers; - Unsaturated C4-C8 carboxylic acid derivatives or carboxylic anhydride copolymers selected from Copoiymeri squestioneden from Maieinklare or maleic anhydride or fumaric acid or fumaric or itaconic or itaconic anhydride and at least one acrylic acid esters.
  • vinyl acetate / crotonic acid Vinyiacetat / Acryiat- and / or vinyl acetate / vinyl neodecanoate / crotonic copoly
  • Basic monomers derived from a substituted vinyl compound having at least one basic atom such as, in particular, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkylmethacrylamide and acrylamide.
  • Preferred basic comonomers are aminoethyl methacrylate, butylaminoethyl methacrylate, N, N-
  • the solvent contains or consists of ethanol and water.
  • compositions which is> 10% by weight and ⁇ 98% by weight, preferably> 20% by weight and ⁇ 98% by weight, more preferably> 30% by weight and ⁇ 98% by weight. % and more preferably> 40 wt .-% and ⁇ 98 wt .-% of the solvent.
  • it is provided that it contains> 0.1% by weight and ⁇ 30% by weight, preferably> 0.1% by weight and ⁇ 20% by weight, more preferably> 0, 5 wt .-% and ⁇ 15 wt .-% and particularly preferably> 0.5 wt .-% and ⁇ 10 wt .-% of the polyurethane urea comprises.
  • the composition is> 0.1% by weight and ⁇ 15.0% by weight, preferably> 0.2% by weight and ⁇ 10.0% by weight, more preferably> 0.5 Wt .-% and ⁇ 8.0 wt .-% and particularly preferably> 1.0 wt .-% and ⁇ 6.0 wt .-% of the copolymer.
  • the other film binder (s) are selected from the group of nonionic, anionic, amphoteric and / or cationic polymers and mixtures.
  • composition of the invention may further contain thickener.
  • Advantageous thickeners are: Crosslinked acrylic acid or methacryic acid homo- or Copoiymere. These include crosslinked homopolymers of methacrylic acid or acrylic acid, copolymers of acrylic acid and / or methacrylic acid and monomers derived from other acrylic or vinyl monomers, such as C 10-30 alkyl acrylates, C 10-3 O-alkyl methacrylates and vinyl acetate.
  • - Thickening polymers of natural origin for example, based on cellulose, guar gum,
  • Xanthan scleroglucan, gellan gum, rhamsan and karaya gum, alginates, maltodextrin, starch and its derivatives, locust bean gum, hyaluronic acid.
  • xanthan gum such as the products supplied under the names Keltrol ® and Kelza ® by CP Kelco or the products from RHODIA Rhodopol and guar gum, which are sold under the name Jaguar ® HP 105th
  • thickeners are crosslinked homopolymers of methacrylic acid or acrylic acid, which, by the company Lubrizoi under the names Carbopol ® 940, Carbopol ® 941, Carbopol ® 980, carbonyl poi ® 981, Carbopol ® ETD 2001 Carbopol ® EDT 2050, Carbopol ® 2984 Carbopol ® 5984, and Carbopol ® Uitrez 10 from 3V under the designations Synthaien ® K, L and Synthalen ® Synthaien ® MS and PROTEX under the names Modarez ® V 1250 PX, Modarez ® V2000 PX, Viscaron ® AI 600 PE and Viscaron ® A700 PE are commercially available.
  • Such copolymers are available, for example, from Ciariant under the names Aristoflex * AVC (INCI: ammonium acryloyldimethyltaurate / VP copolymer). If thickeners are used, they are generally included in the composition at a level of from 0% to 2%, preferably from 0% to 1%, by weight.
  • composition of the invention may further contain a propellant gas.
  • composition according to the invention may further contain hair-care agents.
  • Preferred care agents may be cyclic polydimethylsiloxanes (cyclomethicones) or silicone surfactants (polyether-modified siloxanes) of the Dimethicone Copolyoi or Simethicone type. Cyclomethicone offered, among others, under the trade names A ® K4 by Goldschmidt or eg DC 244, DC 245 and DC 345 by Dow Corning. Dimethicone copolyols are z. B. under the trade name DC 193 from Dow Corning and Belsil ® DM 6031 from Wacker offered.
  • conventional additives may be included in the composition, for example, to impart certain modifying properties thereto.
  • These may be, for example, silicones or silicone derivatives, wetting agents, humectants, plasticizers such as glycerol, glycol and phthalic esters and ethers, fragrances and perfumes, UV absorbers, dyes, pigments, and other colorants, anticorrosives, neutralizing agents, antioxidants, Anti-coagulants, combiners and conditioners, antistatic agents, brighteners, preservatives, proteins and derivatives thereof, amino acids, vitamins, emulsifiers, surfactants, viscosity modifiers, thickeners and rheology modifiers.
  • composition according to the invention is in the form of a spray which additionally contains one or more of the following constituents: cosmetically suitable solvents, such as aliphatic alcohols having 2-4 carbon atoms, preferably ethanol, polyoxy, acetone, unbranched or branched hydrocarbons, cyclic hydrocarbons and mixtures thereof, and propellants such as hydrocarbons, compressed air, carbon dioxide, nitrogen, nitrogen dioxide, Dimethyiether, fluorocarbons and chlorofluorocarbons, preferably Dimethyiether and / or a propane / butane mixture.
  • cosmetically suitable solvents such as aliphatic alcohols having 2-4 carbon atoms, preferably ethanol, polyoxy, acetone, unbranched or branched hydrocarbons, cyclic hydrocarbons and mixtures thereof
  • propellants such as hydrocarbons, compressed air, carbon dioxide, nitrogen, nitrogen dioxide, Dimethyiether, fluorocarbons and chlorofluorocarbons, preferably Dimethyiether and
  • Another object of the present invention is the use of a composition of the invention in cosmetics, preferably in the field of hair cosmetics, particularly preferably in the field of Haarstyiings.
  • Yet another object of the present invention is a method for shaping hairstyles in which a cosmetic composition according to the invention is applied to hair.
  • the solid or solid body parts were determined in accordance with DIN EN ISO 3251 by heating a balanced sample to 105 ° C. to constant weight. At constant weight, the solids content was calculated by reweighing the sample.
  • NCO values were determined volumetrically in accordance with DIN-EN ISO 1 1909, unless expressly stated otherwise.
  • the indicated viscosities were determined by means of rotational viscometry according to DIN 53019 at 23 ° C. with a rotational viscometer from Anton Paar Germany GmbH, Ostfildern, DE.
  • Diaminosulfonate NHi-CHiCHi-NH-CHzCHi-SOaNa (45% in water)
  • Viscosity 1500 in pas pH: 7.3
  • FIG. 2 shows that the ratio E10 / E1 increases with increasing proportion of the polyurethaneurea in the composition.
  • the combination of the polyurethaneurea with the acrylate copolymer thus results in a more flexible polymer film on the hair.
  • the flexibility is similar to that of a composition containing only the polyurethane urea.
  • compositions according to the invention can be used. It is stated in each case how many parts by weight of the individual components are present in a formulation.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne une composition cosmétique de copolymère polyuréthane-urée comprenant un solvant, du polyuréthane-urée et un copolymère, le polyuréthane-urée étant obtenu par réaction d'un seul constituant polyisocyanate contenant au moins 75 % en mole de IPDI, d'au moins un constituant polymère-polyol, d'au moins un constituant hydrophilisant et d'un seul constituant diamine contenant au moins 75 % en mole de IPDA, et le copolymère étant obtenu par réaction d'au moins un monomère présentant des groupes acrylate avec au moins un autre monomère. D'autres objets de l'invention sont l'utilisation de cette composition cosmétique en cosmétique et un procédé pour la réalisation de coiffures à l'aide de cette composition cosmétique.
EP12711606.9A 2011-03-25 2012-03-21 Composition cosmétique de copolymère polyuréthane-urée Withdrawn EP2688550A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP12711606.9A EP2688550A2 (fr) 2011-03-25 2012-03-21 Composition cosmétique de copolymère polyuréthane-urée

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP11159698 2011-03-25
EP12711606.9A EP2688550A2 (fr) 2011-03-25 2012-03-21 Composition cosmétique de copolymère polyuréthane-urée
PCT/EP2012/054974 WO2012130682A2 (fr) 2011-03-25 2012-03-21 Composition cosmétique de copolymère polyuréthane-urée

Publications (1)

Publication Number Publication Date
EP2688550A2 true EP2688550A2 (fr) 2014-01-29

Family

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Family Applications (1)

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EP12711606.9A Withdrawn EP2688550A2 (fr) 2011-03-25 2012-03-21 Composition cosmétique de copolymère polyuréthane-urée

Country Status (4)

Country Link
US (1) US20140105846A1 (fr)
EP (1) EP2688550A2 (fr)
JP (1) JP2014508791A (fr)
WO (1) WO2012130682A2 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2712609A1 (fr) * 2012-09-26 2014-04-02 Bayer MaterialScience AG Mélange d'urée de polyuréthane pour la cosmétique cutanée et capillaire
WO2015075280A1 (fr) 2014-08-05 2015-05-28 Bayer Materialscience Ag Solutions de polyuréthane-urée pour compositions de produits coiffants
WO2015081904A2 (fr) * 2015-01-19 2015-06-11 Bayer Materialscience Ag Solutions de polyuréthanne-urée pour compositions contenant des substances actives ou des parfums
JP6960937B2 (ja) 2016-03-08 2021-11-05 リビング プルーフ インコーポレイテッド 長期持続性化粧品組成物
JP7244495B2 (ja) 2017-09-13 2023-03-22 リビング プルーフ インコーポレイテッド 長期持続性の化粧品組成物
AU2018332820B2 (en) 2017-09-13 2024-04-18 Living Proof, Inc. Color protectant compositions
WO2019099966A1 (fr) 2017-11-20 2019-05-23 Living Proof, Inc. Propriétés permettant d'obtenir des performances cosmétiques de longue durée
US12048760B2 (en) 2018-04-27 2024-07-30 Living Proof, Inc. Long lasting cosmetic compositions
EP4114347A1 (fr) * 2020-03-02 2023-01-11 Covestro Deutschland AG Composition de produit cosmétique pour formation d'un film à élasticité et extensibilité élevées

Family Cites Families (5)

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Publication number Priority date Publication date Assignee Title
DE2446440C3 (de) 1974-09-28 1981-04-30 Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung von wäßrigen Dispersionen von Sulfonatgruppen aufweisenden Polyurethanen
DE10133789A1 (de) * 2001-07-16 2003-02-06 Basf Ag Wässrige Dispersionen für hydrolysefeste Beschichtungen
US20110027211A1 (en) * 2008-03-26 2011-02-03 Bayer Materialscience Ag Hair styling composition
EP2105127A1 (fr) 2008-03-26 2009-09-30 Bayer MaterialScience AG Composition de fixation des cheveux
EP2221043A1 (fr) * 2009-02-21 2010-08-25 Bayer MaterialScience AG Compositions de fixation des cheveux

Non-Patent Citations (1)

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Title
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Also Published As

Publication number Publication date
WO2012130682A3 (fr) 2013-09-06
WO2012130682A2 (fr) 2012-10-04
JP2014508791A (ja) 2014-04-10
US20140105846A1 (en) 2014-04-17

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