EP1115368A1 - Anwendung von polymeren enthaltend hydroxystyrol-einheiten, in haarpflegemittel - Google Patents

Anwendung von polymeren enthaltend hydroxystyrol-einheiten, in haarpflegemittel

Info

Publication number
EP1115368A1
EP1115368A1 EP99943042A EP99943042A EP1115368A1 EP 1115368 A1 EP1115368 A1 EP 1115368A1 EP 99943042 A EP99943042 A EP 99943042A EP 99943042 A EP99943042 A EP 99943042A EP 1115368 A1 EP1115368 A1 EP 1115368A1
Authority
EP
European Patent Office
Prior art keywords
use according
monomer
hydroxystyrene
polymer
group
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Withdrawn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
EP99943042A
Other languages
English (en)
French (fr)
Inventor
Christine Dupuis
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.)
LOreal SA
Original Assignee
LOreal 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 LOreal SA filed Critical LOreal SA
Publication of EP1115368A1 publication Critical patent/EP1115368A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • A61K8/8117Homopolymers or copolymers of aromatic olefines, e.g. polystyrene; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring

Definitions

  • the subject of the invention is the use of linear or branched polymers capable of being obtained by a process comprising a homo- or (co) -polymerization of at least one hydroxystyrene monomer, one of its precursors or the one of its salts in hair compositions, as a film-forming agent with a view to maintaining and / or shaping the hairstyle.
  • the most common hair products for fixing the hair on the cosmetics market are aerosol or pump spray compositions such as hairsprays, sprays or mousses, essentially consisting of a solution, most often alcoholic or hydroalcoholic and a film-forming polymer soluble in water or in alcohol, mixed with various cosmetic adjuvants.
  • compositions for maintaining and / or shaping the hair of the prior art which contain in their formulation styling polymers, can alter the cosmetic properties of the hair. These can, after application of such compositions, become rough, lose their natural softness or their pleasant appearance.
  • Polymers are therefore sought for hair compositions, in particular for maintaining and / or fixing the hairstyle, which provide the hair, in addition to satisfactory fixing, with good cosmetics, in particular good disentangling, softness and a feel. pleasant.
  • linear or branched polymers capable of being obtained by a process comprising a homo- or (co) -polymerization of at least one hydroxystyrene monomer, one of its precursors or one of its salts.
  • the subject of the invention is the use, in a hair cosmetic composition, of linear or branched polymers capable of being obtained by a process comprising a homo- or (co) -polymerization of at least one hydroxystyrene monomer, the one of its precursors or one of its salts, the phenyl group of the monomer comprising at least one hydroxyl moiety and being optionally substituted by one or more radicals selected from the group comprising alkyl radicals to C l2, alkoxyalkyl d to C 12 , halogens, SO 3 H, acyls (C 2 to C 12 ) amino, carboxy, carboxyalkyls C 1 to C 12 , as film-forming agents, for the purpose of maintaining and / or fixing the hairstyle.
  • Another object of the invention is a method for maintaining and / or fixing the hairstyle which includes this use.
  • linear or branched polymers particularly targeted by the present invention are those distributed by Clariant under the name PHS-E, PHS-PG, PHS-N or even PHS-PG-L.
  • the term "precursor of a hydroxystyrene monomer” means any phenolic derivative capable of leading to hydroxystyrene by the way of a degradation reaction in an acid medium, in particular by dehydration in an acid medium.
  • the precursor can be acetoxystyrene or 4-hydroxyphenylmethyl carbinol and the degradation reaction can, in this case, be diagrammed as follows:
  • PHS-E is a homopolymer corresponding to the formula:
  • PHS-E is obtained from acetoxystyrene by means of radical polymerization followed by hydrolysis. Its molecular mass is between 8,000 and 100,000 g / mol. PHS-E is a linear polymer.
  • PHS-PG is a polymer corresponding to the formula:
  • PHS-PG is obtained by polymerization catalyzed in an acid medium, from 4-hydroxyphé ⁇ ylméthyl carbinol. Its molecular mass is between 4000 and 7000 g / mol.
  • PHS-N is a polymer corresponding to the formula:
  • PHS-N is a polymer obtained by catalyzed polymerization in an acid medium of 4-hydroxyphenylmetylcarbinol. Its molecular mass is between 4,000 and 7,000 g / mol.
  • PHS-PG-L is a polymer having the same crude formula as PHS-E. However, the process for obtaining it is different since the polymerization is carried out from hydroxystyrene monomers.
  • the polymer is capable of being obtained by the copolymerization of:
  • the vinyl, acrylic or methacrylic monomers may contain one or more siloxane groups. In this case, they are chosen, in particular, from the group comprising:
  • - Ri represents H or CH 3 ,
  • - R 2 represents (CH 2 ) P , p being an integer which may be zero, - R 3 and R 4 represent, independently, CH 3 or an aliphatic, cycloaliphatic or aromatic group at d to C 12 ; the vinyl, allyl, ether ester or amide monomer of acrylic or methacrylic acid comprising one or more halogen groups, in particular chlorinated and / or fluorinated groups and / or comprising an absorbing group in UVA and / or UVB, in in particular the benzylidene camphor and benzotriazole groups, which may or may not be substituted.
  • the polymer is obtained by a homopolymerization reaction. This can advantageously be carried out from acetoxystyrene to obtain the poly-p-acetoxystyrene and be followed by hydrolysis. It can also be carried out in an acid medium from 4-hydroxyphenylmethyl carbinol.
  • the polymer is advantageously a homopolymer belonging to the family of poly-p-hydroxystyrene, and preferably poly-4-hydroxystyrene is chosen.
  • the polymer used according to the invention is advantageously chosen from those which have a molecular mass of between 5,000 and 300,000 g / mol, and preferably between 8,000 and 100,000 g / mol.
  • the polymer (s) are preferably present at concentrations of between 0.1 and 20% by weight, and more preferably, between 0.5 and 10% by weight relative to the total weight of the composition.
  • the polymers are used in a cosmetically acceptable medium which is preferably constituted by water or one or more cosmetically acceptable solvents such as monoalcohols, polyalcohols, glycol ethers or fatty acid esters, or water mixtures - solvent (s).
  • These solvents are preferably C ⁇ -C 4 alcohols.
  • these alcohols there may be mentioned ethanol, isopropanol, polyalcohols such as diethylene glycol, glycol ethers, such as monoalkyl ethers of glycol, of diethylene glycol, of propylene glycol or of dipropylene glycol. Ethanol is particularly preferred.
  • the polymers with at least one additive chosen from thickeners, fatty acid esters, fatty acid and glycerol esters, volatile or non-volatile silicones, modified or not, soluble or insoluble in the composition , surfactants, perfumes, preservatives, sunscreens, proteins, vitamins, polymers, vegetable, animal, mineral or synthetic oils and any other additive conventionally used in cosmetic compositions intended to be applied to the hair.
  • at least one additive chosen from thickeners, fatty acid esters, fatty acid and glycerol esters, volatile or non-volatile silicones, modified or not, soluble or insoluble in the composition , surfactants, perfumes, preservatives, sunscreens, proteins, vitamins, polymers, vegetable, animal, mineral or synthetic oils and any other additive conventionally used in cosmetic compositions intended to be applied to the hair.
  • additives are generally present in the composition according to the invention in proportions which may advantageously range from 0.001 to 20% by weight relative to the total weight of the composition.
  • the precise amount of each additive depends on its nature and is easily determined by those skilled in the art.
  • compositions can be packaged in various forms, in particular in pump dispensers or in aerosol containers, in order to ensure application of the composition in vaporized form or in the form of foam.
  • forms of packaging are indicated, for example, when it is desired to obtain a spray, a lacquer or a foam for fixing or treating hair.
  • the compositions in accordance with the invention can also be in the form of creams, gels, emulsions or waxes.
  • the composition formed with the polymer used according to the invention when packaged in the form of an aerosol, with a view to obtaining a lacquer or a foam, it comprises at least one propellant which can be chosen from volatile hydrocarbons such as n -butane, propane, isobutane, pentane, a chlorinated and / or fluorinated hydrocarbon and their mixtures.
  • volatile hydrocarbons such as n -butane, propane, isobutane, pentane, a chlorinated and / or fluorinated hydrocarbon and their mixtures.
  • Carbon dioxide, nitrous oxide, dimethyl ether (DME), nitrogen, compressed air can also be used as a propellant. You can also use a mixture of propellants.
  • dimethyl ether is used.
  • the propellant is present at a concentration between 5 and 90% by weight relative to the total weight of the composition in the aerosol device and, more particularly, at a concentration between 10 and 60%.
  • composition A comprises a conventional film-forming polymer
  • composition B comprises poly-4-hydroxystyrene.
  • Table 1 The formulations are summarized in Table 1 below. Table 1
  • a sensory test is carried out by implementing the protocol below.
  • the combination according to the invention has a significant advantage in disentangling, gently and in touch. It is noted that the composition according to the invention provides a marked improvement with regard to the ease of disentangling.
EP99943042A 1998-09-25 1999-09-24 Anwendung von polymeren enthaltend hydroxystyrol-einheiten, in haarpflegemittel Withdrawn EP1115368A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9812040A FR2783710B1 (fr) 1998-09-25 1998-09-25 Utilisation de polymeres susceptibles d'etre obtenus a partir d'hydroxystyrene dans des compositions capillaires
FR9812040 1998-09-25
PCT/FR1999/002276 WO2000018360A1 (fr) 1998-09-25 1999-09-24 Utilisation de polymeres susceptibles d'etre obtenus a partir d'hydroxystyrene dans des compositions capillaires

Publications (1)

Publication Number Publication Date
EP1115368A1 true EP1115368A1 (de) 2001-07-18

Family

ID=9530873

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99943042A Withdrawn EP1115368A1 (de) 1998-09-25 1999-09-24 Anwendung von polymeren enthaltend hydroxystyrol-einheiten, in haarpflegemittel

Country Status (5)

Country Link
EP (1) EP1115368A1 (de)
JP (1) JP2002525304A (de)
AU (1) AU5632999A (de)
FR (1) FR2783710B1 (de)
WO (1) WO2000018360A1 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2650638A1 (de) 2012-04-12 2013-10-16 Tesa Sa Tragbares Instrument zum Messen von Abmessungen

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1756191B1 (de) * 2004-05-05 2012-09-19 DuPont Electronic Polymers L.P. Derivatisierte polyhydroxystyrole mit einer struktur vom novolak-typ und herstellungsverfahren dafür

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0229644B2 (ja) * 1980-02-27 1990-07-02 Maruzen Oil Co Ltd Bokabi*satsukinzai
DE69325501T2 (de) * 1992-11-24 1999-11-25 Edge Biosystems Inc Nagellack
US5304610A (en) * 1993-01-12 1994-04-19 Hoechst Celanese Corporation Amphoteric copolymer derived from vinylpyridine and acetoxystyrene

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0018360A1 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2650638A1 (de) 2012-04-12 2013-10-16 Tesa Sa Tragbares Instrument zum Messen von Abmessungen

Also Published As

Publication number Publication date
JP2002525304A (ja) 2002-08-13
FR2783710B1 (fr) 2000-12-08
FR2783710A1 (fr) 2000-03-31
WO2000018360A1 (fr) 2000-04-06
AU5632999A (en) 2000-04-17

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