EP1353627A2 - Composition de coiffage remodelable comportant des emulsions acryliques - Google Patents

Composition de coiffage remodelable comportant des emulsions acryliques

Info

Publication number
EP1353627A2
EP1353627A2 EP01958297A EP01958297A EP1353627A2 EP 1353627 A2 EP1353627 A2 EP 1353627A2 EP 01958297 A EP01958297 A EP 01958297A EP 01958297 A EP01958297 A EP 01958297A EP 1353627 A2 EP1353627 A2 EP 1353627A2
Authority
EP
European Patent Office
Prior art keywords
composition according
hair
composition
reshapable
monomers
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Withdrawn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
EP01958297A
Other languages
German (de)
English (en)
Inventor
Isabelle Rollat-Corvol
Henri Samain
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 EP1353627A2 publication Critical patent/EP1353627A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • 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

Definitions

  • the present invention relates to a reshapable hair styling composition.
  • Fixing the hairstyle is an important element in hair styling, and involves maintaining a
  • the term "hair styling composition” relates to
  • any kind of hair composition that can be used to effect hair styling, for example fixing
  • compositions shampoos, conditioners, permanent waving compositions, hair care
  • compositions comprising a
  • solution usually alcohol- or water-based, and one or more materials, generally
  • polymer resins One of the functions of polymer resins is to form links between the
  • This solution is generally packaged either in an appropriate aerosol
  • hair styling compositions include styling gels and mousses, which are known hair styling compositions.
  • compositions are essentially aqueous and their application wets the hair
  • the hairstyle has a tendency to take on an
  • hair conditioning benefits such as ease of combing and soft
  • a subject of the invention is a reshapable hair styling composition comprising,
  • At least acrylic polymer comprising: (a)
  • Another subject of the invention is a reshapable hair styling composition
  • the term "reshapable" hair styling composition means a hair styling
  • composition providing hair styling that can be restored or modified without new
  • “reshapable” effect means to provide a hair styling that can be restored or modified
  • composition without new material or heat being applied.
  • efficacy of the composition can be any organic compound or without new material or heat being applied.
  • reshapable include repositionable, remoldable,
  • emulsion means a stable mixture of two or more
  • All emulsions comprise a continuous phase
  • polyfunctional crosslinking agents means a
  • crosslinking agent having an average functionality greater than 1 , such as greater
  • the at least one emulsion comprises at least
  • At least one acrylic polymer comprising: (a) about 50 to about 90% by weight, such as
  • polymer further comprising up to about 50% by weight units derived from at least one
  • the at least one co-polymerizable monomer may be any co-polymerizable monomer.
  • the at least one co-polymerizable monomer may be any co-polymerizable monomer.
  • Alkylacrylate monomers may
  • methyl methacrylate examples include methyl methacrylate, isobomyl acrylate, ethyl acrylate, methyl acrylate,
  • Useful polar monomers include acrylic acid;
  • (meth)acrylamides such as N,N, -dimethyl acrylamides and N-octylacrylamide; dimethylaminoethyl methacrylate; acrylonitrile; 2-carboxyethyl acrylate; maleic
  • methoxypolyethylene glycol 550 monoacrylate available from Sartomer Co. under the
  • monomers include styrene and C1 -C4 vinyl esters such as vinyl acetate, vinyl
  • co-polymerizable ethylenically unsaturated free radically polymerizable monomers are present in the range up to about 30% by weight.
  • Polyfunctional crosslinking agents if included, may be copolymerizable with
  • the monomeric components of the acrylic polymer or may by added to the
  • copolymerizable crosslinking agents examples include
  • alkyl triacrylates and tetracrylates such as trimethylol propane triacrylate
  • copolymerizable crosslinking agent is 1 ,6-hexanediol diacrylate.
  • Post-additive crosslinking agents may also be used. Examples of
  • post-additive crosslinking agents include but are not limited to multifunctional
  • aziridine amides such as 1 ,1'-(1 ,3-phenylenedicarbonyl)bis[2-methyl aziridine],
  • the metal ion is copper, zinc, zirconium, and chromium.
  • the metal ion is copper, zinc, zirconium, and chromium.
  • crosslinkers are chosen from chelated esters of ortho-titanic acid sold under the
  • the TYZOR is TYZOR AA, which is titanium acetyl acetonate.
  • Crosslinking agents when used, comprise up to about 10 parts by weight,
  • emulsions of the present invention are initiators that, on exposure to heat, generate
  • water soluble initiators are preferred.
  • Suitable water-soluble initiators include but are not limited to those chosen from
  • potassium persulfate ammonium persulfate, sodium persulfate, and mixtures thereof;
  • persulfates and reducing agents such as those chosen from sodium metabisulfite and
  • the water-soluble initiator is potassium
  • Suitable oil-soluble initiators include but are not limited to those chosen from
  • VAZO 64 (2,2'-azobis(isobutyronitrile) and VAZO 52
  • the oil-soluble thermal initiator is (2,2'-azobis(isobutyronitrile)).
  • initiators may comprise from about 0.05 to about 1 part by weight, also
  • the copolymerizable mixture may optionally further comprise a chain transfer
  • useful chain transfer agents include but are not limited to those
  • the chain transfer agent is chosen from isooctylthioglycolate and carbon tetrabromide.
  • the emulsion mixture may further comprise up to about 0.5
  • a chain transfer agent typically about 0.01 weight percent to about
  • Polymerization via emulsion techniques may require the presence of an
  • emulsifier (which may also be called an emulsifying agent or a surfactant).
  • emulsifiers for the present invention include those chosen from anionic surfactants,
  • nonionic surfactants and mixtures thereof.
  • Useful anionic surfactants include but are not limited to those whose molecular
  • structure includes at least one hydrophobic moiety chosen from about C6 - to about
  • Said salts are chosen from alkali metal salts, ammonium salts, tertiary amino salts, and the like.
  • Representative commercial examples of useful anionic surfactants are chosen from alkali metal salts, ammonium salts, tertiary amino salts, and the like.
  • Useful nonionic surfactants include but are not limited to those whose
  • molecular structure comprises a condensation product of an organic aliphatic or alkyl
  • HLB Hydrophilic-Lipophilic Balance
  • the HLB of a surfactant is an
  • Rhone-Poulenc available from Rhone-Poulenc as the IGEPAL CA or CO series, respectively;
  • the emulsion polymerization of this invention is carried out
  • a useful range of emulsifier concentration is from about 0.5 to about 8 weight percent, preferably from about 1 to about 5 weight
  • the acrylic emulsions of the invention may also contain one or more
  • Preferred additives include plasticizers, dyes, fillers,
  • antioxidants and UV stabilizers.
  • Such additives can be used if they do not adversely
  • the acrylic emulsions of the present invention are prepared by a semi-continuous emulsion polymerization process. In the process, a
  • surfactant n-butyl acrylate monomers, hydroxyalkyl (meth)acrylate (b) monomers, and the optional components such as co-polymerizable monomers, polyfunctional
  • crosslinking agents chain transfer agents, pH modifiers, and other additives.
  • induction temperature typically about 50 °C to about
  • the first initiator is added to initiate the polymerization and the reaction is
  • the monomer pre-emulsion comprising Dl water, surfactant,
  • n-butyl acrylate monomers hydroxyalkyl (meth)acrylate (b) monomers, and the
  • optional components such as co-polymerizable monomers, polyfunctional crosslinking agents, chain transfer agents, and other additives is added to the stirred flask over a period of time, typically 2 to 4 hours, while the temperature is maintained.
  • the second initiator charge if used, is added to the
  • the mixture is cooled to room temperature (about 23 °C.) and the latex is
  • the pH of the latex prepared using this method is typically about 2 to about 3.
  • the acidity of the latex can be modified following latex formation using a pH modifier
  • a basic solution e.g., solutions of sodium hydroxide, ammonium hydroxide
  • buffer solutions e.g., sodium bicarbonate and the like
  • buffer solutions e.g., sodium bicarbonate and the like
  • the pH is 7 or less. In another embodiment, the pH is in
  • the acrylic polymers may be neutralized in one embodiment of the invention.
  • Suitable neutralizing agents may be chosen
  • organic, inorganic, and organomineral bases such as amino methyl propanols, sodium and potassium hydoxides, primary, secondary and tertiary amines, ammoniacs, derivatives thereof, and combinations thereof.
  • the acrylic has a glass transition
  • Tg temperature ranging from about -100 to about 15°C.
  • the Tg of the acrylic is obtained following the application of the acrylic
  • the glass transition temperature is determined by
  • DSC Differential Scanning Calorimetric method
  • composition according to the invention may comprise at least one other
  • perfumes perfumes; UV filters; active haircare agents; plasticizers; anionic, cationic,
  • amphoteric, nonionic, and zwitterionic surfactants such as
  • silicone fluids fatty esters, fatty alcohol, long chain hydrocarbons, emollients,
  • lubricants such as lanolin compounds, protein hydrolysates, and
  • polymers ; dyes; tints; bleaches; reducing agents; pH adjusting agents; sunscreens;
  • the appropriate cosmetically acceptable vehicle is adapted to the method of
  • the vehicle preferably comprises an appropriate solvent to
  • compositions according to the invention can be provided in any form
  • a vaporizable composition including in the form of a vaporizable composition, mousse, gel, or lotion.
  • composition may be in any of the conventional form including, but not
  • compositions hair dye compositions, hair straightening compositions, hair fixing
  • composition according to the invention may be vaporizable, for example
  • a pump or may be a pressurized aerosol composition. It may be vaporizable by
  • a dispensing valve controlled by a dispensing head, which in turn comprises a nozzle
  • a vaporizable composition according to the
  • the appropriate solvent comprises an appropriate solvent.
  • the appropriate solvent is selected from any solvent.
  • lower alcohol means a C1-C4 aliphatic alcohol, preferably
  • the vaporizable composition according to the invention is an aerosol
  • composition it additionally comprises an appropriate amount of propellant.
  • propellant comprises compressed or liquefied gases, which are normally employed
  • Suitable gasses include compressed air,
  • carbon dioxide nitrogen, and gases, which are soluble or otherwise in the composition, such as dimethyl ether, fluorinated or non-fluorinated hydrocarbons, and
  • the present invention additionally provides an aerosol device comprising a
  • an aerosol composition which comprises on the one hand a liquid phase (or juice) comprising at least one hair styling material as described above in an appropriate medium and on the other hand a propellant, and a dispenser for dispensing said aerosol composition.
  • the present invention additionally provides a method of treating keratinous
  • fibers, especially hair in which the composition according to the invention as defined above is applied to the hair before, during, or after the shaping of the hairstyle.
  • compositions according to the invention can be rinsed off or not rinsed off the hair.
  • present invention additionally provides the use of a composition as
  • composition according to the invention can be provided in any form known
  • a vaporizable composition a mousse, a gel, or a lotion.
  • hair styling composition can be determined by an in vivo test. Specifically, a
  • composition comprising the acrylic emulsion and a cosmetically
  • the medium may be chosen, for example, from water, lower alcohols such as ethanol, and mixtures thereof.
  • the composition typically comprises from about 1% to about 12% by weight active material.
  • the compositions may be in any form noted above, including lotions.
  • composition is in the form of a lotion
  • the in vivo test proceeds as follows. The hair of the model is washed and then divided into two
  • composition is applied to one
  • the reference composition may, for example, be chosen from
  • the hairdresser dries and styles both sides of the head.
  • the two sides of the head are
  • the hair is brushed in different directions to remove
  • composition is a reshapable hair styling composition.
  • a reshapable hair styling composition is a reshapable hair styling composition.
  • composition permits (1) the original hair styling to be restored after brushing and (2)
  • composition to be evaluated is in another form, such as a shampoo
  • the in vivo test can be appropriately modified by one skilled in the art.
  • in vivo testing may require testing on 10-20 different individuals.
  • HOA methyl methacrylate
  • MMA methyl methacrylate
  • RHODACAL DS- 10 sodium dodecyl benzene sulfonate surfactant
  • reaction mixture was then heated to 70 °C and maintained at this temperature for 20
  • This pre-emulsified mixture contained 345.6 grams of BA, 69.12 grams of
  • Example 2 To a 2000ml reactor was added 37.0 grams of n-butyl acrylate (BA), 7.68
  • HOA 2-hydroxyethyl acrylate
  • MMA methyl methacrylate
  • reaction mixture was then heated to 70 °C and maintained at this temperature for 20
  • This pre-emulsified mixture contained 295.8 grams of BA, 69.12 grams of
  • mousse or lotion were prepared using the components and amounts in weight percent listed hereafter. The testing was conducted on several models with one part
  • compositions were applied to wet hair after shampooing. In some instances, the composition was rinsed off after
  • the hair was then dried, brushed, and evaluated.
  • Example 1 4 % active material
  • Example 2 8 % active material
  • Example 1 8 % active material
  • Example 1 1 % active material
  • Formulation D imparted very good reshapable effect much better than the reference with very good cosmetic properties (soft hair with good touch).

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  • 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

L'invention concerne une composition de coiffage remodelable comportant, dans un support cosmétique adapté aux cheveux, au moins une émulsion contenant au moins un polymère acrylique, ledit polymère comprenant : (a) des motifs dérivés de monomères n-butyl-acrylates et (b) des motifs dérivés d'au moins un monomère choisi parmi des monomères acrylates de 2-hydroxyéthyle, méthacrylates de 2-hydroxyéthyle et acrylates d'hydroxypropyle.
EP01958297A 2000-07-27 2001-07-12 Composition de coiffage remodelable comportant des emulsions acryliques Withdrawn EP1353627A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US62705500A 2000-07-27 2000-07-27
US627055 2000-07-27
PCT/IB2001/001568 WO2002009656A2 (fr) 2000-07-27 2001-07-12 Composition de coiffage remodelable comportant des emulsions acryliques

Publications (1)

Publication Number Publication Date
EP1353627A2 true EP1353627A2 (fr) 2003-10-22

Family

ID=24512992

Family Applications (1)

Application Number Title Priority Date Filing Date
EP01958297A Withdrawn EP1353627A2 (fr) 2000-07-27 2001-07-12 Composition de coiffage remodelable comportant des emulsions acryliques

Country Status (5)

Country Link
EP (1) EP1353627A2 (fr)
AU (1) AU2001280017B2 (fr)
CA (1) CA2416907A1 (fr)
PL (1) PL365575A1 (fr)
WO (1) WO2002009656A2 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL365575A1 (en) * 2000-07-27 2005-01-10 L'oreal Reshapable hair styling composition comprising acrylic emulsions
US6689346B1 (en) 2000-10-25 2004-02-10 L'oreal Reshapable hair styling composition comprising acrylic copolymers
US6645478B2 (en) 2001-06-22 2003-11-11 L'oreal S.A. Reshapable hair styling composition comprising (meth)acrylic copolymers of four or more monomers
US6667378B2 (en) 2001-06-22 2003-12-23 L'oreal, S.A. Reshapable hair styling composition comprising heterogeneous (meth)acrylic copolymer particles
US20030147833A1 (en) * 2001-12-20 2003-08-07 L'oreal Reshapable hair styling non-rinse composition comprising (meth)acrylic copolymers
US20040057923A9 (en) * 2001-12-20 2004-03-25 Isabelle Rollat Reshapable hair styling rinse composition comprising (meth)acrylic copolymers
DE10330609A1 (de) 2003-07-07 2005-01-27 Beiersdorf Ag Fixierende Mehrfachgestaltung der Frisur erlaubende kosmetische Zubereitung
US20060018863A1 (en) 2004-07-13 2006-01-26 Nathalie Mougin Novel ethylenic copolymers, compositions and methods of the same
FR2887886B1 (fr) 2005-07-01 2010-01-08 Oreal Polymere cationique neutralise, composition le comprenant et procede de traitement cosmetique
FR2924341A1 (fr) * 2007-11-30 2009-06-05 Oreal Composition de coiffage comprenant des copolymeres (meth)acryliques et au moins une charge.
FR2924336A1 (fr) * 2007-11-30 2009-06-05 Oreal Composition de coiffage comprenant des copolymeres (meth)acryliques et au moins une huile.

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE193309T1 (de) * 1993-08-23 2000-06-15 Procter & Gamble Thermoplastische und elastomere silikonpfropfcopolymerisate und deren anwendung in mitteln zur pflege des haares und der haut
EP0985405B1 (fr) * 1998-09-11 2006-12-20 Rohm And Haas Company Composition de coiffage avec une forte fixation
PL365575A1 (en) * 2000-07-27 2005-01-10 L'oreal Reshapable hair styling composition comprising acrylic emulsions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0209656A3 *

Also Published As

Publication number Publication date
AU2001280017B2 (en) 2004-07-08
WO2002009656A2 (fr) 2002-02-07
PL365575A1 (en) 2005-01-10
WO2002009656A8 (fr) 2002-05-30
CA2416907A1 (fr) 2002-02-07
WO2002009656A3 (fr) 2003-08-28

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