EP1051145A1 - Haarformungszusammensetzung enthaltend ein polymer mit bestimmten eigenschaften und ein nicht-ionisches polymer - Google Patents

Haarformungszusammensetzung enthaltend ein polymer mit bestimmten eigenschaften und ein nicht-ionisches polymer

Info

Publication number
EP1051145A1
EP1051145A1 EP99956076A EP99956076A EP1051145A1 EP 1051145 A1 EP1051145 A1 EP 1051145A1 EP 99956076 A EP99956076 A EP 99956076A EP 99956076 A EP99956076 A EP 99956076A EP 1051145 A1 EP1051145 A1 EP 1051145A1
Authority
EP
European Patent Office
Prior art keywords
polymer
copolymers
composition according
monomer
composition
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Withdrawn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
EP99956076A
Other languages
English (en)
French (fr)
Inventor
Henri Samain
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
Priority to EP05291946A priority Critical patent/EP1621180A1/de
Publication of EP1051145A1 publication Critical patent/EP1051145A1/de
Withdrawn legal-status Critical Current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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • 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
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/046—Aerosols; Foams
    • 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
    • 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
    • A61K8/817—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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • 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
    • A61K8/88—Polyamides
    • 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
    • A61K2800/5422—Polymers characterized by specific structures/properties characterized by the charge nonionic
    • 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
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers

Definitions

  • the subject of the invention is a styling composition
  • a styling composition comprising, in a cosmetically acceptable medium, at least one polymer (A) with particular characteristics and at least one film-forming and nonionic polymer (B). It also relates to a process for shaping or maintaining hair using this composition as well as its use for the formulation of styling products such as hairsprays, sprays or mousses, with a view to obtaining maintenance 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.
  • these hair formulations such as mousses, gels and especially sprays and aerosol lacquers intended to maintain the shape of the hairstyle do not yet allow the hairstyle to resist satisfactorily the various natural movements of life such as walking, head movements or gusts of wind.
  • the polymers used for the formulation of these hair products are anionic, amphoteric or nonionic film-forming polymers, which lead to the formation of films having a more or less hard and brittle nature.
  • the percentage of elongation at break measured on the film is low, that is to say generally less than 2% and the holding of the hairstyle is not ensured over time.
  • these polymers have already been mixed with plasticizers and obtained more flexible and non-friable coatings.
  • these films are deformable and plastic, that is to say that after deformation, they recover very little of their initial shape. If the holding of the hairstyle is improved, it is not yet satisfactory since the shape of the hairstyle changes over time.
  • compositions comprising a combination of film-forming polymers, such as for example a cellulose polymer and an acrylic polymer.
  • film-forming polymers such as for example a cellulose polymer and an acrylic polymer.
  • the subject of the invention is a styling composition
  • a cosmetically acceptable medium comprising, in a cosmetically acceptable medium:
  • Another object of the present invention relates to a method of shaping or maintaining the hairstyle comprising the use of this composition.
  • Yet another object of the present invention relates to the use of this composition for the manufacture of hair cosmetic compositions, with a view to obtaining maintenance or shaping of the hairstyle.
  • the polymers (A) particularly targeted by the present invention are those distributed by Goodrich under the names Avalure AC 315® and V29®.
  • the term film obtained by drying at room temperature (22 ⁇ 2 ° C) and at a relative humidity level of 50% ⁇ 5% means the film obtained under these conditions from a mixture with 6% of active material (ai) of polymer A with ethanol or water, the quantity of mixture being adapted to obtain, in a teflon matrix, a film with a thickness of 500 ⁇ 50 ⁇ m. Drying is continued until the weight of the film no longer changes, which represents approximately 12 days.
  • Polymers A soluble or partially soluble in ethanol are tested in ethanol.
  • the other polymers are tested in water in soluble or dispersed form.
  • the rate of elongation at break and the recovery rate are evaluated by means of the tests described below.
  • the film is cut into test pieces of rectangular shape, length 80 mm and width 15 mm.
  • the tests are carried out on a device marketed under the name Lloyd or marketed under the name Zwick under the same temperature and humidity conditions as for drying, that is to say a temperature of 22 ⁇ 2 ° C. and a relative humidity level of 50 ⁇ 5%.
  • test pieces are drawn at a speed of 20mm / min and the distance between the jaws is 50 ⁇ 1 mm.
  • the specimen having undergone the preceding operations is maintained at zero stress for an additional 300 seconds, and its percentage elongation rate is measured ( ⁇ 30 o).
  • R300 (( ⁇ ma ⁇ - ⁇ 3 oo) / ⁇ ma ⁇ ) x 100
  • nonionic film-forming polymers (B) which can be used according to the present invention are preferably chosen from: - vinylpyrrolidone or vinylcaprolactam homopolymers;
  • polyalkyloxazolines such as the polyethyloxazolines offered by the company DOW CHEMICAL under the names PEOX 50,000, PEOX 200,000 and PEOX 500,000; - vinyl acetate homopolymers such as the product offered under the name of APPRETAN EM by the company HOECHST or the product offered under the name of RHODOPAS A 012 by the company RHONE POULENC;
  • Unmodified non-ionic guar gums are, for example, the products sold under the name VIDOGUM GH 175 by the company UNIPECTINE and under the name JAGUAR by the company MEYHALL.
  • the modified nonionic guar gums which can be used according to the invention are preferably modified with C 6 -C 6 hydroxyalkyl groups. Mention may be made, by way of example, of the hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl groups.
  • guar gums are well known in the state of the art and can for example be prepared by reacting oxides of corresponding alkenes, such as for example propylene oxides, with guar gum so as to obtain a gum of guar modified by hydroxypropyl groups.
  • nonionic guar gums optionally modified with hydroxyalkyl groups are for example sold under the trade names JAGUAR HP8, JAGUAR HP60 and JAGUAR HP120, JAGUAR DC 293 and JAGUAR HP 105 by the company MEYHALL, or under the name GALACTASOL 4H4FD2 the AQUALON company.
  • alkyl radicals of nonionic polymers have from 1 to 6 carbon atoms unless otherwise stated.
  • film-forming nonionic polymers derived from hydroxystyrene and in particular those 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:
  • - X represents 0 or NH
  • R 2 represents (CH 2 ) P , p being an integer which can be zero,
  • R 3 and R 4 represent, independently, CH 3 or an aliphatic, cycloaliphatic or aromatic group C 1 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 polymers of the hydroxystyrene type can also be obtained by a homopolymerization reaction which can advantageously be carried out from acetoxystyrene to obtain 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 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 catalyzed polymerization in an acid medium, from 4-hydroxyphenylmethyl 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 with 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 film-forming polymer (s) (A) are preferably present at concentrations of between 0.05 and 20% by weight, more preferably between 0.1 and 15% by weight, and more preferably between 0.25 and 10% by weight relative to the total weight of the composition.
  • the film-forming polymer (s) (B) are preferably present at concentrations of between 0.05 and 20% by weight, more preferably between 0.1 and 15% by weight, and more preferably between 0.25 and 10% by weight relative to the total weight of the composition.
  • the polymer concentrations (A) and (B) are advantageously chosen, so that the ratio of the polymer concentration (A) to the polymer concentration (B) is between 4000 and 0.002.
  • the cosmetically acceptable medium is preferably constituted by water or one or more cosmetically acceptable solvents such as alcohols or water-solvent mixtures (s), these solvents preferably being C ⁇ -C alcohols.
  • composition of the invention may also contain at least one additive chosen from thickeners, surfactants, perfumes, preservatives, sunscreens, proteins, vitamins, non-fixing, mineral or synthetic polymers and any other additive conventionally used in cosmetic compositions intended to be applied to the hair.
  • 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 the hair.
  • the compositions according to the invention can also be in the form of creams, gels, emulsions, lotions or waxes.
  • composition according to the invention when packaged in the form of an aerosol in order to obtain 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.
  • propellants 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.
  • Mixtures of propellants can also be used.
  • 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%.
  • compositions according to the invention can be applied to dry or damp hair.
  • the invention will be more fully illustrated with the aid of the following nonlimiting example.
  • a styling composition is produced in accordance with the present invention comprising, as polymer (A), Avalure AC315 and, as polymer (B), polyvinylcaprolactam and a composition in accordance with the prior art comprising, as polymer (A) , Avalure AC315 and, as polymer (B), ethyl cellulose.
  • Table 1 summarizes the formulations produced.
  • compositions conditioned in an aerosol are applied to locks of Eurochestian hair of length 18 cm and 20 grams.
  • the softness and ease of disentangling of the hair is evaluated after application of these compositions to the hair by means of a sensory test with a panel of 5 people.
  • the marks awarded range from 0 (poor performance) to 50 (excellent performance).
  • the disentangling evaluated is the ease of ironing the comb carried out after a first disentangling intended to break the polymer-hair structures.
  • compositions according to the invention provide better results in terms of softness and disentangling than the compositions according to the prior art.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP99956076A 1998-11-26 1999-11-18 Haarformungszusammensetzung enthaltend ein polymer mit bestimmten eigenschaften und ein nicht-ionisches polymer Withdrawn EP1051145A1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP05291946A EP1621180A1 (de) 1998-11-26 1999-11-18 Haarformungszusammensetzung enthaltend ein Polymer mit bestimmten Eigenschaften und ein nicht-ionisches Polymer

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR9814907A FR2786392B1 (fr) 1998-11-26 1998-11-26 Composition de coiffage comprenant un polymere aux caracteristiques particulieres et un polymere non ionique
FR9814907 1998-11-26
PCT/FR1999/002830 WO2000030593A1 (fr) 1998-11-26 1999-11-18 Composition de coiffage comprenant un polymere aux caracteristiques particulieres et un polymere non ionique

Related Child Applications (1)

Application Number Title Priority Date Filing Date
EP05291946A Division EP1621180A1 (de) 1998-11-26 1999-11-18 Haarformungszusammensetzung enthaltend ein Polymer mit bestimmten Eigenschaften und ein nicht-ionisches Polymer

Publications (1)

Publication Number Publication Date
EP1051145A1 true EP1051145A1 (de) 2000-11-15

Family

ID=9533223

Family Applications (2)

Application Number Title Priority Date Filing Date
EP05291946A Withdrawn EP1621180A1 (de) 1998-11-26 1999-11-18 Haarformungszusammensetzung enthaltend ein Polymer mit bestimmten Eigenschaften und ein nicht-ionisches Polymer
EP99956076A Withdrawn EP1051145A1 (de) 1998-11-26 1999-11-18 Haarformungszusammensetzung enthaltend ein polymer mit bestimmten eigenschaften und ein nicht-ionisches polymer

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP05291946A Withdrawn EP1621180A1 (de) 1998-11-26 1999-11-18 Haarformungszusammensetzung enthaltend ein Polymer mit bestimmten Eigenschaften und ein nicht-ionisches Polymer

Country Status (11)

Country Link
US (1) US6497864B1 (de)
EP (2) EP1621180A1 (de)
JP (1) JP2002530309A (de)
KR (1) KR100391700B1 (de)
CN (1) CN1262266C (de)
AU (1) AU746140B2 (de)
BR (1) BR9907724A (de)
FR (1) FR2786392B1 (de)
PL (1) PL341932A1 (de)
RU (1) RU2200534C2 (de)
WO (1) WO2000030593A1 (de)

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FR2801200B1 (fr) * 1999-11-19 2003-04-25 Oreal Composition cosmetique capillaire procurant de bonnes proprietes de tenue et comprenant des polymeres filmogenes
FR2801202B1 (fr) * 1999-11-19 2002-10-11 Oreal Composition cosmetique comprenant un polymere aux caracteristiques particulieres et un polymere epaississant
FR2815854A1 (fr) * 2000-10-30 2002-05-03 Oreal Composition cosmetique procurant de bonnes proprietes de tenue et comprenant un copolymere a motif acide
FR2815855B1 (fr) * 2001-01-18 2004-03-05 Oreal Composition cosmetique procurant de bonnes proprietes de tenue et comprenant un copolymere a motif acide
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EP1668105B1 (de) 2003-09-29 2018-10-17 Deb IP Limited Gelförmige und schäumende zusammensetzungen mit hohem alkoholgehalt
US20060000485A1 (en) * 2004-07-01 2006-01-05 Henri Samain Pressurized hair composition comprising at least one elastomeric film-forming polymer
FR2872425B1 (fr) * 2004-07-01 2006-12-22 Oreal Composition cosmetique rincee comprenant des polymeres filmogenes elastomeriques, son utilisation pour le conditionnement des matieres keratiniques
FR2872428B1 (fr) * 2004-07-01 2006-09-15 Oreal Composition capillaire pressurisee comprenant au moins un polymere filmogene elastomere
FR2872410B1 (fr) * 2004-07-01 2006-12-15 Oreal Composition cosmetique comprenant un agent tenseur et un polymere filmogene elastomerique
US20060005325A1 (en) * 2004-07-01 2006-01-12 Henri Samain Leave-in cosmetic composition comprising at least one elastomeric film-forming polymer and use thereof for conditioning keratin materials
US20060000033A1 (en) * 2004-07-01 2006-01-05 Isabelle Rollat-Corvol Dyeing composition comprising at least one elastomeric film-forming polymer and at least one oxidation dye precursor
FR2872427B1 (fr) * 2004-07-01 2006-10-13 Oreal Composition de coloration comprenant un polymere filmogene elastomere et une matiere colorante
FR2872424B1 (fr) * 2004-07-01 2006-12-29 Oreal Composition cosmetique non rincee comprenant des polymeres filmogenes elastomeriques, son utilisation pour le conditionnement des matieres keratiniques
US20060005326A1 (en) * 2004-07-01 2006-01-12 Isabelle Rollat-Corvol Dyeing composition comprising at least one elastomeric film-forming polymer and at least one dyestuff
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US20060002882A1 (en) * 2004-07-01 2006-01-05 Isabelle Rollat-Corvol Rinse-out cosmetic composition comprising elastomeric film-forming polymers, use thereof for conditioning keratin materials
WO2006003027A1 (en) * 2004-07-01 2006-01-12 L'oreal Cosmetic composition comprising a tensioning agent and an elastomeric film-forming polymer
FR2872426B1 (fr) * 2004-07-01 2006-10-13 Oreal Composition de coloration comprenant un polymere filmogene elastomere et un precurseur de colorant d'oxydation
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Also Published As

Publication number Publication date
AU1276600A (en) 2000-06-13
WO2000030593A1 (fr) 2000-06-02
AU746140B2 (en) 2002-04-18
FR2786392A1 (fr) 2000-06-02
CN1262266C (zh) 2006-07-05
CN1295458A (zh) 2001-05-16
BR9907724A (pt) 2000-10-17
KR100391700B1 (ko) 2003-07-12
FR2786392B1 (fr) 2006-08-25
EP1621180A1 (de) 2006-02-01
US6497864B1 (en) 2002-12-24
PL341932A1 (en) 2001-05-07
KR20010034409A (ko) 2001-04-25
JP2002530309A (ja) 2002-09-17
RU2200534C2 (ru) 2003-03-20

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