EP1727513A1 - Agent de coloration capillaire à base de colorants de cuve indigoïdes - Google Patents

Agent de coloration capillaire à base de colorants de cuve indigoïdes

Info

Publication number
EP1727513A1
EP1727513A1 EP04821834A EP04821834A EP1727513A1 EP 1727513 A1 EP1727513 A1 EP 1727513A1 EP 04821834 A EP04821834 A EP 04821834A EP 04821834 A EP04821834 A EP 04821834A EP 1727513 A1 EP1727513 A1 EP 1727513A1
Authority
EP
European Patent Office
Prior art keywords
polyquaternium
amino
acid
hair
alkaline medium
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Withdrawn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
EP04821834A
Other languages
German (de)
English (en)
Inventor
Manuela Javet
Catherine MÜLLER
Anita Roulin
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.)
Procter and Gamble Deutschland GmbH
Original Assignee
Wella 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 Wella GmbH filed Critical Wella GmbH
Publication of EP1727513A1 publication Critical patent/EP1727513A1/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Withdrawn legal-status Critical Current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
    • A61K8/30—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
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35—Ketones, e.g. benzophenone
    • 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
    • A61Q5/10—Preparations for permanently dyeing the hair
    • 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

Definitions

  • the present invention relates to an agent and method for dyeing hair, in particular human hair, using so-called indigo vat dyes.
  • vat dyes are widely used in the dyeing of cellulosic fiber materials; on the other hand, they are only used very rarely for animal fibers, such as wool or hair, since these do not survive the required very high pH of around 13 without drastic damage.
  • very aggressive reducing agents such as sodium dithionite (hydrosulfite) or sodium bisulfite, are usually used. For these reasons, vat dyeing has practically not been successful even with animal fibers.
  • vat dyes such as, for example, indigo
  • indigo vat dyes
  • dyeing with vat dyes can also be carried out under physiologically tolerable conditions if cationic compounds are added to the dye mixture and the pH is adjusted accordingly before the dyeing.
  • cationic compounds are added to the dye mixture and the pH is adjusted accordingly before the dyeing.
  • lightening is possible, with partial or complete decolorization of the natural hair pigment melanin during the final oxidation step.
  • the present application therefore relates to an agent for coloring hair, which is characterized in that it contains at least one indigoid vat dye, at least one cationic compound and as a reducing agent at least one compound which forms an endiol in the alkaline medium.
  • Another object of the present application is a ready-to-use agent for dyeing hair, which is characterized in that it contains an indigoid vat dye which is reduced in the presence of a cationic compound with an endiol-forming compound in an alkaline medium, and one pH of 4 to 11.
  • Indigoid vat dyes for the purposes of the invention include in particular indigo and indirubin (CI 75790) and indigo derivatives, such as, for example, 6,6'-dibromoindigo, ⁇ . ⁇ 'J'-tetrabromoindigo, 4,4', 7,7'-tetrachloroindigo, Thioindigo, 6,6'-dichloro-4,4'-dimethylthioindigo, 5,5'-dichloro-7,7'-dimethylthioindigo, 4,4 ', 7,7'-tetramethylthioindigo and mixtures thereof call.
  • Other suitable vat dyes from this group can also be found in the Color Index (C.I.), third edition, 1971, published by the Society of Dyers and Colorists in the sections vat and sulfur dyes (vat dyes / sulfur dyes).
  • the indigoid vat dyes are used in a total amount of 0.01 to 10% by weight, preferably 0.1 to 2% by weight.
  • endiols endiolates
  • reducing agents such as, for example, monohydroxyacetone, dihydroxyacetone, acetoin, glutaroin, adipoin, glycol aldehyde, benzoin, 2,3-dihydroxyacrylaldehyde and cycopentadiolone, with acetoin, monohydroxyacetone and dihydroxyacetone being particularly preferred.
  • Alkalizing agents for the reduction step are sodium or potassium hydroxide, or alkali salts of aromatic mono-hydroxy or polyhydroxy compounds, such as sodium or potassium phenolate or sodium or potassium cresolate.
  • the pH value for the reduction step is generally 10 to 13.
  • the reducing agents are either in an equimolar amount or in an up to 50-fold molar excess, based on the vat. dye used, a 3 to ⁇ -fold molar excess is particularly preferred.
  • organic solvents can be used in the reduction in a concentration of 0.1 to 80 percent by weight, preferably between 5 and 50 percent by weight.
  • the organic solvents should form a homogeneous phase with water.
  • organic solvents such as ethanol, n-propanol, isopropanol, n-butanol, glycols, such as, for example, ethylene glycol, propylene glycol, lactones, lactams, acid amides of lower carboxylic acids, ureas and sulfones are suitable and sulfoxides in question. Mixtures of these solvents can also be used.
  • cationic compounds preferably cationic polymers, such as, for example, Polyquaternium-2, Polyquatemium-4, Polyquaternium-5, Polyquatemium-6, Polyquatemium-7, Polyquatemium-10, Polyquatemium -11, polyquaternium-15, polyquaternium-16, polyquaternium-17, polyquaternium-18, polyquaternium-19, polyquaternium-20, polyquaternium-22, polyquaternium-24, polyquaternium-27, polyquaternium-28, polyquaternium-29, polyquaternium-31 , Polyquaternium-35, Polyquaternium-36, Polyquaternium-37, Polyquaternium-39, Polyquaternium-44, Polyquaternium-46, Polyquaternium-47, Polyquaternium-51, Polyquaternium-55, Polyquaternium-57, Hydroxypropylguar-hydroxypropyltrimethylernonium chloride, -hydroxypropyltrimethyl
  • Polyquaternium-4 are particularly preferred (Hydroxyethyl cellulose-dimethyldiallylammonium chloride copolymer), polyquaternium-7 (dimethyldiallylammonium chloride-acrylamide copolymer) and polyquaternium-22 (acrylic acid-diallyldimethylammonium chloride copolymer).
  • the cationic compounds are used in a total amount of 0.001 to 5 percent by weight, in particular 0.1 to 1 percent by weight.
  • ammonium ions for example in the form of aqueous ammonia or ammonium salts.
  • amines such as, for example, glucamines, aminomethylpropanol, monoethanolamine or triethanolamine
  • inorganic bases for example ammonium carbonate, ammonium hydrogen carbonate or ammonium carbonate.
  • the strongly alkaline pH of the color composition is adjusted to a physiologically tolerable value of 4 to 11, preferably 6 to 10.
  • Buffer systems or inorganic or organic acids for example lactic acid, citric acid, tartaric acid, glycolic acid, acetic acid, phosphoric acid, ammonium sulfate, ammonium chloride or cetyl lactate, can be used, for example, to set the desired pH.
  • oxidation dye precursors can also be added to the colorant according to the invention after the reduction step.
  • suitable oxidation dye precursors are the following developer substances and coupler substances and self-coupling compounds: (i) Developer substances: 1,4-diamino-benzene (p-phenylenediamine), 1,4-diamino-2-methyl-benzene (p -Toluenediamine), 1,4-diamino-2,6-dimethyl-benzene, 1,4-diamino-3,5-diethyl-benzene, 1,4-diamino-2,5-dimethyl-benzene, 1,4- Diamino-2,3-dimethyl-benzene, 2-chloro-1,4-diaminobenzene, 1,4-diamino-2- (thiophene-2-yl) benzene, 1,4-diamino-2- (thiophene-3- yl) benzene, 1,4-d
  • Coupler substances N- (3-dimethylamino-phenyl) urea, 2,6-diamino-pyridine, 2-amino-4 - [(2-hydroxyethyl) amino] -anisoI, 2,4-diamino-1- fluoro-5-methyl-benzene, 2,4-diamino-1-methoxy-5-methyl-benzene, 2,4-diamino-1-ethoxy-5-methyl-benzene, 2,4-diamino-1- (2nd -hydroxy-ethoxy) -5-methyl-benzene, 2,4-di [(2-hydroxyethyl) amino] -1, 5-dimethoxy-benzene, 2,3-diamino-6-methoxy-pyridine, 3-amino- 6-methoxy-2- (methylamino) pyridine, 2,6-diamino-3,5-dimethoxy-pyridine, 3,5-diamino-2,6-ddiamin
  • the total amount of the oxidation dye precursors contained in the agent according to the invention can be about 0.01 to 12 percent by weight, in particular about 0.2 to 6 percent by weight.
  • customary natural and / or synthetic direct dyes for example so-called plant dyes such as henna, triphenylmethane dyes, aromatic nitro dyes, azo dyes, quinones, can also be used. dyes, cationic or anionic dyes contained in the colorant.
  • Suitable synthetic dyes are: 1,4-bis [(2-hydroxyethyl) amino] -2-nitrobenzene, 1- (2-hydroxyethyl) amino-2-nitro-4- [di (2-hydroxyethyl) -amino] -benzene (HC Blue No. 2), 1 -amino-3-methyl-4 - [(2-hydroxyethyl) -amino] -6-nitrobenzene (HC Violet No. 1), 4- [ethyl- ( 2-hydroxyethyl) amino] -1 - [(2-hydroxyethyl) amino] -2-nitrobenzene hydrochloride (HC Blue No.
  • the total amount of direct dyes in the agent according to the invention can be about 0.01 to 7 percent by weight, preferably about 0.2 to 4 percent by weight.
  • antioxidants such as, for example, ascorbic acid, thioglycolic acid or sodium sulfite, and complexing agents for heavy metals, for example ethylenediaminetetraacetate or nitriloacetic acid, can be present in the agent according to the invention in an amount of up to about 0.1% by weight.
  • Perfume oils can be contained in the color carrier composition according to the invention in an amount of up to about 1 percent by weight.
  • the hair colorant described above may optionally contain other additives customary for hair colorants, such as thickeners, for example homopolymers of acrylic acid, vegetable gums, cellulose and Starch derivatives, algal polyasaccharides, amphiphilic associative thickeners, furthermore preservatives;
  • Antioxidants for example sodium sulfite, thioglycolic acid or ascorbic acid; complexing; Solvents such as water, or, as already described, lower aliphatic alcohols, for example aliphatic alcohols having 1 to 4 carbon atoms such as ethanol, propanol and isopropanol, or glycols such as glycerol and 1,2-propylene glycol, or also sorbitol and wetting agents or emulsifiers, from the classes of anionic, cationic, amphoteric or nonionic surface-active substances and also plasticizers; Vaseline; Contain silicone oils, paraffin oil, polysorbates and fatty acids as well as care
  • the agent according to the invention is preferably packaged in the form of an aqueous or aqueous-alcoholic preparation, for example as a thickened solution, as an emulsion, as a cream, as an aerosol foam or as a gel.
  • the reduced colorant preparation should be stabilized in the reduced form as far as possible and protected against atmospheric oxygen. This can be achieved by suitable packaging, protective gas and the addition of protective and / or stabilizing substances or esterification (so-called leuco vat dye esters made with chlorosulfuric acid).
  • Protective or stabilizing compounds are for example cationic compounds, for example polymers, surfactants or metal ions such as zinc.
  • valve openings can be used to "inject" a relatively liquid dye mixture under the plastic hood and then distribute and massage in as well as possible from the outside. It is also possible to use a plastic hood with small holes through which an aerosol foam can be used with the help of a filling nozzle apply to the hair under the cover and then spread by massaging.
  • the coloring After an exposure time of about 1 to 60 minutes, preferably 5 to 30 minutes, at about 1 ⁇ to 60 ° C., preferably 20 to 4 ⁇ ° C., the coloring is “developed” oxidatively.
  • oxidizing agents for developing the coloring in particular hydrogen peroxide or its addition compounds to urea, melamine or sodium borate in the form of a 1 to 12 percent, preferably a 1, 6 to 6 percent, aqueous solution into consideration.
  • the mixing ratio of colorant to oxidizing agent is dependent on the concentration of the oxidizing agent and is in the Rule about ⁇ : 1 to 1: 2, preferably 1: 1, the content of oxidizing agent in the resulting mixture of colorant and oxidizing agent preferably being about 0, ⁇ to 8 percent by weight, in particular 1 to 4 percent by weight act until the dye is back in its insoluble pigment form (in de r usually about 2 to ⁇ minutes) and is wash-stable on the hair.
  • the exposure time of the oxidizing agent can be extended depending on the desired degree of lightening. If brightening of the natural pigment by more than two stages is desired, persulfates or mixtures of persulfates and hydrogen peroxide or their addition compounds can also be used. In this case, alkaline persulfate / peroxide preparations are preferably used.
  • the hair is rinsed with water and dried. If necessary, the hair can also be washed with a shampoo and possibly rinsed with an acidic conditioner. The hair is then dried.
  • 10 g of the mixture thus obtained are then applied to medium blonde natural hair.
  • the hair is then covered with a plastic hood or plastic wrap.
  • an additional 10 g of a 6% aqueous hydrogen peroxide emulsion are massaged in and left to act for 2 minutes.
  • the hair is then rinsed out with water, washed with a shampoo, then rinsed with an acid conditioner and then dried.
  • the hair gets an even blue-black color.
  • the hair gets a deep blue, even color.
  • the above substances are mixed and left under argon at 40 ° C for 2 hours.
  • the pH is then adjusted to 9.6 with 4.0 g of ammonia (2 ⁇ % aqueous solution) and 4.0 g of lactic acid (90% aqueous solution).
  • 1 ⁇ g of the mixture thus obtained are applied to bleached natural hair.
  • the hair is then covered with a plastic hood or plastic wrap.
  • an additional 1 ⁇ g of a 6% aqueous hydrogen peroxide emulsion is massaged in and left to act for 2 minutes.
  • the hair is then rinsed out with water, then rinsed with an acid conditioner and then dried.
  • the hair gets an even red-violet color.
  • the above substances are mixed and left under argon at 40 ° C for 2 hours.
  • the pH is then adjusted to 9.6 with 4.0 g ammonia (2 ⁇ % aqueous solution) and 4.0 g lactic acid (90% aqueous solution) and the oxidative dye precursors (1.5 g 1-hydroxyethyl 4,5-diamino-pyrazole sulfate, 0.8 g of 4-amino-2-hydroxytoluene and 0.1 g of 2,6-diamino-3 - ((pyridin-3-yl) azo) pyridine) were added.
  • the above substances are mixed and left under argon at 40 ° C for 2 hours.
  • the pH is then adjusted to 9.6 with 4.0 g of ammonia (2 ⁇ % aqueous solution) and 4.0 g of lactic acid (90% aqueous solution).
  • 10 g of the mixture thus obtained are applied to bleached natural hair.
  • the hair is then covered with a plastic hood or plastic wrap.
  • an additional 10 g of a 6% aqueous hydrogen peroxide emulsion are massaged in and left to act for 2 minutes.
  • rinse the hair with water, then rinse with an acid Conditioner and finally it dries.
  • the hair gets an even pink color.

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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)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne un agent de coloration capillaire contenant au moins un colorant de cuve indigoïde, au moins un composé cationique et comme agent de réduction, au moins un composé formant un endiol en milieu alcalin. L'invention concerne également une méthode de coloration capillaire faisant appel audit agent, à un pH physiologiquement tolérable, avec réoxydation subséquente dudit colorant de cuve.
EP04821834A 2004-03-26 2004-11-24 Agent de coloration capillaire à base de colorants de cuve indigoïdes Withdrawn EP1727513A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004014763A DE102004014763A1 (de) 2004-03-26 2004-03-26 Haarfärbemittel mit indigoiden Küpenfarbstoffen
PCT/EP2004/013306 WO2005094763A1 (fr) 2004-03-26 2004-11-24 Agent de coloration capillaire à base de colorants de cuve indigoïdes

Publications (1)

Publication Number Publication Date
EP1727513A1 true EP1727513A1 (fr) 2006-12-06

Family

ID=34959351

Family Applications (1)

Application Number Title Priority Date Filing Date
EP04821834A Withdrawn EP1727513A1 (fr) 2004-03-26 2004-11-24 Agent de coloration capillaire à base de colorants de cuve indigoïdes

Country Status (6)

Country Link
US (1) US20080229520A1 (fr)
EP (1) EP1727513A1 (fr)
JP (1) JP2007530464A (fr)
BR (1) BRPI0418669A (fr)
DE (1) DE102004014763A1 (fr)
WO (1) WO2005094763A1 (fr)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102005059646A1 (de) 2005-12-12 2007-06-14 Henkel Kgaa Volumenergebendes Haarbehandlungsmittel
DE102007042286A1 (de) 2007-09-06 2009-03-12 Henkel Ag & Co. Kgaa Färbemittel mit Naturfarbstoffen und 1,3-Dihydroxyaceton
FR2945745B1 (fr) * 2009-05-20 2012-08-03 Oreal Composition comprenant un colorant hydrophobe et un sucre reducteur et utilisation en coloration
FR2954120B1 (fr) * 2009-12-18 2012-02-24 Oreal Composition cosmetique comprenant un compose de type indigoide et un compose organique particuliers, et son utilisation en coloration.
FR2949333B1 (fr) * 2009-09-02 2013-01-04 Oreal Composition comprenant un colorant hydrophobe, une base minerale et un compose particulier (i), et son utilisation en coloration
WO2011027077A2 (fr) * 2009-09-02 2011-03-10 L'oreal Composition comprenant un colorant hydrophobe, un agent alcalin organique et/ou minéral particulier, un composé particulier (i) et un composé organique particulier (ii), et son utilisation en coloration
FR2949339B1 (fr) * 2009-09-02 2013-04-19 Oreal Composition comprenant un colorant hydrophobe, un agent alcalin organique et un compose particulier (i), et son utilisation en coloration
DE102010041974A1 (de) * 2010-10-05 2012-04-05 Henkel Ag & Co. Kgaa Pflegende Pflanzenhaarfarbe
WO2013125054A1 (fr) * 2012-02-24 2013-08-29 L'oreal Procédé permettant de traiter des fibres kératiniques
WO2013125053A1 (fr) * 2012-02-24 2013-08-29 L'oreal Procédé permettant de traiter des fibres kératiniques
FR3014315B1 (fr) * 2013-12-06 2017-01-27 Oreal Procede de coloration des matieres keratiniques a partir de poudre de plante(s) indigofere(s), et d’agent(s) alcalin(s)
EP3383498A4 (fr) * 2015-12-01 2019-08-14 ISP Investments LLC Composition de soin capillaire, son procédé de préparation et son procédé d'utilisation
JP2017226620A (ja) * 2016-06-22 2017-12-28 ライオン株式会社 染毛剤組成物
CN116075292A (zh) 2020-08-12 2023-05-05 威娜德国有限责任公司 使用可溶性还原染料对角质基底进行着色的方法和组合物
US11345818B1 (en) * 2020-12-29 2022-05-31 Industrial Technology Research Institute Dye for fiber and dyeing method
WO2023152322A1 (fr) 2022-02-10 2023-08-17 Wella Germany Gmbh Coloration capillaire mettant en œuvre des précurseurs de colorant oxydatif comprenant des couleurs primaires à base de pyrazole et des coupleurs, en combinaison avec des colorants de cuve solubilisés, pour améliorer la résistance des couleurs au lavage
WO2023161441A2 (fr) * 2022-02-25 2023-08-31 Laboratoire Biosthetique Kosmetik Gmbh & Co. Kg Composition colorante comprenant du leuco-indigo pour colorer des fibres et des tissus

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH680180B5 (fr) * 1988-07-29 1993-01-15 Ciba Geigy Ag
DE4341647A1 (de) * 1993-12-07 1995-06-08 Hartmann Haarkosmetik Gmbh Haarbehandlungsmittel und Verfahren, insbesondere zum Zwecke der Herstellung und Anwendung haarpflegender, homogener und ausgezeichnet auftragbarer gebrauchsfertiger Pflanzenhaarfarben-Zubereitungen
FR2713925B1 (fr) * 1993-12-22 1996-01-19 Oreal Procédé de coloration directe des fibres kératiniques humaines à l'aide de colorants naturels et de vapeur d'eau.
US6540791B1 (en) * 2000-03-27 2003-04-01 The Procter & Gamble Company Stable alkaline hair bleaching compositions and method for use thereof
DE10045856A1 (de) * 2000-09-14 2002-03-28 Henkel Kgaa Haarfärbemittel mit Indigoderivaten

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2005094763A1 *

Also Published As

Publication number Publication date
BRPI0418669A (pt) 2007-06-05
DE102004014763A1 (de) 2005-10-06
WO2005094763A1 (fr) 2005-10-13
US20080229520A1 (en) 2008-09-25
JP2007530464A (ja) 2007-11-01

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