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WO2011113675A2 - Méthode de traitement des cheveux - Google Patents

Méthode de traitement des cheveux Download PDF

Info

Publication number
WO2011113675A2
WO2011113675A2 PCT/EP2011/052733 EP2011052733W WO2011113675A2 WO 2011113675 A2 WO2011113675 A2 WO 2011113675A2 EP 2011052733 W EP2011052733 W EP 2011052733W WO 2011113675 A2 WO2011113675 A2 WO 2011113675A2
Authority
WO
WIPO (PCT)
Prior art keywords
dye
blue
acid
polymer
hair
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.)
Ceased
Application number
PCT/EP2011/052733
Other languages
English (en)
Other versions
WO2011113675A3 (fr
Inventor
Stephen Norman Batchelor
Jayne Michelle Bird
Wei Chen
Qingsheng Tao
Jinfang Wang
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.)
Hindustan Unilever Ltd
Unilever NV
Original Assignee
Hindustan Unilever Ltd
Unilever NV
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 Hindustan Unilever Ltd, Unilever NV filed Critical Hindustan Unilever Ltd
Priority to PH1/2012/501847A priority Critical patent/PH12012501847A1/en
Priority to CN2011800148662A priority patent/CN102844019A/zh
Priority to AU2011229416A priority patent/AU2011229416A1/en
Priority to EP11706522A priority patent/EP2547319A2/fr
Priority to JP2012557466A priority patent/JP2013522255A/ja
Priority to BR112012023498A priority patent/BR112012023498A2/pt
Priority to EA201290925A priority patent/EA201290925A1/ru
Publication of WO2011113675A2 publication Critical patent/WO2011113675A2/fr
Publication of WO2011113675A3 publication Critical patent/WO2011113675A3/fr
Anticipated expiration legal-status Critical
Ceased 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
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
    • 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
    • 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
    • A61K2800/57—Compounds covalently linked to a(n inert) carrier molecule, e.g. conjugates, pro-fragrances

Definitions

  • the present invention relates to a method for dying the hair.
  • Numerous cationic polymeric dyes have been disclosed for use as a colorant for human hair, for example in US 4,228,259; US 4,182,612 or FR 2 456 764, WO2008/009579 and WO2009/090121 to WO2009/090125.
  • the present invention relates to a method for colouring hair, comprising the step of applying to the hair a composition comprising a dye polymer in which the dye polymer is obtainable preferably obtained by the reaction of a NH 2 group directly and covalently bound to an aromatic ring of a dye i) with a reactive group of a monomeric compound ii) in which the reactive group is selected from the group consisting of isocyanate; oxazolone; epoxide; ester, and anhydride, followed by polymerising the resulting dye monomer to form a dye polymer iii).
  • the resulting dye monomer is then polymerised with other suitable monomers to form the dye- polymer.
  • Dye Monomer The NH 2 group of a dye is reacted with a monomer containing a reactive group selected from: isocyanate; oxazolone ester and epoxide.
  • a reactive group selected from: isocyanate; oxazolone ester and epoxide.
  • the reactive group of the monomer is an epoxide.
  • the ring-opening reaction of epoxide group with amine can be accelerated by some acidic catalysts.
  • R is H, alkyl, aryl
  • suitable R groups include
  • Z is an organic group containing an unsaturated carbon, carbon double bond.
  • Z is an acrylate or a styrene, more preferable Z is an acrylate.
  • Preferred monomers for reaction with the dye are glycidyl acrylate, 2-glycidyl methacrylate, 2-vinyl-4,4-dimethyl-5-oxazolone, vinyl isocyanate, 2- isocyanatoethyl methacrylate, N-methacryloxysuccinimide.
  • the dye must contain an NH 2 group covalently bound to an aromatic ring of the dye.
  • the NH 2 is covalently bound to an aromatic ring of the dye, wherein the aromatic ring is in conjugation with the chromophore of the dye.
  • the dye preferably contains the moiety within the aromatic ring structure of the dye. Preferred dyes include:
  • the dye does not contain reactive groups or polymerisable double bonds.
  • a dye containing a reactive groups is made up of a chromophore which is linked to a reactive group that undergoes addition or substitution reactions with - OH, -SH and -NH 2 groups to form covalent bonds.
  • Reactive dyes are described in Industrial Dyes (K. Hunger ed, Wiley VCH 2003). Many Reactive dyes are listed in the colour index (Society of Dyers and Colourists and American Association of Textile Chemists and Colorists). Reactive groups are, for example,
  • dichlorotriazinyl difluorochloropyrimidine, monofluorotrazinyl, dichloroquinoxaline, vinylsulfone, difluorotriazine, monochlorotriazinyl, bromoacrlyamide and
  • Dyes are organic molecules that have an absorption coefficient of greater than 4000, preferably greater than 10 000 mol "1 L cm “1 at any wavelength in the range 400-700nm. Molar absorption coefficients are preferably measured in an organic solvent, preferably propan-2-ol, using a 1 , 5 or 10 cm cell.
  • the dye is preferably selected from organic dyes selected from the following chromophore classes: Aminoketone, anthraquinone, azo, oxazine, azine, triphenodioxazine, triphenyl methane, naphthalimide, xanthene and
  • phthalocyanin more preferably azo, anthraquinone, naphthalimide and azine chromophore classes, most preferably azo and anthraquinone.
  • the dye of preference is an anthraquinone.
  • the dye may be cationic, anionically, or uncharged. Examples of uncharged dyes are found in the disperse dye category. Examples of anionic charged dyes are found in the acid and direct dye category. Examples of cationic charged dyes are found in the basic dye category.
  • the dye is preferably uncharged or has an anionic charge. Most preferably the dye is an anionic charged dye.
  • Preferred dyes containing -NH 2 groups covalently bound to an aromatic ring of the dye are: acid violet 1 ; acid violet 3; acid violet 6; acid violet 1 1 ; acid violet 13; acid violet 14; acid violet 19; acid violet 20; acid violet 36; acid violet 36:1 ; acid violet 41 ; acid violet 42; acid violet 43; acid violet 50; acid violet 51 ; acid violet 63; acid violet 48; acid blue 25; acid blue 40; acid blue 40:1 ; acid blue 41 ; acid blue 45; acid blue 47; acid blue 49; acid blue 51 ; acid blue 53; acid blue 56; acid blue 61 ; acid blue 61 :1 ; acid blue 62; acid blue 69; acid blue 78; acid blue 81 :1 ; acid blue 92; acid blue 96; acid blue 108; acid blue 1 1 1 ; acid blue 215; acid blue 230; acid blue 277; acid blue 344; acid blue 1 17; acid blue 124; acid blue 129; acid blue 129:1 ; acid blue
  • disperse blue 81 disperse blue 83; disperse blue 87; disperse blue 104; disperse blue 1 18; disperse violet 1 ; disperse violet 4, disperse violet 8, disperse violet 17, disperse violet 26; disperse violet 28; solvent violet 26; solvent blue 12; solvent blue 13; solvent blue 18; solvent blue 68; solvent blue 76; disperse red 4; disperse red 1 1 ; disperse red 15; disperse red 31 ; disperse red 53; disperse red 55;
  • Further preferred dyes are selected from mono-azo dyes which contain a phenyl group directly attached to the azo group, wherein the phenyl group has an NH 2 groups covalent bound to it.
  • the dye monomer is not
  • the dye polymer is formed by polymerization of the dye monomer, preferably with suitable co-monomer.
  • the dye-polymer contains 0.1 to 30 Molar% dye units, more preferably 1 to 15 Molar% dye monomers units, most preferably 2 to 10 Molar%.
  • the polymeric compound within the dye polymer is covalently bound to 1 to 100 dye molecules. More preferably 1 to 40 dye molecules. Most preferably 1 to 10 dye molecules.
  • the polymer may contain cationic and anionic charged groups.
  • the dye is preferably uncharged or anionic charged.
  • the dye is preferably uncharged or anionic charged.
  • Examples of uncharged dyes are found in the disperse dye category.
  • Examples of anionic charged dyes are found in the acid and direct dye category.
  • Examples of cationic charged dyes are found in the basic dye category.
  • the dye is preferably cationic or anionic charges.
  • Co-monomers may be selected from any suitable alkenes, acrylates and styrenes are particularly preferred. Suitable co-monomers include diethylanninoethylnnethacrylate, dimethylaminopropyl metacryannide, methyl vinylether, methacrylic acid, 2-acrylamido-2-methyl-1 -propanesulfonic acid, 2- hydroxyethyl acrylate; 2-hydroxyethyl methacrylate dimethylaminoethyl methacrylate, methyl methacrylate, methyl acrylate, hydroxyethyl methacrylate, ethyl methacrylate, ethyl acrylate, hydroxyethyl acrylate, butyl methacrylate, butyl acrylate, acrylamide, t-butyl methacrylate, t-butyl acrylate, sodium 4- vinylbenzenesulphonate, styrene, benyl methacrylate,
  • the monomers within the polymer may be arranged in any suitable manner. For example as alternating copolymers possess regularly alternating monomer residues; Periodic copolymers have monomer residue types arranged in a repeating sequence; Random copolymers have a random sequence of monomer residue types; Statistical copolymers have monomer residues arranged according to a known statistical rule; Block copolymers have two or more homopolymer subunits linked by covalent bonds. Most preferably the polymer is a random copolymer. The polymer should have a molecular weight 2000 and greater.
  • the molecular weight is the number average molecular weight. This is the ordinary arithmetic mean of the molecular weights of the individual macromolecules. It is determined by measuring the molecular weight of j polymer molecules, summing the weights, and dividing by j. Molecular weights are determined by Gel Permeations Chromatography.
  • Combination of polymeric dyes may be used to achieve a wide colour palette.
  • a palette of three or more polymeric dyes is preferable, particularly preferred is a palette of three polymeric dyes. It is most effective to use dye-polymer mixtures containing a red dye-polymer, a yellow dye-polymer and a blue dye polymer. Variation of the fractions of blue, yellow, and red in the mixture enables many colours to be reached, for example black, and brown.
  • the level of polymeric dye within the composition is preferably from 0.001 to 5wt% of the total composition, more preferably from 0.01 to 1 wt% most preferably from 0.04 to 0.4wt%.
  • the method of the invention comprises a rinse-off step.
  • the method of the invention comprises applying the dye compositions directly to dry hair or wet hair.
  • the application temperature is from 18 to 38 °C.
  • the composition is a shampoo, conditioner or hair dye composition.
  • the composition is a shampoo it preferably comprises from 5 to 50wt% of the total composition of a cleansing surfactant.
  • the cleansing surfactant comprises anionic and amphoteric surfactant.
  • the composition is a conditioning composition it preferably comprises a conditioning active such as fatty alcohols, fatty acids, fatty amides and fatty esters, silicones, cationic surfactants etc.
  • the composition contains a perfume.
  • the perfume is present at 0.001 to 5wt% of the total composition.
  • the composition of the invention has a pH of from 3 to 9, preferably from 4 to 8.
  • the composition contains greater than 40wt% of the total composition of water.
  • the composition is a liquid and the viscosity of the liquid is greater than 4 centipoise at 293K. Viscosity is measured using a falling ball
  • the dye monomer was synthesised by heating 1 g of the anthraquinone dye with 0.5ml of the epoxide monomer for 3 hours in 20 ml of acetic acid. Following reaction the dye-monomer was purified and 0.15g of its polymerised with 3 g of co-monomer in tetrahydrofuran as shown below.
  • the polymer was coded P1

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  • 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)
  • Cosmetics (AREA)
  • Coloring (AREA)

Abstract

La présente invention concerne une méthode de coloration des cheveux qui comprend une étape consistant à appliquer sur les cheveux, une composition comprenant un polymère colorant dans laquelle le colorant est obtenu par la réaction d'un groupe NH2 lié directement ou par covalence à un anneau aromatique d'un colorant i) avec un groupe réactif d'un composé monomère ii) ledit groupe réactif étant sélectionné parmi l'ensemble formé par: isocyanate; oxazolone; ester et époxyde, cette phase étant suivie par la polymérisation du monomère colorant résultant pour former un polymère colorant iii).
PCT/EP2011/052733 2010-03-19 2011-02-24 Méthode de traitement des cheveux Ceased WO2011113675A2 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
PH1/2012/501847A PH12012501847A1 (en) 2010-03-19 2011-02-24 Method of treating hair
CN2011800148662A CN102844019A (zh) 2010-03-19 2011-02-24 处理毛发的方法
AU2011229416A AU2011229416A1 (en) 2010-03-19 2011-02-24 Method of treating hair
EP11706522A EP2547319A2 (fr) 2010-03-19 2011-02-24 Méthode de traitement des cheveux
JP2012557466A JP2013522255A (ja) 2010-03-19 2011-02-24 毛髪の処理方法
BR112012023498A BR112012023498A2 (pt) 2010-03-19 2011-02-24 método para tingimento de cabelos
EA201290925A EA201290925A1 (ru) 2010-03-19 2011-02-24 Способ обработки волос

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CN2010071157 2010-03-19
CNPCT/CN2010/071157 2010-03-19
PCT/CN2010/075834 WO2011113250A1 (fr) 2010-03-19 2010-08-10 Procédé de traitement capillaire
CNPCT/CN2010/075834 2010-08-10

Publications (2)

Publication Number Publication Date
WO2011113675A2 true WO2011113675A2 (fr) 2011-09-22
WO2011113675A3 WO2011113675A3 (fr) 2012-05-31

Family

ID=44625256

Family Applications (4)

Application Number Title Priority Date Filing Date
PCT/CN2010/075834 Ceased WO2011113250A1 (fr) 2010-03-19 2010-08-10 Procédé de traitement capillaire
PCT/CN2010/075833 Ceased WO2011113249A1 (fr) 2010-03-19 2010-08-10 Procédé de traitement capillaire
PCT/EP2011/052735 Ceased WO2011113676A2 (fr) 2010-03-19 2011-02-24 Méthode de traitement des cheveux
PCT/EP2011/052733 Ceased WO2011113675A2 (fr) 2010-03-19 2011-02-24 Méthode de traitement des cheveux

Family Applications Before (3)

Application Number Title Priority Date Filing Date
PCT/CN2010/075834 Ceased WO2011113250A1 (fr) 2010-03-19 2010-08-10 Procédé de traitement capillaire
PCT/CN2010/075833 Ceased WO2011113249A1 (fr) 2010-03-19 2010-08-10 Procédé de traitement capillaire
PCT/EP2011/052735 Ceased WO2011113676A2 (fr) 2010-03-19 2011-02-24 Méthode de traitement des cheveux

Country Status (10)

Country Link
EP (2) EP2547321A2 (fr)
JP (2) JP2013522255A (fr)
CN (2) CN102844019A (fr)
AR (2) AR080761A1 (fr)
AU (2) AU2011229416A1 (fr)
BR (2) BR112012023498A2 (fr)
EA (2) EA201290925A1 (fr)
PH (2) PH12012501847A1 (fr)
TW (2) TW201138892A (fr)
WO (4) WO2011113250A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012050371A1 (fr) * 2010-10-13 2012-04-19 Rohm And Haas Electronic Materials Korea Ltd. Nouveaux composés pour matériau électronique organique et dispositif électroluminescent organique les utilisant
DE102011119729A1 (de) * 2011-11-30 2013-06-06 S & V Technologies Ag Polymerisierbare Farbstoffe und deren Zusammensetzungen für opthalmologische Anwendungen
JP2013166844A (ja) * 2012-02-15 2013-08-29 Kao Corp インクジェット記録用顔料水分散液
WO2015086676A1 (fr) 2013-12-13 2015-06-18 L'oreal Procédé pour colorer des substances kératiniques à partir d'oligomères et/ou de polymères colorés provenant de méta-phénylènediamines, composition et agent de coloration
WO2015086675A1 (fr) 2013-12-13 2015-06-18 L'oreal Procédé de coloration de fibres de kératine au moyen d'oligomères et/ou de polymères colorés dérivés de composés auto-oxydants, composition et agent colorant pour celui-ci
US9949543B2 (en) 2014-10-29 2018-04-24 Noxell Corporation Hair colouration, method and kit thereof
US9949542B2 (en) 2014-10-29 2018-04-24 Noxell Corporation Hair colouration, method and kit thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3145997B1 (fr) * 2014-05-21 2023-07-12 ROLIC Technologies AG Colorants dichroïques polymérisables
US20200048468A1 (en) * 2018-08-07 2020-02-13 Michael Milbocker Polymeric hair color composition

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4182612A (en) 1977-01-31 1980-01-08 The Gillette Company Method for dyeing human hair with cationic polymeric dyes
US4228259A (en) 1976-08-12 1980-10-14 L'oreal Water-soluble cationic polymer dye compounds and process for producing the same
FR2456764A2 (fr) 1979-05-18 1980-12-12 Oreal Nouveaux polymeres colorants, leur preparation et leur utilisation
WO2008009579A1 (fr) 2006-07-18 2008-01-24 Ciba Holding Inc. Colorants polymères pour cheveux
WO2009090121A1 (fr) 2008-01-17 2009-07-23 Basf Se Colorants capillaires polymères
WO2009090125A1 (fr) 2008-01-17 2009-07-23 Basf Se Colorants capillaires polymères

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NL126818C (fr) * 1961-10-05
LU51345A1 (fr) * 1966-06-16 1967-12-18
DE1794352C3 (de) * 1961-10-05 1979-09-27 L'oreal, Paris Verwendung von gefärbten Polymerisaten als färbender Bestandteil in Haarfärbemitteln
FR1498464A (fr) * 1965-09-06 1967-10-20 Oreal Nouvelles résines colorées, laques et lotions de mise en plis colorées pour cheveux, à base de ces résines
US6306182B1 (en) * 1999-12-29 2001-10-23 Revlon Consumer Products Corporation Polymeric dye compounds and compositions and methods for coloring hair
EP1256602A1 (fr) * 2001-05-08 2002-11-13 Rolic AG Mélange dichroique
DE10309523A1 (de) * 2003-03-05 2004-09-16 Wella Ag Mittel und Verfahren zum Färben von Keratinfasern
EP1454614B1 (fr) * 2003-03-06 2007-08-29 KPSS-Kao Professional Salon Services GmbH Composition pour la coloration des cheveux humains
US20050268405A1 (en) * 2004-05-28 2005-12-08 Gaelle Brun Composition for dyeing keratin fibers, comprising at least one pigment and polymers capable of reacting with each other to form covalent bonds
US7799092B2 (en) * 2005-06-29 2010-09-21 L'oreal S.A. Composition for simultaneously bleaching and dyeing keratin fibers, comprising at least one anionic or nonionic direct dye and at least one associative polymer

Patent Citations (6)

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Publication number Priority date Publication date Assignee Title
US4228259A (en) 1976-08-12 1980-10-14 L'oreal Water-soluble cationic polymer dye compounds and process for producing the same
US4182612A (en) 1977-01-31 1980-01-08 The Gillette Company Method for dyeing human hair with cationic polymeric dyes
FR2456764A2 (fr) 1979-05-18 1980-12-12 Oreal Nouveaux polymeres colorants, leur preparation et leur utilisation
WO2008009579A1 (fr) 2006-07-18 2008-01-24 Ciba Holding Inc. Colorants polymères pour cheveux
WO2009090121A1 (fr) 2008-01-17 2009-07-23 Basf Se Colorants capillaires polymères
WO2009090125A1 (fr) 2008-01-17 2009-07-23 Basf Se Colorants capillaires polymères

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"Industrial Dyes", 2003, WILEY VCH
ZOLLINGER: "Color Chemistry", 2003, WILEY-VCH

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012050371A1 (fr) * 2010-10-13 2012-04-19 Rohm And Haas Electronic Materials Korea Ltd. Nouveaux composés pour matériau électronique organique et dispositif électroluminescent organique les utilisant
DE102011119729A1 (de) * 2011-11-30 2013-06-06 S & V Technologies Ag Polymerisierbare Farbstoffe und deren Zusammensetzungen für opthalmologische Anwendungen
JP2013166844A (ja) * 2012-02-15 2013-08-29 Kao Corp インクジェット記録用顔料水分散液
WO2015086676A1 (fr) 2013-12-13 2015-06-18 L'oreal Procédé pour colorer des substances kératiniques à partir d'oligomères et/ou de polymères colorés provenant de méta-phénylènediamines, composition et agent de coloration
WO2015086675A1 (fr) 2013-12-13 2015-06-18 L'oreal Procédé de coloration de fibres de kératine au moyen d'oligomères et/ou de polymères colorés dérivés de composés auto-oxydants, composition et agent colorant pour celui-ci
US9949543B2 (en) 2014-10-29 2018-04-24 Noxell Corporation Hair colouration, method and kit thereof
US9949542B2 (en) 2014-10-29 2018-04-24 Noxell Corporation Hair colouration, method and kit thereof
US10681971B2 (en) 2014-10-29 2020-06-16 Noxell Corporation Hair colouration, method and kit thereof
US10687594B2 (en) 2014-10-29 2020-06-23 Noxell Corporation Hair colouration, method and kit thereof

Also Published As

Publication number Publication date
EA201290925A1 (ru) 2013-03-29
PH12012501848A1 (en) 2013-01-07
WO2011113250A1 (fr) 2011-09-22
WO2011113676A2 (fr) 2011-09-22
EP2547321A2 (fr) 2013-01-23
AU2011229416A1 (en) 2012-10-11
JP2013522256A (ja) 2013-06-13
AU2011229417A1 (en) 2012-10-11
WO2011113675A3 (fr) 2012-05-31
TW201138853A (en) 2011-11-16
WO2011113249A1 (fr) 2011-09-22
EP2547319A2 (fr) 2013-01-23
TW201138892A (en) 2011-11-16
CN102844020A (zh) 2012-12-26
WO2011113676A3 (fr) 2012-05-31
BR112012023598A2 (pt) 2016-08-02
JP2013522255A (ja) 2013-06-13
EA201290934A1 (ru) 2013-04-30
PH12012501847A1 (en) 2013-02-04
AR080760A1 (es) 2012-05-09
AR080761A1 (es) 2012-05-09
CN102844019A (zh) 2012-12-26
BR112012023498A2 (pt) 2016-05-31

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