WO1999020230A2 - Mascara pour cheveux - Google Patents

Mascara pour cheveux Download PDF

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Publication number
WO1999020230A2
WO1999020230A2 PCT/EP1998/006441 EP9806441W WO9920230A2 WO 1999020230 A2 WO1999020230 A2 WO 1999020230A2 EP 9806441 W EP9806441 W EP 9806441W WO 9920230 A2 WO9920230 A2 WO 9920230A2
Authority
WO
WIPO (PCT)
Prior art keywords
mascara
wax
hair
mascara according
synthetic polymer
Prior art date
Application number
PCT/EP1998/006441
Other languages
German (de)
English (en)
Other versions
WO1999020230A8 (fr
WO1999020230A3 (fr
Inventor
Birgitta Hurschmann
Heide Ehlers
Detlef Hollenberg
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to AU21504/99A priority Critical patent/AU2150499A/en
Publication of WO1999020230A2 publication Critical patent/WO1999020230A2/fr
Publication of WO1999020230A3 publication Critical patent/WO1999020230A3/fr
Publication of WO1999020230A8 publication Critical patent/WO1999020230A8/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
    • 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)
    • A61K8/8182—Copolymers of vinyl-pyrrolidones. 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
    • C08L91/08—Mineral waxes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L29/00—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 an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
    • C08L29/02—Homopolymers or copolymers of unsaturated alcohols
    • C08L29/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L39/00—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 of derivatives of such polymers
    • C08L39/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
    • C08L39/06—Homopolymers or copolymers of N-vinyl-pyrrolidones

Definitions

  • the invention relates to a mascara for temporarily coloring human hair and the use thereof.
  • the coloring of the human head hair is an important area of decorative cosmetics.
  • a permanent dye should not be removable from the hair even after intensive washing and should be extremely fast with regard to environmental influences such as UV light, sweat and moisture.
  • Corresponding colorants are generally formulated on the basis of oxidation dye precursors.
  • Temporary dyeings are usually formulated on the basis of substantive dyes and generally do not contain any oxidation dye precursors. Such dyeings can be practically completely removed from the hair by several intensive hair washes.
  • Mascara which is also known under the name "Mascara”
  • Mascara is a product group that could in principle meet these requirements.
  • a large one the problem is the drying times and the associated consistency of the product while it remains on the hair. If the drying time is too short, the product dries completely during the dwell time on the hair. This can result in the hair sticking together and the mascara mass crumbling off. In addition, a short refresh or brushing of the hairstyle is then hardly possible. On the other hand, drying times that are too long lead to excessive abrasion of the mascara and to a feeling of a “damp” hairstyle that is not desired by the user.
  • the drying times of the mascara can be adjusted by combining two specific ingredients so that the consumer experiences the feeling of dry hair, but the mascara can be shaped by a residual moisture and the hairstyle thus remains combable.
  • the present invention therefore relates to a mascara for temporarily dyeing the human head hair, containing at least one white or color pigment and customary cosmetic ingredients in an aqueous base, which is characterized in that it is a wax with a melting point of at least 60 ° C. and contains a nonionic synthetic polymer.
  • the first mandatory component of the mascara is a wax with a melting point of at least 60 ° C.
  • waxes are sunflower wax, candelilla wax, rice wax, beeswax and carnauba wax. Sunflower wax, carnauba wax and beeswax are preferred. Carnauba wax is a particularly preferred wax according to the invention.
  • the wax is selected from those waxes which have a melting point of 70 ° C., in particular 80 ° C.
  • the melting point specification relates to the lower limit of the melting range.
  • the mascara preferably contains the wax in amounts of 0.1-3.0% by weight, based on the total mascara. Amounts of 0.5-2.0% by weight and in particular 0.5-1.0% by weight can be particularly preferred.
  • the second imperative component of the mascara is a non-ionic, synthetic polymer.
  • Polyvinyl alcohols poly (N-vinyl-formamide), poly (N-vinyl-caprolactam), polyvinylpyrrolidone and copolymers of vinylpyrrolidone with at least one further nonionic monomer have proven to be particularly suitable according to the invention.
  • a preferred suitable comonomer is vinyl acetate.
  • polyvinyl alcohols and polyvinyl pyrrolidones and the copolymers mentioned above are preferred. Mixtures of these polymers can also be used according to the invention.
  • the nonionic synthetic polymers preferably have an average molecular weight between 10,000 and 100,000. Polymers with average molecular weights between 20,000 and 75,000, in particular between 40,000 and 55,000, have proven to be particularly suitable.
  • the non-ionic synthetic polymer is preferably contained in the mascara in amounts of 0.1-5.0% by weight, based on the total mascara. Amounts of 0.1-3.0, in particular 0.2-2.0% by weight are particularly preferred.
  • the mascara also contains at least one white or color pigment.
  • Pigments preferred according to the invention have the CI names Pigment Red 57: 1 and Pigment Red 57: 2.
  • Pigment Blue 29, Pigment Violet 15, Pigment Violet 16, Pigment Green 18, Natural Red 4, Pigment White 6 and Pigment White 31 are preferred pigments according to the invention.
  • the mascara preferably contains the pigments in amounts of 0.2-10% by weight, in particular 1.0-6.0% by weight, based on the total mascara.
  • the hair mascara also contains a plasticizer.
  • plasticizers are polyethylene glycols, polypropylene glycols, polyglycerols and mixtures thereof. Polyethylene glycols with average molecular weights from 100 to 4000, in particular 200 to 1500, are particularly preferred. Polyethylene glycols with average molecular weights from 300 to 600 are plasticizers which are particularly preferred according to the invention.
  • the white and color pigments are the only coloring components of the mascara. In principle, however, it should not be ruled out that the mascara contains small amounts of very easily washable, direct dyes for shading purposes.
  • the pigments, the nonionic synthetic polymers and the waxes are incorporated into a suitable water-containing carrier.
  • suitable water-containing carrier are, for example, creams, emulsions and gels.
  • the mascara according to the invention are preferably adjusted to a pH of 4.0 to 9.0, in particular to a pH of 5.0 to 7.5.
  • the colorants according to the invention can contain all active substances, additives and auxiliaries known in such preparations.
  • Such substances are, for example Emulsifiers, in particular nonionic emulsifiers such as adducts of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols with 8 to 22 C atoms, with fatty acids with 12 to 22 C atoms and with alkylphenols with 8 to 15 C atoms Atoms in the alkyl group, C12-C22 fatty acid monoesters and diesters of adducts of 1 to 30 moles of ethylene oxide with glycerol, C8-C22 alkyl mono- and oligoglycosides and their ethoxylated analogs, adducts of 5 to 60 moles of ethylene oxide with castor oil and hardened castor oil, adducts of ethylene oxide with sorbitan fatty acid esters and adducts of
  • cationic polymers such as quaternized cellulose ethers, polysiloxanes having quaternä- ren groups, dimethyldiallylammonium chloride polymers, dimethyldiallylammonium chloride-acrylamide copolymers, dimethylaminoethyl methacrylate quaternized with diethyl sulfate-vinylpyrrolidone copolymers, vinylpyrrolidone-vinyl imidazolinium methochloride copolymers and quaternized polyvinyl alcohol, zwitterionic and amphoteric Polymers such as, for example, acrylamidopropyl-trimethylammonium chloride / acrylate copolymers and octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers, anionic polymers such as, for example, polyacrylic acids, crosslinked polyacrylic
  • Thickeners such as agar agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum, locust bean gum, linseed gums, dextrane,
  • Cellulose derivatives e.g. As methyl cellulose, hydroxyalkyl cellulose and carboxyme- cellulose, starch fractions and derivatives such as amylose, amylopectin and dextrins, clays such as.
  • B. bentonite or fully synthetic hydrocolloids such as polyvinyl alcohol, Structurants such as glucose, maleic acid and lactic acid, hair-conditioning compounds such as phospholipids, for example
  • Soy lecithin, egg lecithin and cephaline, as well as silicone oils are soy lecithin, egg lecithin and cephaline, as well as silicone oils,
  • Protein hydrolyzates in particular elastin, collagen, keratin, milk protein, soy protein and wheat protein hydrolyzates, the condensation products of which
  • Solubilizers such as ethanol, isopropanol, ethylene glycol, propylene glycol,
  • Anti-dandruff agents such as piroctone ol-unine and zinc omadine, alkalizing agents such as ammonia, monoethanolamine, 2-amino-2-methylpropanol and 2-amino-2-methyl-propanediol-l, 3 other substances for adjusting the pH value,
  • Active substances such as panthenol, pantothenic acid, allantoin, pyrrolidone carboxylic acids and their salts and vitamins,
  • Plant extracts such as the extracts from oak bark, nettle, witch hazel, hops, chamomile, burdock root, horsetail, white dome, lime blossom, almond, aloe vera, spruce needle, horse chestnut, sandalwood, juniper, coconut, mango, apricot, lime, wheat, kiwi, melon Orange, grapefruit, sage, rosemary, birch, mallow, meadow foam, quendel, yarrow, thyme, lemon balm, hake, coltsfoot, marshmallow, meristem, ginseng and ginger root, cholesterol, light stabilizers,
  • Consistency agents such as sugar esters, polyol esters or polyol alkyl ethers, thixotropic agents such as magnesium aluminum silicate
  • Fats and waxes such as whale, montan wax, paraffins, fatty alcohols and fatty acid esters, fatty acid alkanolamides,
  • Swelling and penetration substances such as glycerol, propylene glycol monoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates, Pearlescent agents such as ethylene glycol mono- and distearate, antioxidants.
  • constituents of the water-containing carrier are used for the production of the mascara according to the invention in amounts customary for this purpose; e.g. emulsifiers are used in concentrations of 0.5 to 30% by weight and thickeners in concentrations of 0.1 to 25% by weight of the total colorant.
  • the invention also relates to the use of those described above
  • C16 fatty alcohol (INCI name: Cetyl Alcohol) (HENKEL) Cetylstearyl alcohol-emulsifier mixture (non-ionic) (INCI name: Cetearyl Alcohol, Ceteareth-20) (HENKEL)
  • Cetylstearyl alcohol with approx. 20 mol EO (INCI name: Ceteareth-20) (HENKEL) tallow alcohol + 25 EO (INCI name: Ceteareth-25) cetearyl palmitate (INCI name: Cetyl Palmitate) (CRODA) (INCI name: Polyvinyl Alcohol) (SAF) polyethylene glycol (INCI name: PEG-8) (HENKEL CORP.) Polyethylene glycol (INCI name: PEG-32) (BASF) Ninylacetyl-Ninylpyrrolidon-Copolyrner (40:60) (95% active substance; I ⁇ CI- Name: PVP / VA copolymer) (BASF) Magnesium aluminum silicate (INCI name: Magnesium Aluminum Silicate) (NANDERBILT) Dimethylpolysiloxane (INCI name: Dimethicone) (DOW CORNING) Polyphenylmethylsiloxane (INCI name: Phenyl Trimethicon

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

Un problème essentiel rencontré lors de la formulation d'un mascara pour cheveux est de donner à l'utilisateur la sensation de cheveux secs tout en assurant une humidité résiduelle qui permette de peigner et de coiffer facilement les cheveux. A cet effet, on ajoute au mascara une association composée d'une cire ayant un point de fusion de 60 °C minimum et d'un polymère synthétique non ionogène.
PCT/EP1998/006441 1997-10-21 1998-10-12 Mascara pour cheveux WO1999020230A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU21504/99A AU2150499A (en) 1997-10-21 1998-10-12 Hair mascara

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1997146468 DE19746468A1 (de) 1997-10-21 1997-10-21 Haar-Masara
DE19746468.8 1997-10-21

Publications (3)

Publication Number Publication Date
WO1999020230A2 true WO1999020230A2 (fr) 1999-04-29
WO1999020230A3 WO1999020230A3 (fr) 1999-07-29
WO1999020230A8 WO1999020230A8 (fr) 1999-09-02

Family

ID=7846161

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1998/006441 WO1999020230A2 (fr) 1997-10-21 1998-10-12 Mascara pour cheveux

Country Status (3)

Country Link
AU (1) AU2150499A (fr)
DE (1) DE19746468A1 (fr)
WO (1) WO1999020230A2 (fr)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004009043A1 (fr) * 2002-07-18 2004-01-29 Coty B.V. Composition de mascara resistante a l'humidite
EP2133067A1 (fr) * 2008-05-14 2009-12-16 Beiersdorf AG Préparation cosmétique contenant de la cire de tournesol
EP2008644A3 (fr) * 2007-06-18 2010-11-24 Beiersdorf AG Mascara à base de copolymères de styrol/acrylate
DE102014221536A1 (de) 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und speziellen polyalkoxylierten Silikonen
DE102014221533A1 (de) 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und kationische Cellulosen
DE102014221652A1 (de) 2014-10-24 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und zwitterionischen bzw. kationischen Polymeren
DE102014221535A1 (de) 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und zwitterionischen Polymeren
DE102014221532A1 (de) 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und nichtionischen Polymeren
US11267803B2 (en) 2016-06-21 2022-03-08 Orion Ophthalmology LLC Carbocyclic prolinamide derivatives
US11377439B2 (en) 2016-06-21 2022-07-05 Orion Ophthalmology LLC Heterocyclic prolinamide derivatives

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2812543B1 (fr) * 2000-08-03 2002-09-13 Oreal Mascara comprenant un polymere de vinyl lactame
FR2920093A1 (fr) * 2007-08-21 2009-02-27 Oreal Composition cosmetique comprenant un derive d'huile de soja et/ou un de ses sels
US20100154816A1 (en) * 2008-12-19 2010-06-24 Lorri Goddard-Clark Method for Testing and Practicing Application of Highlights to Hair
AU2011227171A1 (en) * 2010-03-19 2012-10-11 Kao Corporation Method for targeted application of hair care products
WO2011140348A2 (fr) * 2010-05-05 2011-11-10 L'oreal S.A. Compositions contenant un épaississant acrylique
DE102013204685A1 (de) * 2013-03-18 2014-10-02 Beiersdorf Ag Haarstylingemulsion

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0557196A1 (fr) * 1992-02-21 1993-08-25 L'oreal Composition cosmétique pour le maquillage des yeux, comprenant une microdispersion de cire
US5558859A (en) * 1994-05-02 1996-09-24 L'oreal Composition for the treatment and protection of the exoskeletal parts based on ceramides and vinylpyrrolidone polymers
EP0795312A1 (fr) * 1996-03-15 1997-09-17 Unilever Plc Composition cosmétique colorante contenant une cire modifiée par un alcohol
WO1998018431A2 (fr) * 1996-10-31 1998-05-07 The Procter & Gamble Company Compositions cosmetiques comprenant un polymere insoluble, un polymere filmogene et une argile organophile

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2879983B2 (ja) * 1991-01-18 1999-04-05 鐘紡株式会社 乳化型マスカラ

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0557196A1 (fr) * 1992-02-21 1993-08-25 L'oreal Composition cosmétique pour le maquillage des yeux, comprenant une microdispersion de cire
US5558859A (en) * 1994-05-02 1996-09-24 L'oreal Composition for the treatment and protection of the exoskeletal parts based on ceramides and vinylpyrrolidone polymers
EP0795312A1 (fr) * 1996-03-15 1997-09-17 Unilever Plc Composition cosmétique colorante contenant une cire modifiée par un alcohol
WO1998018431A2 (fr) * 1996-10-31 1998-05-07 The Procter & Gamble Company Compositions cosmetiques comprenant un polymere insoluble, un polymere filmogene et une argile organophile

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 017, no. 131 (C-1036), 18. März 1993 & JP 04 305515 A (KANEBO LTD), 28. Oktober 1992 *

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004009043A1 (fr) * 2002-07-18 2004-01-29 Coty B.V. Composition de mascara resistante a l'humidite
US7537753B2 (en) 2002-07-18 2009-05-26 Coty B.V. Moisture-proof mascara composition
EP2008644A3 (fr) * 2007-06-18 2010-11-24 Beiersdorf AG Mascara à base de copolymères de styrol/acrylate
EP2133067A1 (fr) * 2008-05-14 2009-12-16 Beiersdorf AG Préparation cosmétique contenant de la cire de tournesol
WO2016062484A1 (fr) 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Modification temporaire de la couleur des cheveux au moyen de pigments, d'alcools et de celluloses cationiques
DE102014221533A1 (de) 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und kationische Cellulosen
DE102014221536A1 (de) 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und speziellen polyalkoxylierten Silikonen
DE102014221535A1 (de) 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und zwitterionischen Polymeren
DE102014221532A1 (de) 2014-10-23 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und nichtionischen Polymeren
US10092501B2 (en) 2014-10-23 2018-10-09 Henkel Ag & Co. Kgaa Temporary changing the color of hair using pigments, alcohols and specific polyalkoxylated silicones
DE102014221652A1 (de) 2014-10-24 2016-04-28 Henkel Ag & Co. Kgaa Temporäre Farbveränderung von Haaren mit Pigmenten, Alkoholen und zwitterionischen bzw. kationischen Polymeren
US11267803B2 (en) 2016-06-21 2022-03-08 Orion Ophthalmology LLC Carbocyclic prolinamide derivatives
US11377439B2 (en) 2016-06-21 2022-07-05 Orion Ophthalmology LLC Heterocyclic prolinamide derivatives
US11866422B2 (en) 2016-06-21 2024-01-09 Orion Ophthalmology LLC Carbocyclic prolinamide derivatives

Also Published As

Publication number Publication date
WO1999020230A8 (fr) 1999-09-02
DE19746468A1 (de) 1999-04-22
WO1999020230A3 (fr) 1999-07-29
AU2150499A (en) 1999-05-10

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