WO2001012150A1 - Compositions cosmetiques renfermant des substances a changement de couleur thermochromiques, et agent provoquant un changement de temperature - Google Patents

Compositions cosmetiques renfermant des substances a changement de couleur thermochromiques, et agent provoquant un changement de temperature Download PDF

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Publication number
WO2001012150A1
WO2001012150A1 PCT/EP2000/007564 EP0007564W WO0112150A1 WO 2001012150 A1 WO2001012150 A1 WO 2001012150A1 EP 0007564 W EP0007564 W EP 0007564W WO 0112150 A1 WO0112150 A1 WO 0112150A1
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WO
WIPO (PCT)
Prior art keywords
composition
compounds
composition according
agent
thermochromic
Prior art date
Application number
PCT/EP2000/007564
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English (en)
Inventor
Fatemeh Mohammadi
Original Assignee
Unilever Plc
Unilever Nv
Hindustan Lever Limited
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 Unilever Plc, Unilever Nv, Hindustan Lever Limited filed Critical Unilever Plc
Priority to AU75084/00A priority Critical patent/AU7508400A/en
Publication of WO2001012150A1 publication Critical patent/WO2001012150A1/fr

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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
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0212—Face masks
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • 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
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/24—Thermal properties
    • A61K2800/242—Exothermic; Self-heating; Heating sensation
    • 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
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/438—Thermochromatic; Photochromic; Phototropic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q9/00—Preparations for removing hair or for aiding hair removal
    • A61Q9/04—Depilatories

Definitions

  • the present invention relates to cosmetic compositions that provide consumers with a colour change indicator as a sensorial signal.
  • Cosmetics are often provided with consumer perceivable sensorial signals. Most common of these signals are fragrances. Pleasing odour is often the single most important attribute inducing re-purchase by a consumer. Other sensorial attributes are also significant in cosmetic chemistry. Skin-feel of a product is highly important. Creams, lotions, gels and pastes are often judged for their efficacy by the tacticity of their feel. Silky, non-residue leaving cosmetics are much preferred over tacky ones, and the consumer may relate those aesthetics to actual pharmacological performance.
  • the sensorial attribute is that of temperature. Coolness is imparted to toothpastes and aftershave lotions through the presence of camphor, menthol or menthol derivatives such as menthol lactate. Some formulations signal efficacy through a temperature increase. Inclusion of capsaicin, an alkaloid extracted from capsicum, gives a brief temperature rise sensation to the human neural system.
  • U.S. Patent 5,747,202 discloses a fast drying peelable facial mask formulation based upon a combination of polyvinyl alcohol and hydrophobically modified acrylates. This mask is representative of a class of cosmetics requiring a finite maturating time for the product to set as a hardened film. Consumers would find a mechanism for indicating that the cosmetic has matured, such as a colour change, useful.
  • a colour change signal is the Biore® Self Heating Mask.
  • the product lists the following ingredients: butylene glycol, sodium silico aluminate, kaolin, PEG-8, methyl gluceth-20, hydroxypropyl cellulose, dimethicone, hydroxypropyl methylcellulose, talc, acrylates copolymer, polyethylene and minor ingredients including encapsulated ultramarine pigments. Instructions on use of the product require wetting of the face which when contacted with the Biore® product causes self-heating by reaction of water with the silico aluminates and kaolin. The composition is applied by rubbing across the face.
  • Another advantage of the present invention is to be able to provide cosmetic products with a combination sensorial signal employing a temperature change triggering an alteration of colour.
  • Another advantage of the present invention is to be able to provide cosmetic products having a timing mechanism for application, for rub-in or for removal of the product from a consumer's skin.
  • the present invention provides a cosmetic composition which comprises :
  • thermochromic substance which changes color in response to the change of temperature
  • a pharmaceutically acceptable vehicle for delivering the agent and the thermochromic substance to a user's skin.
  • the present inventors have found a visual sensorial combination of signals, which is suitable for use with cosmetic products.
  • the present invention relates to a product to be applied to the skin and containing an agent which reacts with water to generate a temperature change and a thermochromic substance which alters its colour responsive to the temperature change.
  • Water of activation is preferably placed on an area of the skin to be treated by the product or mixed with a product just prior to application. Less desirable, but also quite useful, is use of the inherent moisture and sweat found on surfaces of the skin.
  • thermochromic substances used in the present invention have one colour at room temperature but undergo a colour change at either higher or lower temperatures.
  • examples of such substances include double salts comprising a transition metal such as cobalt, nickel or manganese in combination with an aminic amide such as hexamethylenetetramine. These double salts discolour on releasing water when heated and resume the original colour on absorption of moisture when cooled.
  • Other examples include mercury iodide, double complex salts of mercury iodide with other metallic iodides, heavy metal compounds such as lead chromate and ammonium metavanadate, dixanthylene and bianthrone. These types of materials can all be used in the present invention but are not the most preferred materials.
  • thermochromic substances are substances based on ink technology.
  • the amount of the thermochromic substances used may range from about 0.00001 to about 10%, preferably from about 0.01 to about 2%, more preferably from about 0.1 to about 1%, optimally from about 0.5 to about 0.8% by weight of the cosmetic composition.
  • Thermochromic substances based on ink technology typically comprise: (1) an acid-responsive chromogenic material; and (2) an acidic material; optionally combined with (3) a solvent for dilution of the other materials.
  • the acid- responsive chromogenic material in the thermochromic substance may include triphenylmethanephthalide compounds, phthalide compounds, phthalan compounds, acyl-leucomethylene blue compounds, fluoran compounds, triphenylmethane compounds, diphenylmethane compounds and spiropyran compounds .
  • Suitable acid-responsive chromogenic materials include the following:
  • the acidic material mentioned may include 1,2,3- benzotriazole compounds, phenol compounds, thiourea compounds, oxo-aromatic carboxylic acids and mixtures thereof.
  • Specific examples include: 1, 2, 3-benzotriazole, 1, 2, 3-triazole ethyl 4-methyl-5-carboxylate, 4 (5) -hydroxy- 1, 2, 3-triazole, 5 ( 6) -methyl-1, 2, 3-benzotriazole, 5(6)- chloro-1, 2, 3-benzotriazole, 5(6) -methoxy-1, 2,3- benzotriazole, 4 (7) -nitro-1, 2, 3-benzotriazole, 5(6)- carboethoxy-1, 2, 3-benzotriazole, 5-methoxy-7-nitro-l, 2,3- benzotriazole, 4-amino-l, 2, 3-benzotriazole, 4-benzoylamino- 1,2, 3-benzotriazole, 4,5,6, 7-tetrachloro-l, 2,3- benzotriazole,
  • thermochromic substances each containing an acid- responsive chromogenic material and an acidic material, are preferably diluted with a solvent before use.
  • a solvent renders the substance responsive to changes in temperature with greater sensitivity and definition.
  • the solvents which can be used for the thermochromic substance includes, among others, C8-C 0 alcohols, alcohol- acrylonitrile adducts, azomethine compounds, esters and mixtures of these.
  • suitable solvents include decyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, lauryl alcohol-acrylonitrile adduct, myristyl alcohol-acrylonitrile adduct, stearyl alcohol-acrylonitrile adduct, benzylidene-p- toluidine, benzylidene-butylamine, octyl caprate, decyl caprate, myristyl caprylate, decyl laurate, lauryl laurate, myristyl laurate, decyl myristate, lauryl myristate, cetyl myristate, lauryl palmitate, cetyl palmitate, stearyl palmitate, cetyl myristate, lauryl palmitate, cetyl palmitate, stearyl palmitate, cetyl myristate, lauryl palmitate, cetyl palmitate, stearyl
  • Reversibly variable colour thermochromic substances can optionally be microencapsulated before incorporation into the cosmetic product.
  • Microencapsulation can be accomplished in any conventional manner.
  • the desired microcapsules can be prepared in water by any of interfacial polymerization, in situ polymerization, coacervation, air suspension, interfacial precipitation and other techniques using the reversibly variable colour material, a shell-forming polymer and, where necessary, a surfactant, protective colloid, pH control agent, electrolyte, etc.
  • Microcapsules with particle sizes of from about 1 to 50 ⁇ m in diameter can be obtained by such processes. It is also possible to provide double- or multiple-walled microcapsules by using one, two or more of the microencapsulation techniques mentioned above.
  • the preferred shell-forming material includes a polyamine and a carbonyl compound for forming a polyurea shell, a polybasic acid chloride and a polyamine for forming a polyamide shell, a polyisocyanate and a polyhydroxy compound for forming a polyurethane shell, a polybasic acid chloride and a polyhydroxy compound for forming a polyester shell, an epoxy compound and a polyamine for forming an epoxy resin shell, a melamine-formaldehyde prepolymer for forming a melamine resin shell and a urea-formaldehyde prepolymer for forming a urea resin shell, as well as ethylcellulose, polystyrene, polyvinyl acetate and so on.
  • thermochromic substances may be found in U.S. Patent 4,717,710, U.S. Patent 4,851,282 and U.S. Patent 5,431,697, all herein incorporated by reference. Substances described therein, or at least similar substances are available from the assignee, Matsui International Company, Inc., Gardena, California. A substance commercially available from Matsui International and suitable for use in the present invention is Chromicolor AQ Ink, especially Type 27 which is available in twelve colours. Type 27 has a colour appearing below
  • Chromicolor AQ Inks are Type 35 where colour is maintained below 27°C and disappears above 36°C.
  • Type 25
  • compositions of the present invention comprise an agent that can interact with water to generate a change of temperature.
  • This agent is typically admixed with the cosmetic composition.
  • Suitable agents should be capable of causing an exothermic or endothermic temperature jump in the composition of at least about 2 C, preferably from about 5°
  • Illustrative examples of the exothermic reaction inducing agents are dry forms of silica, activated alumina, aluminosilicates and combinations thereof. Particularly preferred are synthetic aluminosilicates such as Zeolite A available from PQ Corporation and Cab-0-Sil® fumed silica available from the Cabot Corporation. Alternatively, a redox type reaction can be employed to generate heat. Examples of endothermic agents are ammonium chloride and xylitol. The amount of these agents used may range from about 1 to about 70%, but usually from about 25 to about 60%, optimally from about 35 to about 50% by weight. When incorporating a water sensitive temperature change inducing agent, care must be taken to maintain the product within packaging (e.g. sealed pouch or packet) that avoids exposure to moisture or at least excessive moisture before use. On use or just prior to use, the composition is subjected to water, and this generates the appropriate temperature change .
  • packaging e.g. sealed pouch or packet
  • a variety of skin conditioning and protective agents may be formulated with the cosmetic compositions of the invention. Many of these may be considered also as pharmaceutically acceptable carriers. These agents may include moisturisers, preservatives, herbal extracts, vitamins, anti-irritant agents, emulsifiers and keratolytic agents.
  • Polyhydric alcohols also known as polyols, are the most useful moisturizers.
  • Representative polyols include glycerine, diglycerine, propylene glycol, dipropylene glycol, polypropylene glycol, polyethylene glycol and derivatives thereof, sorbitol, hydroxypropyl sorbitol, hexylene glycol, 1,2-butylene glycol, 1, 2, 6-hexanetriol, isoprene glycol, 2-methyl-l, 3-propanediol, ethoxylated glycerol, propoxylated glycerol and mixtures thereof.
  • the amount of polyol used may range from about 0.1 to about 95%, preferably from about 1 to about 50%, more preferably from about 1.5 to about 20%, optimally from about 3 to about 10% by weight of the cosmetic composition.
  • Preservatives can be incorporated into the compositions to protect against the growth of potentially harmful microorganisms.
  • Suitable preservatives include alkyl esters of para-hydroxybenzoic acid, hydantoin derivatives, propionate salts, and a variety of quaternary ammonium compounds.
  • Cosmetic chemists are familiar with appropriate preservatives and routinely choose them to satisfy the preservative challenge test and to provide product stability.
  • Particularly preferred preservatives are phenoxyethanol, methyl paraben, propyl paraben, imidazolidinyl urea, sodium dehydroacetate and benzyl alcohol.
  • Preservatives are preferably employed in an amount ranging from about 0.01% to about 2% by weight of the composition.
  • Herbal extracts may include Roman Chamomile, Green Tea, Scullcap, Nettle Root, Swertia Japonica, Fennel, Anise, Arnica, Calandula, Coltsfoot, Cornflower, Elder, Gentian,
  • the amount of each of the extracts may range from about 0.00001 to about 1%, preferably from about 0.01 to about 0.5%, optimally from about 0.05 to about 0.2% by weight of the composition.
  • Vitamins useful in products of the present invention include vitamin E acetate, vitamin C, vitamin A palmitate, panthenol and any of the Vitamin B complexes.
  • Anti-irritant agents may also be present including those of alpha-bisabolol and potassium glycyhrrizzinate, each vitamin or anti-irritant agent typically being present in an amount ranging from about 0.001 to about 0.5%, preferably from about 0.01 to about 0.1% by weight of the composition.
  • Emulsifiers may also be incorporated into the cosmetic compositions of the present invention. These emulsifiers may be anionic, nonionic, cationic or amphoteric emulsifiers or a combination thereof.
  • Useful nonionic type emulsifiers include the C 10 -C 20 fatty alcohols or acid hydrophobes condensed with from 2 to 100 moles of ethylene oxide or propylene oxide per mole of hydrophobe; C2-C 10 alkyl substituted phenols condensed with from 2 to 20 moles of alkylene oxide; mono- and di-fatty acid esters of ethylene glycol; fatty acid monoglyceride; sorbitan, mono- and di-Cs-
  • C20 fatty acids C20 fatty acids; block copolymers (ethylene oxide/propylene oxide) ; and polyoxyethylene sorbitan as well as combinations thereof.
  • Alkyl polyglycosides and saccharide fatty amides are also suitable nonionic emulsifiers.
  • the amount of emulsifier used may range from about 0.1 to about 30%, preferably from about 0.5 to about 10% by weight of the composition.
  • Keratolytic agents may be incorporated into the compositions. Typical of these agents are alpha and beta hydroxycarboxylic acids.
  • the alpha-hydroxycarboxylic acids include glycolic acid, malic acid, lactic acid and mixtures thereof as well as their salts such as alkali metal and ammonium salts.
  • the most preferred beta hydroxycarboxylic acid is salicylic acid.
  • the amount of these keratolytic agents may range from about 0.01 to about 15%, preferably from about 1 to about 8% by weight of the composition.
  • hydrocarbons examples include mineral oil, isoparaffins, polyalphaolefins, petrolatum, polydecenes, polyisobutylene, and microcrystalline polyethylene waxes.
  • Silicones useful as carriers may be volatile or nonvolatile. Volatile silicones are low molecular weight and relatively non-viscous linear or cyclic organopolysiloxanes . Most useful are tetramer and pentamer cyclomethicones . Non- volatile silicones include silicone gums such as Dow Corning SE-30 types having molecular weights above 100,000, preferably above 500,000. Fluid polydimethylsiloxanes are commercially available as Dow Corning 200, Dow Corning 550 and the General Electric SF-96 series. Other non-volatiles include polyalkylarylsiloxanes and polyphenylmethylsiloxanes .
  • non-volatile is meant a fluid with a vapour pressure of less than about 10 mm Hg, preferably less than about 1. mm Hg at 30 C.
  • Alkoxylated polydimethylsiloxanes known as dimethicone copolyols, may also be utilised.
  • Esters which can be useful carriers, include those of synthetic or natural origin. Among the natural esters are included triglycerides such as soybean oil, cottonseed oil, sunflower seed oil, carnauba wax, candellia wax and beeswax.
  • Synthetic esters include C 12 -C 22 fatty acid esters of Ci-Cn monohydric alcohols, C 12 -C 22 fatty alcohol esters of 3-C 11 mono and dicarboxylic acids, mono- and di- glycerides, citrates, and polyalkylene oxides of fatty acids.
  • Thickeners may also be employed as carriers. These include polyacrylamides, polyacrylates, cross-linked polyacrylates such as carbomers, xanthan, carrageenan, pectin, guar gum, sodium carboxymethyl cellulose, hydroxymethyl cellulose, hydroxypropyl cellulose, ethyl cellulose, hydroxypropyl methylcellulose, polyoxyethylene-polyoxypropylene block copolymers and mixtures thereof.
  • Inorganic powders suitable as carriers include titanium dioxide, zinc oxide, sodium sulfate, calcium carbonate, magnesium silicates, iron oxides, talc, mica, bentonites, boron nitrites, kaolin (of a type not generating substantial heat on contact with water), montmorillonites, hectorites, attapulgites and mixtures thereof.
  • the cosmetic compositions of the present invention may be in any form. They may be liquids, bars, powders, creams, lotions, sprays, pastes and semi-solid sticks.
  • Product types include but are not limited to facial masks, depilatories, anti-acne products, anti-wrinkle products, skin lightening products, self-tanning products (especially those with dihydroxyacetone and polysaccharides) , antiperspirants (utilised with aluminium and/or zirconium astringent salts) and deodorants.
  • Facial warming mask compositions are prepared as pastes having formulas whose ingredients are listed in Table I.
  • thermochromic ingredient turned blue to signal it was time to rinse the mask away with water. The mask was not intended to dry across the face.
  • a keratotic plug removing composition was prepared according to the composition listed in Table II.
  • the composition was applied as an adhesive paste to acne affected areas of the skin. Moisture in the skin reacted with the zeolite, generating heat and thereby activating the thermochromic colorant. After a short period of time, a green colour appeared indicating the paste had set into a hardened film. The user was then signalled to remove the hardened film from the face thereby also pulling plugs and blackheads from within pores of the acne infection.
  • Another keratotic plug removing composition was prepared according to the composition listed in Table III.
  • the composition was applied as an adhesive paste to acne affected areas of the skin. Moisture in the skin reacted with the silica generating heat thereby activating the liquid crystal thermochromic colorant. After a short period of time, a blue colour appeared indicating the paste had set into a hardened film. The user was then signalled to remove the hardened film from the face thereby also pulling plugs and blackheads from within pores of the acne infection.
  • thermochromic substance changes color to indicate that it is time for removal of the product from the skin.
  • Water was applied to the legs.
  • the depilatory having the formula listed in Table IV was placed on the wet legs. Upon change of color, the depilatory was rinsed from the legs.
  • This Example relates to an antiperspirant composition according to the present invention and having a formula as listed in Table V.
  • the formula When applied to the underarm, the formula was wetted from perspiration to activate the silica. Heat was generated and the thermochromic substance changed colour to signal activity.

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  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Veterinary Medicine (AREA)
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  • Epidemiology (AREA)
  • Dermatology (AREA)
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Abstract

L'invention concerne une composition cosmétique comprenant un agent capable de réagir avec l'eau pour provoquer un changement de température de la composition, une substance thermochromique et un support pharmaceutiquement acceptable. Appliquée sur la peau, la composition sécrète de l'humidité, ou bien est humectée, amenant l'agent à réagir et provoquant ainsi un changement de température de la composition. Du fait du changement de température, la substance thermochromique impartit une couleur différente à la composition. Un utilisateur est ainsi averti par ce signal sensoriel que la composition cosmétique a parachevé le traitement voulu et/ou a introduit un changement dans l'état de la peau.
PCT/EP2000/007564 1999-08-13 2000-08-04 Compositions cosmetiques renfermant des substances a changement de couleur thermochromiques, et agent provoquant un changement de temperature WO2001012150A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU75084/00A AU7508400A (en) 1999-08-13 2000-08-04 Cosmetic compositions with thermochromic color change substances and an agent for inducing a temperature change

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US14877399P 1999-08-13 1999-08-13
US60/148,773 1999-08-13

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WO2001012150A1 true WO2001012150A1 (fr) 2001-02-22

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Cited By (25)

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EP1175895A2 (fr) * 2000-07-28 2002-01-30 Warner-Lambert Company Préparations de rasage avec indicateur
EP1186286A1 (fr) * 1999-06-11 2002-03-13 Kanebo Limited Cosmetiques a emission de chaleur
WO2002060408A1 (fr) * 2001-02-01 2002-08-08 The Procter & Gamble Company Compositions cosmetiques anhydres
EP1283032A1 (fr) * 2001-08-10 2003-02-12 JOHNSON & JOHNSON CONSUMER COMPANIES, INC. Composition pour le soin cutané qui change de couleur lors du séchage
DE10152898A1 (de) * 2001-09-22 2003-04-24 Beiersdorf Ag Wärmende Emulsionen
FR2840806A1 (fr) * 2002-06-13 2003-12-19 Oreal Compositions autobronzantes colorees comportant au moins un colorant rouge ou orange choisi parmi les fluoranes ou leurs sels de metal alcalin
US6733766B2 (en) 2002-05-06 2004-05-11 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Personal care composition with color change indicator
DE10253304A1 (de) * 2002-11-15 2004-05-27 Beiersdorf Ag Kosmetische Maske
WO2005067875A1 (fr) * 2003-12-31 2005-07-28 Kimberly-Clark Worldwide, Inc. Produits nettoyants liquides changeant de couleur
US7255869B2 (en) 2001-10-30 2007-08-14 The Procter & Gamble Company Anhydrous cosmetic compositions containing polyols
EP1854448A2 (fr) * 2006-05-02 2007-11-14 Henkel Kommanditgesellschaft auf Aktien Composition de traitement des fibres kératiniques avec un indicateur de couleur pour un temps optimal de traitement
WO2008060778A2 (fr) * 2006-10-05 2008-05-22 Amcol International Corporation Compositions comportant un indicateur de performances
US7659236B2 (en) 2007-04-18 2010-02-09 Conopco, Inc. Bar composition comprising thermochromic pigment or dye signalling benefit agent release or other use
US7829515B2 (en) 2007-04-18 2010-11-09 Conopco, Inc. Method of signalling temperature and/or benefit agent release using bar composition comprising thermochromic pigment or dye
US8067350B2 (en) * 2005-12-15 2011-11-29 Kimberly-Clark Worldwide, Inc. Color changing cleansing composition
US8134042B2 (en) 2007-12-14 2012-03-13 Kimberly-Clark Worldwide, Inc. Wetness sensors
EP1800649B2 (fr) † 2005-12-21 2012-10-10 L'Oréal Composition cosmétique à effet volumateur
US8318654B2 (en) 2006-11-30 2012-11-27 Kimberly-Clark Worldwide, Inc. Cleansing composition incorporating a biocide, heating agent and thermochromic substance
AU2007278913B2 (en) * 2006-07-27 2013-03-21 Avent, Inc. Thermochromic compositions for skin application
US8834934B2 (en) 2003-02-11 2014-09-16 Haviland Products Company Material encapsulation system
US10220223B2 (en) 2005-12-21 2019-03-05 L'oreal Cosmetic composition with a volumizing effect
US10350115B2 (en) 2015-02-27 2019-07-16 Kimberly-Clark Worldwide, Inc. Absorbent article leakage assessment system
WO2020217311A1 (fr) * 2019-04-23 2020-10-29 株式会社リピカ Cire dépilatoire et cire dépilatoire avec récipient
US11013641B2 (en) 2017-04-05 2021-05-25 Kimberly-Clark Worldwide, Inc. Garment for detecting absorbent article leakage and methods of detecting absorbent article leakage utilizing the same
CN116549361A (zh) * 2023-07-05 2023-08-08 西施兰(珠海)医药科技有限公司 一种乌洛托品组合物及其制备方法

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FR2205303A1 (en) * 1972-11-06 1974-05-31 Pierret Colette Mask-forming skin prepn - based on calcium sulphate which sets hard exothermally, to re-model double-chins, remove wrinkles, etc
JPS5748905A (en) * 1980-09-05 1982-03-20 Kanebo Ltd Film type pack capable of discriminating peeling time by color change
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WO2002060408A1 (fr) * 2001-02-01 2002-08-08 The Procter & Gamble Company Compositions cosmetiques anhydres
EP1283032A1 (fr) * 2001-08-10 2003-02-12 JOHNSON & JOHNSON CONSUMER COMPANIES, INC. Composition pour le soin cutané qui change de couleur lors du séchage
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US7255869B2 (en) 2001-10-30 2007-08-14 The Procter & Gamble Company Anhydrous cosmetic compositions containing polyols
US6733766B2 (en) 2002-05-06 2004-05-11 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Personal care composition with color change indicator
FR2840806A1 (fr) * 2002-06-13 2003-12-19 Oreal Compositions autobronzantes colorees comportant au moins un colorant rouge ou orange choisi parmi les fluoranes ou leurs sels de metal alcalin
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US7268104B2 (en) 2003-12-31 2007-09-11 Kimberly-Clark Worldwide, Inc. Color changing liquid cleansing products
WO2005067875A1 (fr) * 2003-12-31 2005-07-28 Kimberly-Clark Worldwide, Inc. Produits nettoyants liquides changeant de couleur
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US10220223B2 (en) 2005-12-21 2019-03-05 L'oreal Cosmetic composition with a volumizing effect
EP1800649B2 (fr) † 2005-12-21 2012-10-10 L'Oréal Composition cosmétique à effet volumateur
EP1854448A2 (fr) * 2006-05-02 2007-11-14 Henkel Kommanditgesellschaft auf Aktien Composition de traitement des fibres kératiniques avec un indicateur de couleur pour un temps optimal de traitement
EP1854448A3 (fr) * 2006-05-02 2009-04-29 Henkel AG & Co. KGaA Composition de traitement des fibres kératiniques avec un indicateur de couleur pour un temps optimal de traitement
AU2007278913B2 (en) * 2006-07-27 2013-03-21 Avent, Inc. Thermochromic compositions for skin application
WO2008060778A3 (fr) * 2006-10-05 2010-01-14 Amcol International Corporation Compositions comportant un indicateur de performances
WO2008060778A2 (fr) * 2006-10-05 2008-05-22 Amcol International Corporation Compositions comportant un indicateur de performances
US8318654B2 (en) 2006-11-30 2012-11-27 Kimberly-Clark Worldwide, Inc. Cleansing composition incorporating a biocide, heating agent and thermochromic substance
US7659236B2 (en) 2007-04-18 2010-02-09 Conopco, Inc. Bar composition comprising thermochromic pigment or dye signalling benefit agent release or other use
US7829515B2 (en) 2007-04-18 2010-11-09 Conopco, Inc. Method of signalling temperature and/or benefit agent release using bar composition comprising thermochromic pigment or dye
AU2008243890B2 (en) * 2007-04-27 2013-03-28 Kimberly-Clark Worldwide, Inc. Color changing cleansing composition
US8134042B2 (en) 2007-12-14 2012-03-13 Kimberly-Clark Worldwide, Inc. Wetness sensors
US10350115B2 (en) 2015-02-27 2019-07-16 Kimberly-Clark Worldwide, Inc. Absorbent article leakage assessment system
US11013641B2 (en) 2017-04-05 2021-05-25 Kimberly-Clark Worldwide, Inc. Garment for detecting absorbent article leakage and methods of detecting absorbent article leakage utilizing the same
WO2020217311A1 (fr) * 2019-04-23 2020-10-29 株式会社リピカ Cire dépilatoire et cire dépilatoire avec récipient
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