WO2003015736A2 - Composition parfumee - Google Patents

Composition parfumee Download PDF

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Publication number
WO2003015736A2
WO2003015736A2 PCT/GB2002/003673 GB0203673W WO03015736A2 WO 2003015736 A2 WO2003015736 A2 WO 2003015736A2 GB 0203673 W GB0203673 W GB 0203673W WO 03015736 A2 WO03015736 A2 WO 03015736A2
Authority
WO
WIPO (PCT)
Prior art keywords
silicone
perfume
composition
composition according
weight
Prior art date
Application number
PCT/GB2002/003673
Other languages
English (en)
Other versions
WO2003015736A3 (fr
Inventor
Jeremy Nicholas Ness
Marcus James Goodall
Judi Ann Beerling
Original Assignee
Quest International B.V.
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 Quest International B.V. filed Critical Quest International B.V.
Priority to AU2002355904A priority Critical patent/AU2002355904A1/en
Priority to GB0401424A priority patent/GB2394661B/en
Publication of WO2003015736A2 publication Critical patent/WO2003015736A2/fr
Publication of WO2003015736A3 publication Critical patent/WO2003015736A3/fr

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C11D3/3734Cyclic silicones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/895Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00Formulations or additives for perfume preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50Perfumes

Definitions

  • This invention relates to perfume-containing compositions, particularly skin-care, hair-care and fabric-care compositions.
  • silicones i.e. silicon polymers made up of -Si-O- linkages known as siloxane units
  • silicones can have conditioning benefits on hair, improving the appearance and feel of hair, and impart soft, smooth properties to the skin.
  • the present invention concerns the performance of perfume in compositions, in terms of behaviour relative to silicone and desirably also deposition of perfume onto hair, skin or fabric and retention during drying.
  • an aqueous skin-care, hair-care or fabric-care composition comprising surfactant, silicone insoluble in water, and perfume having a solubility parameter not exceeding about 20.
  • Solubility parameter refers to the Hildebrand parameter, which is a measure of cohesion well known in physical chemistry. A full description may be found in the text "Solubility Parameters and other Cohesion Parameters” by A F Barton, published by CRC Press (1983). Solubility parameter (SP) may be determined from equation (1) below, but is more conveniently estimated by a variety of group additive methods. The method due to Hoy (see section 6.4 in the above reference of Barton) has been used in this invention. Equation (1)
  • Solubility Parameter [(dH-RT)/V]' ⁇
  • V molar volume
  • Solubility parameter is a measure that was originally developed as a means of explaining or predicting the likely solubility of particular liquids in one another, particularly the amount of a polymer that will dissolve in a solvent.
  • solubility parameter is used as a measure of the amount of a solvent (perfume) that will dissolve in a polymer (silicone).
  • Silicones generally have very low solubility parameters, usually below 15 and typically in the range 11 to 14. Water has a very high solubility parameter of 47.9. Thus in an aqueous composition including silicone and perfume of relatively close SP values, it would be expected that the perfume will partition into, i.e. dissolve into, the silicone to a reasonable extent.
  • the solubility parameters of the perfume and silicone are preferably as close as possible.
  • the perfume preferably has a solubility parameter ⁇ 19, more preferably ⁇ 18 and most preferably ⁇ 17.
  • HBF hydrogen bonding factor
  • the HBF is expressed in terms of a value representing a spectroscopic shift. The higher the shift the stronger the (hydrogen) bonding and hence high HBF materials are those capable of hydrogen bonding. At the extremes of the scale, alcohols have HBF values of about 222 and hydrocarbons have HBF values of about 57.
  • a perfume with a relatively low HBF preferably ⁇ 125.
  • the perfume SP should be ⁇ 20, preferably ⁇ 19 and most preferably ⁇ 18. It is further preferred to use a perfume with a lower HBF, e.g. ⁇ 115, desirably ⁇ 100, e.g. hydrocarbons, esters etc.
  • the perfume has a lower SP value.
  • the SP should be ⁇ 19, preferably ⁇ 18, most preferably ⁇ 17.
  • Solubility parameter and hydrogen bonding factor values for a number of typical common perfume materials are given below:
  • Preferred perfume materials i.e. SP ⁇ 19 or HBF ⁇ 115
  • Jasmacyclene is a Trade Mark of Quest
  • Adoxal is a Trade Mark of Givaudan
  • Galaxolide is a Trade Mark of IFF.
  • Rastone is an abbreviation for Raspberry Ketone (4-(4-hydroxyphenyl)-2-butanone).
  • the perfume will typically comprise a mixture of perfume materials, blended to achieve desired odour properties.
  • the approach used above for single materials has been found to be useful for designing mixtures.
  • perfume materials including one or more generally unsuitable materials (e.g. included to achieve desired odour properties) provided the SP and HBF values of the mixture as a whole are appropriate.
  • Non-odorous materials e.g diluents, coupling materials (discussed below) should not be included in these calculations.
  • the perfume is typically present in the composition in an amount in the range 0.01 to 10%, preferably 0.1 to 1 % , by weight of the weight of the composition.
  • the invention enables good partitioning of perfume into the silicone of the composition, which means that the perfume will be associated with, and carried with, the silicone.
  • the silicone is insoluble in water.
  • insoluble is used in this context to mean that less than 0.01 % by weight of the silicone dissolves in water at room temperature (about 20°C) and at typical temperatures of use (about 40°C).
  • the silicone is preferably also substantially insoluble in the surfactant of the composition, with the term substantially insoluble being used in this context to mean that less than 1 % by weight of the silicone dissolves in the surfactant at room temperature (about 20°C) and at typical temperatures of use (about 40°C).
  • the insolubility requirements mean that, in preferred embodiments at least, the silicone is generally present in the composition in undissolved form, and so is available for the perfume to partition thereunto.
  • the composition is preferably designed to enable good deposition of the silicone (and the perfume carried thereby) onto skin, hair or fabric in use of the composition. To this end it is preferred to use certain silicones or mixtures of silicones that have good deposition properties, e.g. as is known in the art, while also allowing perfume to partition thereinto.
  • Suitable silicone materials having good deposition properties include the following:
  • Silicone elastomers i.e. crosslinked silicones exhibiting rubber-like elastic properties. Such materials are described in general terms in the article “Silicone Wonders” in the May 2001 issue of the magazine “Global Cosmetic Industry” produced by Cosmix Inc. , New York, USA. Silicone elastomers are also disclosed in EP 0240350A, US 5049377, CA 2275845, US 5929162 and US 5969035.
  • the silicone elastomers are preferably in the form of small particles, typically having a particle size ⁇ 5 ⁇ m, preferably ⁇ 2 ⁇ m. Suitable materials are commercially available from companies including Dow Corning, Shin-Etsu, Wacker etc.
  • One currently preferred silicone elastomer is a dimethicone/vinyl dimethicone crosspolymer available from Dow Corning under the product designation DC 9506: this is supplied as a dry powder which can be made up into an aqueous slurry (which is a preferred form for use in the invention).
  • Silicone elastomers not only have good deposition properties, but also allow perfume to partition into them, absorbing the perfume. A silicone elastomer may therefore be used on its own in a composition in accordance with the invention.
  • the silicone elastomer may also be used mixed with a liquid carrier, generally a silicone carrier, into which perfume partitions well.
  • a liquid carrier generally a silicone carrier
  • the elastomer and carrier are preferably in the form of an emulsion or dispersion, preferably of small droplet or particle size, preferably ⁇ 5 ⁇ m, more preferably ⁇ 2 ⁇ m.
  • Suitable carriers can be classified into a number of different types as follows:
  • Volatile carriers e.g. as disclosed in EP 0240350A, including volatile cyclic silicones such as cyclomethicone, volatile linear silicones and volatile hydrocarbons such as isododecane.
  • volatile cyclic silicones including the silicone fluids available from Dow Corning under the product designations DC244, DC255, DC344, DC345 and DC246.
  • volatile linear silicones include the material available from Dow Corning under the product designation DC200/0.65.
  • volatile hydrocarbons include Isopar materials (Isopar is a Trade Mark) available from Exxon.
  • Non-volatile carriers such as phenyl-substituted silicones, i.e. polyphenylmethylsiloxanes.
  • phenyl-substituted silicones i.e. polyphenylmethylsiloxanes.
  • a commercially available example of such a non-volatile carrier is the material available from Dow Corning under the product designation DC 556.
  • silicone elastomers and emulsions of dispersions of silicone elastomers in carriers are disclosed, e.g. , in US 5969035, US 5929162, CA 2275845 and EP 240350A. 3.
  • a high molecular weight silicone e.g. a silicone gum together with a liquid carrier as described above. While a high molecular weight silicone has good deposition properties, in general is will not allow perfume to partition well thereinto.
  • a carrier into which the perfume partitions well preferably in the form of an emulsion or dispersion of small droplet size as discussed above, both deposition and partitioning properties are obtained.
  • references to a high molecular weight silicone means a silicone having a viscosity of > 350cS, preferably > 10,000cS, more preferably > lOO.OOOcS.
  • Suitable high molecular weight silicones are disclosed, e.g., in EP 0240350A, US 5114706 (column 7), WO00/07551 and WO00/61084.
  • Suitable high molecular weight silicones available commercially, e.g. high molecular weight dimethicones produced by Dow Corning, Union Carbide, General Electric etc.
  • the silicones may have other functionalities (e.g. cationic groups).
  • Mixtures of high molecular weight silicones and carrier are also commercially available, e.g. dimethicone in volatile silicone available from Dow Corning under the product designations DC 1401 and DC 1501.
  • the high molecular weight silicone of such mixtures preferably constitutes at least 10% by weight, more preferably at least 20% by weight, of the total weight of the mixture.
  • Silicone is typically present in the composition in an amount in the range 0.1 to 10% , preferably 0.5 to 3 %, by weight of the weight of the composition.
  • the composition preferably includes a deposition aid, e.g. a cationic deposition aid, to enhance deposition.
  • a deposition aid e.g. a cationic deposition aid
  • Suitable materials are known in the art, e.g. as disclosed in US 5990059 and EP 0552024A.
  • One preferred class of materials is cationic guar gum derivatives such as guar hydroxypropyltriamonium chloride (which is commercially available from Rhodia under the Trade Mark Jaguar).
  • Particularly preferred is Jaguar C13S, which has a low degree of substitution of the cationic groups and high viscosity.
  • the deposition aid is suitably present in an amount in the range 0.001 to 5% , preferably 0.01 to 1 % , more preferably 0.02 to 0.5%, by weight of the weight of the composition.
  • the composition preferably further includes one or more coupling materials having a solubility parameter intermediate that of the silicone and the perfume, e.g. 2 to 3 units higher than that of the silicone.
  • the coupling material is thus soluble in both the perfume and the silicone and hence functions to allow the perfume to be better associated with the silicone.
  • the coupling agent may be a perfume ingredient of low SP, e.g. isopropyl myristate (IPM) which has a SP of 16.5.
  • IPM isopropyl myristate
  • the volatile hydrocarbons mentioned above as possible carrier liquids typically have SP values of about 14 and are also suitable for this purpose.
  • the composition includes at least one surfactant which may be selected from anionic, nonionic, cationic, amphoteric and zwitter ionic surfactants, or mixtures thereof.
  • Suitable surfactants are well known to those skilled in the art, and a suitable surfactant or mixmre of surfactants for any particular composition may be readily selected.
  • Surfactant is typically present in the composition in an amount in the range 3 to 25%, preferably 15 to 20% , by weight of the weight of the composition.
  • the composition may take the form of a range of hair-care products, e.g. a hair shampoo, conditioner, styling mousse or gel etc., skin-care products e.g. a shower gel, body wash etc. and fabric-care products, e.g. fabric washing products, fabric conditioners etc.
  • Suitable formulations for the different product types are well known to those skilled in the art.
  • Optional ingredients suited to the different products types may be included, if desired, in known manner.
  • the silicone with perfume partitioned therein deposits onto skin, hair or fabric in use, so that perfume is also effectively deposited and retained during drying, giving improved dry perfume performance on skin/hair/fabric.
  • the invention provides a method of enhancing perfume deposition onto skin, hair or fabric from an aqueous skin-care, hair-care or fabric-care composition comprising surfactant, the method comprising adding to the composition silicone insoluble in water and perfume having a solubility parameter not exceeding about 20.
  • Figure 1 is a graph of % headspace depression versus solubility parameter.
  • a shampoo composition was made by mixing together the following ingredients:
  • Euperlan PK810 (Euperlan PK810 is a Trade Mark), Henkel, is a pearlising agent with the INCI designation glycol distearate and fatty alcohol ether sulphate and cocamide MEA and laureth 10.
  • the total surfactant content of the composition is about 16% by weight.
  • composition of the perfume was as follows:
  • DC9506 one part by weight blended with DC246 volatile cyclic silicone (three parts by weight) 4.
  • DC 1401 high molecular weight silicone gum in cyclomefhicone carrier.
  • This mixture was then dosed into a shampoo base (the shampoo composition given in Example 1 excluding perfume and silicone) at 0.5wt% to provide a Reference sample, and at 0.5wt% into the same shampoo base also containing 1.0wt% of DC9506 elastomer - to provide a Silicone sample.
  • the samples were then allowed to equilibriate for one week at room temperature.
  • An analysis of the equilibrium perfume headspace above the two samples was then carried out using standard gas chromatographic (GC) techniques. The size of the individual perfume peaks in the two shampoo samples was then compared and a % drop (depression) calculated for the ingredient in the silicone sample compared the reference sample.
  • GC gas chromatographic
  • This depression was assumed to be due to perfume partitioning into the silicone phase and thus no longer contributing to the headspace of the sample.
  • This headspace depression is thus a measure of whether an ingredient partitions into the silicone - it is not however quantitative in that a 20% drop in headspace does not necessarily correlate to a 20% partitioning level into the silicone. In fact, the headspace depression usually is lower than the level of partitioning.

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  • Animal Behavior & Ethology (AREA)
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Abstract

L'invention porte sur une composition aqueuse pour soins de la peau ou des cheveux comprenant un tensio-actif, un silicone insoluble dans l'eau, et un parfum présentant un facteur de solubilité ne dépassant pas environ 20. L'utilisation d'un parfum à faible facteur de solubilité permet une bonne répartition dudit parfum dans le silicone, ce qui signifie qu'il sera associé au silicone et déposé avec lui sur la peau, les cheveux ou un tissu.
PCT/GB2002/003673 2001-08-16 2002-08-09 Composition parfumee WO2003015736A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2002355904A AU2002355904A1 (en) 2001-08-16 2002-08-09 Perfume-containing composition
GB0401424A GB2394661B (en) 2001-08-16 2002-08-09 Perfume-containing composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0119935A GB0119935D0 (en) 2001-08-16 2001-08-16 Perfume containing composition
GB0119935.5 2001-08-16

Publications (2)

Publication Number Publication Date
WO2003015736A2 true WO2003015736A2 (fr) 2003-02-27
WO2003015736A3 WO2003015736A3 (fr) 2003-07-10

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AU (1) AU2002355904A1 (fr)
GB (2) GB0119935D0 (fr)
WO (1) WO2003015736A2 (fr)

Cited By (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10234262A1 (de) * 2002-07-27 2004-02-19 Beiersdorf Ag Haarshampoo für feines und fettiges Haar
WO2006012767A1 (fr) * 2004-08-04 2006-02-09 Givaudan Sa Composition comprenant un parfum dissous dans une huile de silicone
JP2006111587A (ja) * 2004-10-15 2006-04-27 Kao Corp 難揮散成分の揮散方法
US7648955B2 (en) 2003-11-04 2010-01-19 The Procter & Gamble Company Fragrances comprising residual accords
US7704932B2 (en) 2003-11-04 2010-04-27 The Procter & Gamble Company Personal cleaning compositions
EP2270124A1 (fr) 2009-06-30 2011-01-05 The Procter & Gamble Company Compositions de blanchiment comportant un système de livraison de parfum
WO2011072117A1 (fr) 2009-12-09 2011-06-16 The Procter & Gamble Company Produits d'entretien du linge et de la maison
WO2011075551A1 (fr) 2009-12-18 2011-06-23 The Procter & Gamble Company Parfums et encapsulats de parfums
WO2011084463A1 (fr) 2009-12-17 2011-07-14 The Procter & Gamble Company Compositions rafraîchissantes comprenant des polymères se liant aux mauvaises odeurs et des composants de suppression des mauvaises odeurs
DE102010006612A1 (de) 2010-02-01 2011-08-04 Beiersdorf AG, 20253 Stabilisierte Zubereitungen auf Basis einer Wasser in Silikon - oder Silikon in Wasser-Emulsion umfassend Butylenglykole
WO2011163325A1 (fr) 2010-06-22 2011-12-29 The Procter & Gamble Company Systèmes de parfum
WO2011163337A1 (fr) 2010-06-22 2011-12-29 The Procter & Gamble Company Systèmes de parfum
WO2012003300A2 (fr) 2010-07-02 2012-01-05 The Procter & Gamble Company Filaments comprenant un agent actif sans parfum, voiles non tissés, et procédés de fabrication de ces filaments
WO2012003360A2 (fr) 2010-07-02 2012-01-05 The Procter & Gamble Company Produit détergent et son procédé de fabrication
WO2012003316A1 (fr) 2010-07-02 2012-01-05 The Procter & Gamble Company Procédé de fabrication de films à partir de bandes non tissées
WO2012003367A2 (fr) 2010-07-02 2012-01-05 The Procter & Gamble Company Procédé de diffusion d'un agent actif
WO2012003319A2 (fr) 2010-07-02 2012-01-05 The Procter & Gamble Company Filaments comprenant des bandes non tissées avec agent actif et procédés de fabrication associés
WO2012177357A1 (fr) 2011-06-23 2012-12-27 The Procter & Gamble Company Systèmes de parfum
WO2013002786A1 (fr) 2011-06-29 2013-01-03 Solae Compositions alimentaires destinées à être cuites au four et contenant des protéines de lait de soja isolées à partir de flux de traitement
US8431520B2 (en) 2008-12-01 2013-04-30 The Procter & Gamble Company Perfume systems
FR2985273A1 (fr) 2012-01-04 2013-07-05 Procter & Gamble Structures fibreuses contenant des actifs et ayant des regions multiples
US8754028B2 (en) 2008-12-16 2014-06-17 The Procter & Gamble Company Perfume systems
FR3014456A1 (fr) 2013-12-09 2015-06-12 Procter & Gamble
EP3031892A1 (fr) 2014-12-12 2016-06-15 The Procter and Gamble Company Procédé de fabrication d'un bien de consommation contenant une composition d'administration de bénéfice
EP3031893A1 (fr) 2014-12-12 2016-06-15 The Procter and Gamble Company Procédé de fabrication d'un bien de consommation contenant une composition d'administration de bénéfice
US9719059B2 (en) 2014-12-12 2017-08-01 The Procter & Gamble Company Lamellar phase-containing laundry detergent in a multi-compartment water-soluble pouch
US9731042B2 (en) 2013-06-19 2017-08-15 The Procter & Gamble Company Absorbent article comprising complexed or encapsulated reactive compounds
WO2018140472A1 (fr) 2017-01-27 2018-08-02 The Procter & Gamble Company Articles contenant des agents actifs présentant des propriétés d'utilisation d'articles acceptables pour le consommateur
WO2018140432A1 (fr) 2017-01-27 2018-08-02 The Procter & Gamble Company Articles contenant des agents actifs présentant des propriétés d'utilisation acceptables pour le consommateur
WO2018140454A1 (fr) 2017-01-27 2018-08-02 The Procter & Gamble Company Articles contenant un agent actif et ensembles de transport de produits destinés à les contenir
WO2018140431A1 (fr) 2017-01-27 2018-08-02 The Procter & Gamble Company Articles contenant des agents actifs présentant des propriétés d'utilisation acceptables pour le consommateur
EP3369845A1 (fr) 2012-01-04 2018-09-05 The Procter & Gamble Company Structures fibreuses contenant des principes actifs et présentant de multiples zones ayant des densités différentes
US10322032B2 (en) 2013-06-19 2019-06-18 The Procter & Gamble Company Absorbent article comprising a fragrance or odor control composition
EP3719192A1 (fr) 2012-01-04 2020-10-07 The Procter & Gamble Company Structures fibreuses comprenant des particules et leurs procédés de fabrication
WO2021113568A1 (fr) 2019-12-05 2021-06-10 The Procter & Gamble Company Procédé de fabrication d'une composition de nettoyage
WO2021113567A1 (fr) 2019-12-05 2021-06-10 The Procter & Gamble Company Composition de nettoyage

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Publication number Priority date Publication date Assignee Title
DE958046C (de) * 1955-05-17 1957-02-14 Goldschmidt Ag Th Fixierungsmittel fuer Duftstoffe
WO1996019562A1 (fr) * 1994-12-22 1996-06-27 The Procter & Gamble Company Compositions a base de silicone
WO1999006017A1 (fr) * 1997-07-31 1999-02-11 Rhodia Chimie Composition parfumante utilisant des organopolysiloxanes

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE958046C (de) * 1955-05-17 1957-02-14 Goldschmidt Ag Th Fixierungsmittel fuer Duftstoffe
WO1996019562A1 (fr) * 1994-12-22 1996-06-27 The Procter & Gamble Company Compositions a base de silicone
WO1999006017A1 (fr) * 1997-07-31 1999-02-11 Rhodia Chimie Composition parfumante utilisant des organopolysiloxanes

Cited By (73)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10234262A1 (de) * 2002-07-27 2004-02-19 Beiersdorf Ag Haarshampoo für feines und fettiges Haar
US7648955B2 (en) 2003-11-04 2010-01-19 The Procter & Gamble Company Fragrances comprising residual accords
US7704932B2 (en) 2003-11-04 2010-04-27 The Procter & Gamble Company Personal cleaning compositions
WO2006012767A1 (fr) * 2004-08-04 2006-02-09 Givaudan Sa Composition comprenant un parfum dissous dans une huile de silicone
JP2006111587A (ja) * 2004-10-15 2006-04-27 Kao Corp 難揮散成分の揮散方法
US8431520B2 (en) 2008-12-01 2013-04-30 The Procter & Gamble Company Perfume systems
US8754028B2 (en) 2008-12-16 2014-06-17 The Procter & Gamble Company Perfume systems
WO2011002759A2 (fr) 2009-06-30 2011-01-06 The Procter & Gamble Company Compositions de blanchiment comprenant un système de libération de parfum
EP2270124A1 (fr) 2009-06-30 2011-01-05 The Procter & Gamble Company Compositions de blanchiment comportant un système de livraison de parfum
EP2537916A1 (fr) 2009-06-30 2012-12-26 The Procter & Gamble Company Compositions de blanchiment comportant un système de livraison de parfum
EP4159833A2 (fr) 2009-12-09 2023-04-05 The Procter & Gamble Company Tissu et produits de soins à domicile
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GB0119935D0 (en) 2001-10-10
GB0401424D0 (en) 2004-02-25
GB2394661B (en) 2005-02-23

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