EP1828370A1 - Composition de diffusion olfactive - Google Patents

Composition de diffusion olfactive

Info

Publication number
EP1828370A1
EP1828370A1 EP05815552A EP05815552A EP1828370A1 EP 1828370 A1 EP1828370 A1 EP 1828370A1 EP 05815552 A EP05815552 A EP 05815552A EP 05815552 A EP05815552 A EP 05815552A EP 1828370 A1 EP1828370 A1 EP 1828370A1
Authority
EP
European Patent Office
Prior art keywords
fragrance
silicone
class
particles
shadow
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP05815552A
Other languages
German (de)
English (en)
Inventor
Sandrine Dumas Krikorian
Cédric GEFFROY
Markus Schudel
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.)
Givaudan SA
Dow Silicones Corp
Original Assignee
Givaudan SA
Dow Corning Corp
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 Givaudan SA, Dow Corning Corp filed Critical Givaudan SA
Priority to EP05815552A priority Critical patent/EP1828370A1/fr
Publication of EP1828370A1 publication Critical patent/EP1828370A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes
    • C11D3/502—Protected perfumes
    • C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay

Definitions

  • the present invention relates to an improved delivery composition for olfactive compounds and precursors thereof, in particular perfume ingredients, malodour counteracting agents, precursors and mixtures thereof.
  • a classical method for enhancing fragrance deposition is admixing the fragrance with surfactant, especially cationic surfactant, contained in conditioner compositions.
  • Another method is to add fragrance in the form of silicone-fragrance particles, which provide fragrance to a substrate over a prolonged period of time.
  • silicone-fragrance particles is meant particles of silicone material which contain fragrance.
  • the silicone-fragrance mixture should have a melting point or a glass transition above 2O 0 C.
  • the silicone used is typically an alkyl graft linear polysiloxane.
  • the invention therefore provides particles of silicone in which fragrance or fragrance precursor is encapsulated, the silicone comprising at least one waxy alkylpolysiloxane, from 1 to 90% by weight of fragrance or fragrance precursor in the particles comprising at least 70% (more preferably at least 80%, most preferably at least 90%) of fragrance ingredients of at least one of class 1 and 2 (as hereinunder defined), and having an odour value (as hereinunder defined) of at least 50000.
  • the particles of this invention deliver more perfume on fabric and longer over time than known silicone-fragrance particles.
  • the invention therefore also provides a method of imparting a fragrance to a substrate, comprising the addition to the substrate of fragrance in the form of silicone-fragrance particles as hereinabove defined.
  • waxy is meant an alkylpolysiloxane that is a low melting point material.
  • alkylpolysiloxanes have a melting point of from 10°-200°C and have at least 20% of the silicon atoms substituted by at least one alkyl substituent having from 12 to 100 carbon atoms.
  • Most of these materials have the characteristics generally thought of as “waxy", that is, they are soft solids or viscous fluids.
  • any waxy alkylpolysiloxane suitable for making such particles may be used in the working of this invention, it has been found that the best results are obtained by using a cyclopolysiloxane.
  • the best cyclopolysiloxanes for use in this invention are the waxy cyclopolysiloxanes described in the abovementioned International Application WO 2004/084844.
  • the invention will be described with particular reference to these materials (hereinafter simply referred to as "cyclopolysiloxanes"), but it should be borne in mind that the scope of the invention is wider than that, and that the skilled person can use waxy alkylpolysiloxanes outside this preferred category of materials.
  • a particularly preferred class of cyclopolysiloxanes is that of waxy materials having hydrocarbon substituents of at least 12 carbon atoms.
  • the cyclopolysiloxanes comprise methyl alkyl siloxane units ((CH 3 )(R')(Si0 2/2 )), in which R' is a long chain alkyl group having at least 12, preferably from 16 -100 carbon atoms.
  • R' can optionally be substituted by polar substituents such as amino, amido, alcohol, alkoxy or ester groups.
  • All the siloxane units may be such methyl alkyl siloxane units, or the waxy cyclopolysiloxane may additionally contain dimethyl siloxane units of units of the formula ((CH 3 )(R")(Si ⁇ 2/ 2 ), where R" is an alkyl group having from 1-11 carbon atoms, for example, an ethyl group, a cycloalkyl group such as 2-cyclohexylethyl, a haloalkyl group, or an aromatic group.
  • the methyl group of the abovementioned siloxane units may be replaced by ethyl or another lower alkyl group, if desired. 2
  • the silicon atoms in the cyclopolysiloxane have an alkyl substituent having from 16-100 carbon atoms, most preferably from 20-45 carbon atoms.
  • the cyclopolysiloxane is preferably a cyclotetrasiloxane or a cyclopentasiloxane or a mixture thereof.
  • a further preferred type of waxy cyclopolysiloxanes contains aromatic groups, for example aryl groups attached directly to Si, such as phenyl, or aralkyl groups comprising phenyl or substituted phenyl groups attached to silicone through an alkylene linkage, in addition to long chain alkyl groups.
  • waxy cyclopolysiloxanes containing aralkyl groups that is, silicon-bonded substituents of the formula X-Ph, wherein X denotes a divalent aliphatic organic group bonded to silicon through a carbon atom and Ph denotes an optionally- substituted aromatic group.
  • suitable groups include 2-phenylpro ⁇ yl, benzyl, 2-phenylethyl, and 2-(fert-butylphenyl) ethyl.
  • Such aralkyl groups may be present in 10-80%, preferably from 20-50% of the siloxane units of the waxy cyclopolysiloxane, usually as methyl aralkyl siloxane units.
  • the melting point of the waxy cyclopolysiloxane is preferably from 10°-200°C, more preferably from 30° to 100 0 C, more preferably from 30° to 85°C.
  • the waxy cyclopolysiloxane can be mixed with a liquid silicone, for example, a polydiorganosiloxane, a branched liquid polysiloxane, a silicone ether copolymer or an aminopolysiloxane.
  • a liquid silicone for example, a polydiorganosiloxane, a branched liquid polysiloxane, a silicone ether copolymer or an aminopolysiloxane.
  • Particularly preferred liquid polysiloxanes are those containing aryl groups, such as phenyl, and aralkyl groups, such as benzyl, 2-phenylethyl and 2- phenylpropyl, as well as alkyl groups such as methyl.
  • the liquid polydiorganosiloxane may be linear or cyclic, cyclic siloxanes such as tetra(2-phenylpropyl)tetramethylcyclotetra- siloxane being preferred.
  • the liquid polysiloxane may comprise functional groups, for example, hydroxyl groups such as terminal silanol groups in a linear polydiorganosiloxane such as polydimethylsiloxane, alkoxy groups such as methoxy, ethoxy or propoxy bonded to silicon, or amino, amido, alcohol or alkoxy groups substituted in an organic group bonded to silicon.
  • the waxy hydrophobic mixture of the waxy cyclopolysiloxane and the liquid silicone is preferably a solid, preferably having a melting point in the range 10°-200°C. However, it may also be a viscous liquid.
  • the liquid silicone may be used at a level of up to 100% or even higher, based on the weight of wax, for example up to 200% or 300%, particularly if a blend of wax and liquid silicone is solid at 10°C, although the liquid silicone if used is preferably present at a rate of from 1-60%, preferably from 1-30%, based on the weight of wax.
  • An organic liquid such as liquid paraffin or a naphthenic oil, can be used alternatively or additionally if it is compatible with the blend of fragrance composition and waxy cyclopolysiloxane.
  • the blend of fragrance composition and waxy cyclopolysiloxane can incorporate a further wax, for example, a linear polysiloxane wax or an organic that does not contain silicon, although the waxy cyclopolysiloxane preferably forms a at least 0% by weight of the wax component of the blend.
  • Suitable linear polysiloxane waxes generally contain methyl alkyl siloxanes units ((CH 3 )(R')(SiO 2/2 )) as hereinabove described and can contain other substituents such as aralkyl, aryl or cycloalkyl groups as hereinabove described for the waxy cyclopolysiloxane.
  • the selection of the fragrance is a particularly important part of this invention.
  • the combination of the particular fragrance and the preferred cyclopolysiloxanes leads to products with especially desirable properties.
  • fragrance ingredients that are compatible and stable with this cyclopolysiloxane wax perform better on fabric than incompatible and unstable ingredients. This is because of the tendency of stable fragrances to remain in the cyclopolysiloxane phase and therefore for there to be more fragrance available to deposit on the fabric.
  • ком ⁇ онент is meant that the fragrance ingredients are completely soluble in the pure alkyl polysiloxane in the proportions of from 10:90 (10% fragrance to 90% silicone) to 90:10 above the melting point of the silicone
  • stable is meant that the particles with fragrance dissolved therein are stable in a surfactant environment, such as a fabric softener, the fragrance ingredients preferring to remain in the silicone particles rather than going into the aqueous phase. Stability is measured by testing fragrance-silicone particles after preparation and storage at 40°C for one week. For this purpose, 20% of a 50/50 (weight) fragrance-silicone blend is dispersed in water containing 20% of cationic surfactant, the water being at a temperature higher than the silicone melting point or its Tg. The fragranced silicone particles thus formed have a particle size of from l-100 ⁇ m. The mixture is allowed to cool and is stored at 4O 0 C for a week.
  • the water phase is diluted by adding 4 volumes of water to the one volume of dispersion.
  • the lower phase is separated and filtrated with a membrane filter (PorexTM) of 0.45um.
  • the diluted formulation is filtered firstly with a membrane filter (PorexTM) of 5 ⁇ m and secondly with a 0.45 ⁇ m one. This filtration method ensures that there are no remaining silicone-fragrance particles in the fragranced water to be further analyzed.
  • the fragranced water phase cleaned of any silicone residues, is mixed with a diatomaceous earth (such as CeliteTM 545) prior to extraction by a solvent such as pentane and analysis by gas chromatography with a Flame Ionisation Detector (FID).
  • a diatomaceous earth such as CeliteTM 545
  • FID Flame Ionisation Detector
  • Class 1 less than 25% by weight of migration of perfume ingredient to water after 1 week of storage at 40°C in the aforementioned conditions; Class 2: between 25% and 46% migration; Class 3: more than 46% migration.
  • the materials of the classes can be more precisely defined by reference to certain structure-derived parameters calculated by commercially-available computer software.
  • the molecular structures of the perfume ingredients are extracted from a molecular database containing structural data (SD) file formats (see Cerius 2 4.6, Accelrys, San Diego, CA, USA, 2001). This SD-file is used as the input of the two-dimensional structure of the compound into the Cerius 2 4.6 molecular spreadsheet two or three dimensional (normally both SD-files) and the output file in 3 dimensions).
  • SD structural data
  • Cerius 2 4.6 QSAR Descriptor 1 All the available descriptors of Cerius 2 4.6 QSAR Descriptor 1" (the Cerius2 4.6 QSAR Descriptor* TM is a product of Accelrys). are then computed (Cerius 2 4.6, Accelrys, San Diego, CA, USA, 2001). The parameters that are calculated are the following:
  • Shadow indices in general help to characterize the shape of the molecules.
  • the descriptors are calculated by projecting the molecular surface on three mutually perpendicular planes, XY, YZ, and XZ (Rohrbaugh and Jure, Analytica Chimica Acta 199, 99-109, 1987)).
  • Shadow-YZfrac is the ratio of the area corresponding to the shadow of a molecule projected onto the plane YZ divided by the area of rectangle box enclosing this shadow.
  • descriptors depend not only on conformation but also on the orientation of the molecule. To calculate them, the molecules are first rotated to align the principal moments of inertia with the X, Y, and Z axes. These descriptors may further account for the interaction of the fragrance molecule with the surrounding matrix.
  • the dipole moment descriptor 'Dipole-mag' is a 3D electronic descriptor that indicates the strength and orientation behavior of a molecule in an electrostatic field by using charge equilibration (Cerius 2 4.6 Simulation Tools, Cerius 2 4.6, Accelrys, San Diego, CA, USA, 2001.). Both the magnitude and the components (X, Y, Z) of the dipole moment are calculated. It is estimated by utilizing partial atomic charges and atomic coordinates (Cerius 4.6, Accelrys, San Diego, CA, USA, 2001.) Fh2O
  • Fh2O is the calculated desolvation free energy of a perfume ingredient for water.
  • Fh2O is the aqueous desolvation free energy derived from a hydration shell model developed by Hopfmger, where Fh20 are in kcal mol "1 (Hopfmger, A. J., Conformational Properties of Macromolecules, Academic Press: New York (1973). Hopfmger, A. J. et al. Safe Handling of Chemical Carcinogens, Mutagens, Teratogens and Highly Toxic Substances, D. B. Walters, Ed., Ann Arbor Press: Ann Arbor, p. 385 (1980). Pearlman, R. S. Physical Chemistry Properties of Drugs, Eds. S. H. Yalkowsky, A. A.
  • Fh2O are physiochemical properties having proven useful as molecular descriptors in structure-activity analyses, are based solely on the connectivity of the atoms in a molecule and computations are not conformationally dependent.
  • RadOfGyration where N is the number of atoms and x, y, z are the atomic coordinates relative to the center of mass.
  • LUMO lowest unoccupied molecular orbital
  • MOPAC6' M0PAC6' is a public domain program developed and maintained by J. J. P. Stewart and distributed by the Quantum Chemistry Program Exchange, Bloomington,. Indiana, USA).
  • MOPAC6' is a public domain program developed and maintained by J. J. P. Stewart and distributed by the Quantum Chemistry Program Exchange, Bloomington,. Indiana, USA).
  • a molecule acts as a Lewis acid (an electron-pair acceptor) in bond formation, incoming electron pairs are received in its LUMO.
  • Molecules with low-lying LUMOs are more able to accept electrons than those with high LUMOs.
  • the LUMO descriptor can be also taken as a measure of the electrophilicity of a molecule.
  • the materials of the classes should preferably have the following characteristics:
  • a fragrance ingredient is CLASS 1 if the following parameter sets are met: (i) Shadow- YZfrac > 0.643 AND Dipole-mag ⁇ 1.877 AND Fh20 > -4.134 OR
  • a fragrance ingredient is CLASS 2 if the following parameter sets are met: (i) Shadow- YZfraO 0.643 AND Dipole-mag> 1.877 AND
  • a fragrance ingredient is CLASS 3 if there is more than 46% migration of perfume ingredient to water.
  • the fragrance-silicone particles according to this invention can be made by any convenient means.
  • the particles can be prepared and then added to a product such as a fabric softener at a temperature higher than their melting point.
  • a further method is to disperse fragrance-silicone particles in water, both water and particles being at a temperature of more than 70 0 C, and to stabilise them using surfactant.
  • the resulting emulsion has the form of a cream, and it can be easily added in a cold process to a product such as a fabric softener.
  • Surfactant may be used to disperse and stabilize physically these perfume-silicone particles in an aqueous phase.
  • Suitable surfactants may be selected from anionic, cationic, zwitterionic and non-ionic surfactants, cationic surfactants being preferred.
  • the use level is from 0.1 - 40%, preferably from 5 - 20%, by weight of the total weight of surfactant+ fragrance+siloxanes +water.
  • Fragrance loading in the formulation may vary from 1 to 50%, more preferably from 1.5 to 30%.
  • the weight range of siloxane:fragrance is from 1:1 to 8:1 and the weight ratio of total surfactant to siloxane is from 3:1 to 0:1.
  • the preferred weight ratios of fragrance:siloxane:surfactant are 1/4/2 and 2/4/0 to 2/4/4.
  • the fragrance encapsulated in silicone is a composition of at least 1 ingredient of class 1 or class 2.
  • the weight percentage of encapsulated fragrance of the total fragrance used in a finished product such as a fabric softener may vary from 0.001 to 100%, preferably from 0.005 to 50%, more preferably from 0.01 to 35%.
  • the combination of the cyclopolysiloxane and the fragrances of class 1 and class 2 gives a composition that retains fragrance well and releases it on fabric for a period of up to 5 days in a controlled manner (i.e. the early release rate is lower than that observed with a non- encapsulated perfume and the exponentially declining release rate observed with free fragrance is slowed down). This leads to the desired longevity. If fabrics are treated with a fabric conditioner comprising the particles of this invention and then stored for 1 month at 40°C, the intensity of the fragrance is at least 0.5 higher than if the fragrance had been free fragrance (the intensity scale and its measurement are further described in the examples).
  • a further advantage of the invention is that the encapsulated fragrance ingredients are protected from possible external chemical degradation, a common problem of perfumes that are added directly to fabric softeners.
  • the compositions according to the invention permit a significant enhancement of deposition on to a substrate, such as a fabric, a solid surface, or hair and skin. A superior olfactive performance is obtained thereby. Superior sustained release is also obtained.
  • the particles are useful in any household or personal care product in which it is desirable to deposit fragrance on the substrate in an efficient and enduring manner.
  • the invention therefore also provides a household or personal care product, comprising silicone-fragrance particles as hereinabove defined.
  • Household and personal -care products include laundry and household detergents and cleaning agents, fabric conditioners, polishes, soaps, cosmetics, skin creams, and so on.
  • Comparative olfactory evaluations were made of a fabric conditioner formulation, with a fragrance (with ingredients from classes 1 and 2) in alkyl graft linear silicone particles, in alkyl graft cyclic polysiloxane and as free fragrance.
  • alkyl graft linear Silicone particles AMS C-30 from Dow Corning
  • alkyl graft cyclopolysiloxane particles (from Dow Corning)
  • the material used was AMS C-30 ex Dow Corning, a cyclopolysiloxane with an alkyl chain of 30 carbon atoms.
  • Fragrance particles were prepared, using the following fragrance ingredients:
  • Ingredients A and B were premixed and heated at 8O 0 C.
  • Ingredients F, G, H, I were premixed to form a gel and then added to C, D, E at 80 0 C.
  • Mixture A/B was added to Mixture C-I and mixed in a homogeniser at 80 0 C for 5 min, the transferred to a conventional stirrer and completed at 1200rpm up to room temperature.
  • the emulsion of fragrance-silicone particles obtained was then incorporated at 2.4% in a fabric softener formulation. Such particles can be used to deliver all of the fragrance needed to a fabric, without any need for free fragrance.
  • Results are given in intensity difference between silicone particles samples and free fragrance samples, after 24 hours and 5 days on dry fabric.
  • the intensity difference is the difference observed between that of the particles and that of the free fragrance, and is assessed as hereinabove described. Results:
  • Results are given in intensity difference between silicone particles samples and free fragrance samples, after 24 Hours and 5 days on dry fabric.
  • Results are given in intensity difference between silicone particles samples and free fragrance samples, after 24 hours and 5 days on dry fabric.
  • Results are given in intensity difference between silicone particles samples and free fragrance samples, after 24 Hours and 5 days on dry fabric.
  • a Perfume Peach B premixed with the cyclopolysiloxane wax and then emulsified in formulation 1/4/2 described in the aforementioned protocol is stored for 1 week at 4O 0 C, filtered and extracted by solvent to identify perfume ingredient migration in water. Results are indicated in the following table:
  • This perfume Peach B contain more than 90% of ingredients with a migration rate in water less than 46%.
  • Results show a significant improvement on dry fabric of the encapsulated samples.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
  • Silicon Polymers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne des particules de silicone dans lesquelles est encapsulé un parfum ou un précurseur de parfum, la silicone contenant au moins un alkylpolysiloxane cireux, de 1 à 90 % en poids d'un parfum ou d'un précurseur de parfum dans les particules comprenant au moins 70 % d'ingrédients parfumés de classe 1 ou 2 au moins (tel que défini dans la description), et possédant une valeur odorante (tel que défini) dans la description d'au moins 50 000. Des résultats particulièrement bons sont obtenus grâce à la combinaison de ce parfum et d'un cyclopolysiloxane cireux. Les particules parfumées de l'invention diffusent une plus grande quantité de de parfum sur les tissus, et plus longtemps sur la durée, que les particules de silicone parfumées connues dans l'état de la technique.
EP05815552A 2004-12-16 2005-12-15 Composition de diffusion olfactive Withdrawn EP1828370A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP05815552A EP1828370A1 (fr) 2004-12-16 2005-12-15 Composition de diffusion olfactive

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP04293014 2004-12-16
EP05815552A EP1828370A1 (fr) 2004-12-16 2005-12-15 Composition de diffusion olfactive
PCT/CH2005/000752 WO2006063483A1 (fr) 2004-12-16 2005-12-15 Composition de diffusion olfactive

Publications (1)

Publication Number Publication Date
EP1828370A1 true EP1828370A1 (fr) 2007-09-05

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Family Applications (1)

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EP05815552A Withdrawn EP1828370A1 (fr) 2004-12-16 2005-12-15 Composition de diffusion olfactive

Country Status (5)

Country Link
EP (1) EP1828370A1 (fr)
JP (1) JP2008524343A (fr)
KR (1) KR20070089696A (fr)
CN (1) CN101098955A (fr)
WO (1) WO2006063483A1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0818864D0 (en) 2008-10-15 2008-11-19 Dow Corning Fabric and fibre conditioning additives
CN102858938A (zh) * 2010-04-06 2013-01-02 宝洁公司 包封物
US8633148B2 (en) 2010-04-06 2014-01-21 The Procter & Gamble Company Encapsulates
EA024947B1 (ru) 2010-12-28 2016-11-30 Юнилевер Нв Способ получения эмульсии
GB201102750D0 (en) 2011-02-16 2011-03-30 Dow Corning Foam control composition
MX367856B (es) 2012-02-16 2019-09-09 Dow Corning Agente de control de espuma granulado para el ciclo de enjuague mediante el uso de cera de siloxano.
GB201314284D0 (en) 2013-08-09 2013-09-25 Dow Corning Cosmetic compositions containing silicones

Family Cites Families (6)

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Publication number Priority date Publication date Assignee Title
US6362159B1 (en) * 1999-10-04 2002-03-26 Unilever Home & Personal Care Usa Domestic care product
JP4768902B2 (ja) * 2000-04-17 2011-09-07 東レ・ダウコーニング株式会社 オルガノポリシロキサン組成物およびその製造方法
WO2002026272A1 (fr) * 2000-09-29 2002-04-04 Salvona L.L.C. Systeme a composants multiples a liberation controlee pour produits sanitaires en papier
GB0207647D0 (en) * 2002-04-03 2002-05-15 Dow Corning Emulsions
BR0303954A (pt) * 2002-10-10 2004-09-08 Int Flavors & Fragrances Inc Composição, fragrância, método para divisão de uma quantidade efetiva olfativa de fragrância em um produto sem enxague e produto sem enxague
GB0406819D0 (en) * 2004-03-26 2004-04-28 Dow Corning Controlled release compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2006063483A1 *

Also Published As

Publication number Publication date
WO2006063483A1 (fr) 2006-06-22
CN101098955A (zh) 2008-01-02
JP2008524343A (ja) 2008-07-10
KR20070089696A (ko) 2007-08-31

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