WO2014187950A1 - Composition - Google Patents

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Publication number
WO2014187950A1
WO2014187950A1 PCT/EP2014/060650 EP2014060650W WO2014187950A1 WO 2014187950 A1 WO2014187950 A1 WO 2014187950A1 EP 2014060650 W EP2014060650 W EP 2014060650W WO 2014187950 A1 WO2014187950 A1 WO 2014187950A1
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WO
WIPO (PCT)
Prior art keywords
methyl
micro
emulsion
alkyl
ethyl
Prior art date
Application number
PCT/EP2014/060650
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English (en)
Inventor
Jutta Hotz
Bérénice LUBIN
Jean-Luc TARBOURIECH
Christain QUELLET
Original Assignee
Givaudan Sa
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 filed Critical Givaudan Sa
Publication of WO2014187950A1 publication Critical patent/WO2014187950A1/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
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • 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
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/068—Microemulsions
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • 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
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • 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
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/0017—Multi-phase liquid compositions
    • C11D17/0021—Aqueous microemulsions
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2041—Dihydric alcohols
    • C11D3/2048—Dihydric alcohols branched
    • 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
    • C11D3/43—Solvents

Definitions

  • aqueous perfume compositions which are free of ethanol.
  • a perfume composition which is clear, provides a good skin feeling, and good air drying properties on the skin.
  • Aqueous perfume compositions which are free of ethanol are known in the art.
  • aqueous micro-emulsion comprising
  • the non-ionic surfactant, present in the micro-emulsion may be selected from broad range of commercially available products, and include C4 -C22 alkyl ethoxylates with about 1 -25 ethylene oxide units, including the so-called narrow peaked alkyl ethoxylates, particularly ethoxylates and mixed ethoxylates/propoxylates, alkyl and dialkyl amine oxides, alkyl polyglycosides, alkanoyl glucose amides, and mixtures thereof.
  • Specific examples of non-ionic surfactants are the condensation products of aliphatic alcohols with from about 1 to about 22 moles of ethylene oxide.
  • the alkyl chain of the aliphatic alcohol can either be straight or branched, primary or secondary, and generally contains from about 8 to about 18 carbon atoms.
  • non-ionic surfactants of this type include Tergitol TM marked by The Dow
  • Neodol ® marked by Shell Chemical Company e.g., Neodol ® 45-9 (the condensation product of C14-C15 linear alcohol with 9 moles of ethylene oxide), Neodol ® 23-6.5 (the condensation product of C12-C13 linear alcohol with 6.5 moles of ethylene oxide), Neodol ® 45-7 (the condensation product of C14-C15 linear alcohol with 7 moles of ethylene oxide), and Neodol ® 45-4 (the condensation product of C14-C15 linear alcohol with 4 moles of ethylene oxide); Kyro ® EOB (the condensation product of C13-C15 alcohol with 9 moles ethylene oxide), marketed by The Procter & Gamble Company; Cos
  • non-ionic surfactants include Dobanol 91 -8 marketed by Shell Chemical Co., and Genapol ® UD-080 marketed by Clariant. This category of non- ionic surfactant is referred to generally as "alkyl ethoxylates.”
  • non-ionic surfactants include the condensation products of ethylene oxide with a hydrophobic base formed by the condensation of propylene oxide with propylene glycol. Examples of compounds of this type include certain of the
  • Pluronic ® surfactants marketed by BASF, Eumulgin ® L ** marketed by Cognis/BASF (e.g. PPG-1 -PEG-9 Lauryl Glycol Ether).
  • non-ionic surfactants are the polyethylene glycol sorbitol ethers containing 3-30 EO units (including, for example, sorbitol esters with oleic, myristic, stearic, palmitic acid, and the like). They are also known under the trade name Tween, such as Tween 20 ** , Tween 40, and Tween 60.
  • non-ionic surfactants are the condensation products of ethylene oxide (EO) with the product resulting from the reaction of propylene oxide and ethylene diamine.
  • EO ethylene oxide
  • examples of this type of non-ionic surfactants include certain of the commercially available Tetronic ® compounds, marketed by BASF.
  • Semi-polar non-ionic surfactants are a special category of non-ionic surfactants which include water-soluble amine oxides. These amine oxide surfactants in particular include C10-C18 alkyl dimethyl amine oxides and C8-C12 alkoxy ethyl dihydroxy ethyl amine oxides.
  • non-ionic surfactants are coconut alkylol amides (e.g. Cocamide MIPA, marketed by Evonik).
  • alkyl polyglycosides including, for example, C8-C10 polyglycosides (e.g. Radia® Easysurf 6881 ** , marketed by Oleon; OramixTM CG1 10 ** , marketed by Seppic), C12-C16 alkyl polyglycosides (e.g. Plantaren ® 1200 NP, marketed by Cognis/BASF), C8-C16 alkyl polyglycosides (e.g. Plantaren ® 2000 N UP, marketed by Cognis/BASF), C5 Amyl xyloside (Radia Easysurf 6505, marketed by
  • C8-C10 polyglycosides e.g. Radia® Easysurf 6881 ** , marketed by Oleon; OramixTM CG1 10 ** , marketed by Seppic
  • C12-C16 alkyl polyglycosides e.g. Plantaren ® 1200 NP, marketed by Cogni
  • non-ionic surfactants include, for example, PEG 40 hydrogenated castor oil (Cremophor ® RH 40 ** market by BASF), other types of the Cremophor ® RH series, and PEG 400 (Lipoxol ® ** marketed by Sasol Olefins and Surfactants GmbH). The surfactants indicated with ** , or mixtures thereof are especially preferred.
  • non-ionic surfactants are preferred, which posses almost no odour, i.e. they are essentially odourless.
  • non-ionic surfactants which are not essentially odourless may contribute in a desired effect to the overall odour
  • an aqueous micro-emulsion wherein the non- ionic surfactant having a HLB (hydrophilic-lipophilic balance) of about 8 to 18.
  • HLB hydrophilic-lipophilic balance
  • surfactant denotes for surface active agents, which possess a low volatility and, in contrary to ethanol, evaporate slowly from the emanating surface.
  • the co-solvent, present in the micro-emulsion is selected from isosorbide
  • ether chain(s) may comprising 1 to 5 (e.g. 2, 3, or 4) carbon atoms.
  • Suitable ethers of solketal include 4- (methoxymethyl)-2,2-dimethyl-1 ,3-dioxolane (1 carbon atom), and 4-(ethoxymethyl)-2,2- dimethyl-1 ,3-dioxolane ( 2 carbon atoms).
  • Suitable ethers of isosorbide include 3,6- dimethoxyhexahydrofuro[3,2-b]furan.
  • the co-solvent, present in the micro-emulsion is selected from a compound of formula (A)
  • R is selected from hydrogen, methyl, ethyl, linear and branched C 3 including C alkyl, and C 2 -C 5 hydroxy alkyl.
  • the co-solvent, present in the micro-emulsion is selected from a compound of formula (B)
  • R 2 and R 3 independently of each other are selected from hydrogen, methyl, ethyl, linear and branched C 3 - C 5 alkyl (including C alkyl), and C 2 -C 5 hydroxy alkyl.
  • co-solvents such as dipropylene glycol methyl ether, 5-methoxy-2-methyl-2- pentanol, 3-methoxy-2-pentanol, and the like, may optionally be present.
  • odoriferous oil present in the micro-emulsion, refers to one single olfactively active ingredient or a mixture of ingredients providing a pleasant smell and which are oil soluble.
  • An olfactively active ingredient can be any natural oil or extract, or chemical compound used in a fragrance composition. Said ingredients are well known in the art and many are described in "Perfume and Flavour Chemicals", S. Arctander, Allured Publishing Corporation, 1994, IL, USA, which is incorporated herein by reference.
  • odoriferous oils are extracts of flowers (e.g. lily, lavender, rose, jasmine, neroli or ylang-ylang), stems and leaves (e.g. geranium, patchouli or petitgrain), fruits (e.g. anis, coriander, cumin or juniper), fruit skins (e.g. bergamot, citrus or orange), roots (e.g. macis, angelica, cardamom, iris or calmus) wood (e.g. pine, sandalwood, guaiac, cedar or rose), herbs and grasses (e.g. tarragon, lemon grass, salvia or thyme), needles and branches (e.g.
  • flowers e.g. lily, lavender, rose, jasmine, neroli or ylang-ylang
  • stems and leaves e.g. geranium, patchouli or petitgrain
  • fruits e.g. anis, coriander, cumin or juni
  • Typical synthetic olfactively active ingredients are for instance compounds belonging to the chemical class of alcohols (e.g.
  • Azurone ® (7-(3- methylbutyl)-1 ,5-benzodioxepin-3-one), anisaldehyde, a-amylcinnamaldehyde, GeorgywoodTM (1 -(1 ,2,8,8-tetramethyl-1 ,2,3,4,5,6,7, 8-octahydronaphthalen-2- yl)ethanone), hydroxycitronellal, Iso E ® Super (1 -(2,3,8,8-tetramethyM ,2,3,4,5,6,7,8- octahydronaphthalen-2-yl)ethanone), lsoraldeine ® (3-methyl-4-(2,6,6-trimethylcyclohex- 2-en-1 -yl)but-3-en-2-one), Hedione ® (methyl 2-(3-oxo-2-pentylcyclopentyl)acetate), Lilial ® (3-(4-(tert-butyl
  • SpirambreneTM (2',2',3,7,7-pentamethylspiro[bicycle[4.1 .0]heptane-2,5'-[1 ,3]dioxane])
  • esters and lactones e.g. benzyl acetate, cedryl acetate, ⁇ -decalactone, Helvetolide ® (2- (1 -(3,3-dimethylcyclohexyl)ethoxy)-2-methylpropyl propionate), ⁇ -undecalactone or vetivenyl acetate
  • macrocycles e.g.
  • Ambrettolide oxacyclohepadec-10-en-2-one
  • ethylene brassylate or Exaltolide ® oxacyclohexadecan-2-one
  • heterrocycles such as isobutylquinoline.
  • an odoriferous oil phase comprising substantial amounts of higher branched alcohols can be used to form micro-emulsions according to the present invention, which are stable even at higher temperatures.
  • substantially is meant an amount of at least 18% by weight (e.g. about 20%, 22%, 25% or at least about 30% by weight) of higher branched alcohols based on the total amount of the odoriferous oil phase.
  • higher branched alcohols refers to alcohols comprising at least 8 carbon atoms (e.g. 10, 1 1 , 12, 13, 14 or 15 carbon atoms), selected from:
  • Acyclic and cyclic alcohols comprising 1 - 5 (e.g. 2, 3, or 4) C C 3 alkyl and/ or C 2 -C 3 alkenyl substituent(s) (e.g. methyl, ethyl, isopropyl, propenyl), such as Dimetol (1 ,1 ,6-trimethyl-1 -heptanol), 4-methyl-dec-3- en-5-ol, 4-isopropyl-cyclohexyl methanol, Radjanol (2-ethyl-4-(2,2,3- trimethyl-3-cyclopenteny-1 -yl)-2-buten-1 -ol), Ebanol (3-methyl-4-(2,2,3- trimethyl-3-cyclopenteny-1 -yl)-4-penten-2-ol), Javanol (1 -Methyl-2- [(1 ,2,2-trimethylbicyclo[3.1.0]hex-3-yl)methyl]-cyclopropane
  • citronellol citronellol, linalool, geraniol, myrcenol, terpineol (2-(4-methylcyclohex-4-en-1 - yl)propan-2-ol), perilla alcohol (4-(prop-2-en-2-yl)-cyclohex-1 -en-1 - methanol), farnesol, and nerolidol), and alcohols derived from terpene alcohols (e.g.
  • aromatic substituted alkyl and alkenyl alcohols for example, phenyl ethyl alcohol, Mefrosol (5-phenyl-3-methyl-1 -pentanol), dimethyl benzyl carbinol, Majantol 2,2-dimethyl-3-(2-methyl-phenyl)-propan-1 -ol), and cinnamic alcohol (3-phenyl-prop-2-en-1 -ol); and
  • aromatic substituted oxy alkyl alcohols for example, phenoxy ethyl alcohol.
  • cyclic alcohols includes alkyl cycloalkyi, alky cycloalkenyl, alkenyl cycloalkyi, and alkenyl cycloalkenyl alcohols, for example 4-isopropyl-cyclohexyl methanol, Radjanol (2-ethyl-4-(2,2,3-trimethyl-3-cyclopenteny-1 -yl)-2-buten-1 -ol), Ebanol (3- methyl-4-(2,2,3-trimethyl-3-cyclopenteny-1 -yl)-4-penten-2-ol), Javanol (1 -Methyl-2- [(1 ,2,2-trimethylbicyclo[3.1.0]hex-3-yl)methyl]-cyclopropane-methanol), SandaloreTM (3- methyl-5-(2,2,3-trimethylcyclopent-3-en-1 -yl)pentan-2-ol), TimberolTM (1 -(2,2,6- trimethylcyclo
  • the aqueous micro-emulsion comprises an odoriferous oil phase which contains more than 18% by weight of higher branched alcohols selected from 4- methyl-dec-3-en-5-ol, 4-isopropyl-cyclohexyl methanol, dimetol (1 ,1 ,6-trimethyl-1 - heptanol), RadjanolTM (2-ethyl-4-(2,2,3-trimethyl-3-cyclopenteny-1 -yl)-2-buten-1 -ol), EbanolTM (3-methyl-4-(2,2,3-trimethyl-3-cyclopenteny-1 -yl)-4-penten-2-ol), JavanolTM (1 - Methyl-2-[(1 ,2,2-trimethylbicyclo[3.1 .0]hex-3-yl)methyl]-cyclopropane-methanol), SandaloreTM (3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1 -yl)
  • the odoriferous oil phase may be a complex mixture of many ingredients, some may behave as additional solubilizers.
  • solubilizers for example, isopropyl myristate, diphenyl ether, and triethyl citrate are known to act as solubilizers, which may be present in the odoriferous oil phase.
  • the quantity of the odoriferous oil phase in the micro-emulsion is largely determined by the intended use of the micro-emulsion.
  • Particularly preferred are micro-emulsions, comprising relatively high amounts of an odoriferous oil phase, preferably up to 15 weight percent based on the micro-emulsion.
  • the micro-emulsions as defined above are mainly intended for direct use, e.g. perfuming the skin, fabric, hair, or air (as air fresheners, deodorants). However, they may also be incorporated into consumer products, such as cosmetic products (e.g. body deodorants), and hard surface cleaners, thus obtaining a fragranced product.
  • the aqueous micro-emulsion comprises at least 65 % by weight water (e.g. at least 66%, 67%, 68%, or 69% by weight).
  • micro-emulsion a thermodynamically stable liquid mixture of oil, water and surfactant in combination with a co-solvent.
  • the micro-emulsion may further contain other ingredients such as antioxidants, chelating agents, UV-filters, cooling agents, preservatives, thickening agents, cosmetic active ingredients, moisturizers, humectants, emollients, pigments, colorants, dyes, antifoams, pH adjusting or buffering agents, or other ingredients known to those skilled in the art.
  • ingredients such as antioxidants, chelating agents, UV-filters, cooling agents, preservatives, thickening agents, cosmetic active ingredients, moisturizers, humectants, emollients, pigments, colorants, dyes, antifoams, pH adjusting or buffering agents, or other ingredients known to those skilled in the art.
  • micro-emulsion as hereinabove described may be prepared according to methods known in the art. Particular embodiments of the present invention are now further described with reference to the following non-limiting examples.
  • compositions were prepared with the ingredients (amounts given in % by weight) listed in Table 1 , as follows.
  • the odoriferous oil phase contains 32% of higher branched alcohols (i.e. 32% by weight of a mixture of citronellol, dihydro myrcenol, ethyl linalool and linalool).
  • Surfactant mixture (comprising 40-60% Trideceth-9, 20-40% PEG 40 Hydrogenated castor oil, and up to 5% Polysorbate-20) marketed by Barnet
  • Example 1 The compositions of Example 1 were submitted to stability testing in refrigerator (4 °C) and thermostated cupboard (at 40 °C, 45°C and 50 °C respectively) for 3 days. The results are shown in Table 2.
  • compositions were evaluated by 6 panellists in blind by comparison of two compositions.
  • the compositions were sprayed onto each of the forearms of the panellist and evaluated.
  • Each panellist was asked to the sensory properties as indicated in Table 3 below and the drying time.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Emergency Medicine (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne des compositions de parfum aqueuses et transparentes exemptes d'éthanol. L'invention concerne également une composition de parfum transparente procurant une sensation agréable sur la peau, et possédant de bonnes propriétés de séchage à l'air sur la peau.
PCT/EP2014/060650 2013-05-23 2014-05-23 Composition WO2014187950A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP13290116 2013-05-23
EP13290116.6 2013-05-23

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Publication Number Publication Date
WO2014187950A1 true WO2014187950A1 (fr) 2014-11-27

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016119660A1 (fr) * 2015-01-30 2016-08-04 Rhodia Poliamida E Especialidades Ltda Compositions de parfum et dispositifs de traitement d'air
WO2019154892A1 (fr) 2018-02-09 2019-08-15 Expressions Parfumées Complexe parfumant et composition d'eau parfumée
FR3077734A1 (fr) * 2018-02-09 2019-08-16 Expressions Parfumees Composition d'eau parfumee sprayable comprenant du parfum, de l'isopentyldiol et du c12-13 pareth 9, sous forme de micro-emulsion sans ethanol, a haut dosage de parfum et transparente.
CN113382738A (zh) * 2020-01-10 2021-09-10 塔普克斯制药公司 用于经皮递送活性剂的皮肤治疗方法和组合物

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DE19537509A1 (de) * 1995-09-27 1997-04-10 Egsto Pharm Pharmazeutische Pr Hautpflegemittel
WO2002000184A1 (fr) * 2000-06-30 2002-01-03 Laboratoire B.F. International (Sarl) Base pour composition cosmetique aqueuse parfumee, sans alcool, et composition cosmetique aqueuse parfumee, sans alcool, comprenant une telle base
WO2005123028A1 (fr) * 2004-06-08 2005-12-29 Dow Global Technologies Inc. Composition de parfum aqueuse exempte d'ethanol

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Publication number Priority date Publication date Assignee Title
DE19537509A1 (de) * 1995-09-27 1997-04-10 Egsto Pharm Pharmazeutische Pr Hautpflegemittel
WO2002000184A1 (fr) * 2000-06-30 2002-01-03 Laboratoire B.F. International (Sarl) Base pour composition cosmetique aqueuse parfumee, sans alcool, et composition cosmetique aqueuse parfumee, sans alcool, comprenant une telle base
WO2005123028A1 (fr) * 2004-06-08 2005-12-29 Dow Global Technologies Inc. Composition de parfum aqueuse exempte d'ethanol

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Title
S. ARCTANDER: "Perfume and Flavour Chemicals", 1994, ALLURED PUBLISHING CORPORATION

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016119660A1 (fr) * 2015-01-30 2016-08-04 Rhodia Poliamida E Especialidades Ltda Compositions de parfum et dispositifs de traitement d'air
KR20170110102A (ko) * 2015-01-30 2017-10-10 로디아 폴리아미다 이 에스페시아리다데스 에스.에이. 방향 조성물 및 공기 케어 장치
CN107530466A (zh) * 2015-01-30 2018-01-02 罗地亚聚酰胺特殊品公司 香料组合物及空气护理装置
EP3250242A4 (fr) * 2015-01-30 2018-08-01 Rhodia Poliamida e Especialidades S.A. Compositions de parfum et dispositifs de traitement d'air
KR102487294B1 (ko) 2015-01-30 2023-01-12 로디아 폴리아미다 이 에스페시아리다데스 에스.에이. 방향 조성물 및 공기 케어 장치
US10669509B2 (en) 2015-01-30 2020-06-02 Rhodia Operations Fragrance compositions and air care devices
FR3077733A1 (fr) * 2018-02-09 2019-08-16 Expressions Parfumees Complexe parfumant et composition d'eau parfumee
FR3077734A1 (fr) * 2018-02-09 2019-08-16 Expressions Parfumees Composition d'eau parfumee sprayable comprenant du parfum, de l'isopentyldiol et du c12-13 pareth 9, sous forme de micro-emulsion sans ethanol, a haut dosage de parfum et transparente.
WO2019154892A1 (fr) 2018-02-09 2019-08-15 Expressions Parfumées Complexe parfumant et composition d'eau parfumée
US11965144B2 (en) 2018-02-09 2024-04-23 Expressions Parfumées Perfume complex and perfumed water composition
CN113382738A (zh) * 2020-01-10 2021-09-10 塔普克斯制药公司 用于经皮递送活性剂的皮肤治疗方法和组合物
EP3969013A4 (fr) * 2020-01-10 2022-11-02 Topix Pharmaceuticals, Inc. Procédés de traitement de la peau et compositions pour l'administration transdermique d'agents actifs
US11596584B2 (en) 2020-01-10 2023-03-07 Topix Pharmaceuticals, Inc. Skin treatment methods and compositions for transdermal delivery of active agents

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