WO1999026600A1 - Utilisation des hydrofluoroethers en tant qu'agents de dissolution de composes aromatiques pour la realisation de compositions cosmetiques - Google Patents
Utilisation des hydrofluoroethers en tant qu'agents de dissolution de composes aromatiques pour la realisation de compositions cosmetiques Download PDFInfo
- Publication number
- WO1999026600A1 WO1999026600A1 PCT/FR1998/002544 FR9802544W WO9926600A1 WO 1999026600 A1 WO1999026600 A1 WO 1999026600A1 FR 9802544 W FR9802544 W FR 9802544W WO 9926600 A1 WO9926600 A1 WO 9926600A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- miscible
- hydrofluoroether
- cosmetic composition
- composition according
- nonafluorobutane
- Prior art date
Links
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
- A61K8/69—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing fluorine
- A61K8/70—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing fluorine containing perfluoro groups, e.g. perfluoroethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- 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
Definitions
- hydrofluoroethers as agents for dissolving aromatic compounds for the production of cosmetic compositions.
- the invention relates to the field of the cosmetic industry.
- Ethanol is traditionally used in cosmetic compositions as a dissolving agent because it has many advantages. It is liquid under normal pressure and temperature conditions. It allows the solubilization of natural or synthetic aromatic compositions. It has little or no interaction with dissolved molecules. D evaporates quickly on contact with the skin. In addition, ethanol is a food solvent exhibiting very low toxicity compared to the amounts used in normal use of such cosmetic compositions.
- the main objective of the present invention is to provide a range of compounds capable of being used as dissolving agents in the cosmetic compositions, replacing ethanol.
- a cosmetic composition comprising at least one aromatic compound and at least one agent for dissolving said aromatic compound, characterized in that said dissolving agent consists of a perfluorinated hydrofluoroether.
- the invention therefore proposes to replace ethanol in cosmetic compositions with a perfluorinated hydrofluoroether.
- perfluorinated hydrofluoroethers are non-toxic and do not cause redness or a burning sensation.
- hydrofluoroethers are not subject to any regulations.
- fluorinated solvents also have the advantage of being chemically inert and of not being able to react with any of the usual constituents of cosmetic formulations. These are volatile compounds which, after evaporation, leave no trace.
- fluorinated solvents also have the advantage of not being subject to any regulation and thus of allowing universality of use.
- the fluorinated compounds proposed by the invention are also completely odorless and colorless. They can therefore be incorporated into cosmetic formulations without the risk of masking the perfumes, altering the fragrance or modifying the appearance thereof.
- hydrofluoroethers have a lower boiling temperature than that of ethanol and above all a very low heat capacity and latent heat of vaporization allowing rapid and trace-free evaporation. These physico-chemical characteristics increase the feeling of freshness during the application of the perfumed composition.
- fluorinated solvents proposed by the invention have a higher safety character than that of ethanol, since they are non-flammable and have no flash point.
- said hydrofluoroether has a total number of carbon atoms equal to or greater than 5 and is constituted by a perfluoroalkane chain, branched or not, cyclized or not, aromatic or not, linked to an alkoxy group, said alkoxy group having a number of carbon atoms between 1 and 7, said hydrofluoroether having a boiling point at atmospheric pressure between + 15 ° C and + 100 ° C.
- said alkoxy group of said fluoroether has a number of carbon atom (s) between 1 and 5.
- said hydrofluoroether has a boiling temperature at atmospheric pressure between + 30 ° C and + 80 ° C.
- said hydrofluoroether is chosen from the group consisting of methoxy-nonafluorobutane (C 4 F 9 OCH) and its isomer ((CF 3 ) 2 CFCF 2 OCH 3 ), ethoxy-nonafluorobutane (C 4 F 9 OC 2 H 5 ) and its isomer ((CF 3 ) 2 CFCF 2 OC 2 H 5 ), propoxy-undecafluoropentane (C 5 F j iOCg).
- methoxy-nonafluorobutane C 4 F 9 OCH
- ethoxy-nonafluorobutane C 4 F 9 OC 2 H 5
- propoxy-undecafluoropentane C 5 F j iOCg
- composition according to the invention may include at least one co-solvent preferably chosen from the group consisting of ethanol and water.
- co-solvent means any molecule of any chemical nature that may be added in variable quantity to the hydrofluoroethers in order to modify the properties of the composition thus obtained.
- said aromatic compound entering into the composition according to the invention is chosen from the group consisting of essential oils, natural or synthetic fragrances, oleoresins.
- the natural or synthetic aromatic compounds can simply be diluted in the hydrofluoroethers.
- the proportions of one or the other of the constituents are indifferent since the hydrofluoroethers have a significant solvent power, linked to their ether function, allowing complete dissolution of the aromatic compositions.
- HELG lavandin grosso
- MNFB nonafluorobutane methoxy
- a perfumed composition is prepared by dissolving 10 grams of lavender essential oil roughly in 100 grams of methoxy-nonafluorobutane (10% solution).
- This composition appears as a clear solution with a slightly amber color.
- HELG lavandin grosso
- ENFB ethoxy-nonafluorobutane
- a perfumed composition is prepared by dissolving 10 grams of lavender essential oil roughly in 100 grams of ethoxy-nonafluorobutane (10% solution).
- This composition appears as a clear solution with a slightly amber color.
- HEMP nonafluorobutane ethoxy
- ENFB nonafluorobutane ethoxy
- a fragrant composition is prepared by dissolving 10 grams of peppermint essential oil in 100 grams of ethoxy-nonafluorobutane (10% solution).
- This composition is presented as a clear and translucent solution.
- a sweet orange essential oil (abbreviated: HEOD) is incorporated into 100 grams of ethoxy-nonafluorobutane (abbreviated: ENFB) by successive addition of 15 grams. With each addition, the appearance or not of a second phase is observed, following an insolubilization of the essential oil in the ENFB.
- ENFB ethoxy-nonafluorobutane
- a perfumed composition is prepared by dissolving 10 grams of sweet orange essential oil in 100 grams of ethoxy-nonafluorobutane (10% solution). This composition appears as a clear solution of slightly amber color.
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU13410/99A AU741607B2 (en) | 1997-11-26 | 1998-11-26 | Use of hydrofluoroethers as agents for dissolving aromatic compounds to make compositions |
US09/554,703 US6573235B1 (en) | 1997-11-26 | 1998-11-26 | Use of hydrofluoroethers as agents for dissolving aromatic compounds to make compositions |
EP98956963A EP1047393A1 (fr) | 1997-11-26 | 1998-11-26 | Utilisation des hydrofluoroethers en tant qu'agents de dissolution de composes aromatiques pour la realisation de compositions cosmetiques |
JP2000521803A JP2001523701A (ja) | 1997-11-26 | 1998-11-26 | 化粧品組成物の製造用の芳香族化合物の溶解剤としてのヒドロフルオロエーテルの使用方法 |
CA002311769A CA2311769A1 (fr) | 1997-11-26 | 1998-11-26 | Utilisation des hydrofluoroethers en tant qu'agents de dissolution de composes aromatiques pour la realisation de compositions cosmetiques |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9715119A FR2771290B1 (fr) | 1997-11-26 | 1997-11-26 | Utilisation des hydrofluoroethers en tant qu'agents de dissolution de composes aromatiques pour la realisation de compositions cosmetiques |
FR97/15119 | 1997-11-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1999026600A1 true WO1999026600A1 (fr) | 1999-06-03 |
Family
ID=9514026
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR1998/002544 WO1999026600A1 (fr) | 1997-11-26 | 1998-11-26 | Utilisation des hydrofluoroethers en tant qu'agents de dissolution de composes aromatiques pour la realisation de compositions cosmetiques |
Country Status (7)
Country | Link |
---|---|
US (1) | US6573235B1 (fr) |
EP (1) | EP1047393A1 (fr) |
JP (1) | JP2001523701A (fr) |
AU (1) | AU741607B2 (fr) |
CA (1) | CA2311769A1 (fr) |
FR (1) | FR2771290B1 (fr) |
WO (1) | WO1999026600A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2818548A1 (fr) * | 2000-12-27 | 2002-06-28 | Extractive Sa | Utilisation de solvants fluores non volatifs a temperature ambiante dans des produits cosmetiques ou pharmaceutiques |
EP1206240B1 (fr) * | 1999-08-26 | 2004-10-20 | Lvmh Recherche | Composition non ethanolique comprenant un hydrofluoroether |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2810672B1 (fr) * | 2000-06-22 | 2003-11-07 | Extractive | Procede de fractionnement d'huiles essentielles mettant en oeuvre au moins un solvant fluore |
WO2002102339A1 (fr) * | 2001-06-14 | 2002-12-27 | Firmenich S.A. | Emulsion parfumante transparente stable |
JP4072119B2 (ja) * | 2001-06-11 | 2008-04-09 | フイルメニツヒ ソシエテ アノニム | 安定化された透明な香料エマルション |
US7338538B2 (en) * | 2005-08-29 | 2008-03-04 | Elc Management Llc | Compositions and methods for darkening keratinous fibers |
WO2007106213A2 (fr) * | 2006-02-24 | 2007-09-20 | Dow Global Technologies Inc. | Emulsion d'une phase d'huile fluoree liquide dans une phase aqueuse liquide |
US8791254B2 (en) * | 2006-05-19 | 2014-07-29 | 3M Innovative Properties Company | Cyclic hydrofluoroether compounds and processes for their preparation and use |
US8193397B2 (en) * | 2006-12-06 | 2012-06-05 | 3M Innovative Properties Company | Hydrofluoroether compounds and processes for their preparation and use |
US8337870B2 (en) | 2009-12-15 | 2012-12-25 | Young Pharmaceuticals, Inc. | Low toxicity topical active agent delivery system |
US20210322458A1 (en) * | 2020-04-20 | 2021-10-21 | Gregg Tobin | Methods and compositions for treatment of burns, joint pain, and fungal infections |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62123107A (ja) * | 1985-11-22 | 1987-06-04 | Shiseido Co Ltd | 固形粉末化粧料の製造方法 |
EP0296661A2 (fr) * | 1987-06-23 | 1988-12-28 | ENIRICERCHE S.p.A. | Composition en une phase contenant une huile perfluorée et un ou plusieurs suractifs, utile en tant qu'excipient pour des formulations cosmétiques et dermatologiques, ainsi que pour des applications biomédicinales |
EP0360292A2 (fr) * | 1988-09-23 | 1990-03-28 | AUSIMONT S.p.A. | Procédé de préparation d'émulsions nettoyantes pour le traitement esthétique et les produits cosmétiques obtenus |
US5571858A (en) * | 1993-05-26 | 1996-11-05 | L'oreal | Colorless or colored aqueous nail varnish containing a film-forming polymer in the dispersed state and a water-soluble perfluoroalkyl compound |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2700691B1 (fr) * | 1993-01-25 | 1995-04-07 | Oreal | Composition homogène à base de composés fluorés et de glycols, procédé de préparation et utilisation en cosmétique. |
US6045588A (en) * | 1997-04-29 | 2000-04-04 | Whirlpool Corporation | Non-aqueous washing apparatus and method |
JP3211740B2 (ja) * | 1997-08-28 | 2001-09-25 | ダイキン工業株式会社 | 化粧料 |
FR2773064B1 (fr) * | 1997-12-29 | 2000-05-05 | Oreal | Utilisation d'un solvant fluore volatil, en tant qu'agent accelerateur de sechage, dans des produits cosmetiques |
FR2780276B1 (fr) * | 1998-06-30 | 2002-02-01 | Oreal | Composition de vernis pour le maquillage et/ou le soin des ongles contenant un compose fluore volatil |
-
1997
- 1997-11-26 FR FR9715119A patent/FR2771290B1/fr not_active Expired - Fee Related
-
1998
- 1998-11-26 US US09/554,703 patent/US6573235B1/en not_active Expired - Fee Related
- 1998-11-26 EP EP98956963A patent/EP1047393A1/fr not_active Withdrawn
- 1998-11-26 AU AU13410/99A patent/AU741607B2/en not_active Ceased
- 1998-11-26 WO PCT/FR1998/002544 patent/WO1999026600A1/fr not_active Application Discontinuation
- 1998-11-26 JP JP2000521803A patent/JP2001523701A/ja active Pending
- 1998-11-26 CA CA002311769A patent/CA2311769A1/fr not_active Abandoned
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62123107A (ja) * | 1985-11-22 | 1987-06-04 | Shiseido Co Ltd | 固形粉末化粧料の製造方法 |
EP0296661A2 (fr) * | 1987-06-23 | 1988-12-28 | ENIRICERCHE S.p.A. | Composition en une phase contenant une huile perfluorée et un ou plusieurs suractifs, utile en tant qu'excipient pour des formulations cosmétiques et dermatologiques, ainsi que pour des applications biomédicinales |
EP0360292A2 (fr) * | 1988-09-23 | 1990-03-28 | AUSIMONT S.p.A. | Procédé de préparation d'émulsions nettoyantes pour le traitement esthétique et les produits cosmétiques obtenus |
US5571858A (en) * | 1993-05-26 | 1996-11-05 | L'oreal | Colorless or colored aqueous nail varnish containing a film-forming polymer in the dispersed state and a water-soluble perfluoroalkyl compound |
Non-Patent Citations (2)
Title |
---|
PATENT ABSTRACTS OF JAPAN vol. 011, no. 349 (C - 456) 14 November 1987 (1987-11-14) * |
See also references of EP1047393A1 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1206240B1 (fr) * | 1999-08-26 | 2004-10-20 | Lvmh Recherche | Composition non ethanolique comprenant un hydrofluoroether |
US7425529B1 (en) * | 1999-08-26 | 2008-09-16 | Lvmh Recherche | Non-ethanol perfume compositions comprising hydrofluoroether |
FR2818548A1 (fr) * | 2000-12-27 | 2002-06-28 | Extractive Sa | Utilisation de solvants fluores non volatifs a temperature ambiante dans des produits cosmetiques ou pharmaceutiques |
WO2002051378A1 (fr) * | 2000-12-27 | 2002-07-04 | Extractive S.A | Utilisation de solvants fluores non volatils a temperature ambiante dans des produits cosmetiques ou pharmaceutiques |
Also Published As
Publication number | Publication date |
---|---|
US6573235B1 (en) | 2003-06-03 |
AU741607B2 (en) | 2001-12-06 |
CA2311769A1 (fr) | 1999-06-03 |
EP1047393A1 (fr) | 2000-11-02 |
AU1341099A (en) | 1999-06-15 |
FR2771290B1 (fr) | 2000-02-11 |
JP2001523701A (ja) | 2001-11-27 |
FR2771290A1 (fr) | 1999-05-28 |
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