WO2002005771A1 - Compositions de parfum pratiquement sans alcool - Google Patents
Compositions de parfum pratiquement sans alcool Download PDFInfo
- Publication number
- WO2002005771A1 WO2002005771A1 PCT/IL2000/000418 IL0000418W WO0205771A1 WO 2002005771 A1 WO2002005771 A1 WO 2002005771A1 IL 0000418 W IL0000418 W IL 0000418W WO 0205771 A1 WO0205771 A1 WO 0205771A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- perfume compositions
- compositions according
- viscosity
- weight
- perfume
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 38
- 239000002304 perfume Substances 0.000 title claims abstract description 34
- 239000003205 fragrance Substances 0.000 claims abstract description 17
- 239000000470 constituent Substances 0.000 claims abstract description 11
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims abstract description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000002148 esters Chemical class 0.000 claims abstract description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims abstract description 4
- 229930006000 Sucrose Natural products 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000005720 sucrose Substances 0.000 claims abstract description 4
- 239000000178 monomer Substances 0.000 claims abstract description 3
- 229920000058 polyacrylate Polymers 0.000 claims abstract 2
- 229920000642 polymer Polymers 0.000 claims description 20
- 239000003153 chemical reaction reagent Substances 0.000 claims description 5
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical group CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 7
- 238000002360 preparation method Methods 0.000 abstract description 4
- 238000000034 method Methods 0.000 abstract description 2
- 239000002253 acid Substances 0.000 abstract 1
- 150000005215 alkyl ethers Chemical class 0.000 abstract 1
- 239000007921 spray Substances 0.000 description 17
- 235000019441 ethanol Nutrition 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000003921 oil Substances 0.000 description 9
- 239000006185 dispersion Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 5
- 238000013019 agitation Methods 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000000341 volatile oil Substances 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
- RPOTYPSPQZVIJY-UHFFFAOYSA-N 1-aminopentan-3-ol Chemical compound CCC(O)CCN RPOTYPSPQZVIJY-UHFFFAOYSA-N 0.000 description 1
- KWVPFECTOKLOBL-KTKRTIGZSA-N 2-[(z)-octadec-9-enoxy]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCO KWVPFECTOKLOBL-KTKRTIGZSA-N 0.000 description 1
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 1
- FCSHMCFRCYZTRQ-UHFFFAOYSA-N N,N'-diphenylthiourea Chemical compound C=1C=CC=CC=1NC(=S)NC1=CC=CC=C1 FCSHMCFRCYZTRQ-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 229940086555 cyclomethicone Drugs 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- DLAHAXOYRFRPFQ-UHFFFAOYSA-N dodecyl benzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1 DLAHAXOYRFRPFQ-UHFFFAOYSA-N 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 238000010951 particle size reduction Methods 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- 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
- the present invention relates to water-based novel perfume composition. More particularly, the invention relates to water-based novel perfume compositions which are substantially alcohol-free.
- the important milestone in the development of synthetic perfumery occurs in 1876 with the synthesis of phenethyl alcohol.
- the synthetic chemicals offer a wide selection of odour characteristics ranging from those with typical floral effects to odour unknown in nature. Chemically, they include hydrocarbons, alcohols, esters, aldehydes, acetals, ketones, ethers, and in many cases, chemicals containing more than one constituent of the above groups.
- the commercial perfumes contain generally the following main constituents:
- Essential oils in the range of between 3% to 30% (by weight). Water, in the range of 0 to 15% (by weight), acting as a diluent, and - Alcohol, generally ethyl alcohol, up to 100%..
- Essential oil is the name given to any volatile substance of vegetable origin that gives a plant, flower or fruit, its distinctive odor or flavor, being obtained by extraction with a corresponding solvent. Essential oils are almost completely insoluble in water but are highly soluble in alcohol, the most useful being ethyl alcohol and to a less extent isopropyi alcohol. The alcohol is also serving as a diluent of the resulted perfume extract; for this reason, in most of the perfumes the alcohol is considered as the main constituent.
- One of the ways to use the perfume is by spraying a corresponding solution from a bottle containing a propellant, or by a manual pump spray thus dispersing small particles of a homogeneous composition. The viscosity of the solution should be as small as possible in the order of a few tens of centipoises, the most desired respective drops being in the range of 80 to 200 centipoises (Brookfield).
- Perfume compositions are comprising the following main constituents (by weight): up to 30% of a fragrance oil solution; up to 0.4% (by weight) of alkyl acrylate copolymer containing between 10-30 carbon atoms and at least one monomer selected from acrylic acid, methacrylic acid and esters thereof, cross-linked with an ether selected from allyl ether of sucrose and allyl ether of pentaerythritol.
- a method for the preparation of perfume compositions possessing the desired properties is also described.
- the viscosity of solutions or emulsions which contain various polymers depends on the polymer type as well as the chemical composition of the polymeric chain and the average molecular weight thereof.
- the polymers which were found to be most suitable for the present invention are high molecular weight of crosslinked acrylic acid, and alkyl acrylates or methacrylic acid copolymers (having between 10 to 30 carbon atoms), or esters thereof crosslinked with an allyl ether of sucrose or an allyl ether of pentaerythritol.
- Such polymers as produced by Bir Goodrich possess a viscosity of a non neutralized 1% solution or a dispersion having a viscosity of between 1700 to 2500 centipoise (tested on a Brookfield Model Rvr/LV) at 60 RPM (Model RVT/LV), spindler number 2.
- the optimal properties were found with the fragrance oil having a concentration of up to 30% by wt, possessing a viscosity of between 80 to 200 centipoises being required in order to obtain a sprayable composition.
- the respective viscosity is most important for imparting the desired particles size of the sprayable composition.
- the preferred concentration of the polymer present in the perfume compositions is between 0.05% to 0.3% (by weight) and the most preferred concentration is 0.15%.
- the neutralization of the composition is carried out by aqueous solutions of organic or inorganic constituents.
- the most preferred reagent for this purpose was found to be aminoethyl propanol.
- the common basic alkalies, such as sodium hydroxide or potassium hydroxide, should be avoided since they will deteriorate the desired viscosity of the final product.
- the pH of the perfume compositions may vary in a broad range of between 4.0 to 9.0, the most preferred one being in the range of between 6.6 to 6.8.
- the viscosity of the perfume compositions are generally above 300 centipoises, which is considered the upper limit of viscosity which would produce a spray. Above this viscosity, the quality of the spray deteriorates and can not even be produced.
- the perfume composition is transformed into a spray, by using a manual spray pump. By using a proper manual spray, the desired very small particles are produced which are broadly dispersed.
- a typical pump found to be most useful for producing the desired spray drops of the perfume compositions described above, has an angle of dispersion of about 45 degrees.
- the sprayable aqueous-base fragrance was obtained by the following components:
- fragrance fixer consisting of C 12-15 alkyl benzoate. 0.30%) of particle size reduction, consisting of OLETH-10 (a CTFA adopted name).
- a calculated amount of a component from group A was 15 introduced into a vessel and mixed with the other constituents until a complete dissolution thereof was obtained.
- the polymer resin was slowly added under a turbulent aqueous vortex (to avoid any agglomeration of polymer particles), heating to about 75°C thus obtaining a smooth dispersion.
- all other ingredients from group B were introduced into a separate vessel and also heated to about 75°C. Under a moderate agitation, the above two mixtures were combined for about 10 minutes, thus obtaining a complete dispersion of the phases.
- the resulted dispersion was cooled to about 50°C, under a continuous 25 agitation.
- the ingredients from group C were added under a vigorous agitation, producing a smooth emulsion.
- EXAMPLE 1 Polymer type A (use of CARBOPOL 1342).
- the polymer was identified by measuring the viscosity of 1%> unneutralized dispersion of 9500-26,500 cps.
- %Polvmer A ( weight concentration) 0.05 0.10 0.15 0.20 0.30 viscosity (cps) 250 350 500-800 900-1200 1500-
- the fragrance oil concentration was 5% (constant); pH between 6.6 to 7.0 and the temperature 22-25°C.
- EXAMPLE 2 %Polymer type B (use PEMULEN TR-1 ) (The polymer was identified by measuring the viscosity of 1% unneutralized dispersion of 6500-15,000 cps.). % polymer Bfweight concentration) 0.05 0.10 0.15 0.20 0.30 viscosity (cps) 100-250 350-500 350-500 600-900 900-1200 stability data after 90 days at 37°C tend to separation good good good good good pump sprayability good poor poor no no no
- the fragrance oil concentration was 5% (constant); pH between 6.6 to 7.0 and the temperature 22-25°C.
- EXAMPLE 3 % Polymer Type C (use of PEMULEN TR-2).
- the fragrance oil concentration was 5%o (constant); pH between 6.6 to7.0 and the temperature 22-25°C.
- the polymer C concentration was 0.15%; pH between 6.6 to 7.0 and the temperature between 22-25°C.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Fats And Perfumes (AREA)
- Detergent Compositions (AREA)
Abstract
La présente invention concerne des compositions de parfum à base d'eau, pratiquement exemptes d'alcool. Le parfum selon cette invention comprend (en poids) les principaux éléments constitutifs suivants: jusqu'à 30 % d'une solution d'huile parfumée; jusqu'à 0,4 % d'un polymère acrylique comptant de 10 à 30 atomes de carbone et au moins un monomère pris parmi un acide acrylique, un acide méthacrylique et un ester de ces produits, réticulé avec un éther pris parmi un alkyle éther, un allyle éther de sucrose et un allyle éther de pentaérythritol. L'invention concerne également un procédé de fabrication de compositions de parfums possédant les propriétés recherchées.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/IL2000/000418 WO2002005771A1 (fr) | 2000-07-17 | 2000-07-17 | Compositions de parfum pratiquement sans alcool |
| AU2000260118A AU2000260118A1 (en) | 2000-07-17 | 2000-07-17 | Perfume compositions substantially alcohol-free |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/IL2000/000418 WO2002005771A1 (fr) | 2000-07-17 | 2000-07-17 | Compositions de parfum pratiquement sans alcool |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2002005771A1 true WO2002005771A1 (fr) | 2002-01-24 |
Family
ID=11042988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/IL2000/000418 WO2002005771A1 (fr) | 2000-07-17 | 2000-07-17 | Compositions de parfum pratiquement sans alcool |
Country Status (2)
| Country | Link |
|---|---|
| AU (1) | AU2000260118A1 (fr) |
| WO (1) | WO2002005771A1 (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013012515A1 (fr) * | 2011-07-19 | 2013-01-24 | Coty Inc. | Parfum |
| CN116370682A (zh) * | 2023-04-27 | 2023-07-04 | 蔓莎(苏州)工艺制品有限公司 | 一种时光流沙室内香薰及其制备方法 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996007395A1 (fr) * | 1994-09-07 | 1996-03-14 | The Procter & Gamble Company | Composition tranparente de soin cutane local epaissie renfermant un parfum non hydrosoluble |
| EP0701813A2 (fr) * | 1994-09-14 | 1996-03-20 | Unilever Plc | Emulsion d'huile dans l'eau contenant un parfum |
| WO1996012468A1 (fr) * | 1994-10-20 | 1996-05-02 | The Procter & Gamble Company | Compositions d'hygiene personnelle et/ou compositions cosmetiques contenant un parfum tenace |
| WO1997030689A1 (fr) * | 1996-02-26 | 1997-08-28 | The Procter & Gamble Company | Compositions de traitement a usage personnel et/ou compositions cosmetiques contenant un parfum durable |
| WO1997030688A1 (fr) * | 1996-02-26 | 1997-08-28 | The Procter & Gamble Company | Compositions d'hygiene corporelle et/ou cosmetiques contenant un parfum persistant |
| FR2766704A1 (fr) * | 1997-07-31 | 1999-02-05 | Rhodia Chimie Sa | Composition parfumante et utilisation d'organotrisiloxanes a fonction polaire ou polarisable comme agents solubilisants et emollients dans les compositions parfumantes |
-
2000
- 2000-07-17 WO PCT/IL2000/000418 patent/WO2002005771A1/fr active Application Filing
- 2000-07-17 AU AU2000260118A patent/AU2000260118A1/en not_active Abandoned
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996007395A1 (fr) * | 1994-09-07 | 1996-03-14 | The Procter & Gamble Company | Composition tranparente de soin cutane local epaissie renfermant un parfum non hydrosoluble |
| EP0701813A2 (fr) * | 1994-09-14 | 1996-03-20 | Unilever Plc | Emulsion d'huile dans l'eau contenant un parfum |
| WO1996012468A1 (fr) * | 1994-10-20 | 1996-05-02 | The Procter & Gamble Company | Compositions d'hygiene personnelle et/ou compositions cosmetiques contenant un parfum tenace |
| WO1997030689A1 (fr) * | 1996-02-26 | 1997-08-28 | The Procter & Gamble Company | Compositions de traitement a usage personnel et/ou compositions cosmetiques contenant un parfum durable |
| WO1997030688A1 (fr) * | 1996-02-26 | 1997-08-28 | The Procter & Gamble Company | Compositions d'hygiene corporelle et/ou cosmetiques contenant un parfum persistant |
| FR2766704A1 (fr) * | 1997-07-31 | 1999-02-05 | Rhodia Chimie Sa | Composition parfumante et utilisation d'organotrisiloxanes a fonction polaire ou polarisable comme agents solubilisants et emollients dans les compositions parfumantes |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013012515A1 (fr) * | 2011-07-19 | 2013-01-24 | Coty Inc. | Parfum |
| WO2013012939A1 (fr) * | 2011-07-19 | 2013-01-24 | Coty Inc. | Parfum |
| US20130023592A1 (en) * | 2011-07-19 | 2013-01-24 | Coty Inc. | Perfume |
| US9102898B2 (en) | 2011-07-19 | 2015-08-11 | Coty Inc. | Perfume |
| CN116370682A (zh) * | 2023-04-27 | 2023-07-04 | 蔓莎(苏州)工艺制品有限公司 | 一种时光流沙室内香薰及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2000260118A1 (en) | 2002-01-30 |
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