WO2002005771A1 - Compositions de parfum pratiquement sans alcool - Google Patents

Compositions de parfum pratiquement sans alcool Download PDF

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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
Application number
PCT/IL2000/000418
Other languages
English (en)
Inventor
Joseph Segal
Michael Shlosser
Original Assignee
I.M.S. Cosmetics Ltd.
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 I.M.S. Cosmetics Ltd. filed Critical I.M.S. Cosmetics Ltd.
Priority to AU2000260118A priority Critical patent/AU2000260118A1/en
Priority to PCT/IL2000/000418 priority patent/WO2002005771A1/fr
Publication of WO2002005771A1 publication Critical patent/WO2002005771A1/fr

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
    • A61K8/72—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.

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  • 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.
PCT/IL2000/000418 2000-07-17 2000-07-17 Compositions de parfum pratiquement sans alcool WO2002005771A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2000260118A AU2000260118A1 (en) 2000-07-17 2000-07-17 Perfume compositions substantially alcohol-free
PCT/IL2000/000418 WO2002005771A1 (fr) 2000-07-17 2000-07-17 Compositions de parfum pratiquement sans alcool

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 (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013012515A1 (fr) * 2011-07-19 2013-01-24 Coty Inc. Parfum

Citations (6)

* Cited by examiner, † Cited by third party
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

Patent Citations (6)

* Cited by examiner, † Cited by third party
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 (4)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
AU2000260118A1 (en) 2002-01-30

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