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WO2000001361A1 - Compositions pour parfum - Google Patents

Compositions pour parfum Download PDF

Info

Publication number
WO2000001361A1
WO2000001361A1 PCT/GB1999/002164 GB9902164W WO0001361A1 WO 2000001361 A1 WO2000001361 A1 WO 2000001361A1 GB 9902164 W GB9902164 W GB 9902164W WO 0001361 A1 WO0001361 A1 WO 0001361A1
Authority
WO
WIPO (PCT)
Prior art keywords
groups
perfume composition
aromatic
octanol
mixtures
Prior art date
Application number
PCT/GB1999/002164
Other languages
English (en)
Inventor
Keith Douglas Perring
John Martin Behan
Original Assignee
Quest International B.V.
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 Quest International B.V. filed Critical Quest International B.V.
Priority to EP99929585A priority Critical patent/EP1093358A1/fr
Priority to AU46369/99A priority patent/AU4636999A/en
Publication of WO2000001361A1 publication Critical patent/WO2000001361A1/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
    • A61K8/30—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
    • A61K8/35—Ketones, e.g. benzophenone
    • 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
    • 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
    • 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
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/74—Biological properties of particular ingredients
    • A61K2800/77—Perfumes having both deodorant and antibacterial properties

Definitions

  • This invention relates to perfume compositions, that is to say compositions of fragrance materials, to personal products and other products containing such perfume compositions, and to the use of such perfume compositions to give a deodorant effect.
  • US-A-4288341 , USA-4289641 and US 4 906 454 all describe perfume compositions which exhibit a deodorant action, (i.e. addresses the problem of human body odour, particularly that ⁇ of the axillae) either when applied to human skin using a cosmetically acceptable vehicle or when included in a detergent product or fabric conditioning product used in laundering of textiles.
  • EP-B-147191 and US-A-4663068 describes deodorant perfume compositions which are stable in the presence of bleaching materials.
  • perfume compositions disclosed in these documents generally include appreciable quantities of relatively high molecular weight perfume components which help to extend the effective lifetime of deodorant action following product application, but which tend to have less perfume impact and to exhibit odour characteristics which span a finite range.
  • This limitation on perfume composition represents a compromise between long term deodorant efficacy and optimal hedonic performance.
  • deodorant perfumes can be made by the use of materials from certain specified categories of perfume materials which makes it possible to obtain fragrances containing lower quantities of high boiling components while also obtaining good long term deodorant properties.
  • Forms of this invention can deliver a deodorant performance which improves on that obtained from compositions exemplified in the prior documents above.
  • the present invention provides a perfume composition
  • a perfume composition comprising at least 40% in total by weight of at least three of the following six categories of perfumery ingredients; a) at least 1.0%, preferably at least 5% and generally not more than 50% by weight of the perfume composition comprises one or more hydroxylic materials of general formula
  • ROH having an octanol-water partition coefficient within the range of 2.5 to 3.6 (in logarithmic form), and wherein the group R 1 is a hydrocarbyl radical containing no more than one olefinic double bond, and comprising aromatic or aliphatic groups, and mixtures thereof, and which may be cyclic or acyclic, straight chained or branched, and optionally substituted with other groups, b) at least 1.0%, preferably at least 5% and generally not more than 30% by weight of the perfume composition of one or more ketones selected from ketones of general formula rVCO R 2 having an octanol-water partition coefficient within the range of 3.0 to 4.1 (in logarithmic form), and wherein the groups R 1 and R 2 are independently hydrocarbyl radicals which may comprise aromatic or aliphatic groups, and mixtures thereof, and may be cyclic or acyclic, straight chained or branched, and optionally substituted with other groups, c) aldehydes
  • R 1 CHO having an octanol-water partition coefficient within the range of 2.0 to 4.4 (in logarithmic form), and wherein the group R 1 is a hydrocarbyl radical which may comprise aromatic or aliphatic groups, and mixtures thereof, and which may be cyclic or acyclic, straight chained or branched, and optionally substituted with other groups, with the proviso that if no aromatic group is present then R 1 comprises an olefinic double bond, d) ethers of general formula
  • RO R 2 having an octanol-water partition coefficient within the range 3.0 to 4.0 (in logarithmic form), and wherein the groups R 1 and R 2 are independently hydrocarbyl radicals which may comprise aliphatic or aromatic groups, and mixtures thereof, and which may be straight chained or branched and optionally substituted with other groups, with the proviso that at least one of R 1 and R 2 comprises an olefinic double bond, e) esters of general formula
  • R 2 having an octanol-water partition coefficient within the range 2.6 to 4.3 (in logarithmic form), and wherein the groups R 1 and R 2 are independently hydrocarbyl radicals which may comprise saturated aliphatic or aromatic groups, and mixtures thereof, and which may be straight chained or branched, cyclic or acyclic, and optionally substituted with other groups, and f) nitriles of general formula R 1 CN having an octanol-water partition coefficient within the range 3.0 to 4.4 (in logarithmic form), and wherein the group R 1 is a hydrocarbyl radical comprising an olefinic double bond, which may comprise aliphatic or aromatic groups, and mixtures thereof, and which may be straight chained or branched, cyclic or acyclic and optionally substituted with other groups.
  • the invention also provides a deodorant product comprising a perfume composition as defined above.
  • the invention further provides the use, as a deodorant, of a perfume composition and a deodorant product as defined above.
  • 'perfume material (or ingredient)' is herein taken to represent materials which may be acceptably employed within fragrances to provide an odour contribution to the overall hedonic performance of the fragrance. Typically, such materials will be generally recognised as possessing odours in their own right, and will be relatively volatile, and characterised by molecular weights within the range of around 100 to 300 amu.
  • concentration of perfume materials or ingredients referred to herein is relative to the total concentration of perfume components present in the composition, ie excludes, for example, the presence of any optional diluent.
  • octanol-water partition coefficient (or its common logarithm to base 10, 'logP') is well known in the literature as an indicator of hydrophobicity and water solubility (see Hansch and Leo, Chemical Reviews, 526 to 616, (1971 ), 71; Hansch, Quinlan and Lawrence, J.Organic Chemistry, 347 to 350 (1968), 33). Where such values are not available in the literature they may be measured directly, or approximately estimated using mathematical algorithms. Software providing such estimations are available commercially, for example 'LogP' from Advanced Chemistry Design lnc.(ACD). For the purposes of the present invention the results obtained using ACD software are preferred.'
  • a perfume composition according to the present invention has the following preferred features, either singly or in any combination;
  • materials are capable of classification into more than one category, for example, 4-(4'-hydroxy-4'-methylpentyl)cyclohex-3-enecarbaldehyde comprises both hydroxyl and formyl functional groups and hence could be a member of category (c) as well as (a).
  • the material is deemed to be within the first named category, that is, in (a) before (b), in (d) before (e) and so forth.
  • Acetals are considered herein as ethers.
  • the essential oils, synthetic oils and complex mixtures common within the perfumery business the above rules must be applied to their individual constituents.
  • Preferred perfumes comprise at least 50%, more preferably at least 60%, and particularly at least 75% by weight of perfume ingredients as described herein.
  • the perfume composition preferably comprises at least 4, more preferably at least 5, and particularly all 6 classes of perfumery ingredients as described herein.
  • the invention is directed to perfume compositions and to consumer products which provide a deodorant action when applied to the body within a cosmetically acceptable vehicle.
  • Suitable deodorant products include, but are not limited to, deodorants and antiperspirants including different physical forms such as roll ons, gels, sticks, and aerosols, other personal products such as deocolognes, talcum powders, hand creams, lotions , skin and hair conditioners, sunscreens, soaps, shampoos, and shower gels .
  • perfumes described herein may also be usefully employed for deodorant properties in other product areas, for example in detergent and household products such as laundry powders, laundry liquids, rinse conditioners, and household cleaning compositions.
  • Perfumes of the inventions may also be incorporated into textiles directly during manufacture using techniques known in the art, to provide long lasting deodorant protection. It is also known in the art to carry or encapsulate perfumes within other materials such as porous solids or polymeric matrices, in order to provide extended lifetimes, and to provide the possibility of triggered release, for example, during perspiration. Such techniques are applicable within the scope of the present invention.
  • Table 1 presents a representative list of perfume materials falling within the above categories, together with comparative examples of commonly used perfume ingredients which do not fall within the categories.
  • Table 2 presents a perfume composition 'A' failing within the scope of the invention, together with a comparative example 'B' comprising deodorant perfume constructed from the knowledge in the prior documents above, and comprising significant quantities of high boiling low impact perfume materials.
  • Tables 3 to 5 illustrate the use of perfumes of the invention within deodorant products. Their preparation is well known to those skilled in the art.
  • Perfumes A and B were tested for long term deodorant action in the underarm roll-on product whose composition is given in Table 5, using an Odour Reduction Value test as generally described in US-A-4278658. The results of this 24 hour deodorant test are given in Table 6, and demonstrate that perfume 'A' provides at least as effective long term deodorancy as the perfume B built on musks and other substantive ingredients.
  • compositions of perfumes A and B Compositions of perfumes A and B

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Fats And Perfumes (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une composition pour parfum qui contient au moins 40 % en poids d'au moins trois parmi six catégories définies d'ingrédients pour parfum. Ces catégories sont les suivantes : les matières hydroxyliques, les cétones, les aldéhydes, les éthers, les esters et les nitriles. La composition pour parfum présente un effet désodorisant et est indiquée pour être utilisée dans des produits désodorisants, des produits de soins personnels et des produits de traitement du linge.
PCT/GB1999/002164 1998-07-07 1999-07-06 Compositions pour parfum WO2000001361A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP99929585A EP1093358A1 (fr) 1998-07-07 1999-07-06 Compositions pour parfum
AU46369/99A AU4636999A (en) 1998-07-07 1999-07-06 Perfume compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9814655.8A GB9814655D0 (en) 1998-07-07 1998-07-07 Perfume compositions
GB9814655.8 1998-07-07

Publications (1)

Publication Number Publication Date
WO2000001361A1 true WO2000001361A1 (fr) 2000-01-13

Family

ID=10835049

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1999/002164 WO2000001361A1 (fr) 1998-07-07 1999-07-06 Compositions pour parfum

Country Status (4)

Country Link
EP (1) EP1093358A1 (fr)
AU (1) AU4636999A (fr)
GB (1) GB9814655D0 (fr)
WO (1) WO2000001361A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2382586A (en) * 2001-12-03 2003-06-04 Procter & Gamble Fabric treatment compositions
WO2004009750A1 (fr) * 2002-07-18 2004-01-29 Quest International Services B.V. Ameliorations de compositions de parfum ou se rapportant a celles-ci

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2013493A (en) * 1978-01-13 1979-08-15 Unilever Ltd Deodorant Products
EP0005618A1 (fr) * 1978-05-16 1979-11-28 Unilever Plc Produits déodorants, préparation et usage
EP0480520A1 (fr) * 1990-10-11 1992-04-15 Quest International B.V. Produits hygieniques parfumés à appliquer sous les bras
EP0545556A2 (fr) * 1991-11-08 1993-06-09 Quest International Nederland Bv Composition parfumante
WO1994024999A2 (fr) * 1993-04-30 1994-11-10 Quest International B.V. Composition de parfum
JPH10120541A (ja) * 1996-10-15 1998-05-12 Kao Corp デオドラント化粧料

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2013493A (en) * 1978-01-13 1979-08-15 Unilever Ltd Deodorant Products
US4278658A (en) * 1978-01-13 1981-07-14 Lever Brothers Company Deodorant composition
EP0005618A1 (fr) * 1978-05-16 1979-11-28 Unilever Plc Produits déodorants, préparation et usage
EP0480520A1 (fr) * 1990-10-11 1992-04-15 Quest International B.V. Produits hygieniques parfumés à appliquer sous les bras
EP0545556A2 (fr) * 1991-11-08 1993-06-09 Quest International Nederland Bv Composition parfumante
WO1994024999A2 (fr) * 1993-04-30 1994-11-10 Quest International B.V. Composition de parfum
JPH10120541A (ja) * 1996-10-15 1998-05-12 Kao Corp デオドラント化粧料

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 199829, Derwent World Patents Index; AN 1998-328365, XP002119810 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2382586A (en) * 2001-12-03 2003-06-04 Procter & Gamble Fabric treatment compositions
US6916769B2 (en) 2001-12-03 2005-07-12 The Procter & Gamble Company Fabric treatment composition
WO2004009750A1 (fr) * 2002-07-18 2004-01-29 Quest International Services B.V. Ameliorations de compositions de parfum ou se rapportant a celles-ci

Also Published As

Publication number Publication date
EP1093358A1 (fr) 2001-04-25
AU4636999A (en) 2000-01-24
GB9814655D0 (en) 1998-09-02

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