US20070105748A1 - Control of female body odours - Google Patents

Control of female body odours Download PDF

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Publication number
US20070105748A1
US20070105748A1 US10/556,301 US55630104A US2007105748A1 US 20070105748 A1 US20070105748 A1 US 20070105748A1 US 55630104 A US55630104 A US 55630104A US 2007105748 A1 US2007105748 A1 US 2007105748A1
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composition
salicylate
article
fragrance materials
musk
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US10/556,301
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Keith Perring
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Givaudan Nederland Services BV
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Individual
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Priority claimed from GB0310694A external-priority patent/GB0310694D0/en
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Assigned to QUEST INTERNATIONAL SERVICES B.V. reassignment QUEST INTERNATIONAL SERVICES B.V. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: EVANS, MICHAEL GORDON, CAWKILL, PAULA MARIA, BEHAN, JOHN MARTIN, PERRING, KEITH DOUGLAS
Publication of US20070105748A1 publication Critical patent/US20070105748A1/en
Priority to US13/712,585 priority Critical patent/US9220805B2/en
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42—Use of materials characterised by their function or physical properties
    • A61L15/46—Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/20—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing organic materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
    • A61L2300/216—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with other specific functional groups, e.g. aldehydes, ketones, phenols, quaternary phosphonium groups

Definitions

  • This invention concerns the control of female body odours, particularly odours associated with products of the genito-urinary tract, such as menstrual or catamenial fluids, vaginal fluids, urine.
  • the invention relates particularly to a method of counteracting or reducing odours associated in use with an article selected from sanitary towels or napkins and panty liners, i.e. odours associated with products of the female genito-urinary tract, particularly menstrual or catamenial fluids, vaginal fluids and urine.
  • EP 0404470A1 and U.S. Pat. No. 5,501,805 concern compositions of fragrance materials that have in themselves a low or imperceptible level of fragrance, i.e. a low odour intensity, yet which can confer deodorant effects in use. Such compositions may be referred to for brevity as “low odour compositions”. These prior art documents disclose the use of such low odour compositions in detergent products and personal body underarm deodorant compositions (for combating axillary malodour).
  • a method of counteracting or reducing odours associated in use with an article selected from sanitary towels or napkins and panty liners comprising providing in or on the article a composition of fragrance materials having an odour intensity index of less than about 110, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate.
  • the invention also covers use as a material for counteracting or reducing odours associated in use with an article selected from sanitary towels or napkins and panty liners of a composition of fragrance materials having an odour intensity index of less than about 110, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate.
  • a further aspect of the invention provides use of a composition of fragrance materials having an odour intensity index of less than about 110 in an article selected from sanitary towels or napkins and panty liners, for counteracting or reducing odours associated with female bodily fluids, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate selected from a sanitary towel or napkin and a panty liner.
  • the invention also provides an article selected from a sanitary towel or napkin and a panty liner, wherein the article includes a composition of fragrance materials having an odour intensity index of less than about 110, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate.
  • references to odour intensity index mean a value obtained by the odour intensity index method set out in EP 0404470 (based on a comparison with the odour intensity of a control sample of a 10% solution of benzyl acetate in dipropylene glycol, which corresponds to an index of 100).
  • composition of fragrance materials having an odour intensity index of less than about 105, more preferably less than about 100.
  • composition of fragrance materials may optionally have a malodour reduction value of at least about 0.25, possibly at least about 0.5, or an odour reduction value of at least about 0.25, possibly at least about 0.5.
  • references to malodour reduction value mean a value when tested by the procedure set out in EP 0147191; and references to odour reduction value mean a value when tested by the procedure set out in EP 0003172.
  • EP 0404470, EP 0147191 and EP 0003172 are incorporated herein by reference.
  • the present invention can enable undesirable body odours to be counteracted or reduced in a discrete manner without providing an overt fragrance that, while possibly pleasant in itself, might also be considered by the user to be undesirable, particularly given the current trend for providing fragrance-free products.
  • perfumery materials for incorporation into a composition of fragrance materials for use in the invention i.e. a low odour composition
  • a composition of fragrance materials for use in the invention i.e. a low odour composition
  • any of a wide range of perfumery materials may be incorporated into the compositions, provided that the basis of selection is such as to provide a deodorant effect, and the odour intensity index of the resulting composition is as defined above.
  • the bulk of the individual ingredients chosen for the composition also individually possess an odour intensity index less than about 110, preferably less than about 100, or even lower. Small quantities of more intense materials may, however, be tolerated, e.g. for the purpose of adjusting the mild perfume note which may be given by the overall composition.
  • the composition comprises at least 5% w/w, preferably at least 10% w/w, more preferably at least 20% w/w of at least one musk, based on the total weight of the composition (including any solvents).
  • musks such as those listed below: Trademark or Trivial Name: Generic name: Ambrettolide Cyclohexadecen-7-olide Celestolide (IFF) 4-Acetyl-6-tert-butyl-1,1- dimethylindane Dihydroambrettolide Cyclohexadecanolide Ethylene brassylate cyclo-1,13-ethylenedioxy-tridecan- 1,13-dione Exaltolide (F) Cyclopentadecanolide Exaltone (F) Cyclopentadecanone Habanolide (F) 1-oxa-5(6)-cyclohexadecen-16-one Galaxolide (F) 1-oxa-5(6)-cyclohexadecen-16-one Gala
  • Preferred musks include cyclohexadecanolide, cyclopentadecanone, ethylene brassylate, ethylene dodecanedioate and musk R1.
  • the quantity of musk will generally not exceed 70%, more likely not exceed 60% by weight so that other (non-musk) perfume components provide at least 30% more likely at least 40% by weight of the total weight of the perfume composition (including any solvents).
  • the composition comprises at least 5% w/w, preferably at least 10% w/w of at least one salicylate, preferably salicylates of aliphatic or arylaliphatic alcohols containing at least three carbon atoms notably 3 to 10 carbon atoms.
  • the amount of salicylate is based on the total weight of the composition, including any solvents. Possible salicylates include:
  • Preferred salicylates include benzyl salicylate, cis-3-hexenyl salicylate, cyclohexyl salicylate, hexyl salicylate and phenylethyl salicylate.
  • the composition contains at least 5% w/w, more preferably at least 10% w/w, most preferably at least 20% w/w of other perfume ingredients which are neither musk nor salicylate nor solvent that is odourless or substantially odourless, based on the total weight of the composition.
  • composition of fragrance materials comprising (a) an amount of at least 5% w/w of at least one musk, based on the total weight of the composition, (b) at least 5% of at least one salicylate, based on the total weight of the composition, and (c) at least 5% of other fragrance materials (possibly including odiferous solvents) which are neither musk nor salicylate nor odourless or substantially odourless solvent, based on the total weight of the composition.
  • the musk and salicylate materials are conveniently selected from the lists given above.
  • Perfumery solvents with no odour or with very low odour may be optionally included up to a limit of 80% by weight.
  • Typical perfumery solvents include diethyl phthalate, dipropylene glycol, triacetin, benzyl benzoate, triethyl citrate, Hercolyn D (TM Hercules), isopropyl myristate and acetyl tributylcitrate. In some cases it may be desirable or appropriate to include odiferous perfumery solvent or solvents in small quantity.
  • musks and salicylates are listed in Table 1 below, which also includes preferred ingredients with low odour which may usefully be employed.
  • Table 1 CATEGORY COMPONENT MUSK SALICYLATE OTHER ACETYL CEDRENE 1 BENZYL ALCOHOL 1 BENZYL CINNAMATE 1 BENZYL SALICYLATE 1 CINNAMIC ALCOHOL 1 CINNAMYL CINNAMATE 1 cis-3-HEXENYL SALICYLATE 1 CYCLOHEXADECANOLIDE 1 CYCLOHEXYL SALICYLATE 1 CYCLOPENTADECANONE 1 ETHYLENE BRASSYLATE 1 FLOROSA (TM) (Quest) 1 GERANYL PHENYLACETATE 1 HABANOLIDE (TM) (Firmenich) 1 HEXYL CINNAMIC ALDEHYDE 1 HEXYL SALICYLATE 1 ISOBORNYL CYCLOHEXANOL
  • EP 0404470 and U.S. Pat. No. 5,501,805 list many other examples of perfume materials useful in compositions for use in the invention.
  • compositions of fragrance materials including one or more musks in an amount in the range 5 to 25% by weight and one or more salicylates in an amount in the range 5 to 20% by weight, based on the total weight of the composition (including any solvents).
  • the composition desirably also contains other perfumery ingredients (possibly including odiferous solvents), which are neither musk, salicylate nor odourless or substantially odourless solvent, in an amount of up to 50% by weight based on the total weight of the composition.
  • the composition desirably includes one or more solvents that are odourless or substantially odourless in an amount in the range 25 to 60% by weight, based on the total weight of the composition.
  • composition of fragrance materials preferably contains at least five different components, and in practice may contain considerably more components, being formulated in known manner to give a composition with desired fragrance characteristics (of low odour intensity). Examples of preferred compositions are given in the Examples below. Reference is also made to the Examples of EP 0404470 and U.S. Pat. No. 5,501,805.
  • composition of fragrance materials may be in encapsulated form, for improved storage stability, e.g. at high temperatures, and to reduce odour impact prior to use.
  • Preferred encapsulates are water-sensitive, being designed to release their contents on exposure to water.
  • suitable encapsulating material and techniques are well known to those skilled in the art, with suitable materials including starches and cyclodextrins: see e.g. U.S. Pat. No. 5,102,564, “Textile materials with fixed cyclodextrins as a fragrance depot”, Hans-Jurgen Buschmann et al, Perv. Flav., vol 27 May/June 2002, pages 36-38, and U.S. Pat. No. 5,425,887.
  • the sanitary towel or napkin or panty liner is intended for use by female humans, being for use external of the body, and typically comprises a liquid-absorbent pad for absorbing products of the genito-urinary tract such as menstrual or catamenial fluids, vaginal fluids, urine.
  • composition of fragrance materials is conveniently absorbed in the liquid-absorbent pad of such an article.
  • the article is generally a disposable article, intended for single use only.
  • the article may otherwise be of generally conventional construction and materials, e.g. as disclosed in EP 1088536, WO 00/51657, WO 00/51652 and WO 00/67688.
  • the sanitary towel or napkin or panty liner typically comprises an absorbent core (constituting a liquid-absorbent pad) sandwiched between an upper layer of material, known as a top sheet, and a lower layer of material, known as a back sheet.
  • the article may include one or more layers of liquid-impervious barrier material, in known manner.
  • the top sheet is of material that is permeable to fluids, to allow passage of menstrual fluid, urine etc towards the absorbent core, while keeping fluid away from the user's body.
  • the top sheet may comprise one or more layers of material, and is typically made of woven or non-woven fabrics or films, e.g. a sheet of perforated plastics film etc.
  • the back sheet functions to prevent fluids absorbed by the absorbent core from passing through the article and leaking onto adjacent garments of a user.
  • the back sheet is thus usually impervious to fluids, and is commonly made of a thin, unperforated film of plastics materials e.g. polyethylene film.
  • the back sheet and top sheet are typically of greater extent than the absorbent core, with peripheral portions of the two sheets secured together to retain the core therebetween.
  • the back sheet at least may extend further laterally, to form side flaps or “wings”.
  • Adhesive material is usually applied to the outer face of the back sheet, to permit temporary attachment of the article to the clothing of a user.
  • the absorbent core functions to absorb and contain fluid and commonly comprises natural, modified or synthetic fibres, particularly modified or non-modified cellulose fibres in the form of fluff and/or tissues, or textile fibres such as rayon or polyester.
  • the core may additionally include a superabsorbent material, usually a gelling material such as sodium polymethacrylate.
  • composition of fragrance materials is conveniently absorbed into the absorbent core of such articles, e.g. by being applied to the core during manufacture of the article.
  • the composition may additionally or alternatively be present in different parts of the article, e.g. being applied to one or both of the major faces of the core.
  • composition of fragrance materials is used in an appropriate amount to obtain the desired effect in any given application. Suitable amounts can be readily determined by experiment.
  • the composition is typically present in an amount in the range 2 to 50 mg per article, preferably 5 to 30 mg per article, more preferably 10 to 20 mg per article.
  • composition of fragrance materials is found to be particularly effective in overcoming or reducing malodours resulting from amine compounds, such as trimethylamine, known sometimes to be present in products of the genito-urinary tract.
  • FIG. 1 is a schematic plan view of a sanitary towel in accordance with the invention.
  • FIG. 2 is a schematic sectional view (not to scale) of the sanitary towel of FIG. 1 taken along line 2 - 2 of FIG. 1 .
  • a sanitary towel 10 which comprises an absorbent core 12 sandwiched between a top sheet 14 and a back sheet 16 .
  • the core 12 comprises cellulosic fibres, and is generally rectangular in plan, with rounded corners, having a maximum length of about 200 mm and a maximum width of about 70 mm.
  • the top sheet 14 comprises a hydrophobic, liquid permeable apertured film.
  • the back sheet 16 comprises a waterproof polyethylene film.
  • the top sheet 14 and back sheet 16 are both generally rectangular in plan, with rounded corners, having a maximum length of about 230 mm and a maximum width of about 90 mm. Edge portions of the top sheet and bottom sheet extending beyond the core 12 are adhered together.
  • a rectangular patch of adhesive material 18 about 170 mm long and about 50 mm wide, is provided on the outer face of the back sheet, for temporarily adhering the towel 10 to the underwear of a user.
  • a composition of fragrance materials comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate and having an odour intensity index of less than about 110 is applied to the material of core 12 in an amount in the range 2 to 40 mg, to be absorbed by the core 12 , prior to manufacture of the towel 10 .
  • the composition is conveniently as specified in one of the following Examples.
  • Table 2 below gives the composition of 5 preferred compositions of fragrance materials for use in accordance with the present invention, with composition E being particularly favoured.
  • w/w % COMPONENT A B C D E ACETYL CEDRENE 3.5 0.5 BENZYL CINNAMATE 0.5 BENZYL SALICYLATE Sa 4 CINNAMIC ALCOHOL 0.2 CINNAMYL CINNAMATE 0.5 cis-3-HEXENYL Sa 4.5 0.5 SALICYLATE CYCLOHEXADECANOLIDE M 4.5 5.5 CYCLOHEXYL SALICYLATE Sa 1.5 CYCLOPENTADECANONE M 4.5 5.5 DIPROPYLENE GLYCOL S 4 0.6 1.6 DISPIRONE (TM) (Quest) 0.1 0.2 ETHYLENE BRASSYLATE M 6.5 15.7 5 ETHYLENE M 12.3 DODECANEDIOATE FLOROSA (TM) (Quest) 5.5 0.1 0.5 0.2 GERANYL
  • the perfumes of the invention may be assessed using standard malodour intensity assessment methods wherein malodour and counteractant may interact only in the gas phase or in the nose. Any reduction of malodour perception will occur primarily through sensory interactions (other mechanisms will of course be feasible in the case of intimate mixing of malodour and counteractant).
  • Example 1 1 ml fragrance E in Example 1 was placed into a 15 ml jar and this was placed into a 500 ml jar alongside a similar jar containing 3 ml of a malodour model (0.1% w/w solution in diethyl phthalate of hexylamine).
  • the samples were assessed against a control containing malodour alone.
  • the samples were randomised and coded and were olfactorilly assessed by trained sensory panellists employing magnitude estimation techniques. The results were analysed using Analysis of Variance and multiple comparison techniques.
  • the malodour intensity was reduced by about 50%.

Abstract

The invention concerns the control of female body odours, particularly odours associated with body fluids, namely products of the genito-urinary tract, such as menstrual or catamenial fluids, vaginal fluids, urine, by use of low odour compositions of fragrance materials. The composition of fragrance material includes at least 5% of one or more musks and at least 5% of one or more salicylates.

Description

    FIELD OF THE INVENTION
  • This invention concerns the control of female body odours, particularly odours associated with products of the genito-urinary tract, such as menstrual or catamenial fluids, vaginal fluids, urine. The invention relates particularly to a method of counteracting or reducing odours associated in use with an article selected from sanitary towels or napkins and panty liners, i.e. odours associated with products of the female genito-urinary tract, particularly menstrual or catamenial fluids, vaginal fluids and urine.
    • BACKGROUND TO THE INVENTION
  • EP 0404470A1 and U.S. Pat. No. 5,501,805 concern compositions of fragrance materials that have in themselves a low or imperceptible level of fragrance, i.e. a low odour intensity, yet which can confer deodorant effects in use. Such compositions may be referred to for brevity as “low odour compositions”. These prior art documents disclose the use of such low odour compositions in detergent products and personal body underarm deodorant compositions (for combating axillary malodour).
  • It has now surprisingly been found that such low odour compositions also find use in combating other body odours.
    • SUMMARY OF THE INVENTION
  • A method of counteracting or reducing odours associated in use with an article selected from sanitary towels or napkins and panty liners, comprising providing in or on the article a composition of fragrance materials having an odour intensity index of less than about 110, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate.
  • The invention also covers use as a material for counteracting or reducing odours associated in use with an article selected from sanitary towels or napkins and panty liners of a composition of fragrance materials having an odour intensity index of less than about 110, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate.
  • A further aspect of the invention provides use of a composition of fragrance materials having an odour intensity index of less than about 110 in an article selected from sanitary towels or napkins and panty liners, for counteracting or reducing odours associated with female bodily fluids, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate selected from a sanitary towel or napkin and a panty liner.
  • The invention also provides an article selected from a sanitary towel or napkin and a panty liner, wherein the article includes a composition of fragrance materials having an odour intensity index of less than about 110, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate.
  • In all aspects of the invention, references to odour intensity index mean a value obtained by the odour intensity index method set out in EP 0404470 (based on a comparison with the odour intensity of a control sample of a 10% solution of benzyl acetate in dipropylene glycol, which corresponds to an index of 100).
  • It is preferred to use a composition of fragrance materials having an odour intensity index of less than about 105, more preferably less than about 100.
  • The composition of fragrance materials may optionally have a malodour reduction value of at least about 0.25, possibly at least about 0.5, or an odour reduction value of at least about 0.25, possibly at least about 0.5. References to malodour reduction value mean a value when tested by the procedure set out in EP 0147191; and references to odour reduction value mean a value when tested by the procedure set out in EP 0003172. EP 0404470, EP 0147191 and EP 0003172 are incorporated herein by reference.
  • It is to be understood that in this specification, expression such as ‘perfume’ and ‘fragrance’ extend to compositions of which the odour intensity may be so low as to be imperceptible in use.
  • By using a low odour composition, the present invention can enable undesirable body odours to be counteracted or reduced in a discrete manner without providing an overt fragrance that, while possibly pleasant in itself, might also be considered by the user to be undesirable, particularly given the current trend for providing fragrance-free products.
  • Examples of suitable perfumery materials for incorporation into a composition of fragrance materials for use in the invention (i.e. a low odour composition) are given in EP 0404470 and U.S. Pat. No. 5,501,805. In general, any of a wide range of perfumery materials may be incorporated into the compositions, provided that the basis of selection is such as to provide a deodorant effect, and the odour intensity index of the resulting composition is as defined above.
  • Extensive directions for the selection of materials in order to provide a deodorant effect are given for example in EP 0147191, EP 0003172, and U.S. Pat. No. 4,304,679, all three documents being incorporated herein by reference.
  • It is helpful if the bulk of the individual ingredients chosen for the composition also individually possess an odour intensity index less than about 110, preferably less than about 100, or even lower. Small quantities of more intense materials may, however, be tolerated, e.g. for the purpose of adjusting the mild perfume note which may be given by the overall composition.
  • The composition comprises at least 5% w/w, preferably at least 10% w/w, more preferably at least 20% w/w of at least one musk, based on the total weight of the composition (including any solvents). Where one or more musks are present, either in these or in other amounts, they can usefully be selected from musks such as those listed below:
    Trademark or
    Trivial Name: Generic name:
    Ambrettolide Cyclohexadecen-7-olide
    Celestolide (IFF) 4-Acetyl-6-tert-butyl-1,1-
    dimethylindane
    Dihydroambrettolide Cyclohexadecanolide
    Ethylene brassylate cyclo-1,13-ethylenedioxy-tridecan-
    1,13-dione
    Exaltolide (F) Cyclopentadecanolide
    Exaltone (F) Cyclopentadecanone
    Habanolide (F) 1-oxa-5(6)-cyclohexadecen-16-one
    Galaxolide (IFF) 1,3,4,6,7,8-hexahydro-4,6,6,7,8.8-
    hexamethylcyclopenta-2-benzopyran
    Moskene (GIV) 1,1,3,3,5-Pentamethyl-4,6-
    dinitroindane
    Musk ambrette 2,4-dinitro-3-methyl-6-tert-
    butylanisole
    Musk Ketone 4-tert-butyl-3,5-dinitro-2,6-
    dimethylacetophenone
    Musk MC4 (SA) Ethylene 1,12-dodecanedioate
    Musk R1 (Q) 11-Oxahexadecanolide
    Musk tibetine 2-tert-butyl-1,3-dinitrol-4,5,6-
    trinitrobenzene
    Musk xylol 1-tert-butyl-3,5-dimethyl-2,4,6-
    trinitrobenzene
    Phantolide (PFW) 5-Acetyl-1,1,2,3,3,6-
    hexamethylindane
    Tonalid (PFW) 1,1,2,4,4,7-Hexamethyl-6-acetyl-
    1,2,3,4-tetrahydronaphthalene
    Traseolide 6-acetyl-1-isopropyl-2,3,3,5-
    tetramethylindane
    Versalide (PFW) 1,1,4,4-tetramethyl-6-acetyl-7-ethyl-
    1,2,3,4-tetrahydronaphthalene

    Suppliers indicated in brackets above are as follows:

    F = Firmenich

    GIV = Givaudan

    IFF = International Flavours & Fragrances

    PFW = Polak’s Frutal Works

    SA = Soda Aromatics

    Q = Quest International
  • Preferred musks include cyclohexadecanolide, cyclopentadecanone, ethylene brassylate, ethylene dodecanedioate and musk R1.
  • The quantity of musk will generally not exceed 70%, more likely not exceed 60% by weight so that other (non-musk) perfume components provide at least 30% more likely at least 40% by weight of the total weight of the perfume composition (including any solvents).
  • The composition comprises at least 5% w/w, preferably at least 10% w/w of at least one salicylate, preferably salicylates of aliphatic or arylaliphatic alcohols containing at least three carbon atoms notably 3 to 10 carbon atoms. The amount of salicylate is based on the total weight of the composition, including any solvents. Possible salicylates include:
      • amyl salicylate
      • isoamyl salicylate
      • isobutyl salicylate
      • cis-3-hexenyl salicylate
      • hexyl salicylate
      • cyclohexyl salicylate
      • benzyl salicylate
      • phenylethyl salicylate
      • propyl salicylate
      • isopropyl salicylate
  • Preferred salicylates include benzyl salicylate, cis-3-hexenyl salicylate, cyclohexyl salicylate, hexyl salicylate and phenylethyl salicylate.
  • It is also preferred that the composition contains at least 5% w/w, more preferably at least 10% w/w, most preferably at least 20% w/w of other perfume ingredients which are neither musk nor salicylate nor solvent that is odourless or substantially odourless, based on the total weight of the composition.
  • It is thus preferred to use a composition of fragrance materials comprising (a) an amount of at least 5% w/w of at least one musk, based on the total weight of the composition, (b) at least 5% of at least one salicylate, based on the total weight of the composition, and (c) at least 5% of other fragrance materials (possibly including odiferous solvents) which are neither musk nor salicylate nor odourless or substantially odourless solvent, based on the total weight of the composition.
  • The musk and salicylate materials are conveniently selected from the lists given above.
  • Perfumery solvents with no odour or with very low odour (referred to as odourless or substantially odourless) may be optionally included up to a limit of 80% by weight. Typical perfumery solvents include diethyl phthalate, dipropylene glycol, triacetin, benzyl benzoate, triethyl citrate, Hercolyn D (TM Hercules), isopropyl myristate and acetyl tributylcitrate. In some cases it may be desirable or appropriate to include odiferous perfumery solvent or solvents in small quantity.
  • Preferred musks and salicylates are listed in Table 1 below, which also includes preferred ingredients with low odour which may usefully be employed.
    TABLE 1
    CATEGORY
    COMPONENT MUSK SALICYLATE OTHER
    ACETYL CEDRENE 1
    BENZYL ALCOHOL 1
    BENZYL CINNAMATE 1
    BENZYL SALICYLATE 1
    CINNAMIC ALCOHOL 1
    CINNAMYL CINNAMATE 1
    cis-3-HEXENYL SALICYLATE 1
    CYCLOHEXADECANOLIDE 1
    CYCLOHEXYL SALICYLATE 1
    CYCLOPENTADECANONE 1
    ETHYLENE BRASSYLATE 1
    FLOROSA (TM) (Quest) 1
    GERANYL PHENYLACETATE 1
    HABANOLIDE (TM) (Firmenich) 1
    HEXYL CINNAMIC ALDEHYDE 1
    HEXYL SALICYLATE 1
    ISOBORNYL CYCLOHEXANOL 1
    ISOBUTYL BENZOATE 1
    ISOBUTYL CINNAMATE 1
    LINALYL BENZOATE 1
    LINALYL CINNAMATE 1
    MEFROSOL (TM) (Quest) 1
    METHYL DIHYDROJASMONATE 1
    ETHYLENE DODECANEDIOATE 1
    MUSK R1 (TM) (Quest) 1
    PHENOXYETHANOL 1
    PHENYLETHYL 1
    PHENYLACETATE
    PHENYLETHYL SALICYLATE 1
    TETRAHYDROLINALOL 1
  • EP 0404470 and U.S. Pat. No. 5,501,805 list many other examples of perfume materials useful in compositions for use in the invention.
  • It is preferred to use a composition of fragrance materials including one or more musks in an amount in the range 5 to 25% by weight and one or more salicylates in an amount in the range 5 to 20% by weight, based on the total weight of the composition (including any solvents). The composition desirably also contains other perfumery ingredients (possibly including odiferous solvents), which are neither musk, salicylate nor odourless or substantially odourless solvent, in an amount of up to 50% by weight based on the total weight of the composition. The composition desirably includes one or more solvents that are odourless or substantially odourless in an amount in the range 25 to 60% by weight, based on the total weight of the composition.
  • The composition of fragrance materials preferably contains at least five different components, and in practice may contain considerably more components, being formulated in known manner to give a composition with desired fragrance characteristics (of low odour intensity). Examples of preferred compositions are given in the Examples below. Reference is also made to the Examples of EP 0404470 and U.S. Pat. No. 5,501,805.
  • The composition of fragrance materials may be in encapsulated form, for improved storage stability, e.g. at high temperatures, and to reduce odour impact prior to use. Preferred encapsulates are water-sensitive, being designed to release their contents on exposure to water. Suitable encapsulating material and techniques are well known to those skilled in the art, with suitable materials including starches and cyclodextrins: see e.g. U.S. Pat. No. 5,102,564, “Textile materials with fixed cyclodextrins as a fragrance depot”, Hans-Jurgen Buschmann et al, Perv. Flav., vol 27 May/June 2002, pages 36-38, and U.S. Pat. No. 5,425,887.
  • The sanitary towel or napkin or panty liner is intended for use by female humans, being for use external of the body, and typically comprises a liquid-absorbent pad for absorbing products of the genito-urinary tract such as menstrual or catamenial fluids, vaginal fluids, urine.
  • The composition of fragrance materials is conveniently absorbed in the liquid-absorbent pad of such an article.
  • The article is generally a disposable article, intended for single use only.
  • The article may otherwise be of generally conventional construction and materials, e.g. as disclosed in EP 1088536, WO 00/51657, WO 00/51652 and WO 00/67688.
  • The sanitary towel or napkin or panty liner typically comprises an absorbent core (constituting a liquid-absorbent pad) sandwiched between an upper layer of material, known as a top sheet, and a lower layer of material, known as a back sheet. The article may include one or more layers of liquid-impervious barrier material, in known manner.
  • The top sheet is of material that is permeable to fluids, to allow passage of menstrual fluid, urine etc towards the absorbent core, while keeping fluid away from the user's body. The top sheet may comprise one or more layers of material, and is typically made of woven or non-woven fabrics or films, e.g. a sheet of perforated plastics film etc.
  • The back sheet, or one or more layers of barrier material, functions to prevent fluids absorbed by the absorbent core from passing through the article and leaking onto adjacent garments of a user. The back sheet is thus usually impervious to fluids, and is commonly made of a thin, unperforated film of plastics materials e.g. polyethylene film. The back sheet and top sheet are typically of greater extent than the absorbent core, with peripheral portions of the two sheets secured together to retain the core therebetween. The back sheet at least may extend further laterally, to form side flaps or “wings”. Adhesive material is usually applied to the outer face of the back sheet, to permit temporary attachment of the article to the clothing of a user.
  • The absorbent core functions to absorb and contain fluid and commonly comprises natural, modified or synthetic fibres, particularly modified or non-modified cellulose fibres in the form of fluff and/or tissues, or textile fibres such as rayon or polyester. The core may additionally include a superabsorbent material, usually a gelling material such as sodium polymethacrylate.
  • Further details of known articles of this sort can be found, e.g. in WO 00/51657 and EP 1088536.
  • The composition of fragrance materials is conveniently absorbed into the absorbent core of such articles, e.g. by being applied to the core during manufacture of the article. The composition may additionally or alternatively be present in different parts of the article, e.g. being applied to one or both of the major faces of the core.
  • The composition of fragrance materials is used in an appropriate amount to obtain the desired effect in any given application. Suitable amounts can be readily determined by experiment. The composition is typically present in an amount in the range 2 to 50 mg per article, preferably 5 to 30 mg per article, more preferably 10 to 20 mg per article.
  • The composition of fragrance materials is found to be particularly effective in overcoming or reducing malodours resulting from amine compounds, such as trimethylamine, known sometimes to be present in products of the genito-urinary tract.
  • The invention will be further described, by way of illustration, in the following Examples and with reference to the accompanying drawings, in which:
  • FIG. 1 is a schematic plan view of a sanitary towel in accordance with the invention; and
  • FIG. 2 is a schematic sectional view (not to scale) of the sanitary towel of FIG. 1 taken along line 2-2 of FIG. 1.
    • DETAILED DESCRIPTION OF THE DRAWINGS
  • Referring to the drawings, there is illustrated a sanitary towel 10 which comprises an absorbent core 12 sandwiched between a top sheet 14 and a back sheet 16. The core 12 comprises cellulosic fibres, and is generally rectangular in plan, with rounded corners, having a maximum length of about 200 mm and a maximum width of about 70 mm. The top sheet 14 comprises a hydrophobic, liquid permeable apertured film. The back sheet 16 comprises a waterproof polyethylene film. The top sheet 14 and back sheet 16 are both generally rectangular in plan, with rounded corners, having a maximum length of about 230 mm and a maximum width of about 90 mm. Edge portions of the top sheet and bottom sheet extending beyond the core 12 are adhered together. A rectangular patch of adhesive material 18, about 170 mm long and about 50 mm wide, is provided on the outer face of the back sheet, for temporarily adhering the towel 10 to the underwear of a user.
  • In accordance with the invention, a composition of fragrance materials comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate and having an odour intensity index of less than about 110 is applied to the material of core 12 in an amount in the range 2 to 40 mg, to be absorbed by the core 12, prior to manufacture of the towel 10. The composition is conveniently as specified in one of the following Examples.
    • EXAMPLE 1
  • Table 2 below gives the composition of 5 preferred compositions of fragrance materials for use in accordance with the present invention, with composition E being particularly favoured.
    w/w %
    COMPONENT A B C D E
    ACETYL CEDRENE 3.5 0.5
    BENZYL CINNAMATE 0.5
    BENZYL SALICYLATE Sa 4
    CINNAMIC ALCOHOL 0.2
    CINNAMYL CINNAMATE 0.5
    cis-3-HEXENYL Sa 4.5 0.5
    SALICYLATE
    CYCLOHEXADECANOLIDE M 4.5 5.5
    CYCLOHEXYL SALICYLATE Sa 1.5
    CYCLOPENTADECANONE M 4.5 5.5
    DIPROPYLENE GLYCOL S 4 0.6 1.6
    DISPIRONE (TM) (Quest) 0.1 0.2
    ETHYLENE BRASSYLATE M 6.5 15.7 5
    ETHYLENE M 12.3
    DODECANEDIOATE
    FLOROSA (TM) (Quest) 5.5 0.1 0.5 0.2
    GERANYL 0.4
    PHENYLACETATE
    HABANOLIDE (TM) M 2.5 3
    (Firmenich)
    HEXYL SALICYLATE Sa 8 6 4 15 5
    ISOBORNYL 1.5 0.7 0.5
    CYCLOHEXANOL
    ISOBUTYL BENZOATE 1.5
    ISOBUTYL CINNAMATE 0.1
    ISOPROPYL MYRISTATE S 52 59 12.5
    LINALYL BENZOATE 1.5
    LINALYL CINNAMATE 0.5
    MEFROSOL (TM) (Quest) 2.2 0.5 1.3 1
    METHYL 15 2.0 25 20
    DIHYDROJASMONATE
    MUSK R1 (TM) (Quest) M 1.5 1.2
    PHENOXYETHANOL 5.5 12 14 15
    PHENYLETHYL 1.5 0.5
    PHENYLACETATE
    PHENYLETHYL Sa 3.6
    SALICYLATE
    TETRAHYDROLINALOL 2.5 0.5
    TRIACETIN S 12.5
    TRIETHYL CITRATE S 53 48
    TOTAL 100 100 100 100 100
    % Musk 10.5 9 24.5 15.7 8
    % Salicylate 15.6 6 10 15.5 5
    % Other 21.9 28 5.9 43.8 37.4
    % Solvent 52 57 59.6 25 49.6

    Note:

    Sa = Salicylate

    M = Musk and

    S = Solvent

    Perfume compositions A to E have an odour intensity index of less than 110.
    • EXAMPLE 2
  • The perfumes of the invention may be assessed using standard malodour intensity assessment methods wherein malodour and counteractant may interact only in the gas phase or in the nose. Any reduction of malodour perception will occur primarily through sensory interactions (other mechanisms will of course be feasible in the case of intimate mixing of malodour and counteractant).
  • 1 ml fragrance E in Example 1 was placed into a 15 ml jar and this was placed into a 500 ml jar alongside a similar jar containing 3 ml of a malodour model (0.1% w/w solution in diethyl phthalate of hexylamine).
  • The samples were assessed against a control containing malodour alone. The samples were randomised and coded and were olfactorilly assessed by trained sensory panellists employing magnitude estimation techniques. The results were analysed using Analysis of Variance and multiple comparison techniques.
  • Malodour intensity:
      • Perfume E: LSMEAN SCORE=25
      • Control: LSMEAN SCORE=48
  • The malodour intensity was reduced by about 50%.

Claims (32)

1. A method of counteracting or reducing odours associated in use with an article selected from sanitary towels or napkins and panty liners, comprising providing in or on the article a composition of fragrance materials having an odour intensity index of less than about 110, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one single salicylate.
2. (canceled)
3. (canceled)
4. An article selected from a sanitary towel or napkin and a panty liner, wherein the article includes a composition of fragrance materials having an odour intensity index of less than about 110, the composition comprising at least 5% w/w of at least one musk and at least 5% w/w of at least one salicylate.
5. An article according to claim 4, comprising a liquid-absorbent pad for absorbing female bodily fluids comprising products of the genito-urinary tract.
6. An article according to claim 5, wherein the composition of fragrance material is absorbed in the liquid-absorbent pad of the article.
7. An article according to claim 6, wherein the article is a disposable article, intended for single use only.
8. An article according to claim 7, wherein the composition of fragrance materials is present in an amount in the range 2 to 50 mg per article.
9. The method according to claim 1, wherein the composition of fragrance materials has an odour intensity index of less than about 105.
10. The method according to claim 1, where the composition of fragrance materials comprises at least 10% w/w of at least one musk, based on the total weight of the composition.
11. The method according to claim 1, wherein the musk or musks are selected from the following: cyclohexadecen-7-olide, 4-acetyl-6-tert-butyl-1,1-dimethylindane, cyclohexadecanolide, cyclo-1,13-ethylenedioxy-tridecan-1,13-dione, cyclopentadecanolide, cyclopentadecanone, 1-oxa-5(6)-cyclohexadecen-16-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-2-benzopyran, 1,1,3,3,5-pentamethyl-4,6-dinitroindane, 2,4-dinitro-3-methyl-6-tert-butylanisole, 4-tert-butyl-3,5-dinitro-2,6-dimethylacetophenone, ethylene 1,12-dodecanedioate, 11-oxahexadecanolide, 2-tert-butyl-1,3-dinitrol-4,5,6-trinitrobenzene, 1-tert-butyl-3,5-dimethyl-2,4,6-trinitrobenzene, 5-acetyl-1,1,2,3,3,6-hexamethylindane, 1,1,2,4,4,7-hexamethyl-6-acetyl-1,2,3,4-tetrahydronaphthalene.
12. The method according to claim 1, where the composition of fragrance materials comprises at least 10% w/w of at least one salicylate, based on the total weight of the composition.
13. The method according to claim 1, wherein the salicylate or salicylates are selected from the following: benzyl salicylate, cis-3-hexenyl salicylate, cyclohexyl salicylate, hexyl salicylate and phenylethyl salicylate.
14. The method according to claim 1, wherein the composition of fragrance materials contains at least 5% w/w of other perfume ingredients which are neither musk nor salicylate nor solvent that is odourless or substantially odourless, based on the total weight of the composition.
15. An article according to claim 8 wherein the composition is present in an amount in the range of 5 to 30 mg per article.
16. An article according to claim 8 wherein the composition is present in an amount in the range of 10 to 20 mg per article.
17. The method of claim 9 wherein the composition of fragrance materials has an odour intensity index of less than about 100.
18. The method of claim 10 wherein the composition of fragrance materials comprises at least 20% w/w of at least one musk, based on the total weight of the composition.
19. The method of claim 12 wherein the salicylate is a salicylate of an aliphatic or aryaliphatic alcohol containing at least three carbon atoms.
20. The method of claim 19 wherein salicylate is a salicylate of an aliphatic or arylaliphatic alcohol containing 3 to 10 carbon atoms.
21. The method of claim 14 wherein the composition contains at least 20% w/w of said other perfume ingredients.
22. An article according to claim 4, wherein the composition of fragrance materials has an odour intensity index of less than about 105.
23. An article according to claim 4, where the composition of fragrance materials comprises at least 10% w/w of at least one musk based on the total weight of the composition.
24. An article according to claim 4, wherein the musk or musks are selected from the following: cyclohexadecen-7-olide, 4-acetyl-6-tert-butyl-1,1-dimethylindane, cyclohexadecanolide, cyclo-1,13-ethylenedioxy-tridecan-1,13-dione, cyclopentadecanolide, cyclopentadecanone, 1-oxa-5(6)-cyclohexadecen-16-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-2-benzopyran, 1,1,3,3,5-pentamethyl-4,6-dinitroindane, 2,4-dinitro-3-methyl-6-tert-butylanisole, 4-tert-butyl-3,5-dinitro-2,6-dimethylacetophenone, ethylene 1,12-dodecanedioate, 11-oxahexadecanolide, 2-tert-butyl-1,3-dinitrol-4,5,6-trinitrobenzene, 1-tert-butyl-3,5-dimethyl-2,4,6-trinitrobenzene, 5-acetyl-1,1,2,3,3,6-hexamethylindane, 1,1,2,4,4,7-hexamethyl-6-acetyl-1,2,3,4-tetrahydronaphthalene.
25. An article according to claim 4, where the composition of fragrance materials comprises at least 10% w/w of at least one salicylate, based on the total weight of the composition.
26. An article according to claim 4, wherein the salicylate or salicylates are selected from the following: benzyl salicylate, cis-3-hexenyl salicylate, cyclohexyl salicylate, hexyl salicylate and phenylethyl salicylate.
27. An article according to claim 4, wherein the composition of fragrance materials contains at least 5% w/w of other perfume ingredients which are neither musk nor salicylate nor solvent that is odourless or substantially odourless, based on the total weight of the composition.
28. An article according to claim 22 wherein the composition of fragrance materials has an odour intensity index of less than about 100.
29. An article according to claim 23 wherein the composition of fragrance materials comprises at least 20% w/w of said musk, based on the total weight of the composition.
30. An article according to claim 25 wherein the salicylate is a salicylate of an aliphatic or arylaliphatic alcohol containing at least three carbon atoms.
31. An article according to claim 30 wherein the salicylate is a salicylate of an aliphatic or arylaliphatic alcohol of 3 to 10 carbon atoms.
32. An article according to claim 27 wherein the composition of fragrance materials contains at least 20% w/w of said other perfume ingredients.
US10/556,301 2003-05-09 2004-04-30 Control of female body odours Abandoned US20070105748A1 (en)

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EP3356356B1 (en) 2015-10-01 2021-05-26 Firmenich Incorporated Compounds useful as modulators of trpm8
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