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
  • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
  • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
  • A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
• • 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
  • A61K8/37—Esters of carboxylic acids
• • 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
  • A61L9/00—Disinfection, sterilisation or deodorisation of air
  • A61L9/01—Deodorant compositions
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q15/00—Anti-perspirants or body deodorants
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
  • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/08—Preparations for bleaching the hair

Definitions

• This invention is concerned with fragrance compositions that reduce the sensory perception of malodorous amines. More particularly, this invention is directed to fragrance compositions comprising certain fragrance ingredients that reduce the sensory perception of malodorous amines while maintaining their fragrance intensity.
• Typical sources of malodorous amines include landfills, cat litter, chicken coops, water treatment plants and ponds, garbage, dog kennels,
• Typical examples of products containing malodorous amines are hair-treatment products such as hair bleaches and colorants.
• Hair bleaching and coloring compositions normally contain oxidative agents such as inorganic peroxygen oxidizing agents, and they may additionally contain peroxide activating agents such as aqueous hydrogen peroxide solutions.
• the action of hydrogen peroxide solutions is slow and their use in the treatment of hair may solubilize and decolorize melanin leading to hair damage and undesirable qualities such as brittleness.
• the final hair treatment composition has a pH of from about 9 to about 12. Below a pH of 9, insufficient bleaching action occurs; above pH 12 an excessive amount of hair damage occurs.
• Ammonia is known to be an effective activator of the hair-bleaching action of aqueous peroxide solutions. It operates by accelerating the oxidative destruction of particles of hair pigment while its pH adjusting properties maintain the required alkalinity. Therefore, it has become common practice to use ammonia both for its activator effect and for its pH adjusting effect. As a result, the vast majority of hair-bleaching and/or coloring products contain substantial quantities of ammonia.
• ammonia and its derivatives such as alkanolamines
• hair bleaching and/or coloring products introduces a strong, offensive and difficult to mask malodorous amine odor and provides a hostile environment within which it is difficult to achieve effective perfuming.
• European Patent Specification No. 1133982 describes perfume materials containing a phenyl ring moiety having an air diffusion coefficient of >5.7 or a C-5 ring moiety, which also contains at least 1 carbon which is sp2 hybridized having an air-diffusion coefficient of >4.4 for use in ammonia-containing products.
• WO 00/37117 describes various compositions having a reduced malodour which contain, inter alia 5 -methyl - 2- (2-methylpropyl) -1, 3-dioxane (hereinafter referred to as “Camonal”) or methyl 1, 4- dimethylcyclohexylcarboxylate (hereinafter referred to as "Cyprisate”) as fragrance materials.
• an odor-reducing composition for counteracting malodorous amines comprising at least one odor- reducing material selected from the group consisting of phenyl ethyl methyl ether, Cyprisate, Camonal and paracresyl methyl ether.
• the odor-reducing composition comprises at least two odor-reducing materials selected from the group consisting of phenyl ethyl methyl ether, Cyprisate, Camonal and paracresyl methyl ether.
• the odor reducing material is present at 10 weight % or above.
• the odor reducing material is present at 15 weight % or above. More preferably, the odor reducing material is present at 30 weight % or above.
• the invention also extends to a hair treatment composition comprising an odor-reducing composition as previously defined.
• the composition is a hair colorant.
• the composition is a bleaching composition for hair.
• the malodorous amine comprises ammonia.
• the ammonia is present in an amount from 0.5 weight % to 5 weight % in the hair treatment composition.
• a method of counteracting malodorous amines comprising adding to the source of the malodor a malodor counteracting amount of an odor-reducing composition comprising at least one odor-reducing material selected from the group consisting of phenyl ethyl methyl ether, Cyprisate, Camonal and paracresyl methyl ether.
• the malodour counteracting amount of the odor-reducing composition comprises at least two odor-reducing materials selected from the group consisting of phenyl ethyl methyl ether, Cyprisate, Camonal and paracresyl methyl ether.
• the odor reducing material is present in said odor-reducing composition at 10 weight % or above.
• the odor reducing material is present in said odor-reducing composition at 15 weight % or above. More preferably, the odor reducing material is present in said odor-reducing composition at 30 weight % or above.
• the malodorous amine comprises ammonia in the method of the invention.
• the source of the malodour comprises a hair-treatment product.
• the hair- treatment product is a hair colorant .
• the hair-treatment product is a bleaching composition for hair.
• the present invention relates to compositions for reducing the perception of malodorous amines, wherein such composition comprises at least one odor-reducing material selected from the group consisting of Phenyl ethyl methyl ether, Cyprisate, Camonal and Paracresyl methyl ether.
• an odor-reducing composition for counteracting malodorous amines comprising at least two odor- reducing materials selected from the group comprising phenyl ethyl methyl ether, Cyprisate, Camonal and paracresyl methyl ether is particularly efficacious.
• fragrance materials were tested at the dilutions (v/v) shown. The perceived intensity of each fragrance material was measured, and the perceived intensity of the combination of each fragrance material and malodorous amine was measured in an enclosed environment.
• Allyl amyl glycolate (Q ) 1% Allyl heptanoate 1% Allyl hexanoate 1%
• Amyl salicylate 20% Benzyl salicylate 20%
• Camonal 5% Cis 3 Hexenol (Green Grass) 10% Citronellol pure 10% Citronellyl propionate 5% Cressanther 3% Cyprisate 2% Diphenyl oxide 1% Dispirone 0.5%
• Florocyclene 5% Galaxolide solvent free 20%
• evaluations are carried out by 18 to 24 panelists who have been extensively screened for their olfactory acuity and trained in the methods of evaluation.
• Intensity was measured by placing a 1ml sample of fragrance material in a 60ml bottle and having it rated by a trained sensory panel . Each fragrance material was assessed 20 times.
• Performance was evaluated by placing a 3ml sample of malodor (0.1N ammonium hydroxide) in an uncapped 15ml wide-mouth jar. This jar was then placed into a 500ml wide-mouth jar containing 1ml of test fragrance material in an uncapped 15 ml wide-mouth jar. The 500 ml jar was then capped and the system was left to equilibrate for 30 minutes.
• malodor 0.1N ammonium hydroxide
• a trained sensory analysis panel using an established scaling technique measured the perceived intensity of ammonia malodor and fragrance material in each sample.
• each panelist assessed four fragrance materials. Each fragrance material was assessed against a malodor control consisting of a 500ml wide-mouth jar containing a 15ml wide-mouth jar containing 3ml (0.1N) ammonium hydroxide and a 15ml wide-mouth jar containing 1ml DEP . A hidden 1 control was also included with the samples in order 2 to check the consistency of scaling. To eliminate 3 the build up of ammonia in the jar headspace, 4 panelists were asked to open the jar and wait 3 5 seconds before beginning the assessment . A 5 minute 6 rest period was given between each fragrance 7 material in order to minimize fatigue and to adhere 8 to recommended safety standards . 9 10 A total of 20 assessments were made of each sample. 11 The results of the assessments were analyzed using 12 Analysis of Variance (ANOVA) and multiple comparison 13 tests. 14 15 The single fragrance ingredient intensities, and the 16 malodor intensities and fragrance ingredient 17 intensities in the ingredient/malodor mix, are given 18 in Table 1 below.
• Cis-3-hexenyl salicylate was used as a benchmark reference.
• Table 1 shows clearly that the fragrance materials Phenyl ethyl methyl ether, Cyprisate, Camonal and Paracresyl methyl ether act as odor-reducing materials, significantly reducing the perceived intensity of the malodor while retaining their ingredient intensity.
• compositions for reducing the perception of malodorous amines comprise at least two odor-reducing material selected from the group consisting of Phenyl ethyl methyl ether, Cyprisate, Camonal and Paracresyl methyl ether.
• compositions for reducing the perception of malodorous amines will comprise at least 10 wt. % of odor reducing materials; even more preferably at least 15 wt. % of odor reducing materials; more preferably still at least 30 wt. % of odor reducing materials.
• compositions for reducing the perception of malodorous amines can then be incorporated into malodorous compositions as required.
• 'hair' to be treated may be 'living' (i.e. on a living body) or may be 'non- living 1 (i.e. in a wig, hairpiece or other aggregation of non-living fibers, such as is used in textiles and fabrics) .
• Mammalian, especially human, hair is preferred. However, wool, fur and other melanin containing fibers are also included.
• compositions and method of the present invention are not restricted to any particular physical mode or product form, and may be contained for example and not as the limitation to the present invention, in aqueous and non-aqueous products, foams, powders, granules, gels, aerosols, non-aerosols, waxes, microencapsulated vehicles, phase-change microencapsulated vehicles, and the like.
• compositions of the present invention may be used in a number of malodorous amine containing environments or products.
• environments such as land fills, cat litter, chicken coops, water treatment plants and ponds, garbage, dog kennels, rendering plants, food processing plants, wool plants, fish canneries, sewers, paper mills and rest rooms, and products for bathroom care, room freshening, air freshening, pet care, adult incontinence, household cleaning, hair treatment, hard surface cleaning, and the like.
• Examples of preferred odor-reduction compositions of the present invention are as follows: Example 1 % Mandarin Italian Pure 3.2 Citronellyl nitrile (Q) 0.8 Tridecen-2 -nitrile 10% dep (Q) 0.4 CYPRISATE CI (Q) 40.0 Cis-3-hexenyl acetate 0.4 Ligustral (Q) 0.8 Efetaal (Q) 1.6 Lilial 4.0 Iso Jasmone Pure (Q) 0.4 Phenyl ethyl alcohol 36.0 Maceal 10% dpg (Q) 0.4 Patchouli acid washed (Q) 4.0 Acetylcedrene (Q) 4.8 Sandela 1.6 Heliotropin 1.6
• Example 3 % Para-cresyl methyl ether 6.0 Camonal (Q) 2.0 Cyprisate (Q) 3.0 Isobornyl cyclohexanol 0.5 Florocyclene 10.0 Gamma decalactone 6.0 Ethyl vanillin 10% (DPG) 0.5 Silvanone (Q) 2.5 Isoamyl acetate 4.0 Herbanate (Q) 1.0 Manzanate (Q) 1.0 Amyl butyrate 2.0 Tra ⁇ s-2-hexenyl acetate 1.0 Ortholate (Q) 8.0 Herboxane (Q) 8.0 Phenoxyethanol 8.0 Phenoxyethyl isobutyrate 10.0 Beta-ionone 10.0 Karanal (Q) 10% (DPG) 0.5

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• Health & Medical Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Veterinary Medicine (AREA)
• Animal Behavior & Ethology (AREA)
• General Health & Medical Sciences (AREA)
• Public Health (AREA)
• Epidemiology (AREA)
• Birds (AREA)
• Emergency Medicine (AREA)
• Cosmetics (AREA)
• Soy Sauces And Products Related Thereto (AREA)
• Polyurethanes Or Polyureas (AREA)
• Detergent Compositions (AREA)
• Fats And Perfumes (AREA)

Priority Applications (5)

Applications Claiming Priority (4)

Related Child Applications (1)

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Family Applications (1)

Country Status (7)

Cited By (17)

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Citations (7)

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• 2005
  • 2005-05-11 JP JP2007512592A patent/JP2007537325A/ja active Pending
  • 2005-05-11 DE DE602005010571T patent/DE602005010571D1/de not_active Expired - Lifetime
  • 2005-05-11 AT AT05743997T patent/ATE411820T1/de not_active IP Right Cessation
  • 2005-05-11 WO PCT/IB2005/001616 patent/WO2005110499A1/en not_active Ceased
  • 2005-05-11 ES ES05743997T patent/ES2317235T3/es not_active Expired - Lifetime
  • 2005-05-11 EP EP05743997A patent/EP1748800B1/en not_active Expired - Lifetime
  • 2005-05-11 US US11/596,023 patent/US20080293806A1/en not_active Abandoned
• 2012
  • 2012-12-13 US US13/714,057 patent/US20130101536A1/en not_active Abandoned
• 2014
  • 2014-04-02 JP JP2014076000A patent/JP2014196301A/ja active Pending

Patent Citations (7)

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