EP1763373A1 - Utilisation de 3-mercapto-3-methyl-hexan-1-ol comme etalon malodorant - Google Patents

Utilisation de 3-mercapto-3-methyl-hexan-1-ol comme etalon malodorant

Info

Publication number
EP1763373A1
EP1763373A1 EP05749742A EP05749742A EP1763373A1 EP 1763373 A1 EP1763373 A1 EP 1763373A1 EP 05749742 A EP05749742 A EP 05749742A EP 05749742 A EP05749742 A EP 05749742A EP 1763373 A1 EP1763373 A1 EP 1763373A1
Authority
EP
European Patent Office
Prior art keywords
mixture
methyl
odor
mercapto
malodor
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP05749742A
Other languages
German (de)
English (en)
Inventor
Anja Finke
Christopher SABATER-LÜNTZEL
Sabine Widder
Heinz-Jürgen BERTRAM
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Symrise AG
Original Assignee
Symrise AG
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 Symrise AG filed Critical Symrise AG
Publication of EP1763373A1 publication Critical patent/EP1763373A1/fr
Withdrawn legal-status Critical Current

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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • 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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00—Chemistry: analytical and immunological testing
    • Y10T436/10—Composition for standardization, calibration, simulation, stabilization, preparation or preservation; processes of use in preparation for chemical testing
    • Y10T436/100833—Simulative of a gaseous composition

Definitions

  • the invention relates to the field of masking sweat odor.
  • the invention relates to a substance which is particularly suitable as a malodor standard and to test methods for checking the masking of the odor of human sweat.
  • the invention relates to methods of wrapping a sweat odor masking perfume product, a corresponding personal care product or room air freshener, as well as corresponding personal care products and room air improvers themselves.
  • the masking of sweat odor is understood to mean the complete or partial masking of the odor of human sweat by a fragrance.
  • a perfume is in the broader sense any substance that evokes an odor impression or changes the smell perception of another substance.
  • a fragrance is a substance that causes an odor impression.
  • a fragrance mixture according to the invention is a mixture containing two or more fragrances in the narrower or broader sense, wherein the fragrances usually be dissolved in a carrier medium become.
  • a fragrance product in the context of the invention is a ready-made or individually prepared commodity, in particular an intended for consumption by end consumer commodity, in that a fragrance or a perfume mixture is incorporated to give the commodity a certain smell.
  • the human smell of sweat and / or body, which is perceived as unpleasant by humans, is called bad smell or malodor.
  • fragrance products such as perfumes and fragrance compositions have always been used. Developing such fragrance compositions and checking their effectiveness in masking the odor of sweat has heretofore been essentially by trial and error.
  • a sample of a fragrance or fragrance mixture to be tested for its ability to mask the odor of sweat (masking sample), mixed with a sweat sample or a sample of odorous sweat odoriferous or fragrance mixture (Malodor standard) and the olfactory odor impression determined by a panel of examiners.
  • Mealodor standard a sample of odorous sweat odoriferous or fragrance mixture
  • selecting a Malodor standard is difficult.
  • Sweat is virtually impossible to produce with consistent odor intensity and quality, in a consistent amount and in a constant composition; it is therefore not suitable as a reproducible malodor standard.
  • the odor quality of the Malodor standard is understood as the type of perceived bad odor.
  • other fragrances used instead of sweat can only reproduce certain odor qualities of perspiration and are therefore limited in their ability to predict the quality of sweat odor masking by a fragrance product. Fragrance compositions of several fragrances can counteract this limitation, but they are often expensive to manufacture. Accordingly, the development of a scent product masking the sweat odor, in particular a corresponding personal care product or a corresponding room air freshener, currently consuming.
  • a further object of the invention was to specify a method for producing a sweat-odor masking fragrance product, in particular a sweat-odor-masking personal care product or a sweat-odor-masking room-air improver.
  • a sweat odor masking fragrance product itself should be specified, in particular a personal care product or a room air improver. The fragrance product sought should mask the malodor, if possible, without at the same time imparting a strong odor or perfumery impression.
  • levels of human sweat present an extremely strong odor impression and have a very low threshold.
  • it is characteristic of the bad odor impression of body sweat. It is therefore particularly suitable for use as Malodor standard.
  • Malodor is understood in particular to mean that by 3-mercapto-3-methyl-hexane-1-ol.
  • odor masking is the complete or partial coverage of an odor, in the present case the sweat and / or body odor or the odor of 3-mercapto-3-methyl-hexan-1-ol, by another fragrance or by a fragrance mixture, Understood.
  • odor neutralization is meant the (largely) complete masking.
  • EP 1 055 667 A2 mentions 3-mercapto-3-methyl-hexan-1-ol as a flavoring agent.
  • the taste of the racemic compound is described with passion fruit, blackcurrant (Cassis) and green, the (S) -enantiomer with herbaceous and green and the (R) -enantiomer with grapefruit / passion fruit, black currant berry and onion-like.
  • German Offenlegungsschrift DE 2 316 456 the odor for a group of mercaptoalcohols, which includes 3-mercapto-3-methyl-hexan-1-ol, is generally described as penetrating in high concentrations. However, the odor properties of 3-mercapto-3-methyl-hexan-1-ol itself are not described.
  • the invention therefore also provides a test method for checking the masking of sweat odor by a test sample with one or more fragrances, comprising the steps of: a) preparing a malodor standard mixture containing 3-mercapto-3-methyl-hexan-1-ol in an odorless Carrier gas, b) preparing a test mixture containing 3-mercapto-3-methyl-hexan-1-ol and a test sample in the carrier gas, and c) Determining the total intensity and / or the malodorous impression of the malodor standard mixture in comparison to the test mixture.
  • the intensity of a substance or substance mixture describes the intensity of the mixture perceived by trained examiners as odorless or unpleasant odor, regardless of the quality of the odor.
  • the intensity is rated here on a scale of 1 to 9.
  • the value 1 means odorless, 9 means very strong smelling.
  • the malodorous impression in turn describes the intensity of the perceived bad smell.
  • the term malodor reduction value in the present case describes the intensity difference, i. the difference, bad odor (Malodor) of Malodor ⁇ standard mixture and the test mixture.
  • the test method is carried out at 20 0 C and 1013 mbar. It is likewise preferred if the concentration of 3-mercapto-3-methyl-hexan-1-ol in the malodor standard mixture and the test mixture is the same. This allows a particularly good comparison of the mixtures.
  • the test sample according to the invention preferably comprises two or more fragrances.
  • two or more fragrances are used.
  • complex fragrance mixtures such as essential oils can be checked for their suitability for masking sweat odor.
  • a standard solution of 3-mercapto-3-methyl-hexan-1-ol in an odorless solvent is preferably used.
  • 3-mercapto-3-methyl-hexan-1-ol can be used to carry out the test method in an already sufficiently prediluted dosage form, so that the dosage of 3-mercapto-3-methyl-hexan-1-ol advantageously simplified is.
  • the custom solution therefore particularly preferably contains the malodor standard 3-mercapto-3-methyl-hexan-1-ol in a 0.01 to 0.5% strength by weight solution, particularly preferably in a 0.1% strength by weight solution , based on the entire standard solution.
  • Preferred odorless solvents are diethyl phthalate and dipropylene glycol.
  • the concentration of the malodor standard 3-mercapto-3-methylhexan-1-ol in the test and / or malodor standard mixture is at least 0.1 ng / l, preferably 0.1 to 3 ng / l and particularly preferably 0.5 to 2 ng / l.
  • concentrations can be adjusted particularly easily by evaporating 5 ⁇ l of the 0.1% by weight solution in 7 l of air.
  • the malodor standard is used in particular in racemic form. In this form, 3-mercapto-3-methyl-hexan-1-ol is easy to prepare and obtain. Should individual enantiomers or mixtures containing one enantiomer be used in a proportion exceeding the proportion of the other enantiomers, the concentration of the standard solution must be adjusted to the corresponding odor properties of the enantiomer (optionally in excess) used.
  • the test method is particularly preferably carried out by testing the individual test samples in containers of the same size for the purpose of covering the odor of this 3-mercapto-3-methyl-hexan-1-ol.
  • the individual samples are each evaluated by at least 8 examiners (experts) by smelling compared to a sample only with 3-mercapto-3-methyl-hexan-1-ol (Malodor standard mixture). This malodor standard mixture without fragrance (apart from 3-mercapto-3-methyl-hexan-1-ol) is given the intensity 6.
  • the examiners are chosen for their ability to reproducibly evaluate the strengths of odors. Examiners are trained to detect the odor of 3-mercapto-3-methyl-hexan-1-ol prior to the test.
  • the invention also provides a process for developing a sweat-odor-masking perfume product, comprising the steps of: a) carrying out a test process according to one of the above-described inventive species with a number of test samples, b) selecting those test mixtures whose intensity is not more than 8 when compared to the malodor standard mixture on a scale of 1 (odorless) to 9 (strong odor impression) when the intensity of the malodor standard mixture is 6, and / or their malodorous impression in the Comparison to malodor standard mixture on a scale of 1 (no
  • Malodore impression to 9 (strong malodorous impression) is not more than 3, if the Malodor impression of the Malodor standard mixture is 6.
  • test samples are selected which cause an increase in intensity with respect to the malodor standard mixture by not more than 2 points, preferably not more than 1.5 points and more preferably not more than 1 point.
  • test samples which have a malodor reduction value of 3 or more, preferably at least 3.5 and more preferably at least 4.
  • perfume product according to the invention or the invention to be used and the test sample containing one or more fragrances can be combined with perfume oils in particularly preferred embodiments of the invention or incorporated into products and formulations without significantly altering their odor properties.
  • the invention also provides a process for producing a sweat-odor masking personal care product or a sweat-odor masking scrubber, comprising the steps of: a) selecting a test mixture as described above according to the invention; b) preparing the personal care product or air-freshener containing the fragrance or odoriferous substances the selected test mixture in a concentration sufficient to mask sweat odor.
  • a sweat-odor masking personal care product or a sweat-odor-masking air-freshener prepared by a production process according to the invention is specified.
  • a fragrance to be used according to the invention or a fragrance mixture according to the invention or to be used according to the invention having an intensity increase of less than 1.5 and a malodor reduction value of greater than or equal to 3.5.
  • a fragrance mixture according to the invention or to be used according to the invention with a proportion of at least 40% by weight of fragrances to be used according to the invention, based on the total fragrance mixture.
  • a fragrance mixture according to the invention or to be used according to the invention which comprises a proportion of from 50 to 100% by weight of fragrances to be used according to the invention, based on the total fragrance mixture.
  • a fragrance mixture according to the invention or to be used according to the invention with a proportion of fragrances from 50 to 90% by weight to be used according to the invention is preferred, a proportion of fragrances to be used according to the invention of from 50 to 80% by weight, in each case based on the total fragrance mixture.
  • Previous perfumes and perfume mixtures which are aimed at covering sweat and / or body odor, usually have a strong odor and / or show an unsatisfactory odor masking of perspiration and / or body odor.
  • a mixture against human sweat odor is described as an addition to a perfuming, at least one of the
  • the following active ingredients are: beta-Naphthylmethylether; Methyl naphthyl ketone; benzyl acetone; a mixture of hexahydro-4,7-methanoinden-5-yl-propionate and hexahydro-4,7-methanoinden-6-yl-propionate; gamma methylionone; Geranonitrile (SJ-dimethyl- ⁇ -octadiene-i-nitrile); Dodecahydro- 3a, 6 J 6,9a-tetramethylnaphtho (2,1-b) furan, ethylene, 1-Cyclohexadecen- 5-one and / or 1-cycloheptadecen-IO-one.
  • JP 06-179610 describes fragrance mixtures which are active against human perspiration and which are selected from a group comprising at least one alcohol such as citronellol, geraniol, tetrahydrogeraniol, Famesol and / or phenyethyldimethylcarbinol, at least one ester such as ethylenebasylate, coumarin, gamma-decalactone, citronellylacetate, cis-3-hexenyl salicylate, and optionally further compounds from the class of ketones or aldehydes or their acetals or ketals from the group cis-jasmone, heliotropin, musk ketone, methyl nonylacetaldehyde.
  • other components must be included in the sweat-effective fragrance mixtures selected from a variety of individual fragrances and essential oils.
  • JP 11-286428 describes essential oils and individual fragrances for masking the body odor of elderly people.
  • Essential oils and individual Fragrances were evaluated for their masking effect on an artificial body odor mixture consisting of dibutylhydroxytoluene, heptanoic acid, octanoic acid, nonenal, octenal and triethyl citrate.
  • fragrances such as phenylacetaldeyhd, rose oxide, ethyl 2-methylpentanoat, eugenol, coumarin, geraniol, citral, Geranylnitrile or cis-3-hexenyl acetate listed.
  • JP 2003081804 describes a formulation which is suitable as a bath additive and is intended to mask body odor.
  • perfuming for example, limonene, alpha-pinene, cis-3-hexen-1-ol, 1-penten-3-ol, myrcenol, octanal, nonanal, sinensal, amyl acetate, 3-phenylpropyl alcohol, citronellol, jasmal, allylcyclohexyl oxyacetate , Geranyl acetate, isobutyl propionate, 10-undecenal, dodecanal, tripral, 1-carvone, menthone, geranylacetone, vanillin, beta-naphthyl methyl ether and cedarwood oil.
  • JP 2003113392 a composition is described which is intended to be used as an antiperspirant for masking body odor.
  • perfuming serve, for example, alpha-pinene, limonene, ethyl acetate, cineole, acetylcedrene, geraniol, thymol, tetradecanal, amylsalicylate, vanillin, Eucalyptusöl, jasmine oil and spearmint oil.
  • WO 2002/085294 describes substances which mask the odor of low molecular weight carboxylic acids occurring in perspiration. Again, the masking or blocking effect is based on the cross adaptation.
  • fragrances which may be part of the fragrance products according to the invention or to be used according to the invention can be found, for example, in S. Arctander, Perfume and Flavor Chemicals, Vol. I and II, Montclair, NJ, 1969, self-publishing or K. Bauer, D. Garbe and H. Surburg, Common Fragrance and Flavor Materials, 4 ⁇ . Ed., Wiley-VCH, Weinheim 2001.
  • the perfume product according to the invention or to be used according to the invention in particular the corresponding personal care product prepared according to the invention or the room air improver prepared according to the invention, has a masking effect against the unpleasant sweat odor of the human body, in particular against foot odor or underarm odor.
  • the perfume product according to the invention or to be used according to the invention can be incorporated into all products which are suitable for masking unpleasant sweat odor, particularly advantageous are products which are to remain on the skin or hair (so-called leave-on products) and room air improvers.
  • the dosage form of the leave-on products can vary widely, e.g. as a spray, gel, foam, ointment, tincture, lotion, cream, milk, oil, pen.
  • deodorants eg pump spray, aerosol spray containing propellant gas, roll-on, gel, cream, stick, foam
  • Air Freshener room air improver, for example as gel or liquid
  • body lotion body cream or body milk
  • skin oil foot cream, hair fixative, hair spray, or as an alcoholic or alcoholic aqueous solution for application to the skin.
  • ingredients which may be contained in these products are: Preservatives, abrasives, anti-acne agents, anti-dermal agents, antibacterial agents, anti-cellulite agents, anti-dandruff agents, antiinflammatory agents, anti-irritant agents, anti-irritants, anti-microbial agents, antioxidants, astringents, antiperspirants, antiseptics, antistatics, binders , buffers, carrier materials, Chelatstorynder, Zellstimulantien, cleansing agents, care agents, depilatory agents, devis ⁇ surface-active substances, surfactants (eg sodium lauryl sulfate, ethoxylated C 2 -C 18 fatty alcohols, quaternary ammonium salts), deodorizing agents, antiperspirants, softeners, emulators Enzymes, essential oils, fibers, film formers, fixatives, foaming agents, foam stabilizers, foaming inhibitors, foam boosters, fungicides, gelling agents, gelling agents, hair care products
  • the proportion of perfume product according to the invention or to be used according to the invention relative to the ready-to-use product can be varied within wide ranges, depending on the nature or the range of application of the product.
  • the proportion is in the range of 0.01 to 10 wt. %, advantageously in the range 0.05 to 5 wt .-%, preferably in the range 0.1 to 2 wt .-%.
  • the proportion may also be more than 10% by weight.
  • a product can be perfumed so that only a very faint fragrance is perceived, but at the same time the presence of an unpleasant odor of sweat or body odor is suppressed. Strong high intensity perfuming is not necessary to achieve the desired effect.
  • the odor threshold value refers to the concentration of an olfactorily detectable substance in air, where it can be distinguished from the odorless air in the room.
  • the determination is carried out on a dynamic olfactometer. A sample of 20 ⁇ l each of dilute solutions of the components is placed in a container containing 7 liters of air. By defined addition of odorless air, the samples are diluted in the olfactometer well below the odor threshold. In the olfactometer, the concentrations in the air sample are gradually increased until all examiners have marked a perception. A group of 8 trained examiners determines the concentration of the samples to be differentiated from air in three passes in each case, so that the average of 24 measured values leads to the respective concentrations.
  • the (E) -3-methyl-2-hexenoic acid is measured 1% and the 3-mercapto-3-methyl-hexan-1-ol 0.1% in odorless dipropylene glycol.
  • the different dilutions were taken into account in the calculation of the threshold values.
  • the thresholds refer to the pure substances.
  • the threshold value of (E) -3-methyl-2-hexenoic acid was determined to be 15.1 ng / l of air.
  • the threshold of 3-mercapto-3-methyl-hexan-1-ol was determined to be 0.015 ng / l air. All investigators rated the threshold of 3-mercapto-3-methyl-hexan-1-ol lower than (E) -3-methyl-2-hexenoic acid in all runs. Thus, the threshold is significantly lower by a factor of 1000 than that of (E) -3-methyl-2-hexenoic acid.
  • the investigated raw materials are either single fragrances or essential oils.
  • the raw materials are evaluated by the selected testers in a defined gaseous sample in terms of intensity and residual odor strength of the 3-mercapto-3-methyl-hexane-1-ol.
  • Example 2 Test of mixtures / chords against sweat smell
  • Example 3 Deodorant formulation in the form of a roll-on gel
  • Fragrance mixture according to the invention 1.00
  • Fragrance mixture according to the invention 1.00
  • composition 35 parts by weight of dipropylene glycol, 30 parts by weight of the perfume mixture according to the invention, 15 parts by weight of isopropyl myristate; 15 parts by weight of triethyl citrate and 10 parts by weight of benzyl acetate.
  • a deodorant spray is prepared from 0.5 parts by weight of this composition.
  • a spray with the same composition is prepared which does not contain an odor-neutralizing composition but contains 1.5 parts by weight of perfume (without fragrances according to the invention).
  • Fragrance mixture according to the invention 1.00
  • Fragrance mixture according to the invention 1, 00
  • Fragrance mixture according to the invention 1.00
  • the mixtures AC and the fragrances from Table 4 were incorporated as perfume oil in the formulations of Examples 3-12.
  • the perfumed formulations were applied thinly to the front of smelling strips and stored for three hours at room temperature. Subsequently, 1 .mu.l of a 3-mercapto-3-methyl-hexan-1-ol solution (0.001% in DPG) was applied from the back and stored for a further hour at room temperature.
  • the coded smelling strips were sensory evaluated by a panel of at least 12 experts.
  • the mixtures according to the invention also show their activity in the various applications against the odor of mercapto-3-methyl-hexan-1-ol, without, however, producing a strong olfactory impression.

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  • 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)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne l'utilisation de 3-mercapto-3-méthyl-hexan-1-ol comme étalon malodorant. Cet étalon permet de déterminer des compositions de matières odorantes particulièrement efficaces pour masquer les odeurs de transpiration. Cette invention concerne également un procédé pour contrôler le masquage des odeurs de transpiration, un procédé pour produire des compositions de matières odorantes masquant les odeurs de transpiration ainsi que des produits de soin corporel et désodorisants d'intérieur contenant lesdites compositions.
EP05749742A 2004-06-30 2005-05-17 Utilisation de 3-mercapto-3-methyl-hexan-1-ol comme etalon malodorant Withdrawn EP1763373A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004031589A DE102004031589A1 (de) 2004-06-30 2004-06-30 Verwendung von 3-Mercapto-3-methyl-hexan-1-ol als Malodor-Standard
PCT/EP2005/052244 WO2006003053A1 (fr) 2004-06-30 2005-05-17 Utilisation de 3-mercapto-3-methyl-hexan-1-ol comme etalon malodorant

Publications (1)

Publication Number Publication Date
EP1763373A1 true EP1763373A1 (fr) 2007-03-21

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP05749742A Withdrawn EP1763373A1 (fr) 2004-06-30 2005-05-17 Utilisation de 3-mercapto-3-methyl-hexan-1-ol comme etalon malodorant

Country Status (4)

Country Link
US (1) US20070298994A1 (fr)
EP (1) EP1763373A1 (fr)
DE (1) DE102004031589A1 (fr)
WO (1) WO2006003053A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2662433A1 (fr) 2012-05-07 2013-11-13 Symrise AG Riechstoffzusammensetzung

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102005058792A1 (de) * 2005-12-09 2007-06-14 Symrise Gmbh & Co. Kg 2-Methoxymethylphenol als Riech- und Aromastoff
GB0802526D0 (en) 2008-02-12 2008-03-19 Givaudan Sa Organic compounds
WO2010146556A2 (fr) 2009-06-19 2010-12-23 Firmenich Sa Compositions contre les mauvaises odeurs et procédé pour leur utilisation pour lutter contre des mauvaises odeurs de sueur
CN102947432B (zh) * 2010-06-22 2015-01-28 宝洁公司 香料体系
CA2799484C (fr) 2010-06-22 2016-02-02 The Procter & Gamble Company Systemes de parfum
WO2010142815A2 (fr) * 2010-10-05 2010-12-16 Symrise Gmbh & Co. Kg Mélange de composés de fragrance
GB201218904D0 (en) * 2012-10-22 2012-12-05 Givaudan Sa Organic compounds
US8785677B1 (en) * 2013-02-25 2014-07-22 International Flavors & Fragrances Inc. Organoleptic compound
EP3174561A4 (fr) 2014-07-30 2019-07-24 GPCP IP Holdings LLC Distributeurs d'assainisseur d'air, cartouches, systèmes et procédés associés
WO2017165615A1 (fr) 2016-03-24 2017-09-28 The Procter & Gamble Company Compositions de soins capillaires comprenant des compositions capables de réduire les mauvaises odeurs
EP4108228A1 (fr) 2017-10-10 2022-12-28 The Procter & Gamble Company Composition d'hygiène personnelle transparente sans sulfate comprenant un sel inorganique faible
US11980679B2 (en) 2019-12-06 2024-05-14 The Procter & Gamble Company Sulfate free composition with enhanced deposition of scalp active
WO2021173203A1 (fr) 2020-02-27 2021-09-02 The Procter & Gamble Company Compositions antipelliculaires contenant du soufre ayant une efficacité et une esthétique améliorées
US11760169B2 (en) 2020-08-20 2023-09-19 Denso International America, Inc. Particulate control systems and methods for olfaction sensors
US11932080B2 (en) 2020-08-20 2024-03-19 Denso International America, Inc. Diagnostic and recirculation control systems and methods
US11881093B2 (en) 2020-08-20 2024-01-23 Denso International America, Inc. Systems and methods for identifying smoking in vehicles
US11760170B2 (en) 2020-08-20 2023-09-19 Denso International America, Inc. Olfaction sensor preservation systems and methods
US11828210B2 (en) 2020-08-20 2023-11-28 Denso International America, Inc. Diagnostic systems and methods of vehicles using olfaction
US11636870B2 (en) 2020-08-20 2023-04-25 Denso International America, Inc. Smoking cessation systems and methods
US11813926B2 (en) 2020-08-20 2023-11-14 Denso International America, Inc. Binding agent and olfaction sensor
CN116018124A (zh) * 2020-10-23 2023-04-25 弗门尼舍有限公司 限制或消除汗臭味感知的组合物
US11819474B2 (en) 2020-12-04 2023-11-21 The Procter & Gamble Company Hair care compositions comprising malodor reduction materials
US11771635B2 (en) 2021-05-14 2023-10-03 The Procter & Gamble Company Shampoo composition
US11986543B2 (en) 2021-06-01 2024-05-21 The Procter & Gamble Company Rinse-off compositions with a surfactant system that is substantially free of sulfate-based surfactants

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH556145A (fr) * 1972-08-02 1974-11-29 Firmenich & Cie Utilisation de certains derives soufres comme ingredients parfumants et/ou aromatisants.
US5891729A (en) * 1994-05-20 1999-04-06 Quest International B.V. Method for substrate classification
US6085576A (en) * 1998-03-20 2000-07-11 Cyrano Sciences, Inc. Handheld sensing apparatus
ATE254101T1 (de) * 1999-05-28 2003-11-15 Givaudan Sa Mercaptoalkohol-verbindungen als als geschmackstoffe
JP3501109B2 (ja) * 2000-07-03 2004-03-02 株式会社島津製作所 におい測定装置
EP1553411B1 (fr) * 2002-10-04 2012-04-04 Kao Corporation Procede d'evaluation d'une odeur corporelle
JP4081039B2 (ja) * 2003-07-18 2008-04-23 花王株式会社 擬似腋臭組成物
JP2005105250A (ja) * 2003-09-09 2005-04-21 Kao Corp 香料組成物及び香料物質

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2006003053A1 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2662433A1 (fr) 2012-05-07 2013-11-13 Symrise AG Riechstoffzusammensetzung

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US20070298994A1 (en) 2007-12-27

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