WO2017046057A1 - Composition de parfum contenant des composés modulateurs de fragrance pour augmenter l'intensité de parfum - Google Patents

Composition de parfum contenant des composés modulateurs de fragrance pour augmenter l'intensité de parfum Download PDF

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Publication number
WO2017046057A1
WO2017046057A1 PCT/EP2016/071512 EP2016071512W WO2017046057A1 WO 2017046057 A1 WO2017046057 A1 WO 2017046057A1 EP 2016071512 W EP2016071512 W EP 2016071512W WO 2017046057 A1 WO2017046057 A1 WO 2017046057A1
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Prior art keywords
cas
perfume composition
modulator compound
odor modulator
odor
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PCT/EP2016/071512
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German (de)
English (en)
Inventor
Ursula Huchel
Andreas Gerigk
Hubert Smyrek
Manuela Materne
Ralf Bunn
Frank Rittler
Andreas Bauer
Isabelle LEVERT
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Henkel Ag & Co. Kgaa
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Publication of WO2017046057A1 publication Critical patent/WO2017046057A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0007—Aliphatic compounds
    • C11B9/0011—Aliphatic compounds containing S
    • 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
    • A61Q13/00—Formulations or additives for perfume preparations
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/3427—Organic compounds containing sulfur containing thiol, mercapto or sulfide groups, e.g. thioethers or mercaptales
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes
    • 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
    • A61Q5/02—Preparations for cleaning the hair

Definitions

  • the invention relates to a perfume composition containing at least one odor modulator compound for increasing the fragrance intensity of the perfume composition and a consumer product containing such a perfume composition. Furthermore, the invention relates to a method for increasing the fragrance intensity of the perfume composition and to the use of at least one odor modulator compound for increasing the fragrance intensity of the perfume composition.
  • Perfume compositions lead.
  • Perfume composition which is necessary to achieve a particular fragrance intensity, cause the perfume composition can not be incorporated stable in the consumer product.
  • the consequence of this development is that often only small amounts of one
  • Perfume composition can be incorporated into the consumer product, but this is associated with a low fragrance intensity.
  • European Patent EP 1 976 855 B1 describes bicyclic oxazolidines known as
  • Perfume precursors are used and release by slow hydrolysis of a fragrance, whereby a long-lasting fragrance is generated.
  • a direct increase in the fragrance intensity of the entire perfume composition can not be achieved by this technology.
  • European patent EP 2 087 089 B1 describes the use of perfume microcapsules as a depot system, wherein the capsules break open at a defined time and provide an intense fragrance in the short term.
  • this technology is associated with great technical effort and high costs and the capsule wall material has no direct function after breaking the capsules.
  • the object of the present invention was to provide a perfume composition with an arbitrary but specific fragrance profile which has a higher fragrance intensity than conventional perfume compositions, without necessarily resorting to complex technologies such as
  • R and R 2 each independently represent hydrogen or a radical having 1 to 3
  • R 3 is a radical having 3 to 10 carbon atoms
  • radicals R to R 3 are open-chain
  • Carbon atoms of R to R 3 may each be independently substituted by heteroatoms
  • the at least one odor modulator compound of general formula (I) does not contain 3-mercapto-1-hexenol (CAS No.), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexane. 1-ol (CAS # 51755-83-0).
  • Perfume composition can therefore reduce the amount of perfume composition in one
  • Consumer product such as textile treatment agents, detergents, cosmetics or adhesive can be significantly reduced without reducing the intensity of the fragrance or substantially alter the fragrance profile of the perfume composition.
  • perfume compositions of the present invention because of the smaller amount necessary to achieve the same scent intensity, can be more stably incorporated into common consumer products than conventional perfume compositions.
  • Numeric ranges specified in the format "from x to y" include the above values. If multiple preferred numeric ranges are specified in this format, it is understood that all ranges resulting from the combination of the various endpoints, are also included. "At least one" as used herein refers to 1 or more, for example, 2, 3, 4, 5, 6, 7, 8, 9 or more In the context of components of those described herein
  • At least one odor modulator compound means one or more different odor modulator compounds, that is, one or more different types of odor modulator compounds nothing else is stated.
  • At least one odor modulator compound such as the odor threshold value, the ClogP value, quantities or ratios, apply to each individual odor modulator compound
  • Odor modulator compound is contained in the specific amount range, as well as the second odor modulator compound is contained in the specific amount range.
  • a perfume composition comprises at least one perfume which contributes substantially to the achievement of a specific fragrance profile.
  • a fragrance may also be present in the form of a fragrance precursor compound or in the form of a fragrance depot system.
  • a perfume composition additionally comprises all adjuvants known in the art which themselves have no perceptible odor, but result in a better meterability, a prolonged fragrance or a similar effect, such as, for example, solvents or adhesion promoters.
  • fragrance is a compound which has a characteristic odor and contributes to the achievement of a specific fragrance profile of a perfume composition.
  • Fragrances also include those compounds that have the fragrance profile of a
  • Perfume composition as long as the perfume composition is used at a constant concentration.
  • the fragrance profile of a perfume composition is the specific fragrance a consumer perceives due to the fragrance it contains.
  • a fragrance for example, flowery, spicy, sweet, sour, tart, fresh, woody, fruity, leathery, oriental, animal, chypre, fougere, citrus, edible, green, musky, ozone, aldehydic, agry, aromatic or marine nose, whereby the special selection of the individual fragrances in the perfume composition complex perfume profiles can be achieved and a flowery scent, for example, rose , Violets or lavender can smell.
  • a scent profile is therefore the characteristic scent of each perfume composition, which results from the fragrances used.
  • An odor modulator compound (GMV) in the context of the present invention is a
  • Concentration under the test conditions given below, not or not significantly contributes to a change in the fragrance profile of the perfume composition containing at least one odor modulator compound.
  • An insignificant change in the fragrance profile of the perfume composition means that although the fragrance profile may differ slightly from the original fragrance profile of the perfume composition, it is still recognized by the skilled person as the original fragrance profile.
  • An odor modulator compound according to the present invention however, despite its low use concentration, has a significant influence on the perceived by the consumer fragrance intensity of the perfume composition, so that, for example, a smaller amount of the perfume composition can be used to achieve the same fragrance intensity as in a conventional
  • Perfume composition without odor modulator compound.
  • An odor modulator compound therefore, unlike a fragrance contained in a perfume composition, does not define the fragrance profile, but rather enhances the fragrance intensity of the fragrance profile of the perfume composition as defined by the fragrances. This makes the at least one
  • Odor modulator compound does not substantially change the fragrance profile of the perfume composition, in principle, any desired fragrance profile can be realized without the disturbing side notes are perceived.
  • An odor modulator compound in the context of the present invention is subject to the general
  • R and R 2 each independently represent hydrogen or a radical having 1 to 3
  • R 3 is a radical having 3 to 10 carbon atoms, in which
  • radicals R to R 3 are open-chain
  • Carbon atoms of R to R 3 may each be independently substituted by heteroatoms
  • the at least one odor modulator compound of general formula (I) does not contain 3-mercapto-1-hexenol (CAS No.), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexane. 1-ol (CAS # 51755-83-0).
  • the radicals R to R 3 of the at least one odor modulator compound of the general formula (I) are open-chain.
  • Open-chain in the context of the present invention means that none of the radicals R to R 3 as such forms a ring or participates in a ring and also no rings between the individual radicals R to R 3 are formed.
  • open-chain does not mean in particular that the radicals R to R 3 can not have double or triple bonds between two directly adjacent atoms.
  • One or more methyl groups, methylene groups, methine groups or quaternary carbon atoms of R to R 3 of the at least one odor modulator compound may each be independently substituted by heteroatoms.
  • Heteroatoms in the context of the present invention are selected from the group consisting of nitrogen, oxygen, sulfur, silicon, selenium, fluorine, chlorine, bromine or iodine.
  • One or more methyl groups can be substituted by a heteroatom selected from the group nitrogen, oxygen, sulfur, silicon, selenium, fluorine, chlorine, bromine or iodine
  • one or more methylene groups can be selected by a heteroatom selected from the group nitrogen, oxygen, sulfur , Selenium or silicon
  • one or more methine groups can be substituted by a heteroatom selected from the group of nitrogen or silicon and one or more quaternary
  • Carbon atoms can be substituted by silicon.
  • one or more methyl groups, methylene groups, methine groups or quaternary carbon atoms of the radicals R to R 3 are substituted by heteroatoms, this means that the corresponding group opposes a
  • Heteroatom is exchanged. Should be replaced by the substitution of a methyl group, a
  • Methylene or a methine group arise free valences, they are basically saturated with hydrogen.
  • a terminal methyl group besides a methylene group can be replaced by a hydroxy group or a sulfanyl group to give a methylene hydroxy group or a methylene thiol group.
  • an isopropyl group which is a radical having two methyl groups and a methine group or a derivative of the isopropyl group which is a group having a methyl group, a methylene group and a quaternary carbon atom may have, for example, the following substitution patterns:
  • methyl groups, methylene groups, methine groups or quaternary carbon atoms of the radicals R to R 3 can be substituted as desired by heteroatoms, but with the exception of di- or polysulfides or diazo compounds, no two directly adjacent groups are simultaneously substituted by heteroatoms.
  • Odor modulator compound according to the present invention preferably contains one to four heteroatoms selected from the group consisting of nitrogen, oxygen or sulfur, oxygen being particularly preferred.
  • the at least one is subject
  • R and R 2 each independently represent hydrogen or a methyl group, it being preferred that when R is a methyl group and R 2 is hydrogen; and R 3 is a radical having 3 to 10 carbon atoms, preferably a radical having 3 to 8 carbon atoms,
  • Carbon atom of the radical R 3 is substituted by a heteroatom, preferably oxygen
  • the at least one odor modulator compound in the context of the present invention preferably has a molecular weight of less than 250 g mol -1 , preferably less than 225 g mol -1 and even more preferably less than 200 g mol -1 .
  • the at least one odor modulator compound in the context of the invention enhances the
  • the efficiency factor is a measure of the scent intensity of two identical ones
  • Fragrance combinations containing perfume compositions wherein one of the two
  • Perfume compositions additionally contains at least one odor modulator compound in the context of the present invention.
  • a group of at least 34 well-trained individuals assess the intensity of both perfume compositions and determine the
  • Odor modulator compound increases the fragrance intensity of the perfume composition so that the efficiency factor is at least 1.15.
  • the efficiency factor has at least a value of 1.5, more preferably a value of at least 1.75 or even more preferably even a value of at least 2.
  • Perfume Composition One to six odor modulator compounds, preferably one to five odor modulator compounds, more preferably one to four odor modulator compounds, and most preferably one to three odor modulator compounds.
  • Odor modulator compound based on the totality of all fragrances contained in the perfume composition in a weight ratio of not more than 1: 9, preferably not more than 1:49, more preferably not more than 1: 99 and most preferably not more than 1: 299, wherein the
  • the at least one odor modulator compound is present in an amount of from 2% to 0.000001%, preferably from 1.5% to 0.000001%, even more preferably from 1%. 0 wt .-% to 0.000001 wt .-%, more preferably from 0.5 wt .-% to 0.000001 wt .-%, most preferably 0.25 wt .-% to 0.000001 wt .-%, wt .-% in each case based on the perfume composition.
  • the low ratio of the at least one odor modulator compound compared to the fragrances contained in the perfume composition and the small amounts of the individual odor modulator ensures that the fragrance profile of the perfume composition changed at most insignificant, so that the expert further recognizes the fragrance profile of the original fragrance. Moreover, it is advantageous from an ecological and economic point of view to use only small amounts of the at least one odor modulator compound.
  • the octanol / water partition coefficient of an odor modulator compound is the ratio between its equilibrium concentration in octanol and in water. Because the
  • Distribution coefficients of the odor modulator compounds often have high values, for example 1000 or higher, they are more conveniently given in the form of their base 10 logarithm, one speaks of the so-called logP value.
  • Odor modulator compound has a ClogP value less than 2.5, preferably less than 2.0.
  • a small ClogP value is equivalent to a good water solubility of at least one
  • Odor modulator compound at standard conditions according to IUPAC, ie 25 ° C and 1 bar air pressure. Due to the good water solubility of the at least one odor modulator compound, on the one hand, it can be incorporated well into an aqueous consumer product and distributed homogeneously, and, on the other hand, evaporation of the water, e.g. when drying textiles treated with a perfume composition according to the invention, the at least one odor modulator compound is better entrained in the gas phase, whereby the odor intensity of the perfume composition can be additionally enhanced.
  • the at least one odor modulator compound is preferably characterized by a low odor threshold (ODT).
  • ODT low odor threshold
  • the odor threshold value is the lowest odor nor perceptible concentration of a substance.
  • the odor threshold value is provided by dynamic olfactometry, whereby a direct sensory evaluation of the compounds takes place.
  • the odor threshold serves as a measure of the odor strength of a fragrance.
  • the odor threshold value (ODT) of the at least one odor modulator compound is determined according to DIN EN 13725: 2003 and is preferably less than 100 ppb, preferably less than 75 ppb, more preferably less than 50 ppb, even more preferably less than 35 ppb, even more preferably less than 10 ppb and on most preferably less than 1 ppb. Detailed information can be found, for example, in DIN EN 13725: 2003.
  • the odor threshold value is measured by the following method:
  • the olfactometer is placed in a room specially designed for the olfactometer, which is odor-neutral, can be well ventilated and can optionally be force-ventilated via an activated carbon filter.
  • the volume fraction of carbon dioxide in the measuring room is less than 0.15 vol. -%, the air exchange rate is at least 4.4 m 3 / h per person.
  • the temperature in the measuring room is 22 ⁇ 3 ° C and is constant during the measurement.
  • the measuring room is not exposed to direct sunlight and other disturbing light and
  • Odor modulator compounds such as glass, stainless steel or PTFE.
  • Olfactometer provided Air flow must be at least 20 L / min, with the opening of the device at which the sensory evaluation is made so shaped that the air velocity in the flow-through opening is at least 0.2 m / s.
  • the olfactometer is checked regularly, at least every twelfth compound by a reference measurement with n-butanol as the reference compound.
  • the assessment of the compounds will be carried out by at least four examiners, with the usual number of odor-trained men and women, all of whom are at least 16 years old. Examiners are not at the time of evaluation of the compounds by disturbing factors such as contact with perfumes,
  • ODT Odor Threshold
  • Odor modulator compound selected from ethyl 2-mercaptopropionate (CAS No. 19788-49-9), 2-mercaptopropionic acid (CAS No. 79-42-5), 1-pentanethiol (CAS No. 1 10-66-7) , 1, 6-hexanedithiol (CAS No. 1 191-43-1), 3-thiohexyl acetate (CAS No. 136954-20-6), 3-mercaptohexyl butyrate (CAS No. 136954-21-7), 3 -Mercaptohexylhexanoate (CAS No. 136954-22-8), 2-methylbutan-1-thiol (CAS No. 1878-18-8), 4-methyl-4-mercaptopentan-2-one (CAS No.
  • the specified names of the odor modulator compounds are basically unambiguous and the skilled person has no problems identifying the corresponding substance, the CAS numbers of the odor modulator compounds have been indicated for the sake of simplicity. If, contrary to expectation, the specified name does not match the specified CAS number, the CAS number applies in case of doubt. Only in cases where it is obvious that the CAS number is incorrect, the given name is preferable to the CAS number.
  • the at least one odor modulator compound is selected from ethyl 2-mercaptopropionate (CAS No. 19788-49-9), 2-mercaptopropionic acid (CAS No. 79-42-5), propyl-2 -mercaptopropionate (CAS No. 19788-50-2), 2,2- (dithiomethylene) difuran (CAS No. 4437-20-1), 4-methoxy-2-methylbutanethiol (CAS No. 301-977- 9), grapefruit mercaptan (CAS No. 71 159-90-5).
  • a perfume composition of the invention may be incorporated into a consumer product
  • perfume composition according to the invention comprising at least one
  • Odor modulator compound can be compared to the perfume composition without
  • Odor modulator compound the amount of perfume composition necessary to achieve a specific fragrance intensity is advantageously lowered by at least 15% by weight, preferably at least 20% by weight or even by at least 25% by weight.
  • the consumer product is a fabric treatment or cleaning composition containing at least one surfactant selected from anionic, cationic or nonionic surfactants.
  • the anionic surfactant used may preferably be sulfonates and / or sulfates.
  • Cleaning agent is 7.5 to 65.0 wt .-% and preferably 20.0 to 45 wt .-%, each based on the total agent.
  • surfactants of the sulfonate type are preferably C9-i3-alkylbenzenesulfonates,
  • Olefinsulfonates that is, mixtures of alkene and hydroxyalkanesulfonates and disulfonates, as obtained for example from Ci2-iso-monoolefins with terminal or internal double bond by sulfonation with gaseous sulfur trioxide and subsequent alkaline or acidic hydrolysis of the sulfonation, into consideration.
  • Alk (en) ylsulfates are the alkali metal and in particular the sodium salts of
  • Sulfuric acid half esters of C 12 -18 fatty alcohols for example from coconut fatty alcohol,
  • Ci2-Ci6-alkyl sulfates and Ci2-Ci5-alkyl sulfates and Cw-cis-alkyl sulfates are preferred.
  • 2,3-alkyl sulfates are also suitable anionic surfactants.
  • fatty alcohol ether sulfates such as the sulfuric monoesters of ethoxylated with 1 to 6 moles of ethylene oxide straight or branched C7-2i alcohols, such as 2-methyl-branched C9-11 alcohols having an average of 3.5 moles of ethylene oxide (EO) or Ci2-is fatty alcohols with 1 to 4 EO, are suitable.
  • Suitable anionic surfactants are soaps.
  • Suitable are saturated and unsaturated fatty acid soaps, such as the salts of lauric acid, myristic acid, palmitic acid, stearic acid, (hydrogenated) erucic acid and behenic acid and, in particular, soap mixtures derived from natural fatty acids, for example coconut, palm kernel, olive oil or tallow fatty acids.
  • anionic surfactants and the soaps may be in the form of their sodium, potassium or
  • the anionic surfactants are in the form of their ammonium salts.
  • Preferred counterions for the anionic surfactants are the protonated forms of choline, triethylamine, monoethanolamine or methylethylamine.
  • Cationic surfactants are preferably selected from esterquats and / or quaternary ammonium compounds (QAV) according to the general formula (R l ) (R ") (R m ) (R lv ) N + X " where R 'to R IV are identical or different Ci-22-alkyl radicals, C7-28-Arylalkylreste or heterocyclic radicals, wherein two or in the case of an aromatic inclusion as in pyridine even three radicals together with the nitrogen atom, the heterocycle, for example a
  • X represents halide ions, sulfate ions, hydroxide ions or similar anions.
  • QCs can be prepared by reacting tertiary amines with alkylating agents, such as methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide.
  • alkylating agents such as methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide.
  • alkylating agents such as methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide.
  • alkylating agents such as methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide.
  • the alkylation of tertiary amines With a long alkyl radical and two methyl groups succeeds particularly easily
  • QACs examples include benzalkonium chloride (N-alkyl-N, N-dimethylbenzylammonium chloride), benzalkone B (m, p-dichlorobenzyldimethyl-C 12 -alkylammonium chloride, benzoxonium chloride (benzyldodecyl-bis (2-hydroxyethyl) ammonium chloride) , Cetrimonium bromide (N-hexadecyl-N, N-trimethyl-ammonium bromide),
  • Benzetonium chloride N, N dimethyl-N [2- [p- (1,1,3,3-tetramethylbutyl) phenoxy] ethoxy] ethyl] benzyl ammonium chloride
  • dialkyl dimethyl ammonium chlorides such as di-n-decyl dimethyl ammonium chloride, didecyldimethylammonium bromide, dioctyldimethylammonium chloride, 1-cetylpyridinium chloride and thiazoline iodide and mixtures thereof.
  • Preferred QACs are the benzalkonium chlorides having Cs-C22-alkyl radicals, in particular C 12 -C 14 -alkyl-benzyldimethylammonium chloride.
  • Cationic surfactants are present in the textile treatment or cleaning agents in amounts of preferably from 5% by weight to 50% by weight, in particular from 8% by weight to 30% by weight.
  • Suitable nonionic surfactants include alkoxylated fatty alcohols, alkoxylated
  • Fatty acid alkyl esters Fatty acid alkyl esters, fatty acid amides, alkoxylated fatty acid amides, polyhydroxy fatty acid amides, alkylphenol polyglycol ethers, amine oxides, alkyl polyglucosides and mixtures thereof.
  • the nonionic surfactant used are preferably alkoxylated, advantageously ethoxylated, in particular primary, alcohols having preferably 8 to 18 carbon atoms and on average 4 to 12 moles of ethylene oxide (EO) per mole of alcohol, in which the alcohol radical may be linear or preferably methyl-branched in the 2-position or may contain linear and methyl-branched radicals in the mixture, as they are usually present in Oxoalkoholresten.
  • alcohol ethoxylates having linear radicals of alcohols of native origin having 12 to 18 carbon atoms, for example coconut, palm, tallow or oleyl alcohol, and on average 5 to 8 EO per mole of alcohol are preferred.
  • the preferred ethoxylated alcohols include, for example, C 12-14 alcohols with 4 EO or 7 EO, C 9 -n-alcohol with 7 EO, C ms alcohols with 5 EO, 7 EO or 8 EO, C 12-15 alcohols with 5 EO or 7 EO and mixtures of these.
  • the degrees of ethoxylation given represent statistical means which, for a particular product, may be an integer or a fractional number.
  • Preferred alcohol ethoxylates have a narrow homolog distribution (narrow rank ethoxylates, NRE).
  • fatty alcohols with more than 12 EO can also be used.
  • Nonionic surfactants containing EO and PO groups together in the molecule can also be used according to the invention. Also suitable are also a mixture of a (more) branched ethoxylated fatty alcohol and an unbranched ethoxylated fatty alcohol, such as a mixture of a Ci6-is fatty alcohol with 7 EO and 2-propylheptanol with 7 EO. Especially preferred the agent according to the invention contains a C 12-18 fatty alcohol with 7 EO, a C-ms oxo alcohol with 7 EO and / or a C-ms oxo alcohol with 8 EO as nonionic surfactant.
  • the total amount of nonionic surfactant of the textile treatment or cleaning agent is preferably 0.1 to 25 wt .-% and preferably 7 to 22 wt .-%, each based on the total agent.
  • the textile treatment or cleaning agents may contain further ingredients which have the performance and / or aesthetic properties of the composition depending on the intended
  • Bleach catalysts esterquats, silicone oils, emulsifiers, thickeners, electrolytes, pH regulators, fluorescers, dyes, hydrotopes, foam inhibitors, antiredeposition agents,
  • Anti-crease agents color transfer inhibitors, color protectants, wetting agents, antimicrobial agents, germicides, fungicides, antioxidants, corrosion inhibitors, rinse aids, preservatives, antistatic agents, ironing aids, repellents and impregnating agents, pearlescing agents, polymers, swelling and anti-slip agents and UV absorbers included.
  • the amounts of the individual ingredients in the textile treatment or cleaning agents are each based on the intended use of the respective means and the skilled person is in principle familiar with the orders of magnitude of the amounts of ingredients to use or can refer to the corresponding technical literature.
  • the surfactant content will be higher or lower.
  • Dishwashing for example, from 0.1 to 10 wt .-%, preferably from 0.5 to 7.5 wt .-% and in particular from 1 to 5 wt .-% surfactants may contain.
  • a textile treatment or cleaning agent preferably contains at least one
  • the water-soluble organic builder substances include polycarboxylic acids, in particular citric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid and ethylenediaminetetraacetic acid and also
  • Polyaspartic acid polyphosphonic acids, in particular aminotris (methylenephosphonic acid), ethylenediaminetetrakis (methylenephosphonic acid) and 1-hydroxyethane-1,1-diphosphonic acid, polymeric hydroxy compounds such as dextrin and polymeric (poly) carboxylic acids, polymeric acrylic acids, methacrylic acids, maleic acids and copolymers thereof, which may also contain polymerized small amounts of polymerizable substances without carboxylic acid functionality.
  • Suitable, although less preferred, compounds of this class are copolymers of acrylic or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene, in which the acid content is at least 50% by weight.
  • the organic builder substances can, in particular for the preparation of liquid textile treatment or cleaning agents, in the form of aqueous solutions, preferably in the form of 30 to 50 wt .-% tiger aqueous solutions are used. All of the acids mentioned are generally used in the form of their water-soluble salts, in particular their alkali metal salts.
  • Organic builders may, if desired, be included in amounts of up to 40% by weight, more preferably up to 25% by weight, and preferably from 1% to 8% by weight. Quantities close to the stated upper limit are preferably used in paste-form or liquid, in particular water-containing, agents according to the invention.
  • Laundry aftertreatment agents such as fabric softeners, may optionally also be free of organic builder.
  • Suitable water-soluble inorganic builder materials are, in particular, alkali metal silicates and polyphosphates, preferably sodium triphosphate.
  • alkali metal silicates and polyphosphates preferably sodium triphosphate.
  • Water-dispersible inorganic builder materials may in particular comprise crystalline or amorphous alkali metal aluminosilicates, if desired, in amounts of up to 50% by weight, preferably not more than 40% by weight, and in liquid agents, in particular from 1% by weight to 5% by weight. be used.
  • the detergent grade crystalline sodium aluminosilicates especially zeolite A, P and optionally X. Amounts near the above upper limit are preferably used in solid, particulate agents.
  • suitable aluminosilicates have no particles with a particle size greater than 30 ⁇ m, and preferably consist of at least 80% by weight of particles having a size of less than 10 ⁇ m.
  • Suitable substitutes or partial substitutes for the said aluminosilicate are crystalline alkali silicates which may be present alone or in a mixture with amorphous silicates.
  • the alkali metal silicates useful as builders in the textile treatment or cleaning compositions preferably have a molar ratio of alkali metal oxide to SiO 2 below 0.95, in particular from 1: 1.1 to 1:12, and may be present in amorphous or crystalline form.
  • Preferred alkali metal silicates are
  • Sodium silicates in particular the amorphous sodium silicates, with a molar ratio of Na 2 O: SiO 2 from 1: 2 to 1: 2.8.
  • Crystalline silicates which may be present alone or in a mixture with amorphous silicates are preferably crystalline phyllosilicates of the general formula Na.sub.2SixO.sub.2.sup.x + y.sub.2H.sub.2O, in which x, the so-called modulus, is a number from 1.9 to 4 and y is a number from 0 to 20 and preferred values for x are 2, 3 or 4.
  • Preferred crystalline phyllosilicates of the general formula Na.sub.2SixO.sub.2.sup.x + y.sub.2H.sub.2O, in which x, the so-called modulus, is a number from 1.9 to 4 and y is a number from 0 to 20 and preferred values for x are 2, 3 or 4.
  • Phyllosilicates are those in which x in the abovementioned general formula assumes the values 2 or 3.
  • both beta- and delta-sodium disilicates Na2Si20s ⁇ y H2O prefers.
  • Also prepared from amorphous alkali metal silicates practically anhydrous crystalline alkali metal silicates of the abovementioned general formula in which x is a number from 1.9 to 2.1, can be used in textile treatment or cleaning agents.
  • a crystalline sodium layer silicate with a modulus of 2 to 3 is used, as can be prepared from sand and soda. Crystalline sodium silicates with a modulus in the range from 1.9 to 3.5 are in another preferred embodiment of the Textil oppositions- or
  • alkali metal aluminosilicate in particular zeolite
  • the weight ratio of aluminosilicate to silicate is preferably 1:10 to 10: 1.
  • the weight ratio of amorphous alkali metal silicate to crystalline alkali metal silicate is preferably 1: 2 to 2: 1 and in particular 1: 1 to 2: 1.
  • Builders are, if desired, in the textile treatment or cleaning agents preferably in amounts up to 60 wt .-%, in particular from 5 wt .-% to 40 wt .-%, included.
  • Aftertreatment agents such as fabric softeners, are preferably free of inorganic builder.
  • Suitable enzymes which can be used in the textile treatment or cleaning agents are those from the class of the proteases, cutinases, amylases, pullulanases, hemicellulases, cellulases, lipases, oxidases and peroxidases and mixtures thereof. Particularly suitable are from fungi or bacteria, such as Bacillus subtilis, Bacillus licheniformis, Streptomyces griseus, Humicola lanuginosa, Humicola insolens, Pseudomonas pseudoalcaligenes or Pseudomonas cepacia derived enzymatic agents.
  • the optionally used enzymes may be adsorbed to carriers and / or embedded in encapsulants to protect against premature inactivation. They are, if desired, in the compositions preferably in amounts not exceeding 5 wt .-%, in particular from 0.2 wt .-% to 2 wt .-%, contained.
  • the textile treatment or cleaning agents may optionally contain as optical brighteners, for example, derivatives of diaminostilbene disulfonic acid or their alkali metal salts.
  • optical brighteners for example, derivatives of diaminostilbene disulfonic acid or their alkali metal salts.
  • salts of 4,4'-bis (2-anilino-4-morpholino-1, 3,5-triazinyl-6-amino) stilbene-2,2'-disulphonic acid or similarly constructed compounds which replace the morpholino Group carry a diethanolamino group, a methylamino group, an anilino group or a 2-methoxyethylamino group.
  • Suitable foam inhibitors include, for example, organopolysiloxanes and mixtures thereof with microfine, optionally silanized silica and paraffin waxes and mixtures thereof with silanated silicic acid or bis-fatty acid alkylenediamides. It is also advantageous to use mixtures of various foam inhibitors, for example those of silicones, paraffins or waxes.
  • the foam inhibitors, especially silicone and / or paraffin-containing foam inhibitors are a granular, water-soluble or dispersible carrier substance bound. In particular, mixtures of paraffin waxes and bistearylethylenediamides are preferred.
  • the textile treatment or cleaning agents may also contain components that positively influence the oil and Fettauswaschles from textiles, so-called soil release agents. This effect becomes particularly clear when a textile is soiled, which has been previously washed several times with an agent containing this oil and fat dissolving component.
  • nonionic cellulose ethers such as methylcellulose and methylhydroxypropylcellulose with a proportion of methoxyl groups of 15 to 30% by weight and of hydroxypropoxyl groups of 1 to 15% by weight, based in each case on the nonionic cellulose ether, as well as the known from the prior art polymers of phthalic acid and / or terephthalic acid or derivatives thereof with monomeric and / or polymeric diols, in particular polymers
  • the textile treatment or cleaning agents may also color transfer inhibitors, preferably in amounts of 0.1 wt .-% to 2 wt .-%, in particular 0.1 wt .-% to 1 wt .-%, containing, in a preferred embodiment of the invention polymers of vinylpyrrolidone , Vinylimidazole, vinylpyridine N-oxide or copolymers thereof.
  • Graying inhibitors have the task of keeping suspended from the textile fiber dirt suspended in the fleet.
  • Water-soluble colloids of mostly organic nature are suitable for this purpose, for example starch, glue, gelatin, salts of ether carboxylic acids or ether sulfonic acids of starch or of cellulose or salts of acidic sulfuric acid esters of cellulose or starch.
  • water-soluble polyamides containing acidic groups are suitable for this purpose.
  • starch derivatives can be used, for example aldehyde starches.
  • cellulose ethers such as carboxymethylcellulose (Na salt), methylcellulose, hydroxyalkylcellulose and mixed ethers, such as methylhydroxyethylcellulose, methylhydroxypropylcellulose, methylcarboxymethylcellulose and mixtures thereof, for example in amounts of from 0.1 to 5% by weight, based on the compositions.
  • the fabric treatment or cleaning agent may be in liquid or solid form, with gels, foams, pastes, creams and aerosols also included.
  • water-dry to anhydrous liquid textile treatment or cleaning agents may be present in pre-portioned form, wherein the textile treatment or cleaning agent is filled in a water-soluble casing and thus may be part of a water-soluble packaging. If the textile treatment or cleaning agent is packaged in a water-soluble casing, it is preferred that the content of water is less than 10% by weight, based on the total agent, and that anionic surfactants, if present, in the form of their
  • a solid textile treatment or cleaning agent can preferably in the form of a powder, a granule, a tablet, a tab or other shaped body having a defined geometry, such as a sphere, an oval or a cylinder.
  • a third aspect of the invention is a process for increasing the fragrance intensity of a perfume composition, characterized in that at least one odor modulator compound according to the general formula (I) is added to the perfume composition,
  • R and R 2 each independently represent hydrogen or a radical having 1 to 3
  • R 3 is a radical having 3 to 10 carbon atoms
  • radicals R to R 3 are open-chain
  • Carbon atoms of R to R 3 may each be independently substituted by heteroatoms
  • the at least one odor modulator compound of general formula (I) does not contain 3-mercapto-1-hexenol (CAS No.), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexane. 1-ol (CAS # 51755-83-0).
  • a fourth object of the invention is the use of at least one
  • An odor modulator compound according to the general formula (I) for increasing the fragrance intensity of a perfume composition is an odor modulator compound according to the general formula (I) for increasing the fragrance intensity of a perfume composition
  • R and R 2 each independently represent hydrogen or a radical having 1 to 3
  • R 3 is a radical having 3 to 10 carbon atoms, in which
  • radicals R to R 3 are open-chain
  • Carbon atoms of R to R 3 may each be independently substituted by heteroatoms
  • the at least one odor modulator compound of general formula (I) does not contain 3-mercapto-1-hexenol (CAS No.), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexane. 1-ol (CAS # 51755-83-0).
  • perfume composition comprising at least one odor modulator compound according to the general formula (I),
  • R and R 2 each independently represent hydrogen or a radical having from 1 to 3 carbon atoms
  • R 3 is a radical having 3 to 10 carbon atoms
  • radicals R to R 3 are open-chain
  • Carbon atoms of R to R 3 may each be independently substituted by heteroatoms
  • the at least one odor modulator compound of general formula (I) does not contain 3-mercapto-1-hexenol (CAS # -), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexan-1-ol (CAS No. 51755-83-0).
  • Perfume composition according to item 1 characterized in that
  • R and R 2 each independently represent hydrogen or a methyl group, it being preferred that when R is a methyl group and R 2 is hydrogen; and R 3 is a radical having 3 to 10 carbon atoms, preferably a radical having 3 to 8 carbon atoms,
  • Carbon atom of the radical R 3 is substituted by a heteroatom, preferably oxygen.
  • Perfume composition according to item 1 or 2 characterized in that the
  • Perfume composition one to six odor modulator compounds, preferably one to five odor modulator compounds, more preferably one to four
  • Odor modulator compounds and most preferably one to three
  • Perfume composition according to items 1 to 3 characterized in that the at least one odor modulator compound based on the totality of all fragrances contained in the perfume composition in a weight ratio to a maximum of 1: 9, preferably a maximum of 1: 49, more preferably a maximum of 1: 99, and most preferably a maximum 1: 299 is used.
  • Perfume composition according to items 1 to 4 characterized in that the at least one odor modulator compound in an amount of 2 wt .-% to
  • Perfume composition according to one of the items 1 to 5, characterized in that the at least one odor modulator compound has a molecular weight of less than 250 g mol -1 , preferably less than 225 g mol -1 and even more preferably less than 200 g mol -1 .
  • Odor modulator compound (P) have rated as intensive, the sum of PGMV and P is at least 34.
  • Perfume composition according to one of the items 1 to 9 characterized in that the at least one odor modulator compound has an odor threshold value of less than 100 ppb, preferably less than 75 ppb, more preferably less than 50 ppb, even more preferably less
  • Perfume composition according to one of the items 1 to 10, characterized in that the at least one odor modulator compound is selected from ethyl 2-mercaptopropionate (CAS No. 19788-49-9), 2-mercaptopropionic acid (CAS No. 79-42-5 1-pentanethiol (CAS No. 1 10-66-7), 1,6-hexanedithiol (CAS No. 1 191-43-1), 3-thiohexyl acetate (CAS No. 136954-20-6) , 3-mercaptohexyl butyrate (CAS No.
  • Perfume composition according to one of the items 1 to 1 1, characterized in that the at least one odor modulator compound is selected from ethyl 2-mercaptopropionate (CAS No. 19788-49-9), 2-mercaptopropionic acid (CAS No. 79-42-5), propyl 2-mercaptopropionate (CAS No. 19788-50-2), 2,2- (dithiomethylene ) difuran (CAS No. 4437-20-1), 4-methoxy-2-methylbutanethiol (CAS No. 301-977-9), grapefruit mercaptan (CAS No. 71 159-90-5).
  • Consumer product according to item 13 characterized in that the consumer product is a textile treatment or cleaning agent and contains at least one surfactant selected from anionic, cationic and / or nonionic surfactants.
  • a method for increasing the fragrance intensity of a perfume composition characterized in that at least one of the perfume composition
  • Odor modulator compound according to the general formula (I) is added,
  • R and R 2 each independently represent hydrogen or a radical having from 1 to 3 carbon atoms
  • R 3 is a radical having 3 to 10 carbon atoms
  • radicals R to R 3 are open-chain
  • Carbon atoms of R to R 3 may each be independently substituted by heteroatoms
  • the at least one odor modulator compound of general formula (I) does not contain 3-mercapto-1-hexenol (CAS # -), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexane 1-ol (CAS # 51755-83-0).
  • R and R 2 each independently represent hydrogen or a methyl group, it being preferred that when R is a methyl group and R 2 is hydrogen; and R 3 is a radical having 3 to 10 carbon atoms, preferably a radical having 3 to 8 carbon atoms, in which
  • Carbon atom of the radical R 3 is substituted by a heteroatom, preferably oxygen.
  • Perfume composition one to six odor modulator compounds, preferably one to five odor modulator compounds, more preferably one to four
  • Odor modulator compounds and most preferably one to three
  • Odor modulator compounds are added. Method according to points 15 to 17, characterized in that the at least one odor modulator compound based on the totality of all in the
  • Fragrance substances contained in the perfume composition in a weight ratio of not more than 1: 9, preferably not more than 1:49, more preferably not more than 1:99, and most preferably not more than 1: 299 is used.
  • Perfume composition by the addition of at least one
  • Odor modulator compound (P) have evaluated as intensive, the sum of PGMV and P is at least 34.
  • R and R 2 each independently represent hydrogen or a radical having from 1 to 3 carbon atoms
  • R 3 is a radical having 3 to 10 carbon atoms
  • radicals R to R 3 are open-chain
  • Carbon atoms of R to R 3 may each be independently substituted by heteroatoms
  • the at least one odor modulator compound of general formula (I) does not contain 3-mercapto-1-hexenol (CAS # -), 3-mercapto-3-methyl-1-hexanol (CAS No. 307964-23 4), 3-mercapto-2-methylbutan-1-ol (CAS No. 227456-33-9), 3-mercaptopentan-1-ol (CAS No. 548740-99-4) or 3-mercaptohexane 1-ol (CAS # 51755-83-0).
  • R and R 2 each independently represent hydrogen or a methyl group, it being preferred that when R is a methyl group and R 2 is hydrogen; and R 3 is a radical having 3 to 10 carbon atoms, preferably a radical having 3 to 8 carbon atoms,
  • Carbon atom of the radical R 3 is substituted by a heteroatom, preferably oxygen.
  • a heteroatom preferably oxygen.
  • Perfume composition one to six odor modulator compounds, preferably one to five odor modulator compounds, more preferably one to four
  • Odor modulator compounds and most preferably one to three
  • Odor modulator compounds are used. Use according to the items 27 or 29, characterized in that the at least one odor modulator compound based on the totality of all in the
  • Perfume composition fragrances in a weight ratio to a maximum of 1: 9, preferably not more than 1:49, more preferably not more than 1:99, and most preferably not more than 1: 299 is used.
  • the at least one odor modulator compound has a molecular weight of less than 250 g mol -1 , preferably less than 225 g mol -1 and even more preferably less than 200 g mol -1
  • the at least one odor modulator compound has a molecular weight of less than 250 g mol -1 , preferably less than 225 g mol -1 and even more preferably less than 200 g mol -1
  • Perfume composition by the addition of at least one
  • Odor modulator compound (P) have rated as intensive, the sum of PGMV and P is at least 34.
  • the addition of the at least one odor modulator compound achieves an efficiency factor according to the formula in item 33 of at least 1 .5, more preferably 1.75.
  • Use according to one of the items 27 to 34 characterized in that the at least one odor modulator compound has a ClogP smaller than 2.5, preferably smaller than 2.0.
  • the at least one odor modulator compound has an odor threshold value of less than 100 ppb, more preferably less than 75 ppb, more preferably less than 50 ppb, even more preferably less than 35 ppb, even more preferably less than 10 ppb, most preferably less than 1 ppb.
  • the at least one odor modulator compound is selected from ethyl 2-mercaptopropionate (CAS No. 19788-49-9), 2-mercaptopropionic acid (CAS No. 79-42-5 1-pentanethiol (CAS No. 1 10-66-7), 1,6-hexanedithiol (CAS No.
  • Table 1 Perfume compositions contained in liquid detergents.
  • the efficiency factor E for the perfume composition with GMV from Table 1 versus the perfume composition without GMV is 1.92.
  • washing conditions were carried out with both liquid detergents under the following experimental conditions: washing conditions
  • the odor intensity and the odor profile of the liquid detergents were each evaluated at four different times, namely when looking for product, on a moist
  • Liquid detergent was rated as identical at the time points tested. In addition, no significant differences were observed between the scent profiles of both liquid detergents.
  • the perfume compositions are given in Table 2.
  • Table 2 Perfume compositions contained in liquid dishwashing detergents.
  • the efficiency factor E for the perfume composition with GMV from Table 2 versus the perfume composition without GMV is 1.92.
  • the liquid dishwashing detergents were added in a proper amount (0.6 g).
  • the scent intensity and the scent profile of the rinse liquor were evaluated 15 minutes after the addition of the dishwashing detergent.
  • the scent intensity was evaluated by the same method used to determine the efficiency factor.
  • the fragrance intensity of both liquid WC bricks was rated as identical at the time points tested. In addition, no significant differences were observed between the odor profiles of both liquid dishwashing detergents.
  • Perfume compositions are given in Table 3.
  • Table 3 Perfume compositions contained in the shampoos.
  • the shampoos were dissolved in 35 ° C warm water (2.8 g shampoo / 180 mL water).
  • the efficiency factor E for the perfume composition with GMV from Table 3 versus the perfume composition without GMV is 1.69.

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Abstract

La présente invention concerne une composition de parfum contenant au moins un composé modulateur de fragrance pour augmenter l'intensité du parfum de la composition de parfum, et un produit de consommation contenant une telle composition de parfum. L'invention concerne également un procédé pour augmenter l'intensité du parfum de la composition de parfum, et l'utilisation d'au moins un composé modulateur de parfum pour augmenter l'intensité du parfum de la composition de parfum.
PCT/EP2016/071512 2015-09-17 2016-09-13 Composition de parfum contenant des composés modulateurs de fragrance pour augmenter l'intensité de parfum WO2017046057A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023164398A1 (fr) * 2022-02-25 2023-08-31 International Flavors & Fragrances Inc. Composés pour l'amélioration d'un parfum

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3896175A (en) * 1971-05-27 1975-07-22 Givaudan Corp 3,7-dimethyl-octa-2,6-dienyl-mercaptan
CH576788A5 (en) * 1973-02-02 1976-06-30 Givaudan & Cie Sa Thiolinalool (3,7-dimethyl-3-mercapto-1,6-octadiene) - used as scent-and taste-improving agent in foodstuffs, drinks, cosmetics, etc
US4070308A (en) * 1976-09-15 1978-01-24 International Flavors & Fragrances Inc. α-Oxy(oxo)mercaptan perfume and cologne compositions
US4097396A (en) * 1976-09-15 1978-06-27 International Flavors & Fragrances, Inc. Soaps and detergents containing alpha-oxy(oxo)sulfides as perfumes
EP0982295A2 (fr) * 1998-08-21 2000-03-01 Firmenich Sa Ethers; leur utilisation comme agents parfumants et aromatisants; leur préparation
US6231912B1 (en) * 1997-12-19 2001-05-15 Dragoco Gerberding & Co. Kg Organoleptic substances
US20010031720A1 (en) * 2000-03-08 2001-10-18 Givaudan Sa Organoleptic compositions: use of 3-mercapto alkanoic acid esters as flavor ingredients
EP1249446A2 (fr) * 2001-04-12 2002-10-16 Firmenich Sa Utilisation des dérivés de thio en tant qu'ingrédients pour parfumer et assaisonner
US20020150662A1 (en) * 2000-04-19 2002-10-17 Dewis Mark Lawrence Ethyl 3-mercaptobutyrate as a flavoring or fragrance agent and methods for preparing and using same
WO2010042938A1 (fr) * 2008-10-10 2010-04-15 Takasago International Corporation Matières parfumées et aromatiques contenant un thiol

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102006003092A1 (de) 2006-01-20 2007-07-26 Henkel Kgaa 1-Aza-3,7-dioxabicyclo[3.3.0]octan-Verbindungen und ihre Verwendung als Pro-Fragrances
ES2428729T3 (es) 2006-11-22 2013-11-11 The Procter & Gamble Company Partícula liberadora que contiene un agente beneficioso
JP5833746B2 (ja) 2011-05-26 2015-12-16 ザ プロクター アンド ギャンブルカンパニー 効率的な香料ブルームを含む組成物
DE102013220659B4 (de) 2013-10-14 2024-03-07 Keiper Seating Mechanisms Co., Ltd. Fahrzeugsitz, insbesondere Kraftfahrzeugsitz

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3896175A (en) * 1971-05-27 1975-07-22 Givaudan Corp 3,7-dimethyl-octa-2,6-dienyl-mercaptan
CH576788A5 (en) * 1973-02-02 1976-06-30 Givaudan & Cie Sa Thiolinalool (3,7-dimethyl-3-mercapto-1,6-octadiene) - used as scent-and taste-improving agent in foodstuffs, drinks, cosmetics, etc
US4070308A (en) * 1976-09-15 1978-01-24 International Flavors & Fragrances Inc. α-Oxy(oxo)mercaptan perfume and cologne compositions
US4097396A (en) * 1976-09-15 1978-06-27 International Flavors & Fragrances, Inc. Soaps and detergents containing alpha-oxy(oxo)sulfides as perfumes
US6231912B1 (en) * 1997-12-19 2001-05-15 Dragoco Gerberding & Co. Kg Organoleptic substances
EP0982295A2 (fr) * 1998-08-21 2000-03-01 Firmenich Sa Ethers; leur utilisation comme agents parfumants et aromatisants; leur préparation
US20010031720A1 (en) * 2000-03-08 2001-10-18 Givaudan Sa Organoleptic compositions: use of 3-mercapto alkanoic acid esters as flavor ingredients
US20020150662A1 (en) * 2000-04-19 2002-10-17 Dewis Mark Lawrence Ethyl 3-mercaptobutyrate as a flavoring or fragrance agent and methods for preparing and using same
EP1249446A2 (fr) * 2001-04-12 2002-10-16 Firmenich Sa Utilisation des dérivés de thio en tant qu'ingrédients pour parfumer et assaisonner
WO2010042938A1 (fr) * 2008-10-10 2010-04-15 Takasago International Corporation Matières parfumées et aromatiques contenant un thiol

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023164398A1 (fr) * 2022-02-25 2023-08-31 International Flavors & Fragrances Inc. Composés pour l'amélioration d'un parfum

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