EP3350297A1 - Liquides transparents, en particulier agents de traitement de textiles, contenant une substance odorante et des microcapsules contenant un composé modulateur d'odeur - Google Patents

Liquides transparents, en particulier agents de traitement de textiles, contenant une substance odorante et des microcapsules contenant un composé modulateur d'odeur

Info

Publication number
EP3350297A1
EP3350297A1 EP16766544.7A EP16766544A EP3350297A1 EP 3350297 A1 EP3350297 A1 EP 3350297A1 EP 16766544 A EP16766544 A EP 16766544A EP 3350297 A1 EP3350297 A1 EP 3350297A1
Authority
EP
European Patent Office
Prior art keywords
cas
methyl
modulator compound
methylthio
ethyl
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.)
Ceased
Application number
EP16766544.7A
Other languages
German (de)
English (en)
Inventor
Marouane ANTIR
Sabine SCHÜMANN
Thorsten Bastigkeit
Luca Bellomi
Petra WOLTERY
Frank Sonnenschein
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP3350297A1 publication Critical patent/EP3350297A1/fr
Ceased legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50Perfumes
    • C11D3/502Protected perfumes
    • C11D3/505Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11Encapsulated compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4986Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with sulfur as the only hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00Formulations or additives for perfume preparations
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, 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
    • C11B9/00Essential oils; Perfumes
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, 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
    • C11B9/00Essential oils; Perfumes
    • C11B9/0007Aliphatic compounds
    • C11B9/0015Aliphatic compounds containing oxygen as the only heteroatom
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, 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
    • C11B9/00Essential oils; Perfumes
    • C11B9/0026Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
    • C11B9/0034Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing six carbon atoms
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, 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
    • C11B9/00Essential oils; Perfumes
    • C11B9/0061Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, 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
    • C11B9/00Essential oils; Perfumes
    • C11B9/0069Heterocyclic compounds
    • C11B9/0073Heterocyclic compounds containing only O or S as heteroatoms
    • C11B9/008Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing six atoms
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/02Inorganic compounds ; Elemental compounds
    • C11D3/04Water-soluble compounds
    • C11D3/046Salts
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3746Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3757(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
    • C11D3/3765(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions in liquid compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • C11D1/24Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds containing ester or ether groups directly attached to the nucleus
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29Sulfates of polyoxyalkylene ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10Objects to be cleaned
    • C11D2111/12Soft surfaces, e.g. textile

Definitions

  • the invention relates to transparent liquids, in particular transparent textile treatment compositions containing at least one fragrance and microcapsules, wherein at least one odor modulator compound is contained. Furthermore, the invention relates to a method for providing transparent liquids, in particular transparent textile treatment agents such as liquid detergents or liquid fabric softeners.
  • the consumer associates with a lasting fragrance experience a long-lasting freshness and long-lasting cleanliness. For that reason, the consumer desires perfume compositions that impart a long-lasting fragrance to a substrate.
  • perfume compositions that impart a long-lasting fragrance to a substrate.
  • different methods for prolonging the scent result or methods for retarding the fragrance release are known from the prior art.
  • European Patent EP 1 976 855 B1 describes bicyclic oxazolidines which are used as perfume precursors and release a fragrance by slow hydrolysis, thereby generating a long-lasting fragrance.
  • the 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 a relatively intense fragrance in the short term.
  • encapsulated fragrances has been proven for the scenting of substrates, especially of textile surfaces.
  • the encapsulated fragrances deposit on the surface, especially on and between the fibers of the textile surface, and may release the fragrance by diffusion of the fragrance from the capsule or by mechanically induced rupture of the capsule.
  • composition of the invention should also be able to be provided with any, but specific fragrance profile, which has a long-lasting high intensity of fragrance.
  • transparent, liquid perfume compositions as a microcapsule concentrate for example in the context of providing transparent liquid detergent or softener concentrates, should also be made possible.
  • a first object of the invention for solving this problem is a liquid, transparent composition, in particular as a textile treatment agent containing
  • Odor modulator compound wherein each individual odor modulator compound i) is contained in an amount of 2 wt .-% to 0.000001 wt .-% based on the totality of all the fragrances contained in the composition, and
  • ii) contains at least one heteroatom, wherein the at least one heteroatom
  • iii) has a molecular weight less than 250 g mol
  • Odor modulator compound (P) have rated as intensive, the sum of PGMV and P is at least 34.
  • the fragrance intensity of a liquid composition according to the invention containing microcapsules with at least one odor modulator compound and at least one fragrance is increased not only initially, but in particular also sustainably over a conventional perfume oil and conventional perfume microcapsules. It was particularly surprising that the effect achieved by at least one non-encapsulated odor modulator compound, by the use of at least one microencapsulated odor modulator compound is significantly enhanced again. In this case, effects were achieved, the sum of the individual effects that are achieved by the microencapsulation of at least one fragrance and the addition of at least one odor modulator compound to a perfume oil, usually even exceed, that is act synergistically.
  • a perfume composition of the invention can be stably incorporated into a conventional, especially liquid, consumer product or a highly concentrated consumer product.
  • suspensions of optical effect solids e.g. Pearlescent pigments, speckles or color pigments, a particularly good optical effect when the transparent, liquid composition according to the invention serves as a continuous phase of the suspension of these optical effect solids.
  • a fabric e.g., a composition
  • a fabric is solid according to the definition of the invention when in the solid state at 25 ° C and 1013 mbar.
  • a substance e.g., a composition
  • a substance is liquid as defined by the invention when in the liquid state at 25 ° C and 1013 mbar.
  • a chemical compound is an organic compound when the molecule of the chemical compound contains at least one covalent bond between carbon and hydrogen.
  • a chemical compound is, inversely to the definition of the organic compound, an inorganic compound when the molecule of the chemical compound does not contain a covalent bond between carbon and hydrogen.
  • the transparency of the liquid composition according to the invention can be determined by various methods.
  • the nephelometric turbidity unit (NTU) is often used as a measure of transparency. It is a unit used in water treatment for turbidity measurements in liquids. She is the unit a turbidity of a liquid measured with a calibrated nephelometer. High NTU values are measured for turbid liquids, while low values are determined for clear, transparent liquids.
  • liquids which are detectable to the naked eye in the sense of the invention have turbidity which is perceived as unaesthetic for a transparent composition.
  • the transparency of the compositions according to the invention was determined by a transmission measurement at 500 nm and 20 ° C.
  • the sample is measured in a light guide photometer (Metrohm 662 with turbidity sensor) with a light guide measuring cell with unscrewed mirror at a light path of 2 x 10 mm and a tungsten lamp (3.9 watts) as Lichttle.
  • an agent has a transmission of 55% at 500 nm, it is considered transparent in the sense of the invention. It is preferred if the agent according to the invention has a transmission of 60%, more preferably of 70%, most preferably of 80%.
  • microcapsules include any type of capsule known to those skilled in the art, but in particular core-shell capsules and matrix capsules.
  • Matrix capsules are porous shaped bodies that have a structure similar to a sponge.
  • Core-shell capsules are shaped bodies having a core and a shell.
  • Suitable microcapsules are those capsules which have an average diameter Xso, 3 (volume average) of 0.1 to 200 ⁇ , preferably from 1 to 100 ⁇ , more preferably 5 to 80 ⁇ , more preferably from 10 to 50 ⁇ and in particular from 15 to 40 have ⁇ .
  • the mean particle size diameter X 50.3 is determined by sieving or by means of a particle size analyzer Camsizer from Retsch.
  • microcapsule and “capsule” are used interchangeably for the purposes of the present invention.
  • At least one refers to 1 or more, for example, 2, 3, 4, 5, 6, 7, 8, 9 or more
  • this reference does not refer to absolute quantity of molecules but on the nature of the component.
  • At least one odor modulator compound therefore means, for example, one or more different odor modulator compounds, ie one or more different types of odor modulator compounds. Together with quantities, the quantities given refer to the total amount of the corresponding designated type of ingredient, unless otherwise specified.
  • a composition comprises at least one perfume which contributes substantially to the achievement of a specific odor profile.
  • a fragrance may be present in the form of a fragrance precursor compound or as a free fragrance.
  • a perfume oil is a combination of different fragrances and optionally solvents which produce a specific fragrance profile.
  • a perfume oil may also contain odor modulator compounds.
  • a perfume oil does not comprise any microencapsulated fragrances or microencapsulated odor modulator compounds.
  • fragrance and perfume are used synonymously in the context of the present invention.
  • a fragrance is a compound that has a characteristic odor and contributes to the achievement of a specific fragrance profile of a perfume composition or perfume oil. Fragrances also include those compounds which alter the fragrance profile of a perfume composition such that the fragrance acquires a certain depth, which the person skilled in the art usually knows as the complexity of a fragrance.
  • a fragrance in the context of the present invention has no direct influence on the fragrance intensity of Perfume composition as long as the perfume composition is used at a constant concentration.
  • the fragrance profile of a composition or a perfume oil is the specific fragrance that a consumer perceives due to the fragrances 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, smell agriculturally, aromatic or marine, which can be achieved by the special selection of the individual fragrances in the perfume composition or perfume oil complex fragrance profiles and a floral fragrance can smell, for example, rose, violet or lavender.
  • a scent profile is therefore the characteristic scent of each composition or of each perfume oil, which results from the fragrances used.
  • An odor modulator compound (GMV) in the context of the present invention is a compound which may have a characteristic odor, but in the concentration used, under the test conditions given below, not or not significantly to a change in the fragrance profile of the composition containing at least one fragrance and microcapsules having at least one odor modulator compound.
  • An insignificant change in the odor profile of the composition means that the odor profile may differ slightly from the original odor profile of the perfume composition, but is still recognized by the skilled person as the original odor profile.
  • An odor modulator compound according to the present invention despite its low use concentration has a significant influence on the perceived by the consumer fragrance intensity of the composition according to the invention, 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 microcapsules and 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.
  • 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 being perceived.
  • An odor modulator compound increases the fragrance intensity of the composition of the invention, as described by the efficiency factor (E).
  • the efficiency factor is a measure of the fragrance intensity of two compositions containing identical fragrance combinations, wherein one of the two perfume compositions additionally contains at least one odor modulator compound in the sense of the present invention.
  • a group of at least 34 well-trained individuals assess the intensity of both perfume compositions and determine the perfume composition which smells more intense than the other, wherein the evaluation of the intensity of the perfume compositions in the embodiments of this invention was made by exactly 34 persons trained in the smell.
  • An odor modulator compound increases the fragrance intensity of the perfume composition of the invention such 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.
  • the composition according to the invention comprises at least one odor modulator compound selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-0), ethyl 3-methylthiopropionate (CAS # 13327-56-5), methyl 3-methylthiopropionate (CAS # 13532-18-8), 2,3,5-trimethylpyrazine (CAS # 14667-55-1) , 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS No.
  • furfuryl mercaptan (CAS # 98-02-2), menthofuran (CAS # 494-90-6), homofuranol (CAS # 27538-09-6), furaneol (CAS # No. 3658-77-3), 1- (2-benzofuranyl) ethanone (CAS No. 1646-26-0), nerolione (CAS No. 2391 1 -56-0), Methylcorylon (CAS No. 13494-06-9), sotolone (CAS No. 28664-35-9), furanol methyl ether (CAS No. 4077-47-8), emoxyfurone (CAS No. 698-10-2), 2-ethyl 3,5-dimethylpyrazine (CAS No.
  • the composition according to the invention comprises at least one odor modulator compound selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-0), ethyl 3-methylthiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No. 13532-18-8), 2,3,5-trimethylpyrazine (CAS No. 14667-55-1 ), 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS No. 15679-13-7), 2-ethyl-3-methylpyrazine (CAS) No.
  • 2-acetylpyridine CAS No. 1 122-62-9
  • 2,5-dimethylpyrazine CAS No. 123-32-0
  • ethyl 3-methylthiopropionate CAS No. 13327-56-5
  • methyl 3-methylthiopropionate CAS
  • the specified names of the odor modulator compounds are fundamentally unambiguous within the present application and the skilled person has no problems identifying the corresponding substances, 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. This rule also applies to all other connections within the present application for which both a systematic or trivial name and a CAS number are given.
  • Odor modulator compound an odor modulator compound according to the general formula
  • X is nitrogen, sulfur or CR 3 ;
  • Y is oxygen, sulfur or NR 5 ;
  • R, R 2 and R 5 are each independently hydrogen or radicals of 1 to 6 carbon atoms
  • R 3 and R 4 are each independently hydrogen or 1 to 9 radicals
  • the ring of the formula (I) may each independently contain double bonds at the positions linked by broken lines, with the proviso that the at least one odor modulator compound, when X is nitrogen, is between X and
  • the carbon atoms of the ring of the formula (I) linked to R and R 2 may together form part of an annelated five- or six-membered ring, the
  • R and R 2 are each, independently or in each case, an integral part of the fused ring
  • Carbon atoms of R to R 5 may each be independently substituted by heteroatoms.
  • the positions associated with broken lines may each independently have double bonds.
  • double bonds are especially absent if, due to the choice of X or the radicals R to R 4, the natural valence of the atoms participating in the double bond are already saturated. This means that the atoms involved in the double bond must always be uncharged.
  • X represents sulfur
  • the bond between X and the carbon atom directly linked to R 4 can not be a double bond.
  • the radicals R to R 4 forms a double bond to one of the carbon atoms in the ring of the general formula (I)
  • the corresponding atom in the ring can no longer be involved in a double bond within the ring.
  • the carbon atoms of the ring of the formula (I) linked to R and R 2 may together form part of an annelated five- or six-membered ring, wherein the radicals R and R 2 are each, independently or in each case, an integral part of the fused ring , Annelated in this context means that two carbon rings share a carbon-carbon bond, namely the carbon atoms of the ring of formula (I) linked to R and R 2 , which bond may be a single or double bond.
  • the radicals R and R 2 are only partially integral with the fused ring, the non-integral constituents of the ring of the radicals R and R 2 may be in the form of a side chain of the fused ring, for example.
  • the at least one odor modulator compound according to the general formula (I) preferably contains one to four heteroatoms selected from the group of nitrogen, oxygen or sulfur.
  • Preferred radicals R to R 5 in the general formula (I) are, for example, alkyl groups, alkenyl groups, aryl groups, hydroxy groups, alkanol groups, acyl groups, (alkyl) ester groups, (alkyl) thiol groups, thioether groups and (alkyl) aldehyde groups.
  • the at least one odor modulator compound according to the general formula (I) is selected from 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS no 15679-13-7), 2-isobutylthiazole (CAS No. 18640-74-9), 2-acetylthiazole (CAS No. 24295-03-2), 2,2'- (dithiodimethylene) -difuran (CAS No. 4437-20-1), furfurylmercaptan (CAS No. 98-02-2), menthofuran (CAS No. 494-90-6), homofuranol (CAS No.
  • furaneol (CAS No. 3658-77-3), 1- (2-benzofuranyl) -ethanone (CAS No. 1646-26-0), nerolone (CAS No. 2391 1-56-0), furfural-propylene glycol acetal (CAS No. 4359-54-0), furanol methyl ether (CAS No. 4077-47-8), sulfuryl (CAS No. 137-00-8), benzothiazole (CAS No. 95-16-9) , 4,5-dihydro-3 (2H) thiophenone (CAS No. 1003-
  • the at least one odor modulator compound according to the general formula (I) is selected from 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS) No. 15679-13-7), 2-isobutylthiazole (CAS No. 18640-74-9), 2-acetylthiazole (CAS No. 24295-03-2), 2,2'- (dithiodimethylene) -difuran ( CAS No. 4437-20-1), furfuryl mercaptan (CAS No. 98-02-2), furfural propylene glycol acetal (CAS No. 4359-54-0), menthofuran (CAS No.
  • the at least one odor modulator compound is an odor modulator compound according to the general formula
  • X is nitrogen or CR 8 ;
  • Y is nitrogen, CR or CR R 12 ;
  • R 6 and R 8 independently represents hydrogen or groups of 1 to 10 carbon atoms
  • R 7 and R 9 to R 2 are each independently of one another hydrogen or radicals having 1 to 4 carbon atoms
  • the at least one odor modulator compound when X or Y is nitrogen, between X
  • the carbon atoms of the ring of the formula (II) linked to R 6 and R 7 may together form part of an annelated five- or six-membered ring, the
  • R 6 and R 7 are each, independently or in each case, an integral part of the fused ring
  • Y is not a double bond.
  • the positions associated with broken lines may each independently have double bonds.
  • double bonds are absent in particular if, owing to the choice of Y or the radicals R 6 to R, the natural valence of the atoms participating in the double bond are already saturated. This means that the atoms involved in the double bond must always be uncharged.
  • R 6 to R 2 forms a double bond to one of the carbon atoms in the ring of general formula (II)
  • the corresponding atom in the ring may no longer be involved in a double bond within the ring.
  • the carbon atoms of the ring of the formula (II) linked to R 6 and R 7 may together form part of an annelated five- or six-membered ring, wherein the radicals R 6 and R 7 are each, independently or in each case, an integral part of the fused ring.
  • Annelated in this context means that two carbon rings share a carbon-carbon bond, namely the carbon atoms of the ring of formula (II) linked to R 6 and R 7 .
  • the radicals R 6 and R 7 are only partially integral with the fused ring, the non-integral constituents of the ring of the radicals R 6 and R 7 may be in the form of a side chain of the fused ring, for example.
  • the at least one odor modulator compound according to the general formula (II) preferably contains one to four heteroatoms selected from the group of nitrogen, oxygen or sulfur.
  • Preferred radicals R 6 to R 2 of the general formula (II) are, for example, alkyl, alkenyl, aryl, hydroxy, alkanol, alkoxy, ether, acyl, (alkyl) ester, (alkyl) thiol, thioether and (alkyl) aldehyde groups ,
  • the at least one odor modulator compound according to the general formula (II) is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-9). 0), 2,3,5-trimethylpyrazine (CAS No. 14667-55-1), 2-ethyl-3-methylpyrazine (CAS No. 15707-23-0), 2-acetylpyrazine (CAS No. 22047 -25-2), 2-acetyl-3-methylpyrazine (CAS No. 23787-80-6), 2-isobutyl-3-methoxypyrazine (CAS No.
  • the at least one odor modulator compound according to the general formula (II) is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32 -0), 2,3,5-trimethylpyrazine (CAS No. 14667-55-1), 2-ethyl-3-methylpyrazine (CAS No. 15707-23-0), 2-acetylpyrazine (CAS-No. 22047-25-2), 2-acetyl-3-methylpyrazine (CAS No. 23787-80-6), 2-isobutyl-3-methoxypyrazine (CAS No.
  • Odor modulator compound an odor modulator compound according to the general formula
  • Y is CHR 16 , sulfur, CR 6 R 17 or a carbonyl group
  • R 3 , R 4 and R 7 each independently represent hydrogen or groups of 1 to 4 carbon atoms
  • R 5 and R 6 are each independently of one another hydrogen or radicals having 1 to 8 carbon atoms
  • radicals R 3 to R 7 are open-chain
  • Carbon atoms of the radicals R 3 to R 7 are each independently
  • the at least one is subject
  • X is CHR 14 , sulfur or a carbonyl group
  • Y is CHR 16 , sulfur or a carbonyl group
  • R 3 and R 4 independently represents hydrogen or groups of 1 to 3 carbon atoms
  • R 5 and R 6 are each independently of one another hydrogen or radicals having 1 to 7 carbon atoms
  • radicals R 3 to R 6 are open-chain
  • the radicals R 3 to R 7 of the at least one odor modulator compound of the general formula (III) are open-chain.
  • Open-chain in the sense of the present invention means that none of the radicals R 3 to R 7 as such forms a ring or participates in a ring and also no rings between the individual radicals R 3 to R 7 are formed.
  • open-chain means in particular not that the radicals R 3 to R 7 can not have double or triple bonds between two directly adjacent atoms.
  • the at least one odor modulator compound according to the general formula (III) preferably contains one to four heteroatoms selected from the group of nitrogen, oxygen or sulfur.
  • the at least one odor modulator compound of the general formula (III) is selected from ethyl-3-ol methyl thiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No. 13532-18-8), 4-methylthio-4-methylpentan-2-one (CAS No. 23550- 40-5), S-methylbutanethioate (CAS No. 2432-51-1), 3-methylthio-1-hexanol (CAS No. 51755-66-9), dibutylsulphide (CAS No. 544-40-1 ), Dipropylsulphide (CAS No. 11 1-47-7), 1- (methylthio) -2-butanone (CAS No.
  • the at least one odor modulator compound according to the general formula (III) is selected from ethyl 3-methylthiopropionate (CAS No. 13327-56-5), methyl 3-methylthiopropionate (CAS No. 13532- 18-8), 4-methylthio-4-methylpentan-2-one (CAS No. 23550-40-5), S-methylbutanethioate (CAS No. 2432-51-1), 3-methylthio-1 hexanol (CAS No. 51755-66-9), dibutylsulphide (CAS No. 544-40-1), 1- (methylthio) -pentan-3-one (CAS No.
  • the at least one odor modulator compound is an odor modulator compound according to the general formula
  • R 8 and R 9 each independently represent hydrogen or a radical having 1 to 3 carbon atoms
  • R 20 is a radical having 3 to 10 carbon atoms
  • radicals R 8 to R 20 are open-chain;
  • Carbon atoms of R 8 to R 20 are each independently
  • the at least one odor modulator compound of the general formula (IV) does not contain 3-mercapto-1-hexenol (CAS No. unknown), 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 at least one is subject
  • R 8 and R 9 are each independently of one another hydrogen or a methyl group
  • R 8 is a methyl group and R 9 is hydrogen; and R 20 is a radical having 3 to 10 carbon atoms, preferably a radical having 3 to
  • the radicals R 8 to R 20 of the at least one odor modulator compound of the general formula (IV) are open-chain.
  • Open-chain in the context of the present invention means that none of the radicals R 8 to R 20 as such forms a ring or participates in a ring and also no rings between the individual radicals R 8 to R 20 are formed.
  • open-chain does not mean in particular that the radicals R 8 to R 20 can not have double or triple bonds between two directly adjacent atoms.
  • Odor modulator compound according to the general formula (IV) preferably contain one to four additional heteroatoms selected from the group of nitrogen, oxygen or sulfur, oxygen being particularly preferred.
  • One or more methyl groups, methylene groups, methine groups or quaternary carbon atoms of R to R 20 of the at least one odor modulator compound according to any one of the aforementioned preferred embodiments 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 may be substituted by a heteroatom selected from the group consisting of nitrogen or silicon
  • one or more quaternary carbon atoms may be substituted by silicon.
  • 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:
  • the composition according to the invention contains 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.
  • the expression "the composition contains at least one odor modulator compound” means that the at least one odor modulator compound is present as a constituent of the microcapsules according to the invention, for example in the core of a core-shell capsule.
  • the at least one odor modulator compound is based on the totality of all fragrances contained in the composition according to the invention 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 used, wherein the ratio is always based on the at least one fragrance as such and not on a corresponding fragrance precursor compound.
  • the at least one odor modulator compound is present in an amount of from 2% by weight to 0.000001% by weight, preferably from 1.5% by weight to 0.000001% by weight, more preferably 1.0% by weight. to 0.000001 wt .-%, more preferably from 0.5 wt .-% to 0.000001 wt .-%, most preferably 0.25 wt .-% to 0.000001 wt .-% in the inventive composition, wt .-% in each case based on the All of the fragrances contained in the composition.
  • the small amounts of the individual odor modulator ensures that the fragrance profile of the composition changed at most insignificant, so that a person skilled in the fragrance profile of the original fragrance continues to recognize. Moreover, it is advantageous from an ecological and economic point of view to use only small amounts of the odor modulator compound.
  • the at least one odor modulator compound contains one to five heteroatoms, preferably one to four heteroatoms and most preferably one to three heteroatoms selected from the group N, O or S.
  • the at least one odor modulator compound has a molecular weight of less than 250 g mol -1, preferably less than 225 g mol ", and even more preferably less than 200 g mol" -1.
  • the at least one odor modulator compound has a boiling point of less than 250 ° C, preferably less than 225 ° C, more preferably 200 ° C and most preferably less than 175 ° C.
  • the at least one odor modulator compound is an efficiency factor according to the formula of the invention
  • 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 preferably characterized by a low odor threshold (ODT).
  • the odor threshold value is the lowest odor nor perceptible concentration of a substance.
  • a simple technique for determining the odor threshold value is dynamic olfactometry, where 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.
  • the odor threshold value is measured by the following method:
  • the olfactometer is placed in a specially designed room (measuring room) for the olfactometer, which is odor-neutral, can be well ventilated and, if necessary, can 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 sources of light and noise have been minimized as much as possible.
  • the olfactometer and any devices that come into direct or indirect contact with the odor modulator compound to be evaluated must be odorless and are inert with respect to their reactivity with the odor modulator compounds, such as glass, stainless steel or PTFE.
  • the airflow provided by the olfactometer must be at least 20 L / min, with the opening of the device at which the sensory evaluation is made so that the air velocity in the flowed-through orifice 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. At the time of evaluation of the compounds, the examiners are not affected by disturbing factors such as contact with perfume, food, other stimulants or even by a cold or allergy.
  • the odor modulator compound is used to prepare standardized dilute solutions in an odorless solvent, for example dipropylene glycol (DPG), with the lowest concentration well below the odor threshold. Subsequently, the solutions are measured by means of the olfactometer. The concentration of the compound to be evaluated is gradually increased, each concentration being doubled until the tester perceives an odor. Each odor modulator compound is measured three times each by each examiner and the arithmetic mean of all odor sensed concentrations forms the Odor Threshold (ODT).
  • DPG dipropylene glycol
  • the at least one odor modulator compound is selected from pyrroles, pyridines, pyrazines, thiols, sulfides, thiazoles, thiophenes, furans, oxazolines, oxazoles and / or oxathions.
  • At least one odor modulator compound is included in the microcapsules of feature a).
  • the microcapsules are core-shell capsules, wherein for the purposes of the present invention core-shell capsules are those capsules which have an outer shell preferably a solid wall material at room temperature.
  • the capsule core contains the at least one odor modulator compound according to the invention and preferably at least one fragrance.
  • the core may be liquid or gel-like according to the invention. It is possible that the at least one odor modulator compound is substantially contained as a pure substance in the core of the capsule.
  • those capsules are also conceivable in which the capsule core comprises, in addition to the at least one odor modulator compound, further ingredients, such as solvents, stabilizers or the at least one perfume.
  • the at least one odor modulator compound it is advantageous to encapsulate the at least one odor modulator compound, since the at least one odor modulator compound usually has a relatively low boiling point and high vapor pressure at the same time, causing the at least one odor modulator compound to volatilize relatively quickly.
  • the advantageous effect of the at least one odor modulator compound can also be provided over a relatively long period of time.
  • composition of the invention contains the microcapsules preferably in an amount of 0.0005 to 0.15 wt .-%, particularly preferably from 0.001 to 0, 1 wt .-%, most preferably from 0.01 to 0, 1 wt. %.
  • the capsules which can be used according to the invention are preferably water-insoluble capsules.
  • the water insolubility of the capsules has the advantage that they can thereby outlast the washing or cleaning process and thus be able to produce the at least one Odor modulator compound and preferably the at least one fragrance after the aqueous washing or cleaning process - for example, when drying by increasing the temperature or, for example, by exposure to sunlight while wearing clothes or friction surface - release.
  • the microcapsules have a semipermeable capsule wall (shell) and the core of the capsule at least 50% by weight of the at least one odor modulator compound, such capsules preferably being free of perfumes.
  • a semipermeable capsule wall is a capsule wall which is semipermeable, ie it releases small quantities of the capsule core continuously over time, without the capsule having to be filled, for example. was damaged or opened by friction.
  • Such capsules whose core contains at least 50% by weight of the at least one odor modulator compound, continuously release small amounts of the at least one odor modulator compound over an extended period of time, resulting in an initial and prolonged increase in fragrance intensity.
  • the microcapsules have an impermeable shell and the capsule core in addition to the at least one odor modulator compound at least 70 wt .-%, preferably at least 80 wt .-% and most preferably at least 85 wt .-% of the at least one fragrance ,
  • An impermeable shell in the sense of the present invention is a capsule wall which is substantially impermeable, that is to say releases the capsular core only by damaging or opening the capsule.
  • Such capsules contain significant amounts of the at least one perfume in the capsule core, so that a very intense fragrance is provided when damaged or when the capsule is opened.
  • the resulting scent intensities are usually so high that lower amounts of the microcapsules can be used to achieve the same scent intensity as conventional microcapsules.
  • the composition of the invention in particular a textile treatment agent according to the invention, both microcapsules with semipermeable shell, so also microcapsules with impermeable shell.
  • composition according to the invention may also contain two or more different microcapsule types with semipermeable or impermeable shell.
  • materials for the shell of the capsules are usually high molecular compounds in question such as protein compounds such as gelatin, albumin, casein and others, cellulose derivatives such as methyl cellulose, ethyl cellulose, cellulose acetate, Cellulose nitrate, carboxymethylcellulose and other and especially synthetic polymers such as polyamides, polyethylene glycols, polyurethanes, epoxy resins and others.
  • Capsules according to the invention are described, for example, but not exclusively, in US 2003/0125222 A1, DE 10 2008 051 799 A1 or WO 01/49817.
  • Preferred melamine-formaldehyde microcapsules are prepared by reacting melamine-formaldehyde precondensates and / or their C 1 -C 4 -alkyl ethers in water in which the at least one odor modulator compound and optionally further ingredients, such as e.g. at least one perfume condensed in the presence of a protective colloid.
  • Suitable protective colloids are e.g.
  • Cellulose derivatives such as hydroxyethylcellulose, carboxymethylcellulose and methylcellulose, polyvinylpyrrolidone, copolymers of N-vinylpyrrolidone, polyvinyl alcohols, partially hydrolyzed polyvinyl acetates, gelatin, gum arabic, xanthan gum, alginates, pectins, degraded starches, casein, polyacrylic acid, polymethacrylic acid, copolymers of acrylic acid and methacrylic acid, sulfonic acid group-containing water-soluble polymers containing sulfoethyl acrylate, sulfoethyl methacrylate or sulfopropyl methacrylate, as well as polymers of N- (sulfoethyl) -maleimide, 2-acrylamido-2-alkylsulfonic acids, styrenesulfonic acids and formaldehyde and condensates of phenolsulfonic acids
  • At least one cationic polymer of polyquaternium-1, polyquaternium-2, polyquaternium-4, polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-8, polyquaternium-9, polyquaternium-10 is suitable as cationic polymer for coating the microcapsules , Polyquaternium-1, Polyquaternium-12, Polyquaternium-13, Polyquaternium-14, Polyquaternium-15, Polyquaternium-16, Polyquaternium-17, Polyquaternium-18, Polyquaternium-19, Polyquaternium-20, Polyquaternium-22, Polyquaternium-24, Polyquaternium-27, Polyquaternium-28, Polyquaternium-29, Polyquaternium-30, Polyquaternium-31, Polyquaternium-32, Polyquaternium-33, Polyquaternium-34, Polyquaternium-35, Polyquaternium-36,
  • cationic polymers used in the context of this application are taken from the declaration of cationic polymers according to the International Nomenclature of Cosmetic Ingredients (INCI Declaration) of cosmetic raw materials.
  • usable capsules have average diameters Xso, 3 in the range of 1 to 100 ⁇ , preferably from 5 to 95 ⁇ , in particular from 10 to 90 ⁇ , for example from 10 to 80 ⁇ .
  • the shell of the capsules surrounding the core or (filled) cavity preferably has an average thickness in the range from about 5 to 500 nm, preferably from about 50 nm to 200 nm, in particular from about 70 nm to about 180 nm.
  • the liquid composition according to the invention preferably contains water. It is preferred that the composition of the invention more than 5 wt .-%, preferably more than 15 wt .-% and particularly preferably more than 25 wt .-%, water.
  • non-aqueous solvents can be added to the compositions according to the invention.
  • Suitable non-aqueous solvents include mono- or polyhydric alcohols, alkanolamines or glycol ethers, provided that they are miscible with water in the specified concentration range.
  • the solvents are preferably selected from ethanol, n-propanol, i-propanol, butanols, glycol, propanediol, butanediol, methylpropanediol, glycerol, diglycol, propyldiglycol, butyldiglycol, hexyleneglycol, ethylene glycol methyl ether,
  • composition of the invention contains an alcohol, in particular ethanol and / or glycerol, in amounts of between 0.5 and 5 wt .-%.
  • the composition according to the invention contains at least one surfactant selected from anionic, cationic or nonionic surfactants.
  • the liquid composition according to the invention is designed as a washing or cleaning agent, in particular as a transparent detergent for textiles, sulfonates and / or sulfates are preferably used as the anionic surfactant.
  • the preferred total amount of anionic surfactant in the washing or cleaning agent, in particular a transparent liquid detergent for textiles, is 7.5 to 65.0 wt .-% and preferably 20.0 to 45% by weight, each based on the total agent.
  • surfactants of the sulfonate type are preferably C9-i3-alkylbenzenesulfonates,
  • Olefinsulfonate ie mixtures of alkene and hydroxyalkanesulfonates and disulfonates, as they are for example from Ci2-is-monoolefins with terminal or internal double bond by sulfonating with gaseous sulfur trioxide and subsequent alkaline or acid hydrolysis the sulfonation obtained.
  • C9-i3-Alkylbenzenesulfonates are particularly preferred.
  • 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 acid monoesters of the straight-chain or branched C7-2i alcohols ethoxylated with from 1 to 6 mol of ethylene oxide, such as 2-methyl-branched C9-11 alcohols having on average 3.5 moles of ethylene oxide (EO) or C12-C10 fatty alcohols with 1 to 4 EO, according to the invention are particularly suitable surfactants of the sulfate type.
  • 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 used in inventive
  • 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
  • Suitable QACs are 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- [2- [2- [p- (1,1,3,3-tetramethylbutyl) -phenoxy] -ethoxy] -ethyl] benzylammonium chloride), dialkyldimethylammonium chlorides such as di-n-decyldimethylammonium chloride, didecyldimethylammonium bromide, dioc
  • Particularly suitable for providing transparent, liquid compositions is at least one cationic surfactant obtainable by the reaction of
  • (Iii) at least one quaternizing agent for quaternization of at least one amino group contained in the reaction product.
  • dicarboxylic acids which in principle can be considered as starting materials for the purposes of the invention include those of the formula (II) in which X is an optionally
  • hydroxy substituted, straight or branched alkylene group having 1 to 8 carbon atoms include, without limitation, succinic acid, maleic acid, glutaric acid, and especially adipic acid.
  • X is preferably ethane-1,2-diyl, propane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, hexane-1,4-diyl or cyclohexane-1, 4- diyl, more preferably for butane-1, 4-diyl.
  • the dicarboxylic acid according to formula (K-1) is adipic acid.
  • RCO is preferably an aliphatic, linear or branched acyl radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds. Typical examples include, but are not limited to,
  • Caproic acid caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid,
  • Elaidic acid petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid, and their technical mixtures, e.g. in the pressure splitting of natural fats and oils, in the reduction of aldehydes from the Roelen oxo synthesis or the dimerization of unsaturated fatty acids.
  • stearic acid Preference is given to stearic acid, isostearic acid, palmitic acid, myristic acid, lauric acid,
  • Capric acid caprylic acid, 2-ethylhexanoic acid, 2-octyldodecanoic acid, caproic acid, oleic acid, linoleic acid, linolenic acid, partially cured coconut fatty acid, palm oil fatty acid, palm kernel fatty acid,
  • R in formula (K-II) is particularly preferably a linear or branched Cs to C21 hydrocarbon radical having 0 to 3 double bonds.
  • the monocarboxylic acid of formula (K-II) is stearic acid.
  • Alkanolamines of the formula (K-III) which are suitable as central nitrogen compounds for the purposes of the invention contain a hydroxyalkane radical (alkanol radical) having 2 to 6 carbon atoms, preferably 2 to 4 carbon atoms.
  • alkanol radical alkanol radical
  • triethanolamine is used.
  • the at least one cationic surfactant comprises at least one compound of the formula (K1)
  • X is a saturated or unsaturated hydrocarbon radical having 1 to 10 carbon atoms, in particular butane-1, 4-diyl
  • A is a (C 2 to C 6) alkanediyl group, in particular for ethane-1, 2-diyl
  • R is a (C 2 to C 4) -hydroxyalkyl group or a (C 6 to C 22) -acyloxy (C 2 to C 4) -alkyl group, in particular 2-hydroxyethyl or 2 - ((C 6 to C 22 Acyloxy) ethyl, R 2 is methyl or ethyl
  • R 3 and R 4 are each independently hydrogen or (C 6 to C 22) acyl
  • n is 1 or 2 and Z is any anion, especially methylsulfate, with the proviso in that according to formula (K1) at least one of the groups R, R 3 or R 4 comprises a (C 6 to C 22) acyl radical.
  • Cationic surfactants if they are present, are preferably present 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 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 linear and methyl-branched radicals in the mixture can contain, 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, C12-14 alcohols with 4 EO or 7 EO, Cg-n-alcohol with 7 EO, cis-is alcohols with 5 EO, 7 EO or 8 EO, C12-18 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 -18 fatty alcohol with 7 EO and 2-propylheptanol with 7 EO.
  • the agent according to the invention particularly preferably contains a C12-18 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 a composition according to the invention if it contains nonionic surfactant, preferably 0.1 to 25 wt .-% and preferably 7 to 22 wt .-%, each based on the total agent.
  • the composition of the invention may additionally contain other ingredients which further improve the performance and / or aesthetic properties of the composition depending on the intended use.
  • compositions according to the invention in particular if they are suitable as textile treatment agents (for example as detergents or softeners), builders, bleaches, bleach activators, bleach catalysts, esterquats, silicone oils, emulsifiers, thickeners, electrolytes, pH adjusters, fluorescers, dyes , Hydrotropes, antifoaming agents, antiredeposition agents, solvents, enzymes, optical brighteners, grayness inhibitors, shrinkage inhibitors, crease inhibitors, dye transfer inhibitors, color protectants, wetting improvers, antimicrobial agents, germicides, fungicides, antioxidants, corrosion inhibitors, preservatives, antistatic agents, ironing auxiliaries, repellents and impregnating agents, polymers, Swelling and anti-sliding agents and UV absorbers included.
  • textile treatment agents for example as detergents or softeners
  • builders bleaches, bleach activators, bleach catalysts, esterquats, silicone oils, emulsifiers, thickeners, electroly
  • compositions according to the invention are in each case based on the intended use of the agents in question, and the person skilled in the art is fundamentally familiar with the orders of magnitude of the ingredients to be used or can refer to them from the corresponding specialist literature.
  • the surfactant content will be higher or lower.
  • a composition suitable for use according to the invention as a textile treatment or cleaning agent preferably contains at least one water-soluble, organic and / or water-soluble, inorganic builder.
  • the water-soluble organic builder substances include polycarboxylic acids, in particular citric acid, adipic acid, succinic acid, glutaric acid, malic acid, tartaric acid, maleic acid, fumaric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid and ethylenediaminetetraacetic acid and polyaspartic acid, polyphosphonic acids, in particular aminotris (methylenephosphonic acid), ethylenediamine tetrakis (Methylenephosphonic) 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 of these,
  • 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 be used, 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 percent by weight aqueous solutions. All of the acids mentioned are generally used in the form of their water-soluble salts, in particular their alkali metal salts.
  • Preferred salts are the salts of polycarboxylic acids such as citric acid, adipic acid, succinic acid, glutaric acid, tartaric acid, sugar acids and mixtures thereof.
  • 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 hydrous, compositions according to the invention.
  • Aftertreatment agents such as e.g. Softener, may optionally also be free of organic builder.
  • a composition suitable for use according to the invention as a textile treatment or cleaning agent preferably contains at least one enzyme.
  • Suitable enzymes include those from the class of 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.
  • An optical brightener is preferably stilbenedisulfonic acids from the substance classes of distyrylbiphenyls, the stilbenes, the 4,4 'diamino-2,2', coumarins, the dihydroquinolinones, the 1, 3-diaryl pyrazolines, naphthalimides of the benzoxazole systems, benzisoxazole systems, benzimidazole systems, heterocyclic substituted pyrene derivatives, and mixtures thereof.
  • optical brighteners include disodium 4,4'-bis (2-morpholino-4-anilino-s-triazin-6-ylamino) stilbene disulfonate (available, for example, as Tinopal® DMS from BASF SE), disodium 2,2 '.
  • compositions according to the invention which are suitable as textile treatment or cleaning compositions may also contain components which have a positive influence on the oil and grease washability from textiles, so-called soil release active ingredients. This effect becomes particularly apparent when a fabric is soiled several times before with a product containing it oil and fat dissolving component, was washed.
  • 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 ethers, 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 of ethylene terephthalates and / or polyethylene glycol terephthalates or anionic and / or nonionic modified derivatives of this.
  • 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 dye transfer inhibitor is a polymer or copolymer of cyclic amines such as vinylpyrrolidone and / or vinylimidazole.
  • Suitable color transfer inhibiting polymers include polyvinylpyrrolidone (PVP), polyvinylimidazole (PVI), copolymers of vinylpyrrolidone and vinylimidazole (PVP / PVI), polyvinylpyridine-N-oxide, poly-N-carboxymethyl-4-vinylpyridium chloride, polyethylene glycol-modified copolymers of vinylpyrrolidone and vinylimidazole and mixtures thereof.
  • polyvinylpyrrolidone PVP
  • polyvinylimidazole PVI
  • copolymers of vinylpyrrolidone and vinylimidazole PVP / PVI
  • the polyvinylpyrrolidones (PVP) used preferably have an average molecular weight of 2,500 to 400,000 and are commercially available from ISP Chemicals as PVP K 15, PVP K 30, PVP K 60 or PVP K 90 or from BASF as Sokalan® HP 50 or Sokalan® HP 53 available.
  • the copolymers of vinylpyrrolidone and vinylimidazole (PVP / PVI) used preferably have a molecular weight in the range from 5,000 to 100,000.
  • PVP / PVI copolymer for example from BASF under the name Sokalan® HP 56.
  • Another extremely preferred color transfer inhibitor are polyethylene glycol-modified copolymers of vinylpyrrolidone and Vinylimidazole, which are available, for example, under the name Sokalan® HP 66 from BASF.
  • liquid composition according to the invention additionally contains at least one thickener, preferably at least one copolymer of an ethylenically unsaturated carboxylic acid.
  • the thickener is preferably present in an amount of from 0.05% to 2% by weight, more preferably from 0.1% to 1% by weight, most preferably from 0.4% to 0.6% by weight.
  • composition according to the invention contains at least one polymeric thickener.
  • a polymeric thickener is a thickening polymer having an average molecular weight (M w ) of at least 1000 g / mol.
  • the polymeric thickener is preferably present in an amount of from 0.05% to 2% by weight, more preferably from 0.1% to 1% by weight, most preferably from 0.4% to 0.6% by weight.
  • Preferred polymeric thickeners are polymers, in particular copolymers, of an ethylenically unsaturated carboxylic acid (in particular polymers or copolymers of acrylic acid, polymers or copolymers of methacrylic acid or mixtures thereof), polysaccharides such as starch, hydroxyalkyl starch, cellulose, hydroxyalkylcellulose.
  • Said copolymers of an ethylenically unsaturated carboxylic acid are, for example, selected from polyalkenyl polyethers, especially allyl ethers of sucrose or pentaerythritol-crosslinked homopolymer of acrylic acid (INCI declaration according to "International Dictionary of Cosmetic Ingredients” of "The Cosmetic, Toiletry and Fragrance Association (CTFA)”: carbomer).
  • Such crosslinked polyacrylic acids can be obtained from 3V Sigma as Polygel®, for example Polygel DA, and from Noveon as Carbopol®, for example Carbopol 940 (M w approx. 4,000,000), Carbopol 941 (M w approx. 1. 250,000) or Carbopol 934 (M w approx. 3,000,000).
  • Preferred copolymers of an ethylenically unsaturated carboxylic acid are selected from:
  • Copolymers of two or more monomers selected from acrylic acid, methacrylic acid and their esters with C 1-4 -alkanols (INCI acrylates copolymer), particular preference is given to copolymers of methacrylic acid, butyl acrylate and methyl methacrylate (CAS number according to Chemical Abstracts Service: 25035 -69-2) or copolymers of butyl acrylate and methyl methacrylate (CAS 25852-37-3), for example, available from Rohm & Haas as Aculyn® and Acusol® or from Evonik (Goldschmidt) as Tego® polymer, eg anionic and non-associative polymers Aculyn 33 (crosslinked), Acusol 810, Acusol 823 and Acusol 830 (CAS 25852-37-3);
  • crosslinked acrylic acid copolymer in particular copolymers of Cio-30-alkyl acrylate with one or more monomers selected from acrylic acid, methacrylic acid, and their esters with Ci- 4-alkanols crosslinked with an allyl ether of sucrose or pentaerythritol (INCI Acrylates / C 10-30 alkyl acrylate crosspolymer), which are available, for example, from Noveon as Carbopol®, eg hydrophobized Carbopol ETD 2623 and Carbopol 1382 (INCI Acrylates / C 10-30 alkyl acrylate crosspolymer) or Carbopol Aqua 30 (formerly Carbopol EX 473) are available.
  • composition according to the invention most preferably contains at least one polymeric thickener which is obtained by copolymerization of at least the following monomers: (i) acrylic acid or methacrylic acid, (ii) at least one ester of acrylic acid with one and / or at least one ester of methacrylic acid with a C 1-4 -alkanol, (iii) optionally at least one monomer of the formula (M1)
  • R is a hydrogen atom or a methyl group
  • R 2 is a (Cs-C30) -alkyl group
  • A is a group * - (CH 2 CH 2 O) x- * where x is an integer from 5 to 35, a group * - (CH 2 CHMeO) y- * where y is an integer from 5 to 35 or a group * - (CH2CH20) x- (CH2CHMeO) y- * where the sum x + y is an integer from 5 to 35 and x and y are greater than zero.
  • Preferred polymeric thickeners from the group of polysaccharides are selected from at least one compound of the group which is formed from starch, dextrin, carboxymethyl starch, cellulose, carboxymethylcellulose, hydroxyethylcellulose, xanthan gum, carrageenan, guar gum, and gum arabic.
  • composition according to the invention contains as thickening agent at least one polymeric thickener selected from copolymers of at least one ethylenically unsaturated carboxylic acid and at least one polymeric thickener selected from polysaccharide. It is again preferred if the composition of the invention as a thickener
  • the composition according to the invention additionally contains at least one inorganic salt.
  • the inorganic salt is more preferably in an amount of 0.1 to 1, 5 wt .-%, in particular from 0.2 to 1, 2 wt .-%, most preferably from 0.3 to 1, 0 wt. %, contain.
  • Preferred inorganic salts are selected from inorganic salts of monovalent metal cations. Particularly preferred inorganic salts are sodium chloride, sodium sulfate, potassium chloride, potassium sulfate or mixtures thereof.
  • Acrylic acid or methacrylic acid (ii) at least one ester of acrylic acid with a 0-4-alkanol and / or at least one ester of methacrylic acid with a Ci-4-alkanol, (iii) and preferably at least one monomer of the above formula (M1), and
  • water-free to anhydrous liquid compositions according to the invention may be present in pre-portioned form, the composition according to the invention being filled into a water-soluble casing and thus being part of a water-soluble packaging.
  • the content of water is less than 10% by weight based on the total agent and that anionic surfactants, if present, are in the form of their ammonium salts.
  • the transparent, liquid compositions according to the invention are outstandingly suitable as a continuous phase for producing a suspension of optical effect solids.
  • a second aspect of the invention is therefore a suspension of optical effect solids selected from pearlescent pigments, speckles, dye pigments and mixtures thereof. This suspension is more visually appealing than an equally acceptable in scenting performance suspension with conventional perfume microcapsules without said odor modulation compound.
  • Pearlescent pigments are pigments that have a pearlescent shine.
  • Pearlescent pigments consist of thin leaflets that have a high refractive index and partially reflect the light and are partially transparent to the light.
  • the pearlescent shine is through Interference of the incident on the pigment light generated (interference pigment).
  • Pearlescent pigments are usually thin flakes of the abovementioned material, or contain the abovementioned material as thin multilayer films or as components arranged in parallel in a suitable support material.
  • the pearlescent pigments which can be used according to the invention are either natural pearlescent pigments, e.g. Fish silver (guanine / hypoxanthine mixed crystals from fish scales) or mother-of-pearl (from ground mussel shells), monocrystalline platelet-shaped pearlescent pigments, e.g. Bismuth oxychloride and perglaze pigments based on mica and mica / metal oxide.
  • the latter pearlescent pigments are mica, which have been provided with a metal oxide coating.
  • Mica-based and mica / metal oxide-based pearlescent pigments are preferred according to the invention.
  • Mica belongs to the layer silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite.
  • the mica predominantly muscovite or phlogopite, is coated with a metal oxide. Suitable metal oxides include u. ⁇ 2, CteCb and Fe2Ü3.
  • interference pigments and color luster pigments are obtained as pearlescent pigments according to the invention.
  • these pearlescent pigment types also have color effects.
  • the pearlescent pigments which can be used according to the invention can furthermore contain a color pigment which does not derive from a metal oxide.
  • the grain size of the pearlescent pigments preferably used is preferably at a mean diameter ⁇ , 3 (volume average) between 1.0 and 100 ⁇ , more preferably between 10.0 and 60.0 ⁇ .
  • speckles are understood to be macrocapeins which have an average diameter Xso, 3 (volume average) of more than 300 ⁇ m, in particular from 300 to 1500 ⁇ m, preferably from 400 to 1000 ⁇ m.
  • Speckles are preferably matrix capsules.
  • the matrix is preferably colored.
  • the matrix formation takes place, for example, via gelation, polyanion-polycation interactions or polyelectrolyte-metal ion interactions and is well known in the prior art as well as the production of particles with these matrix-forming materials.
  • An exemplary matrix-forming material is alginate.
  • an aqueous alginate solution which optionally additionally contains the active ingredient to be enclosed or the active ingredients to be enclosed, is dripped off and then cured in a precipitation bath containing Ca 2+ ions or Al 3+ ions.
  • a precipitation bath containing Ca 2+ ions or Al 3+ ions.
  • matrix-forming materials can be used instead of alginate.
  • a third subject of the invention is a process for scenting a substrate (in particular textiles) in which the composition of the first or second subject of the invention is brought into contact with the substrate (in particular textiles), optionally as a dilution.
  • the process according to the invention is particularly preferably a textile treatment process in which textiles are introduced into a washing machine, in particular a household washing machine, the composition of the first or second subject of the invention for producing a dilute, aqueous application mixture is introduced into said washing machine, the textiles with this application mixture in Contact us.
  • the textiles may come into contact with the composition of the first or second subject of the invention during the washing cycle and / or in the rinsing step.
  • Liquid, transparent composition in particular as a textile treatment agent
  • Odor modulator compound wherein each individual odor modulator compound i) is contained in an amount of 2 wt .-% to 0.000001 wt .-% based on the totality of all the fragrances contained in the composition, and
  • ii) contains at least one heteroatom, wherein the at least one heteroatom
  • iii) has a molecular weight less than 250 g mol
  • Odor modulator compound (P) have rated as intensive, the sum of PGMV and P is at least 34.
  • furfurylmercaptan (CAS No. 98-02-2), menthofuran (CAS # 494-90-6), homofuranol (CAS # 27538-09-6), furaneol (CAS # 3658-77-3), 1- (2 Benzofuranyl) -ethanone (CAS No. 1646-26-0), nerolone (CAS No. 2391 1-56-0), methylcorylon (CAS No. 13494-06-9), sotolone (CAS No. No. 28664-35-9), furanol methyl ether (CAS No. 4077-47-8), emoxyfurone (CAS No. 698-10-2), 2-ethyl-3,5-dimethylpyrazine (CAS No.
  • composition according to item 1 comprising at least one odor modulator compound according to the general formula (I), Formula (I),
  • X is nitrogen, sulfur or CR 3 ;
  • Y is oxygen, sulfur or NR 5 ;
  • R, R 2 and R 5 are each independently hydrogen or radicals of 1 to 6 carbon atoms
  • R 3 and R 4 are each independently hydrogen or 1 to 9 radicals
  • the ring of the formula (I) may each independently contain double bonds at the positions linked by broken lines, with the proviso that the at least one odor modulator compound, when X is nitrogen, is between X and
  • the carbon atoms of the ring of the formula (I) linked to R and R 2 may together form part of an annelated five- or six-membered ring, where the radicals
  • R and R 2 are each, independently or in each case, an integral part of the fused ring
  • R to R 5 may each be independently substituted by heteroatoms.
  • composition according to item 4 characterized in that the at least one
  • Odor modulator compound is selected from 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS No. 15679-13-7), 2-isobutylthiazole (CAS No. 1-chloro-4-methylthiazole). 18640-74-9), 2-acetylthiazole (CAS No. 24295-03-2), 2,2 '- (dithiodimethylene) -difuran (CAS No. 4437-20-1), furfurylmercaptan (CAS-No. 98-02-2), menthofuran (CAS No. 494-90-6), homofuranol (CAS No. 27538-09-6), furaneol (CAS No.
  • furfurylideneacetone (CAS No. 10881 1-61-6), 4-butyroxy-2,5-dimethyl-3 (2H) -furanone (CAS No. 1 14099-96 6), 2-acetylfuran (CAS No. 1 192-62-7), 2-acetyl-5-methylfuran (CAS-No. 1 193-79-9), 2,4,5-trimethylthiazole (CAS No. 13623-1 1-5), 2-methyl-5-thiomethylfuran (CAS No. 13678-59-6), furfuryl thioacetate (CAS No. 13678-68-7),
  • Furfurylmethylsulphide (CAS No. 1438-91-1), 1- (2-furanylmethyl) -1H-pyrrole (CAS No. 1438-94-4), 2-butylthiophene (CAS No. 1455-20-5 ), 4-methyl-5-vinylthiazole (CAS No. 1759-28-0), 2- (1-methylpropyl) thiazole (CAS No. 18277-27-5), 2-hexylthiophene (CAS No. 18794 -77-9)
  • Furfuryl isopropylsulphide (CAS No. 1883-78-9), 2,4,5-trimethyloxazole (CAS No. 20662-84-4), 2-methyl-2-thiazoline (CAS No. 2346-00-1) , 2-methylthiazolidine (CAS No. 24050-16-6), 2-methyltetrahydrofuran-3-thioacetate (CAS No. 252736-41 -7), 2-methyl-3-furanthiol (CAS No. 28588-74 -1), bis (2-methyl-3-tetrahydrofuran) disulphide (CAS No. 28588-75-2), 3 (5-methyl-2-furyl) butanal (CAS No. 31704-80-0) , 2-methyltetrahydrofuran-3-one (CAS No.
  • Furfuryl acetate (CAS No. 623-17-6), 3- (2-furyl) acrolein (CAS No. 623-30-3), 2-thienylmercaptan (CAS No. 6258-63-5), 2, 5-dimethylthiophene (CAS # 638-02-8), 4-methyl-5-thiazoleethanolacetate (CAS # 656-53-1), 4-methylthiazole (CAS # 693-95-8), 2 -Furyl-2-propanone (CAS No. 6975-60-6), 2-methyl-3- (2-furyl) -prop-2-enal (CAS No. 874-66-8), 2-octylthiophene (CAS No.
  • composition according to one of the items 4 or 5, characterized in that the at least one odor modulator compound is selected from 2-ethyl-4-methylthiazole (CAS No. 15679-12-6), 2-isopropyl-4-methylthiazole (CAS-No 15679-13-7), 2-isobutylthiazole (CAS No. 18640-74-9), 2-acetylthiazole (CAS No. 24295-03-2), 2,2 '- (dithiodimethylene) -difuran (CAS No. 4437-20-1), furfuryl mercaptan (CAS No. 98-02-2), furfural propylene glycol acetal (CAS No. 4359-54-0), menthofuran (CAS No.
  • Composition according to item 1 comprising at least one odor modulator compound according to the general formula (II),
  • X is nitrogen or CR 8 ;
  • Y is nitrogen, CR or CR R 12 ;
  • R 6 and R 8 independently represents hydrogen or groups of 1 to 10 carbon atoms
  • R 7 and R 9 to R 2 are each independently of one another hydrogen or radicals having 1 to 4 carbon atoms
  • the at least one odor modulator compound when X or Y is nitrogen, between X
  • the carbon atoms of the ring of formula (II) linked to R 6 and R 7 may together form part of an annelated five- or six-membered ring, the radicals R 6 and R 7 are each, independently or in each case, an integral part of the fused ring; and
  • composition according to item 7 characterized in that the at least one odor modulator compound is selected from 2-acetylpyridine (CAS No. 1 122-62-9), 2,5-dimethylpyrazine (CAS No. 123-32-0), 2 , 3,5-trimethylpyrazine (CAS No. 14667-55-1), 2-ethyl-3-methylpyrazine (CAS No. 15707-23-0), 2-acetylpyrazine (CAS No. 22047-25-2 ), 2-acetyl-3-methylpyrazine (CAS No. 23787-80-6), 2-isobutyl-3-methoxypyrazine (CAS No.
  • composition according to item 1 comprising at least one odor modulator compound according to the general formula (III),
  • X is CHR 4 , sulfur or a carbonyl group
  • Y is CHR 16 , sulfur, CR 6 R 17 or a carbonyl group
  • R 3 , R 4 and R 7 each independently represent hydrogen or groups of 1 to 4 carbon atoms
  • R 5 and R 6 are each independently of one another hydrogen or radicals having 1 to 8 carbon atoms
  • radicals R 3 to R 7 are open-chain
  • Carbon atoms of the radicals R 3 to R 7 are each independently
  • composition according to item 10 characterized in that
  • X is CHR 14 , sulfur or a carbonyl group
  • Y is CHR 16 , sulfur or a carbonyl group
  • R 3 and R 4 are each independently hydrogen or 1 to 3 radicals Carbon atoms
  • R 5 and R 6 are each independently of one another hydrogen or radicals having 1 to 7 carbon atoms
  • radicals R 3 to R 6 are open-chain
  • Dipropylsulphide (CAS No. 11 1-47-7), 1- (methylthio) -2-butanone (CAS No. 13678-58-5), 3-acetylthiohexylacetate (CAS No. 136954-25-1) , 1-methylthio-2-propanone (CAS No. 14109-72-9), S-methylthioacetate (CAS No. 1534-08-3), bis (methylthio) methane (CAS No. 1618-26- 4), 3-methylthiobutanal (CAS No. 16630-52-7), 3- (methylthio) propyl acetate (CAS No. 16630-55-0), 3- (methylthio) propyl butyrate (CAS No.
  • Ethylpropyl disulphide (CAS No. 30453-31-7), 3-methylthiopropanal (CAS No. 3268-49-3), 4- (methylthio) -2-butanone (CAS No. 34047-39-7), 3 Methylthiohexanal (CAS No. 38433-74-8), 3-methylthiopropylamine (CAS No. 4104-45-4), S-methyl-2-methylbutanethioate (CAS No. 42075-45-6), isopropyl disulphide (CAS No. 4253-89-8), ethyl 2- (methylthio) acetate (CAS No. 4455-13-4), ethyl 2-methyl-2-methylthiopropionate (CAS No.
  • Amylmethyldisulphide (CAS No. 72437-68-4), methylthiomethylhexanoate (CAS No. 74758-91-1), methylthiomethylbutyrate (CAS No. 74758-93-3), isoamyl-3-methylthiopropionate (CAS No.
  • composition according to item 1 comprising at least one odor modulator compound according to the general formula (IV),
  • R 8 and R 9 each independently represent hydrogen or a radical having 1 to 3 carbon atoms
  • R 20 is a radical having 3 to 10 carbon atoms
  • radicals R 8 to R 20 are open-chain;
  • Carbon atoms of R 8 to R 20 are each independently
  • the at least one odor modulator compound of the general formula (IV) does not contain 3-mercapto-1-hexenol (CAS No. unknown), 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).
  • Composition according to item 14 characterized in that
  • R 8 and R 9 are each independently of one another hydrogen or a methyl group, it being preferred that R 8 is a methyl group and R 9 is hydrogen; and R 20 is a radical having 3 to 10 carbon atoms, preferably a radical having 3 to
  • Odor modulator compounds and most preferably one to three
  • 0.000001 wt% more preferably from 1.0 wt% to 0.000001 wt%, even more preferably from 0.5 wt% to 0.000001 wt%, most preferably 0.25 wt% to 0.000001 wt% is, in each case relative to the totality of all in the
  • Perfume composition contained fragrances.
  • composition according to one of the items 1 to 23 characterized in that an efficiency factor according to the formula in the item 1 of at least 1.5, more preferably at least 1.75 is achieved by the at least one odor modulator compound.
  • composition according to one of the items 1 to 25 characterized in that the at least one odor modulator compound is selected from pyrroles, pyridines, pyrazines, thiols, sulfides, thiazoles, thiophenes, furans, oxazolines, oxazoles and / or oxathions.
  • the microcapsules are core-shell microcapsules.
  • Perfume composition according to any one of items 1 to 32, characterized in that the perfume composition contains two or more different types of microcapsule according to any one of items 28 or 29.
  • composition according to one of the items 1 to 34 characterized in that the microcapsules in an amount of 0.0005 to 0, 15 wt .-%, preferably from 0.001 to 0, 1% by weight, most preferably from 0.01 to 0.1 wt .-%, are included. 36.
  • the composition according to any one of items 1 to 35 characterized in that additionally at least one surfactant selected from anionic, cationic or nonionic surfactants is included.
  • composition according to one of the items 1 to 36 characterized in that
  • At least one anionic surfactant in particular at least one anionic surfactant of the sulfonate type, of the sulfate type or mixture thereof.
  • composition according to one of the items 1 to 37 characterized in that
  • At least one cationic surfactant obtainable by reaction of
  • composition according to any one of items 1 to 38 characterized in that additionally at least one thickener is included.
  • Composition according to point 39 characterized in that as thickening agent at least one polymeric thickener is obtained, which is obtained by copolymerization of at least the following monomers: (i) acrylic acid or methacrylic acid, (ii) at least one ester of acrylic acid with a Ci-4 -Alkanol and / or at least one ester of methacrylic acid with a ⁇ -4-alkanol, (iii) optionally at least one monomer of the formula (M1)
  • R is a hydrogen atom or a methyl group
  • R 2 is a (C 8 -C 30) -alkyl group
  • A is a group * - (CH 2 CH 2 O) x- * where x is an integer from 5 to 35, a group * - (CH 2 CHMeO) y - * where y is an integer from 5 to 35 or a group * - (CH2CH20) x- (CH2CHMeO) y- * where the sum x + y is an integer from 5 to 35 and x and y are greater than zero.
  • Composition according to item 40 characterized in that as further
  • Thickener at least one polymeric thickener selected from polysaccharide, in particular from starch, dextrin, carboxymethyl starch, cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, xanthan gum, carrageenan, guar gum, and Gum Arabic or mixtures thereof.
  • Composition as a suspension of optical effect solids selected from
  • composition according to any one of items 1 to 43 with the substrate (especially textiles), optionally in dilution, is brought into contact.
  • Table 1 shows the perfume oils 1 and 2
  • perfume oil 2 contains four odor modulator compounds (GMV) in a total amount of 0.2 wt .-%, wt .-% based on the total perfume oil, and wherein perfume oil 1 instead of the odor modulator compounds 0.2 wt .-% of the solvent contained dipropylene glycol.
  • GMV odor modulator compounds
  • Table 1 Composition of perfume oils 1 and 2.
  • the perfume compositions PZ-1 and PZ-2 contained in Table 2 consisted essentially of the perfume oils 1 and 2, respectively, both perfume oils were present without encapsulation.
  • the perfume compositions PZ-3 and PZ-4 consisted essentially of microcapsules (melamine-formaldehyde) containing the perfume oils 1 and 2, respectively.
  • PZ-4 corresponds to a perfume composition of the invention.
  • the following liquid detergents were prepared by mixing the ingredients.
  • Perfume capsules were incorporated as a hydrous slurry in the liquid detergent.
  • compositions E1 and V1 were determined at 20 ° C.
  • the fragrance profile, intensity and sustainability of the fragrance on the textile has been compared by experts. After washing and drying, the textiles had the same fragrance profile with the same lasting intensity.
  • the liquid detergent E1 was demonstrably much more transparent than the comparative formulation V1 despite the addition of microcapsules.

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  • Organic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Dispersion Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Fats And Perfumes (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une composition transparente liquide qui contient des microcapsules comprenant au moins un composé modulateur d'odeur, et au moins une substance odorante. Cette composition permet d'obtenir des liquides transparents malgré la présence des capsules, tout en permettant de conférer un parfum intense et durable au substrat.
EP16766544.7A 2015-09-17 2016-09-15 Liquides transparents, en particulier agents de traitement de textiles, contenant une substance odorante et des microcapsules contenant un composé modulateur d'odeur Ceased EP3350297A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102015217890.0A DE102015217890A1 (de) 2015-09-17 2015-09-17 Transparente Flüssigkeiten, insbesondere Textilbehandlungsmittel, enthaltend Riechstoff und Mikrokapseln mit Geruchsmodulationsverbindung
PCT/EP2016/071899 WO2017046282A1 (fr) 2015-09-17 2016-09-15 Liquides transparents, en particulier agents de traitement de textiles, contenant une substance odorante et des microcapsules contenant un composé modulateur d'odeur

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Publication Number Publication Date
EP3350297A1 true EP3350297A1 (fr) 2018-07-25

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US (1) US10920176B2 (fr)
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KR (1) KR20180054705A (fr)
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CN111227297B (zh) * 2020-03-25 2021-11-26 中国烟草总公司郑州烟草研究院 一种凸显卷烟烘焙香特征的爆珠用香料组合物、爆珠香基模块、爆珠、卷烟
CN115247137B (zh) * 2021-04-28 2023-05-26 四川大学 一株能提升酱油风味的地衣芽孢杆菌及其在发酵食品中的应用

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EP0211303A2 (fr) * 1985-08-03 1987-02-25 Haarmann & Reimer Gmbh 2-Acyl-5-méthylfurannes, procédé pour leur préparation et leur utilisation
DE102005015328A1 (de) * 2005-04-01 2006-10-05 Henkel Kgaa Klares Wasch- und Reinigungsmittel mit Fließgrenze
WO2007066302A2 (fr) * 2005-12-07 2007-06-14 The Procter & Gamble Company Detergent de blanchissage liquide ayant une meilleure stabilite d’azurant
US20120308486A1 (en) * 2011-05-17 2012-12-06 Symrise Ag Fragrance and/or flavoring compositions containing dioxolanes
EP2687586A1 (fr) * 2012-07-17 2014-01-22 Symrise AG Utilisation de cyclohexenone définie comme moyen de renforcement supplémentaire d'une impression olfactive ainsi que la composition d'aromates et/ou de parfums

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DE3527358A1 (de) 1985-07-31 1987-02-12 Thomson Brandt Gmbh Wickel- und bandantrieb fuer eine magnetbandkassette
DE10000223A1 (de) 2000-01-05 2001-07-12 Basf Ag Mikrokapselzubereitungen und Mikrokapseln enthaltende Wasch- und Reinigungsmittel
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
BRPI0718782B1 (pt) 2006-11-22 2023-10-10 Encapsys, Llc Agente de benefício que contém partícula de liberação e método nãoterapêutico para aplicação de uma composição de partícula a um tecido ou superfície nâo-humana e não-animal
US9060535B2 (en) * 2008-06-30 2015-06-23 Takasago International Corporation Substituted butanol derivatives and their use as fragrance and flavor materials
DE102008051799A1 (de) 2008-10-17 2010-04-22 Henkel Ag & Co. Kgaa Stabilisierung von Mikrokapsel-Slurries
WO2014093748A1 (fr) * 2012-12-14 2014-06-19 The Procter & Gamble Company Compositions antitranspirantes et déodorantes

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EP0211303A2 (fr) * 1985-08-03 1987-02-25 Haarmann & Reimer Gmbh 2-Acyl-5-méthylfurannes, procédé pour leur préparation et leur utilisation
DE102005015328A1 (de) * 2005-04-01 2006-10-05 Henkel Kgaa Klares Wasch- und Reinigungsmittel mit Fließgrenze
WO2007066302A2 (fr) * 2005-12-07 2007-06-14 The Procter & Gamble Company Detergent de blanchissage liquide ayant une meilleure stabilite d’azurant
US20120308486A1 (en) * 2011-05-17 2012-12-06 Symrise Ag Fragrance and/or flavoring compositions containing dioxolanes
EP2687586A1 (fr) * 2012-07-17 2014-01-22 Symrise AG Utilisation de cyclohexenone définie comme moyen de renforcement supplémentaire d'une impression olfactive ainsi que la composition d'aromates et/ou de parfums

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Title
See also references of WO2017046282A1 *

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WO2017046282A1 (fr) 2017-03-23
US10920176B2 (en) 2021-02-16
US20180201883A1 (en) 2018-07-19
KR20180054705A (ko) 2018-05-24

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