EP3722402A1 - Composition solide contenant du parfum - Google Patents

Composition solide contenant du parfum Download PDF

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Publication number
EP3722402A1
EP3722402A1 EP19168935.5A EP19168935A EP3722402A1 EP 3722402 A1 EP3722402 A1 EP 3722402A1 EP 19168935 A EP19168935 A EP 19168935A EP 3722402 A1 EP3722402 A1 EP 3722402A1
Authority
EP
European Patent Office
Prior art keywords
weight
composition
fragrance
composition according
water
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP19168935.5A
Other languages
German (de)
English (en)
Inventor
Peter Schmiedel
Danilo Panzica
Regina Stehr
Dieter Nickel
Christian Kropf
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
Priority to EP19168935.5A priority Critical patent/EP3722402A1/fr
Priority to US16/846,644 priority patent/US20200325420A1/en
Publication of EP3722402A1 publication Critical patent/EP3722402A1/fr
Withdrawn legal-status Critical Current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
    • 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
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0034Fixed on a solid conventional detergent ingredient
    • 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
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/06Powder; Flakes; Free-flowing mixtures; Sheets
    • 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
    • C11D3/0068Deodorant compositions
    • 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
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • C11D3/2079Monocarboxylic acids-salts thereof
    • 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
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • C11D3/2086Hydroxy carboxylic acids-salts thereof
    • 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
    • C11D3/20Organic compounds containing oxygen
    • C11D3/22Carbohydrates or derivatives thereof
    • C11D3/222Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • 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
    • C11D3/43Solvents
    • 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
    • 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
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • 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
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • C11D3/2082Polycarboxylic acids-salts thereof

Definitions

  • the present invention relates to a solid, particulate composition
  • a solid, particulate composition comprising at least one water-soluble carrier material, at least one fragrance and at least one fragrance-improving compound different from the fragrance, the carrier material being a water-containing salt (hydrate) whose water vapor partial pressure at a certain temperature is Range from 30 to 100 ° C corresponds to the H 2 O partial pressure of the saturated solution of this salt, so that the salt melts in its own crystal water at this temperature.
  • the invention also relates to a method for producing the solid composition and a washing or cleaning agent which contains the solid composition.
  • the present invention also relates to the use of such a washing or cleaning agent for cleaning textiles and corresponding methods for cleaning textiles using such a washing or cleaning agent.
  • fragrances in the form of fragrance particles are either used as an integral component of a washing or cleaning agent, or are metered into the washing drum in a separate form at the beginning of a washing cycle. In this way, the consumer can control the scenting of the laundry to be washed through individual dosing.
  • One form of supply that enables the separate dosage of fragrances is the fragrance lozenge.
  • the main component of such fragrant lozenges known in the art is typically a water-soluble or at least water-dispersible carrier polymer, such as polyethylene glycol (PEG), which serves as a vehicle for the integrated fragrances and which is more or less completely absorbed in the wash liquor during the course of the waxing process dissolves in order to release the contained fragrances and possibly other components into the wash liquor.
  • PEG polyethylene glycol
  • a melt is produced from the carrier polymer, which contains the other ingredients or these are then added, and the resulting melt is then fed to a shaping process, in the course of which it cools down, solidifies and takes on the desired shape.
  • the known products have the disadvantage that the polymer materials used, in particular PEG, have a delayed solubility, which can lead to residues on the laundry or in the washing machine, especially in the case of short wash cycles, low temperature or other unfavorable conditions.
  • the object of the present invention was therefore to identify an alternative composition which shows a suitable processing range and at the same time has improved water solubility in the usual temperature ranges in which work is carried out and additionally has an improved fragrance effect.
  • the solid, particulate composition as described herein is produced from a solution of the carrier material in the water / water of crystallization contained in the composition, the term “melt” also being used herein for such a solution in contrast to the established use, to describe the state in which the carrier material dissolves in its own crystal water through the splitting off of water and thus forms a liquid.
  • the term “melt”, as used herein, thus denotes the liquid state of the composition which arises when the temperature is exceeded at which the carrier material splits off water of crystallization and then dissolves in the water contained in the composition.
  • the corresponding dispersion, which contains the (solids) substances described herein, dispersed in the melt of the carrier material is thus also the subject of the invention.
  • melt / melt dispersion from which it can be obtained is also always included. Since these do not differ in terms of their composition, with the exception of their physical state, the terms are used synonymously herein.
  • melt body is used herein to describe the solid particles obtainable from the liquid composition by solidification / reshaping on cooling.
  • the main component of the particulate, solid composition as described herein is at least one water-soluble carrier material.
  • the water-soluble carrier material is contained in an amount of 30 to 95% by weight, preferably 40 to 90% by weight, in particular 45 to 90% by weight, based on the total weight of the composition .
  • the at least one carrier material is characterized in that it is selected from hydrous salts whose water vapor partial pressure at a temperature in the range from 30 to 100 ° C. corresponds to the H 2 O partial pressure of the saturated solution of this salt at the same temperature.
  • hydrous salts whose water vapor partial pressure at a temperature in the range from 30 to 100 ° C. corresponds to the H 2 O partial pressure of the saturated solution of this salt at the same temperature.
  • the corresponding water-containing salt also referred to herein as "hydrate” dissolves in its own crystal water when this temperature is reached or exceeded and thus changes from a solid to a liquid aggregate state.
  • the carrier materials according to the invention preferably show this behavior at a temperature in the range from 40 to 90.degree. C., particularly preferably between 50 and 85.degree. C., even more preferably between 55 and 80.degree.
  • the above-described water-soluble carrier materials from the group of water-containing salts include in particular sodium acetate trihydrate (Na (CH 3 COO) 3H 2 O), Glauber's salt (Na 2 SO 4 ⁇ 10H 2 O), trisodium phosphate dodecahydrate (Na 3 PO 4 ⁇ 12 H 2 O) and strontium chloride hexahydrate (SrCl 2 ⁇ 6 H 2 O).
  • sodium acetate trihydrate Na (CH 3 COO) 3H 2 O
  • Glauber's salt Na 2 SO 4 ⁇ 10H 2 O
  • trisodium phosphate dodecahydrate Na 3 PO 4 ⁇ 12 H 2 O
  • strontium chloride hexahydrate strontium chloride hexahydrate
  • the use of sodium acetate trihydrate (Na (CH 3 COO) .3H 2 O) is particularly preferred.
  • the particulate composition contains sodium acetate trihydrate
  • such compositions are particularly advantageous with regard to their producibility, formulability and handling, which contain the sodium acetate trihydrate in an amount of 30 to 95% by weight, preferably 40 to 90% by weight, in particular from 45 to 90% by weight based on the total weight of the composition.
  • a particularly suitable carrier material is sodium acetate trihydrate (Na (CH 3 COO) 3H 2 O), since it dissolves in its own crystal water in the particularly preferred temperature range of 55 to 80 ° C, specifically at around 58 ° C.
  • the sodium acetate trihydrate can be used directly as such, Alternatively, anhydrous sodium acetate can also be used in combination with free water, the trihydrate then being formed in situ .
  • the water is used in an under- or over-stoichiometric amount based on the amount necessary to convert all of the sodium acetate into sodium acetate trihydrate, preferably in an amount of at least 60% by weight, preferably at least 70% by weight %, more preferably at least 80% by weight, most preferably 90% by weight, 100% by weight or more, of the amount theoretically required to convert all of the sodium acetate to sodium acetate trihydrate (Na (CH 3 COO) 3H 2 O).
  • the overstoichiometric use of water is particularly preferred.
  • composition that contains 50% by weight of anhydrous sodium acetate and no hydrate thereof, at least 19.8% by weight of water (60% of 33% by weight that would theoretically be necessary to make all the sodium acetate to be converted into the trihydrate), contains.
  • compositions which contain sodium acetate in an amount of 18 to 57% by weight, preferably 24 to 48% by weight, are particularly advantageous with regard to their producibility, configurability and handling. in particular from 27 to 45% by weight based on the total weight of the composition.
  • the solid particulate compositions contain a fragrance b) as a second essential component.
  • the proportion by weight of the fragrance in the total weight of the composition is preferably 1 to 15% by weight, more preferably 3 to 12% by weight.
  • a fragrance is a chemical substance that stimulates the sense of smell.
  • the chemical substance should be at least partially dispersible in the air, i.e. the fragrance should be at least slightly volatile at 25 ° C. If the fragrance is now very volatile, the odor intensity then quickly subsides again. With a lower volatility, however, the odor impression is more lasting, i.e. it doesn't go away anytime soon.
  • the fragrance therefore has a melting point which is in the range from -100 ° C to 100 ° C, preferably from -80 ° C to 80 ° C, even more preferably from -20 ° C to 50 ° C, in particular from - 30 ° C to 20 ° C.
  • the fragrance has a boiling point which is in the range from 25 ° C. to 400 ° C., preferably from 50 ° C. to 380 ° C., more preferably from 75 ° C. to 350 ° C., in particular from 100 ° C. to 330 ° C.
  • the fragrance has a molecular weight of 40 to 700 g / mol, more preferably 60 to 400 g / mol.
  • fragrances can also be used to mask unpleasant odors or to provide a non-odorous substance with a desired odor.
  • Individual fragrance compounds e.g. the synthetic products of the type of esters, ethers, aldehydes, ketones, alcohols and hydrocarbons are used.
  • Fragrance compounds of the aldehyde type are, for example, adoxal (2,6,10-trimethyl-9-undecenal), anisaldehyde (4-methoxybenzaldehyde), cymal (3- (4-isopropyl-phenyl) -2-methylpropanal), ethylvanillin, florhydral ( 3- (3-isopropylphenyl) butanal), helional (3- (3,4-methylenedioxyphenyl) -2-methylpropanal), heliotropin, hydroxycitronellal, lauraldehyde, lyral (3- and 4- (4-hydroxy-4-methylpentyl) - 3- cyclohexene-1-carboxaldehyde), methylnonylacetaldehyde, Lilial (3- (4-tert-butylphenyl) -2-methylpropanal), phenylacetaldehyde, undecylenealdehyde, vanillin
  • Fragrance compounds of the ketone type are, for example, methyl beta-naphthyl ketone, musk indanone (1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4H-inden-4-one), Tonalid (6-acetyl-1,1,2,4,4,7-hexamethyltetralin), alpha-damascone, beta-damascone, delta-damascone, iso-damascone, damascenone, methyl dihydrojasmonate, menthone, carvone, camphor, coavone (3 , 4,5,6,6-pentamethylhept-3-en-2-one), fenchone, alpha-ionone, beta-ionone, gamma-methyl-ionone, fleuramon (2-heptylcyclopen-tanone), dihydrojasmone, cis-jasmone , iso-E-Super (1
  • Fragrance compounds of the alcohol type are for example 10-undecen-1-ol, 2,6-dimethylheptan-2-ol, 2-methyl-butanol, 2-methylpentanol, 2-phenoxyethanol, 2-phenylpropanol, 2-tert.-butycyclohexanol, 3,5,5-trimethylcyclohexanol, 3-hexanol, 3-methyl-5-phenyl-pentanol, 3-octanol, 3-phenyl-propanol, 4-heptenol, 4-isopropyl-cyclohexanol, 4-tert.-butycyclohexanol, 6 , 8-dimethyl-2-nona-nol, 6-nonen-1-ol, 9-decen-1-ol, ⁇ -methylbenzyl alcohol, ⁇ -terpineol, amyl salicylate, benzyl alcohol, benzyl salicylate, ⁇ -terpineol
  • Fragrance compounds of the ester type are e.g. Benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinylacetate (DMBCA), phenylethyl acetate, benzyl acetate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate, cyclohexylate, melacylsalicylate, and jasiclohexylate.
  • DMBCA dimethylbenzylcarbinylacetate
  • the ethers include, for example, benzyl ethyl ether and ambroxan.
  • the hydrocarbons mainly include terpenes such as limonene and pinene.
  • fragrances are preferably used, which together produce an appealing fragrance note.
  • a mixture of fragrances can also be referred to as perfume or perfume oil.
  • perfume oils can also contain natural fragrance mixtures, such as are available from vegetable sources.
  • the fragrances of vegetable origin include essential oils such as angelica root oil, anise oil, arnica flower oil, basil oil, bay oil, champaca flower oil, citrus oil, noble fir oil, noble fir cone oil, elemi oil, eucalyptus oil, fennel oil, spruce needle oil, guajun oil, gourd oil, gjajun oil, galbanum oil, gourd oil, gjajun oil , Ginger oil, iris oil, jasmine oil, kajeput oil, calamus oil, chamomile oil, camphor oil, kanaga oil, cardamom oil, cassia oil, pine needle oil, copaiva balsam oil, coriander oil, spearmint oil, caraway oil, cumin oil, labdanum oil, lavender oil, lemongrass oil, Linden blossom oil, lime oil, mandarin oil, lemon balm oil, mint oil, musk seed oil, muscatel oil, myrrh oil, clove oil, neroli oil,
  • fragrance capsules encapsulated form
  • the entire fragrance can also be used in encapsulated form.
  • the microcapsules can be water-soluble and / or water-insoluble microcapsules.
  • melamine-urea-formaldehyde microcapsules, melamine-formaldehyde microcapsules, urea-formaldehyde microcapsules or starch microcapsules can be used.
  • “Fragrance precursors” refers to compounds which only release the actual fragrance after chemical conversion / cleavage, typically through exposure to light or other environmental conditions such as pH, temperature, etc. Such compounds are often referred to as fragrance storage substances or "pro-fragrance”.
  • the fragrance is selected from the group of perfume oils and fragrance capsules.
  • the use of a combination of perfume oil and fragrance capsules is very particularly preferred. Owing to their persistent, uniform fragrance effect, those compositions are particularly preferred in which the weight ratio of perfume oil to fragrance capsules is 30: 1 to 1:20, preferably 20: 1 to 1:15 and in particular 15: 1 to 1:10.
  • the solid particulate composition contains a fragrance-improving compound.
  • the fragrance-improving compound is different from the previously described water-soluble carrier material and the previously described fragrance.
  • the proportion by weight of the fragrance-improving compound in the total weight of the composition is preferably from 0.0001 to 8% by weight and in particular from 0.1 to 5% by weight.
  • the group of odor absorbents includes components that bind bad odors that have already arisen. Components that break down bad smells and / or their organic source, such as bacteria, are referred to as odor-reducing components.
  • Cyclodextrins are ring-shaped degradation products of starch and belong to the cyclic oligosaccharides. They consist of 6, 7, 8 or 9 or 1, 4-glycosidically linked glucose molecules. This creates a toroidal structure with a central cavity. Due to this molecular structure, guest molecules can be enclosed up to saturation. The uptake possibility and capacity depends on the respective size ratio of guest molecule / cavity. Depending on the number of glucose molecules, the cyclodextrins are referred to as ⁇ -cyclodextrin, ß-cyclodextrin, ⁇ -cyclodextrin or ⁇ -cyclodextrin.
  • Cyclodextrins from the group of ⁇ -cyclodextrin, ⁇ -cyclodextrin derivatives, ß-cyclodextrin, ß-cyclodextrin derivatives, ⁇ -cyclodextrin, ⁇ -cyclodextrin derivatives, ⁇ -cyclodextrin and ß-cyclodextrin and ß-cyclodextrin and ß-cyclodextrin derivatives are preferably used as odor absorbents, with Cyclodextrin are particularly preferred. Suitable cyclodextrins are for example under the names Cavamax® or Cavasol® (ex Wacker Chemie AG) available.
  • the percentage by weight of the cyclodextrins, in particular of ⁇ -cyclodextrin and hydroxypropyl- ⁇ -cyclodextrin, in the total weight of the composition is preferably 0.00001 to 10, particularly preferably 1 to 5% by weight.
  • the zinc salts of C 6 -C 10 fatty acids can be used as an alternative odor absorbent.
  • Suitable fatty acids can be unbranched or branched, unsaturated or saturated and / or comprise one or more hydroxyl groups.
  • zinc salts of abietic acid or zinc salts of saturated or unsaturated hydroxylated fatty acids preferably zinc salts of ricinoleic acid
  • zinc salts of ricinoleic acid can be used as the odor-absorbing compound.
  • mixtures of zinc ricinoleate with amino acids, in particular with lysine or L-arginine can also be used.
  • Such zinc salts are commercially available, for example, under the trade names Tego® Sorb conc 50 or Tego® Sorb A 30 (ex Evonik).
  • the proportion by weight of the zinc salts of C 6 -C 10 fatty acids, in particular zinc ricinoleate, in the total weight of the composition is preferably 0.00001 to 5, particularly preferably 0.1 to
  • Metal organic frameworks are frameworks that consist of metal centers (atoms or clusters) and organic bridging molecules (linkers) as a connecting element between the metal centers.
  • MOFs can in principle be two- or three-dimensional; in the present invention, the MOFs are preferably present with three-dimensional, porous networks.
  • MOFs are coordination polymers. The pore size of the MOFs can be varied through the choice of bridge molecules.
  • MOFs which have at least two carboxylic acid groups (COOH groups) are particularly preferred.
  • Ligands of the HOOC-A-COOH type are preferred, A being selected from in which R 1 , R 2 , R 3 and R 4 are each, independently of one another, -H, -COOH, -COO - , -OH or -NH 2 .
  • the ligand (organic bridging molecule, linker) of the MOF is preferably selected from the following general formula wherein R 1 R 2, R 3 and R 4 in the general formula (IV) are each independently -H, -COOH, - are, -OH or -NH 2 - COO.
  • the organic ligand of the MOF is particularly preferably selected from 1,4-benzenedicarboxylic acid (BDC), 1,3,5-benzenetricarboxylic acid (BTC), 2-amino-1,4-benzenedicarboxylic acid (ABDC), fumaric acid, whose one-two- or trivalent anions or mixtures thereof.
  • BDC 1,4-benzenedicarboxylic acid
  • BTC 1,3,5-benzenetricarboxylic acid
  • ABDC 2-amino-1,4-benzenedicarboxylic acid
  • fumaric acid whose one-two- or trivalent anions or mixtures thereof.
  • a MOF can have several different organic ligands or only one organic ligand.
  • the MOF preferably comprises aluminum, titanium, zirconium, iron, zinc, bismuth or oxo clusters, hydroxo clusters, hydroxyoxo clusters or mixtures thereof.
  • the MOF particularly preferably comprises aluminum and / or iron.
  • the solid, particulate composition comprises MOF, based on the total weight of the composition, preferably in amounts from 0.001 to 10% by weight, preferably from 0.01 to 7% by weight, in particular from 0.01 to 5% by weight , preferably from 0.25 to 2.5% by weight and more preferably from 0.5 to 1% by weight.
  • Activated charcoal, citronellylmethyl crotonate, chlorophyll, copper chlorophyll, oxazolidines, silicic acid esters and farnesol are also suitable as odor absorbents.
  • Citronellyl methyl crotonate refers to 3,7-dimethyloct-6-enyl 3-methylbut-2-enoate, which is commercially available as Sinodor® (ex. Givaudan).
  • the proportion by weight of citronellyl methyl crotonate in the total weight of the composition is preferably 0.00001 to 5, particularly preferably 0.1 to 1% by weight.
  • Suitable oxazolidines are in particular 1,3-oxazolidines and derivatives thereof with the basic structure of 1,3-oxazolidine.
  • the proportion by weight of the oxazolidines in the total weight of the composition is preferably 0.00001 to 5, particularly preferably 0.1 to 1% by weight.
  • Farnesol refers to (2 E , 6 E ) -3,7,11-trimethyldodeca-2,6,10-trien-1-ol and derivatives thereof.
  • the proportion by weight of farnesol in the total weight of the composition is preferably 0.00001 to 5, particularly preferably 0.1 to 1% by weight.
  • a number of organic compounds are suitable as odor-reducing components, such as phenyl alcohol, thymol, benzyl alcohol, piperonal, eugenol, 1,8-cineol.
  • Inorganic compounds such as silver and its salts, e.g. Silver acetate and silver nitrate.
  • the proportion by weight of the odor-reducing component in the total weight of the composition is preferably 0.00001 to 5, particularly preferably 0.1 to 1% by weight.
  • Particularly preferred solid, particulate compositions contain drawing aids from a further constituent, in particular cellulose derivatives or cationically modified guar.
  • the solid particulate composition can contain further optional components.
  • the particulate, solid composition if it further comprises at least one rheology modifier, preferably a solid rheology modifier.
  • the preferably solid rheology modifier is preferably used in such a manner and amount that a melt obtained by heating the composition to 70 ° C. has a flow limit above 1 Pa, preferably above 5 Pa and in particular above 10 Pa.
  • the flow limit is measured with a rotational rheometer (AR G2 from TA Instruments or a "Kinexus” from Malvern), using a plate-plate measuring system with a diameter of 40 mm and a plate spacing of 1.1 mm.
  • the flow limit is determined in a step-flow procedure in which the shear stress is increased quasi-statically, ie while waiting for the equilibrium deformation or steady flow, from the lowest possible value to a value above the flow limit.
  • the deformation is plotted against the shear stress in a logarithmic diagram. If there is a flow limit, the curves obtained in this way show a characteristic kink. An exclusively elastic deformation takes place below the kink.
  • the slope of the curve in the logarithmic Representation is ideally one.
  • the slope of the curve increases sharply and steady flow occurs.
  • the shear stress value of the kink corresponds to the yield point. If the kink is not quite sharp, the intersection of the tangents of the two curve sections can be used to determine the yield point. In the case of liquids that do not have a flow limit, the graph described above is usually curved to the right.
  • Inorganic as well as organic substances with corresponding properties influencing the rheology of the molten composition can be used as rheology modifiers. These substances can contain solid (at 20 ° C. and 1 bar) or liquid ingredients, the use of solid rheology modifiers being preferred.
  • the proportion by weight of the inorganic rheology modifier in the total weight of the composition can be 0.1 to 25% by weight, but is preferably 0.5 to 3% by weight, more preferably 1 to 2.5% by weight and in particular 1.2 to 2.0% by weight.
  • the group of inorganic rheology modifiers includes, for example, pyrogenic silica, which is particularly preferred because of its advantageous technical effect.
  • the silicas used preferably have a BET surface area of more than 50 m 2 / g, preferably more than 100 m 2 / g, more preferably 150 to 250 m 2 / g, in particular 175 to 225 m 2 / g.
  • Suitable silicas are commercially available from Evonik under the trade names Aerosil® and Sipernat®. Aerosil® 200 is particularly preferred.
  • the proportion by weight of the organic rheology modifier in the total weight of the composition can be 0.1 to 25% by weight, but is preferably 0.5 to 3% by weight, more preferably 1 to 2.5% by weight and in particular 1.2 to 2.0% by weight.
  • MFC microfibrillated cellulose
  • FMC Avicel®
  • heteroglycans are polysaccharides that are made up of more than one type of monomeric simple sugar.
  • Suitable rheology modifiers are heteroglycans of different origin, in particular heteroglycans of bacterial origin, heteroglycans of algic origin and heteroglycans of vegetable origin. These heteroglycans can be used individually or in combination.
  • heteroglycans of bacterial origin are particularly preferred.
  • the use of heteroglycans which are obtained by bacterial fermentation is particularly preferred.
  • Heteroglycans from the group of exopolysaccharides in particular have proven effective as rheology modifiers.
  • Preferred rheology modifiers from the group of heteroglycans are furthermore functionalized by at least one non-saccharidic group, preferably by at least one non-saccharidic group selected from acetate, pyruvate, phosphate and succinate.
  • compositions contain a compound with the INCI name succinoglycan as a rheology modifier.
  • compositions include tablets containing active substances, dyes, preservatives, bitter substances or buffer systems.
  • the active substance-containing shaped bodies preferably comprise at least one dye.
  • the shaped bodies comprise at least one water-soluble dye, particularly preferably a water-soluble polymer dye.
  • Such dyes are known in the art and are used, based on the total weight of the composition, typically in concentrations of 0.001 to 0.5% by weight, preferably 0.01 to 0.3% by weight.
  • Preferred dyes should have high storage stability and insensitivity to the other ingredients of the detergents or cleaning agents and to light and not have any pronounced substantivity towards textile fibers in order not to stain them.
  • the dye is a common dye that can be used for various detergents or cleaning agents.
  • the dye is preferably selected from Acid Red 18 (CI 16255), Acid Red 26, Acid Red 27, Acid Red 33, Acid Red 51, Acid Red 87, Acid Red 88, Acid Red 92, Acid Red 95, Acid Red 249 ( CI 18134), Acid Red 52 (CI 45100), Acid Violet 126, Acid Violet 48, Acid Violet 54, Acid Yellow 1, Acid Yellow 3 (CI 47005), Acid Yellow 11, Acid Yellow 23 (CI 19140), Acid Yellow 3, Direct Blue 199 (CI 74190), Direct Yellow 28 (CI 19555), Food Blue 2 (CI 42090), Food Blue 5: 2 (CI 42051: 2), Food Red 7 (01 16255), Food Yellow 13 ( CI 47005), Food Yellow 3 (CI 15985), Food Yellow 4 (CI 19140), Reactive Green 12, Solvent Green 7 (CI 59040).
  • Particularly preferred dyes are water-soluble acid dyes, for example Food Yellow 13 (Acid Yellow 3, CI 47005), Food Yellow 4 (Acid Yellow 23, CI 19140), Food Red 7 (Acid Red 18, CI 16255), Food Blue 2 (Acid Blue 9, CI 42090), Food Blue 5 (Acid Blue 3, CI 42051), Acid Red 249 (CI 18134), Acid Red 52 (CI 45100), Acid Violet 126, Acid Violet48, Acid Blue 80 (01 61585), Acid Blue 182, Acid Blue 182, Acid Green 25 (CI 61570), Acid Green 81.
  • Food Yellow 13 Acid Yellow 3, CI 47005
  • Food Yellow 4 Acid Yellow 23, CI 19140
  • Food Red 7 Acid Red 18, CI 16255
  • Food Blue 2 Acid Blue 9, CI 42090
  • Food Blue 5 Acid Blue 3, CI 42051
  • Acid Red 249 CI 18134
  • Acid Red 52 CI 45100
  • Acid Violet 126 Acid Violet48
  • Acid Blue 80 01 61585
  • Acid Blue 182 Acid Blue 18
  • Water-soluble direct dyes for example Direct Yellow 28 (CI 19555), Direct Blue 199 (CI 74190) and water-soluble reactive dyes, for example Reactive Green 12, and the dyes Food Yellow 3 (CI 15985), Acid Yellow 184 are also preferably used.
  • Aqueous dispersions of the following pigment dyes Pigment Black 7 (CI 77266), Pigment Blue 15 (CI 74160), Pigment Blue 15: 1 (CI 74160), Pigment Blue 15: 3 (CI 74160), Pigment Green 7 are also preferably used (CI 74260), Pigment Orange 5, Pigment Red 112 (CI 12370), Pigment Red 112 (CI 12370), Pigment Red 122 (CI 73915), Pigment Red 179 (CI 71130), Pigment Red 184 (CI 12487), Pigment Red 188 (CI 12467), Pigment Red 4 (CI 12085), Pigment Red 5 (CI 12490), Pigment Red 9, Pigment Violet 23 (CI 51319), Pigment Yellow 1 (CI 28 11680), Pigment Yellow 13 (CI 21100 ), Pigment Yellow 154, Pigment Yellow 3 (CI 11710), Pigment Yellow 74, Pigment Yellow 83 (CI 21108), Pigment Yellow 97.
  • pigment dyes are used in the form of dispersions: Pigment Yellow 1 (CI 11680), Pigment Yellow 3 (CI 11710), Pigment Red 112 (CI 12370), Pigment Red 5 (CI 12490), Pigment Red 181 (CI 73360), Pigment Violet 23 (CI 51319), Pigment Blue 15: 1 (CI 74160), Pigment Green 7 (CI 74260), Pigment Black 7 (CI 77266).
  • water-soluble polymer dyes for example Liquitint, Liquitint Blue HP, Liquitint Blue MC, Liquitint Blue 65, Liquitint Cyan 15, Liquitint Patent Blue, Liquitint Violet 129, Liquitint Royal Blue, Liquitint Experimental Yellow 8949-43, Liquitint Green HMC, Liquitint Yellow LP, Liquitint Yellow II and mixtures thereof are used.
  • the use of water-soluble polymer dyes is preferred.
  • the group of very particularly preferred dyes includes Acid Blue 3, Acid Yellow 23, Acid Red 33, Acid Violet 126, Liquitint Yellow LP, Liquitint Cyan 15, Liquitint Blue HP and Liquitint Blue MC.
  • bitter substances primarily serves to avoid oral ingestion of the tablets containing active substances.
  • Preferred moldings contain at least one bitter substance in an amount of 0.0001 to 0.05% by weight, based on the total weight of the composition. Quantities from 0.0005 to 0.02% by weight are particularly preferred. According to the present invention, those bitter substances are particularly preferred which are soluble in water at 20 ° C. to the extent of at least 5 g / l. With regard to an undesirable interaction with the fragrance components also contained in the composition, in particular a change in the fragrance note perceived by the consumer, the ionic bitter substances have proven to be superior to the non-ionic, ionic bitter substances, consisting of organic cation (s) and organic (n) Anion (s) are consequently preferred for the composition according to the invention.
  • the at least one bitter substance is therefore an ionogenic bitter substance.
  • quaternary ammonium compounds which contain an aromatic group both in the cation and in the anion are eminently suitable.
  • the at least one bitter substance is therefore a quaternary ammonium compound.
  • a suitable quaternary ammonium compound is, for example, without restriction, benzyldiethyl ((2,6-xylylcarbamoyl) methyl) ammonium benzoate, which is commercially available, for example, under the trademarks Bitrex® and Indige-stin®. This compound is also known as Denatonium Benzoate.
  • the at least one bitter substance is benzyl diethyl ((2,6-xylylcarbamoyl) methyl) ammonium benzoate (Bitrex®). If Bitrex® is used, proportions by weight of 0.0001 to 0.05% by weight are preferred. The information is based on the active ingredient content and the total weight.
  • the composition also contains at least one buffer system.
  • the buffer system is preferably solid, i.e. is a solid (mixture) under standard conditions.
  • the term "buffer capacity” refers to the amount of hydrogen chloride (HCl) in mg that is necessary to maintain the pH value of a solution of 1 g of the solid composition in 50 g of deionized water under standard conditions (20 ° C, 1013 mbar) lower to below 6.75.
  • the buffer systems used according to the invention are preferably characterized in that they have a pKa value of at least 5.75, preferably at least 6.25, more preferably at least 6.75, and preferably not more than 12, more preferably less than 11.5, more preferably 11 or less, most preferably 10.5 or less.
  • the buffer capacity of the resulting solution is preferably at least 2 mg HCl / g composition, preferably at least 3 mg HCl / g composition, more preferably at least 4 mg HCl / g composition.
  • Suitable buffer substances are, for example, without restriction, sodium hydrogen carbonate, sodium carbonate, disodium hydrogen phosphate, sodium glutamate, sodium aspartate, tris (hydroxymethyl) aminomethane (TRIS) and other organic and inorganic buffer substances known in the art that meet the above criteria, as well as mixtures of the aforementioned. TRIS is particularly preferred.
  • the buffer substances are used in the compositions according to the invention, for example, in amounts of 0.1 to 10% by weight, preferably 0.5 to 7.5% by weight, more preferably 1 to 5% by weight, each based on the total weight of the composition used and are preferably selected from sodium hydrogen carbonate, sodium carbonate, disodium hydrogen phosphate, sodium glutamate, sodium aspartate, tris (hydroxymethyl) aminomethane (TRIS) and combinations thereof, preferably tris (hydroxymethyl) aminomethane.
  • TIS tris (hydroxymethyl) aminomethane
  • the composition preferably does not contain any polyethylene glycol (PEG) solid at room temperature (25 ° C.) in the form of a coating, more preferably the composition as a whole does not contain any PEG solid at room temperature (25 ° C.), ie the content of solid at room temperature (25 °) PEG is less than 1% by weight based on the composition.
  • PEG polyethylene glycol
  • the compositions according to the invention are distinguished from the known compositions of the prior art by an improved solubility profile and an improved fragrance effect. At the same time, however, depending on the exact manufacturing and / or storage conditions, these compositions tend to have unaesthetic "salt efflorescence" on their surface. These changes in the particle surface particularly affect the appearance of dye-containing compositions. Another task was therefore to prevent or at least alleviate this efflorescence through formulation measures.
  • compositions according to the invention contain at least one water-miscible organic solvent as a further optional component.
  • the water-miscible organic solvents are preferably not very volatile and odorless. Suitable water-miscible organic solvents are, for example, monohydric and polyhydric alcohols, alkyl ethers, di- or low molecular weight polyalkylene ethers which are liquid at room temperature.
  • the solvents are preferably selected from ethanol, n-propanol, i-propanol, butanols, glycol, propanediol, butanediol, methylpropanediol, diglycol, butyl diglycol, hexylene glycol, ethylene glycol methyl ether, ethylene glycol ethyl ether, ethylene glycol propyl ether, ethylene glycol ether, diethylene glycol ether, diethylene glycol ether, diethylene glycol ether, diethylene glycol ether, diethylene glycol ether, diethylene glycol ether, diethylene glycol ether, Propylene glycol ethyl ether, propylene glycol propyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, methoxy triglycol, ethoxy triglycol, butoxy triglycol, 1-butoxyethoxy-2-propanol
  • Dipropylene glycol, 1,2-propylene glycol and glycerine are particularly preferred, since these are particularly readily miscible with water and do not otherwise react with the other constituents of the composition.
  • Dipropylene glycol is particularly preferred.
  • the proportion by weight of the water-miscible organic solvent in the total weight of the composition is preferably 0.1 to 20% by weight, more preferably 0.1 to 10% by weight, particularly preferably 0.5 to 8% by weight and in particular 1 to 6% by weight .-%.
  • the composition can possibly also contain free water.
  • free water denotes water which is not bound as crystal water in any of the salts contained in the composition.
  • the solid, particulate composition can be in any form.
  • spherical, figurative, flake, cuboid, cylinder, cone, spherical cap or lens, hemispherical, disc or needle-shaped particles are preferred.
  • Exemplary particles can have a gummy bear-like, figural design.
  • Hemispherical particles are particularly preferred because of their packaging properties and their performance profile.
  • the composition consists of at least 20% by weight, preferably at least 40% by weight, particularly preferably at least 60% by weight and particularly preferably at least 80% by weight, of particles which are present in each any spatial direction have a spatial extent between 0.5 to 10 mm, in particular 0.8 to 7 mm and particularly preferably 1 to 5 mm.
  • the composition consists of at least 20% by weight, preferably at least 40% by weight, particularly preferably at least 60% by weight and particularly preferably at least 80% by weight, of particles in which the Ratio of the longest particle diameter determined in any spatial direction to the shortest diameter determined in any spatial direction between 3: 1 and 1: 1, preferably between 2.5: 1 and 1.2: 1 and in particular between 2.2: 1 and 1, 4: 1.
  • compositions can also vary within wide limits. With regard to the producibility and dosing properties, however, compositions have proven to be advantageous which contain at least 20% by weight, preferably at least 40% by weight, particularly preferably at least 60% by weight and particularly preferably at least 80% by weight.
  • -% consists of particles which have a particle weight between 2 and 150 mg, preferably between 8 and 120 mg and in particular between 20 and 100 mg.
  • the solid particulate composition can be marketed or used alone or in combination with a further preparation.
  • the solid particulate composition is a component of a washing or cleaning agent.
  • the composition is primarily suitable for scenting textiles.
  • the use of the solid composition or of a washing or cleaning agent which contains this composition as a textile care agent for scenting textile fabrics is therefore a further aspect of this application.
  • a composition as described herein can, for example, be used in the wash cycle of a laundry cleaning process and thus transport the perfume to the laundry right at the start of the washing process. Furthermore, the composition is easier and easier to handle than liquid compositions, since no drops remain on the edge of the bottle which, when the bottle is subsequently stored, lead to edges on the substrate or to unsightly deposits in the area of the closure. The same is true in the event that some of the composition is accidentally spilled during dosing. The spilled amount can also be cleaned up more easily and cleanly.
  • a method for Treatment of textiles in the course of which a composition according to the invention or a washing or cleaning agent which comprises such a composition is metered into the washing liquor of a textile washing machine is a further subject of this application.
  • composition of some preferred compositions can be found in the following tables (data in% by weight based on the total weight of the agent unless otherwise stated).
  • formula 1 Formula 2
  • Formula 3 Formula 4
  • Formula 5 Sodium acetate trihydrate 20 to 95 30 to 95 30 to 95 40 to 90 45 to 90 Fragrance 0.1 to 20 0.1 to 20 1.0 to 15 1.0 to 15 3.0 to 12 Odor absorbent 0.00001 to 10 0.001 to 8 0.01 to 8 0.1 to 5 0.1 to 5 Misc ad 100 ad 100 ad 100 ad 100 ad 100 Formula 6
  • Formula 7 Formula 8
  • Formula 10 Sodium acetate trihydrate 20 to 95 30 to 95 30 to 95 40 to 90 45 to 90 Fragrance 0.1 to 20 0.1 to 20 1.0 to 15 1.0 to 15 3.0 to 12
  • Cyclodextrin preferably ß-cyclodextrin or hydroxypropyl-ß-cyclodextrin 0.00001 to 10 0.001 to 8 0.01 to 8 0.1 to 5 0.1 to
  • the fusible bodies according to the invention are coated in various embodiments of the invention.
  • Tablet coatings known from the pharmaceutical literature, for example, are suitable as coating agents.
  • the pastilles can, however, also be waxed, ie coated with a wax, or powdered with a powdery material, for example a release agent, to protect against caking (agglomeration). It is preferred that the coating does not consist of PEG or that it comprises a significant amount (> 10% by weight based on the coating).
  • the melt dispersion produced in step a) is discharged from the first container by means of a pipeline and fed to the drop former. It is also preferred that the fragrance is introduced continuously into the outlet stream of the first container from a corresponding storage container by means of a further pipeline.
  • a liquid preparation of the fragrance for example in the form of a solution, is particularly suitable for this.
  • the temperature of the fragrance or the liquid preparation of the fragrance is preferably at least 10 ° C., preferably at least 20 ° C. and in particular at least 30 ° C. below the temperature of the melt dispersion forming the outlet flow before it is introduced into the outlet stream of the first container.
  • the resulting mixture in the pipeline after the introduction of the fragrance into the melt dispersion.
  • Mixing is preferably carried out by means of a static mixer which is located in the pipeline in the direction of flow of the melt dispersion downstream of the entry point of the fragrance and before the entry point of the mixture into the drop former.
  • the length of the static mixer installed in the pipeline in the flow direction of the melt dispersion is preferably at least 10 times, preferably at least 20 times and in particular at least 50 times the diameter of the pipeline.
  • the distance between the end of the static mixer and the entry point of the pipeline into the drop former is less than 500 times, preferably less than 200 times and in particular less than 100 times the diameter of the pipeline.
  • the inner diameter of the pipeline is referred to as the diameter of the pipeline, regardless of the wall thickness.
  • the mixture of melt dispersion and fragrance enters the drop former with a rotating, perforated outer drum from the pipeline.
  • the section of the pipeline which is located inside the drum of the drop former is referred to below as the feed channel to distinguish it from the previous pipeline.
  • the feed channel extends preferably over at least 80%, particularly preferably over at least 90% and in particular over 100% of the length of the drum of the drop former.
  • the mixture introduced into the feed channel exits the feed channel, preferably through bores located on the underside of the feed channel, from the feed channel onto a distributor or nozzle bar, which in turn rests against the inside of the rotating, perforated outer drum.
  • the mixture runs through the distributor or nozzle bar and is then applied from the holes in the rotating outer drum onto a steel belt located below these holes.
  • the distance between the outside of the rotating, perforated outer drum and the surface of the steel belt is preferably between 5 and 20 mm.
  • another mixer can be arranged in the feed channel.
  • This is preferably a dynamic mixer, for example a helix that is rotatably arranged within the feed channel.
  • the dwell time of the mixture of melt dispersion and fragrance in the pipeline until it exits the rotating, perforated outer drum of the drop former is preferably less than 20 seconds, particularly preferably less than 10 seconds and in particular between 0.5 and 5 Seconds.
  • the viscosity (Texas Instruments AR-G2 rheometer; plate / plate, 4 cm diameter, 1100 ⁇ m gap; shear rate 10 / 1sec) of the mixture when it emerges from the rotating, perforated outer drum is preferably between 1000 and 10000 mPas.
  • the drops of the mixture discharged from the drop former are solidified into solid melt bodies on the steel belt.
  • the time between the dropping of the mixture on the steel strip and the complete solidification of the mixture is preferably between 5 and 60 seconds, particularly preferably between 10 and 50 seconds and in particular between 20 and 40 seconds.
  • the solidification of the mixture is preferably supported and accelerated by cooling.
  • the drops applied to the steel strip can be cooled directly or indirectly. Cooling by means of cold air, for example, can be used as direct cooling. However, indirect cooling of the droplets by cooling the underside of the steel strip using cold water is preferred.
  • compositions according to the invention contain example formulations of compositions according to the invention (all data in% by weight) Table 1: Compositions V1 E2 E3 Sodium acetate (anhydrous) 54.1% 53.9% 53.8% water 12.4% 12.3% 12.2% Rheology modifier (2% in water) 24.3% 24.2% 24.1% Tris (hydroxymethyl) aminomethane (TRIS) 2.0% 2.0% 2.0% Fragrance 5.0% 5.0% 5.0% dye 2.0% 2.0% 2.0% Zinc ricinoleate 0.0% 2.4% 6.8% Bitter substance, others ad 100 ad 100 ad 100 ad 100 ad 100

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EP19168935.5A 2019-04-12 2019-04-12 Composition solide contenant du parfum Withdrawn EP3722402A1 (fr)

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EP19168935.5A EP3722402A1 (fr) 2019-04-12 2019-04-12 Composition solide contenant du parfum
US16/846,644 US20200325420A1 (en) 2019-04-12 2020-04-13 Solid Fragrance-Containing Composition

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102009029292A1 (de) * 2009-09-09 2011-03-10 Henkel Ag & Co. Kgaa Feste, Duft-vermittelnde Zusammensetzung
US20170107455A1 (en) * 2015-10-19 2017-04-20 The Procter & Gamble Company Particles for malodor reduction
EP3476927A1 (fr) * 2017-10-24 2019-05-01 Henkel AG & Co. KGaA Composition de parfum solide
WO2019120958A1 (fr) * 2017-12-18 2019-06-27 Henkel Ag & Co. Kgaa Fabrication de corps fusibles contenant un parfum

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102009029292A1 (de) * 2009-09-09 2011-03-10 Henkel Ag & Co. Kgaa Feste, Duft-vermittelnde Zusammensetzung
US20170107455A1 (en) * 2015-10-19 2017-04-20 The Procter & Gamble Company Particles for malodor reduction
EP3476927A1 (fr) * 2017-10-24 2019-05-01 Henkel AG & Co. KGaA Composition de parfum solide
WO2019120958A1 (fr) * 2017-12-18 2019-06-27 Henkel Ag & Co. Kgaa Fabrication de corps fusibles contenant un parfum

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