WO2014095288A1 - Produit de lavage, de nettoyage ou d'entretien contenant des particules de parfum - Google Patents

Produit de lavage, de nettoyage ou d'entretien contenant des particules de parfum Download PDF

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Publication number
WO2014095288A1
WO2014095288A1 PCT/EP2013/074932 EP2013074932W WO2014095288A1 WO 2014095288 A1 WO2014095288 A1 WO 2014095288A1 EP 2013074932 W EP2013074932 W EP 2013074932W WO 2014095288 A1 WO2014095288 A1 WO 2014095288A1
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WO
WIPO (PCT)
Prior art keywords
cleaning
washing
fragrance
care
oil
Prior art date
Application number
PCT/EP2013/074932
Other languages
German (de)
English (en)
Inventor
Christian Kropf
Benoit Luneau
Thomas Gerke
Janice Mahnke
Christian Umbreit
Original Assignee
Henkel Ag & 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 & Co. Kgaa filed Critical Henkel Ag & Co. Kgaa
Priority to EP13795796.5A priority Critical patent/EP2931866A1/fr
Publication of WO2014095288A1 publication Critical patent/WO2014095288A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes
    • C11D3/502—Protected perfumes
    • C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D11/00—Special methods for preparing compositions containing mixtures of detergents
    • C11D11/0082—Special methods for preparing compositions containing mixtures of detergents one or more of the detergent ingredients being in a liquefied state, e.g. slurry, paste or melt, and the process resulting in solid detergent particles such as granules, powders or beads
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile

Definitions

  • the present invention relates to an agent, preferably a washing, cleaning and / or
  • a care product which contains fragrance particles, by which a fresh smell with a long-lasting effect can be achieved in treated articles, such as textiles.
  • the present invention further relates to a process for the preparation of fragrance particles, which can be used in a washing, cleaning or care agent, such as the use of special fragrance particles to improve the odor of textiles.
  • the consumer In the use of detergents, cleaning or care products, the consumer not only aims to wash, cleanse or care for the objects to be treated, but also desires that the treated objects, e.g. Textiles, after the treatment, for example after the wash, smell pleasant. For this reason in particular, most commercially available detergents, cleaners or conditioners contain fragrances.
  • fragrances which are used for example in perfumes
  • perfumes are volatile.
  • a small proportion of the fragrance used remains on the treated object.
  • often only a faint scent of the treated object, especially the laundry goes out, which then already weaker after a short time.
  • the pleasant feeling of freshness of the treated object disappears after a short time.
  • WO 99/55819 describes detergent compositions containing perfume-containing modified starch capsules. Through these capsules, a system is provided, which will result in an odor improvement of the treated products after washing and also should have a good shelf life.
  • the object of the present invention was therefore to overcome the above-mentioned problems and to improve the scenting of objects.
  • the object of the present invention was in particular to provide washing, cleaning or care products, after the use of which the treated products, preferably textiles, are not only clean but also have an improved fragrance intensity, which also persists over a long period of time. Furthermore, it was an object of the invention to provide a washing, cleaning or care product, in which, for reasons of sustainability, a small amount of perfume can be used.
  • a washing, cleaning or care agent is to be provided, in which the fragrances are present in a storage-stable form.
  • an object of this invention is an agent, preferably a washing, cleaning and / or care agent comprising fragrance particles, wherein the fragrance particles
  • Another object of the invention is a process for the preparation of fragrance particles, preferably having a particle size distribution with a d (50) value of 0.5 to 30 ⁇ , preferably for use in a washing, cleaning or care product, comprising the steps
  • the invention relates to fragrance particles obtainable by the process of the invention.
  • Another object of the invention is the use of a fragrance particle containing
  • the present invention generally relates to fragrances containing agents, preferably detergents, cleaners and / or care agents.
  • agents preferably detergents, cleaners and / or care agents.
  • a washing, cleaning or care products are in this Registration means understood that can be used to wash, clean or care for objects. It is preferably a textile treatment agent in the form of a
  • Textile detergent, fabric softener, softening detergent and / or washing aid may also be e.g. a hard surface cleaning agent, such as preferably a dishwashing detergent, especially a machine dishwashing detergent. It may also be detergents, e.g. Household cleaner, all-purpose cleaner, window cleaner,
  • Floor cleaner etc. act.
  • it can be a product for cleaning toilet bowls and urinals, particularly advantageously a flushing detergent for hanging in the toilet bowl or cistern.
  • the care product it is preferably cosmetics, such as hair shampoos and deodorants, which are used for personal care and / or body cleansing.
  • an agent may also be suitable for two or three of said applications, i. it may, for example, be an agent which is a cleaning agent and at the same time a care product.
  • the agent according to the invention is therefore for example a textile treatment agent, an ironing aid, a cleaning cloth, a textile washing agent, a fabric softener, a cleaning agent, in particular for hard and / or soft surfaces, a household cleaner, a care agent Laundry detergent, a room fragrance, an air freshener, a conditioning agent, a coloring agent, a fabric softener, a conditioning substrate, a cleaning agent, a cosmetic, a bleaching agent
  • Descaling agents a car care product, floor care products, stoves, leather care products, furniture care products, a scouring agent, a disinfectant, a fragrancing agent
  • Mold remover and / or a precursor of the aforementioned means.
  • the agent according to the invention is a textile treatment agent in the form of a textile detergent, fabric conditioner, softening detergent or washing assistant.
  • composition according to the invention comprises one or more fragrance particles containing a fragrance (a).
  • the fragrance (a) is preferably an odor-causing chemical substance.
  • the chemical substance should be at least partially redistributable in the air, ie the fragrance should be volatile at 25 ° C, at least to a small extent. If the fragrance is now very volatile, the odor intensity then quickly decreases again. At a lower volatility, the smell impression is more sustainable, ie it does not disappear so quickly.
  • the perfume (a) has a melting point ranging from -100 ° C to 100 ° C, preferably from -80 ° C to 80 ° C, more preferably from -20 ° C to 50 ° C , in particular from -30 ° C to 20 ° C.
  • the perfume (a) has a boiling point in the range of From 25 ° C to 400 ° C, preferably from 50 ° C to 380 ° C, more preferably from 75 ° C to 350 ° C,
  • the perfume (a) has a molecular weight of 40 to 700 g / mol, more preferably 60 to 400 g / mol.
  • fragrance The smell of a fragrance is perceived by most people as pleasant and often corresponds to the smell of, for example, flowers, fruits, spices, bark, resin, leaves, grasses, mosses and roots.
  • fragrances can also be used to superimpose unpleasant odors or even to provide a non-smelling substance with a desired odor.
  • the fragrance (a) may be an aldehyde, preferably selected from 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 3) 4- (4-hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxaldehyde), methylnonylacetaldehyde, Lilial (3- (4-tert-butylphenyl) -2-methylpropanal), phenylacetaldehyde, undecy
  • the perfume (a) may be a ketone, preferably selected from methyl-beta-naphthyl ketone, muskindanone (1, 2,3,5,6,7-hexahydro-1, 1, 2,3,3- pentamethyl-4H-inden-4-one), tartalide (6-acety 1-1, 1, 2,4,4,7-hexamethyltetralin), alpha-damascone, beta-damascone, delta-damascone, iso-damascone, damascenone , Methyl dihydrojasmonate, menthone, carvone, camphor, koavon (3,4,5,6,6-pentamethylhept-3-en-2-one), fenchone, alpha-ionone, beta- lonone, gamma-methyl-ionone, fleuramon ( 2-heptylcyclopentanone), dihydrojasmon, cis-jas
  • the perfume (a) may be an alcohol, preferably selected from 10-undecen-1-ol, 2,6-dimethylheptan-2-ol, 2-methylbutanol, 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-nonanol, 6-nonene-1-ol, 9-decen-1-ol, a-methylbenzyl alcohol, ⁇ -terpineol, amyl salicylate, benzyl alcohol, Benzyl salicylate, ß-terpin
  • the fragrance (a) may be selected from fragrances of natural or synthetic origin, e.g. of the type of esters, ethers, aldehydes, ketones, alcohols and hydrocarbons. Fragrance type ester compounds are e.g.
  • the ethers include, for example, benzyl ethyl ether and ambroxane, to the aldehydes e.g. the linear alkanals with 8 to 18 carbon atoms, citral, citronellal,
  • the hydrocarbons mainly include terpenes such as limonene and pinene.
  • terpenes such as limonene and pinene.
  • mixtures of different fragrances are used, which together have a
  • Component (a) can be used.
  • the fragrance (a) may be selected from essential oils such as angelica root oil, aniseed oil, arnica blossom oil, basil oil, bay oil,
  • Helichrysum oil Ho oil, ginger oil, iris oil, jasmin oil, cajeput oil, calamus oil, chamomile oil, camphor oil, kanaga oil, cardamom oil, cassia oil, pine needle oil, copaiba balsam oil, coriander oil,
  • Pepper oil peppermint oil, allspice oil, pine oil, rose oil, rosemary oil, sage oil, sandalwood oil, celery oil, spiked oil, star aniseed oil, turpentine oil, thuja oil, thyme oil, verbena oil, vetiver oil, juniper berry oil, wormwood oil, wintergreen oil, ylang-ylang oil, hyssop oil, Cinnamon oil, cinnamon leaf oil, citronella oil, lemon oil and cypress oil, as well as ambrettolide, ambroxan, alpha-amylcinnamaldehyde, anethole, anisaldehyde, anisalcohol, anisole, methyl anthranilate,
  • Hydroxycinnamaldehyde hydroxycinnamyl alcohol, indole, iron, isoeugenol, isoeugenol methyl ether, isosafrole, jasmon, camphor, karvakrol, karvon, p-cresol methyl ether, coumarin, p-methoxyacetophenone, methyl n-amyl ketone, methyl anthranilate, p-methylacetophenone, methylchavikole, p-methylquinoline, Methyl-beta-naphthyl ketone, methyl n-nonyl acetaldehyde, methyl n-nonyl ketone, Muskon, beta-naphthol ethyl ether, beta-naphthol methyl ether, nerol, n-nonyl aldehyde, nonyl alcohol, n-octyl aldeh
  • Cinnamic acid ethyl ester Cinnamic acid ethyl ester, cinnamic acid benzyl ester, diphenyloxide, limonene, linalool, linalyl acetate and propionate, melusate, menthol, menthone, methyl-n-heptenone, pinene, phenylacetaldehyde,
  • the fragrance particle may contain a single fragrance.
  • the fragrance particle may contain a mixture of fragrances as component (a).
  • Such a mixture of perfumes may also be referred to as perfume or perfume oil.
  • the perfume (a) has a logP value between 1.0 and 8.0, more preferably between 1.1 and 7.7, even more preferably between 1.2 and 7.6, especially between 1 and 1 , 4 and 7.4, on.
  • the P value also known as the K ow value, is a value that expresses the relationship between lipophilicity and hydrophilicity of a substance. For this purpose, the distribution of a substance in an octanol-water system is determined.
  • the P value is given by the formula below:
  • the amount of perfume (a) is from 0.01 to 10% by weight, preferably from 0.05 to 7% by weight, more preferably from 0.1 to 5% by weight, in particular 0, 3 to 3 wt .-%, based on the total weight of the washing, cleaning or care agent.
  • the perfume particle according to the invention additionally contains a thickener (b).
  • a thickening agent in the present invention is usually a preferred organic compound which is added to a liquid or oil to increase the viscosity of the liquid or oil, or to thicken the liquid or oil.
  • the thickening agent is preferably dissolved with slight heating in the liquid or oil, preferably completely dissolved, so that upon cooling of the liquid or the oil containing the thickening agent, a thickening occurs.
  • a thickening a significant increase in the viscosity of the non-thickener-containing liquid or oil containing no thickener can be considered.
  • the thickening of the liquid or oil occurs above a specific concentration of thickener, because at that concentration, the thickener molecules can interact and form a network that supports the liquid or oil in the network.
  • Most thickeners are linear or branched molecules that can interact through intramolecular interactions, such as hydrogen bonding or hydrophobic interactions.
  • the thickeners according to the invention preferably have no surfactant effect. They are not soluble in water and form a phase with the substance to be thickened. Furthermore, the liquid or the oil together with the
  • Thickening agents preferably form a gel which can behave like a solid.
  • the fragrance particle preferably contains a thickening agent.
  • the fragrance particle may contain a plurality of different thickening agents as component (b).
  • the fragrance particle contains only a single thickener.
  • the thickener (b) is capable of (preferably at 25 ° C) liquid, preferably having a log P between 1, 0 and 8.0, more preferably between 1, 1 and 7 , 7, more preferably between 1, 2 and 7.6, especially between 1, 4 and 7.4 to thicken.
  • the thickening agent is capable of thickening in particular the abovementioned fragrances.
  • the thickener (b) is in solid form at 25 ° C.
  • the thickening agent has a melting point ranging from 25 ° C to 280 ° C, preferably from 30 ° C to 250 ° C, more preferably from 40 ° C to 220 ° C,
  • the amount of thickener (b) is from 0.001 to 5% by weight, preferably from 0.005 to 3% by weight, more preferably from 0.01 to 1% by weight, in particular from 0.02 to 0, 5 wt .-%, based on the total weight of the washing, cleaning or care agent.
  • the ratio of thickener (b) to fragrance (a) in the fragrance particle is from 1: 1000 to 1: 2, more preferably from 1: 500 to 1: 4, in particular from 1: 100 to 1: 6 , based on the weight of the respective substance.
  • a preferred thickening can be achieved.
  • R and R 2 independently of one another are a linear or branched alkyl group having 3 to 25
  • n 1, 2, 3, 4, 5 or 6.
  • the alkyl group may be substituted or preferably unsubstituted.
  • R and R 2 may independently be an aryl group or alkaryl group.
  • the thickener (b) is mannitol dioctanoate.
  • the perfume particle according to the invention additionally contains a protective colloid (c).
  • a protective colloid (c) in the present invention is usually understood as meaning a substance which can form a kind of protective layer around a thickened substance / gel particle. By this protective layer is preferably prevented that the above-described
  • gel particles provided with a protective layer can preferably be obtained which can behave like solid particles.
  • the gel particles provided with a protective layer can have a determinable particle size.
  • the protective colloid is preferably a polymeric compound which, in addition to a hydrophobic part, also has hydrophilic groups.
  • hydrophilic groups are alkoxy, hydroxy, amide, quaternary ammonium, sulfate, sulfonate, carboxylic acid and carboxylic acid ester groups, where the carboxylic acids may be in the form of the free acid and / or in the form of the corresponding salt, preferably alkali metal salt ,
  • the protective colloid (c) is a polymer having a
  • weight-average molecular weight 500 to 200,000 g / mol, preferably 1,000 to
  • the weight-average molecular weight of the polymer is preferably determined by gel permeation chromatography.
  • the protective colloid may e.g. Polyvinyl alcohol, polyvinyl acetate, polysaccharide, cellulose, and their carboxymethyl, methyl, hydroxyethyl and hydroxypropyl derivatives, poly (meth) acrylic acid, copolymers of (meth) acrylates with carboxy-functional comonomers, lignosulfonate, polyvinylsulfonic acid, poly (meth) acrylamide, polyvinylpyrrolidone , Polyacetates and mixtures thereof or consisting thereof.
  • Polyvinyl alcohol polyvinyl acetate, polysaccharide, cellulose, and their carboxymethyl, methyl, hydroxyethyl and hydroxypropyl derivatives
  • poly (meth) acrylic acid copolymers of (meth) acrylates with carboxy-functional comonomers, lignosulfonate, polyvinylsulfonic acid, poly (meth) acrylamide, polyvinylpyrrolidone
  • the protective colloid may preferably contain or consist of a fully or partially hydrolyzed copolymer of maleic acid and styrene.
  • Component (c) particularly preferably contains a fully or partially hydrolyzed copolymer of maleic acid and styrene, in which the monomer ratio of styrene to maleic anhydride is 5: 1 to 1: 5, more preferably 4: 1 to 1: 4, in particular 2: 1 to 1: 2.
  • the amount of protective colloid (c) is 0.01 to 10% by weight, preferably 0.02 to 8% by weight, more preferably 0.05 to 5% by weight, in particular 0, 1 to 2 wt .-%, based on the total weight of the washing, cleaning or care agent.
  • fragrance particles with a specific particle size can preferably be used.
  • the particle size distribution of the fragrance particles has a d (50) value of 0.05 to 50 ⁇ m, more preferably of 0.2 to 40 ⁇ m, particularly preferably of 0.5 to 30 ⁇ m and in particular of 1, 0 to 20 ⁇ on.
  • the d (50) value of a particle size distribution can be considered as the diameter of the average particle size. This diameter of the average particle size corresponds to the diameter at which 50% of the particles have a diameter which is smaller than the diameter of the average particle size.
  • the d (50) value of a particle size distribution also 50% of the particles have a diameter greater than the diameter of the average particle size.
  • the "diameter of the mean particle” in the context of this invention refers to the d (50) value of the diameter of the volume-average particle measured using the 3,150 micro-particle granulometer UPA 150 from Honeywell Inc. and using the measuring software Microtac Particle Size Analysis Ver.7.01 is evaluated.
  • the d (10) value of the particle size distribution describes the diameter at which 10% of the particles have a small diameter than that
  • the particle size distribution of the fragrance particles has a d (10) value of 0.02 to 20 ⁇ , more preferably from 0.05 to 15 ⁇ , particularly preferably from 0.1 to 10 ⁇ and in particular from 0, 15 to 6 ⁇ on.
  • the d (90) value of the particle size distribution describes the diameter at which 90% of the particles have a small diameter than the diameter which corresponds to the d (90) value.
  • the particle size distribution of the fragrance particles has a d (90) value of 0.2 to 150 ⁇ , more preferably from 0.5 to 75 ⁇ , particularly preferably from 1, 2 to 60 ⁇ and especially of 1, 8 to 25 ⁇ on.
  • the ratio of protective colloid (c) to fragrance (a) is from 1: 100 to 1: 1, more preferably from 1:50 to 1: 2, in particular from 1:30 to 1: 3.
  • the agent according to the invention preferably the washing, cleaning or care agent according to the invention, may contain further ingredients in addition to the fragrance particles described. The other ingredients may be the performance and / or aesthetic
  • preferred washing, cleaning or care agents may additionally comprise one or more substances, in particular at least one, preferably several, active components, preferably selected from the group comprising anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, acidifiers , Alkalizing agents, anti-crease compounds, antibacterial agents, antioxidants,
  • Anti redeposition agents antistatic agents, builders, bleaches, bleach activators,
  • Bleach stabilizers bleach catalysts, ironing aids, cobuilders, builders, other perfumes, anti-shrinkage agents, electrolytes, enzymes, colorants, colorants, dyes, color transfer inhibitors, fluorescers, fungicides, germicides, odor-complexing substances, adjuvants, hydrotropes, rinse aids, chelating agents, preservatives,
  • Corrosion inhibitors water and water-miscible organic solvents, optical brighteners, perfumes, perfume carriers, pearlescers, pH adjusters, repellents and impregnating agents, polymers, swelling and anti-foaming agents, foam inhibitors, phyllosilicates, stain-resistant substances, silver protectants, silicone oils, sol / 7 release agents , UV protection substances,
  • Viscosity regulators other thickeners, discoloration inhibitors, grayness inhibitors, vitamins and / or fabric softeners.
  • the amounts of the individual ingredients in the washing, cleaning or care products according to the invention are in each case based on the intended use of the agent concerned.
  • Cleaning or care agent it is preferably an organic or more preferably an aqueous agent.
  • the aqueous agent preferably an organic or more preferably an aqueous agent.
  • Composition according to the invention 1 to 99 wt .-% water, preferably 10 to 95 wt .-% water, more preferably 20 to 90 wt .-% water, in particular 40 to 85 wt .-% water, based on the total weight of the composition.
  • the surfactant content of detergents may be between 10 and 50% by weight, preferably between 12.5 and 30% by weight and in particular between 15 and 25% by weight, whereas automatic dishwashing detergents may be between 0 and 1 and 10 wt .-%, preferably between 0.5 and 7.5 wt .-% and in particular between 1 and 5 wt .-% surfactants may contain.
  • the data for the washing, cleaning or care agent according to the invention relate to the total weight of the washing, cleaning or care agent according to the invention.
  • a washing, cleaning or care agent according to the invention preferably contains builder, preferably at least one water-soluble and / or water-insoluble, organic and / or inorganic builder.
  • the water-soluble organic builders include
  • Polycarboxylic acids in particular citric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid and
  • Ethylenediaminetetraacetic acid as well as polyaspartic acid, polyphosphonic acids, in particular aminotris (methylenephosphonic acid), ethylenediaminetetrakis (methylenephosphonic acid) and
  • Carboxylic acid functionality may contain polymerized.
  • Homopolymers of unsaturated carboxylic acids is generally between 5,000 and 5,000
  • a particularly preferred acrylic acid-maleic acid copolymer has a relative molecular weight of 50,000 to 100,000 g / mol.
  • Suitable, though less preferred compounds of this class are copolymers of acrylic acid or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene, in which the proportion of the acid is preferably at least 50% by weight.
  • Organic builders may 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.
  • Detergents, cleaners or conditioners according to the invention, e.g. Softener, may optionally also be free of organic builder.
  • Suitable water-soluble inorganic builder materials are, in particular, alkali metal silicates and polyphosphates, preferably sodium triphosphate.
  • alkali metal silicates and polyphosphates preferably sodium triphosphate.
  • water-dispersible inorganic builder materials are used in particular crystalline or amorphous alkali metal aluminosilicates, in amounts of up to 50 wt .-%, preferably not more than 40% by weight and in liquid agents, in particular from 1 wt .-% to 5 wt .-%.
  • the detergent grade crystalline sodium aluminosilicates especially zeolite A, P and optionally X. Amounts near the above upper limit are preferably used in solid, particulate agents.
  • Suitable aluminosilicates in particular have no particles with a particle size of more than 30 ⁇ m, and preferably consist of at least 80% by weight of particles having a size of less than 10 ⁇ m.
  • Suitable substitutes or partial substitutes for the said aluminosilicate are crystalline alkali silicates which may be present alone or in a mixture with amorphous silicates.
  • the alkali metal silicates useful as builders in the washing, cleaning or care compositions according to the invention preferably have a molar ratio of alkali metal oxide to SiO 2 of from 1: 1 to 1:15, preferably from 1: 1, from 05 to 1:14, in particular from 1: 1, 1 to 1: 12, and may be amorphous or present in crystalline form.
  • Preferred alkali silicates are the sodium silicates, in particular the amorphous sodium silicates, with a molar ratio Na 2 0: Si0 2 of 1: 2 to 1 2,8.
  • the crystalline silicates which may be present alone or in admixture with amorphous silicates, are crystalline layer silicates with the general formula Na 2 Six0 2 x + ly H 2 0 used in which x, known as the modulus, an integer of 1, 9-4 and y is a number from 0 to 20 and preferred values for x are 2, 3 or 4.
  • Preferred crystalline phyllosilicates are those in which x in the abovementioned general formula assumes the values 2 or 3.
  • both ss and [delta] sodium disilicates Na 2 Si 2 O 5 y H 2 O
  • Builders are in the
  • Detergents, cleaning or care agents according to the invention preferably in amounts of from 0 to 60 wt .-%, more preferably from 5 to 50 wt .-%, in particular from 10 wt .-% to 40 wt .-%, contain.
  • the agent according to the invention may contain a bleaching agent.
  • bleaching agents are in particular organic peracids or salts of organic peracids, such as phthalimidopercaproic acid, perbenzoic acid or salts of diperdodecanedioic acid, hydrogen peroxide and among the
  • Hydrogen peroxide-releasing inorganic salts such as perborate, percarbonate and / or persilicate suitable. If solid peroxygen compounds are to be used, they can be used in the form of powders or granules, which can also be coated in a known manner. Particularly preferred is alkali metal percarbonate,
  • a laundry detergent or conditioner according to the invention bleach, as preferably
  • Peroxygen compounds these are present in amounts of preferably up to 1 to 50 wt .-%, more preferably from 2 to 40 wt .-%, in particular from 5 to 30 wt .-%, based on the total weight of the composition according to the invention.
  • bleach stabilizers such as phosphonates, borates or
  • Metaborates and metasilicates as well as magnesium salts such as magnesium sulfate may be preferred.
  • bleach activators it is possible to use compounds which, under perhydrolysis conditions, give aliphatic peroxycarboxylic acids having preferably 1 to 10 C atoms, in particular 2 to 4 C atoms, and / or optionally substituted perbenzoic acid.
  • Suitable substances are those which carry O- and / or N-acyl groups of the stated C atom number and / or optionally substituted benzoyl groups.
  • polyacylated alkylenediamines in particular tetraacetylethylenediamine (TAED), acylated triazine derivatives, in particular 1,5-diacetyl-2,4-dioxohexahydro-1,3,5-triazine (DADHT), acylated glycolurils, in particular
  • TAED tetraacetylethylenediamine
  • DADHT 1,5-diacetyl-2,4-dioxohexahydro-1,3,5-triazine
  • acylated glycolurils in particular
  • Tetraacetylglycoluril TGU
  • N-acylimides in particular N-nonanoylsuccinimide (NOSI)
  • NOSI N-nonanoylsuccinimide
  • acylated phenolsulphonates in particular n-nonanoyl or isononanoyloxybenzenesulphonate (n-iso-NOBS)
  • carboxylic anhydrides in particular phthalic anhydride
  • acylated polyhydric alcohols in particular triacetin, ethylene glycol diacetate, 2,5-diacetoxy-2,5-dihydrofuran and enol esters
  • SORMAN acetylated sorbitol and mannitol or theirs Mixtures
  • acylated sugar derivatives in particular pentaacetylglucose (PAG), pentaacetylfruktose, tetraacetylxylose and o
  • Hydrophilic substituted acyl acetals and acyl lactams are also preferably used.
  • Combinations of conventional bleach activators can also be used.
  • Such bleach activators may be present in the customary amount range, preferably in amounts of from 1 to 10% by weight, more preferably from 2 to 8% by weight, in particular from 3 to 7% by weight, based on the total weight of the inventive washing, cleaning or care product.
  • sulfonimines and / or bleach-enhancing transition metal salts or transition metal complexes may also be present as so-called bleach catalysts.
  • candidate transition metal compounds include in particular manganese, iron, cobalt, ruthenium or molybdenum-salene complexes and their N-analogues, manganese, iron, cobalt,
  • Transition metal bleach catalysts can also be used.
  • Bleach-enhancing transition metal complexes in particular having the central atoms Mn, Fe, Co, Cu, Mo, V, Ti and / or Ru, may be present in conventional amounts, preferably in an amount up to 1% by weight, in particular from 0.0025 to 0, 25 wt .-% and particularly preferably from 0.01 to 0.1 wt .-% are used, each based on the total weight of the washing, cleaning and care agent.
  • Suitable enzymes which can be used in the washing, cleaning and care compositions are preferably those from the class of proteases, cutinases, amylases, pullulanases, hemicellulases, cellulases, lipases, oxidases and peroxidases and mixtures thereof.
  • Particularly preferred are enzymatic agents obtained from fungi or bacteria such as Bacillus subtilis, Bacillus licheniformis, Streptomyces griseus, Humicola lanuginosa, Humicola insolens, Pseudomonas pseudoalcaligenes or Pseudomonas cepacia.
  • the optionally used enzymes may preferably be adsorbed to carriers and / or embedded in encapsulating substances in order to protect them against premature inactivation.
  • Enzymes are present in the washing, cleaning and care agents according to the invention preferably to 0 to 5 wt .-%, more preferably 0, 1 to 4 wt .-%, in particular from 0.2 to 2 wt .-%, based on the Total weight of
  • the washing, cleaning and care agents according to the invention may preferably contain optical brighteners, such as derivatives of diaminostilbenedisulfonic acid or their alkali metal salts.
  • optical brighteners such as derivatives of diaminostilbenedisulfonic acid or their alkali metal salts.
  • salts of 4,4'-bis (2-anilino-4-morpholino-1, 3,5-triazinyl-6-amino) stilbene-2,2'-disulphonic acid or compounds of similar construction which are used in place of the Morpholino group carry a diethanolamino group, a methylamino group, an anilino group or a 2-methoxyethylamino group.
  • brighteners of the substituted diphenylstyrene type may be present, for example the alkali metal salts of 4,4'-bis (2-sulfostyryl) -diphenyl, 4,4'-bis (4-chloro-3-sulfostyryl) -diphenyl or 4- (4-chlorostyryl) -4 '- (2-sulfostyryl) -diphenyls. Mixtures of the aforementioned brightener can be used.
  • Optical brighteners are contained in the washing, cleaning and care compositions according to the invention preferably to 0 to 5 wt .-%, more preferably to 0, 1 to 4 wt .-% in particular to 0.2 to 2 wt .-%, based on the total weight of the composition according to the invention.
  • Suitable foam inhibitors include, for example, organopolysiloxanes and mixtures thereof with microfine, optionally signed silica and paraffin waxes and mixtures thereof with silanated silica or bis-fatty acid alkylenediamides. Preference is also given to using mixtures of different foam inhibitors, for example those of silicone, paraffin or wax.
  • the foam inhibitors, particularly silicone and / or paraffin-containing foam inhibitors are a granular, water-soluble
  • washing, cleaning or care agents according to the invention can also be used as washing, cleaning or care agents according to the invention.
  • the preferred oil and fat dissolving components include, for example, nonionic cellulose ethers such as methylcellulose and methylhydroxypropylcellulose with a proportion of methoxyl groups of 15 to 30 wt .-% and hydroxypropoxyl groups of 1 to 15 wt .-%, each based on the nonionic Cellulose ethers, and 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 these are preferred.
  • washing, cleaning and care agents according to the invention may also be preferred
  • Color transfer inhibitors preferably in amounts of 0, 1 to 2 wt .-%, in particular from 0.1 to 1 wt .-%, containing in a preferred embodiment of the invention polymers of vinylpyrrolidone, vinylimidazole, vinylpyridine-N-oxide or copolymers These are these.
  • polyvinylpyrrolidones having a weight-average molecular weight of 15,000 to 50,000 g / mol and also polyvinylpyrrolidones having a weight-average molecular weight of 1,000,000 to 7,500,000 g / mol, in particular from 1,500,000 to 4,000,000 g / mol, N-vinylimidazole / N-vinylpyrrolidone copolymers, polyvinyloxazolidones, copolymers based on vinyl monomers and carboxamides, pyrrolidone group-containing polyesters and polyamides, grafted
  • Polyamidoamines and polyethyleneimines polymers with amide groups from secondary amines, polyamine-N-oxide polymers, polyvinyl alcohols and copolymers based on acrylamidoalkenylsulfonic acids.
  • enzymatic systems comprising a peroxidase and hydrogen peroxide or a substance which gives off hydrogen peroxide in water.
  • a mediator compound for the peroxidase for example one
  • Acetosyringone a phenol derivative or a phenotiazine or phenoxazine, is preferred in this case, whereby also above-mentioned polymeric dye transfer inhibiting agents can be used.
  • Polyvinylpyrrolidone preferably has a weight-average molecular weight in the range from 10 000 to 60 000 g / mol, in particular in the range from 25 000 to 50 000 g / mol, for use in washing, cleaning and care agents according to the invention.
  • copolymers those of vinylpyrrolidone and vinylimidazole in a molar ratio of 5: 1 to 1: 1 having a weight-average molecular weight in the range of 5,000 to 50,000 g / mol, especially 10,000 to 20,000 g / mol are preferred.
  • 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.
  • Methylhydroxypropylcellulose, methylcarboxymethylcellulose and mixtures thereof for example, in amounts of 0.1 to 5 wt .-%, preferably 0.2 to 4 wt .-%, in particular 0.4 to 2 wt .-% used, based on the total weight of the inventive Washing, cleaning or care products.
  • the agents according to the invention may contain organic solvents.
  • Such water-miscible solvents are preferably present in the washing, cleaning or care compositions according to the invention in amounts of from 0 to 30% by weight, more preferably from 3 to 25% by weight, in particular from 6% by weight to 20% by weight. , available.
  • the inventive washing, cleaning or Care products System- and environmentally compatible acids especially citric acid, acetic acid, tartaric acid, malic acid, lactic acid, glycolic acid, succinic acid, glutaric acid and / or adipic acid, but also mineral acids, especially sulfuric acid, or bases, in particular
  • Such pH regulators are in the washing, cleaning or care agents according to the invention preferably in amounts of 0 to 20 wt .-%, preferably from 0.5 to 18 wt .-%, in particular from 1, 2 wt .-% to 17 Wt .-%, contained.
  • the agents according to the invention have a pH of from 2 to 12, more preferably from 3 to 9, even more preferably from 5 to 8, in particular from 6 to 7.
  • fragrance particles Preservative in solid form before, preferably in powder form, optionally in compacted form.
  • the fragrance particles are contained in and / or on carrier particles.
  • a preferred solid, in particular powdered, detergent according to the invention may, in addition to the above-described fragrance particles, preferably contain components which are e.g. are selected from the following:
  • Builders e.g. Zeolite, polycarboxylate, sodium citrate, in amounts of e.g. 0 to
  • 70 wt .-% advantageously from 5 to 60 wt .-%, preferably from 10 to 55 wt .-%, in particular from 15 to 40 wt .-%,
  • Alkalis e.g. Sodium carbonate
  • bleaching agent e.g. Sodium perborate, sodium percarbonate
  • bleaching agent e.g. Sodium perborate, sodium percarbonate
  • 30 wt .-% advantageously from 5 to 25 wt .-%, preferably 10 to 20 wt .-%
  • Corrosion inhibitors e.g. Sodium silicate, in amounts of e.g. 0 to 10 wt .-%, advantageously from 1 to 6 wt .-%, preferably from 2 to 5 wt .-%, in particular from 3 to 4 wt .-%,
  • Stabilizers e.g. Phosphonates, advantageously in amounts of 0 to 1% by weight, foam inhibitors, e.g. Soap, silicone oils, paraffin, advantageously in amounts of from 0 to 4% by weight, preferably from 0.1 to 3% by weight, in particular from 0.2 to 1% by weight, of enzymes, e.g. Proteases, amylases, cellulases, lipases, advantageously in amounts of from 0 to 2% by weight, preferably from 0.2 to 1% by weight, in particular from 0.3 to 0.8% by weight, of grayness inhibitors, e.g. Carboxymethylcellulose, advantageously in amounts of from 0 to 1% by weight,
  • foam inhibitors e.g. Soap
  • silicone oils, paraffin advantageously in amounts of from 0 to 4% by weight, preferably from 0.1 to 3% by weight, in particular from 0.2 to 1% by weight
  • enzymes e.g. Proteases, amylases, cellula
  • Discoloration inhibitors e.g. Polyvinylpyrrolidone derivatives, advantageously in amounts of from 0 to 2% by weight,
  • Adjusting means e.g. Sodium sulfate, advantageously in amounts of from 0 to 20% by weight,
  • Optical brightener for example stilbene derivative, biphenyl derivative, advantageously in amounts of 0 to 0.4 wt .-%, in particular from 0, 1 to 0.3 wt .-%, optionally water
  • wt .-% are based on the total washing, cleaning or care agent.
  • the washing, cleaning or care agent is in liquid form.
  • Preferred liquid washing, cleaning or care agents have water contents of e.g. 10 to 95 wt .-%, preferably from 20 to 80 wt .-% and in particular from 30 to 70 wt .-%, based on the total agent.
  • the water content may also be particularly low, e.g. 0 to 30 wt .-%, preferably 0 to 20 wt .-%, in particular 0 to 15 wt .-%, each based on the total washing, cleaning or care agent.
  • the liquid agents may also be nonaqueous
  • the viscosity of the washing, cleaning or care agents according to the invention can be measured by conventional standard methods (for example Brookfield LVT-II viscosimeter at 20 rpm and 20 ° C., spindle 3) and is preferably from 20 to 4,000 mPas, more preferably 40 and 2000 mPas.
  • a preferred liquid washing, cleaning or care agent according to the invention may contain, in addition to the fragrance particles, preferably components which are e.g. are selected from the following:
  • Builders e.g. Zeolite, polycarboxylate, sodium citrate, advantageously in amounts of from 0 to 15% by weight, preferably from 0.01 to 10% by weight, in particular from 0.1 to 5% by weight,
  • Foam inhibitors e.g. Soap, silicone oils, paraffins, in amounts of e.g. 0 to 10 wt .-%, advantageously from 0.1 to 4 wt .-%, preferably from 0.2 to 2 wt .-%, in particular from 1 to 3 wt .-%,
  • Enzymes e.g. Proteases, amylases, cellulases, lipases, in amounts of e.g. 0 to 3 wt .-%, advantageously from 0.1 to 2 wt .-%, preferably from 0.2 to 1 wt .-%, in particular from 0.3 to 0.8 wt .-%,
  • Optical brighteners e.g. Stilbene derivative, biphenyl derivative, in amounts of e.g. 0 to 1 wt .-%, advantageously from 0.1 to 0.3 wt .-%, in particular from 0, 1 to 0.4 wt .-%, optionally water
  • optionally stabilizers optionally soap, in amounts of, for example, from 0 to 25% by weight, advantageously from 1 to 20% by weight, preferably from 2 to 15% by weight, in particular from 5 to 10% by weight,
  • solvents preferably alcohols
  • wt .-% 25 wt .-%, preferably from 1 to 20 wt .-%, in particular from 2 to 15 wt .-%, wherein the wt .-% are each on the entire washing, cleaning or care agent.
  • the washing, cleaning or care agents according to the invention can preferably be used for cleaning textile fabrics.
  • Another object of the present invention is therefore in a textile cleaning method in which the textile to be cleaned textile laundry using a washing, cleaning or
  • Caring agent is subjected, especially in an automatic washing machine.
  • Another object of the present invention is the use of a washing, cleaning or care agent according to the invention for cleaning textile fabrics, in particular in an automatic washing machine.
  • the fragrance particles can be added as a dispersion in the otherwise finished liquid product.
  • the fragrance particles may e.g. sprayed as a dispersion on the otherwise finished product.
  • the fragrance particles may also be applied to separate carrier particles, e.g. by spraying, then these loaded carrier particles can then be mixed with the otherwise finished product.
  • the invention further provides a process for producing fragrance particles, in particular for producing the fragrance particles according to the invention comprising components (a), (b) and (c), preferably having a particle size distribution with a d (50) value of 0.5 to 30 ⁇ , suitable for use in an agent, preferably in a washing, cleaning or
  • a first solution is preferably prepared which contains perfume (a) and thickener (b).
  • the thickener in the perfume preferably with stirring and / or heating, are dissolved, preferably completely dissolved.
  • the temperature to which the fragrance may preferably be heated should not be more than 100 ° C, preferably not more than 90 ° C, especially not more than 80 ° C, to prevent the fragrances from starting to evaporate.
  • the temperature is preferably 20 ° C or higher, more preferably 30 ° C or higher.
  • a second solution containing water and protective colloid (c) is preferably prepared.
  • the protective colloid preferably with stirring and / or heating, dissolved in water, preferably completely dissolved.
  • the pH of the water can be adjusted depending on the protective colloid to be dissolved.
  • alkaline substances such as NaOH or KOH to the water.
  • the temperature to which the water is preferably heated should not be more than 100 ° C, preferably not more than 90 ° C, especially not more than 80 ° C.
  • the temperature is preferably 20 ° C or higher, more preferably 30 ° C or higher.
  • the protective colloid-containing aqueous second solution is preferably also kept at its preparation temperature to possible
  • the second solution is prepared by reacting a copolymer of styrene and maleic anhydride in a dilute sodium hydroxide with stirring and heating to 80 ° C to give the hydrolyzed styrene-maleic anhydride as protective collide (c) which is then in aqueous solution ,
  • step (ii) the two solutions are mixed.
  • the first solution from step (i) is introduced into the preferably moderately stirred second solution from step (i), which is preferably further maintained at the preferred temperature in step (i), for example by a heating source.
  • a more thorough mixing of the mixed solution is preferably carried out, which can be achieved, for example, by increased stirring.
  • step (iii) the fragrance particles are recovered by cooling the intermixed solutions of step (ii).
  • the cooling of the solution mixture from step (ii) may preferably be accomplished by terminating the heat input, such as removing the heat source.
  • the solution mixture can also be cooled by active cooling, for example by means of a cooling device with coolant. Preferred may be during the
  • Cooling process from the solution mixture form a fragrance containing suspension.
  • This suspension containing the fragrance particles can be used without further processing in detergents, cleaners or care products.
  • the fragrance particles before their further use, for example by lyophilization of the suspension described above.
  • Another object of the present invention are the fragrance particles obtainable by the above-mentioned method.
  • fragrance particle comprising (a) perfume, (b) thickener and (c)
  • odor improvement of textiles is a further object of the invention.
  • the odor improvement achieved by the use of the fragrance particle preferably persists for a longer period of time and preferably gives the treated textile a pleasant feeling of freshness.
  • solution 2 40 g of the 10% aqueous solution of hydrolyzed styrene-maleic anhydride copolymer (solution 2) was diluted with 39 g of water and heated to 80 ° C. with stirring.
  • the mannitol-dioctanoate-containing delta-Damascon (solution 1) was added with continued moderate stirring, and then the stirring speed was increased to 2300 rpm. at
  • the particle size distribution was measured by means of the method described above with the aid of the ultrafine grain granulometer UPA 150 from Honeywell Inc. and evaluated using the measuring software Microtac Particle Size Analysis Ver.7.01. Comparative Examples
  • a dispersion according to Example 1.3 above was compared with a delta-damascone emulsion.
  • the comparative emulsion comprises 20% by weight of delta-damascone, 4% by weight of hydrolyzed styrene-maleic anhydride copolymer and 76% by weight of water, and thus is a system which contains no emulsified liquid fragrance but colloidal fragrance particles.
  • the suspension according to the invention and the comparison emulsion were each diluted with enough water that the delta-damascone content is 2% by weight.
  • the delta-damascone content is 2% by weight.
  • textile strips cotton 10A, 5x6 cm
  • the textile strips were taken out and rinsed in each 100 ml of deionized water and then dried in air.
  • the textile treated with the fragrance particles according to the invention has a distinctly better fragrance intensity for each of the examined periods. It is particularly emphasized that in each survey, all respondents were in agreement as to which textile would produce a greater odor intensity.
  • the washing, cleaning or care agents according to the invention exhibit unexpectedly improved fragrance properties when used, in particular in connection with textile treatment.
  • a washing, cleaning or care agent according to the invention such as detergents and fabric softeners
  • an improved fragrance intensity of the treated products could be found. This preferably applies to both the wet and especially also for the dry laundry.
  • a better durability of the fragrance impression was found, i. the desired scent impression lasted longer.
  • corresponding products have an advantageous storage stability.
  • the compositions according to the invention make it possible to reduce the total amount of fragrance contained in the washing, cleaning or care agent while still achieving odor advantages on the washed textiles, especially with regard to the sensation of freshness.

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Fats And Perfumes (AREA)

Abstract

La présente invention concerne un produit, de préférence un produit de lavage, de nettoyage ou d'entretien, qui contient des particules de parfum permettant de donner aux objets traités, par exemple des textiles, une odeur de frais avec un effet de longue durée. La présente invention concerne en outre un procédé de production de particules de parfum utilisables dans un produit de lavage, de nettoyage ou d'entretien, ainsi que l'utilisation de particules de parfum spéciales pour améliorer l'odeur de textiles.
PCT/EP2013/074932 2012-12-17 2013-11-28 Produit de lavage, de nettoyage ou d'entretien contenant des particules de parfum WO2014095288A1 (fr)

Priority Applications (1)

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EP13795796.5A EP2931866A1 (fr) 2012-12-17 2013-11-28 Produit de lavage, de nettoyage ou d'entretien contenant des particules de parfum

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DE102012223423.3A DE102012223423A1 (de) 2012-12-17 2012-12-17 Wasch-, Reinigungs- oder Pflegemittel enthaltend Duftpartikel
DE102012223423.3 2012-12-17

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0346034A2 (fr) * 1988-06-06 1989-12-13 Unilever Plc Agents actifs encapsulés par de la cire et procédé à base d'émulsion pour leur production
FR2774389A1 (fr) * 1998-02-02 1999-08-06 Rhodia Chimie Sa Granules dispersables dans l'eau comprenant un parfum dans une matrice hydrosoluble ou hydrodispersable et leur procede de preparation
WO1999055819A1 (fr) 1998-04-23 1999-11-04 The Procter & Gamble Company Particules de parfum en inclusion et compositions detergentes contenant ces particules
WO2001048140A2 (fr) * 1999-12-24 2001-07-05 Henkel Kommanditgesellschaft Auf Aktien Purificateurs pour w.-c.
WO2003032749A1 (fr) * 2001-10-18 2003-04-24 Firmenich Sa Compositions sechees par pulverisation et procede servant a leur preparation
WO2014041001A1 (fr) * 2012-09-11 2014-03-20 Creathes Procede alternatif de microencapsulation de principes actifs

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0346034A2 (fr) * 1988-06-06 1989-12-13 Unilever Plc Agents actifs encapsulés par de la cire et procédé à base d'émulsion pour leur production
FR2774389A1 (fr) * 1998-02-02 1999-08-06 Rhodia Chimie Sa Granules dispersables dans l'eau comprenant un parfum dans une matrice hydrosoluble ou hydrodispersable et leur procede de preparation
WO1999055819A1 (fr) 1998-04-23 1999-11-04 The Procter & Gamble Company Particules de parfum en inclusion et compositions detergentes contenant ces particules
WO2001048140A2 (fr) * 1999-12-24 2001-07-05 Henkel Kommanditgesellschaft Auf Aktien Purificateurs pour w.-c.
WO2003032749A1 (fr) * 2001-10-18 2003-04-24 Firmenich Sa Compositions sechees par pulverisation et procede servant a leur preparation
WO2014041001A1 (fr) * 2012-09-11 2014-03-20 Creathes Procede alternatif de microencapsulation de principes actifs

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