EP0332259B1 - Waschmittelzusammensetzungen, die Peroxysäure-Bleiche und Riechstoff enthalten - Google Patents

Waschmittelzusammensetzungen, die Peroxysäure-Bleiche und Riechstoff enthalten Download PDF

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Publication number
EP0332259B1
EP0332259B1 EP89200523A EP89200523A EP0332259B1 EP 0332259 B1 EP0332259 B1 EP 0332259B1 EP 89200523 A EP89200523 A EP 89200523A EP 89200523 A EP89200523 A EP 89200523A EP 0332259 B1 EP0332259 B1 EP 0332259B1
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Prior art keywords
composition
perfume
weight
silica
peroxyacid
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EP89200523A
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English (en)
French (fr)
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EP0332259A2 (de
EP0332259A3 (de
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John Albert Sagel
Charles Albert Schulz
Russell Joseph Merz
Alyce Elizabeth Nicholson
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Procter and Gamble Co
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Procter and Gamble Co
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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
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3945—Organic per-compounds
    • 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

Definitions

  • the invention pertains to granular laundry detergent or bleaching compositions comprising a peroxyacid bleach and perfumed silica particles.
  • the particles protect the perfume from oxidation by the bleach during storage and use of the composition.
  • the invention thereby provides improved product odor, odor during the laundry process, and delivery of perfume to fabrics.
  • the perfume particles are preferably admixed with detergent or bleach granules to provide finished granular detergent or bleach compositions containing peroxyacid bleaches.
  • Perfumes are a desirable part of the laundry process. They are used to cover up the chemical odors of the cleaning ingredients and provide an aesthetic benefit to the wash process and, preferably, the cleaned fabrics. Perfumes are often added directly to laundry compositions, such as by spraying the perfume onto finished compositions. However, perfumes are, in general, volatile and many perfume ingredients can be destroyed or damaged by contact with cleaning ingredients, especially alkali and bleaches. To minimize direct contact between perfume and bleach components in laundry compositions, bleaches are sometimes admixed after perfume spray-on. Even this does not avoid oxidation of perfumes by bleaches, particularly when reactive bleaches such as peroxyacids are present.
  • silica particles can be used to protect perfumes from peroxyacid bleaches present in laundry compositions.
  • US-4 020 156 discloses crystal beads which contain an odor releasing material coated on the surface of a beaded or prilled water soluble material such as urea. These crystal beads exhibit a slow release of fragrance under anhydrous or dry conditions without the carrier being dissolved and exhibit a rapid release of fragrance when wetted.
  • EP-A-0 214 789 discloses a dry diperacid based bleach composition comprising a fragrance.
  • the fragrance is protected against the oxidation by the diperacid by encapsulating them in polymeric materials or having them absorbed into inert materials, such as starches or sugars or mixture thereof.
  • GB-A-2 066 839 discloses a method to manufacture perfumed detergents, especially powdered ones.
  • the perfume ingredient is sorbed on a porous carrier to decrease the volatility of said perfume and to enhance the resistance of said perfume to chemical changes.
  • a long-termed durability of sent is achieved during the storing in dry condition.
  • porous amorphous silicic acid SYLOID 244 as a carrier material for substances such as vitamins, ethereal oils, essences and aromas in order to provide storage stable substances which upon contact with water will be released.
  • the present invention is directed to granular laundry detergent or bleaching compositions containing a peroxyacid bleach and perfume particles in which the perfume is adsorbed onto certain silica particles.
  • the silica particles are preferably incorporated into finished laundry detergent or bleaching compositions containing peroxyacid bleach, although the perfume particles and bleach can be used as is, such as in a laundry booster product.
  • the silica particles have a diameter of from 0.001 micron to 15 microns and are present at a level to provide from 0.001% to 5% perfume by weight in the laundry detergent or bleaching compositions.
  • the silica particles deposit on fabrics and enhance delivery of the perfume to the fabrics.
  • the use of the dry flowable perfume particles herein in laundry compositions containing peroxyacid bleach can thus be a cost effective and efficient way to deliver perfume during the laundry process and to fabric.
  • it provides greater flexibility to formulate compositions that release prefume at desired stages of the laundry process. For example, different perfumes may be released during storage of the composition, during its use, and during wearing of fabrics, all by selecting silica particles providing different degrees of perfume protection in the presence of peroxyacid bleach.
  • the present invention relates to granular laundry detergent or bleaching compositions containing peroxyacid bleaches and perfumed silica particles.
  • Silica particles are used as carriers for perfumes to make dry flowable perfume compositions.
  • the perfume oil adsorption is affected by particle size (microns) and surface area (m 2 /g).
  • the amount of perfume that can be adsorbed per unit weight of silica is greater for small particle sizes.
  • Perfume to silica particle weight ratios range from 0.001:1 to 6:1, depending upon the silica particle, with the preferred ratios being from 0.1:1 to 3:1, more preferably from about 0.2:1 to about 2.5:1.
  • the perfume can be sprayed or otherwise loaded onto the silica in various ways well known in the trade.
  • the perfume compositions of this invention are conventional compositions known in the art which are not also considered to be flavors. Selection of any perfume or amount of perfume is based solely on aesthetic considerations. Suitable perfume compositions can be found in the art including U.S. Pat. Nos. 4,145,184, Brain and Cummins, issued Aug. 26, 1980; 4,209,417, Whyte, issued Jan. 24, 1980; 4,515,705, Moeddel, issued May 7, 1985; and 4,152,272, Young, issued May 1, 1978. Desirably, the perfume compositions are relatively substantive to maximize the effect on fabrics, although nonsubstantive perfumes can also be used.
  • the perfumes are adsorbed onto silica particles, preferably fumed silica particles.
  • the silica particles have a particle size of from 0.001 micron to 15 microns, preferably from 0.007 micron to 5 microns, most preferably from 0.007 to 2.5 microns, and even more preferably from 0.007 micron to 0.25 micron.
  • the surface area is from 100 to 800 m 2 /g, preferably from 200 to 400 m 2 /g. It is desirable to use a larger amount of silica particles than the minimum amount necessary to adsorb the perfume composition. Use of lower ratios of perfume to silica provides improved protection of the perfume.
  • the silica particles are used at a level of from 0.001% to 5%, preferably from 0.001% to 2%, more preferably from 0.1% to 1%, to provide a level of perfume of from 0.001% to 1.5%, preferably from 0.01% to 0.5%, all by weight.
  • These very small particle size silicas should be added in a way to minimize dusting, e.g., with an agglomerating aid and/or dust suppressor.
  • the dust suppressor should not be water since that will release the perfume prematurely.
  • Silica gel particles include Syloid R Silicas such as Numbers: 72; 74; 221; 234; 235; 244; etc. Syloid R silicas are available from W. R. Grace & Co., Davison Chemical Division, P.O. Box 2117, Baltimore, Maryland 21203. Such particles have surface areas of from 250 to 340 m 2 /g; pore volumes of from 1.1 to 1.7 cc/g; and average particle sizes of from 1 to 8 microns, preferably from 2.5 to 6 microns.
  • Fumed silica particles have primary particle diameters of from 0.007 to 0.025 micron and include Cab-O-Sil R Numbers L-90; LM-130; LM-5; M-5; PTG; MS-55; HS-5; and EH-5.
  • Cab-O-Sil R silicas are available from Cabot Corp, P.O. Box 188, Tuscala, Illinois 61953.
  • the perfume silica particles can be used to release perfume when they are wetted, e.g., with an aqueous fluid.
  • the particles contact substrates such as fabrics, skin, absorbent materials, etc., they can be activated upon wetting.
  • the aqueous material is undesirable such as sweat, urine, menses, etc.
  • the perfume can be either a masking aid or an aesthetically pleasing "signal" that other action is required.
  • the peroxyacid can be a preformed peroxyacid, an inorganic persalt (e.g., sodium perborate), or a combination of an inorganic persalt and an organic peroxyacid precursor which is converted to a peroxyacid when the combination of persalt and precursor is dissolved in water.
  • the organic peroxyacid precursors are often referred to in the art as bleach activators.
  • the peroxyacid is a preformed peroxyacid.
  • These bleaches are much more reactive with and destructive of perfume ingredients, particularly when in intimate mixture or contact, so that the perfume stability and delivery benefits provided by the present invention are greater than in the case where the bleach is an inorganic persalt or a persalt plus activator.
  • the preferred organic peroxyacid is selected from the following: and wherein R 1 and R 2 are alkylene groups containing from 1 to 20 carbon atoms or phenylene groups, R 3 is hydrogen or an alkyl, aryl, or alkaryl group containing from 1 to 10 carbon atoms, and X and Y are hydrogen, halogen, alkyl (e.g., methyl, isopropyl), aryl, or any group which provides an anionic moiety in aqueous solution.
  • X and Y groups can include, for example, where M is hydrogen or a water-soluble salt-forming cation. Mixtures of such peroxyacids can also be used herein.
  • peroxyacids for this invention include diperoxydodecanedioic acid (DPDA), nonylamide of peroxysuccinic acid (NAPSA), and decyldiperoxysuccinic acid (DDPSA).
  • DPDA diperoxydodecanedioic acid
  • NAPSA nonylamide of peroxysuccinic acid
  • DDPSA decyldiperoxysuccinic acid
  • the peroxyacid is preferably incorporated into a soluble granule according to the method described in the above cited U.S. Pat. No. 4,374,035.
  • a preferred bleach granule comprises, by weight, 1% to 50% of an exotherm control agent (e.g., boric acid); 1% to 25% of a peroxyacid compatible surfactant (e.g., C 13 LAS); 0.1% to 10% of one or more chelant stabilizers (e.g., sodium pyrophosphates); and 10% to 70% of a water-soluble processing salt (e.g., Na 2 SO 4 ).
  • an exotherm control agent e.g., boric acid
  • a peroxyacid compatible surfactant e.g., C 13 LAS
  • chelant stabilizers e.g., sodium pyrophosphates
  • a water-soluble processing salt e.g., Na 2 SO 4
  • the peroxyacid bleach is used at a level which provides an amount of available oxygen (AvO) from 0. 1% to 10%, preferably from 0.5% to 5%, and most preferably from 1% to 4%, all by weight of the composition.
  • AvO available oxygen
  • Effective amounts of peroxyacid bleach per unit dose of the composition of this invention used in typical laundry liquor provide from 1 ppm to 150 ppm of available oxygen (AvO), more preferably from 5 ppm to 50 ppm.
  • the laundry liquor should also have a pH of from 7 to 10, preferably 7.5 to 9, for effective peroxyacid bleaching. See Col. 6, lines 1-10, of U.S. Pat. No. 4,374,035.
  • the composition may contain a suitable organic precursor which generates one of the above peroxyacids when reacted with alkaline hydrogen peroxide in aqueous solution.
  • the source of hydrogen peroxide can be any inorganic peroxygen compound which dissolves in aqueous solution to generate hydrogen peroxide, e.g., sodium perborate (monohydrate and tetrahydrate) and sodium percarbonate.
  • compositions comprise:
  • the perfume particles of the present invention are formulated into laundry detergent or bleaching compositions.
  • the bleaching compositions of the invention are also detergent compositions.
  • Such compositions typically comprise detersive surfactants and/or detergency builders and, optionally, additional ingredients such as enzymes, fabric brighteners and the like.
  • the perfume particles are preferably present in the detergent composition at a level of from 0.001% to 2%, and more preferably from 0.1% to 1%, by weight of the detergent composition.
  • the remainder of the detergent composition will comprise from 1% to 50%, preferably from 10% to 25%, detersive surfactant, and from 10% to 80%, preferably from 20% to 50%, of a detergency builder, and, if desired, other optional laundry detergent components.
  • Surfactants useful in the detergent compositions herein include well-known synthetic anionic, nonionic, amphoteric and zwitterionic surfactants. Typical of these are the alkyl benzene sulfonates, alkyl- and alkylether sulfates, paraffin sulfonates, olefin sulfonates, alkoxylated (especially ethoxylated) alcohols and alkyl phenols, amine oxides, alpha-sulfonates of fatty acids and of fatty acid esters, alkyl betaines, and the like, which are well known from the detergency art. In general, such detersive surfactants contain an alkyl group in the C 9 -C 18 range.
  • the anionic detersive surfactants can be used in the form of their sodium, potassium or triethanolammonium salts; the nonionics generally contain from 5 to 17 ethylene oxide groups.
  • C 11 -C 16 alkyl benzene sulfonates, C 12 -C 18 paraffin-sulfonates and alkyl sulfates are especially preferred in the compositions of the present type.
  • Useful detergency builders for the detergent compositions herein include any of the conventional inorganic and organic water-soluble builder salts, as well as various water-insoluble and so-called “seeded” builders.
  • Nonlimiting examples of suitable water-soluble, inorganic alkaline detergent builder salts include the alkali metal carbonates, borates, phosphates, polyphosphates, tripolyphosphates, bicarbonates, silicates, and sulfates.
  • Specific examples of such salts include the sodium and potassium tetraborates, bicarbonates, carbonates, tripolyphosphates, pyrophosphates, and hexametaphosphates.
  • suitable organic alkaline detergency builder salts are: (1) water-soluble amino polyacetates, e.g., sodium and potassium ethylenediaminetetraacetates, nitrilotriacetates, and N-(2-hydroxyethyl)nitrilodiacetates; (2) water-soluble salts of phytic acid, e.g., sodium and potassium phytates; (3) water-soluble polyphosphonates, including sodium, potassium and lithium salts of ethane-1-hydroxy-1,1-diphosphonic acid, sodium, potassium, and lithium salts of methylenediphosphonic acid.
  • water-soluble amino polyacetates e.g., sodium and potassium ethylenediaminetetraacetates, nitrilotriacetates, and N-(2-hydroxyethyl)nitrilodiacetates
  • water-soluble salts of phytic acid e.g., sodium and potassium phytates
  • water-soluble polyphosphonates including sodium, potassium and lithium
  • Seeded builders include such materials as sodium carbonate or sodium silicate, seeded with calcium carbonate or barium sulfate. Hydrated sodium Zeolite A having a particle size of less than 5 microns is particularly desirable.
  • Optional detergent composition components include enzymes (e.g., proteases and amylases), halogen bleaches (e.g., sodium and potassium dichloroisocyanurates), soil release agents (e.g., methylcellulose), soil suspending agents (e.g., sodium carboxymethylcellulose), fabric brighteners, enzyme stabilizing agents, color speckles, suds boosters or suds suppressors, anticorrosion agents, dyes, fillers, germicides, pH adjusting agents and nonbuilder alkalinity sources.
  • enzymes e.g., proteases and amylases
  • halogen bleaches e.g., sodium and potassium dichloroisocyanurates
  • soil release agents e.g., methylcellulose
  • soil suspending agents e.g., sodium carboxymethylcellulose
  • fabric brighteners e.g., enzyme stabilizing agents, color speckles, suds boosters or suds suppressors, anticorrosion agents, dyes, fillers, germicides, pH
  • the formulation hereinafter described is a perfumed silica gel made on a lab scale according to the following method.
  • a predetermined amount of silica gel is placed into a Cuisinart R food processor and a fluid bed state is achieved by the action of the processor's blades. Knowing the desired amount of perfume impact on dry fabric and, hence, the desired perfume to silica gel ratio, the premeasured perfume is added through a small orifice into the fluid bed of silica gel until all the perfume has been applied. Mixing is continued until the perfume and silica gel have reached a homogenous dry flowable state.
  • Perfume/silica gel composition is prepared as follows: Ingredient % by Weight Syloid R 234* 51.61 Perfume 48.39 Total 100.00 ⁇ *Available from W. R. Grace & Co., Davison Chemical Division, P.O. Box 2117, Baltimore, Maryland 21203. Average particle size 2.5 microns on a weight basis and surface area of 250 m 2 /g.
  • perfumed silica particles of the present invention are obtained when the above perfumes are added with an eye dropper to beakers containing Cab-O-Sil R EH-5 particles (average particle size of 0.007 microns and surface area of about 380 m 2 /g, available from Cabot Corporation, Cab-O-Sil Division, P. O. Box 188, Tuscola, Illinois 61953) in a weight ratio of perfume to silica particle of about 2:1, 2.5:1 and 3:1. After shaking the particles for about 1 minute, they become free flowing.
  • Cab-O-Sil R EH-5 particles average particle size of 0.007 microns and surface area of about 380 m 2 /g, available from Cabot Corporation, Cab-O-Sil Division, P. O. Box 188, Tuscola, Illinois 61953
  • Perfumed granular detergent and bleaching compositions are prepared by mixing the following ingredients.
  • the silica particles protect the perfume from the peroxyacid bleach so that the perfume can be carried through the laundry washing and drying stages and delivered to the fabric.
  • Perfumed particles are prepared by first mixing Syloid R 234 with the perfumes of Example I to form the following perfume particle compositions according to a process similar to that of Example I: Perfumed Syloid R Ingredient % by Weight Syloid R 234 70.6 Perfume 29.4 Total 100.00 ⁇
  • the Syloid and the perfume are blended by first adding 30 lbs. of the Syloid R 234 to a Littleford Model FM 130 D Mixer (Littleford Bros., Inc., 15 Empire Drive, Florence, Kentucky 41042). With the plow turned on, the perfume is slowly introduced dropwise through a 9.5 mm (3/8") pipe at a rate of approximately 0.908-1.135 kg/min (2-2.5 lbs/min). After 12.5 lbs. of perfume are added, the chopper is turned on for 15 seconds to evenly disperse the perfume before emptying the mixer.
  • a Littleford Model FM 130 D Mixer Littleford Bros., Inc., 15 Empire Drive, Florence, Kentucky 41042
  • the perfume is slowly introduced dropwise through a 9.5 mm (3/8") pipe at a rate of approximately 0.908-1.135 kg/min (2-2.5 lbs/min).
  • the chopper is turned on for 15 seconds to evenly disperse the perfume before emptying the mixer.
  • granular detergent and bleaching composition herein are prepared by mixing the following ingredients with the perfumed particles of Examples I and III.
  • Ingredient Parts 1. Spray-dried base granules Sodium C 13 linear alkyl benzene sulfonate 9.76 Sodium C 14 -C 15 fatty alcohol sulfate 4.18 Ethoxylated (6 avg.) C 12 -C 13 fatty alcohol 1.33 Sodium sulfate 13.15 Sodium silicate (1.6r) 4.21 Sodium polyacrylate (M.W. 4,000) 0.65 Sodium tripolyphosphate 21.49 Sodium pyrophosphate 5.22 Sodium diethylenetriamine pentaacetate 0.38 Sodium carbonate 22.03 Polyethylene glycol (M.W.
  • compositions of the present invention are obtained when the phosphate builders in the compositions of Examples II and IV are replaced with hydrated Zeolite A (avg. diameter of 2 microns) or with an 80:20 by weight mixture of the tartrate monosuccinate:tartrate disuccinate builders described in U.S. Patent 4,663,071, Bush et al, issued May 5, 1987.

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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)
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  • Inorganic Chemistry (AREA)
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Claims (8)

  1. Granuläre Wäschewaschmittel- oder Bleichmittelzusammensetzung, umfassend ein Peroxysäure-Bleichmittel, wobei das Peroxysäure-Bleichmittel eine vorgebildete Peroxysäure, ein anorganisches Persalz oder eine Kombination aus einem anorganischen Persalz und einem organischen Peroxysäure-Vorläufer ist, dadurch gekennzeichnet, daß sie weiterhin ein trockenes, fließfähiges, parfümiertes Silicateilchen, vorzugsweise 0.001 - 5 Gew.-% des Silicateilchens, enthält, das eine Teilchengröße von 0.001 - 15 µm aufweist und auf dem Silicateilchen eine geeignete Parfümzusammensetzung adsorbiert hat, wobei das Gewichtsverhältnis der Parfümzusammensetzung zu dem Silicateilchen 0.001:1 bis 6:1, vorzugsweise 0,1:1 bis 3:1 beträgt, und mit der Maßgabe, daß die Zusammensetzung nicht 19 Gew.-% Natriumperborat enthält.
  2. Zusammensetzung nach Anspruch 1, wobei das Silicateilchen ein Silicagel mit einer Teilchengröße von 1 - 8 µm ist.
  3. Zusammensetzung nach Anspruch 1, wobei das Silicateilchen ein Kieselpuder mit einer Teilchengröße von 0.007 bis 0.025 µm und einer Oberfläche von 200 bis 400m2/g ist.
  4. Zusammensetzung nach mindestens einem der vorangehenden Ansprüche, wobei das Silicateilchen in einem Anteil von 0.1 bis 1 Gew. -% vorliegt, um einen Parfümanteil von 0.01 bis 0,5 Gew.-% vorzusehen.
  5. Zusammensetzung nach mindestens einem der vorangehenden Ansprüche, wobei die Parfümzusammensetzung gegenüber den Textilien relativ substantiv ist.
  6. Zusammensetzung nach mindestens einem der vorangehen den Ansprüche, wobei das Peroxysäure-Bleichmittel eine vorgebildete Persäure ist, die in einem Anteil vorliegt, um 0,1 bis 10 Gew.-% verfügbaren Sauerstoff vorzusehen.
  7. Zusammensetzung nach mindestens einem der vorangehenden Ansprüche, wobei die Persäure aus der
    Figure imgb0014
    Figure imgb0015
     und
    Figure imgb0016
     umfassenden Gruppe gewählt ist, worin R1 und R2 Alkylengruppen mit 1 bis 20 Kohlenstoffatomen oder Phenylengruppen sind, R3 Wasserstoff oder eine Alkyl-. Aryl- oder Alkarylgruppe mit 1 bis 10 Kohlenstoffatomen ist und X und Y Wasserstoff, Halogen. Alkyl, Aryl oder irgendeine Gruppe sind, welche in einer wäßrigen Lösung eine anionische Gruppe vorsieht.
  8. Zusammensetzung nach mindestens einem der vorangehenden Ansprüche, wobei die Persäure Diperoxydodecandisäure oder das Nonylamid von Peroxybernsteinsäure ist.
EP89200523A 1988-03-07 1989-03-03 Waschmittelzusammensetzungen, die Peroxysäure-Bleiche und Riechstoff enthalten Expired - Lifetime EP0332259B1 (de)

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US164619 1988-03-07

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EP0332259A3 EP0332259A3 (de) 1991-01-23
EP0332259B1 true EP0332259B1 (de) 1997-05-14

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GB9120951D0 (en) * 1991-10-02 1991-11-13 Unilever Plc Perfume particles
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US5248434A (en) * 1992-04-20 1993-09-28 The Proctor & Gamble Company Liquid or gel bleaching composition containing amidoperoxyacid bleach and perfume
SK87795A3 (en) * 1993-01-11 1996-04-03 Quest Int Parfumed, free loose, concentrated laundry detergent powders
EP0678118B1 (de) * 1993-01-11 2000-03-01 Quest International B.V. Parfümierte waschmittelpulvern
EP0684984B2 (de) † 1993-02-22 2001-02-21 Quest International B.V. Feuchttigkeitsbeständige zusammensetzung
US6017865A (en) * 1995-12-06 2000-01-25 The Procter & Gamble Company Perfume laundry detergent compositions which comprise a hydrophobic bleaching system
EP0778342A1 (de) * 1995-12-06 1997-06-11 The Procter & Gamble Company Waschmittelzusammensetzungen
US5723420A (en) * 1996-03-04 1998-03-03 The Procter & Gamble Company Personal cleansing bar compositions which contain a fragrance-releasing complex for improved fragrance delivery
EP0820762A1 (de) 1996-07-15 1998-01-28 Unilever Plc Parfumzusammensetzung
GB9818782D0 (en) * 1998-08-28 1998-10-21 Crosfield Joseph & Sons Granular compositions
GB2355721A (en) * 1999-10-28 2001-05-02 Procter & Gamble Detergent compositions
GB0009343D0 (en) 2000-04-14 2000-05-31 Unilever Plc Fabric ccare composition
AU2017352302B2 (en) 2016-10-26 2020-09-10 Elc Management Llc Delayed release delivery systems and methods
CN109890346B (zh) 2016-10-26 2023-10-31 Elc 管理有限责任公司 延迟释放递送体系和方法
EP3532594B1 (de) 2016-10-26 2021-07-21 ELC Management LLC Abgabesysteme und verfahren mit verzögerter freisetzung

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* Cited by examiner, † Cited by third party
Title
"Waschmittel" by H.Stache and H. Grossmann, 1985, pages 71, 73 *
Kosmetika, Aerosole, Riechstoffe, 53 (1980) pages 159-161 *
S.Ö.F.W., 94 (1968) pages 431-432 *

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EP0332259A2 (de) 1989-09-13
DE68928037T2 (de) 1997-12-11
IE890742L (en) 1989-09-07
EP0332259A3 (de) 1991-01-23
DE68928037D1 (de) 1997-06-19

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