CN1027082C - Coated perfume particles - Google Patents
Coated perfume particles Download PDFInfo
- Publication number
- CN1027082C CN1027082C CN90104267A CN90104267A CN1027082C CN 1027082 C CN1027082 C CN 1027082C CN 90104267 A CN90104267 A CN 90104267A CN 90104267 A CN90104267 A CN 90104267A CN 1027082 C CN1027082 C CN 1027082C
- Authority
- CN
- China
- Prior art keywords
- spices
- particle
- coating layer
- perfume
- mixture
- 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.)
- Expired - Fee Related
Links
- 239000002245 particle Substances 0.000 title claims abstract description 132
- 239000002304 perfume Substances 0.000 title claims abstract description 57
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- 239000000203 mixture Substances 0.000 claims description 73
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- 239000000126 substance Substances 0.000 claims description 39
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- BHTJEPVNHUUIPV-UHFFFAOYSA-N pentanedial;hydrate Chemical compound O.O=CCCCC=O BHTJEPVNHUUIPV-UHFFFAOYSA-N 0.000 description 1
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012169 petroleum derived wax Substances 0.000 description 1
- 235000019381 petroleum wax Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000010773 plant oil Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 229920005646 polycarboxylate Chemical class 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 239000010457 zeolite Chemical class 0.000 description 1
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
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/0065—Solid detergents containing builders
- C11D17/0069—Laundry bars
-
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
-
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- 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)
- Fats And Perfumes (AREA)
- Detergent Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacturing Of Micro-Capsules (AREA)
Abstract
Perfume particles comprise perfume dispersed within certain water-insoluble polymeric carrier materials and encapsulated in a protective shell by coating with a friable coating material. The coated particles allow for preservation and protection of perfumes which are susceptible to degradation or loss in storage and in harsh cleaning conditions. In use, the surface coating fractures and the underlying carrier/perfume particles efficiently deliver a large variety of perfume types to fabrics or other surfaces.
Description
The present invention relates to perfume particle, it contains and is scattered in the water-insoluble low-molecular-weight polymeric carrier substance and with the spices of frangible covering sealing.These coated pellet are useful in as washing and fabric-conditioning mixture.
The present invention is based on controlled spices and discharge this notion, promptly sometime and the spices under the condition of the fragrance effects that to require discharge, in general, this is a very old viewpoint, has proposed from spices being placed on simple idea the candle to the several different methods of the complex technology of little envelope method for obtaining this result.
An aspect of this notion of controlled release of spices is the release at a slow speed of keeping spices period all the time that continues.This generally can realize by spices is mixed with a kind of material, thereby this material can be collected spices basically and make a spot of spices to discharge from start to finish, and it is known that this high-molecular weight polymer matter that is mixed with spices is used to the delayed controlled release of spices is provided.See the people's such as Lindauer that authorize as on January 15th, 1980 United States Patent (USP) 4,184,099; May in 1981 disclosed Leonard on the 6th european patent application 0,028,118; And on August 29th, 1978 Newland that authorizes United States Patent (USP) 4,110,261, they have been told about spices combined with the sustained release medium and make this mixture form solid product and have been used to purify air.
Fabric washing is also relevant with the controlled release of spices.Use this notion to make to slow down or stop spices release during long storage on screen work to become possibility.Because the consumption of spices is quite few, this notion also makes uses quite low flavour content to become possibility in product.
Spices can adopt multiple mode in the preservation of duration of storage.Spices can be made into the part of mixture packing.United States Patent (USP) 4,540,721 as the Staller that authorized on September 10th, 1985 is described, and spices can combine with the plastics that are used to make bottle, or with polymkeric substance and the product that is used to coat the carton package composition mix.Spices all discharges from polymeric matrix in arbitrary mode from start to finish.
Spices/controlled release medium also can be the particle form of sneaking into purging compound.According to stating a kind of method that obtains this result is that spices is combined with water-soluble polymers.Make it to form particle and join in the purging compound, as the United States Patent (USP) 4,209,417 of the Whyte that authorizes on June 24th, 1980; Described in the people's such as Gould that the United States Patent (USP) of the Whyte that authorize July 13 nineteen eighty-two was authorized on April 27th, 4,339,356 and 1971 the United States Patent (USP) 3,576,760.
Spices is also adsorbable to the porous support material, and this carrier substance can be a polymeric material.See as July in 1981 people such as disclosed Bares on the 15th English Patent disclose 2,066,839(is with Vysoka Skola Chemicko Technologika name application).These methods also can be used in the shield hybrid thing offensive odour or protection spices avoids being washed mixture moderate stimulation component degradation.These class methods only just can obtain these advantages for dry powder or particulate mixtures, because once discharging when polymer hydration spices.Therefore, these methods have guaranteed that one has the advantage of spices fragrance when opening the packing of product and packing washing machine into.Although wishing has these advantages, more wish to have a kind of can make undiluted, scatter and disappear and unaltered spices is passed to fabric and when washing process finishes the method for release spices so that on fabric, smell desirable fragrance.
Certainly, a kind of method that obtains this result is that spices is put into the product that directly enters drying machine.Like this, just spices has been passed to fabric in the drying machine on-stream period, this method is all to illustrate in the United States Patent (USP) 4,636,330 of the Melville that on January 13rd, 4,511,495 and 1987 authorized of the United States Patent (USP) of the Melville that authorizes on April 16th, 1985.Two pieces of patents all propose to make spices form particle with carrier, these particle formulation resulting mixtures, this mixture are used on the fabric before fabric is put into drying machine or before drying on the clothes-line then.
A kind of spices pass to the better method of laundering of textile fabrics be guarantee in washing process protection spices and subsequently with spices basically with its originally state transfer give fabric.
This method must be convenient to prevent dilution, degraded or the loss at the washing phase of laundry processes spices.This can be by using a system that discharges spices to realize in drying process or after spices is passed to fabric.Prevent spices lost very difference and more difficult technologies of relating in washing process.This provide protection not only must be stable under the wash conditions of heat temperature raising but also must be stable in the Degradation of other harsh chemicals of anti-water and washing process such as SYNTHETIC OPTICAL WHITNER, enzyme, tensio-active agent etc.
A kind of method of these advantages of acquisition that now proposed is little envelope methods of spices.Here spices comprise one by can be polymeric material cover fully seal nuclear.The people's such as Brain that on March 20th, 1979 authorized United States Patent (USP) 4,145, the United States Patent (USP) 4 of the Schilling that on November 18th, 184 and 1980 authorized, 234,627 point out to use a kind of hard close coating material that can prevent to come from the diffusion of spices basically, spices through micro-capsule pass to fabric then when handling fabric contingent micro-capsule break and scatter and disappear.
The another kind of method of the transmission of spices comprises and guarantees to discharge spices at washing phase protection spices in the drying machine at heat temperature raising; the people's such as Brock that on June 20th, 1978 authorized United States Patent (USP) 4; 096; 072 has told about and a kind ofly by the particle that contains hydrogenated castor oil ﹠ fat quaternary ammonium salt fabric conditioner has been passed to the method for fabric in washing and dry epoch, can mix spices in these particles.Yet when particle was soft, the spices that so mixes was to discharge or more satisfactory be carried at that to enter drying machine in the particle and discharge be unclear in drying machine in the washing phase.
The people's such as Schnoring that authorize September 6 nineteen eighty-three United States Patent (USP) 4,402,856 has been told about a kind of little encapsulation technique, and it comprises a kind of composition that can make the shell material that only spreads from the spices in the packing under specific temperature.Be convenient to like this perfume particle store and other washing during preservation.Particle is attached to also being brought into drying machine on the fabric, so the diffusion of spices from packing only takes place under the heat temperature raising situation of drying machine.These particles are to be made by gelatin, a kind of anionic polymer and a kind of hardening agent,
The United States Patent (USP) 4 of the Young that on May 1st, 1979 authorized; 152; tell about in 272 spices mixed in the Wax particles so that in dry mixture, store and washing process in protect spices, thereby spices is bulk diffusion to fabric by the particulate cerul under the heat temperature raising condition of drying machine.
Wish to form and contain the mixture that to mix the perfume particle in liquid and dried particle or powdered mixture and keep long storage stability.
Be desirable to provide and a kind of very large-scale fragrance material passed to fabric or other surperficial method in washing and fabric or fiber conbidioning process.
Especially wish to obtain a kind of fragrant washing or conditioning mixture of containing, this mixture can guarantee to improve the smell of product, improves the smell of the spices that discharges and improve smell and the intensity that passes to the spices that is washed the surface in washing process.
Be desirable to provide in fluid mixture stable especially but can discharge containing of spices of fragrant particle when using.
The present invention includes perfume particle, (preferable mean particle size is not more than 150 microns to mean particle size after it coats less than about 350 microns, best size range is the 40-150 micron), containing 5% to about 70% the spices of having an appointment is dispersed in from about 30% to about 95% the water-insoluble polymeric carrier material, the molecular weight of carrier substance from about 100 to about 30,000, fusing point from about 37 ℃ to about 190 ℃ and hardness value from about 0.1 to about 15, this particle has frangible coating layer (" granularity " is meant average particulate diameter to big extremely particle spherical in shape, and aspherical particle is meant maximum diameter or size) here at its outside surface.Grain graininess can produce more loss and can not guarantee relatively enough big surface-area so that discharge spices under the speed that requires greater than this value from their deposition surface.In addition, can be easy to discover on processed surface greater than the particle of above-mentioned given granularity, this be undesirable, and the particle that is in above-mentioned scope lower bound tends to well attached on the processed surface but tend to very rapidly discharge spices.
The particle here is generally to contain 1% to 20%(weight) the coating layer that contains perfume particle be feature.For the general use of fabric washing and conditioning mixture, coating layer generally contains 1% to 10%(weight) contain perfume particle.
Here preferable particle is that wherein frangible coating layer is water-insoluble substantially.Such suitable coating material can be prepared by the reaction product of aminoplastics polymkeric substance such as amine and aldehyde.Typical frangible coating material package is drawn together, such as the reaction product of the amine that is selected from urea and melamine with the mixture of the aldehyde that is selected from formaldehyde, acetaldehyde and glutaraldehyde and these amine and these aldehyde.This frangible coating layer will be described in the back.
The perfume particle of this coating can be used for this situation: destroyed or wear away (such as in automatic washing machine or washing dryer) particle is emitted at this particle coating layer, then particle discharges its spices again.Therefore, coated pellet can be used for containing in the typical purging compound such as cleanliness tensio-active agent, selectivity washing assistant.Particle can be used for again containing in the conditioning mixture of fiber and fabric conditioner.
Here all per-cents unless otherwise indicated all are weight percentage.
The present invention can make the spices that is included in washing and the conditioning mixture be preserved, protect and discharge under long storage and irritating wash conditions.This can realize by the spices that separation is in the carrier substance of small-particle shape, now go through each several part of the present invention.
The particle that contains spices
The particle that contains spices of the present invention comprises the spices that is scattered in the specific support material.The particle that contains spices is coated by frangible coating layer material, and this coating layer material breaks when using and emits the particle that contains spices, and this particle discharges its spices again.
In the scope of this paper, term " spices " refers to any dulcet material or any material that plays the counteractant effect.Usually, these materials have at room temperature vapour pressure greater than the feature of ambient pressure.Spices used herein or reodorant material be liquid normally at room temperature, but also can be that solid is such as various camphoraceous perfumes known in the art.Known have many kinds of chemical to can be used as spices, comprises materials such as aldehydes, ketone, ester class.More common ground, known natural plant and animal oil and the exudate that comprises the complex mixture of number of chemical component can be used as spices, these materials also can be used for the present invention, the spices here can be considerably simple on forming, and also can contain natural and the highly doped complex mixture synthetic chemical composition.The required smell of these all selected acquisitions.
Wherein typical perfumes can contain such as the wooden/soil property matrix that contains such as santal oil, civet, patchouli oil or the like foreign matter.Spices herein can be the faint fragrance of a flower, for example rose extract, violet extract or the like.Spices herein can be prepared so that the fruit aroma of hope to be provided, for example bitter orange, lemon, fragrant citrus or the like.Suitable spices comprises musk ambrette, musk ketone, musk tibetene, xylol Moschus, aurantiol, vanirone and composition thereof.
This class fragrance material is at the Perfume Flavors and Chemicals of S.Arctander work, Vols. I and II, Aurthor, Montclair, N.J., and Merck Index, 8th Edition, Merck ﹠amp; Co., Inc.Rahway has carried out detailed description among the N.J., is incorporated herein these two pieces of reference as a reference.
In brief, any chemically compatible, disperse a kind of material pleasant or other desirable smell and all can be used for containing and provide desired smell when making it be used for fabric in the perfume particle herein.
Generally be solid-state spices and also can be used for the present invention.They can be before mixing particle with liquefying agent such as solvent, perhaps as long as spices does not distil or decomposes during heating, just simply their fusings and mix.
The present invention also comprises the use of the material that is used as counteractant.Although these materials are called " spices " hereinafter, itself can have discernible fragrance and can hide or weaken any irritating smell.The example of suitable counteractant is disclosed in the people's such as Hawley that authorized on August 27th, 1963 the United States Patent (USP) 3,102,101.
Of the present inventionly contain perfume particle even comprise usually and be not used for fragrance is reached as the spices on the fabric face in the washing process.In being used for discharging the specific mixture of spices, be highly susceptible to volatilization, unstable or soluble fragrance material can be used for the present invention because spices can be separated from the particulate mixture.The fragrance material of not perpetuity on fabric also can be used for the present invention because particle is passed to fabric face to spices and is released at this in laundry processes.Therefore, use the present invention that spices is reached the kind that the surface has enlarged operable fragrance material.
Usually, the perfume particle that contains of the present invention contains and has an appointment 5% to about 70%, is preferably to contain about 5% to about 50% spices.The definite quantitative changeization of the spices that uses in the particle is very big, depends on the intensity and the desired fragrance effects of the specific fragrance of use.
The carrier substance that contains perfume particle must satisfy some standard for being used for the present invention.At first, carrier substance must be water-insoluble polymeric material.In addition, the molecular weight of material must be between about 100 to about 30000, and is preferable between about 500 to about 5000.The molecular weight of carrier substance can be determined with any standard method.The fusing point of material must be generally 37 ℃ to 130 ℃ between about 37 ℃ to about 190 ℃.Can store or in the washing machine of laundry usefulness, prevent the particulate fusing like this.(optimal carrier substance is not exclusively fusing in automatic drier, with the obstruction of avoiding velveteen net in the drying machine and the undue accumulation of heat).The fusing point of carrier substance should not be higher than the temperature of bonded spices decomposition with it yet.The fusing point of carrier substance is measured with so-called drop melting point method.American Society for Testing and Materials(ASTM) Test Method D127-63(1982 ratifies once more, lists as a reference at this).In brief, this method comprises the steps.By making on the temperature bulb of tested sample attached to thermometer in the sample that the refrigerative thermometer is inserted fusing.Then the thermometer that has sample is put into test tube and be heated to sample fusing and fall till first from thermometer bulb with water-bath.The medial temperature that sample drop falls is exactly the some melt drop temperature of sample.
Polymkeric substance also must have specific hardness.Hardness value can be measured with the standard method of test of petroleum wax needle penetration.ASTMTest Method D 1321-86(is incorporated herein for reference).In brief, present method comprises at first tested sample fusing combustion post-heating to being higher than 17 ℃ at its zero pour (30).Then sample is poured in the container and under controlled condition and used air cooling.Then sample is adjusted under probe temperature in water-bath.Then, promptly standard pin was acted on for 5 seconds under 100 gram loads on sample with penetrometer metering needle in-degree.Penetration degree or hardness value are that standard pin thrusts the degree of depth in the wax under these qualificationss, and with a few tenths of expression of millimeter, in order to be used for the present invention, the hardness value of carrier substance must be preferably between 0.1 to 8 between about 0.1 to about 15.So just can guarantee the particle of certain degree of hardness and make that the protection/preservation of spices reaches optimizing in the carrier.
Carrier substance also must be also not tasteless comparatively speaking with the spices react with, and this material must be able to make spices pass through its diffusion.Carrier substance also must melt and not decompose.
The non-limiting example of spendable carrier substance comprises polyethylene kind, polyamide-based, polystyrene type, polyisoprene class, polycarbonate-based, polyester, polyacrylate(s), vinyl polymer class and polyurethanes and composition thereof, they satisfy above-mentioned standard, for example they are water infusibilities, molecular weight is about 100 to about 30, between 000, fusing point between about 37 ℃ to 190 ℃ and hardness value between 0.1 to 15.
The hardness value that best carrier has is 0.1 to 8, general 0.5; Molecular weight is 500 to 5, and 000(general 2,000); Fusing point be about 126 ℃-be generally polyethylene.
Satisfying a kind of carrier substance of all these limit standards is sold by Petrolite Speciality Polymers Group with commodity POLYWAX2000 by name.This material is a kind of polyethylene, and molecular weight is about 2,000, and fusing point is about 259 °F (126 ℃), and hardness value (recording as stated above) is about 0.5 at 77 °F (25 ℃).The another kind of material that satisfies these standards is that POLYWAX1000(is also sold by Petrolite Speciality Polymers Group).This material also is that a kind of molecular weight is about 1,000, about 237 of fusing point (114 ℃), and 77 °F (25 ℃) are the polyethylene of hardness value about 1.0 down.Another kind of such material is POLYWAX500.
In perfume particle of the present invention, wish to use the mixture of different carriers material, for example the mixture of polymkeric substance and a small amount of wax stock.The example of spendable wax stock comprises with commodity BOLER 1014 by name, the material that STARWAX 100 and VICTORY sell, and all these all can have been bought from Boler Petroleum Company.This mixture has adhesion property preferably, because have " more tacky " surface by its particle that forms.As long as the final mixture of carrier substance satisfies above-mentioned standard.The combination of a large amount of materials is possible and is hopeful to be contained among the present invention.
Be used for being chosen in of carrier substance that the present invention contains perfume particle and depend on employed specific spices on some degree.Some spices needs the protection of higher degree than other spices, and therefore the carrier substance that uses therewith can be done corresponding selection.
Usually, be used for the perfume particle that contains of the present invention and contain and have an appointment 30%, be preferably about 50% to about 95% carrier substance, and this can become with type and amount of employed specific spices to about 95%.
In a typical process, containing perfume particle can prepare as follows.At first carrier substance slowly is heated to its fusing point.With this material be heated to just in time melt temperature required promptly need not continue the heating.At room temperature promptly the spices that is generally oily or liquid is joined in the carrier substance that has melted then.These two is mixed into uniform mixture rapidly uses liquid nitrogen (or method of dry ice or the rapid cooling mixture of any energy) to cool off up to completely solidified rapidly then.Then usually to pulverize or to grind the particle that the finely-divided solid material prepares the mean particle size that requires.Other method also can be used for finely divided particulate such as spray cooling or extruding.
For the further spices of stable volatilization especially easily or rapid wear, wish spices with spices (for example, potpourri) is added on silica gel or the clay in advance before carrier substance mixes.Some not too volatile spices does not need this special processing because can suppress their release from carrier substance widely.Purpose is the speed optimizing that spices is discharged from carrier, and this selectable additional step is convenient to some more volatile spices and is obtained better rate-controlling.
Coating layer
The above-mentioned frangible coating layer of perfume particle sealing formation that contains.This coating layer prevents that spices from freely spreading from particle at secular lay up period.Moreover this covering helps to keep having original " feature " of the spices of volatile especially principal feature.In addition, this coating layer helps to protect sneaking into of other component of containing in the composition that perfume particle avoids being furnished with spices.
Coating material used herein is frangible, and purpose is when using the prescription sneak into spices it to be broken, and contains fragrant particle thereby discharge.
Thereby can being coated more than a kind of frangible coating material, this particle produces the particle that has more than a coating layer.As long as one of them coating layer (generally being outermost layer) is frangible, can select different coating materials to reach different spices protection effects as required.
The single perfume particle that contains also can contain many single larger particles that contain perfume particle with the coalescent acquisition of coating layer material.The particles coalesce material of this parcel is that the diffusion of spices from particle brought additional barrier, and this method also makes and is easy to make the free particle surface-area of spices diffusion to reduce to minimum.The ratio of perfume particle and coalescent material alters a great deal according to the degree of desired supplementary protection.This coalescent method for the spices that is highly susceptible to evaporable spices or be easy to degrade especially is and is useful.And coalescent being combined into of very little perfume particle stops the too early diffusion of spices that the additional protection effect is provided.
The particles coalesce of this form is useful for preventing that little perfume particle from separating (for example being in the dried detergent granules product) with big detergent particles.
The preparation method
For frangible coating layer, the preparation method is based on coating layer is used to contain perfume particle as a kind of " shell ".Be lower than for the fusing point of its carrier substance the employed flux of this method boiling point contain perfume particle, this method comprises and carrier and spices being melted together and molten mixture in addition in a kind of lysate or a kind of suitable precursor of " shell " material, be kept above the carrier temperature of fusion, fully stir this system in shell solution, to form the carrier/spices emulsion of drop size with requirement.Thereby set up the necessary condition of deposition encapsulating substance.The sealing solid particle that the whole cooling of emulsion is had frangible " shell " of requirement with acquisition.The water-insoluble of shell or the depositional phase form or separating or use particle before through suitably handling and forming.
Although method described herein is a step fusion drop moulding/seal process, those of ordinary skill in the art it is evident that the also available similar fashion of the sealing of preformed perfume particle realizes.The premolding particle can prepare with multiple mode, comprises " the Microencapsulation as P.B.Deasy(; Related Drug Processes ", Dakker, N.Y.; 1986) and A.Kondo(" Microcapsule Processing and Technology ", Dekker, N.Y.; 1979) cryogrinding described in its book, spraying drying.Spraying is condensed and fusible dispersion technology.These technology are needs for the carrier substance that fusing point is higher than solvent boiling point.
Can use various suitable seal technology, such as above-mentioned by described in the book of Deasy and Kondo work.According to employed material, shell can make particle possess hydrophilic property or hydrophobicity.The non-limiting example of sealing substance and method comprises, is with the sedimentary Arabic gelatin of complicated agglomeration process-gummy enriched material, such as United States Patent (USP) 2 to the wetting ability shell, 800,457, be with the sedimentary urea formaldehyde of polycondensation method to the hydrophobicity shell, such as United States Patent (USP) 3,516,941.
The water-insoluble of shell matter may be crosslinked and produce with suitable aldehydes or other known gelatin hardening agent after deposition by Arabic gelatin-gummy coacervate.The polymerization of urea formaldehyde precondensate can produce water-insoluble in seal process.
The slurry that contains perfume particle can directly use, and for example other component spraying drying in prescription is perhaps particle washing and separation, dry more if desired.
The embodiment I
The perfume particle that contains by the sedimentary hydrophilic coating layer of complex coacervation is prepared as follows.
The polyethylene of 132 gram POLYWAX500(molecular weight 500) in the beaker on being placed on about 100 ℃ of hot plates heating up to firm fusing.44 gram spices are joined among the POLYWAX500 of fusing and keep heating in room temperature make this contain the core mixture to be returned to 100 ℃.
The core material that contains of fusing is added to (Sanafi Type A in 400 grams, 5% the aqueous gelatin solution, 275 Bloom intensity), in 1 liter of steel beaker, remain on and be higher than 15-20 ℃ of core fusing point, through stirring and grain is dripped in emulsification to the requirement that obtains about 100 μ.Add 11% Arabic gelatin solution of 200 gram heat then and continue to stir about 30 minutes.
That pH is dropped to is about 4.2 through dripping Glacial acetic acid, then thing in the beaker device is poured in 1 premium on currency that at room temperature stirs.This just makes and contains the deposition that the core mixture solidifies and be accompanied by Arabic gelatin-gummy coacervate.
Through frozen water slurry is cooled to about 5 ℃ and form coating layer.Can be used for slurry herein, perhaps through adding about isopyknic 10% sodium-chlor and removing coating layer and make particle in slurry, not contain any not sedimentary coacervate with separating funnel.If necessary can repeat this step to remove free coacervate fully.After filtration, water subsequently with the inopiopanol washing leaching cake, then 25 ℃ make particle drying with air-dry overnight.
Can make particle meet the requirements of size range through screening then.
The embodiment II
Perfume particle with hydrophilic coating layer of poorly water-soluble can be prepared as follows.
The slurry that contains the perfume particle of Arabic gelatin-gummy coating layer prepares by the embodiment I.After the cooling, allow slurry rise to room temperature and also under agitation add the 8.0ml25% glutaraldehyde water solution.Add 2.5% aqueous sodium hydroxide solution and make pH rise to 5.0, and the slurry stirring is spent the night.
Can use slurry herein, perhaps separate as the embodiment I.
Coating layer after adding glutaraldehyde and handling can stand long-time immersion in 60 ℃ of water, and untreated coating layer is heated to 50 ℃ and will comes off.
The embodiment III
The perfume particle that contains the sedimentary hydrophobic water-insoluble coating layer by polycondensation is prepared as follows.
The mixture of 162 gram 37% water-containing acetals and 60-65 gram urea is adjusted to pH8.0 with 0.53 gram sodium tetraborate,, at first forms urea-formaldehyde pre-condensation compound thereby add 276.85 gram water then 70 ℃ of heating 1 hour.
Then 429 milliliters of these precondensates and 142 ml waters are stirred in 1 liter of steel reactor and add 57.14 gram sodium-chlor and 0.57 gram Xylo-Mucine.Add the core component that contains that contains 161.3 gram POLYWAX500 carriers and 60.7 milliliters of spices then, reactor is heated to above about 10 ℃ of core fusing point.Adjust stirring and make it emulsification and make molten core remain on the particle size that drips of requirement, its pH regulator is arrived about 5.0 with dilute hydrochloric acid.
Allow then reactor cooling to room temperature simultaneously in 2 hours pH reduce to 2.2 gradually.And then reactor is increased to about 50 ℃ with 2 hours, and be cooled to room temperature then, use 10% sodium hydroxide solution pH regulator to 7.0 afterwards.
Can directly use the solid core particulate product slurry that contains useful agroform sealing, or on request its sorting, washing and dry air be separated.
In hope in processed surface attachment fragrance be applied in enough stirrings and pressure and make frangible coating layer destructive occasion, containing perfume particle and can use with the coating of aforementioned manner preparation with any product type.The representative instance of these products is laundry detergent and fabric softener.Set forth the use of mixture of the present invention in these products below.
The clothes washing product comprises: the cleanliness tensio-active agent; Common one or more decontamination lotion promoters; Can select various enzymes, SYNTHETIC OPTICAL WHITNER, carrier of usefulness or the like, all these can be understood thoroughly from general textbook and washing composition formulator right and wrong Changshu is known.Tensio-active agent comprises soap, alkyl benzene sulfonate, ethoxyquin alcohols, alkylsurfuric acid salt or the like.Washing assistant comprises various phosphoric acid salts, zeolites, polycarboxylate class or the like.United States Patent (USP) 3,985,669; 4,379,080 and 4,605,609 have provided typical these components can be for referencial use.
Current fabric softener mainly comprises one or more quaternary ammonium salts or tetrahydroglyoxaline or imidazolinium compounds.Softening agent (and static inhibitor) generally contains one, or more preferably contains two C
12-C
18Alkyl substituent and two or three short-chain alkyl groups.In addition, these materials are common to the softening agent formulator and know.
The embodiment IV
Particulate laundry detergent is as follows:
Composition weight %
C
13Sodium alkyl benzene sulfonate 7.5
C
14-C
15Sodium alkyl sulfate 7.5
Remove the not C of the pure and mild rudimentary ethoxylate of ethoxyquin
12-13
Alkyl polyethoxylated (6.5) 2.0
C
12Alkyl trimethyl ammonium chloride 1.0
Tripoly phosphate sodium STPP 32.0
Yellow soda ash 10.0
Sodium peroxoborate-hydrate 5.3
Decoyl oxo benzene sulfonic acid sodium salt 5.8
Diethylene triaminepentaacetic acid(DTPA) sodium 0.5
Sodium sulfate, H
2O and accessory constituent surplus
Use ordinary method preparation said mixture.This mixture combines as follows with the perfume particle of embodiment 1.Perfume particle among the embodiment 1 combines with detergent mixture, and its amount should make detergent mixture contain about 0.3% spices.
This particle can simply mix with detergent particles.For preventing that perfume particle from the time separating (owing to its granulometric facies are little for detergent particles) in packing with transportation, this particle with can choose a coating mode or coalescent before detergent particles combines with water-soluble coating material (on frangible coating layer).This can carry out in Schugi mixing tank (Flexomix 160), in this mixing tank the dextrin glue of q.s (2% dextrin, 3% water) spray wine is formed on particle and the perfume particle agglomerated thing of other detergent particles in same size range.
Spices is protected the SYNTHETIC OPTICAL WHITNER degraded that makes it to avoid to be washed in the agent composition when the experience long storage in particle.When being used for the washing process of automatic washing machine, this detergent mixture can make the spices taste be provided on the fabric by washing process from product with its ortho states basically.
A large amount of spices can be used in this mixture, and this spices is not suitable for again in this class clothes washing agent composition on the other hand.
The embodiment V
It is a kind of that to be used for the liquid fabric softener that the aqueous laundry rinsing bathes as follows:
Composition weight %
Softener A
*3.00
Softener B
*5.00
HCl 0.29
Polydimethylsiloxane 0.15
Polyoxyethylene glycol (4000) 0.30
The Bronopol(sterilization) 100ppm
Calcium chloride 30ppm
Dyestuff 30ppm
The perfume particle that coats
* *4.0
Water surplus
*Softener A is
Wherein each R group is at C
15-C
18In the alkyl scope.
Wherein each R group is at C
15-C
18The alkyl scope
* *Press the particle of embodiment II preparation.100 micron granularities; 5% coating layer weight.
In the time of in the rinsing that is used in automatic washing machine is bathed, the coating layer that contains perfume particle of embodiment V just breaks, and these particles promptly provide fragrance to processed fabric.
The embodiment VI
A kind of liquid laundry detergent mixture is as follows:
Composition weight %
C
13Linear alkyl benzene sulphonic acid 7.2
C
14-15The poly-ethoxy of alkyl generation (2.25) sulfuric acid 10.8
C
12-13Alcohol polyethoxylated (6.5)
*6.5
C
12Alkyl trimethyl ammonium chloride 1.2
C
12-14Lipid acid 13.0
Oleic acid 2.0
Citric acid (anhydrous) 4.0
Diethylene triaminepentaacetic acid(DTPA) 0.23
Proteolytic enzyme (2.0AU/g) 0.75
Amylase (375Am.U/g) 0.16
TEPA-E
15-18 ＊＊1.5
Monoethanolamine 2.0
(mole number of alkanolamine) (0.033)
Sodium ion 1.66
Potassium ion 2.65
(mol ratio K
+: Na
+) (0.94)
Propylene glycol 6.8
Ethanol 7.8
Formic acid 0.66
Calcium ion 0.03
Accessory constituent and water percentage surplus
In 68 (20 ℃) water, concentration is 10% pH 8.65
*Remove an alcohol and an ethoxylated alcohol.
*Use 15-18 mole (on average) oxyethane ethoxylation tetren in each hydrogen position.
Washing composition can add each component preparation with following order under continuously stirring: alkyl benzene sulphonate (ABS), sodium hydroxide, propylene glycol and alcoholic acid pulpous state premixture; Alkyl gathers ethoxyquin sulfuric acid, sodium hydroxide and alcoholic acid pulpous state premixture; Pentaacetic acid; The alcohol polyethoxylated; The premixture of water, whitening agent, alkanolamine and pure polyethoxylated; Ethanol; Sodium hydroxide and potassium hydroxide; Lipid acid; Citric acid; Formic acid and calcium; Alkyl trimethyl ammonium chloride; TEPA-E
15-18; Regulate pH to about 8.1; And surplus component.
Said mixture is combined as follows with the perfume particle that contains for preparing by the embodiment II.The perfume particle of embodiment II (mean particle size range 40-150 micron; 5% coating layer) fully sneak in the liquid scrubbing agent composition, its amount should make detergent mixture contain to have an appointment 0.3% spices (about 1% detergent mixture contains perfume particle).
The embodiment VII
A kind of fiber and fabric sofetening agent composition are as follows.
Composition weight %
Softening agent C
*3.7
TAMET
＊＊0.3
GMS
＊＊＊1.20
Phosphoric acid 0.023
Polydimethylsiloxane (350) 0.10
Glutaraldehyde 550ppm
Blue dye 10ppm
The perfume particle that coats
* * *3.0
*(R
1)
2(CH
3)
2N
+, Br
-, R wherein
1Be blended C
12-C
18Alkyl (i.e. " tallow alkyl ").
*TAMET is tallow alkyl N(CH
2CH
2OH)
2
* *GMS is a glyceryl monostearate.
* * *Perfume particle by the coating of embodiment III preparation sieves mean particle size less than 150 microns.Coating layer weighs 3%.
Those of ordinary skill in the art as can be seen, the negatively charged ion X that uses with any cationic fabric softener is the material of selecting for use usually here, this X for example can be muriate bromide, sulfuric acid-methyl esters or the like.The mixture of fabric softener can use as anion mixture.
The embodiment VIII
Use has coating layer weight and is respectively frangible coating layer (melamine/urea/formaldehyde of 1% and 20%; 0.1/1/1.1 mol ratio; 300 micron granularities) the particle that is mixed with spices is to the processing of going bad respectively of the detergent mixture of embodiment VI.
The embodiment IX
2%(weight) perfume particle (7% coating layer of coating in the embodiment I; All particles are all by 150 tm screen) lentamente (so that coating layer is broken) be mixed in the 99.44% tallow soap mixture (Na salt) preparing washing rod mixture and in the bar shaped mould, form rod.
The mixture here also can combine with abrasive material.As everyone knows, scrubbing agent mainly comprises 10% to 90+% abrasive material, such as float stone, silicon-dioxide, lime carbonate or the like.The perfume particle that is used for the coating of these scrubbing agents breaks in use and discharges spices.
The embodiment X
A kind of scrubbing agent is as follows.
Composition weight %
Tallow sodium sulfate 1.0
Lime carbonate 40.0
Float stone (by 60 tm screen) 45.0
Sodium sulfate 10.0
The perfume particle that coats
*3.0
Efficacious Disinfeitant 1.0
*According to the embodiment III; 10% coating layer; Particle is by 100 tm screen.
Through the slow dry blending of component being prepared the mixture of embodiment X.
Formulator knows that the weight (or thickness) of practical frangible coating layer can purposes on the estimation adjust.For example, even quite thick coating layer also can break and discharge its perfume particle under the machine washing condition in Europe, and this machine washing condition can comprise that many minutes washing time and high temperature and intensive stir.Comparatively speaking, the machine washing condition of the U.S. is quite to lack the time and act on mitigation therefore should use less coating layer material.For fabric softener, stirring and churning time lower to some extent than washing usually.
Claims (5)
1, the perfume particle that comprises, its mean particle size is 40 microns to 350 microns, the spices that contains 5% to 70% (weight), it is characterized in that it is 100 to 30 that this spices is scattered in 30% to 95% (weight) molecular weight, 000, fusing point is that 37 ℃ to 100 ℃ and hardness value are in 0.1 to 15 the water-insoluble polymeric carrier material, described particle has the water-insoluble basically frangible coating layer of 1% to 20% (weight) on its outer surface, and described coating layer comprises the aminoplastics polymkeric substance.
2, the particle of claim 1, wherein said particulate mean particle size are 40 microns to 150 microns.
3, according to the particle of claim 1 or 2, wherein coating layer contains amine that is selected from urea and melamine and the aldehyde that is selected from formaldehyde, acetaldehyde, glutaraldehyde and the reaction product of the mixture of described amine and described aldehyde.
4, the particle of claim 3, wherein carrier substance is selected from polyethylene kind, polyamide-based, polystyrene type, polyisoprene class, polycarbonate-based, polyester, polyacrylate(s), vinyl polymer class, polyurethanes and composition thereof.
5, the particle of claim 3, wherein carrier substance contains polyethylene.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35043489A | 1989-05-11 | 1989-05-11 | |
| US350,434 | 1989-05-11 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN94104208A Division CN1104693A (en) | 1989-05-11 | 1994-04-12 | Fabric care compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1047335A CN1047335A (en) | 1990-11-28 |
| CN1027082C true CN1027082C (en) | 1994-12-21 |
Family
ID=23376708
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN90104267A Expired - Fee Related CN1027082C (en) | 1989-05-11 | 1990-05-10 | Coated perfume particles |
| CN94104208A Pending CN1104693A (en) | 1989-05-11 | 1994-04-12 | Fabric care compositions |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN94104208A Pending CN1104693A (en) | 1989-05-11 | 1994-04-12 | Fabric care compositions |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0397246B1 (en) |
| JP (1) | JPH0341197A (en) |
| KR (1) | KR970011344B1 (en) |
| CN (2) | CN1027082C (en) |
| AT (1) | ATE120483T1 (en) |
| AU (1) | AU644358B2 (en) |
| BR (1) | BR9002227A (en) |
| CA (1) | CA2015737C (en) |
| DE (1) | DE69018119T2 (en) |
| DK (1) | DK0397246T3 (en) |
| ES (1) | ES2072967T3 (en) |
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| IE (1) | IE66911B1 (en) |
| MA (1) | MA22039A1 (en) |
| MX (1) | MX171352B (en) |
| NZ (1) | NZ233579A (en) |
| PT (1) | PT94005B (en) |
| TR (1) | TR27082A (en) |
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| CA2015736A1 (en) * | 1989-05-11 | 1990-11-11 | Diane G. Schmidt | Perfume particles for use in cleaning and conditioning compositions |
| WO1992018601A1 (en) * | 1991-04-16 | 1992-10-29 | Minnesota Mining And Manufacturing Company | Improvements in coated perfume particles |
| US5232613A (en) * | 1991-08-28 | 1993-08-03 | The Procter & Gamble Company | Process for preparing protected particles of water sensitive material |
| US5236615A (en) * | 1991-08-28 | 1993-08-17 | The Procter & Gamble Company | Solid, particulate detergent composition with protected, dryer-activated, water sensitive material |
| US5234611A (en) * | 1991-08-28 | 1993-08-10 | The Procter & Gamble Company | Fabric softener, preferably liquid, with protected, dryer-activated, cyclodextrin/perfume complex |
| US5232612A (en) * | 1991-08-28 | 1993-08-03 | The Procter & Gamble Company | Solid, particulate fabric softener with protected, dryer-activated, cyclodextrin/perfume complex |
| US5246603A (en) * | 1991-09-25 | 1993-09-21 | Lever Brothers Company, Division Of Conopco, Inc. | Fragrance microcapsules for fabric conditioning |
| DE69213470T2 (en) * | 1991-12-20 | 1997-03-27 | The Procter & Gamble Co., Cincinnati, Ohio | METHOD FOR PRODUCING A PERFUME CAPSULE COMPOSITION |
| EP0686190A4 (en) * | 1993-02-26 | 1998-01-14 | Procter & Gamble | Laundry additives comprising encapsulated perfumes and modified polyesters |
| EP0622453A1 (en) * | 1993-04-26 | 1994-11-02 | Setric International S.A. | Process for particulate protection of a combustible product against the action of a chlorinated product mixed therewith |
| US5425887A (en) * | 1993-07-26 | 1995-06-20 | Lever Brothers Company, Division Of Conopco, Inc. | Encapsualted perfume in fabric conditioning articles |
| GB2288813A (en) * | 1994-04-28 | 1995-11-01 | Procter & Gamble | Granular Detergent Composition |
| ES2350721T3 (en) * | 1996-12-23 | 2011-01-26 | Givaudan Nederland Services B.V. | COMPOSITIONS CONTAINING PERFUME. |
| US6624136B2 (en) * | 1998-02-02 | 2003-09-23 | Rhodia Chimie | Water-dispersible granules comprising a fragrance in a water-soluble or water-dispersible matrix, and process for their preparation |
| FR2774389B1 (en) * | 1998-02-02 | 2001-07-27 | Rhodia Chimie Sa | WATER-DISPERSABLE GRANULES COMPRISING A PERFUME IN A WATER-SOLUBLE OR HYDRODISPERSABLE MATRIX AND THEIR PREPARATION METHOD |
| AU9504498A (en) * | 1998-09-23 | 2000-04-10 | Procter & Gamble Company, The | Encapsulated materials and bar compositions containing such materials |
| DE19855347C1 (en) * | 1998-12-01 | 2000-09-21 | Henkel Kgaa | Preparations containing active chlorine with stabilized fragrances |
| DE19855349A1 (en) * | 1998-12-01 | 2000-06-08 | Henkel Kgaa | Peroxide-containing preparations with stabilized fragrances |
| DE19918265A1 (en) * | 1999-04-22 | 2000-10-26 | Henkel Kgaa | Abrasive-containing aqueous liquid cleaning or scouring agent for hard surfaces contains microcapsules containing an ingredient to be protected e.g. a perfume |
| DE19960096A1 (en) * | 1999-12-14 | 2001-07-05 | Henkel Kgaa | Particulate rinse aid and machine dishwashing detergent |
| GB0018811D0 (en) | 2000-08-02 | 2000-09-20 | Quest Int | Particles |
| EP1208754A1 (en) * | 2000-11-21 | 2002-05-29 | Givaudan SA | Particulate material |
| KR100431360B1 (en) * | 2001-02-07 | 2004-05-14 | 우리켐테크(주) | Resin composition for slow flavor emission |
| KR20030062154A (en) * | 2002-01-16 | 2003-07-23 | 이상범 | Aromatic wood panel |
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| US7365043B2 (en) * | 2003-06-27 | 2008-04-29 | The Procter & Gamble Co. | Lipophilic fluid cleaning compositions capable of delivering scent |
| ZA200603871B (en) * | 2003-12-19 | 2007-12-27 | Unilever Plc | Detergent granules and process for their manufacture |
| GB2428250B (en) * | 2004-02-06 | 2007-04-11 | Brendan Ruff | Candle scent delivery pellet |
| DE102005003122A1 (en) * | 2005-01-21 | 2006-07-27 | Henkel Kgaa | Anti-adhesive polymers to prevent the adhesion of microorganisms to textiles and to prevent laundry odor |
| EP1893734B1 (en) | 2005-06-08 | 2019-03-20 | Firmenich Sa | Near anhydrous consumer products comprising fragranced aminoplast capsules |
| EP1906759A2 (en) * | 2005-07-07 | 2008-04-09 | Ocean Nutrition Canada Limited | Food articles with delivery devices and methods for the preparation thereof |
| EP2301517A1 (en) * | 2006-08-01 | 2011-03-30 | The Procter & Gamble Company | Benefit agent containing delivery particle |
| MX2009005390A (en) * | 2006-11-22 | 2009-06-02 | Procter & Gamble | Benefit agent containing delivery particle. |
| HUE035721T2 (en) * | 2008-02-15 | 2018-08-28 | Procter & Gamble | Delivery particle |
| CA2721086A1 (en) | 2008-04-11 | 2009-10-15 | Amcol International Corporation | Multilayer fragrance encapsulation |
| US8188022B2 (en) | 2008-04-11 | 2012-05-29 | Amcol International Corporation | Multilayer fragrance encapsulation comprising kappa carrageenan |
| EP2221039B1 (en) * | 2009-02-18 | 2017-11-22 | Unilever Plc, A Company Registered In England And Wales under company no. 41424 of Unilever House | Antiperspirant compositions |
| CN104692691B (en) * | 2015-02-05 | 2017-02-22 | 江苏苏博特新材料股份有限公司 | Modified calcium oxide expansion agent for cement concrete and preparation method of modified calcium oxide expansion agent |
| EP3061500B1 (en) * | 2015-02-25 | 2019-07-10 | Symrise AG | Stable dispersions |
| DE102015205802A1 (en) * | 2015-03-31 | 2016-10-06 | Henkel Ag & Co. Kgaa | Detergent composition with bleach catalyst and perfume capsules |
| JP6553215B2 (en) * | 2016-02-03 | 2019-07-31 | 長谷川香料株式会社 | Powder detergent composition for clothing having stable aroma components |
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|---|---|---|---|---|
| DE2653259A1 (en) * | 1975-11-28 | 1977-06-02 | Procter & Gamble | SOFTENING AND DETERGENT MIXTURES |
| GB1587122A (en) * | 1976-10-29 | 1981-04-01 | Procter & Gamble Ltd | Fabric conditioning compositions |
| US4234627A (en) * | 1977-02-04 | 1980-11-18 | The Procter & Gamble Company | Fabric conditioning compositions |
| GB1538085A (en) * | 1977-05-23 | 1979-01-10 | Shell Int Research | Odorant-polyolefin compositions |
| DE2928591C2 (en) * | 1979-07-14 | 1983-03-24 | Dr. O. Martens & Co Nachf., 8021 Baierbrunn | Process for the production of room fragrance bodies containing perfume oils |
| DE3345847A1 (en) * | 1983-12-19 | 1985-06-27 | Henkel KGaA, 4000 Düsseldorf | THERMOPLASTIC POLYAMIDES AS A PERFUME CARRIER |
-
1990
- 1990-04-30 CA CA002015737A patent/CA2015737C/en not_active Expired - Fee Related
- 1990-05-02 ES ES90201105T patent/ES2072967T3/en not_active Expired - Lifetime
- 1990-05-02 AT AT90201105T patent/ATE120483T1/en active
- 1990-05-02 EP EP90201105A patent/EP0397246B1/en not_active Expired - Lifetime
- 1990-05-02 DE DE69018119T patent/DE69018119T2/en not_active Expired - Fee Related
- 1990-05-02 DK DK90201105.5T patent/DK0397246T3/en active
- 1990-05-07 NZ NZ233579A patent/NZ233579A/en unknown
- 1990-05-10 MA MA22105A patent/MA22039A1/en unknown
- 1990-05-10 AU AU54916/90A patent/AU644358B2/en not_active Ceased
- 1990-05-10 CN CN90104267A patent/CN1027082C/en not_active Expired - Fee Related
- 1990-05-10 IE IE169590A patent/IE66911B1/en not_active IP Right Cessation
- 1990-05-10 KR KR1019900006601A patent/KR970011344B1/en active IP Right Grant
- 1990-05-10 FI FI902340A patent/FI902340A0/en not_active IP Right Cessation
- 1990-05-11 JP JP2122790A patent/JPH0341197A/en active Pending
- 1990-05-11 PT PT94005A patent/PT94005B/en not_active IP Right Cessation
- 1990-05-11 BR BR909002227A patent/BR9002227A/en not_active Application Discontinuation
- 1990-05-11 MX MX020690A patent/MX171352B/en unknown
- 1990-05-11 TR TR00468/90A patent/TR27082A/en unknown
-
1994
- 1994-04-12 CN CN94104208A patent/CN1104693A/en active Pending
-
1995
- 1995-03-30 GR GR940403930T patent/GR3015569T3/en unknown
Also Published As
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|---|---|
| TR27082A (en) | 1994-10-18 |
| ES2072967T3 (en) | 1995-08-01 |
| FI902340A0 (en) | 1990-05-10 |
| AU5491690A (en) | 1990-11-15 |
| EP0397246A3 (en) | 1991-10-09 |
| CA2015737C (en) | 1995-08-15 |
| PT94005A (en) | 1991-02-08 |
| IE66911B1 (en) | 1996-02-07 |
| DK0397246T3 (en) | 1996-02-05 |
| BR9002227A (en) | 1991-08-13 |
| ATE120483T1 (en) | 1995-04-15 |
| AU644358B2 (en) | 1993-12-09 |
| MX171352B (en) | 1993-10-20 |
| DE69018119T2 (en) | 1995-09-28 |
| GR3015569T3 (en) | 1995-06-30 |
| NZ233579A (en) | 1993-02-25 |
| PT94005B (en) | 1996-12-31 |
| CN1104693A (en) | 1995-07-05 |
| EP0397246B1 (en) | 1995-03-29 |
| KR970011344B1 (en) | 1997-07-09 |
| CN1047335A (en) | 1990-11-28 |
| EP0397246A2 (en) | 1990-11-14 |
| KR900018348A (en) | 1990-12-21 |
| MA22039A1 (en) | 1991-10-01 |
| DE69018119D1 (en) | 1995-05-04 |
| JPH0341197A (en) | 1991-02-21 |
| CA2015737A1 (en) | 1990-11-11 |
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