EP0084200B1 - Parfümierte Partikeln, Verfahren zu ihrer Herstellung und diese Partikeln enthaltende Detergenszusammensetzungen - Google Patents

Parfümierte Partikeln, Verfahren zu ihrer Herstellung und diese Partikeln enthaltende Detergenszusammensetzungen Download PDF

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Publication number
EP0084200B1
EP0084200B1 EP82300198A EP82300198A EP0084200B1 EP 0084200 B1 EP0084200 B1 EP 0084200B1 EP 82300198 A EP82300198 A EP 82300198A EP 82300198 A EP82300198 A EP 82300198A EP 0084200 B1 EP0084200 B1 EP 0084200B1
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EP
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Prior art keywords
water
dispersion
perfume
poly
process according
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Expired
Application number
EP82300198A
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English (en)
French (fr)
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EP0084200A1 (de
Inventor
David Denzil Whyte
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Procter and Gamble Co
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Procter and Gamble Co
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Priority to EP82300198A priority Critical patent/EP0084200B1/de
Publication of EP0084200A1 publication Critical patent/EP0084200A1/de
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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

Definitions

  • This invention relates to the manufacture of heavily perfumed particles for use in detergent compositions. More particularly it relates to the manufacture of perfume particles having both immediate and long lasting perfume emitting properties.
  • perfume in various consumer products for aesthetic reasons is well known.
  • Detergent compositions in particular generally contain a perfume.
  • the perfume is normally simply admixed with the remainder of the detergent composition, whether it is a liquid or solid detergent composition. While the perfume does not add to cleaning performance, it does make the product more aesthetically pleasing to the consumer, and, in some cases, imparts a pleasant fragrance to treated articles or surfaces. The consumer has come to expect such detergent products to have a pleasing odor.
  • Perfumes are, by their nature, made of a combination of volatile substances. Because of this, the perfume is continuously emitted from simple solutions and dry mixes to which it has been added. Various techniques have been developed to hinder or delay the release of the perfume from the composition so that the composition remains aesthetically pleasing for a prolonged length of time. For example, see West German Patent 825,293, December 17,1951; East German Patent 15,693, October 12, 1975; U.S. Patent 3,772,215, issued November 13, 1973; and U.S. Patent 3,567,119, issued March 2, 1971. While such methods of prolonging the release of perfume from the composition are effective to a limited extent, there is still a need to economically formulate a perfumed particle which continually emits perfume for a substantial length of time.
  • a product should desirably have an initial pleasant smell and be capable of delivering that pleasant smell over a long length of time.
  • Encapsulation techniques have a tendency to enclose the perfume so that it is not noticeable until actual use of the product, when the encapsulating material dissolves and the perfume is released. Such techniques are generally also expensive.
  • Other techniques, such as absorption techniques, of "fixing" perfumes have the disadvantage of generally low perfume loads and high perfume losses during manufacture. It is desirable in detergent composition usage that the product have a pleasant smell while in storage and provide strong fragrance impact upon addition to water.
  • Patent 4,209,417 provided a solution to these requirements in the form of heavily perfumed particles having both immediate and long lasting perfume emitting properties consisting essentially of from 30% to 70% water-insoluble perfume, from 25% to 65% of a water soluble polymer, and emulsifier.
  • the particles were comprised of a continuous polymer matrix having dispersed substantially uniformly therethrough perfume/emulsifier droplets.
  • Those perfume particles were taught to be prepared by forming an aqueous dispersion consisting essentially of from 2% to 40% perfume, from 5 to 20% water-soluble polymer, from 40 to 90% water, and sufficient emulsifier to form a stable emulsion of the perfume in the water-soluble polymer solution.
  • the aqueous dispersion was cast upon a surface for drying and dried to form a film.
  • the film was comminuted to form particles of the desired size for use in detergent compositions.
  • the drying step of this process is disadvantageous in that it is energy-expensive, time consuming, and adds nothing, other than dry, granular form, to the finished product.
  • a still further object of this invention is to provide a strongly perfumed particle containing a hydratable material useful in detergent compositions which can be made by a process which does not require a separate drying step.
  • an emulsion of perfume in an aqueous solution of water-soluble polymer is mixed with a powdered, anhydrous, hydratable material, useful in detergent compositions, in such a ratio that all of the water in the emulsion can be held as the hydrate of the material.
  • the perfume/water/emulsifier emulsion In the process of this invention, two materials are prepared and mixed. One is a liquid, the perfume/water/emulsifier emulsion.
  • the ingredients can have the same relative proportions as disclosed in U.S. Patent 4,209,417.
  • the emulsion consists essentially of by weight of the emulsion, from 2% to 40%, preferably 4% to 25% perfume, from 5% to 20%, preferably 10% to 15% water soluble polymer, from 40% to 90%, preferably 60% to 85% water, and sufficient emulsifier, preferably 0.1% to 3%, to form a stable emulsion of the perfume in the water-soluble polymer solution.
  • the first step involves forming an emulsion of the perfume emulsifier, and polymer in water.
  • This emulsion is then chilled to a temperature of 0°C or below. Although it is not essential, it is preferred that this temperature is below the freezing point of the dispersion. In such a preferred process, the frozen dispersion may then be comminuted prior to mixing with the hydratable material.
  • the chilled emulsion is mixed with the hydratable material, in such a manner that substantially all of the free water is taken up to form the hydrate of the added material.
  • the hydratable material is also cooled to 0°C or below prior to mixing with the aqueous dispersion.
  • the resulting particles will consist essentially of from 0.5% to 40% water-insoluble perfume, from 1.5% to 20% of a water-soluble polymer which will dissolve in water at a temperature of less than 100°C, from 0.01% to 5% of an emulsifier, from 10%.to 90% water, and from 1.5% to 75% by weight of a hydratable material, the amount of the hydratable material being sufficient to hold at least 85% of the water in said particles when fully hydrated.
  • the granular material can be used as is, or can be further comminuted or agglomerated to achieve a desired particle size.
  • the perfumed particles of this invention desirably have an ultimate particle size of from 40 to 1400 11m preferably 175 to 1000 urn.
  • the perfume/emulsifier droplets contained within the particles have diameters of from 0.01 to 0.5 11m preferably 0.02 to 0.2 pm.
  • any hydratable material which is either compatible with, or not deleterious to, detergent compositions can be used in the practice of this invention.
  • Such materials include, without limitation, alkali metal halides such as sodium chloride, potassium chloride, sodium fluoride and potassium fluoride.
  • Other hydratable materials include the variety of commonly known detergency builder materials, including polyvalent inorganic or organic salts or mixtures thereof. Examples include alkali metal carbonates, borates, phosphates, polyphosphates, bicarbonates, silicates, and sulfates. Specific examples of such salts include the sodium and potassium tetraborates, perborates, bicarbonates, tripolyphosphates, pyrophosphates, orthophosphates and hexametaphosphates.
  • Still other materials which may be used as the hydratable materials herein include the commonly used zeolite molecular sieves, also known as zeolites or aluminosilicates, having, in the anhydrous state, a hydration capacity of from 15 to 30 grams of water per gram of material.
  • Other, related materials include expandable clays, including sodium and calcium montmorillonites, sodium saponites, and sodium hectorites. The term expandable as used to describe these smectite clays relates to the ability of the layered clay structure to be swollen, or expanded, on contact with water.
  • the water-soluble polymer and hydratable material employed should be selected so that the hydratable material is more hydrophilic than the water-soluble polymer employed.
  • one object of this invention is to produce a dry, free flowing, granular perfume product, excessively hygroscopic or mentally deliquescent materials, which cannot be hydrated to form a stable solid, are unacceptable.
  • the amount of hydratable material to be used will be determined by the hydration capacity of the material in relation to the amount of water to be absorbed from the emulsion.
  • the hydratable material must absorb at least 85% by weight of the water in the emulsion. It can be appreciated that absorption of amounts in excess of 85% of the water will improve the flowability of the resulting product, while adding an amount of hydratable material sufficient to absorb more than 100% of the water will not only insure a free-flowing, granular material, but confer caking resistance to bulk quantities of the perfume particles which result from the practice of this invention.
  • sodium tripolyphosphate is hydratable to form the hexahydrate, i.e., 6 molecules of water are associated with each molecule of STP in the fully hydrated form. Therefore, each mole of STP added to the emulsion in the final processing step will absorb a maximum of 6 moles of water from the emulsion. The actual amount absorbed will be determined by the relative hydrophilicities of the hydratable material and the water-soluble polymer selected. In most cases, complete transfer of water from the polymer solution to the hydratable material will not be achieved, but a dry, granular, free flowing material is produced nonetheless.
  • the hydration capacity of the hydratable materials used can be determined from standard reference texts, by standard test methods for measuring water of hydration of hydrophilicity, or by simple preparation of test mixtures at various hydration levels and observation of their flowability and propensity for caking.
  • the temperature of the hydratable material and the polymer/per- fume emulsion must be reduced so that the rate of hydration is initially low enough that an intimate mixture of emulsion and hydratable material can be made. If this is not done, large gummy lumps form and it is very difficult to uniformly mix the two components. In general, temperatures of 0°C or less allow easy and complete mixing to be effected. The heat of hydration will then help to increase the temperature of the resulting mix to ambient levels.
  • perfume is used to indicate any water-insoluble odoriferous material characterized by a vapor pressure below atmospheric pressure at ambient temperatures.
  • the perfume material will most often be liquid at ambient temperatures.
  • a wide variety of chemicals are known for perfume uses, including materials such as aldehydes, ketones and esters. More commonly, naturally occurring plant and animal oils and exudates comprising complex mixtures of various chemical components are known for use as perfumes.
  • the perfumes herein can be relatively simple in their composition or can comprise highly sophisticated complex mixtures of natural and synthetic chemical components, all chosen to provide any desired odor.
  • Typical perfumes can comprise, for example, woody/earthy bases containing exotic materials such as sandalwood oil, civet and patchouli oil.
  • the perfumes can be of a light floral fragrance, e.g. rose extract, violet extract, and lilac.
  • the perfumes can also be formulated to provide desirable fruity odors, e.g. lime, lemon and orange. Any chemically compatible material which exudes a pleasant or otherwise desirable odor can be used in the perfumed particles herein.
  • the matrix of the perfumed particles comprises a water-soluble polymer.
  • water-soluble polymer is meant a polymer that will dissolve completely in water at a temperature less than 100°C. Any polymer can be used, provided it is water-soluble. Examples include water-soluble polyvinyl alcohols, polyethylene glycols, polyvinyl pyrrolidone, poly(ethylene oxide), cellulose derivatives, e.g.
  • cellulose ethers such as methyl-, ethyl-, propyl- and butylcellulose ether, gelatin, pectin, starches, gum arabic, poly-(acrylic acid) and its derivatives, polyacrylamides, styrene maleic anhydrides, poly(vinyl methyl ether maleic anhydrides), amorphous poly(vinyl methyl ether), poly(vinyl 2-methoxyethyl ethers), poly(vinyl sulfonic acid) or its sodium salt, poly(4-vinyl-phthalic acid), and low m.w. melamine formaldehyde resins. Any of the aforementioned polymers which are water-soluble are used herein.
  • Preferred polymers include polyvinyl alcohols, polyethylene glycol, polyvinyl pyrrolidones, cellulose derivaties, poly(acrylic acid) and its derivatives, the poly(acrylamides) and poly(ethylene oxides), and poly(methyl vinyl ether/maleic anhydride) co-polymers. Most preferred for use herein are the poly(methyl vinyl ether maleic anhydride) co-polymers.
  • the emulsifier is used to emulsify the perfume into an aqueous solution of the water-soluble polymer.
  • the perfume as used as the high levels of this invention, and the water-soluble polymer are not miscible. Processing to form homogeneous particles would not be possible since phase separation of the two components would occur.
  • use of an emulsifier causes the perfume to form droplets which are uniformly distributed throughout the polymer solution. The distribution of perfume/emulsifier droplets allows for a heavy loading of perfume in the particles.
  • the emulsifier is used in an amount sufficient to emulsify the perfume in the aqueous solution of the water-soluble polymer. This amount can vary widely depending on the particular perfume, water-soluble polymer and particular emulsifiers.
  • Emulsifiers are of a nonionic, anionic or cationic nature.
  • suitable nonionic emulsifiers include fatty alcohols having 10 to 20 carbon atoms condensed with 2 to 20 moles of ethylene oxide and or propylene oxide; alkyl phenols with 6 to 12 carbon atoms in the alkyl chain, condensed with 2 to 20 moles of ethylene oxide, mono- and di-fatty acid esters of ethylene glycol, wherein the fatty acid moiety contains from 10 to 20 carbon atoms; fatty acid monoglycerides, wherein the fatty acid moiety contains from 10 to 20 carbon atoms; sorbitan esters; polyoxyethylene sorbitol; polyoxyethylene sorbitan; and hydropholic wax esters.
  • Suitable anionic emulsifiers include the fatty acid soaps, e.g. sodium, potassium and triethanolamine soaps, wherein the fatty acid moiety contains from 10 to 20 carbon atoms.
  • Other suitable anionic emulsifiers include the alkali metal, ammonium or substituted ammonium alkyl sulfates, alkyl arylsulfonates, and alkyl ethoxy ether sulfonates having 10 to 30 carbon atoms in the alkyl moiety.
  • the alkyl ethoxy ether sulfonates contain from 1 to 50 ethylene oxide units.
  • Satisfactory cationic emulsifiers are the common quaternary ammonium, morpholinium and pyridinium compounds.
  • Optional components such as dyes, antioxidants, etc. can be included as a part of the perfumed particles in minor amounts.
  • the perfumed particles described above are especially useful when included as part of a detergent composition.
  • the detergent composition contains a water-soluble organic surfactant and other detergency adjacent materials in addition to the perfumed particles.
  • the level of surfactant depends upon the type of detergency product, but generally ranges from 0.05% to 35%.
  • the organic surfactants are selected from the group consisting of anionic surfactants, nonionic surfactants, ampholytic surfactants, zwitterionic surfactants, and mixtures thereof.
  • U.S. Patent 3,664,961 issued May 23,1972, describes suitable surfactants.
  • the detergent composition can be a pre-soak detergent composition, main wash detergent composition, or household cleaner detergent composition and can be prepared in any suitable solid granular or powder form.
  • Pre-soak and household cleaner detergent compositions contain a low level of surfactant, primarily for dispersion and composition throughout the aqueous bath.
  • a level of surfactant from 0.05% to 2%, preferably 0.25% to 1 % is used.
  • a main wash detergent composition contains from 5% to 35%, preferably 8% to 20% surfactant.
  • the balance of the detergent composition consists essentially of detergency adjust materials.
  • the detergency adjunct materials include builders, soil suspending agents, processing aids, brighteners, enzymes, and bleaches. The particular nature of the adjunct materials is dependent on the use of the product.
  • a preferred detergent composition is a built detergent composition containing from 10% to 80%, preferably 25% to 75% detergency builder. Any of the known compounds possessing builder properties are useful herein.
  • U.S. Patent 3,664,961 also describes satisfactory detergency builders. Many of these detergency builders, in particular, sodium tripolyphosphate, are particularly useful as the hydratable materials in the perfumed particles of this invention. Thus, the perfumed particles of this invention can supply a small proportion of the detergency builder in the total detergent composition.
  • the detergent compositions herein preferably comprise from 0.1 % to 1 %, more preferably 0.2% to 0.5% of the perfumed particles.
  • the balance of the composition comprises surfactant and detergency adjunct materials as described above.
  • Detergent compositions containing the above described perfume particles possess a pleasant smell immediately after manufacture, and also after storage for a substantial period.
  • an additional burst of perfume is released. That is, as the particles dissolve in water, additional perfume entrapped within the polymeric matrix is released.
  • a slight but noticeable perfume effect is obtained during storage while a stronger perfume effect is noticed upon use of the detergent composition.
  • the following examples are illustrative of the invention, while not intending to be limitative thereof.
  • PVA polyvinyl alcohol
  • DTDMAC dimethyl ammonium chloride
  • the solution is put into a blender and agitated until the PVA is dissolved.
  • the solution is then dearated and cooled. Mixing is resumed and 25.0 gm of Cedar Pine perfume is added to the vortex of the agitated solution.
  • the mixture is agitated vigorously for 1 minute and again deaerated.
  • the resulting emulsion is cooled to 0°C.
  • the emulsion is deaerated and cooled to below 0°C using pulverized dry ice.
  • the frozen particles of emulsion are mixed with 117 grams of similarly cooled anhydrous sodium sulfate at moderate shear and the entire batch is allowed to warm to ambient temperature during mixing.
  • the resulting product is a dry, free-flowing, granular material.
  • Another "control" batch is made as above, but without the Gantrez AN 139. Samples of each batch are placed in open Petri dishes and exposed to ambient conditions. After 1 week, little fragrance is detectable over either sample. Upon addition of H 2 0, "Bloom” fragrance is strongly emitted from the sample containing the Gantrez polymer, non is detectable over the control sample.
  • a household cleaning composition is formulated as follows:
  • the composition has a pleasant odor during storage and when made into an aqueous solution prior to use (15 gm product per liter water) emits a strong but pleasing perfume smell.

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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (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)
  • Detergent Compositions (AREA)
  • Fats And Perfumes (AREA)

Claims (8)

1. Ein Verfahren zur Herstellung von stark parfümierten Teilchen, die die Eigenschaft besitzen, sowohl sofort als auch lang anhaltend Parfum auszuströmen durch
a) Bilden einer wäßrigen Dispersion, enthaltend, bezogen auf das Gewicht der Dispersion,
2 bis 40% eines wasserunlöslichen Parfums,
5 bis 20% eines wasserlöslichen Polymers, das in Wasser bei einer Temperatur von weniger als 100°C sich löst, 40 bis 90% Wasser und ausreichend Emulgator, um das Parfum in der Dispersion zu emulgieren, dadurch gekennzeichnet, daß es die folgenden zusätzlichen Stufen enthält;
- b) Kühlen der Dispersion von Stufe (a) auf 0°C oder weniger;
c) Mischen der gekühlten Dispersion von Stufe (b) mit einem wasserfreien hydratisierbaren Material, das in seiner hydratisierten Form ein bei Umgebungstemperatur stabiler Feststoff ist, in einer Menge, die ausreicht, um mindestens 85% des Wassers in der Dispersion, weil sie voll hydratisiert ist, zu halten und
d) Erwärmen des Gemischs von Stufe (c) unter Mischen auf Umgebungstemperatur.
2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß die Dispersion ohne Gefrieren der Dispersion gekühlt wird.
3. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß in Stufe (b) die Dispersion unterhalb ihres Gefrierpunkts gekühlt wird und daß die gefrorene Dispersion vorm Mischen mit dem wasserfreien hydratisierbaren Material zerkleinert wird.
4. Verfahren nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß das wasserfreie hyratisierbare Material auf 0°C oder weniger vor dem Mischen mit der wäßrigen Dispersion gekühlt wird.
5. Verfahren nach einem der Ansprüche 1 bis 4, worin das wasserlösliche Polymer ausgewählt ist aus
Polymethylvinylether/Maleinsäureanhydriden,
Polyethylenoxiden,
Polyacrylamiden,
Polyacrylsäure,
Polyvinylpyrrolidonen,
Polyethylenglykolen,
Cellulosederivaten,
Polyvinylalkoholen und
Polyacrylsäurederivaten.
6. Verfahren nach einem der Ansprüche 1 bis 5, worin das hydratisierbare Material ausgewählt ist aus
Alkalimetallhalogeniden,
Alkalimetallcarbonaten,
Alkalimetallsilikaten,
Alkalimetallsulfaten,
Alkalimetallboraten,
Alkalimetallphosphaten,
Alkalimetallpolyphosphaten,
Alkalimetallbicarbonaten,
Zeolithmolekularsieben und expandierbaren Smectittonen.
7. Verfahren nach Anspruch 6, worin das hydratisierbare Material Natriumtripolyphosphat ist.
8. Verfahren nach Anspruch 6, worin das hydratisierbare Material ein Zeolithmolekularsiebmaterial ist, das im wasserfreien Zustand eine Hydratationskapazität von 15 bis 30 g Wasser je g des Materials aufweist.
EP82300198A 1982-01-14 1982-01-14 Parfümierte Partikeln, Verfahren zu ihrer Herstellung und diese Partikeln enthaltende Detergenszusammensetzungen Expired EP0084200B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP82300198A EP0084200B1 (de) 1982-01-14 1982-01-14 Parfümierte Partikeln, Verfahren zu ihrer Herstellung und diese Partikeln enthaltende Detergenszusammensetzungen

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP82300198A EP0084200B1 (de) 1982-01-14 1982-01-14 Parfümierte Partikeln, Verfahren zu ihrer Herstellung und diese Partikeln enthaltende Detergenszusammensetzungen

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EP0084200A1 EP0084200A1 (de) 1983-07-27
EP0084200B1 true EP0084200B1 (de) 1986-02-05

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EP82300198A Expired EP0084200B1 (de) 1982-01-14 1982-01-14 Parfümierte Partikeln, Verfahren zu ihrer Herstellung und diese Partikeln enthaltende Detergenszusammensetzungen

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Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MY103969A (en) * 1988-01-19 1993-10-30 Kao Corp Detergent composition containing perfume
US20020010108A1 (en) * 2000-07-06 2002-01-24 Isao Noda Biodegradable perfume delivery system
US20020013255A1 (en) * 2000-07-06 2002-01-31 The Procter & Gamble Co. Anaerobically biodegradable perfume delivery system
US20020016269A1 (en) * 2000-07-06 2002-02-07 The Procter & Gamble Co. Particle perfume delivery system

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3772215A (en) * 1969-06-13 1973-11-13 Nat Patent Dev Corp Water soluble entrapping of a fragrance
US4209417A (en) * 1976-08-13 1980-06-24 The Procter & Gamble Company Perfumed particles and detergent composition containing same
NZ190416A (en) * 1978-05-16 1981-05-29 Unilever Ltd Deodorant product
GB2066839B (en) * 1979-12-29 1984-03-14 Vysoka Skola Chem Tech Method of manufacture of perfumed detergents

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Kirk-Othmer Encyclopedia of Chemical Technology, 3rd edition Vol. 21, page 215 *
Ralph K. Iler, The Chemistry of Silica, Wiley-Interscience 1979 *

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