WO2000055292A1 - Compositions liquides parfumees pour le traitement de tissus d'entretien menager et compositions deodorantes conditionnees dans des bouteilles en polyethylene pour preserver l'integralite du parfum - Google Patents

Compositions liquides parfumees pour le traitement de tissus d'entretien menager et compositions deodorantes conditionnees dans des bouteilles en polyethylene pour preserver l'integralite du parfum Download PDF

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Publication number
WO2000055292A1
WO2000055292A1 PCT/US2000/007137 US0007137W WO0055292A1 WO 2000055292 A1 WO2000055292 A1 WO 2000055292A1 US 0007137 W US0007137 W US 0007137W WO 0055292 A1 WO0055292 A1 WO 0055292A1
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WO
WIPO (PCT)
Prior art keywords
perfume
composition
cyclodextrin
surfactants
clogp
Prior art date
Application number
PCT/US2000/007137
Other languages
English (en)
Inventor
Ricky Ah-Man Woo
Steven Reece
Alen David Streutker
Kimberly Ann Ireton
Mark David Fritz
Eva Schneiderman
Original Assignee
The Procter & Gamble Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to EP00916483A priority Critical patent/EP1161517A1/fr
Priority to CA002364591A priority patent/CA2364591A1/fr
Priority to US09/936,401 priority patent/US6696395B1/en
Priority to AU37581/00A priority patent/AU3758100A/en
Publication of WO2000055292A1 publication Critical patent/WO2000055292A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/04—Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
    • C11D17/041—Compositions releasably affixed on a substrate or incorporated into a dispensing means
    • C11D17/046—Insoluble free body dispenser
    • 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
    • C11D17/04—Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
    • C11D17/041—Compositions releasably affixed on a substrate or incorporated into a dispensing means
    • 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

Definitions

  • the present invention relates to stable aqueous perfumed household cleaning and deodorizing compositions containing a surfactant and a perfume.
  • the perfume is in a solubilized or emulsified state and contains a substantial proportion of hydrophobic perfume materials in order to impart a clean, desirable, scent to substrates upon which the product is used.
  • the composition is packaged in a polyethylene bottle wherein the interior of the bottle has been modified in order to prevent undesirable changes in the perfume caused by absorption and/or transmission of the hydrophobic components into and/or through the polyethylene during storage.
  • the present invention relates to a bottled aqueous household cleaning, fabric treatment or deodorizing product comprising, in addition to water, from 0.01% to 50% of a surfactant and from 0.003% to 5% of a perfume wherein the perfume contains at least 10% of one or more hydrophobic perfume ingredients having a ClogP of greater than 3, and wherein the said product is present in a high density polyethylene bottle and wherein the bottle has a continuous inner surface layer of a material selected from the group consisting of: a) nylon b) polyethylene terephthalate and c) fluorinated high density polyethylene
  • the present invention is a bottled aqueous household cleaning, fabric treatment or deodorizing composition
  • a bottled aqueous household cleaning, fabric treatment or deodorizing composition comprising, in addition to water, from 0.01% to 50% of a surfactant and from 0.003%> to 5% of a perfume wherein the perfume contains at least 10% of one or more hydrophobic perfume ingredients having a ClogP of greater than 3, and wherein the said composition is present in a high density polyethylene bottle wherein the bottle has a continuous inner surface layer of a material selected from the group consisting of: a) nylon b) polyethylene terephthalate and c) fluorinated high density polyethylene A.
  • Surfactants suitable for use in the compositions of the present invention can be any of those suitable for use in household cleaning, fabric treatment or deodorizing compositions. These include anionic, nonionic, cationic, ampholytic and zwitterionic detergents.
  • anionic detergents include C 8 -C 22 alkyl sulfates, alkylbenzene sulfonates having from 9 to 15 carbon atoms in the alkyl group, alkyl ethyleneoxide ether sulfates having from 8-22 carbon atoms in the alkyl chain and from 1 to 30 ethyl ene oxide groups, and C 8 to C 22 fatty acid soaps.
  • nonionic surfactants include condensates of from 3 to 30 moles of ethylene oxide with an aliphatic alcohol of 8 to 22 carbon atoms, condensates of 5 to 30 moles of ethylene oxide with an alkyl phenol wherein the alkyl contains 9 to 15 carbon atoms, and C 8 to C 22 alkyl dimethyl amine oxides.
  • ampholytic and zwitterionic surfactants are found in U.S. Pat. 3,929,678, Laughlin et al, issued December 30, 1975 at Col, 19, line 38 through Col. 22 line 48.
  • cationic surfactants are tetraalkyl quaternary ammonium salts having at least one alkyl chain of 8 to 22 carbon atoms, wherein the other alkyl groups can contain from 1 to 22 carbon atoms and wherein the anionic counterion is halogen, ethylsulfate or methylsulfate.
  • the term ""household cleaning and fabric treatment and deodorizing compositions" herein includes fabric laundering, softening and freshening compositions, and floor, rug and other household surface treatment compositions where it is desired to clean and/or impart a beneficial treatment or property to the surface.
  • Surfactants are used at levels of from 0.01%> to 50%>, depending on the intended usage of the product. Typical levels are from 0.1% to 30% and 5% to 20% Additional surfactants are disclosed in U.S. Pat.3,664,961, Norris, issued May 23, 1972. B. Perfumes
  • compositions of the present invention contain perfumes at levels of from 0.003% to 5% , preferably from 0.003% to 1% and more preferably from 0.05% to 0.2%.
  • the perfumes contain a substantial portion of perfume ingredients (at least about 10%, preferably at least 50%, more preferably at least 70%) which have a ClogP of at least 3.
  • the following table contains a listing of examples of perfume ingredients having a ClogP of at least 3 which are useful in the present invention.
  • Phentolide 5.98 Phenyl ethyl phenyl acetate 3.77 p'Cymene 4.07
  • aqueous cleaning, fabric treatment and deodorizing compositions of the present invention can contain the usual adjuvants found in such compositions.
  • these include builders (e.g. phosphates, citrates, polycarboxylates, silicates, etc.), soil suspending agents (e.g. carboxymethyl cellulose), antimicrobial agents (e.g. cyclohexidine, biguanides, etc.), hydrotropes (e.g. sodium cumene sulfonate, propylene glycol), enzymes (e.g. proteases) and polar solvents (e.g. ethanol, ethylene glycol monobutyl ether).
  • builders e.g. phosphates, citrates, polycarboxylates, silicates, etc.
  • soil suspending agents e.g. carboxymethyl cellulose
  • antimicrobial agents e.g. cyclohexidine, biguanides, etc.
  • hydrotropes e.g. sodium cumene sul
  • the perfume can contain perfume ingredients which have a ClogP of less than 3. Examples of such ingredients are shown in Table 2. Perfume ingredients which have a ClogP of less than 3 can be used at levels up to 90% in the perfumes herein. Table 2
  • compositions herein which have an especially good deodorizing effect on surfaces (e.g. fabrics, ca ⁇ ets, counter tops, etc.) treated with the composition, contain cyclodextrin.
  • cyclodextrin In addition to the perfume in the composition providing the desired odor, to the treated surface. Cyclodextrin has the ability to absorb odors such as present in perspiration, urine, etc. present on the treated surface.
  • the cyclodextrins used in the present invention are highly water- soluble such as, alpha-cyclodextrin and/or derivatives thereof, gamma-cyclodextrin and/or derivatives thereof, derivatised beta-cyclodextrins, and/or mixtures thereof.
  • the derivatives of cyclodextrin consist mainly of molecules wherein some of the OH groups are converted to OR groups.
  • Cyclodextrin derivatives include, e.g., those with short chain alkyl groups such as methylated cyclodextrins, and ethylated cyclodextrins, wherein R is a methyl or an ethyl group; those with hydroxyalkyl substituted groups, such as hydroxypropyl cyclodextrins and/or hydroxyethyl cyclodextrins, wherein R is a -CH2- CH(OH)-CH3 or a " CH2CH2-OH group; branched cyclodextrins such as maltose-bonded cyclodextrins; cationic cyclodextrins such as those containing 2-hydroxy-3- (dimethylamino)propyl ether, wherein R is CH2-CH(OH)-CH2-N(CH3)2 which is cationic at low pH; quaternary ammonium, e.g., 2-hydroxy-3-(trimethylam
  • Highly water-soluble cyclodextrins are those having water solubility of at least about 10 g in 100 ml of water at room temperature, preferably at least about 20 g in 100 ml of water, more preferably at least about 25 g in 100 ml of water at room temperature.
  • the availability of solubilized, uncomplexed cyclodextrins is essential for effective and efficient odor control performance. Solubilized, water-soluble cyclodextrin can exhibit more efficient odor control performance than non-water-soluble cyclodextrin when deposited onto surfaces, especially fabric.
  • Examples of preferred water-soluble cyclodextrin derivatives suitable for use herein are hydroxypropyl alpha-cyclodextrin, methylated alpha-cyclodextrin, methylated beta-cyclodextrin, hydroxyethyl beta-cyclodextrin, and hydroxypropyl beta-cyclodextrin.
  • Hydroxyalkyl cyclodextrin derivatives preferably have a degree of substitution of from about 1 to about 14, more preferably from about 1.5 to about 7, wherein the total number of OR groups per cyclodextrin is defined as the degree of substitution.
  • Methylated cyclodextrin derivatives typically have a degree of substitution of from about 1 to about 18, preferably from about 3 to about 16.
  • a known methylated beta-cyclodextrin is heptakis-2,6-di-O-methyl- ⁇ -cyclodextrin, commonly known as DIMEB, in which each glucose unit has about 2 methyl groups with a degree of substitution of about 14.
  • DIMEB heptakis-2,6-di-O-methyl- ⁇ -cyclodextrin
  • RNMEB randomly methylated beta-cyclodextrin
  • RAMEB is more preferred than DIMEB, since DIMEB affects the surface activity of the preferred surfactants more than RNMEB.
  • the preferred cyclodextrins are available, e.g., from Cerestar USA, Inc. and Wacker Chemicals (USA), Inc.
  • compositions intended to be used in undiluted form will generally contain from 0.01% to 5%, preferably 0.1% to 3%, more preferably 0.5% to 2%.
  • Suitable cyclodextrin-compatible surfactants can be readily identified by the absence of effect of cyclodextrin on the surface tension provided by the surfactant. This is achieved by determining the surface tension (in dyne/cm ⁇ ) of aqueous solutions of the surfactant in the presence and in the absence of about 1% of a specific cyclodextrin in the solutions.
  • the aqueous solutions contain surfactant at concentrations of approximately 0.5%, 0.1%, 0.01%, and 0.005%.
  • the cyclodextrin can affect the surface activity of a surfactant by elevating the surface tension of the surfactant solution. If the surface tension at a given concentration in water differs by more than about 10% from the surface tension of the same surfactant in the 1% solution of the cyclodextrin, that is an indication of a strong interaction between the surfactant and the cyclodextrin.
  • the preferred surfactants herein should have a surface tension in an aqueous solution that is different (lower) by less than about 10%), preferably less than about 5%o, and more preferably less than about 1% from that of the same concentration solution containing 1% cyclodextrin.
  • Nonlimiting examples of cyclodextrin-compatible nonionic surfactants include block copolymers of ethylene oxide and propylene oxide.
  • Suitable block polyoxyethylene-polyoxypropylene polymeric surfactants, that are compatible with most cyclodextrins include those based on ethylene glycol, propylene glycol, glycerol, trimethylolpropane and ethylenediamine as the initial reactive hydrogen compound.
  • Polymeric compounds made from a sequential ethoxylation and propoxylation of initial compounds with a single reactive hydrogen atom, such as C12-I8 aliphatic alcohols are not generally compatible with the cyclodextrin.
  • Certain of the block polymer surfactant compounds designated Pluronic® and Tetronic® by the BASF-Wyandotte Corp., Wyandotte, Michigan, are readily available.
  • Nonlimiting examples of cyclodextrin-compatible surfactants of this type include: Pluronic Surfactants with the general formula H(EO) n (PO) m (EO) n H, wherein EO is an ethylene oxide group, PO is a propylene oxide group, and n and m are numbers that indicate the average number of the groups in the surfactants.
  • Pluronic Surfactants with the general formula H(EO) n (PO) m (EO) n H, wherein EO is an ethylene oxide group, PO is a propylene oxide group, and n and m are numbers that indicate the average number of the groups in the surfactants.
  • Typical examples of cyclodextrin-compatible Pluronic surfactants are:
  • Typical examples of cyclodextrin-compatible Tetronic surfactants are: Name Average MW Average n Average m
  • Reverse Pluronic and Tetronic surfactants have the following general formulas: Reverse Pluronic Surfactants H(PO) m (EO) n (PO) m H
  • Siloxane surfactants A preferred class of cyclodextrin-compatible nonionic surfactants are the polyalkyleneoxide polysiloxanes having a dimethyl polysiloxane hydrophobic moiety and one or more hydrophilic polyalkylene side chains and have the general formula:
  • R 1 (CH 3 ) 2 SiO-[(CH 3 ) 2 SiO] a -H:(CH 3 )(R I )SiO] b — Si(CH 3 ) 2 — R 1 wherein a + b are from about 1 to about 50, preferably from about 3 to about 30 , more preferably from about 10 to about 25, and each R 1 is the same or different and is selected from the group consisting of methyl and a poly(ethyleneoxide/propyleneoxide) copolymer group having the general formula:
  • R 1 being a poly(ethyleneoxide/propyleneoxide) copolymer group, and wherein n is 3 or 4, preferably 3; total c (for all polyalkyleneoxy side groups) has a value of from 1 to about 100, preferably from about 6 to about 100; total d is from 0 to about 14, preferably from 0 to about 3; and more preferably d is 0; total c+d has a value of from about 5 to about 150, preferably from about 9 to about 100 and each R ⁇ is the same or different and is selected from the group consisting of hydrogen, an alkyl having 1 to 4 carbon atoms, and an acetyl group, preferably hydrogen and methyl group.
  • Silwet® surfactants which are available OSi Specialties, Inc., Danbury, Connecticut.
  • Representative Silwet surfactants are as follows.
  • the molecular weight of the polyalkyleneoxy group (R!) is less than or equal to about 10,000.
  • the molecular weight of the polyalkyleneoxy group is less than or equal to about 8,000, and most preferably ranges from about 300 to about 5,000.
  • the values of c and d can be those numbers which provide molecular weights within these ranges.
  • the number of ethyleneoxy units (-C2H4O) in the polyether chain (R*) must be sufficient to render the polyalkyleneoxide polysiloxane water dispersible or water soluble. If propyleneoxy groups are present in the polyalkylenoxy chain, they can be distributed randomly in the chain or exist as blocks.
  • Preferred Silwet surfactants are L- 7600, L-7602, L-7604, L-7605, L-7657, and mixtures thereof. Besides surface activity, polyalkyleneoxide polysiloxane surfactants can also provide other benefits, such as antistatic benefits, lubricity and softness to fabrics.
  • polyalkyleneoxide polysiloxanes of the present invention can be prepared according to the procedure set forth in U.S. Pat. No. 3,299,112, incorporated herein by reference.
  • polyalkyleneoxide polysiloxanes of the surfactant blend of the present invention are readily prepared by an addition reaction between a hydrosiloxane (i.e., a siloxane containing silicon-bonded hydrogen) and an alkenyl ether (e.g., a vinyl, allyl, or methallyl ether) of an alkoxy or hydroxy end-blocked polyalkylene oxide).
  • a hydrosiloxane i.e., a siloxane containing silicon-bonded hydrogen
  • an alkenyl ether e.g., a vinyl, allyl, or methallyl ether
  • reaction conditions employed in addition reactions of this type are well known in the art and in general involve heating the reactants (e.g., at a temperature of from about 85° C. to 110° C.) in the presence of a platinum catalyst (e.g., chloroplatinic acid) and a solvent (e.g., toluene).
  • a platinum catalyst e.g., chloroplatinic acid
  • a solvent e.g., toluene
  • Nonlimiting examples of cyclodextrin-compatible anionic surfactants are the alkyldiphenyl oxide disulfonate, having the general formula:
  • R is an alkyl group
  • the surfactants above are either weakly interactive with cyclodextrin (less than 5% elevation in surface tension, or non-interactive (less than 1% elevation in surface tension).
  • Normal surfactants like sodium dodecyl sulfate and dodecanolpoly(6)ethoxylate are strongly interactive, with more than a 10% elevation in surface tension in the presence of a typical cyclodextrin like hydroxypropyl beta-cyclodextrin and methylated beta- cyclodextrin.
  • Typical levels of cyclodextrin-compatible surfactants in usage compositions are from about 0.01% to about 2%>, preferably from about 0.03%> to about 0.6%, more preferably from about 0.05% to about 0.3%>, by weight of the composition.
  • Typical levels of cyclodextrin-compatible surfactants in concentrated compositions are from about 0.1% to about 8%, preferably from about 0.2% to about 4%>, more preferably from about 0.3% to about 3%, by weight of the concentrated composition.
  • Deodorizing compositions containing cyclodextrin are more fully described in pending Provisional Application 60/109834, filed November 25, 1998. HDPE Bottles, (d) High Density Polyethylene Bottles.
  • modified HDPE bottles used in the present invention are modified by having, as their interior surface, a material selected from nylon, polyethylene terephthalate or fluorinated polyethylene, which acts as a barrier to prevent absorption into and/or transmission through the HDPE.
  • HDPE bottles of this type are known to the art. HDPE bottles with a nylon or
  • PET inner layer can be made by the blow molding process wherein concentric layers of heat softened HDPE, an adhesive, and nylon or PET are formed into a parison and coextruded as a hollow tube into a mold cavity and forced by pressmized air against the walls of the cold mold cavity to form the bottle.
  • the bottle solidifies by cooling to form an HDPE bottle which has an inner surface of nylon or PET.
  • HDPE bottles having an inner surface of fluorinated HDPE can be made by known methods whereby the inner surface of heated, preformed HDPE bottles are subjected to contact with fluorine gas.
  • the fluorine reacts with the polyethylene to form a layer of fluorinated polyethylene. See Surface Treatment Improves Polyethylene Barrier Protection Package Engineering. November. 1981 p.64. Also U.S. Pats 4,081,574, issued March 28, 1964 and 3,998,180, issued December 21, 1976.
  • the inner layer of nylon, PET or fluorinated polyethylene should be continuous and have a thickness of at least about 0.0005 in.
  • the % light transmittance of product stored in the various bottles is shown below.
  • a fruity lemon perfume suitable for use in the invention is formulated as follows:
  • a liquid fabric softener in accordance with the present invention is made according to the following formula and is packaged in HDPE bottles having an inner surface of PET. Ingredient Parts di(hydrogenated tallow)dimethyl ammonium chloride 5.25
  • a liquid laundry detergent of the present invention is made to the following formula and is packaged in bottles having an inner surface of fluorinated polyethylene.

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
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  • Wood Science & Technology (AREA)
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Abstract

Compositions aqueuses pour le traitement de tissus pour l'entretien ménager et compositions déodorantes, conditionnées en bouteilles, comprenant un agent tensio-actif et un parfum renfermant une proportion importante d'ingrédients parfumés hydrophobes ayant un ClogP supérieur à 3 : Les bouteilles sont en polyéthylène haute densité et présentent une couche superficielle interne continue en Nylon, polyéthylènetéréphtalate ou polyéthylène fluoré, en vue d'empêcher la migration dans/ et/ou la transmission, au travers du polyéthylène haute densité, desdits ingrédients parfumés hydrophobes.
PCT/US2000/007137 1999-03-18 2000-03-17 Compositions liquides parfumees pour le traitement de tissus d'entretien menager et compositions deodorantes conditionnees dans des bouteilles en polyethylene pour preserver l'integralite du parfum WO2000055292A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP00916483A EP1161517A1 (fr) 1999-03-18 2000-03-17 Compositions liquides parfumees pour le traitement de tissus d'entretien menager et compositions deodorantes conditionnees dans des bouteilles en polyethylene pour preserver l'integralite du parfum
CA002364591A CA2364591A1 (fr) 1999-03-18 2000-03-17 Compositions liquides parfumees pour le traitement de tissus d'entretien menager et compositions deodorantes conditionnees dans des bouteilles en polyethylene pour preserver l'integralite du parfum
US09/936,401 US6696395B1 (en) 1999-03-18 2000-03-17 Perfumed liquid household cleaning fabric treatment and deodorizing compositions packaged in polyethylene bottles modified to preserve perfume integrity
AU37581/00A AU3758100A (en) 1999-03-18 2000-03-17 Perfumed liquid household cleaning fabric treatment and deodorizing compositionspackaged in polyethylene bottles modified to preserve perfume integrity

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US12504399P 1999-03-18 1999-03-18
US60/125,043 1999-03-18

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WO2000055292A1 true WO2000055292A1 (fr) 2000-09-21

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Country Status (8)

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EP (1) EP1161517A1 (fr)
AR (1) AR018227A1 (fr)
AU (1) AU3758100A (fr)
CA (1) CA2364591A1 (fr)
PE (1) PE20010060A1 (fr)
TW (1) TW418094B (fr)
WO (1) WO2000055292A1 (fr)
ZA (1) ZA200107410B (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6503413B2 (en) 2000-02-14 2003-01-07 The Procter & Gamble Company Stable, aqueous compositions for treating surfaces, especially fabrics
WO2004094580A3 (fr) * 2003-04-17 2005-05-12 Procter & Gamble Procede d'apport d'une matiere volatile
JP2006524721A (ja) * 2003-04-17 2006-11-02 ザ プロクター アンド ギャンブル カンパニー 揮発性物質の供給方法
WO2009001320A1 (fr) * 2007-06-27 2008-12-31 The Procter & Gamble Company Produits ménagers parfumés et procédé pour conserver l'intégrité du parfum et prolonger la durée de senteur du parfum
US20160264344A1 (en) * 2011-07-08 2016-09-15 S. C. Johnson & Son, Inc. Stable Pressurized System Including Plastic Container And Active(s)-Containing Composition
EP2157968B1 (fr) 2007-06-11 2017-01-18 Encapsys, Llc Agent bénéfique renfermant des particules applicatrices
WO2018041354A1 (fr) * 2016-09-01 2018-03-08 Symrise Ag Produit comprenant un récipient en plastique et une composition de substance
EP3428259A1 (fr) * 2017-07-10 2019-01-16 The Procter & Gamble Company Composition adoucissante liquide emballée présentant une stabilité améliorée

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KR101057060B1 (ko) 2004-03-19 2011-08-16 엘지전자 주식회사 엑세스 제어정보를 포함하는 기록매체, 기록매체에 데이터를 기록/재생하는 방법 및 장치

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EP0300385A2 (fr) * 1987-07-22 1989-01-25 Air Products And Chemicals, Inc. Procédé pour augmenter les propriétés de barrière de substrats thermoplastiques
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Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6503413B2 (en) 2000-02-14 2003-01-07 The Procter & Gamble Company Stable, aqueous compositions for treating surfaces, especially fabrics
WO2004094580A3 (fr) * 2003-04-17 2005-05-12 Procter & Gamble Procede d'apport d'une matiere volatile
JP2006524721A (ja) * 2003-04-17 2006-11-02 ザ プロクター アンド ギャンブル カンパニー 揮発性物質の供給方法
EP2157968B1 (fr) 2007-06-11 2017-01-18 Encapsys, Llc Agent bénéfique renfermant des particules applicatrices
WO2009001320A1 (fr) * 2007-06-27 2008-12-31 The Procter & Gamble Company Produits ménagers parfumés et procédé pour conserver l'intégrité du parfum et prolonger la durée de senteur du parfum
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JP2019532136A (ja) * 2016-09-01 2019-11-07 シムライズ アーゲー プラスチック容器と物質組成物とを含む製品
US11603506B2 (en) 2016-09-01 2023-03-14 Symrise Ag Product comprising a plastic container and a substance composition
EP3428259A1 (fr) * 2017-07-10 2019-01-16 The Procter & Gamble Company Composition adoucissante liquide emballée présentant une stabilité améliorée
WO2019014156A1 (fr) * 2017-07-10 2019-01-17 The Procter & Gamble Company Composition d'adoucissant textile liquide conditionnée possédant une stabilité améliorée

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TW418094B (en) 2001-01-11
PE20010060A1 (es) 2001-02-22
EP1161517A1 (fr) 2001-12-12
CA2364591A1 (fr) 2000-09-21
ZA200107410B (en) 2002-05-29
AR018227A1 (es) 2001-10-31
AU3758100A (en) 2000-10-04

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