EP1969111A1 - Zusammensetzungen und verfahren zur verringerung von üblem geruch - Google Patents

Zusammensetzungen und verfahren zur verringerung von üblem geruch

Info

Publication number
EP1969111A1
EP1969111A1 EP06846339A EP06846339A EP1969111A1 EP 1969111 A1 EP1969111 A1 EP 1969111A1 EP 06846339 A EP06846339 A EP 06846339A EP 06846339 A EP06846339 A EP 06846339A EP 1969111 A1 EP1969111 A1 EP 1969111A1
Authority
EP
European Patent Office
Prior art keywords
fabric
srp
composition
soil release
fabrics
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.)
Granted
Application number
EP06846339A
Other languages
English (en)
French (fr)
Other versions
EP1969111B1 (de
Inventor
Myriam Peeters
Alain Jacques
Doris More
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Colgate Palmolive Co
Original Assignee
Colgate Palmolive Co
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=37776903&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP1969111(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Colgate Palmolive Co filed Critical Colgate Palmolive Co
Priority to PL06846339T priority Critical patent/PL1969111T3/pl
Publication of EP1969111A1 publication Critical patent/EP1969111A1/de
Application granted granted Critical
Publication of EP1969111B1 publication Critical patent/EP1969111B1/de
Revoked legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0036Soil deposition preventing compositions; Antiredeposition agents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3715Polyesters or polycarbonates

Definitions

  • Liquid fabric softener compositions are typically used in the rinse cycle of laundry washing machines to impart anti-static properties to washed fabrics, to provide desirable scents and to provide the fabrics with a texture that is soft, smooth, and pliable to the touch.
  • sheets containing fabric softeners are typically used in laundry dryers, and the fabric softener is imparted to fabrics by repeated contact during the drying process. Conventional softeners may disguise the odors, but do not remove them completely.
  • Body malodors impart offensive odors by impregnating fabrics and clothing. Such malodors may persist even after laundering.
  • Body malodors have a particular tendency to impregnate synthetic materials (which are often hydrophobic), and therefore tend to have a greater affinity for sebum.
  • the malodor components also tend to be extremely difficult to remove from synthetic materials, and are often slowly released even after laundering of fabrics and clothing.
  • compositions that are effective in controlling malodors on fabrics, as well as compositions effective in reducing malodors on fabrics after laundering of the fabrics and clothing.
  • a method of reducing malodor comprising:
  • a method of reducing malodor comprising:
  • ranges are a shorthand for describing each and every value within the range. Any value within the range can be selected as the terminus of the range.
  • all references cited in the present disclosure are hereby incorporated by reference in their entireties. Percentages given below are percent of total weight unless otherwise indicated.
  • the present invention provides methods of reducing malodor comprising applying a composition comprising a soil release polymer in an aqueous solution to a fabric
  • the soil release polymer may be a co-polymer of a water-soluble poly ether and a polyester, for example, a cellulose polyester polymer or a polyethylene glycol polyester, such as 1,4-benzenedicarboxylic acid polymer with 1,2-ethanediol and alpha-hydro-omega-hydroxypoly(oxy-l,2- ethanediyl).
  • the soil release polymer is water soluble.
  • the soil release polymer is nonionic.
  • the composition comprising the SRP for use in the method of the invention is not a component of a laundry detergent, i.e., the formulation comprising the SRP is substantially free of anionic surfactants and/ or substantially free of builder salts.
  • the invention provides methods of effecting one or more of the following results: reducing accumulation of malodors, reducing malodor, reducing the perception of malodor, or inhibiting malodor deposition on fabrics.
  • the methods of the present invention comprise the step of applying a composition comprising a soil release polymer in an aqueous solution to the fabric.
  • the methods may comprise any of the following: submerging a fabric in an aqueous solution comprising the SRP; adding to the composition comprising the SRP to the rinse cycle of a laundry washing machine while the fabric is being rinsed; adding the composition comprising the SRP to water and not directly on the fabric; spraying the composition comprising the SRP onto the fabric; rinsing the fabric after application of the SRP; and other similar methods of contacting the fabric with the SRP.
  • the term "fabric” includes fabrics comprising natural fibers, such as, e.g., cotton, wool, silk or mixtures thereof.
  • the fabric comprises synthetic fibers, such as, e.g., polyester, spandex/ nylon, viscose, satin, velvet, acetate, acrylic and the like.
  • the fabric may also comprise a blend or combination of natural and synthetic fibers.
  • the fabric may be of any conventional form; e.g., woven, non-woven or pressed.
  • fabric includes items that are typically worn as clothing or otherwise come into contact with the human body.
  • plastic, vinyl, polymers such as polyvinyl chloride, surfaces of chairs, car seats, protective gear worn for sports (e.g., protective pads, helmets and gloves) are examples of fabrics that can be treated in accordance with the methods of the present invention.
  • the malodor to be treated is human body malodor.
  • the present invention provides fabric softener compositions comprising: (a) one or more water-soluble soil release polymers (SRPs), e.g., polymers of a water-soluble polyether and a polyester, such as a nonionic polymer, for example a cellulose polyester polymer or a polyethylene glycol polyester, such as 1,4- benzenedicarboxylic acid polymer with 1,2-ethanediol and alpha-hydro-omega- hydroxypoly(oxy-l,2-ethanediyl) (e.g., SorezTM 100, available from International Specialty Products, Wayne, New Jersey, USA) ; and
  • SRPs water-soluble soil release polymers
  • one or more fabric softening components e.g., a quaternary ammonium compound, e.g., a polyquat or an esterquat, for example a triethanolamine esterquat, e.g., triethanolamine-esterquat tallow; wherein the composition is substantially free of anionic surfactants and/ or substantially free of builder salts.
  • a quaternary ammonium compound e.g., a polyquat or an esterquat, for example a triethanolamine esterquat, e.g., triethanolamine-esterquat tallow
  • the composition is substantially free of anionic surfactants and/ or substantially free of builder salts.
  • the amount of the components of the present compositions depends on whether a given composition is concentrated or dilute, as well as on the precise selection of components.
  • the fabric softening component may be, for example, about 0.1 to about 40% of the total weight of the composition in certain embodiments, about 0.5 to about 25% of the total weight of the composition in other embodiments, e.g., about 6 to about 24% for a concentrated composition or about 1.5 to about 6% for a dilute composition.
  • the soil release polymer (SRP) may be present in an amount of, for example, about 0.1% to about 40% in certain embodiments, about 0.5 to about 10% of the total weight of the composition in other embodiments, about 1 to about 6% of the total weight of certain embodiments directed to a concentrated composition, or about
  • the ratio by weight of fabric softening component to SRP is about 30:1 to about 1:30. In various embodiments, the ratio is about 2:1 to about 20:1, or about 3:1 to about 10:1.
  • composition may further comprise one or more chelators, colorants
  • compositions further comprise a chelator that is aminotrimethylene phosphonic acid.
  • the compositions are in an aqueous solution.
  • the compositions may be diluted by water in amounts of, for example, about 1:1 to about 1:1000 by weight, or about 1:1 to about 1:1000 by volume.
  • the present invention provides a fabric softener composition as described above, wherein the water soluble soil release polymer is a polyethylene glycol polyester.
  • the polyethylene glycol polyester may be, for example, a co-polymer of 1,4-benzenedicarboxylic acid polymer with 1,2-ethanediol and alpha- hydro-omega-hydroxypoly(oxy-l,2-ethanediyl).
  • the fabric softening component is an esterquat.
  • esterquat may be, for example, a compound of Structure 1 depicted below:
  • R 1 represents (CH2)tR ⁇ where R 6 represents benzyl, phenyl, (Cl-C4) ⁇ alkyl substituted phenyl, OH or H;
  • R2 and R3 represent (CH 2 )S-Rs where R5 represents an acyloxy group containing from 8 to 22 carbon atoms, benzyl, phenyl, (Cl-C4)-alkyl substituted phenyl, OH or H; R 4 represents an aliphatic hydrocarbon group having from 8 to 22 carbon atoms; q, s, and t, each independently, represent an integer from 1 to 3; and X- is a softener compatible anion.
  • Ri is Ci-C 4 alkyl (e.g., methyl).
  • R2 and R3 are independently or both ⁇ -Cs-C22-acyloxy ethyl or ⁇ - hydroxy ethyl.
  • one of R2 and R3 is ⁇ -Cs-C22-acyloxy ethyl and the other is ⁇ -hydroxy ethyl.
  • q and s are 2.
  • X- is sulfate.
  • the esterquat is a triethanolamine esterquat (e.g., a di-alkyl ester of Methanol ammonium methyl sulphate).
  • the fabric softening component is a triethanolamine esterquat in amounts of about 10 to about 20%.
  • the fabric softening component is a polyester polyethyleneglycol polymer in amounts of about 1 to about 6% by weight.
  • the compositions comprise: (a) a triethanolamine esterquat in amounts of about 2.5 to about 5% by weight; and (b) a polyester polyethylene glycol polymer in amounts of about 0.2 to about 1.5% by weight.
  • the invention further comprises the use of a soil release polymer (SRP), e.g., a polyethyleneglycol polyester polymer as described herein, to control malodor.
  • SRP soil release polymer
  • the invention is further directed to a method of conditioning fabric comprising applying a composition as taught herein to a fabric as the fabric is being rinsed with water.
  • the present invention is related to a fully unexpected and innovative benefit that is provided by soil release polymers (SRPs) in rinse cycle fabric conditioning compositions.
  • SRPs are compounds that may be used in detergent compositions to provide benefits, such as related removal of greasy stains and for anti- stain redeposition, specifically on hydrophobic fabrics such as synthetic fibers, e.g., polyester.
  • SRPs soil release polymers
  • fabric softener compositions inhibits the deposition of sebum and human sweat on fabrics (especially synthetic fabrics), inhibits malodor absorption into the fabrics, and reduces the perception of body malodors while improving the perception of freshness.
  • SRPs may also prevent and/ or inhibit the encrustation of malodors, such as perspiration and sebum, in such fabrics.
  • SRPs may have in the past frequently comprised water-insoluble components, such as polyesters, and were not used in fabric softener compositions. Additionally, because SRPs were present in laundry- detergents, there was no motivation to add SRPs to fabric softener compositions. Certain embodiments of the present invention are directed to fabric softener compositions having a water soluble SRP.
  • soil release polymer or “SRP” are used interchangeably, and may include polymers that are absorbed onto fabric fibers where they counteract resoiling of the fibers.
  • the soil release polymer may be a co-polymer of a water-soluble polyether and a polyester, for example a cellulose polyester polymer or a polyethylene glycol polyester, such as 1,4-benzenedicarboxylic acid polymer with 1,2-ethanediol and alpha-hydro-omega ⁇ hydroxypory(oxy-l,2 ⁇ ethanediyl).
  • the polymers thus may include polyesters and co-polymers of terephthalic acid, polyesters of and co-polymers of ethylene glycol, copolymers of ethylene glycol and benzene, and polyethylene terephthalate.
  • the polymers may include nonionic polyesters.
  • the polymers may be modified whereby a portion of the ethylene glycol is removed and replaced with a high molecular weight hydroxy- terminated polyethylene glycol.
  • the SRP is hydrophilic, or may be miscible or soluble in water at any ratio.
  • the SRP in the present invention is water soluble, for example, readily soluble in cold, warm, and hot water.
  • Preferred SRPs may also be a polymer of polyethylene glycol and polyester or cellulose ether and polyester.
  • the SRP used is 1,4- benzenedicarboxylic acid polymer with 1,2-ethanediol and alpha-hydro-omega- hydroxypoly(oxy-l / 2-ethanediyl).
  • the SRP used is a polyethylene glycol polyester.
  • a water soluble SRP is used, for example one that may be purchased from International Specialty Products (Wayne, New Jersey, USA) under the trade name SorezTM 100.
  • the SRP used may be purchased from Clariant GmbH (Sulzbach, Germany) under the trade name TexCare SRN 170.
  • the present invention comprises about 0.1% to about 40% weight of a SRP component.
  • the SRP is about 0.1 % to about 40 % of the total weight of the composition; in other embodiments about 2 to about 6% of the total weight of the composition, in other embodiments about 0.5 to about 2% of the total weight of the composition.
  • Fabric softeners may contain a fabric softening component, and may optionally contain additional components, including perfumes, chelators, preservatives, dyes, or thickeners.
  • Other optional ingredients may also include, without limitation: solvents, alcohols, amphoteric and non-ionic surfactants, fatty alcohols, fatty acids, organic or inorganic salts, pH buffers, antifoams, germicides, fungicides, antioxidants, corrosion inhibitors, enzymes, optical brighteners, antifoams, and combinations thereof and other materials known in the art.
  • the present invention is substantially free of anionic surfactants and/ or builder salts.
  • substantially free means, in various embodiments, less than about 5% weight, less than about 1 % by weight, less than about 0.5% by weight or less than about 0.1% by weight of a given component.
  • Anionic surfactants include those known in the art, for example, lithium dodecyl sulfate or sodium dodecyl sulfate.
  • Water soluble builder salts known in the art include, for example, alkali metal phosphates, e.g., sodium phosphate and potassium phosphate.
  • the compositions of the present invention are substantially free of either anionic surfactants, water soluble builder salts or both.
  • the fabric softeners of the present invention include fabric softening components known in the art. Suitable fabric softening components may include, without limitation: cationic surfactants, quaternary ammonium salts ⁇ e.g., acyclic quaternary ammonium salts, ester quaternary ammonium salts, cyclic quaternary ammonium salts, diamido quaternary ammonium salts, biodegradable quaternary ammonium salt, polymeric ammonium salts), polyquats, tertiary fatty amines, carboxylic acids, esters of polyhydric alcohols, fatty alcohols, ethoxylated fatty alcohols, alkyphenols, ethoxylated alkyphenols, ethoxylated fatty amines, ethoxylated monolycerides, ethoxylated diglycerides, mineral oils, clays, and polyols and mixtures thereof.
  • quaternary ammonium salts
  • the fabric softening component includes a quaternized fatty acid triethanolamine ester salt, e.g., a triethanolamine-esterquat tallow.
  • the fabric softening component of the present invention may include a di-alkyl ester of Methanol ammonium methyl sulfate, or a dihydrogenated tallowoylethyl hydroxyethylmonium methosulfate.
  • Preferred fabric softening components may be purchased from Kao Corporation (Japan) under the product name Tetranyl Ll/90.
  • compositions comprise about 0.01% to about
  • compositions of the present invention are useful as fabric softeners that may be added to the rinse cycle of a laundry process.
  • the fabric softener compositions of the present invention may be applied to fabrics, e.g., clothing, using a variety of methods.
  • the SRPs are highly soluble in water.
  • the SRP may be incorporated into an aqueous solution, and the aqueous solution may be added to the rinse cycle of a laundry washing machine.
  • the fabric softener compositions of the present invention may be diluted in the range of about 1:1 to about 1:1000 in water when added to the rinse cycle of a laundry washing machine.
  • the SRP may be dissolved in water to produce a solution of about 0.0005% to about 40% by weight, and sprayed onto fabrics.
  • the SRP may be in an aqueous solution and sprayed or applied onto fabrics and hard surfaces.
  • the SRP may be in the continuous phase of an oil-in-water emulsion, and sprayed or applied onto fabrics and hard surfaces.
  • the SRP may be in the discontinuous phase of a water-in-oil emulsion, and sprayed onto fabrics and hard surfaces. In such embodiments, excess liquids may then be wiped off fabrics or hard surfaces.
  • Chelating agents are known in the art, and may be present in the compositions of the present invention, in various embodiments at a level of at least about 0.001% by weight of the fabric softening composition, about 0.001 to 0.5% of the composition, about 0.003 to about 0.5% or 0.005% to 0.25%.
  • Chelating agents useful for the present invention include, without limitation: amino carboxylic acid compounds and organo aminophosphonic acid compounds, and mixtures of the same.
  • Suitable amino carboxylic acid compounds may include: ethylenediamine tetraacetic acid, N-hydroxyethylenediamine triacetic acid, nitrilotriacetic acid, and diethylenetriamine pentaacetic acid.
  • Suitable organo aminophosphonic acid compounds may include, for example, methylenephosphonic acid, 1-hydroxyethane 1,1-diphosphonic acid, and aminotrimethylene phosphonic acid.
  • the chelating agent used is an aminotrimethylene phosphonic acid, which may be obtained from Solutia, Inc. (St. Louis, Missouri, USA) under the trade name Dequest 2000.
  • the compositions may comprise a chelator in amounts of 0% to about 10%, about 0.01% to about 1%, or about 0.01% - 0.5% of a of a fatty alcohol.
  • Preservatives that may be useful for the present invention include lactic acid, formaldehyde, or other preservatives known in the art.
  • the compositions may comprise 0 to about 10% weight of a preservative, about 0.01% to about 2%, or about 0.05% to about 5%.
  • Fatty alcohols useful for the present invention may include one or more carbon chains that are fully saturated or unsaturated.
  • fatty alcohols are present and include Cio - C28 alcohols, e.g., C 16 - C 1 S, C13 - C15 alcohols, and mixtures thereof.
  • the present invention may comprise, in various embodiments, 0 to about 10% weight of a fatty alcohol, about 0.01 to about 5%, about 0.05 to about 1% or about 0.1 to about 0.5% of a fatty alcohol.
  • Perfumes include odoriferous materials which are able to provide a pleasing fragrance to fabrics, and the term “perfume” encompasses conventional materials commonly used in detergent compositions to counteract a malodor in such compositions and/ or provide a pleasing fragrance thereto.
  • the perfumes may be in liquid state at ambient temperature, although solid perfumes may also be useful.
  • Perfumes may include, for example, aldehydes, ketones, esters and the like which may be used to impart a pleasing fragrance to liquid and granular detergent and fabric softener compositions.
  • Perfumes useful for the present invention may have relatively simple compositions or may comprise complex mixtures of natural and synthetic chemical components, all of which are intended to provide a pleasant odor or fragrance when applied to fabrics.
  • dyes and perfumes comprise 0 to about 5%, about 0.01 to about 3% or about 0.05 to about 1% of the composition.
  • the compositions of the present invention demonstrate that the fabric treated with a SRP delivers significant benefits of freshness and control of perceived body malodors on different types of fabrics (e.g., synthetic and regenerated cellulose).
  • compositions are prepared by mixing in deionized water
  • compositions given in Tables 1 and 2 are sprayed on each fabric, and the fabrics are dried for 30 minutes on a line.
  • the fabrics are again washed in laundry washing machine and during the rinse cycle, fabrics treated with FC#1 are treated with FC#1, and fabrics treated with FC#2 are treated with FC#2.
  • the fabrics are dried in an electric tumble dryer. The soiling and washing cycle is repeated several times.
  • a panel of 18 judges is asked to compare fabrics treated with FC#1 and fabrics treated with FC#2 after 5 and then 10 cycles of soiling and washing cycle, for both wetted and dried fabrics, and during ironing after 10 cycles of soiling and washing cycle to give their sensory preference (if any) to each fabric.
  • the results of the comparison are given below in Tables 3 - 7, the first number being the number judges preferring FC#2 treated fabrics; the second number being the number of judges preferring FC#1 treated fabrics, and the third number being the number of judges with no preference between FC#1 and FC#2 treated fabrics.
  • the probability that FC#1 and FC#2 treated fabrics are different is given in the parentheses.
  • FC#2 which contains 1% polyethylene glycol polyester, has a significant benefit over FC#1 on the perception of freshness and reduction of the perception of body malodors after 5 and 10 cycles on wet and dry fabrics (dried on line).
  • Example 3 The following composition is prepared by dissolving components in deionized water:
  • composition is prepared in accordance with the present invention. Amounts are percent weight:
  • SorezTM 100 Up to 40 grams of SorezTM 100 are dissolved in 60 grams of deionized water to produce a 40% SRP solution. The solution is added to a spray bottle, and sprayed onto a fabric to impart malodor resisting properties.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Detergent Compositions (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
  • Cosmetics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Processing Of Solid Wastes (AREA)
EP06846339A 2005-11-17 2006-11-17 Zusammensetzungen und verfahren zur verringerung von üblem geruch Revoked EP1969111B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL06846339T PL1969111T3 (pl) 2005-11-17 2006-11-17 Kompozycje i sposoby zmniejszania przykrego zapachu

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US73764405P 2005-11-17 2005-11-17
PCT/US2006/061034 WO2007059532A1 (en) 2005-11-17 2006-11-17 Malodor reducing compositions and methods

Publications (2)

Publication Number Publication Date
EP1969111A1 true EP1969111A1 (de) 2008-09-17
EP1969111B1 EP1969111B1 (de) 2010-03-17

Family

ID=37776903

Family Applications (1)

Application Number Title Priority Date Filing Date
EP06846339A Revoked EP1969111B1 (de) 2005-11-17 2006-11-17 Zusammensetzungen und verfahren zur verringerung von üblem geruch

Country Status (16)

Country Link
US (1) US20130000052A1 (de)
EP (1) EP1969111B1 (de)
CN (1) CN101341240B (de)
AT (1) ATE461265T1 (de)
AU (1) AU2006315121B2 (de)
BR (1) BRPI0618694A2 (de)
CA (1) CA2628972C (de)
DE (1) DE602006013044D1 (de)
DK (1) DK1969111T3 (de)
HK (1) HK1123067A1 (de)
MY (1) MY146540A (de)
NO (1) NO20082687L (de)
PL (1) PL1969111T3 (de)
RU (1) RU2384607C1 (de)
WO (1) WO2007059532A1 (de)
ZA (1) ZA200804109B (de)

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AU2006315121A1 (en) 2007-05-24
CA2628972A1 (en) 2007-05-24
HK1123067A1 (en) 2009-06-05
CN101341240B (zh) 2012-01-11
US20130000052A1 (en) 2013-01-03
MY146540A (en) 2012-08-15
WO2007059532A1 (en) 2007-05-24
ZA200804109B (en) 2010-11-24
RU2008124176A (ru) 2009-12-27
NO20082687L (no) 2008-06-16
PL1969111T3 (pl) 2010-08-31
DK1969111T3 (da) 2010-06-21
EP1969111B1 (de) 2010-03-17
DE602006013044D1 (de) 2010-04-29
RU2384607C1 (ru) 2010-03-20
AU2006315121B2 (en) 2011-03-31
ATE461265T1 (de) 2010-04-15
CA2628972C (en) 2011-03-15
CN101341240A (zh) 2009-01-07
BRPI0618694A2 (pt) 2012-12-04

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