EP1141189B1 - Formulations claires d'assouplissants - Google Patents

Formulations claires d'assouplissants Download PDF

Info

Publication number
EP1141189B1
EP1141189B1 EP99940160A EP99940160A EP1141189B1 EP 1141189 B1 EP1141189 B1 EP 1141189B1 EP 99940160 A EP99940160 A EP 99940160A EP 99940160 A EP99940160 A EP 99940160A EP 1141189 B1 EP1141189 B1 EP 1141189B1
Authority
EP
European Patent Office
Prior art keywords
compounds
fabric softener
general formula
fatty acid
clear
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 - Lifetime
Application number
EP99940160A
Other languages
German (de)
English (en)
Other versions
EP1141189A1 (fr
Inventor
Michael Fender
Hans-Jürgen KÖHLE
Simone Schüssler
Klaus Stark
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.)
Evonik Goldschmidt Rewo GmbH
Original Assignee
Goldschmidt Rewo GmbH
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 Goldschmidt Rewo GmbH filed Critical Goldschmidt Rewo GmbH
Priority to EP99940160A priority Critical patent/EP1141189B1/fr
Publication of EP1141189A1 publication Critical patent/EP1141189A1/fr
Application granted granted Critical
Publication of EP1141189B1 publication Critical patent/EP1141189B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2068—Ethers

Definitions

  • the invention relates to fabric softener formulations based on or more cationic surfactants and at least one other Component that gives the overall formulation a water-bright and clear Give appearance.
  • the object of the present invention was therefore to overcome these disadvantages of Avoid prior art and fabric softener formulations To provide which one in comparison to the comparable Products of the prior art are at least as good Show spectrum of activity, but also a clear and water-bright Have appearance, their production with reduced energy expenditure is feasible and their handling among end users ensures trouble-free use.
  • Another subject is clear fabric softener formulations according to Claim 1, which is characterized in that the compounds of general formula (I) are prepared by esterification of at least one of the alkanolamine compounds from the group methyldiethanolamine, Methylethanolisopropanolamine, methyldiisopropanolamine, triisopropanolamine, Triethanolamine and fatty acids and subsequent quaternization.
  • the compounds of general formula (I) are prepared by esterification of at least one of the alkanolamine compounds from the group methyldiethanolamine, Methylethanolisopropanolamine, methyldiisopropanolamine, triisopropanolamine, Triethanolamine and fatty acids and subsequent quaternization.
  • the quaternary compounds of general use which are also used according to the invention Formula (I) are according to those well known in the art Processes by esterification of alkanolamines such as triethanolamine (TEA), Methyl-diethanolamine (MDEA), methyl-diisopropanolamine (MDIA), methylethanol-isopropanolamine (MEIPA), triisopropanolamine (TIPA) with fatty acid and subsequent quaternization.
  • TIPA triethanolamine
  • MDEA Methyl-diethanolamine
  • MDIA methyl-diisopropanolamine
  • MEIPA methylethanol-isopropanolamine
  • TIPA triisopropanolamine
  • Ester compounds based on triethanolamine are particularly widespread such as N-methyl, N, N-bis (beta-C14-18-acyloxyethyl), N-beta-hydroxyethyl ammonium methosulfate), which are sold under trade names such as TETRANYL® AT 75 (Trademark of KAO Corp.), STEPANTEX® VRH 90 (trademark of Stepan Corp.) or REWOQUAT® WE 18 (trademark of Witco Surfactants GmbH) are distributed.
  • the fatty acids for the esterification or transesterification are those on this Field known and usual monobasic fatty acids based on natural vegetable or animal oils with 6-22 carbon atoms, especially with 14-18 carbon atoms, such as oleic acid, linoleic acid, linolenic acid, and in particular rapeseed oil fatty acid, soybean oil fatty acid, sunflower oil fatty acid, Tall oil fatty acid which alone or in a mixture in the form of its glycerides, methyl or Ethyl esters or as free acids can be used.
  • oleic acid linoleic acid, linolenic acid
  • rapeseed oil fatty acid soybean oil fatty acid
  • sunflower oil fatty acid Tall oil fatty acid which alone or in a mixture in the form of its glycerides, methyl or Ethyl esters or as free acids can be used.
  • Tall oil fatty acid which alone or in a mixture in the form of its glycerides, methyl
  • the iodine number is the amount of iodine required by 100 g of the compound to saturate the Double bonds is added.
  • fatty acids with iodine numbers in the range from 40 to 160 but in particular rapeseed oil fatty acids, sunflower oil fatty acids, soybean oil fatty acids and tall oil fatty acids, with iodine numbers in the range from 80 to 150. They are commercially available products and are offered by various companies under their respective trade names.
  • the esterification or transesterification is carried out according to known methods.
  • the alkanolamine with the desired degree of esterification corresponding amount of fatty acid or fatty acid ester optionally in the presence of a catalyst, for.
  • methanesulfonic acid reacted under nitrogen at 160-240 ° C and the water of reaction or alcohol formed is distilled off continuously, the pressure being able to be reduced to complete the reaction.
  • the fatty acids and Alkanolamine in the ratio implemented so that in view of the desired application properties of the end products a degree of esterification from 1.6 to 2.0 results, a is particularly preferred according to the invention Degree of esterification from 1.8 to 2.0.
  • the connections thus made are technical reaction mixtures, which are predominantly in the form of diesters.
  • the subsequent quaternization is also carried out using known methods.
  • the procedure according to the invention is such that the ester, optionally under Use of a solvent, preferably isopropanol, ethanol, 1,2-propylene glycol and / or dipropylene glycol, at 60-90 ° C with equimolar Amounts of the quaternizing agent with stirring, if appropriate under pressure, and the completion of the reaction by controlling the Total number of amines is monitored.
  • a solvent preferably isopropanol, ethanol, 1,2-propylene glycol and / or dipropylene glycol
  • quaternizing agents are organic or inorganic acids, but preferably short-chain dialkyl phosphates and sulfates such as in particular dimethyl sulfate, diethyl sulfate, dimethyl phosphate, Diethyl phosphate, short chain halogenated hydrocarbons, in particular Methylene chloride.
  • the components A1 - A5 were quaternized with dimethyl sulfate and contain 10 mass% isopropanol as a solvent.
  • the following references to components A 1 to A 5 mean these quaternized compounds.
  • Alkoxylated phenols which may contain one or more alkyl substituents, are also used as component B, such as, for example, ethoxylated and / or propoxylated phenol, o / m / p-cresol, thymol, p-tert. Butyl phenol, benzyl alcohol.
  • alkoxylated branched short-chain alcohols having 3 to 6 carbon atoms such as isopropanol, 2-butanol-2, 2-methyl-propanol, 3-methyl-1-butanol, 2-methyl-1-butanol, and their alkoxylation products
  • the degree of alkoxylation is 0 to 8, technical mixtures having an average degree of alkoxylation of 0 or> 2.5 to 3.5 being preferred according to the invention.
  • the compounds of component B can be used as a mixture with one another and / or with one another in amounts of 5 to 30% by weight, based on the mixture as a whole, preferably in amounts of 10 to 25% by weight.
  • the fabric softeners are prepared by emulsifying or dissolving the quaternized compounds A 1 - A 5 with the use of compounds of the general formula B, by adding the respective individual components to water with stirring. In principle, the usual procedures in this field can be applied.
  • the procedure according to the invention is such that water is initially introduced at room temperature, with good stirring first the dye solution, then the antifoam emulsion which may be required and finally the plasticizer and component B) are stirred in as a mixture or in any order. Perfume oil is then metered in and, if necessary, a certain amount of an electrolyte solution in order to reduce the viscosity of the finished formulation.
  • the fabric softeners according to the invention can contain the stated components within the limits customary in this field, such as, for example, 15 to 35% by weight of the compounds of the general formula A; 5 to 30% by weight of at least one of the compounds of the general formula B; 0.5 to 18% by weight of one or more of the customary auxiliaries and additives, for example 0.05 to 1% by weight of dyes, 0.05 to 1% by weight of preservatives, 0.1 to 12% by weight of short-chain alcohols / diols with 2 to 6 C atoms, 0.1 to 1% by weight of defoaming agents and in particular 0.1 to 1.5% by weight of an alkali and / or alkaline earth salt; 0.1 to 1.5% by weight perfume oil and the rest 100% (ad 100) water.
  • the customary auxiliaries and additives for example 0.05 to 1% by weight of dyes, 0.05 to 1% by weight of preservatives, 0.1 to 12% by weight of short-chain alcohols / diols with
  • the application concentration after dilution with water lies in the range depending on the application from 0.1 to 10 g of fabric softener per liter of treatment liquor.
  • Demineralized water is initially introduced at room temperature, the dye solution is added and the quaternary ammonium compound (Quat; component A) is slowly mixed into the water phase with constant stirring. Subsequently, component B is added to the mixture of water and quat with stirring until it is clearly dissolved at 20 ° C. This formulation is then cooled to 4 ° C and must be clearly transparent at this temperature. If necessary, an additional amount of solubilizer B is stirred in until the mixture is clear at 4 ° C. At the same time as, before or after the addition of component B, alcohols, preferably glycols with boiling points> 120 ° C., can be stirred into the reaction mixture to increase the flash point of the finished formulation.
  • solvents preferably glycols with boiling points> 120 ° C.
  • the perfume oil is then added at room temperature with stirring and, if necessary, mineral salts are added to adjust the viscosity in the case of highly viscous solutions in order to improve the stirrability and flowability of the mixture.
  • the chlorides of the alkali or alkaline earth metals can be used as mineral salts in amounts of 0.1 to 1.5% by weight, preferably in the form of their 10 to 30% aqueous solutions, in particular an aqueous calcium chloride solution.

Landscapes

  • 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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Developing Agents For Electrophotography (AREA)

Claims (7)

  1. Formulations assouplissantes limpides, comprenant
    A) de 15 à 35 % en poids d'au moins un composé ammonium quaternaire de formule générale (I)
    Figure 00200001
    et
    B) de 5 à 30 % en poids d'au moins un composé de formule générale (II) R6-(CH2)a-O(-CH2-CH(R4)-O-)nH dans laquelle
    R
    représente -CH3, -CH2-CH(R4)-OR1, -CH2-CH(R5)-OR2, où R4 et R5, identiques ou différents, peuvent représenter H ou -CH3,
    R1, R2
    représentent H, -C(O)-R3 où R3 représente un radical hydrocarboné ayant de 13 à 19 atomes de carbone, éventuellement substitué et renfermant au moins une double liaison, à condition que si R est différent de CH3, R1 et R2 sont au moins 1 à 1,4 fois H, et si R représente CH3, R1 et R2 sont au plus 0,4 fois H,
    R6
    représente un radical phényle renfermant éventuellement des groupes alkyle en C1-4 ou un radical alkyle ramifié ayant de 3 à 6 atomes de carbone,
    a
    vaut 0 ou 1,
    n
    vaut de 0 à 8,
    A-
    peut représenter un anion d'un agent de quaternisation, en particulier du sulfate de diméthyle, du sulfate de diéthyle, du chlorure de méthyle, et
    C) de 0,5 à 18 % en poids d'auxiliaires et d'additifs habituels, et
    D) de l'eau jusqu'à 100 % en poids.
  2. Formulations assouplissantes limpides selon la revendication 1, caractérisées en ce que les composés de formule générale (I) sont préparés par estérification d'au moins un des composés alcanolamine parmi le groupe constitué de la méthyldiéthanolamine, de la méthyléthanolisopropanolamine, de la méthyldiisopropanolamine, de la triisopropanolamine, de la triéthanolamine, et d'acides gras, et par quaternisation subséquente.
  3. Formulations assouplissantes limpides selon les revendications 1 et 2, caractérisées en ce que les composés de formule générale (I) sont préparés par estérification d'alcanolamines et d'acides gras en un rapport molaire de 1:1,6 à 1:2 et par quaternisation subséquente.
  4. Formulations assouplissantes limpides selon les revendications 1 à 3, caractérisées en ce que les composés de formule générale (I) sont préparés par estérification d'alcanolamines et d'au moins un acide gras parmi le groupe constitué des acides gras de l'huile de colza, des acides gras de l'huile de tournesol, des acides gras de l'huile de soja et des acides gras de tallol.
  5. Formulations assouplissantes limpides selon les revendications 1 à 4, caractérisées en ce que les composés de formule générale (I) sont préparés par estérification d'alcanolamines et d'au moins un acide gras avec des indices d'iode dans la plage de 40 à 160.
  6. Formulations assouplissantes limpides selon les revendications 1 à 4, caractérisées en ce que les composés de formule générale (I) sont préparés par estérification d'alcanolamines et d'au moins un acide gras avec des indices d'iode dans la plage de 80 à 150.
  7. Formulations assouplissantes selon les revendications 1 à 3, caractérisées en ce que l'on utilise conjointement, en tant que composant B), le phénol éthoxylé ou propoxylé, l'alcool benzylique, l'isopropanol et/ou l'isobutanol avec un degré d'alcoxylation moyen de > 2,5 à 3,5.
EP99940160A 1999-01-07 1999-08-06 Formulations claires d'assouplissants Expired - Lifetime EP1141189B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP99940160A EP1141189B1 (fr) 1999-01-07 1999-08-06 Formulations claires d'assouplissants

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP99100154 1999-01-07
EP99100154A EP1018541A1 (fr) 1999-01-07 1999-01-07 Compositions adoucissantes et transparentes
EP99940160A EP1141189B1 (fr) 1999-01-07 1999-08-06 Formulations claires d'assouplissants
PCT/EP1999/005692 WO2000040681A1 (fr) 1999-01-07 1999-08-06 Formulations claires d'assouplissants

Publications (2)

Publication Number Publication Date
EP1141189A1 EP1141189A1 (fr) 2001-10-10
EP1141189B1 true EP1141189B1 (fr) 2002-10-23

Family

ID=8237315

Family Applications (2)

Application Number Title Priority Date Filing Date
EP99100154A Withdrawn EP1018541A1 (fr) 1999-01-07 1999-01-07 Compositions adoucissantes et transparentes
EP99940160A Expired - Lifetime EP1141189B1 (fr) 1999-01-07 1999-08-06 Formulations claires d'assouplissants

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP99100154A Withdrawn EP1018541A1 (fr) 1999-01-07 1999-01-07 Compositions adoucissantes et transparentes

Country Status (8)

Country Link
US (1) US6653275B1 (fr)
EP (2) EP1018541A1 (fr)
AT (1) ATE226621T1 (fr)
CA (1) CA2359654C (fr)
DE (1) DE59903208D1 (fr)
ES (1) ES2188217T3 (fr)
PL (1) PL348776A1 (fr)
WO (1) WO2000040681A1 (fr)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7185380B2 (en) 1998-10-24 2007-03-06 The Procter & Gamble Company Methods for laundering delicate garments in a washing machine comprising a woven acrylic coated polyester garment container
US6966696B1 (en) 1998-10-24 2005-11-22 The Procter & Gamble Company Methods for laundering delicate garments in a washing machine
US6995124B1 (en) 1998-10-24 2006-02-07 The Procter & Gamble Company Methods for laundering delicate garments in a washing machine
DE10120176A1 (de) * 2001-04-24 2002-11-07 Henkel Kgaa Klare Weichspüler
US8361953B2 (en) 2008-02-08 2013-01-29 Evonik Goldschmidt Corporation Rinse aid compositions with improved characteristics
EP2119821A1 (fr) 2008-05-13 2009-11-18 The Procter and Gamble Company Procédé de traitement de textiles
US8188027B2 (en) 2009-07-20 2012-05-29 The Procter & Gamble Company Liquid fabric enhancer composition comprising a di-hydrocarbyl complex
MX2012011473A (es) * 2010-04-01 2012-11-16 Procter & Gamble Suavizante de telas.
US8183199B2 (en) 2010-04-01 2012-05-22 The Procter & Gamble Company Heat stable fabric softener
US20110239377A1 (en) * 2010-04-01 2011-10-06 Renae Dianna Fossum Heat Stable Fabric Softener
RU2524954C2 (ru) * 2010-04-01 2014-08-10 Эвоник Дегусса Гмбх Активная композиция мягчителя ткани
JP5460919B2 (ja) 2010-04-01 2014-04-02 エボニック デグサ ゲーエムベーハー 織物柔軟剤活性組成物
CN102869757B (zh) 2010-04-28 2015-12-02 赢创德固赛有限公司 织物柔软组合物
US8507425B2 (en) 2010-06-29 2013-08-13 Evonik Degussa Gmbh Particulate fabric softener comprising ethylenediamine fatty acid amides and method of making
WO2013113453A1 (fr) 2012-01-30 2013-08-08 Evonik Industries Ag Composition active d'assouplissant pour textile
PL2847307T3 (pl) 2012-05-07 2016-10-31 Aktywna kompozycja do zmiękczania tkanin i sposób jej wytwarzania
BR102014025172B1 (pt) 2013-11-05 2020-03-03 Evonik Degussa Gmbh Método para fabricação de um éster de ácido graxo de metisulfato de tris-(2-hidroxietil)-metilamônio, e composição ativa de amaciante de roupa
EP2997959B1 (fr) 2014-09-22 2019-12-25 Evonik Operations GmbH Formulation contenant des esterquats a base d'isopropanolamine et de tetrahydroxypropylethylenediamine
EP2997958B1 (fr) 2014-09-22 2021-03-10 Evonik Operations GmbH Émulsion contenant des esterquats liquides et polymères épaississants
UA119182C2 (uk) 2014-10-08 2019-05-10 Евонік Дегусса Гмбх Активна композиція для пом'якшувача тканини
WO2020061658A1 (fr) 2018-09-28 2020-04-02 L'oreal Compositions de traitement des cheveux comportant un ester d'ammonium quaternaire
JP7193405B2 (ja) * 2019-04-01 2022-12-20 川研ファインケミカル株式会社 身体洗浄剤組成物
FR3145684A1 (fr) 2023-02-10 2024-08-16 L'oreal Composition oxydante comportant un tensioactif cationique spécifique

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3150178A1 (de) 1981-12-18 1983-06-30 Hoechst Ag, 6230 Frankfurt "konzentrierte waescheweichspuelmittel"
CA2157178C (fr) * 1993-03-01 2002-08-20 Errol Hoffman Wahl Compositions d'assouplissant pour tissus, a base de concentre de sel d'ammonium quaternaire biodegradable et de composes contenant des chaines d'acides gras insatures a valeur intermediaire d'indice d'iode
US5399272A (en) * 1993-12-17 1995-03-21 The Procter & Gamble Company Clear or translucent, concentrated biodgradable quaternary ammonium fabric softener compositions
US5492636A (en) * 1994-09-23 1996-02-20 Quest International Fragrances Company Clear concentrated fabric softener
EP0839180A1 (fr) * 1995-07-11 1998-05-06 The Procter & Gamble Company Compositions adoucissantes de tissus stables et concentrees
GB9526182D0 (en) * 1995-12-21 1996-02-21 Unilever Plc Fabric softening composition
US5830845A (en) * 1996-03-22 1998-11-03 The Procter & Gamble Company Concentrated fabric softening composition with good freeze/thaw recovery and highly unsaturated fabric softener compound therefor

Also Published As

Publication number Publication date
DE59903208D1 (de) 2002-11-28
PL348776A1 (en) 2002-06-17
WO2000040681A1 (fr) 2000-07-13
CA2359654C (fr) 2007-05-29
EP1141189A1 (fr) 2001-10-10
US6653275B1 (en) 2003-11-25
ES2188217T3 (es) 2003-06-16
EP1018541A1 (fr) 2000-07-12
ATE226621T1 (de) 2002-11-15
CA2359654A1 (fr) 2000-07-13

Similar Documents

Publication Publication Date Title
EP1141189B1 (fr) Formulations claires d'assouplissants
EP1006176B1 (fr) Compositions adoucissantes très visqueuses et faiblement concentrées
DE60100461T2 (de) Esterderivate aus Alkanolaminen, Dicarbonsäuren und Fettalkoholen und daraus erhältliche kationische Tenside
EP2563889B1 (fr) Composition d'adoucissant pour textile
DE2407708C2 (de) Wäßriges Textilweichmachungsmittel zur Anwendung in Spülbädern von Waschvorgängen
DE3884054T2 (de) Quaternäre Monoesterammoniumverbindungen als Faser- und Gewebebehandlungsmittel.
EP0082456A2 (fr) Prémélanges concentrés d'agents adoucissant le linge
DE3602089C2 (de) Beständige, wässrige gießbare und wasserdispergierbare Textilweichmachungszusammensetzung
DE69532508T2 (de) Gewebeweichmacherzusammensetzung
DE3501521A1 (de) Waessriges konzentriertes textilweichmachungsmittel
DE602004008217T2 (de) Einfach dispergierbare konzentrierte Esterquat Zusammensetzungen
EP0675941A1 (fr) Dispersions aqueuses d'adoucissants textiles.
EP0990695A1 (fr) Composition adoucissante inhibitant le transfert de colorants
EP0085933A2 (fr) Compositions adoucissantes concentrées pour le linge
EP0295386A2 (fr) Compositions adoucissantes concentrées
DE60126988T2 (de) Avivierende zusammensetzungen für fasern, enthaltend nichtionische tenside
DE69101456T2 (de) Flüssige Textilweichmacherzusammensetzung.
EP3818137B1 (fr) Substances actives pour formulations de lavage et de nettoyage fortement visqueuses
DE60312204T3 (de) Esterquathaltiges weichspülmittelkonzentrat mit spezieller esterverteilung und einem elektrolyten
WO1993021291A1 (fr) Agents de traitement aqueux a faible viscosite, pour textiles
DE4405702A1 (de) Hochkonzentrierte wäßrige Weichspülmittel mit verbesserter Lagerstabilität
DE69314865T3 (de) Kationische tensioaktive Zusammensetzungen auf der Basis von Mono- oder Polyalkylester und/oder Amide von Ammoniumverbindungen und Verfahren zu ihrer Herstellung
EP0503155B1 (fr) Adoucissant pour textile à base d'esters de poly(oxyalkylène)-alkanolamines quaternaires
DE4402527A1 (de) Wäßrige Lösungen von Esterquats
DE3816328A1 (de) Verfahren zur herstellung von quaternaeren ammoniumsalzen langkettiger aliphatischer carbonsaeuren und verwendung dieser ammoniumsalze

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20010331

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

17Q First examination report despatched

Effective date: 20011228

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: GOLDSCHMIDT REWO GMBH & CO. KG

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20021023

Ref country code: IE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20021023

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20021023

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20021023

REF Corresponds to:

Ref document number: 226621

Country of ref document: AT

Date of ref document: 20021115

Kind code of ref document: T

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

Free format text: GERMAN

REF Corresponds to:

Ref document number: 59903208

Country of ref document: DE

Date of ref document: 20021128

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20030123

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20030123

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20030123

GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)

Effective date: 20030203

NLV1 Nl: lapsed or annulled due to failure to fulfill the requirements of art. 29p and 29m of the patents act
ET Fr: translation filed
REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2188217

Country of ref document: ES

Kind code of ref document: T3

REG Reference to a national code

Ref country code: IE

Ref legal event code: FD4D

Ref document number: 1141189E

Country of ref document: IE

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20030806

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20030806

Ref country code: AT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20030806

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20030831

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20030831

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20030831

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20030831

26N No opposition filed

Effective date: 20030724

BERE Be: lapsed

Owner name: *GOLDSCHMIDT REWO G.M.B.H. & CO. K.G.

Effective date: 20030831

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

REG Reference to a national code

Ref country code: FR

Ref legal event code: CJ

Ref country code: FR

Ref legal event code: CD

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20100825

Year of fee payment: 12

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IT

Payment date: 20100823

Year of fee payment: 12

Ref country code: FR

Payment date: 20100901

Year of fee payment: 12

Ref country code: DE

Payment date: 20100823

Year of fee payment: 12

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20100819

Year of fee payment: 12

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20110806

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20120430

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110806

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 59903208

Country of ref document: DE

Effective date: 20120301

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110831

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110806

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20121207

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110807

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20120301