EP1018541A1 - Compositions adoucissantes et transparentes - Google Patents

Compositions adoucissantes et transparentes Download PDF

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Publication number
EP1018541A1
EP1018541A1 EP99100154A EP99100154A EP1018541A1 EP 1018541 A1 EP1018541 A1 EP 1018541A1 EP 99100154 A EP99100154 A EP 99100154A EP 99100154 A EP99100154 A EP 99100154A EP 1018541 A1 EP1018541 A1 EP 1018541A1
Authority
EP
European Patent Office
Prior art keywords
fabric softener
fatty acids
parts
mass
softener according
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.)
Withdrawn
Application number
EP99100154A
Other languages
German (de)
English (en)
Inventor
Michael Fender
Hans-Jürgen Dr. 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 EP99100154A priority Critical patent/EP1018541A1/fr
Priority to US09/856,581 priority patent/US6653275B1/en
Priority to EP99940160A priority patent/EP1141189B1/fr
Priority to DE59903208T priority patent/DE59903208D1/de
Priority to PCT/EP1999/005692 priority patent/WO2000040681A1/fr
Priority to ES99940160T priority patent/ES2188217T3/es
Priority to PL99348776A priority patent/PL348776A1/xx
Priority to AT99940160T priority patent/ATE226621T1/de
Priority to CA002359654A priority patent/CA2359654C/fr
Publication of EP1018541A1 publication Critical patent/EP1018541A1/fr
Withdrawn legal-status Critical Current

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
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/835Mixtures of non-ionic with cationic compounds
    • 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
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2068Ethers

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 the prior art to avoid technology and fabric softener formulations ask which one in comparison to the comparable products of the State of the art an at least equally good spectrum of activity have, but also have a clear and water-bright appearance, whose production can be carried out with reduced energy expenditure and their handling is easy for end users Application guaranteed.
  • aqueous fabric softeners in which as Alkanolamines methyldiethanolamine, methylethanolisopropanolamine, methyldiisopropanolamine, Triisopropanolamine or triethanolamine can be used.
  • aqueous fabric softeners based on esters from fatty acids and alkanolamines in a molar ratio of 1: 1.6 to 1: 2 be implemented.
  • 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 such as N-methyl, N, N-bis (beta-C 14-18 -acyloxyethyl), N-beta-hydroxyethyl ammonium methosulfate, are particularly widespread and are available 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).
  • 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 approximately 40 to 160 are preferred, 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 approximately 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 used 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 Methyl chloride.
  • alkoxylated phenols which have one or more May contain alkyl substituents, such as ethoxylated and / or propoxylated phenol, o / m / p-cresol, thymol, p-tert.
  • alkyl substituents such as ethoxylated and / or propoxylated phenol, o / m / p-cresol, thymol, p-tert.
  • Butyl phenol benzyl alcohol.
  • alkoxylated branched short-chain alcohols with 3 to 6 carbon atoms such as Isopropanol, butanol-2,2-methyl-propanol-1,3-methyl-butanol-1,2-methyl-butanol-1, and their alkoxylation products.
  • the degree of alkoxylation is 0 to about 8, with technical ones according to the invention Mixtures with an average degree of alkoxylation of 0 or> 2.5 to about 3.5 are preferred.
  • the compounds of component B can be used as a mixture with one another and / or with one another in amounts of about 5 to 30% by weight, based on the total mixture, preferably in amounts of 10 to 25 % Are used.
  • 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 about 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.
  • Example 1 water 47.4 parts by mass dye 0.8 parts by mass Component A1 30.6 parts by mass Component B1 18.0 parts by mass Product is clear at 20 ° C Propylene glycol 2.0 parts by mass Product is clear at 4 ° C Perfume oil 0.8 parts by mass
  • Example 2 water 47.4 parts by mass dye 0.8 parts by mass Component A4 30.6 parts by mass Component B1 22.0 parts by mass Product is clear at 20 ° C Component B2 2.0 parts by mass Product is clear at 4 ° C Perfume oil 0.8 parts by mass
  • Example 3 water 59.4 parts by mass dye 0.8 parts by mass Component A3 30.6 parts by mass Component B2 10.0 parts by mass Perfume oil 0.8 parts by mass CaCl 2 solution 1.0 parts by mass Product is clear at 20 ° C and at 4 ° C
  • Example 4 water 51.4 parts by mass dye 0.8 parts by mass Component A4 30.6 parts by mass Component B2 6.0 parts by mass Hexylene glycol 12.0 parts by mass Perf
EP99100154A 1999-01-07 1999-01-07 Compositions adoucissantes et transparentes Withdrawn EP1018541A1 (fr)

Priority Applications (9)

Application Number Priority Date Filing Date Title
EP99100154A EP1018541A1 (fr) 1999-01-07 1999-01-07 Compositions adoucissantes et transparentes
US09/856,581 US6653275B1 (en) 1999-01-07 1999-08-06 Clear softening agent formulations
EP99940160A EP1141189B1 (fr) 1999-01-07 1999-08-06 Formulations claires d'assouplissants
DE59903208T DE59903208D1 (de) 1999-01-07 1999-08-06 Klare weichspülmittelformulierungen
PCT/EP1999/005692 WO2000040681A1 (fr) 1999-01-07 1999-08-06 Formulations claires d'assouplissants
ES99940160T ES2188217T3 (es) 1999-01-07 1999-08-06 Formulaciones transparentes de agentes suavizantes.
PL99348776A PL348776A1 (en) 1999-01-07 1999-08-06 Clear softening agent formulations
AT99940160T ATE226621T1 (de) 1999-01-07 1999-08-06 Klare weichspülmittelformulierungen
CA002359654A CA2359654C (fr) 1999-01-07 1999-08-06 Formulations claires d'assouplissants

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
EP1018541A1 true EP1018541A1 (fr) 2000-07-12

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 After (1)

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

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)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002086044A1 (fr) * 2001-04-24 2002-10-31 Henkel Kommanditgesellschaft Auf Aktien Adoucissant transparent
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
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
WO2011123284A1 (fr) * 2010-04-01 2011-10-06 The Procter & Gamble Company Produit assouplissant thermostable
WO2011123733A1 (fr) 2010-04-01 2011-10-06 The Procter & Gamble Company Produit assouplissant thermiquement stable
WO2011120822A1 (fr) 2010-04-01 2011-10-06 Evonik Degussa Gmbh Composition active d'adoucissant pour étoffe
US8361953B2 (en) 2008-02-08 2013-01-29 Evonik Goldschmidt Corporation Rinse aid compositions with improved characteristics
US8507425B2 (en) 2010-06-29 2013-08-13 Evonik Degussa Gmbh Particulate fabric softener comprising ethylenediamine fatty acid amides and method of making
US8563499B2 (en) 2010-04-01 2013-10-22 Evonik Degussa Gmbh Fabric softener active composition
US8883712B2 (en) 2010-04-28 2014-11-11 Evonik Degussa Gmbh Fabric softening composition
US8883713B2 (en) 2012-01-30 2014-11-11 Evonik Industries Ag Fabric softener active composition
US9441187B2 (en) 2012-05-07 2016-09-13 Evonik Degussa Gmbh Fabric softener active composition and method for making it
US10011806B2 (en) 2013-11-05 2018-07-03 Evonik Degussa Gmbh Method for making a tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid ester
US10113137B2 (en) 2014-10-08 2018-10-30 Evonik Degussa Gmbh Fabric softener active composition

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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.
ES2864951T3 (es) 2014-09-22 2021-10-14 Evonik Degussa Gmbh Emulsión que contiene esterquats líquidos y espesantes poliméricos
EP2997959B1 (fr) 2014-09-22 2019-12-25 Evonik Operations GmbH Formulation contenant des esterquats a base d'isopropanolamine et de tetrahydroxypropylethylenediamine
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

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0082457A2 (fr) * 1981-12-18 1983-06-29 Hoechst Aktiengesellschaft Agents concentrés adoucissant le linge
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
US5545340A (en) * 1993-03-01 1996-08-13 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2226550C (fr) * 1995-07-11 2002-02-19 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

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0082457A2 (fr) * 1981-12-18 1983-06-29 Hoechst Aktiengesellschaft Agents concentrés adoucissant le linge
US5545340A (en) * 1993-03-01 1996-08-13 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains
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

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
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
WO2002086044A1 (fr) * 2001-04-24 2002-10-31 Henkel Kommanditgesellschaft Auf Aktien Adoucissant transparent
US8361953B2 (en) 2008-02-08 2013-01-29 Evonik Goldschmidt Corporation Rinse aid compositions with improved characteristics
WO2011123284A1 (fr) * 2010-04-01 2011-10-06 The Procter & Gamble Company Produit assouplissant thermostable
CN102834496A (zh) * 2010-04-01 2012-12-19 赢创德固赛有限公司 织物柔软剂活性组合物
WO2011123733A1 (fr) 2010-04-01 2011-10-06 The Procter & Gamble Company Produit assouplissant thermiquement stable
WO2011120822A1 (fr) 2010-04-01 2011-10-06 Evonik Degussa Gmbh Composition active d'adoucissant pour étoffe
US8563499B2 (en) 2010-04-01 2013-10-22 Evonik Degussa Gmbh Fabric softener active composition
US8569224B2 (en) 2010-04-01 2013-10-29 Evonik Degussa Gmbh Fabric softener active composition
CN102834496B (zh) * 2010-04-01 2014-01-15 赢创德固赛有限公司 织物柔软剂活性组合物
RU2524954C2 (ru) * 2010-04-01 2014-08-10 Эвоник Дегусса Гмбх Активная композиция мягчителя ткани
US8883712B2 (en) 2010-04-28 2014-11-11 Evonik Degussa Gmbh Fabric softening composition
US8507425B2 (en) 2010-06-29 2013-08-13 Evonik Degussa Gmbh Particulate fabric softener comprising ethylenediamine fatty acid amides and method of making
US8883713B2 (en) 2012-01-30 2014-11-11 Evonik Industries Ag Fabric softener active composition
US9441187B2 (en) 2012-05-07 2016-09-13 Evonik Degussa Gmbh Fabric softener active composition and method for making it
US10011806B2 (en) 2013-11-05 2018-07-03 Evonik Degussa Gmbh Method for making a tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid ester
US10113137B2 (en) 2014-10-08 2018-10-30 Evonik Degussa Gmbh Fabric softener active composition

Also Published As

Publication number Publication date
ES2188217T3 (es) 2003-06-16
EP1141189B1 (fr) 2002-10-23
EP1141189A1 (fr) 2001-10-10
DE59903208D1 (de) 2002-11-28
ATE226621T1 (de) 2002-11-15
WO2000040681A1 (fr) 2000-07-13
US6653275B1 (en) 2003-11-25
CA2359654A1 (fr) 2000-07-13
CA2359654C (fr) 2007-05-29
PL348776A1 (en) 2002-06-17

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