EP0240727A2 - Concentré pour adoucir les matières textiles - Google Patents

Concentré pour adoucir les matières textiles Download PDF

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Publication number
EP0240727A2
EP0240727A2 EP87103122A EP87103122A EP0240727A2 EP 0240727 A2 EP0240727 A2 EP 0240727A2 EP 87103122 A EP87103122 A EP 87103122A EP 87103122 A EP87103122 A EP 87103122A EP 0240727 A2 EP0240727 A2 EP 0240727A2
Authority
EP
European Patent Office
Prior art keywords
weight
quaternary ammonium
ammonium compounds
concentrate
water
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Withdrawn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
EP87103122A
Other languages
German (de)
English (en)
Other versions
EP0240727A3 (fr
Inventor
Hans Dr. Nüsslein
Rolf Dr. Puchta
Theodor Völkel
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0240727A2 publication Critical patent/EP0240727A2/fr
Publication of EP0240727A3 publication Critical patent/EP0240727A3/fr
Withdrawn legal-status Critical Current

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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
    • C11D3/0005Other 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
    • 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
    • C11D10/00Compositions of detergents, not provided for by one single preceding group
    • C11D10/04Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/047Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on cationic surface-active compounds and soap

Definitions

  • the wearing comfort of textiles can be improved by applying small amounts of mostly cationic compounds to the textiles, which gives the textiles a pleasantly soft feel and antistatic properties.
  • the cationic compounds can be applied both before the first wearing and after a wearing period, for example in connection with washing. It is thus possible to apply the cationic compounds to the textiles in a tumble dryer during washing, rinsing or drying.
  • This fabric softener concentrate contains fabric softening quaternary ammonium compounds, an alkali metal soap or the corresponding fatty acids, glycerol and other water-soluble or water-miscible compatible organic solvents and water, the alkali metal soap or the corresponding fatty acid making up 1/70 to 1/3 of the amount of the fabric softening quaternary ammonium compounds, and the content of the quaternary ammonium compounds in the concentrate is at least 30% by weight and the concentrate is in flowable, meterable form.
  • the distributability of the concentrates can be further improved if the concentrate contains quaternary ammonium compounds with two acyloxyalkyl groups, the acyl groups of which are derived from saturated or unsaturated carboxylic acids having 12 to 22 carbon atoms.
  • Particularly suitable compounds contain acyl groups which are derived from tallow fatty acid, oleic acid, rapeseed oil or coconut oil.
  • Typical representatives of this class of compounds are the compounds of the dimethyl-di (-2) type known, for example, from DE-OS-16 19 058, DE-OS 17 94 068, DE-OS 19 35 499 and DE-AS 24 30 140 -acyloxyalkyl-) ammonium methosulfate.
  • the molecule can contain C2 to C4 alkyl or hydroxyalkyl groups, which may also be alkoxylated.
  • the anion can, for example, also be the chloride, bromide or ethyl sulfate anion or be derived from phosphoric acid.
  • the acyl groups are bonded to the nitrogen atom via oxyalkyl groups with 2 to 4 carbon atoms. In the case of oxyalkyl groups with 3 or 4 carbon atoms, the carbon chain can be linear or branched; Compounds with 3 carbon atoms in the branched carbon chain in particular are of particular importance. A typical preferred representative of these compounds is dimethyl-di-acyloxyisopropyl ammonium methosulfate.
  • the last-mentioned compound has particularly valuable properties if the acyl group is derived from rapeseed oil fatty acid.
  • the fabric softener concentrates also contain nonionic dispersants, which among other things improve the dispersibility of the active ingredients in water.
  • the concentrates also generally contain a compatible acid which is used to adjust the pH to at least 6.
  • Compatible organic solvents and compatible acids within the meaning of the invention are those which harmonize with the other constituents of the concentrate and which, when used in the appropriate dilution, do not damage the items of laundry or the washing machine and, moreover, do not endanger the user of the concentrate.
  • the concentrates according to the invention can be adjusted to a consistency and flowability, which enables easy handling.
  • the concentrates can easily be poured out of bottle openings with a diameter of about 3 to about 20 mm or they can be easily metered with metering devices for liquids, for example with the liquid container closure of DE-OS-30 26 067 serving as metering device.
  • the actual solvent components of the concentrate according to the invention namely glycerol, organic solvents and water, are present in total in such amounts that they make up about 1/6 to about twice the quaternary ammonium compounds which soften the fabric; however, the particularly preferred refinements or embodiments of the According to the invention, these amounts of solvent are well below 50% by weight. It is thus possible to design the concentrate according to the invention, for example, as a so-called "6 or 10-fold concentrate" with good flow properties.
  • the concentrates according to the invention can contain further customary textile-softening quaternary ammonium compounds.
  • those with two long-chain, saturated or unsaturated aliphatic groups each with 14 to 26, in particular essentially 16 to 20, carbon atoms and at least one quaternary nitrogen atom in the molecule are particularly suitable.
  • the long-chain aliphatic groups can be straight-chain or branched and can accordingly derive from fatty acids or from fatty amines, Guerbetamines or from the alkylamines obtainable by reduction of nitroparaffins.
  • These quaternary ammonium compounds are derivatives of ammonia, that is to say the quaternary salts obtainable by alkylation of long-chain secondary amines, such as, for.
  • quaternary ammonium compounds are those obtained by reacting 1 mole of an aminoalkylethylenediamine or hydroxyalkylethylenediamine with 2 moles of a long-chain C14-C26 fatty acid or its ester imidazoline compounds, which are subsequently converted into the quaternary imidazolinium compounds by alkylation.
  • the anion generally consists of the acid residue which has arisen from the alkylating agent used in the quaternization.
  • chloride, bromide, methyl sulfate, ethyl sulfate, methane, ethane or toluenesulfonate are suitable as anions.
  • the quaternary ammonium compounds are also good antistatic agents. Very good results are also obtained when the quaternary ammonium compounds are mixtures of imidazoline derivatives and ammonia derivatives each with two C14-C26 alkyl or alkenyl groups, especially if the imidazoline derivatives are two long-chain unsaturated groups, for example oleyl Groups included.
  • the fatty acids mentioned as component b) are fatty acids with 8 to 20 carbon atoms. Both saturated and unsaturated fatty acids and also mixtures of saturated and unsaturated fatty acids can be contained in the concentrate according to the invention. Instead of or together with the fatty acids mentioned, the alkali metal salts, in general the sodium salts of the fatty acids mentioned, can also be used. Examples of suitable fatty acids or their alkali metal salts are mixtures which are 20% by weight of coconut fatty acid and derive to 80 wt .-% of tallow fatty acid or mixtures derived from 30 wt .-% of C16 fatty acids and 70 wt .-% of C18 fatty acids. These fatty acids and alkali soaps (b), in coordination with the quaternary ammonium compounds (a), are preferably present in such amounts that the weight ratio of a): b) is in the range from 20: 1 to 5: 1.
  • a further essential constituent of the concentrates according to the invention is glycerol, concentrates whose proportion of soap b) and of glycerol c) taken together being 5 to 30% by weight are preferred.
  • z. B. alkanols with 1 to 4 carbon atoms or lower diols in question examples of these compounds are ethanol, isopropyl alcohol, ethylene glycol, propylene glycol or dipropylene glycol.
  • Polyols with ether bonds, such as. B. methyl, ethyl, butyl glycol or diethylene glycol or their acetic acid esters are suitable solvents.
  • Organic solvents of the type mentioned are also frequently customary constituents of commercially available agents which contain textile-softening quaternary ammonium compounds.
  • Suitable nonionic dispersants which can be present in the concentrate according to the invention are primarily addition products of 4 to 40, preferably 4 to 20 moles of ethylene oxide and / or propylene oxide to 1 mole of an aliphatic C10-C20 alcohol or an alkylphenol, in which the alkyl radical has 8 to 18 carbon atoms, as well as fatty acids and alkylamines with 10 to 20 carbon atoms.
  • the ethoxylation products of the fatty alcohols in particular the coconut and tallow fatty alcohols and oleyl alcohol, and ethoxylation products of the oxo alcohols and secondary alcohols of the corresponding chain lengths are particularly preferred.
  • nonionic Surfactants are the water-soluble addition products containing 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups of ethylene oxide on polypropylene glycol or on alkylenediamine polypropylene glycol or on alkylpolypropylene glycols with 1 to 10 carbon atoms, in which the polypropylene glycol chain acts as a hydrophobic residue.
  • An example of a suitable emulsifier is the adduct of 9.5 moles of ethylene oxide with nonylphenol.
  • Liquid paraffin oil hydrocarbons are also suitable as emulsifiers.
  • Other suitable emulsifiers are ether amines, fatty alcohol esters, benzyl alkanol polyglycol ethers.
  • the concentrate according to the invention preferably has a pH of below 6. This is important insofar as the concentrate should expediently react with acid even after dilution with ten times the amount of water. Concentrates with a pH of 3 to 6 undiluted meet this requirement; they are therefore preferred. Acids compatible with textiles and the materials of washing machines, such as, for example, the inorganic acids, hydrochloric acid, sulfuric acid, phosphoric acid, boric acid or else the organic acids, such as, for example, formic acid, acetic acid, benzoic acid, lactic acid, glycolic acid and in particular, are suitable for adjusting the pH below 6 Citric acid suitable.
  • the concentrate according to the invention can also contain further additives and auxiliaries customary in textile treatment compositions in concentrations of up to about 10% by weight.
  • Antimicrobial agents, optical brighteners, soluble salts for adjusting the density of the agent according to the invention, and colorants and fragrances are considered to be customary constituents.
  • the density of the concentrate according to the invention can be raised.
  • the concentrates can also contain up to 5% by weight of fragrances and up to about 0.01% by weight of dyes.
  • the concentrates according to the invention are expediently prepared by mixing the liquefied textile-softening active substance, if necessary by heating, with the other constituents, the solid constituents being the last to be mixed in.
  • Another object of the invention is therefore a process for the preparation of fabric softener concentrates from fabric softening cationic quaternary ammonium compounds and soap, wherein a liquid or liquefied by heating fabric softening agent from quaternary ammonium compounds with two C14 to C16 alkyl or alkylene groups with glycerol , organic water-miscible solvents, water and any acid present in liquid form and that fatty acids and / or their alkali metal salts and any acid present in solid form are mixed into this mixture thus prepared.
  • the concentrate according to the invention is notable for good dilutability with water and for a good textile-softening effect. It is used by adding it in a concentration of 0.2 to 1 g per 1 to the last rinse water. With increasing number of carbon atoms in the oxyalkyl group of textile softeners essential to the invention, both the softening effect and the dispersibility in water increase. The simultaneous improvement of both properties is surprising, because in general an improvement in one property is at the expense of the other.
  • Fabric softener concentrates with the following composition were produced: 45% by weight plasticizer 1% by weight Na tallow fatty acid 11.5 wt% glycerin 17.5% by weight isopropyl alcohol 6% by weight propylene glycol 1,2 3% by weight dipropylene glycol 1.5% by weight nonylphenol + 9.5 mol ethylene oxide 11.5% by weight water 3% by weight of perfume oil
  • Example 1 (comparison): 1-methyl-1-oleylamidoethyl-2-oleyl-imidazolinium methosulfate
  • Example 2 Dimethyl di (oleoyl oxyethyl) ammonium methosulfate
  • Example 3 Dimethyl di (oleoyl oxypropyl) ammonium methosulfate
  • the distributability in water was also rated by two grades.
  • the grade “1” meant “cloudy, homogeneous” and the grade “6” meant “coherent, clumping”.
  • the first grade was given for the behavior when pouring into cold water, the second grade after stirring the poured product.
  • the experimental results shown in Table 1 were obtained:
  • Example 4 is best in terms of softening performance and water dispersibility, and all of the examples of the invention are better than Comparative Example 1.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Detergent Compositions (AREA)
EP87103122A 1986-03-12 1987-03-05 Concentré pour adoucir les matières textiles Withdrawn EP0240727A3 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19863608093 DE3608093A1 (de) 1986-03-12 1986-03-12 Konfektioniertes textilweichmacher-konzentrat
DE3608093 1986-03-12

Publications (2)

Publication Number Publication Date
EP0240727A2 true EP0240727A2 (fr) 1987-10-14
EP0240727A3 EP0240727A3 (fr) 1988-07-27

Family

ID=6296076

Family Applications (1)

Application Number Title Priority Date Filing Date
EP87103122A Withdrawn EP0240727A3 (fr) 1986-03-12 1987-03-05 Concentré pour adoucir les matières textiles

Country Status (4)

Country Link
EP (1) EP0240727A3 (fr)
JP (1) JPS62223375A (fr)
DE (1) DE3608093A1 (fr)
DK (1) DK121187A (fr)

Cited By (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0309052A3 (en) * 1987-09-23 1989-07-05 The Procter & Gamble Company Stable biodegradable fabric softening compositions containing linear alkoxylated alcohols
EP0293955A3 (en) * 1987-05-01 1989-07-05 The Procter & Gamble Company Quaternary isopropyl ester ammonium compounds as fiber and fabric treatment compositions
EP0239910A3 (en) * 1986-04-02 1989-07-05 The Procter & Gamble Company Biodegradable fabric softeners
EP0293953A3 (en) * 1987-05-01 1989-10-25 The Procter & Gamble Company Quaternary mono-ester ammonium compounds as fibre and fabric treatment compositions
WO1989011522A3 (fr) * 1988-05-27 1989-12-14 Henkel Kgaa Agent liquide aqueux de traitement ulterieur du linge
WO1989011527A3 (fr) * 1988-05-27 1989-12-28 Henkel Kgaa Assouplissant pour textiles
WO1991012364A1 (fr) * 1990-02-13 1991-08-22 Henkel Kommanditgesellschaft Auf Aktien Combinaison de substances actives pour le traitement de textiles
EP0409502A3 (en) * 1989-07-17 1991-11-13 Unilever Plc Fabric softening composition
EP0536444A1 (fr) * 1991-10-07 1993-04-14 The Procter & Gamble Company Emulsion de parfum stable et concentrée
EP0523922A3 (en) * 1991-07-15 1993-06-09 Unilever Plc Fabric softening composition
US5399272A (en) * 1993-12-17 1995-03-21 The Procter & Gamble Company Clear or translucent, concentrated biodgradable quaternary ammonium fabric softener compositions
US5427697A (en) * 1993-12-17 1995-06-27 The Procter & Gamble Company Clear or translucent, concentrated fabric softener compositions
WO1995019416A1 (fr) * 1994-01-14 1995-07-20 Henkel Kommanditgesellschaft Auf Aktien Solutions aqueuses de sels quaternaires d'ester de triethanolamines d'acides gras
US5474690A (en) * 1994-11-14 1995-12-12 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains
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
US5545350A (en) * 1992-05-12 1996-08-13 The Procter & Gamble Company Concentrated fabric softener compositions containing biodegradable fabric softeners
US5643865A (en) * 1994-05-18 1997-07-01 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions containing quaternary ammonium compounds with short fatty acid alkyl chains
US5674832A (en) * 1995-04-27 1997-10-07 Witco Corporation Cationic compositions containing diol and/or diol alkoxylate
US5686023A (en) * 1995-04-27 1997-11-11 Witco Corporation C7 -C12 diol and diol alkoxylates as coupling agents for surfactant formulations
US5753079A (en) * 1995-04-27 1998-05-19 Witco Corporation Obtaining enhanced paper production using cationic compositions containing diol and/or diol alkoxylate
US5824635A (en) * 1996-04-26 1998-10-20 Keys; Robert O. Cationic compositions containing hydroxyester
US6083899A (en) * 1996-09-19 2000-07-04 The Procter & Gamble Company Fabric softeners having increased performance
WO2001059200A1 (fr) * 2000-02-08 2001-08-16 Unilever Plc Compositions de conditionnement de textiles
WO2003050218A1 (fr) * 2001-12-05 2003-06-19 The Procter & Gamble Company Composition adoucissante au lavage
EP1584674A1 (fr) * 2004-03-29 2005-10-12 Clariant GmbH Composés d'esters quaternaires concentrés facilement dispersible
CN104120052A (zh) * 2014-06-27 2014-10-29 广东鹏锦实业有限公司 含有脂肪酸碱金属盐的浓缩膏状/半固体状洗涤剂组合物及其制备方法
WO2020061658A1 (fr) 2018-09-28 2020-04-02 L'oreal Compositions de traitement des cheveux comportant un ester d'ammonium quaternaire
FR3145684A1 (fr) 2023-02-10 2024-08-16 L'oreal Composition oxydante comportant un tensioactif cationique spécifique
FR3158637A3 (fr) 2024-01-29 2025-08-01 L'oreal Composition comprenant une émulsion de silicone particulière, un polysaccharide cationique, un alcool gras solide et un tensioactif cationique
FR3159744A3 (fr) 2024-02-29 2025-09-05 L'oreal Composition comprenant un tensioactif cationique spécifique, un polymère amphotère et un agent oxydant et/ou une teinture d’oxydation, et procédé de traitement des cheveux

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5066414A (en) * 1989-03-06 1991-11-19 The Procter & Gamble Co. Stable biodegradable fabric softening compositions containing linear alkoxylated alcohols
DE4015849A1 (de) * 1990-05-17 1991-11-21 Henkel Kgaa Quaternierte ester
US5427696A (en) * 1992-04-09 1995-06-27 The Procter & Gamble Company Biodegradable chemical softening composition useful in fibrous cellulosic materials
DE4224067A1 (de) * 1992-07-21 1994-01-27 Henkel Kgaa Tumblerhilfsmittel
US5543067A (en) * 1992-10-27 1996-08-06 The Procter & Gamble Company Waterless self-emulsiviable biodegradable chemical softening composition useful in fibrous cellulosic materials
ATE321574T1 (de) * 1995-08-31 2006-04-15 Procter & Gamble Verwendung von allylalkohol als ein mittel zur verminderung von schlechten gerüchen
CA2264087A1 (fr) * 1996-08-30 1998-03-05 Hugo Jean-Marie Demeyere Premelange concentre avec inflammabilite reduite pour former des compositions d'adoucissants textiles
EP1335062B1 (fr) * 1999-05-21 2008-09-24 Unilever Plc Compositions adoucissantes pour tissus
US8361953B2 (en) 2008-02-08 2013-01-29 Evonik Goldschmidt Corporation Rinse aid compositions with improved characteristics
ES2484719T3 (es) * 2010-04-01 2014-08-12 Evonik Degussa Gmbh Composición activa suavizante de telas
BR112012025002B1 (pt) 2010-04-01 2021-02-23 Evonik Operations Gmbh composição ativa amaciante de tecidos, e seus processos de preparação
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
HUE033227T2 (en) 2010-04-28 2017-11-28 Evonik Degussa Gmbh Textile softener composition
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
BR112014027174B1 (pt) 2012-05-07 2021-04-06 Evonik Degussa Gmbh Composição ativa de amaciante de roupa e seu método de fabricação
DE102013205092A1 (de) 2013-03-22 2014-09-25 Evonik Industries Ag Formulierung enthaltend Esterquats basierend auf Isopropanolamin
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
UA119182C2 (uk) 2014-10-08 2019-05-10 Евонік Дегусса Гмбх Активна композиція для пом'якшувача тканини
EP4360617B1 (fr) 2022-10-31 2025-07-02 Evonik Operations GmbH Formulation comprenant des esterquats à base de trialcanolamines

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Publication number Priority date Publication date Assignee Title
DE1619058A1 (de) * 1967-12-01 1971-01-28 Hoechst Ag Mittel zur Behandlung von Textilien
DE3314677A1 (de) * 1983-04-22 1984-10-25 Henkel KGaA, 4000 Düsseldorf Konfektioniertes textilweichmacher-konzentrat

Cited By (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0239910A3 (en) * 1986-04-02 1989-07-05 The Procter & Gamble Company Biodegradable fabric softeners
EP0293955A3 (en) * 1987-05-01 1989-07-05 The Procter & Gamble Company Quaternary isopropyl ester ammonium compounds as fiber and fabric treatment compositions
EP0293953A3 (en) * 1987-05-01 1989-10-25 The Procter & Gamble Company Quaternary mono-ester ammonium compounds as fibre and fabric treatment compositions
EP0309052A3 (en) * 1987-09-23 1989-07-05 The Procter & Gamble Company Stable biodegradable fabric softening compositions containing linear alkoxylated alcohols
WO1989011527A3 (fr) * 1988-05-27 1989-12-28 Henkel Kgaa Assouplissant pour textiles
EP0346634A1 (fr) * 1988-05-27 1989-12-20 Henkel Kommanditgesellschaft auf Aktien Agent liquide aqueux pour le post-traitement du linge
EP0345495A3 (fr) * 1988-05-27 1990-01-31 Henkel Kommanditgesellschaft auf Aktien Agent adoucissant pour tissus
WO1989011522A3 (fr) * 1988-05-27 1989-12-14 Henkel Kgaa Agent liquide aqueux de traitement ulterieur du linge
EP0409502A3 (en) * 1989-07-17 1991-11-13 Unilever Plc Fabric softening composition
AU640152B2 (en) * 1989-07-17 1993-08-19 Unilever Plc Fabric softening composition
WO1991012364A1 (fr) * 1990-02-13 1991-08-22 Henkel Kommanditgesellschaft Auf Aktien Combinaison de substances actives pour le traitement de textiles
EP0523922A3 (en) * 1991-07-15 1993-06-09 Unilever Plc Fabric softening composition
EP0536444A1 (fr) * 1991-10-07 1993-04-14 The Procter & Gamble Company Emulsion de parfum stable et concentrée
US5545350A (en) * 1992-05-12 1996-08-13 The Procter & Gamble Company Concentrated fabric softener compositions containing biodegradable fabric softeners
US5562849A (en) * 1993-03-01 1996-10-08 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains
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
US5574179A (en) * 1993-03-01 1996-11-12 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions and compouds containing intermediate iodine value unsaturated fatty acid chains
US5427697A (en) * 1993-12-17 1995-06-27 The Procter & Gamble Company Clear or translucent, concentrated fabric softener compositions
US5399272A (en) * 1993-12-17 1995-03-21 The Procter & Gamble Company Clear or translucent, concentrated biodgradable quaternary ammonium fabric softener compositions
WO1995019416A1 (fr) * 1994-01-14 1995-07-20 Henkel Kommanditgesellschaft Auf Aktien Solutions aqueuses de sels quaternaires d'ester de triethanolamines d'acides gras
US5643865A (en) * 1994-05-18 1997-07-01 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions containing quaternary ammonium compounds with short fatty acid alkyl chains
US5474690A (en) * 1994-11-14 1995-12-12 The Procter & Gamble Company Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains
WO1996015212A1 (fr) * 1994-11-14 1996-05-23 The Procter & Gamble Company Compositions concentrees biodegradables d'ammonium quaternaire pour l'assouplissement des textiles, contenant des chaines d'acide gras a indice d'iode intermediaire
US5958863A (en) * 1995-04-27 1999-09-28 Witco Corporation Cationic compositions containing diol alkoxylate
US5686023A (en) * 1995-04-27 1997-11-11 Witco Corporation C7 -C12 diol and diol alkoxylates as coupling agents for surfactant formulations
US5753079A (en) * 1995-04-27 1998-05-19 Witco Corporation Obtaining enhanced paper production using cationic compositions containing diol and/or diol alkoxylate
US5674832A (en) * 1995-04-27 1997-10-07 Witco Corporation Cationic compositions containing diol and/or diol alkoxylate
US5977189A (en) * 1995-04-27 1999-11-02 Witco Corporation C7 -C12 diol and diol alkoxylates as coupling agents for surfactant formulations
US5824635A (en) * 1996-04-26 1998-10-20 Keys; Robert O. Cationic compositions containing hydroxyester
US6083899A (en) * 1996-09-19 2000-07-04 The Procter & Gamble Company Fabric softeners having increased performance
US6897194B2 (en) 2000-02-08 2005-05-24 Unilever Home & Personal Care Usa Division Of Conopco, Inc. Fabric conditioning compositions
WO2001059200A1 (fr) * 2000-02-08 2001-08-16 Unilever Plc Compositions de conditionnement de textiles
WO2003050218A1 (fr) * 2001-12-05 2003-06-19 The Procter & Gamble Company Composition adoucissante au lavage
EP1584674A1 (fr) * 2004-03-29 2005-10-12 Clariant GmbH Composés d'esters quaternaires concentrés facilement dispersible
WO2005095568A1 (fr) * 2004-03-29 2005-10-13 Clariant Produkte (Deutschland) Gmbh Compositions d'ester quat concentrees et facilement dispersibles
CN100451093C (zh) * 2004-03-29 2009-01-14 科莱恩产品(德国)有限公司 易分散的浓缩物酯季铵盐组合物
CN104120052A (zh) * 2014-06-27 2014-10-29 广东鹏锦实业有限公司 含有脂肪酸碱金属盐的浓缩膏状/半固体状洗涤剂组合物及其制备方法
WO2020061658A1 (fr) 2018-09-28 2020-04-02 L'oreal Compositions de traitement des cheveux comportant un ester d'ammonium quaternaire
FR3145684A1 (fr) 2023-02-10 2024-08-16 L'oreal Composition oxydante comportant un tensioactif cationique spécifique
FR3158637A3 (fr) 2024-01-29 2025-08-01 L'oreal Composition comprenant une émulsion de silicone particulière, un polysaccharide cationique, un alcool gras solide et un tensioactif cationique
FR3159744A3 (fr) 2024-02-29 2025-09-05 L'oreal Composition comprenant un tensioactif cationique spécifique, un polymère amphotère et un agent oxydant et/ou une teinture d’oxydation, et procédé de traitement des cheveux

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DK121187A (da) 1987-09-13
DK121187D0 (da) 1987-03-09
DE3608093A1 (de) 1987-09-17
JPS62223375A (ja) 1987-10-01
EP0240727A3 (fr) 1988-07-27

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