EP0877786B1 - Gewebeweichmacherzusammensetzung - Google Patents

Gewebeweichmacherzusammensetzung Download PDF

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Publication number
EP0877786B1
EP0877786B1 EP96933428A EP96933428A EP0877786B1 EP 0877786 B1 EP0877786 B1 EP 0877786B1 EP 96933428 A EP96933428 A EP 96933428A EP 96933428 A EP96933428 A EP 96933428A EP 0877786 B1 EP0877786 B1 EP 0877786B1
Authority
EP
European Patent Office
Prior art keywords
ester
sucrose
fabric softening
quaternary ammonium
softening composition
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
EP96933428A
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English (en)
French (fr)
Other versions
EP0877786A1 (de
Inventor
Graham Andrew Turner
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.)
Unilever PLC
Unilever NV
Original Assignee
Unilever PLC
Unilever NV
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
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Application filed by Unilever PLC, Unilever NV filed Critical Unilever PLC
Priority to EP01123909A priority Critical patent/EP1179582B1/de
Publication of EP0877786A1 publication Critical patent/EP0877786A1/de
Application granted granted Critical
Publication of EP0877786B1 publication Critical patent/EP0877786B1/de
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • 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
    • 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
    • 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
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • C11D1/667—Neutral esters, e.g. sorbitan esters

Definitions

  • the present invention relates to a fabric softening composition, in particular the invention relates to aqueous dispersions of fabric softening compositions comprising a water insoluble quaternary ammonium material and a nonionic stabilising agent suitable as rinse-added fabric softener compositions.
  • Rinse added fabric softeners are known.
  • Such compositions contain a water insoluble quaternary ammonium fabric softening agent dispersed in water at a level of softening agent up to about 7 wt%, in which case the compositions are considered dilute, or at levels from 7 wt% to 50 wt%, in which case the compositions are known as concentrates.
  • EP 0 331 237 discloses the use of hydrophobically modified nonionic cellulose ether for use as a thickener for fabric conditioning compositions containing quaternary ammonium cations.
  • WO 97/08285 discloses fabric softening compositions based on a mixture of an tertiary amine and a quaternary diester fabric softener where at least about 20% of the hydrocarbon substituent groups present in the tertiary amine and the quaternary di-ester fabric softener are unsaturated.
  • WO 97/12952 discloses a detergent composition comprising an amphoteric and/or a nonionic surfactant together with a substantially water insoluble fabric softening compound, and a detergency booster.
  • the amphoteric/nonionic surfactant solubilises the fabric softening compound.
  • EP 280 550 and EP 507 478 discloses the use of selected nonionic stabilising agents to overcome the poor stability.
  • many nonionic stabilising agents create a further problem in that their presence destroys the viscosity of these fabric softening compositions.
  • EP 409 504 discloses fabric softening compositions comprising at least 1% w/w of an ester linked quat and an extruder material which can be esters of predominantly linear C 8 -C 28 fatty acids with polyhydric alcohols.
  • WO 95/27777 discloses rinse conditioners comprising a fabric softening compound and a solubilising agent to be coated onto a tumble dryer sheet.
  • nonionic stabilising agents do not destroy the viscosity of fabric softening compositions containing a biodegradable quaternary ammonium material.
  • the present invention relates to a fabric softening composition
  • a fabric softening composition comprising:
  • an aqueous fabric softening composition comprising:
  • a process for making a liquid fabric softening composition comprising the steps of selecting the following ingredients:
  • the present invention is a way of controlling the viscosity of a fabric conditioner composition containing a biodegradable quaternary ammonium material and a nonionic stabilising agent.
  • this invention is thought to operate in that the interaction of the hydrogen bonding elements of the molecules of the nonionic stabilising agent are essential to maintain a vesicular structure.
  • a vesicular structure in the context of this invention can be defined as a spherical structure having onion ring shaped bilayers. The presence of such vesicular structures are an important factor in the formation of a composition with a commercially acceptable viscosity.
  • the preferred level of nonionic stabilising agent present is 0.1 to 2.5 % by weight.
  • sucrose esters Most preferred nonionic stabilising agents are the sucrose esters.
  • the sucrose esters have the additional benefit that they impart additional softening benefits over the cationic softening agent.
  • suitable sucrose esters include the Crodesta (Trademark (ex Croda)) series. Crodestas are sucrose esters esterified with 70/30 mixture of stearic/palmitic acid to form a mixes of mono-ester, di-ester and triester. According to the manufacturer the levels of mono-ester are as follows: Trade Name wt % monoester Crodesta F10 3 Crodesta F20 10 Crodesta F50 29 Crodesta F70 56 Crodesta F110 52 Crodesta F140 57 Crodesta F160 75
  • the fabric softening compound is suitably a substantially water insoluble quaternary ammonium material comprising a polar head group and two alkyl or alkenyl chains each having an average chain length greater than or equal to C 14 , and at least one ester group.
  • the fabric softening compound of the invention has two long chain alkyl or alkenyl chains, each having an average chain length greater than or equal to C 16 . Most preferably at least 50% of each long chain alkyl or alkenyl group has a chain of C 18 .
  • the long chain alkyl or alkenyl groups of the fabric softening compound are predominantly linear.
  • the fabric softening compounds used in the compositions of the invention are molecules which provide excellent softening, and characterised by a chain melting -L ⁇ to L ⁇ - transition temperature greater than 25°C, preferably greater than 35°C, most preferably greater than 45°C.
  • This L ⁇ to L ⁇ transition can be measured by DSC as defined in "Handbook of Lipod Bilayers, D Marsh, CRS Press, Boca Raton Florida, 1990 (Pages 137 and 337).
  • Substantially insoluble fabric softening compounds in the context of this invention are defined as fabric softening compounds having a solubility less than 1 x 10 -3 wt% in demineralised water at 20°C.
  • the fabric softening compounds Preferably have a solubility less than 1 x 10 -4 .
  • the fabric softening compounds have a solubility at 20°C in demineralised water from 1 x 10 -8 to 1 x 10 -6 .
  • the fabric softening compound is a water insoluble quaternary ammonium material which comprises a compound having two C 12-18 alkyl or alkenyl groups connected to the molecule via at least one ester link. It is more preferred if the quaternary ammonium material has two ester links present.
  • An especially preferred ester-linked quaternary ammonium material for use in the invention can be represented by the formula: wherein each R1 group is independently selected from C 1-4 alkyl, hydroxyalkyl or C 2-4 alkenyl groups; and wherein each R 2 group is independently selected from C 8-28 alkyl or alkenyl groups; X - is any suitable anion.
  • T is and n is an integer from 0-5.
  • Di(tallowyloxyethyl) dimethyl ammonium chloride is especially preferred.
  • a second preferred type of quaternary ammonium material can be represented by the formula : wherein R 1 ,X - ,n and R 2 are as defined above.
  • Preferred materials of this class such as 1,2 bis[hardened tallowoyloxy]-3- trimethylammonium propane chloride and their method of preparation are, for example, described in US 4 137 180 (Lever Brothers).
  • these materials comprise small amounts of the corresponding monoester as described in US 4 137 180 for example 1-hardened tallow-oyloxy-2-hydroxy-3- trimethylammonium propane chloride.
  • the quaternary ammonium compound is biodegradable.
  • Biodegradable in the context of this invention should be interpreted as meaning degrades to materials that are not known to be harmful to the environment.
  • the ratio of quaternary ammonium material to nonionic stabilising agent is in the range from 5:0.5 to 5:0.1.
  • the composition may also contain long chain fatty acid material for example C 8 - C 24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
  • long chain fatty acid material for example C 8 - C 24 alkyl or alkenyl monocarboxylic acids or polymers thereof.
  • saturated fatty acids are used, in particular hardened tallow C 16 - C 18 fatty acids.
  • the fatty acid is non-saponified, more preferably the fatty acid is free for example oleic acid. lauric acid or tallow fatty acid.
  • the level of fatty acid material is preferably more than 0.1%, more preferably more than 0.2% by weight. Especially preferred are dilutes in which the fatty acid material is present from 0.25 wt% to 20 wt%.
  • the weight ratio of quaternary ammonium compound to fatty acid material is preferably from 1:10 to 10:1.
  • the viscosities of these fabric compositions lie in the range from 15 mPa.s to 120 mPa.s at a shear rate of 110s -1 .
  • compositions of the invention preferably have a pH of more than 2, more preferably between 2 and 5.
  • composition can also contain one or more optional ingredients, selected from the group consisting of nonaqueous solvents, pH buffering agents, perfumes, perfume carriers, fluorescers, colorants, hydrotopes, antifoaming agents, antiredeposition agents, enzymes, optical brighteners, opacifiers, antishrinking agents, drape imparting agents, antistatic agents and ironing aids.
  • optional ingredients selected from the group consisting of nonaqueous solvents, pH buffering agents, perfumes, perfume carriers, fluorescers, colorants, hydrotopes, antifoaming agents, antiredeposition agents, enzymes, optical brighteners, opacifiers, antishrinking agents, drape imparting agents, antistatic agents and ironing aids.
  • composition may also contain nonionic fabric softening agents such as lanolin and derivatives thereof.
  • HEQ 1,2 bis[hardened tallowoyloxy]-3-trimethylammonium propane chloride ex Hoechst.
  • Liquid fabric softening agents were made up as follows:
  • the cationic fabric softening agent and/or fatty acid and/or nonionic stabilising agent where appropriate were premixed and heated together to form a clear melt.
  • the molten mixture thus formed was added over a period of at least one minute to water at 70°C to 80°C with constant stirring to form a dispersion.
  • Viscosity was measured using the Haake RV20 Rotoviscometer. Viscosity is quoted at a shear rate of 10s -1 .
  • the Casson data were generated using the Haake RV20 Rotoviscometer with a range of shear rates from 0-1000s -1 .
  • compositions were prepared in which an aqueous dispersion of 5% 6:1 HEQ:fatty acid, 0.5% of the following nonionics were added:
  • nonionics stabilising agents which are not as specified by this invention, such as Genapol T-150, Tween 80 and Tween 85, do not allow vesicle formation and hence the viscosity of the composition is unacceptably low.
  • the examples according to the invention allow vesicle formation and so have an acceptably high viscosity.
  • compositions were prepared in which 0.5% of the following nonionic were placed in a composition containing an aqueous dispersion of 5% 6:1 dihardened tallow dimethyl ammonium chloride:fatty acid.
  • Example E No nonionic
  • Example F Genapol T-150
  • Example G Crodesta F50
  • Table 3 demonstrates that nonionic stabilising agents do not destroy the viscosity in formulations containing dihardened tallow dimethyl ammonium chloride.
  • Example 3 0.25 % Crodesta F160
  • Example 4 0.50 % Crodesta F160
  • Example 5 0.50 % Crodesta F10
  • Example 6 0.50 % Crodesta F20
  • Example 7 0.50 % Crodesta F50
  • Example 8 0.50% Crodesta F70
  • Example 9 0.50% Crodesta F110
  • Example 10 0.50 % Crodesta F160
  • sucrose esters exhibit a significant softening benefit.
  • Example Softening Score Votes 5 0.0000 17 6 0.1689 25 7 0.2136 27 8 0.9444 54 9 1.3931 71 10 0.7005 46

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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)
  • Compositions Of Macromolecular Compounds (AREA)

Claims (6)

  1. Wässerige textilweichmachende Zusammensetzung, umfassend:
    a) eine wässerige Dispersion eines in Wasser unlöslichen quaternären Ammoniummaterials, umfassend mindestens eine Esterbindung und zwei C12-28-Alkyl- oder -Alkenylgruppen;
    b) 0,1 Gewichtsprozent bis 2,5 Gewichtsprozent der Gesamtzusammensetzung eines nicht-ionischen stabilisierenden Mittels, das einen Saccharoseester darstellt,
    wobei der Saccharoseester ein Gemisch eines Monoesters, Diesters und eines Triesters ist, und 56 bis 75 Gewichtsprozent, bezogen auf das Gesamtgewicht an Saccharoseester, ein Saccharosemonoester ist.
  2. Textilweichmachende Zusammensetzung nach Anspruch 1,
    wobei das Verhältnis von quaternärem Ammoniummaterial zu nicht-ionischem stabilisierenden Mittel im Bereich von 5:0,5 bis 5:0,1 liegt.
  3. Textilweichmachende Zusammensetzung nach einem vorangehenden Anspruch,
    wobei die Viskosität der Zusammensetzung im Bereich von 15 mPa·s bis 120 mPa·s bei einer Scherrate von 110 s-1 liegt.
  4. Textilweichmachende Zusammensetzung nach einem vorangehenden Anspruch,
    wobei die Zusammensetzung weiterhin mehr als 0,1 Gewichtsprozent eines Fettsäurematerials umfasst.
  5. Textilweichmachende Zusammensetzung nach Anspruch 4,
    wobei das Fettsäurematerial mit 0,25 Gewichtsprozent bis 20 Gewichtsprozent vorliegt.
  6. Verfahren zur Herstellung einer flüssigen, textilweichmachenden Zusammensetzung, umfassend die Schritte der Auswahl der nachstehenden Bestandteile:
    a) eines in Wasser unlöslichen quaternären Ammoniummaterials, umfassend mindestens eine Esterbindung und zwei C12-28-Alkylgruppen;
    b) eines nicht-ionischen stabilisierenden Mittels, das ein Gemisch von Saccharosemonoester, Saccharosediester und Saccharosetriester darstellt, worin 56 bis 75 Gewichtsprozent auf das Gesamtgewicht an Saccharoseester ein Saccharosemonoester ist;
    c) anderer wahlweiser Bestandteile;
    dann Vermischen der Bestandteile unter Erhitzen zur Bildung einer Schmelze, gefolgt von Dispergieren der Schmelze in Wasser unter Bildung einer wässerigen Dispersion des in Wasser unlöslichen quaternären Ammoniummaterials, das 0,1 Gewichtsprozent bis 2,5 Gewichtsprozent, bezogen auf die Gesamtzusammensetzung, des nicht-ionischen stabilisierenden Mittels enthält.
EP96933428A 1995-10-23 1996-09-25 Gewebeweichmacherzusammensetzung Expired - Lifetime EP0877786B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP01123909A EP1179582B1 (de) 1995-10-23 1996-09-25 Gewebeweichmacherzusammensetzung

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB9521667 1995-10-23
GBGB9521667.7A GB9521667D0 (en) 1995-10-23 1995-10-23 Fabric softening composition
PCT/EP1996/004260 WO1997015651A1 (en) 1995-10-23 1996-09-25 Fabric softening composition

Related Child Applications (1)

Application Number Title Priority Date Filing Date
EP01123909A Division EP1179582B1 (de) 1995-10-23 1996-09-25 Gewebeweichmacherzusammensetzung

Publications (2)

Publication Number Publication Date
EP0877786A1 EP0877786A1 (de) 1998-11-18
EP0877786B1 true EP0877786B1 (de) 2002-12-04

Family

ID=10782747

Family Applications (2)

Application Number Title Priority Date Filing Date
EP01123909A Expired - Lifetime EP1179582B1 (de) 1995-10-23 1996-09-25 Gewebeweichmacherzusammensetzung
EP96933428A Expired - Lifetime EP0877786B1 (de) 1995-10-23 1996-09-25 Gewebeweichmacherzusammensetzung

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP01123909A Expired - Lifetime EP1179582B1 (de) 1995-10-23 1996-09-25 Gewebeweichmacherzusammensetzung

Country Status (9)

Country Link
EP (2) EP1179582B1 (de)
AU (1) AU7216696A (de)
BR (1) BR9611214A (de)
CA (1) CA2233229C (de)
DE (2) DE69625243T2 (de)
ES (2) ES2185804T3 (de)
GB (1) GB9521667D0 (de)
WO (1) WO1997015651A1 (de)
ZA (1) ZA968475B (de)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6028016A (en) * 1996-09-04 2000-02-22 Kimberly-Clark Worldwide, Inc. Nonwoven Fabric Substrates Having a Durable Treatment
US6017832A (en) * 1996-09-04 2000-01-25 Kimberly-Clark Worldwide, Inc. Method and composition for treating substrates for wettability
GB9930105D0 (en) * 1999-12-20 2000-02-09 Unilever Plc Fabric softening compounds and compositions
GB9930433D0 (en) * 1999-12-22 2000-02-16 Unilever Plc Use of fabric conditioning compositions for ironing benefits
US7776813B2 (en) 2004-09-15 2010-08-17 The Procter & Gamble Company Fabric care compositions comprising polyol based fabric care materials and deposition agents
GB0501006D0 (en) * 2005-01-18 2005-02-23 Unilever Plc Fabric conditioning compositions
CN102057027B (zh) 2008-06-05 2013-04-10 荷兰联合利华有限公司 与织物调理剂有关的改进

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997008285A1 (en) * 1995-08-31 1997-03-06 Colgate-Palmolive Company Stable fabric softener compositions
WO1997012952A1 (en) * 1995-10-04 1997-04-10 Unilever Plc Laundry detergent composition

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1617115A1 (de) * 1966-06-04 1971-02-18 Henkel & Cie Gmbh Wirkstoffkonzentrate zur Reinigung von starrem Material
GB8916307D0 (en) * 1989-07-17 1989-08-31 Unilever Plc Fabric softening composition
GB9209170D0 (en) * 1992-04-28 1992-06-10 Unilever Plc Rinse conditioner
GB9406824D0 (en) * 1994-04-07 1994-06-01 Unilever Plc Fabric softening composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997008285A1 (en) * 1995-08-31 1997-03-06 Colgate-Palmolive Company Stable fabric softener compositions
WO1997012952A1 (en) * 1995-10-04 1997-04-10 Unilever Plc Laundry detergent composition

Also Published As

Publication number Publication date
DE69625243T2 (de) 2003-04-17
EP1179582A2 (de) 2002-02-13
ZA968475B (en) 1998-04-08
ES2316412T3 (es) 2009-04-16
ES2185804T3 (es) 2003-05-01
DE69637748D1 (de) 2008-12-24
CA2233229A1 (en) 1997-05-01
AU7216696A (en) 1997-05-15
DE69625243D1 (de) 2003-01-16
WO1997015651A1 (en) 1997-05-01
BR9611214A (pt) 1999-04-06
GB9521667D0 (en) 1996-01-03
CA2233229C (en) 2008-04-22
EP1179582B1 (de) 2008-11-12
EP1179582A3 (de) 2003-07-16
EP0877786A1 (de) 1998-11-18

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