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WO1999033944A1 - Adoucissants liquides pour textiles contenant des composes diacides a utiliser pendant le cycle de rinçage - Google Patents

Adoucissants liquides pour textiles contenant des composes diacides a utiliser pendant le cycle de rinçage Download PDF

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Publication number
WO1999033944A1
WO1999033944A1 PCT/US1998/027128 US9827128W WO9933944A1 WO 1999033944 A1 WO1999033944 A1 WO 1999033944A1 US 9827128 W US9827128 W US 9827128W WO 9933944 A1 WO9933944 A1 WO 9933944A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
formula
softening
weight
compositions
Prior art date
Application number
PCT/US1998/027128
Other languages
English (en)
Inventor
Eric Ewbank
Dominique Tummers
Original Assignee
Colgate-Palmolive Company
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
Priority claimed from US08/999,047 external-priority patent/US5874395A/en
Application filed by Colgate-Palmolive Company filed Critical Colgate-Palmolive Company
Priority to AU19343/99A priority Critical patent/AU1934399A/en
Priority to EP98964156A priority patent/EP1044250A1/fr
Publication of WO1999033944A1 publication Critical patent/WO1999033944A1/fr

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3746Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3773(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions
    • 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
    • C11D1/645Mixtures of compounds all of which are cationic
    • 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
    • C11D1/52Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/528Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
    • 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

Definitions

  • (B') an inorganic or organic acid salt of bis(non-hydrogenated tallow amidoethyl) hydroxyethyl amine, with the total amount of (A 1 ) and (B') being from about 2% to about 50% by weight of the composition, and the ratio by weight of (A 1 ) to (B') being in the range of from about 10:1 to about 1.5: 1, and an aqueous solvent.
  • R3 CD wherein R ⁇ and R2, independently, represent C12 to C20 alkyl or alkenyl; R3 represents (CH2CH2O)pH, CH3 or H; T represents O or NH; n and m are each, independently, a number of 1 to 5; and p is a number of from 1 to 10;
  • the present invention was developed as part of an extensive research program to evaluate available fabric softening compounds which do not pose the risk of, or at least reduce the risk of, causing environmental damage associated with conventional cationic quat fabric softeners, such as dimethyl distearyl ammonium chloride (DMDSAC) yet which offer equivalent or superior softening performance to DMDSAC and which are amenable for use in concentrated products.
  • DMDSAC dimethyl distearyl ammonium chloride
  • the latter requirement is important in view of the trend in the industry to sell concentrated products which require less packaging and lower shipping costs on a per unit or per usage basis and, therefore, can be characterized as environmentally and user friendly.
  • the concentratability of the fatty tertiary amido amine fabric softeners of formula (I) was found to be limited to no more than about 11% by weight before gelation occurs or otherwise unacceptably high viscosity results. It is presumed that this phenomenon is the result of the crystallinity of fatty tertiary amine, that is, the formation of a liquid crystalline phase.
  • the viscosity increase in concentrated samples and over time is believed to be associated with the formation of multilayered vesicle structures which trap increasing amounts of water and thereby cause the composition to exhibit an increase in viscosity.
  • the phase volume of the composition increases with increasing softener concentration and time while the continuous (aqueous) phase gradually decreases with time.
  • R ⁇ and R2 will be derived from natural oils containing fatty acids or fatty acid mixtures, such as coconut oil, palm oil, tallow, rape oil, and fish oil. Chemically synthesized fatty acids are also usable. Generally and preferably R and R2 are derived from the same fatty acid or fatty acid mixture. Generally, it has been discovered that when R ⁇ and R2 are derived from natural oils containing fatty acids or fatty acid mixtures, such as coconut oil, palm oil, tallow, rape oil, and fish oil. Chemically synthesized fatty acids are also usable. Generally and preferably R and R2 are derived from the same fatty acid or fatty acid mixture. Generally, it has been discovered that when R ⁇ and
  • the second essential fabric softener compound according to this invention is the biodegradable diacid fatty ester quaternized ammonium compound (B) of the following formula (HI):
  • X represents a counter ion of valence a such as CI ⁇ , Br ⁇ , I ⁇ , CH 3 OSO 3 ⁇ , CH 3 CH 2 OSOf, (CH 3 O) 2 PO 2 _ and the like.
  • the polymeric esterquat diacid derivatives of formula (III) are commercially available from Kao under names such as Tetranyl PH-5 and Tetranyl PH-2. These compounds are obtained through the esterification of triethanolamine with a mixture of fatty acyl groups, preferably from tallow, and dicarboxylic acids, preferably such as adipic acid.
  • compositions were measured for initial viscosity, viscosity after storage at room temperature (RT) for 2 weeks and after 6 weeks and its softening performance.
  • the viscosity was measured with a Brookfield Viscosimeter Model DVII operating at RT.
  • compositions 5-7 varying the ratio of amidoamine to polymeric esterquat from 1.2 to 2.2 for the same level of total actives, had no measurable effect on the resulting softening performance.

Landscapes

  • 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)

Abstract

La présente invention concerne un adoucissant pour textiles stable, coulant, et dispersable dans l'eau comprenant jusqu'à 35 % en poids de: (i) un composé amidoamine tel que bis(suif-amidoéthyl)-2-hydroxyéthylamine ou un composé d'ammonium amidoquaternaire, et (i) un composé d'ammonium quaternaire d'ester de diacide gras polymère.
PCT/US1998/027128 1997-12-29 1998-12-21 Adoucissants liquides pour textiles contenant des composes diacides a utiliser pendant le cycle de rinçage WO1999033944A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU19343/99A AU1934399A (en) 1997-12-29 1998-12-21 Liquid rinse cycle fabric softening compositions containing diacid compounds
EP98964156A EP1044250A1 (fr) 1997-12-29 1998-12-21 Adoucissants liquides pour textiles contenant des composes diacides a utiliser pendant le cycle de rin age

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US08/999,047 1997-12-29
US08/999,047 US5874395A (en) 1997-12-29 1997-12-29 Liquid rinse cycle fabric softening compositions containing diacid polymeric fatty ester quaternary ammonium compounds
US09/037,286 1998-03-09
US09/037,286 US5880084A (en) 1997-12-29 1998-03-09 Liquid rinse cycle fabric softening compositions containing diacid polymeric fatty ester quaternary ammonium compounds

Publications (1)

Publication Number Publication Date
WO1999033944A1 true WO1999033944A1 (fr) 1999-07-08

Family

ID=26713995

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/027128 WO1999033944A1 (fr) 1997-12-29 1998-12-21 Adoucissants liquides pour textiles contenant des composes diacides a utiliser pendant le cycle de rinçage

Country Status (3)

Country Link
EP (1) EP1044250A1 (fr)
AU (1) AU1934399A (fr)
WO (1) WO1999033944A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2357302A (en) * 1999-12-16 2001-06-20 Reckitt & Colman France Laundry compositions comprising quaternary ammonium polymers
WO2004041981A1 (fr) * 2002-11-01 2004-05-21 Colgate-Palmolive Company Composition aqueuse comprenant des esterquats oligomeriques
WO2004041980A1 (fr) * 2002-11-01 2004-05-21 Colgate-Palmolive Company Composition aqueuse comprenant des esters quaternaires oligomeres
WO2005073358A1 (fr) * 2004-01-27 2005-08-11 Colgate-Palmolive Company Composition aqueuse comprenant des esterquats oligomeres
EP1883691A2 (fr) * 2005-05-18 2008-02-06 Stepan Company Compositions contenant des agents adoucissants, a faible teneur en solides et a haute viscosite destinees aux textiles et leur procede de production
WO2015026689A1 (fr) * 2013-08-19 2015-02-26 Georgia-Pacific Chemicals Llc Procédés de fabrication d'émulsifiants pour des fluides de forage à base d'huile

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5501806A (en) * 1993-07-15 1996-03-26 Colgate-Palmolive Co. Concentrated liquid fabric softening composition
DE19539846C1 (de) * 1995-10-26 1996-11-21 Henkel Kgaa Esterquats
WO1998049132A1 (fr) * 1997-04-30 1998-11-05 Kao Corporation Composant adoucissant actif pour textiles et compositions adoucissantes pour textiles contenant ce composant
DE19743687C1 (de) * 1997-10-06 1998-11-26 Henkel Kgaa Detergensgemische und deren Verwendung

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5501806A (en) * 1993-07-15 1996-03-26 Colgate-Palmolive Co. Concentrated liquid fabric softening composition
DE19539846C1 (de) * 1995-10-26 1996-11-21 Henkel Kgaa Esterquats
WO1998049132A1 (fr) * 1997-04-30 1998-11-05 Kao Corporation Composant adoucissant actif pour textiles et compositions adoucissantes pour textiles contenant ce composant
DE19743687C1 (de) * 1997-10-06 1998-11-26 Henkel Kgaa Detergensgemische und deren Verwendung

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2357302A (en) * 1999-12-16 2001-06-20 Reckitt & Colman France Laundry compositions comprising quaternary ammonium polymers
WO2004041981A1 (fr) * 2002-11-01 2004-05-21 Colgate-Palmolive Company Composition aqueuse comprenant des esterquats oligomeriques
WO2004041980A1 (fr) * 2002-11-01 2004-05-21 Colgate-Palmolive Company Composition aqueuse comprenant des esters quaternaires oligomeres
US7138366B2 (en) 2002-11-01 2006-11-21 Colgate-Palmolive Company Aqueous composition comprising oligomeric esterquats
WO2005073358A1 (fr) * 2004-01-27 2005-08-11 Colgate-Palmolive Company Composition aqueuse comprenant des esterquats oligomeres
EP1883691A2 (fr) * 2005-05-18 2008-02-06 Stepan Company Compositions contenant des agents adoucissants, a faible teneur en solides et a haute viscosite destinees aux textiles et leur procede de production
WO2015026689A1 (fr) * 2013-08-19 2015-02-26 Georgia-Pacific Chemicals Llc Procédés de fabrication d'émulsifiants pour des fluides de forage à base d'huile
CN105593341A (zh) * 2013-08-19 2016-05-18 佐治亚-太平洋化工品有限公司 生产油基钻井液用乳化剂的方法
CN105593341B (zh) * 2013-08-19 2018-08-21 佐治亚-太平洋化工品有限公司 生产油基钻井液用乳化剂的方法
EA031909B1 (ru) * 2013-08-19 2019-03-29 ДЖОРДЖИЯ-ПЭСИФИК КЕМИКАЛЗ ЭлЭлСи Способы получения эмульгатора и буровой текучей среды
US10435611B2 (en) 2013-08-19 2019-10-08 Ingevity South Carolina, Llc Methods for producing emulsifiers for oil-based drilling fluids
US11142676B2 (en) 2013-08-19 2021-10-12 Ingevity South Carolina, Llc Methods for producing emulsifiers for oil-based drilling fluids

Also Published As

Publication number Publication date
AU1934399A (en) 1999-07-19
EP1044250A1 (fr) 2000-10-18

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