CA2329959A1 - Stable quaternary ammonium compositions - Google Patents
Stable quaternary ammonium compositions Download PDFInfo
- Publication number
- CA2329959A1 CA2329959A1 CA002329959A CA2329959A CA2329959A1 CA 2329959 A1 CA2329959 A1 CA 2329959A1 CA 002329959 A CA002329959 A CA 002329959A CA 2329959 A CA2329959 A CA 2329959A CA 2329959 A1 CA2329959 A1 CA 2329959A1
- Authority
- CA
- Canada
- Prior art keywords
- quaternary ammonium
- ammonium material
- stabilising agent
- weight
- alkyl
- 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.)
- Granted
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
- C11D3/26—Organic compounds containing nitrogen
- C11D3/30—Amines; Substituted amines ; Quaternized amines
-
- 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
- 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
- C11D3/2065—Polyhydric alcohols
-
- 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
- C11D3/26—Organic compounds containing nitrogen
- C11D3/32—Amides; Substituted amides
- C11D3/323—Amides; Substituted amides urea or derivatives thereof
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Detergent Compositions (AREA)
Abstract
The invention provides stable compositions comprising ester-containing quaternary ammonium material and one or more stabilising agent(s) chosen from: a) urea, b) urea derivatives, c) organic compounds with at least one free lone pair of electrons chosen from: i) primary amines, ii) secondary amines, and/or iii) tertiary amines, iv) glycerol wherein the composition is a liquid, molten or semi-solid containing % or less water, and when glycerol is used the ammonium material has 2 or less CH3 groups attached to the quaternary nitrogen atom.
Claims (10)
1. Stable compositions comprising quaternary ammonium material materials containing at least one ester group characterised in that they further comprise one or more stabilising agent(s) chosen from;
a) urea b) urea derivatives c) one or more organic compounds having at least one free lone pair of electrons chosen from;
i) primary amines RNH2, where R is a C3-17 alkyl, alkenyl, hydroxyalkyl or substituted derivative thereof, ii) secondary amines, and/or iii) tertiary amines NR1R2R3 wherein R1R2R3 are independently C1-C22 alkyl, alkenyl or hydroxyalkyl groups or substituted derivatives thereof, and wherein when both R1 and R2 are -CH2CH2OH or both R1 and R2 are -CH2CH2OCOR4, R4CO is C16-18, then R3 is not a methyl group with the proviso that the composition is in a liquid, molten or semi-solid form containing 10% or less water, and wherein the stabilising agent is present at levels of 0.05 to 10% by weight of the weight of the quaternary ammonium material, preferably 0.5 to 8.5%, even more preferably 0.75 to 5%.
a) urea b) urea derivatives c) one or more organic compounds having at least one free lone pair of electrons chosen from;
i) primary amines RNH2, where R is a C3-17 alkyl, alkenyl, hydroxyalkyl or substituted derivative thereof, ii) secondary amines, and/or iii) tertiary amines NR1R2R3 wherein R1R2R3 are independently C1-C22 alkyl, alkenyl or hydroxyalkyl groups or substituted derivatives thereof, and wherein when both R1 and R2 are -CH2CH2OH or both R1 and R2 are -CH2CH2OCOR4, R4CO is C16-18, then R3 is not a methyl group with the proviso that the composition is in a liquid, molten or semi-solid form containing 10% or less water, and wherein the stabilising agent is present at levels of 0.05 to 10% by weight of the weight of the quaternary ammonium material, preferably 0.5 to 8.5%, even more preferably 0.75 to 5%.
2. A composition according to claim 1 wherein the stabilising agent is urea or a tertiary amine wherein R1 and R2 are C1-C2 alkyl groups and R3 is a C2 - C4 hydroxyalkyl, preferably N-N-dimethyl ethanolamine.
3. A composition according to any one of the preceding claims wherein the quaternary ammonium material is of formula where each R1 group is independently selected from C1-4 alkyl, hydroxyalkyl or C2-4 alkenyl groups; and each R2 group is independently selected from C8-28 alkyl or alkenyl groups; X is any suitable counterion,~~
T is and n is an integer from 1-5 or is 0.
T is and n is an integer from 1-5 or is 0.
4. A composition according to claim 3 wherein where each R1 group is methyl, each R2 group is tallow, X- is chloride and n is 2.
5. A process of stabilising quaternary ammonium material containing at least one ester group via the steps of adding at least one stabilising agent of claim 1 to the quaternary ammonium material wherein the stabilising agent is present at levels of 0.05 to 10% by weight of the weight of the quaternary ammonium material, preferably 0.5 to 8.5%, even more preferably 0.75 to 5%.
6. Process according to claim 5 wherein addition of the stabilising agent occurs during the manufacture of the quaternary ammonium material, preferably following the quaternisation step in the synthesis of the quaternary ammonium material.
7. Process according to either claim 5 or claim 6 wherein addition of the stabilising agent occurs after manufacture of the quaternary ammonium material, preferably during storage thereof.
8, A solid rinse conditioner comprising a composition as defined in cry of claims 1-4, preferably in granular or powdered form.
9. A liquid rinse conditioner made by dilution of a composition as defined in any of claims 1-4, with water.
10. Method of reducing the alkyl halide levels in quaternary ammonium material containing at least one ester group over time by the addition of a stabilising agent as defined in claim 1 wherein the stabilising agent is present at levels of 0.05 to 10% by weight of the weight of the quaternary ammonium material, preferably 0.5 to 8.5%, even more preferably 0.75 to 5%.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9810656.0 | 1998-05-18 | ||
GBGB9810656.0A GB9810656D0 (en) | 1998-05-18 | 1998-05-18 | Stable ammonium compositions |
PCT/EP1999/003367 WO1999060082A1 (en) | 1998-05-18 | 1999-05-12 | Stable quaternary ammonium compositions |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2329959A1 true CA2329959A1 (en) | 1999-11-25 |
CA2329959C CA2329959C (en) | 2010-04-27 |
Family
ID=10832261
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2329959A Expired - Fee Related CA2329959C (en) | 1998-05-18 | 1999-05-12 | Stable quaternary ammonium compositions |
Country Status (12)
Country | Link |
---|---|
EP (1) | EP1080172B1 (en) |
CN (1) | CN1280389C (en) |
AR (1) | AR019556A1 (en) |
AU (1) | AU4604599A (en) |
BR (1) | BR9910550B1 (en) |
CA (1) | CA2329959C (en) |
DE (1) | DE69925119T2 (en) |
ES (1) | ES2241289T3 (en) |
GB (1) | GB9810656D0 (en) |
HU (1) | HUP0101902A3 (en) |
TR (1) | TR200003385T2 (en) |
WO (1) | WO1999060082A1 (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2003236327A1 (en) * | 2002-04-08 | 2003-10-20 | Kao Corporation | Cosmetic hair preparation |
EP1584674B1 (en) * | 2004-03-29 | 2007-08-15 | Clariant Produkte (Deutschland) GmbH | Easy-dispersible concentrate ester quat compositions |
US20090312428A1 (en) | 2008-06-13 | 2009-12-17 | Fernando Figueredo | Biocide Compositions Comprising Quaternary Ammonium and Urea and Methods for Their Use |
US8257720B2 (en) | 2009-04-20 | 2012-09-04 | Conopco, Inc. | Stabilized cationic ammonium compounds and compositions comprising the same |
US8324255B2 (en) * | 2009-09-15 | 2012-12-04 | Conopco, Inc. | Chelator stabilized cationic ammonium compounds and compositions comprising the same |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2454465A1 (en) * | 1974-11-16 | 1976-05-20 | Hoechst Ag | Powdery germ inhibiting soft rinsing compsns for textiles - contg cationic soft rinse, cationic disinfectant, urea and non ionic dispersant |
EP0258923B1 (en) * | 1986-09-02 | 1993-10-06 | Akzo Nobel N.V. | Fabric softening composition and detergent-composition comprising the same |
GB8805837D0 (en) * | 1988-03-11 | 1988-04-13 | Unilever Plc | Fabric conditioning composition |
US5282983A (en) * | 1990-08-22 | 1994-02-01 | Kao Corporation | Fabric softener composition and ammonium salt |
US5259964A (en) * | 1991-12-18 | 1993-11-09 | Colgate-Palmolive Co. | Free-flowing powder fabric softening composition and process for its manufacture |
US5543067A (en) * | 1992-10-27 | 1996-08-06 | The Procter & Gamble Company | Waterless self-emulsiviable biodegradable chemical softening composition useful in fibrous cellulosic materials |
DE4307186A1 (en) * | 1993-03-08 | 1994-09-15 | Henkel Kgaa | Aqueous fabric softener composition |
DE19629666A1 (en) * | 1996-07-23 | 1998-01-29 | Henkel Kgaa | Process for the hydrophilic finishing of fibers or nonwovens |
-
1998
- 1998-05-18 GB GBGB9810656.0A patent/GB9810656D0/en not_active Ceased
-
1999
- 1999-05-12 EP EP99929121A patent/EP1080172B1/en not_active Expired - Lifetime
- 1999-05-12 HU HU0101902A patent/HUP0101902A3/en unknown
- 1999-05-12 WO PCT/EP1999/003367 patent/WO1999060082A1/en active IP Right Grant
- 1999-05-12 CA CA2329959A patent/CA2329959C/en not_active Expired - Fee Related
- 1999-05-12 ES ES99929121T patent/ES2241289T3/en not_active Expired - Lifetime
- 1999-05-12 TR TR2000/03385T patent/TR200003385T2/en unknown
- 1999-05-12 BR BRPI9910550-0A patent/BR9910550B1/en not_active IP Right Cessation
- 1999-05-12 AU AU46045/99A patent/AU4604599A/en not_active Abandoned
- 1999-05-12 CN CN99806166.2A patent/CN1280389C/en not_active Expired - Fee Related
- 1999-05-12 DE DE69925119T patent/DE69925119T2/en not_active Expired - Lifetime
- 1999-05-18 AR ARP990102346A patent/AR019556A1/en active IP Right Grant
Also Published As
Publication number | Publication date |
---|---|
EP1080172B1 (en) | 2005-05-04 |
HUP0101902A2 (en) | 2001-10-28 |
CN1280389C (en) | 2006-10-18 |
AR019556A1 (en) | 2002-02-27 |
ES2241289T3 (en) | 2005-10-16 |
TR200003385T2 (en) | 2001-02-21 |
BR9910550A (en) | 2001-01-30 |
DE69925119D1 (en) | 2005-06-09 |
HUP0101902A3 (en) | 2002-08-28 |
AU4604599A (en) | 1999-12-06 |
GB9810656D0 (en) | 1998-07-15 |
BR9910550B1 (en) | 2009-05-05 |
CA2329959C (en) | 2010-04-27 |
EP1080172A1 (en) | 2001-03-07 |
CN1301292A (en) | 2001-06-27 |
DE69925119T2 (en) | 2005-10-06 |
WO1999060082A1 (en) | 1999-11-25 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |
Effective date: 20190513 |