EP0413249B1 - Adoucissant pour textile - Google Patents
Adoucissant pour textile Download PDFInfo
- Publication number
- EP0413249B1 EP0413249B1 EP90115229A EP90115229A EP0413249B1 EP 0413249 B1 EP0413249 B1 EP 0413249B1 EP 90115229 A EP90115229 A EP 90115229A EP 90115229 A EP90115229 A EP 90115229A EP 0413249 B1 EP0413249 B1 EP 0413249B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- component
- compound
- preparation
- weight
- 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
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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/645—Mixtures of compounds all of which are cationic
-
- 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
Definitions
- the present invention relates to fabric softeners in the form of aqueous emulsions or dispersions.
- Cationic compounds are usually used as fabric softener, for example quaternary ammonium compounds which, in addition to long-chain alkyl radicals, can also contain ester or amide groups. Mixtures of various plasticizing components which are added to the rinsing bath in the form of aqueous dispersions are also advantageously used.
- EP 0 295 386 proposes formulations for fabric softeners which consist of mixtures of A) N-alkyltrialkanolammonium difatty acid ester salts and B) quaternary amine compounds.
- Backwetting capacity is generally understood to mean the absorption of moisture by the fiber. Inadequate rewetting capacity has an adverse effect where larger amounts of moisture are absorbed by the skin surface should be. e.g. B. with hand or bath towels as well as underwear or bed linen.
- the object of the present invention was to overcome the above-mentioned disadvantages of conventional fabric softener formulations and to provide fabric softening agents which, in addition to having good biodegradability and a soft feel, have significantly improved dispersibility and improved rewetting capacity.
- the fabric softener consisting of mixtures of water-insoluble ammonium compounds containing quaternary ester groups with salts of mono- or polyamine compounds, which can be prepared by protonation with inorganic or organic acids, meets these requirements.
- the compounds according to A a) used according to the invention are prepared by processes known per se, an alkanolamine with a long-chain fatty acid methyl ester being generally transesterified at temperatures of 140-180 ° C. in the presence of basic catalysts such as sodium methylate, sodium carbonate, and the methanol formed is continuously distilled off .
- basic catalysts such as sodium methylate, sodium carbonate, and the methanol formed is continuously distilled off .
- fatty acid glycerides can also be used.
- the compounds according to A b) used according to the invention are commercially available products which are protonated in a manner known per se with organic or inorganic acids.
- the procedure is preferably such that the amine is melted and the protic acid is added to this melt with vigorous stirring.
- organic acids used are formic acid, acetic acid, methylsulfuric acid, ethylsulfuric acid, especially lactic acid, malic acid, tartaric acid, citric acid, oxalic acid, glycolic acid; inorganic acids such as hydrohalic acids, especially hydrochloric acid, sulfuric acid, phosphoric acid. Lactic acid and hydrochloric acid are preferred according to the invention.
- Examples of the quaternizing agents used are 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.
- fabric softeners can be produced which have good dispersibility and textile materials, especially those made from natural and regenerated cellulose as well as wool and terry cloth, in addition to a pleasantly soft feel, provide improved rewetting ability.
- the fabric softeners according to the invention are therefore used in particular where larger amounts of moisture and moisture are to be removed from the body surface within a short time, such as in the case of hand towels or bath towels.
- the fabric softeners according to the invention can also be used successfully where moisture has to be absorbed directly by the skin within a relatively long period of time, such as for bedclothes or bed linen.
- the fabric softener is produced by emulsifying or dispersing the individual components in water. The usual procedures in this field can be applied.
- the fabric softeners according to the invention can each contain one or more components a) and b) within the stated limits.
- auxiliaries and additives can also be used to produce the fabric softener according to the invention.
- auxiliaries and additives can also be used to produce the fabric softener according to the invention.
- These are in particular complexing agents, optical brighteners, dyes and fragrances, electrolytes and higher molecular weight ether compounds for viscosity regulation, small amounts of organic solvents and - provided they do not adversely affect the rewetting capacity - conventional surfactants.
- the fabric softeners according to the invention are added in the last rinse cycle after the actual washing process.
- the application concentration is in the range of 0.1 - 10 g of fabric softener per liter of treatment liquor, depending on the area of application.
- the textile material made of wool, cotton, polyester / cotton 50: 3 and polyester is treated for about 3 minutes with a liquor of tap water (about 13 ° dH) and 1 g of the dispersion according to the invention.
- the dried textiles were checked by five people with appropriate experience in evaluating the softness of textiles for their soft feel and compared to untreated textiles. After drying, the textile goods treated in this way have an excellent, soft, fluffy feel and, compared to commercially available agents, a greatly improved smoke-wetting ability.
- the rewetting capacity is measured in accordance with DIN 53 924 with the modification that the strips of the fabric (test pieces) are 1.5 cm wide.
- the fabric softener dispersions according to the invention are prepared from the components given in the examples below in accordance with the following instructions or in analogy thereto:
- the dye solution and then the plasticizer components Aa) and Ab) preheated to 45 ° C are first successively dispersed in the water preheated to 35 ° C. with good stirring (propeller stirrer). A portion of the 25% calcium chloride solution is then added, in such an amount that the entire batch remains readily stirrable. After a 10 minute dispersion phase, the perfume oil is added at approx. 35 ° C, then the viscosity is adjusted to the desired value at approx. 30 ° C with the remaining amount of the calcium chloride solution. Allow to cool to room temperature while stirring well and if possible avoiding air pockets.
- the washed textiles are treated with a rinsing liquor which treats the agent according to the invention in a conventional manner in concentrations of 0.1 to 10 g / l, preferably 0.5-3 g / l.
- the treated textiles had an excellent soft feel and a rewetting capacity of 70% (average of 10 measurements).
- Example 1 was carried out analogously to Example 1 with the modification that 12 g component Aa) as in Example 1 3 g the component Ab) as in Example 1 0.11 g CaCl 2 were used.
- Example 1 was carried out analogously to Example 1 with the modification that 18 g component Aa) as in Example 1 2 g the component Ab) as in Example 1 0.34 g CaCl 2 were used.
- Example 1 was carried out analogously to Example 1 with the modification that 9 g component Aa) as in Example 1 9 g the component Ab) as in Example 1 0.19 g CaCl 2 were used.
- Example 1 12 g component Aa) was dispersed as stated above, with the modification of Example 1 12 g component Aa) as in Example 1 3 g the component Ab) as in Example 1 0.3 g CaCl 2 were used.
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)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Detergent Compositions (AREA)
Claims (10)
- Procédé pour la préparation d'assouplissants aqueux par mélange de :A) 5 à 25 % en poids d'un mélange de deux composants adoucissants, constitué de :a) 10 à 90, de préférence de 20 à 80 % en poids au moins d'un composé de formule (I) :b) 90 à 10 % en poids, de préférence 80 à 20, au moins d'un composé de formule (III) à (VI)
[R3R4NR4H]+Z- (V)
B) L'eau, des colorants, des parfums et d'autres adjuvants usuels dans les adoucissants, tels que des alcools à chaîne courte, des sels. - Procédé pour la préparation d'assouplissants aqueux selon les revendications 1 à 7, caractérisé en ce que l'on utilise le composant Aa) à raison de 20 à 80 % en poids et le composant Ab) à raison de 80 à 20 % en poids, par rapport à la quantité totale des composants Aa) et Ab).
- Utilisation de mélanges selon la revendication 1 à 9, pour le traitement de linge lavé lors du rinçage dans un bain aqueux.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3926740A DE3926740C2 (de) | 1989-08-12 | 1989-08-12 | Wässrige Weichspülmittel und deren Verwendung |
DE3926740 | 1989-08-12 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0413249A1 EP0413249A1 (fr) | 1991-02-20 |
EP0413249B1 true EP0413249B1 (fr) | 1997-12-10 |
Family
ID=6387039
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90115229A Expired - Lifetime EP0413249B1 (fr) | 1989-08-12 | 1990-08-08 | Adoucissant pour textile |
Country Status (5)
Country | Link |
---|---|
US (2) | US5180508A (fr) |
EP (1) | EP0413249B1 (fr) |
AT (1) | ATE161035T1 (fr) |
DE (2) | DE3926740C2 (fr) |
ES (1) | ES2111525T3 (fr) |
Families Citing this family (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3926740C2 (de) * | 1989-08-12 | 1997-05-15 | Witco Surfactants Gmbh | Wässrige Weichspülmittel und deren Verwendung |
DE4101251A1 (de) * | 1991-01-17 | 1992-07-23 | Huels Chemische Werke Ag | Fettsaeureester des n-methyl-n,n,n-trihydroxyethyl-ammonium-methyl- sulfat enthaltende waessrige emulsionen |
DE4108025A1 (de) * | 1991-03-13 | 1992-09-17 | Rewo Chemische Werke Gmbh | Waescheweichspuelmittel auf basis von quaternaeren poly(oxyalkylen)alkanolaminestern |
US5433869A (en) * | 1992-12-22 | 1995-07-18 | Colgate-Palmolive Co. | Liquid fabric conditioning composition containing amidoamine softening compound |
MY108928A (en) * | 1992-12-22 | 1996-11-30 | Colgate Palmolive Co | Liquid fabric softening composition containing amidoamine softening compound |
US5403499A (en) * | 1993-04-19 | 1995-04-04 | Lever Brothers Company, Division Of Conopco, Inc. | Concentrated fabric conditioning compositions |
US5468398A (en) * | 1993-05-20 | 1995-11-21 | Colgate-Palmolive Company | Liquid fabric softening composition |
AU673079B2 (en) * | 1993-07-15 | 1996-10-24 | Colgate-Palmolive Company, The | Concentrated liquid fabric softening composition |
US5501806A (en) * | 1993-07-15 | 1996-03-26 | Colgate-Palmolive Co. | Concentrated liquid fabric softening composition |
DE4405702A1 (de) * | 1994-02-23 | 1995-08-24 | Witco Surfactants Gmbh | Hochkonzentrierte wäßrige Weichspülmittel mit verbesserter Lagerstabilität |
US5523433A (en) * | 1994-09-29 | 1996-06-04 | Witco Corporation | Process for the preparation of diethyl ester dimethyl ammonium chloride |
US5916863A (en) | 1996-05-03 | 1999-06-29 | Akzo Nobel Nv | High di(alkyl fatty ester) quaternary ammonium compound from triethanol amine |
DE19633104C1 (de) * | 1996-08-16 | 1997-10-16 | Henkel Kgaa | Verwendung von Tensidmischungen |
US5961966A (en) * | 1996-12-09 | 1999-10-05 | Croda, Inc. | Quaternary fatty diesters of hydroxypropyl diethanol amine |
US5747108A (en) * | 1997-03-19 | 1998-05-05 | Colgate-Palmolive Co. | Super-concentrated liquid rinse cycle fabric softening composition |
US5747109A (en) * | 1997-03-19 | 1998-05-05 | Colgate-Palmolive Co. | Method of preparing super-concentrated liquid rinse cycle fabric softening composition |
DE19754283B4 (de) * | 1997-12-08 | 2004-09-30 | Cognis Deutschland Gmbh & Co. Kg | Verwendung von Detergensgemischen |
GB9820554D0 (en) * | 1998-09-21 | 1998-11-11 | Unilever Plc | Use of cationic materials and compositions |
US6759246B1 (en) * | 2001-11-30 | 2004-07-06 | Research & Diagnostic Systems, Inc. | Hematology control composition including lymphocyte analogs and method for preparation and use |
GB2404923B (en) * | 2003-07-10 | 2007-05-09 | Fabric Care Res Ass Ltd | A method of laundering articles |
US20140050687A1 (en) | 2011-04-28 | 2014-02-20 | Estman Chemical Company | Betaine esters and process for making and using |
EP2997959B1 (fr) | 2014-09-22 | 2019-12-25 | Evonik Operations GmbH | Formulation contenant des esterquats a base d'isopropanolamine et de tetrahydroxypropylethylenediamine |
EP2997958B1 (fr) | 2014-09-22 | 2021-03-10 | Evonik Operations GmbH | Émulsion contenant des esterquats liquides et polymères épaississants |
EP3752628A1 (fr) | 2018-02-13 | 2020-12-23 | Eastman Chemical Company | Procédé enzymatique permettant de produire des intermédiaires utiles en tant que précurseurs d'esterquat |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3997453A (en) * | 1974-02-11 | 1976-12-14 | Colgate-Palmolive Company | Softener dispersion |
US4073735A (en) * | 1976-02-19 | 1978-02-14 | Colgate Palmolive Company | Rinse cycle fabric softener |
US4187289A (en) * | 1976-12-03 | 1980-02-05 | Ciba-Geigy Corporation | Softening agents containing diester/amine adducts and quaternary ammonium salts, valuable for use as after-rinse softeners and after-shampoo hair conditioners |
ZA79485B (en) * | 1978-02-24 | 1980-03-26 | Ici Ltd | Quaternary ammonium compounds |
LU82836A1 (fr) * | 1980-10-10 | 1982-05-10 | Lilachim Sa | Melanges de sels d'ammonium quaternaire |
US4439335A (en) * | 1981-11-17 | 1984-03-27 | The Procter & Gamble Company | Concentrated fabric softening compositions |
EP0165138B2 (fr) * | 1984-05-16 | 2002-08-28 | STEPAN EUROPE, Société anonyme dite: | Compositions adoucissantes concentrées à base d'agents tensio-actifs cationiques d'ammonium quaternaire |
US4844823A (en) * | 1985-01-30 | 1989-07-04 | Colgate-Palmolive Company | Fabric softener composition containing di-esterified long chain fatty acid quaternary ammonium salt |
JPS62141176A (ja) * | 1985-12-16 | 1987-06-24 | 花王株式会社 | 柔軟仕上剤 |
ATE84566T1 (de) * | 1987-05-01 | 1993-01-15 | Procter & Gamble | Quaternaere isopropylesterammonium-verbindungen als faser- und gewebebehandlungsmittel. |
AU623859B2 (en) * | 1987-06-16 | 1992-05-28 | Cotelle S.A. | Concentrated softening compositions |
DE3720331A1 (de) * | 1987-06-19 | 1988-12-29 | Huels Chemische Werke Ag | Konzentrierte waescheweichspuelmittel |
US4789491A (en) * | 1987-08-07 | 1988-12-06 | The Procter & Gamble Company | Method for preparing biodegradable fabric softening compositions |
US5066414A (en) * | 1989-03-06 | 1991-11-19 | The Procter & Gamble Co. | Stable biodegradable fabric softening compositions containing linear alkoxylated alcohols |
DE3926740C2 (de) * | 1989-08-12 | 1997-05-15 | Witco Surfactants Gmbh | Wässrige Weichspülmittel und deren Verwendung |
ZA907746B (en) * | 1989-10-16 | 1992-05-27 | Colgate Palmolive Co | New softening compositions and methods for making and using same |
-
1989
- 1989-08-12 DE DE3926740A patent/DE3926740C2/de not_active Expired - Lifetime
-
1990
- 1990-08-08 DE DE59010779T patent/DE59010779D1/de not_active Expired - Fee Related
- 1990-08-08 AT AT90115229T patent/ATE161035T1/de not_active IP Right Cessation
- 1990-08-08 ES ES90115229T patent/ES2111525T3/es not_active Expired - Lifetime
- 1990-08-08 EP EP90115229A patent/EP0413249B1/fr not_active Expired - Lifetime
- 1990-08-09 US US07/564,873 patent/US5180508A/en not_active Expired - Lifetime
-
1992
- 1992-08-27 US US07/936,609 patent/US5364542A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
EP0413249A1 (fr) | 1991-02-20 |
DE3926740A1 (de) | 1991-02-28 |
US5364542A (en) | 1994-11-15 |
ATE161035T1 (de) | 1997-12-15 |
DE3926740C2 (de) | 1997-05-15 |
DE59010779D1 (de) | 1998-01-22 |
US5180508A (en) | 1993-01-19 |
ES2111525T3 (es) | 1998-03-16 |
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