EP0243735A2 - Adoncissant aqueux concentré pour matières textiles - Google Patents
Adoncissant aqueux concentré pour matières textiles Download PDFInfo
- Publication number
- EP0243735A2 EP0243735A2 EP87105084A EP87105084A EP0243735A2 EP 0243735 A2 EP0243735 A2 EP 0243735A2 EP 87105084 A EP87105084 A EP 87105084A EP 87105084 A EP87105084 A EP 87105084A EP 0243735 A2 EP0243735 A2 EP 0243735A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- carbon atoms
- acid
- acid ester
- quaternary ammonium
- derived
- 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- Withdrawn
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
- C11D3/0005—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
- C11D1/38—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
- C11D1/667—Neutral esters, e.g. sorbitan esters
-
- 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
Definitions
- the present invention relates to an aqueous concentrated textile softening agent with particularly good dispersibility in water and particularly good absorbency of the textiles treated with it.
- Aqueous fabric softening agents which are usually added to the last rinsing bath of the washing process in an automatic washing machine for post-treatment of freshly washed laundry, contain about 3 to about 6% fabric softening agents. These are mostly largely water-insoluble quaternary ammonium compounds with 2 long residues in the molecule. One of the most effective compounds of this type is the widely used ditallow alkyl dimethyl ammonium chloride.
- concentrates In addition to these textile softening agents with a relatively low active ingredient content, so-called concentrates have recently become known, which have the advantage of having a larger amount of active ingredient in the same volume. Such fabric softener concentrates contain about 10 to 15% fabric softening agents.
- Particularly highly concentrated textile softeners even contain about 50 percent by weight of textile softening agents.
- Examples of such highly concentrated aqueous fabric softening agents are the products of DE-OS 33 14 677.
- the concentrates are either diluted to the usual active ingredient concentration of about 3 to about 6% with water, or correspondingly smaller amounts of the concentrated fabric softening agents are added last Rinse water added. Both the dilution of the fabric softener concentrates and the flushing of the concentrates into the rinse water place high demands on the distributability of the concentrates in the water.
- the fabric softener concentrates therefore contain emulsifiers or dispersants or auxiliaries and viscosity regulators, which belong to a wide variety of substance classes.
- these emulsifiers or dispersants or auxiliary substances in turn do not contribute to the softening of the textiles and are therefore to be regarded as dietary fibers. It has therefore been tried again and again to get by with a minimum of such non-softening agents in fabric softeners without the water dispersibility and the absorbency of treated textiles being impaired.
- suitable alcohol residues in the ester are methane, ethanol, isopropanol, myristyl, lauryl, cetyl, oleyl, stearyl, behenyl, myricyl and isopalmityl alcohol, 2-octyldodecanol, ethylene glycol, propylene glycol, dipropylene glycol, glycerin, vinyl alcohol, Diglycerin, xylitol, sucrose, erythritol, pentaerythritol, sorbitol and sorbitan.
- esters are derived from ethylene glycol, glycerol and sorbitan, and the adducts of up to 20 moles of ethylene oxide and propylene oxide or combinations thereof with the esters can likewise be used in the context of the invention.
- esters examples include ethylene glycol stearates, mono-, di- and triglycerides of saturated and unsaturated fatty acids with the chain length C12 to C 22 and in particular sorbitan mono-, di- and triesters with the proviso that the acid esters in the sorbitan ester have the chain length C 12 to C 22 have.
- Sorbitan monolaurate + 40 EO, sorbitan monolaurate + 20 EO, sorbitan monostearate + 4 EO, sorbitan monostearate + 20 EO and sorbitan monooleate + 20 EO may be mentioned as examples of the polyethylene glycol derivatives of sorbitan esters.
- the active ingredient combination in agents according to the invention is particularly well suited for the production of plasticizer concentrates, i.e. of laundry aftertreatment agents with 8 to 15 percent by weight of quaternary ammonium compounds.
- Another object of the present invention is a method for producing the agents according to the invention.
- the quaternary ammonium compound and the carboxylic acid ester are heated to 50 to 90 ° C., the melt thus obtained is mixed with water from 60 to 70 ° C., which may contain auxiliaries and additives, with vigorous stirring, the mixture is cooled and, if appropriate, fragrances and other additives.
- Suitable stirrers are in particular those which introduce high shear forces into the mixture.
- the agents according to the invention contain auxiliaries and additives with which the manufacture is facilitated or the properties of the agents are improved.
- the dispersibility of the products according to the invention in water can be increased if the products are additionally added with 0.5 to 5 percent by weight of dispersing and softening polyglycol ethers.
- Suitable polyglycol ethers are derived from ethylene oxide and have a molecular weight in the range from 200 to 8000, preferably in the range from 200 to 1000 and in particular in the range from 400 to 600.
- Additives with a dispersing action are also those by addition of ethylene oxide and / or propylene oxide onto fatty alcohols , Fatty acids, fatty amines, fatty acid or sulfonic acid amides, polyethylene or polypropylene glycols, epoxy glycols, alkylenediamine or aliphatic C 1 to C 8, preferably C 3 to C 6 alcohols.
- Suitable Additives are ether amines of the formula R- (C 2 H 4 O) n -NR 1 R 2 .
- R is an alkyl or alkenyl radical having 10 to 20 carbon atoms
- n is a number between 2 and 10
- R 1 and R 2 which may be the same or different, are —C 2 H 4 OH or their esters with C10 bis C 20 monocarboxylic acids or with sulfosuccinic acid or alkali metal salts of these acids.
- Quaternary ammonium salts of the last-mentioned compounds are also very suitable, in which a further alkyl group having 1 to 18 carbon atoms is formed on the nitrogen atom with the formation of a positive charge, which is balanced by an anion which produces electroneutrality, as a rule the chloride anion.
- Other suitable additives are esters of fatty alcohols, especially tallow alcohol with optionally hydroxyl-substituted monocarboxylic acids with 1 to 3 carbon atoms.
- high molecular weight polyglycol ethers whose molecular weight is in the range from about 10,000 to 80,000 are also suitable in some compositions according to the invention.
- 2-benzylalkanol polyglycol ethers with 2 to 10 moles of ethylene oxide as additives, particularly when the underlying alcohol component is 2-benzyoctanol.
- Addition products of 2 to 10 moles of ethylene oxide with branched alcohols, such as, for example, isotridecanol and with hydroxyl-substituted fatty alcohols, can also be used successfully as additives in many cases.
- 1,4-Alkylglycosides and 2,2-alkylglycosides with alkyl radicals which have 10 to 20 carbon atoms are also suitable additives.
- Paraffin oil is also a suitable additive.
- polyhydric alcohols e.g. B.
- Suitable acids are organic or inorganic, non-surfactant acids, which are water-soluble. Examples of suitable acids are acetic acid, oxalic acid, glycolic acid, lactic acid, citric acid, tartaric acid as well as hydrochloric acid, sulfuric acid or phosphoric acid. Mixtures of the acids mentioned can also be used. Of the organic acids, glycolic acid and citric acid are preferred, while of the inorganic acids orthophosphoric acid is preferred for setting the desired pH.
- 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 percent by weight.
- Antimicrobial agents, optical brighteners, soluble salts for adjusting the viscosity of the agent according to the invention, and colorants and fragrances are considered to be customary ingredients.
- Agents according to the invention with an addition of bleaching agents have a bleaching effect in addition to the properties described.
- the plasticizer was dimethyl-di- (acyloxyisopropyJ) ammonium chloride, the acyl group being derived from rapeseed oil fatty acid, the carboxylic acid ester was glycerol monostearate.
- the concentrate had a viscosity of 60 mPas and a pH of 4.9 at room temperature; its distributability in water was excellent. There was practically no change in consistency within 8 weeks when the concentrates were stored in the range from 0 to 40 ° C.
- test textiles hardened Molton fabric, Krefeld control fabric
- the Krefeld control fabric was tested for absorbency using the rising height method (DIN 53924). The values given are mm as a measure of the rise of water in the immersed tissues.
- the table shows that the softness of the Molton fabric treated with the agents according to the invention is just as good as the softness of Molton fabric which is in the rinse water with the same concentration with a commercially available textile softener concentrate.
- the absorbency of the test fabric treated with the agent according to the invention is twice as high as the absorbency of the test fabric treated with the commercially available product.
- the absorbency of the test fabric treated with the agent according to the invention corresponds to the absorbency of untreated test fabric.
- the described combination of properties of the agent according to the invention is extremely surprising, since textiles which have been softened are generally more hydrophobic than non-softened and, on the other hand, concentrated plasticizers have poorer distributability in water and storage stability than dilute plasticizers. If other quaternary ammonium compounds and / or other carboxylic acid esters are used in the context of this invention, similar results to those described above were obtained. This also applies to agents with less than 8 percent by weight quaternary ammonium compound.
- the quaternary ammonium compound was derived from oleic acid, the carboxylic acid ester was glycerol monostearate.
- the recipe according to the prior art was inhomogeneous and tended to phase separate, while the recipe according to the invention was stable.
- the formulation according to the invention showed a better softening effect on all examined fabrics.
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)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19863612479 DE3612479A1 (de) | 1986-04-14 | 1986-04-14 | Waessriges konzentriertes textilweichmachungsmittel |
DE3612479 | 1986-04-14 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0243735A2 true EP0243735A2 (fr) | 1987-11-04 |
EP0243735A3 EP0243735A3 (fr) | 1988-07-27 |
Family
ID=6298627
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87105084A Withdrawn EP0243735A3 (fr) | 1986-04-14 | 1987-04-06 | Adoncissant aqueux concentré pour matières textiles |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0243735A3 (fr) |
JP (1) | JPS62243877A (fr) |
DE (1) | DE3612479A1 (fr) |
DK (1) | DK182187A (fr) |
Cited By (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0309052A2 (fr) * | 1987-09-23 | 1989-03-29 | The Procter & Gamble Company | Compositions stables et biodégradables pour adoucissage du linge contenant des éthoxylates d'alcools linéaires |
EP0293955A3 (en) * | 1987-05-01 | 1989-07-05 | The Procter & Gamble Company | Quaternary isopropyl ester ammonium compounds as fiber and fabric treatment compositions |
EP0334482A1 (fr) * | 1988-02-23 | 1989-09-27 | The British Petroleum Company p.l.c. | Agents de conditionnement de matières textiles |
EP0387064A2 (fr) * | 1989-03-10 | 1990-09-12 | Unilever Plc | Conditionnement des tissus |
WO1992018593A1 (fr) * | 1991-04-22 | 1992-10-29 | The Procter & Gamble Company | Compositions assouplissantes granulaires pour tissus, formant des concentres sous forme d'emulsions aqueuses |
WO1994019439A1 (fr) * | 1993-02-25 | 1994-09-01 | Unilever Plc | Utilisation d'une composition assouplissante pour tissus |
WO1995004811A1 (fr) * | 1993-08-06 | 1995-02-16 | The Procter & Gamble Company | Compositions d'adoucissement de tissus activees par sechage en machine et contenant des derives de sucre ethoxyles/propoxyles |
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 |
US5505866A (en) * | 1994-10-07 | 1996-04-09 | The Procter & Gamble Company | Solid particulate fabric softener composition containing biodegradable cationic ester fabric softener active and acidic pH modifier |
WO1996012002A1 (fr) * | 1994-10-17 | 1996-04-25 | Henkel Kommanditgesellschaft Auf Aktien | Assouplissants textiles concentres |
WO1996015213A1 (fr) * | 1994-11-14 | 1996-05-23 | Henkel Kommanditgesellschaft Auf Aktien | Agents assouplissants pour textiles |
US5545350A (en) * | 1992-05-12 | 1996-08-13 | The Procter & Gamble Company | Concentrated fabric softener compositions containing biodegradable fabric softeners |
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 |
WO1997008285A1 (fr) * | 1995-08-31 | 1997-03-06 | Colgate-Palmolive Company | Compositions d'assouplisseur stables pour textiles |
EP0530959B1 (fr) * | 1991-09-06 | 1998-10-14 | Colgate-Palmolive Company | Compositions adoucissantes pour le linge à base d'un composé de pentaérythritol et d'un agent dispersant pour un tel composé |
US6022845A (en) * | 1995-11-03 | 2000-02-08 | The Procter & Gamble Co. | Stable high perfume, low active fabric softener compositions |
US6083899A (en) * | 1996-09-19 | 2000-07-04 | The Procter & Gamble Company | Fabric softeners having increased performance |
EP1290124B2 (fr) † | 2000-06-16 | 2007-01-03 | Unilever Plc | Compositions adoucissantes pour tissus |
Families Citing this family (5)
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 |
ZA936280B (en) * | 1992-09-16 | 1995-05-26 | Colgate Palmolive Co | Fabric softening composition based on higher fatty acid ester and dispersant for such ester |
DE4243701A1 (de) * | 1992-12-23 | 1994-06-30 | Henkel Kgaa | Wäßrige Textilweichmacher-Dispersionen |
DE4313085A1 (de) * | 1993-04-21 | 1994-10-27 | Stockhausen Chem Fab Gmbh | Stabile wäßrige Dispersionen von quartären Ammoniumverbindungen und Imidazolin-Derivaten |
DE19539875A1 (de) * | 1995-10-26 | 1997-04-30 | Henkel Kgaa | Sorbitanesterquats |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2007734A (en) * | 1977-10-22 | 1979-05-23 | Cargo Fleet Chemical Co | Fabric softeners |
-
1986
- 1986-04-14 DE DE19863612479 patent/DE3612479A1/de not_active Withdrawn
-
1987
- 1987-04-06 EP EP87105084A patent/EP0243735A3/fr not_active Withdrawn
- 1987-04-09 DK DK182187A patent/DK182187A/da not_active Application Discontinuation
- 1987-04-14 JP JP9183287A patent/JPS62243877A/ja active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2007734A (en) * | 1977-10-22 | 1979-05-23 | Cargo Fleet Chemical Co | Fabric softeners |
Cited By (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0293955A3 (en) * | 1987-05-01 | 1989-07-05 | The Procter & Gamble Company | Quaternary isopropyl ester ammonium compounds as fiber 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 |
EP0309052A2 (fr) * | 1987-09-23 | 1989-03-29 | The Procter & Gamble Company | Compositions stables et biodégradables pour adoucissage du linge contenant des éthoxylates d'alcools linéaires |
EP0334482A1 (fr) * | 1988-02-23 | 1989-09-27 | The British Petroleum Company p.l.c. | Agents de conditionnement de matières textiles |
EP0387064A2 (fr) * | 1989-03-10 | 1990-09-12 | Unilever Plc | Conditionnement des tissus |
EP0387064A3 (fr) * | 1989-03-10 | 1991-11-21 | Unilever Plc | Conditionnement des tissus |
WO1992018593A1 (fr) * | 1991-04-22 | 1992-10-29 | The Procter & Gamble Company | Compositions assouplissantes granulaires pour tissus, formant des concentres sous forme d'emulsions aqueuses |
EP0530959B1 (fr) * | 1991-09-06 | 1998-10-14 | Colgate-Palmolive Company | Compositions adoucissantes pour le linge à base d'un composé de pentaérythritol et d'un agent dispersant pour un tel composé |
US5545350A (en) * | 1992-05-12 | 1996-08-13 | The Procter & Gamble Company | Concentrated fabric softener compositions containing biodegradable fabric softeners |
WO1994019439A1 (fr) * | 1993-02-25 | 1994-09-01 | Unilever Plc | Utilisation d'une composition assouplissante pour tissus |
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 |
WO1995004811A1 (fr) * | 1993-08-06 | 1995-02-16 | The Procter & Gamble Company | Compositions d'adoucissement de tissus activees par sechage en machine et contenant des derives de sucre ethoxyles/propoxyles |
US5505866A (en) * | 1994-10-07 | 1996-04-09 | The Procter & Gamble Company | Solid particulate fabric softener composition containing biodegradable cationic ester fabric softener active and acidic pH modifier |
WO1996012002A1 (fr) * | 1994-10-17 | 1996-04-25 | Henkel Kommanditgesellschaft Auf Aktien | Assouplissants textiles concentres |
US5854201A (en) * | 1994-10-17 | 1998-12-29 | Henkel Kommanditgesellschaft Auf Aktien | Textile softeners concentrates based on pentaerythritol or esters thereof containing quaternary and nonionic emulsifiers |
WO1996015213A1 (fr) * | 1994-11-14 | 1996-05-23 | Henkel Kommanditgesellschaft Auf Aktien | Agents assouplissants pour textiles |
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 |
WO1997008285A1 (fr) * | 1995-08-31 | 1997-03-06 | Colgate-Palmolive Company | Compositions d'assouplisseur stables pour textiles |
US5726144A (en) * | 1995-08-31 | 1998-03-10 | Colgate-Palmolive Company | Stable fabric softener compositions |
CN1087342C (zh) * | 1995-08-31 | 2002-07-10 | 科尔加特·帕尔莫利弗公司 | 稳定的织物软化剂组合物 |
US6022845A (en) * | 1995-11-03 | 2000-02-08 | The Procter & Gamble Co. | Stable high perfume, low active fabric softener compositions |
US6083899A (en) * | 1996-09-19 | 2000-07-04 | The Procter & Gamble Company | Fabric softeners having increased performance |
EP1290124B2 (fr) † | 2000-06-16 | 2007-01-03 | Unilever Plc | Compositions adoucissantes pour tissus |
Also Published As
Publication number | Publication date |
---|---|
DK182187A (da) | 1987-10-15 |
DE3612479A1 (de) | 1987-10-15 |
DK182187D0 (da) | 1987-04-09 |
EP0243735A3 (fr) | 1988-07-27 |
JPS62243877A (ja) | 1987-10-24 |
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Inventor name: PUCHTA, ROLF, DR. Inventor name: NUESSLEIN, HANS, DR. Inventor name: VOELKEL, THEODOR |